TW200902519A

TW200902519A - Allyl-substituted nadimide compound, liquid crystal aligning agent, liquid crystal alignment layer and liquid crystal display device

Info

Publication number: TW200902519A
Application number: TW97123739A
Authority: TW
Inventors: Fumitaka Kondou; Daisuke Touma
Original assignee: Chisso Corp; Chisso Petrochemical Corp
Priority date: 2007-06-27
Filing date: 2008-06-25
Publication date: 2009-01-16
Also published as: JP2009029777A; JP5315765B2; CN101333182A

Abstract

A voltage holding rate is an important characteristic of a liquid crystal alignment layer to improve the display quality of a liquid crystal display device. The voltage to liquid crystal is decreased within a frame if the voltage holding rate is low. The brighness of the liquid crystal display device is decreased and the display quality of normal gray is affected. An alignment status becomes worse and hard to nomally display after a high temperature accelerated experiment, even though an initial alignment status is excellent. Several solutions to the above problem have been provided recently, but an existing liquid crystal aligning agent (varnish) with polyamic acid as a main composition does not completely solve the above problem. The purpose of the present invention is providing a liquid crystal aligning agent for a liquid crystal display to improve a voltage holding rate and long-term reliability. The main composition of the liquid crystal aligning agent represented by formula (A) is nadimide compound, wherein Q is a two valence group with carbon-number larger than or equal to 3 and a side chain group.

Description

200902519 九、發明說明： [發明所屬之技術領域】本發明是關於-種新穎的經烯丙基取代的財地酿亞胺化合物、以及其在液晶領域中的用途。【先前技術】液晶顯示元件被用於以筆記本電腦（n〇teb〇〇k pers〇nal compu时）或是桌上型電腦（deskt〇p pers〇nal c〇mpmer) 之螢幕作為代表、攝影機（vide〇 camem )的取景器 (vie^fmder)、投影式顯示器（pr〇jecti〇ndisplay)等各種液晶顯7F裝置中’ ；ft近也已用於電視機。另外，還用作光學印刷頭（optical printer head )、光學傅立葉變換（optica】 Fonder tmnsf0rm)元件、光閥（Ught valve)等與光電子 (optoelectronics )相關的元件。液晶顯示元件通常具有：i )相對配置的一對基板、2) 形成於上述一對基板各自的相對之面中的一面或者兩面上的電極、3 )形成於上述一對基板各自的相對之面上的液晶配向膜、以及4)形成於上述一對基板間的液晶層。現有的液晶顯示元件中，其主流為使用向列型液晶 (nematic liquid crystal)的顯示元件，丄）扭曲9〇度的扭曲向列（Twisted Nematic，TN)型液晶顯示元件、2)通常扭曲大於等於180度的超扭曲向列（Super Twisted Nematic ’ STN)型液晶顯示元件、3)使用薄膜電晶體的所明薄膜電晶體（Thin Film Transistor，TFT)型液晶顯示 π件已開始實際應用。這些液晶顯示元件具有如下缺點： 200902519 可正確辨認圖像的視角狹小，從斜方向看時，會產生亮度或者對比度的降低以及半色調產生亮度反轉。近年來，針對所述視角的問題，正利用如下液晶顯示元件的技術進行改良：1 )使用光學補償膜的ΤΝ-TFT型液晶顯示元件、2)使用垂直配向以及光學補償膜的垂直配向 (Vertical Alignment ’ VA )型液晶顯示元件、3 )將垂直配向和突起結構物的技術並用的多域垂直配向型（Multi200902519 IX. Description of the Invention: [Technical Field to Which the Invention Is Ascribed] The present invention relates to a novel allyl-substituted ketamine compound and its use in the field of liquid crystals. [Prior Art] The liquid crystal display element is used as a representative of a notebook computer (n〇teb〇〇k pers〇nal compu) or a desktop computer (deskt〇p pers〇nal c〇mpmer), a camera ( The vide〇camem) viewfinder (vie^fmder), projection display (pr〇jecti〇ndisplay) and other liquid crystal display 7F devices; ft is also used in televisions. In addition, it is also used as an optoelectronics-related component such as an optical printer head, an optical Fourier transform (optica) device, and a light valve (Ught valve). The liquid crystal display device usually has: i) a pair of substrates disposed opposite to each other, 2) electrodes formed on one or both surfaces of the opposing faces of the pair of substrates, and 3) formed on opposite sides of the pair of substrates The upper liquid crystal alignment film and 4) a liquid crystal layer formed between the pair of substrates. In the conventional liquid crystal display element, the mainstream is a display element using a nematic liquid crystal, and a Twisted Nematic (TN) type liquid crystal display element which is twisted by 9 degrees, 2) usually has a larger distortion than A super Twisted Nematic 'STN type liquid crystal display element equal to 180 degrees, and 3) a thin film transistor (TFT) type liquid crystal display π element using a thin film transistor have been put into practical use. These liquid crystal display elements have the following disadvantages: 200902519 The angle of view of the image can be correctly recognized, and when viewed from an oblique direction, a decrease in brightness or contrast and a halftone to produce brightness inversion are generated. In recent years, the problem of the viewing angle is being improved by the following techniques of liquid crystal display elements: 1) ΤΝ-TFT type liquid crystal display elements using optical compensation films, 2) vertical alignment using vertical alignment and optical compensation films (Vertical) Alignment ' VA ) type liquid crystal display element, 3 ) multi-domain vertical alignment type (Multi-domain vertical alignment type) that combines vertical alignment and protruding structures

Domain Vertical Alignment，MVA )型液晶顯示元件、或者 4 )橫向電場方式的水平切換型（In_piane switching , jpg ) 型液晶顯示元件、5)電控雙折射（mectrically controlled Birefringence，ECB)型液晶顯示元件' 6)光學補償彎曲 (Optically Compensated Bend 或者 Optically self-Compensated Birefringence，0CB )型液晶顯示元件等；經改良的技術正得到實際應用或者研究。液晶顯示元件技術的發展，不僅依靠改良這些液晶顯不兀件的鶴方式或者元件結構，也依靠改m顯示元件所使用的構成材料來實現。液晶顯示元件所使用的構成材料中，制是液晶配向膜，是關侧液晶顯示元件的顯示品質的重要因素之-，隨著液晶顯示元件的高品質化，液晶配向膜的作用正逐年變得重要。、液晶配向膜可由液晶配向劑來製備。目前，主要使用的液晶配向縦絲醯醜或者可溶絲酸亞胺溶解於機溶劑中而形成的溶液。將此種溶液塗佈於基板、用加熱等手段進行成膜來形成聚酿亞胺系配_。現在對 200902519 、塗佈性、Domain Vertical Alignment (MVA) type liquid crystal display element, or 4) horizontal electric field type horizontal switching type (In_piane switching, jpg) type liquid crystal display element, and 5) electrically controlled birefringence (ECB) type liquid crystal display element' 6) Optically Compensated Bend or Optically Self-Compensated Birefringence (OCC) type liquid crystal display elements, etc.; improved techniques are being practically applied or studied. The development of the liquid crystal display element technology is achieved not only by the improvement of the crane mode or the element structure of these liquid crystal display elements but also by the constituent materials used for the m display elements. Among the constituent materials used for the liquid crystal display device, the liquid crystal alignment film is an important factor in the display quality of the liquid crystal display element on the off side. With the improvement in the quality of the liquid crystal display element, the role of the liquid crystal alignment film is becoming year by year. important. The liquid crystal alignment film can be prepared by a liquid crystal alignment agent. At present, a liquid crystal is mainly used for the distribution of the ruthenium or the solution of soluble myric acid imide dissolved in an organic solvent. This solution is applied to a substrate, and formed into a film by heating or the like to form a polyaniline compound. Now for 200902519, coating properties,

但從耐、電氣特性、光學特性、顯示於聚醯胺酸以外的各種液晶配向劑也正熱性、耐化學性（耐液晶性）、塗佈性、各種液晶配向劑幾乎未得到實際應用了 t醯胺酸以外的However, in terms of resistance, electrical properties, optical properties, and various liquid crystal alignment agents other than polyacrylic acid, positive heat resistance, chemical resistance (liquid crystal resistance), coating properties, and various liquid crystal alignment agents have hardly been practically applied. Other than lysine

Μ形玖狀晶配向膜，且組合含有物性不同的兩種或兩種以上的聚醯胺酸（例如，參照日本專利特開平η_193345號公報及曰本專利特開平11-193347號公報）。 2) 已知一種清漆(varnish)組合物，所述清漆組合物含有包含聚醯胺酸和聚醯胺的聚合物成分以及溶劑（例如，國際公開2000/61684號小冊子）。 3) 已知一種清漆組合物，所述清漆組合物含有物性不同的兩種或兩種以上的聚醯胺酸和聚醯胺、以及溶劑（例如’國際公開2001/00733號小冊子）。 4) 已知一種清漆組合物，所述清漆組合物含有以使用具有特定結構的二胺而合成的聚醯胺酸等為主成分的聚合物混合物（例如，參照日本專利特開2002-162630號公報）。 200902519 但是，利用這些現有技術，並未充分解決電壓保持率以及高溫加速試驗後的配向狀態的問題。、【發明内容】考慮刻上述狀況，所屬領域的技術人員期望開發一種電壓保持率以及長期可靠性的問題得到改善的液晶^示元件用液晶配向劑、使用所述液晶配向劑而形成的=晶== 膜、以及具備所述液晶配向膜的液晶顯示元件。本發明者專人為了解決上述課題而進行了努力研究。結果發現：通過使用含有新穎的經烯丙基取代的财地酿亞胺化合物的液晶配向劑來製成液晶配向膜，可對具有所述配向膜的液晶顯示元件，賦予良好的電壓保持率以及長期可靠性，從而完成本發明。本發明的經烯丙基取代的耐地酿亞胺化合物如以下卩] 項所示。 [1]一種耐地醯亞胺化合物，其特徵在於：其以式表示。The bismuth-shaped crystal-shaped alignment film is combined with two or more kinds of poly-proline acids having different physical properties (for example, Japanese Laid-Open Patent Publication No. Hei. No. 193-345345 and Japanese Patent Application Laid-Open No. Hei 11-193347). 2) A varnish composition containing a polymer component containing polyglycolic acid and polyamine and a solvent (for example, International Publication No. 2000/61684 pamphlet) is known. 3) A varnish composition containing two or more kinds of polylysine and polyamidoamine having different physical properties, and a solvent (for example, 'International Publication No. 2001/00733 pamphlet') is known. 4) A varnish composition containing a polymer mixture containing polyglycine or the like synthesized using a diamine having a specific structure as a main component is known (for example, refer to Japanese Patent Laid-Open No. 2002-162630 Bulletin). 200902519 However, with these prior art techniques, the voltage holding ratio and the alignment state after the high temperature acceleration test are not sufficiently solved. SUMMARY OF THE INVENTION In view of the above circumstances, those skilled in the art are expected to develop a liquid crystal alignment agent for a liquid crystal display element having improved voltage retention and long-term reliability, and a crystal formed using the liquid crystal alignment agent. == a film, and a liquid crystal display element including the liquid crystal alignment film. The inventors of the present invention have made an effort to study the above problems. As a result, it has been found that a liquid crystal alignment film can be formed by using a liquid crystal alignment agent containing a novel allyl-substituted acrylonitrile compound, thereby imparting a good voltage holding ratio to a liquid crystal display element having the alignment film. Long-term reliability, thereby completing the present invention. The allyl-substituted quinone-resistant imine compound of the present invention is shown in the following item. [1] A ylide-resistant imine compound characterized by the formula.

(’、中Q為竣數大於等於3的具有側鏈基的2價基團c ) 根據本發明，可提供―種電壓保持率高且長期可靠性良好的各種驅動方式的液晶顯示元件。【實施方式】首先，對本發明中所使用的術語加以說明。 200902519 “耐地醯亞胺化合物，，表示具有下述耐地醯亞胺基的化合物。並且，所述耐地醯亞胺基中的取代基的鍵合位置為 1、5或者7位。 , 0(', the middle Q is a divalent group c having a side chain group having a number of turns of 3 or more.) According to the present invention, it is possible to provide a liquid crystal display element of various driving methods having high voltage holding ratio and long-term reliability. [Embodiment] First, terms used in the present invention will be described. 200902519 "Resistant quinone imine compound, which means a compound having the following quinone imine group. Further, the substituent in the ruthenium imine group has a bonding position of 1, 5 or 7 positions. 0

“環氧化合物”表示具有至少一個環氧乙烷（oxirane) 壞的化合物。 r"Epoxy compound" means a compound having at least one oxirane which is bad. r

以六角形包圍的B、c等代號分別表示環B、環c等。在環結構基團的碳原子之位置上的鍵為並不固定的取代基或者自由基表示，這些取代基或者自由基與所述環結構基團的鍵合位置是任意的。立定義化學式時所使用的“任意的，，，不僅表示位置為任意，也表示個數為任意。另外，任意的A可被B、C或者 D取代的這種表述，表示除了包括任意的a被b取代的情況、任意的A被C取代的情況以及任意的A被D取代的情況以外，還包括多個4B〜D中的至少兩個取代的情泥。有％將式（A)所示的化合物省略為化合物種省略法也適用於其他式所示的化合物。化學式中的Me表示甲基，Ph表示苯基。本發明由上述的[1]項與如下所示的[2]〜[35]項構成。，[2]根據[1]項所述的耐地醯亞胺化合物，其特徵在於： Q為式（A_l)〜式（A_5)中任—式所示的基團: 10 200902519 R2 R1 _Λ (其中，r]為單鍵、-ο-、-co-、-coo_、-oco-、 -CONH-、-CH20-、-CF2〇-或者碳數1〜6的亞烷基；r2為具有類固醇骨架的基團、碳數1〜3〇的烷基、苯基或者式 (D-1)所示的基團；所述烷基的碳數為2〜6時，其任意的-CH2-可被-〇-、-CH=CH-或者OC-取代，並且，所述苯基的任意的氫可被氟、甲基、曱氧基、氟曱氧基、；氣甲氧基或者三氟曱氧基取代；並且，R1以及r2的碳蓼的合計為大於等於3 ;B, c, etc., surrounded by hexagons, represent ring B, ring c, and the like, respectively. The bond at the position of the carbon atom of the ring structural group is represented by an unfixed substituent or a radical, and the bonding position of these substituents or radicals to the ring structural group is arbitrary. "Arbitrary," not only indicates that the position is arbitrary, but also indicates that the number is arbitrary. In addition, the expression that any A can be replaced by B, C, or D means that in addition to including any a In the case of substitution by b, the case where arbitrary A is substituted by C, and the case where arbitrary A is substituted by D, a case where at least two of the plurality of 4B to D are substituted is also included. The compound which is omitted is a compound omitting method and is also applicable to a compound represented by another formula. In the chemical formula, Me represents a methyl group, and Ph represents a phenyl group. The present invention is the above-mentioned item [1] and [2] as shown below. [2] The yttrium imine compound according to [1], wherein Q is a group represented by any one of formula (A-1) to formula (A-5): 10 200902519 R2 R1 _Λ (wherein r] is a single bond, -ο-, -co-, -coo_, -oco-, -CONH-, -CH20-, -CF2〇- or an alkylene group having 1 to 6 carbon atoms And r2 is a group having a steroid skeleton, an alkyl group having 1 to 3 carbon atoms, a phenyl group or a group represented by the formula (D-1); and when the carbon number of the alkyl group is 2 to 6, Arbitrarily -CH2- may be substituted by -〇-, -CH=CH- or OC-, and any hydrogen of the phenyl group may be fluorine, methyl, decyloxy, fluoromethoxy, methoxy Or a trifluoromethoxy group; and, the total of carbon argon of R1 and r2 is 3 or more;

其中，R13、R14以及R15獨立為單鍵、-0_、_<：〇〇_、 -OCO-、-CONH-、碳數1〜4的亞烷基、碳數1〜3的氧基亞烷基或者碳數1〜3的亞烷氧基；R16以及R17獨负為氟或者甲基；R18為氫、氟、氯、氰基、氟曱基、二氟甲基、二氟甲基、氟i曱氧基、二敦甲氧基、三氟i曱氧基、破數1 〜30的烷基、碳數1〜30的烷氧基、或者碳數2〜30的烷氧基烷基，並且，這些烷基、烷氧基以及烷氧基烷基中的任意的-CH2·可被二氟亞曱基或者式（D-2)所示的基團取代；環B以及環C獨立為1,4-亞苯基或者丨,4_亞環己基； e、ί以及g獨立為0〜3的整數，且所述e、f以及g的合計為大於等於1 ; ml以及m2獨立為〇、1或者2 ; 200902519 R19 / R21 -Si—h〇-Si— R20 R22 7n (D-2) 、其:，R 9、R20、r2]以及r22獨立為碳數i〜的院基或者笨基，並且，n為2〜3〇的整數。）Wherein R13, R14 and R15 are independently a single bond, -0_, _<: 〇〇_, -OCO-, -CONH-, an alkylene group having 1 to 4 carbon atoms, and an oxyalkylene group having 1 to 3 carbon atoms. a group or an alkyleneoxy group having 1 to 3 carbon atoms; R16 and R17 are independently a fluorine or a methyl group; and R18 is a hydrogen, fluorine, chlorine, cyano group, a fluoromethyl group, a difluoromethyl group, a difluoromethyl group, or a fluorine. i曱oxy, dimethyloxy, trifluoroimethoxy, alkyl having a number of from 1 to 30, alkoxy groups having from 1 to 30 carbon atoms, or alkoxyalkyl groups having from 2 to 30 carbon atoms, Further, any of the alkyl group, the alkoxy group and the alkoxyalkyl group may be substituted with a difluoroindenylene group or a group represented by the formula (D-2); the ring B and the ring C are independently 1,4-phenylene or anthracene, 4_cyclohexylene; e, ί and g are independently an integer of 0 to 3, and the total of e, f, and g is 1 or more; ml and m2 are independently 〇 , 1 or 2 ; 200902519 R19 / R21 -Si—h〇-Si— R20 R22 7n (D-2), which: R 9 , R20 , r2 ] and r22 are independently the base or stupid base of carbon number i~ And, n is an integer of 2 to 3 。. )

(A-2) (其中，R3獨立為氫或者曱基；r4為氫、碳數^0 的院基、或者碳數2〜30的職；並且，R5獨立為單鍵、 -C0-或者-CH2-。）(A-2) (wherein R3 is independently hydrogen or a sulfhydryl group; r4 is hydrogen, a carbon number of 0^, or a carbon number of 2 to 30; and, R5 is independently a single bond, -C0- or - CH2-.)

(A-3) (其中，R3獨立為氫或者曱基；R4為氧、碳數丨〜3〇的烧基、或者碳數2〜30的烯基；R5獨立為單鍵、⑺ 或者偶-;並且，R6以及R7獨立為氫、 _ 基、或者綠。）的说 12 200902519(A-3) (wherein R3 is independently hydrogen or fluorenyl; R4 is oxygen, a carbon number of 丨~3〇, or an alkenyl group having 2 to 30 carbon atoms; and R5 is independently a single bond, (7) or even- And, R6 and R7 are independently hydrogen, _ group, or green.) said 12 200902519

(其中，R為氫或者碟數】〜3 , 意的偶·可被_a、_CH=c G的絲’此絲的任吱者护蓊1 am 次考C==c-取代；R9獨立為-〇- 次者厌數1〜6的亞烷基；環入為 (A-4) 或者1。）次者2,並且，c獨立為〇 d(where R is hydrogen or the number of dishes) ~3, the meaning of the even · can be _a, _CH = c G of the silk 'this wire of the shackles of the guard 1 am times C == c-substitution; R9 independent Is - 〇 - the second is an anthracene of 1 to 6; the ring is (A-4) or 1.. The second is 2, and c is independently 〇 d

(A-5) 化^其Rtf:為碳數3〜3〇的烷基或者碳數3〜3〇的氟各，. 12為虱、^數1〜3〇的烷基或者碳數1〜30的氟 ’元土，R獨立為_〇-或者碳數1〜6的亞烷基；並且，d 獨立為〇或者1。）、[3]根據[2]項所躺耐地酿亞胺化合物，其特徵在於： Q為式（A-1)所示的基團。、、[4]根據[2]項所述的耐地醯亞胺化合物，其特徵在於： Q為式（A-1)所示的基團，Ri為單鍵、_〇_、_c〇〇_、 C0NH-、-CH20-或者亞曱基；R2 $具有類固醇骨架的基 I 萤1 、 ·^山丄^ _ _(A-5) Rtf: an alkyl group having a carbon number of 3 to 3 fluorene or a fluorine having a carbon number of 3 to 3 fluorene, and 12 is an alkyl group having 1 to 3 Å or a carbon number of 1 to 3 30 fluoro's territories, R is independently _〇- or an alkylene group having 1 to 6 carbon atoms; and d is independently 〇 or 1. [3] The imine-resistant imine compound according to [2], wherein Q is a group represented by the formula (A-1). [4] The yttrium imine compound according to [2], wherein Q is a group represented by the formula (A-1), and Ri is a single bond, _〇_, _c〇〇 _, C0NH-, -CH20- or fluorenylene; R2 $ has a steroid skeleton of base I 萤 1 , ·^山丄^ _ _

?16 g (D -1-1) 13 200902519 ch3 ch3?16 g (D -1-1) 13 200902519 ch3 ch3

(其中，R13、R14以及R15獨立為單鍵或者碳數！〜4 的亞焼基；R18為石炭數1〜30的院基、或者碳數1〜％的烧氧基，並且，這些烧基以及烷氧基中的一個_CH2-可被式 (D-2-1 )所示的基團取代；環B以及環C獨立為1,4-亞苯基或者1,4-亞環己基；e、f以及g獨立為〇〜3的整數，且所述e、f以及g的合計為1〜3。） [5]根據[2]項所述的耐地醯亞胺化合物，其特徵在於： Q為式（A-1 )所示的基團，r]為單鍵、_〇_、、 -CONH-、_CH2〇-或者亞甲基；R2為碳數^30的烷基、或者式（D-1-1)所示的基團。(wherein R13, R14 and R15 are independently a single bond or an alkylene group having a carbon number of ～4; R18 is a hospital base having a charcoal number of 1 to 30 or an alkoxy group having a carbon number of 1 to%, and these alkyl groups are used. And one _CH2- of the alkoxy group may be substituted by a group represented by the formula (D-2-1); the ring B and the ring C are independently a 1,4-phenylene group or a 1,4-cyclohexylene group; e, f, and g are each an integer of 〇3, and the total of the above-mentioned e, f, and g is 1 to 3. [5] The yttrium imine compound according to [2], characterized in that : Q is a group represented by the formula (A-1), r] is a single bond, _〇_, -CONH-, _CH2〇- or methylene; R2 is an alkyl group having a carbon number of 30, or The group shown by (D-1-1).

(其中，R13、R]4以及獨立為單鍵或者碳數i〜4 的亞烧基’ R18為碳數1〜3〇的院基、或者碳數丨〜3〇的烧氧基，環B以及環C獨立為1，4-亞苯基或者ι，4_亞環己基；並且’e、f以及g獨立為〇〜3的整數，且所述e、f以及 g的合計為1〜3。） [6]根據[5]項所述的耐地醯亞胺化合物，其特徵在於： Q為如下所示的基團中的任一種。 14 200902519(wherein R13, R]4 and a sub-alkyl group R18 which is independently a single bond or a carbon number i to 4 are a group having a carbon number of 1 to 3 Å, or an alkoxy group having a carbon number of 〇3 to 3 Å, and a ring B And the ring C is independently 1,4-phenylene or iota, 4-cyclohexylene; and 'e, f and g are independently an integer of 〇~3, and the total of the e, f, and g is 1 to 3 [6] The quinone imine compound according to [5], wherein Q is any one of the groups shown below. 14 200902519

(其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。） [7] —種耐地醯亞胺化合物，其特徵在於：其以式 (A-1-2-1)表示。 n-C16H33 Φ(wherein R is an alkyl group having 3 to 30 carbon atoms or an alkoxy group having 3 to 30 carbon atoms.) [7] A ruthenium-resistant imine compound characterized by the formula (A-1-2) -1) indicates. n-C16H33 Φ

[8] —種耐地醯亞胺化合物，其特徵在於：其以式 (A-1-5-1 )表示。[8] A quinone imine compound which is represented by the formula (A-1-5-1).

15 200902519 [9] 一種液晶配向劑，其特徵在於：含有根據[1]至[8] 中任一項所述的耐地酿亞胺化合物中的至少一種。 [10] —種液晶配向劑，其特徵在於：其是組合物，此組合物含有式（A )所示的耐地蕴亞胺化合物的至少一種，且含有選自由如下成分所組成的族群中的至少一種化合物及/或聚合物來作為其他成分，即，式（B)所示的化合物、聚醯胺酸或者此聚醯胺酸的衍生物即聚合物、自由基聚合性單體以及環氧化合物；並且，以相對於式（A)所示的耐地醯亞胺化合物與其他成分的合計量的重量比計，所述耐地醯亞胺化合物的比例為0.01〜0.99。[Claim] A liquid crystal alignment agent containing at least one of the ground-resisting imine compounds according to any one of [1] to [8]. [10] A liquid crystal alignment agent characterized by being a composition comprising at least one of the dysinoid compound represented by the formula (A), and containing a group selected from the group consisting of the following components At least one compound and/or polymer as the other component, that is, a compound represented by the formula (B), a poly-proline or a derivative of the poly-proline, that is, a polymer, a radical polymerizable monomer, and a ring The oxygen compound; and the ratio of the yttrium imine compound is 0.01 to 0.99 by weight based on the total amount of the yttrium imine compound represented by the formula (A) and the other components.

(其中，Q為碳數大於等於3的具有側鏈基的2價基團。）(wherein Q is a divalent group having a side chain group having a carbon number of 3 or more.)

(其中，Rbl以及Rb2獨立為氫、碳數1〜12的烷基、碳數3〜6的烯基、碳數5〜8的環烷基、芳基或者苄基；η 為1或者2 ; η為1時，Rb3為碳數1〜12的烷基、碳數2〜12的烯基、碳數5〜8的環烷基、碳數6〜12的芳基、苄基、 -L]-(0)q-(L20)r-Rb4 所示的基團、-(L3)s-B2-Rb5 所示的基團、 16 200902519 或者-Β^Τ-Β1所示的基團； 2、這些式中，L1為碳數2〜6的亞烷基；q為〇或者J ; L2為碳數2〜6的亞烷基，且r為1〜3〇的整數；為聲數2〜6的烷基；L3為碳數丨〜4的亞烷基，且s為〇或= 1 ; Rb5為碳數i〜4的烷基；B2為任意的氫可被_〇H取的亞苯基；T 為-CH2-、-C(CH3)r、_C0…〇_、_s_或者_s〇〆並且，B為任意的鼠可被-〇H取代的苯基；亚且’碳數1〜12的烷基(wherein Rb1 and Rb2 are independently hydrogen, an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 3 to 6 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group or a benzyl group; and η is 1 or 2; When η is 1, Rb3 is an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, a benzyl group, and -L]. a group represented by -(0)q-(L20)r-Rb4, a group represented by -(L3)s-B2-Rb5, a group represented by 16 200902519 or -Β^Τ-Β1; In these formulas, L1 is an alkylene group having 2 to 6 carbon atoms; q is hydrazine or J; L2 is an alkylene group having 2 to 6 carbon atoms, and r is an integer of 1 to 3 Å; and is an acoustic number of 2 to 6 Alkyl; L3 is an alkylene group having a carbon number of 丨4, and s is 〇 or = 1; Rb5 is an alkyl group having a carbon number of i to 4; and B2 is a phenylene group of any hydrogen which can be taken by _〇H ; T is -CH2-, -C(CH3)r, _C0...〇_, _s_ or _s〇〆 and B is any phenyl group which can be substituted by -〇H; sub- and 'carbon number 1~ 12 alkyl

久认4 v u叼邴丞、石炭數 5〜8的環烧基、碳數6〜12的芳基、以及节基的任可被-OH取代； 4 11為2時，Rb3為碳數2〜20的直鏈亞烷基、碳數5〜8 的亞環烷基、碳數S、！2的亞芳基、-Ll_(〇)q_(L2〇^L4· 示的基團、·αΛ_Βϋ所示的基團、_Β2_τ_β2_所示㈣團、或者-B2-〇-B2_C(CH3)2_B2_〇_B2_所示的基團；土這些式中，L1、L2以及L4獨立為碳數2〜6的直鏈亞烧基，q為0或者1 ’並且Γ為i〜3〇的整數；l3以及^ 獨立為碳數1〜4的直鏈亞院基’’ s為〇或者！，的蜀任意的氫可被-OH取代的亞苯基；並且τ為—ch-、 -C(CH3)2-、-CO-、_〇_、_s或者_s〇2_ ; 並且，碳數5 的亞環虎基以及碳數6〜12的亞芳基 = 取代，碳數6〜12的亞芳基的任意二虱可被甲基取代。） []根據[10]項戶斤述的液晶配向劑，其特成分為式⑻所示㈣合物中的至少—種；並且，= 17 200902519 對於式⑷所示的耐地驢亞胺化合物與式⑻所示的化的重量比計，所述耐地醯亞胺化合物的比例 [12]根據[1〇]項所述的液晶配向劑，其特徵在於：成分為式⑻所示的化合物中的至少-種；式（Α) ΐ的 Q為式（Α·1)所示的基團；並且，以城於式⑷ 的=地醯亞胺化合物與式⑻所示的化合物的合計量的重置比^ ’所述耐地驗亞胺化合物的比例為〇1〜〇.99。A long-standing 4 vu叼邴丞, a carbonic acid number of 5 to 8 ring, an aryl group having a carbon number of 6 to 12, and a aryl group may be substituted by -OH; when 4 11 is 2, Rb3 is a carbon number of 2~ 20 linear alkylene groups, 5 to 8 carbon cycloalkylene groups, carbon number S,! 2 arylene, -Ll_(〇)q_(L2〇^L4· group, αΛ_Βϋ group, _Β2_τ_β2_ (4) group, or -B2-〇-B2_C(CH3)2_B2_ a group represented by 〇_B2_; wherein, in the formula, L1, L2 and L4 are independently a linear alkylene group having 2 to 6 carbon atoms, q is 0 or 1 ' and Γ is an integer of i 3 to 3 ;; L3 and ^ are linear phenylene groups having a carbon number of 1 to 4, which are 〇 or !, 蜀 any hydrogen which may be substituted by -OH; and τ is -ch-, -C(CH3) ) 2-, -CO-, _〇_, _s or _s〇2_ ; and a carbon number of 5 fluorene and a carbon number of 6 to 12 arylene = substituted, carbon number 6 to 12 Avon Any diterpene of the group may be substituted by a methyl group.) [] According to the liquid crystal alignment agent of the item [10], the specific component is at least one of the (tetra) compounds represented by the formula (8); and, = 17 200902519 The ratio of the ruthenium imine compound represented by the formula (4) to the weight ratio of the compound represented by the formula (8), the ratio of the ruthenium imine compound [12], wherein the liquid crystal alignment agent according to [1], Characterized by: at least one of the compounds represented by formula (8); formula (Α) ΐ Q is a group represented by the formula (Α·1); and a reset ratio of the total amount of the compound of the formula (4) and the compound represented by the formula (8) is the same as that of the compound of the formula (8). The ratio of the amine compound is 〇1 to 〇.99.

(其中，R1 為單鍵、-〇_、_c〇_、_c〇〇_、_〇C〇、 -CONH-、-CH2〇-、-CF2〇-或者碳數卜6的亞烷基；R2為具有類固醇骨架的基團、碳數1〜3〇的烷基、笨基或者式 (D-1 )所示的基團；所述烷基的碳數為2〜6時，其任意的-CH2·可被-〇-、-CH=CH-或者_〇C-取代，並且，所述苯基的任意的氫可被氟、曱基、甲氧基、氟曱氧基、二·氟甲氧基或者三氟曱氧基取代；並且，Ri以及R2的碳數的合計為大於等於3。）(wherein R1 is a single bond, -〇_, _c〇_, _c〇〇_, _〇C〇, -CONH-, -CH2〇-, -CF2〇- or an alkylene group of carbon number 6; R2 a group having a steroid skeleton, an alkyl group having 1 to 3 carbon atoms, a stupid group or a group represented by the formula (D-1); when the carbon number of the alkyl group is 2 to 6, any of them - CH2· may be substituted by -〇-, -CH=CH- or _〇C-, and any hydrogen of the phenyl group may be fluorine, sulfhydryl, methoxy, fluoromethoxy, difluoro The oxy group or the trifluoromethoxy group is substituted; and the total of the carbon numbers of Ri and R2 is 3 or more.)

(其中，R13、R14以及R15獨立為單鍵、-Ο-'Ό0-、 -OCO-、-CONH-、碳數1〜4的亞烷基、碳數1〜3的氧基亞烷基或者碳數1〜3的亞烷氧基；R]6以及R17獨立為氫、 18 200902519(wherein R13, R14 and R15 are independently a single bond, -Ο-'Ό0-, -OCO-, -CONH-, an alkylene group having 1 to 4 carbon atoms, an oxyalkylene group having 1 to 3 carbon atoms or An alkyleneoxy group having 1 to 3 carbon atoms; R] 6 and R 17 independently hydrogen, 18 200902519

氟或者曱基；Rl8為氫、氟、氯、氰基、氟曱基、二氟甲基、二氣甲基、氟曱氧基、二氟甲氧基、三氟曱氧基、碳數1 〜30的烧基、碳數1〜3〇的烷氧基、或者碳數2〜3〇的烷氧基烧基’並且，這些烷基、烷氧基以及烷氧基烷基中的任意的-CHr可被二氟亞甲基或者式（d_2)所示的基團取代；環B以及環C獨立為1,4-亞苯基或者1,4-亞環己基； e、f以及g獨立為0〜3的整數，且所述e、f以及g的合計為大於等於1 ; mi以及m2獨立為〇、1或者2。） (其中，R19、R20、R21以及R22獨立為碳數卜忉的烷基或者苯基，並且，n為1〜3〇的整數。） [13]根據[12]項所述的液晶配向劑，其特徵在於：其他成分為式（Β)所示的化合物中的至少一種，式（a)中的 Q為式（Α-1)所示的基團，以相對於式（Α)所示的耐地醯亞胺化合物與式（Β)所示的化合物的合計量的重量比計，所述耐地醯亞胺化合物的比例為〇.!〜().99 ;式（Α-1) 中，R1 為單鍵、-〇-、-COO-、-CONH·、-CH20-或者亞甲基；R2為具有類固醇骨架的基團、碳數〗〜3〇的烧基、或者式（D-Μ )所示的基團。Fluorine or fluorenyl; Rl8 is hydrogen, fluorine, chlorine, cyano, fluoroindolyl, difluoromethyl, dioxomethyl, fluoromethoxy, difluoromethoxy, trifluoromethoxy, carbon number 1 Any of alkyl, alkoxy and alkoxyalkyl groups of ～30, an alkoxy group having a carbon number of 1 to 3 Å, or an alkoxy group having a carbon number of 2 to 3 Å. -CHr may be substituted by difluoromethylene or a group represented by formula (d_2); ring B and ring C are independently 1,4-phenylene or 1,4-cyclohexylene; e, f and g are independent An integer of 0 to 3, and the total of e, f, and g is 1 or more; mi and m2 are independently 〇, 1 or 2. (wherein, R19, R20, R21 and R22 are independently an alkyl group or a phenyl group of a carbon number, and n is an integer of 1 to 3 Å.) [13] The liquid crystal alignment agent according to [12] It is characterized in that the other component is at least one of the compounds represented by the formula (Β), and Q in the formula (a) is a group represented by the formula (Α-1), as shown by the formula (Α) The ratio of the resistance to the quinone imine compound is 〇.!~().99; formula (Α-1), based on the total weight ratio of the compound of the quinone imine compound to the compound represented by the formula (Β). Wherein R1 is a single bond, -〇-, -COO-, -CONH., -CH20- or methylene; R2 is a group having a steroid skeleton, a carbon number of 〜3〇, or a formula (D) -Μ) The group shown.

19 20090251919 200902519

(其中，R13、R]4以及R15獨立為單鍵或者碳數i〜4 的亞烷基；R18為碳數1〜30的烷基、或者碳數1〜3〇的烷氧基，並且’這些烷基以及烷氧基中的一個_CHr可被式 (D_2-〇所示的基團取代；環B以及環c獨立為1,4-亞苯基或者1,4-亞環己基；並且，e、f以及g獨立為〇〜3 的整數，且所述e、f以及g的合計為1〜3。） [14]根據[12]項所述的液晶配向劑，其特徵在於：其他成分為式（B)所示的化合物中的至少一種，式（A)中的 Q為式（A-1)所示的基團，以相對於式所示的耐地醯亞胺化合物與式（B)所示的化合物的合計量的重量比計’所述耐地醯亞胺化合物的比例為仏丨〜仏卯；式（Α^) 中 ’ R 為單鍵、-〇-、-COO-、-CONH-、-CH2O-或者亞甲基；R2為碳數1〜30的烷基、或者式（Dqq)所示的基(wherein R13, R]4 and R15 are independently a single bond or an alkylene group having a carbon number of i to 4; and R18 is an alkyl group having 1 to 30 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, and ' One of these alkyl groups and alkoxy groups may be substituted by a group of the formula (D_2-〇; the ring B and the ring c are independently 1,4-phenylene or 1,4-cyclohexylene; And e, f, and g are each an integer of 〇〜3, and the total of the e, f, and g is 1 to 3. The liquid crystal alignment agent according to [12], characterized in that: The component is at least one of the compounds represented by the formula (B), and Q in the formula (A) is a group represented by the formula (A-1), and is a compound of the formula and the formula The ratio of the total weight of the compound shown in (B) is '仏丨仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯仏卯 ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' -, -CONH-, -CH2O- or methylene; R2 is an alkyl group having 1 to 30 carbon atoms or a group represented by the formula (Dqq)

以及Rl5獨立為單鍵或者碳數1〜4And Rl5 is independent as a single bond or carbon number 1~4

(其中’R、R以及獨立為單鍵或者碳數1〜的亞烷基；(wherein 'R, R and independently are a single bond or an alkylene group having a carbon number of 1 to 1;

氧基；環B 並且，e、f以及g獨立為〇〜3的整 g的合計為1〜3。）其特徵在於：其他 [15]根據[10]項所述的液晶配向劑 20 200902519 成分為式（Β-l)〜式（B-3)中任一式所示的化合物；式 (A)中的Q為如下所示的基團中的任一種；並且，以相對於式（A)所示的耐地醯亞胺化合物與式（B)所示的化合物的合計量的重量比計，所述财地醯亞胺化合物的比例The total of g of oxy groups; ring B and e, f, and g independently of 〇〜 3 is 1 to 3. The liquid crystal alignment agent 20 200902519 according to the item [10] is a compound represented by any one of the formulas (Β-1) to (B-3); in the formula (A) Q is any one of the groups shown below; and, based on the weight ratio of the total amount of the ruthenium imine compound represented by the formula (A) and the compound represented by the formula (B), Proportion of the imine compound

(其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。）(wherein R is an alkyl group having 3 to 30 carbon atoms or an alkoxy group having 3 to 30 carbon atoms.)

(B-1)(B-1)

(B-2)(B-2)

〇〇

〇 (B-3) [16]根據[10]項所述的液晶配向劑，其特徵在於：其他 21 200902519 成为為式（B-1)〜式（Β·3)中 (Α)所示的耐地醯亞胺化人壬式所示的化合物，·式 (A-m)所示的化 “勿為式（A姑”或者式或者式（A-l s η - 以相對於式（Α-1-2-1) 示的化合物）所示的耐地醯亞胺化合物與式（Β)所的比例為0^合計量的重量比計，這些耐地醯亞胺化合物The liquid crystal alignment agent according to the item [10], wherein the other 21 200902519 is represented by the formula (B-1) to the formula (Β·3) (Α). A compound represented by the formula (Am) is resistant to the imidization of a compound represented by the formula (Am): "A" or a formula (Al s η - in relation to a formula (Α-1-2) -1) The compound shown by the compound) is a weight ratio of the yttrium imine compound to the formula (Β), and these yttrium imine compounds are used.

22 20090251922 200902519

〇 (B-3) [17]根據[10]項所述的液晶配向劑，其特徵在於：其他成分為選自聚醯胺酸和此聚醯胺酸的衍生物中的至少一種聚合物；並且，以相對於式（A)所示的耐地蕴亞胺化合物與此聚合物的合計量的重量比計，所述耐地酸亞胺化合物的比例為0.01〜0.99。The liquid crystal alignment agent according to [10], wherein the other component is at least one polymer selected from the group consisting of polylysine and a derivative of the polyaminic acid; Further, the ratio of the dying acid imide compound is 0.01 to 0.99 based on the weight ratio of the total amount of the dysinoid compound represented by the formula (A) to the polymer.

[18]根據[10]項所述的液晶配向劑，其特徵在於：其他成分為選自聚醯胺酸和此聚醯胺酸的衍生物中的至少一種聚合物；此聚醯胺酸是式（1)〜式（6)的芳香族四羧酸二酐中的至少一種、或者式（1)〜式（6)的芳香族四緩酸二酐中的至少一種和式（7)〜式（14)的芳香族以外的四羧酸二酐中的至少一種的混合物，與選自式（I )〜式 (W)分別所示的化合物族群中的至少一種二胺，進行反應而得到的聚醯胺酸；式（A)中的Q為式（A-1)所示的基團；並且，以相對於式（A)所示的耐地醯亞胺化合物與此聚合物的合計量的重量比計，所述耐地醯亞胺化合物的比例為0.1〜0.99。 23 200902519[18] The liquid crystal alignment agent according to [10], wherein the other component is at least one polymer selected from the group consisting of polylysine and a derivative of the polyamic acid; the polyamic acid is At least one of the aromatic tetracarboxylic dianhydrides of the formulae (1) to (6) or at least one of the aromatic tetrazoic acid dianhydrides of the formulae (1) to (6) and the formula (7)~ A mixture of at least one of tetracarboxylic dianhydrides other than aromatics of the formula (14) is reacted with at least one diamine selected from the group of compounds represented by the formulae (I) to (W), respectively. Poly-proline; Q in the formula (A) is a group represented by the formula (A-1); and, in comparison with the total of the antimony compound represented by the formula (A) and the polymer The ratio of the amount of the ruthenium imine compound is 0.1 to 0.99 by weight ratio. 23 200902519

24 20090251924 200902519

HpN—A1—NHg (I)HpN—A1—NHg (I)

(其中，A1為碳數2〜12的亞烷基；A2為碳數1〜12 的亞烷基；A3獨立為單鍵、-O、_C0-、-C0NH-、-NHC0-、 -C(CH3)2-、-C(CF3)2-、-0-(CH2)m-0-、-S-、-S-S-、-so2-、 -S-(CH2)m-S-或者石炭數1〜12的亞烧基，且m為1〜12的整數；環己烷環或者苯環的任意的氫可被-F、-CH3、-OH、 -COOH、-S03H、-Ρ03Η2、苄基或者4-羥基苄基取代。） R2 _A_ (A-1) (其中，R1 為單鍵、-Ο-、-CO-、-COO-、-OCO-、 -CONH-、-CH2O-、-CF2O-或者石炭數1〜6的亞烧基；R2為具有類固醇骨架的基團、碳數1〜30的烷基、苯基或者式 25 200902519 (EM )所示的基團；此燒基的碳數為2〜6時，其任意的 -CH2-可被-0-、-CH=CH-或者_c^C-取代’並且，此笨基的任意的氫可被氟、曱基、甲氧基、氟甲氧基、二氟甲氧基或者三氟曱氧基取代；並且，R]以及R2的碳數的合計為(wherein A1 is an alkylene group having 2 to 12 carbon atoms; A2 is an alkylene group having 1 to 12 carbon atoms; and A3 is independently a single bond, -O, _C0-, -CONH-, -NHC0-, -C ( CH3)2-, -C(CF3)2-, -0-(CH2)m-0-, -S-, -SS-, -so2-, -S-(CH2)mS- or carbon charcoal number 1~12 a sub-alkyl group, and m is an integer from 1 to 12; any hydrogen of the cyclohexane ring or the benzene ring may be -F, -CH3, -OH, -COOH, -S03H, -Ρ03Η2, benzyl or 4- Hydroxybenzyl substitution.) R2 _A_ (A-1) (wherein R1 is a single bond, -Ο-, -CO-, -COO-, -OCO-, -CONH-, -CH2O-, -CF2O- or carbon charcoal a calcining group of 1 to 6; R 2 is a group having a steroid skeleton, an alkyl group having 1 to 30 carbon atoms, a phenyl group or a group represented by the formula 25 200902519 (EM ); the carbon number of the alkyl group is 2 When ～6, any of -CH2- may be substituted by -0, -CH=CH- or _c^C-' and any hydrogen of this stupid group may be fluorine, sulfhydryl, methoxy, fluorine a methoxy group, a difluoromethoxy group or a trifluoromethoxy group; and the total number of carbon atoms of R) and R2 is

(D-1) (其中’R 、R4以及獨立為举鍵、_〇·、_c〇〇_、 -OCO-、-CONH-、碳數1〜4的亞统基、碳數1〜3的氧基亞烷基或者碳數1〜3的亞烷氧基；RJ6以及R]7獨立為氫、氟或者曱基；R18為氫、氟、氣、氰基、氟曱基、二氟曱基、二氟甲基、氟甲氧基、二氟甲氧基、三氟曱氧基、碳數1 =30的烷基、碳數丨〜3〇的烷氧基、或者碳數2〜3〇的烷氧^烧基’並且，這些烷基、烷氧基以及烷氧基烷基中的任忍=-CH2-可被二氟亞曱基或者式（D_2)所示的基團取代f t ^以及％ C獨立為l4-亞笨基或者1,Ζμ亞環己基； :十a 立為0〜3的整數，且所述e、f以及g的合 R21 Si(D-1) (wherein 'R, R4 and independently are lift keys, _〇·, _c〇〇_, -OCO-, -CONH-, subunits with carbon numbers 1 to 4, carbon numbers 1 to 3 An oxyalkylene group or an alkyleneoxy group having 1 to 3 carbon atoms; RJ6 and R]7 are independently hydrogen, fluorine or anthracenyl; and R18 is hydrogen, fluorine, gas, cyano, fluoroindenyl or difluoroindenyl. , difluoromethyl, fluoromethoxy, difluoromethoxy, trifluoromethoxy, alkyl having 1=30, alkoxy having a carbon number of 丨~3〇, or a carbon number of 2 to 3〇 And the alkyl group, the alkoxy group, and the alkoxy group in the alkoxy group can be substituted by a difluoroindenylene group or a group represented by the formula (D_2). And % C is independently l4-substyl or 1, Ζμ cyclohexylene; : ten a is an integer of 0 to 3, and the combined R21 Si of e, f and g

广,R21、且以及m2獨立為〇、1或者2。） -s卜 (D-2) R20 R22 (其中，R19、R20 21 烧基或者苯基H 以及R22獨立為碳數1〜10的，n 為1〜3〇的整數。）豕項所述的液晶配向劑，其特徵在於：式 26 200902519 。(A_1 )中 ’ Rl 為單鍵、-ο-、-COO-、-CONH---CH20- 或者亞甲基’ R2為具有類固醇骨架的基團、碳數1〜30的絲、/或者式（D+l)崎的基團。 c——si——c π3 π3 c—si——c π3 (D-2Wide, R21, and m2 are independently 〇, 1 or 2. -sBu (D-2) R20 R22 (wherein R19, R20 21 is a base or phenyl H and R22 are independently a carbon number of 1 to 10, and n is an integer of 1 to 3 Å.) A liquid crystal alignment agent characterized by the formula 26 200902519. In (A_1), 'Rl is a single bond, -o-, -COO-, -CONH---CH20- or methylene' R2 is a group having a steroid skeleton, a filament having a carbon number of 1 to 30, or a formula (D+l) The group of Saki. C——si——c π3 π3 c—si——c π3 (D-2

(其中’ R 、R14以及Rb獨立為單鍵或者碳數i〜4 的亞烧基，R18為碳數1〜30的院基、或者碳數丨〜3〇的烧氧基，並且，這些烷基以及烷氧基中的一個_CH2_可被式 (D-2-1)所示的基團取代；環B以及環c獨立為〗,4-亞苯基或者1,4-亞環己基；並且，e、f以及g獨立為〇〜3 的整數，且所述e、f以及g的合計為丨〜3。） [20]根據[18]項所述的液晶配向劑，其特徵在於：式 (A-1 )中 ’ R 為早鍵、-〇-、-COO-、-C〇N"H-、或者亞曱基，R2為碳數1〜30的烷基、或者式（D_M) 所示的基團。(wherein 'R, R14 and Rb are independently a single bond or a sub-alkyl group having a carbon number of i to 4, and R18 is a group having a carbon number of 1 to 30 or an alkoxy group having a carbon number of 〇3 to 3, and these alkane One of the group and the alkoxy group may be substituted by a group represented by the formula (D-2-1); the ring B and the ring c are independently, 4-phenylene or 1,4-cyclohexylene. And, e, f, and g are each an integer of 〇〜3, and the total of the e, f, and g is 丨~3. The liquid crystal alignment agent according to [18], characterized in that In the formula (A-1), 'R is an early bond, -〇-, -COO-, -C〇N"H-, or a fluorenylene group, and R2 is an alkyl group having 1 to 30 carbon atoms, or a formula (D_M) ) the group shown.

r14^^>-r15 (其中，R〗3、R14以及R】5獨立為單鍵或者碳數！〜4 的亞烷基；R18為碳數1〜30的烷基、或者碳數1〜3〇的烧 27 200902519 氧基；環B以及環C獨立為1,4-亞苯基或者1,4-亞環己基；並且，e、f以及g獨立為0〜3的整數，且所述e、f以及 g的合計為1〜3。） [21]根據[18]項所述的液晶配向劑’其特徵在於.式 (A)中的Q為如下所示的基團中的任一種；並且，以相對於式（A)所示的耐地醢亞胺化合物與其他成分即聚合物的合計量的重量比計，所述财地醯亞胺化合物的比例為 0.2〜0.99。R14^^>-r15 (wherein R, 3, R14 and R) 5 are independently a single bond or an alkylene group having a carbon number of 〜4; R18 is an alkyl group having a carbon number of 1 to 30, or a carbon number of 1~ 3〇的烧27 200902519 oxy; ring B and ring C are independently 1,4-phenylene or 1,4-cyclohexylene; and, e, f and g are independently an integer of 0 to 3, and The liquid crystal alignment agent according to the item [18] is characterized in that Q in the formula (A) is any one of the groups shown below. Further, the ratio of the quinone imine compound is from 0.2 to 0.99 by weight based on the total amount of the ylidene imine compound represented by the formula (A) and the other component, that is, the polymer.

(其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。） [22]根據[21]項所述的液晶配向劑，其特徵在於：式 (A)中的Q為如下所示的基圑中的任一種。 28 200902519(R) is an alkyl group having a carbon number of 3 to 30 or an alkoxy group having a carbon number of 3 to 30. The liquid crystal alignment agent according to [21], which is characterized by the formula (A) Q is any of the bases shown below. 28 200902519

η-〇5Η·)Ί ( [23]根據[18]至[22]中任一項所述的液晶配向劑，其特徵在於：聚酿胺酸是式（1)〜式（6)的四叛酸二軒中的至少一種，與式（IV-1)、式（IV-2)、式（IV-15)、式（IV-16)、式（V_l)〜式（V-12)、式（V-33)以及式（VH-2)的二胺中的至少一種，進行反應而得到的聚合物。 29 200902519 H2NH^^-NH2 AN- (IV-1) (IV-2)The liquid crystal alignment agent according to any one of [18] to [22] wherein the polylactoic acid is the formula (1) to (6) At least one of the resorcinoids, and the formula (IV-1), the formula (IV-2), the formula (IV-15), the formula (IV-16), the formula (V_1) to the formula (V-12), A polymer obtained by carrying out a reaction of at least one of the formula (V-33) and the diamine of the formula (VH-2). 29 200902519 H2NH^^-NH2 AN- (IV-1) (IV-2)

(IV-15) nh2 H2N,(IV-15) nh2 H2N,

nh2 nh2Nh2 nh2

/t-nh2 h2n (V-1)/t-nh2 h2n (V-1)

(V-2) (IV-16) nh2 h2n-(V-2) (IV-16) nh2 h2n-

(V-3)(V-3)

/r~^2 (V-7) (V-8)/r~^2 (V-7) (V-8)

(V-10)(V-10)

(V-12)(V-12)

(V-11)(V-11)

HO OH HjNHO OH HjN

NH〇NH〇

(V-33) (VII-2) [24]根據[l8]至[22]中任一項所述的液晶配向劑，其特徵在於：聚醯胺酸是式（丨）的四羧酸二酐與式（jy_l )、式（IV-2)、式（IV-15)、式（ιν_16)、式（vq)〜式（、式（V-33)以及式（W_2)的二胺中的至少應而得到的聚合物。 ’進灯反 30 200902519The liquid crystal alignment agent according to any one of [1], wherein the poly-proline acid is a tetracarboxylic acid of the formula (丨). Anhydride and a diamine of the formula (jy_l), formula (IV-2), formula (IV-15), formula (ιν_16), formula (vq) to formula (, formula (V-33) and formula (W_2) At least the polymer should be obtained. 'Into the light 30 200902519

(V-1) (V-2) (V-3)(V-1) (V-2) (V-3)

[25]根據[18]至p2]中任一項所述的液晶配向劑，其特徵在於：聚酿胺酸是式（1 )〜式（6)的四叛酸二野中的至少一種和式（7)〜式（14)的四羧酸二酐中的至少一種的混合物，與式（IV-1)、式（IV-2)、式（IV-15)、式（RM6)、式（V-1)〜式（ν·12)、式（V-33)以及式（VU-2)的 31 200902519[25] The liquid crystal alignment agent according to any one of [18] to [2], wherein polylactoic acid is at least one of a tetrahydro acid of the formula (1) to (6). (7) a mixture of at least one of tetracarboxylic dianhydrides of formula (14), and formula (IV-1), formula (IV-2), formula (IV-15), formula (RM6), formula ( V-1)~Formula (ν·12), Formula (V-33), and Formula (VU-2) 31 200902519

二胺中的至少一種，進行反應而得到的聚合物。卜 -叫 Η2Νί〇γΝΗ2 (IV-1) (IV-2)A polymer obtained by carrying out a reaction by at least one of diamines.卜 -叫 Η2Νί〇γΝΗ2 (IV-1) (IV-2)

叫 h2n 〇 -X nh2 nh2 (IV-15) (IV-16) %—nh2 h2n- "ff^l ^nh2 J (V-3)Called h2n 〇 -X nh2 nh2 (IV-15) (IV-16) %-nh2 h2n- "ff^l ^nh2 J (V-3)

(V-33) (VII-2) [26]根據[18]至[22]中任一項所述的液晶配向劑’其特徵在於：聚醯胺酸是式（1)的四羧酸二酐和式（7)〜式 (14)的四羧酸二酐中的至少一種的混合物，與式（jy_i )、式（IV-2)、式（IV-15)、式（ΠΜ6)'式（V-1)〜式（v-12)、 32 200902519 *^〇 J OZ.pii(V-33) The liquid crystal alignment agent of any one of [18] to [22] characterized in that the polyamic acid is a tetracarboxylic acid of the formula (1) a mixture of an anhydride and at least one of the tetracarboxylic dianhydrides of the formulae (7) to (14), and the formula (jy_i), formula (IV-2), formula (IV-15), and formula (ΠΜ6) (V-1)~Formula (v-12), 32 200902519 *^〇J OZ.pii

式（V-33)以及式（VH-2)的二胺中的至少一種，進行反應而得到的聚合物。A polymer obtained by reacting at least one of the diamines of the formula (V-33) and the formula (VH-2).

(IV-15) (IV-16)(IV-15) (IV-16)

(V-7) (v.8) (V-9)(V-7) (v.8) (V-9)

(V-10) (V-12)(V-10) (V-12)

(V-11)(V-11)

HjNHjN

NH2 (V-33)NH2 (V-33)

(VII-2) [27]根據[18]至[22]中任一項所述的液晶配向劑，其特徵在於：聚醯胺酸是式（D的四羧酸二酐和式（7)的四羧酸二酐的混合物，與式（贝·〗）、式（贝_2)、式、式（RM6)、式（V_1)〜式（V-12)、式（V_33)以及 33 200902519 式（ΥΠ-2)的二胺中的至少一種，進行反應而得到的聚合物。The liquid crystal alignment agent according to any one of [18] to [22] wherein the poly-proline is a tetracarboxylic dianhydride of the formula (D) and the formula (7) a mixture of tetracarboxylic dianhydride, with formula (Bei), formula (Bei-2), formula, formula (RM6), formula (V_1)~ formula (V-12), formula (V_33), and 33 200902519 A polymer obtained by carrying out a reaction of at least one of the diamines of the formula (ΥΠ-2).

(V-33) (VII-2) [28]根據[10]項所述的液晶配向劑，其特徵在於··其是、'且。物，此組合物含有式（Α)所示的耐地醯亞胺化合物中的至少一種、式（Β)所示的化合物中的至少一種、以 34 200902519 及選自聚醯胺酸和此聚醯胺酸的衍物，所述聚醯胺酸是式（丨）〜 6至少—種聚合酐中的至少一種、或者式⑴香族四羧酸二二酐中的至少-種和式⑺〜式（]4)的芳二香族四幾酸 _二酐中的至少一種的混合物方香無以：的四 ί 物族群中的至少-種二胺= /祕胺^，並且，以相對於式⑷所示的耐地酿亞 ^化合，、式（B)所示的化合物以及所述聚合物的合計里的重里比§十，所述耐地醯亞胺化合物的比例為〇〇1〜 0.99。The liquid crystal alignment agent according to the item [10], which is characterized in that it is . And a composition comprising at least one of the compounds of the formula (Α), at least one of the compounds represented by the formula (Β), 34 200902519 and selected from the group consisting of polyglycine and the poly a derivative of proline, which is at least one of the formula (丨)-6 at least one kind of polymerization anhydride, or at least one of the formula (1) aromatic tetracarboxylic acid diacetate and the formula (7)~ a mixture of at least one of the aromatic diterpenoid tetra-acids-dianhydrides of the formula (4): at least one of the four oxime groups = /micamine^, and The ratio of the resistance to the ground in the formula (4), the compound represented by the formula (B), and the total weight of the polymer is § 10. The ratio of the yttrium imide compound is 〇〇1~ 0.99.

35 20090251935 200902519

(l) (丨丨） (III) (IV) (V) (VI)(l) (丨丨) (III) (IV) (V) (VI)

(其中，A1為碳數2〜12的亞烷基；A2為碳數1〜12 的亞烷基；A3獨立為單鍵、-0-、-CO-、-CONH-、-NHCO-、 -C(CH3)2-、-C(CF3)2-、-0-(CH2)m-0-、-S-、-S-S-、-so2-、 -S-(CH2)m-S-或者碳數1〜12的亞烷基，且m為1〜12的整數；環己烷環或者苯環的任意的氫可被-F、-CH3、-OH、(wherein A1 is an alkylene group having 2 to 12 carbon atoms; A2 is an alkylene group having 1 to 12 carbon atoms; and A3 is independently a single bond, -0-, -CO-, -CONH-, -NHCO-, - C(CH3)2-, -C(CF3)2-, -0-(CH2)m-0-, -S-, -SS-, -so2-, -S-(CH2)mS- or carbon number 1 An alkylene group of ～12, and m is an integer of 1 to 12; any hydrogen of a cyclohexane ring or a benzene ring may be -F, -CH3, -OH,

-COOH、-S03H、-Ρ03Η2、苄基或者4-羥基苄基取代。） R2 R1 (其中，R1 為單鍵、-0-、-(：0-、-030-、-0(：0-、 -CONH-、-CH20-、-CF20-或者碳數1〜6的亞烷基；R2為具有類固醇骨架的基團、碳數1〜30的烷基、苯基或者式 36 200902519 (D-l )所示的基團；所述烷基的碳數為2〜6時，其任意的-CH2-可被-〇-、-CH=CH-或者-OC-取代，並且，所述苯基的任意的氳可被氟^、曱基、甲氧基、氟曱氧基、二氟甲氧基或者三氟曱氧基取代；並且，Ri以及R2的碳數的合計為大於等於3。）(Π ^ (D-1)-COOH, -S03H, -Ρ03Η2, benzyl or 4-hydroxybenzyl group. ) R2 R1 (wherein R1 is a single bond, -0-, -(:0-, -030-, -0 (:0-, -CONH-, -CH20-, -CF20- or carbon number 1 to 6) An alkylene group; R2 is a group having a steroid skeleton, an alkyl group having 1 to 30 carbon atoms, a phenyl group or a group represented by the formula 36 200902519 (Dl); when the carbon number of the alkyl group is 2 to 6, Any of -CH2- may be substituted by -〇-, -CH=CH- or -OC-, and any of the fluorenes of the phenyl group may be fluoro, thiol, methoxy, fluoromethoxy, Difluoromethoxy or trifluoromethoxy group; and the total number of carbons of Ri and R2 is 3 or more.) (Π ^ (D-1)

(其中，R13、R14以及R15獨立為單鍵、_〇_、_c〇〇、 -OCO-、-CONH-、碳數1〜4的亞烧基、碳數1〜3的氧基亞烧基或者碳數1〜3的亞烷氧基；r]6以及獨立為氫、氟或者曱基；R18為氫、氟、氣、氰基、氟甲基、二氟甲基、二氟甲基、氟曱氧基、二氟曱氧基、三氟甲氧基、碳數1 〜3〇的烧基、碳數1〜3〇的貌氧基、或者碳數2〜3〇的炫氧基院基，並且，钟絲、垸氧㈣及、絲纽基中的任意的-CH2·可被：氟亞f基或者式（取代;為认亞笨基⑽ 、f以及g獨立為0〜3的答激，n 从，“狀“，.一數且所述e、f以及g的合計為大於等於1 ;並且，ml以及〇19 , p21 m2獨立為0、1或者2 -S卜 •〇一Si- >20 R22/n J9 (D-2) (其中，R19、R20、R2i烧基或者苯基，並且，n為f立域數1〜1〇的剛據剛所述的液晶配向^其紐在於：其他 37 200902519 成分為自由基聚合性單體中的至少一種；式（A)中的Q 為如下所示的基團中的任一種；並且，以相對於式（A) 所示的耐地醯亞胺化合物與其他成分即自由基聚合性單體的合計量的重量比計，所述财地酸亞胺化合物的比例為0.2 〜0.99。(wherein R13, R14 and R15 are independently a single bond, _〇_, _c〇〇, -OCO-, -CONH-, a mercapto group having a carbon number of 1 to 4, and an oxyalkylene group having a carbon number of 1 to 3; Or an alkyleneoxy group having 1 to 3 carbon atoms; r]6 and independently hydrogen, fluorine or anthracenyl; and R18 is hydrogen, fluorine, gas, cyano, fluoromethyl, difluoromethyl, difluoromethyl, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a carbon group having a carbon number of 1 to 3 Å, a methoxy group having a carbon number of 1 to 3 Å, or a methoxy group having a carbon number of 2 to 3 Å. And, any of -CH2· in the bell, the oxime, and the fluorenyl may be: a fluorofinyl group or a formula (substituted; a substrate (10), f, and g are independently 0 to 3 Answer, n from, "like", a number and the sum of e, f, and g is greater than or equal to 1; and, ml and 〇19, p21 m2 are independently 0, 1 or 2 - Sb • 〇 Si- >20 R22/n J9 (D-2) (wherein R19, R20, R2i or phenyl group, and n is the number of f-domains 1 to 1 刚 just according to the liquid crystal alignment just described ^ The key is: the other 37 200902519 component is at least one of a radical polymerizable monomer; the Q in the formula (A) is as follows Any one of the groups shown; and the weight ratio of the total amount of the antimony imine compound represented by the formula (A) to the other component, that is, the radical polymerizable monomer, The ratio of the acid imine compound is from 0.2 to 0.99.

(其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。） [30]根據[29]項所述的液晶配向劑，其特徵在於：式 (A )中的Q為如下所示的基團中的任一種。 38 200902519(R) is an alkyl group having a carbon number of 3 to 30 or an alkoxy group having a carbon number of 3 to 30. The liquid crystal alignment agent according to [29], which is characterized by the formula (A) Q is any one of the groups shown below. 38 200902519

[31]根據[10]項所述的液晶配向劑，其特徵在於：其他成分為環氧化合物中的至少一種；式（A)中的Q為如下所示的基團中的任一種；並且，以相對於式（A)所示的耐地醯亞胺化合物與其他成分即環氧化合物的合計量的重量比計，所述埘地醯亞胺化合物的比例為0.2〜0.99。[31] The liquid crystal alignment agent according to [10], wherein the other component is at least one of epoxy compounds; and Q in the formula (A) is any one of the groups shown below; The ratio of the indole imine compound is from 0.2 to 0.99 by weight based on the total amount of the antimony imine compound represented by the formula (A) and the other component, that is, the epoxy compound.

(其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。） [32]根據[31]項所述的液晶配向劑，其特徵在於：式 (A )中的Q為如下所示的基團中的任一種。 39 200902519(R) is an alkyl group having a carbon number of 3 to 30 or an alkoxy group having a carbon number of 3 to 30. The liquid crystal alignment agent according to [31], which is characterized by the formula (A) Q is any one of the groups shown below. 39 200902519

[33]，種液晶配向膜，其特徵在於：其是通過將根據 [10]項所述的液晶配向劑塗佈於基板上，以膜的狀態進行焙燒而形成。 [34]—種液晶顯示元件，其特徵在於：其具有相對配置的一對基板、形成於上述一對基板各自的相對之面中的 —面或者兩面上的電極、形成於上述一對基板各自的相對之面上的液晶配向臈、形成於上述一對基板間的液晶層，且上述液晶配向膜為根據[33]項所述的液晶配向膜。本發明的經烯两基取代的耐地醯亞胺化合物以式（A)[33] A liquid crystal alignment film obtained by applying the liquid crystal alignment agent according to [10] to a substrate and baking it in a state of a film. [34] A liquid crystal display device comprising: a pair of substrates disposed opposite to each other; an electrode formed on a surface of each of opposite surfaces of the pair of substrates; or electrodes formed on the pair of substrates The liquid crystal alignment film formed on the opposite surface of the liquid crystal alignment film is formed on the liquid crystal layer between the pair of substrates, and the liquid crystal alignment film is the liquid crystal alignment film according to [33]. The alkyne-substituted ruthenium imine compound of the present invention is represented by formula (A)

不表Not table

N—-Q—ν'N—Q—ν'

(A) 團。 (其中’ Q為碳數大於等於3的具有側鏈基的2價基如下本發明的經烯丙基取代的耐地醯亞胺化合物具有使且.以故數大於等於3的具有侧鏈基的2償基團， /、百烯兩基的兩個耐地醯亞胺基進行鍵合。所述側鏈基 200902519 -ώΟ 1 οζ,ριι 的碳數優選為大於等於6。所述具有侧鏈基的2價基團的較佳例為式（Α-1)〜式（Α-5 )分別所示的基團。 R2 _rV (a-1) R3 R4(A) Mission. (wherein Q is a divalent group having a side chain group having a carbon number of 3 or more. The allyl-substituted yttrium imine compound of the present invention has a side chain group of 3 or more. The two chelating groups, /, the two ruthenium-based groups of the carbene groups are bonded. The carbon number of the side chain group 200902519 - ώΟ 1 οζ, ριι is preferably 6 or more. Preferred examples of the divalent group of the chain group are groups represented by the formula (Α-1) to the formula (Α-5). R2 _rV (a-1) R3 R4

41 20090251941 200902519

^r12-〇HH〇-r12V^r12-〇HH〇-r12V

(A-5) 這些基團中’最優選式（A-l)所示的基團。對式（A-l) 加以說明。 R2(A-5) Among these groups, the group represented by the formula (A-1) is most preferable. Describe the formula (A-l). R2

I R1 (A-1) —0- 式（A-1 )中，ri 為單鍵、_〇_、_c〇_、_c〇〇_、_〇c〇、 -CONH-、-CH20-、-CF2〇_或者碳數丨〜6的亞烷基。Rl的，佳例為單鍵、_◦·、（㈤…CONH_、-CH20·或者视·，隶佳例為-CH2-。 “ 式(Α·1)中的R2為具有麵醇骨〜3〇的烷基、苯基或者—_ FK^ R2的碳數的合叶為大^ )所示的基團’上述 , 為大於荨於3。並且，所述碳數1〜3〇 & 烷基中，碳數為2〜6時，厌数1州的 c_r g,，、任思的-cfV可被_o-、-cH=ai-A有七=c-取代，並且，戸基、甲氣某、tm、本基的任思的氫可被氟、甲I R1 (A-1) —0— In the formula (A-1 ), ri is a single bond, _〇_, _c〇_, _c〇〇_, _〇c〇, -CONH-, -CH20-, - CF2〇_ or an alkylene group having a carbon number of 丨~6. For Rl, a good example is a single bond, _◦·, ((5)...CONH_, -CH20· or 视·, and a good example is -CH2-.” R2 in the formula (Α·1) has a surface skeletal bone~3 The group of the alkyl group of the fluorene, the phenyl group or the phenyl group of the fluorene group of the fluorene group is a group of the group of the above, which is greater than 荨3, and the carbon number is 1 to 3 Å & In the base, when the carbon number is 2 to 6, the c_r g of the disgusting state, and the -cfV of Rensi can be replaced by _o-, -cH=ai-A with seven=c-, and A gas, tm, the base of the hydrogen of the thinking can be fluorine, A

(D-1) 式（D-1)中，R13、R14 ' 9 nnr, 及R獨立為單鍵、-〇、ΓΠη -OCO-、_c〇NH-、碳數】, q 干硬-〇_、-CO〇-、〜的亞烷基、碳數1〜3的氧基 42 200902519 =基或者，〗〜3的狀氧基’ R】6以及r]7獨立為氣或者甲基，R為氫、氟、氯、氛基、氣甲基、二三二嶋、二氣甲氧基、三氣甲氧基、碳數1 基、碳數U的絲基、或者碳數2〜3〇的燒 •可被二甲基或者式（D_2)所示的基團取戈。衣B以及環C獨立為M_亞苯基或者Μ-亞環己基。 e、以及g獨立為〇〜3的整數’且所述^f以及"合計為，並且’ W以及m2獨立為w或者2。 R19 I -Si- I R20 R21 -Ο-Si- R22/n (D-2) (其中，R19、R20、fj2l ·ρ22 Λ ,, ^ , . R以及R獨立為碳數1〜10的元土或者本基，並且，η為1〜30的整數 Τ?2 ΑΑ ^ λ,... *=·今、丞，亚立，η為i〜30的整數。） R2的較佳例為具有類固醇骨架的基團、碳數1〜30的 •、或者式（D-1-1)所示的基團。(D-1) In the formula (D-1), R13, R14 '9 nnr, and R are independently a single bond, -〇, ΓΠη -OCO-, _c〇NH-, carbon number], q dry hard-〇_ , -CO〇-, 〜 alkylene, 1-3 of carbon oxy group 42 200902519 = yl or 〜3 oxy group 'R】6 and r]7 are independently gas or methyl, R is Hydrogen, fluorine, chlorine, an aryl group, a gas methyl group, a dioxin, a dimethoxy methoxy group, a trimethyl methoxy group, a carbon number 1 group, a carbon number U group, or a carbon number of 2 to 3 Å. Burning • can be deprived by dimethyl or a group represented by formula (D_2). The coat B and the ring C are independently M_phenylene or anthracene-cyclohexylene. e, and g are independent integers of 〇~3' and the sums of ^f and " are, and 'W and m2 are independently w or 2. R19 I -Si- I R20 R21 -Ο-Si- R22/n (D-2) (wherein R19, R20, fj2l · ρ22 Λ , , ^ , . R and R are independently the carbon atoms of 1 to 10 carbon atoms Or the base, and η is an integer of 1 to 30? 2 ΑΑ ^ λ, ... *=·present, 丞, yili, η is an integer of i 〜30.) A preferred example of R2 is steroid a group of a skeleton, a group having a carbon number of 1 to 30, or a group represented by the formula (D-1-1).

ch3 ru i 3 ?h3 -今丨sΟ—4卜 ch3 CH, (D-2-1) 式（D-Μ)中，Rn、Ri4以及R】5獨立為單鍵或者碳 43 200902519 數1〜4的亞院基；r18為碳數1〜3〇的烧基、或者碳數1 〜30的烷氧基，並且，這些烷基以及烷氧基中的一個_CHy 可被式（D-2-1)所示的基團取代；環b以及環c獨立為 1，4-亞笨基或者1,4_亞環己基；e、f以及g獨立為〇〜3的整數，且所述e、f以及g的合計為1〜3。Ch3 ru i 3 ?h3 -今丨sΟ—4bch3 CH, (D-2-1) In the formula (D-Μ), Rn, Ri4, and R]5 are independently a single bond or carbon 43 200902519 number 1~4 a sub-hospital base; r18 is a decyl group having a carbon number of 1 to 3 Å, or an alkoxy group having a carbon number of 1 to 30, and one of these alkyl groups and the alkoxy group can be represented by the formula (D-2- 1) the group shown is substituted; ring b and ring c are independently 1,4-phenylene or 1,4-cyclohexylene; e, f and g are independently an integer of 〇~3, and the e, The total of f and g is 1 to 3.

R的更佳例為碳數1〜30的烷基以及上述式（Dqq) 所示的基團，此式（D_M)中，R13、Ru以及Rl5獨立為單鍵或者碳數1〜4的亞烷基；R18為碳數1〜30的烷基、或者碳數1〜30的烷氧基；環B以及環c獨立為以-亞苯基或者1，4-亞環己基；e、f以及g獨立為〇〜3的整數，且所述e、f以及g的合計為1〜3。 ,。!\的:寺佳，為上述式（D-M)所示的基團，此式 (18兔:i 、RM以及R】5獨立為單鍵或者-ch2ch2-，·More preferably, R is an alkyl group having 1 to 30 carbon atoms and a group represented by the above formula (Dqq). In the formula (D_M), R13, Ru and Rl5 are independently a single bond or a carbon number of 1 to 4 An alkyl group; R18 is an alkyl group having 1 to 30 carbon atoms or an alkoxy group having 1 to 30 carbon atoms; and ring B and ring c are independently -phenylene or 1,4-cyclohexylene; e, f and g is independently an integer of 〇3, and the total of e, f, and g is 1 to 3. ,. !\的:寺佳, is the group shown by the above formula (D-M), this formula (18 rabbits: i, RM, and R) 5 is a single bond or -ch2ch2-,

R 丈3 30的垸基、或者碳數3〜30的垸氧基；環B 為Μ_亞苯基或者丨，4_亞環己基；e、f以及 g 〜=整數’且所述e、f以及g的合計為1〜3。a sulfhydryl group of R 3 3 or a decyloxy group having 3 to 30 carbon atoms; a ring B of Μ_phenylene or anthracene, 4_cyclohexylene; e, f and g 〜=integer' and the e, The total of f and g is 1 to 3.

物的例子。^式（Α_ι)的本發明耐地Si亞胺化合 44 200902519 R23An example of something. ^The formula (Α_ι) of the present invention is resistant to the Si imine compound 44 200902519 R23

(A-1-1)(A-1-1)

(A-1-2)(A-1-2)

R23R23

(A-1-5) R23(A-1-5) R23

(A-1-6) 45 200902519 這些式中，R23為碳數3〜30的烷基或者碳數3〜30 的烷氧基，優選碳數5〜25的烷基或者碳數5〜25的烷氧基。(A-1-6) 45 200902519 In the above formula, R23 is an alkyl group having 3 to 30 carbon atoms or an alkoxy group having 3 to 30 carbon atoms, preferably an alkyl group having 5 to 25 carbon atoms or a carbon number of 5 to 25 Alkoxy.

R24 ΟR24 Ο

、C=〇, C=〇

(A-1-11) 這些式中，R24為碳數4〜30的烷基，優選碳數6〜25 的烧基。 46 200902519 R25(A-1-11) In the above formula, R24 is an alkyl group having 4 to 30 carbon atoms, and preferably an alkyl group having 6 to 25 carbon atoms. 46 200902519 R25

(A-1-13) R25(A-1-13) R25

(A-1-14) r R25(A-1-14) r R25

(A-1-15)(A-1-15)

47 200902519 R2547 200902519 R25

(A-1-19) R25(A-1-19) R25

(A-1-20) f \ R25(A-1-20) f \ R25

(A-1-21) R25(A-1-21) R25

(A-1-22)(A-1-22)

48 20090251948 200902519

R25 R25R25 R25

(A-1-30) 49 200902519(A-1-30) 49 200902519

式（Α·1·13 )〜式（A-l-31 )中’ R25為碳數1〜30的烷基或者碳數1〜30的烷氧基，優選碳數3〜25的烷基或 50 200902519 者碳數3〜25的烷氧基。化合物（A-l-l )〜化合物（A-l-35) 中，優選化合物（A-1-1 )〜化合物（A-1-6)，特別優選化合物（A-1-2)以及化合物（A-1-4)〜化合物（A-1-6)。接著，對式（A-2)加以說明。In the formula (Α·1·13 ) to the formula (Al-31 ), R25 is an alkyl group having 1 to 30 carbon atoms or an alkoxy group having 1 to 30 carbon atoms, preferably an alkyl group having 3 to 25 carbon atoms or 50 200902519 The alkoxy group having a carbon number of 3 to 25. Among the compounds (All) to the compound (Al-35), the compound (A-1-1) to the compound (A-1-6) are preferable, and the compound (A-1-2) and the compound (A-1-4) are particularly preferable. ) ~ Compound (A-1-6). Next, the formula (A-2) will be described.

為氫、碳數1〜30的烷基、或者碳數2〜30的烯基，優選碳數3〜25的烷基或者碳數3〜25的烯基；並且，R5獨立為單鍵、-CO-或者-CH2-，優選-CO-。與類固醇核鍵合的位置為任意的-0-R5-，優選為鍵合於類固醇核的6位上。自由基（即，經烯丙基取代的耐地醯亞胺基的N)與苯環鍵合的位置，優選相對於R5的間位或者對位。 Q為式（A-2)的本發明耐地醯亞胺化合物的較佳例列舉如下。 51 200902519It is hydrogen, an alkyl group having 1 to 30 carbon atoms, or an alkenyl group having 2 to 30 carbon atoms, preferably an alkyl group having 3 to 25 carbon atoms or an alkenyl group having 3 to 25 carbon atoms; and R5 is independently a single bond, - CO- or -CH2-, preferably -CO-. The position bonded to the steroid core is any -0-R5-, preferably bonded to the 6 position of the steroid nucleus. The position at which the free radical (i.e., the allyl-substituted guanidinium-based N) is bonded to the benzene ring is preferably a meta or para position relative to R5. Preferred examples of the ruthenium imine compound of the present invention wherein Q is a formula (A-2) are as follows. 51 200902519

ίί

(Α-3) 式（Α-3)中，R3獨立為氫或者曱基，優選甲基；R4 為氫、碳數1〜30的烷基、或者碳數2〜30的烯基，優選碳數3〜25的烷基或者碳數3〜25的烯基；R5獨立為單鍵、-CO-或者-CH2-，優選單鍵或者-CO-;並且，R6以及 R7獨立為氫、碳數1〜30的烷基、或者苯基。R6優選氫或 52 200902519 i± 者曱基，R7優選氫。另外，自由基與苯環鍵合的位置，優選相對於R5的間位或者對位。 Q為式（A-3)的本發明耐地醯亞胺化合物的較佳例列舉如下。(Α-3) In the formula (Α-3), R3 is independently hydrogen or a mercapto group, preferably a methyl group; R4 is hydrogen, an alkyl group having 1 to 30 carbon atoms, or an alkenyl group having 2 to 30 carbon atoms, preferably carbon a number of 3 to 25 alkyl groups or a carbon number of 3 to 25 alkenyl groups; R5 is independently a single bond, -CO- or -CH2-, preferably a single bond or -CO-; and R6 and R7 are independently hydrogen and carbon number. An alkyl group of 1 to 30 or a phenyl group. R6 is preferably hydrogen or 52 200902519 i± is a fluorenyl group, and R7 is preferably hydrogen. Further, the position at which the radical is bonded to the benzene ring is preferably the meta or para position relative to R5. Preferred examples of the ruthenium imine compound of the present invention wherein Q is a formula (A-3) are as follows.

〇〇

接著，對式（A-4)加以說明。 53 200902519Next, the formula (A-4) will be described. 53 200902519

(A-4) 式（A_4)中，R8为氢或者碳数1〜3〇的烷基，此烷基的任意的-CH2-可被-Ο-、-CH=CH-或者-CeC-取代。R8 優選碳數1〜30的烷基，更優選碳數6〜20的烷基。R9獨立為-0-或者碳數1〜6的亞烷基，c獨立為0或者1。c優選1，此時兩個R9均優選-0-、-CH2-或者-CH2CH2-。環A 為1,4-亞苯基或者1,4-亞環己基，優選1,4-亞環己基。b為〇、1或者2，優選0。並且，a為0或者1。另外，自由基與苯環鍵合的位置，優選相對於R9的間位或者對位，更優選為對位。 Q為式（A-4)的本發明耐地醯亞胺化合物的較佳例列舉如下。 54 200902519 R26(A-4) In the formula (A_4), R8 is hydrogen or an alkyl group having 1 to 3 carbon atoms, and any -CH2- of the alkyl group may be substituted by -Ο-, -CH=CH- or -CeC- . R8 is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 6 to 20 carbon atoms. R9 is independently -0- or an alkylene group having 1 to 6 carbon atoms, and c is independently 0 or 1. Preferably, c is 1. In this case, both R9 are preferably -0-, -CH2- or -CH2CH2-. Ring A is 1,4-phenylene or 1,4-cyclohexylene, preferably 1,4-cyclohexylene. b is 〇, 1 or 2, preferably 0. Also, a is 0 or 1. Further, the position at which the radical is bonded to the benzene ring is preferably a meta or a para position with respect to R9, and more preferably a para position. Preferred examples of the ruthenium imine compound of the present invention wherein Q is a formula (A-4) are as follows. 54 200902519 R26

接著，對式（A-5)加以說明。 , \ p10 (A-5)Next, the formula (A-5) will be described. , \ p10 (A-5)

R 式（A-5)中，R1G為碳數3〜30的烷基或者碳數3〜 30的氟化烷基，優選碳數6〜20的烷基。R11為氫、碳數1 55 200902519 〜30的烷基或者碳數丨〜刈的氟化烷基，優選氫或者碳數 1〜10的烧基。R】2獨立為_〇_或者碳數卜6的亞烷基；並且，d獨立為〇或者1。另外，自由基與苯環鍵合的位置，優選相對於R]2的間位或者對位，更優選對位。 Q為式（A-5)的本發明耐地醯亞胺化合物的較佳例列舉如下。In the formula (A-5), R1G is an alkyl group having 3 to 30 carbon atoms or a fluorinated alkyl group having 3 to 30 carbon atoms, preferably an alkyl group having 6 to 20 carbon atoms. R11 is hydrogen, an alkyl group having a carbon number of 1 55 200902519 to 30 or a fluorinated alkyl group having a carbon number of 丨~刈, preferably hydrogen or a burnt group having 1 to 10 carbon atoms. R] 2 is independently an alkylene group of _〇_ or a carbon number of 6; and d is independently 〇 or 1. Further, the position at which the radical is bonded to the benzene ring is preferably a meta or a para position with respect to R]2, and more preferably a para position. Preferred examples of the ruthenium imine compound of the present invention wherein Q is a formula (A-5) are as follows.

(A-5-3) 2〇的烷基，R28為氫或者碳數1 這些式中，R27為碳數6 〜10的燒基。化合=(A)如實施例中所說明，可通過使具有兩個順丁稀一 1½絲的化合物麟丙基環戊二驗行反應，或者使二氨基化合物與稀丙基雙環酸酐進行反應而得到。並且，稀丙基雙環[如谈士稀_23_ 二羧酸酐可通過_環戍二_财烯二酸酐進行反應而得到烯丙基環紅料用來製造化合物⑷ 所必需的中間體。通過使稀丙基氯與環戍二稀進行反應而 56 200902519 得到的所述烯丙基環戊二烯，蛊苴丙基的鍵合位置不同的多種化合物的混;：生是稀亚且，難以將此混合物分離成單一化合物。另夕^性大。使用此單—化合物才能實現本發明 ’並:：明中，即便化合物（Α)魏合物印’本發所以可在所述婦丙基環戊二缔可人同效果’ 此烯丙基環戊二烯。因此，化合物二口^情況下使用 ί κ. 合位置不同的化合物的混合物的可能性較大=基的鍵式⑷中，婦丙基的取代位置並;^^在=因是，在一碳上。口疋在構成環的任 f著’對本發明的液晶配向劑加以說明。本發明的液晶配向劑是含有上述化物。本翻的液晶配向_難例為 ^的組合物含:化合物(A)，並且含有選自由式下(= 物/酿胺酸或者此聚醯胺酸的衍不的化合合物=或聚合物，來作為其他成分即;至少:種化的必而成分。化合物⑷以及其他成分可二（A)以外也可將兩種或兩種以上進行混合使用。：別：獨使用’ ⑷與其他成分的合計量的重量，1化合物合物(A)的比例為_〜〇，所述二^ 需成分以外，還可含有至少一種溶劑且=物除含有上述必於液晶配向劑中的添加劑。含有化合物亚有通常用成分的液晶配向劑即使不含有聚合催化劑、其他 57 200902519 也可通過加熱而容易交聯聚合，形成液八為明的液晶配向劑的較佳例中，首先，對其他成 71 " σ (B)中的至少一種的組合物加以說明。化合勿（，）為式（B)所示的經烯基取代的财地醯亞胺化合物。(A-5-3) A 2-alkyl group, R28 is hydrogen or a carbon number 1. In the formula, R27 is a carbon group having 6 to 10 carbon atoms. Compound = (A) as described in the examples, by reacting a compound having two cis-butyl 1⁄2 filaments with a propylpropylcyclopentane or by reacting a diamino compound with a propylene bicyclic anhydride get. Further, a propylene bicyclo ring [e.g., thiazepine _23_dicarboxylic anhydride can be reacted by _cyclopentadienyl dianhydride to obtain an intermediate which is necessary for the production of the compound (4). a mixture of a plurality of compounds having different bonding positions of the allylcyclopentadiene and the fluorenylpropyl group obtained by reacting dilute propyl chloride with a cyclic hydrazine dilute 56: 200502519; It is difficult to separate this mixture into a single compound. On the other hand, it is very big. The use of this mono-compound can achieve the present invention' and:: Even if the compound (Α) Wei compound prints the present hair, it can be in the same effect as the propyl propylcyclopentadiene. Pentadiene. Therefore, in the case of the compound II, it is more likely to use a mixture of compounds of different positions = the bond of the group (4), the position of the substitution of the propyl group; on. The liquid crystal alignment agent of the present invention will be described in the composition of the ring. The liquid crystal alignment agent of the present invention contains the above-mentioned compound. The composition of the liquid crystal alignment of the present invention contains: the compound (A), and contains a compound selected from the formula (= substance/arginine or the polyamine of the polyamine) = or a polymer As a further component, at least: a must-have component of the seeding. The compound (4) and other components may be used in combination of two or more kinds in addition to the two (A)::: use alone (') and other ingredients The total weight of the compound compound (A) is _~〇, and the at least one solvent may be contained in addition to the above-mentioned components, and the additive may contain the above-mentioned additive in the liquid crystal alignment agent. In the preferred embodiment of the liquid crystal alignment agent which can be easily crosslinked and polymerized by heating, the liquid crystal alignment agent having a usual component is not contained in the polymerization catalyst, and the other is not contained in the polymerization catalyst, and the liquid crystal alignment agent is formed into a liquid crystal alignment agent. First, the other is 71. " Composition of at least one of σ (B). The compound (B) is an alkenyl-substituted quinone imine compound represented by the formula (B).

r 式（B)中，Rbl以及Rb2獨立為氫、碳數的烷基、3〜6的烯基、碳數5〜8的環烷基、芳基或者苄基。Rbl優選為氫或者碳數1〜12的烷基。圮2優選為氫或者碳數1〜12的烷基，更優選為氫。並且，n為}或者2。 η為1時’ Rb3為碳數1〜12的烷基、碳數2〜12的烯基、碳數5〜8的環烷基、碳數6〜12的芳基、苄基、r In the formula (B), Rb1 and Rb2 are independently hydrogen, a carbon number alkyl group, a 3 to 6 alkenyl group, a carbon number 5 to 8 cycloalkyl group, an aryl group or a benzyl group. Rbl is preferably hydrogen or an alkyl group having 1 to 12 carbon atoms.圮 2 is preferably hydrogen or an alkyl group having 1 to 12 carbon atoms, more preferably hydrogen. Also, n is } or 2. When η is 1 ', Rb3 is an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a benzyl group.

合物、聚合物等晶配向膜。 -Ll-(〇)q-(L20)r-Rb4 所示的基團、_(L3)s_B2-Rb5 所示的基團、或者-B'T-B1所示的基團。這些式中，L1為碳數2〜6的亞烷基；q為〇或者1 ; L2為碳數2〜6的亞烷基，且r為1〜30的整數；Rb4為碳數2〜6的烷基；L3為碳數1〜4的亞烷基，且s為〇或者 1 ; Rb5為碳數1〜4的烷基；B2為任意的氫可被-OH取代的亞苯基；T 為-CH2-、-C(CH3)2-、-CO-、-0-、-S-或者-S〇2-; 並且B1為任意的氫可被-OH取代的苯基。並且，碳數1〜12的烷基、碳數2〜12的烯基、碳數 5〜8的環烷基、碳數6〜12的芳基、以及苄基的任意的氫 58 200902519 可被-OH取代° η為2時，Rb3為碳數2〜20的直鏈亞烷基、碳數5〜8 的亞環烧基、碳數6〜12的亞芳基、—L]-(0)q-(L20)r-L4-所示的基團、-(L3)s-B2-L5-所示的基團、-B2-T-B2-所示的基團、或者_B2-〇-B2-C(CH3)2-B2-0-B2-所示的基團。這些式中，L1、L2以及L4獨立為^炭數2〜6的直鏈亞烷基，q為0或者1，並且r為1〜30的整數；L3以及L5 獨立為碳數1〜4的直鏈亞院基，s為0或者1，B2獨立為任意的氫可被-OH取代的亞苯基；並且’ T為-CH2-、 -C(CH3)2- ' -CO---Ο---S-或者-so2-。並且，碳數5〜8的亞環烷基以及碳數6〜12的亞芳基的任意的氫可被-OH取代，碳數6〜12的亞芳基的任意的氫可被曱基取代。即’化合物（B)為碳數大於等於3且不具有側鍵基的經烯基取代的耐地醯亞胺化合物。式（B)中，n優選2。此時，Rb3為碳數2〜12的直鏈亞烷基、亞環己基、任意的氫可被甲基取代的亞苯基、所示的基團、或者 -Ο-B -C(CH3)2_B2-0_B2-所示的基團。並且，這些式中， B2為亞苯基，T為-CH2-、-〇-或者-SCV。化合物（B)的具體例列舉如下。 N-甲基-烯丙基雙環[2.2.1]庚-5-烯-2,3_二羧基醯亞胺、 N-甲基-烯丙基甲基雙環[2.21]庚_5_烯_2,3_二羧基醯亞胺、 N-甲基•甲基稀丙基雙環[2.21]庚_5_稀_2,3_二羧基醯 59 200902519 亞胺、 N-甲基-曱基烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(2-乙基己基)-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(2-乙基己基)-烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-烯丙基-烯丙基雙環P.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-烯丙基-烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-烯丙基-曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-異丙烯基-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-異丙烯基-烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-異丙烯基-曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-環己基-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-環己基-烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基酸亞胺、 N-環己基-甲基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基 60 200902519 醯亞胺、 N-苯基-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-苯基-烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-苄基-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-苄基-烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-苄基-曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯 ί .. 亞胺、 Ν-(2’-羥基乙基)-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、羥基乙基)-烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、Crystalline alignment film of a compound or a polymer. -Ll-(〇)q-(L20) a group represented by r-Rb4, a group represented by _(L3)s_B2-Rb5, or a group represented by -B'T-B1. In the above formula, L1 is an alkylene group having 2 to 6 carbon atoms; q is hydrazine or 1; L2 is an alkylene group having 2 to 6 carbon atoms, and r is an integer of 1 to 30; and Rb4 is a carbon number of 2 to 6 Alkyl; L3 is an alkylene group having 1 to 4 carbon atoms, and s is hydrazine or 1; Rb5 is an alkyl group having 1 to 4 carbon atoms; and B2 is a phenylene group in which any hydrogen can be substituted by -OH; Is -CH2-, -C(CH3)2-, -CO-, -0-, -S- or -S〇2-; and B1 is a phenyl group in which any hydrogen can be replaced by -OH. Further, an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and an arbitrary hydrogen group of benzyl group 58 200902519 can be -OH substitution ° When η is 2, Rb3 is a linear alkylene group having 2 to 20 carbon atoms, a cycloalkylene group having 5 to 8 carbon atoms, an arylene group having 6 to 12 carbon atoms, and -L]-(0) a group represented by q-(L20)r-L4-, a group represented by -(L3)s-B2-L5-, a group represented by -B2-T-B2-, or _B2-〇 a group represented by -B2-C(CH3)2-B2-0-B2-. In these formulas, L1, L2 and L4 are independently a linear alkylene group having a carbon number of 2 to 6, q is 0 or 1, and r is an integer of 1 to 30; and L3 and L5 are independently a carbon number of 1 to 4. a linear subfamily group, s is 0 or 1, B2 is independently a phenylene group in which any hydrogen can be replaced by -OH; and 'T is -CH2-, -C(CH3)2-'-CO---Ο ---S- or -so2-. Further, any hydrogen of a cycloalkylene group having 5 to 8 carbon atoms and an arylene group having 6 to 12 carbon atoms may be substituted by -OH, and any hydrogen of an arylene group having 6 to 12 carbon atoms may be substituted by a mercapto group. . Namely, the compound (B) is an alkenyl-substituted ruthenium imine compound having a carbon number of 3 or more and no side bond group. In the formula (B), n is preferably 2. In this case, Rb3 is a linear alkylene group having 2 to 12 carbon atoms, a cyclohexylene group, a phenylene group in which any hydrogen can be substituted by a methyl group, a group shown, or -Ο-B-C(CH3). a group represented by 2_B2-0_B2-. Further, in these formulae, B2 is a phenylene group, and T is -CH2-, -〇- or -SCV. Specific examples of the compound (B) are listed below. N-methyl-allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine, N-methyl-allylmethylbicyclo[2.21]hept-5-ene 2,3_Dicarboxy quinone imine, N-methyl•methyl propyl bicyclo[2.21]g _5_dilute _2,3_dicarboxy fluorene 59 200902519 imine, N-methyl-decylene Propylmercaptobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine, N-(2-ethylhexyl)-allylbicyclo[2.2.1]hept-5-ene -2,3-dicarboxy quinone imine, N-(2-ethylhexyl)-allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N- Allyl-allyl bicyclic P.2.1]hept-5-ene-2,3-dicarboxyindenine, N-allyl-allylmethylbicyclo[2.2.1]hept-5-ene -2,3-dicarboxy quinone imine, N-allyl-mercaptopropyl bicyclo [2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N-isopropenyl- Allyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine, N-isopropenyl-allylmethylbicyclo[2.2.1]hept-5-ene-2, 3-Dicarboxy quinone imine, N-isopropenyl-mercaptopropyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine, N-cyclohexyl-allyl bicyclo [2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N -cyclohexyl-allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid imine, N-cyclohexyl-methylallylbicyclo[2.2.1]hept-5 -ene-2,3-dicarboxyl 60 200902519 醯imino, N-phenyl-allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N-phenyl- Allyl indenylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine, N-benzyl-allylbicyclo[2.2.1]hept-5-ene-2,3 -Dicarboxy quinone imine, N-benzyl-allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N-benzyl-decylallyl bicyclol [2.2.1]hept-5-ene-2,3-dicarboxy 醯ί.. imine, Ν-(2'-hydroxyethyl)-allylbicyclo[2.2.1]hept-5-ene- 2,3-dicarboxy quinone imine, hydroxyethyl)-allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine,

Nf-羥基乙基)_甲基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(2'J-二曱基-3’-羥基丙基)-烯丙基雙環[2.2.1]庚-5-ί 烯-2,3-二羧基醯亞胺、 Ν-(2’，2'-二曱基-3’-羥基丙基)-烯丙基甲基雙環[2.2.1] 庚-5-烯-2,3-二羧基醯亞胺、 Ν-(2’,3’-二羥基丙基)-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 Ν-(2’,3'-二羥基丙基)-烯丙基甲基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺、 ^-(3’-羥基-1’-丙烯基)-烯丙基雙環[2.2.1]庚-5-烯-2,3- 61 200902519 二叛基酸亞胺、 N-(4’-羥基-環己基）-烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺、 N-(4'-羥基苯基)-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(4’-羥基苯基)-烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(4L羥基苯基)-甲基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(4'-羥基苯基)-曱基烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺、 N-(3’-羥基笨基)-烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基酿亞胺、 N-(3'-羥基苯基)-烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 N-(對羥基苄基)-烯丙基雙環[2.2.1]庚-5-烯-2,3_二羧基醯亞胺、 N-(2L(2’-羥基乙氧基）乙基)-烯丙基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺、 N-(2’-(2’-羥基乙氧基）乙基)-烯丙基曱基雙環[2.2.1]庚 -5-烯-2,3-二羧基醯亞胺、 N-(2’-(2^羥基乙氧基）乙基)-曱基烯丙基雙環[2.2.1 ]庚 -5-烯-2,3-二羧基醯亞胺、 N-(2'-(2L經基乙氧基）乙基）-甲基稀丙基曱基雙環 62 200902519 [2.2.1] 庚-5-烯-2,3-二羧基醯亞胺、 Ν-(2’-(2'-(2π-經基乙氧基）乙氧基）乙基)-烯丙基雙環 [2.2.1] 庚-5-烯-2,3-二羧基醯亞胺、 Ν-(2'-(2’-(2”-羥基乙氧基）乙氧基）乙基)-烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 Ν-(2'-(2'-(2”-羥基乙氧基）乙氧基）乙基)-曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺、 f N-(4'-(4'-羥基苯基亞異丙基)苯基)-烯丙基雙環[2.2.1] 1 庚-5-烯-2,3-二羧基醯亞胺、 N-(4’-(4’-羥基苯基亞異丙基）苯基)-烯丙基曱基雙環 [2.2_1]庚-5-烯-2,3-二羧基醯亞胺、 N-(4’-(4’-羥基苯基亞異丙基）苯基)-甲基烯丙基雙環 [2.2.1] 庚-5-烯-2,3-二羧基醢亞胺、 Ν,Ν'-亞乙基-雙(烯丙基雙環[2.2·1]庚-5-烯-2,3-二羧基醯亞胺：)、 N，N’-亞乙基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二 ί 羧基醯亞胺）、 NW-亞乙基雙（曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-三亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 N，N’-六亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-六亞曱基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3- 63 200902519 二羧基醯亞胺）、 NW-十二亞曱基雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-十二亞甲基-雙（烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺）、 Ν，Ν’-亞環己基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 . Ν,Ν’-亞環己基-雙(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 1，2-雙(3'-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基）乙院、 1，2-雙(3’-(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基）乙烷、 1,2-雙(3'-(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基）乙烷、雙(2’-(3’_(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺) 丙氧基）乙基)醚、雙(2^以-(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基）乙基)醚、 Μ-雙(3’-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基）丁烷、 Μ-雙(34烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基)丁烷、 Ν,Ν’-對亞苯基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧 64 200902519 基醯亞胺）、 N，N’-對亞苯基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-間亞苯基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν’-間亞苯基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν’-((1-曱基)-2,4-亞苯基)-雙(烯丙基雙環[2.2.]]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν1-對苯二曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-對苯二曱基-雙（烯丙基甲基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺）、 Ν，Ν’-間苯二曱基雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν'-間苯二曱基-雙（烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二叛基酿亞胺）、 2.2- 雙(4’-(4’-(烯丙基雙環[2.2.1]庚-5-烯-2,3_二羧基醯亞胺）苯氧基)苯基）丙烷、 2.2- 雙(4'-(44烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯氧基)苯基）丙烷、 2.2- 雙(4’-(4’_(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯氧基)苯基）丙烷、雙(4-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯 65 200902519 基）曱烷、雙(4-(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)苯基）曱烷、雙(4-(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）笨基）甲烷、雙(4-(曱基烯丙基曱基雙環R.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯基）曱烷、雙(4-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯基)醚、雙(4-(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)苯基)醚、雙(4-(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)苯基)醚、雙(4-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯基)礙、雙(4-(烯丙基曱基雙環0.2.1]庚-5-烯-2,3-二羧基醯亞胺)苯基)砜、雙(4-(曱基烯丙基雙環[2.2.1]庚-5_烯-2,3-二羧基醯亞胺)苯基)颯、 1,6-雙（烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)-3-輕基-己烧、 1,12-雙（甲基烯丙基雙環[2·2.1]庚-5-烯-2,3-二羧基醯亞胺)-3,6-二經基十二烧、 U-雙（烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞 66 200902519 胺)-5-羥基-環己烷、 1,5-雙(34烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）丙氧基)-3-輕基-戍烧、 M-雙（烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)-2-輕基-苯、 M-雙(烯丙基甲基雙環[2·2·1]庚-5-烯_2,3_二羧基醯亞胺)-2,5-二羥基-苯、 N，N’-對(2-羥基）苯二曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-對(2-羥基）苯二甲基-雙（烯丙基曱基環[2.2.1]庚 -5-烯-2,3-二羧基醯亞胺）、 N,NH (2-羥基）苯二曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν'-間（2-羥基）苯二甲基-雙（甲基烯丙基雙環[2.2.1] 庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-對(2,3-二羥基)苯二甲基-雙(烯丙基雙環[2.2.1]庚 -5-烯-2,3_二羧基醯亞胺）、 2,2-雙(4’-(4|-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)-2’-羥基-苯氧基)苯基）丙烷、雙(4-(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)-2-¾基-苯基）甲烧、雙(3-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)-4-羥基-苯基)醚、雙(3-(甲基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞 67 200902519 胺)-5-輕基-笨基)石風、 1,1,1-三(44烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺))苯氧基曱基丙烷、 Ν,Ν',Ν”-三（亞乙基曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)異氰尿酸酯。另外，本發明的液晶配向劑中，也可使用上述化合物的寡聚物。上述中，較佳的化合物（Β )的例子列舉如下。 Ν，Ν'-亞乙基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-亞乙基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν1-亞乙基-雙（曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν’-三亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-六亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν’-六亞曱基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν1-十二亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-十二亞曱基-雙（烯丙基甲基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺）、 68 200902519 N,N1-亞環己基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-亞環己基-雙(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-對亞苯基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-對亞苯基-雙(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-間亞苯基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-間亞苯基-雙(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν，-((1-曱基)-2,4-亞苯基)-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-對苯二曱基-雙(烯丙基雙環[2.2·1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν'-對苯二曱基-雙（烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺）、 Ν,Ν’-間苯二曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-間苯二曱基-雙（烯丙基甲基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺）、 2,2-雙(4'-(4'_(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯氧基)苯基）丙烷、 69 200902519 2.2- 雙(4'-(4’-(烯丙基曱基雙環[2.2.1]庚_5_烯_2,3_二羧基醯亞胺）苯氧基)苯基）丙烷、 2.2- 雙(4'-(4'-(曱基稀丙基雙環[2.2.1]庚-5-烯-2,3-二缓基醯亞胺)苯氧基)苯基）丙烷、 ’ 雙(4-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯基）甲烷、Nf-hydroxyethyl)-methylallylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N-(2'J-dimercapto-3'-hydroxypropane -Allylbicyclo[2.2.1]hept-5-oxiene-2,3-dicarboxy quinone imine, Ν-(2',2'-dimercapto-3'-hydroxypropyl)- Allyl methyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine, Ν-(2',3'-dihydroxypropyl)-allyl bicyclo [2.2.1 Gh-5-ene-2,3-dicarboxy quinone imine, Ν-(2',3'-dihydroxypropyl)-allylmethylbicyclo[2.2.1]hept-5-ene-2 ,3-dicarboxy quinone imine, ^-(3'-hydroxy-1'-propenyl)-allylbicyclo[2.2.1]hept-5-ene-2,3- 61 200902519 Amine, N-(4'-hydroxy-cyclohexyl)-allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine, N-(4'-hydroxyphenyl )-allyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine, N-(4'-hydroxyphenyl)-allylhydrylbicyclo[2.2.1]g -5-ene-2,3-dicarboxy quinone imine, N-(4L hydroxyphenyl)-methylallyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine , N-(4'-hydroxyphenyl)-nonylallylhydrylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyanthracene Amine, N-(3'-hydroxyphenyl)-allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyanimine, N-(3'-hydroxyphenyl)-ene Propylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarminemine, N-(p-hydroxybenzyl)-allylbicyclo[2.2.1]hept-5-ene- 2,3-dicarboxyarsenine, N-(2L(2'-hydroxyethoxy)ethyl)-allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyfluorene Amine, N-(2'-(2'-hydroxyethoxy)ethyl)-allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine, N- (2'-(2^Hydroxyethoxy)ethyl)-mercaptopropylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine, N-(2'-( 2L ethoxyethyl)ethyl)-methyl propyl fluorenyl bicyclic 62 200902519 [2.2.1] Hept-5-ene-2,3-dicarboxy quinone imine, Ν-(2'-(2 '-(2π-Pentylethoxy)ethoxy)ethyl)-allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine, Ν-(2'- (2'-(2"-Hydroxyethoxy)ethoxy)ethyl)-allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarminemine, hydrazine- (2'-(2'-(2"-Hydroxyethoxy)ethoxy)ethyl)-nonylallylbicyclo[2.2.1 Gh-5-ene-2,3-dicarboxy quinone imine, f N-(4'-(4'-hydroxyphenyl isopropylidene)phenyl)-allylbicyclo[2.2.1] 1 Hg-5-ene-2,3-dicarboxyindolimine, N-(4'-(4'-hydroxyphenylisopropylidene)phenyl)-allylhydrazylbicyclo[2.2_1]heptane- 5-ene-2,3-dicarboxy quinone imine, N-(4'-(4'-hydroxyphenyl isopropylidene)phenyl)-methylallyl bicyclo[2.2.1] g-5 -ene-2,3-dicarboxy quinone imine, hydrazine, Ν'-ethylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinazomine:) , N,N'-Ethylene-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dimethoxycarboxyimine), NW-ethylenebis(fluorenyl) Allyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine), hydrazine, Ν'-tri-indenyl-bis(allylbicyclo[2.2.1]hept-5- Alkene-2,3-dicarboxy quinone imine), N,N'-hexa-indenyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine) , Ν,Ν'-hexamethylene-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-63 200902519 dicarboxy quinone imine), NW-dodedecyl fluorenyl Bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine) Ν,Ν'-Dodecamethylene-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-cyclohexylene- Bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine), .Ν,Ν'-cyclohexylene-bis(allylmethylbicyclo[2.2.1 ]hept-5-ene-2,3-dicarboxy quinimine), 1,2-bis(3'-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyfluorene] Imine) propoxy) phenylene, 1,2-bis(3'-(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine)propoxy Ethyl, 1,2-bis(3'-(nonylallylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolide)propoxy)ethane, bis ( 2'-(3'_(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimide) propoxy)ethyl)ether, bis(2^--ene Propylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine)propoxy)ethyl)ether, Μ-bis(3'-(allylbicyclo[2.2. 1]hept-5-ene-2,3-dicarboxyindolimine)propoxy)butane, fluorene-bis(34allylmethylbicyclo[2.2.1]hept-5-ene-2,3 -Dicarboxy quinone imine) propoxy)butane, hydrazine, Ν'-p-phenylene-bis(allyl Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxyl 64 200902519 quinoneimine), N,N'-p-phenylene-bis(allylhydrazinobicyclo[2.2.1]g -5-ene-2,3-dicarboxy quinone imine), hydrazine, Ν'-m-phenylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyfluorene Imine), hydrazine, Ν'-m-phenylene-bis(allylhydrylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-( (1-indenyl)-2,4-phenylene)-bis(allylbicyclo[2.2.]]hept-5-ene-2,3-dicarboxyindenine), hydrazine, hydrazine 1-p-phenylene Dimercapto-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine), fluorene, Ν'-p-phenylenediyl-bis(allylmethyl) Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine), fluorene, Ν'-m-phenylenediyl bis(allylbicyclo[2.2.1]hept-5-ene- 2,3-dicarboxy quinone imine), hydrazine, Ν'-m-phenylenedifluoryl-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-di-rebellant Amine), 2.2-bis(4'-(4'-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarenimine)phenoxy)phenyl)propane, 2.2 - bis(4'-(44allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyfluorene Imine)phenoxy)phenyl)propane, 2.2-bis(4'-(4'-(mercaptoallylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine) Phenoxy)phenyl)propane, bis(4-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmineimine)benzene 65 200902519 base) decane, double ( 4-(allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimide)phenyl)decane, bis(4-(mercaptoallylbicyclo)[2.2. 1]hept-5-ene-2,3-dicarboxy quinone imine) stupid) methane, bis(4-(mercaptoallylhydrazinobicyclo R.2.1)hept-5-ene-2,3- Dicarboxy quinone imine) phenyl) decane, bis (4-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine) phenyl) ether, double (4 -(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine)phenyl)ether, bis(4-(mercaptoallylbicyclo[2.2.1] Hg-5-ene-2,3-dicarboxy quinone imine) phenyl) ether, bis(4-(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine) Phenyl), bis(4-(allylhydrazinobicyclo 0.2.1)hept-5-ene-2,3-dicarboxyindolide)phenyl)sulfone, bis(4-(decyl) Propyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine) benzene Base, 6, 1,6-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolide)-3-light-hexane, 1,12-bis ( Methylallyl bicyclo [2·2.1] hept-5-ene-2,3-dicarboxy quinone imine)-3,6-di-diyl dodezepine, U-bis (allyl bicyclo[2.2. 1]hept-5-ene-2,3-dicarboxyfluorene 66 200902519 amine)-5-hydroxy-cyclohexane, 1,5-bis(34-allylbicyclo[2.2.1]hept-5-ene -2,3-dicarboxy quinone imine) propoxy)-3-light-oxime, M-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyfluorene Imine)-2-light-benzene, M-bis(allylmethylbicyclo[2·2·1]hept-5-ene-2,3-dicarboxyarmine)-2,5-di Hydroxy-benzene, N,N'-p-(2-hydroxy)benzodiazepine-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-p-(2-hydroxy)benzenedimethyl-bis(allylhydrazino ring [2.2.1]hept-5-ene-2,3-dicarboxy quinone imine), N,NH (2- Hydroxy)phenylenediyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine), hydrazine, Ν'-m-(2-hydroxy)benzenedimethyl - bis (methallyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine), hydrazine, Ν '-pair (2,3- Dihydroxy) benzenedimethyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), 2,2-bis(4'-(4|-( Allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine)-2'-hydroxy-phenoxy)phenyl)propane, bis(4-(allylmethyl) Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine)-2-3⁄4yl-phenyl)methyl, bis(3-(allylbicyclo[2.2.1]heptane- 5-ene-2,3-dicarboxyindolimine)-4-hydroxy-phenyl)ether, bis(3-(methylallylbicyclo[2.2.1]hept-5-ene-2,3- Dicarboxy fluorene 67 200902519 amine)-5-light-styl) stone, 1,1,1-tris(44 allylmethylbicyclo[2.2.1]hept-5-ene-2,3- Dicarboxy quinone imine)) phenoxymercaptopropane, hydrazine, hydrazine, Ν"-tris(ethylene decylallylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyl Iridium imide) isocyanurate. Further, in the liquid crystal alignment agent of the present invention, an oligomer of the above compound can also be used. Among the above, preferred examples of the compound (Β) are listed below. Ν,Ν'-Ethylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-ethylene-bis(allyl Base bisbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine), hydrazine, fluorene 1-ethylidene-bis(nonylallylbicyclo[2.2.1]hept-5 -ene-2,3-dicarboxy quinone imine), hydrazine, Ν'-tri-indenyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinazoline) , Ν,Ν'-hexamethylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-hexamethylene fluorenyl-double (Allyl indenylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), indole, indole-1-dodedecyl-bis(allylbicyclo[2.2.1] Hg-5-ene-2,3-dicarboxy quinazoline), fluorene, Ν'-dodedecyl-bis(allylmethylbicyclo[2.2.1]hept-5-ene-2,3 -dicarboxy quinone imine), 68 200902519 N,N1-cyclohexylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinazomine), hydrazine, hydrazine - cyclohexylene-bis(allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-p-phenylene-bis(allyl) Bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine , Ν,Ν'-p-phenylene-bis(allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-m-phenylene - bis (allyl bicyclo [2.2.1] hept-5-ene-2,3-dicarboxy quinone imine), hydrazine, Ν'-m-phenylene-bis(allylmethylbicyclo[2.2. 1]hept-5-ene-2,3-dicarboxy quinhomine), hydrazine, hydrazine, -((1-indolyl)-2,4-phenylene)-bis(allylbicyclo[2.2. 1]hept-5-ene-2,3-dicarboxy quinone imine), hydrazine, Ν'-p-phenylenediyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3 -dicarboxy quinoid imine), hydrazine, Ν'-p-phenylenediyl-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine ,Ν'-m-phenylenediyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), hydrazine, Ν'-m-benzophenanthryl-double (allylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), 2,2-bis(4'-(4'-(allylbicyclo[2.2. 1]hept-5-ene-2,3-dicarboxyindolimine)phenoxy)phenyl)propane, 69 200902519 2.2-bis(4'-(4'-(allylhydrazinobicyclo[2.2. 1] Gg-5-ene-2,3-dicarboxyarsenazo)phenoxy)phenyl)propane, 2.2-bis (4'-(4) '-(Mercaptopropyl bisbicyclo[2.2.1]hept-5-ene-2,3-disulfhydrylimine)phenoxy)phenyl)propane, 'bis(4-(allylbicyclo) [2.2.1]hept-5-ene-2,3-dicarboxy quinazoline)phenyl)methane,

雙(4-(烯丙基甲基雙環[2.2.1]庚-5-稀-2,3-二羧基酿亞胺）苯基）曱烷、 A 雙(4-(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二叛基酿亞胺)苯基）甲烷、雙(4-(曱基烯丙基曱基雙環[2.2.1]庚-5-烯-2,3·二緩基醯亞胺）苯基）曱烷、雙(4-(稀丙基雙環[2.2.1]庚-5-稀-2,3-二羧基醯亞胺）苯基)鱗、雙(4-(烯丙基曱基雙環p.2.1]庚-5-烯-2,3_二羧基醯亞胺)苯基)鍵、雙(4-(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二叛基酿亞胺）笨基)鍵、雙(4-(稀丙基雙環[2.2.1]庚-5-稀-2,3-二羧基醯亞胺）笨基)石風、雙(4-(烯丙基曱基雙環[2.2.1]庚-5_烯-2,3_二羧基醯亞胺)苯基);ε風、雙(4-(甲基烯丙基雙環[2.2.1]庚-5-稀-2,3-二羧基醯亞胺)笨基)碾。 70 200902519 較佳的化合物（B )的例子列舉如下。 Ν,Ν’-亞乙基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺：）、 N，N’-亞乙基-雙(烯丙基甲基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 N，N'-亞乙基-雙（曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 r Ν,Ν’-三亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧 ' 基醯亞胺）、 Ν，Ν’-六亞曱基-雙(烯丙基雙環[2.2.1]庚-5-烯_2,3-二羧基醯亞胺）、 Ν,Ν'-六亞曱基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν’-十二亞甲基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-十二亞曱基-雙（烯丙基曱基雙環[2.2.1]庚-5-烯 ί -2,3-二羧基醯亞胺）、 Ν，Ν’-亞環己基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-亞環己基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν1-對亞苯基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-對亞苯基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3- 71 200902519 二羧基醯亞胺）、 Ν,Ν’-間亞苯基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν'-間亞苯基-雙(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-((1-曱基)-2,4-亞苯基)-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν,Ν’-對苯二曱基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν’-對苯二曱基-雙（烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二竣基酸亞胺）、 Ν,Ν’-間苯二甲基-雙(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）、 Ν，Ν'-間苯二甲基-雙（烯丙基曱基雙環[2.2.1]庚-5-烯 -2,3-二羧基醯亞胺）、 2.2- 雙(4Η4Η烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯氧基)苯基）丙烷、 2.2- 雙(4'-(4’_(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)苯氧基)苯基)丙烷、 2.2- 雙(4’-(4'-(曱基烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺)苯氧基)苯基)丙烷、雙(4-(烯丙基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞胺）苯基）曱烷、雙(4-(烯丙基曱基雙環[2.2.1]庚-5-烯-2,3-二羧基醯亞 72 200902519 胺）苯基）甲烷、雙(4-(甲基稀丙基雙環[2.21]庚_ 胺)苯基）曱⑨、一羧基亞雙(4_(甲基烯丙基甲基雙環叫醯亞胺）苯基）甲烷。。碲以相對於化合物⑷與化合物（β)白勺比計，其他成分為化合二里Bis(4-(allylmethylbicyclo[2.2.1]hept-5-lean-2,3-dicarboxyanimine)phenyl)decane, A bis(4-(mercaptopropyl) bicyclo [2.2.1]Hept-5-ene-2,3-di-rebasic imine)phenyl)methane, bis(4-(mercaptoallylhydrazinobicyclo[2.2.1]hept-5-ene -2,3·disyl iodide)phenyl)decane, bis(4-(dipropylbicyclo[2.2.1]hept-5-thin-2,3-dicarboxyarmineimine)phenyl ) scale, bis(4-(allylhydrazinobicyclop.2.1)hept-5-ene-2,3-dicarboxyarmine)phenyl) bond, bis(4-(mercaptopropyl) bicyclo [2.2.1]hept-5-ene-2,3-di-refenylimine) phenyl) bond, bis(4-(dipropylbicyclo[2.2.1]hept-5-rare-2,3) -dicarboxy quinone imine) stupid) stone, bis (4-(allyl fluorenylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine) phenyl); ε Wind, bis(4-(methylallylbicyclo[2.2.1]hept-5-lean-2,3-dicarboxyindolimide) stupid). 70 200902519 Examples of preferred compounds (B) are listed below. Ν,Ν'-Ethylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine:), N,N'-ethylene-bis(ene) Propylmethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), N,N'-ethylidene-bis(nonylallylbicyclo[2.2.1]g -5-ene-2,3-dicarboxy quinone imine), r Ν, Ν'-tri-indenyl-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyl' Base imine), hydrazine, Ν'-hexamethylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-six Amidino-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), anthracene, Ν'-dodecyl-bis(allyl) Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine), fluorene, Ν'-dodedecyl-bis(allylhydrylbicyclo[2.2.1]hept-5 -ene ε -2,3-dicarboxy quinone imine), hydrazine, Ν'-cyclohexylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxy quinone imine ), hydrazine, Ν'-cyclohexylene-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), hydrazine, fluorene 1-p-phenylene- Bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine ), Ν,Ν'-p-phenylene-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-71 200902519 dicarboxy quinone imine), Ν,Ν'- Phenylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine), fluorene, Ν'-m-phenylene-bis(allylhydrazinobicyclo) [2.2.1]Hept-5-ene-2,3-dicarboxy quinazoline), hydrazine, Ν'-((1-indolyl)-2,4-phenylene)-bis(allyl bicyclol) [2.2.1]hept-5-ene-2,3-dicarboxyindenine), hydrazine, Ν'-p-phenylenediyl-bis(allylbicyclo[2.2.1]hept-5-ene- 2,3-dicarboxy quinoid imine), hydrazine, Ν'-p-phenylenediyl-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-didecanoic acid Amine), hydrazine, Ν'-m-xylylene-bis(allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyarmine), hydrazine, Ν'-m-phenylene Methyl-bis(allylhydrazinobicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindenine), 2.2-bis(4Η4Ηallyallylbicyclo[2.2.1]hept-5 -ene-2,3-dicarboxy quinone imine)phenoxy)phenyl)propane, 2.2-bis(4'-(4'-(allyl-decylbicyclo[2.2.1]hept-5-ene -2,3-dicarboxy quinone imine) phenoxy)phenyl)propane, 2.2-bis (4'- (4'-(Mercaptopropylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxyindolimine)phenoxy)phenyl)propane, bis(4-(allylbicyclo) [2.2.1]hept-5-ene-2,3-dicarboxyindolimine)phenyl)decane, bis(4-(allylhydrazinobicyclo[2.2.1]hept-5-ene-2 ,3-Dicarboxyfluorene 72 200902519 Amine)Phenyl)methane, bis(4-(methyldipylbicyclo[2.21]heptylamine)phenyl)indole 9, monocarboxyl bis(4_(methylene) Propyl methyl bicyclo is called quinone imine) phenyl) methane. .碲 Compared with the compound (4) and the compound (β), the other components are combined

進—步優選為〇.5〜〇·99。通過使化合： ^ Π錢圍内，可製成麵保持率、液晶配 Γ:= 質間的平衡得到維持的液晶配向劑。另化入版[16]項是所述化合物（A)的較佳比例、與合物⑷以及化合物（B)各自定義的較佳範圍的級合例。接者，對其他成分為選自聚酿胺酸和此聚酿胺酸的衍生物中的至少一種聚合物的組合物加以說明。聚醯胺酸是通過使四緩酸二酐與二胺進行反應而得到的聚合物。聚酿胺_衍生物的較佳例為聚醯亞胺、部分酿亞胺化聚醯麟、聚__旨、_胺酸聚醯胺共聚物、以及輯麵亞胺。倾亞胺是將聚雜酸完全脫水閉環而得到㈣合物，部純亞胺化_舰是通過部分性地阻止脫水_而麟。魏贿g旨是麟將聚醯胺酸的緩基進赖化而得到的衍生物。聚醯胺酸-聚酸胺共聚物是通過將四魏二_-部分取代紅麟或者二缓酸的 200902519 衍生物（二_化物或酸酐）而得到的聚合物，聚醯胺醯亞胺是將所述聚醯胺酸~聚醯胺共聚物部分地或者完全地進行脫水閉環而得到。另外，此聚醯胺酸-聚醯胺共聚物實際上有苛能是聚醯胺酸·聚醯胺共聚物和聚醯胺酸及/或聚醯胺的混合物，在本發明中，以此種可能性為前提而稱為聚醯胺酸-聚醯胺共聚物。對於聚醯胺醯亞胺也相同。四羧酸二酐的較佳例列舉如下。 74 200902519The advance step is preferably 〇.5~〇·99. By making the compound: ^ within the money, it is possible to prepare a liquid crystal alignment agent which maintains the surface retention ratio and the liquid crystal distribution: = balance between the masses. The substituted version [16] is a combination of a preferred ratio of the compound (A), a preferred range defined by each of the compound (4) and the compound (B). Further, a composition in which the other component is at least one polymer selected from the group consisting of polyacrylic acid and the derivative of the polyamic acid is described. Polylysine is a polymer obtained by reacting a tetra-hypo-dianhydride with a diamine. Preferred examples of the polyamine-derivative are polyimine, partially-imidized poly-cylin, poly-polyamine copolymer, and surface imine. The iminamine is a complete dehydration of the polyacid and a ring closure to give the (tetra) compound. The pure imidization of the vessel is achieved by partially preventing dehydration. Wei brib is a derivative obtained by the lining of a polyamine of lysine. The polyamido-polyamine copolymer is a polymer obtained by substituting a tetrazin-- moiety for a red lining or a di-acidic 200902519 derivative (di- or an acid anhydride), which is a polyamidimide. The polyamic acid-polyamine copolymer is obtained by partially or completely dehydrating and ring-closing. In addition, the polyglycolic acid-polyamido copolymer actually has a combination of a polyglycine/polyamine copolymer and a polyamic acid and/or a polyamine, in the present invention, The possibility is called poly-proline-polyamine copolymer. The same is true for polyamidoximine. Preferred examples of the tetracarboxylic dianhydride are listed below. 74 200902519

75 200902519 優選使用這些四缓酸二酐中的至少一種。在這些化合物中，更優選式（1)〜式（6)的芳香族系四羧酸二酐，最優選式（1)的化合物。另外，本發明中，利用末端反應而容易控制所得聚醯胺酸的分子量，因此可將四羧酸二酐的一部分取代成二羧酸酐。此時，優選為使二羧酸酐的比例為不損及本發明效果的範圍内，目標優選為使羧酸相對於四羧酸二酐的當量比小於等於0.1。本發明中，可組合使用上述芳香族系四羧酸二酐、和芳香族以外的四叛酸二酐中的至少一種。芳香族以外的四叛酸二酐的較佳例為上述化合物（7)〜化合物（14)，最佳例為化合物（7)。本發明中所使用的二胺的較佳例為式（I )〜式（W) 分別所示的二胺。 h2n-a1-nh2 (I)75 200902519 It is preferred to use at least one of these four acid dianhydrides. Among these compounds, the aromatic tetracarboxylic dianhydrides of the formulae (1) to (6) are more preferable, and the compound of the formula (1) is most preferable. Further, in the present invention, the molecular weight of the obtained polylysine is easily controlled by the terminal reaction, so that a part of the tetracarboxylic dianhydride can be substituted with the dicarboxylic anhydride. In this case, it is preferred that the ratio of the dicarboxylic anhydride is within a range that does not impair the effects of the present invention, and the equivalent ratio of the carboxylic acid to the tetracarboxylic dianhydride is preferably 0.1 or less. In the present invention, at least one of the above aromatic tetracarboxylic dianhydride and four tetrabasic dianhydrides other than aromatic may be used in combination. Preferable examples of the tetrahedoic acid dianhydride other than the aromatic compound are the above compounds (7) to (14), and the most preferred examples are the compound (7). Preferred examples of the diamine used in the present invention are diamines represented by the formulae (I) to (W), respectively. H2n-a1-nh2 (I)

76 200902519 這些式中，A1為碳數2〜12的亞烷基。A2為碳數1〜 12的亞烷基。A3獨立為單鍵、-0-、-CO-、-CONH-、 -NHCO-、-C(CH3)2-、-C(CF3)2_、-0-(CH2)m-0-、-S-、-S-S-、 -S02,、-S-(CH2)m-S-或者碳數1〜12的亞烧基，且m為1 〜12的整數。並且，環己烷環或者苯環的任意的氫可被 -F、-CH3、-OH、-COOH、-S03H、-Ρ03Η2、苄基或者 4- 經基苄基取代。式（I )所示的二胺的較佳例為化合物（1-1)〜化 ί % 合物（I -4)。 H2N(CH2)2NH2 h2n(ch2)4nh2 h2n(ch2)6nh2 h2n(ch2)12nh2 (1-1) (I-2) (I-3) (I-4) 式（Π)所示的二胺的較佳例為化合物（Π-l)以及化合物（Π-2)。 h2n-<^nh2 h2N-Q-nh2 (11-1) (丨丨-2) 式（m)所示的二胺的較佳例為化合物（m-i)〜化合物（m-3)。76 200902519 In these formulas, A1 is an alkylene group having 2 to 12 carbon atoms. A2 is an alkylene group having 1 to 12 carbon atoms. A3 is independently a single bond, -0-, -CO-, -CONH-, -NHCO-, -C(CH3)2-, -C(CF3)2_, -0-(CH2)m-0-, -S -, -SS-, -S02, -S-(CH2)mS- or a calcined group having 1 to 12 carbon atoms, and m is an integer of 1 to 12. Further, any hydrogen of the cyclohexane ring or the benzene ring may be substituted with -F, -CH3, -OH, -COOH, -S03H, -Ρ03Η2, benzyl or 4-benzylbenzyl. A preferred example of the diamine represented by the formula (I) is the compound (1-1) to the hydrazide (I-4). H2N(CH2)2NH2 h2n(ch2)4nh2 h2n(ch2)6nh2 h2n(ch2)12nh2 (1-1) (I-2) (I-3) (I-4) Diamine of the formula (Π) Preferred examples are the compound (Π-1) and the compound (Π-2). H2n-<^nh2 h2N-Q-nh2 (11-1) (丨丨-2) A preferred example of the diamine represented by the formula (m) is the compound (m-i) to the compound (m-3).

式（IV)所示的二胺的較佳例為化合物（IV-1)〜化合物（IV-16)。 77 200902519 h2n ~cy叫 h2n~〇t OV-1) NH, (IV-2)Preferred examples of the diamine represented by the formula (IV) are the compound (IV-1) to the compound (IV-16). 77 200902519 h2n ~cy is called h2n~〇t OV-1) NH, (IV-2)

Me H2N~^^~NH2 (IV-3)Me H2N~^^~NH2 (IV-3)

(IV-4)(IV-4)

OHOH

H2NT v '叫 (IV-6) HO H2N- -NH, (IV-7)H2NT v 'called (IV-6) HO H2N- -NH, (IV-7)

C〇〇HC〇〇H

h2n (IV-8)H2n (IV-8)

HOOC h2n- —mh2 (IV-9)HOOC h2n- —mh2 (IV-9)

S03HS03H

h2n (IV-10)H2n (IV-10)

NH, p〇3h2NH, p〇3h2

H2N (IV-12)H2N (IV-12)

(IV-16) nh2 式（V)所示的二胺的較佳例為化合合物（V-34)。 C V-1)〜化 78 200902519(IV-16) nh2 A preferred example of the diamine represented by the formula (V) is the compound (V-34). C V-1)~化 78 200902519

NH〇 H2hM〇K〇^Q|-h H2N—^ /λ~ΝΗ2 H2N—Y h2n—rT ^t^nhp (V-13) (V-14) (V-15)NH〇 H2hM〇K〇^Q|-h H2N—^ /λ~ΝΗ2 H2N—Y h2n—rT ^t^nhp (V-13) (V-14) (V-15)

H2N ~O^0"O~nh2 吵-〇^〜'〇 (V-16) (V-17) NH, nh2 h2n (V-19) (V-18) 79 200902519 h2n h2nH^^snQ^-nh2 (V-20) (V-21) NH〇 H2N_O^s-s^}^nh2 h2n^}^s^s'^C^_ (V-22) (V-23) (V-24) h2n ~ζΥ … (V-25) NH〇 H2N {ys/^s〇^NH2 h2n (V-26) (V-27)H2N ~O^0"O~nh2 Noisy-〇^~'〇(V-16) (V-17) NH, nh2 h2n (V-19) (V-18) 79 200902519 h2n h2nH^^snQ^-nh2 (V-20) (V-21) NH〇H2N_O^ss^}^nh2 h2n^}^s^s'^C^_ (V-22) (V-23) (V-24) h2n ~ζΥ ... (V-25) NH〇H2N {ys/^s〇^NH2 h2n (V-26) (V-27)

NH 2 CH -¾NH 2 CH -3⁄4

NH〇 H3C ch3NH〇 H3C ch3

NH2 h2n (V-29) f3c cf3NH2 h2n (V-29) f3c cf3

(V-30)(V-30)

H2N—<\ /f/~nh2 H2N~^~^~S02-<^~^>-NH2 (V-31) (V-32)H2N—<\ /f/~nh2 H2N~^~^~S02-<^~^>-NH2 (V-31) (V-32)

HOHO

(V-33) (V-34) 式（VI)所示的二胺的較佳例為化合物（νι·ι)〜化合物（VI-6)。 80 200902519(V-33) (V-34) A preferred example of the diamine represented by the formula (VI) is a compound (νι·ι) to a compound (VI-6). 80 200902519

(VI-5) (VI-6) 式（YD)所示的二胺的較佳例為化合物（W-l)〜化合物（VE-16)。 i. 81 2 200902519(VI-5) (VI-6) A preferred example of the diamine represented by the formula (YD) is the compound (W-1) to the compound (VE-16). i. 81 2 200902519

(VIM) nh2(VIM) nh2

(VII-2)(VII-2)

(VII-3)(VII-3)

(VII-5) NH(VII-5) NH

2 (VI 卜 6)2 (VI Bu 6)

H2NH2N

(VII-7)(VII-7)

(VI 卜 10)(VI Bu 10)

這些化合物中，更優選為化合物（IV-1)〜化合物 (IV-5)、化合物（IV-15)、化合物（IV-16)、化合物（V-1) 82 200902519 〜化合物（V-12)、化合物（ν-26)、化合物（V-27)、化合物（V-31 )、化合物（v-33)、化合物（VI-1 )、化合物 (^-2)、化合物（VI-6)、以及化合物（Yff-1)〜化合物 (別-5) ’進一步優選為化合物（IV-1)、化合物（IV-2)、化合物（IV-15)、化合物（jy_16)、化合物（m〜化合物（V-12)、化合物（v-33)以及化合物（VH-2)。本發明中’可將選自上述化合物（I )〜化合物（观）的族群中的至少一種二胺單獨使用，也可將兩種或兩種以上的二胺組合使用。並且可將選自化合物（I )〜化合物 (VII)的族群中的至少一種二胺、與化合物（I )〜化合物（VII)以外的二胺組合使用。以下說明中，將化合物（工）〜化合物（YH)以外的二胺稱為其他二胺。他一胺，、要可達到本發明的目的，則可益盆他限不系一具有苟（flu。職）結構的m、式（ H2N—A3Among these compounds, more preferred are the compound (IV-1) to the compound (IV-5), the compound (IV-15), the compound (IV-16), and the compound (V-1) 82 200902519 to the compound (V-12). , compound (ν-26), compound (V-27), compound (V-31), compound (v-33), compound (VI-1), compound (^-2), compound (VI-6), And the compound (Yff-1) to the compound (B-5) are further preferably the compound (IV-1), the compound (IV-2), the compound (IV-15), the compound (jy_16), and the compound (m~ compound ( V-12), compound (v-33) and compound (VH-2). In the present invention, at least one diamine selected from the group consisting of the above compounds (I) to (view) may be used alone or in combination. Two or more kinds of diamines are used in combination, and at least one diamine selected from the group consisting of the compound (I) to the compound (VII) and a diamine other than the compound (I) to the compound (VII) may be used. In the following description, a diamine other than a compound (working) to a compound (YH) is referred to as another diamine. Object, he can benefit basin does not limit a system having Gou (flu. Level) structure m, the formula (H2N-A3

-NH, 所不的魏%二胺、f及式（1，）〜式（8,)所示的二胺。 (VIII) 式（Μ)中，R33以及r34 其式去埜I 卿且地表不奴數1〜3的烷土成者本基，A獨立為碳數丨〜6 經垸基取代的亞^ η * 絲&本基或者土日7兑本基，並且〜 83 200902519-NH, a non-diamine diamine, f and a diamine represented by the formula (1,) to the formula (8). (VIII) In the formula (Μ), R33 and r34 are the formulas of the wild type I and the surface of the alkaloids are 1 to 3, and A is independently a carbon number 丨~6. * Silk & Ben or Uri 7 against the base, and ~ 83 200902519

R35R35

36獨立為碳數3〜30的烷基。本發明中可僅使用其他二胺。但是，優選為使所使用的二胺中的化合物（I )〜化合物（W)的比例為5〜100 莫耳百分比（mol%)。並且，最優選為僅使用化合物（I ) 〜化合物（W)。另外，二胺的一部分可取代成單胺。因為通過將二胺的一部分取代成單胺，可抑制聚合反應的進行，所以可通過調整單胺的使用量，來容易地控制所得聚合物（聚醯胺酸）的分子量。使單胺相對於二胺的比率在不損及本發明效果的範圍内即可，目標優選為小於等於總胺量的10 mol% 〇本發明中的聚醯胺酸以及其衍生物可具有任意的重量 84 200902519 子里。此重1平均分子量並無特別限定’用作液晶於m時優勒α於⑽㈣3，題選為大於等 ' 。具有大於等於5x103的重量平均分子量的聚醒胺酸以及其魅物，在錢液晶配向_步”不會^ 具有適合用作液晶配向劑的成分的較佳物性。36 is independently an alkyl group having 3 to 30 carbon atoms. Only other diamines may be used in the present invention. However, it is preferred that the ratio of the compound (I) to the compound (W) in the diamine to be used is 5 to 100 mol% (mol%). Further, it is most preferred to use only the compound (I) to the compound (W). Additionally, a portion of the diamine can be substituted with a monoamine. Since the polymerization reaction can be inhibited by substituting a part of the diamine into a monoamine, the molecular weight of the obtained polymer (polyglycolic acid) can be easily controlled by adjusting the amount of the monoamine used. The ratio of the monoamine to the diamine may be within a range that does not impair the effects of the present invention, and the target is preferably 10 mol% or less of the total amine amount. The polylysine and derivatives thereof in the present invention may have any The weight of 84 200902519. The weight average molecular weight is not particularly limited. When used as a liquid crystal at m, Euler α is at (10) (4) 3, and the title is selected to be greater than or equal to '. The polyaminic acid having a weight average molecular weight of 5x103 or more and the enchantment thereof do not have a preferable physical property as a component suitable for use as a liquid crystal alignment agent in the liquid crystal alignment.

=胺酸以及其衍生物的重量平均分子量是利用凝膠色譜（gel_Permeati〇n chr〇mat〇graphy，GPC)法進行，疋。例如，通過利用：甲基甲醯胺（dimet㈣&刪臟e， MF)來稀釋所得聚醯胺酸或其衍生物的溶液，以使聚醯胺酸濃度達到約i重量百分比（wt%)，接著使用，她pac C_R7A (島津製作所製造），以卿為展溶劑，利用郷滲透色譜分析（Gpc)法精測定，^ 進行聚苯⑽換算而求得。另外，為了高精度地對聚醯胺，有她、鹽酸、猶、硫g铸無機酸錢_ 等無機鹽的展開溶劑。 — 本發明中的聚醯胺酸以及其衍生物可使用熟知的方法進行製造。例如，在具有原料投入口、氮氣導入口、溫度 :十、欖拌機以及冷凝n的反應容^巾，投放所需量的化合勿f1)〜化合物（观）中的至少-種、視情況的選自其他二胺^的至少-種二胺、另外視需要的單胺。 ’、接著，投入溶劑（例如，醯胺系極性溶劑即I曱吴2 ^各燒酮或二f基甲醯胺等）以及上述四羧酸二酐中ς至夕一種、另外視需要的羧酸酐。此時四羧酸二酐的總投放 85 200902519 量優選為達到與二胺的總莫耳數大致等莫耳（莫耳比為0.9 〜1.1左右）。可通過一邊攪拌’一邊在〇〜7〇°c的溫度下反應1〜48 小時’而獲得聚醯胺酸的溶液。另外，通過加熱來提高反應溫度（例如，50〜80°C )，也可獲得分子量小的聚醯胺酸。本發明中的聚醯胺酸是通過在大量的不良溶劑中沉澱，然後利用過濾等將固體成分與溶劑完全分離，利用紅外線（Infrared Radiation，IR )、核磁共振法（Nuclear Magnetic Resonance ’ NMR)進行分析而得到鑒定。另外，可通過利用KOH或NaOH等強鹼的水溶液將固態的聚醯胺酸分解後，再利用有機溶劑進行萃取，然後利用氣相色譜法（Gas Chr〇mat〇graphy，GC )、高效液相色譜法 (High-Performance Liquid Chromatography，HPLC)或者氣相色譜-質譜法（Gas chr〇mat〇graphy-Mass spectrometry ’ GC_MS)進行分析，來鑒定所使用的單體。所得聚醯胺酸的溶液可為了調整成所需黏度，溶劑進行稀釋後使用。將本發明中的聚酸胺酸製成聚_酸衍生物即可聚醒亞胺時，可使聚酿胺酸溶液與脫水劑即乙酸酐、丙酐、二氟乙酸料酸酐，以及脫水卩魏催化卩三乙脸夂 t定（pyridine)、三甲如定（c〇mdine)等三級:二的溫度下騎_聽絲轉得所述可溶性可溶性㈣亞胺也可通過使用大量的不良溶割（甲 86 200902519 醇、乙醇 •異丙醇等醇系溶劑或二醇系溶劑），使聚醯胺酸從聚酿胺酸溶液析出，然後使析出的聚醯胺酸在甲苯、二甲苯等溶劑中’和與上述相同的脫水劑以及脫水閉環催化劑，一起在20〜150°C的溫度下進行醯亞胺化反應而得到。The weight average molecular weight of the amine acid and its derivatives is carried out by gel chromatography (gel_Permeati〇n chr〇mat〇graphy, GPC). For example, by diluting a solution of the obtained polyaminic acid or a derivative thereof with methyl meglumine (dimet (tetra) & degraded e, MF) to bring the polyamine concentration to about i weight percent (wt%), Next, she used pac C_R7A (manufactured by Shimadzu Corporation) to obtain a solution of polyphenylene (10) by using 郷-permeation chromatography (Gpc) method. In addition, in order to accurately polymerize polyamine, there is a developing solvent for inorganic salts such as inorganic acid, hydrochloric acid, helium, and sulfur. - Polyproline and derivatives thereof in the present invention can be produced by a well-known method. For example, in a reaction container having a raw material inlet, a nitrogen inlet, a temperature of ten, a simmering machine, and a condensing n, at least one of the required amount of the chemical compound (see) The at least one diamine selected from the other diamines, and optionally the monoamine. ', and then, a solvent (for example, a guanamine-based polar solvent, that is, a ruthenium-based sulfonate or a bis-mercaptoamine), and a tetracarboxylic acid dianhydride, and a carboxy group as needed Anhydride. At this time, the total amount of tetracarboxylic dianhydride 85 200902519 is preferably such that it is approximately equal to the total number of moles of the diamine (the molar ratio is about 0.9 to 1.1). A solution of polyglycine can be obtained by reacting at a temperature of 〇~7 ° C for 1 to 48 hours while stirring. Further, by increasing the reaction temperature by heating (for example, 50 to 80 ° C), polylysine having a small molecular weight can also be obtained. The polylysine in the present invention is precipitated in a large amount of a poor solvent, and then completely separates the solid component from the solvent by filtration or the like, and is carried out by infrared (Infrared Radiation, IR) or nuclear magnetic resonance (NMR). It was identified by analysis. In addition, the solid polylysine may be decomposed by using an aqueous solution of a strong alkali such as KOH or NaOH, and then extracted with an organic solvent, and then subjected to gas chromatography (Gas Chr〇mat〇graphy, GC), high-performance liquid phase. High-Performance Liquid Chromatography (HPLC) or gas chromatography-mass spectrometry (Gas chr〇mat〇graphy-Mass spectrometry 'GC_MS) was used to identify the monomers used. The solution of the obtained polyamic acid can be used after being diluted to adjust the desired viscosity. When the polyamic acid in the present invention is made into a poly-acid derivative, the polyamine acid solution can be used, and the poly-branched acid solution and the dehydrating agent, that is, acetic anhydride, propionic anhydride, difluoroacetic acid anhydride, and dehydrated hydrazine can be obtained. Wei catalyzes three hexagrams, such as pyridine and trimethoate (c〇mdine), etc.: the temperature of the second rider _ listening to the silk soluble to the soluble soluble (tetra) imine can also be used by using a large number of poor dissolution Cutting (A 86 200902519 alcohol, ethanol, isopropanol or other alcohol-based solvent or glycol-based solvent), poly-proline acid is precipitated from the poly-broncine solution, and then the precipitated poly-proline is in toluene, xylene, etc. The solvent is mixed with the same dehydrating agent and dehydration ring-closure catalyst as described above at a temperature of 20 to 150 ° C to obtain a ruthenium iodide reaction.

在上述醯亞胺化反應中，脫水劑與脫水閉環催化劑的比例優選為0.1〜10 (莫耳比）。相對於所使用的四羧酸二酐中所含的酸二酐的總莫耳量，脫水劑與脫水閉環催化劑的合計使用量優選為1.5〜10倍莫耳。通過調整所述化學性醯亞胺化脫水劑、催化劑量、反應溫度以及反應時間，可控制醯亞胺化的程度，從而獲得部分聚醯亞胺。所獲得的聚醯亞胺也可與溶劑分離後，與具有^亞嗪 (oxazine)結構的化合物一起再溶解於後述溶劑中，:成液晶配向劑後進行使用，或者也可不與溶劑分離，而添加具有D惡嗓結構的化合物，製錢晶配向舰進行使用。在其他成为為選自聚醒胺酸和此聚醯胺酸的衍生、至v、種聚合物的液晶配向劑中，以相對於化合物與所述聚合物的合計量的重晋 ..,N 〈） .垔里比计，化合物（Α)的比彻為0.01〜0.99。所述重量比優選 n 〇Q s ^ ^例〜〇99，i隹丰風嘴… 為〇〇9,更優選為0.2 比制L 〇."。通過使化合物U)的比例在所述範圍内，可製成、的向劑。另外：圍的組合例，所述較佳範权乜乾胺酸和此聚__生物中心合物各^ 200902519In the above hydrazine imidization reaction, the ratio of the dehydrating agent to the dehydration ring-closure catalyst is preferably 0.1 to 10 (mole ratio). The total amount of the dehydrating agent and the dehydration ring-closing catalyst to be used is preferably 1.5 to 10 moles per mol of the total amount of the acid dianhydride contained in the tetracarboxylic dianhydride to be used. By adjusting the chemical hydrazide dehydrating agent, the amount of the catalyst, the reaction temperature, and the reaction time, the degree of quinone imidization can be controlled to obtain a partial polyimine. The obtained polyimine may be further separated from the solvent and then redissolved in a solvent to be described later with a compound having an oxazine structure, or may be used as a liquid crystal alignment agent, or may not be separated from the solvent. A compound having a D-oxo structure is added, and the crystal crystal is used for the ship. In other liquid crystal alignment agents selected from the group consisting of polyaminic acid and the poly-proline, derivatized with respect to the compound and the polymer, N is <). The ratio of the compound (Α) is 0.01 to 0.99. The weight ratio is preferably n 〇Q s ^ ^ 〜〇 99, i 隹 Feng Feng mouth ... is 〇〇 9, more preferably 0.2 制 L 〇. ". By setting the ratio of the compound U) within the above range, a direct agent can be prepared. In addition: a combination of the surrounding examples, the preferred paradigm of lysine and the poly-bio-complexes each ^ 200902519

本發明的液晶配向劑的較佳例中包括如下組合物，此組合物如上所述包含化合物（A)、化合物（B)、^自聚酿胺酸和此聚醯胺酸的衍生物中的聚合物來作為必需成分。這些成分的定義範圍以及其較佳範圍如上所述，=述液晶配向劑中的化合物（A)的較佳比例也與已經說明的其他液晶配向劑的情況相同。接著，對其他成分為自由基聚合性單體中的至少一種的液晶配向劑加以說明。較佳的自由基聚合性單體的例子為丙浠酸酯以及甲基丙稀酸酯。丙烯酸酯的具体例可列举.丙稀酸环己自旨、丙烤酸2-甲基环己醋、丙埽酸二环戊醋、丙稀酸二环戊氧基乙醋、丙稀酸异冰片醋、丙嫦酸笨酯、以及丙烯酸苄酯。曱基丙烯酸酯的具体例可列举：曱基丙烯酸环己酯、曱基丙烯酸2-曱基环己醋、甲基丙稀酸二环戊酯、曱基丙烯酸二环戊氧基乙酯、曱基丙稀酸异冰片酉旨、曱基丙稀酸苯酉旨、曱基丙稀酸节S旨、甲基丙烯酸2_ 羟基乙酯、以及曱基丙烯酸2-羟基丙酯。 —吕月&丙鄉' 酸酉曰/ 一 S月b曱基丙知?酸醋的具體例，可列舉：雙丙稀酸乙二酯（ethylene bisacrylate)，東亞合成化學工業股份有限公司製造的ARONIX M-210、ARONIX M-240以及ARONIX M-6200，日本化藥股份有限公司製Preferred examples of the liquid crystal alignment agent of the present invention include a composition comprising, as described above, a compound (A), a compound (B), a polylactoic acid, and a derivative of the polyamic acid. The polymer comes as an essential component. The definition range of these components and the preferred range thereof are as described above, and the preferred ratio of the compound (A) in the liquid crystal alignment agent is also the same as that of the other liquid crystal alignment agents which have been described. Next, a liquid crystal alignment agent in which at least one of the other components is a radical polymerizable monomer will be described. Examples of preferred radical polymerizable monomers are propionate and methyl acrylate. Specific examples of the acrylate include acrylic acid ring, 2-methylcyclohexanoic acid, propylene glycol dicyclopentanacetate, dicyclopentyloxyacetic acid acrylate, and acrylic acid. Borneol vinegar, propyl acrylate, and benzyl acrylate. Specific examples of the mercapto acrylate include cyclohexyl methacrylate, 2-mercaptocyclohexyl acrylate, dicyclopentanyl methacrylate, dicyclopentyloxy methacrylate, and hydrazine. Isopropyl isopropyl acrylate, fluorenyl benzoate, thiol acrylate, hydroxyethyl 2-methacrylate, and 2-hydroxypropyl methacrylate. —Lv Yue & 丙乡' 酉曰酉曰 / 一 S 曱曱曱 ? ? ? ? ? 具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体具体 ethylene ethylene ethylene ARONIX M-210, ARONIX M-240, and ARONIX M-6200, manufactured by Nippon Kayaku Co., Ltd.

造的 KAYARAD HDDA、KAYARAD HX-220、KAYARAD R-604、KAYARAD R-684，大阪有機化學工業股份有限公司製造的V260、V312以及V335HP，以及共榮社油脂化 88 200902519 學工業股份有限公司製造的LIGHT-ACRYLATE BA-4EA 、 LIGHT-ACRYLATE BP-4PA 以及 LIGHT-ACRYLATE BP-2PA °Made by KAYARAD HDDA, KAYARAD HX-220, KAYARAD R-604, KAYARAD R-684, V260, V312 and V335HP manufactured by Osaka Organic Chemical Industry Co., Ltd., and Kyoritsu Oils and Fats 88 200902519 LIGHT-ACRYLATE BA-4EA, LIGHT-ACRYLATE BP-4PA and LIGHT-ACRYLATE BP-2PA °

三官能或三官能以上的多官能丙烯酸酯以及三官能或三官能以上的多官能甲基丙烯酸酯的具體例，可列舉：4,4，-亞曱基雙(Ν,Ν-二羥基亞乙基丙烯酸酯苯胺），東亞合成化學工業股份有限公司製造的ARONIX Μ-400、ARONIXSpecific examples of the trifunctional or trifunctional or higher polyfunctional acrylate and the trifunctional or trifunctional or higher polyfunctional methacrylate include 4,4,-fluorenylene bis(indole, fluorene-dihydroxy propylene Acrylate aniline, ARONIX Μ-400, ARONIX manufactured by East Asia Synthetic Chemical Industry Co., Ltd.

Μ-405、ARONIX Μ-450、ARONIX M_7100、ARONIX Μ-8030以及ARONIXM-8060，日本化藥股份有限公司製造的 KAYARAD ΤΜΡΤΑ、KAYARAD DPCA-20、 KAYARAD DPCA-30、KAYARAD DPCA-60、KAYARAD DPCA-120，以及大阪有機化學工業股份有限公司製造的 VGPT。丙烯酸醯胺衍生物以及曱基丙烯酸醯胺衍生物的具體例，可列舉：Ν-異丙基丙烯醯胺、Ν-異丙基甲基丙烯醯胺、 Ν-正丙基丙烯醯胺、Ν-正丙基甲基丙烯醯胺、Ν-環丙基丙烯醯胺、Ν-環丙基曱基丙烯醯胺、Ν_乙氧基乙基丙烯醯胺、Ν-乙氧基乙基曱基丙稀酸胺、四氫糠基丙烯醯胺、 Ν-四氫糠基曱基丙浠酿胺、N—乙基丙烯醯胺、ν-乙基-Ν-曱基丙烯醯胺、Ν，Ν-二乙基丙烯醯胺、Ν-曱基正丙基丙烯酸胺、Ν-甲基-Ν-異丙基丙烯醯胺、Ν-丙烯醯基呱啶、 Ν-丙烯醯基吡咯烷、ν,Ν，-亞曱基雙丙烯醯胺、Ν,Ν，-亞乙基雙丙烯醯胺、Ν,Ν，-二羥基亞乙基雙丙烯醯胺、Ν-(4-羥基苯基）甲基丙烯醯胺、Ν-苯基曱基丙烯醯胺、Ν-丁基甲基丙烯 89 200902519 ί Γ乙異：氧基甲基)甲基丙烯_、n，(n，n-二曱氨二：1曱Λ丙烯醯胺、N算二曱基曱基丙烯醯胺、一氨土）丙基]曱基丙烯醯胺、N_(曱氧基甲美）甲其 =胺，祕甲基)-2-甲基丙稀二二i 兴:N:、N,N_亞曱基ί甲基丙烯醯胺。更優選為可； i胺，亞曱基雙丙烯酿胺、Ν，Ν，·二縣亞乙基·雙丙稀 f 亞乙基雙丙烤酸醋、以及4,4'·亞曱基雙(聯二經基亞乙基丙稀酸酯苯胺）。土㈣他成分為自由基聚合性單體的液晶配向劑中，以合物⑷與所述單體的合計量的重量 =及剛是所述化合物二較佳:例= 物（A)#定義的較佳範圍的組合例。 "化。，著對其他成分為環氧化合物中的至少一兒明。所述環氧化合物為分子内具有至少-個化合物。分子内具有—個環氧乙院環的化合、二，可列舉：苯基縮水甘油醚、丁基縮水甘油醚、 J二^•氟曱基環氧丙院、氧化苯乙烯（styrene oxide )、六氟裒氧丙燒、氧化環己稀（cyclohexene oxide)、N-縮水甘 /由基4 本_ 曱酿亞胺（giyCidyi phthalimide)、（九氟-N-丁基）壤氧化物、全氟乙基縮水甘油醚、表氯醇 (epichlorohydrin)、表演醇（epibrom〇hydrin)、Ν,Ν-二縮水甘油基笨胺、以及1[2-(全氟己基）乙氧基]_l,2-環氧丙 90 200902519 有兩個環氧乙炫環的化合物的例子，可列 = 縮水甘_、聚乙二醇二縮水甘油醚、丙二 ΐ;=甘Γ、三丙二醇二縮水甘_、聚丙二醇二縮 JC甘执、新紅醇二縮水甘油_ 油越、甘油二縮水甘油驗、2,2 ，士广：=: _、_氧環己稀基甲基观氧上縮水甘油基)氨基丙基三甲氧基魏。…曰、1 氧基]苯基)]ΐ基rit基]·2例u·雙[4·([2,3舰丙 VG3101L”，（：丼土化風广]丙烷（商品名“TECHM0RE 、一井化學）公司製造）。舉]= 具π氧乙峨化合物的例子，可列油基-間略2,4'己二醇、N·，細縮水甘烷、以及3-(N-烯丙美M ^甘'由基，4，_二氨基二苯基曱烷。土_ _縮水甘油基)氨基丙基三曱氧基矽除上述外，療氧化人氧乙燒環的單體進行^物的例子還可神通過將具有環環氧乙燒環的單體的得_寡聚物或聚合物。具有基)丙烯酸_3,4-環氧枣已-匕為（甲基）丙烯酸縮水甘油酯、（甲油酯。所述具有環氧^乙^曰$、以及（甲基）丙烯酸甲基縮水甘下方式獲得：使具有产=長的寡聚物或聚合物，可利用如衣虱乙烷環的單體單獨聚合，或者使 91 200902519 具有裱氧乙烷環的單體中的兩種或兩種以上進行共聚合，或者使具有％氧乙烷環的單體中的至少一種與不具有環乙烧環的其他單體中的至少一種進行共聚合。 ί 與具有％氧乙烷環的單體進行共聚合的其他單體的例子為：（甲基)丙稀酸、（甲基)丙稀酸曱醋、（曱基)丙稀酸乙酯、（曱基)丙烯酸異丙酯、（曱基）丙烯酸丁酯、（甲基）丙烯酸異丁酯、j曱基）丙烯酸叔丁酯、（曱基）丙烯酸環己酯、（曱基)丙婦酸f醋、（甲基)丙烯酸_2_經基乙醋、（甲基)丙婦峻 -2-經基丙醋、苯乙稀、曱基笨乙稀、氯曱基笨乙烤、（甲基)丙稀酸(3-乙基-3-氧雜環丁基）曱酉旨、N_環已基醯亞胺以及N-笨基順丁稀二醮亞胺。、在其他成分為環氧化合物中的至少一種的液晶配向劑中’以相對於化合物（A)與所述單體的 =物;=鳴〇·01— ..更優U 0·2〜0.99,進-步優選為〇5〜〇99。 =2]項Γ及剛是所述化合物(A)的較佳比料化β物（A)定義的較佳範圍的組合例。、接著，對溶劑或其他添加劑加以說明。本發明中使用 ^劑中包括化合物（Α)、化合物⑻、聚酿胺酸、可溶 =醯亞胺、聚酿舰亞胺等在製造步驟或這些用途中通吊，用的溶劑’優選為如下混合溶劑，此混合溶劑含有聚 =胺酸或可溶性聚醯亞胺的良溶浙非質子性極性有機溶劑、與改變表面張力來改善塗佈性等的溶劑。對聚酸胺酸或可溶性聚醯亞胺而言為良溶劑的非質子 92 200902519 性極性有機；；谷劑（以下，稱為非質子性極性有機溶劑）的較佳例為.N-曱基-2-°比洛烧酮、二甲基〇米唾琳酮（dimethyi imidazolidinone )、N-甲基己内醢胺（N_methyi caprolactam)、N-甲基丙醯胺、N，N-二曱基乙醯胺、二甲亞颯（dimethyl sulfoxide )、N，N-二甲基甲醯胺、N，N_二乙基曱醯胺、二乙基乙醯胺、严丁内酯（y_butyr〇laci〇ne )、二及γ-戊内酯（γ-valerolactone)。這些溶劑中，更優選為N_ 甲基-2_吡咯烷酮、二甲基咪唑啉酮、γ_丁内酯、以及尸戊内酉旨。 —改變表面張力來改善塗佈性等的溶劑（以下，稱為其他=劑）的較佳例為：乳酸烷基酯、3-曱基-3-曱氧基丁醇、負^化蔡（tetralin )、異佛爾_ ( iSOph〇r〇ne )、乙二醇單院基醚(#例如：單丁醚）、二乙二醇單烷基醚（例如··單***）、 ^一醇單烷基醚乙酸酯、乙二醇單苯醚乙酸酯、三乙二醇單院基_、丙二醇單跪基醚（例如：單丁醚）、丙二酸二院，曰（例如·一乙酯）、二丙二醇單烧基鱗（例如：單甲趟）、此、六这—^醇單院基醚類的_化合物（例如：乙酸醋）。這些溶劑中’更優選為乙二醇單丁醚、二乙一早丁喊、以及二丙二醇單甲_。可考慮到液晶配向劑的印刷性、塗佈性、溶解性以及 ' ，疋h生專，來適當设疋非質子性極性溶劑與其他溶劑的種類以及比例。有如下傾向：與其他溶齡比，非質子性極性溶劑的溶解性以及保存穩定性相對豆 _印刷如及㈣性似。 _ 93 200902519 欠# + ^所述，本發明的液晶配向劑可含有各種添加劑。 _ 很據各自的目的，而選擇使用除聚醯胺酸以 1生物以外的高分子化合物、或者低分子化合物。Μ-405, ARONIX Μ-450, ARONIX M_7100, ARONIX Μ-8030, and ARONIXM-8060, KAYARAD ΤΜΡΤΑ, KAYARAD DPCA-20, KAYARAD DPCA-30, KAYARAD DPCA-60, KAYARAD DPCA- manufactured by Nippon Kayaku Co., Ltd. 120, and VGPT manufactured by Osaka Organic Chemical Industry Co., Ltd. Specific examples of the decylamine derivative and the decyl decylamine derivative include hydrazine-isopropyl acrylamide, hydrazine-isopropylmethacrylamide, hydrazine-n-propyl acrylamide, and hydrazine. - n-propyl methacrylamide, hydrazine-cyclopropyl acrylamide, hydrazine-cyclopropyl decyl acrylamide, hydrazine ethoxypropyl decylamine, hydrazine-ethoxyethyl fluorenyl Acrylic acid amine, tetrahydrofurfuryl acrylamide, hydrazine-tetrahydrofurfuryl fluorenylamine, N-ethyl acrylamide, ν-ethyl-fluorenyl decyl acrylamide, hydrazine, hydrazine - diethyl acrylamide, fluorenyl-mercapto-propyl propyl acrylate, hydrazine-methyl-hydrazine-isopropyl acrylamide, hydrazine-acrylonitrile acridine, hydrazine-acrylonitrile pyrrolidine, ν, Ν, - fluorenyl bis decyl amide, hydrazine, hydrazine, - ethylene bis acrylamide, hydrazine, hydrazine, - dihydroxy ethylene bis acrylamide, hydrazine - (4-hydroxyphenyl) methyl Propylene decylamine, fluorenyl-phenylmercapto acrylamide, hydrazine-butyl methacrylate 89 200902519 ί Γ :: oxymethyl) methacryl _, n, (n, n-diammonium two: 1 曱Λ 醯醯、, N 曱曱曱醯醯、、、一一一一一Alkenyl Amides, of N_ (US Yue group A) which A = amine, secret) -2-methyl propylene twenty-two i Xing: N:, N, N_ alkylene group ί Yue methyl acrylamide. More preferably, it can be; i-amine, fluorenyl bis-acrylamide, hydrazine, hydrazine, diethylamine diethyl propylene diacetate f-ethylene propylene vinegar, and 4,4'·arylene (bi-diethylidene acrylate aniline). In the liquid crystal alignment agent in which the component is a radical polymerizable monomer, the weight of the total amount of the compound (4) and the monomer = and the compound 2 is preferably the same: Example = (A) # A combination of preferred ranges. "化. At least one of the other components is an epoxy compound. The epoxy compound has at least one compound in the molecule. In the molecule, there is a combination of a epoxide ring, and exemplified by: phenyl glycidyl ether, butyl glycidyl ether, J dioxin, styrene oxide, styrene oxide, Hexafluoroadenene propylene oxide, cyclohexene oxide, N-glycidyl / ketone 4 giyCidyi phthalimide, (nonafluoro-N-butyl) soil oxide, perfluoro Ethyl glycidyl ether, epichlorohydrin, epibrom〇hydrin, hydrazine, hydrazine-diglycidylamine, and 1[2-(perfluorohexyl)ethoxy]-l,2- Ethylene acrylate 90 200902519 An example of a compound with two epoxy epoxigen rings, which can be listed as = condensed glycerol, polyethylene glycol diglycidyl ether, propylene dioxime; = gansin, tripropylene glycol dimethyl condensate _, poly Propylene glycol dihydrate JC gansin, neoerythritol diglycidyl _ oil, glycerol diglycidil test, 2, 2, Shi Guang: =: _, _oxycyclohexylmethyl oxo glycidyl) amino Propyltrimethoxy Wei. ...曰,1 oxy]phenyl]]indenyl rit base]·2 cases u·double [4·([2,3 ship propyl VG3101L”, (: 丼土化风广]propane (trade name “TECHM0RE, Yijing Chemical Co., Ltd.).]] Examples of compounds with π-oxyethylene oxime, which can be listed as oil-based, slightly 2,4' hexanediol, N·, squalane, and 3-(N-ene乙美M ^甘'-based, 4,-diaminodiphenyl decane. Soil _ _ glycidyl) aminopropyl tridecyloxy oxime in addition to the above, the treatment of oxidized oxyethylene ring monomer An example of a substance may also pass through an oligomer or polymer of a monomer having a ring-shaped epoxy group. The group of acrylic acid has a (meth)acrylic acid. Glycidyl ester, (methyl oleyl ester. The epoxy methacrylate, and (meth) acrylate methyl glycosaminoglycan can be obtained by using an oligomer or polymer having a yield = length, such as The monomer of the oxime ring is polymerized alone, or two or more of the monomers having a oxirane ring of 91 200902519 are copolymerized, or at least one of the monomers having a % oxyethane ring is obtained. One and no ring At least one of the other monomers of the ring is copolymerized. ί Examples of other monomers copolymerized with a monomer having a % oxyethane ring are: (meth) acrylic acid, (meth) propylene Acid vinegar, ethyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl acrylate, (曱 )) cyclohexyl acrylate, (fluorenyl) propyl acetonate f vinegar, (meth) acrylate 2 _ ethyl acetonate, (methyl) propyl thiophene-2- propyl acetonate, styrene,曱基笨乙,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, Base butadiene diimide imine. In the liquid crystal alignment agent in which at least one of the other components is an epoxy compound, 'with respect to the compound (A) and the monomer =; = 〇〇 01 - .. more preferably U 0 · 2 ~ 0.99 The step-in step is preferably 〇5~〇99. The combination of the preferred range of the definition of the compound (A) and the preferred range of the compounded material (A). Next, the solvent or other additives will be described. The solvent used in the present invention includes a compound (Α), a compound (8), a poly-araminic acid, a soluble imide, a polysulfonimide, etc., which are used in the production step or in these applications, and the solvent used is preferably The solvent is mixed as a solvent containing a poly-amino acid or a soluble polyimine, and a solvent which changes the surface tension to improve coatability and the like. Aprotic 92 which is a good solvent for polyamic acid or soluble polyimine. 200902519 Sex polar organic; a preferred example of a gluten (hereinafter referred to as an aprotic polar organic solvent) is .N-fluorenyl -2-° pirone, dimethyi imidazolidinone, N-methyi caprolactam, N-methylpropionamide, N,N-didecyl Ethylamine, dimethyl sulfoxide, N,N-dimethylformamide, N,N-diethylguanamine, diethylacetamide, succinolactone (y_butyr〇laci) 〇ne ), di- and γ-valerolactone (γ-valerolactone). Among these solvents, N-methyl-2-pyrrolidone, dimethylimidazolidinone, γ-butyrolactone, and cadaverine are more preferable. - Preferred examples of the solvent (hereinafter referred to as other = agent) which changes the surface tension to improve the coating property, etc. are: alkyl lactate, 3-mercapto-3-indolyl butanol, and negative chelate ( Tetralin ), isophor _ ( iSOph〇r〇ne ), ethylene glycol single-chamber ether (#example: monobutyl ether), diethylene glycol monoalkyl ether (eg · · monoethyl ether), ^ monol Monoalkyl ether acetate, ethylene glycol monophenyl ether acetate, triethylene glycol single hospital base _, propylene glycol monodecyl ether (for example: monobutyl ether), malonic acid second hospital, 曰 (for example Monoethyl ester), dipropylene glycol monoalkyl scale (for example: monomethylhydrazine), this, a compound of a single-ether ether (for example, acetic acid vinegar). Among these solvents, 'more preferred are ethylene glycol monobutyl ether, diethylene glycol, and dipropylene glycol monomethyl amide. The type and ratio of the aprotic polar solvent and other solvents can be appropriately set in consideration of the printability, coatability, and solubility of the liquid crystal alignment agent. There is a tendency that the solubility and storage stability of the aprotic polar solvent are similar to those of the beans as compared with other ages. _ 93 200902519 欠# + ^, the liquid crystal alignment agent of the present invention may contain various additives. _ Depending on the purpose, it is preferable to use a polymer compound other than polyorganic acid or a low molecular compound.

例如’在有機溶劑中可將可溶性高分子化合物作為添 ^ ▲通過添加這些高分子化合物，可控制所形成的液晶 -己°膜的電氣特性或配向性。所述高分子化合物的例子可牛聚驗胺、聚氨基甲酸乙酯（p〇lyUrethane )、聚脲 yurea)、聚酯、聚環氧化物（p〇〗yep〇xide)、聚酯多元，（Polyester p〇lyol)、矽氧改質聚氨基曱酸乙酷質聚酯等。 ,另外，低分子化合物的添加劑例如：1)期望提高塗佈 ^時，可使用與此目的相符的界面活性劑；2)必須提高抗靜電性時，可使用抗靜㈣；3)期望提高與基板的附著性，耐摩擦（mbbmg)性時，可使时垸偶聯劑、鈦系偶聯 ^或含裱氧基的化合物；另外，4)在低溫下進行醯亞胺化時’可使用醯亞胺化催化劑。 _上述矽烷偶聯劑的例子，可列舉：乙烯基三曱氧基矽烷二乙烯基三乙氧基矽烷、：^_(2_氨基乙基)_3_氨基丙基曱基三曱氧基矽烷、Ν-(2·氨基乙基)_3_氨基丙基三曱氧基矽烷L對氨基苯基三甲氧基矽烷、對氨基笨基三乙氧基矽烷、，氨基笨基二曱氧基矽烷、間氨基苯基三乙氧基矽烧、3_ 氨基丙基二甲氧基；^院、3·氨基丙基三乙氧基碎院、3·縮水甘，氧基丙基三甲氧基矽烷、3_縮水甘油氧基丙基曱基一甲氧基矽烷、2-(3,4-環氧環己基）乙基三甲氧基矽烷、3_ 94 200902519 $丙基曱基二甲氧基賴、3•氣基丙_氧基丙基三曱氧她、甲职-雙[3句驗魏絲)-丙胺、㈡化合物的例子，可列舉:乙二醇For example, the soluble polymer compound can be used as an additive in an organic solvent to control the electrical properties or alignment of the formed liquid crystal film by adding these polymer compounds. Examples of the polymer compound include bovine polyamine, p〇lyUrethane, polyurea yurea, polyester, polyepoxide (p〇 yep〇xide), polyester poly(, Polyester p〇lyol), oxime modified polyamino phthalic acid ethyl ester polyester. In addition, the additives of the low molecular compound are, for example: 1) when it is desired to improve the coating, a surfactant compatible with the purpose can be used; 2) when the antistatic property must be improved, antistatic (4) can be used; 3) the improvement is desired When the adhesion of the substrate and the friction resistance (mbbmg) are used, the ruthenium coupling agent, the titanium-based coupling or the oxime-containing compound may be used; and 4) when the oxime imidization is carried out at a low temperature, it may be used. Ruthenium amide catalyst. Examples of the above decane coupling agent include vinyl trimethoxy decane divinyl triethoxy decane, : (2 - aminoethyl) _ 3 - aminopropyl decyl tridecyloxy decane , Ν-(2·aminoethyl)_3_aminopropyltrimethoxy decane L-p-aminophenyltrimethoxydecane, p-aminophenyltriethoxydecane, aminophenyl decyloxydecane, M-aminophenyltriethoxysulfonate, 3-aminopropyldimethoxy;^院,3·aminopropyltriethoxysilane, 3·glycidyl, oxypropyltrimethoxydecane, 3 _ glycidoxypropyl decyl monomethoxy decane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxy decane, 3_ 94 200902519 $propyl decyl dimethoxy lysine, 3• Examples of compounds which may be exemplified by a gas-based propionyloxypropyl trioxane, a valer-double [3 sentences of Weisi)-propylamine, and (ii) compounds

醇縮水甘_、丙二醇二縮水甘㈣、三Ϊ 甘：^=水甘油_、新戊二;二 _、2,2-二淳新V :二水甘油_、甘油二縮水甘油 A24 Ρ π戍水甘油醚、U,5,6_四縮水甘、、ά 基，己二醇、Ν，Ν,Ν，，Ν，-四縮水甘油基-間-甲装一^由 1，3_雙(Ν，Ν-二縮水甘油基土 :-甲本-胺、 Ν，Ν，Ν，，Ν|,縮水甘油基从二氨基二笨匕=、以及上遠醯亞胺化催化劑的例子，可 _ 胺、三丙胺、三丁胺等脂肪族胺類；ν，ν =:、三乙胺:，代的苯胺、經嶋；:胺？: 曰鉍胺類，吡啶、經甲基取代的吡啶、妝#方喹咐―）、經甲基取代的哇嘛、經^ ^定、『 '經'基取代的異喧琳、晴取、二、 )、經f基取代的咪唾、以及經心：味咕等％式胺類。這些酿亞胺化催化射土代的味基苯胺、_絲胺、_絲胺、馳絲:巧_二？ t定、間經基財、對幾基吼咳、以及盈、相基二 =T，常為聚合物的_量的。1 “為0.1〜域。環氧化合物的添加量通= 95 200902519 合物的總重量的（U〜鳩，優選為卜游。。酿亞胺化催 =的添加量相對於聚醯胺酸以及其财 4〇.〇l：5t*，^ 0-05^3 ，不同而有所不同，通常為聚_酸以及其衍生物的總重1的〇〜30 wt%，優選為〇」〜i〇 wt%。 (Alcoholic water _, propylene glycol dimethyl condensate (four), three Ϊ Gan: ^ = water glycerol _, neopentyl; two _, 2, 2- bis new V: diglycerin _, glycerol diglycidyl A24 Ρ π 戍Glycidyl ether, U, 5,6_tetrahydrate, thiol, hexanediol, hydrazine, hydrazine, hydrazine, hydrazine, -tetraglycidyl-inter- 甲-一一1,3_双( Ν, Ν- diglycidyl base soil: - carbene-amine, hydrazine, hydrazine, hydrazine, hydrazine |, glycidyl group from diamino bismuth =, and an example of a far yttrium imidization catalyst, _ Aliphatic amines such as amine, tripropylamine, tributylamine; ν, ν =:, triethylamine: substituted aniline, hydrazine; amine: guanamine, pyridine, methyl substituted pyridine, Makeup #方奎咐-), wow replaced by methyl, ^^定, 『 ''substituent substituted 喧喧, 晴, 二, ), substituted by f base, and heart : miso and other amines. These brewing imidizations catalyze the generation of germline aniline, _ silk amine, sine amine, Chiss: Qiao _ II? t fixed, inter-based financial, cough on several bases, and surplus, phase two = T, often the amount of polymer. 1 "is 0.1 to the domain. The amount of the epoxy compound added = 95 200902519 The total weight of the compound (U ~ 鸠, preferably Buyou. The amount of the imidization = relative to the poly-proline and Its wealth 4〇.〇l:5t*,^ 0-05^3, varies from one to another, usually 聚~30 wt% of the total weight of poly-acid and its derivatives, preferably 〇"~i 〇wt%. (

、^發明的液晶配向劑的點度因塗佈的方法、聚醯胺酸以及，、何生物的濃度、所制的聚瞻酸以及其衍生物的，類丄溶劑的種類以及比例不同而多種多樣。例如，利用在通常的液晶顯示元件的製造步射所使用的印刷機（包括^版（offset)印刷機或喷墨（inkjet)印刷機）進行塗佈日守，所述黏度優選為3〜1〇〇 mPa.s (更優選為5〜 mPa s)。如果所述黏度小於3 mpa.s，則難以獲得充分的膜厚，如果所述黏度大於1〇〇 mPa.s，則印刷不均會變大。利用旋塗（spincoat)進行塗佈時，優選為3〜2〇〇mPa.s (更優選為5〜100 mPa.s)。液晶配向劑的黏度是利用旋轉黏度測定法進行測定，例如使用旋轉黏度計（東機產業製造的TVE-20L型）進行測定（測定溫度：25°C )。本發明的液晶配向膜疋以膜的狀恶來梧燒本發明的液晶配向劑而形成。所述液晶配向膜可通過如下方式形成：將本發明的液晶配向劑塗佈在例如液晶顯示元件用基板、或者氟化鈣或矽等的測定用基板上’然後將此液晶配向劑的膜加熱至例如150〜400°C ’優選為180〜28〇。〇。其中，液晶配向膜的膜厚優選為10〜300nm，更優選為3〇〜15〇 96 200902519 nm。另外，優選為液晶配向膜視需要而進行摩擦處理。所述液晶配向膜的臈厚可根據液晶配向劑的黏度或液晶配向劑的塗佈方法而進行調整。另外，液晶配向膜的膜厚可利用表面輪廓儀（profilometer )或橢偏儀 (ellipsometer )等熟知的膜厚測定裝置進行測定。此外，液晶配向膜中的成分視需要可進行水解等處理，並且可利用IR或MS等通常的分析手段進行分析。The degree of the liquid crystal alignment agent of the invention is different depending on the method of coating, the concentration of polyglycolic acid, the concentration of the organism, the polyglycolic acid produced, and the derivative thereof, the type and ratio of the terpenoid solvent. Diverse. For example, the coating is performed by a printing machine (including an offset printing machine or an inkjet printing machine) used in a manufacturing step of a usual liquid crystal display element, and the viscosity is preferably 3 to 1 〇〇mPa.s (more preferably 5 to mPa s). If the viscosity is less than 3 mpa.s, it is difficult to obtain a sufficient film thickness, and if the viscosity is more than 1 〇〇 mPa.s, the printing unevenness becomes large. When the coating is carried out by spin coating, it is preferably 3 to 2 Å mPa.s (more preferably 5 to 100 mPa.s). The viscosity of the liquid crystal alignment agent is measured by a rotational viscosity measurement method, and is measured by, for example, a rotary viscometer (TVE-20L type manufactured by Toki Sangyo Co., Ltd.) (measurement temperature: 25 ° C). The liquid crystal alignment film of the present invention is formed by calcining the liquid crystal alignment agent of the present invention in the form of a film. The liquid crystal alignment film can be formed by applying the liquid crystal alignment agent of the present invention to, for example, a substrate for a liquid crystal display element or a substrate for measurement such as calcium fluoride or ruthenium, and then heating the film of the liquid crystal alignment agent. For example, 150 to 400 ° C ' is preferably 180 to 28 Å. Hey. The film thickness of the liquid crystal alignment film is preferably 10 to 300 nm, and more preferably 3 to 15 〇 96 200902519 nm. Further, it is preferable that the liquid crystal alignment film is subjected to rubbing treatment as needed. The thickness of the liquid crystal alignment film can be adjusted according to the viscosity of the liquid crystal alignment agent or the coating method of the liquid crystal alignment agent. Further, the film thickness of the liquid crystal alignment film can be measured by a well-known film thickness measuring device such as a profilometer or an ellipsometer. Further, the components in the liquid crystal alignment film may be subjected to hydrolysis or the like as needed, and may be analyzed by usual analysis means such as IR or MS.

本發明的液晶顯示元件具有：υ相對配置的一對基板、2)形成於上述一對基板各自的相對之面上的本發明液晶配向膜、以及3)上述—對基板間所夾持著的液晶層。所述相對配㈣-對时電極的基板優選為透明基板（例如玻璃基板）。根據液晶顯示元件的形態，而在所述一對基板的至少片或者兩片基板的表面上設置電極。此電極如果是形成於基板的-面上的f極，舰無制限定。所述電極例如 :列舉氧化銦錫（Indium Tin 〇xide，IT〇)或金屬基鑛膜 2電極可形成在基板的整個表面上，也可形成為例如唾 =化的狀職。如果是未設㈣極縣板，則在基板、上形成本發賴液晶配向膜；如果是設有電極的基】曰電極上形成本發明的液晶配向膜。關於本發明的液日日配向膜的形成，如上所述。上述-對基板間所夾持著騎晶層含有液晶組合物。用、I 士 iaSs組合物並無特舰定，根據軸模式，也可使用"電吊數各向異性為正的液晶組合物、以及介電常數 97 200902519 向異性為負的液晶組合物中的任—組合物。這些液晶組合物中：含ί於一種或一種以上的光學活性化合物。 ;!電#數各向異性為正的較佳液晶組合物的例子，公佈在如下公報中：日本專利第3〇86228號公報、日本專利第2635435唬公報、日本專利特表平5-501735號公報、曰本專利特開平8_157826號公報、日本專利特開平8·23196〇號公報、日本專利特開平㈣〗644號公報（Ερ885272Α1 )、日本專利&開平9_3()2346號公報（Ερ·楊μ)、日本專利Φτ開平U99168號公報（Ερ722998Α1)、日本專利特開平9_235552號公報、日本專利特開平9-255956號公報、日本專利特開平9_241643號公報（ΕΡ885271Α1)、日本專利特開平10·2_16號公報（Ερ844229Αΐ)、日本專利特開平10 204436號公報 '日本專利特開平ι〇_23ι似號公報、日本專利特開2_._號公報、日本專利特開 2001-48822號公報等。 4苛⑴行「幵j 人雷顯示元件中所使用的液晶組合物，可作為 )广吊。"性為負的各種液晶組合物。較佳的液曰@ 合物的例子，A饮a , 孕乂住日〕农·日日組 A佈在如下公報中：日本專利特門日刀 57-114532號公報、曰太轰“ 不寻才J特開日口糞鮮本專利特開平2-彻號公報、日本 v ^ 85旒公報、日本專利特開平8-40953沪么報、日本專利特開平8_1〇4869號公儿 10-168076號公報、日太| $日本專利4寸開平 u μ 專利特開平10·168453號m 本專利特開平10-236989躲八初 ^ 10-236990號公報、日本專=、曰本專利特開平曰本專利特開平10韻992號公報、日 98 200902519 本專利特開平10-236993號公報、日本專利特開平 10-236994號公報、日本專利特開平ι〇_237〇〇〇號公報、曰本專利特開平10-237004號公報、日本專利特開平 10-237024號公報、日本專利特開平1〇_237〇35號公報、曰本專利特開平10-237075號公報、日本專利特開平 10-237076號公報、日本專利特開平1〇_237448號公報 (EP967261A1)、日本專利特開平1〇_287874號公報'曰本專利特開平10-287875號公報、日本專利特開平 10-291945號公報、日本專利特開平號公報、曰本專利特開平11-080049號公報、曰本專利特開 2000- 256307號公報、日本專利特開2〇〇1_〇19965號公報、曰本專利特開2001-072626號公報、日本專利特開 2001- 192657號公報等。本發明的液晶顯示元件當然也可具有其他構件。例如’在使用薄膜電晶體的彩色顯示（c〇l〇r display )的tfT 型液晶元件中，可在第一透明基板上形成薄膜電晶體、絕緣膜、保護膜、訊號電極（signal electrode )以及書素電極 4 ’並且在第二透明基板上具有遮蔽晝素區域以外的光的黑色矩陣（black matrix )、彩色濾光片（c〇i〇r fllter )、平坦化膜、晝素電極等。在VA型液晶顯示元件，特別是mva 型液晶顯示元件中，在第一透明基板上形成有稱為區域 (domain )的微小突起物，為了調整基板間的單元間隙（ceU gap)’也可形成間隔片（spacer)。本發明的液晶顯示元件可利用任意方法來製作，例如 99 200902519 可利用包括如下步驟的方法來製作：υ在上述二片透明基板上，佈液晶配向劑的步驟；2)將所塗佈的液晶配向劑ς =乾燥的步驟；3)為使經乾制液晶配向劑進行脫水、閉王=應而進行必需的加熱處理的步驟；4)對所獲得的配向 =于酉曰己：處理的步驟;5)將二片基板貼合後，在基板間 ’’文日日的步驟’或者在一片基板上滴加液晶後，使之鱼另一片基板貼合的步驟。〃 r \The liquid crystal display device of the present invention comprises: a pair of substrates disposed opposite to each other, 2) a liquid crystal alignment film of the present invention formed on an opposite surface of each of the pair of substrates, and 3) sandwiching between the substrates Liquid crystal layer. The substrate of the opposite (four)-phase electrode is preferably a transparent substrate (e.g., a glass substrate). Depending on the form of the liquid crystal display element, electrodes are provided on at least one of the pair of substrates or on the surfaces of the two substrates. If the electrode is an f-pole formed on the -plane of the substrate, the ship is not limited. The electrode may be, for example, an indium tin oxide (IT) or a metal-based mineral film. The electrode may be formed on the entire surface of the substrate, or may be formed, for example, in the form of saliva. If the (four) pole plate is not provided, the liquid crystal alignment film is formed on the substrate, and the liquid crystal alignment film of the present invention is formed on the substrate electrode provided with the electrode. The formation of the liquid daily alignment film of the present invention is as described above. The above-mentioned pair of holding layers between the substrates contains a liquid crystal composition. The composition of I, IASs is not specified. According to the axis mode, it is also possible to use a liquid crystal composition having positive electric anisotropy and a liquid crystal composition having a dielectric constant of 97 200902519. Any-composition. These liquid crystal compositions contain one or more optically active compounds. An example of a preferred liquid crystal composition in which the electric anisotropy is positive is disclosed in the following publication: Japanese Patent No. 3,862, 528, Japanese Patent No. 2,635,435, Japanese Patent Application No. 5-501735 Japanese Patent Laid-Open No. Hei 8-157826, Japanese Patent Laid-Open No. Hei 8-23196, Japanese Patent Unexamined Patent No. 644 (Ερ885272Α1), Japanese Patent & Kaiping 9_3() 2346 (Ερ·杨) 。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。。 Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. 2001-48822, and the like. 4 harsh (1) line "The liquid crystal composition used in the display device of 幵j" can be widely used. "There are various liquid crystal compositions with negative properties. A preferred example of liquid 曰@合合,A drink a In the following communiqué: Japanese patent special door Japanese knife 57-114532 bulletin, 曰太轰 "Do not find only J special open day mouth dung fresh patent special open flat 2 The Gazette, the Japanese v ^ 85旒 Gazette, the Japanese Patent Special Open 8-40953 Hu Mi, the Japanese Patent Special Kaiping 8_1〇4869, the public child 10-168076, the Japanese too | $ Japanese patent 4 inch Kaiping u μ patent特开平10·168453号 m This patent special Kaiping 10-236989 hides the beginning of the first ^ 10-236990 bulletin, Japan special = 曰专利专利专利专利专利专利专利专利专利专利专利 992 992 992 992 992 992 992 992 992 992 992 992 992 992 992 2009 2009 2009 2009 2009 2009 2009 2009 2009 Japanese Laid-Open Patent Publication No. Hei 10-236993, Japanese Patent Laid-Open No. Hei 10-236994, Japanese Patent Laid-Open Publication No. Hei No. Hei No. Hei No. 10-237004, Japanese Patent Laid-Open No. Hei 10-237004, Japanese Patent Laid-Open No. Hei 10-237024 Bulletin, Japanese Patent Laid-Open No. 1〇237〇35, 曰本专利特开平10-237075号Japanese Patent Laid-Open No. Hei 10-237076, Japanese Patent Laid-Open Publication No. Hei No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Laid-Open Patent Publication No. 2001-072626, Japanese Patent Laid-Open No. 2001-192657, and the like. The liquid crystal display element of the present invention may of course have other members. For example, in a tfT type liquid crystal element using a color display of a thin film transistor, a thin film transistor, an insulating film, a protective film, a signal electrode, and the like can be formed on the first transparent substrate. The book electrode 4' has a black matrix, a color filter (c〇i〇r fllter), a planarization film, a halogen electrode, or the like that shields light other than the halogen region on the second transparent substrate. In the VA type liquid crystal display element, particularly the mva type liquid crystal display element, minute protrusions called domains are formed on the first transparent substrate, and can be formed in order to adjust the cell gap (ceU gap) between the substrates. Spacer (spacer). The liquid crystal display element of the present invention can be produced by any method. For example, 99 200902519 can be produced by a method comprising the steps of: coating a liquid crystal alignment agent on the two transparent substrates; 2) applying the liquid crystal The alignment agent ς = the step of drying; 3) the step of performing the necessary heat treatment for dehydrating and drying the dried liquid crystal alignment agent; 4) the alignment obtained = the process of treatment: the treatment step (5) A step of bonding two substrates to each other, and then bonding the other substrate to the substrate after the liquid crystal is dropped on one of the substrates. 〃 r \

塗佈上述液晶配向劑的步驟中的塗佈方法，在本發E 、^可應料常所熟知的旋轉it (spinnei·)法、印刷法次〉貝（diPping)法、滴加法、喷墨法等。的古^上述乾燥步驟以及脫水反應巾進行必f的加熱處3 、/可應用.在烘箱（oven)或者紅外爐（infran :::力：Ϊ行加熱處理的方法、在加熱板(h〇t plate: 的範圍丁二二步驟，選為:===行加熱- 型液晶顯f ^件、QCB魏晶_元件、T] 進行的配向處理通常τ!:液元件中，對液晶_ 元件中，订摩擦處理。在VA型液晶顯方接/ 、況下是不進行摩擦處理的，但也可進行。合，然Ϊ在Ϊ;中片:二上f佈黏接劑而與另-片基板點注入法浐Η ,字液曰3,主入至廷些基板之間。使用滴加 -片基二ί合前將液晶滴加結板上，之後，用另、° 1賴或者料線賴合時所使用的黏接 100 200902519 劑硬化，從而製作本發明的液晶顯示元件。 #本發明的液晶顯示元件中，可安裝偏光板（偏光膜）、波片（wave plate)、光散射薄膜、驅動電路等。 [實施例] 以下，利用實施例來對本發明加以說明，但本發明遮不限定於這些實施例。實施例中所使用的化合物（B)、四羧酸二酐、二胺以及溶劑表示如下。對於在至此為止的說明中未以式表示的化合物以及溶劑，則用以下的代號表示。另外，容量的單位升（liter)以L表示。因此’ mL為毫升（milliliter )。 <化合物（B) > 化合物（B-1):丸善石油化學股份有限公司製造的 “3ΒΑΝΙ-Μ”a coating method in the step of applying the above liquid crystal alignment agent, a spinit (i) method, a printing method, a dipping method, a dropping method, an inkjet method which are commonly known in the present invention. Law and so on. The above-mentioned drying step and the dehydration reaction towel are carried out at the heating point 3, / can be applied. In an oven or infrared furnace (infran ::: force: a heat treatment method, on a heating plate (h〇 The range of t plate: is the second step, which is selected as: === row heating - type liquid crystal display, ^CC Weijing_element, T], the alignment process is usually τ!: liquid element, liquid crystal_ element In the case of VA type liquid crystal display, the friction treatment is not carried out, but it can also be carried out. The combination is then carried out; the middle piece: the second f-bonding agent and the other - The substrate substrate is injected into the method, and the liquid is 曰3, and is mainly introduced into the substrate between the substrates. The liquid crystal is added to the substrate before the addition of the substrate and the substrate is used, and then the other is used. The bonding device 100 200902519 used in the bonding process is hardened to produce the liquid crystal display element of the present invention. In the liquid crystal display device of the present invention, a polarizing plate (polarizing film), a wave plate, and light scattering can be mounted. Film, drive circuit, etc. [Examples] Hereinafter, the present invention will be described by way of examples, but the invention is not limited thereto. In the examples, the compound (B), the tetracarboxylic dianhydride, the diamine, and the solvent used in the examples are as follows. For the compounds and solvents which are not represented by the description so far, the following symbols are used. In addition, the unit liter of capacity is expressed by L. Therefore, 'mL is milliliter. <Compound (B) > Compound (B-1): "3ΒΑΝΙ-Μ manufactured by Maruzen Petrochemical Co., Ltd. ”

化合物（Β-2):丸善石油化學股份有限公司製造的 “ΒΑΝΙ-Χ，，Compound (Β-2): ΒΑΝΙ-Χ,, manufactured by Maruzen Petrochemical Co., Ltd.

化合物（Β-3):丸善石油化學股份有限公司製造的 “ΒΑΝΙ-Η，，Compound (Β-3): ΒΑΝΙ-Η,,, manufactured by Maruzen Petrochemical Co., Ltd.

101 200902519 <四羧酸二酐> 化合物（1) ··均苯四甲酸二酐化合物（7): 1,2,3,4-環丁烷四甲酸二酐 <二胺> 化合物（V-1 ) : 4,4'·二氨基二苯基甲烧化合物（W-2): 1,3-雙(對氨基节基笨基)丙炫 12PDA· 1-(正十二烧基)节基-3,5-苯二胺 <其他化合物> 4,4'-亞甲基雙(Ν,Ν-二縮水甘油基笨胺） 3,4-環氧環己烯基曱基_3i，4L環氧環己烯碳酸酯（產品名：CELLOXIDE 2021P/大賽璐化學工業 (Daicel Chemical industries)股份有限公司） 4,4_,亞甲基*(N,N_二羥基亞乙基丙烯酸酯苯胺） N’N_U，2^羥基亞乙基)雙丙烯醯胺 N，N，-亞甲基雙丙烯醯胺二丙烯酸乙二酯 <溶劑> NMP ‘ 曱基-2-«比洛燒酮 BC : 丁基溶纖劑（乙二醇單丁醚） [實施例1] 〈化合物（A-1-2-1)的合成⑴> 102 200902519 n-C-jgH33101 200902519 <tetracarboxylic dianhydride> Compound (1) ··Phenylenetetracarboxylic dianhydride compound (7): 1,2,3,4-cyclobutanetetracarboxylic dianhydride <diamine> (V-1) : 4,4'-diaminodiphenylmethane-sintered compound (W-2): 1,3-bis(p-amino-area-based) propyl chlorophyll 12PDA· 1-(n-d-decyl) ) benzyl-3,5-phenylenediamine <other compound> 4,4'-methylenebis(indole, fluorene-diglycidylamine) 3,4-epoxycyclohexenyl fluorenyl _3i, 4L epoxy cyclohexene carbonate (product name: CELLOXIDE 2021P/Daicel Chemical industries Co., Ltd.) 4,4_, methylene*(N,N-dihydroxyethylene acrylate Ester aniline) N'N_U, 2^hydroxyethylidene) bis acrylamide N,N,-methylenebis acrylamide ethylenediacetate <solvent> NMP '曱基-2-«Bilo Ketone BC: butyl cellosolve (ethylene glycol monobutyl ether) [Example 1] <Synthesis of Compound (A-1-2-1) (1) > 102 200902519 nC-jgH33

(第一步驟） <4-(正十六烷基)_3，，5L二硝基二苯甲酮的合成〉 (A 小2-1 )(First step) <4-(n-hexadecyl)_3,,5L dinitrobenzophenone synthesis> (A small 2-1)

n-C16H33—( L-三在女裝有滴液漏斗（dropping funnel)以及溫度計的1 口燒瓶（flask)中，投入市售的正十六烷基苯（5〇g : 165 mmol) ’然後使之溶解在二氣曱烷（25〇皿[)中。將溶液冷卻至5C，在其中添加氯化銘（33 g: 248 mmol)。接著液保持在5°C，—邊滴加在二氯甲烧（250 ^ (46g： 198 mmol) ✓谷液後’在至 >皿下搜拌12 拉杜 τ Λ ^ ^ ^使反應液在3 Μ鹽酸（500 =氣納水__將所在有機層中添加無水硫酸鎮m _mL)清洗。餾去而獲得粗姓曰定之乾燥，然後將溶劑減壓、…0 曰曰。矛丨J 用知二’ chromatography)(洗脫劑色譜法（column 純化，然後以曱笨進；n 將所獲得的粗結晶分離、叮丹結晶而猫炉二硝基二苯曱酮（產旦 &件4-(正十六烷基)-3’,5丨_ 7生里马69 g，吝、玄.从 (第二步驟）屋率為84%)。 103 200902519n-C16H33—(L-three is put into the commercially available n-hexadecylbenzene (5〇g: 165 mmol) in a flask with a dropping funnel and a thermometer. Dissolve in dioxane (25 〇 [[]. Cool the solution to 5C, add chlorinated (33 g: 248 mmol). Then keep the solution at 5 °C, add dropwise to Chloroform (250 ^ (46g: 198 mmol) ✓ After the trough, 'mix under the tray> 12 Ladu τ Λ ^ ^ ^ Let the reaction solution in 3 Μ hydrochloric acid (500 = gas water __ will be Add the anhydrous sulphuric acid town m _mL) to the organic layer for cleaning. Distillate to obtain the dryness of the crude sputum, then decompress the solvent, ... 0 曰曰. Spear 丨 J using the knowledge of '' chromatography' (eluent chromatography (column) Purification, and then stupid; n will be separated from the obtained crude crystals, ruthenium crystals and cat furnace dinitrodibenzophenone (produced & parts 4-(n-hexadecyl)-3',5丨 _ 7 Sheng Li Ma 69 g, 吝, Xuan. From (the second step) the house rate is 84%). 103 200902519

<1-(正十六烷基）苄$^3,5-二硝基苯的合成: NO〇在女裝有滴液漏斗以及溫度計的1 L_三口燒瓶中，投入月ί) 一步驟中所獲得的4-(正十六烷基)_3，,5，_二硝基二苯甲酮（69g+: 138mmol)，然後使之溶解在二氯曱烷（3〇〇mL) 中。接著-邊將溶液保持在5°c，_邊滴加四氯化欽 (39 g.207 mm〇i)’接著滴加三乙基矽烷（48 g:414mm〇i) 後，在室溫下攪拌3小時。使反應液在3 M鹽酸（5〇〇 mL) 中終止反應，用飽和碳酸氫鈉水溶液（5〇〇mL)將所獲得的有機層清洗兩次’接著用純水（5QQmL)清洗。在有機層=添加無水微❹使之乾燥，絲將溶_壓德去而獲得粗結晶。利用柱色譜法（洗脫劑：甲苯）將所獲得的粗結晶+分離純化，然後以庚烷進行再結晶而獲得丨·(正十六烷基)节基-3,5-二硝基苯（產量為49g，產率為㈣❶）。 (第三步驟） <1-(正十六烷基)苄基_3,5_苯二胺的合<1-(N-hexadecyl)benzyl$^3,5-dinitrobenzene Synthesis: NO〇In a 1 L_three-necked flask with a dropping funnel and a thermometer, put into the month ί) 4-(n-hexadecyl)_3,5,-dinitrobenzophenone (69 g+: 138 mmol) obtained in the residue was dissolved in dichloromethane (3 mL). Then, while maintaining the solution at 5 ° C, _ while adding tetrachlorinated (39 g. 207 mm 〇i)' followed by the dropwise addition of triethyl decane (48 g: 414 mm 〇 i), at room temperature Stir for 3 hours. The reaction was quenched with EtOAc (3 mL EtOAc)EtOAc. In the organic layer = anhydrous micro-entrants were added to dry them, and the silk was dissolved to obtain crude crystals. The obtained crude crystals were separated and purified by column chromatography (eluent: toluene), and then recrystallized from heptane to obtain 丨·(n-hexadecyl)benzyl-3,5-dinitrobenzene. (The yield was 49 g and the yield was (iv) ❶). (third step) <1-(n-hexadecyl)benzyl-3,5-phenylenediamine

___ nh2 n-Ci6H33~-^~~^)~c 在高壓釜（amoclave)反應管中，投入前—步驟獲得的κ正十六院餅基u肖基苯（49g:iG2m 以及鈀碳粉末（5_〇 g)，再添加曱苯(25〇虹 ) (250 mL )。接著在490 kPa的氫壓、室溫下進行 —，過濾分離把錄末，將溶劑減壓鶴去。利難色譜法（洗 104 200902519 脫劑.二氣甲烷/甲醇混合溶劑（容量比為10/1))將所獲知·的粗結晶分離純化，然後以曱苯進行再結晶而獲得丨_(正十六烷基)苄基-3,5-苯二胺（產量為38g，產率為88%)。 1H-NMR (ppm)；〇.88 (t, -CH3, 3H, J = 6.8 Hz), 1-25-1.59 (m, -CH2-, 28H), 2.55 (t, -CH2-, 2H, J = 7.8 Hz), 3.50 (br. s, -NH2, 4H), 3.75 (s, -CH2-, 2H), 5.89 (t, arm. H!___ nh2 n-Ci6H33~-^~~^)~c In the autoclave (amoclave) reaction tube, the κ正六院院基基u 肖基苯 obtained by the pre-step process (49g: iG2m and palladium carbon powder) (5_〇g), add benzene (25 〇 rainbow) (250 mL), then carry out hydrogen pressure at 490 kPa, at room temperature -, filter and separate the end of the recording, decompress the solvent and remove the crane. Chromatography (washing 104 200902519 stripping. Dihydromethane/methanol mixed solvent (volume ratio 10/1)) The crude crystals obtained are separated and purified, and then recrystallized from toluene to obtain 丨_(正十六Alkyl)benzyl-3,5-phenylenediamine (yield 38 g, yield 88%). 1H-NMR (ppm); 〇.88 (t, -CH3, 3H, J = 6.8 Hz), 1 -25-1.59 (m, -CH2-, 28H), 2.55 (t, -CH2-, 2H, J = 7.8 Hz), 3.50 (br. s, -NH2, 4H), 3.75 (s, -CH2-, 2H), 5.89 (t, arm. H!

1H, J = 1.9 Hz), 5.97 (d, arm. Η, 2H, J = 1.0 Hz), 7.07-7.11 (m, arm. H，4H) 熔點：78.7-80.8t： (第四步驟） > <l-(正十六烷基)节基_3,5_雙順丁烯二醯亞胺的合成1H, J = 1.9 Hz), 5.97 (d, arm. Η, 2H, J = 1.0 Hz), 7.07-7.11 (m, arm. H, 4H) Melting point: 78.7-80.8t: (fourth step) ><1-(N-hexadecyl))-based synthesis of 3,5-bis-non-butylene diimine

在安裝有滴液漏斗以及溫度計的5〇〇 mL-三口燒瓶中技入順丁稀一酸酐（18 g : 185 mmol)，然後使之溶解在丙酮（100mL)中。於其中滴加在丙酮（1〇〇mL)中溶解有前一步驟所獲得的K(正十六烷基）节基_3,5_笨二胺 (35 g : 83 mmol)的溶液。滴加結束後，在室溫下攪掉$ 小時，然後在其中添加乙酸酐（51 g : 498 mm〇l)以及乙酸鈉（l.4g: nmm〇l)，加熱回流3小時。放置冷卻後，使反應混合溶液在二氣甲烷（5〇〇mL)中終止反應，用純欠（500 mL )清洗二次。在有機層中添加無水硫酸鎂而之乾燥，然後將溶劑減壓餾去。利用柱色譜法（洗脫劑： 105 200902519 甲苯/乙酸乙醋混合溶劑（容量比為5/1))將所獲得的粗結晶分離純化，從而獲得1-(正十六烷基）苄基_3,5_雙順丁烯一醯亞胺（產量為37 g，產率為76%)。 1H-NMR (ppm): 0.88 (t, -CH3, 3H, J = 6.9 Hz), 1.25-1.57 (m, -CH2-, 28H), 2.56 (t, -CH2-, 2H J = 7.8 Hz)5 4.02 (s, -CH2-, 2H), 6.84 (s, -CH=, 4H), 7.11 (s, arm. H, 4H), 7.22 (d，arm. Η, 2H, J = 1.5 Hz), 7.30 (t, arm. H, -1H, J = 2.0In a 5 〇〇 mL-three-necked flask equipped with a dropping funnel and a thermometer, cis-succinic anhydride (18 g: 185 mmol) was introduced, and then dissolved in acetone (100 mL). A solution of K (n-hexadecyl) nodal group -3,5-stactylamine (35 g: 83 mmol) obtained in the previous step was dissolved in acetone (1 mL). After the completion of the dropwise addition, the mixture was stirred at room temperature for several hours, and then acetic anhydride (51 g: 498 mm 〇l) and sodium acetate (1.4 g: nmm 〇l) were added thereto, and the mixture was heated under reflux for 3 hours. After standing to cool, the reaction mixture solution was quenched in di-methane (5 mL) and washed twice with pure EtOAc (500 mL). Anhydrous magnesium sulfate was added to the organic layer to dry, and then the solvent was evaporated under reduced pressure. The obtained crude crystals were separated and purified by column chromatography (eluent: 105 200902519 toluene/ethyl acetate mixed solvent (capacity ratio: 5/1)) to obtain 1-(n-hexadecyl)benzyl group. 3,5-bis-n-butenyl imine (yield 37 g, yield 76%). 1H-NMR (ppm): 0.88 (t, -CH3, 3H, J = 6.9 Hz), 1.25-1.57 (m, -CH2-, 28H), 2.56 (t, -CH2-, 2H J = 7.8 Hz)5 4.02 (s, -CH2-, 2H), 6.84 (s, -CH=, 4H), 7.11 (s, arm. H, 4H), 7.22 (d, arm. Η, 2H, J = 1.5 Hz), 7.30 (t, arm. H, -1H, J = 2.0

Hz) (第五步驟）〈烯丙基環戊二烯的合成> 根據有機合成法手冊第501頁丸善（199〇)所公佈的方法，將市售的環己二烯進行熱分解而獲得環戊二烯。在女裝有溫度計、滴液漏斗以及氮氣導入管的三口燒瓶中，投入氫化鈉（4.5 g: 189 mmol)，再添加脫水四氫呋喃（25 mL) ’將溶液冷卻至_2〇°c。接著一邊將液溫保持在_2〇。〇， —邊滴加所獲得的環戊二烯（u g: 172mm〇1)。滴加結束，，一邊將液溫保持在-2(TC，一邊在氮氣環境下攪拌}小時。然後一邊將反應混合溶液保持在_2〇〇c , 一邊滴加在脫水四氫咬喃（25mL)中溶解有稀丙基氯（14g)的溶液。 =加結束後，將反應混合溶液升溫至室溫，然後在氮氣環衩下在室溫下攪拌1小時。使反應混合溶液在甲苯（1〇〇 mL)中終止反應，用純水（1〇〇 mL)清洗三次。然後在有機層中添加無水硫顏而使之乾燥後，將乾賴過滤分離而獲得烯丙基環戊二烯的甲笨溶液。 106 200902519 (第六步驟）〈化合物（A-1-2-1)的合成> 一在所獲得的甲苯溶液中，添加之前所合成的 1-(正十六 =基)节基-3,5-雙順丁稀二酿亞胺（2〇 g : 34顏⑷，然後Hz) (Fifth step) <Synthesis of allylcyclopentadiene> According to the method disclosed in Maruzen (199〇) on page 501 of the Handbook of Organic Synthesis, commercially available cyclohexadiene is thermally decomposed to obtain Cyclopentadiene. Sodium hydride (4.5 g: 189 mmol) was added to a three-necked flask equipped with a thermometer, a dropping funnel and a nitrogen inlet tube, and dehydrated tetrahydrofuran (25 mL) was added to cool the solution to _2 °C. Then keep the liquid temperature at _2 一边. 〇, - The obtained cyclopentadiene (u g: 172 mm 〇 1) was added dropwise. At the end of the dropwise addition, while maintaining the liquid temperature at -2 (TC, while stirring under a nitrogen atmosphere for 1 hour), the reaction mixture solution was kept at _2 〇〇c while being added dropwise to dehydrated tetrahydrotetramine (25 mL). A solution in which dipropyl propyl chloride (14 g) was dissolved. After the end of the addition, the reaction mixture solution was warmed to room temperature, and then stirred at room temperature for 1 hour under a nitrogen atmosphere. The reaction mixture solution was allowed toluene (1) The reaction was terminated in 〇〇mL), and washed three times with pure water (1 mL). Then, after adding anhydrous sulfur to the organic layer and drying it, the dry lye was separated by filtration to obtain allylcyclopentadiene. 106 200902519 (Sixth step) <Synthesis of Compound (A-1-2-1)> - In the obtained toluene solution, the 1-(positive sixteen-base) section synthesized before the addition Base-3,5-bis-butadiene di-iminoimine (2〇g: 34yan(4), then

^鼠氣環境下加熱喊M、時。放置冷卻後，使反應混合甲苯（100 mL)中終止反應，用純水（1〇〇mL)清 I二次。在有機層中添加無水硫酸鎂而使之乾燥，然後將 ^劑減壓齡。柱色譜法（洗_ :甲苯）將所獲得 =粘性液體分離純化，從而獲得目標化合物（A _丨_ 2 _丨）（產量為17 g，產率為63%)。 [實施例2] <化合物（A-1-2-1)的合成（2) n-C16H33^When the mouse is heated, shout M, when. After standing to cool, the reaction was quenched in toluene (100 mL) and the reaction was quenched twice with purified water (1 mL). Anhydrous magnesium sulfate was added to the organic layer to dry it, and then the agent was decompressed. Column chromatography (washing: toluene) was used to separate and purify the obtained viscous liquid to obtain the objective compound (A _ 丨 _ 2 _ 丨) (yield: 17 g, yield 63%). [Example 2] <Synthesis of Compound (A-1-2-1) (2) n-C16H33

、，使用安裝有滴液漏斗以及溫度計的200 mL三口燒瓶，將實施例1的第三步驟中所獲得的1-( ^^^10g(23,mmo〇^5〇^；；^ 其中滴加在3〇 mL❸DMF中溶解有稀丙基雙環以1]庚_5_烯-2,3-二舰酐10.6g (如mm〇l)的溶液，基雙環[2,2,1]庚㈣办二麵酐是利用日本專 ^開平G8-277265號公報中所公佈的方法而合成。接著 -邊將溶液保持在机，—邊錢氣環境下雜6小時。 ]〇7 200902519 再在其中添加乙酸酐14.5g(M2mmol)，在氮氣環境下在 10 0 C下攪拌2小時。然後將所獲得的反應溶液投入至純水 200 mL-乙酸乙酯2〇〇 mL的混合溶液中，用純水將所獲得的有機層清洗三:欠。在錢層巾添加無水硫酸鎮而^之乾燥，然後將溶劑減壓餾去而獲得粗結晶。利用柱 ^ 2法（甲苯.乙酸乙酯=2 :丨）將所獲得的粗結晶分離純化’從而獲得黃色糖漿狀化合物（A-1-2-1)。 [實施例3] 〈化合物（A-1-5-1)的合成>1-( ^^^10g(23,mmo〇^5〇^;; A solution of a dipropyl bicyclic ring with 1]g-5-ene-2,3-di-carbox anhydride 10.6 g (eg mm〇l) dissolved in 3〇mL❸DMF, based on bicyclo[2,2,1]g (four) The dihedral anhydride is synthesized by the method disclosed in Japanese Patent Publication No. G8-277265. Then, the solution is kept in the machine, and the mixture is mixed for 6 hours. ]〇7 200902519 Add B to it. 14.5 g (M2 mmol) of an acid anhydride was stirred under a nitrogen atmosphere at 100 ° C for 2 hours. Then, the obtained reaction solution was poured into a mixed solution of 200 mL of pure water and 2 mL of ethyl acetate, and pure water was used. The obtained organic layer was cleaned three: owed. The anhydrous layer of sulphuric acid was added to the money layer, and then the solvent was evaporated under reduced pressure to obtain a crude crystal. Using a column method (toluene. ethyl acetate = 2 : 丨The crude crystal obtained was separated and purified to obtain a yellow syrupy compound (A-1-2-1). [Example 3] <Synthesis of Compound (A-1-5-1) >

(A-1-5-1 ) 输安衣有滴液漏斗以及溫度計的200 mL二口燒瓶，使利用日本專利牲η ^ mi 一〜方法而合成的5^(4i4 6263G號公射所公佈的 1，3-二氨基苯環己基)環己基)苯基)·甲基然後於其中滴加在3(^^容解在5〇mL的歷中。 [HI]庚-5-烯-23 -鉍巾溶解有烯丙基雙環所述稀丙基1*[2:=:26 3“一利特開平〇8_2職賊酐是湘日本專 & A報中所公佈的方法而合成。接著 108 200902519 一邊將溶液保持在5〇t , 一邊在氮氣環境下攪拌6小時。再在其中添加乙酸酐14.2 g( 139 mm〇l)，在氮氣严产下 100 C下攪拌2小時。然後使所獲得的反應溶液在純水2⑻ mL/乙酸乙酯200mL的混合溶液中終止反應，用純水 mL將所獲得的有機層清洗三次。在有機層中添加無水硫酸鎂而使之乾燥，然後將溶劑減壓餾去而獲得粗妗二^ 用柱色譜法（甲苯，乙酸乙酿=2 : υ將所獲得:：結晶分離純化，從而獲得黃色糖漿狀化合物曰 [聚合例1] ° <聚醯胺酸的合成> 在具有溫度計、授拌機、原料投入口以及氮氣導入口的100 mL-四口燒瓶中，投入化合物（V4) (2卯3 以及脫水NMP ( 58.3 g)，在乾氣流下縣溶^菩添加化合物（7)(2.361 g)、化合物（1)(〇 6563 室溫環境下反應30小時。在反應中反應溫度上升^將^ 應溫度抑制在約小於等於7 〇。(：而使之反應。在所獲得的應液中添加BC (37.7 g) ’來製備聚醯胺酸漠度為6 w 的溶液（PA1 )。所獲得的聚醯胺酸的重量平均分旦 54,000。 -刀里為其中，聚醯胺義重量平均分子量是通過 :重量比）_液來稀釋所獲得的聚_ 酸，以使聚醯胺酸濃度達到約1 wt%，然後使用 Chr〇m_acC-R7A (島津製作所製造），以上述稀展開劑且 GPC進行㈣，再進行聚笨乙㈣算而求 109 200902519 =另外’管妓使用GFJHQ (昭和電讀份有限公司策〇 ’在管柱溫度為赃、流速為〇·6 mL/min的行測定。 [聚合例2以及3] 、如表1所示，除了變更四羧酸二酐、二胺以及溶劑的組成以外，依照聚合例丨來製備聚醯胺酸溶液pA2以及 PA3 °將包括聚合例1的結果匯總於表1中。 <表1> 聚合例 NO. 聚醯胺酸溶液（代號）四羧酸二酐 (莫耳分率）二胺 (莫耳分率）聚醯胺酸重量平均分子量 1 PA1 化合物（1 ) 化合物（7 ) 0.1 0.4 化合物 (V-1) 0.5 54,000 2 PA2 化合物（1 ) 化合物（7) 0.1 0.4 化合物 (W-2) 0.5 83,000 3 PA3 化合物（7) 0.5 12PDA 0.5 36,000 [實施例4] <液晶配向劑的製備> 將化合物（A-1-2-1) (6 g)溶解在NMP (6 g)中，製成濃度為50 wt%的溶液。之後，添加NMP/Bc=i/i (重量比）的混合溶劑’來製備化合物（A-1-2-1)的濃度為Π 110 200902519(A-1-5-1) A 200 mL two-necked flask equipped with a dropping funnel and a thermometer, and a 5^ (4i4 6263G) publicized by the Japanese patent η ^ mi - method 1,3-Diaminophenylcyclohexyl)cyclohexyl)phenyl)·methyl is then added dropwise thereto at 3 (^^ to a solution of 5 〇mL. [HI]hept-5-ene-23- The towel is dissolved with allyl bicyclol. The dilute propyl 1*[2:=:26 3"-Lite Kaiping 〇8_2 thief anhydride is synthesized by the method published in the Japanese special & A newspaper. Then 108 200902519 While stirring the solution at 5 Torr, it was stirred under a nitrogen atmosphere for 6 hours. Then, 14.2 g (139 mm 〇l) of acetic anhydride was added thereto, and the mixture was stirred under a nitrogen atmosphere at 100 C for 2 hours. The reaction solution was quenched in a mixed solution of pure water 2 (8) mL / ethyl acetate 200 mL, and the obtained organic layer was washed three times with pure water mL. Anhydrous magnesium sulfate was added to the organic layer to dry it, and then the solvent was reduced. By distillation, the crude ruthenium is obtained by column chromatography (toluene, acetic acid, ethyl acetate = 2: υ: obtained: separation and purification of crystals, thereby obtaining yellow syrup曰 [Polymerization Example 1] ° <Synthesis of Poly-Proline Acid> Compound (V4) was placed in a 100 mL-four-necked flask equipped with a thermometer, a mixer, a raw material inlet, and a nitrogen inlet. 3 and dehydrated NMP (58.3 g), under the dry air stream, the compound (7) (2.361 g) and the compound (1) (〇 6563 are reacted at room temperature for 30 hours. The reaction temperature rises during the reaction ^ ^ The temperature should be suppressed to about 7 小于 or less (: and reacted. Add BC (37.7 g) ' to the obtained solution to prepare a solution with a polyglycine inversion of 6 w (PA1 ). The obtained polyamic acid has an average weight of 54,000. - The knives are wherein the polyamine weight average molecular weight is obtained by diluting the obtained poly-acid with a weight ratio of _ liquid to make the poly-proline concentration Up to about 1 wt%, and then using Chr〇m_acC-R7A (manufactured by Shimadzu Corporation), using the above-mentioned dilute developer and GPC (4), and then performing polystyrene (4) to calculate 109 200902519 = In addition, 'tube GFJHQ (Showa Electric) Reader Co., Ltd.'s determination of the column temperature is 赃, the flow rate is 〇·6 mL/min [Polymerization Examples 2 and 3] As shown in Table 1, in addition to changing the composition of the tetracarboxylic dianhydride, the diamine, and the solvent, the preparation of the polyaminic acid solution pA2 and PA3 ° according to the polymerization example will include a polymerization example. The results of 1 are summarized in Table 1. <Table 1> Polymerization Example NO. Polyproline solution (code) Tetracarboxylic dianhydride (mol fraction) Diamine (mol fraction) Polyglycine weight Average molecular weight 1 PA1 Compound (1) Compound (7) 0.1 0.4 Compound (V-1) 0.5 54,000 2 PA2 Compound (1) Compound (7) 0.1 0.4 Compound (W-2) 0.5 83,000 3 PA3 Compound (7) 0.5 12PDA 0.5 36,000 [Example 4] <Preparation of liquid crystal alignment agent> The compound (A-1-2-1) (6 g) was dissolved in NMP (6 g) to prepare a solution having a concentration of 50% by weight. Thereafter, a mixed solvent of NMP/Bc = i / i (weight ratio) was added to prepare a compound (A-1-2-1) at a concentration of Π 110 200902519

Wi%的液晶配向劑。 <液晶顯示元件的製作> 使用旋轉器，將所獲得的液晶配向劑 ITO電極的破璃基板上，形成m厚為Μ職土布在兩片附有在80VT加熱乾燥約5分鐘，然後在赋下H膜後，分鐘而形成液晶配向膜。接著，將表晶的這，板在超純水中進行5分鐘超聲:;=配：在烘相中在120 C下乾燥3〇分鐘。在片破％基板上散佈4 μηι的間隙材料，以形成有液晶配向膜的面作為内側來配置兩片戚瑞基板’然後用環氧硬化劑進行密封（seal)，來製作間陣為4 的平行單兀（parallel cell)。在此單元中，注入卞述液晶組合物，用光硬化劑來密封注入口。接著，在ll〇C下加熱處理3〇分鐘，從而製成液晶顯示元件。 111 200902519Wi% liquid crystal alignment agent. <Production of Liquid Crystal Display Element> Using a rotator, the obtained liquid crystal alignment agent ITO electrode was formed on a glass substrate to form an m-thickness soil cloth on both sheets and heat-dried at 80 VT for about 5 minutes, and then After the H film was added, the liquid crystal alignment film was formed in a minute. Next, the plate, the plate, was sonicated in ultrapure water for 5 minutes:; = with: dried in a baking phase at 120 C for 3 minutes. Dispersing a gap material of 4 μm on the sheet of % of the substrate, and arranging two sheets of the ruthenium substrate as the inner side of the surface on which the liquid crystal alignment film was formed, and then sealing with an epoxy hardener to make an inter-array of 4 Parallel cell. In this unit, a liquid crystal composition is injected, and a light hardener is used to seal the injection port. Subsequently, heat treatment was carried out at ll 〇 C for 3 〇 minutes to prepare a liquid crystal display element. 111 200902519

C 液晶組合物 c3h7C liquid crystal composition c3h7

0-CH30-CH3

C3H7 CSH” C3Hr C5H” c2h5 C3H7 c3h7 C5H11C3H7 CSH" C3Hr C5H" c2h5 C3H7 c3h7 C5H11

5wt% 7wt% 8wt% 8wt% 14wt% 14wt% 10wt% 10wt% 12wt% 12wt% <電氣特性的評價> 對於所獲得的液晶顯示元件，以如下方式來測定電壓保持率，並且評價液晶的配向性。 (1)電壓保持率的測定 112 200902519 使用東陽科技（TOYO TECHNOLOGY)製造的液晶物性評價裝置6254型來測定電壓保持率。測定條件是：栅極寬度（gate width )為60 ps，頻率為0.3 Hz，波高（wave height)為±5 V，測定溫度設為60°C。所述值越大，則電氣特性越好。結果示於表2。 (2 )液晶的配向性在溫度為1 〇〇。〇的氣體環境中將液晶顯示元件放置 100小時，然後用偏光顯微鏡來觀察液晶顯示元件，將無異常區域的情況判斷為“良好”。結果示於表2。 [實施例5] 將化合物（A-1-2-1) (1.2g)以及化合物（B-1) (4 8 g)溶解在NMP(6g)中，製成濃度為50wt%的溶液。之後’添加NMP/BC=l/i (重量比）的混合溶劑，來製備固體成分濃度為17 wt°/〇的液晶配向劑。然後使用所獲得的液晶配向劑’以與實施例4相同的方式來製作液晶顯示元件’並且評價電氣特性。結果示於表2。 [實施例6] 將化合物（A-1-2-1) ( 1.2 g)以及化合物（B-2) (4 8 g)溶解在NMP(6g)中，製成濃度為50wt%的溶夜。之後’添加NMP/BC=l/l (重量比）的混合溶劑，來製備固體成分濃度為17 wt%的液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示_ 件，並且評價電氣特性。結果示於表2。 [實施例7] 113 200902519 將化合物（A-l-2-1 )(丨.2 g)以及化合物（B-3) (4.8 g)溶解在NMP ( 6 g)中，製成濃度50 wt°/〇的溶液。之後，添加NMP/BC = 1/1 (重量比）的混合溶劑，來製備固體成分濃度為17 wt°/〇的液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例8] 將聚合例1中所合成的濃度為6 wt%的聚醯胺酸溶液 (PA1 )與濃度為6 wt%的化合物（)的NMP溶液，以重量比8/2進行混合。之後，添加NMP/BC= 1/1 (重量比）的混合溶劑，來製備固體成分濃度為4 wt%的液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例9] 將聚合例2中所合成的濃度為6 wt%的聚醯胺酸溶液 (PA2)與濃度為6 wt%的化合物（A-1-2-1)的NMP溶液，以重量比8/2進行混合。之後，添加nmP/BC= 1/1 (重量比）的混合溶劑，來製備固體成分濃度為4 wt%的液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例10] 在實施例4中所製備的濃度為17 wt%的溶液中，以相 114 200902519 對於化合物（A-1-2-1 )的重量比為0·2的比例，添加4,4'-亞曱基雙(Ν,Ν-二縮水甘油基苯胺），來製備液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例3相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例11] 在實施例4中所製備的濃度為17 wt%的溶液中，以相對於化合物（A-1-2-1)的重量比為0.2的比例，添加3,4-環氧環己烯基曱基-3',4’-環氧環己烯碳酸酯，來製備液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例12] 在實施例4中所製備的濃度為17 wt%的溶液中，以相對於化合物（A-1-2-1)的重量比為0.3的比例，添加4,4’-亞曱基雙(Ν,Ν-二羥基亞乙基丙烯酸酯苯胺），來製備液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例13] 在實施例4中所製備的濃度為17 wt%的溶液中，以相對於化合物（A-1-2-1)的重量比為0.2的比例，添加风沖-(1,2-二羥基亞乙基）雙丙烯醯胺，來製備液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於 115 200902519 表2。 [實施例14] 在實施例4中所製備的濃度為17加％的溶液中，以對於化合物（A-1-2-1)的重量比為Q.2的比例，添加亞甲基雙丙烯醯胺，來製備液晶配向劑。織使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶^示元件，並且評價電氣特性。結果示於表2。 [實施例15] 在實施例4中所製備的濃度為17 wt%的溶液中，以相對於化合物（Α-1_2·1)的重量比為〇.2的比例，添加二丙稀酸乙一i旨’來製備液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例4相_方式絲作液晶顯示元件，並且評價電氣特性。結果示於表2。 [實施例16] ,=化合物（A-1-5-1) (6 g)溶解在_!> g)中， ^成浪度為50 wt%的溶液。之後，添加NMp/BC=1/l (重量比）的混合溶劑，來製備化合物（Α.1_2·1)的濃度為17 对％的溶液。然後使用所獲得的液晶配向劑，以與實施例 4相同的方式來製作液晶顯示元件，並^評價電氣特性。結果示於表2。 [實施例17] 在實施^16中所製備的濃度為17痛的溶液中，以於化。物（A小5-1)的重量比為ο]的比例’添加 ,(丨，2-—羥基亞乙基）雙丙烯醯胺，來製備液晶配向 116 200902519 劑。使用所獲得的液晶配向劑，以與實施例4相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。 [比較例1] 將聚合例1中所合成的濃度為6 wt%的聚醯胺酸溶液 (PA1 )與聚合例3中所合成的濃度為6 wt%的聚醯胺酸溶液（PA3 )，以重量比8/2進行混合。之後，添加NMP/BC = 1/1(重量比）的混合溶劑，來製備固體成分濃度為4 wt% 的液晶配向劑。然後使用所獲得的液晶配向劑，以與實施例2相同的方式來製作液晶顯示元件，並且評價電氣特性。結果示於表2。〈表2> 實施例NO. 電壓保持率（％) 液晶的配向性 4 95.8 良好 5 96.0 良好 6 96.1 良好 7 96.0 良好 8 95.9 良好 9 96.0 良好 10 95.4 良好 11 95.6 良好 12 95.6 良好 13 95.5 良好 14 95.5 良好 15 96.0 良好 16 95.2 良好 17 95.0 良好比較例1 94.8 不良 117 200902519 如上所述，使用含有本發明經烯丙基取代的耐地醯亞胺化合物的液晶配向劑來形成液晶配向膜時，可獲得電壓保持率高、且液晶配向性的經時劣化得到顯著抑制的液晶顯示元件。【圖式簡早說明】無【主要元件符號說明】無5 wt% 7 wt% 8 wt% 8 wt% 14 wt% 14 wt% 10 wt% 10 wt% 12 wt% 12 wt% <Evaluation of electrical characteristics> With respect to the obtained liquid crystal display element, the voltage holding ratio was measured in the following manner, and the alignment of the liquid crystal was evaluated. Sex. (1) Measurement of voltage holding ratio 112 200902519 The voltage holding ratio was measured using a liquid crystal property evaluation device 6254 manufactured by TOYO TECHNOLOGY. The measurement conditions were as follows: gate width of 60 ps, frequency of 0.3 Hz, wave height of ±5 V, and measurement temperature of 60 °C. The larger the value, the better the electrical characteristics. The results are shown in Table 2. (2) The alignment of the liquid crystal at a temperature of 1 〇〇. The liquid crystal display element was placed in a helium gas atmosphere for 100 hours, and then the liquid crystal display element was observed with a polarizing microscope, and the case where no abnormal region was present was judged as "good". The results are shown in Table 2. [Example 5] The compound (A-1-2-1) (1.2 g) and the compound (B-1) (48 g) were dissolved in NMP (6 g) to prepare a solution having a concentration of 50% by weight. Thereafter, a mixed solvent of NMP/BC = 1 / i (weight ratio) was added to prepare a liquid crystal alignment agent having a solid concentration of 17 wt / 〇. Then, the liquid crystal display element ' was produced in the same manner as in Example 4 using the obtained liquid crystal alignment agent' and the electrical characteristics were evaluated. The results are shown in Table 2. [Example 6] The compound (A-1-2-1) (1.2 g) and the compound (B-2) (48 g) were dissolved in NMP (6 g) to give a solvent concentration of 50 wt%. Thereafter, a mixed solvent of NMP/BC = 1 / l (weight ratio) was added to prepare a liquid crystal alignment agent having a solid concentration of 17 wt%. Then, using the obtained liquid crystal alignment agent, a liquid crystal display device was fabricated in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 7] 113 200902519 The compound (Al-2-1) (丨.2 g) and the compound (B-3) (4.8 g) were dissolved in NMP (6 g) to have a concentration of 50 wt/〇. The solution. Thereafter, a mixed solvent of NMP/BC = 1/1 (weight ratio) was added to prepare a liquid crystal alignment agent having a solid component concentration of 17 wt / 〇. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 8] A polyglycine solution (PA1) having a concentration of 6 wt% synthesized in Polymerization Example 1 and a NMP solution of a compound () having a concentration of 6 wt% were mixed at a weight ratio of 8/2. Thereafter, a mixed solvent of NMP/BC = 1/1 (by weight) was added to prepare a liquid crystal alignment agent having a solid concentration of 4 wt%. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was fabricated in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 9] A polyamine solvent solution (PA2) having a concentration of 6 wt% synthesized in Polymerization Example 2 and a NMP solution of a compound (A-1-2-1) having a concentration of 6 wt% were weighed. Mix than 8/2. Thereafter, a mixed solvent of nmP/BC = 1/1 (weight ratio) was added to prepare a liquid crystal alignment agent having a solid concentration of 4 wt%. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was fabricated in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 10] In the solution having a concentration of 17 wt% prepared in Example 4, 4 was added in a ratio of phase 114 200902519 to the weight ratio of the compound (A-1-2-1 ) of 0.2. 4'-Acrylylene bis(hydrazine, hydrazine-diglycidylaniline) to prepare a liquid crystal alignment agent. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was fabricated in the same manner as in Example 3, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 11] In the solution having a concentration of 17 wt% prepared in Example 4, 3,4-epoxy was added in a ratio of 0.2 by weight relative to the compound (A-1-2-1). A cyclopentenyl indenyl-3',4'-epoxycyclohexene carbonate is used to prepare a liquid crystal alignment agent. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was fabricated in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 12] In the solution having a concentration of 17 wt% prepared in Example 4, 4,4'-Asia was added in a ratio of 0.3 by weight relative to the compound (A-1-2-1). A sulfhydryl bismuth (hydrazine, hydrazine-dihydroxyethylene acrylate aniline) is used to prepare a liquid crystal alignment agent. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 13] In the solution having a concentration of 17 wt% prepared in Example 4, a wind-up was added in a ratio of 0.2 to the weight ratio of the compound (A-1-2-1). 2-Dihydroxyethylidene) bis acrylamide to prepare a liquid crystal alignment agent. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 115 of 2009 200902519. [Example 14] In a solution having a concentration of 17% by weight prepared in Example 4, methylenebispropene was added in a ratio of the weight ratio of the compound (A-1-2-1) to Q.2. The guanamine is used to prepare a liquid crystal alignment agent. Using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 15] In the solution having a concentration of 17 wt% prepared in Example 4, dipropylene acid was added in a ratio of 〇.2 to the weight ratio of the compound (Α-1_2·1). The purpose of 'to prepare liquid crystal alignment agent. Then, the obtained liquid crystal alignment agent was used as a liquid crystal display element in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 16] = Compound (A-1-5-1) (6 g) was dissolved in _!> g), and a solution having a wavelength of 50 wt% was formed. Thereafter, a mixed solvent of NMp/BC = 1/l (weight ratio) was added to prepare a solution having a concentration of the compound (Α.1_2·1) of 17% by weight. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Example 17] A solution having a concentration of 17 pain prepared in ?16 was used for the purpose of chemical conversion. The ratio of the weight ratio of the material (A small 5-1) was ο], (丨, 2-hydroxyethylidene) bis acrylamide, to prepare a liquid crystal alignment 116 200902519 agent. Using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 4, and electrical characteristics were evaluated. The results are shown in Table 2. [Comparative Example 1] A polyglycine solution (PA1) having a concentration of 6 wt% synthesized in Polymerization Example 1 and a polyglycine solution (PA3) having a concentration of 6 wt% synthesized in Polymerization Example 3, Mix at a weight ratio of 8/2. Thereafter, a mixed solvent of NMP/BC = 1/1 (weight ratio) was added to prepare a liquid crystal alignment agent having a solid concentration of 4 wt%. Then, using the obtained liquid crystal alignment agent, a liquid crystal display element was produced in the same manner as in Example 2, and electrical characteristics were evaluated. The results are shown in Table 2. <Table 2> Example NO. Voltage holding ratio (%) Liquid crystal alignment 4 95.8 Good 5 96.0 Good 6 96.1 Good 7 96.0 Good 8 95.9 Good 9 96.0 Good 10 95.4 Good 11 95.6 Good 12 95.6 Good 13 95.5 Good 14 95.5 Good 15 96.0 Good 16 95.2 Good 17 95.0 Good Comparative Example 1 94.8 Poor 117 200902519 As described above, when a liquid crystal alignment film containing the allyl-substituted ruthenium imine compound of the present invention is used to form a liquid crystal alignment film, A liquid crystal display element in which the voltage retention rate is high and the temporal deterioration of the liquid crystal alignment property is remarkably suppressed. [Simplified explanation of the drawing] None [Description of main component symbols] None

C 118C 118

Claims

200902519 十、申請專利範圍： 1. 一種耐地醯亞胺化合物，发θ \ 〇〇，、疋以式（Α)表示， (A) φ^Ν—Q— ο ο 其中，Q為碳數大於等於3的 R2 I R1 2. 如申請專利範圍第i項所述基的2價基團其中Q為式⑷）〜式（Α·5)=耐_亞胺化合物200902519 X. Patent application scope: 1. A resistance to yttrium imine compound, θ \ 〇〇, 疋 is expressed by formula (Α), (A) φ^Ν—Q— ο ο where Q is greater than carbon number R2 I R1 equal to 3 2. A divalent group as defined in the scope of claim i wherein Q is a formula (4)) to a formula (Α·5) = an imine compound

^ r任—式所示的基團， (Α-] _Λ_ 其中，R1為單鍵、-0-、-CO…⑽…〇c〇、_CC)NH_ -CH2〇-、-CF2〇-或者碳數i〜6的亞烷基；R2為且有類屋醇骨架的基團、碳數1〜30的烷基、苯基或者式（〇_υ 所示的基團；此烧基的碳數為2〜6時，其任意的_ch^ 被-Ο-、-CH=CH-或者CEC_取代，並且此苯基的任意的奢可被氣、曱基、甲氧基、氣甲氧基、二氟曱氧基或者三靠甲氧基取代，並且，R1以及R2的碳數的總和為大於於3 /(…\ / 、、、、^ r任—A group represented by the formula, (Α-] _Λ_ where R1 is a single bond, -0-, -CO...(10)...〇c〇, _CC)NH_-CH2〇-, -CF2〇- or carbon An alkylene group having a number i to 6; R2 is a group having a terpenoid skeleton, an alkyl group having 1 to 30 carbon atoms, a phenyl group or a group represented by the formula (〇_υ; carbon number of the alkyl group) When it is 2 to 6, its arbitrary _ch^ is substituted by -Ο-, -CH=CH- or CEC_, and any luxury of this phenyl group can be gas, mercapto, methoxy, methoxy. , difluorodecyloxy or trimethoxy substituted, and the sum of the carbon numbers of R1 and R2 is greater than 3 / (...\ / , ,, ,

-R18 (D- 4>~ g 其中，R 、R以及R13獨立為單鍵、_〇_、_C〇〇_ -OCO-、-CONH-、碳數1〜4的亞烷基、碳數丨〜3的氧; 亞烷基或者碳數1〜3的亞烷氧基；R】6以及Rn獨立為; 或者曱基；R18為氫、氟、氯、氰基、氟曱基、二氟曱基 119 200902519 一氟甲基、氟f氧基、二氟〒氧基、三氟甲氧基、碳數！〜30的烷基、碳數丨〜如的烷氧基、或者碳數2〜3〇的烷氧基烷基，並且這些烷基、烷氧基以及烷氧基烷基中的任，的-CH2·可被二氟亞甲基或者式（Γ)·2)所示的基團取代；環Β以及環C獨立為〗，4_亞苯基或者丨,4-亞環己基，· e、f-R18 (D- 4>~ g wherein R, R and R13 are independently a single bond, _〇_, _C〇〇_-OCO-, -CONH-, an alkylene group having a carbon number of 1 to 4, and a carbon number 丨〜3的氧; alkylene or alkyleneoxy having 1 to 3 carbon atoms; R) 6 and Rn are independently; or fluorenyl; R18 is hydrogen, fluorine, chlorine, cyano, fluoroindolyl, difluoroanthracene Base 119 200902519 monofluoromethyl, fluoro-f-oxy, difluorodecyloxy, trifluoromethoxy, carbon number! 〜30 alkyl, carbon number 如~ such as alkoxy, or carbon number 2~3 Alkoxyalkyl group of hydrazine, and any of these alkyl groups, alkoxy groups and alkoxyalkyl groups may be represented by a difluoromethylene group or a group represented by the formula (Γ)·2). Substituted; ring and ring C are independent, 4_phenylene or anthracene, 4-cyclohexylene, · e, f

以及，獨立為0〜3的整數，且所述e、f以及§的總和為大於專於1 ; ml以及m2獨立為〇、I或者2;And, independently, an integer of 0 to 3, and the sum of the e, f, and § is greater than 1; ml and m2 are independently 〇, I, or 2;

其中，式(D-2)之R19、R2〇、R2i以及R22獨立為碳數！的院基或者苯基，並且n為1〜3〇的整數，Among them, R19, R2〇, R2i and R22 of formula (D-2) are independent carbon numbers! a hospital base or a phenyl group, and n is an integer of 1 to 3 ,,

〜10 其中，式(Α-2)之R3獨立為氫或者甲基；R4為氫、碳數1〜30的烧基、或者碳數2〜3〇的烯基；並且，R5獨立為單鍵、-CO-或者-CH2-，〜10 wherein R3 of the formula (Α-2) is independently hydrogen or methyl; R4 is hydrogen, a carbon number of 1 to 30, or an alkenyl group having 2 to 3 carbon atoms; and R5 is independently a single bond. , -CO- or -CH2-,

120 200902519 具中，式(A-3)之數1〜30的烧基、或者碳數2〜30的稀基；R5獨立為^々 •CO-或者_CH2_ ’·並且 ’ r7 社數的烷基、或者苯基， H 1 3<120 200902519 Having a calcination number of the formula (A-3) of 1 to 30 or a dilute group having a carbon number of 2 to 30; R5 is independently an alkyl group of ^々•CO- or _CH2_'· and 'r7 Base, or phenyl, H 1 3<

(A-z ，、T，叭力心_κ马虱或者碳數1〜3〇的烷基，烷基的任意的-CH2·可被-〇_、_CH=CH_或者^^匕取&; 獨立為或者碳數1〜6的亞院基；環a為M•亞苯基者1，4-亞環己基；a為〇或者！； b為〇、！或者2 ;並^ c獨立為0或者1，(Az,, T, 力力心_κ马虱 or an alkyl group having a carbon number of 1 to 3〇, any -CH2· of the alkyl group may be taken by -〇_, _CH=CH_ or ^^&; Independently or a sub-hospital group with a carbon number of 1 to 6; ring a is a 1,4-cyclohexylene group of M•phenylene; a is 〇 or !; b is 〇, ! or 2; and ^ c is independently 0. Or 1,

〜其式(A·5)之R10為碳數3〜30的烷基或者碳數3 :30的氟化烷基；Rn為氫、碳數丨〜如的烷基或者碳數ι :30的氟化烧基；R12獨立為_〇_或者碳數卜6的亞院基；並且’ d獨立為〇或者1。 3.如申請專利範圍第2項所述之耐地醯亞胺化合物， /、中Q為式（A-1)所示的基團。並4.如申請專利範圍第2項所述之耐地醯亞胺化合物， /、中Q為式（A-ι)所示的基團，且R1為單鍵、_〇_、_c〇〇_、 CQNH— _CH2〇_或者亞甲基；R2為具有類固醇骨架的基 121 200902519 團、碳數1〜3〇的烷基 '或者，R10 of the formula (A·5) is an alkyl group having 3 to 30 carbon atoms or a fluorinated alkyl group having a carbon number of 3:30; Rn is hydrogen, a carbon number 丨~such as an alkyl group or a carbon number ι:30 Fluorinated alkyl; R12 is independently _〇_ or a subunit of carbon number 6; and 'd is independently 〇 or 1. 3. The ruthenium imine compound according to Item 2 of the patent application, wherein /Q is a group represented by the formula (A-1). 4. The ground-resisting imine compound according to claim 2, wherein Q is a group represented by the formula (A-ι), and R1 is a single bond, _〇_, _c〇〇 _, CQNH— _CH2〇_ or methylene; R2 is a group having a steroid skeleton 121 200902519 group, an alkyl group having a carbon number of 1 to 3 Å or

B R13_ / 、可武（D~M)所示的基團，a group represented by B R13_ / , Kewu (D~M),

r14-〇 CH3 pu I 3 〒H3 'Si—〇gj_ CH, CH-, (D-2-1) 亞規A中rA J以及&獨立為單鍵或者礙數1〜4的美Λ且Λ 〜3G的垸基、或者钱1〜3Q的規氧 Hr 以及料基中的—個偶-可被式所示的基團取代；環B以及環c獨立為w-亞笨基或者i，4·亞環己基；e、f以及g獨立為〇〜3的整數，所述e、f以及g的總和為1〜3。 ( 5·如申請專利範圍第2項所述之耐地醯亞胺化合物，其中Q為式（A-1)所示的基團，R1為單鍵、-〇_、_c〇〇_、 _C0NH-、-CH20-或者亞曱基；r2為碳數u的烧基、或者式（D-1-1)所示的基團，R14-〇CH3 pu I 3 〒H3 'Si—〇gj_ CH, CH-, (D-2-1) In the sub-regulation A, rA J and & independently are single-key or the number 1~4 is beautiful and Λ The sulfhydryl group of ~3G, or the oxygen of the oxygen of 1~3Q and the couple of the base may be substituted by the group represented by the formula; the ring B and the ring c are independently w-substitutable or i,4 • cyclohexylene; e, f, and g are independently integers of 〇〜 3, and the sum of e, f, and g is 1 to 3. (5) The ruthenium imine compound according to claim 2, wherein Q is a group represented by the formula (A-1), and R1 is a single bond, -〇_, _c〇〇_, _C0NH -, -CH20- or an anthracene group; r2 is a group having a carbon number of u or a group represented by the formula (D-1-1),

其中，R13、R14以及Ri5獨立為單鍵或者碳數】〜4的亞院基，R18為礙數1〜30的燒基、或者碳數1〜3〇的烧氧 122 200902519 基’ ％ B以及％ C獨立為1;4_亞苯基或者Μ.亞環己基；並且，e、f以及g獨立為〇〜3的整數，所述e、f以及g 的總和為1〜3。 6·如申請專利範圍第2項所述之耐地醯亞胺化合物，其中Q為如下所示的基團中的任一種，Wherein, R13, R14 and Ri5 are independently a single bond or a sub-hospital group having a carbon number of 〜4, R18 is a burnt group having a hindrance of 1 to 30, or a burnt oxygen having a carbon number of 1 to 3 2009; 200902519 base '% B and % C is independently 1; 4_phenylene or fluorene. Cyclohexylene; and, e, f, and g are independently an integer of 〇〜3, and the sum of e, f, and g is 1 to 3. 6. The ruthenium imide compound according to claim 2, wherein Q is any one of the groups shown below,

基其中，R為碳數3〜30的烷基或者碳數3〜3〇的烷氧 7·—種耐地酸亞胺化合物，其是以式（A-1-2-1)表不 n-C16H33Wherein R is an alkyl group having 3 to 30 carbon atoms or an alkoxy 7-amino acid imide compound having a carbon number of 3 to 3 Å, which is represented by the formula (A-1-2-1) -C16H33

(A-l-2-1 ) 8·—種耐地醯亞胺化合物，其是以式（a-1-5-1)表不 123 200902519(A-l-2-1) 8·----------------------------------------------------------------------------------

9 · 種液晶配向劑’該液晶配向劑含有根據申請專利範圍第1項至第8項中任一項所述的耐地醯亞胺化合物中的至少一種。 10、—種液晶配向劑，該液晶配向劑是組合物，此組合物含有式（A)所示的耐地醯亞胺化合物中的至少一種，且δ有選自由如下成分所組成的族群中的至少一種化合物及/或聚合物來作為其他成分，即，式（Β)所示的化合物、聚酿胺酸或者此聚醯胺酸的衍生物即聚合物、自由基聚合性單體以及環氧化合物；並且，以相對於式（Α)所示的耐地醯亞胺化合物與其他成分的總和量的重量比計，所述耐地醯亞胺化合物的比例為〇.〇1〜0.99，A liquid crystal alignment agent, wherein the liquid crystal alignment agent contains at least one of the ruthenium imine compounds according to any one of items 1 to 8. 10. A liquid crystal alignment agent which is a composition comprising at least one of the antimony imine compounds represented by formula (A), and δ is selected from the group consisting of the following components; At least one compound and/or polymer is used as the other component, that is, a compound represented by the formula (Β), a poly-aracine acid or a derivative of the poly-proline, that is, a polymer, a radical polymerizable monomer, and a ring. And an oxygen compound; and, in a weight ratio of the total amount of the yttrium imine compound and other components represented by the formula (Α), the ratio of the yttrium imine compound is 〇.〇1 to 0.99,

其中，式(Α)中之Q為碳數大於等於3的具有側鏈基的2價基團， 124 200902519Wherein Q in the formula (Α) is a divalent group having a side chain group having a carbon number of 3 or more, 124 200902519

其中，式(B)中之Rb]以及Rb2獨立為氫、碳數的，基、碟數3〜6的烯基、碳數5〜8的環烷基、芳基或者苄基；η為1或者2; 11為1時，RW為碳數1〜12的烷基、碳數2〜12的烯基1、碳數5〜8的環烷基、碳數6〜12的芳基、苄基、 -L _(0)q-(L20)r_Rb4 所示的基團、_(L3)s_B2_Rb5 所示的基團、或者所示的基團； 2這些式中，Ll為碳數2〜6的亞烷基；q為0或者】； L2為碳數2〜6的亞烷基，且r為！〜3〇的整數；rM為碳數2=6的烷基；l3為碳數丨〜4的亞烷基，且s為〇或者 1，Rb5為碳數1〜4的烷基；B2為任意的氫可被_〇H取代的亞苯基；T 為-CHr、-C(CH3)2-、-CO…〇-、-S-或者_S〇2_; 並且B1為任意的氫可被_〇h取代的苯基；並且，碳數1〜12的烷基、碳數2〜12的烯基、碳數 5〜8的環烷基、碳數6〜12的芳基、以及苄基的任意的氫可被-OH取代； η為2時，Rb3為碳數2〜2〇的直鏈亞烷基、碳數5〜8 的亞環烷基、碳數6〜12的亞芳基、-L]-(〇)q-(L2〇)r_L4-所示的基團、-(L3)s-B2-L5-所示的基團、_b2-T-B2-所示的基團 '或者-B2-0-B2-C(CH3)2-B2-0-B2-所示的基團；這些式中，L]、L2以及L4獨立為碳數2〜6的直鏈亞 125 200902519 烷基，q為〇或者1，並且r為1〜3〇的整數；L3以及L5 獨立為碳數1〜4的直鏈亞炫基，s為〇或者1，B2獨立為任意的氫可被-0H取代的亞笨基；並且τ為-CH2-、 -C(CH3)2---CO-、-〇-、-S-或者-S02-; 並且，碳數5〜8的亞環烷基以及碳數6〜12的亞芳基的任思的氫可被-OH取代，碳數6〜12的亞芳基的任意的氫可被甲基取代。 11. 如申請專利範圍第1〇項所述之液晶配向劑，其中其他成分為式（B)所示的化合物中的至少一種；並且，以相對於式（A)所示的耐地醯亞胺化合物與式（b)所示的化合物的總和量的重量比計，所述耐地醯亞胺化合物的比例為0.01〜0.99。 12. 如申請專利範圍第1〇項所述之液晶配向劑，其中其他成分為式（B)所示的化合物中的至少一種；式（a) 中的Q為式（A-1)所示的基團；並且，以相對於式（a) 所示的耐地醯亞胺化合物與式（B)所示的化合物的總和量的重量比計，所述耐地醯亞胺化合物的比例為〇.1〜 0.99， R2 IWherein Rb] and Rb2 in the formula (B) are independently hydrogen, a carbon number, a base, an alkenyl group having a number of 3 to 6 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group or a benzyl group; Or 2; when 11 is 1, RW is an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a benzyl group. a group represented by -L _(0)q-(L20)r_Rb4, a group represented by _(L3)s_B2_Rb5, or a group shown; 2 wherein L1 is a carbon number of 2 to 6 Alkylene; q is 0 or ]; L2 is an alkylene group having 2 to 6 carbon atoms, and r is! An integer of 〜3〇; rM is an alkyl group having a carbon number of 2=6; l3 is an alkylene group having a carbon number of 丨~4, and s is 〇 or 1, and Rb5 is an alkyl group having 1 to 4 carbon atoms; a hydrogen phenylene group which may be substituted by _〇H; T is -CHr, -C(CH3)2-, -CO...〇-, -S- or _S〇2_; and B1 is any hydrogen which may be _ a phenyl group substituted with 〇h; and an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, and a benzyl group; Any hydrogen may be substituted by -OH; when η is 2, Rb3 is a linear alkylene group having 2 to 2 carbon atoms, a cycloalkylene group having 5 to 8 carbon atoms, an arylene group having 6 to 12 carbon atoms, a group represented by -L]-(〇)q-(L2〇)r_L4-, a group represented by -(L3)s-B2-L5-, or a group represented by _b2-T-B2- or a group represented by -B2-0-B2-C(CH3)2-B2-0-B2-; wherein L], L2 and L4 are independently a linear sub-125 of a carbon number of 2 to 6 200902519 alkyl , q is 〇 or 1, and r is an integer of 1 to 3 ;; L3 and L5 are independently a linear subunit having a carbon number of 1 to 4, s is 〇 or 1, and B2 is independently an arbitrary hydrogen which can be -0H Substituted substituent; and τ is -CH2-, -C(CH3)2---CO- -〇-, -S- or -S02-; and, a cycloalkylene group having 5 to 8 carbon atoms and an arylene group having 6 to 12 carbon atoms may be substituted by -OH, and the carbon number is 6 to 12 Any hydrogen of the arylene group may be substituted by a methyl group. 11. The liquid crystal alignment agent according to claim 1, wherein the other component is at least one of the compounds represented by the formula (B); and, in accordance with the resistance to the formula (A) The ratio of the total amount of the amine compound to the compound represented by the formula (b) is from 0.01 to 0.99 by weight based on the total amount of the compound of the formula (b). 12. The liquid crystal alignment agent according to Item 1, wherein the other component is at least one of the compounds represented by the formula (B); and Q in the formula (a) is represented by the formula (A-1). And a ratio of the yttrium imine compound to the weight ratio of the total amount of the quinone imine compound represented by the formula (a) and the compound represented by the formula (B) 〇.1~ 0.99, R2 I

(A-1) 其中，R1 為單鍵、-〇-、-CO-、-COO-、-OCO-、-CONH-、 -CH20-、-CF20-或者碳數1〜6的亞烷基；R2為具有類固 126 200902519 醇骨架的基團、碳數i 30的烷基、笨基或者式（D_】）所示的基團；所述烷基的碳數為2〜6時，其任意的_ch' 可被-0-、-CH=CH-或者-CsC-取代，並』的氫可被氟、甲基、甲氧基、氟甲氧基、三氟甲氧基取代；並且，R】以及R2的喊等於3，取代，並且所述苯基的任意、氟甲氧基、二氟甲氧基或者以及R2的碳數的總和為大於(A-1) wherein R1 is a single bond, -〇-, -CO-, -COO-, -OCO-, -CONH-, -CH20-, -CF20- or an alkylene group having 1 to 6 carbon atoms; R2 is a group having a 126 200902519 alcohol skeleton, an alkyl group having a carbon number of i 30, a styl group or a group represented by the formula (D _)); when the carbon number of the alkyl group is 2 to 6, any of them _ch' may be substituted by -0, -CH=CH- or -CsC-, and the hydrogen of 』 may be substituted by fluorine, methyl, methoxy, fluoromethoxy, or trifluoromethoxy; R] and R2 are equal to 3, substituted, and the sum of the carbon number of any of the phenyl groups, fluoromethoxy, difluoromethoxy or R2 is greater than

其中，R 、R以及R15獨立為單鍵、_〇_、-C〇〇_、 _OCO-、-CONH-、碳數1〜4的亞烷基、碳數丨〜3的氧基亞烷基或者碳數1〜3的亞烷氧基；R〗6以及Rn獨立為氫、氟或者曱基；R18為氫、氟、氣、氰基、氟曱基、二氟甲基、三氟甲基、氟曱氧基、二氟曱氧基、三氟曱氧基、碳數i 〜30的烷基、碳數1〜3〇的烷氧基、或者碳數2〜3〇的烷氧基烧基，並且，這些烷基、烷氧基以及烷氧基烷基中的任意的-CHr可被二氟亞曱基或者式（D-2)所示的基團取代；環B以及環C獨立為l，4-亞苯基或者l，4-亞環己基； e、f以及g獨立為〇〜3的整數，且所述e、f以及g的總和為大於等於1 ; ml以及m2獨立為0、1或者2，Wherein R, R and R15 are independently a single bond, _〇_, -C〇〇_, _OCO-, -CONH-, an alkylene group having 1 to 4 carbon atoms, an oxyalkylene group having a carbon number of 丨3 Or an alkyleneoxy group having a carbon number of 1 to 3; R: 6 and Rn are independently hydrogen, fluorine or anthracenyl; and R18 is hydrogen, fluorine, gas, cyano, fluoroindolyl, difluoromethyl, trifluoromethyl a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, an alkyl group having a carbon number of i to 30, an alkoxy group having a carbon number of 1 to 3 Å, or an alkoxy group having a carbon number of 2 to 3 Å. And any -CHr of the alkyl group, the alkoxy group and the alkoxyalkyl group may be substituted by a difluoroindenylene group or a group represented by the formula (D-2); the ring B and the ring C are independently Is l, 4-phenylene or 1,4-cyclohexylene; e, f and g are independently an integer of 〇~3, and the sum of the e, f and g is greater than or equal to 1; ml and m2 are independently 0, 1 or 2,

其中，R19、R2〇、R21以及R22獨立為碳數的烷基或者笨基，並且η為1〜3〇的整數。 127 200902519 豆！3.如申請專利範圍第12項所述之液晶配向劑，其中其他成分為式（B)所示的化合物中的至少一種，式（A) 中的Q為式（Α·υ所示的基團’以相對於式（A)所示的 ^地酿亞胺化合物與式⑻所示的化合物的總和量的重量比計，所述耐地醯亞胺化合物的比例為〇1〜〇·99 ;式。(A 1 )巾 ’ Rl 為單鍵、_0_、-COO-、-CONH-、-CH20-或者亞甲基；R2為具有類固醇骨架的基團、碳數1〜30的燒基、或者式（D-1-1)所示的基團， fH3rCH3 c—si——c 3 -3 -2 (D-Wherein R19, R2?, R21 and R22 are each independently a carbon number alkyl group or a stupid group, and ? is an integer of 1 to 3 Å. 127 200902519 Beans! 3. The liquid crystal alignment agent according to claim 12, wherein the other component is at least one of the compounds represented by the formula (B), and Q in the formula (A) is a group represented by the formula (Α·υ) The ratio of the yttrium imine compound is 〇1 to 〇·99, based on the weight ratio of the total amount of the compound of the formula (A) and the compound of the formula (8). (A 1 ) towel ' Rl is a single bond, _0_, -COO-, -CONH-, -CH20- or methylene; R2 is a group having a steroid skeleton, a carbon number of 1 to 30, Or a group represented by the formula (D-1-1), fH3rCH3 c-si - c 3 -3 -2 (D-

/、中，R 、R14以及R15獨立為單鍵或者碳數的亞院基；R二為碳數1〜30的院基、或者碳數1〜30的院氧基，並且這些烷基以及烷氧基中的一個_Ch2·可被式 (D-2-1)所示的基團取代；環B以及環c獨立為it亞苯基或者1,4-亞環己基；並且，e、f以及g獨立為〇〜3 的整數，且所述e、f以及g的總和為丨〜3。 14.如申請專利範圍第12項所述之液晶配向劑，其中其他成分為式（B)所示的化合物中的至少一種，式（a) 128 200902519 中的Q為式（A-l)所示的基團’ ，胺化合物與式⑻所示的化合:的 1比計，所㈣地難胺化合物的比例為 (A-1 )中，Ri 為單鍵、_〇_、_c〇〇…/, medium, R, R14 and R15 are independently a single bond or a carbon number of the sub-hospital group; R two is a carbon number of 1 to 30, or a carbon number of 1 to 30, and these alkyl groups and alkane One _Ch2· in the oxy group may be substituted with a group represented by the formula (D-2-1); the ring B and the ring c are independently an itilylene group or a 1,4-cyclohexylene group; and, e, f And g is an integer of 〇~3, and the sum of the e, f, and g is 丨~3. 14. The liquid crystal alignment agent according to claim 12, wherein the other component is at least one of the compounds represented by the formula (B), and Q in the formula (a) 128 200902519 is represented by the formula (Al). The ratio of the group ', the amine compound to the compound represented by the formula (8): the ratio of the (d) geophilic amine compound is (A-1), and Ri is a single bond, _〇_, _c〇〇...

或者亞甲基；R2為碳數1〜30的燒基、或者气·(〇】；)_ 所示的基團， -(D-1-1)Or a methylene group; R2 is a group having a carbon number of 1 to 30 or a group represented by gas (〇);)_, -(D-1-1)

-R18 mr15獨立為單鍵或者碳數1〜4的 (D-1-1) ^數1〜3G的垸基、或者碳數卜30的院氧二日衣=衣C獨立為认亞苯基或者1，4·亞環己基； _二 g獨立為0〜3的整數，且所述e、f以及 g的總和為1〜3。如申，月專利範圍帛1〇項所述之液晶配向劑，其中二分^式㈣〜式(B_3)中任一式所示的化合物; 二對於4 為如下所示的基圍中的任一種；並且，以人私^ )曰所不的耐地醯亞胺化合物與式（B)所示的 n:n和里的4量比計，所述耐地酿亞胺化合物的比例為0.2〜0.99， 129 200902519-R18 mr15 is independently a single bond or a carbon number of 1 to 4 (D-1-1) ^ 1 to 3G fluorenyl group, or a carbon number of 30 of the hospital oxygen two coats = clothing C independent of phenylene Or 1,4·cyclohexylene; _2 g is independently an integer of 0 to 3, and the sum of the e, f, and g is 1 to 3. The liquid crystal alignment agent according to the above, wherein the compound represented by any one of the formulas (4) to (B_3) is a compound of any one of the formulas; Further, the ratio of the resistance to the ruthenium imine compound and the amount of the n:n and the ratio of 4 in the formula (B) is 0.2 to 0.99. , 129 200902519

16.如申請專利範圍第10項所述之液晶配向劑，其中其他成分為式（B-1)〜式（B-3 )中任一式所示的化合物；式（A)所示的耐地醯亞胺化合物為式（八-丨-^)或者式 (A-1-5-1)所示的化合物，並且’以相對於式（a_i_2_i) 或者式（A-1-5-1)所示的耐地醯亞胺化合物與式（B)所示的化合物的總和量的重量比計，這些耐地醯亞胺化合物 130 20090251916. The liquid crystal alignment agent according to claim 10, wherein the other component is a compound represented by any one of the formulae (B-1) to (B-3); the ground resistance shown by the formula (A) The quinone imine compound is a compound represented by the formula (octa-丨-^) or the formula (A-1-5-1), and 'is relative to the formula (a_i_2_i) or the formula (A-1-5-1) The resistance of the yttrium imine compound 130 to the total amount of the compound represented by the formula (B), the resistance to the quinone imine compound 130 200902519

的比例為0.2〜0.99，The ratio is 0.2~0.99,

(B-1) (B-2)(B-1) (B-2)

〇 6〇 6

(B-3) 17.如申請專利範圍第10項所述之液晶配向劑，其中其他成分為選自聚醯胺酸和此聚醯胺酸的衍生物中的至少 131 200902519 务5物，並且，以相對於式（A)所示的财地酿亞胺 σ物與所述聚合物的總和量的重量比計，所述耐地酿亞胺化合物的比例為0.01〜0.99。(B-3) 17. The liquid crystal alignment agent according to claim 10, wherein the other component is at least 131 200902519, selected from the group consisting of polylysine and a derivative of the polyaminic acid, and The ratio of the ground-resisting imine compound is from 0.01 to 0.99, based on the weight ratio of the total amount of the chitosan yttrium compound represented by the formula (A) to the total amount of the polymer.

I8.如申請專利範圍第10項所述之液晶配向劑，苴中 ^他絲為選自聚醯舰和此聚瞻酸的触物中的至少一種聚合物；所述聚醯胺酸是式⑴〜式（6)的芳香族吨酸二酐中的至少—種、或者式⑴〜式（6)的芳香知四竣酸，酐中的至少—種和式⑺〜式（14)的芳香族二的四缓酸二酐中的至少_種的混合物，與選自式⑴ 〜工VU)分別所示的化合物族群中的至少一種二胺，進妓應而得到的聚醯胺酸；式（Α)中的Q為式⑷）所團’並且’以相對於式（α)所示的耐地醯亞胺化 2與所述聚合物的總和量的«輯，所述魏酸亞胺化合物的比例為0.1〜0.99，I. The liquid crystal alignment agent according to claim 10, wherein the samarium is at least one polymer selected from the group consisting of a polyterpene ship and the polythretramine; the polylysine is (1) At least one of the aromatic tauic acid dianhydrides of the formula (6), or the aromatic tetraterpenic acid of the formulae (1) to (6), at least one of the anhydrides, and the aromatics of the formulae (7) to (14) a mixture of at least one of a tetrabasic acid dianhydride of Group 2 and at least one diamine selected from the group consisting of compounds of the formula (1) to VU, respectively; Q in (Α) is a group of formula (4)) and is a mixture of the resistance to the mantle imidization 2 and the total amount of the polymer shown by the formula (α). The ratio of the compound is from 0.1 to 0.99.

CC

00

〇 132 200902519〇 132 200902519

CH λ 〇CH λ 〇

,〇 η2ν-α1-νη2 η2ν Ν~/ νη2,〇η2ν-α1-νη2 η2ν Ν~/ νη2

(丨）〇(丨) 〇

ΟΟ

(II) (III) (IV) (V) (VI)(II) (III) (IV) (V) (VI)

其中，A]為碳數2〜12的亞烷基；A2為碳數1〜12 的亞烷基；A3獨立為單鍵、-0-、-CO-、-COKH-、-NHCO-、 -C(CH3)2-、-C(CF3)2-、-0-(CH2)m-0-、-S-、-S-S-、-so2-、 -S-(CH2)m-S-或者碳數1〜12的亞烷基，且m為1〜12的整數；環己烷環或者苯環的任意的氫可被-F、-CH3、-0H、 -COOH、-S03H、-Ρ03Η2、苄基或者4-羥基苄基取代， 133 200902519 f R1 (A_1) 其中，R1 為單鍵、_〇_、_c〇…c〇〇_、、_eQNH_、偶〇-、切〇_或者碳數卜6的亞烧i;R2為具有類固醇骨架的基團、碳數1〜3〇的烧基、笨基或者式（叫）所示的基團；所述烷基的碳數為2〜6時，其任意的_CH2_ 可被-〇-、-C和CH_或者_CeC_取代，並且，所述苯基的任意的，可被氟、甲基、甲氧基、氟甲氧基、二氟甲氣基或者二氟甲乳基取代；並且，Rl以及r2的魏的總和於等於3，Wherein A] is an alkylene group having 2 to 12 carbon atoms; A2 is an alkylene group having 1 to 12 carbon atoms; and A3 is independently a single bond, -0-, -CO-, -COKH-, -NHCO-, - C(CH3)2-, -C(CF3)2-, -0-(CH2)m-0-, -S-, -SS-, -so2-, -S-(CH2)mS- or carbon number 1 An alkylene group of ～12, and m is an integer of from 1 to 12; any hydrogen of a cyclohexane ring or a benzene ring may be -F, -CH3, -OH, -COOH, -S03H, -Ρ03Η2, benzyl or 4-hydroxybenzyl substitution, 133 200902519 f R1 (A_1) wherein R1 is a single bond, _〇_, _c〇...c〇〇_, _eQNH_, even 〇-, 〇〇 or carbon number VIII Burning i; R2 is a group having a steroid skeleton, a burning group having a carbon number of 1 to 3 Å, a stupid group or a group represented by the formula (called); and when the carbon number of the alkyl group is 2 to 6, any of them _CH2_ may be substituted by -〇-, -C and CH_ or _CeC_, and any of the phenyl groups may be fluorine, methyl, methoxy, fluoromethoxy, difluoromethane Substituted with difluoromethyl latex; and, the sum of Wei of R1 and r2 is equal to 3,

其中，R13、R14以及R15獨立為單鍵、_〇_、_c〇〇_、 -OCO·、-CONH-、碳數卜4的亞院基、碳數丨〜3的氧基，烧基或者碳數1〜3的亞院氧基；R]6以及Rn獨立為氯、氟或者甲基；R18為氫、氟、氯、氛基、氣甲基、二氣甲基、三氟甲基、氟甲氧基、二氟甲氧基、三氟甲氧基、碳數】 :30的烧基，、碳數K30❺烧氧基、或者碳數2〜3〇的院氧基焼基，並且，這些絲、垸氧細及餘基烧基中的任意的-ch2-可被二氟亞曱基或者< (D_2)所示的基團取代；環B以及環C獨立為认亞苯基或者M.亞環己基； e、f以及g獨立為〇〜3的整數，且所述e、f以及g的總和為大於等於1 ;並且，ml以及m2獨立為〇、i或者2， 134 200902519 R19 I -SiWherein, R13, R14 and R15 are independently a single bond, _〇_, _c〇〇_, -OCO·, -CONH-, a subunit of carbon number 4, an oxy group having a carbon number of 丨3, a base or Amino acid having a carbon number of 1 to 3; R] 6 and Rn are independently chlorine, fluorine or methyl; and R18 is hydrogen, fluorine, chlorine, an aryl group, a gas methyl group, a di-methyl group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a carbon number: a burnt group of 30, a carbon number of K30 oxime, or an alkyloxy group having a carbon number of 2 to 3 Å, and Any of these filaments, oxime, and ruthenium groups may be substituted with a difluoroindenylene group or a group represented by <(D_2); ring B and ring C are independently phenylene groups or M. cyclohexylene; e, f and g are independently integers of 〇~3, and the sum of the e, f and g is greater than or equal to 1; and, ml and m2 are independently 〇, i or 2, 134 200902519 R19 I -Si

〇-Si- R21 R20 、 ^22 /R (D-2) 其中’ R】9、R2〇、r2】以及r22獨立為碳數基或者苯基，並且，〜3G 數。 1〇⑽ u-Γ) 圍第18項所述之液晶配向劑，式 1 ； T R 為早鍵、-Ο-、-coo-、-CONH-、或者亞甲基’ R2為具有麵时架的基團、碳數H2 烷基、或者式（D-Μ)所示的基團，、 CH3 pLJ i 3 〒h3 'Si—0-~~si— CH, CH, (D-2-1) 其中，if13、R14以及R〗5獨立為單鍵或者碳數丨〜4的亞烷基；R18為碳數丨〜刈的烷基、或者碳數丨〜3〇的烷氧基，並且，這些烷基以及烷氧基中的一個-CH2-可被式 jD_2_1)所示的基團取代；環B以及環C獨立為M_亞苯基或者1，4_亞環己基；並且，獨立為〇〜3的整數，且所述e、f以及g的總和為1〜3。 20.如申請專利範圍第18項所述之液晶配向劑，式 (H )中 ’ R]為單鍵、-〇-、-COO-、-CONH-、-CH20- 或者亞甲基，R2為碳數1〜3〇的烧基、或者式（d_u) 所示的基團， 135 200902519〇-Si- R21 R20 , ^22 /R (D-2) wherein 'R}9, R2〇, r2] and r22 are independently a carbon number group or a phenyl group, and a ~3G number. 1〇(10) u-Γ) The liquid crystal alignment agent described in Item 18, Formula 1; TR is an early bond, -Ο-, -coo-, -CONH-, or methylene' R2 is a surface time frame a group, a carbon number H2 alkyl group, or a group represented by the formula (D-Μ), CH3 pLJ i 3 〒h3 'Si—0-~~si—CH, CH, (D-2-1) , if13, R14 and R are 5 independently a single bond or an alkylene group having a carbon number of 丨4; R18 is an alkyl group having a carbon number of 丨~刈, or an alkoxy group having a carbon number of 丨~3〇, and these alkane One of the group and the alkoxy group -CH2- may be substituted with a group represented by the formula jD_2_1); the ring B and the ring C are independently M-phenylene or 1,4-cyclohexylene; and, independently, 〇~ An integer of 3, and the sum of the e, f, and g is 1 to 3. 20. The liquid crystal alignment agent according to claim 18, wherein 'R' in the formula (H) is a single bond, -〇-, -COO-, -CONH-, -CH20- or methylene, R2 is a group having a carbon number of 1 to 3 Å or a group represented by the formula (d_u), 135 200902519

’、中R 、R以及r15獨立為單鍵或者碳數1〜4的亞烷^，R 8為碳數1〜30的烷基、或者碳數1〜30的烷氧基，％ B以及環c獨立為丨,4_亞苯基或者丨，4_亞環己基；並且’ e、f以及g獨立為〇〜3的整數，且所述e、f以及 g的總和為1〜3。', wherein R, R and r15 are independently a single bond or an alkylene group having a carbon number of 1 to 4, and R 8 is an alkyl group having 1 to 30 carbon atoms or an alkoxy group having 1 to 30 carbon atoms, % B and a ring. c is independently 丨, 4_phenylene or anthracene, 4_cyclohexylene; and 'e, f and g are independently an integer of 〇~3, and the sum of the said e, f and g is 1-3.

21·如申請專利範圍第18項所述之液晶配向劑，式 (A)、中的Q為如下所示的基團中的任一種；並且，以相對於式（A)所不的耐地醯亞胺化合物與其他成分即聚合物的〜和i的重量比計，所述耐地醯亞胺化合物的比例為 0.2〜0.99，21. The liquid crystal alignment agent according to claim 18, wherein Q in the formula (A) is any one of the groups shown below; and the resistance is not related to the formula (A). The ratio of the yttrium imine compound to the weight ratio of the other components, ie, the polymer, to the i.

r λ、丄如申清專利範圍第21項所述之液晶配向劑’式的Q為如下所示的基團中的任一種， 136 200902519r λ, such as the liquid crystal alignment agent according to claim 21 of the patent scope, wherein Q is any of the groups shown below, 136 200902519

23.如申請專利範圍第18項之液晶配向劑，其中聚醯胺酸是式fn 項所述叹疋式〜式（6)的四叛酸二酐中的至少一種，與式（XV-!)、式（^2)、式（Ιγ_15)、式（IV-16)、式（V-1)〜式（ν·12)、式（V-33)以及式（別-2 )的二胺中的至少一種，進行反應而得到的聚合物， 20090251923. The liquid crystal alignment agent of claim 18, wherein the polyglycolic acid is at least one of the four resorcinic dianhydrides of the sigh type (6) of the formula fn, and the formula (XV-! ), a formula (^2), a formula (Ιγ_15), a formula (IV-16), a formula (V-1) to a formula (ν·12), a formula (V-33), and a diamine of the formula (II-2) At least one of the polymers obtained by the reaction, 200902519

^-2) (V-3)^-2) (V-3)

(V-11)(V-11)

(VII-2) 24·如申請專利範圍第18項至第22項中任一項所述之液日日配向劑，其中聚醯胺酸是式（1 )的四幾酸二酐與式 (ΐν·1)、式（Γν-2)、式（IV-15)、式（RM6)、式（Vq) 〜式（V-12)、式（V-33)以及式CW-2)的二胺中的至 13S 200902519(VII-2) The liquid daily aligning agent according to any one of claims 18 to 22, wherein the polyamic acid is a tetraacid dianhydride of the formula (1) and a formula ( Ϊ́ν·1), Formula (Γν-2), Formula (IV-15), Formula (RM6), Formula (Vq)~Formula (V-12), Formula (V-33), and Formula CW-2) Amine to 13S 200902519

(V-3)(V-3)

r>jH2r>jH2

(V-12) (V-11)(V-12) (V-11)

(V-33)(V-33)

(Vll-2) 25.如申請專利範圍$ 18項至第u項中任一須所述 ^液晶配向劍’其中聚醯賴是式⑴ 酸二軒中的至少—種和式⑺〜式⑻的四幾酸二 139 200902519 的至少一種的混合物，與式（RM )、式（IV-2)、式（IV-15)、式（IV-16)、式（V-1 )〜式（V-12)、式（V-33)以及式（W-2)的二胺中的至少一種，進行反應而得到的聚合(Vll-2) 25. If the patent application range is from $18 to item u, the liquid crystal alignment sword 'where the poly 醯 is the formula (1) at least one of the acid two sylvestris and the formula (7) ~ (8) a mixture of at least one of tetraacids 139 200902519, and formula (RM), formula (IV-2), formula (IV-15), formula (IV-16), formula (V-1) to formula (V) -12), at least one of the formula (V-33) and the diamine of the formula (W-2), the polymerization obtained by the reaction

(V-3)(V-3)

H〇N-H〇N-

(V-33) (VI1-2) 140 200902519 26.如申明專利範圍第18項至第u項中任一項所述之液晶配向劑’其中聚醯胺酸是式⑴的四賴二針和式 (7)〜式（14)的四羧酸二酐中的至少一種的混合物，與式（IV-1)、式（IV-2)、式（RM5)、式（RM6)、式（v-l) 〜式（V-12)、式（V-33)以及式（VH-2)的二胺中的至少一種，進行反應而得到的聚合物， 141 200902519(V-33) (VI1-2) 140 200902519 26. The liquid crystal alignment agent according to any one of claims 18 to wherein the polyglycolic acid is a tetragonal needle of the formula (1) and a mixture of at least one of the tetracarboxylic dianhydrides of the formulae (7) to (14), and the formula (IV-1), the formula (IV-2), the formula (RM5), the formula (RM6), and the formula (vl) a polymer obtained by reacting at least one of a diamine of the formula (V-12), the formula (V-33), and the formula (VH-2), 141 200902519

27.如申請專利範圍第18項至第22項中任一項所述之液晶配向劑，其中聚蕴胺酸是式（1 )的四叛酸二酐和式 (7)的四羧酸二酐的混合物，與式（ιν_ι )、式（式（RM5)、式（IV-16)、式（V-1 )〜式（v_i2)、式（V-33) 142 200902519 以及式（M-2)的二胺中的至少一種，進行反應而得到的聚合物，The liquid crystal alignment agent according to any one of claims 18 to 22, wherein the polyinoic acid is a tetra-retensive dianhydride of the formula (1) and a tetracarboxylic acid of the formula (7) a mixture of anhydrides, and formula (ιν_ι), formula (Formula (RM5), Formula (IV-16), Formula (V-1) to Formula (v_i2), Formula (V-33) 142 200902519, and Formula (M-2) At least one of the diamines, a polymer obtained by the reaction,

Η2Ν-\ /~~ΝΗ2 ΝΗ2Η2Ν-\ /~~ΝΗ2 ΝΗ2

NH〇 H2N (IV-1) 、 (IV-2)NH〇 H2N (IV-1), (IV-2)

(V-3) (V-2)(V-3) (V-2)

(V-33) (VII-2) 28·如申請專利範圍第10項所述之液晶配向劑，其中該液晶配向劑是含有或^ Δ、j T L t I 为式（A)所不的耐地醯亞胺化合物中 143 200902519The liquid crystal alignment agent according to claim 10, wherein the liquid crystal alignment agent contains or is Δ, j TL t I is not resistant to the formula (A) Mantle imine compound 143 200902519

的至少-種、S (B)所示的化合物中的至少—種選自聚醯胺酸和此聚醯胺酸的衍生物中的至少—種聚人及的組合物；所述聚醯胺酸是式（1)〜式（6)的芳香綾酸二酐中的至少一種、或者式（1)〜式（6)的芳四羧酸二酐中的至少一種和式（7)〜式（14)的芳香族以外的四羧酸二酐中的至少一種的混合物，與選自式（工）〜式（W)分別所示的化合物族群中的至少一種二胺，進行反應而得到的聚醯胺酸；並且，以相對於式（Α)所示的耐地醯亞胺化合物、式（Β)所示的化合物以及所述聚合物的總和量的重量比計，所述耐地醯亞胺化合物的比例At least one of the compounds of at least one species, S(B), selected from the group consisting of polylysine and a derivative of the polyamic acid; and the polyamine The acid is at least one of the aromatic phthalic acid dianhydrides of the formulae (1) to (6) or at least one of the aryltetracarboxylic dianhydrides of the formulae (1) to (6) and the formula (7) to A mixture of at least one of tetracarboxylic dianhydrides other than aromatics of (14), which is obtained by reacting at least one diamine selected from the group of compounds represented by formula (W) to formula (W) Polylysine; and the resistance to the mantle is based on the weight ratio of the antimony imine compound represented by the formula (Α), the compound represented by the formula (Β), and the total amount of the polymer. Ratio of imine compounds

(3)(3)

(5)(5)

(6)(6)

(4)(4)

(10)(10)

144 200902519 h2n-a1-nh2 (I)144 200902519 h2n-a1-nh2 (I)

其中，A]為碳數2〜12的亞烷基；A2為碳數1〜12 的亞烷基；A3獨立為單鍵、-0-、_CO-、-CONH-、-NHCO-、 -C(CH3)2-、-C(CF3)2-、-0-(CH2)m-0-、-S-、-S-S-、-so2-、 -S-(CH2)m-S-或者碳數1〜12的亞烷基，且m為1〜12的整數；環己烷環或者苯環的任意的氫可被-F、-CH3、-OH、 i -COOH、-S03H、-Ρ03Η2、苄基或者4-羥基苄基取代， R2 _A_ (A-r 其中，R1 為單鍵、-〇-、-CO-、-COO-、-OCO-、-CONH-、 -CH20-、-CF20-或者碳數1〜6的亞烷基；R2為具有類固醇骨架的基團、碳數1〜30的烷基、苯基或者式（D-1) 145 200902519 所示的基團；所述^元基的碳數為2 & 〇一 6知，其任意的-CH2-可被-〇-、-CH=CH-或者-CSC-;&处 „ ^ ^ 代’並且，所述苯基的任意的氫可被氟、甲基、曱氧基、Μ甲备A ^ " 鼠甲虱基、二氟甲氧基或者三氟曱氧基取代；並且，Α ώ 飞从及R的碳數的總和為大於等於3，Wherein A] is an alkylene group having 2 to 12 carbon atoms; A2 is an alkylene group having 1 to 12 carbon atoms; and A3 is independently a single bond, -0-, _CO-, -CONH-, -NHCO-, -C (CH3)2-, -C(CF3)2-, -0-(CH2)m-0-, -S-, -SS-, -so2-, -S-(CH2)mS- or carbon number 1~ 12 alkylene, and m is an integer from 1 to 12; any hydrogen of the cyclohexane ring or the benzene ring may be -F, -CH3, -OH, i-COOH, -S03H, -Ρ03Η2, benzyl or 4-hydroxybenzyl substitution, R2 _A_ (Ar wherein R1 is a single bond, -〇-, -CO-, -COO-, -OCO-, -CONH-, -CH20-, -CF20- or a carbon number of 1~ An alkylene group of 6; R2 is a group having a steroid skeleton, an alkyl group having 1 to 30 carbon atoms, a phenyl group or a group represented by the formula (D-1) 145 200902519; the carbon number of the ^-member group is 2 & 6 know that any of -CH2- can be replaced by -〇-, -CH=CH- or -CSC-;& ^ ^ generation and any hydrogen of the phenyl can be Fluorine, methyl, decyloxy, anthracene A ^ " murine methyl, difluoromethoxy or trifluoromethoxy substituted; and, the sum of the carbon numbers of Α 从 and R is greater than or equal to 3,

R16,R16,

(D-1) 其中’R13、R以及R15獨立為單鍵、c〇〇_、(D-1) where 'R13, R and R15 are independently a single bond, c〇〇_,

-0C0-、-C0NH-、碳數1〜4的亞烷基、碳數的氧基亞烷基或者碳數1〜3的亞烷氧基；R!6以及R]7獨立為氫、氟或者曱基；R18為氫、氟、氯、氰基、氟曱基、二氟甲基、三氟曱基、氟曱氧基、二氟甲氧基、三氟曱氧基'碳數1 〜30的烷基、碳數1〜30的烷氧基、或者碳數2〜30的烷氧基烷基，並且’這些烷基、烷氧基以及烷氧基烷基中的任意的-CH2-可被二氟亞曱基或者式（D-2)所示的基團取代；環B以及環C獨立為1，4-亞苯基或者1，冬亞環己基； e、f以及g獨立為〇〜3的整數，且所述e、f以及g的總和為大於等於1 ;並且，ml以及m2獨立為〇、1或者2 ’ R19 / R21 . R20 \ R22 7n 其中，R19、R2〇、ρ21以及R22獨立為碳數1〜的烷基或者苯基，並且，η為1〜30的整數° 29.如申請專利範圍第1〇項所述之液aa配向劑，其中 146 200902519 其他成分為自由基聚合性單體中的至少一種；式（A)中的Q為如下所示的基團中的任一種；並且，以相對於式（A) 所示的耐地醯亞胺化合物與其他成分即自由基聚合性單體的總和量的重量比計，所述对地酸亞胺化合物的比例為0.2 〜0.99，-0C0-, -C0NH-, an alkylene group having 1 to 4 carbon atoms, an oxyalkylene group having a carbon number or an alkyleneoxy group having 1 to 3 carbon atoms; R!6 and R]7 are independently hydrogen and fluorine Or a fluorenyl group; R18 is hydrogen, fluorine, chlorine, cyano, fluoromethyl, difluoromethyl, trifluoromethyl, fluoromethoxy, difluoromethoxy, trifluoromethoxy' carbon number 1~ An alkyl group of 30, an alkoxy group having 1 to 30 carbon atoms, or an alkoxyalkyl group having 2 to 30 carbon atoms, and any of these alkyl groups, alkoxy groups and alkoxyalkyl groups -CH2- It may be substituted by a difluoroindenyl group or a group represented by the formula (D-2); the ring B and the ring C are independently a 1,4-phenylene group or a 1, holylene cyclohexyl group; e, f and g are independently An integer of 〇~3, and the sum of the e, f, and g is greater than or equal to 1; and, ml and m2 are independently 〇, 1 or 2 ' R19 / R21 . R20 \ R22 7n where R19, R2〇, ρ21 And R22 is independently a C 1~ alkyl group or a phenyl group, and η is an integer of from 1 to 30. 29. The liquid aa aligning agent according to the first aspect of the patent application, wherein 146 200902519 other components are free At least one of a base polymerizable monomer; formula (A) The Q in the group is any one of the groups shown below; and, in terms of the weight ratio of the total amount of the antimony imine compound and the other component, that is, the radical polymerizable monomer, represented by the formula (A) The ratio of the ursolic acid imide compound is 0.2 to 0.99,

其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。 30.如申請專利範圍第29項所述之液晶配向劑，其中式（A)中的Q為如下所示的基團中的任一種， 147 200902519Here, R is an alkyl group having 3 to 30 carbon atoms or an alkoxy group having 3 to 30 carbon atoms. The liquid crystal alignment agent according to claim 29, wherein Q in the formula (A) is any one of the groups shown below, 147 200902519

31.如申請專利範圍第10項所述之液晶配向劑，其中其他成分為環氧化合物中的至少一種；式（A)中的Q為如下所示的基團中的任一種；並且，以相對於式（A)所示的财地醯亞胺化合物與其他成分即環氧化合物的總和量的重量比計，所述财地醯亞胺化合物的比例為0.2〜0.99 ’The liquid crystal alignment agent according to claim 10, wherein the other component is at least one of epoxy compounds; and Q in the formula (A) is any one of the groups shown below; The ratio of the financial quinone imine compound is 0.2 to 0.99' by weight based on the weight ratio of the total amount of the quinone imine compound represented by the formula (A) to the other component, that is, the epoxy compound.

其中，R為碳數3〜30的烷基或者碳數3〜30的烷氧基。 32.如申請專利範圍第31項所述之液晶配向劑，其中式（A)中的Q為如下所示的基團中的任一種， 148 200902519Here, R is an alkyl group having 3 to 30 carbon atoms or an alkoxy group having 3 to 30 carbon atoms. The liquid crystal alignment agent according to claim 31, wherein Q in the formula (A) is any one of the groups shown below, 148 200902519

33、一種液晶配向膜，該液晶配向膜是經由將如申請專利範圍第10項所述之液晶配向劑塗佈於基板上，以膜的狀態進行焙燒而形成。 34、一種液晶顯示元件，該液晶顯示元件具有相對配置的一對基板、形成於所述一對基板各自的相對之面中的一面或者兩面上的電極、形成於所述一對基板各自的相對之面上的液晶配向膜以及形成於所述一對基板間的液晶層，且上述液晶配向膜為如申請專利範圍第33項所述之液晶配向膜。 149 200902519 七、指定代表圖·· (一）本案指定代表圖為：無。 (二) 本代表圖之元件符號簡單說明： jfe. 0 ”》、八、本案若有化學式時，請揭示最能顯示發明特徵的化學式：無。A liquid crystal alignment film formed by applying a liquid crystal alignment agent according to claim 10 of the invention to a substrate and baking it in a state of a film. A liquid crystal display device having a pair of substrates disposed opposite to each other, an electrode formed on one or both of opposite surfaces of the pair of substrates, and a relative of each of the pair of substrates A liquid crystal alignment film formed on the surface thereof, and a liquid crystal layer formed between the pair of substrates, and the liquid crystal alignment film is a liquid crystal alignment film according to claim 33. 149 200902519 VII. Designation of Representative Representatives (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: jfe. 0 ”, VIII. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: None.