TW201623590A - Liquid crystal composition and liquid crystal display element using same - Google Patents
Liquid crystal composition and liquid crystal display element using same Download PDFInfo
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Abstract
Description
本發明係關於一種作為電氣光學之液晶顯示材料有用的介電各向導性(△ε)表示為正值之向列型液晶組成物。 The present invention relates to a nematic liquid crystal composition having dielectric constant (Δε) which is useful as an electro-optical liquid crystal display material and which has a positive value.
液晶顯示元件被用於以時鐘、計算器為代表之各種測定機器、汽車用面板、文字處理機、電子記事本、印表機、電腦、電視、時鐘、廣告顯示板等。作為液晶顯示方式,其代表有以使用TN(扭轉向列)型、STN(超扭轉向列)型、TFT(薄膜電晶體)之垂直定向為特徵的VA型或以水平定向為特徵之IPS(橫向電場效應)型/FFS型等。用於該等液晶顯示元件所使用之液晶組成物,相對於水、空氣、熱、光等之外部因素為穩定,又,謀求以室溫為中心,而儘可能以寬廣溫度範圍表示液晶相、低黏性,且驅動電壓低。進而液晶組成物,為了相對於各別顯示元件配合最適當的介電各向導性(△ε)或/及將折射率異向性(△n)等成為最適當的值,而由數種至數十種之化合物來構成。 The liquid crystal display element is used for various measuring machines represented by clocks and calculators, automobile panels, word processors, electronic notebooks, printers, computers, televisions, clocks, advertisement display boards, and the like. As the liquid crystal display mode, it is represented by a VA type characterized by a vertical orientation using a TN (twisted nematic) type, an STN (super twisted nematic) type, a TFT (thin film transistor), or an IPS characterized by horizontal orientation ( Transverse electric field effect) type / FFS type, etc. The liquid crystal composition used for the liquid crystal display elements is stable with respect to external factors such as water, air, heat, light, etc., and is intended to represent the liquid crystal phase in a wide temperature range as much as possible centering on the room temperature. Low viscosity and low drive voltage. Further, in order to match the optimum dielectric conductivity (Δε) or/and the refractive index anisotropy (Δn) to the respective display elements, the liquid crystal composition is optimally used. Dozens of compounds are formed.
垂直定向型顯示器係使用△ε為負之液晶組成物,TN型、STN型或IPS型等水平定向型顯示器係使用△ε為正之液晶組成物。近年,亦報告有在無施加電壓時,使△ε為正之液晶組成物定向為垂直,以施加IPS型/FFS型電場來顯示之驅動方式,而△ε為正之液晶組成物的必要性更進一步提升。另一方面,於全部的驅動方式中,被要求有低電壓驅動、 高速應答、寬廣動作溫度範圍。即,要求有△ε為正且絕對值大、黏度(η)小、向列相-等向性液體相轉移溫度(Tni)高。又,必須根據△n與單元間隙(d)之積即△n×d之設定,配合單元間隙而將液晶組成物之△n調整於適當的範圍。此外,將液晶顯示元件應用於電視等時,由於重視高速應答性,故要求γ1小之液晶組成物。 The vertical alignment type display uses a liquid crystal composition having a negative Δ ε, and a horizontal directional display such as a TN type, an STN type or an IPS type uses a liquid crystal composition having a positive Δ ε. In recent years, it has been reported that, when no voltage is applied, the liquid crystal composition having a positive Δε is oriented perpendicularly, and an IPS type/FFS type electric field is applied to display the driving mode, and the necessity of Δε being a positive liquid crystal composition is further advanced. Upgrade. On the other hand, in all driving methods, low voltage driving, high speed response, and wide operating temperature range are required. That is, it is required that Δε is positive and the absolute value is large, the viscosity (η) is small, and the nematic phase-isotropic liquid phase transition temperature (T ni ) is high. Further, it is necessary to adjust the Δn of the liquid crystal composition to an appropriate range in accordance with the setting of Δn × d which is the product of Δn and the cell gap (d), in accordance with the cell gap. Further, when a liquid crystal display element is applied to a television or the like, since high-speed responsiveness is emphasized, a liquid crystal composition having a small γ 1 is required.
揭示有作為液晶組成物之構成成分,使用△ε為正之液晶化合物即式(A-1)或式(A-2)所示之化合物的液晶組成物(專利文獻1至專利文獻4),而該等之液晶組成物難以達到充分地實現低黏性
另一方面,揭示有一種關於為了改善液晶顯示器的性能,將具有氟原子或三氟甲氧基作為極性基者以外之具有各種基之化合物及含有其之組成物的發明(專利文獻5至專利文獻18)。然而,同樣地該等之液晶組成物仍無法說是必定能達到充分地實現低黏性。 On the other hand, there is disclosed an invention having a compound having various groups other than a fluorine atom or a trifluoromethoxy group as a polar group and a composition containing the same in order to improve the performance of the liquid crystal display (Patent Documents 5 to 5) Literature 18). However, it is still impossible to say that such liquid crystal compositions are capable of achieving a sufficiently low viscosity.
為了高速應答之低黏性化外,於液晶組成物中,為了液晶顯示元件之高壽命化,而要求有即使長時間使用品質或經時變化小者。尤其是,揭示有一種關於一般低分子有機化合物之液晶材料,由於對於紫外線有安定性不強等問題,為了解決該問題,於具有嘧啶環之化合物含有添加劑之液晶組成物(專利文獻19)或於組合有特定化合物之介電各向導性為 負之液晶組成物含有添加劑之液晶組成物(專利文獻20)的發明。 In addition to the low viscosity of the high-speed response, in the liquid crystal composition, in order to increase the life of the liquid crystal display element, it is required to have a small quality or a small change over time. In particular, it is disclosed that a liquid crystal material of a general low molecular organic compound has a problem that the stability of the ultraviolet light is not strong, and the like, in order to solve the problem, a liquid crystal composition containing an additive in a compound having a pyrimidine ring (Patent Document 19) or The dielectric conductivity of a combination of specific compounds is The negative liquid crystal composition contains the liquid crystal composition of the additive (Patent Document 20).
又,使用液晶組成物之液晶顯示元件,廣泛地被使用於VA(垂直定向)型或IPS(橫向電場效應)型等,且其大小亦達成50型以上之超大型尺寸之顯示元件之實用化。隨著基板尺寸的大型化,對液晶組成物之基板之注入方法亦從先前之真空注入法變成滴加注入(ODF:One Drop Fill)法,而成為注入方法的主流(參照專利文獻21),將液晶組成物於基板滴加時之滴加痕係導致顯示品質之下降且將問題表面化,顯示不良導致液晶顯示元件之產率有惡化之情形而成為問題。又,於液晶組成物中添加抗氧化劑、光吸收劑等添加物時,亦有使其產率惡化的問題,進一步,除了滴加痕以外,亦有若液晶顯示元件長時間同樣持續顯示,則產生即使關閉顯示而其顯示仍持續顯示之被稱為殘像現象的問題。謀求作為液晶顯示元件之基本性能之對比或應答速度等特性,與難以發生殘像或滴加痕等畫質品質之信賴性兩者均備之液晶顯示元件的開發,謀求適合該等之液晶組成物之開發。 Further, a liquid crystal display element using a liquid crystal composition is widely used in a VA (Vertical Alignment) type or an IPS (Transverse Field Effect) type, and the size of the display element of a very large size of 50 or more is put into practical use. . With the increase in the size of the substrate, the method of injecting the substrate of the liquid crystal composition has been changed from the previous vacuum injection method to the one-drop filling (ODF) method, and has become the mainstream of the injection method (see Patent Document 21). When the liquid crystal composition is dropped on the substrate, the drop in the display quality causes a deterioration in display quality and causes a problem to be surfaced, which causes a problem that the yield of the liquid crystal display element is deteriorated due to poor display. Further, when an additive such as an antioxidant or a light absorbing agent is added to the liquid crystal composition, the yield is deteriorated. Further, in addition to the dropping mark, if the liquid crystal display element continues to be displayed for a long period of time, There is a problem called an afterimage phenomenon even if the display is continuously displayed even if the display is turned off. In order to develop a liquid crystal display element which is compatible with characteristics such as comparison of basic performance of a liquid crystal display element, response speed, and the like, and reliability of image quality such as afterimage or dripping, it is suitable for liquid crystal composition. Development of things.
【專利文獻】 [Patent Literature]
專利文獻1:WO96/032365號 Patent Document 1: WO96/032365
專利文獻2:日本特開平09-157202號 Patent Document 2: Japanese Patent Laid-Open No. 09-157202
專利文獻3:WO98/023564號 Patent Document 3: WO98/023564
專利文獻4:日本特開2003-183656號 Patent Document 4: Japanese Patent Laid-Open No. 2003-183656
專利文獻5:日本特表平3-505742號 Patent Document 5: Japanese Special Table No. 3-505742
專利文獻6:日本特表平6-500343號 Patent Document 6: Japanese Special Table No. 6-500343
專利文獻7:日本特表平7-509025號 Patent Document 7: Japanese Special Table No. 7-509025
專利文獻8:日本特表平8-500366號 Patent Document 8: Japanese Special Table No. 8-500366
專利文獻9:日本特表平8-507771號 Patent Document 9: Japanese Special Table No. 8-507771
專利文獻10:日本特表平8-510220號 Patent Document 10: Japanese Special Table No. 8-510220
專利文獻11:日本特開平6-40988號 Patent Document 11: Japanese Patent Laid-Open No. 6-40988
專利文獻12:日本特開平6-329573號 Patent Document 12: Japanese Patent Laid-Open No. 6-329573
專利文獻13:日本特開平7-82561號 Patent Document 13: Japanese Patent Laid-Open No. 7-82561
專利文獻14:日本特開平7-145099號 Patent Document 14: Japanese Patent Laid-Open No. 7-145099
專利文獻15:日本特開2004-115800號 Patent Document 15: Japanese Patent Laid-Open No. 2004-115800
專利文獻16:日本特開2006-321804號 Patent Document 16: Japanese Patent Laid-Open No. 2006-321804
專利文獻17:日本特開2008-189927號 Patent Document 17: Japanese Patent Laid-Open No. 2008-189927
專利文獻18:日本特表2011-516628號 Patent Document 18: Japanese Special Table 2011-516628
專利文獻19:日本特開2007-137921號 Patent Document 19: Japanese Patent Laid-Open No. 2007-137921
專利文獻20:日本特開2012-224632號 Patent Document 20: Japanese Patent Laid-Open No. 2012-224632
專利文獻21:日本特開平6-235925號 Patent Document 21: Japanese Patent Laid-Open No. Hei 6-235925
本發明欲解決之課題,係提供一種具有寬廣溫度範圍之液晶相、黏性小、於低溫之溶解性良好、比電阻或電壓保持率高、對熱或光安定之△ε為正之液晶組成物,進一步使用該等,藉此提供一種顯示品質優異、殘像或滴加痕等之顯示不良難以發生之IPS型或TN型等之液晶顯示元件。 The object of the present invention is to provide a liquid crystal composition having a wide temperature range, a low viscosity, a good solubility at low temperatures, a high specific resistance or voltage holding ratio, and a positive Δ ε for heat or light stability. Further, by using these, it is possible to provide a liquid crystal display element such as an IPS type or a TN type which is excellent in display quality and in which display defects such as afterimages or dripping marks are hard to occur.
本發明人研究各種液晶化合物及各種化學物質,發現藉由組合特定化合物可解決上述課題,而完成本發明。 The present inventors studied various liquid crystal compounds and various chemical substances, and found that the above problems can be solved by combining specific compounds, and the present invention has been completed.
本發明係提供一種含有第一成分、第二成分,且介電各向導性(△ε)為正之液晶組成物,並提供一種使用該液晶組成物之液晶顯示元件,作為第一成分,其含有0.001質量%至5質量%具有通式(I)所示之部分結構之化合物
(式中,X31~X33相互獨立地表示氫原子或氟原子,Y31表示氟原子、三氟甲氧基或三氟甲基)。 (wherein, X 31 to X 33 each independently represent a hydrogen atom or a fluorine atom, and Y 31 represents a fluorine atom, a trifluoromethoxy group or a trifluoromethyl group).
本發明之△ε為正之液晶組成物,係可得到大幅低黏性、於低溫之溶解性良好、比電阻或電壓保持率受熱或光之變化極小、進一步製造商品時之實用性高,使用其之IPS型或FFS型等液晶顯示元件,可達到高速應答、抑制殘像或滴加痕等顯示不良,非常有用。 The Δ ε of the present invention is a positive liquid crystal composition, and is excellent in low-viscosity, good in low-temperature solubility, extremely small in specific resistance or voltage holding ratio, and extremely small in change in light, and is highly practical when used in further production. A liquid crystal display element such as an IPS type or an FFS type is useful for achieving high-speed response, suppressing display defects such as afterimages or dripping marks.
本案發明中之液晶組成物,係作為第一成分,含有1種或2種以上具有通式(I)所示之部分結構之化合物
作為具有上述部分結構之化合物,可舉出通式(I-1)及通式(I-2)所示之化合物
通式(I-1)中,RH1表示氫原子或碳原子數1至10之烷基,但特佳為氫原子。為烷基時,較佳為碳原子數1至8,較佳為碳原子數1至5,較佳為碳原子數1至3,更佳為碳原子數1。 In the formula (I-1), R H1 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and particularly preferably a hydrogen atom. When it is an alkyl group, it preferably has 1 to 8 carbon atoms, preferably 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, more preferably 1 carbon atom.
通式(I-1)中,M1表示碳原子數1至20之烷基,但若考量賦予液晶組成物黏性或自身揮發性,則M1較佳為碳原子數5至18之烷基,較佳為碳原子數8至18之烷基。 In the formula (I-1), M 1 represents an alkyl group having 1 to 20 carbon atoms, but if it is considered to impart viscosity or self-volatility to the liquid crystal composition, M 1 is preferably an alkane having 5 to 18 carbon atoms. The group is preferably an alkyl group having 8 to 18 carbon atoms.
通式(I-2)中,RH1及RH2分別獨立地表示氫原子或碳原子數1至10之烷基,但特佳為氫原子。為烷基時,較佳為碳原子數1至8,較佳為碳原子數1至5,較佳為碳原子數1至3,更佳為碳原子數1。 In the formula (I-2), R H1 and R H2 each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and particularly preferably a hydrogen atom. When it is an alkyl group, it preferably has 1 to 8 carbon atoms, preferably 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, more preferably 1 carbon atom.
通式(I-2)中,M2表示碳原子數1至15之伸烷基,但若考量賦予液晶組成物黏性或自身揮發性,則M2較佳為碳原子數2至10之伸烷基,較佳為碳原子數4至8之伸烷基,較佳為碳原子數6至8之伸烷基。 In the formula (I-2), M 2 represents an alkylene group having 1 to 15 carbon atoms, but if it is considered to impart viscosity or self-volatility to the liquid crystal composition, M 2 is preferably a carbon number of 2 to 10 The alkyl group is preferably an alkylene group having 4 to 8 carbon atoms, preferably an alkylene group having 6 to 8 carbon atoms.
通式(I-3)中,RH3、RH4及RH5,分別獨立地表示氫原子或碳原子數1至10之烷基,M1及M2,分別獨立地表示碳原子數1至20之伸烷基,伸烷基中之1個-CH2-,亦可以-O-、一COO-或-OCO-取代,伸烷基中之1個-CH2-CH2-亦可以-CH=CH-取代,但特佳為氫原子。烷基時,較佳為碳原子數1至8,較佳為碳原子數1至5,較佳為碳原子數1至3,更佳為碳原子數1。 In the formula (I-3), R H3 , R H4 and R H5 each independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and M 1 and M 2 each independently represent a carbon number of 1 to 20 of the alkyl group, one of the alkyl groups -CH 2 -, may also be -O-, a COO- or -OCO- substituted, one of the alkyl groups -CH 2 -CH 2 - may also be - CH=CH-substitution, but particularly preferably a hydrogen atom. In the case of an alkyl group, it preferably has 1 to 8 carbon atoms, preferably 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, more preferably 1 carbon atom.
通式(I-3)中,nH1及nH2分別獨立地表示0或1,nH3表示1至4之整數。nH3表示2、3或4,但較佳為表示2。 In the formula (I-3), n H1 and n H2 each independently represent 0 or 1, and n H3 represents an integer of 1 to 4. n H3 represents 2, 3 or 4, but preferably represents 2.
以通式(I-3)所示之化合物,由於有效胺濃度高,故為更有效果作用之化合物。又,通式(I-1)所示之化合物中分子量小者,吸附 於液晶顯示元件中之定向膜,而發現有誘發顯示不均的例子,而一般通式(I-3)所示之化合物由於分子量變大,則可防止顯示不均的誘發。 The compound represented by the formula (I-3) is a more effective compound because of its high effective amine concentration. Further, in the compound represented by the formula (I-1), the molecular weight is small, and adsorption In the alignment film in the liquid crystal display device, an example in which display unevenness is induced is found, and the compound represented by the general formula (I-3) can prevent the occurrence of display unevenness due to the increase in molecular weight.
作為通式(I-1)所示之化合物,較佳為通式(I-1)至通式(I-7)所示之化合物
作為通式(I-2)所示之化合物,較佳為通式(I-24)、通
式(I-26)、通式(I-28)所示之化合物
作為通式(I-3)所示之化合物,可舉出通式(I-31)及通式(I-32)所示之化合物。該等式中之RH3、RH4及RH5係如上述
更具體而言,較佳為通式(I-32H)所示之化合物
液晶組成物中,較佳為含有0.01至5質量%之通式(I)所示之化合物,較佳為0.01至0.3質量%,更佳為0.02至0.3質量%,特佳為0.05至0.12質量%。若進一步詳述,則著重於抑制低溫中析出時,其含量較佳為0.01至0.11質量%。進而,將通式(I)所示之化合物併用2種以上亦可。 The liquid crystal composition preferably contains 0.01 to 5% by mass of the compound of the formula (I), preferably 0.01 to 0.3% by mass, more preferably 0.02 to 0.3% by mass, particularly preferably 0.05 to 0.12 by mass. %. More specifically, when it is focused on suppressing precipitation in a low temperature, the content thereof is preferably from 0.01 to 0.11% by mass. Furthermore, the compound represented by the formula (I) may be used in combination of two or more kinds.
本案發明中液晶組成物,作為第二成分,含有1種或2種以上通式(III)所示之化合物
(各式中之黑點表示與環之連結點)。 (The black dots in each formula indicate the point of connection with the ring).
M31~M33相互獨立地表示反式-1,4-伸環己基或1,4-伸苯基,該反式-1,4-伸環己基中之1個或2個-CH2-亦可以不直接鄰接氧原子之方式而以-O-取代,該伸苯基中之1個或2個氫原子亦可以氟原子取代,但較佳為反式-1,4-伸環己基、四氫哌喃基、1,4-二烷-2,5-二基或1,4-伸苯基。 M 31 to M 33 independently of each other represent trans-1,4-cyclohexylene or 1,4-phenylene, and one or two -CH 2 - of the trans-1,4-cyclohexylene group It is also possible to substitute -O- without directly contacting an oxygen atom, and one or two hydrogen atoms in the phenyl group may be substituted by a fluorine atom, but trans-1,4-cyclohexylene is preferably used. Tetrahydropyranyl, 1,4-two Alkane-2,5-diyl or 1,4-phenylene.
M31及M33多數存在時,可為相同亦可不同。 When M 31 and M 33 are mostly present, they may be the same or different.
M34,表示式(A-1)及式(A-2),
但其式中,X31~X33相互獨立地表示氫原子或氟原子,但較佳為X31及X33均為氟原子。Y31表示氟原子、三氟甲氧基或三氟甲基,但較佳為氟原子或三氟甲氧基,更佳為氟原子。 However, in the formula, X 31 to X 33 each independently represent a hydrogen atom or a fluorine atom, but it is preferred that both X 31 and X 33 are fluorine atoms. Y 31 represents a fluorine atom, a trifluoromethoxy group or a trifluoromethyl group, and is preferably a fluorine atom or a trifluoromethoxy group, more preferably a fluorine atom.
Z31表示-CF2O-、-OCH2-或-CH2O-。 Z 31 represents -CF 2 O-, -OCH 2 - or -CH 2 O-.
n31及n32相互獨立地表示0、1或2,n31+n32表示1、2或3,但n31+n32較佳為1或2。 n 31 and n 32 represent 0, 1 or 2 independently of each other, and n 31 + n 32 represents 1, 2 or 3, but n 31 + n 32 is preferably 1 or 2.
通式(III)所示之化合物,其特徵為具有3~5個環,進一步具有-CF2O-、-OCH2-或-CH2O-之任一個作為連結基。 The compound represented by the formula (III) is characterized in that it has 3 to 5 rings, and further has any one of -CF 2 O-, -OCH 2 - or -CH 2 O- as a linking group.
通式(III)所示之液晶化合物,具體而言為下述通式(III-1)至通式(III-6)所示
通式(III-1)所示之液晶化合物,具體而言較佳為下述通式(III-1-a)至通式(III-1-f)所示之化合物
(式中,X34~X39相互獨立地表示氫原子或氟原子)。 (wherein, X 34 to X 39 independently represent a hydrogen atom or a fluorine atom).
通式(III-2)所示之液晶化合物,具體而言較佳為下述通式(III-2-a)至通式(III-2-d)所示之化合物
通式(III-3)所示之液晶化合物,具體而言較佳為下述通式(III-3-a)至通式(III-3-n)所示之化合物
通式(III-4)所示之液晶化合物,具體而言較佳為下述通式(III-4-a)至通式(III-4-g)所示之化合物
通式(III-5)所示之液晶化合物,具體而言較佳為下述通式(III-5-a)至通式(III-5-i)所示之化合物
通式(III-6)所示之液晶化合物,具體而言較佳為下述通
式(III-6-a)至通式(III-6-c)所示之化合物
第二成分之通式(III)所示之化合物的含量為1質量%至60質量%,較佳為5質量%至50質量%,較佳為5質量%至40質量%,較佳為10質量%至40質量%,較佳為10質量%至35質量%,較佳為15質量%至35質量%。 The content of the compound represented by the formula (III) of the second component is from 1% by mass to 60% by mass, preferably from 5% by mass to 50% by mass, preferably from 5% by mass to 40% by mass, preferably 10%. The mass% to 40% by mass, preferably 10% by mass to 35% by mass, preferably 15% by mass to 35% by mass.
本發明之液晶組成物,作為第三成分較佳為含有1種或2種以上通式(II-a)至通式(II-j)所示之化合物
式中,R21及R22相互獨立地表示碳原子數1至10之烷基或碳原子數1至10之烷氧基或碳原子數2至10之烯基,但較佳為相互獨立之碳原子數1至5之烷基或碳原子數1至5之烷氧基或碳原子數2至5之烯基。X21表示碳原子數1至3之烷基、碳原子數1至3之烷氧基、氟原子或氫原子,但較佳為碳原子數1之烷基、氟原子或氫原子,更佳為氟原子或氫原子。 Wherein R 21 and R 22 independently of each other represent an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, but are preferably independent of each other. An alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms. X 21 represents an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom, and is preferably an alkyl group having 1 or a carbon atom, a fluorine atom or a hydrogen atom, more preferably It is a fluorine atom or a hydrogen atom.
通式(II-a)至通式(II-j)內,較佳為選自通式(II-a)、通式(II-d)、通式(II-f)、通式(II-g)、通式(II-h)及通式(II-i)之化合物,更佳為選自通式(II-a)、通式(II-f)、通式(II-g)、通式(II-h)及通式(II-i)之化合物,更佳為選自通式(II-a)、通式(II-f)及通式(II-i)之化合物,特佳為選自通式(II-a)及通式(II-i)之化合物。 In the formula (II-a) to the formula (II-j), it is preferably selected from the group consisting of the formula (II-a), the formula (II-d), the formula (II-f), and the formula (II). -g), a compound of the formula (II-h) and the formula (II-i), more preferably selected from the group consisting of the formula (II-a), the formula (II-f), and the formula (II-g) a compound of the formula (II-h) and the formula (II-i), more preferably a compound selected from the group consisting of the formula (II-a), the formula (II-f) and the formula (II-i), Particularly preferred are compounds selected from the group consisting of the formula (II-a) and the formula (II-i).
第三成分之選自通式(II-a)至通式(II-j)所示之化合物群中之化合物含量為1質量%至60質量%,但較佳為5質量%至55質量%,較佳為5質量%至50質量%,8質量%至50質量%,較佳為10質量%至50質量%,較佳為15質量%至50質量%,較佳為20質量%至50質量%,較佳為25質量%至50質量%,較佳為25質量%至45質量%。 The content of the compound of the third component selected from the group consisting of the formula (II-a) to the formula (II-j) is from 1% by mass to 60% by mass, but preferably from 5% by mass to 55% by mass. Preferably, it is 5 mass% to 50 mass%, 8 mass% to 50 mass%, preferably 10 mass% to 50 mass%, preferably 15 mass% to 50 mass%, preferably 20 mass% to 50 mass%. The mass% is preferably from 25% by mass to 50% by mass, preferably from 25% by mass to 45% by mass.
本發明之液晶組成物,進一步可含有通式(V)所示之化合物
式中,R51表示碳原子數1至10之烷基、碳原子數1至10之烷氧基或碳原子數2至10之烯基,但較佳為碳原子數1至5之烷基、碳原子數1至 5之烷氧基或碳原子數2至5之烯基。X51及X52相互獨立地表示氫原子或氟原子,且Y51表示氟原子、三氟甲氧基或三氟甲基,但較佳為X51為氟原子。M51~M53相互獨立地表示反式-1,4-伸環己基或1,4-伸苯基,該反式-1,4-伸環己基中之1個或2個-CH2-以不直接鄰接氧原子之方式而以-O-取代,該伸苯基中之1個或2個氫原子以氟原子取代,但較佳為反式-1,4-伸環己基、四氫哌喃基、1,4-二烷-2,5-二基或1,4-伸苯基,較佳為反式-1,4-伸環己基或1,4-伸苯基。Z51~Z53相互獨立地表示單鍵或-CH2CH2-,但較佳為Z51~Z53內有2個為單鍵,更佳為Z51~Z53全部為單鍵。n51及n52相互獨立地表示0、1或2,n51+n52表示0、1或2,但較佳為n51+n52為1或2。M51、M53、Z51及Z53多數存在時,可為相同亦可不同。 In the formula, R 51 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, but is preferably an alkyl group having 1 to 5 carbon atoms. An alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms. X 51 and X 52 each independently represent a hydrogen atom or a fluorine atom, and Y 51 represents a fluorine atom, a trifluoromethoxy group or a trifluoromethyl group, but preferably X 51 is a fluorine atom. M 51 to M 53 independently of each other represent trans-1,4-cyclohexylene or 1,4-phenylene, and one or two -CH 2 - of the trans-1,4-cyclohexylene group Substituting -O- without directly contacting an oxygen atom, one or two hydrogen atoms in the phenyl group are substituted with a fluorine atom, but trans-1,4-cyclohexylene, tetrahydrogen is preferred. Piperidyl, 1,4-two Alkane-2,5-diyl or 1,4-phenylene, preferably trans-1,4-cyclohexylene or 1,4-phenylene. Z 51 to Z 53 independently represent a single bond or -CH 2 CH 2 -, but it is preferred that two of Z 51 to Z 53 are single bonds, and more preferably Z 51 to Z 53 are all single bonds. n 51 and n 52 represent 0, 1, or 2 independently of each other, and n 51 + n 52 represents 0, 1, or 2, but preferably n 51 + n 52 is 1 or 2. When M 51 , M 53 , Z 51 and Z 53 are mostly present, they may be the same or different.
作為通式(V)所示之化合物,具體而言如下述通式(V-1)至通式(V-26)
其他之成分之通式(V)所示之化合物的含量為0質量%至50質量%,但較佳為0質量%至40質量%,較佳為5質量%至40質量%,較佳為5質量%至35質量%,較佳為5質量%至30質量%,較佳為5質量%至25質量%,較佳為5質量%至20質量%。 The content of the compound represented by the formula (V) of the other components is from 0% by mass to 50% by mass, preferably from 0% by mass to 40% by mass, preferably from 5% by mass to 40% by mass, preferably 5% by mass to 35% by mass, preferably 5% by mass to 30% by mass, preferably 5% by mass to 25% by mass, preferably 5% by mass to 20% by mass.
本案發明之液晶組成物,係第一成分之通式(I)所示之化合物、第二成分之通式(III)所示之化合物、第三成分之選自通式(II-a) 至通式(II-j)所示之化合物群中之化合物及其他成分之通式(V)所示之化合物的合計含量較佳為70~100質量%,更佳為80~100質量%,再更佳為85~100質量%,再更佳為90~100質量%,再更佳為95~100質量%。 The liquid crystal composition of the present invention is a compound represented by the formula (I) of the first component, a compound represented by the formula (III) of the second component, and a third component selected from the formula (II-a). The total content of the compound represented by the formula (V) of the compound and other components in the compound group represented by the formula (II-j) is preferably 70 to 100% by mass, more preferably 80 to 100% by mass. More preferably, it is 85 to 100% by mass, more preferably 90 to 100% by mass, and even more preferably 95 to 100% by mass.
本案發明之液晶組成物,25℃之介電各向導性(△ε)較佳為1.5至20,更佳為1.5至18,更佳為1.5至15,再更佳為1.5至11,特佳為1.5至8。 In the liquid crystal composition of the present invention, the dielectric conductivity (Δε) at 25 ° C is preferably from 1.5 to 20, more preferably from 1.5 to 18, still more preferably from 1.5 to 15, and even more preferably from 1.5 to 11, particularly preferred. It is 1.5 to 8.
本案發明之液晶組成物25℃之介電各向導性(△ε)較佳為+1.5至2.5,又較佳為3.5至8.0,較佳為+4.5至7.0,較佳為+8.5至10。 The dielectric composition (??) of the liquid crystal composition of the present invention at 25 ° C is preferably +1.5 to 2.5, more preferably 3.5 to 8.0, preferably +4.5 to 7.0, preferably +8.5 to 10.
本案發明之液晶組成物,20℃之折射率異向性(△n)為0.08至0.14,但更佳為0.09至0.13,特佳為0.09至0.12。若進一步詳細說明,則對應於薄單元間隙時,較佳為0.10至0.13,對應於厚單元間隙時,較佳為0.08至0.10。 The liquid crystal composition of the present invention has a refractive index anisotropy (?n) at 20 ° C of from 0.08 to 0.14, more preferably from 0.09 to 0.13, particularly preferably from 0.09 to 0.12. More specifically, it corresponds to a thin cell gap, preferably 0.10 to 0.13, and corresponds to a thick cell gap, preferably 0.08 to 0.10.
本案發明之液晶組成物,20℃之黏度(η)為10至50mPa.s,但更佳為10至40mPa.s,特佳為10至35mPa.s。 The liquid crystal composition of the invention of the present invention has a viscosity (η) of 10 to 50 mPa at 20 ° C. s, but more preferably 10 to 40 mPa. s, especially good for 10 to 35mPa. s.
本案發明之液晶組成物,20℃之回轉黏性(γ1)為60至130mPa.s,但更佳為60至110mPa.s,特佳為60至100mPa.s。 The liquid crystal composition of the invention of the present invention has a rotational viscosity (γ 1 ) of 20 to 130 mPa at 20 ° C. s, but more preferably 60 to 110 mPa. s, especially good for 60 to 100mPa. s.
本案發明之液晶組成物,向列相-等向性液體相轉移溫度(Tni)為60℃至120℃,但更佳為70℃至100℃,特佳為70℃至90℃。 The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ) of from 60 ° C to 120 ° C, more preferably from 70 ° C to 100 ° C, particularly preferably from 70 ° C to 90 ° C.
本發明之液晶組合物,可含有1種或2種以上光學活性化合物。光學活性化合物係使液晶分子扭轉而使其定向,可使用於任何物。通常該扭轉因溫度而變化,故為了獲得所欲之溫度依存性,可使用多數之光學活性化合物。為了對於向列相液晶相之溫度範圍或黏度等不產生不良影
響,較佳為選擇使用扭轉效果強之光學活性化合物。作為此種之光學活性化合物,具體而言較佳為膽固醇狀奈米網等之液晶或下述通式(Ch-1)至通式(Ch-6)所示之化合物
本發明之液晶組成物,亦可含有1種或2種以上聚合性化合物,聚合性化合物較佳為以苯衍生物、聯伸三苯衍生物、參茚并苯衍生物、酞青素衍生物或以環己烷衍生物作為分子中心之蕊核、直鏈烷基、直鏈烷氧基或取代苯甲醯氧基作為其側鏈經放射狀取代之結構的圓盤狀液晶化合物。 The liquid crystal composition of the present invention may further contain one or more kinds of polymerizable compounds, and the polymerizable compound is preferably a benzene derivative, a co-triphenyl derivative, a quinone acene derivative, an anthraquinone derivative or A cyclohexane compound having a cyclohexane derivative as a molecular center, a linear alkyl group, a linear alkoxy group or a substituted benzaloxy group as a structure in which a side chain thereof is radially substituted.
具體而言,聚合性化合物較佳為通式(PC)所示之聚合性化合物
更佳為,聚合性化合物通式(PC)中之MGp為以下之結構所示之聚合性化合物
此處,Sp1及Sp2分別獨立為伸烷基時,該伸烷基亦可以1個以上之鹵素原子或CN取代,於該基中存在1個或2個以上之CH2基,亦可以不直接鄰接O原子之方式而由-O-、-S-、-NH-、-N(CH3)-、-CO-、-COO-、-OCO-、-OCOO-、-SCO-、-COS-或-C≡C-取代。又,P1及P2較佳分別獨立地為下述之通式之任一者
更具體而言,聚合性化合物通式(PC)較佳為通式(PC0-1)至通式(PC0-6)所示之聚合性化合物
(PC0-3) P 1 -Sp 1 -Q p1 -MG p -Q p2 -Sp 2 -P 2 (PC0-3) P 1 -Sp 1 -Q p1 -MG p -Q p2 -Sp 2 -P 2
(PC0-4) P 1 -Q p1 -MG p -Q p2 -P 2 (PC0-4) P 1 -Q p1 -MG p -Q p2 -P 2
(PC0-5) P 1 -Sp 1 -Q p1 -MG p -R p1 (PC0-5) P 1 -Sp 1 -Q p1 -MG p -R p1
(PC0-6) P 1 -Q p1 -MG p -R p1 (式中,p4分別獨立地表示1、2或3)。再更具體而言,較佳為通式(PC1-1)至通式(PC1-9)所示之聚合性化合物
又,通式(PC)中之MGp較佳為通式(PC1)-9所示之圓盤狀液晶化合物
聚合性化合物之使用量較佳為0.05~2.0質量%。 The amount of the polymerizable compound used is preferably from 0.05 to 2.0% by mass.
本發明之液晶組成物,進一步亦可含有1種或2種以上抗氧化劑,又進一步亦可含有1種或2種以上UV吸收劑。作為抗氧化劑,較佳為選自下述通式(E-1)及或通式(E-2)所示中
本發明之液晶組成物,可使用於作為液晶顯示元件尤其是主動矩陣驅動用液晶顯示元件,例如:TN模式、OCB模式、ECB模式、IPS(包含FFS電極)模式或VA-IPS模式(包含FFS電極)。此處,所謂VA-IPS模式係於無施加電壓時,將介電各向導性為正之液晶材料(△ε>0)使其相對於基板面垂直定向,利用於同一基板面上配置有畫素電極(pixel electrodes)與通用電極而驅動液晶分子之方法,在以畫素電極與通用電極產生之彎曲電場的方向排列液晶分子,因此可容易地畫素分割或形成多網域,而有於應答優異的好處。根據非專利文獻Proc.13th IDW,97(1997)、Proc.13th IDW,175(1997)、SID Sym.Digest,319(1998)、SID Sym.Digest,838(1998)、SID Sym.Digest,1085(1998)、SID Sym.Digest,334(2000)、Eurodisplay Proc.,142(2009),被稱為EOD、VA-IPS等各種稱呼,於本發明中以下略稱為「VA-IPS」。 The liquid crystal composition of the present invention can be used as a liquid crystal display element, particularly a liquid crystal display element for active matrix driving, for example, TN mode, OCB mode, ECB mode, IPS (including FFS electrode) mode or VA-IPS mode (including FFS electrode). Here, the VA-IPS mode is a liquid crystal material (Δε>0) whose dielectric properties are positive, and is oriented perpendicularly to the substrate surface when no voltage is applied, and the pixels are disposed on the same substrate surface. A method of driving liquid crystal molecules by a pixel electrode and a general-purpose electrode, aligning liquid crystal molecules in a direction of a bending electric field generated by a pixel electrode and a common electrode, so that it is possible to easily divide a pixel or form a multi-domain, and respond to it. Excellent benefits. According to Non-Patent Document Proc. 13th IDW, 97 (1997), Proc. 13th IDW, 175 (1997), SID Sym. Digest, 319 (1998), SID Sym. Digest, 838 (1998), SID Sym. Digest, 1085 (1998), SID Sym. Digest, 334 (2000), Eurodisplay Proc., 142 (2009), and various names such as EOD and VA-IPS are hereinafter referred to as "VA-IPS" in the present invention.
一般而言,TN、ECB方式中之夫瑞德利克茲轉移(Freedericksz transition)的臨界電壓(Vc)係藉由式(I)表示,
另一方面,VA-IPS方式中,本發明人等,發現適用式(IV)
本發明之液晶組成物,可調整出較佳△ε、K11、K33。 The liquid crystal composition of the present invention can be adjusted to preferably Δε, K11, and K33.
液晶組成物之折射率異向性(△n)與顯示裝置第一基板與第二基板之間隔(d)之積(△n×d)與視角特性或應答速度有強烈關聯。因此,間隔(d)若為3~4μm,則有變薄之傾向。積(△n×d),於TN模式、ECB模式、IPS模式時,較佳為0.31~0.33。VA-IPS模式時中,相對於兩基板垂直定向時,較佳為0.20~0.59,特佳為0.30~0.40。無施加時之液晶定向之基板面必須為略水平之TN模式、ECB模組之傾斜角較佳為0.5~7°,無施加時之液晶定向之基板面必須為略垂直之VA-IP模式時之傾斜角較佳為85~90°。為了使液晶組成物如此定向,故可設置有由聚醯亞胺(PI)、聚醯胺、查耳酮、桂皮酸鹽或桂皮醯基等構成之定向膜。又,定向膜較佳為使用利用光定向技術而製作者。含有通式(LCO)中之X103為F之化合物的本發明之液晶組成物,較容易控制排列在定向膜之易磁化軸上所欲的傾斜角。 The product of the refractive index anisotropy (Δn) of the liquid crystal composition and the distance (Δn × d) between the first substrate and the second substrate of the display device are strongly correlated with the viewing angle characteristics or the response speed. Therefore, if the interval (d) is 3 to 4 μm, the thickness tends to be thin. The product (Δn × d) is preferably 0.31 to 0.33 in the TN mode, the ECB mode, and the IPS mode. In the VA-IPS mode, when it is oriented perpendicularly to the two substrates, it is preferably 0.20 to 0.59, and particularly preferably 0.30 to 0.40. The substrate surface of the liquid crystal orientation without application must be a slightly horizontal TN mode, the tilt angle of the ECB module is preferably 0.5 to 7°, and the substrate surface of the liquid crystal orientation without application must be a slightly vertical VA-IP mode. The inclination angle is preferably 85 to 90°. In order to orient the liquid crystal composition in this manner, an oriented film composed of polyimine (PI), polyamine, chalcone, cinnamate or cinnamyl may be provided. Further, the alignment film is preferably produced by using a light directing technique. The liquid crystal composition of the present invention containing a compound of the formula (LCO) wherein X 103 is F, it is easier to control the desired tilt angle of the alignment on the easy axis of the oriented film.
進而,作為聚合性化合物含有通式(PC)所示之化合物之本發明液晶組成物,可提供在施加電壓下或無施加電壓下,使於該液晶組成物中所含有之聚合性化合物進行聚合而製作成高分子安定化之TN模式、OCB模式、ECB模式、IPS模式或VA-IPS模式用液晶顯示元件。 Further, the liquid crystal composition of the present invention containing a compound represented by the formula (PC) as a polymerizable compound can provide polymerization of a polymerizable compound contained in the liquid crystal composition under application of a voltage or without application of a voltage. A liquid crystal display element for a TN mode, an OCB mode, an ECB mode, an IPS mode, or a VA-IPS mode which is stabilized by a polymer is produced.
[實施例] [Examples]
以下列舉實施例更詳細說明本發明,但本發明並不限定於該等實施例。又,以下之實施例及比較例組成物中之「%」意指「質量%」。 The invention will be described in more detail below by way of examples, but the invention is not limited to the examples. In addition, "%" in the following examples and comparative examples means "% by mass".
實施例中之組成例之測定特性,如以下所述Tni:向列相-等向性液體相轉移溫度(℃) The measurement characteristics of the composition examples in the examples are as follows: Tni: nematic phase-isotropic liquid phase transfer temperature (°C)
△n:298K之折射率異向性(別名:複折射率) Δn: refractive index anisotropy of 298K (alias: complex refractive index)
△ε:298K之介電各向導性 △ ε: 298K dielectric dielectrics
η:293K之黏度(mPa.s) η: viscosity of 293K (mPa.s)
γ 1:298K之回轉黏性(mPa.s) γ 1:298K rotary viscosity (mPa.s)
VHR:周波數60Hz,施加電壓5V條件下333K之電壓保持率(%) VHR: 60 Hz cycle number, 333K voltage holding ratio under the application of 5V (%)
耐光VHR:相對於液晶組成物,經由厚度0.5mm之玻璃,使用超高壓水銀燈紫外線為1kJ/m2照射。紫外線照射後之液晶電壓保持率以與上述VHR測定同樣的方法進行測定。其中,照射強度以366nm設為1W/m2。 Light-resistant VHR: Irradiated to a liquid crystal composition by a glass having a thickness of 0.5 mm, using an ultra-high pressure mercury lamp ultraviolet light of 1 kJ/m 2 . The liquid crystal voltage holding ratio after the ultraviolet irradiation was measured in the same manner as the above VHR measurement. Among them, the irradiation intensity was set to 1 W/m 2 at 366 nm.
化合物記載使用下述略記號。 The compound is described using the following abbreviations.
實施例中所進行之評價如下述。 The evaluations carried out in the examples are as follows.
殘像: Afterimage:
液晶顯示元件之殘像評價係使顯示區域內一定之固定圖案顯示任意試驗時間(Ht)後,將進行全畫面均一顯示時之固定圖案之殘像到達無法容許殘像等級之試驗時間(Ht)進行計算量測。 The afterimage evaluation of the liquid crystal display element is such that after a certain test pattern (Ht) is displayed in a certain fixed pattern in the display area, the residual image of the fixed pattern when the full-screen uniform display is performed reaches the test time (Ht) at which the afterimage level cannot be tolerated. Perform calculations.
1)此處所說之試驗時間(Ht)係表示固定圖案之顯示時間,此時間越長殘像之產生被抑制,而表示性能高。 1) The test time (Ht) referred to herein indicates the display time of the fixed pattern, and the longer the time, the generation of the afterimage is suppressed, and the performance is high.
2)無法容許之殘像等級係以可否判定而觀察成為不合格之殘像的等級。 2) The level of the image that cannot be tolerated is the level at which the image of the image that is unqualified is observed by the judgment.
滴加痕: Add traces:
液晶顯示裝置之滴加痕的評價,係製作液晶顯示面板後於室溫保持1小,且整面顯示中間調時,以目視觀察浮現白色之滴加痕,進行以下5階段評價。 The evaluation of the dropping marks of the liquid crystal display device was carried out after the liquid crystal display panel was produced and kept at room temperature for one hour, and when the halftone was displayed on the entire surface, the white droplets were observed by visual observation, and the following five-stage evaluation was performed.
5:無滴加痕(優) 5: no drop marks (excellent)
4:有極少許滴加痕但為可容許等級(良) 4: There is a slight drop of trace but it is acceptable (good)
3:有些許滴加痕,可否判定之極限等級(在有附加條件之情形下可) 3: Some traces are added, can you determine the limit level (when there are additional conditions)
2:有滴加痕,無法容許等級(不可) 2: There are drops and marks, and the level cannot be tolerated (not available)
1:有滴加痕,相當惡劣(惡) 1: There are drops and marks, quite bad (evil)
製程適合性: Process suitability:
製作45吋之LCD面板時,在ODF製程中,使用等容計量泵以每次分別100μL滴加適當的液晶於前板(front plane)整面。接著,經由密封劑貼合後板(black plane)與前板,而製作LCD面板。將製作完成之LCD面板於420K之高溫槽保持30分鐘後,裝置於IC來製作評價用LCD面板。測定該LCD面板於整面中間調顯示時之亮度,將亮度斑產生等級以1~5之5階段進行評價。數字越大基於ODF製程,表示亮度斑越少,而表示製程適合性佳。 When making a 45-inch LCD panel, in an ODF process, an equal volume metering pump was used to drop an appropriate liquid crystal on the entire front surface of each of 100 μL. Next, a black plane and a front plate were bonded via a sealant to fabricate an LCD panel. The completed LCD panel was held in a 420K high temperature bath for 30 minutes, and then mounted on the IC to produce an LCD panel for evaluation. The brightness of the LCD panel during mid-tone display was measured, and the brightness spot generation level was evaluated in five stages of 1 to 5. The larger the number is based on the ODF process, the less the brightness spot is, and the better the process suitability.
5:無亮度斑(優) 5: no brightness spots (excellent)
4:有極少許亮度斑可容許等級(良) 4: There are very few brightness spots to allow the level (good)
3:有些許亮度斑,可否判定之極限等級(在有附加條件之情形下可) 3: Some brightness spots, can you determine the limit level (when there are additional conditions)
2:有亮度斑,無法容許等級(不可) 2: There is a brightness spot, and the level cannot be tolerated (not available)
1:有亮度斑,相當惡劣(惡) 1: There are brightness spots, quite bad (evil)
於低溫之溶解性: Solubility at low temperatures:
評價於低溫之溶解性,係製備液晶組成物後,於2mL之樣品瓶內稱量1g液晶組成物,將其於溫度控制式試驗槽中,接著下述運轉狀態「-20℃(保持1小時)→升溫(0.1℃/每分)→0℃(保持1小時)→升溫(0.1℃/每分)→20℃(保持1小時)→降溫(-0.1℃/每分)→0℃(保持1 小時)→降溫(-0.1℃/每分)→-20℃」作為1個循環持續賦予溫度變化,以目視觀察來自液晶組成物之析出物的產生,測量觀察到析出物時之試驗時間。 After evaluating the solubility at low temperature, a liquid crystal composition was prepared, and 1 g of the liquid crystal composition was weighed in a 2 mL sample vial, and placed in a temperature-controlled test tank, followed by the following operating state "-20 ° C (for 1 hour) )→temperature rise (0.1°C/min)→0°C (for 1 hour)→temperature rise (0.1°C/min)→20°C (for 1 hour)→cooling (-0.1°C/min)→0°C (keep 1 Hour) → temperature drop (-0.1 ° C / min) → -20 ° C. The temperature change was continuously supplied as one cycle, and the generation of the precipitate derived from the liquid crystal composition was visually observed, and the test time at which the precipitate was observed was measured.
試驗時間越長則於長時間安定且保有液晶相,於低溫之溶解性良好。 The longer the test time, the longer the stability and the retention of the liquid crystal phase, and the solubility at low temperatures is good.
製造裝置汙染性: Manufacturing device contamination:
評價液晶材料之揮發性係使用閃頻觀察器(stroboscope)觀察真空攪拌脫泡混合儀之運轉狀態,且利用目視觀察液晶材料之發泡來進行。具體而言,於容量2.0L之真空攪拌脫泡混合儀之專用容器放入0.8kg之液晶組成物,在4kPa之脫氣下、公轉速度15S-1、自轉速度7.5S-1運轉真空攪拌脫泡混合儀,於公轉速度同時,使用設定有發光之閃頻觀察器來進行觀察,測量至發泡開始的時間。 Evaluation of the volatility of the liquid crystal material was carried out by observing the operation state of the vacuum stirring defoaming mixer using a strobooscope, and visually observing the foaming of the liquid crystal material. Specifically, the capacity of the vacuum degassing 2.0L of stirred mixing vessel into a dedicated instrument of 0.8kg of the liquid crystal composition, degassed under 4kPa, the revolution speed 15S -1, rotation rate was stirred vacuo off operation of 7.5S -1 The bubble mixer was observed at the same time as the revolution speed using a flash frequency observer set to emit light, and the time until the start of foaming was measured.
至發泡開始的時間越長則越難以揮發,且由於汙染裝置之可能性低,表示高性能。 The longer the time until the start of foaming, the more difficult it is to volatilize, and the lower the possibility of contamination of the device, indicating high performance.
(實施例1~21及比較例1~3) (Examples 1 to 21 and Comparative Examples 1 to 3)
製備於以下所示之LC1、LC5、LC7、LC9、LC14之液晶組成物,測定其物性值。液晶組成物之構成與其物性值之結果如表所示。 Liquid crystal compositions of LC1, LC5, LC7, LC9, and LC14 shown below were prepared, and their physical property values were measured. The results of the composition of the liquid crystal composition and its physical property values are shown in the table.
(實施例1~5) (Examples 1 to 5)
對於LC1,確認有藉由增加式(I-28H)之化合物的添加量,而改善對應VHR、殘像、於低溫之溶解性。又,認為根據式(I-28H)之化合物之有無,而滴加痕或製程適合性有差異。 With respect to LC1, it was confirmed that the solubility of the corresponding VHR, afterimage, and low temperature was improved by increasing the amount of the compound of the formula (I-28H). Further, it is considered that there is a difference in the suitability of the compound according to the formula (I-28H), the dropping amount or the process suitability.
對於液晶組成物LC5,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例6~10)LC5,確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,而改善對應VHR、殘像、於低溫之溶解性。又,認為根據式(I-28H)之化合物或式(I-32H)之有無,而滴加痕或製程適合性有差異。 For the liquid crystal composition LC5, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to (Examples 6 to 10), LC5 was confirmed to increase the solubility of the corresponding VHR, afterimage, and low temperature by increasing the amount of the compound of the formula (I-28H) or the compound of the formula (I-32H). Further, it is considered that there is a difference in the suitability of the trace compound or the process according to the compound of the formula (I-28H) or the formula (I-32H).
對於液晶組成物LC7,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例11~15)LC7,確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,而改善對應VHR、殘像、於低溫之溶解性。又,認為根據式(I-28H)之化合物或式(I-32H)之有無,而滴加痕或製程適合性有差異。 For the liquid crystal composition LC7, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to (Examples 11 to 15) LC7, it was confirmed that the addition amount of the compound of the formula (I-28H) or the compound of the formula (I-32H) was increased to improve the solubility of the corresponding VHR, afterimage, and low temperature. Further, it is considered that there is a difference in the suitability of the trace compound or the process according to the compound of the formula (I-28H) or the formula (I-32H).
對於液晶組成物LC9、LC14,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例16~24)任一之液晶組成物,確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,而改善對應VHR、殘像、於低溫之溶解性。又,確認有藉 由式(I-28H)之化合物或式(I-32H)之添加,而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC9 and LC14, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 16 to 24), it was confirmed that the amount of the compound of the formula (I-28H) or the compound of the formula (I-32H) was increased to improve the corresponding VHR, afterimage, and Low temperature solubility. Also, confirm that there is a loan The addition of the compound of the formula (I-28H) or the formula (I-32H) gives good results in the addition of traces or process suitability.
(實施例22~63) (Examples 22 to 63)
進而,製備於以下所示之LC19、LC21、LC23、LC27、LC29、LC34、LC39、LC43、LC49、LC53、LC60、LC69、LC70、LC72、LC77、LC82、LC86、LC90之液晶組成物,測定其物性值。液晶組成物之構成與其物性值之結果如表所示。 Further, liquid crystal compositions of LC19, LC21, LC23, LC27, LC29, LC34, LC39, LC43, LC49, LC53, LC60, LC69, LC70, LC72, LC77, LC82, LC86, LC90 shown below were prepared and measured. Physical property value. The results of the composition of the liquid crystal composition and its physical property values are shown in the table.
對於液晶組成物LC19、LC21、L23,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例22~27)任一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-32H) 之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-28H)之化合物或式(I-32H),而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC19, LC21, and L23, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. For the liquid crystal composition of any of (Examples 22 to 27), it was confirmed that the compound of the formula (I-28H) or the formula (I-32H) was added. The amount of the compound added indicates that the VHR, the afterimage, and the solubility at low temperature have good results. Further, it was confirmed that the compound of the formula (I-28H) or the formula (I-32H) was added, and the trace or process suitability was excellent.
對於液晶組成物LC27、LC29、L34,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例28~33)任一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-28H)之化合物或式(I-32H),而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC27, LC29, and L34, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 28 to 33), it was confirmed that the compound of the formula (I-28H) or the compound of the formula (I-32H) was added to indicate the corresponding VHR, afterimage, and Good solubility at low temperatures has good results. Further, it was confirmed that the compound of the formula (I-28H) or the formula (I-32H) was added, and the trace or process suitability was excellent.
對於液晶組成物LC39、LC43、LC49,製備添加有式(I-28H)之化合物或式(I-26H)之化合物的液晶組成物。對於(實施例34~39)任一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-26H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-28H)之化合物或式(I-26H),而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC39, LC43, and LC49, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-26H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 34 to 39), it was confirmed that by adding the compound of the formula (I-28H) or the compound of the formula (I-26H), the corresponding VHR, afterimage, and Good solubility at low temperatures has good results. Further, it was confirmed that the compound of the formula (I-28H) or the formula (I-26H) was added, and the trace or process suitability was excellent.
對於液晶組成物LC53、LC60,製備添加有式(I-28H)之化合物或式(I-24H)之化合物的液晶組成物。對於(實施例40~45)任一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-24H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-28H)之化合物或式(I-24H),而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC53 and LC60, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-24H) is added is prepared. For the liquid crystal composition of any of (Examples 40 to 45), it was confirmed that the compound of the formula (I-28H) or the compound of the formula (I-24H) was added to indicate the corresponding VHR, afterimage, and Good solubility at low temperatures has good results. Further, it was confirmed that the compound of the formula (I-28H) or the formula (I-24H) was added, and the trace or process suitability was excellent.
對於液晶組成物LC69、LC70,製備添加有式(I-32H)之化合物或式(I-24H)之化合物的液晶組成物。對於(實施例46~51)任一之液晶組成物,亦確認有藉由增加式(I-32H)之化合物或式(I-24H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-32H)之化合物或式(I-24H),而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC69 and LC70, a liquid crystal composition to which a compound of the formula (I-32H) or a compound of the formula (I-24H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 46 to 51), it was confirmed that the compound of the formula (I-32H) or the compound of the formula (I-24H) was added to indicate the corresponding VHR, afterimage, and Good solubility at low temperatures has good results. Further, it was confirmed that the compound of the formula (I-32H) or the formula (I-24H) was added, and the trace or process suitability was excellent.
對於液晶組成物LC72、LC77,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例52~57)任 一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-28H)之化合物或式(I-32H),而滴加痕或製程適合性有良好的結果。 For the liquid crystal compositions LC72 and LC77, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. For (Examples 52 to 57) In the liquid crystal composition, it was confirmed that the addition amount of the compound of the formula (I-28H) or the compound of the formula (I-32H) showed good results in terms of VHR, afterimage, and solubility at low temperature. Further, it was confirmed that the compound of the formula (I-28H) or the formula (I-32H) was added, and the trace or process suitability was excellent.
對於液晶組成物LC82、LC86、LC94,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例58~63)任一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有藉由添加式(I-28H)之化合物或式(I-32H),而滴加痕或製程適合性有良好結果。 For the liquid crystal compositions LC82, LC86, and LC94, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 58 to 63), it was confirmed that the compound of the formula (I-28H) or the compound of the formula (I-32H) was added to indicate the corresponding VHR, afterimage, and Good solubility at low temperatures has good results. Further, it was confirmed that by adding the compound of the formula (I-28H) or the formula (I-32H), there was a good result in the addition of traces or process suitability.
(實施例64~69) (Examples 64 to 69)
進而,製備以下所示之LC95、LC96、LC97之液晶組成物,並測定其物性值。液晶組成物之構成與其物性值之結果如下表所示。 Further, liquid crystal compositions of LC95, LC96, and LC97 shown below were prepared, and their physical property values were measured. The results of the composition of the liquid crystal composition and its physical property values are shown in the following table.
對於液晶組成物LC95、LC96、LC97,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例64~69)任一之液晶組成物,亦確認有藉由增加式(I-28H)之化合物或式(I-32H)之化合物的添加量,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認到滴加痕或製程適合性有良好結果。 For the liquid crystal compositions LC95, LC96, and LC97, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 64 to 69), it was confirmed that the compound of the formula (I-28H) or the compound of the formula (I-32H) was added to indicate the corresponding VHR, afterimage, and Good solubility at low temperatures has good results. Further, it was confirmed that the dropping marks or the process suitability had good results.
(實施例70~75) (Examples 70 to 75)
進而,製備以下所示之LC98、LC99之液晶組成物,並測定其物性值。液晶組成物之構成與其物性值之結果如下表所示。 Further, liquid crystal compositions of LC98 and LC99 shown below were prepared, and the physical property values thereof were measured. The results of the composition of the liquid crystal composition and its physical property values are shown in the following table.
對於液晶組成物LC98、LC99,製備添加有式(I-28H)之化合物的液晶組成物。對於(實施例70~75)任一之液晶組成物,亦確認有藉由添加式(I-28H)之化合物,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認有滴加痕或製程適合性有良好結果。 For the liquid crystal compositions LC98 and LC99, a liquid crystal composition to which a compound of the formula (I-28H) was added was prepared. With respect to the liquid crystal composition of any of (Examples 70 to 75), it was confirmed that the compound of the formula (I-28H) was added, and the VHR and the afterimage were excellent in solubility at low temperatures. Also, it was confirmed that there was a drop or a process suitability with good results.
(實施例76~81) (Examples 76 to 81)
進而,製備以下所示之LC100、LC101、LC102之液晶組成物,並測定其物性值。液晶組成物之構成與其物性值之結果如表所示。 Further, liquid crystal compositions of LC100, LC101, and LC102 shown below were prepared, and the physical property values thereof were measured. The results of the composition of the liquid crystal composition and its physical property values are shown in the table.
對於液晶組成物LC100、LC101、LC102,製備添加有式(I-28H)之化合物或式(I-32H)之化合物的液晶組成物。對於(實施例76~81)任一之液晶組成物,亦確認有藉由式(I-28H)之化合物或式(I-32H)之化合物的添加,表示對應VHR、殘像、於低溫之溶解性有良好結果。又,確認滴加痕或製程適合性有良好結果。 For the liquid crystal compositions LC100, LC101, and LC102, a liquid crystal composition to which a compound of the formula (I-28H) or a compound of the formula (I-32H) is added is prepared. With respect to the liquid crystal composition of any of (Examples 76 to 81), it was confirmed that the compound of the formula (I-28H) or the compound of the formula (I-32H) was added, and the corresponding VHR, afterimage, and low temperature were observed. Solubility has good results. Also, it was confirmed that the dropping marks or the process suitability have good results.
由以上,確認有本發明之液晶組成物,係不使折射異向性(△n)及向列相-等向性液體相轉移溫度(Tni)下降,且黏度(η)十分小,回轉黏性(γ1)十分小,於低溫之溶解性良好,耐光VHR高、殘像、滴加痕、製程適合性良好且實用者。 From the above, it was confirmed that the liquid crystal composition of the present invention does not reduce the refracting anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (T ni ), and the viscosity (η) is extremely small. The viscosity (γ 1 ) is very small, the solubility at low temperature is good, the light resistance VHR is high, the afterimage, the drop mark, the process suitability is good, and the utility is good.
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