JPS61115958A - Anthraquinone derivative - Google Patents
Anthraquinone derivativeInfo
- Publication number
- JPS61115958A JPS61115958A JP23635184A JP23635184A JPS61115958A JP S61115958 A JPS61115958 A JP S61115958A JP 23635184 A JP23635184 A JP 23635184A JP 23635184 A JP23635184 A JP 23635184A JP S61115958 A JPS61115958 A JP S61115958A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compd
- present
- reacted
- halogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は新規なアントラキノン誘導体に関するものであ
る。詳しくは、本発明は合成高分子等の着色剤等として
有用なアントラキノン誘導体に関するものである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to novel anthraquinone derivatives. Specifically, the present invention relates to anthraquinone derivatives useful as colorants for synthetic polymers and the like.
発明の構成 本発明は、一般式（１） （式中、ＲおよびＲ′は水素原子、アルキル基。Composition of the invention The present invention is based on the general formula (1) (In the formula, R and R' are hydrogen atoms and alkyl groups.
アルコキシ基、ニトロ基、シアノ基、ハロゲン原子を示
す。）で表わされるアントラキノン誘導体を要旨とする
ものである。Indicates an alkoxy group, nitro group, cyano group, and halogen atom. ) The gist is anthraquinone derivatives represented by:
本発明のアントラキノン誘導体は例えば次のようにして
製造することができる。すなわち下記一般式〔…〕
（式中、＃＃４ＰＹはハロゲン原子を示す、）で表わさ
れる化合物と下記構造式〔鳳〕で表わされる化合物とを
反応させることによ）、下記構造式（ＩＴ）
で表わされる化合物又はその酸無水物を製造したｉ、／
ロルベンゼン、ジクロルベンゼン、ニトロベンゼンなど
のベンゼン系溶媒、キノリン。The anthraquinone derivative of the present invention can be produced, for example, as follows. That is, by reacting a compound represented by the following general formula [...] (in the formula, ##4PY represents a halogen atom) with a compound represented by the following structural formula [Otori]), the following structural formula (IT ) or an acid anhydride thereof, i, /
Benzene solvents such as lorbenzene, dichlorobenzene, and nitrobenzene, and quinoline.
Ｎ−メチルピロリドンなどの極性又は非極性溶媒の存在
下に上記構造式ＣＩＶ）で表わされる化合物又はその酸
無水物と下記一般式〔ｖ〕（式中、ＲおよびＷは前記一
般式ＣＩ） Ｋおけると同一の意義を有する。）で表わ
される化合物とを反応させてイミド化することにより製
造される。反応温度は０〜１３０℃の範囲で実施され、
好ましくはよＯ〜−００℃で円滑に実施できる。In the presence of a polar or non-polar solvent such as N-methylpyrrolidone, a compound represented by the above structural formula CIV) or its acid anhydride and the following general formula [v] (wherein R and W are the above general formula CI) K It has the same meaning as in ) and is produced by imidization. The reaction temperature is carried out in the range of 0 to 130°C,
Preferably, it can be carried out smoothly at a temperature of 0 to -00°C.
本発明の一般式ＣＩ）におけるＲおよびＫの具体例とし
ては、水素原子；メチル基、エチル基、直鎖状ないしは
分校状のプロピル基、ブチル基。Specific examples of R and K in the general formula CI) of the present invention include a hydrogen atom; a methyl group, an ethyl group, a linear or branched propyl group, and a butyl group.
ペンチル基、オクチル基などのアル争ル基；メト争シ基
、エトキシ基、ブトキシ基などのアル；キシ基；ニトロ
基；シアノ基：塩素原子、臭素原子などのハロゲン原子
が挙けられる。Examples include alkali groups such as pentyl and octyl groups; alkyl groups such as methyl, ethoxy, and butoxy groups;
本発明のアントラ中ノン誘導体は、色素として鉱油、液
晶などの低分子物質の着色およびセルロース、セルロー
ス・アセテート、ポリエステル、ポリスチレン等の天然
〜合成高分子物質から成るシート状、繊維状その他成型
吻の着色に有用である。又１本発明の化合物は近赤外部
に吸収を有するため、赤外線吸収剤としての各種用途に
用いることができる。The non-anthra derivatives of the present invention can be used for coloring with low-molecular substances such as mineral oil and liquid crystal as pigments, and in sheet, fibrous, and other molded proboscises made of natural to synthetic polymer substances such as cellulose, cellulose acetate, polyester, and polystyrene. Useful for coloring. Furthermore, since the compound of the present invention has absorption in the near-infrared region, it can be used for various purposes as an infrared absorber.
実施例
以下に、本発明を実施例によ）更に具体的に説明するが
、本発明は下記実施例に限定されるものではない。EXAMPLES The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited to the Examples below.
実施例１
下記構造式
で表わされる化合物コ０．ｋｌｌとアニリンｔｔ、ｂＩ
トラｏ−ジクロルベンゼン１７０−とともにＳ時間還
流下に反応させ、室温罠冷却して析出結晶′Ｉｋ：′Ｐ
取し、Ｏ−ジクロルベンゼンより再結晶して融点ＪＯＯ
℃以上の下記構造式で表わされる本発明のアントラキノ
ン肪導体を得几。Example 1 A compound represented by the following structural formula 0. kll and aniline tt, bI
It was reacted with tra-o-dichlorobenzene 170- under reflux for S hours, and then trap-cooled at room temperature to precipitate crystals 'Ik:'P.
It was then recrystallized from O-dichlorobenzene to give a melting point of JOO.
℃ or higher, the anthraquinone fatty conductor of the present invention represented by the following structural formula was obtained.
本化合物のクロロホルム中での吸収スペクトルは！コｊ
ｎｍ（ｓｈ）、 ｊ４ Ｉｎｎ１１７コＯｎｍに極大ピ
ークを示した。What is the absorption spectrum of this compound in chloroform? Koj
nm (sh), j4 Inn117 showed a maximum peak at Onm.
又、本化合物をポリスチレンに対して０．０６重重量添
加して、常法によう射出成型して黒色に着色されたポリ
スチレン板を得た。Further, 0.06 weight of this compound was added to polystyrene, and the mixture was injection molded in a conventional manner to obtain a black colored polystyrene plate.
実施何重
実施例１におけるアニリン／Ｌ４ｊｉの代りにｐ−シア
ノアニリンコ３．６１を用い、他は実施例１と同様にし
て下記構造式で示される本発明本化合物は融点３００℃
以上の結晶であり。The compound of the present invention represented by the following structural formula had a melting point of 300°C.
It is a crystal of the above.
本化合物を用い、実施例１と同様にしてポリスチレンを
成型して、黒色に着色されたポリスチレン板を得な。Using this compound, polystyrene was molded in the same manner as in Example 1 to obtain a black colored polystyrene plate.
実施例Ｊ
実施例１及び１に準じた方法によシ、下記第１表に示す
本発明のアントラキノン誘導体ヲ得念。Example J By a method similar to Examples 1 and 1, anthraquinone derivatives of the present invention shown in Table 1 below were obtained.
第 ｌ 表 出 願 人 三菱化成工業株式会社 ほか１名Table 1 Sender: Mitsubishi Chemical Industries, Ltd. 1 other person
Claims (1)
キシ基、ニトロ基、シアノ基またはハロゲン原子を示す
。）で表わされるアントラキノン誘導体。(1) General formula [I] ▲Mathematical formulas, chemical formulas, tables, etc.▼・・・・・・[I] (In the formula, R and R' are hydrogen atoms, alkyl groups, alkoxy groups, nitro groups, cyano groups, etc.) Anthraquinone derivative represented by (representing a halogen atom).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23635184A JPS61115958A (en) | 1984-11-09 | 1984-11-09 | Anthraquinone derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23635184A JPS61115958A (en) | 1984-11-09 | 1984-11-09 | Anthraquinone derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS61115958A true JPS61115958A (en) | 1986-06-03 |
Family
ID=16999516
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23635184A Pending JPS61115958A (en) | 1984-11-09 | 1984-11-09 | Anthraquinone derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61115958A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5514740A (en) * | 1992-08-27 | 1996-05-07 | Daicel Chemical Industries, Ltd. | Near-infrared absorbing transparent resin composition and article molded therefrom |
| WO2010050297A1 (en) * | 2008-10-31 | 2010-05-06 | コニカミノルタオプト株式会社 | Imaging lens, imaging lens unit, and imaging device |
| US7732038B2 (en) | 2004-07-12 | 2010-06-08 | Dai Nippon Printing Co., Ltd. | Electromagnetic wave shielding filter |
-
1984
- 1984-11-09 JP JP23635184A patent/JPS61115958A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5514740A (en) * | 1992-08-27 | 1996-05-07 | Daicel Chemical Industries, Ltd. | Near-infrared absorbing transparent resin composition and article molded therefrom |
| US7732038B2 (en) | 2004-07-12 | 2010-06-08 | Dai Nippon Printing Co., Ltd. | Electromagnetic wave shielding filter |
| WO2010050297A1 (en) * | 2008-10-31 | 2010-05-06 | コニカミノルタオプト株式会社 | Imaging lens, imaging lens unit, and imaging device |
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