Triphenylmethane-based colored composition

Patent metadata

Field	Value
Publication number	US-2017190818-A1
Application number	US-201515314798-A
Country	US
Kind code	A1
Filing date	May 28, 2015
Priority date	May 30, 2014
Publication date	Jul 6, 2017
Grant date	—

Abstract

A colored composition is provided having higher heat resistance as compared with a conventional colored composition using triarylmethane derivative.
The present invention relates to a compound represented by the following general formula (1), and a polymer having a monomer unit derived from the compound, and the like.

(wherein R 1 to R 4 each independently represent an alkyl group or the like; R 5 to R 7 each independently represent a hydrogen atom or a methyl group; n pieces of R 8 each independently represent a halogen atom, an alkyl group, an aryl group, a hydroxy group, a nitro group, a sulfo group, an alkoxy group, or the like; and n represents an integer of 0 to 4. A 1 represents an alkylene group, or the like; A 2 represents —NH— or —O—. An − represents an anion containing an aryl group having an electron-withdrawing substituent, a sulfonyl group having an electron-withdrawing substituent, or a halogenated alkyl group.)

First claim

1 . A compound represented by the following general formula (1):

wherein R 1 to R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, a sulfoalkyl group having 1 to 6 carbon atoms, a carboxyalkyl group having 2 to 7 carbon atoms, a cyanoalkyl group having 2 to 7 carbon atoms, an alkoxyalkyl group having 2 to 6 carbon atoms, a halogenated alkyl group having 1 to 6 carbon atoms, or a phenyl group, a naphthyl group or a benzyl group, having a substituent or not having a substituent; R 5 to R 7 each independently represent a hydrogen atom or a methyl group; n pieces of R 8 each independently represent a halogen atom, an alkyl group having 1 to 21 carbon atoms, an aryl group having 6 to 10 carbon atoms, a hydroxy group, a nitro group, a sulfo group, or an alkoxy group having 1 to 3 carbon atoms; n represents an integer of 0 to 4; A 1 represents an alkylene group having 1 to 21 carbon atoms, which has at least one group selected from —O—, —OCO—, —COO— and an arylene group in the chain, an alkylene group having 1 to 21 carbon atoms, which has at least one group selected from —O—, —OCO—, —COO— and an arylene group in the chain, and also has a hydroxy group as a substituent, an alkylene group having 1 to 21 carbon atoms which has a hydroxy group as a substituent, or an alkylene group having 1 to 21 carbon atoms; A 2 represents —NH— or —O—; and An − represents an anion containing an aryl group having an electron-withdrawing substituent, a sulfonyl group having an electron-withdrawing substituent, or a halogenated alkyl group.

2 . The compound according to claim 1 , wherein the electron-withdrawing substituent in An − is a halogeno group.

3 . The compound according to claim 1 , wherein the electron-withdrawing substituent in An − is a fluoro group.

4 . The compound according to claim 1 , wherein An − is a quaternary boron anion.

5 . The compound according to claim 1 , wherein An − is a tetrakis(perfluorophenyl)borate anion.

6 . A polymer having a monomer unit derived from the compound represented by the following general formula (1):

wherein R 1 to R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, a sulfoalkyl group having 1 to 6 carbon atoms, a carboxyalkyl group having 2 to 7 carbon atoms, a cyanoalkyl group having 2 to 7 carbon atoms, an alkoxyalkyl group having 2 to 6 carbon atoms, a halogenated alkyl group having 1 to 6 carbon atoms, or a phenyl group, a naphthyl group or a benzyl group, having a substituent or not having a substituent; R 5 to R 7 each independently represent a hydrogen atom or a methyl group; n pieces of R 8 each independently represent a halogen atom, an alkyl group having 1 to 21 carbon atoms, an aryl group having 6 to 10 carbon atoms, a hydroxy group, a nitro group, a sulfo group, or an alkoxy group having 1 to 3 carbon atoms; n represents an integer of 0 to 4; A 1 represents an alkylene group having 1 to 21 carbon atoms, which has at least one group selected from —O—, —OCO—, —COO— and an arylene group in the chain, an alkylene group having 1 to 21 carbon atoms, which has at least one group selected from —O—, —OCO—, —COO— and an arylene group in the chain, and also has a hydroxy group as a substituent, an alkylene group having 1 to 21 carbon atoms which has a hydroxy group as a substituent, or an alkylene group having 1 to 21 carbon atoms; A 2 represents —NH— or —O—; and An − represents an anion containing an aryl group having an electron-withdrawing substituent, a sulfonyl group having an electron-withdrawing substituent, or a halogenated alkyl group.

7 . The polymer according to claim 6 , wherein the electron-withdrawing substituent in An − is a halogeno group.

8 . The polymer according to claim 6 , wherein the electron-withdrawing substituent in An − is a fluoro group.

9 . The polymer according to claim 6 , wherein An − is a quaternary boron anion.

10 . The polymer according to claim 6 , wherein An − is a tetrakis(perfluorophenyl)borate anion.

11 . The polymer according to claim 6 , wherein the polymer is a copolymer.

12 . The polymer according to claim 11 , wherein the copolymer is a copolymer having one to two kinds of monomer units derived from a compound represented by the following general formula (2), the general formula (3), the general formula (4) or the general formula (5), and the monomer unit derived from the compound represented by the general formula (1), as configuration components:

wherein R 11 represents a hydrogen atom or a methyl group; R 12 represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a hydroxyalkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an arylalkyl group having 7 to 13 carbon atoms, an alkoxyalkyl group having 2 to 9 carbon atoms, an alkoxyalkoxyalkyl group having 3 to 9 carbon atoms, an aryloxyalkyl group having 7 to 13 carbon atoms, a morpholinoalkyl group having 5 to 7 carbon atoms, a trialkylsilyl group having 3 to 9 carbon atoms, an alicyclic hydrocarbon group having 6 to 12 carbon atoms which has an oxygen atom or no oxygen atom, a dialkylaminoalkyl group having 3 to 9 carbon atoms, a fluoroalkyl group having 1 to 18 carbon atoms, an N-alkylenephthalimide group having 9 to 14 carbon atoms, a group represented by the following general formula (2-1):
R 21 —O q R 22   (2-1)

wherein R 21 represents an alkylene group having 1 to 3 carbon atoms, which has a hydroxy group as a substituent or no substituent; R 22 represents a phenyl group, which has a hydroxy group as a substituent or no substituent, or an alkyl group having 1 to 3 carbon atoms; and q represents an integer of 1 to 3,

a group represented by the following general formula (2-2):

wherein R 23 to R 25 represent an alkyl group having 1 to 3 carbon atoms; R 26 represents an alkylene group having 1 to 3 carbon atoms,

or a group represented by the following general formula (2-3):

wherein 1 represents an integer of 1 to 6; and R 27 represents a phenylene group or a cyclohexylene group;

wherein R 11 is the same as described above; R 13 represents a hydrogen atom, or an alkyl group having 1 to 3 carbon atoms; R 14 represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a dialkylaminoalkyl group having 3 to 9 carbon atoms, or a hydroxyalkyl group having 1 to 6 carbon atoms; and R 13 and R 14 may form a morpholino group together with a nitrogen atom adjacent thereto;

wherein R 15 represents a phenyl group or a pyrrolidino group; and R 11 is the same as described above;

wherein R 17 represents a nitrogen atom or an oxygen atom; j represents 0 when R 17 is an

Assignees

• Wako Pure Chem Ind Ltd

Inventors

• Horie Tomoaki
• YANABA Kosuke
• HISHINUMA Yusuke

Classifications

• C08F220/42

  Nitriles · CPC title

• C09B69/06

  of cationic dyes with organic acids {or with inorganic complex acids} · CPC title

• C09D11/30

  Inkjet printing inks · CPC title

• G02B5/20

  Filters (polarising elements G02B5/30) · CPC title

• C07C219/34 Primary

  having amino groups and esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton · CPC title