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EP0549342A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Water-soluble azo dyes and polarizing films using the dyes

Assignee: Mitsui Chemicals Inc
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Filing: 1992-12-23
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Granted: —
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Expires: 2012-12-23
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Abstract

Abstract Dyes having the specific structural formula (1) set out below, their copper salt dyes, water-soluble azo dyes containing the dyes or the copper salt dyes, and polarizing films containing the water-soluble azo dyes: <CHEM> wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z individually denote a group of the following formula (a): <CHEM> wherein R<2> is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R<3> is a methyl, methoxyl or ethoxyl group, R<1> represents an amino, C1-4 alkylamino, C2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom, with the proviso that Y and Z are different but, when both R<2>s are hydrogen atoms and both R<3>s are methoxyl groups, Y and Z may be the same.

Inventors

  • 👤 Tsutami Misawa
  • 👤 Akira Ogiso
  • 👤 Rihoko Imai
  • 👤 Hisato Itoh

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-24 18:15
CPC Classifications
C; C09; C09B; C09B45/00; C09B45/02; C09B45/24; C09B45/28; C09B31/00; C09B31/16; C09B31/22; G; G02; G02B; G02B1/00; G02B1/08; G02B5/00; G02B5/30; G02B5/3025; G02B5/3033; Y; Y10; Y10S; Y10S428/00; Y10S428/91; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31533; Y10T428/31725; Y10T428/31786; Y10T428/31855; Y10T428/31859; Y10T428/31942

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 135 words
An azo dye represented by the following formula (1) : wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z individually denote a group of the following formula (a) : wherein R 2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R 3 is a methyl, methoxyl or ethoxyl group, R 1 represents an amino, C 1-4 alkylamino, C 2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom, with the proviso that Y and Z are different but, when both R 2 S are hydrogen atoms and both R 3 s are methoxyl groups, Y and Z may be the same.
Claim 2
Dependent Claim 135 words
An azo dye represented by the following formula (1) : wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z individually denote a group of the following formula (a) : wherein R 2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R 3 is a methyl, methoxyl or ethoxyl group, R 1 represents an amino, C 1-4 alkylamino, C 2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom, with the proviso that Y and Z are different but, when both R 2 S are hydrogen atoms and both R 3 s are methoxyl groups, Y and Z may be the same.
Claim 3
Dependent Claim 31 words
An azo dye of claim 1, which is represented by the following formula (2) : wherein A, X and R 1 have the same meanings as defined in the formula (1).
Claim 4
Dependent Claim 30 words
An azo dye of claim 1, which is represented by the following formula (3): wherein A, X and R 1 have the same meanings as defined in the formula (1).
Claim 5
Dependent Claim 56 words
An azo dye of claim 1, which is represented by the following formula (4): wherein A, X, R 2 and R 3 have the same meanings as defined in the formula (1), and R 4 represents an amino, methylamino, ethylamino, acetylamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring.
Claim 6
Dependent Claim 30 words
An azo dye of claim 1, which is represented by the following formula (5): wherein A, X and R 1 have the same meanings as defined in the formula (1).
Claim 7
Dependent Claim 35 words
An azo dye of claim 1, which is represented by the following formula (6): wherein A, X, R 1 , R 2 and R 3 have the same meanings as defined in the formula (1).
Claim 8
Dependent Claim 105 words
A copper complex salt dye represented by the following formula (7) : wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z 2 denote groups of the following formulas (a) and (b), respectively: wherein R 2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R 3 is a methyl, methoxyl or ethoxyl group, R 1 represents an amino, C 1-4 alkylamino, C 2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom.
Claim 9
Dependent Claim 105 words
A copper complex salt dye represented by the following formula (7) : wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z 2 denote groups of the following formulas (a) and (b), respectively: wherein R 2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R 3 is a methyl, methoxyl or ethoxyl group, R 1 represents an amino, C 1-4 alkylamino, C 2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom.
Claim 10
Dependent Claim 32 words
A copper complex salt dye of claim 7, which is represented by the following formula (8): wherein A, X and R 1 have the same meanings as defined in the formula (7).
Claim 11
Dependent Claim 34 words
A copper complex salt dye of claim 7, which is represented by the following formula (9): wherein A , X and R 1 have the same meanings as defined above in the formula (7).
Claim 12
Dependent Claim 58 words
A copper complex salt dye of claim 7, which is represented by the following formula (10): wherein A, X, R 2 and R 3 have the same meanings as defined in the formula (7), and R 4 represents an amino, methylamino, ethylamino, acetylamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring.
Claim 13
Dependent Claim 32 words
A copper complex salt dye of claim 7, which is represented by the following formula (11): wherein A, X and R 1 have the same meanings as defined in the formula (7).
Claim 14
Dependent Claim 189 words
Awater-soluble dye comprising an azo dye represented by the following formula (1) or a copper complex salt dye obtained by complexing the azo dye with copper and represented by the following formula (7) : wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z individually denote a group of the following formula (a) : and Z 2 denotes a group of the following formula (b) : wherein R 2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R 3 is a methyl, methoxyl or ethoxyl group, R 1 represents an amino, C 1-4 alkylamino, C 2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom, with the proviso that Y and Z are different but, when both R 2 S are hydrogen atoms and both R 3 s are methoxyl groups, Y and Z may be the same, and the formula (1) is not complexed with copper when R 3 in Z is a methyl group.
Claim 15
Dependent Claim 189 words
Awater-soluble dye comprising an azo dye represented by the following formula (1) or a copper complex salt dye obtained by complexing the azo dye with copper and represented by the following formula (7) : wherein A means a benzene or naphthalene ring having a sulfone group or a base thereof, Y and Z individually denote a group of the following formula (a) : and Z 2 denotes a group of the following formula (b) : wherein R 2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R 3 is a methyl, methoxyl or ethoxyl group, R 1 represents an amino, C 1-4 alkylamino, C 2-4 alkylcarboxyamino, benzoylamino or phenylamino group bonded to the 6 or 7 position of the naphthalene ring, and X denotes a hydrogen, sodium, potassium or lithium atom, with the proviso that Y and Z are different but, when both R 2 S are hydrogen atoms and both R 3 s are methoxyl groups, Y and Z may be the same, and the formula (1) is not complexed with copper when R 3 in Z is a methyl group.
Claim 16
Dependent Claim 17 words
A water-soluble dye of claim 12, wherein the azo dye is according to any of claims 2-6.
Claim 17
Dependent Claim 14 words
A polarizing film dyed with a water-soluble dye according to claim 12 or 13.
Claim 18
Dependent Claim 27 words
A polarizing film of claim 14 which has been obtained by stretching a dyed polymer film at a draw ratio of from 2 times to 9 times.
Claim 19
Dependent Claim 57 words
A polarizing film of claim 15, wherein the polymer film is made of at least one material selected from the group consisting of polyvinyl alcohol, polyvinyl formal, polyvinyl acetal and polyvinyl butyral; those obtained by modifying polyvinyl alcohol, polyvinyl formal, polyvinyl acetal and polyvinyl butyral with ethylene, propylene, acrylic acid, maleic acid or acrylamide; and cellulose resins.

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