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US5318856A Expired / Lapsed US ⏱️ 0.0 years remaining

Water-soluble azo dyes and polarizing films using the dyes

Assignee: Mitsui Chemicals Inc
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Filing: 1992-12-24
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Granted: 1994-06-07
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Expires: 2012-12-24
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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: <IMAGE> (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): <IMAGE> (a) wherein R2 is a hydrogen atom, a methyl group, a methoxyl group or an ethoxyl group and R3 is a methyl, methoxyl or ethoxyl group, R1 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 R2s are hydrogen atoms and both R3s are methoxyl groups, Y and Z may be the same.

Inventors

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

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 02:38
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: 8
Claim 1
Independent Claim 237 words
A polarizing film comprising a polymer film of at least one material selected from the group consisting of polyvinyl alcohol, polyvinyl formal, polyvinyl acetal and polyvinyl butyral; modified polyvinyl alcohol, polyvinyl formal, polyvinyl acetal and polyvinyl butyral; and cellulose resins, dyed with a water-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): ##STR110## wherein A means a benzene or naphthalene ring having a sulfone group or a sodium, potassium or lithium salt thereof, Y and Z individually denote a group of the following formula (a): ##STR111## and Z 2 denotes a group of the following formula (b): ##STR112## 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 except when both R 2 's are hydrogen atoms and both R 3 's are methoxyl groups, then Y and Z may be the same, and the formula (a) is not complexed with copper when R 3 in Z is a methyl group.
Claim 2
Dependent Claim 237 words
A polarizing film comprising a polymer film of at least one material selected from the group consisting of polyvinyl alcohol, polyvinyl formal, polyvinyl acetal and polyvinyl butyral; modified polyvinyl alcohol, polyvinyl formal, polyvinyl acetal and polyvinyl butyral; and cellulose resins, dyed with a water-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): ##STR110## wherein A means a benzene or naphthalene ring having a sulfone group or a sodium, potassium or lithium salt thereof, Y and Z individually denote a group of the following formula (a): ##STR111## and Z 2 denotes a group of the following formula (b): ##STR112## 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 except when both R 2 's are hydrogen atoms and both R 3 's are methoxyl groups, then Y and Z may be the same, and the formula (a) is not complexed with copper when R 3 in Z is a methyl group.
Claim 3
Dependent Claim 34 words
A polarizing film of claim 1, wherein the azo dye is represented by the following formula (2): ##STR113## wherein A, X and R 1 have the same meanings as defined in the formula (1).
Claim 4
Dependent Claim 34 words
A polarizing film of claim 1, wherein the azo dye is represented by the following formula (3): ##STR114## wherein A, X and R 1 have the same meanings as defined in the formula (1).
Claim 5
Dependent Claim 60 words
A polarizing film of claim 1, wherein the azo dye is represented by the following formula (4): ##STR115## 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 34 words
A polarizing film of claim 1, wherein the azo dye is represented by the following formula (5): ##STR116## wherein A, X and R 1 have the same meanings as defined in the formula (1).
Claim 7
Dependent Claim 39 words
A polarizing film of claim 1, wherein the azo dye is represented by the following formula (6): ##STR117## wherein A, X, R 1 , R 2 and R 3 have the same meanings as defined in the formula (1).
Claim 8
Dependent Claim 27 words
A polarizing film of claim 1, which has been obtained by stretching a dyed polymer film at a draw ratio of from 2 times to 9 times.

References Cited (Backward Citations)

US4756953A Cited
JPH01313568A Cited
US5125969A Cited
JPH0312606A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-06-06 1997-12-06 1998-06-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-06-06 2001-12-06 2002-06-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-06-06 2005-12-06 2006-06-07 $7700.00 Window Closed / Lapsed

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