US4985341A
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US
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Photopolymerizable mixture, and a recording material produced therefrom
Assignee: Hoechst AG
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Filing: 1988-12-21
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Granted: 1991-01-15
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Expires: 2008-12-21
Abstract
Abstract A photopolymerizable composition is described comprising (a) a polymeric binder, (b) an acrylate or alkacrylate of a polyhydric alcohol, said acrylate or alkacrylate being free of urethane groups and further comprising at least one group which is photooxidizable on exposure to actinic radiation in the presence of a photoreducible dye, (c) a photoinitiator comprising a photoreducible dye, and (d) a second photoinitiator comprising a trihalomethyl compound capable of being cleaved by irradiation. The composition is suitable for production of printing plates and photoresists and displays increased photosensitivity.
Inventors
- 👤 Klaus Rode
- 👤 Dieter Mohr
- 👤 Werner Frass
- 👤 Joachim Gersdorf
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 22:09
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/029; G03F7/0295
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
269 words
A photopolymerizable composition comprising: (a) a polymeric binder, (b) an acrylate or alkacrylate of a polyhydric alcohol, said acrylate or alkacrylate being free of urethane groups and further comprising at least one group which is photooxidizable on exposure to actinic radiation in the presence of a photoreducible dye, wherein said acrylate or alkacrylate is a compound of the formula I ##STR11## in which Q denotes ##STR12## R denotes an alkyl, hydroxyalkyl or aryl group, R 1 and R 2 are identical or different, and each denote a hydrogen atom, an alkyl group or an alkoxyalkyl group, R 3 denotes a hydrogen atom, a methyl group or an ethyl group, D 1 and D 2 are identical or different, and each denote a saturated hydrocarbon group having 1 to 5 carbon atoms, E denotes a saturated hydrocarbon group having 2 to 12 carbon atoms, a cycloaliphatic group having 5 to 7 ring members and comprising from zero to two N, O or S atoms as ring members, an arylene group having 6 to 12 carbon atoms, a heterocyclic aromatic group having 5 or 6 ring members or a group of the formula II ##STR13## a and b denote integers from 1 to 4, c denotes an integer from 1 to 3, m denotes 2, 3 or 4, depending on the valency of Q, and n denotes an integer from 1 to m, where all radicals of the same definition may be identical to or different from one another, (c) a photoinitiator comprising a photoreducible dye, and (d) a second photoinitiatior comprising a trihalomethyl compound capable of being cleaved by irradiation.
Claim 2
Dependent Claim
269 words
A photopolymerizable composition comprising: (a) a polymeric binder, (b) an acrylate or alkacrylate of a polyhydric alcohol, said acrylate or alkacrylate being free of urethane groups and further comprising at least one group which is photooxidizable on exposure to actinic radiation in the presence of a photoreducible dye, wherein said acrylate or alkacrylate is a compound of the formula I ##STR11## in which Q denotes ##STR12## R denotes an alkyl, hydroxyalkyl or aryl group, R 1 and R 2 are identical or different, and each denote a hydrogen atom, an alkyl group or an alkoxyalkyl group, R 3 denotes a hydrogen atom, a methyl group or an ethyl group, D 1 and D 2 are identical or different, and each denote a saturated hydrocarbon group having 1 to 5 carbon atoms, E denotes a saturated hydrocarbon group having 2 to 12 carbon atoms, a cycloaliphatic group having 5 to 7 ring members and comprising from zero to two N, O or S atoms as ring members, an arylene group having 6 to 12 carbon atoms, a heterocyclic aromatic group having 5 or 6 ring members or a group of the formula II ##STR13## a and b denote integers from 1 to 4, c denotes an integer from 1 to 3, m denotes 2, 3 or 4, depending on the valency of Q, and n denotes an integer from 1 to m, where all radicals of the same definition may be identical to or different from one another, (c) a photoinitiator comprising a photoreducible dye, and (d) a second photoinitiatior comprising a trihalomethyl compound capable of being cleaved by irradiation.
Claim 3
Dependent Claim
9 words
A composition as claimed in claim 1, wherein n=m.
Claim 4
Dependent Claim
20 words
A composition as claimed in claim 1, wherein E is a saturated alkylene group having 2 to 6 carbon atoms.
Claim 5
Dependent Claim
13 words
A composition as claimed in claim 1, wherein R 3 =CH 3 .
Claim 6
Dependent Claim
9 words
A composition as claimed in claim 1, wherein a=1.
Claim 7
Dependent Claim
20 words
A composition as claimed in claim 1 comprising from about 10 to 80% by weight of said acrylate or alkacrylate.
Claim 8
Dependent Claim
19 words
A composition as claimed in claim 1 comprising from about 20 to 90% by weight of said polymeric binder.
Claim 9
Dependent Claim
19 words
A composition as claimed in claim 1, wherein said photoreducible dye is a xanthene, thiazine, porphyrine or acridine dye.
Claim 10
Dependent Claim
156 words
A composition as claimed in claim 8, wherein said xanthene dye is a compound of the formula III ##STR14## in which R 4 an R 9 are identical or different and denote hydrogen or halogen atoms, nitro or hydroxy groups or groups of the formula-H g OH, R 6 and R 7 are identical or different and denote hydrogen or halogen atoms or hydroxy groups, R 5 denotes oxygen or (+)NHalkyl X(-), R 8 denotes a hydrogen atom, an alkali metal, ammonium or trialkylammonium cation, or an alkyl or acyl group, R 10 denotes a hydrogen atom or a COOR 13 group, R 11 denotes a hydrogen or halogen atom or an amino group, R 12 denotes a hydrogen or halogen atom, R 13 denotes a hydrogen atom, an alkali metal or ammonium cation, an alkyl group or a polymeric radical, X denotes an anion, and d denotes zero or an integer from 1 to 3.
Claim 11
Dependent Claim
53 words
A composition as claimed in claim 8, wherein said thiazine dye is a compound of the formula IV ##STR15## in which R 14 is one of the groups =NH 2 .sup.(+) X.sup.(-), =NHalkyl.sup.(+) X.sup.(-) and =N(alkyl) 2 .sup.(+) X.sup.(-), R 15 is an amino, alkylamino or dialkylamino group, and X is an anion.
Claim 12
Dependent Claim
28 words
A composition as claimed in claim 1 comprising from about 0.01 to 10% by weight, relative to the nonvolatile constituents of the composition, of said photoreducible dye (c).
Claim 13
Dependent Claim
32 words
A composition as claimed in claim 1, wherein said trihalomethyl compound comprises an s-triazine which is substituted by at least one trihalomethyl group and one further group or an aryl trihalomethyl sulfone.
Claim 14
Dependent Claim
33 words
A composition as claimed in claim 12, wherein said further group comprises at least one aromatic nucleus which is connected to the triazine radical either directly or via a conjugated double bond system.
Claim 15
Dependent Claim
28 words
A composition as claimed in claim 1 comprising from about 0.01 to 10% by weight, relative to the nonvolatile constituents of the composition, of said trihalomethyl compound (d).
Claim 16
Dependent Claim
29 words
A composition as claimed in claim 1 comprising from about 0.05 to 20% by weight, relative to the nonvolatile constituents of the composition, of said photoinitiators (c) and (d).
Claim 17
Dependent Claim
23 words
A composition as claimed in claim 1, wherein said binder is insoluble in water, but soluble or at least swellable in aqueous-alkaline solutions.
Claim 18
Dependent Claim
53 words
A composition as claimed 1 in claim 1, which comprises about 10 to 80% by weight of said acrylate or alkacrylate, about 20 to 90% by weight of said polymeric binder and about 0.05 to 20% by weight, relative to the nonvolatile constituents of the mixture, of said photoinitiator components (c) and (d).
Claim 19
Dependent Claim
17 words
A composition as claimed in claim 1, which additionally contains a dibenzal acetone or coumarin compound (e).
Claim 20
Dependent Claim
29 words
A composition as claimed in claim 18 comprising from about 0.01 to 10% by weight, relative to the nonvolatile constituents of the composition, of said dibenzalacetone or coumarin compound.
Claim 21
Dependent Claim
31 words
A composition as claimed in claim 18, wherein the molar ratio of components (c), (d), and (e) to one another is in the ranges (c):(d):(e)=1: (4 to 10): (0 to 4).
Claim 22
Dependent Claim
24 words
A photopolymerizable recording material comprising a layer support and a photopolymerizable layer, wherein said photopolymerizable layer comprises a composition as claimed in claim 1.
Claim 23
Dependent Claim
15 words
A photopolymerizable recording material as claimed in claim 21 further comprising an oxygen-impermeable protective film.
Claim 24
Dependent Claim
21 words
A photopolymerizable recording material as claimed in claim 21, wherein said support has a surface comprising aluminum, steel, zinc or copper.
Claim 25
Dependent Claim
19 words
A photopolymerizable recording material as claimed in claim 21, wherein said support has a surface comprising a plastic film.
Claim 26
Dependent Claim
13 words
A composition as claimed in claim 1, consisting essentially of the recited components.
Claim 27
Dependent Claim
24 words
A photopolymerizable recording material comprising a layer support and a photopolymerizable layer, wherein said photopolymerizable layer comprises a composition as claimed in claim 25.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-01-14 | 1994-07-16 | 1995-01-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-01-14 | 1998-07-16 | 1999-01-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-01-14 | 2002-07-16 | 2003-01-15 | $7700.00 | Window Closed / Lapsed |