US5275908A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Radiation-sensitive mixture and recording material comprising as a binder a copolymer having hydroxybenzyl(meth)acrylate groups or derivatives thereof
Assignee: Hoechst AG
•
Filing: 1991-01-28
•
Granted: 1994-01-04
•
Expires: 2011-01-28
Abstract
Abstract A positive-working radiation-sensitive mixture and recording material are disclosed. The mixture contains, as essential constituents, a 1,2-quinone diazide and/or a combination of a compound which forms strong acid on exposure to actinic radiation and a compound containing at least one cleavable C-O-C bond and a polymeric binder containing repeating units of formula I (* CHEMICAL STRUCTURE *) I in which R1 is a hydrogen or halogen atom, or a cyanide or an alkyl group, R2, R3 are identical or different and are hydrogen, or alkyl or aryl groups, R4, R5 are identical or different and are and R6 hydrogen or halogen atoms, or alkyl, alkoxy or aryl groups, X represents the atoms necessary to complete a monocyclic or polycyclic carbocyclic aromatic ring system, and is 1, 2 or 3. The mixture yields lithographic plates having high print runs which can be thermally post-cured and which have good resistance to chemicals. The mixture also produces photoresists having good heat resistance.
Inventors
- 👤 Andreas Elsaesser
- 👤 Dieter Mohr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 13:47
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/039; G03F7/022; G03F7/023; G03F7/0233
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
205 words
A positive-working radiation-sensitive mixture, comprising, in admixture: (1) a radiation-sensitive component selected from the group consisting of: (a) a 1,2-quinone diazide, and (b) a combination of a compound which forms strong acid on exposure to actinic radiation and a compound containing at least one cleavable C--O--C bond wherein said radiation-sensitive component is present in an amount sufficient to increase solubility in aqueous-alkaline solution of a layer of the mixture that has been coated on a support and exposed to actinic radiation; (2) a water-insoluble polymeric binder, soluble in aqueous-alkaline solutions, in an amount sufficient to form a homogeneous film when a layer of the mixture is coated on a support, said binder containing about 10 to 100 ml % of units of formula I ##STR9## in which R 1 is a hydrogen or halogen atom, or a cyanide or an alkyl group, R 2 , R 3 are identical or different and are hydrogen, or alkyl or aryl groups, R 4 , R 5 , R 6 are identical or different and are hydrogen or halogen atoms, or alkyl, alkoxy or aryl groups, X represents the atoms necessary to complete a monocyclic or polycyclic carbocyclic aromatic ring system, and n is 1, 2 or 3.
Claim 2
Dependent Claim
205 words
A positive-working radiation-sensitive mixture, comprising, in admixture: (1) a radiation-sensitive component selected from the group consisting of: (a) a 1,2-quinone diazide, and (b) a combination of a compound which forms strong acid on exposure to actinic radiation and a compound containing at least one cleavable C--O--C bond wherein said radiation-sensitive component is present in an amount sufficient to increase solubility in aqueous-alkaline solution of a layer of the mixture that has been coated on a support and exposed to actinic radiation; (2) a water-insoluble polymeric binder, soluble in aqueous-alkaline solutions, in an amount sufficient to form a homogeneous film when a layer of the mixture is coated on a support, said binder containing about 10 to 100 ml % of units of formula I ##STR9## in which R 1 is a hydrogen or halogen atom, or a cyanide or an alkyl group, R 2 , R 3 are identical or different and are hydrogen, or alkyl or aryl groups, R 4 , R 5 , R 6 are identical or different and are hydrogen or halogen atoms, or alkyl, alkoxy or aryl groups, X represents the atoms necessary to complete a monocyclic or polycyclic carbocyclic aromatic ring system, and n is 1, 2 or 3.
Claim 3
Dependent Claim
86 words
A mixture as claimed in claim 1, wherein R 1 is a hydrogen or halogen atom, or a cyanide or a (C 1 -C 6 )alkyl group, R 2 , R 3 are identical or different and are hydrogen or (C 1 -C 4 )alkyl groups, R 4 , R 5 , R 6 are identical or different and are hydrogen, (C 1 -C 4 )alkyl groups or halogen, X represents the carbon atoms necessary to complete a benzene or naphthalene ring, and n is 1.
Claim 4
Dependent Claim
72 words
A mixture as claimed in claim 1, wherein R 1 is hydrogen or a methyl group, R 2 , R 3 , R 4 are hydrogen, R 5 is hydrogen, a (C 1 -C 4 )alkyl group or halogen, R 6 is hydrogen, a (C 1 -C 4 )alkyl group, an aryl group or halogen, X represents the carbon atoms necessary to complete a benzene or naphthalene ring, and n is 1.
Claim 5
Dependent Claim
37 words
A mixture as claimed in claim 1, wherein the binder contains units of formula II ##STR10## in which R 5 , R 6 are identical or different and are hydrogen, (C 1 -C 4 )alkyl or halogen,
Claim 6
Dependent Claim
47 words
A mixture as claimed in claim 1, wherein the binder contains units of formula III ##STR11## in which R 5 is (C 1 -C 4 )alkyl or halogen, and R 6 is (C 1 -C 4 )alkyl, halogen or aryl optionally substituted by alkyl, alkoxy or halogen.
Claim 7
Dependent Claim
90 words
A mixture as claimed in claim 1, wherein the polymeric binder contains at least one repeating unit of formula IV ##STR12## in which R 7 is hydrogen, R 8 is hydrogen or a carboxyl group which can be linked to R 9 , when R 9 is a carboxyl group, to form an acid anhydride or an imide optionally substituted by alkyl, R 9 is an alkyl, alkoxy, alkoxycarbonyl, acyl, acyloxy, aryl, aryloxycarbonyl, formyl, cyanide, carboxyl, hydroxyl or aminocarbonyl group, and R 10 is hydrogen, halogen or an alkyl group.
Claim 8
Dependent Claim
90 words
A mixture as claimed in claim 6, wherein R 7 , R 8 are hydrogen, R 9 is a (C 1 -C 4 )alkyl group, a (C 1 -C 8 )alkoxy group, an alkoxycarbonyl group containing 2 to 13 carbon atoms, an acyloxy group containing 2 to 18 carbon atoms, an aryl group containing 6 to 10 carbon atoms or an aryloxycarbonyl group containing 7 to carbon atoms, it being possible for the aryl groups to be substituted by hydroxyl groups, and R 10 is hydrogen or a methyl group.
Claim 9
Dependent Claim
20 words
A radiation-sensitive recording material comprising: a layer base; and a layer of a radiation-sensitive mixture as claimed in claim 1.
Claim 10
Dependent Claim
19 words
A mixture as claimed in claim 1, wherein R 1 is a (C 1 -C 2 ) alkyl group.
Claim 11
Dependent Claim
19 words
A mixture as claimed in claim 1, wherein at least one of R 2 and R 3 is hydrogen.
Claim 12
Dependent Claim
15 words
A mixture as claimed in claim 1, wherein R 2 R 3 are both hydrogen.
Claim 13
Dependent Claim
20 words
A mixture as claimed in claim 1, wherein the hydroxyl number of the binder is between about 100 and 450.
Claim 14
Dependent Claim
20 words
A mixture as claimed in claim 1, wherein the hydroxyl number of the binder is between about 200 and 350.
Claim 15
Dependent Claim
13 words
A mixture as claimed in claim 1, consisting essentially of the recited components.
Claim 16
Dependent Claim
41 words
A mixture as claimed in claim 1, wherein the radiation-sensitive component is a 1,2-quinonediazide that is present in an amount of from about 3 to 50 percent by weight, based on the total weight of the non-volatile components of the mixture.
Claim 17
Dependent Claim
65 words
A mixture as claimed in claim 1, wherein the radiation-sensitive component is a combination of about 0.5 to 20% by weight of a compound which forms strong acid on exposure to actinic radiation and about 5 to 70% by weight of a compound containing at least one cleavable C--O--C bond, in each case based on the total weight of the non-volatile components of the mixture.
Claim 18
Dependent Claim
31 words
A mixture as claimed in claim 15, wherein the binder is present in an amount of from about 10 to 95% by weight, based on the non-volatile components of the mixture.
Claim 19
Dependent Claim
31 words
A mixture as claimed in claim 16, wherein the binder is present in an amount of from about 10 to 95% by weight, based on the non-volatile components of the mixture.
Claim 20
Dependent Claim
19 words
A mixture as claimed in claim 1, wherein the binder has a molecular weight of about 1000 to 200,000.
Claim 21
Dependent Claim
19 words
A mixture as claimed in claim 1, wherein the binder has a molecular weight of about 5000 to 100,000.
References Cited (Backward Citations)
GB739654A
Cited
US3116305A
Cited
GB1154749A
Cited
US3515552A
Cited
US3753943A
Cited
US3779778A
Cited
US3869292A
Cited
US4275138A
Cited
US4139384A
Cited
JPS5136129A
Cited
US4101323A
Cited
US4247611A
Cited
US4248957A
Cited
US4311782A
Cited
US4619998A
Cited
US4551409A
Cited
US4678737A
Cited
US4699867A
Cited
EP0187517A2
Cited
US4822719A
Cited
US4910119A
Cited
EP0323854A2
Cited
DE3820699A1
Cited
US5068163A
Cited
DE3831782A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-01-03 | 1997-07-05 | 1998-01-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-01-03 | 2001-07-05 | 2002-01-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-01-03 | 2005-07-05 | 2006-01-04 | $7700.00 | Window Closed / Lapsed |