US5028503A
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Photohardenable electrostatic element with improved backtransfer characteristics
Assignee: EIDP Inc
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Filing: 1989-09-21
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Granted: 1991-07-02
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Expires: 2009-09-21
Abstract
Abstract Photohardenable electrostatic master with improved backtransfer characteristics comprising (1) an electrically conductive substrate, and (2) a layer of photohardenable composition consisting essentially of (a) at least one organic polymeric binder, (b) at least one compound having at least one ethylenically unsaturated group, and (c) a photoinitiator or photoinitiator system, and (d) an acidic additive as defined. A xeroprinting process is described using the master. The master is used in graphic arts, color proofing which duplicates images produced by printing, preparation of printed circuit boards, resists, soldermasks, etc.
Inventors
- 👤 Catherine T. Chang
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 04:13
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/026; G03G5/04
Claims Analysis
Total Claims: 50
Claim 1
Independent Claim
210 words
A high resolution, photohardenable electrostatic master comprising: (1) an electrically conductive substrate bearing (2) a layer of photohardenable composition consisting essentially of (a) at least one organic polymeric binder, (b) at least one compound having at least one ethylenically unsaturated group, (c) a photoinitiator or photoinitiator system that activates polymerization of the ethylenically unsaturated compound upon exposure to actinic radiation, and (d) an acidic additive selected from the group consisting essentially of: (1) compounds of the general formula: R--NH--R' where R is R 1 --SO 2 , ##STR16## R' is H, acyl, alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, ##STR17## halogen or heterocyclic groups; R and R' when taken together may form a heterocyclic ring; R 1 , R 2 and R 3 may be the same or different and are alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, acyl, halogen or heterocyclic groups; (2) phosphonic acids of the general formula: ##STR18## where R 4 is alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, halogen or heterocyclic groups; and (3) polybasic carboxylic acids having at least two acid groups.
Claim 2
Dependent Claim
210 words
A high resolution, photohardenable electrostatic master comprising: (1) an electrically conductive substrate bearing (2) a layer of photohardenable composition consisting essentially of (a) at least one organic polymeric binder, (b) at least one compound having at least one ethylenically unsaturated group, (c) a photoinitiator or photoinitiator system that activates polymerization of the ethylenically unsaturated compound upon exposure to actinic radiation, and (d) an acidic additive selected from the group consisting essentially of: (1) compounds of the general formula: R--NH--R' where R is R 1 --SO 2 , ##STR16## R' is H, acyl, alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, ##STR17## halogen or heterocyclic groups; R and R' when taken together may form a heterocyclic ring; R 1 , R 2 and R 3 may be the same or different and are alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, acyl, halogen or heterocyclic groups; (2) phosphonic acids of the general formula: ##STR18## where R 4 is alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, halogen or heterocyclic groups; and (3) polybasic carboxylic acids having at least two acid groups.
Claim 3
Dependent Claim
68 words
A photohardenable electrostatic master according to claim 1 wherein the acid additive (1) is of the formula: R 1 --SO 2 --NH--R' where R 1 is alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl and substituted aryl; R' is H, acyl, alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl or substituted aryl.
Claim 4
Dependent Claim
19 words
A photohardenable electrostatic master according to claim 2 wherein the acidic additive represented by the formula is a sulfonamide.
Claim 5
Dependent Claim
19 words
A photohardenable electrostatic master according to claim 3 wherein the acidic additive is a mixture of o- and p-toluenesulfonamide.
Claim 6
Dependent Claim
14 words
A photohardenable electrostatic master according to claim 3 wherein the acidic additive is alpha-toluenesulfonamide.
Claim 7
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 3 wherein the acidic additive is p-(p-toluenesulfonamido) diphenylamine.
Claim 8
Dependent Claim
19 words
A photohardenable electrostatic master according to claim 2 wherein the acidic additive represented by the formula is a sulfonimide.
Claim 9
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 7 wherein the acidic additive is benzoic sulfonimide.
Claim 10
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 1 wherein the acidic additive is a sulfonylurea.
Claim 11
Dependent Claim
72 words
A photohardenable electrostatic master according to claim 1 wherein the acidic additive (1) is of the formula: ##STR19## wherein R 1 and R' may be the same or different and are alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, heterocyclic 5- or 6-membered rings, and R 1 and R' when taken together may form heterocyclic 5- or 6-membered rings or condensed rings.
Claim 12
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 10 wherein the acidic additive is a phthalimide.
Claim 13
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 10 wherein the acidic additive is a diacetamide.
Claim 14
Dependent Claim
25 words
A photohardenable electrostatic master according to claim 10 wherein the acid additive of the formula is a heterocyclic 5- or 6-membered ring or condensed ring.
Claim 15
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 13 wherein the acidic additive is parabanic acid.
Claim 16
Dependent Claim
58 words
A photohardenable electrostatic master according to claim 1 wherein the acidic additive (1) is of the formula: ##STR20## wherein R 1 , R', R 2 may be the same or different and are alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, halogen, or heterocyclic 5- or 6-membered rings.
Claim 17
Dependent Claim
16 words
A photohardenable electrostatic master according to claim 15 wherein the acidic additive is phenyl N-phenylphosphonamido chloridate.
Claim 18
Dependent Claim
44 words
A photohardenable electrostatic master according to claim 1 wherein the acidic additive (2) is of the formula: ##STR21## where R 4 is alkyl of 1 to 12 carbon atoms, aryl of 6 to 30 carbon atoms, substituted alkyl, substituted aryl, halogen or heterocyclic groups.
Claim 19
Dependent Claim
17 words
A photohardenable electrostatic master according to r claim 17 wherein the acidic additive is benzene phosphonic acid.
Claim 20
Dependent Claim
56 words
A photohardenable electrostatic master according to claim 1 wherein the acidic additive (3) is of the formula HO 2 C--R 5 --CO 2 H wherein R 5 is aliphatic of 0 to 12 carbon atoms which can be saturated or unsaturated, substituted or unsubstituted; aryl of 6 to 30 carbon atoms, substituted alkyl or substituted aryl.
Claim 21
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 19 wherein the acidic additive is phthalic acid.
Claim 22
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 19 wherein the acidic additive is maleic acid.
Claim 23
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 19 wherein the acidic additive is diphenic acid.
Claim 24
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 1 wherein a chain transfer agent is present.
Claim 25
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 23 wherein a chain transfer agent is 2-mercaptobenzoxazole.
Claim 26
Dependent Claim
48 words
A photohardenable electrostatic master according to claim 23 wherein the binder (a) is polymethyl methacrylate, ethylenically unsaturated compound (b) is ethoxylated trimethylol propane triacrylate, photoinitiator or photoinitiating system (c) is 2,2',4,4'-tetrakis(o-chlorophenyl)-5,5'-bis(m,p-dimethoxyphenyl)biimidazole, acidic additive (d) is a mixture of o-and p-toluene sulfonamide, and the chain transfer agent is 2-mercaptobenzoxazole.
Claim 27
Dependent Claim
44 words
A photohardenable electrostatic master according to claim 23 wherein the binder (a) is polymethyl methacrylate, ethylenically unsaturated compound (b) is ethoxylated trimethylol propane triacrylate, photoinitiator or photoinitiating system (c) is 2,2',4,4'-tetrakis(o-chlorophenyl)-5,5'-bis(m,p-dimethoxyphenyl)biimidazole, acidic additive (d) is benzoic sulfonimide, and the chain transfer agent is 2-mercaptobenzothiazole.
Claim 28
Dependent Claim
45 words
A photohardenable electrostatic master according to claim 1 wherein the binder (a) is selected from the group consisting of acrylate and methacrylate polymers and copolymers, vinyl polymers and copolymers, polyvinyl acetals, polycarbonates, polysulfones, polyetherimides, polyphenylene oxides, polyesters, polyurethanes, butadiene copolymers, cellulose esters and cellulose ethers.
Claim 29
Dependent Claim
38 words
A photohardenable electrostatic master according to claim 1 wherein the polymeric binder (a) is a mixture of a polymeric binder having a Tg greater than 80° C. and a polymeric binder with a Tg less than 70° C.
Claim 30
Dependent Claim
43 words
A photohardenable electrostatic master according to claim 28 wherein the binder having a Tg greater than 80° C. is selected from the group consisting of acrylate and methacrylate polymers and copolymers, vinyl polymers and copolymers, polyvinyl acetals, polycarbonates, polysulfones, polyetherimides, and polyphenylene oxides.
Claim 31
Dependent Claim
14 words
A photohardenable electrostatic master according to claim 29 wherein the binder is poly(styrene/methyl methacrylate).
Claim 32
Dependent Claim
46 words
A photohardenable electrostatic master according to claim 28 wherein the binder with a Tg less than 70° C. is selected from the group consisting of acrylate and methacrylate polymers and copolymers, vinyl polymers and copolymers, polyvinyl acetals, polyesters, polyurethanes, butadiene copolymers, cellulose esters and cellulose ethers.
Claim 33
Dependent Claim
14 words
A photohardenable electrostatic master according to claim 31 wherein the binder is poly(ethyl methacrylate).
Claim 34
Dependent Claim
30 words
A photohardenable electrostatic master according to claim 1 wherein a monomeric compound (b) having ethylenic unsaturation is an acrylate or methacrylate compound having at least two terminal ethylenically unsaturated groups.
Claim 35
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 33 wherein compound (b) is glycerol propoxylated triacrylate.
Claim 36
Dependent Claim
25 words
A photohardenable electrostatic master according to claim 1 wherein the at least one compound (b) is a mixture of glycerol propoxylated triacrylate and trimethylolpropane triacrylate.
Claim 37
Dependent Claim
16 words
A photohardenable electrostatic master according to claim 1 wherein the photoinitiator (c) is a 2,4,5triphenylimidazolyl dimer.
Claim 38
Dependent Claim
13 words
A photohardenable electrostatic master according to claim 36 wherein the photoinitiator is 2,2',4,4'-tetrakis(o-chlorophenyl)-5,5'-bis(m,p-dimethoxyphenyl)biimidazole.
Claim 39
Dependent Claim
13 words
A photohardenable electrostatic master according to claim 36 wherein the photoinitiator is 2,2'-bis(o-chlorophenyl)-4,4',5,5'-bis(m-methoxyphenyl)-biimidazole.
Claim 40
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 36 wherein a chain transfer agent is present.
Claim 41
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 39 wherein the chain transfer agent is 2-mercaptobenzoxazole.
Claim 42
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 39 wherein the chain transfer agent is 2-mercaptobenzothiazole.
Claim 43
Dependent Claim
19 words
A photohardenable electrostatic master according to claim 1 wherein the photoinitiator (c) is a substituted or unsubstituted polynuclear quinone.
Claim 44
Dependent Claim
13 words
A photohardenable electrostatic master according to claim 42 wherein the photoinitiator is 2-ethylanthraquinone.
Claim 45
Dependent Claim
16 words
A photohardenable electrostatic master according to claim 1 wherein the photoinitiator (c) is a benzoin ether.
Claim 46
Dependent Claim
15 words
A photohardenable electrostatic master according to claim 44 wherein the photoinitiator is benzoin methyl ether.
Claim 47
Dependent Claim
14 words
A photohardenable electrostatic master according to claim 1 wherein a sensitizer compound is present.
Claim 48
Dependent Claim
14 words
A photohardenable electrostatic master according to claim 46 wherein the sensitizer compound is 2-{9'-(2',3',6',7'-tetrahydro-lH,5H-benzo[i,j]-quinolyidene))-5,6-dimethoxy-1-indanone.
Claim 49
Dependent Claim
61 words
A photohardenable electrostatic master according to claim 1 wherein the layer of photohardenable composition in combination with component (d) contains (a) a binder selected from the group of poly(styrene/methylmethacrylate) and poly(methyl methacrylate), (b) a monomeric compound selected from the group consisting of glycerol propoxylated triacrylate, trimethylol propane triacrylate and mixtures thereof, and (c) 2,2',4,4'-tetrakis(o-chlorophenyl)-5,5'-bis(m,p-dimethoxyphenyl)biimidazole, and 2-mercaptobenzoxazole as a chain transfer agent.
Claim 50
Dependent Claim
64 words
A photohardenable electrostatic master according to claim 1 wherein the layer of photohardenable composition has present the following components: polymeric binder (a), 40 to 70% by weight, compound (b), 15 to 40% by weight, the photoinitiator (c), 1 to 20% by weight, and acidic additive (d), 1 to 10% by weight, the weight percentages being based on the total weight of the photohardenable composition.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1994-07-01 | 1994-12-31 | 1995-07-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-07-01 | 1998-12-31 | 1999-07-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-07-01 | 2002-12-31 | 2003-07-02 | $7700.00 | Window Closed / Lapsed |