US4299893A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Photosensitive article for making visual aids with diazonium compounds and liquid epoxy resin
Assignee: Rhone Poulenc Systemes SA
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Filing: 1980-03-26
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Granted: 1981-11-10
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Expires: 2000-03-26
Abstract
Abstract Montage films, duplicating films, color guide films, microfiche film, color transparencies and similar visual aids are prepared from photosensitive articles having a layer of a photosensitive composition coated on a transparent support, preferably a flexible plastic transparent support. The exposed articles are developable with water to form the visual aid. The photosensitive layer is formed from a composition which includes a photosensitive reaction product of a condensation product of a diazonium compound with an arylsulfonic acid, and an epoxy resin which is liquid at ambient temperatures. The diazonium compound is preferably a paradiazodiphenylamine and the preferred condensing agent is formaldehyde or paraformaldehyde. The photosensitive layer can be colored with a permanent dye of a color depending on the type and use of the visual aid. Best results, with regard to water-developability and mechanical strength, are provided by first coating the transparent support with an intermediate layer of an adhesive resin.
Inventors
- 👤 Marcel Pigeon
- 👤 Marta Szretter
- 👤 Chantal Perie
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:56
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/016; G03F7/021; G03F7/0212; G03F7/0217; G03F3/00; G03F3/10
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
190 words
A photosensitive article for making visual aids such as montage films, duplicating films, color guide films, microfiche films and the like which comprises a transparent support coated with a photosensitive layer of a film-forming, oleophilic photopolymerizable composition which is soluble in organic solvents consisting essentially of, (1) 30% to 60% by weight of at least one epoxy resin forming monomer or prepolymer, said epoxy resin or mixture of epoxy resins being fluid at ambient temperature and having an epoxy equivalent of less than about 350, a Durran melting point of about 38° C. or less and a viscosity of at least about 5000 centipoises at 25° C.; and (2) 40% to 70% by weight of a photosensitive reaction product of (a) a water-soluble, photosensitive condensation product of (i) a diazonium compound and (ii) an organic condensation agent, and (b) an organic coupling agent; wherein said photosensitive reaction product (2) is soluble in organic solvents and only slightly soluble in water, whereby when said photosensitive layer is imagewise exposed to ultraviolet light, the exposed zones are polymerized and hardened and the unexposed zones are easily removable by washing with water alone.
Claim 2
Dependent Claim
190 words
A photosensitive article for making visual aids such as montage films, duplicating films, color guide films, microfiche films and the like which comprises a transparent support coated with a photosensitive layer of a film-forming, oleophilic photopolymerizable composition which is soluble in organic solvents consisting essentially of, (1) 30% to 60% by weight of at least one epoxy resin forming monomer or prepolymer, said epoxy resin or mixture of epoxy resins being fluid at ambient temperature and having an epoxy equivalent of less than about 350, a Durran melting point of about 38° C. or less and a viscosity of at least about 5000 centipoises at 25° C.; and (2) 40% to 70% by weight of a photosensitive reaction product of (a) a water-soluble, photosensitive condensation product of (i) a diazonium compound and (ii) an organic condensation agent, and (b) an organic coupling agent; wherein said photosensitive reaction product (2) is soluble in organic solvents and only slightly soluble in water, whereby when said photosensitive layer is imagewise exposed to ultraviolet light, the exposed zones are polymerized and hardened and the unexposed zones are easily removable by washing with water alone.
Claim 3
Dependent Claim
22 words
Article according to claim 1 wherein the epoxy resin or mixture thereof has an epoxy equivalent less than or equal to 200.
Claim 4
Dependent Claim
31 words
Article according to claim 1 or 2 wherein the melting point of the epoxy resin or mixture thereof measured by the Durran method is less than or equal to 27° C.
Claim 5
Dependent Claim
31 words
Article according to claim 1 or 2 wherein the melting point of the epoxy resin or mixture thereof measured by the Durran method is less than or equal to 20° C.
Claim 6
Dependent Claim
32 words
Article according to claim 1 wherein the epoxy resin is selected from the group consisting of bisphenol A glycidyl ethers and/or phenol or cresol novolac epoxy resins used alone or in mixtures.
Claim 7
Dependent Claim
15 words
Article according to claim 1 wherein the epoxy resin is a bisphenol A diglycidyl ether.
Claim 8
Dependent Claim
14 words
Article according to claim 1 wherein the diazonium compound is a diazo arylamine compound.
Claim 9
Dependent Claim
17 words
Article according to claim 1 wherein the diazonium compound is paradiazodiphenylamine or a photosensitive negativeworking derivative thereof.
Claim 10
Dependent Claim
14 words
Article according to claim 1 wherein the organic condensation agent contains reactive carbonyl groups.
Claim 11
Dependent Claim
15 words
Article according to claim 1 wherein the organic condensation agent is an aldehyde or acetal.
Claim 12
Dependent Claim
14 words
Article according to claim 1 wherein the organic condensation agent is formaldehyde or paraformaldehyde.
Claim 13
Dependent Claim
14 words
Article according to claim 1 wherein the organic coupling agent is an arylsulfonic acid.
Claim 14
Dependent Claim
29 words
Article according to claim 1 the arylsulfonic acid has one or more substituents on the aryl nucleus wherein the Hammet σ constant of the arylsulfonic acid substituent is negative.
Claim 15
Dependent Claim
17 words
Article according to claim 13 wherein the substituents on the arylsulfonic acid are alkyl or alkoxy substituents.
Claim 16
Dependent Claim
20 words
Article according to claim 14 wherein the arylsulfonic acid substituents are H, CH 3 or C 2 H 5 .
Claim 17
Dependent Claim
22 words
Article according to claim 1 wherein the organic coupling agent is selected from the group consisting of benzenesulfonic, toluenesulfonic or 2,5-dimethylbenzenesulfonic acids.
Claim 18
Dependent Claim
32 words
Article according to claim 1 wherein the photopolymerizable composition comprises 45% to 60% by weight of the photosensitive composition and 40% to 55% by weight of the epoxy resin or mixture thereof.
Claim 19
Dependent Claim
15 words
Article according to claim 1 wherein the photopolymerizable composition also comprises one or more dyes.
Claim 20
Dependent Claim
24 words
Article according to claim 18 wherein the total weight of dye in relation to the weight of the photosensitive composition is less than 20%.
Claim 21
Dependent Claim
29 words
Article according to claim 18 or 19 wherein the photopolymerizable composition comprises less than 10% by weight of yellow dye in relation to the total weight of said composition.
Claim 22
Dependent Claim
26 words
Article according to claim 1 wherein the weight of the photosensitive layer deposited on the support is between 0.5 g/m 2 and 2 g/m 2 .
Claim 23
Dependent Claim
26 words
Article according to claim 1 wherein the weight of the photosensitive layer deposited on the support is between 1 g/m 2 and 1.5 g/m 2 .
Claim 24
Dependent Claim
14 words
Article according to claim 1 wherein the transparent support is a flexible plastic film.
Claim 25
Dependent Claim
22 words
Article according to claim 23 wherein the plastic film is selected from the group consisting of polyester, polypropylene, cellulose acetate and polycarbonate.
Claim 26
Dependent Claim
14 words
Article according to claim 1 wherein the support is coated with a substrating layer.
Claim 27
Dependent Claim
23 words
Article according to claim 25 wherein the weight of the substrating layer deposited on the support is less than 1 g/m 2 .
Claim 28
Dependent Claim
23 words
Article according to claim 26 wherein the weight of the substrating layer deposited on the support is less than 0.5 g/m 2 .
Claim 29
Dependent Claim
19 words
Article according to any one of claims 25, 26 or 27 wherein the substracting layer is a hardened gelatin.
Claim 30
Dependent Claim
20 words
Article according to any one of claims 25, 26 or 27 wherein the substrating layer has a polyvinylidene chloride base.
Claim 31
Dependent Claim
19 words
Article according to any one of claims 25, 26 or 27 where the substrating layer is a polyester resin.
Claim 32
Dependent Claim
20 words
Article according to any one of the claims 25, 26 or 27 wherein the substrating layer is an acrylic resin.
Claim 33
Dependent Claim
18 words
Article according to claim 31 wherein the acrylic resin is at least one of polymethylmethacrylate, polyethylmethacrylate or polybutylmethacrylate.
Claim 34
Dependent Claim
29 words
Article according to any one of claims 25, 26 or 27 wherein the substrating layer is at least one of an epoxy resin, novolac resin or novolac epoxy resin.
Claim 35
Dependent Claim
29 words
Article according to claim 1 which comprises a transparent support having a substrating layer on one side thereof and said photosensitive layer on both sides of the transparent support.
Claim 36
Dependent Claim
38 words
A visual aid obtained by imagewise exposing to ultraviolet light the photosensitive article of claim 1 to polymerize and harden the exposed zones and developing the latent image by removing the unexposed zones by washing them with water.
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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) | 1984-11-09 | 1985-05-11 | 1985-11-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-09 | 1989-05-11 | 1989-11-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-09 | 1993-05-11 | 1993-11-10 | $7700.00 | Window Closed / Lapsed |