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US4066459A
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Free radical photosensitive compositions with improved sensitivity and shelf life stability
Assignee: Horizons Inc
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Filing: 1976-01-26
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Granted: 1978-01-03
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Expires: 1996-01-26
Abstract
Abstract This invention relates to free-radical, non-silver, photosensitive films, particularly those suitable for optical development as described in U.S. Pat. No. 3,510,300. The invention comprises the incorporation of compounds which contain an imine (--C═N--) function and a hydroxyl group into otherwise known photosensitive compositions to improve optical development and to retard dark fogging so as to thereby provide aging stability to such compositions. Preferably, an additional improvement comprises provision of an overcoat for the photosensitive composition of this invention when in the form of thin films on a support such as a polyester or a paper sheet or glass plate. The overcoat acts to improve the shelf life and photosensitometric properties of the photosensitive composition.
Inventors
- 👤 Paul L. Bachman
- 👤 John J. Moskal
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 17:50
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/675; Y; Y10; Y10S; Y10S430/00; Y10S430/162
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
152 words
In a photosensitive composition consisting essentially of: a. at least one leuco diaryl- or triaryl-methane dye forming compound; b. at least one dye base selected from the group consisting of styryl dye bases, cyanine dye bases and merocyanine dye bases; c. at least one organic halogen compound which produces free radicals when exposed to a suitable dose of electromagnetic radiation; and d. a film forming polymer in which constituents (a), (b) and (c) are supported; the improvement which comprises including in said composition an organic imino compound containing at least one hydroxyl group and selected from the group consisting of compounds represented by the following formulae: ##STR13## in which n is an integer up to 3 and the OH groups occupy at least one ortho-site; X is an alkyl, aryl or halogen group and Z is selected from the group consisting of OH and alkyl with up to 4 carbon atoms; ##STR14##
Claim 2
Dependent Claim
152 words
In a photosensitive composition consisting essentially of: a. at least one leuco diaryl- or triaryl-methane dye forming compound; b. at least one dye base selected from the group consisting of styryl dye bases, cyanine dye bases and merocyanine dye bases; c. at least one organic halogen compound which produces free radicals when exposed to a suitable dose of electromagnetic radiation; and d. a film forming polymer in which constituents (a), (b) and (c) are supported; the improvement which comprises including in said composition an organic imino compound containing at least one hydroxyl group and selected from the group consisting of compounds represented by the following formulae: ##STR13## in which n is an integer up to 3 and the OH groups occupy at least one ortho-site; X is an alkyl, aryl or halogen group and Z is selected from the group consisting of OH and alkyl with up to 4 carbon atoms; ##STR14##
Claim 3
Dependent Claim
29 words
The composition of claim 1 wherein the amount of imino compound is between 1/100th and five times the combined weight of leuco dye and dye base in said composition.
Claim 4
Dependent Claim
25 words
The composition of claim 2 wherein the amount of imino compound is between 1/20th and 3/2 the combined weight of leuco dye and dye base.
Claim 5
Dependent Claim
13 words
The composition of claim 1 wherein the imino compound is N,N',N",N'"-tetrasalicylidene pentaerythrityl tetraamine.
Claim 6
Dependent Claim
12 words
The composition of claim 1 wherein the imino compound is N,N'-disalicylidene-1,3-propane diamine.
Claim 7
Dependent Claim
13 words
The composition of claim 1 wherein the leuco compound is leuco crystal violet.
Claim 8
Dependent Claim
11 words
The composition of claim 1 wherein the leuco dye is 2,7-bis(dimethylamino)-10-p-dimethyalminiophenyl-9,10-dihydro-9,9-dimethylanthracene.
Claim 9
Dependent Claim
11 words
The composition of claim 1 wherein the leuco dye is 2,7-bis-(dimethylamino)-9,10-dihydro-9,9-dimethylanthracene.
Claim 10
Dependent Claim
62 words
The composition of claim 1 wherein the proportions are: ______________________________________
Constituent Broad Range Preferred
______________________________________
Organic Halogen Compound
.10 - 10 1 - 4
Leuco Dye .01 - 0.1 .4 - .1
Dye Base .5 - .01 .05 - 0.2
Imine Compound .01 - 5* .05 - 1.5*
Binder 1 1
______________________________________
*times the combined weight of leuco compound and dye base.
Claim 11
Dependent Claim
27 words
A film comprising a photosensitive composition of claim 1 in layer form and wherein said photosensitive composition is overcoated uniformly with a layer of polyvinylalcohol or polyvinylpyrolidone.
Claim 12
Dependent Claim
51 words
A method of producing a visible image which comprises: preparing a member including a thin dried layer of photosensitive composition in accordance with claim 1; exposing said layer to a pattern of visible light; thereby producing a visible image on the areas exposed to visible light; and thereafter fixing the image.
Claim 13
Dependent Claim
76 words
A method of producing a visible image which comprises: preparing a member including a thin dried layer of photosensitive composition in accordance with claim 1; laying on top of said layer of photosensitive composition a solution containing polyvinyl alcohol; drying said overcoat; exposing said dried layers to a pattern of visible light; thereby producing a visible image on the areas exposed to visible light; mechanically removing the polyvinyl alcohol containing overcoat; and thereafter fixing the image.
Claim 14
Dependent Claim
127 words
A method of producing a visible image which comprises: preparing a member including a thin dried layer of photosensitive composition in accordance with claim 1; laying on top of said layer of photosensitive composition a solution containing polyvinyl alcohol; drying said overcoat; exposing said dried layers to a pattern of visible light thereby producing a latent image on the areas exposed to said pattern of visible light; mechanically removing the polyvinyl alcohol containing overcoat; and after mechanical removal of the dried overcoat containing polyvinyl alcohol, the imagewise exposed photosensitive layer is then given a blanket exposure to red light having a wavelength longer than 600 nanometers; thereby producing a visible image in the areas first exposed to the pattern of visible light; and thereafter fixing the image.
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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) | 1981-01-02 | 1981-07-04 | 1982-01-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-02 | 1985-07-04 | 1986-01-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-02 | 1989-07-04 | 1990-01-03 | $7700.00 | Window Closed / Lapsed |