US4297435A
Expired / Lapsed
US
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Contrast colorant for photopolymerizable compositions
Assignee: MacDermid Inc
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Filing: 1980-08-18
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Granted: 1981-10-27
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Expires: 2000-08-18
Abstract
Abstract Stable print-out dye systems are provided for photopolymerizable compositions, finding particular use as photoresists. The dye compositions comprise a triarylmethane leuco dye in combination with a high-boiling, relatively thermally-insensitive polyhalo alicyclic compound having at least five bromines. The print-out dye system is incorporated with an addition polymerizable composition, a light-sensitive initiator, and minor amounts of other additives.
Inventors
- 👤 Jennings L. Jolly
- 👤 Leo Roos
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 16:59
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/09; G03F7/105; H; H05; H05K; H05K1/00; H05K1/02; H05K1/0266; H05K3/00; H05K3/0073; H05K3/0076; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/117; Y10S430/126
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
53 words
A contrast colorant for photopolymerizable compositions comprising in combination a leuco triarylmethane dye in combination with a sufficient amount for formation of the colored form of said dye upon irradiation with actinic light of a bromine-substituted cyclohexane wherein said substituents comprise at least five bromine atoms and from 0 to 1 chlorine atoms.
Claim 2
Dependent Claim
53 words
A contrast colorant for photopolymerizable compositions comprising in combination a leuco triarylmethane dye in combination with a sufficient amount for formation of the colored form of said dye upon irradiation with actinic light of a bromine-substituted cyclohexane wherein said substituents comprise at least five bromine atoms and from 0 to 1 chlorine atoms.
Claim 3
Dependent Claim
19 words
A composition according to claim 1, wherein the mole ratio of said dye to said bromine-substituted cycloalkane is 0.2-5.
Claim 4
Dependent Claim
19 words
A composition according to claims 1 or 2, wherein said triarylmethane leuco dye has at least one amino substituent.
Claim 5
Dependent Claim
98 words
A colorant composition for use in photopolymerizable compositions comprising in combination a triarylmethane leuco dye of the formula: ##STR9## wherein the R groups can be the same or different and are hydrogen, amino, oxy, hydroxy, alkoxy of 1-2 carbon atoms, alkyl of 1-2 carbon atoms, or halo; and a bromocyclohexane of the formula ##STR10## wherein the X substituents can be the same or different and are hydrogen, bromine, or chlorine; with at least five of the X's being bromine; wherein the mole ratio of dye to bromocyclohexane is in the range of from about 0.5 to about 2.0.
Claim 6
Dependent Claim
98 words
A colorant composition for use in photopolymerizable compositions comprising in combination a triarylmethane leuco dye of the formula: ##STR9## wherein the R groups can be the same or different and are hydrogen, amino, oxy, hydroxy, alkoxy of 1-2 carbon atoms, alkyl of 1-2 carbon atoms, or halo; and a bromocyclohexane of the formula ##STR10## wherein the X substituents can be the same or different and are hydrogen, bromine, or chlorine; with at least five of the X's being bromine; wherein the mole ratio of dye to bromocyclohexane is in the range of from about 0.5 to about 2.0.
Claim 7
Dependent Claim
83 words
A photopolymerizable composition comprising: (1) an addition polymerizable photoinitiator; (2) a polymeric binder; (3) a polymerizable monomer capable of photopolymerization initiated by said photoinitiator; and (4) a contrast colorant composition comprising in combination a leuco triarylmethane dye in combination with a sufficient amount for formation of the colored form of said dye upon irradiation with actinic light of a bromine-substituted cyclohexane, wherein said substituents are other than geminally substituted and comprise at least five bromine atoms and from 0 to 1 chlorine atoms.
Claim 8
Dependent Claim
83 words
A photopolymerizable composition comprising: (1) an addition polymerizable photoinitiator; (2) a polymeric binder; (3) a polymerizable monomer capable of photopolymerization initiated by said photoinitiator; and (4) a contrast colorant composition comprising in combination a leuco triarylmethane dye in combination with a sufficient amount for formation of the colored form of said dye upon irradiation with actinic light of a bromine-substituted cyclohexane, wherein said substituents are other than geminally substituted and comprise at least five bromine atoms and from 0 to 1 chlorine atoms.
Claim 9
Dependent Claim
12 words
The composition of claim 5 wherein said polymerizable monomer is an acrylate.
Claim 10
Dependent Claim
13 words
The composition of claim 5 wherein said polymeric binder is an acrylic polymer.
Claim 11
Dependent Claim
88 words
In a photopolymerizable composition comprising: (1) a photoinitiator; (2) a polymeric binder; (3) a photopolymerizable monomer; and (4) a contrast colorant; the improvement of using as contrast colorant a system comprising in combination a leuco triarylmethane dye in combination with a bromine-substituted cyclohexane, wherein said substituents are other than geminally substituted and comprise at least five bromine atoms and from 0 to 1 chlorine atoms, said dye and bromine-substituted cyclohexane being present in a mole ratio of dye to substituted cyclohexane of from about 0.5 to about 2.0.
Claim 12
Dependent Claim
88 words
In a photopolymerizable composition comprising: (1) a photoinitiator; (2) a polymeric binder; (3) a photopolymerizable monomer; and (4) a contrast colorant; the improvement of using as contrast colorant a system comprising in combination a leuco triarylmethane dye in combination with a bromine-substituted cyclohexane, wherein said substituents are other than geminally substituted and comprise at least five bromine atoms and from 0 to 1 chlorine atoms, said dye and bromine-substituted cyclohexane being present in a mole ratio of dye to substituted cyclohexane of from about 0.5 to about 2.0.
Claim 13
Dependent Claim
88 words
A photopolymerizable composition comprising from about 40 to 70 weight percent of a polymeric binder; from about 0.01 to 10 weight percent of a photoinitiator; from about 30 to 50 weight percent of an addition polymerizable monomer capable of photoinitiated polymerization by said photoinitiator, and a contrast colorant according to claims 1 to 6 wherein said leuco dye is present in from 0.01 to 2 weight percent of the total composition and said bromine-substituted cyclohexane is present in from 0.1 to 4 weight percent of the total composition.
Claim 14
Dependent Claim
25 words
A composition according to claim 9, wherein said composition is a solution in an organic solvent having from about 10 to 50 weight percent solids.
Claim 15
Dependent Claim
25 words
A composition according to claim 9, wherein said composition is coated to a thickness of about 0.25 to about 5 mils on a copper sheet.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-10-26 | 1985-04-27 | 1985-10-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-26 | 1989-04-27 | 1989-10-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-26 | 1993-04-27 | 1993-10-27 | $7700.00 | Window Closed / Lapsed |