US4895880A
Expired / Lapsed
US
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Photocurable compositions containing photobleachable ionic dye complexes
Assignee: Eastman Kodak Co
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Filing: 1987-09-18
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Granted: 1990-01-23
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Expires: 2007-09-18
Abstract
Abstract A process for coating a substrate with an essentially colorless radiation curable composition which comprises coating said substrate with a visible light sensitive composition comprising a free radical addition polymerizable or crosslinkable material and a photobleachable ionic dye-counter ion compound capable of absorbing visible light and generating free radicals; exposing said composition to light to harden said composition; and bleaching said composition to an essentially colorless state, and photohardenable compositions containing photobleachable ionic dye-counter ion compounds as photoinitiators useful in the aforesaid process.
Inventors
- 👤 Peter Gottschalk
- 👤 Douglas C. Neckers
- 👤 Gary B. Schuster
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 21:41
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/72; C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; G03F; G03F7/00; G03F7/002; G03F7/004; G03F7/027; G03F7/028; G03F7/029; G03F7/031; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/115; Y10S430/117; Y10S430/128
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
41 words
A visible-light sensitive photohardenable composition comprising a free radical addition polymerizable or crosslinkable material and a photobleachable ionic dye-counter ion compound, said compound being capable of absorbing visible light and producing free radicals which initiate polymerization or crosslinking of said material.
Claim 2
Dependent Claim
41 words
A visible-light sensitive photohardenable composition comprising a free radical addition polymerizable or crosslinkable material and a photobleachable ionic dye-counter ion compound, said compound being capable of absorbing visible light and producing free radicals which initiate polymerization or crosslinking of said material.
Claim 3
Dependent Claim
20 words
The photohardenable composition of claim 1 wherein prior to exposure, said ionic dye-counter ion compound is a stable, non-transient compound.
Claim 4
Dependent Claim
23 words
The photohardenable composition of claim 1 wherein said ionic dye-counter ion compound is soluble in said free radical addition polymerizable or crosslinked compound.
Claim 5
Dependent Claim
50 words
The photohardenable composition of claim 3 wherein following exposure of said ionic dye-counter ion compound to light, an electron is transferred from said dye to said counter ion or from said counter ion to said dye and the rate of said electron transfer is greater than a diffusion controlled rate.
Claim 6
Dependent Claim
14 words
The photohardenable composition of claim 1 wherein said compound is an anionic dye compound.
Claim 7
Dependent Claim
21 words
The photohardenable composition of claim 5 wherein said anionic dye is selected from the group consisting of xanthene and oxonol dyes.
Claim 8
Dependent Claim
25 words
The photohardenable composition of claim 6 wherein said ionic dye counter ion compound is an anionic dye-onium ion complex or an anionic dye-pyryllium ion complex.
Claim 9
Dependent Claim
13 words
The photohardenable composition of claim 7 wherein said dye is a xanthene dye.
Claim 10
Dependent Claim
67 words
The photohardenable composition of claim 1 wherein said ionic dye counter ion compound is a cationic dye-borate anion compound represented by the formula (I): ##STR3## where D is a cationic dye moiety; and R 1 , R 2 , R 3 and R 4 are the same or different and selected from the group consisting of alkyl, aryl, aralkyl, alkaryl, alkenyl, alkynyl, alicyclic, heterocyclic, and allyl groups.
Claim 11
Dependent Claim
29 words
The photohardenable composition of claim 9 wherein said cationic dye is selected from the group consisting of cationic methine, polymethine, triarylmethane, indoline, azine, thiazine, xanthene, oxazine, and acridine dyes.
Claim 12
Dependent Claim
25 words
The photohardenable composition of claim 10 wherein said cationic dye is selected from the group consisting of cationic cyanine, carbocyanine, hemicyanine, rhodamine, and azamethine dyes.
Claim 13
Dependent Claim
17 words
The photohardenable composition of claim 11 wherein said polymerizable or crosslinkable material contains an ethylenically unsaturated compound.
Claim 14
Dependent Claim
26 words
The photohardenable composition of claim 12 wherein at least one of R 1 , R 2 , R 3 and R 4 is an alkyl group.
Claim 15
Dependent Claim
26 words
The photohardenable composition of claim 13 wherein R 1 , R 2 , and R 3 are aryl groups and R 4 is an alkyl group.
Claim 16
Dependent Claim
28 words
The photohardenable composition of claim 7 wherein said photobleachable ionic dye-counter ion compound is a complex of Rose Bengal or Rose Bengal benzyl ester with a diphyliodonium ions.
Claim 17
Dependent Claim
14 words
The photohardenable composition of claim 9 wherein said cationic dye is an azine dye.
Claim 18
Dependent Claim
13 words
The photohardenable composition of claim 16 wherein said azine dye is Methylene Blue.
Claim 19
Dependent Claim
18 words
The photohardenable composition of claim 16 wherein said cationic dye is selected from the group consisting of ##STR4##
Claim 20
Dependent Claim
68 words
A process for coating a substrate with an essentially colorless radiation curable composition which comprises coating said substrate with a visible light sensitive composition comprising a free radical addition polymerizable or crosslinkable material and a photobleachable ionic dye-counter ion compound capable of absorbing visible light and generating free radicals; exposing said composition to light to harden said composition; and bleaching said ionic dye to an essentially colorless state.
Claim 21
Dependent Claim
68 words
A process for coating a substrate with an essentially colorless radiation curable composition which comprises coating said substrate with a visible light sensitive composition comprising a free radical addition polymerizable or crosslinkable material and a photobleachable ionic dye-counter ion compound capable of absorbing visible light and generating free radicals; exposing said composition to light to harden said composition; and bleaching said ionic dye to an essentially colorless state.
References Cited (Backward Citations)
JPS5539162A
Cited
US4307182A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-01-22 | 1993-07-24 | 1994-01-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-01-22 | 1997-07-24 | 1998-01-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-01-22 | 2001-07-24 | 2002-01-23 | $7700.00 | Window Closed / Lapsed |