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US4924009A
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Xanthene dye complexes
Assignee: BOWLING GREEN STATE UNIVERSITY A CORP OF OH
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Filing: 1987-06-03
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Granted: 1990-05-08
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Expires: 2007-06-03
Abstract
Abstract Photooxidizable dye complexes of the formula (I): X.sup.-n [Y.sup.+ ].sub.n (I) where X is a xanthene dye and Y is gegen ion selected from sulfonium, phosphonium, iodonium, pyrylium, hydrazinium, and hydrazide ions; and n is 1 to 2; the complexes are useful as photoinitiators or in photobleachable imaging systems.
Inventors
- 👤 Douglas C. Neckers
- 👤 Shwn M. Y. Linden
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 11:28
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/029; G03C; G03C7/00; G03C7/02
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
46 words
An ionically bonded compound of the formula (I) X.sup.-n [Y.sup.+ ].sub.n (I) wherein X represents an anionic xanthene dye and Y + represents a gegen ion selected from the group consisting of sulfonium, phosphonium, iodonium, pyrylium, hydrazinium and hydrazide ions and n is 1 or 2.
Claim 2
Dependent Claim
46 words
An ionically bonded compound of the formula (I) X.sup.-n [Y.sup.+ ].sub.n (I) wherein X represents an anionic xanthene dye and Y + represents a gegen ion selected from the group consisting of sulfonium, phosphonium, iodonium, pyrylium, hydrazinium and hydrazide ions and n is 1 or 2.
Claim 3
Dependent Claim
24 words
The compound of claim 1 wherein X is selected from the group consisting of Rose Bengal, Eosin, Erythrosin and Fluoroscein dyestuffs and esters thereof.
Claim 4
Dependent Claim
15 words
The compound of claim 2 wherein X is Rose Bengal or Rose Bengal benzyl ester.
Claim 5
Dependent Claim
11 words
The compound of claim 3 wherein Y is a phosphonium ion.
Claim 6
Dependent Claim
26 words
The compound of claim 4 wherein Y is selected from the group consisting of triphenylaryl phosphonium ions, triphenylalkyl phosphonium ions, tetraalkyl phosphonium ions and triphenoxybromophosphonium ion.
Claim 7
Dependent Claim
11 words
The compound of claim 3 wherein Y represents an iodonium ion.
Claim 8
Dependent Claim
26 words
The compound of claim 6 wherein said iodonium ion diphenyliodonium ion or an iodonium ion of the formula ##STR21## where t is 1, 2 or 3.
Claim 9
Dependent Claim
15 words
The compound of claim 3 wherein Y is a hydrazinium ion or a hydrazide ion.
Claim 10
Dependent Claim
41 words
The compound of claim 8 wherein said hydrazinium or hydrazide ion is selected from the group consisting of NH 3 NH 2 + , NH 3 NHCONHNH 2 30 , and N(CH 3 ) 3 CH 2 CONHNH 2 + .
Claim 11
Dependent Claim
11 words
The compound of claim 3 wherein Y is a sulfonium ion.
Claim 12
Dependent Claim
55 words
The compound of claim 3 wherein Y is a sulfonium ion of the formula R.sub.3 S.sup.+ where R 3 can be the same or different and is an alkyl group, a cycloalkyl group, an aryl group, an alkynyl group, a--CH 2 COOC 2 H 5 group or a --CH 2 COC 6 H 5 group.
Claim 13
Dependent Claim
11 words
The compound of claim 3 wherein Y is a pyrylium ion.
Claim 14
Dependent Claim
59 words
The compound of claim 12 wherein Y is a pyrylium ion of the formula ##STR22## where R 4 , R 5 R 6 and may be the same or different and are selected from the group consisting of alkyl, aryl, and alkoxycarbonyl or the R 6 group may combine with the adjacent carbon atom to form a tetramethylene chain.
Claim 15
Dependent Claim
61 words
The compound of claim 3 wherein X is a Rose Bengal C-2' ester wherein the ester moiety is selected from the group consisting of ##STR23## (CH 2 ) 3 COOC 2 H 5 , (CH 2 ) 10 COOC 2 H 5 , CH 2 COOC 2 H 5 , P-CH 2 C 6 H 5 COOC 2 H 5 .
Claim 16
Dependent Claim
19 words
The compound of claim 1 wherein said compound is capable of generating a free radical upon exposure to light.
Claim 17
Dependent Claim
10 words
The compound of claim 1 wherein said compound is photooxidizable.
Claim 18
Dependent Claim
10 words
The compound of claim 1 wherein said compound is photobleachable.
Claim 19
Dependent Claim
34 words
The compound of claim 1 wherein said compound is characterized in that following exposure of said compound to light, said dye is excited to a singlet state which is quenched by said gegen ion.
Claim 20
Dependent Claim
19 words
The compound of claim 15 wherein said compound is capable of initiating free radical polymerization upon exposure to light.
References Cited (Backward Citations)
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