US4576975A
Expired / Lapsed
US
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Water soluble Michler's ketone analogs in combined photoinitiator composition and polymerizable composition
Assignee: 3M Co
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Filing: 1984-12-18
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Granted: 1986-03-18
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Expires: 2004-12-18
Abstract
Abstract Michler's ketone analogs and salts thereof, which are photosensitizers in water-soluble photoinitiator systems used to induce polymerization in free-radically-curable, ethylenically-unsaturated materials, are disclosed. The Michler's ketone analogs have the formula: ##STR1## wherein each R is an alkyl group of 1 to 8 carbon atoms, R 1 is an alkylene group having 1 to 8 carbon atoms, Z is R 1 COOH or R 1 H, and n is an integer having a value of 1 or 2. The photoinitiator systems are useful in imaging systems, and additionally contain a free radical initiator compound selected from iodonium salts, biimidazoles, trialkylphosphites, alkyl peroxides, benzyl halides, alkyl nitrates, and the benzophenones other than (a).
Inventors
- 👤 Laurence W. Reilly, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 22:36
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/031; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/12
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
131 words
A photoinitiator system for a photopolymerizable composition having therein at least one addition-polymerizable compound containing ethylenic unsaturation, comprising: (a) 0.1 to 10 weight percent of the total polymerizable composition of a compound which is a salt of a Michler's ketone analog and has the formula ##STR29## wherein R is an alkyl group of 1 to 8 carbon atoms, R 1 is an alkyl group having 1 to 8 carbon atoms, M is a cation, W is R 1 COOM or R 1 H, and n is an integer having a value of 1 or 2, and (b) 0.1 to 10 weight percent of the total polymerizable composition of a free radical initiator compound selected from iodonium salts, biimidazoles, trialkylphosphites, alkyl peroxides, benzyl halides, alkyl nitrates, and the benzophenones other than (a).
Claim 2
Dependent Claim
131 words
A photoinitiator system for a photopolymerizable composition having therein at least one addition-polymerizable compound containing ethylenic unsaturation, comprising: (a) 0.1 to 10 weight percent of the total polymerizable composition of a compound which is a salt of a Michler's ketone analog and has the formula ##STR29## wherein R is an alkyl group of 1 to 8 carbon atoms, R 1 is an alkyl group having 1 to 8 carbon atoms, M is a cation, W is R 1 COOM or R 1 H, and n is an integer having a value of 1 or 2, and (b) 0.1 to 10 weight percent of the total polymerizable composition of a free radical initiator compound selected from iodonium salts, biimidazoles, trialkylphosphites, alkyl peroxides, benzyl halides, alkyl nitrates, and the benzophenones other than (a).
Claim 3
Dependent Claim
26 words
The photoinitiator system according to claim 1 wherein R in said Michler's ketone analog salt formula is an alkyl group having 1 to 4 carbon atoms.
Claim 4
Dependent Claim
17 words
The photoinitiator system according to claim 2 wherein said Michler's ketone analog salt is the compound ##STR30##
Claim 5
Dependent Claim
14 words
The photoinitiator system according to claim 1 wherein said initiator compound is diphenyliodonium hexafluorophosphate.
Claim 6
Dependent Claim
39 words
A free-radically-polymerizable composition of matter comprising a. 0.1 to 10 percent by weight of the total solids in said composition of the photoinitiator system of claim 1, and b. at least one monomer, oligomer, or polymer containing ethylenic unsaturation.
References Cited (Backward Citations)
US3529982A
Cited
US3828071A
Cited
US3728377A
Cited
US3988228A
Cited
US4156012A
Cited
US4147552A
Cited
US4147604A
Cited
US4374984A
Cited
EP1033036A1
Cited
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