US4737593A
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Bisacylphosphine oxides, the preparation and use thereof
Assignee: 3M Deutschland GmbH
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Filing: 1985-11-25
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Granted: 1988-04-12
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Expires: 2005-11-25
Abstract
Abstract Bisacylphosphine oxides of the general formula ##STR1## wherein R 1 stands, for example, for a straight-chain or branched C 1-18 alkyl radical, a cyclohexyl, cyclopentyl, phenyl, naphthyl, or biphenylyl radical, a cyclopentyl, cyclohexyl, phenyl, naphthyl, or biphenylyl radical substituted by F, Cl, B, I, C 1 -C 12 alkyl and/or C 1 -C 12 alkoxyl, or an S or N-containing 5-membered or 6-membered heterocyclic ring, and R 2 and R 3 , which are the same or different, stand for a cyclohexyl, cyclopentyl, phenyl, naphthyl, or biphenylyl radical, a cyclopentyl, cyclohexyl, phenyl, naphthyl, or biphenylyl radical substituted by F, Cl, Br, I, C 1-4 alkyl and/or C 1-4 alkoxyl, or an S or N-containing 5-membered or 6-membered heterocyclic ring; or R 2 and R 3 are joined to form a ring which contains from 4 to 10 carbon atoms and which may be substituted by 1 to 6 C 1-4 alkyl radicals. The compounds are prepared by oxidation of the corresponding bisacylphosphines. The compounds are suitable for use as initiators for the photopolymerization of compounds containing ethylenically unsaturated bonds.
Inventors
- 👤 Klaus Ellrich
- 👤 Christian Herzig
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 01:44
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5397; A; A61; A61K; A61K6/00; A61K6/60; A61K6/62; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/50; C07F9/53; C07F9/5337; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/106; Y10S430/111; Y10S430/114; Y10S430/122
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
178 words
A bisacylphosphine oxide of the formula ##STR4## wherein R 1 is selected from the group consisting of a straight-chain or branched C 1-18 alkyl radical, a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenyl radical, a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1 -C 12 alkyl and/or C 1 -C 12 alkyoxyl, and a radical of the formula: ##STR5## wherein n is 1 or 2, and R 4 , R 5 , R 6 and R 7 are H, C 1-4 alkyl, C 1-4 alkoxyl, F, Cl or Br; R 2 and R 3 , which are the same or different, are selected from the group consisting of a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenylyl radical, and a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1-4 alkyl and/or C 1-4 alkyoxyl, or R 2 and R 3 are joined to form a ring containing 4 to 10 carbon atoms or a ring containing 4 to 10 carbon atoms substituted by 1 to 6 C 1-4 alkyl radicals.
Claim 2
Dependent Claim
178 words
A bisacylphosphine oxide of the formula ##STR4## wherein R 1 is selected from the group consisting of a straight-chain or branched C 1-18 alkyl radical, a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenyl radical, a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1 -C 12 alkyl and/or C 1 -C 12 alkyoxyl, and a radical of the formula: ##STR5## wherein n is 1 or 2, and R 4 , R 5 , R 6 and R 7 are H, C 1-4 alkyl, C 1-4 alkoxyl, F, Cl or Br; R 2 and R 3 , which are the same or different, are selected from the group consisting of a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenylyl radical, and a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1-4 alkyl and/or C 1-4 alkyoxyl, or R 2 and R 3 are joined to form a ring containing 4 to 10 carbon atoms or a ring containing 4 to 10 carbon atoms substituted by 1 to 6 C 1-4 alkyl radicals.
Claim 3
Dependent Claim
30 words
A compound according to claim 1, wherein R 1 is a member selected from the group consisting of decyl, phenyl, naphthyl, 4-biphenylyl, 2-methylphenyl, 1-methylnaphthyl, 2,5-dimethylphenyl, 4-propylphenyl, 4-octylphenyl, 4-chlorophenyl and 4-ethoxyphenyl.
Claim 4
Dependent Claim
31 words
A compound according to claim 1 wherein R 2 and R 3 are each a phenyl radical substituted in the 2 and 6-positions, or a naphthyl radical substituted in the 2-position.
Claim 5
Dependent Claim
22 words
A compound according to claim 1, wherein R 2 and R 3 are phenyl, naphthyl, 2,6-dichlorophenyl, 2,6-dimethoxyphenyl, 2-methylnaphthyl, 2-methoxynaphthyl, 2,6-dimethylphenyl, or 2,4,6-trimethylphenyl.
Claim 6
Dependent Claim
15 words
A compound according to claim 1, wherein R 2 and R 3 are the same.
Claim 7
Dependent Claim
10 words
A compound according to claim 1, which is bis-(2,6-dichlorobenzoyl)phenylphosphine oxide.
Claim 8
Dependent Claim
10 words
A compound according to claim 1, which is bis-(2,6-dichlorobenzoyl)-2,5-dimethylphenylphosphine oxide.
Claim 9
Dependent Claim
10 words
A compound according to claim 1, which is bis-(2,6-dichlorobenzoyl)-4-n-propylphenylphosphine oxide.
Claim 10
Dependent Claim
35 words
A compound according to claim 1, wherein R 2 and R 3 are the same and each is a member selected from the group consisting of 2,6-dichlorophenyl, 2,6-dimethoxyphenyl, 2,6-dimethylphenyl, 2,4,6-trimethylphenyl, 2,6-dichloro-3,4,5-trimethoxyphenyl, 2-methylnaphthyl, 2-methoxynaphthyl and 2-chloronaphthyl.
Claim 11
Dependent Claim
29 words
A compound according to claim 9, wherein R 1 is a member selected from the group consisting of phenyl, 2,5-dimethylphenyl, 4-ethoxyphenyl, 4-biphenylyl, 4-propylphenyl, naphthyl, 4-chlorophenyl, 2,4-dimethoxyphenyl, decyl and 4-octylphenyl.
Claim 12
Dependent Claim
140 words
A bisacylphosphine oxide of the formula ##STR6## wherein R 1 is selected from the group consisting of a straight-chain or branched C 1-18 alkyl radical, a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenyl radical, and a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1-12 alkyl and/or C 1 -C 12 alkoxyl, R 2 and R 3 , which are the same or different, are selected from the group consisting of a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenylyl radical, and a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1-4 alkyl and/or C 1-4 alkoxyl, or R 2 and R 3 are joined to form a ring containing 4 to 10 carbon atoms or a ring containing 4 to 10 carbon atoms substituted by 1 to 6 C 1-4 alkyl radicals.
Claim 13
Dependent Claim
140 words
A bisacylphosphine oxide of the formula ##STR6## wherein R 1 is selected from the group consisting of a straight-chain or branched C 1-18 alkyl radical, a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenyl radical, and a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1-12 alkyl and/or C 1 -C 12 alkoxyl, R 2 and R 3 , which are the same or different, are selected from the group consisting of a cyclohexyl, cyclopentyl, phenyl, naphthyl, biphenylyl radical, and a cyclopentyl, cyclohexyl, phenyl, naphthyl or biphenylyl radical substituted by F, Cl, Br, I, C 1-4 alkyl and/or C 1-4 alkoxyl, or R 2 and R 3 are joined to form a ring containing 4 to 10 carbon atoms or a ring containing 4 to 10 carbon atoms substituted by 1 to 6 C 1-4 alkyl radicals.
References Cited (Backward Citations)
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