US4347342A
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Process for initiating radical reactions employing hydroximic acid derivatives
Assignee: Akzona Inc
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Filing: 1981-02-20
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Granted: 1982-08-31
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Expires: 2001-02-20
Abstract
Abstract This disclosure relates to an improved process for initiating radical reactions employing a class of hydroximic acid derivatives as initiators. Radical reactions initiated by such hydroximic acid derivatives include copolymerization of unsaturated polyester resins and cross-linking of polyethylene. The initiators of the present disclosure have a higher degradation temperature than found with typical peroxides.
Inventors
- 👤 Jan D. van Drumpt
- 👤 Wilhelmus M. Beijleveld
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 09:01
CPC Classifications
C; C08; C08F; C08F255/00; C08F255/02; C08F4/00; C08K; C08K5/00; C08K5/16; C08K5/32; C08K5/33
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
290 words
In an improved process for initiating radical reactions, the improvement comprises employing as an initiator a compound of the formula ##STR5## wherein R 1 is selected from the class consisting of substituted or unsubstituted: C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl and C 7 -C 20 aralkyl; R 2 is selected from the class consisting of substituted or unsubstituted: C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl, C 7 -C 20 aralkyl, C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl, C 7 -C 21 cyclohexylcarbonyl, C 7 -C 21 phenylcarbonyl, C 8 -C 21 aralkylcarbonyl, C 7 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenoxycarbonyl and C 8 -C 21 aralkyloxycarbonyl; and R 3 is hydrogen, a group selected from the class consisting of substituted or unsubstituted: C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl, C 7 -C 20 aralkyl, C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl C 7 -C 21 cyclohexylcarbonyl, C 7 -C 21 phenylcarbonyl, C 8 -C 21 aralkylcarbonyl, C 7 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenyloxycarbonyl and C 8 -C 21 aralkyloxycarbonyl; a ##STR6## group wherein X is substituted or unsubstituted: C 1 -C 12 alkylene, C 2 -C 12 alkenylene, C 6 -C 12 cycloalkylene or phenylene; or a --SO 2 Y group wherein Y is substituted or unsubstituted: C 1 -C 20 alkyl, C 6 -C 20 cycloalkyl or phenyl.
Claim 2
Dependent Claim
290 words
In an improved process for initiating radical reactions, the improvement comprises employing as an initiator a compound of the formula ##STR5## wherein R 1 is selected from the class consisting of substituted or unsubstituted: C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl and C 7 -C 20 aralkyl; R 2 is selected from the class consisting of substituted or unsubstituted: C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl, C 7 -C 20 aralkyl, C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl, C 7 -C 21 cyclohexylcarbonyl, C 7 -C 21 phenylcarbonyl, C 8 -C 21 aralkylcarbonyl, C 7 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenoxycarbonyl and C 8 -C 21 aralkyloxycarbonyl; and R 3 is hydrogen, a group selected from the class consisting of substituted or unsubstituted: C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl, C 7 -C 20 aralkyl, C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl C 7 -C 21 cyclohexylcarbonyl, C 7 -C 21 phenylcarbonyl, C 8 -C 21 aralkylcarbonyl, C 7 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenyloxycarbonyl and C 8 -C 21 aralkyloxycarbonyl; a ##STR6## group wherein X is substituted or unsubstituted: C 1 -C 12 alkylene, C 2 -C 12 alkenylene, C 6 -C 12 cycloalkylene or phenylene; or a --SO 2 Y group wherein Y is substituted or unsubstituted: C 1 -C 20 alkyl, C 6 -C 20 cycloalkyl or phenyl.
Claim 3
Dependent Claim
260 words
A process according to claim 1, wherein R 1 is selected from the class consisting of C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl and C 7 -C 20 aralkyl; R 2 is selected from the class consisting of C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl, C 7 -C 20 aralkyl, C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl, C 7 -C 21 cyclohexylcarbonyl, C 7 -C 21 phenylcarbonyl, C 8 -C 21 aralkylcarbonyl, C 7 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenoxycarbonyl and C 8 -C 21 aralkyloxycarbonyl; and R 3 is hydrogen, a group selected from the class consisting of C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 6 -C 20 cyclohexyl, C 6 -C 20 phenyl, C 7 -C 20 aralkyl, C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl C 7 -C 21 cyclohexylcarbonyl, C 7 -C 21 phenylcarbonyl, C 8 -C 21 aralkylcarbonyl, C 7 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenyloxycarbonyl and C 8 -C 21 aralkyloxycarbonyl; a ##STR7## group wherein X is C 1 -C 12 alkylene, C 2 -C 12 alkenylene, C 6 -C 12 cycloalkylene or phenylene; or a --SO 2 Y group wherein Y is C 1 -C 20 alkyl, C 6 -C 20 cycloalkyl or phenyl.
Claim 4
Dependent Claim
32 words
A process according to claim 2, wherein R 2 is C 1 -C 20 alkyl, C 2 -C 20 alkenyl, cyclohexyl or C 7 -C 20 aralkyl, and R 3 is hydrogen.
Claim 5
Dependent Claim
26 words
A process according to claim 2, wherein R 2 and R 3 are independently C 1 -C 20 alkyl, cyclohexyl or C 7 -C 20 aralkyl.
Claim 6
Dependent Claim
19 words
A process according to claim 2, wherein R 2 and R 3 are independently C 7 -C 21 phenylcarbonyl.
Claim 7
Dependent Claim
58 words
A process according to claim 2, wherein R 2 is C 1 -C 20 alkyl, C 2 -C 20 alkenyl, cyclohexyl, phenyl or C 7 -C 20 aralkyl, and R 3 is C 2 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenyloxycarbonyl or C 8 -C 21 aralkyloxycarbonyl.
Claim 8
Dependent Claim
135 words
A process according to claim 2, wherein R 2 and R 3 are selected from the class represented by R 4 and R 5 , wherein R 4 is selected from the class consisting of C 1 -C 20 alkyl, C 2 -C 20 alkenyl, cyclohexyl, phenyl and C 7 -C 20 aralkyl and R 5 is selected from the class consisting of C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl, C 7 -C 21 cyclohexylcarbonyl, C 6 -C 21 phenylcarbonyl and C 8 -C 21 aralkyl; provided that if R 2 is a group represented by R 4 , then R 3 is a group represented by R 5 and if R 2 is a group represented by R 5 , then R 3 is a group represented by R 4 .
Claim 9
Dependent Claim
32 words
A process according to claim 7, wherein R 1 is C 2 -C 20 alkyl, R 2 is C 1 -C 5 alkyl and R 3 is C 7 -C 21 phenylcarbonyl.
Claim 10
Dependent Claim
12 words
A process according to claim 8, wherein the initiator is ethyl-O-benzoyl dodecanehydroximate.
Claim 11
Dependent Claim
20 words
In a process for copolymerizing unsaturated polyester resins, wherein the improvement comprises employing an initiator of claim 1 is employed.
Claim 12
Dependent Claim
16 words
In a process for cross-linking polymers, wherein the improvement comprises employing an initiator of claim 1.
Claim 13
Dependent Claim
20 words
In a process for cross-linking (co)polymers of ethylene, wherein the improvement comprises employing an initiator of claim 1 is employed.
Claim 14
Dependent Claim
33 words
A process according to claim 1, wherein R 2 is substituted: C 1 -C 20 alkyl, C 2 -C 20 alkenyl, cyclohexyl or C 7 -C 20 aralkyl, and R 3 is hydrogen.
Claim 15
Dependent Claim
27 words
A process according to claim 1, wherein R 2 and R 3 are independently substituted: C 1 -C 20 alkyl, cyclohexyl or C 7 -C 20 aralkyl.
Claim 16
Dependent Claim
20 words
A process according to claim 1, wherein R 2 and R 3 are independently substituted C 7 -C 21 phenylcarbonyl.
Claim 17
Dependent Claim
55 words
A process according to claim 1, wherein R 2 is substituted: C 1 -C 20 alkenyl, cyclohexyl, phenyl or C 7 -C 20 aralkyl, and R 3 is substituted: C 2 -C 21 alkoxycarbonyl, C 3 -C 21 alkenyloxycarbonyl, C 7 -C 21 cyclohexyloxycarbonyl, C 7 -C 21 phenyloxycarbonyl or C 8 -C 21 aralkyloxycarbonyl.
Claim 18
Dependent Claim
137 words
A process according to claim 1, wherein R 2 and R 3 are selected from the class represented by R 4 and R 5 , wherein R 4 is selected from the class consisting of substituted: C 1 -C 20 alkyl, C 2 -C 20 alkenyl, cyclohexyl, phenyl and C 7 -C 20 aralkyl and R 5 is selected from the class consisting of substituted: C 2 -C 21 alkylcarbonyl, C 3 -C 21 alkenylcarbonyl, C 7 -C 21 cyclohexylcarbonyl, C 6 -C 21 phenylcarbonyl and C 8 -C 21 aralkyl; provided that if R 2 is a group represented by R 4 , then R 3 is a group represented by R 5 and if R 2 is a group represented by R 5 , then R 3 is a group represented by R 4 .
Claim 19
Dependent Claim
34 words
A process according to claim 1, wherein R 1 is C 2 -C 20 alkyl, R 2 is C 1 -C 5 alkyl and R 3 is a substituted C 7 -C 21 phenylcarbonyl.
Claim 20
Dependent Claim
41 words
A process according to claim 1, wherein the substituted R 1 , R 2 , R 3 , X or Y groups contain substituents selected from the class consisting of alkyl, cyclohexyl, phenyl, phenyloxy, aralkyl, aralkyloxy, carboxyl, amino, nitro and halo.
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) | 1985-08-30 | 1986-03-01 | 1986-08-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-30 | 1990-03-01 | 1990-08-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-30 | 1994-03-01 | 1994-08-31 | $7700.00 | Window Closed / Lapsed |