US4097408A
Expired / Lapsed
US
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Diperoxyester mixture prepared by reacting dihydroperoxides and carbonyls
Assignee: Arkema Inc
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Filing: 1977-01-06
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Granted: 1978-06-27
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Expires: 1997-01-06
Abstract
Abstract A diperoxyester mixture composition is provided comprising at least two symmetrical diperoxyesters and at least one unsymmetrical diperoxyester, a method of preparing such a composition, and the use of such a composition in vinyl monomer polymerization and in curing unsaturated polyester resin.
Inventors
- 👤 Jose Sanchez
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 10:14
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/04; C08F299/0442; C08F299/045
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
182 words
A method of preparing a diperoxyester mixture composition which comprises: A. reacting 100 mole % of a dihydroperoxide having the structure: ##STR14## wherein R is selected from the group consisting of an alkylene diradical of 2 to 4 carbons, an alkynylene diradical of 2 carbons, an alkadiynylene diradical of 4 carbons, 1,3 phenylene diradical and 1,4 phenylene diradical, in the presence of 190 to 300 mole percent of a base with 180 to 220 total mole percent of at least two peroxyester forming carbonyl compounds selected from the group consisting of: ##STR15## wherein i. R 1 is selected from a primary alkyl, alkyloxy, aryl, aryloxy, primary alkenyl, alkenyloxy, or cycloalkoxy, and ii. Y 1 is selected from chloride, bromide or ##STR16## wherein i. R 2 is selected from a primary aralkyl, cycloalkyl, cycloalkenyl or secondary alkyl, and ii. Y 2 is selected from chloride, bromide or ##STR17## wherein i. R 3 is selected from a tertiary alkyl, secondary and tertiary aralkyl, or tertiary cycloalkyl, l-alkoxy-l-alkyl, l-aryloxy-l-alkyl, a-aloxy-tertiary alkyl or a-aryloxy-tertiary alkyl, and ii. Y 3 is selected from chloride, bromide or ##STR18##
Claim 2
Independent Claim
182 words
A method of preparing a diperoxyester mixture composition which comprises: A. reacting 100 mole % of a dihydroperoxide having the structure: ##STR14## wherein R is selected from the group consisting of an alkylene diradical of 2 to 4 carbons, an alkynylene diradical of 2 carbons, an alkadiynylene diradical of 4 carbons, 1,3 phenylene diradical and 1,4 phenylene diradical, in the presence of 190 to 300 mole percent of a base with 180 to 220 total mole percent of at least two peroxyester forming carbonyl compounds selected from the group consisting of: ##STR15## wherein i. R 1 is selected from a primary alkyl, alkyloxy, aryl, aryloxy, primary alkenyl, alkenyloxy, or cycloalkoxy, and ii. Y 1 is selected from chloride, bromide or ##STR16## wherein i. R 2 is selected from a primary aralkyl, cycloalkyl, cycloalkenyl or secondary alkyl, and ii. Y 2 is selected from chloride, bromide or ##STR17## wherein i. R 3 is selected from a tertiary alkyl, secondary and tertiary aralkyl, or tertiary cycloalkyl, l-alkoxy-l-alkyl, l-aryloxy-l-alkyl, a-aloxy-tertiary alkyl or a-aryloxy-tertiary alkyl, and ii. Y 3 is selected from chloride, bromide or ##STR18##
Claim 3
Dependent Claim
11 words
The diperoxyester mixture composition prepared by the method of claim 1.
Claim 4
Dependent Claim
10 words
The method of claim 1 wherein the dihydroperoxide is 2,5-dimethyl-2,5-dihydroperoxyhexane.
Claim 5
Dependent Claim
10 words
The method of claim 1 wherein the dihydroperoxide is 2,5-dimethyl-2,5-dihydroperoxy-3-hexyne.
Claim 6
Dependent Claim
17 words
The method of claim 3 wherein the peroxyester forming carbonyl compounds are structure (a) and structure (b).
Claim 7
Dependent Claim
11 words
The method of claim 5 wherein structure (b) is 2-ethylhexanoyl chloride.
Claim 8
Dependent Claim
11 words
The method of claim 6 wherein structure (a) is benzoyl chloride.
Claim 9
Dependent Claim
11 words
The method of claim 6 wherein strucutre (a) is 3,5,5-trimethylhexanoyl chloride.
Claim 10
Dependent Claim
11 words
The method of claim 6 wherein structure (a) is isopropyl chloroformate.
Claim 11
Dependent Claim
11 words
The method of claim 6 wherein structure (a) is 2-ethylhexyl chloroformate.
Claim 12
Dependent Claim
12 words
The method of claim 6 wherein structure (a) is 1,3-dimethyl-3(t-butylperoxy) butyl chloroformate.
Claim 13
Dependent Claim
25 words
The method of claim 7 wherein structure (b) is 160 mole percent of 2-ethylhexanoyl chloride and structure (a) is 40 mole percent of benzoyl chloride.
Claim 14
Dependent Claim
25 words
The method of claim 8 wherein structure (b) is 160 mole percent of 2-ethylhexanoyl chloride and structure (a) is 40 mole percent of 3,5,5-trimethylhexanoyl chloride.
Claim 15
Dependent Claim
25 words
The method of claim 9 wherein structure (b) is 160 mole percent of 2-ethylhexanoyl chloride and structure (a) is 40 mole percent of isopropyl chloroformate.
Claim 16
Dependent Claim
17 words
The method of claim 5 wherein structure (a) is benzoyl chloride and structure (b) is 2-methylpentanoyl chloride.
Claim 17
Dependent Claim
25 words
The method of claim 15 wherein structure (b) is 160 mole percent of 2-methylpentanoyl chloride and structure (a) is 40 mole percent of benzoyl chloride.
Claim 18
Dependent Claim
17 words
The method of claim 4 wherein the peroxyester forming carbonyl compounds are structure (a) and structure (c).
Claim 19
Dependent Claim
17 words
The method of claim 17 wherein structure (c) is pivaloyl chloride and structure (a) is 3,5,5-trimethylhexanoyl chloride.
Claim 20
Dependent Claim
25 words
The method of claim 18 wherein structure (c) is 100 mole percent of pivaloyl chloride and structure (a) is 100 mole percent of 3,5,5-trimethylhexanoyl choride.
Claim 21
Dependent Claim
17 words
The method of claim 3 wherein the peroxyester forming carbonyl compounds are structure (b) and structure (c).
Claim 22
Dependent Claim
17 words
The method of claim 20 wherein structure (c) is pivaloyl chloride and structure (b) is 2-ethylhexanoyl chloride.
Claim 23
Dependent Claim
25 words
The method of claim 21 wherein structure (c) is 100 mole percent of pivaloyl chloride and structure (b) is 100 mole percent of 2-ethylhexanoyl chloride.
Claim 24
Dependent Claim
17 words
The method of claim 4 wherein the peroxyester forming carbonyl compounds are structure (a) and structure (b).
Claim 25
Dependent Claim
17 words
The method of claim 23 wherein structure (b) is 2-ethylhexanoyl chloride and structure (a) is 3,5,5-trimethylhexanoyl chloride.
Claim 26
Dependent Claim
25 words
The method of claim 24 wherein structure (b) is 160 mole percent of 2-ethylhexanoyl chloride and structure (a) is 40 mole percent of 3,5,5-trimethylhexanoyl chloride.
Claim 27
Dependent Claim
19 words
The method of claim 3 wherein the peroxyester forming carbonyl compounds are structure (a), structure (b) and structure (c).
Claim 28
Dependent Claim
22 words
The method of claim 26 wherein structure (a) is 3,5,5-trimethylhexanoyl chloride, structure (b) is 2-ethylhexanoyl chloride and structure (c) is pivaloyl chloride.
Claim 29
Dependent Claim
34 words
The method of claim 27 wherein structure (a) is 40 mole percent of 3,5,5-trimethyl-hexanoyl chloride, structure (b) is 120 mole percent of 2-ethylhexanoyl chloride and structure (c) is 40 mole percent of pivaloyl chloride.
Claim 30
Dependent Claim
22 words
The method of claim 26 wherein structure (a) is isopropyl chloroformate structure (b) is 2-ethylhexanoyl chloride and structure (c) is pivaloyl chloride.
Claim 31
Dependent Claim
34 words
The method of claim 29 wherein structure (a) is 40 mole percent of isopropyl chloroformate, structure (b) is 120 mole percent of 2-ethylhexanoyl chloride and structure (c) is 40 mole percent of pivaloyl chloride.
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) | 1981-06-26 | 1981-12-26 | 1982-06-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-26 | 1985-12-26 | 1986-06-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-26 | 1989-12-26 | 1990-06-27 | $7700.00 | Window Closed / Lapsed |