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US 5,489,699 AGranted
Unsaturated peroxide compositions, polymeric-peroxides derived therefrom and their uses
AssigneeElfatochem North America, Inc.
InventorsJose Sanchez, Leonard H. Palys, Daryl L. Stein, John S. Yormick
Life of this patent
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Abstract
Novel unsaturated peroxide compositions of Structure A, R--Q--X--R.sub.1 A [Where the R--Q-- grouping contains a polymerizable carbon-carbon double bond, --X-- is a direct bond or a connecting diradical and --R.sub.1 is a peroxide containing radical all as defined in the Summary of the Invention Section.], polymeric-peroxide compositions derived from them and their uses are disclosed.
Claims14
An ethylenically unsaturated peroxide of Structure A:
- R--Q--X--R.sub.1 A
- where:
- Q is an unsaturated diradical selected from structures (1), (2) or (3):
- ##STR23## where --(X--R.sub.1) shows the point of attachment of the X--R.sub.1 group and (R)-- shows the point of attachment of the R group to the Q diradical;
- R is selected from the group consisting of H--,carboxy, alkoxycarbonyl radicals of 2 to 19 carbons, aryloxycarbonyl radicals of 7 to 15 carbons, t-alkylperoxycarbonyl radicals of 5 to 11 carbons, alkyl radicals of 1 to 18 carbons, alkenyl radicals of 2 to 18 carbons, aryl radicals of 6 to 10 carbons, and R.sub.1 --X-- radicals;
- R.sub.2 is selected from the group consisting of H-- and alkyl radicals of 1 to 4 carbons;
- R.sub.3 is selected from the group consisting of H--, alkyl radicals of 1 to 18 carbons and alkenyl radicals of 2 to 18 carbons, provided that when R.sub.3 is methyl, R and R.sub.2, are not both hydrogen;
- R.sub.1 is a peroxy-containing radical of structures (4), (5) and (6):
- ##STR24## where t is 0 or 1;
- v is 1 or 2;
- w is 1 or 2;
- T is a direct bond or oxy;
- R.sub.4 is selected from the group consisting of t-alkyl radicals of 4 to 12 carbons, t-aralkyl radicals of 9 to 13 carbons and t-alkynyl radicals of 5 to 9 carbons;
- R.sub.5, R.sub.6 and R.sub.9 are the same or different and are selected from the group consisting of alkyl radicals of 1 to 4 carbons;
- in structure (5) and when T is a direct bond in structure (6), R.sub.6 and R.sub.7 are the same or different and are selected from the group consisting of H-- and alkyl radicals of 1 to 4 carbons;
- in structure (6) when T is oxy, R.sub.6 and R.sub.7 are the same or different and are selected from the group consisting of alkyl radicals of 1 to 4 carbons;
- R.sub.10 is selected from the group consisting of t-alkyl radicals of 4 to 12 carbons, t-aralkyl radicals of 9 to 13 carbons, t-alkynyl radicals of 5 to 9 carbons, and structures (7), (8), (9), (10), (11) and (12):
- ##STR25## where:
- R.sub.12 and R.sub.13 can be the same or different and are selected from the group consisting of H-- and alkyl radicals of 1 to 8 carbons;
- R.sub.14 is selected from the group consisting of H--, alkyl radicals of 1 to 8 carbons, alkenyl radicals of 2 to 8 carbons, aryl radicals of 6 to 10 carbons, alkoxy radicals of 1 to 6 carbons and aryloxy radicals of 6 to 10 carbons;
- R.sub.13 and R.sub.14 may be concatenated to form an alkylene diradical of 4 to 5 carbons;
- R.sub.15 and R.sub.16 are independently selected from alkyl radicals of 1 to 4 carbons;
- R.sub.17 and R'.sub.17 are independently selected from the group consisting of H-- lower, alkyl radicals of 1 to 4 carbons, alkoxy radicals of 1 to 4 carbons, phenyl radicals, acyloxy radicals of 2 to 8 carbons, t-alkylperoxycarbonyl radicals of 5 to 9 carbons, hydroxy, fluoro, chloro and bromo;
- x is 0 or 1;
- R.sub.18 is selected from substituted or unsubstituted alkyl radicals of 1 to 18 carbons, substituted or unsubstituted cycloalkyl radicals of 5 to 12 carbons, substituted or unsubstituted heterocyclic radicals having an oxygen atom or a nitrogen atom in the heterocyclic ring, with substituents for the alkyl radicals being one or more alkyl radicals of 1 to 6 carbons, t-alkylperoxy radicals of 4 to 8 carbons, alkoxy radicals of 1 to 6 carbons, aryloxy radicals of 6 to 10 carbons, hydroxy, chloro, bromo and cyano and with substituents for either cyclic radical being one or more lower alkyl radicals of 1 to 4 carbons, or R.sub.18 is the radical:
- ##STR26## where y is 0 or 1, R.sub.a, R.sub.b and R.sub.c are the same or different and are selected from H-- or alkyl radicals of 1 to 8 carbons, with the proviso. that R.sub.a and R.sub.b may be concatenated to form a substituted or unsubstituted alkylene diradical of 4 to 11 carbons, substituents being one or more alkyl radicals of 1 to 5 carbons or phenyl radicals;
- R.sub.19 is selected from the group consisting of alkyl radicals of 1 to 4 carbons and, additionally, the two R.sub.19 radicals may optionally be concatenated to form an alkylene diradical of 4 to 5 carbons;
- R.sub.11 is selected from the group consisting of unsubstituted alkylene diradicals of 2 to 3 carbons, alkylene diradicals of 2 to 3 carbons substituted with one or more lower alkyl radicals of 1 to 4 carbons, a 1,2-phenylene diradical, 1,2-phenylene diradicals substituted with one or more lower alkyl radicals of 1 to 4 carbons, chloro, bromo, nitro or carboxy;
- and,
- X is a direct bond or is selected from the group consisting of connecting diradical structures (13), (14), (15) and (16):
- ##STR27## where (R--Q) shows the point of attachment of the R--Q group to the unsymmetrical X connecting diradical;
- z is 1 to 10;
- R.sub.22 is an alkylene diradical of 2 to 4 carbons, optionally substituted with one or more alkyl radicals of 1 to 4 carbons;
- and,
- when the X connecting diradical is structure (16), R.sub.1 may additionally be the peroxide containing radical of the structure (17):
- ##STR28##
33 more elements
Dependencies are inferred from the claim text.