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 Process for preparing carboxylic acid

Details
Inventors: Nakazawa, Mikio; Fujitani, Kango; Manami, Hiroshi;
Assignee: New Japan Chemical Co., Ltd. (Kyoto, JP)
Primary Examiner:
Assistant Examiner:
Attorney, Agent or Firm:

This invention provides a process for preparing carboxylic acid, the process comprising subjecting an oxidation product produced by reacting a peroxide with (a) unsaturated aliphatic monocarboxylic acid having at least one unsaturated bond in the carbon chain and containing 6 to 24 carbon atoms or its ester or (b) cyclic and/or acyclic aliphatic olefin having at least one unsaturated bond in the carbon chain to oxidation by oxygen or oxygen-containing gas in the presence of a catalyst comprising (i) at least one heavy metal compound and (ii) at least one member selected from the group consisting of a bromine compound and a chlorine compound.

DETAILED DESCRIPTION We claim: 1.
A process for preparing carboxylic acid, the process comprising subjecting an oxidation product produced by reacting a peroxide with (a) unsaturated aliphatic monocarboxylic acid having at least one unsaturated bond in the carbon chain and containing 6 to 24 carbon atoms or its ester or (b) cyclic and/or acyclic aliphatic olefin having at least one unsaturated bond in the carbon chain to oxidation by oxygen or oxygen-containing gas in the presence of a catalyst comprising (i) at least one heavy metal, complex or compound thereof and (ii) at least one member selected from the group consisting of bromine or compound thereof and chlorine or compound thereof.
2.
A process as defined in claim 1 wherein the unsaturated aliphatic monocarboxylic acid is oleic acid, linoleic acid, linolenic acid, eleostearic acid, parinaric acid, elaidic acid, ricinoleic acid, caproleic acid, myristoleic acid, palmitoleic acid, petroselinic acid, erucic acid, brassidic acid, arachidonic acid, a mixture thereof, a fatty acid mixture produced by hydrolyzing a vegetable oil or an animal oil, or tall oil fatty acid.
3.
A process as defined in claim 1 wherein the ester is a C.
sub.
1 -C.
sub.
5 alkyl ester or a glyceride of the unsaturated aliphatic monocarboxylic acid.
4.
A process as defined in claim 1 wherein the cyclic and/or acyclic aliphatic olefin has 5 to 18 carbon atoms.
5.
A process as defined in claim 4 wherein the cyclic aliphatic olefin has 5 to 18 carbon atoms.
6.
A process as defined in claim 5 wherein the cyclic aliphatic olefin is cyclopentene, cyclohexene, cyclooctene or dicyclopentadiene.
7.
A process as defined in claim 4 wherein the acyclic aliphatic olefin has 6 to 18 carbon atoms.
8.
A process as defined in claim 7 wherein the acyclic aliphatic olefin is 1-hexene, 3-hexene, 1-heptene, 1-octene, 2-octene, 4-octene, 1-nonene, 1-decene, 5-decene, 6-decene, 1-dodecene, 1-tetradecene, 7-tetradecene, 1-hexadecene, 8-hexadecene, 1-octadecene or 9-octadecene.
9.
A process as defined in claim 1 wherein the oxidation product has vicinal diol group; epoxy group; hydroxyl group and ether group; hydroxyl group and ester group; ester group and ether group; ester group and ester group; or ether group and ether group



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