Process for preparing arylene sulfide polymers with halo benzene containing deactivating group
AssigneePhillips Petroleum Company
InventorCarlton E. Ash
Life of this patent
Estimating the term…
Abstract
An arylene sulfide polymer and a process for preparing same by contacting a sulfur source, a cyclic organic amide and a dihaloaromatic compound to produce a polymerization mixture, polymerizing the polymerization mixture and recovering the arylene sulfide polymer wherein the process is conducted in the presence of a compound having the formula ##STR1## wherein X is selected from the group consisting of bromine and iodine, Y is a non-activating or deactivating group and is selected from the group consisting of ##STR2## R' and R" are hydrogen or an alkyl group having 1 to about 15 carbon atoms, and Ar' is selected from the group consisting of ##STR3##
Claims18
A process for preparing arylene sulfide polymers comprising the steps of:
- (a) contacting at least one sulfur source, at least one cyclic organic amide, and at least one dihaloaromatic compound to form a polymerization mixture,
- (b) subjecting said polymerization mixture to polymerization conditions of temperature and time sufficient to form said arylene sulfide polymer, and
- (c) recovering said arylene sulfide polymer, wherein said process is conducted in the presence of a compound having the formula ##STR21## wherein X is selected from the group consisting of bromine and iodine, Y is a non-activating or deactivating group and is selected from the group consisting of ##STR22## R' and R" are hydrogen or an alkyl group having 1 to about 15 carbon atoms, and Ar' is selected from the group consisting of ##STR23## wherein ##STR24## is obtained by addition of the corresponding carboxylate salt or is prepared in-situ by reaction of the free carboxylic acid with a stoichiometric amount of a base, and wherein --O.sup.- is obtained by addition of the corresponding phenoxide or is prepared in-situ by reaction of the corresponding phenol with a stoichiometric amount of base.
A process for preparing a poly(phenylene sulfide) comprising the steps of:
- (a) dehydrating an aqueous mixture comprising sodium bisulfide, sodium hydroxide and N-methyl-2-pyrrolidone thereby forming a dehydrated mixture,
- (b) contacting p-dichlorobenzene with said dehydrated mixture to produce a polymerization mixture,
- (c) subjecting said polymerization mixture to polymerization conditions of temperature and time sufficient to form said poly(phenylene sulfide), and
- (d) recovering said poly(phenylene sulfide), wherein said process is conducted in the presence of a compound having the formula ##STR31## wherein X is selected from the group consisting of bromine and iodine, Y is a non-activating or deactivating group and is selected from the group consisting of --H and ##STR32## wherein ##STR33## is obtained by addition of the corresponding carboxylate salt or is prepared in-situ by reaction of the free carboxylic acid with a stoichiometric amount of a base;
- and the molar ratio of said compound to said sodium bisulfide is about 0.004:1 to about 0.1:1.
An arylene sulfide polymer composition having end groups comprising the structure ##STR34## wherein Y is a non-activating or deactivating group and is selected from the group consisting of ##STR35## R' and R" are hydrogen or an alkyl group having 1 to about 15 carbon atoms and Ar' is selected from the group consisting of ##STR36## wherein ##STR37## is obtained by addition of the corresponding carboxylate salt or is prepared in-situ by reaction of the free carboxylic acid with a stoichiometric amount of a base, and wherein --O.sup.- is obtained by addition of the corresponding phenoxide or is prepared in-situ by reaction of the corresponding phenol with a stoichiometric amount of base.
Dependencies are inferred from the claim text.