Preparation of poly(arylene ketones) using thio- and dithiocarbonic acid derivatives
AssigneeRaychem Corporation
InventorViktors Jansons
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Abstract
Poly(arylene ketones) are prepared by the reaction of difunctional aromatic compounds with derivatives of thio- or dithiocarbonic acids in the presence of a superacid catalyst system. In a preferred embodiment, diphenyl ether reacts with S-methyl chlorothioformate in HF/BF.sub.3 to produce poly(p-phenyleneoxy-p-phenylene carbonyl), i.e. a polymer having the repeating unit ##STR1##
Claims17
A method of preparing a polymer having the repeating unit
- which comprises reacting a nucleophilic aromatic compound of the formula H-A-H wherein A is an aromatic diradical and each H is displaceable under Friedel-Crafts acylation conditions, with a carbonic acid derivative of the formula ##STR22## wherein R is a radical having a low tendency to form a carbonium ion and R' is an atom or group which is displaceable under Friedel-Crafts acylation conditions, in the presence of a superacid catalyst system consisting essentially of a mixture of at least an equimolar amount, based on said aromatic compound, of an inorganic halide Lewis acid selected from the group consisting of boron trifluoride, boron trichloride, boron tribromide, titanium tetrafluoride, titanium tetrachloride, titanium tetrabromide and the pentafluorides, pentachlorides or pentabromides of tantalum, niobium, phosphorus, arsenic and antimony, and a molar excess, based on said Lewis acid, of a strong acid selected from the group consisting of fluorosulfuric acid, hydrofluoric acid, and trifluoromethanesulfonic acid.
A method of preparing a polymer having the repeating unit ##STR23## which comprises reacting a nucleophilic aromatic compound of the formula H-A-H wherein A is an aromatic diradical containing at least two aromatic rings and at least one ether or sulfide linkage, with a compound of the formula ##STR24## wherein R is an n-alkyl or a substituted normal alkyl radical and R' is selected from the group consisting of halogen, --O--R" and --S--R" where R" is a normal alkyl or substituted n-alkyl radical, in the presence of a superacid catalyst system consisting essentially of a mixture of at least an equimolar amount, based on said aromatic compound, of an inorganic halide Lewis acid selected from the group consisting of boron trifluoride, boron trichloride, boron tribromide, titanium tetrafluoride, titanium tetrachloride, titanium tetrabromide and the pentafluorides, pentachlorides or pentabromides of tantalum, niobium, phosphorus, arsenic and antimony, and a molar excess, based on said Lewis acid, of a strong acid selected from the group consisting of fluorosulfuric acid, hydrofluoric acid, and trifluoromethanesulfonic acid.
Dependencies are inferred from the claim text.