- N-(1-HYDROXYETHYL)CARBOXAMIDE COMPOUND AND PROCESS FOR PRODUCING SAME
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The present invention relates to an N-(1-hydroxyethyl)carboxamidecompound represented by formula(1) (in the formula, RA and RB represent independently from each other a hydrogen atom or an alkyl group having 1 to 4 carbon atoms except for a case where RA and RB represent a hydrogen atom at the same time) and a method for producing the same; a method for producing an N-(1-alkoxyethyl)carboxamide compound; a method for producing an N-vinyl carboxylic acid amide compound; and a method for producing an N-vinyl carboxylic acid amide (co)polymer. An N- (1-alkoxyethyl) carboxamide compound can be obtained by reacting N-(1-hydroxyethyl)carboxamide compound with alcohol in the presence of an acid catalyst, and an N-vinyl carboxylic acid amide compound, which is a monomer of the N-vinyl carboxylic acid amide (co)polymer, can be obtained by thermally decomposing or catalytically decomposing the N-(1-alkoxyethyl)carboxamide compound.
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Page/Page column 19
(2011/12/01)
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- N-Vinylformamide - Syntheses and Chemistry of a Multifunctional Monomer
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N-Vinylformamide (VFA), the simplest member of the enamide group, is the key compound in the synthesis of linear cationic polymers with primary amino groups. In recent decades VFA has been the object of intensive research activity in industry and in universities with the aim of developing an economic method of synthesis. The various principles underlying the synthesis are described and the possibilities for their industrial realisation are discussed. From the large number of methods two variants have now been established as industrial production procedures at BASF and Mitsubishi Kasei Corp. (MKC). VFA is now available in tonne quantities in high purity. An overview of the versatile reaction possibilities of this multifunctional monomer and an extensive list of references are also given. The radical polymerisation to polyvinylformamides and their further reaction to polyvinylamines are not covered in this review.
- Kro?ner, Michael,Dupuis, Jacques,Winter, Manfred
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p. 115 - 131
(2007/10/03)
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- Process for the preparation of N-vinyl-N-alkyl-carboxylic acid amides
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N-Vinyl-N-alkyl-carboxylic acid amides are prepared, starting from N-ethyl-carboxylic acid amides, in a 3-stage process consisting of the following stages: (a) anodic alkoxylation of the N-ethyl-carboxylic acid amides to give N-α-alkoxyethyl-carboxylic acid amides; (b) alkylation of these N-α-alkoxyethyl-carboxylic acid amides with an alkyl halide or dialkyl sulfate in an alkaline medium to give N-α-alkoxyethyl-N-alkyl-carboxylic acid amides; and (c) splitting off of alcohol from the products of stage (b) by heating to temperatures between about 60° and about 350° C. Instead of stages (b) and (c), it is also possible to carry out the following stages after stage (a): (b1) splitting off of alcohol from the N-α-alkoxyethylcarboxylic acid amides obtained in stage (a) by heating to temperatures of about 60° to about 600° C., to give N-vinyl-carboxylic acid amides; and (c1) alkylation of these N-vinyl-carboxylic acid amides by reaction with an alkylating agent of the same type as in stage (b) in an alkaline medium. The N-vinyl-N-alkyl-carboxylic acid amides obtained by the process are valuable intermediate products, in particular for the manufacture of homopolymers and copolymers with interesting properties.
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