Preparation and polymerization of perfluoroalkoxy alkylene...

C - Chemistry – Metallurgy – 07 – C

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C07C 43/13 (2006.01) C07D 305/06 (2006.01) C08G 65/22 (2006.01)

Patent

CA 2100218

Oxetane monomers having perfluorinated alkoxy side chains; a method for their preparation; a method for their polymerization; and the resultant prepolymers are disclosed. The monomers have the formula: Image wherein n is 1 to 5, m is 1, R is hydrogen or alkyl having from 1 to 4 carbons; and R f is linear or branched chain perfluorinated alkyl having from 1 to 20 carbons, or an oxaperfluorinated polyether, having from 4 to about 60 carbons, and the resultant prepolymers have the formula: Image wherein n is 1 to 5, m is 1, R is hydrogen or alkyl having from 1 to 4 carbons, R1 is alkylene or isoalkylene having 2 to about 5 carbons, R f is linear or branched chain perfluorinated alkyl having from 1 to 20 carbons, or an oxa-perfluorinated polyether, having from 4 to about 60 carbons; and x is 2 to about 250. The monomers are prepared by the reaction of fluorinated alkoxides with aryl sulfonate derivatives of 3--hydroxyalkyl oxetanes, e.g., the p-toluene sulfonate derivative of 3-hydroxymethyl-3-methyl oxetane or of 3,3-bis(hydroxymethyl)oxetane. A high yield of the oxetanes having pendant perfluorinated alkoxy side chains is obtained. The fluorinated alkoxy oxetane monomers of this invention can be readily polymerized in the presence of Lewis acid catalysts and polyhydroxy aliphatics to obtain high yields of hydroxyterminated prepolymers having molecular weights from 1,000 to about 30,000, and a polymer backbone resulting from the opening of the oxetane ring.

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