Improved synthesis of tyrosine-derived diphenol monomers

Details Improved synthesis of tyrosine-derived diphenol monomers Improved synthesis of tyrosine-derived diphenol monomers

C - Chemistry, Metallurgy

07

C

C07C 235/52 (2006.01) C07C 231/02 (2006.01) C07C 235/34 (2006.01) C08G 63/685 (2006.01) C08G 64/00 (2006.01) C08G 64/12 (2006.01)

Patent

CA 2215281

A method for preparing diphenol compounds, which method includes the steps of coupling a hydroxyphenyl carboxylic acid with an L-tyrosine ester in a water-miscible organic reaction solvent containing a carbodiimide capable of forming a water-soluble urea by-product, thereby forming a diphenol reaction product; and combining the reaction mixture with an amount of water effective to precipitate the diphenol as a water-immiscible organic phase, so that a water-immiscible organic phase is formed containing the diphenol reaction product. New diphenol monomers and polymers polymerized therefrom are also disclosed.

Procédé d'élaboration de composés de diphénol, comprenant les étapes prévoyant le couplage d'un acide hydroxyphényl-carboxylique avec un ester L-tyrosine dans un solvant de réaction organique miscible à l'eau, renfermant un carbodiimide capable de donner un sous-produit uréique soluble dans l'eau, donnant ainsi un produit de réaction diphénol; puis l'étape de combinaison du mélange de réaction avec une quantité d'eau appropriée, afin de provoquer un précipité du diphénol sous forme de phase organique non miscible à l'eau, dans des conditions telles que la phase organique non miscible à l'eau se forme en contenant le produit de réaction diphénol. L'invention porte également sur de nouveaux monomères de diphénol et de nouveaux polymères polymérisés à partir de ces monomères.

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