Synthesis of tyrosine derived diphenol monomers
AssigneeRutgers, The State University
InventorsJoachim B. Kohn, Kimberly A. Hooper
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Abstract
A method for preparing diphenol compounds, which method includes the steps of coupling a hydroxyphenyl carboxylic acid with a 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.
Claims18
A method for preparing diphenol compounds having the formula:
- ##STR8## wherein R.sub.1 is --CH.dbd.CH-- or (--CH.sub.2 --).sub.n, in which n is zero or an integer from one to eight;
- and R.sub.2 is selected from the group consisting of straight and branched alkyl and alkylaryl groups containing up to 18 carbon atoms;
- which method comprises the steps of:
- coupling a hydroxyphenyl carboxylic acid having the formula:
- ##STR9## with a L-tyrosine ester having the formula:
- ##STR10## in a water-miscible organic reaction solvent containing a carbodiimide capable of forming a water-soluble urea by-product to form a diphenol reaction product;
- 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 and a water-miscible phase is formed containing predominately reaction side-products and contaminants.
Dependencies are inferred from the claim text.