Process for higher molecular weight stereo-random polyhydroxypolyamides from D-glucaric acid

CARB 54

Tyler N. Smith, tyler1.smith@umontana.edu1, Travis T. Denton, travis.denton@umontana.edu1, Jinsong Zhang, jzhang@calpoly.edu2, and Donald E. Kiely, donald.kiely@umontana.edu1. (1) Shafizadeh Rocky Mountain Center for Wood and Carbohydrate Chemistry, Department of Chemistry, The University of Montana, 32 Campus Dr, Missoula, MT 59812, (2) Department of Chemistry and Biochemistry, California Polytechnic State University, San Luis Obispo, CA 93407
Condensation polymerization between a diamine and simple aldaric esters proceeds under mild conditions via an aldaric lactone intermediate. The degree of polymerization is dependent upon several factors including stoichiometry of the co-monomers and solvent effects. This effort explores the polymerization reaction conditions to produce higher molecular weight, stereo-random D-glucarate based polyamides. Stoichiometric control is accomplished by the isolation of a 1:1 alkylenediammonium glucarate salt. The salt is then activated by esterification of the glucarate, and pre-polymerization is initiated by liberation of the diamine under basic conditions. The resulting pre-polymer is subjected to post-polymerization in a mixed solvent system, for example dimethyl sulfoxide and ethylene glycol, to give high molecular weight polyamides.

 

General Posters
6:00 PM-8:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Carbohydrate Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006