Date of Award

1995

Document Type

Dissertation

Degree Name

Doctor of Philosophy (PhD)

Department

Chemistry

First Advisor

William H. Daly

Abstract

The synthesis and characterization of chitin analogs based on water soluble amino cellulose derivatives are described. This family of derivatives exhibits properties suitable for applications as biodegradable carriers for pharmacons and agricultural chemicals, and production of high molecular weight polymeric quaternary salts. The chemical and physical properties of the group of amino cellulose derivatives prepared from the amidation of methyl carboxymethyl cellulose or the aminolysis of cyanoethylated cellulose with different diamines are analyzed. Converting the carboxy-methyl cellulose to a methyl ester produces a derivative more receptive to amidation. When the methyl carboxyl-methyl cellulose is treated with an excess of diamines, RNH(CH2)$\rm\sb XNR\sp\prime R\sp{\prime\prime}\ where\ R,R\sp\prime,R\sp{\prime\prime}=H,\ CH\sb3,$ water soluble aminoamide cellulose derivatives are obtained. The aminoalkyl carbamoyl cellulose derivatives may be further reacted with epichlorohydrin and dimethylamine to prepare polyquaternary ammonium salts (polyquats) which can act as flocculating agents. We have also used the procedure to introduce amine terminated polyoxyalkylene grafts (Jeffamines) onto carboxymethyl cellulose or cyanoethyl cellulose. The graft copolymers should exhibit enhanced polymer-polymer interactions between cellulose and plastics and thus could serve as compatibilizers for cellulosic blends.

Pages

162

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