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United States Department of Agriculture

Agricultural Research Service

Title: Cellulose Derivatives for Water Repellent Properties

Authors
item Chang, Sechin
item Condon, Brian
item Edwards, Judson

Submitted to: American Association of Textile Chemists and Colorists Abstracts
Publication Type: Abstract Only
Publication Acceptance Date: July 15, 2007
Publication Date: N/A

Technical Abstract: Synthesis and structural characterizations of nitro-benzyl cellulose, amino-benzyl cellulose and pentafluoro –benzyl cellulose were carried out. Cellulose derivatives were synthesized by etherification process in lithium chloride/N,N-dimethylacetamide homogeneous solution. Nitrobenzylation was effected in 80% yield by treating a mixture of microcrystalline cellulose (20µm), 4-dimethyl aminopyridine (DMAP) and 4-nitobenzyl chloride (4eq.) at 80 ºC overnight. Nitro-benzyl cellulose was then reduced to amino-benzyl cellulose in 93% yield with indium metal in ethanol and saturated aqueous ammonium chloride. Also, the pentafluoro-benzyl cellulose was obtained by same manner. In addition to product syntheses, their structural characterizations by FT-IR, CP/MAS 13C NMR, DSC, TGA, and MALDI-TOF methods will be shown. These reactions serve as models for future heterogeneous cotton fiber finishing technology with applications in wash fast flame and stain resistance.

Last Modified: 10/21/2014
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