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Synthesis of novel adamantane carboxylic acid esters of cellulose using co-reagent

LIU Sa;GUO Jianwei;HA Chengyong;LIAO Bing

  

  • Online:2008-12-05 Published:2008-12-05

共反应剂法合成金刚烷甲酸纤维素酯

刘卅;郭建维;哈成勇;廖兵   

  1. 华南理工大学材料学院,广东 广州 510640;广东工业大学轻工化工学院,广东 广州 510006;中国科学院广州化学研究所纤维素化学重点实验室,广东 广州 510650

Abstract:

In order to develop a novel bioactive material utilizing cellulose resource, adamantane carboxylic acid esters of cellulose were synthesized through in-situ activation of the adamantane carboxylic acid using N,N-dimethylacetamide/LiCl as solvent, p-toluenesulfonyl chloride as co-reagent.The structure and properties of adamantane carboxylic acid esters of cellulose were characterized by means of IR, 1H NMR, TG,etc.The esterification conditions were investigated in detail.The results showed that the degree of substitution was influenced by reaction temperature, reaction time and mole ratios of repeat units of cellulose/adamantane carboxylic acid/p-toluenesulfonyl chloride.Under the optimized reaction conditions, the highest degree of substitution (DS) was 1.9.TG analysis revealed that the thermal stability of cellulose esters was improved with the increase of DS due to the incorporation of adamantane carboxylic acid into chains of cellulose.The products are soluble in various organic solvents, depending on the DS.