Polymerization of vinyl sugar ester using ascorbic acid and hydrogen peroxide as a redox reagent

Polymerization of vinyl sugar ester using ascorbic acid and hydrogen peroxide as a redox reagent
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DOI:
10.1016/j.carbpol.2005.11.029
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发表时间:
2006-05-11
影响因子:
11.2
通讯作者:
Tokiwa, Yutaka
Tokiwa, Yutaka
中科院分区:
化学1区
文献类型:
--
作者:
Kitagawa, Masaru;Tokiwa, Yutaka

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以抗坏血酸和过氧化氢为自由基引发剂,研究了水溶性乙烯基糖酯的自由基聚合。具有非还原糖的乙烯基糖酯,6-O-乙烯基己二酰基α-甲基D-葡萄糖苷,在空气气氛下以比在真空条件下低的聚合物产率聚合。抗坏血酸还在空气气氛下与氧分子反应以产生超氧化物,超氧化物是众所周知的羟基自由基的有效清除剂,因此与过氧化氢产生的羟基自由基通过与超氧化物反应而被浪费。另一方面,具有还原糖部分的乙烯基糖酯,6-O-乙烯基己二酰D-葡萄糖,不仅在真空条件下而且在空气气氛下通过氧化还原引发剂聚合。从考虑和结果推测,在空气气氛下,6-O-乙烯基己二酰D-葡萄糖的还原糖部分参与聚合。(c)2005爱思唯尔有限公司保留所有权利。
Radical polymerization of water-soluble vinyl sugar esters was examined using ascorbic acid and hydrogen peroxide to produce hydroxyl radical as a radical initiator in water. Vinyl sugar ester having non-reducing sugar, 6-O-vinyladipoyl alpha-methyl D-glucoside, was polymerized at lower polymer yield under air atmosphere than that under vacuum condition. Ascorbic acid also reacts with oxygen molecules under air atmosphere to produce superoxide, which is well known as an effective scavenger of hydroxyl radical, so the hydroxyl radical generated with hydrogen peroxide is wasted by reaction with the superoxide. On the other hand, vinyl sugar ester having reducing sugar moiety, 6-O-vinyladipoyl D-glucose, was polymerized by the redox initiator not only under vacuum condition but also under air atmosphere. It was assumed from the consideration and the result that reducing sugar moiety of 6-O-vinyladipoyl D-glucose is involved in the polymerization under air atmosphere. (c) 2005 Elsevier Ltd. All rights reserved.