Friedel-Crafts聚合物侧链的选择性氯化作用

P. J. Blincow, J. S. Ghotra, G. Pritchard
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引用次数: 0

摘要

采用Friedel-Crafts反应制备了带有乙基侧链的芳烷基聚合物。以乙苯和双(对氯甲基)苯(BCMB)为原料,在氯化亚锡的存在下反应生成不同分子量的聚合物。然后对这些聚合物的氯化进行了研究,使用(A)分子氯,(b)分子氯与过氧化氢催化剂和五氯化磷,(c)氯硫酰。目的是确定选择性地在乙基α-碳原子上发生氯化反应的最佳条件,在β-位置或主链亚甲基上发生最小的氯化反应。氯化聚合物的1H核磁共振谱分析表明,在大多数情况下,氯化反应广泛发生在侧链和主链亚甲基上。然而,在α-位置发现了有利于氯化反应的条件。在苯溶剂中使用分子氯、过氧化氢催化剂和五氯化磷时,选择性最高。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Selective chlorination of side-chains in Friedel-Crafts polymers
Aralkyl polymers with ethyl side-chains were prepared by Friedel-Crafts reactions. Ethylbenzene and bis(p-chloromethyl)benzene (BCMB) were reacted together in the presence of stannic chloride to produce polymers of various molecular weights. A study was then carried out of the chlorination of these polymers, using (a) molecular chlorine, (b) molecular chlorine with a peroxide catalyst and phosphorus pentachloride, (c) sulphuryl chloride. The objective was to determine the best conditions for chlorination to occur selectively at the α-carbon atom of the ethyl group, with minimal chlorination at either the β-position or the main-chain methylene groups. Analysis of 1H nuclear magnetic resonance spectra of the chlorinated polymers suggests that in most cases chlorination occurs extensively both in the side-chain and in the main-chain methylene groups. Conditions were found, however, which favour chlorination at the α-position. The greatest selectivity was achieved when molecular chlorine, a peroxide catalyst and phosphorus pentachloride were used in benzene solvent.
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