Phenyleneethynylene Macrocycle-Fused Phenylacetylene Monomers : Synthesis and Polymerization

Phenyleneethynylene Macrocycle-Fused Phenylacetylene Monomers : Synthesis and Polymerization
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DOI:
10.1002/macp.200800429
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发表时间:
2009-01
影响因子:
2.5
通讯作者:
T. Kaneko;T. Horie;S. Matsumoto;M. Teraguchi;T. Aoki
T. Kaneko;T. Horie;S. Matsumoto;M. Teraguchi;T. Aoki
中科院分区:
化学4区
文献类型:
--
作者:
T. Kaneko;T. Horie;S. Matsumoto;M. Teraguchi;T. Aoki

文献摘要

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重复Sonogashira偶联反应和末端乙炔保护基的消除反应,合成了苯撑乙炔撑大环取代的乙炔。单体聚合与铑催化剂,[Rh(nbd)Cl] 2,在末端乙炔单元,和聚合混合物通过沉淀到甲醇中得到相应的聚(苯乙炔)衍生物作为黄红色粉末,它具有高的聚合度(DP ≥ 500),尽管它们的空间体积纯化。聚合物中的三甲基硅基和五甲基双十二烷基基团改善了聚合物的溶解性,聚合物可溶于甲苯、氯仿和四氢呋喃等常用有机溶剂。
Phenyleneethynylene macrocycle-substituted acetylenes were synthesized by repetition of the Sonogashira coupling reaction, and the elimination reaction of the terminal acetylene protecting group. The monomers were polymerized with a rhodium catalyst, [Rh(nbd)Cl] 2 , at the terminal acetylene unit, and the polymerization mixtures were purified by precipitating into methanol to yield the corresponding poly(phenylacetylene) derivatives as yellow-red powders, which had a high degree of polymerization (DP≈ 500) in spite of their steric bulkiness. The trimethylsilyl and pentamethyldisiloxanyl groups of polymers improved their solubility, and the polymers were soluble in common organic solvents, such as toluene, chloroform and tetrahydrofuran.