Synthesis and characterization of highly fluorescent phenylene vinylene containing perfluorocyclobutyl (PFCB) aromatic ether polymers
Synthesis and characterization of highly fluorescent phenylene vinylene containing perfluorocyclobutyl (PFCB) aromatic ether polymers
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DOI：
10.1016/j.polymer.2008.05.020
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发表时间：
2008-07
期刊：
影响因子：
4.6
通讯作者：
Andrew R. Neilson;S. Budy;J. Ballato;Dennis W. Smith
中科院分区：
文献类型：
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作者：
Andrew R. Neilson;S. Budy;J. Ballato;Dennis W. Smith
在Wittig条件下，对三氟乙烯基氧基苯甲醛与4-二己氧基-2，5-二甲苯基双（三苯基溴化膦）反应，合成了一种新的苯撑乙烯基双三氟乙烯基醚单体1，4-双（2′-（4-三氟乙烯基氧基苯基）乙烯基）-2，5-二己氧基苯。环化聚合得到不溶性的非发光材料，可能是由于亚苯基亚乙烯基烯烃和三氟乙烯基醚（TFVE）之间的交叉加成反应。在Wittig条件下，1，2-双（4-甲酰基苯氧基）六氟环丁烷分别与1，4-二己氧基-2，5-二甲苯基双（三苯基溴化膦）和1-甲氧基-4-（2-乙基己氧基）-2，5-二甲苯基双（三苯基溴化膦）聚合，得到两种新型的聚（全氟环丁基-co-亚苯基亚乙烯基）聚合物。该聚合物具有中等分子量（8600-8700 Mn），显示出优异的热稳定性（Td=390-405°C），并且容易溶于普通有机溶剂。该材料在溶液和薄膜中均具有高荧光性，溶液量子产率为68%和71%。
4-(Trifluorovinyloxy)benzaldehyde was treated under Wittig conditions with 4-dihexyloxy-2,5-xylenebis(triphenylphosphoniumbromide) to form 1,4-bis(2′-(4-trifluorovinyloxyphenyl)ethenyl)-2,5-dihexyloxybenzene, a novel phenylene vinylene-bistrifluorovinyl ether monomer. Cyclopolymerization afforded an insoluble, non-luminescent material likely due to cross-addition reactions between phenylene vinylene olefin and trifluorovinyl ether (TFVE). However, 1,2-bis(4-formylphenoxy)hexafluorocyclobutane was polymerized with 1,4-dihexyloxy-2,5-xylenebis(triphenylphosphoniumbromide) and 1-methoxy-4-(2-ethylhexyloxy)-2,5-xylenebis(triphenylphosphoniumbromide) under Wittig conditions to yield two novel poly(perfluorocyclobutyl-co-phenylene vinylene) polymers. The polymers are of moderate molecular weight (8600–8700 Mn), show excellent thermal stability (Td=390–405°C), and are readily soluble in common organic solvents. The materials are highly fluorescent in both solution and thin film with solution quantum yields of 68 and 71%.