Synthesis of soluble electron‐donating polymers containing vinylogous TTF by oxidative dimerization of 1,4‐bisdithiafulvenyl‐2,5‐dialkoxybenzene

Synthesis of soluble electron‐donating polymers containing vinylogous TTF by oxidative dimerization of 1,4‐bisdithiafulvenyl‐2,5‐dialkoxybenzene
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1,4-双硫富烯基-2,5-二烷氧基苯氧化二聚合成含插烯TTF的可溶性给电子聚合物

DOI:
10.1002/pola.20938
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发表时间:
2005
期刊:
Journal of Polymer Science Part A
影响因子:
--
通讯作者:
Y. Chujo
Y. Chujo
中科院分区:
--
文献类型:
--
作者:
K. Naka;S. Inagi;Y. Chujo

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通过碘氧化1,4-双二硫富烯基-2,5-双十二烷氧基苯,合成了一种含乙烯基四硫富瓦烯(TTF)单元的新型给电子聚合物。该聚合物可溶于CHCl 3和甲苯等常用有机溶剂。由GPC测定的具有十二烷氧基的聚合物的数均分子量为24,900。聚合物的紫外-可见光谱显示在587、712和803 nm处的最大吸收,这是由于聚合物中乙烯基TTF单元的阳离子自由基。使用亚硫酸氢钠将聚合物还原至其中性状态。聚合物的结构通过1H NMR和UV-vis光谱与碘氧化1-二硫富烯基-2,5-双十二烷氧基苯制备的二聚体模型化合物的结构进行了比较。
A new electron-donating polymer composed of a vinylogous tetrathiafulvalene (TTF) unit was prepared by the oxidative dimerization of 1,4-bisdithiaful-venyl-2,5-didodecyloxybenzene using iodine. The polymer was soluble in common organic solvents such as CHCl 3 and toluene. The number-average molecular weight of the polymer with dodecyloxy group was 24,900 determined from GPC. The UV-vis spectrum of the polymer showed the absorption maxima at 587, 712, and 803 nm, which are due to a cation radical of the vinylogous TTF unit in the polymer. The reduction of the polymer to its neutral state was performed using sodium hydrogen sulfite. The structure of the polymer was confirmed by 1 H NMR and UV-vis spectra compared with that of a dimer model compound prepared by oxidation of 1-dithiaful-venyl-2,5-didodecyloxybenzene using iodine.