Synthesis of Regioregular Poly(p-phenylenevinylene)s by Horner Reaction and Their Regioregularity Characterization

Synthesis of Regioregular Poly(p-phenylenevinylene)s by Horner Reaction and Their Regioregularity Characterization
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DOI:
10.1021/ma0628836
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发表时间:
2007-08
期刊:
影响因子:
5.5
通讯作者:
Yuya Suzuki;K. Hashimoto;K. Tajima
Yuya Suzuki;K. Hashimoto;K. Tajima
中科院分区:
化学1区
文献类型:
--
作者:
Yuya Suzuki;K. Hashimoto;K. Tajima

文献摘要

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开发了一种新的合成路线,通过使用不对称官能化单体的霍纳反应获得高度区域规则性的聚[(2-甲氧基-5-烷氧基)-1,4-亚苯基亚乙烯基](PPV)。该聚合物在100℃以上的氯苯中表现出良好的溶解度。本研究首次开发了以氯苯-d5为溶剂的1H NMR定量分析,证实了聚合物的高区域规整性。 1H NMR 峰的归属是通过合成四种新型 PPV 模型化合物来进行的。 UV-vis、荧光光谱和 XRD 数据表明,与固态的区域随机 PPV 相比,这些区域规则 PPV 具有更高的结晶度。
A new synthetic route was developed to obtain highly regioregular poly[(2-methoxy-5-alkyloxy)-1,4-phenylenevinylene]s (PPVs) by the Horner reaction using asymmetrically functionalized monomers. The polymers showed good solubility in chlorobenzene at over 100 °C. The high regioregularity of the polymers was confirmed by 1H NMR quantitative analysis using chlorobenzene-d5 as solvent, which was developed for the first time in this study. Assignment of the 1H NMR peaks was conducted by synthesizing four novel model compounds for PPV. UV−vis, fluorescence spectra, and XRD data revealed that these regioregular PPVs have higher crystallinity compared to regiorandom PPVs in the solid state.