Electrosyntheses and characterization of polyalkylenedioxybenzenes

Electrosyntheses and characterization of polyalkylenedioxybenzenes
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DOI:
10.1016/j.eurpolymj.2007.10.009
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发表时间:
2008
影响因子:
6
通讯作者:
Houting Liu;Yuzhen Li;Jingkun Xu;Z. Le;M. Luo;Baoshan Wang;S. Pu;Liang Shen
Houting Liu;Yuzhen Li;Jingkun Xu;Z. Le;M. Luo;Baoshan Wang;S. Pu;Liang Shen
中科院分区:
化学2区
文献类型:
--
作者:
Houting Liu;Yuzhen Li;Jingkun Xu;Z. Le;M. Luo;Baoshan Wang;S. Pu;Liang Shen

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在纯三氟化硼乙醚络合物(BFEE)中,直接阳极氧化3,4-亚烷基二氧噻吩和3,4-亚烷基二氧吡咯的类似物1,2-亚甲二氧基苯(MDOB)和1,2-亚乙基二氧基苯(EDOB),在铂片上生成聚乙炔衍生物聚(1,2-亚甲二氧基苯)(PMDOB)和聚(1,2-亚乙基二氧基苯)(PEDOB)。IR、1HNMR、13 CNMR和量子化学计算证实,聚合反应发生在单体苯环上的C(4)和C(5)位,使PMDOB和PEDOB的主链类似于聚乙炔。去掺杂后的PMDOB和PEDOB在DMSO溶液中均表现出良好的荧光性能,在365 nm激发下分别发射蓝光和绿色光,量子产率分别为0.13和0.27。PMDOB表现出从绿色色(掺杂)到浅桔红色(去掺杂)的电致变色特性。PEDOB将其从瓶绿色(掺杂)改为nacarat(去掺杂)。掺杂的PMDOB和PEDOB的电导率分别为0.1Scm-1和0.17Scm-1。
Direct anodic oxidation of 1,2-methylenedioxybenzene (MDOB) and 1,2-ethylenedioxybenzene (EDOB), analogues of 3,4-alkylenedioxythiophene and 3,4-alkylenedioxypyrrole, led to the formation of polyacetylene derivatives, poly(1,2-methylenedioxybenzene) (PMDOB) and poly(1,2-ethylenedioxybenzene) (PEDOB), on a platinum sheet in pure boron trifluoride diethyl etherate (BFEE). IR,1H NMR,13C NMR and quantum chemistry calculations confirmed that the polymerization occurred at C(4) and C(5) position on the benzene ring of the monomer, making the main backbone of PMDOB and PEDOB similar to polyacetylene. Both dedoped PMDOB and PEDOB in DMSO solution showed good fluorescence properties with quantum yields of 0.13 and 0.27, emitting blue and green light under excitation of 365nm, respectively. PMDOB showed electrochromic properties from grass green (doped) to light nacarat (dedoped). PEDOB changed it from bottle green (doped) to nacarat (dedoped). Doped PMDOB and PEDOB own electrical conductivities of 0.1Scm−1and 0.17Scm−1, respectively.