Synthesis of nitropyridine-based π-conjugated polymers and their chemical properties

Synthesis of nitropyridine-based π-conjugated polymers and their chemical properties
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DOI:
10.1002/app.24416
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发表时间:
2006-10
影响因子:
3
通讯作者:
Byoung-Ki Choi;Takakazu Yamamoto
Byoung-Ki Choi;Takakazu Yamamoto
中科院分区:
化学3区
文献类型:
--
作者:
Byoung-Ki Choi;Takakazu Yamamoto

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通过Cu促进的Ullmann偶联反应和Pd催化的偶联反应,合成了π共轭聚(3-硝基吡啶-2,5-二基)(PPy-3-NO2)、聚(3,3 ′-二硝基-2,2 ′-联吡啶-5,5 ′-二基)(PBpy-3,3 ′-diNO 2)和含3,3 ′-二硝基-2,2 ′-联吡啶单元的聚(亚芳基乙炔基)型聚合物(PAE-1). PPy-3-NO2和PAE-1可溶于有机溶剂如DMSO、DMF和氯仿,凝胶渗透色谱分析显示数均分子量(Mn)分别为9,300和12,300。PPy-3-NO2在DMF中的特性粘度[η]为0.53 dL g−1。PBpy-3,3 ′-diNO 2的溶解度稍低。聚合物在约430 nm处显示出UV-可见光峰。PPy-NO2在乙腈中于-1.5 V(相对于Ag+/Ag)下进行电化学还原,并在水溶液中于0至-1.1 V(相对于Ag+/Ag)范围内进行电化学氧化还原循环。© 2006 Wiley Periodicals,Inc.应用聚合物科学杂志102:1763-1767,2006
π-Conjugated poly(3-nitropyridine-2,5-diyl) (PPy-3-NO2), poly(3,3′-dinitro-2,2′-bipyridine-5,5′-diyl) (PBpy-3,3′-diNO2), and a poly(arylene ethynylene) type polymer consisting of a 3,3′-dinitro-2,2′-bipyridine unit (PAE-1) were synthesized by Cu-promoted Ullmann coupling reaction and Pd-catalyzed coupling reaction. PPy-3-NO2 and PAE-1 were soluble in organic solvents such as DMSO, DMF, and chloroform, and gel permeation chromatography analysis showed a number average molecular weight (Mn) of 9,300 and 12,300, respectively. PPy-3-NO2 gave intrinsic viscosity, [η], of 0.53 dL g−1 in DMF. PBpy-3,3′-diNO2 had somewhat lower solubility. The polymers exhibited a UV–vis peak at about 430 nm. PPy-NO2 received electrochemical reduction at −1.5 V versus Ag+/Ag in acetonitrile, and gave an electrochemical redox cycle in a range from 0 to −1.1 V versus Ag+/Ag in an aqueous solution. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 102: 1763–1767, 2006