SYNTHESIS AND CHARACTERIZATION OF POLY[(3-ACETYL)PYRROLE-2,5-DIYL(p-NITROBENZYLIDENE)]

ZHANG Zhigang; WU Hongcai; YI Wenhui

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SYNTHESIS AND CHARACTERIZATION OF POLY[(3-ACETYL)PYRROLE-2,5-DIYL(p-NITROBENZYLIDENE)]

Research Article | 更新时间：2021-03-19

- SYNTHESIS AND CHARACTERIZATION OF POLY[(3-ACETYL)PYRROLE-2,5-DIYL(p-NITROBENZYLIDENE)]
- Acta Polymerica Sinica Issue 4, Pages: 528-533(2004)
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- Published：20 August 2004，
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ZHANG Zhigang, WU Hongcai, YI Wenhui. SYNTHESIS AND CHARACTERIZATION OF POLY[(3-ACETYL)PYRROLE-2,5-DIYL(p-NITROBENZYLIDENE)]. [J]. Acta Polymerica Sinica (4):528-533(2004)
DOI：

ZHANG Zhigang, WU Hongcai, YI Wenhui. SYNTHESIS AND CHARACTERIZATION OF POLY[(3-ACETYL)PYRROLE-2,5-DIYL(p-NITROBENZYLIDENE)]. [J]. Acta Polymerica Sinica (4):528-533(2004) DOI：

摘要

通过五步法合成了一种新型窄能隙 (Eg在 1.78～ 1.94eV之间 )、大π共轭高分子——聚 { (3-乙酰基 )吡咯[2

5-二(对硝基苯甲烯)]} (PAPNBE) .采用氢核磁共振谱、傅利叶红外光谱、紫外-可见光谱、分光光度计等分析手段对反应中间产物、聚合物PAPNBE及其前聚物聚{ (3-乙酰基 )吡咯[2

5-二(对硝基苯甲烷)]}(PAPNBA)进行了分析.经浓硫酸掺杂后

PAPNBE的电导率(2.7×10-6S/cm)提高了3个数量级进入了半导体的范畴 .此外

对PAPNBE在有机溶剂中的溶解度进行了测定

结果表明该聚合物易溶于多种极性有机溶剂.

Abstract

A novel soluble π-conjugated polymer

poly [(3-acetyl) pyrrole-2

5-diyl(p-nitrobenzylidene)] (PAPNBE) is synthesized by condensation of 3-acetylpyrrole with p-nitrobenzaldehyde．The chemical structure and properties of the intermediates

the precursor

poly[(3-acetyl)pyrrole-2

5-diyl(p-nitrobenzylidane)] (PAPNBA)

and PAPNBE are characterized by 1H-NMR

FT-IR and UV-Vis spectroscopy．The results show that the pyrrole rings in PAPNBA and PAPNBE mainly exist in the aromatic state and the quinonoid state

respectively．The solubility of PAPNBE in dimethyl sulphoxide (DMSO)

dimethyl fomamide (DMF) and N-methyl pyrrolidone (NMP) is 0.13～0.15 g／mL

0.34～0.37 g／mL and 0.41～0.45 g／mL

respectively．The result shows that PAPNBE can be easily solved in polar solvents．The conductivity of PAPNBE doped with concentrated sulfuric acid is 2.7×10-6 S/cm．The energy bandgap of PAPNBE is about 1.78～1.94 eV．

关键词

合成聚{（3-乙酰基）吡咯-[25-二（对硝基苯甲烯）]}结构表征窄能隙

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Center for Degradable and Flame-Retardant Polymeric Materials, College of Chemistry, State Key Laboratory of Polymer Materials Engineering, National Engineering Laboratory of Eco-Friendly Polymeric Materials Sichuan, Sichuan University

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