Origin of templating processes in polypyrrole synthesis

被引:13
作者
Diez, Isabel [2 ]
Emmerling, Franziska [1 ]
Malz, Frank [1 ]
Jaeger, Christian [1 ]
Schulz, Burkhard [2 ]
Orgzall, Ingo [3 ]
机构
[1] Bundesanstalt Mat Forsch & Prufung, D-12489 Berlin, Germany
[2] Univ Potsdam, Inst Phys, Potsdam, Germany
[3] Inst Dunnschichttechnol & Mikrosensor eV, D-14513 Teltow, Germany
关键词
polypyrrole; pyrrole complex;
D O I
10.1016/j.matchemphys.2008.05.057
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The supermolecular mechanism of the template-mediated oxidative polymerization of pyrrole is investigated in detail. It is shown for the first time that 2,5-bis(pyrrol-2-yl)pyrrolidyl complexes with aromatic sulfonic acids such as beta-naphtalenesulfonic acid or para-toluenesulfonic acid are formed in the early polymerization step. The crystalline acid-base complexes are isolated and their crystal structures are analyzed. A 2,5-bis(pyrrol-2-yl)pyrrolidyl cation is common to both complexes and forms an inner salt with the sulfonic acid anion. As concluded from NMR investigations the synthesis using sulfonic acids results in a high stereo selectivity with respect to the trans conformation of the pyrrolidyl ring compared with the classical synthesis routine of this compound using hydrochloric acid. The needle-like crystals of the complexes act as hard templates during the next step of the polymerization and result in tubular morphologies of the polypyrrole. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:154 / 161
页数:8
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