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Synthesis and Characterization of End‐Functionalized Poly(3‐butylthiophene) with Semifluoroalkyl Chains
Author(s) -
Ma Jusha,
Geng Yanfang,
Hashimoto Kazuhito,
Tajima Keisuke
Publication year - 2013
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201300081
Subject(s) - x ray photoelectron spectroscopy , chemistry , gel permeation chromatography , cyclic voltammetry , side chain , polymer chemistry , mass spectrometry , quenching (fluorescence) , desorption , reagent , polymer , electrochemistry , organic chemistry , fluorescence , chemical engineering , chromatography , adsorption , physics , electrode , quantum mechanics , engineering
A new poly(3‐butylthiophene) derivative with one terminus functionalized with a 1H,1H,2H,2H,3H,3H‐perfluoroundecyl group (P3BT‐F 17 ) is synthesized by Ni‐catalyzed quasi‐living polymerization and the subsequent quenching of living ends by allyl‐Grignard reagent and the attachment of a fluoroalkyl chain. The quantitative introduction of fluoroalkyl chain ends is confirmed by matrix‐assisted laser desorption/ionization time‐of‐flight–mass spectrometry (MALDI‐TOF‐MS), gel‐permeation chromatography (GPC), 1 H NMR spectroscopy, and X‐ray photoelectron spectroscopy (XPS). The electronic properties of P3BT‐F 17 in solution and its crystalline structure in the solid state are investigated by UV–vis spectroscopy and cyclic voltammetry (CV), and by DSC and X‐ray diffraction (XRD) analyses.