Synthesis of Highly Regioregular Poly[3-(4-alkoxyphenyl)-thiophene]s by Oxidative Catalysis using Copper Complexes

被引:23
作者
Ricciotti, Laura [1 ]
Borbone, Fabio [1 ]
Carella, Antonio [1 ]
Centore, Roberto [1 ]
Roviello, Antonio [1 ]
Barra, Mario [2 ]
Roviello, Giuseppina [3 ]
Ferone, Claudio [3 ]
Minarini, Carla [4 ]
Morvillo, Pasquale [4 ]
机构
[1] Univ Naples Federico II, Dept Chem Sci, I-80126 Naples, Italy
[2] Univ Naples Federico II, CNR SPIN, Dept Phys Sci, I-80125 Naples, Italy
[3] Univ Naples Parthenope, Fac Engn, Dept Technol, I-80143 Naples, Italy
[4] Portici Res Ctr, Italian Natl Agcy New Technol Energy & Sustainabl, I-80055 Portici, Italy
关键词
catalysis; conducting polymers; conjugated polymers; OFET; polythiophene; regioregularity; synthesis; THIN-FILM TRANSISTORS; LIGHT-EMITTING-DIODES; HEAD-TO-TAIL; CONJUGATED POLYMERS; COUPLING POLYMERIZATION; ELECTRONIC-PROPERTIES; PHOTOVOLTAIC CELLS; HIGH-MOBILITY; SOLAR-CELLS; POLYTHIOPHENES;
D O I
10.1002/pola.26849
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel, easy, and cost-effective synthetic procedure is reported for the production of very highly regioregular poly[3-(4-alkoxyphenyl)thiophene]s by means of oxidative coupling. Four copper complexes were synthesized and used as catalysts to obtain polymers with higher regioregularity compared to the previous oxidative coupling methodologies reported in the literature and similar to that obtained by McCullough and Rieke methods in the synthesis of poly-3-alkylthiophenes. The regioregularity of the synthesized polymers was investigated by UV-Visible characterization on polymer thin films and H-1 NMR analysis. The remarkable potentialities of these polymers have emerged from field-effect transistor mobility measurements operated on devices with bottom-contact configuration and hexamethyldisilazane-treated SiO2 gate dielectric, showing a well-defined p-type field-effect response and maximum mobility values in air higher than 10(-4) cm(2) V-1 s(-1). (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 4351-4360
引用
收藏
页码:4351 / 4360
页数:10
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