Synthesis of New Thiadiazole-Containing Polythiophene Derivatives and Their Application to Organic Solar Cells

被引：4

作者：

Higashihara, Tomoya ^{[1
,2
]}

Mizobe, Tetsunari ^{[1
]}

Lu, Chien ^{[3
]}

Chen, Wen-Chang ^{[3
]}

Ueda, Mitsuru ^{[1
]}

机构：

[1] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528550, Japan

[2] Japan Sci & Technol Agcy JST, PRESTO, Kawaguchi, Saitama 3320012, Japan

[3] Natl Taiwan Univ, Dept Chem Engn, Taipei 10617, Taiwan

来源：

JOURNAL OF PHOTOPOLYMER SCIENCE AND TECHNOLOGY | 2013年 / 26卷 / 02期

基金：

日本科学技术振兴机构;

关键词：

thiadiazole; polythiophene; organic solar cell; conjugated polymer; POLYMER PHOTOVOLTAIC MATERIALS; CONJUGATED POLYMERS; EFFICIENCY; BANDGAP; DONOR; 1,3,4-THIADIAZOLE; ENHANCEMENT; THIOPHENE; MOIETIES;

D O I：

10.2494/photopolymer.26.185

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

New thiadiazole-containing pi-conjugated polymers have been successfully synthesized by the Stille coupling reaction of 2,5-bis(5'-bromo-3',4'-dihexylthien-2'-yl)-1,3,4-thiadiazole (1) with various distannyl compounds as acceptor and donor monomer units, respectively. Most of polymers showed lower highest occupied molecular orbital (HOMO) energy level than poly(3-hexylthiophene) (P3HT). It was found that the bulky side chains of donor units tend to prevent the arrangements of main chains. The polymer comprised of thienothiophene donor units without side chains displayed relatively high solar cell performance with a power conversion efficiency (PCE) of 2.8% under the illumination of AM 1.5, 100 mW/cm(2).

引用

页码：185 / 191

页数：7

共 32 条

[11] Synthesis of Thiophene-Based π-Conjugated Polymers Containing Oxadiazole or Thiadiazole Moieties and Their Application to Organic Photovoltaics [J].

Higashihara, Tomoya ;

Wu, Hung-Chin ;

Mizobe, Tetsunari ;

Lu, Chien ;

Ueda, Mitsuru ;

Chen, Wen-Chang .

MACROMOLECULES, 2012, 45 (22) :9046-9055

[12] Synthesis and photovoltaic properties of two-dimensional conjugated polythiophenes with bi(thienylenevinylene) side chains [J].

Hou, JH ;

Tan, ZA ;

Yan, Y ;

He, YJ ;

Yang, CH ;

Li, YF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (14) :4911-4916

[13] Bandgap and molecular energy level control. of conjugated polymer photovoltaic materials based on benzo[1,2-b: 4,5-b']dithiophene [J].

Hou, Jianhui ;

Park, Mi-Hyae ;

Zhang, Shaoqing ;

Yao, Yan ;

Chen, Li-Min ;

Li, Juo-Hao ;

Yang, Yang .

MACROMOLECULES, 2008, 41 (16) :6012-6018

[14] Bandgap and Molecular Level Control of the Low-Bandgap Polymers Based on 3,6-Dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione toward Highly Efficient Polymer Solar Cells [J].

Huo, Lijun ;

Hou, Jianhui ;

Chen, Hsing-Yu ;

Zhang, Shaoqing ;

Jiang, Yang ;

Chen, Teresa L. ;

Yang, Yang .

MACROMOLECULES, 2009, 42 (17) :6564-6571

[15] A strong regioregularity effect in self-organizing conjugated polymer films and high-efficiency polythiophene: fullerene solar cells [J].

Kim, Y ;

Cook, S ;

Tuladhar, SM ;

Choulis, SA ;

Nelson, J ;

Durrant, JR ;

Bradley, DDC ;

Giles, M ;

Mcculloch, I ;

Ha, CS ;

Ree, M .

NATURE MATERIALS, 2006, 5 (03) :197-203

[16] High-efficiency solution processable polymer photovoltaic cells by self-organization of polymer blends [J].

Li, G ;

Shrotriya, V ;

Huang, JS ;

Yao, Y ;

Moriarty, T ;

Emery, K ;

Yang, Y .

NATURE MATERIALS, 2005, 4 (11) :864-868

[17] Conjugated polymer photovoltaic materials with broad absorption band and high charge carrier mobility [J].

Li, Yongfang ;

Zou, Yingping .

ADVANCED MATERIALS, 2008, 20 (15) :2952-2958

[18] For the Bright Future-Bulk Heterojunction Polymer Solar Cells with Power Conversion Efficiency of 7.4% [J].

Liang, Yongye ;

Xu, Zheng ;

Xia, Jiangbin ;

Tsai, Szu-Ting ;

Wu, Yue ;

Li, Gang ;

Ray, Claire ;

Yu, Luping .

ADVANCED MATERIALS, 2010, 22 (20) :E135-+

[19] Development of New Semiconducting Polymers for High Performance Solar Cells [J].

Liang, Yongye ;

Wu, Yue ;

Feng, Danqin ;

Tsai, Szu-Ting ;

Son, Hae-Jung ;

Li, Gang ;

Yu, Luping .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (01) :56-+

[20] Synthesis, spectroscopy, and electrochemical investigation of new conjugated polymers containing thiophene and 1,3,4-thiadiazole in the main chain [J].

Patil, Prashant S. ;

Haram, Nanda S. ;

Pal, Ravindra R. ;

Periasamy, N. ;

Wadgaonkar, Prakash P. ;

Salunkhe, Manikrao M. .

JOURNAL OF APPLIED POLYMER SCIENCE, 2012, 125 (03) :1882-1889

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