Synthesis and characterization of block copolythiophene with hexyl and triethylene glycol side chains

被引:34
作者
Higashihara, Tomoya [1 ,4 ]
Ohshimizu, Kaoru [1 ]
Ryo, Yecheol [2 ,3 ]
Sakurai, Takuya [1 ]
Takahashi, Ayumi [1 ]
Nojima, Shuichi [1 ]
Ree, Moonhor [2 ,3 ]
Ued, Mitsuru [1 ]
机构
[1] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528552, Japan
[2] Pohang Univ Sci & Technol POSTECH, BK Sch Mol Sci, Ctr Electrophoto Behav Adv Mol Syst, Div Adv Mat Sci,Dept Chem, Pohang 790784, South Korea
[3] Pohang Univ Sci & Technol POSTECH, Polymer Res Inst, Pohang 790784, South Korea
[4] Japan Sci & Technol Agcy JST, PRESTO, Kawaguchi, Saitama 3320012, Japan
基金
新加坡国家研究基金会; 日本学术振兴会; 日本科学技术振兴机构;
关键词
Block copolymer; Polythiophene; Phase separation; X-RAY-SCATTERING; ORGANOSILICATE DIELECTRIC FILMS; WELL-DEFINED POLYTHIOPHENE; COPOLYMER THIN-FILMS; MICROPHASE SEPARATION; DIBLOCK COPOLYMERS; POLY(3-HEXYLTHIOPHENE); POLYMERIZATION; TRANSITIONS; MORPHOLOGY;
D O I
10.1016/j.polymer.2011.06.037
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 well-defined diblock copolythiophene, poly(3-hexylthiophene)-b-poly(3-(2-(2-(2-methoxyethoxy) ethoxy)ethoxy)methylthiophene) (P3HT-b-P3TEGT) was successfully synthesized by a Grignard metathesis (GRIM) polymerization. The structure of the block copolymer was confirmed by size exclusion chromatography (SEC), H-1 NMR spectroscopy, differential scanning calorimetry (DSC), ultraviolet-visible (UV-vis) spectroscopy and fluorescence spectroscopy. The self-assembled structure of the block copolythiophene was investigated by atomic force microscopy (AFM), transmission electron microscopy (TEM), small-angle X-ray scattering (SAXS), and synchrotron grazing incidence X-ray scattering (GIXS). These analyses found that the block components in films form vertically oriented lamellar structure via phase separation. Furthermore, both the phases were found to consist of molecular multi-layers respectively, in which the layers stack in the out-of-plane of the film. The P3HT phase exhibited crystalline, which is originated from the pi-pi stacked thiophene backbones. In contrast, the poly(3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)methylthiophene) (P3TEGT) phase revealed amorphous. Overall, the amphiphilic nature of P3HT-b-P3TEGT successfully demonstrated to lead to well-defined self-assembly structure in films. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3687 / 3695
页数:9
相关论文
共 41 条
[1]   Synthesis of well-defined polythiophene with oxyethylene side chain: Effect of phosphine ligands on catalyst-transfer polycondensation [J].
Adachi, Isao ;
Miyakoshi, Ryo ;
Yokoyama, Akihiro ;
Yokozawa, Tsutomu .
MACROMOLECULES, 2006, 39 (23) :7793-7795
[2]   Hierarchical Structure in Nanoscale Thin Films of a Poly(styrene-b-methacrylate grafted with POSS) (PS214-b-PMAPOSS27) [J].
Ahn, Byungcheol ;
Hirai, Tomoyasu ;
Jin, Sangwoo ;
Rho, Yecheol ;
Kim, Kwang-Woo ;
Kakimoto, Masa-aki ;
Gopalan, Padma ;
Hayakawa, Teruaki ;
Ree, Moonhor .
MACROMOLECULES, 2010, 43 (24) :10568-10581
[3]   NEW SEMICONDUCTOR-DEVICE PHYSICS IN POLYMER DIODES AND TRANSISTORS [J].
BURROUGHES, JH ;
JONES, CA ;
FRIEND, RH .
NATURE, 1988, 335 (6186) :137-141
[4]   Synthesis of Conjugated Polymers for Organic Solar Cell Applications [J].
Cheng, Yen-Ju ;
Yang, Sheng-Hsiung ;
Hsu, Chain-Shu .
CHEMICAL REVIEWS, 2009, 109 (11) :5868-5923
[5]   Direct Observation of Interfacial Morphology in Poly(3-hexylthiophene) Transistors: Relationship between Grain Boundary and Field-Effect Mobility [J].
Choi, Danbi ;
Jin, Sangwoo ;
Lee, Youngmin ;
Kim, Se Hyun ;
Chung, Dae Sung ;
Hong, Kipyo ;
Yang, Chanwoo ;
Jung, Jungwoon ;
Kim, Jin Kon ;
Ree, Moonhor ;
Park, Chan Eon .
ACS APPLIED MATERIALS & INTERFACES, 2010, 2 (01) :48-53
[6]   Alternating Copolymers Containing Bithiophene and Dialkoxynaphthalene for the Applications to Field Effect Transistor and Photovoltaic Cell: Performance and Stability [J].
Chung, Dae Sung ;
Park, Jong Won ;
Kim, Seul-Ong ;
Heo, Kyuyoung ;
Park, Chan Eon ;
Ree, Moonhor ;
Kim, Yun-Hi ;
Kwon, Soon-Ki .
CHEMISTRY OF MATERIALS, 2009, 21 (22) :5499-5507
[7]   Polystyrene-b-polyisoprene thin films with hexagonally perforated layer structure:: quantitative grazing-incidence X-ray scattering analysis [J].
Heo, Kyuyoung ;
Yoon, Jinhwan ;
Jin, Sangwoo ;
Kim, Jehan ;
Kim, Kwang-Woo ;
Shin, Tae Joo ;
Chung, Bonghoon ;
Chang, Taihyun ;
Ree, Moonhor .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2008, 41 :281-291
[8]   Experimental evidence for the quasi-"living" nature of the grignard metathesis method for the synthesis of regioregular poly(3-alkylthiophenes) [J].
Iovu, MC ;
Sheina, EE ;
Gil, RR ;
McCullough, RD .
MACROMOLECULES, 2005, 38 (21) :8649-8656
[9]   Detailed analysis of gyroid structures in diblock copolymer thin films with synchrotron grazing-incidence X-ray scattering [J].
Jin, Sangwoo ;
Yoon, Jinhwan ;
Heo, Kyuyoung ;
Park, Hae-Woong ;
Kim, Jehan ;
Kim, Kwang-Woo ;
Shin, Tae Joo ;
Chang, Taihyun ;
Ree, Moonhor .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2007, 40 :950-958
[10]   Synchrotron Grazing Incidence X-ray Scattering Study of the Morphological Structures in Thin Films of a Polymethacrylate Diblock Copolymer Bearing POSS Moieties [J].
Jin, Sangwoo ;
Hirai, Tomoyasu ;
Ahn, Byungcheol ;
Rho, Yecheol ;
Kim, Kwang-Woo ;
Kakimoto, Masa-aki ;
Gopalan, Padma ;
Hayakawa, Teruaki ;
Ree, Moonhor .
JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (24) :8033-8042