Small band gap oligothieno[3,4-b]pyrazines

被引：32

作者：

Karsten, Bram P. ^{[1
]}

Janssen, Rene A. J. ^{[1
]}

机构：

[1] Eindhoven Univ Technol, POB 513, NL-5600 MB Eindhoven, Netherlands

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 16期

关键词：

D O I：

10.1021/ol8012638

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and the optical and electrochemical properties of thiophene end capped oligo(2,3-alkylthieno[3,4-b]pyrazine)s are presented. The optical absorption rapidly shifts to lower energies with increasing chain length, caused in almost equal amounts by a rise of the HOMO and a lowering of the LUMO levels. The optical band gap of the polymer is estimated to be 1.13 +/- 0.07 eV. Extrapolated redox potentials indicate that the polymer is a small band gap p-type material.

引用

页码：3513 / 3516

页数：4

共 29 条

[1]

[Anonymous], 2007, POLYM PREP

[2] TOWARDS ORGANIC POLYMERS WITH VERY SMALL INTRINSIC BAND-GAPS .1. ELECTRONIC-STRUCTURE OF POLYISOTHIANAPHTHENE AND DERIVATIVES [J].

BREDAS, JL ;

HEEGER, AJ ;

WUDL, F .

JOURNAL OF CHEMICAL PHYSICS, 1986, 85 (08) :4673-4678

[3] Low band gap polymers for organic photovoltaics [J].

Bundgaard, Eva ;

Krebs, Frederik C. .

SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2007, 91 (11) :954-985

[4] Extended photocurrent spectrum of a low band gap polymer in a bulk heterojunction solar cell [J].

Campos, LM ;

Tontcheva, A ;

Günes, S ;

Sonmez, G ;

Neugebauer, H ;

Sariciftci, NS ;

Wudl, F .

CHEMISTRY OF MATERIALS, 2005, 17 (16) :4031-4033

[5] Evidence of quinonoid structures in the vibrational spectra of thiophene based conducting polymers: Poly(thiophene), poly(thieno[3,4-b]benzene), and poly(thieno[3,4-b]pyrazine) [J].

Cuff, L ;

Kertesz, M .

JOURNAL OF CHEMICAL PHYSICS, 1997, 106 (13) :5541-5553

[6]

Dhanabalan A, 2001, ADV FUNCT MATER, V11, P255, DOI 10.1002/1616-3028(200108)11:4<255::AID-ADFM255>3.0.CO

[7]

2-I

[8] LOW-BANDGAP CONJUGATED POLYMERS - A JOINT EXPERIMENTAL AND THEORETICAL-STUDY OF THE STRUCTURE OF POLYISOTHIANAPHTHENE [J].

HOOGMARTENS, I ;

ADRIAENSENS, P ;

VANDERZANDE, D ;

GELAN, J ;

QUATTROCCHI, C ;

LAZZARONI, R ;

BREDAS, JL .

MACROMOLECULES, 1992, 25 (26) :7347-7356

[9] RAMAN-SPECTRA OF POLY(2,3-R,R-THIENO[3,4-B]PYRAZINE) - A NEW LOW-BAND-GAP POLYMER [J].

KASTNER, J ;

KUZMANY, H ;

VEGH, D ;

LANDL, M ;

CUFF, L ;

KERTESZ, M .

MACROMOLECULES, 1995, 28 (08) :2922-2929

[10] A second look at polythieno[3,4-b]pyrazines:: Chemical vs electrochemical polymerization and its effect on band gap [J].

Kenning, DD ;

Rasmussen, SC .

MACROMOLECULES, 2003, 36 (17) :6298-6299

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