Tricyanovinyl-substituted oligothiophenes

被引：51

作者：

Bader, MM

Custelcean, R

Ward, MD

机构：

[1] Penn State Univ, Dept Chem, Hazleton, PA 18202 USA

[2] Univ Minnesota, Dept Chem Engn & Mat, Minneapolis, MN 55455 USA

来源：

CHEMISTRY OF MATERIALS | 2003年 / 15卷 / 03期

基金：

美国国家科学基金会;

关键词：

NONLINEAR-OPTICAL CHROMOPHORES; ORGANIC-INORGANIC PEROVSKITES; SINGLE-CRYSTAL; CONJUGATED OLIGOMERS; HIGHLY EFFICIENT; PI-STACKING; DESIGN; GROWTH;

D O I：

10.1021/cm025628i

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We describe the syntheses and electrochemical properties of four oligothiophene derivatives endowed with the tricyanovinyl (TCV) group, which facilitates reduction and promotes π-stacking, suggesting these materials may be suitable for n-type, and possibly ambipolar, transport. Compound 1 crystallizes in the noncentrosymmetric, orthorhombic Pna21 space group. Compound 2, however, crystallizes in the monoclinic P21/c space group. All compounds showed reversible reduction potentials, lower than those of the parent oligothiophenes by almost 2 V.

引用

页码：616 / 618

页数：3

共 46 条

[1] Ames S. P., 1994, ACTA CRYSTALLOGR C, V50, P1945
[2] [Anonymous], 1999, TIT
[3] Antolini L, 1998, ADV MATER, V10, P382, DOI 10.1002/(SICI)1521-4095(199803)10:5<382::AID-ADMA382>3.0.CO
[4] 2-Y
[5] Oligothiophenes end-capped by nitriles. Preparation and crystal structures of alpha,omega-dicyanooligothiophenes NC(C4H2S)(n)CN (n=3-6)
Barclay, TM
Cordes, AW
MacKinnon, CD
Oakley, RT
Reed, RW
[J]. CHEMISTRY OF MATERIALS, 1997, 9 (04) : 981 - 990
[6] Donor-acceptor-substituted phenylethenyl bithiophenes:: Highly efficient and stable nonlinear optical chromophores
Cai, CZ
Liakatas, I
Wong, MS
Bösch, M
Bosshard, C
Gunter, P
Concilio, S
Tirelli, N
Suter, UW
[J]. ORGANIC LETTERS, 1999, 1 (11) : 1847 - 1849
[7] REDETERMINATION OF 2,2'-BITHIOPHENE
CHALONER, PA
GUNATUNGA, SR
HITCHCOCK, PB
[J]. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1994, 50 : 1941 - 1942
[8] Synthesis of substituted oligothiophenes and x-ray crystal structures of 3'-methyl-2,2':5',2''-terthiophene, 3,3''-dimethyl-2,2':5',2''-terthiophene and 5'-(2-thienyl)-2,2':3',2''-terthiophene
Chaloner, PA
Gunatunga, SR
Hitchcock, PB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (08): : 1597 - 1604
[9] Electronic structure of the pentacene single crystal:: Relation to transport properties
Cornil, J
Calbert, JP
Brédas, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (06) : 1250 - 1251
[10] Dalton L, 2002, ADV POLYM SCI, V158, P1

← 1 2 3 4 5 →