Facile Synthesis of 2,6-Disubstituted Benzobisthiazoles: Functional Monomers for the Design of Organic Semiconductors

被引:35
作者
Mike, Jared F. [1 ]
Inteman, Jeremy J. [1 ]
Ellern, Arkady [1 ]
Jeffries-EL, Malika [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50010 USA
基金
美国国家科学基金会;
关键词
RIGID-ROD; OPTICAL-PROPERTIES; POLYMER; UNITS; POLYBENZOXAZOLES; TRANSPORT;
D O I
10.1021/jo9023864
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of several synthetically useful 2,6-disubstituted benzobisthiazoles is described. The method is based oil the Lewis acid-catalyzed ring-closing reaction between Substituted orthoesters and diamino benzene dithiol. The resulting benzobisthiazoles are obtained cleanly and in good yields, These materials are of interest for the development of new organic semiconductors.
引用
收藏
页码:495 / 497
页数:3
相关论文
共 23 条
[1]   Polybenzobisazoles are efficient electron transport materials for improving the performance and stability of polymer light-emitting diodes [J].
Alam, MM ;
Jenekhe, SA .
CHEMISTRY OF MATERIALS, 2002, 14 (11) :4775-4780
[2]  
Babel A, 2002, J PHYS CHEM B, V106, P6129, DOI [10.1021/jp020695l, 10.1021/jp0206951]
[3]  
EVERS RC, 1989, MATER RES SOC S P, V134, P141
[4]   The path to ubiquitous and low-cost organic electronic appliances on plastic [J].
Forrest, SR .
NATURE, 2004, 428 (6986) :911-918
[5]  
IMAI Y, 1965, MAKROMOLEKUL CHEM, V83, P167
[6]  
Imai Y, 2000, MACROMOL CHEM PHYSIC, V201, P2251, DOI 10.1002/1521-3935(20001101)201:17<2251::AID-MACP2251>3.0.CO
[7]  
2-W
[8]   ENHANCEMENT OF LUMINESCENCE IN POLYMER NANOCOMPOSITES [J].
JENEKHE, SA ;
OSAHENI, JA .
CHEMISTRY OF MATERIALS, 1994, 6 (11) :1906-1909
[9]   NONLINEAR OPTICAL-PROPERTIES OF POLY(PARA-PHENYLENEBENZOBISOXAZOLE) [J].
JENEKHE, SA ;
OSAHENI, JA ;
METH, JS ;
VANHERZEELE, H .
CHEMISTRY OF MATERIALS, 1992, 4 (03) :683-687
[10]   NEW POLYMER SYNTHESES .74. POLYBISOXAZOLES DERIVED FROM BISALKOXY- OR BISALKYLTHIO-TEREPHTHALIC ACID [J].
KRICHELDORF, HR ;
DOMSCHKE, A .
POLYMER, 1994, 35 (01) :198-203