Imidazole as a parent π-conjugated backbone in charge-transfer chromophores

被引:147
作者
Kulhanek, Jiri [1 ]
Bures, Filip [1 ]
机构
[1] Univ Pardubice, Inst Organ Chem & Technol, Fac Chem Technol, CZ-53210 Pardubice, Czech Republic
关键词
charge transfer; chromophore; conjugation; donor-acceptor system; imidazole; NONLINEAR-OPTICAL CHROMOPHORES; HIGH THERMAL-STABILITY; SOLAR-CELLS; ELECTROCHEMICAL PROPERTIES; BENZIMIDAZOLE CHROMOPHORES; 4,5-DICYANOIMIDAZOLE UNIT; PHOTOPHYSICAL PROPERTIES; 1ST HYPERPOLARIZABILITY; DIAMINO CHROMOPHORES; ORGANIC ELECTRONICS;
D O I
10.3762/bjoc.8.4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Research activities in the field of imidazole-derived push-pull systems featuring intramolecular charge transfer (ICT) are reviewed. Design, synthetic pathways, linear and nonlinear optical properties, electrochemistry, structure-property relationships, and the prospective application of such D-pi-A organic materials are described. This review focuses on Y-shaped imidazoles, bi- and diimidazoles, benzimidazoles, bis(benzimidazoles), imidazole-4,5-dicarbonitriles, and imidazole-derived chromophores chemically bound to a polymer chain.
引用
收藏
页码:25 / 49
页数:25
相关论文
共 132 条
[1]   Manipulation of dipole moment and hyperpolarizability based on heterocyclic pyridinium betaine structures: Ab initio and INDO/S MO calculations [J].
Abe, J ;
Shirai, Y ;
Nemoto, N ;
Nagase, Y .
JOURNAL OF PHYSICAL CHEMISTRY B, 1997, 101 (10) :1910-1915
[2]   POLYMERS CONTAINING CYANOIMIDAZOLE PENDANT GROUPS [J].
ALLAN, DS ;
THURBER, EL ;
RASMUSSEN, PG .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1990, 28 (09) :2475-2483
[3]   ELECTRON-DONORS AND CYANOIMIDAZOLE ACCEPTORS - CYCLIC VOLTAMMETRY AND MOLECULAR ORBITAL STUDY [J].
ALLAN, DS ;
BERGSTROM, DF ;
RASMUSSEN, PG .
SYNTHETIC METALS, 1988, 25 (02) :139-155
[4]  
[Anonymous], J LIEBIGS ANN CHEM, DOI DOI 10.1002/JLAC.18581070209
[5]   SYNTHESIS AND PROPERTIES OF NEW DERIVATIVES OF 4,5-DICYANOIMIDAZOLE AND 4,4',5,5'-TETRACYANO-2,2'-BIIMIDAZOLE [J].
APEN, PG ;
RASMUSSEN, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6178-6187
[6]   SYNTHESIS AND CHARACTERIZATION OF POLY(4-VINYLPYRIDINE) SUBSTITUTED WITH A NOVEL BETAINE SALT DERIVED FROM 4,5-DICYANOIMIDAZOLE [J].
APEN, PG ;
RASMUSSEN, PG .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1992, 30 (02) :203-210
[7]  
APEN PG, 1989, HETEROCYCLES, V29, P1325
[8]   Synthesis and spectral-luminescence properties of aromatic polyamides and polyesters with chromophores in the polymer main chain [J].
Barashkov, NN ;
Novikova, TS ;
Guerrero, DJ ;
Ferraris, JP .
SYNTHETIC METALS, 1995, 75 (03) :241-248
[9]   Synthesis and characterization of novel (oligo)thienyl-imidazo-phenanthrolines as versatile π-conjugated systems for several optical applications [J].
Batista, Rosa M. F. ;
Costa, Susana P. G. ;
Belsley, M. ;
Lodeiro, Carlos ;
Raposo, M. Manuela M. .
TETRAHEDRON, 2008, 64 (39) :9230-9238
[10]   Synthesis and second-order nonlinear optical properties of new chromophores containing benzimidazole, thiophene, and pyrrole heterocycles [J].
Batista, Rosa M. F. ;
Costa, Susana P. G. ;
Belsley, M. ;
Raposo, M. Manuela M. .
TETRAHEDRON, 2007, 63 (39) :9842-9849