A-Type regioregular oligothiophenes: Synthesis and second-order NLO properties

被引:45
作者
Zrig, Samia
Koeckelberghs, Guy
Verbiest, Thierry
Andrioletti, Bruno
Rose, Eric
Persoons, Andre
Asselberghs, Inge
Clays, Koen
机构
[1] Univ Paris 06, CNRS, UMR 7611, Lab Chim Organ,Inst Chim Mol FR 2769, F-75252 Paris 05, France
[2] Katholieke Univ Leuven, Dept Chem, Lab Mol Elect & Photon, B-3001 Heverlee, Belgium
关键词
D O I
10.1021/jo070888a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a new series of Lambda-type, D-Pi-A regioregular oligothiophenes is described. The simultaneous presence of the chiral centers and the Lambda-type structure disfavored the formation of centro-symmetrical dimeric assemblies. Hence, enhanced first hyperpolarizabilities beta(HRS) were measured in comparison with those of the corresponding monomers.
引用
收藏
页码:5855 / 5858
页数:4
相关论文
共 30 条
[1]   Synthesis and relative thermal stabilities of diphenylamino- vs piperidinyl-substituted bithiophene chromophores for nonlinear optical materials [J].
Bedworth, PV ;
Cai, YM ;
Jen, A ;
Marder, SR .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06) :2242-2246
[2]   Molecular salts with diquat-based electron acceptors for nonlinear optics [J].
Coe, BJ ;
Harris, JA ;
Brunschwig, BS ;
Garín, J ;
Orduna, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3284-3285
[3]   Novel chiral bis-dipolar 6,6'-disubstituted binaphthol derivatives for second-order nonlinear optics. Synthesis and linear and nonlinear optical properties [J].
Deussen, HJ ;
Hendrickx, E ;
Boutton, C ;
Krog, D ;
Clays, K ;
Bechgaard, K ;
Persoons, A ;
Bjornholm, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (29) :6841-6852
[4]  
Hartwig J. F., 1995, TETRAHEDRON LETT, V36, P3609
[5]   RELATIONSHIP BETWEEN OPTICAL SECOND HARMONIC GENERATION + ELECTRO-OPTIC EFFECT IN MOLECULAR CRYSTAL HEXAMINE [J].
HEILMEIER, GH ;
OCKMAN, N ;
BRAUNSTEIN, R ;
KRAMER, DA .
APPLIED PHYSICS LETTERS, 1964, 5 (11) :229-&
[6]   Hyper-Rayleigh Scattering in isotropic solution [J].
Hendrickx, E ;
Clays, K ;
Persoons, A .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (10) :675-683
[7]  
Heyde C, 2000, EUR J ORG CHEM, V2000, P3273
[8]   About supramolecular assemblies of π-conjugated systems [J].
Hoeben, FJM ;
Jonkheijm, P ;
Meijer, EW ;
Schenning, APHJ .
CHEMICAL REVIEWS, 2005, 105 (04) :1491-1546
[9]   DESIGN AND CONSTRUCTION OF MOLECULAR ASSEMBLIES WITH LARGE 2ND-ORDER OPTICAL NONLINEARITIES - QUANTUM-CHEMICAL ASPECTS [J].
KANIS, DR ;
RATNER, MA ;
MARKS, TJ .
CHEMICAL REVIEWS, 1994, 94 (01) :195-242
[10]  
KINBINGER AFM, 2000, J AM CHEM SOC, V122, P1820