New building unit for rigid and coplanar oligo-aromatic molecular wires with insulating mantel

被引:19
作者
Tanaka, S [1 ]
Yamashita, Y [1 ]
机构
[1] Inst Mol Sci, Okazaki, Aichi 4448585, Japan
关键词
heterocyle synthesis; polythiophene and derivatives; special-purpose functionalized conjugated polymers; semi-empirical models and model calculations;
D O I
10.1016/S0379-6779(98)00549-9
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Molecular-scale electronic wires should consist of i) a highly-conjugated backbone for electron transport and ii) an insulating mantle to prevent unfavorable inter-chain hopping of the charges. We present a promising building block for this class of molecular wires; N-silyl-protected 3',4',3 ",4 "-tetraaminoquaterthiophene. This molecule has a rigid and coplanar main chain surrounded by the electrically-inert alkyl groups of the substituents, MO calculations indicate that, in this system, the inter-unit steric repulsion prevents the conformational defects of the conjugated backbone.
引用
收藏
页码:532 / 533
页数:2
相关论文
共 11 条
[1]   Functionalization of sexithiophene with electron-donating methylsulphanyl groups [J].
Barbarella, G ;
Zambianchi, M ;
DiToro, R ;
Colonna, M ;
Antolini, L ;
Bongini, A .
ADVANCED MATERIALS, 1996, 8 (04) :327-331
[2]   Conformational analysis of 3,3'-, 3,4'- and 4,4'-dimethoxy-2,2'-bithiophenes as models for related polymers [J].
Bongini, A ;
Brioni, F ;
Panunzio, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (05) :927-929
[3]   PUSH-PULL SUBSTITUTED POLYTHIOPHENES - TOWARDS CHARGE CONFINEMENT IN MOLECULAR QUANTUM-WELLS [J].
DEMANZE, F ;
YASSAR, A ;
GARNIER, F .
ADVANCED MATERIALS, 1995, 7 (11) :907-&
[4]   SILICON IN SYNTHESIS - STABASE ADDUCTS - A NEW PRIMARY AMINE PROTECTING GROUP - ALKYLATION OF ETHYL GLYCINATE [J].
DJURIC, S ;
VENIT, J ;
MAGNUS, P .
TETRAHEDRON LETTERS, 1981, 22 (19) :1787-1790
[5]   IMINE-BRIDGED PLANAR POLY(P-PHENYLENE) DERIVATIVES FOR MAXIMIZATION OF EXTENDED PI-CONJUGATION - THE COMMON INTERMEDIATE APPROACH [J].
LAMBA, JJS ;
TOUR, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) :11723-11736
[6]   Synthesis and characterization of alpha,alpha'-bis (aminomethyl)oligothiophenes and their related compounds [J].
Muguruma, H ;
Saito, T ;
Sasaki, S ;
Hotta, S ;
Karube, I .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (01) :173-178
[7]   Poly(2-alkylpyrrolo[3.4-c]-1,3-(2H,5H)dioxopyrrole-4,6-diyl)s. A novel class of intramolecularly hydrogen-bonded, conjugated polymers [J].
Pollack, SK ;
Hijji, YM ;
Kgobane, B .
MACROMOLECULES, 1997, 30 (21) :6709-6711
[8]   AN EFFICIENT STRATEGY TOWARDS SMALL BANDGAP POLYMERS - THE RIGIDIFICATION OF THE PI-CONJUGATED SYSTEM [J].
RONCALI, J ;
THOBIEGAUTIER, C .
ADVANCED MATERIALS, 1994, 6 (11) :846-848
[9]   Alternating copolymer of pyrrole and 2,1,3-benzothiadiazole [J].
vanMullekom, HAM ;
Vekemans, JAJM ;
Meijer, EW .
CHEMICAL COMMUNICATIONS, 1996, (18) :2163-2164
[10]   pi-conjugated and light emitting poly(4,4'-dialkyl-2,2'-bithiazole-5,5'-diyl)s and their analogues comprised of electron-accepting five-membered rings. Preparation, regioregular structure, face-to-face stacking, and electrochemical and optical properties [J].
Yamamoto, T ;
Suganuma, H ;
Maruyama, T ;
Inoue, T ;
Muramatsu, Y ;
Arai, M ;
Komarudin, D ;
Ooba, N ;
Tomaru, S ;
Sasaki, S ;
Kubota, K .
CHEMISTRY OF MATERIALS, 1997, 9 (05) :1217-1225