Synthesis, physical properties and self-assembly of conjugated donor-acceptor system based on tetrathiafulvalene and functionalized with binding sites

被引：12

作者：

Jia, Chunyang ^{[1
]}

Zhang, Jiaqiang ^{[1
,2
]}

Bai, Jingying ^{[2
]}

Zhang, Ligong ^{[2
]}

Wan, Zhongquan ^{[1
]}

Yao, Xiaojun ^{[3
]}

机构：

[1] Univ Elect Sci & Technol China, State Key Lab Elect Thin Films & Integrated Devic, Sch Microelect & Solid State Elect, Chengdu 610054, Peoples R China

[2] China Acad Space Technol, Beijing 100190, Peoples R China

[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Sch Chem & Chem Engn, Lanzhou 730000, Peoples R China

来源：

DYES AND PIGMENTS | 2012年 / 94卷 / 03期

基金：

中国国家自然科学基金;

关键词：

Tetrathiafulvalene (TTF); Donor-acceptor; Binding group; Intramolecular charge transfer; Self-assembly; Density functional theory (DFT); INTRAMOLECULAR CHARGE-TRANSFER; ELECTRON-TRANSFER; ORGANIC CONDUCTORS; TTF DERIVATIVES; QUINONE UNITS; COORDINATION; COPOLYMERS; MOLECULES; SENSORS; TCNQ;

D O I：

10.1016/j.dyepig.2012.02.008

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A novel pi-conjugated donor-acceptor compound (1) based on tetrathiafulvalene (TIT), which is functionalized with dipyridine, has been designed and synthesized. Spectroscopic and electrochemical behaviors of compound 1 demonstrate that the donor (TTF) unit strongly interacts with the electron-accepting group through the heteroaromatic bridge. The interaction of compound 1 with metallic ions can cause remarkable changes in the absorption and fluorescence spectra. OFT calculations reveal that the pyrazine ring is almost coplanar with the TTF plane, which is beneficial to the donor and acceptor electronic communication. Additionally, compound 1 can be self-assembled into nanostructures with smooth surface, hecto-nanometers in width and deca-micrometers in length. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：403 / 409

页数：7

共 49 条

[1] Acetylenic tetrathiafulvalene-dicyanovinyl donor-acceptor chromophores [J].

Andersson, Asbjorn Sune ;

Diederich, Francois ;

Nielsen, Mogens Brondsted .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (17) :3474-3480

[2] Tetrathiafulvalene-imine-pyridine assemblies for Pb2+ recognition [J].

Balandier, Jean-Yves ;

Belyasmine, Ahmed ;

Salle, Marc .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (02) :269-276

[3] Tetrathiafulvalene diindolylquinoxaline: a dual signaling anion receptor with phosphate selectivity [J].

Bejger, Christopher ;

Park, Jung Su ;

Silver, Eric S. ;

Sessler, Jonathan L. .

CHEMICAL COMMUNICATIONS, 2010, 46 (41) :7745-7747

[4] Synthesis and characterization of TTF-type precursors for the construction of conducting and magnetic molecular materials [J].

Bouguessa, S ;

Gouasmia, AK ;

Golhen, S ;

Ouahab, L ;

Fabre, JM .

TETRAHEDRON LETTERS, 2003, 44 (52) :9275-9278

[5] Porphyrins as light harvesters in the dye-sensitised TiO2 solar cell [J].

Campbell, WM ;

Burrell, AK ;

Officer, DL ;

Jolley, KW .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (13-14) :1363-1379

[6] Tetrathiafulvalene (TTF) derivatives: key building-blocks for switchable processes [J].

Canevet, David ;

Salle, Marc ;

Zhang, Guanxin ;

Zhang, Deqing ;

Zhu, Daoben .

CHEMICAL COMMUNICATIONS, 2009, (17) :2245-2269

[7] New organic light-emitting materials: Synthesis, thermal, photophysical, electrochemical, and electroluminescent properties [J].

Chen, Shiyan ;

Xu, Xinjun ;

Liu, Yunqi ;

Qiu, Wenfeng ;

Yu, Gui ;

Wang, Huaping ;

Zhu, Daoben .

JOURNAL OF PHYSICAL CHEMISTRY C, 2007, 111 (02) :1029-1034

[8] Hierarchical supramolecular self-assembly of nanotubes and layered sheets [J].

Chen, Yulan ;

Zhu, Bo ;

Zhang, Fan ;

Han, Yang ;

Bo, Zhishan .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (32) :6015-6018

[9] Optical properties of two-dimensional organic conductors: Signatures of charge ordering and correlation effects [J].

Dressel, M ;

Drichko, N .

CHEMICAL REVIEWS, 2004, 104 (11) :5689-5715

[10] New TTF derivatives: several molecular logic gates based on their switchable fluorescent emissions [J].

Fang, Chen-Jie ;

Zhu, Zhi ;

Sun, Wei ;

Xu, Chun-Hu ;

Yan, Chun-Hua .

NEW JOURNAL OF CHEMISTRY, 2007, 31 (04) :580-586

← 1 2 3 4 5 →