Solvent effect on the self-assembled structure of an amphiphilic perylene diimide derivative

被引：75

作者：

Yang, Xin ^{[1
]}

Xu, Xiaohe ^{[1
]}

Ji, Hai-Feng ^{[1
]}

机构：

[1] Louisiana Tech Univ, Inst Micromfg, Dept Chem, Ruston, LA 71272 USA

来源：

JOURNAL OF PHYSICAL CHEMISTRY B | 2008年 / 112卷 / 24期

关键词：

D O I：

10.1021/jp801413k

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An amphiphilic electron-deficient (n-type) perylene diimide has been synthesized and characterized. The diimide contains a hydrophobic long chain on one end and a hydrophilic ethoxy chain on the other. The self-assembly of this molecule in polar and nonpolar. solvents has been demonstrated by concentration- and temperature-dependent absorption and fluorescence spectroscopies. Analysis of the spectral change for the aggregates shows typical J-aggregates for structures precipitated from polar solvents and H-aggregates for structures precipitated from nonpolar solvents. SEM and TEM micrographs and a suggested packing scheme, compatible with the formation of nanostrips in nonpolar solvents, and nanofibers in polar solvents, are presented.

引用

页码：7196 / 7202

页数：7

共 19 条

[1] Nanobelt self-assembly from an organic n-type semiconductor: Propoxyethyl-PTCDI [J].

Balakrishnan, K ;

Datar, A ;

Oitker, R ;

Chen, H ;

Zuo, JM ;

Zang, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (30) :10496-10497

[2] Effect of side-chain substituents on self-assembly of perylene diimide molecules: Morphology control [J].

Balakrishnan, Kaushik ;

Datar, Aniket ;

Naddo, Tammene ;

Huang, Jialing ;

Oitker, Randy ;

Yen, Max ;

Zhao, Jincai ;

Zang, Ling .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (22) :7390-7398

[3] The importance of nanoscopic ordering on the kinetics of photoinduced charge transfer in aggregated π-conjugated hydrogen-bonded donor-acceptor systems [J].

Beckers, Edwin H. A. ;

Chen, Zhijian ;

Meskers, Stefan C. J. ;

Jonkheijm, Pascal ;

Schenning, Albertus P. H. J. ;

Li, Xue-Qing ;

Osswald, Peter ;

Wuerthner, Frank ;

Janssen, Rene A. J. .

JOURNAL OF PHYSICAL CHEMISTRY B, 2006, 110 (34) :16967-16978

[4] Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].

Bendikov, M ;

Wudl, F ;

Perepichka, DF .

CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945

[5] Fabrication of field-effect transistors from hexathiapentacene single-crystal nanowires [J].

Briseno, Alejandro L. ;

Mannsfeld, Stefan C. B. ;

Lu, Xianmao ;

Xiong, Yujie ;

Jenekhe, Samson A. ;

Bao, Zhenan ;

Xia, Younan .

NANO LETTERS, 2007, 7 (03) :668-675

[6] Self-assembled fibers of a discotic phthalocyanine derivative: Internal structure, tailoring of geometry, and alignment by a direct current electric field [J].

Duzhko, Volodimyr ;

Singer, Kenneth D. .

JOURNAL OF PHYSICAL CHEMISTRY C, 2007, 111 (01) :27-31

[7] 2D-Structures of quadruple hydrogen bonded oligo(p-phenylenevinylene)s on graphite:: Self-assembly behavior and expression of chirality [J].

Gesquière, A ;

Jonkheijm, P ;

Hoeben, FJM ;

Schenning, APHJ ;

De Feyter, S ;

De Schryver, FC ;

Meijer, EW .

NANO LETTERS, 2004, 4 (07) :1175-1179

[8]

Glusen K, 1991, LIQ CRYST, V10, P147

[9] A 160-kilobit molecular electronic memory patterned at 1011 bits per square centimetre [J].

Green, Jonathan E. ;

Choi, Jang Wook ;

Boukai, Akram ;

Bunimovich, Yuri ;

Johnston-Halperin, Ezekiel ;

DeIonno, Erica ;

Luo, Yi ;

Sheriff, Bonnie A. ;

Xu, Ke ;

Shin, Young Shik ;

Tseng, Hsian-Rong ;

Stoddart, J. Fraser ;

Heath, James R. .

NATURE, 2007, 445 (7126) :414-417

[10]

HERRIKHUYZEN JV, 2004, J AM CHEM SOC, V126, P10021

← 1 2 →