Electronic Structure and Molecular Packing of Regiosymmetric Oligo(3-methylthiophenes)†

doi:10.7503/cjcu20140276

Abstract

Abstract:

The electronic structure and molecular packing of novel oligo(3-methylthiophenes), that is dimer(Br2MT) and tetramer(Br4MT), with highly regiosymmetric structure were synthesized and investigated. The maximum UV absorption band of Br4MT in dilute chloroform solution was found at 331 nm, exhibiting a red shift of 60 nm to that of Br2MT chloroform solution. An increased π-orbital overlap and large Stokes shift were observed in the electronic spectra of Br2MT and Br4MT. As identified by wide-angle X-ray structure analysis, the π-stacking distance in the crystals of the oligo(3-methylthiophenes) gave 0.08 nm lower than that of poly(3-alkylthiophenes). The molecular packing arrangements showed a well-ordered lamellar structure resulting from strongly π-stacking of the thiophene rings. The electronic structure and molecular packing of the regiosymmetric oligo(3-methylthiophenes) were favorable for the enhancement of charge transport properties.

Key words: Oligo(3-methylthiophenes), Regiosymmetric structure, Electronic structure, Molecular packing

CLC Number:

O626

TrendMD:

ZHOU Bing, LIU Chuanlin, YANG Jiping, CHEN Gong, HUANG Pengcheng. Electronic Structure and Molecular Packing of Regiosymmetric Oligo(3-methylthiophenes)^†[J]. Chem. J. Chinese Universities, 2014, 35(12): 2593.

Figures/Tables 3

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