Effects of Odd-Even Side Chain Length of Alkyl-Substituted Diphenylbithiophenes on First Monolayer Thin Film Packing Structure

被引：82

作者：

Akkerman, Hylke B. ^{[1
]}

Mannsfeld, Stefan C. B. ^{[2
]}

Kaushik, Ananth P. ^{[3
]}

Verploegen, Eric ^{[1
,2
]}

Burnier, Luc ^{[3
]}

Zoombelt, Arjan P. ^{[1
]}

Saathoff, Jonathan D. ^{[3
]}

Hong, Sanghyun ^{[1
]}

Atahan-Evrenk, Sule ^{[4
]}

Liu, Xueliang ^{[4
]}

Aspuru-Guzik, Alan ^{[4
]}

Toney, Michael F. ^{[2
]}

Clancy, Paulette ^{[3
]}

Bao, Zhenan ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem Engn, Stanford, CA 94305 USA

[2] Stanford Synchrotron Radiat Lab, Menlo Pk, CA 94025 USA

[3] Cornell Univ, Sch Chem & Biomol Engn, Ithaca, NY 14853 USA

[4] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 30期

基金：

美国国家科学基金会;

关键词：

SELF-ASSEMBLED MONOLAYERS; FIELD-EFFECT MOBILITY; MOLECULAR-ORBITAL METHODS; CHARGE-TRANSPORT; HIGH-PERFORMANCE; ORGANIC SEMICONDUCTORS; PENTACENE; TRANSISTORS; MORPHOLOGY; DENSITY;

D O I：

10.1021/ja400015e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Because of their preferential two-dimensional layer-by-layer growth in thin films, 5,5'bis(4-alkylphenyl)-2,2'-bithiophenes (P2TPs) are model compounds for studying the effects of systematic chemical structure variations on thin-film structure and morphology, which in turn, impact the charge transport in organic field-effect transistors. For the first time, we observed, by grazing incidence X-ray diffraction (GIXD), a strong change in molecular tilt angle in a monolayer of P2TP, depending on whether the alkyl chain on the P2TP molecules was of odd or even length. The monolayers were deposited on densely packed ultrasmooth self-assembled alkane silane modified SiO2 surfaces. Our work shows that a subtle change in molecular structure can have a significant impact on the molecular packing structure in thin film, which in turn, will have a strong impact on charge transport of organic semiconductors. This was verified by quantum-chemical calculations that predict a corresponding oddeven effect in the strength of the intermolecular electronic coupling.

引用

页码：11006 / 11014

页数：9

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