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Morphology and molecular orientation of thin-film bis(triisopropylsilylethynyl) pentacene

Published online by Cambridge University Press:  31 January 2011

Jihua Chen ,
David C. Martin  and
John E. Anthony
Jihua Chen
Affiliation:
Macromolecular Science and Engineering Center, Department of Materials Science and Engineering, The University of Michigan, Ann Arbor, Michigan 48109
David C. Martin*
Affiliation:
Macromolecular Science and Engineering Center, Department of Materials Science and Engineering, The University of Michigan, Ann Arbor, Michigan 48109
John E. Anthony
Affiliation:
Department of Chemistry, The University of Kentucky, Lexington, Kentucky 40506
*
a)Address all correspondence to this author. e-mail: milty@umich.edu
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Abstract

As a modification to the insoluble and herringbone-structured pentacene, bis(triisopropylsilylethynyl) (TIPS) pentacene has two bulky side groups, leading to good solubility in common organic solvents and regular π–π stacking arrangements in the crystalline state. Solution processing of TIPS–pentacene thin films was investigated as a function of various process parameters in this work. Electron diffraction results suggested that TIPS–pentacene molecules tended to align with the acene unit edge on to the substrate, touching down with their bulky side groups. In a TIPS–pentacene polycrystalline film, the long axis of individual crystallite is [2 1 0], while the shorter axis is [1 ¯20]. High-resolution electron microscopy was used to study the local crystal structure and characteristic defects of TIPS–pentacene thin films. Due to the nonaromatic side groups, TIPS–pentacene was found to be significantly more sensitive to the electron beam (critical dose Jc= 0.05 C/cm2at 300 kV) than pentacene itself (Jc= 0.2 C/cm2at 100 kV).

Keywords

Crystallographic structureThin filmTransmission electron microscopy (TEM)
Type
Articles
Information
Journal of Materials Research , Volume 22 , Issue 6 , June 2007 , pp. 1701 - 1709
Copyright
Copyright © Materials Research Society2007

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