Role of Fluorine Interactions in the Self-Assembly of a Functionalized Anthradithiophene Monolayer on Au(111)

被引：11

作者：

Huston, Shawn M. ^{[2
]}

Wang, Jiuyang ^{[1
]}

Loth, Marsha A. ^{[3
]}

Anthony, John E. ^{[3
]}

Conrad, Brad R. ^{[2
]}

Dougherty, Daniel B. ^{[1
]}

机构：

[1] N Carolina State Univ, Dept Phys, Raleigh, NC 27695 USA

[2] Appalachian State Univ, Dept Phys & Astron, Boone, NC 28608 USA

[3] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA

来源：

JOURNAL OF PHYSICAL CHEMISTRY C | 2012年 / 116卷 / 40期

基金：

美国国家科学基金会;

关键词：

GENERALIZED GRADIENT APPROXIMATION; FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; STRUCTURAL MOTIF; HIGH-PERFORMANCE; PENTACENE; PSEUDOPOTENTIALS; THERMOCHEMISTRY; MOLECULES; EXCHANGE;

D O I：

10.1021/jp307539q

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：

Scanning tunneling microscopy studies of the first monolayer of 2,8-difluoro-5,11-(bis)triethylsilylethynyl anthradithiophene on Au(111) reveal two ordered structures with anthradithiophene planes parallel to the substrate. Submolecular resolution STM images demonstrate structures with a close approach of fluorine-sulfur and fluorine-fluorine atoms in the ordered structures. This provides evidence for the importance of noncovalent F-S and F-F in driving 2D self-assembly in the monolayer. Spectroscopic studies indicate a transport gap of 2.4 eV that is insensitive to the local domain structures, as expected for weak intermolecular interactions.

引用

页码：21465 / 21471

页数：7

共 45 条

[1] High-performance, solution-processed organic thin film transistors from a novel pentacene precursor [J].

Afzali, A ;

Dimitrakopoulos, CD ;

Breen, TL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (30) :8812-8813

[2] Electric field-induced isomerization of azobenzene by STM [J].

Alemani, Micol ;

Peters, Maike V. ;

Hecht, Stefan ;

Rieder, Karl-Heinz ;

Moresco, Francesca ;

Grill, Leonhard .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (45) :14446-14447

[3] Direct determination of the exciton binding energy of conjugated polymers using a scanning tunneling microscope [J].

Alvarado, SF ;

Seidler, PF ;

Lidzey, DG ;

Bradley, DDC .

PHYSICAL REVIEW LETTERS, 1998, 81 (05) :1082-1085

[4] Functionalized acenes and heteroacenes for organic electronics [J].

Anthony, John E. .

CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048

[5] Materials and Applications for Large Area Electronics: Solution-Based Approaches [J].

Arias, Ana Claudia ;

MacKenzie, J. Devin ;

McCulloch, Iain ;

Rivnay, Jonathan ;

Salleo, Alberto .

CHEMICAL REVIEWS, 2010, 110 (01) :3-24

[6] Fabrication of organic thin-film transistors by spray-deposition for low-cost, large-area electronics [J].

Azarova, Natalia A. ;

Owen, Jack W. ;

McLellan, Claire A. ;

Grimminger, Marsha A. ;

Chapman, Eric K. ;

Anthony, John E. ;

Jurchescu, Oana D. .

ORGANIC ELECTRONICS, 2010, 11 (12) :1960-1965

[7] DENSITY-FUNCTIONAL THERMOCHEMISTRY .1. THE EFFECT OF THE EXCHANGE-ONLY GRADIENT CORRECTION [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1992, 96 (03) :2155-2160

[8] DENSITY-FUNCTIONAL THERMOCHEMISTRY .2. THE EFFECT OF THE PERDEW-WANG GENERALIZED-GRADIENT CORRELATION CORRECTION [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1992, 97 (12) :9173-9177

[9] VAN DER WAALS VOLUMES + RADII [J].

BONDI, A .

JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) :441-+

[10] Two-dimensional structural motif in thienoacene semiconductors: Synthesis, structure, and properties of tetrathienoanthracene isomers [J].

Brusso, Jaclyn L. ;

Hirst, Oliver D. ;

Dadvand, Afshin ;

Ganesan, Srinivasan ;

Cicoira, Fabio ;

Robertson, Craig M. ;

Oakley, Richard T. ;

Rosei, Federico ;

Perepichkat, Dmitrii F. .

CHEMISTRY OF MATERIALS, 2008, 20 (07) :2484-2494

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