Fluorine Substitution of Hexa-peri-hexabenzocoronene: Change in Growth Mode and Electronic Structure

被引：12

作者：

Entani, Shiro ^{[1
]}

Kaji, Toshihiko ^{[2
]}

Ikeda, Susumu ^{[1
]}

Mori, Tomohiko ^{[3
]}

Kikuzawa, Yoshihiro ^{[3
]}

Takeuchi, Hisato ^{[3
]}

Saiki, Koichiro ^{[1
,2
]}

机构：

[1] Univ Tokyo, Dept Complex Sci & Engn, Grad Sch Frontier Sci, Chiba 2778561, Japan

[2] Univ Tokyo, Dept Chem, Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan

[3] Toyota Cent Res & Dev Labs Inc, Aichi 4801192, Japan

来源：

JOURNAL OF PHYSICAL CHEMISTRY C | 2009年 / 113卷 / 15期

关键词：

THIN-FILM TRANSISTORS; ORGANIC-ORGANIC INTERFACES; FIELD-EFFECT TRANSISTORS; KELVIN PROBE METHOD; SEMICONDUCTORS; ENERGY; PHTHALOCYANINE; CRYSTALS; MOBILITY;

D O I：

10.1021/jp808861y

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：

We have studied the effect of fluorine substitution on growth mode and electronic structure of hexa-peri-hexabenzocoronene (C42H18, HBC). Fluorinated-HBC, 2,5,8,11,14,17-hexafluoro-hexa-peri-hexabenzocoronene (C42F6H12, 6F-HBC), grew epitaxially on a Cu(111) single-crystal surface, similar to HBC. Higher crystalline films with rather flat surfaces were obtained for 6F-HBC than for HBC due to the attractive intermolecular C-H center dot center dot center dot F-C interaction. Electron spectroscopy measurements of HBC and 6F-HBC films indicated that fluorination causes energy shifts of molecular orbitals to higher binding energies and increase of the work function. Thickness dependence spectroscopic measurements revealed that the interface dipole and the ionization potential are drastically increased in 6F-HBC/Cu(111), which is favorable for n-type electric conduction through the decrease of electron injection barrier to LUMO.

引用

页码：6202 / 6207

页数：6

共 39 条

[1]

[Anonymous], UNPUB

[2] New air-stable n-channel organic thin film transistors [J].

Bao, ZA ;

Lovinger, AJ ;

Brown, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) :207-208

[3] Phenyl-perfluorophenyl stacking interactions: A new strategy for supermolecule construction [J].

Coates, GW ;

Dunn, AR ;

Henling, LM ;

Dougherty, DA ;

Grubbs, RH .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (03) :248-251

[4]

Facchetti A, 2000, ANGEW CHEM INT EDIT, V39, P4547, DOI 10.1002/1521-3773(20001215)39:24<4547::AID-ANIE4547>3.0.CO

[5]

2-J

[6]

*GAUSS INC, 2003, GAUSS 03 REV B 02

[7] Tailoring molecular self-organization by chemical synthesis:: Hexaphenylbenzene, hexa-peri-hexabenzocoronene, and derivatives on Cu(111) -: art. no. 165428 [J].

Gross, L ;

Moresco, F ;

Ruffieux, P ;

Gourdon, A ;

Joachim, C ;

Rieder, KH .

PHYSICAL REVIEW B, 2005, 71 (16)

[8] Examination of band bending at buckminsterfullerene (C60)/metal interfaces by the Kelvin probe method [J].

Hayashi, N ;

Ishii, H ;

Ouchi, Y ;

Seki, K .

JOURNAL OF APPLIED PHYSICS, 2002, 92 (07) :3784-3793

[9] Charge-separation energy in films of π-conjugated organic molecules [J].

Hill, IG ;

Kahn, A ;

Soos, ZG ;

Pascal, RA .

CHEMICAL PHYSICS LETTERS, 2000, 327 (3-4) :181-188

[10] Self-assembled hexa-peri-hexabenzocoronene graphitic nanotube [J].

Hill, JP ;

Jin, WS ;

Kosaka, A ;

Fukushima, T ;

Ichihara, H ;

Shimomura, T ;

Ito, K ;

Hashizume, T ;

Ishii, N ;

Aida, T .

SCIENCE, 2004, 304 (5676) :1481-1483

← 1 2 3 4 →