Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins

R. Friedlein; X. Crispin; W. Osikowicz; S. Braun; M. P. De Jong; C. D. Simpson; M. D. Watson; F. Von Kieseritzky; P. Samori; S. K.M. Jönsson; M. Fahlman; F. Jäckel; J. P. Rabe; J. Hellberg; K. Müllen; W. R. Salaneck

doi:10.1016/j.synthmet.2004.07.009

Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins

R. Friedlein, X. Crispin, W. Osikowicz, S. Braun, M. P. De Jong, C. D. Simpson, M. D. Watson, F. Von Kieseritzky, P. Samori, S. K.M. Jönsson, M. Fahlman, F. Jäckel, J. P. Rabe, J. Hellberg, K. Müllen, W. R. Salaneck

Chemistry

Research output: Contribution to journal › Conference article › peer-review

12 Scopus citations

Abstract

Ordered films of polycyclic aromatic hydrocarbons (PAHs) and porphyrins with functional (e.g. thiophene) side-groups are good candidates for (opto-)electronic applications where fast charge separation and transport are required. Such highly ordered thin films of PAHs, including discotic hexa-peri-hexabenzocoronene (HBC) and C₁₃₂-C_16,4, as well as brominated functionalized porphyrin molecules have been grown from solutions on semi-metallic molybdenum disulfide substrates and characterized by angle-resolved valence band photoelectron spectroscopy. A vertical growth of self-assembled supramolecular columns perpendicular to the basal plane of the substrate along with their lateral ordering on the surface has been achieved. Annealing made it possible to increase the structural order in the HBC columns, with molecules positioned at a regular offset from the columnar axis. This permitted the formation of extended π-electronic states with a bandwidth of at least 0.1-0.2 eV at room temperature.

Original language	English
Pages (from-to)	79-83
Number of pages	5
Journal	Synthetic Metals
Volume	147
Issue number	1-3
DOIs	https://doi.org/10.1016/j.synthmet.2004.07.009
State	Published - Dec 7 2004
Event	Supramolecular Approaches to Organic Electronics and Nanotechn. - Strasbourg, France Duration: May 24 2004 → May 28 2004

Bibliographical note

Funding Information:
The authors thank S. Wiklund (MAX-Lab), M. Tschaplyguine (Uppsala University, Sweden), C. Suess, R. Murdey (both Linköping University), and I. Kuritka (Linköping University, permanent address: Tomas Bata University, Zlin, Czech Republic) for fruitful discussions and experimental help. Work in Linköping is supported by the Swedish Science Research Council (VR, grants no. 12252020 and 12252003), the EU-Growth project MAC-MES (project no. GRD2-2000-30242), the Center for Advanced Molecular Materials, (CAMM), funded by the Swedish Foundation for Strategic Research (SSF) and by the European Community Research Training Network LAMINATE (Project number 00135). Work in Mainz is funded within the “Zentrum für multifunktionelle Werkstoffe und miniaturisierte Funktionseinheiten” (Grant No. BMBF 03N 6500).

Keywords

Hexa-peri-hexabenzocoronene
Ordered films
Self-assembled supramolecular columns

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

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10.1016/j.synthmet.2004.07.009

Cite this

Friedlein, R., Crispin, X., Osikowicz, W., Braun, S., De Jong, M. P., Simpson, C. D., Watson, M. D., Von Kieseritzky, F., Samori, P., Jönsson, S. K. M., Fahlman, M., Jäckel, F., Rabe, J. P., Hellberg, J., Müllen, K., & Salaneck, W. R. (2004). Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins. Synthetic Metals, 147(1-3), 79-83. https://doi.org/10.1016/j.synthmet.2004.07.009

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title = "Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins",

abstract = "Ordered films of polycyclic aromatic hydrocarbons (PAHs) and porphyrins with functional (e.g. thiophene) side-groups are good candidates for (opto-)electronic applications where fast charge separation and transport are required. Such highly ordered thin films of PAHs, including discotic hexa-peri-hexabenzocoronene (HBC) and C132-C16,4, as well as brominated functionalized porphyrin molecules have been grown from solutions on semi-metallic molybdenum disulfide substrates and characterized by angle-resolved valence band photoelectron spectroscopy. A vertical growth of self-assembled supramolecular columns perpendicular to the basal plane of the substrate along with their lateral ordering on the surface has been achieved. Annealing made it possible to increase the structural order in the HBC columns, with molecules positioned at a regular offset from the columnar axis. This permitted the formation of extended π-electronic states with a bandwidth of at least 0.1-0.2 eV at room temperature.",

keywords = "Hexa-peri-hexabenzocoronene, Ordered films, Self-assembled supramolecular columns",

author = "R. Friedlein and X. Crispin and W. Osikowicz and S. Braun and {De Jong}, {M. P.} and Simpson, {C. D.} and Watson, {M. D.} and {Von Kieseritzky}, F. and P. Samori and J{\"o}nsson, {S. K.M.} and M. Fahlman and F. J{\"a}ckel and Rabe, {J. P.} and J. Hellberg and K. M{\"u}llen and Salaneck, {W. R.}",

note = "Funding Information: The authors thank S. Wiklund (MAX-Lab), M. Tschaplyguine (Uppsala University, Sweden), C. Suess, R. Murdey (both Link{\"o}ping University), and I. Kuritka (Link{\"o}ping University, permanent address: Tomas Bata University, Zlin, Czech Republic) for fruitful discussions and experimental help. Work in Link{\"o}ping is supported by the Swedish Science Research Council (VR, grants no. 12252020 and 12252003), the EU-Growth project MAC-MES (project no. GRD2-2000-30242), the Center for Advanced Molecular Materials, (CAMM), funded by the Swedish Foundation for Strategic Research (SSF) and by the European Community Research Training Network LAMINATE (Project number 00135). Work in Mainz is funded within the “Zentrum f{\"u}r multifunktionelle Werkstoffe und miniaturisierte Funktionseinheiten” (Grant No. BMBF 03N 6500).; Supramolecular Approaches to Organic Electronics and Nanotechn. ; Conference date: 24-05-2004 Through 28-05-2004",

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Friedlein, R, Crispin, X, Osikowicz, W, Braun, S, De Jong, MP, Simpson, CD, Watson, MD, Von Kieseritzky, F, Samori, P, Jönsson, SKM, Fahlman, M, Jäckel, F, Rabe, JP, Hellberg, J, Müllen, K & Salaneck, WR 2004, 'Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins', Synthetic Metals, vol. 147, no. 1-3, pp. 79-83. https://doi.org/10.1016/j.synthmet.2004.07.009

TY - JOUR

T1 - Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins

AU - Friedlein, R.

AU - Crispin, X.

AU - Osikowicz, W.

AU - Braun, S.

AU - De Jong, M. P.

AU - Simpson, C. D.

AU - Watson, M. D.

AU - Von Kieseritzky, F.

AU - Samori, P.

AU - Jönsson, S. K.M.

AU - Fahlman, M.

AU - Jäckel, F.

AU - Rabe, J. P.

AU - Hellberg, J.

AU - Müllen, K.

AU - Salaneck, W. R.

N1 - Funding Information: The authors thank S. Wiklund (MAX-Lab), M. Tschaplyguine (Uppsala University, Sweden), C. Suess, R. Murdey (both Linköping University), and I. Kuritka (Linköping University, permanent address: Tomas Bata University, Zlin, Czech Republic) for fruitful discussions and experimental help. Work in Linköping is supported by the Swedish Science Research Council (VR, grants no. 12252020 and 12252003), the EU-Growth project MAC-MES (project no. GRD2-2000-30242), the Center for Advanced Molecular Materials, (CAMM), funded by the Swedish Foundation for Strategic Research (SSF) and by the European Community Research Training Network LAMINATE (Project number 00135). Work in Mainz is funded within the “Zentrum für multifunktionelle Werkstoffe und miniaturisierte Funktionseinheiten” (Grant No. BMBF 03N 6500).

PY - 2004/12/7

Y1 - 2004/12/7

N2 - Ordered films of polycyclic aromatic hydrocarbons (PAHs) and porphyrins with functional (e.g. thiophene) side-groups are good candidates for (opto-)electronic applications where fast charge separation and transport are required. Such highly ordered thin films of PAHs, including discotic hexa-peri-hexabenzocoronene (HBC) and C132-C16,4, as well as brominated functionalized porphyrin molecules have been grown from solutions on semi-metallic molybdenum disulfide substrates and characterized by angle-resolved valence band photoelectron spectroscopy. A vertical growth of self-assembled supramolecular columns perpendicular to the basal plane of the substrate along with their lateral ordering on the surface has been achieved. Annealing made it possible to increase the structural order in the HBC columns, with molecules positioned at a regular offset from the columnar axis. This permitted the formation of extended π-electronic states with a bandwidth of at least 0.1-0.2 eV at room temperature.

AB - Ordered films of polycyclic aromatic hydrocarbons (PAHs) and porphyrins with functional (e.g. thiophene) side-groups are good candidates for (opto-)electronic applications where fast charge separation and transport are required. Such highly ordered thin films of PAHs, including discotic hexa-peri-hexabenzocoronene (HBC) and C132-C16,4, as well as brominated functionalized porphyrin molecules have been grown from solutions on semi-metallic molybdenum disulfide substrates and characterized by angle-resolved valence band photoelectron spectroscopy. A vertical growth of self-assembled supramolecular columns perpendicular to the basal plane of the substrate along with their lateral ordering on the surface has been achieved. Annealing made it possible to increase the structural order in the HBC columns, with molecules positioned at a regular offset from the columnar axis. This permitted the formation of extended π-electronic states with a bandwidth of at least 0.1-0.2 eV at room temperature.

KW - Hexa-peri-hexabenzocoronene

KW - Ordered films

KW - Self-assembled supramolecular columns

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U2 - 10.1016/j.synthmet.2004.07.009

DO - 10.1016/j.synthmet.2004.07.009

M3 - Conference article

AN - SCOPUS:9944264490

SN - 0379-6779

VL - 147

SP - 79

EP - 83

JO - Synthetic Metals

JF - Synthetic Metals

IS - 1-3

T2 - Supramolecular Approaches to Organic Electronics and Nanotechn.

Y2 - 24 May 2004 through 28 May 2004

ER -

Surface-induced vertical alignment of self-assembled supramolecular columns of large polycyclic aromatic hydrocarbons and porphyrins

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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