Self-organized thin films of hydrogen-bonded phthalocyanines

Characterization of structure and electrical properties on nanometer length scales

Niranjani Kumaran, P. Alex Veneman, Britt A. Minch, Anoma Mudalige, Jeanne E Pemberton, David F. O'Brien, Neal R Armstrong

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

We present the structural and electrical property characterization of solution-deposited thin films of a self-organizing phthalocyanine 2,3,9,10,16,17,23,24-octa(2-(4-octylbenzamide ethyl-sulfanyl) copper(II) phthalocyanine, Pc (1). Self-organization into columnar aggregates occurs mainly as a result of hydrogen bonding interactions between the benzamide groups in the side chains. These H-bonding interactions lead to ordered films of Pc (1), with the plane of the Pc parallel to the substrate plane, on gold surfaces modified with amide or amine functionalities, and on freshly cleaved highly order pyrolitic graphite (HOPG). Atomic force microscopy (AFM) confirms layer-by-layer growth for these Pc films up to coverages of ∼10 monolayers, when deposition occurs from dilute solutions of the Pc. Conductive-tip AFM (C-AFM) measurements of these ordered Pc films, on modified Au and HOPG substrates, confirm the layered nature of these Pc films and show that the conductance decreases incrementally with the number of Pc monolayers being probed. On HOPG substrates, these measurements lead to an estimation of the conductance per Pc monolayer, and the Pc molecule-HOPG contact resistance of 8 Mω, a value which is comparable with previously explored organic semiconductor materials.

Original languageEnglish (US)
Pages (from-to)2491-2501
Number of pages11
JournalChemistry of Materials
Volume22
Issue number8
DOIs
StatePublished - Apr 27 2010

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Graphite
Hydrogen
Electric properties
Monolayers
Thin films
Atomic force microscopy
Substrates
Semiconducting organic compounds
Contact resistance
Amides
Gold
Amines
Structural properties
Copper
Hydrogen bonds
Semiconductor materials
Molecules
phthalocyanine

ASJC Scopus subject areas

  • Materials Chemistry
  • Chemical Engineering(all)
  • Chemistry(all)

Cite this

Self-organized thin films of hydrogen-bonded phthalocyanines : Characterization of structure and electrical properties on nanometer length scales. / Kumaran, Niranjani; Veneman, P. Alex; Minch, Britt A.; Mudalige, Anoma; Pemberton, Jeanne E; O'Brien, David F.; Armstrong, Neal R.

In: Chemistry of Materials, Vol. 22, No. 8, 27.04.2010, p. 2491-2501.

Research output: Contribution to journalArticle

Kumaran, Niranjani ; Veneman, P. Alex ; Minch, Britt A. ; Mudalige, Anoma ; Pemberton, Jeanne E ; O'Brien, David F. ; Armstrong, Neal R. / Self-organized thin films of hydrogen-bonded phthalocyanines : Characterization of structure and electrical properties on nanometer length scales. In: Chemistry of Materials. 2010 ; Vol. 22, No. 8. pp. 2491-2501.
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