In situ STM investigation of aromatic poly(azomethine) arrays constructed by "on-site" equilibrium polymerization

Ryota Tanoue, Rintaro Higuchi, Kiryu Ikebe, Shinobu Uemura, Nobuo Kimizuka, Adam Z. Stieg, James K. Gimzewski, Masashi Kunitake

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

Two-dimensional (2D) arrays of π-conjugated aromatic polymers produced by surface-selective Schiff base coupling reactions between an aromatic diamine and an aromatic dialdehyde were investigated in detail using in situ scanning tunneling microscopy. Surface-selective coupling was achieved for almost all diamine/dialdehyde combinations attempted, although several combinations did not proceed even in homogeneous aqueous alkaline solution. Most of the combinations of an aromatic diamine and a dialdehyde, except the combinations of 4,4′-azodianiline with mono/bithiophenedicarboxaldehyde, formed highly ordered π-conjugated polymer arrays on an iodine-modified Au(111) surface in aqueous solution at a suitable pH. The simplest polymer of the various combinations tested, obtained from the combination of 1,4-diaminobenzene with terephthaldicarboxaldehyde, gave a 2D array consisting of linearly connected benzene units. Poly(azomethine) adlayers caused a positive shift in the electrochemical potential of the butterfly shaped oxidative adsorption and reductive desorption of iodine. The acceleration of the reductive desorption of iodine suggests the existence of a weak interaction between the polymer layer and iodine. Not only the first polymer adlayers but also partially adsorbed secondary adlayers with "on-top" epitaxial behavior were frequently observed for all polymer systems. The alignment of the polymer chains in the adlayers possessed a certain regularity in terms of a regular interval between polymer chains because of repulsive interpolymer interactions.

Original languageEnglish
Pages (from-to)13844-13851
Number of pages8
JournalLangmuir
Volume28
Issue number39
DOIs
Publication statusPublished - Oct 2 2012

Fingerprint

Polymers
polymerization
Polymerization
Iodine
Diamines
polymers
iodine
diamines
Conjugated polymers
selective surfaces
Desorption
Aromatic polymers
Schiff Bases
desorption
Scanning tunneling microscopy
Benzene
azomethine
regularity
imines
Adsorption

All Science Journal Classification (ASJC) codes

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

Cite this

Tanoue, R., Higuchi, R., Ikebe, K., Uemura, S., Kimizuka, N., Stieg, A. Z., ... Kunitake, M. (2012). In situ STM investigation of aromatic poly(azomethine) arrays constructed by "on-site" equilibrium polymerization. Langmuir, 28(39), 13844-13851. https://doi.org/10.1021/la302863h

In situ STM investigation of aromatic poly(azomethine) arrays constructed by "on-site" equilibrium polymerization. / Tanoue, Ryota; Higuchi, Rintaro; Ikebe, Kiryu; Uemura, Shinobu; Kimizuka, Nobuo; Stieg, Adam Z.; Gimzewski, James K.; Kunitake, Masashi.

In: Langmuir, Vol. 28, No. 39, 02.10.2012, p. 13844-13851.

Research output: Contribution to journalArticle

Tanoue, R, Higuchi, R, Ikebe, K, Uemura, S, Kimizuka, N, Stieg, AZ, Gimzewski, JK & Kunitake, M 2012, 'In situ STM investigation of aromatic poly(azomethine) arrays constructed by "on-site" equilibrium polymerization', Langmuir, vol. 28, no. 39, pp. 13844-13851. https://doi.org/10.1021/la302863h
Tanoue, Ryota ; Higuchi, Rintaro ; Ikebe, Kiryu ; Uemura, Shinobu ; Kimizuka, Nobuo ; Stieg, Adam Z. ; Gimzewski, James K. ; Kunitake, Masashi. / In situ STM investigation of aromatic poly(azomethine) arrays constructed by "on-site" equilibrium polymerization. In: Langmuir. 2012 ; Vol. 28, No. 39. pp. 13844-13851.
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