Issue 8, 2009
From the journal:

Physical Chemistry Chemical Physics

Molecular imaging of polyimide formation

Matthias Treier,a   Roman Fasel,a   Neil R. Champness,b   Stephen Argentb  and  Neville V. Richardson*c  

* Corresponding authors

a Empa, Swiss Federal Labs. for Materials Testing & Research nanotech@surfaces Laboratory, Feuerwerkerstrasse 39, Thun, Switzerland
E-mail: Matthias.Treier@empa.ch; Roman.Fasel@empa.ch
Fax: +41 (0)33 228 4490
Tel: +41 (0)33 228 2237

b School of Chemistry, University of Nottingham, University Park, Nottingham, UK
E-mail: neil.champness@nottingham.ac.uk
Fax: +44 (0)115 95 13555
Tel: +44 (0)115 95 13505

c EaStCHEM, School of Chemistry, North Haugh, University of St Andrews, St Andrews, UK
E-mail: nvr@st-and.ac.uk
Fax: +44 (0)1334 463 808
Tel: +44 (0)1334 462 395

Abstract

The reactions of 3,4,9,10-perylenetetracarboxylic dianhydride with 4,4′-diamino-p-terphenyl and with 2,4,6-tris(4-aminophenyl)-1,3,5-triazine on an Au(111) surface have been followed by low-temperature UHV-STM in the range of 300 to 700 K at coverages of up to one monolayer. Well-ordered, H-bonded structures are observed even after annealing at temperatures up to 470 K, while above 550 K reaction is initiated with evidence of amic acid intermediates. At higher temperatures, full imidisation leads to a covalently linked, surface polyimide networks. There is evidence of gold reconstruction playing a role in the early stages of imidisation and signs of limited order in the final polyimide. With the diamine as precursor, 1D-interconnectivity results, while with the triamine as partner, full 2D-connectivity is possible. In contrast to the situation in the bulk, the intermediate amic acid seems to be less stable and iso-imides are common in the final networks, as witnessed by the conformation of the product and the prevalence of triangular features in the case of the polyimide formed from the triamine precursor.

Graphical abstract: Molecular imaging of polyimide formation

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Article information

DOI
https://doi.org/10.1039/B815544P
Article type
Paper
Submitted
05 Sep 2008
Accepted
17 Nov 2008
First published
15 Jan 2009

Phys. Chem. Chem. Phys., 2009,11, 1209-1214

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Molecular imaging of polyimide formation

M. Treier, R. Fasel, N. R. Champness, S. Argent and N. V. Richardson, Phys. Chem. Chem. Phys., 2009, 11, 1209 DOI: 10.1039/B815544P

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