Synthesis of One-Dimensional Schiff Base Polymers that Contain an Oligothiophene Building Block on the Graphite Surface

Surface‐mediated Schiff base coupling reactions between oligothiophenes equipped with an aldehyde group and aromatic diamines were investigated on highly oriented pyrolytic graphite (HOPG) by means of scanning tunneling microscopy (STM) under ambient conditions. To investigate the evolution process...

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Bibliographic Details
Published in:Chemistry : a European journal 2015-04, Vol.21 (18), p.6898-6905
Main Authors: Sun, Xiu-Ling, Fan, Li-Xia, Yang, Yong-Jing, Guo, Zongxia, Tian, Wei Quan, Lei, Shengbin
Format: Article
Language:English
Subjects:
adsorption
Aldehydes
Chemistry
Diamines
Graphite
Monomers
oligothiophenes
Polymers
Pyrolytic graphite
scanning probe microscopy
Scanning tunneling microscopy
Schiff bases
Surface chemistry
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Summary:Surface‐mediated Schiff base coupling reactions between oligothiophenes equipped with an aldehyde group and aromatic diamines were investigated on highly oriented pyrolytic graphite (HOPG) by means of scanning tunneling microscopy (STM) under ambient conditions. To investigate the evolution process from monomers to resultant polymers and the mechanism of reactions, we controlled the ratio of precursors and the reactive temperature, and we obtained high‐resolution STM images of different stages of the surface reaction. The results suggest that preferential adsorption of one kind of monomer has a great influence on the on‐ surface Schiff base reaction. HOPG springs eternal: Preferential adsorption of oligothiophene on highly oriented pyrolytic graphite (HOPG) has a significant influence on the on‐surface Schiff base reaction between oligothiophenes equipped with an aldehyde group and aromatic diamines (see figure).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201406287