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Conductivity, interaction and solubility of hetero‐bifunctional end‐capped β,β ’‐dihexylsubstituted sexithiophenes
Author(s) -
Sund Pernilla,
Pettersson Fredrik,
Österbacka Ronald,
Wilén CarlEric
Publication year - 2018
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.46830
Subject(s) - solubility , bifunctional , chloroform , tetrahydrofuran , conductivity , polymer chemistry , titration , cyclic voltammetry , materials science , chemistry , nuclear chemistry , inorganic chemistry , organic chemistry , electrochemistry , electrode , solvent , catalysis
Three β , β ’‐dihexylsexithiophenes were synthesized, one without end group modification (T6.1), one with dialdehyde (T6.2) and one with diester (T6.3) end‐capping. Their properties were investigated by cyclic voltammetry and Ultraviolet–visible spectroscopy, and it was found that while they were nonconducting in undoped form, the conductivity reached 0.001 S cm −1 (T6.1), 0.017 S cm −1 (T6.2), and 0.003 S cm −1 (T6.3) when doped with iodine vapor. The solubilities of T6.2 and T6.3 in chloroform were excellent, whereas the solubility of T6.1 was low and in line with earlier literature values. Moreover, the studies revealed that T6.2 is also highly soluble in tetrahydrofuran. For the dialdehyde end‐capped β,β ’‐dihexylsexithiophene T6.2 association constants for self‐association in chloroform and with silica were determined to be 1.6 and 2.3 (mol/kg) −1 , respectively. In contrast, the two other oligothiophenes did not show such associations. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135 , 46830.