Structural and electrochemical studies of TiO2 complexes with (4,4'-((1E,1'E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivative bases towards organic devices

Dalton Transactions : an International Journal of Inorganic Chemistry
Anna RozyckaMonika Marzec

Abstract

Three (4,4'-((1E,1'E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis-(E)-N-(2,5-bis(octyloxy)benzylidene)) imine derivatives were synthesized via a condensation reaction with p-toluenesulfonic acid as a catalyst. The effects of the end groups and vinylene (-HC[double bond, length as m-dash]CH-) moieties on the structural, thermal, optical, electrochemical and photovoltaic properties of imines were investigated to check the influence of TiO2 on the imine properties. The thermal behavior of imines and their complexes with TiO2 was widely investigated using FT-IR, XRD, DSC and POM methods in order to determine the order type in the imine structure. All imines present the highest occupied molecular orbital (HOMO) levels of about -5.39 eV (SAI1 and SAI2) and -5.27 eV (SAI3) and the lowest unoccupied molecular orbital (LUMO) levels at about -3.17 eV. The difference of the end groups in the imines in each case did not affect redox properties. Generally, both oxidation and reduction are easier after TiO2 addition and it also changes the HOMO-LUMO levels of imines. Moreover, changes in the characteristic bands for imines in the region 1500-1700 cm-1 observed as a drastic decrease of intensity or even disappearance of bands in...Continue Reading

References

Jan 13, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Wade WhiteSuning Wang
Jun 19, 2010·Chemical Reviews·Jürgen HeinzeSabine Ludwigs
Jun 4, 2013·Nature Materials·Antonio Facchetti
Sep 14, 2013·Chemical Society Reviews·Piotr BujakAdam Pron
Mar 26, 2014·Chemical Reviews·Yu BaiPeng Wang
Apr 23, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Yong YanPeter Schaaf
Nov 6, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Fabio PiccinelliMarilena Tolazzi
Nov 20, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Hai-Ching Su, Jia-Hong Hsu
Oct 27, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Tomokazu Umeyama, Hiroshi Imahori

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Methods Mentioned

BETA
infrared absorption spectroscopy
X-ray
AFM

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