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Phenothiazine‐Based Oligo( p ‐phenylenevinylene)s: Substituents Affected Self‐Assembly, Optical Properties, and Morphology‐Induced Transport
Author(s) -
Arivazhagan C.,
Satapathy Sitakanta,
Jana Arijit,
Malakar Partha,
Prasad Edamana,
Ghosh Sundargopal
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801810
Subject(s) - intramolecular force , phenothiazine , lamellar structure , context (archaeology) , alkyl , materials science , molecule , solvent , polymer chemistry , chemistry , photochemistry , crystallography , organic chemistry , medicine , paleontology , pharmacology , biology
Designing intramolecular charge‐transfer (ICT)‐based luminogenic ordered assemblies exhibiting significant electrical transport is a challenging task in the field of organic optoelectronics. In this context, a series of novel phenothiazine‐based oligo( p ‐phenylenevinylene) ( OPV1 ‐ 6 ) derivatives were designed and their structure–property relationship was investigated. Upon examining their photophysical properties, all the OPVs were found to exhibit significant intramolecular charge‐transfer characteristics in organic solvents. While inspecting the self‐assembly behaviour, the OPV with a long alkyl chain on the central phenyl core ( OPV4 ) underwent gelation in organic solvent mixtures through strong hydrophobic interactions of the long hexadecyl chains and π‐interactions from their aromatic counterparts. Computational studies revealed a lamellar packing of molecules in the assembly. Interestingly, the degree of ICT and the gelation abilities of OPVs were significantly influenced by the electronic nature of the substituents appended to the peripheral phenothiazines. Further, the AC impedance results revealed an increase in storage and electronic transport for the fluorescent thin films prepared by an increase in the content of OPV4 in PMMA.

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