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New Synthesis of N,N ‐Disubstituted (4‐Aminophenyl)diazenyl‐1,3,4‐thiadiazole, and Mesogenic Study and Molecular Modeling of Its H‐Bonded Complexes with a Series of m ‐Alkoxybenzoic Acid Derivatives
Author(s) -
Lai LongLi,
Wang Eshin
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20011219)84:12<3581::aid-hlca3581>3.0.co;2-#
Subject(s) - chemistry , mesogen , series (stratigraphy) , stereochemistry , medicinal chemistry , organic chemistry , paleontology , liquid crystalline , biology , phase (matter)
A new N , N ‐disubstituted (4‐aminophenyl)diazenyl‐1,3,4‐thiadiazole, an azo dye, was synthesized from the reaction of the 1‐decanoyl‐4‐phenylpiperazine in acetone, in situ , with the diazonium salt prepared from 1,3,4‐thiadiazol‐2‐amine and NaNO 2 in H 3 PO 4 . The azo dye was found to form complexes with a series of m ‐alkoxybenzoic acid by intermolecular H‐bonding. The mesogenic behavior of the complexes were investigated by polarizing optical microscopy and differential scanning calorimetry. A study of the representing complex by powder X‐ray diffraction and molecular modeling was further undertaken to locate the H‐bonding position.