Title:Synthesis and Mesomorphism of New Calamitic Schiff Bases-Ester Possessing Dialkylamino Terminal Substituent
Volume: 21
Issue: 12
Author(s): Lay-Khoon Ong, Sie-Tiong Ha*, Guan-Yeow Yeap and Siew-Ling Lee
Affiliation:
- Faculty of Science, Universiti Tunku Abdul Rahman, Jln Universiti, Bandar Barat,
31900 Kampar, Perak, Malaysia
Keywords:
Liquid crystal, nematic, mesomorphic, benzylideneaniline, diethylamino, schiff base, calamitic.
Abstract: New calamitic liquid crystals, 4-[{[4-(diethylamino)phenyl]methylidene}amino]phenyl 4-
alkyloxybenzoate (nEABAA) containing mesogenic core system which made of three phenyl rings
were reported. The ester and imine linkages connected the phenyl rings. At one end of the molecule,
the core system was attached to an alkyloxy chain with a variable length -(CH2)n- (where n = 2-10, 12,
14, 16 and 18). At the other end of the molecule, the para position of the phenyl ring is bonded to the
diethylamino group. The molecular structure of the current compounds was confirmed by using spectroscopic
methods. The mesomorphic characteristics of the title compounds were studied by using a
differential scanning calorimeter and a polarizing optical microscope attached to a heating stage.
Through observation under microscopy, it was found that all synthesized compounds exhibited only a
single (nematic) phase. The exhibition of the monophase variance (nematic) in the current compounds
is caused by the presence of the diethylamino group that is attached to the terminal position of
the benzylideneaniline core system. The diethylamino group has caused the molecular breadth to increase
and this results in a weaker overall lateral intermolecular attraction. Subsequently, it depressed
the mesophase thermal stability of the compounds. Thermal properties of the current compounds were
compared with the earlier reported analogous and the structure-property relationships of the current
compounds have been inferred through this comparison.
