Synthesis and characterization of liquid crystalline tetra- and octa-substituted novel phthalocyanines

被引:40
作者
Atilla, Devrim
Aslibay, Goekhan
Guerek, Ayse G.
Can, Hatice
Ahsen, Vefa
机构
[1] Gebze Inst Technol, Dept Chem, TR-41400 Kocaeli, Turkey
[2] TUBITAK, Marmara Res Ctr, Mat Res Inst, TR-41470 Kocaeli, Turkey
关键词
phthalocyanine; metallophthalocyanine; liquid crystal; metallomesogen;
D O I
10.1016/j.poly.2006.09.105
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Methylene-bridged tetra- and octa-(13,17-dioxa nonacosane-15 sulfanyl)-substituted metal free- and Ni(II) phthalocyanines were synthesized from the corresponding phthalonitrile (3, 4) derivatives in the presence of the anhydrous metal salt (NiCl2) or a strong organic base. The new compounds were characterized by elemental analyses, UV/Vis, IR, NMR and mass spectra. The mesogenic properties of these materials were studied by differential scanning calorimetry (DSC), optical microscopy and X-ray diffraction investigations. X-ray diffraction patterns of the mesophase confirm that tetra- and octa-substituted compounds (3a-b, 4a-b) form hexagonal columnar mesophases (Col(h)). We indicated that addition of the methylene-bridged phthalocyanine (Pc) core can either decrease the liquid crystal phase transition temperatures or extend the liquid crystal temperature range to include room temperature. Also, the Pc compounds (3a, 3b, 4a and 4b) are liquid crystals at room temperature. These properties of the Pc complexes provide some advantages such as easily obtaining an ordered film for sensor applications. Computational modelling work was combined with X-ray diffraction investigation to validate the diameter of the phthalocyanine molecule (3b). (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1061 / 1069
页数:9
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