Gallic esters of 4,5-dinitrocatechol as potential building blocks for thermotropic liquid crystals

被引：19
作者：
Judele, Roxana
Laschat, Sabine
Baro, Angelika
Nimtz, Manfred
机构：
[1] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany
[2] Gesell Biotechnol Forsch mbH, D-38124 Braunschweig, Germany
来源：
TETRAHEDRON | 2006年 / 62卷 / 41期
关键词：
catechol; esterification; gallic esters; mesogens;
D O I：
10.1016/j.tet.2006.07.087
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of unsubstituted and 1,4-disubstituted gallic catecholates 1, 6 and 7 as possible candidates for wedge-shaped mesogens were prepared starting from the respective benzene derivatives 2a-c and gallic esters 5a-h. The mesomorphic properties were investigated by DSC. However, only the 4,5-dinitro derivatives 1d,f-h with C8H17 and C10H21 to C12H25 alkyl side chains displayed mesophases, as evaluated by fluidity and optical anisotropy. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9681 / 9687
页数：7
相关论文
共 33 条
[1]   Intermolecular organisation of triphenylene-based discotic mesogens by interdigitation of alkyl chains [J].
Allen, MT ;
Diele, S ;
Harris, KDM ;
Hegmann, T ;
Kariuki, BM ;
Lose, D ;
Preece, JA ;
Tschierske, C .
JOURNAL OF MATERIALS CHEMISTRY, 2001, 11 (02) :302-311
[2]  
[Anonymous], ANGEW CHEM
[3]   FUNCTIONALIZATION OF DISCOTIC LIQUID-CRYSTALS BY DIRECT SUBSTITUTION INTO THE DISCOGEN RING - ALPHA-NITRATION OF TRIPHENYLENE-BASED DISCOGENS [J].
BODEN, N ;
BUSHBY, RJ ;
CAMMIDGE, AN .
LIQUID CRYSTALS, 1995, 18 (04) :673-676
[4]   Novel discotic liquid crystals created by electrophilic aromatic substitution [J].
Boden, N ;
Bushby, RJ ;
Cammidge, AN ;
Headdock, G .
JOURNAL OF MATERIALS CHEMISTRY, 1995, 5 (12) :2275-2281
[5]  
Cammidge AN., 1998, Handbook of liquid crystals, P693, DOI DOI 10.1002/9783527620623.CH4
[6]  
Diederich F., 1998, METAL CATALYZED CROS, DOI DOI 10.1002/9783527612222
[7]   Nitro and bromo derivatives of a highly fluorinated thiobenzoate [J].
Fornasieri, G ;
Guittard, F ;
Géribaldi, S .
LIQUID CRYSTALS, 2004, 31 (04) :491-495
[8]  
GOODBY JW, 1998, HDB LIQUID CRYSTAL A, V2, P3
[9]  
GUILLON D, 1998, HDB LIQUID CRYSTAL A, V2, P23
[10]   UNUSUAL BILAYERED FLUID SMECTIC MODIFICATIONS IN POLAR SERIES [J].
HARDOUIN, F ;
ACHARD, MF ;
DESTRADE, C ;
TINH, NH .
JOURNAL DE PHYSIQUE, 1984, 45 (04) :765-769
1234