Novel dyes derived from hydrazones.: Part 4.: Synthesis and characterizations of 2-{4-[(2E)-2-(1-arylylidene)hydrazino]phenyl}ethylene-1,1,2-tricarbonitrile

被引:8
作者
Asiri, Abdullah Mohamed [1 ]
Fatani, Nahed A. [1 ]
机构
[1] King Abdulaziz Univ, Fac Sci, Dept Chem, Jeddah 21413, Saudi Arabia
关键词
donor-acceptor; tricyanovinyl; hydrazones; NLO chromospheres; solvatochromism;
D O I
10.1016/j.dyepig.2005.08.014
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Novel tricyanovinyl derived from hydrazones have been prepared by the reaction of tetracyanoethylene and phenylethylidene hydrazone, and these dyes showed absorption in the region of 500-593 nm. The dyes showed pronounced solvatochromic effects as the polarity of the solvents increased. Some of the new dyes were studied to show the aggregation properties in solution as the concentration changed. Most of the dyes studied showed change in the absorption spectrum and hence the position of the maximum absorption bands. The thermal stability of some of the prepared dyes was studied in polymethylmethacrylate film at 80 degrees C the annulations on the aromatic group showed less thermal stability of the dyes. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:217 / 222
页数:6
相关论文
共 14 条
[1]   Novel dyes derived from hydrazones: Part 3. Synthesis and characterizations of 2-[4-(1-phenylethylidene)hydrazino]phenylethylene-1, 1,2-tricarbonitrile [J].
Asiri, AM ;
Bahajaj, AA ;
Ismail, IMI ;
Fatani, NA .
DYES AND PIGMENTS, 2006, 71 (02) :103-108
[2]   Novel dyes derived from hydrazones. Part 2: synthesis and characterizations of N-methyl-4-tricyanovinylidenephenyl-hydrazones [J].
Asiri, AM ;
Ismail, IMI ;
Al-Amry, KA ;
Fatani, NA .
DYES AND PIGMENTS, 2005, 67 (02) :111-115
[3]   Organometallic dyes: Part 1. Synthesis of orange to cyan dyes based on donor-conjugated-acceptor chromogenes using ferrocene as the donor group [J].
Asiri, AM .
APPLIED ORGANOMETALLIC CHEMISTRY, 2001, 15 (11) :907-915
[4]  
ASIRI AM, 2001, J SAUDI CHEM SOC, V5, P193
[5]  
ASIRI AM, 2003, J SAUDI CHEM SOC, V7, P77
[6]  
Boyd R. W., 1992, Nonlinear Optics
[7]  
James T. H., 1977, The Theory of the Photographic Process
[8]  
Marder S. R., 1991, ACS SYM SER, V455, DOI 10.1021/bk-1991-0455
[9]   STRONGER ACCEPTORS CAN DIMINISH NONLINEAR OPTICAL-RESPONSE IN SIMPLE DONOR-ACCEPTOR POLYENES [J].
MARDER, SR ;
GORMAN, CB ;
TIEMANN, BG ;
CHENG, LT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (07) :3006-3007
[10]   Synthesis of nonlinear optical chromophores containing electron-excessive and -deficient heterocyclic bridges. The auxiliary donor-acceptor effects [J].
Shu, CF ;
Wang, YK .
JOURNAL OF MATERIALS CHEMISTRY, 1998, 8 (04) :833-835