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Synthesis and Nonlinear Optical Properties of Chromophores with 1,8-Dimethoxy-9,10-dihydroanthracene and Ring-locked Triene
作者姓名:施证伟  李英  陆国元  张超智  刘芳
作者单位:Department of Chemistry, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, Jiangsu 210093, China
基金项目:Project supported by the Science Foundation of Jiangsu Province of China (No. BK2004085) and the National Natural Science Foundation of China (No. 90101018).
摘    要:The new chromophore molecules with nonlinear optical (NLO) properties were prepared by Knoevenagel condensation from 1,8-dimethoxy-4,5-diformyl-9,10-dihydroanthracene and isophorone derivative in the presence of piperidine and acetic acid. In these chromophore, the ring-locked trienes were employed as the conjugation bridge and electron acceptor in D-π-A units. The key intermediate dialdehyde was conveniently prepared via a three step reaction, in which 1,8-dimethoxyanthraquinone was reduced with zinc/acetic acid and sodium/ethanol successively, followed by formylation with 1,1-dichlorodimethyl ether in the presence of TiCI4. The solvatochromism and UV spectra indicate that they have higher second-order nonlinear hyperpolarizability μβ values than the corresponding reference compound, without red shift of the charge transfer band.

关 键 词:生色团  1  8-二甲氧基-9  10-二羟蒽  闭环三烯  合成  非线性光学性质  超极化率
修稿时间:2006-02-142006-09-05

Synthesis and Nonlinear Optical Properties of Chromophores with 1,8-Dimethoxy-9,10-dihydroanthracene and Ring-locked Triene
SHI, Zheng-Wei, LI, Ying, LU, Guo-Yuan, ZHANG, Chao-Zhi,LIU, Fang.Synthesis and Nonlinear Optical Properties of Chromophores with 1,8-Dimethoxy-9,10-dihydroanthracene and Ring-locked Triene[J].Chinese Journal of Chemistry,2007,25(1):116-120.
Authors:SHI  Zheng-Wei  LI  Ying  LU  Guo-Yuan  ZHANG  Chao-Zhi  LIU  Fang
Institution:Department of Chemistry, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, Jiangsu 210093, China
Abstract:The new chromophore molecules with nonlinear optical (NLO) properties were prepared by Knoevenagel condensation from 1,8‐dimethoxy‐4,5‐diformyl‐9,10‐dihydroanthracene and isophorone derivative in the presence of piperidine and acetic acid. In these chromophore, the ring‐locked trienes were employed as the conjugation bridge and electron acceptor in D‐π‐A units. The key intermediate dialdehyde was conveniently prepared via a three step reaction, in which 1,8‐dimethoxyanthraquinone was reduced with zinc/acetic acid and sodium/ethanol successively, followed by formylation with 1,1‐dichlorodimethyl ether in the presence of TiCl4. The solvatochromism indicate that they have higher second‐order nonlinear hyperpolarizability μβ values than the corresponding reference compound, without red shift of the charge transfer band.
Keywords:NLO  chromophore  nonlinear optics  hyperpolarizability  synthesis
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