高等学校化学学报

高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (10): 2327.

• 研究论文 • 上一篇    下一篇

两种含偶氮苯共轭桥新型生色团分子的合成及性能

王洋,  唐先忠,  唐翔,  汪云龙,  赵帅   

  1. 电子科技大学微电子与固体电子学院, 电子薄膜与集成器件国家重点实验室, 成都 610054
  • 收稿日期:2010-11-16 修回日期:2011-02-21 出版日期:2011-10-10 发布日期:2011-09-11
  • 通讯作者: 唐先忠 E-mail:txzhong@uestc.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 60771044)资助.

Synthesis and Properties of Two Novel Azobenzene Chromophores

WANG Yang, TANG Xian-Zhong*, TANG Xiang, WANG Yun-Long, ZHAO Shuai   

  1. School of Microelectronics and Solid-State Electronics, State Key Laboratory of Electronic Thin Films and Integrated Devices, University of Electronic Science and Technology of China, Chengdu 610054, China
  • Received:2010-11-16 Revised:2011-02-21 Online:2011-10-10 Published:2011-09-11
  • Contact: TANG Xian-Zhong E-mail:txzhong@uestc.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 60771044)资助.

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被引次数

31

摘要： 通过重氮化偶合反应和羟醛缩合反应合成了以偶氮苯为共轭桥、以2,2,3-三甲基-4-氰基-5-二氰基亚甲基-2,5-二氢呋喃为电子受体, 而给体分别为二甲氨基和二乙氨基的两种有机非线性光学生色团分子MFNC和EFNC. 利用IR、1H NMR和元素分析对分子的结构进行了表征. TGA和DSC测试发现, MFNC的热稳定性略好于EFNC, 其热分解温度最高达266 ℃. 通过测定两种材料在氯仿、丙酮和DMSO中的紫外-可见光谱, 用溶致变色法计算得到两种材料在激光波长为1064 nm处的二阶非线性品质系数μgβ, 对比发现EFNC的μgβ值高于MFNC, 其值达59706×10-48 esu(1 esu=3.34×10-10C).

关键词: 偶氮苯, 非线性光学, 生色团

Abstract: Organic second-order nonlinear optical(NLO) materials have been intensively studied over the past two decades for their potential applications in photonic and electro-optic devices.  In order to exhibit second-order NLO properties, these materials must have push-pull structrue containing both electron-acceptor and electron-donor groups connected by an electron-transmitting bridge.  In this paper, two novel organic NLO chromophores MFNC and EFNC were designed with tricyanofuran as electron acceptors, azobenzene as conjugate bridges and electron donors were dimethylamin and diethylamin. They were synthesized by azo coupling reaction and aldol condensation reaction, and were characterized by FTIR, 1H NMR and elemental analysis, respectively. TGA and DSC results revealed that the Td of EFNC was up to 266  ℃ and lightly better than MFNC.  By measuring the UV-Vis spectra of two materials in chloroform, acetone, DMSO separately, we got the μgβ value of EFNC with solvatochromism method led to as large as 59706×10-48 esu at 1064 nm.  Both thermal and NLO properties indicate that they have great potential in application of highly integrated optical devices.

Key words: Azobenzene, Non-linear optics, Chromophore

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