Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (9): 2197-2203.DOI: 10.6023/cjoc201601005 Previous Articles     Next Articles

ARTICLE

以偶氮和呋喃基团作为共轭桥的有机非线性光学生色团分子合成与性能研究

陈垒, 唐翔, 贾坤, 唐先忠   

  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:2016-01-05 修回日期:2016-03-23 出版日期:2016-09-25 发布日期:2016-05-03
  • 通讯作者: 唐先忠 E-mail:txzhong@uestc.edu.cn

Synthesis and Properties of Organic Nonlinear Optical Chromophores Containing Azo- and Furan-Based Conjugated Bridge

Chen Lei, Tang Xiang, Jia Kun, Tang Xianzhong   

  1. State Key Laboratory of Electronic Thin Films and Integrated Devices, School of Microelectronics and Solid-State Electronics, University of Electronic Science and Technology of China, Chengdu 610054
  • Received:2016-01-05 Revised:2016-03-23 Online:2016-09-25 Published:2016-05-03

In this work, novel organic non-linear optical chromophore containing azo-furan based conjugation bridge (EFNFC) was designed and synthesized. Moreover, the optical and thermal properties of EFNFC were systematically compared with those of two different conjugation bridges of vinyl-furan (EFFC) and azo-benzene (EFNC) containing same electron donor and acceptor moieties, respectively. It was found that similar maximum absorption wavelength in DMSO solution was detected for EFNFC (573 nm) and EFNC (568 nm), which indicated an improved visible light transmittance compared to EFFC. Meanwhile, the second-order polarizability of EFNFC (4.479×10-49 esu) was lower than that of EFNC (5.971×10-49 esu), but larger than that of EFFC (3.194×10-49 esu) according to the solvatochromism test. All three chromophores exhibited good thermal stability as their 5% decomposition temperatures (Td) were over 250℃, especially the highest Td of 275℃ was detected from the synthesized novel EFNFC chromophore.

Key words: nonlinear optics, azo compounds, density functional theory, solvatochromism method, thermal stability