含噻吩基双查尔酮衍生物的合成及光学性质研究  

Synthesis and study on optical properties of thiophenyl bis-chalcone derivatives

作　　者：石玉芳[1] 孙金鱼[1] 尹爱萍[1] 王迎进[1] 赵明根[1] SHI Yu-fang;SUN Jin-yu;YIN Ai-ping;WANG Ying-jin;ZHAO Ming-gen(Departmentof Chemistry,Xinzhou Teachers University,Xinzhou 034000,China)

机构地区：[1]忻州师范学院化学系,山西忻州034000

出　　处：《分子科学学报》2022年第6期521-528,共8页Journal of Molecular Science

基　　金：山西省“1331工程”优势特色学科“化学”资助项目(20191028)。

摘　　要：合成了2种新颖的含噻吩基双查尔酮衍生物1,4-二[3-(噻吩-2-基)丙烯酰基]苯(TAB)和1,4-二[3-(5-甲基噻吩-2-基)丙烯酰基]苯(MTAB),采用IR,^(1)H NMR,^(13)CNMR及LC-MS等分析测试方法进行了结构表征,同时测定了TAB和MTAB的线性光谱性质(紫外光谱和荧光光谱)、热学性质和三阶非线性光学吸收性质.采用密度泛函理论方法计算得到2个化合物的前线轨道分布及极化率.结果表明,MTAB比TAB的共轭体系大、分子轨道间能隙小、极化率大;两者都有良好的热稳定性和较好的三阶非线性光学吸收.Nonlinear optics is a new branch of science developed with the emergence of laser technology. It is one of the most active fields in modern science frontier. Third-order nonlinear optical(NLO) materials are not limited by the condition of centrosymmetry, so they are widely used in organic NLO materials with large conjugate systems. The study of organic NLO materials has become a hot topic in optical communication, optical information storage and optical information processing(improving image quality and beam quality) have stimulated the design and synthesis of such organic molecules. The most prominent of these is that the desired NLO performance can be optimized by designing molecules with different donors and receptors. Chalcone and its derivatives have excellent nonlinear optical properties due to the existence of large conjugated systems in their molecules. Its good biological activity and thermal stability make it have potential application value in the field of photoelectric functional materials and provide theoretical basis for the development and application of new nonlinear optical materials.Two novel thiophenyl bis-chalcone derivatives 1,4-bis [3-(thiophen-2-yl) acryyl] benzene(TAB) and 1,4-bis [3-(5-methylthiophen-2-yl)acryyl] benzene(MTAB), were designed and synthesized to develop excellent organic nonlinear optical(NLO) materials. The structures were characterized by IR, ~^(1)H NMR,^(13)CNMR and LC-MS. The linear spectral properties(UV and fluorescence) and the thermal properties of TAB and MTAB were also determined. All showed good fluorescence optical properties, and the fluorescence signal of MTAB is stronger than that of TAB. The frontier orbital distributions and polarizabilities of these two compounds were calculated by density functional theory. The theoretical calculations show that MTAB has a smaller energy gap and a larger polarizability than TAB. The third-order nonlinear optical absorption properties of both molecules are investigated via Z-scan, and the third and fifth order nonlinear op

关 键 词：双查尔酮衍生物 合成 三阶非线性光学吸收 

分 类 号：O626[理学—有机化学]