新型D-π-A芘基查尔酮衍生物的合成与超快光学吸收响应  

Synthesis and Ultrafast Optical Absorption Response of Novel D-π-A Pyrene Chalconone Derivatives

作　　者：石玉芳[1] 孙金鱼[1] 王迎进[1] 赵明根[1] SHI Yu-fang;SUN Jin-yu;WANG Ying-jin;ZHAO Ming-gen(Key Laboratory of Materials and Computational Chemistry,Department of Chemistry,Xinzhou Teachers University,Xinzhou 034000,China)

机构地区：[1]忻州师范学院化学系山西省材料与计算化学重点实验室,山西忻州034000

出　　处：《合成化学》2022年第1期1-7,共7页Chinese Journal of Synthetic Chemistry

基　　金：山西省“1331工程”优势特色学科项目(2018122)。

摘　　要：设计并合成了两种新型查尔酮衍生物1-(2,5-二甲氧基苯基)-3-(芘-1-基)丙烯酮(a)和1-(3,4-二甲氧基苯基)-3-(芘-1-基)丙烯酮(b),其结构经IR,^(1)H NMR,^(13)C NMR,LC-MS等表征。测定了化合物的紫外(UV-Vis)和荧光(FL)谱图,并对a和b进行了理论计算和热特性研究。在B3LYP/6-311+G(d,p)理论水平上对化合物a和b进行了结构优化。前线轨道分析表明:a和b分子的能隙分别为3.24 eV和3.08 eV,存在分子内电荷转移现象。飞秒Z-扫描结果显示:a和b在515 nm和532 nm处表现出反饱和吸收与超快光学响应。热性能、理论计算和非线性吸收实验结果一致表明:化合物a和b在非线性光学领域有潜在应用前景。Two chalcone derivatives1-(2,5-dimethoxy phenyl)-3-(pyren-1-ly)acrylic ketone(a)and 1-(3,4-dimethoxyphenyl)-3-(pyren-1-yl)acrylic ketone(b)were designed and and synthesized.The structures were characterized by IR,^(1)HNMR,^(13)CNMR and LC-MS.The ultraviolet(UV)and fluorescence(FL)spectra of the compounds were determined.The theoretical calculation and thermal characteristics of a and b are studied,and the relationship between structure and performance was explained.The electronic structures of a and b were optimized at B3LYP/6-311+G(d,p)level.Frontier molecular orbitals analysis demonstrated that the energy gap of a and b are 3.24 and 3.08 eV.Femtosecond Z-scan measurements showed that the two molecules exhibited reverse saturation absorption(RSA)at 515 and 532 nm.The thermal properties,the theoretical calculations and the experimental results consistently indicate that the compound b has a good application prospect in nonlinear optics materials.

关 键 词：查尔酮 三阶非线性光学吸收 理论计算 超快光学响应 合成 前线轨道 反饱和吸收 

分 类 号：O626.12[理学—有机化学]