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Hydrogen Bond Effect in Nonlinear Optical Properties of Azobenzene Derivatives
Da-qiao Hu*1, Wen-jun Wang1, Rong-rong Wang1, Bo Yang1, Bo Yu2
1.School of Chemistry and Chemical Engineering and Center for Atomic Engineering of Advanced Materials, Anhui University, Hefei 230039, China;2.Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, Anhui Key Laboratory of Optoelectronic Science and Technology, University of Science and Technology of China, Hefei 230026, China
Abstract:
Three kinds of 4-hydroxyl azobenzene compouds with different substituents varied as -NO2, -H, -OCH3 in the para-position were synthesized and characterized. Their nonlinear optical properties in tetrahydrofuran (THF) and chloroform (CHCl3) solution were determined using Z-scan technique. The results revealed that the nonlinear absorption (β) and nonlinear refraction (γ) values of three azobenzene compounds in THF solution were larger than those in CHCl3 solution. It was mainly due to the regular arrangement and effective π-conjugation of azobenzene molecules caused by the formation of hydrogen bonds between the hydroxyl groups of azobenzene molecules and the oxygen atom of the THF molecules. Among three kinds of azobenzene compounds, the 4-nitro-4'-hydroxyazobenzene (NAzoOH) had the largest coefficients of βand γ values in both THF and CHCl3 solution. It was mainly because that a push-pull (D-π-A) electron system was formed by the electron withdrawing nitro-substituent with electron donating hydroxyl-group in both extremities of azobenzene, resulting in a higher electron delocalization.
Key words:  Azobenzene, Nonlinear property, Hydrogen bond, Substituent, Z-scan
FundProject:
氢键对于偶氮苯衍生物非线性光学性质的影响
胡大乔*1, 王文君1, 王荣荣1, 杨波1, 余波2
1.安徽大学化学化工学院,原子工程的先进材料研究中心,合肥230039;2.中国科学技术大学高分子科学与工程系,中国科学技术大学软物质实验室,安徽光电科学与技术重点实验室,合肥230026
摘要:
设计合成了三种偶氮苯化合物,分子的一端为羟基,改变其对位取代基团硝基、氢和甲氧基. 并利用Z扫描技术分别测试了偶氮苯化合物在THF及CHCl3溶液中的三阶非线性光学响应,所用激光输出波长为532 nm、脉宽为16 ns. 结果表明:对于不同取代基团的偶氮苯化合物,改变不同溶剂其酚羟基与THF 溶剂分子间形成了氢键,体系中供电子能力增强,分子排列有序度提高,因此非线性吸收系数和非线性折射率)相比较于CHCl3溶液,均表现出了不同程度的增强;同一溶剂中,4-硝基-4'-羟基偶氮苯由于其形成了推拉电子结构,电子云更易于流动,电荷转移程度高,表现出更大的非线性光学响应特性.
关键词:  偶氮苯,非线性光学性质,氢键,取代基,Z扫描
DOI:10.1063/1674-0068/28/cjcp1502073
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