N-(6-羟基己基)-2-甲氧基-8-硝基苯偶氮基咔唑的合成与三阶非线性光学性能

Synthesis and Third-order Nonlinear Optical Properties of N-(6-hexanol)-2-methoxy-8-nitroazophenyl Carbazole

通过亲电取代反应和后重氮偶合反应合成了新的化合物N-(6-羟基己基)-2-甲氧基-8-硝基苯偶氮基咔唑,用红外谱(IR)、核磁氢谱(1H NMR)以及核磁碳谱(13C NMR)对其结构进行了表征。采用密度泛函理论的B3LYP/6-31G(d)方法优化了分子结构,在MP2/6-31G(d)的水平下进行单点能计算,N-(6-羟基己基)-2-甲氧基-8-硝基苯偶氮基咔唑顺反异构的相对能量ER为52.43 kJ·mol^-1。基于纳秒时域(4 ns,532 nm)Z-扫描技术对分子的三阶非线性光学性质进行了研究,闭孔Z-扫描分子表现出自散焦特性,开孔Z-扫描表明分子同时存在较强的饱和吸收和反饱和吸收。N-(6-羟基己基)-2-甲氧基-8-硝基苯偶氮基咔唑二阶超极化率γ为2.59×10-29 esu,品质因子达到1.5。

A new compound N-(6-hexanol)-2-methoxy-8-nitroazophenyl carbazole(HMNAC)was synthesized by electrophilic substitution reaction and post-azo-coupling reaction,and the structure of HMNAC was characterized by IR,1H NMR and 13C NMR.The molecular structure of HMNAC was optimized at the B3LYP/6-31G(d)level.Single point energy was calculated at the MP2/6-31G(d)level.The relative energy ER between cis‐trans isomers of HMNAC was found to be 52.43 kJ·mol^-1.The thirdorder nonlinear optical properties of HMNAC were studied by Z-scan technique under nanosecond excitation at 532 nm.Closedaperture curve has revealed that HMNAC has self-defocusing effect.Open-aperture curve indicated that both saturated absorption and reverse saturated absorption exist in HMNAC.The second-order hyperpolarizabilityγof HMNAC was 2.59×10-29 esu,and the figure of merits(FOMs)reached 1.5.