两个查尔酮衍生物的合成、理论计算及三阶非线性光学性质

Synthesis,Theoretical Investigation and Third-Order Nonlinear Optical Properties of Two Chalcone Derivatives

合成了两个查尔酮类衍生物1-(4-甲基苯基)-3-(4-二甲氨基苯基)丙烯酮(1)和1-(4-甲基苯基)-3-(4-甲氧基苯基)丙烯酮(2),通过1H NMR、13C NMR、IR、HR-MS对其进行结构表征。采用4f相位相干成像技术测定了化合物1和2的三阶NLO性质,确定了相关参数:脉冲宽度4nm,激光波长分别为500和440nm,1:非线性吸收系数β=7.3×10-10m/W,非线性折射率n2=-3.6×10-17m2/W,三阶非线性极化率χ(3)=2.56×10-11esu;2:β=-4.8×10-10m/W,n2=2.0×10-17m2/W,χ(3)=1.45×10-11esu。测定了化合物紫外光谱,并通过DSC考察了化合物的热稳定性。采用密度泛函方法计算了化合物1和2的轨道能量和极化率,结果表明电子转移能在分子内部进行,显示出良好的非线性光学活性。

Two chalcone derivatives 1-（4-methylphenyl） -3-（4-dimethylaminophenyl） acrylic ketone （ 1 ） and 1- （4-methylphenyl） -3- （4-methoxyphenyl） acrylic ketone （ 2 ） were synthesized and characterized by ^1 H NMR, ^13 C NMR, IR and HR-MS. Their third-order nonlinear optical properties were measured by 4f phase-coherent imaging system with pulse width 4nm, laser wavelength 500nm and 440nm, respectively. The relevant parameters were given as follows ： for compound 1 ： the nonlinear absorption coefficient fl = 7.3 × 10^- 10 m/W, the nonlinear refractive index n2 = -3.6 × 10^-17 m2/W, the third-order nonlinear polarizabilityx（3） =2. 56 × 10^-11esu; for compound 2： β = - 4. 8× 10^-10m/W, n2 = 2. 0 × 10^-17 m^2/W, X（3） = 1.45 × 10^-11 esu. The corresponding UV absorption and DSC curves were also investigated. Moreover, their orbital energy and polarization were calculated by density functional theory. The results indicated that intramoleeular electron transfer can occur in 1 and 2. Thus both compounds exhibit better NLO activities.