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Synthesis of chromophores and polyimides with a green chemistry approach for second‐order nonlinear optical applications

机译:二阶非线性光学应用的绿色化学方法合成发色团和聚酰亚胺

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> This article presents the synthesis of nonlinear optical responsive chromophores by adopting a green chemistry approach by coupling N ‐methyl‐ N ‐(2‐hydroxyethyl)‐4‐amino benzaldehyde with barbituric acid, 1,3‐indanedione, and 1,3‐diethyl‐2‐thiobarbituric acid as the acceptors through stilbene linkage. We performed the synthesis in less than 10?minutes at room temperature with water as a solvent without catalyst. Two different side‐chain polyimides were synthesized from poly(hydroxy‐imide)s with chromophores by Mitsunobu reaction. The chromophores were characterized by Fourier transform infrared, 1 H NMR, 13 C NMR, and elemental analysis. However, the polyimides were characterized by Fourier transform infrared and 1 H NMR. The inherent viscosities ( η inh ) of polyimides were determined by Ubbelohde viscometer, which ranged between 0.1793 and 0.1890?dL/g. The molecular weights of the polyimides were determined using gel permeation chromatography and were in range of 23?000 to 26?000. Polyimides demonstrated an excellent solubility in polar aprotic solvents, indicating good processability. Thermal behavior of these polyimides was studied by differential scanning calorimetry and thermogravimetric analysis. The T g 's were in the range of 185°C to 255°C. The change in the molecular orientation in the polymer films after electrical poling was ascertained using ultraviolet‐visible spectrophotometer and atomic force microscopy. The thicknesses and refractive indices of the thin films were determined by an ellipsometer. The second harmonic generation coefficients of the corona‐poled polymer films at T opt 's, determined by the Maker fringe technique, ranged between 59.33 and 77.82?pm/V. High thermal endurance observed for the polyimides is attributed to the extensive hydrogen bonds in the matrix. The developed polyimides showed no decay in second harmonic generation signals below 110°C, indicating the acceptance for nonlinear optical devices.
机译: > 本文通过耦合采用绿色化学方法来介绍非线性光学响应式发色团的合成 n -甲基- n - (2-羟基乙基)-4-氨基苯甲醛,具有巴比妥酸,1,3- indanedione和1,3-二乙基-2-硫氨基甲酸作为受体通过芪的贯通剂。我们在室温下在少于10℃时进行合成,用水作为没有催化剂的溶剂。通过Mitsunobu反应从聚(羟基-IMIDE)S用发色团合成两种不同的侧链聚酰亚胺。通过傅里叶变换红外线表征发色团, 1 H NMR, 13 C NMR,元素分析。然而,聚酰亚胺的特征是傅里叶变换红外线和 1 H NMR。固有粘度( η inh )通过Ubbelohde粘度计确定聚酰亚胺,其范围为0.1793和0.1890〜1890℃。使用凝胶渗透色谱法测定聚酰亚胺的分子量,并且在23Ω000至26 000的范围内。聚酰亚胺在极性非质子溶剂中表现出优异的溶解度,表明良好的加工性。通过差示扫描量热法和热重分析研究了这些聚酰亚胺的热行为。这 t g 在185°C至255°C的范围内。使用紫外线可见分光光度计和原子力显微镜确定电动抛光后聚合物膜中的分子取向的变化。薄膜的厚度和折射率由椭圆仪测定。电晕杆聚合物膜的第二谐波产生系数 t opt 由制造商边缘技术决定,范围在59.33和77.82之间?PM / v。对于聚酰亚胺观察到的高热耐久性归因于基质中的广泛的氢键。开发的聚酰亚胺在110°C低于110°C的二次谐波产生信号中没有显示衰减,表明非线性光学器件的接受。

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