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Design, synthesis and characterization of novel nonlinear optical chromophores for electro-optical applications.

机译：电光学应用的新型非线性光学生色团的设计，合成和表征。

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摘要

This dissertation involves the design, synthesis and characterization of second order nonlinear optical chromophores for electro-optic applications. The design concept, that poling efficiency and macroscopic nonlinearities can be improved by modifying a chromophore's shape, has been explored.; Chapter 1 gives an introduction into theoretical background of nonlinear optics and electro-optic phenomenon in organic molecules and poled polymers.; Chapter 2 involves the design and synthesis of GLD-2 and GLD-3 chromophores, both with bulky substituents on the ring-fused bridge. The optical studies and HRS measurement show that the two alkyl groups on the bridge blueshift the lambdamax in chloroform by 20 nm and decrease the beta values. DSC and TGA thermal analysis show Td of GLD-2 and GLD-3 over 240°C. The maximum achievable r33 of GLD-2/PMMA is 61 pm/V, compared to the 92.4 pm/V of GLD-1/PMMA. But GLD-2/APC shows r33 of 45.2pm/V, higher than GLD-1/APC due to the improved compatibility with APC. The optical loss of 13 wt% GLD-2/PMMA at 1.55mum is 1.4 dB compared to the 2.3 dB of 17 wt% GLD-1/PMMA. Optical loss studies prove that adding two bulky substituents on bridge help attenuate electrostatic interactions. GLD-3 show deteriorated solubility in common used organic solvents, probably due to the combination of two TBDMS and two lengthy alkyl groups.; Chapter 3 presents synthesis of thiophene-based chromophores with variously positioned TBDMS groups. The optical studies of these chromophores show one TBDMSO substitution on the thiophene bridge yields little influence on the lambda max in chloroform. FTCDS chromophore with two TBDMS groups, one on donor and one on thiophene bridge, shows to be the best structure with regards the thermal stability and achievable maximum EO coefficient value, 65.9 pm/V, at only 24 wt% loading density at 1.3 mum.; Chapter 4 deals with three novel bridges for NLO chromophores. Synthetic methodologies of the diketone precursor of rigidified dithienylbutadiene have been explored. One CF3 and two CF3 modified isothianaphthenes, two potential highly efficient conjugation bridges, have been synthesized successfully. Two CF3 modified isothianaphthene shows much improved thermal and chemical stabilities.
机译：本文涉及用于电光应用的二阶非线性光学生色团的设计，合成和表征。已经探索了通过改变发色团的形状可以提高极化效率和宏观非线性的设计思想。第1章介绍了有机分子和极性聚合物中非线性光学和电光现象的理论背景。第2章涉及GLD-2和GLD-3发色团的设计和合成，这两个发色团都在环稠合桥上带有庞大的取代基。光学研究和HRS测量表明，桥上的两个烷基使氯仿中的lambdamax蓝移20 nm，并使β值降低。 DSC和TGA热分析显示GLD-2和GLD-3的Td在240°C以上。与GLD-1 / PMMA的92.4 pm / V相比，GLD-2 / PMMA的最大可达到r33为61 pm / V。但是GLD-2 / APC的r33为45.2pm / V，由于与APC的兼容性提高，因此高于GLD-1 / APC。与重量百分比为17％的GLD-1 / PMMA的2.3 dB相比，重量百分比为13％的GLD-2 / PMMA在1.55mm的光学损耗为1.4 dB。光损失研究证明，在桥上添加两个庞大的取代基有助于减弱静电相互作用。 GLD-3在常用有机溶剂中的溶解度下降，可能是由于两个TBDMS和两个长烷基的结合。第3章介绍了具有不同位置的TBDMS基团的基于噻吩的发色团的合成。这些生色团的光学研究表明，噻吩桥上的一个TBDMSO取代对氯仿中的λ最大值几乎没有影响。 FTCDS发色团具有两个TBDMS组，一个在供体上，一个在噻吩桥上，就热稳定性和可实现的最大EO系数值（65.9 pm / V）而言，在1.3微米的负载密度仅为24 wt％时，是最佳的结构。 ;第4章讨论了用于NLO生色团的三种新型桥。已经研究了刚性二噻吩基丁二烯的二酮前体的合成方法。已成功合成了一个CF3和两个CF3修饰的异硫醚蒽，这两个潜在的高效共轭桥。两种CF3改性的异硫杂环丁烷显示出大大提高的热稳定性和化学稳定性。

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  • 作者

    Liu, Feng.;

  • 作者单位

    University of Southern California.;

  • 授予单位 University of Southern California.;
  • 学科 Chemistry Organic.; Engineering Materials Science.; Engineering Electronics and Electrical.
  • 学位 Ph.D.
  • 年度 2004
  • 页码 170 p.
  • 总页数 170
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 有机化学;工程材料学;无线电电子学、电信技术;
  • 关键词

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