Chen Kexiang, Wang Jiexue, Li Lu, Chang Le, Yang Min, Wang Qihui, Li Zhonghui, Deng Guowei
Sichuan Normal University College of Chemistry and Materials Chengdu China.
Chengdu Normal University College of Chemistry and Life Science Chengdu China.
Curr Org Synth. 2023 Mar 30. doi: 10.2174/1570179420666230330105047.
Organic electro-optic (EO) materials have recently gained considerable attention owing to their advantages compared to inorganic EO materials. Among different kinds of organic EO materials, organic EO molecular glass exhibits desired prospect because of its high chromophore loading density and large macroscopic EO activity.
The objective of this study is to design and synthesize a novel organic EO molecular glass JMG utilizing julolidine moiety as the electron donor, thiophene moiety as the conjugated bridge, trifluoromethyl substituted tricyanofuran derivate (Ph-CF3-TCF) as the electron acceptor.
The JMG's structure was characterized through NMR and HRMS. The photophysical property, glass transition temperature, first hyperpolarizability (β) and dipole moment (μ) of JMG were determined through UV-vis spectra, DSC test and DFT calculation.
JMG's Tg reached to 79 °C and it can form high-quality optical film. The theoretical calculation shows that the first hyperpolarizability (β) and dipole moment (μ) of JMG were calculated to 730×10-30 esu and 21.898 D. After connecting poling with the poling voltage of 49 V/μm at 90 ℃for 10 min, the highest EO coefficient (r33) of the poled JMG films reached to 147 pm/V.
A novel julolidine-based NLO chromophore with two tert-butyldiphenylsilyl (TBDPS) groups was successfully prepared and characterized. TBDPS group is introduced as the film-forming group, and it also plays the role of isolation group, which can suppress the electrostatic interaction between chromophores, improve the poling efficiency and further enhance the EO activity. The excellent performances endow JMG with potential applications in device fabrication.
由于与无机电光材料相比具有优势，有机电光（EO）材料最近受到了广泛关注。在各种有机EO材料中，有机EO分子玻璃因其高发色团负载密度和大的宏观EO活性而展现出良好的前景。
本研究的目的是设计并合成一种新型有机EO分子玻璃JMG，它以久洛里定部分作为电子供体，噻吩部分作为共轭桥，三氟甲基取代的三氰基呋喃衍生物（Ph-CF3-TCF）作为电子受体。
通过核磁共振（NMR）和高分辨质谱（HRMS）对JMG的结构进行表征。通过紫外可见光谱、差示扫描量热法（DSC）测试和密度泛函理论（DFT）计算来测定JMG的光物理性质、玻璃化转变温度、第一超极化率（β）和偶极矩（μ）。
JMG的玻璃化转变温度（Tg）达到79℃，并且它能够形成高质量的光学薄膜。理论计算表明，JMG的第一超极化率（β）和偶极矩（μ）分别计算为730×10-30 esu和21.898 D。在90℃下以49 V/μm的极化电压进行10分钟的极化处理后，极化后的JMG薄膜的最高电光系数（r33）达到147 pm/V。
成功制备并表征了一种带有两个叔丁基二苯基硅烷基（TBDPS）基团的新型基于久洛里定的非线性光学发色团。引入TBDPS基团作为成膜基团，它还起到隔离基团的作用，能够抑制发色团之间的静电相互作用，提高极化效率并进一步增强电光活性。这些优异的性能使JMG在器件制造中具有潜在的应用价值。
