利用苯並三唑衍生物、芴及茚並芴建構對稱型螢光染料並探討結構的變化對其放大自發輻射性質的影響;Symmetrical Fluorescent Dyes Using Benzotriazole Derivatives, Fluorene, and Indenofluorene as the Building Units: Design, Synthesis and Amplified Spontaneous Emission Property Studies

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题名:	利用苯並三唑衍生物、芴及茚並芴建構對稱型螢光染料並探討結構的變化對其放大自發輻射性質的影響;Symmetrical Fluorescent Dyes Using Benzotriazole Derivatives, Fluorene, and Indenofluorene as the Building Units: Design, Synthesis and Amplified Spontaneous Emission Property Studies
作者:	洪彥廷;Hong, Yan-Ting
贡献者:	化學學系
关键词:	對稱型螢光染料;放大自發輻射;Symmetrical fluorescent dyes;Amplified spontaneous emission
日期:	2025-08-26
上传时间:	2025-10-17 11:38:40 (UTC+8)
出版者:	國立中央大學
摘要:	本研究成功設計並合成出十一個具有對稱結構的螢光染料分子，分別以苯並三唑衍生物、芴及茚並芴做為主要結構單元，透過不同的拼接方式建構出具有變化性的共軛系統。所合成之螢光染料可依核心骨架與取代基的差異劃分為四個系列，並進一步探討其放大自發輻射(Amplified Spontaneous Emission ; ASE)性質。本論文透過光物理性質的分析，理解不同的結構單元對ASE行為的影響，並尋找有利於降低ASE閥值的關鍵結構單元，為未來高效有機雷射材料的分子設計提供理論與實驗參考。本論文所合成出來的模型分子多數皆有良好的螢光量子產率表現，並且成功利用合成出來的模型分子證實，核心烷鏈在2號位的區域異構物、三鍵linkage以及大核心共平面結構單元有利於開發出ASE閥值較低的螢光染料。其中模型分子11的光學行為最為優異，有著97%的螢光量子產率，在所有模型分子中有較低的螢光生命週期0.68 ns，其ASE閥值來到37.71 Jcm-2，是所有模型分子中最低的。;In this study, eleven symmetrical fluorescent dye were successfully designed and synthesized. These compounds were constructed using benzotriazole derivatives, fluorene, and indenofluorene as the primary structural units. By varying the connection modes among these core building blocks, a series of conjugated systems with structural diversity was achieved. Based on differences in the molecular backbone and substituents, the synthesized compounds were categorized into four distinct series. Their amplified spontaneous emission (ASE) properties were systematically investigated. Through detailed photophysical analysis, this work elucidates the impact of different structural motifs on ASE behavior and identifies key structural features that contribute to lowering the ASE threshold. The findings provide both theoretical insights and experimental evidence to guide the molecular design of next-generation high-performance organic laser materials. Most of the synthesized model compounds exhibited excellent photoluminescence quantum yields (PLQYs), with values exceeding 90% in solution. The study further demonstrates that certain structural elements—such as isomers with alkyl chains substituted at the 2-position, triple bond linkages, and highly planar, extended π-conjugated cores—are beneficial for achieving lower ASE thresholds. Among the eleven model compounds, compound 9 showed the most outstanding optical performance, featuring a PLQY of 93%, a relatively short fluorescence lifetime of 0.63 ns, and the lowest ASE threshold of 38.90 μJ cm⁻² across the entire series.
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