本篇研究成功合成多個系列Donor-Acceptor-Donor(D-A-D)結構的對稱型有機雷射增益介質,探討其在溶液態和純膜態的雙態螢光(Dual-State Emission, DSE)及放大自發輻射(Amplified Spontaneous Emission, ASE)性質。 在第一系列中,採用官能基異構化(Functional isomers)改變芴(Fluorene)的特性,開發多個不同的電子供體基團。與經烷鏈修飾的苯並雙三唑(Benzobistriazole)作為受體核心,組合成多個D-A-D模型分子。除了以氙燈為光源的基礎光學實驗和以氮氣雷射為激發光源的溶液態放大自發輻射實驗,透過調整實驗架構的光路得以藉由其他雷射增益介質放出的ASE作為待測樣品的激發光源,成功達到調整激發光源波長的目的。另一方面,也透過本校光電系張瑞芬教授實驗團隊的協助,製作和量測純膜樣品的放大自發輻射性質。透過一系列光學量測,能得到官能基異構化對模型分子的影響,其中模型分子(3)在純膜態下閥值(Threshold)表現最好,為48µJ/cm2。藉由改變電子供體結構,可構成基礎光學表現相似但放大自發輻射性質差異大的增益介質,此分子設計對於未來開發相關功能性材料具有指導意義。 在第二系列中,採用噻吩並噻吩(Thieno[3,2-b]thiophene)作為電子供體,和實驗室常見的受體核心組合成多個小分子D-A-D模型分子。透過一系列溶液態的光學量測,得到不同受體核心對模型分子的影響,其中模型分子(10)在溶液態下閥值表現最好,為26.26µJ/cm2。藉由以噻吩並噻吩作為電子供體,我們得以收集小分子D-A-D材料作為雷射增益介質的放大自發輻射數據,並對於未來開發此系列延伸的D-π-A-π-D材料具有指導意義。;This study reports the successful synthesis of several series of symmetric organic laser gain media with Donor-Acceptor-Donor (D-A-D) architectures. Their dual-state emission (DSE) and amplified spontaneous emission (ASE) properties were systematically investigated in both solution and neat-film states. In the first series, functional isomerization was employed to tune the properties of fluorene, leading to the development of various electron-donating groups. These donor units were combined with alkyl-modified benzobistriazole as the acceptor core to construct a series of D-A-D model compounds. In addition to conventional optical measurements using a xenon lamp and solution-state ASE experiments excited by a nitrogen laser, the optical setup was further modified to utilize ASE generated from other laser gain media as the excitation source, thereby enabling tunable excitation wavelengths. Neat-film ASE measurements were also carried out by Prof. Rui-Fen, Chang’s research team in the Department of Optoelectronics at our university. Through comprehensive optical characterization, the effects of functional isomerization on the model compounds were elucidated. Among them, model compound (3) exhibited the lowest ASE threshold in the neat-film state, with a value of 48 µJ/cm². Furthermore, by varying the electron-donating structures, gain media with similar fundamental photophysical properties but significantly different ASE behaviors were obtained. This molecular design strategy provides valuable guidance for the development of related functional materials. In the second series, thieno[3,2-b]thiophene was employed as the electron donor and combined with commonly used acceptor cores to construct several small-molecule D-A-D systems. A series of solution-state optical measurements revealed the influence of different acceptor cores on the model compounds. Among them, model compound (3) showed the lowest ASE threshold in solution, at 26.26 µJ/cm². By employing thieno[3,2-b]thiophene as the donor unit, ASE characteristics of small-molecule D-A-D laser gain media were systematically investigated, providing further guidance for the development of extended D-π-A-π-D systems.