本篇論文成功合成出以三唑並喹喔啉(Triazoloquinoxaline)為核心結構單元的拉電子基並透過更換不同的推電子基來合成出一系列的對稱型螢光分子該系列模型分子簡稱BTAQ系列，再將這些分子進行固態及液態雙態發射(Dual-State Emission；DSE)的線性光學量測以及放大自發輻射(Amplified Spontaneous Emission；ASE)的量測，在這同時我也將本實驗室已畢業碩士班學生徐正昇合成出的螢光染料進行了DSE及ASE的量測，在經過一系列的光學性質量測後我們將數據結果與結構分子進行探討可以得到以下的結論: (1) Donor-Acceptor-Donor (D-A-D)及 Donor-π-Donor 這兩種對稱型的結構分子在溶液態中皆有良好量子產率的表現。 (2) 在 BTAQ系列中，不同推電子結構單元均會對分子螢光光譜及固態的螢光量子產率產生影響。 (3) 在所有的模型分子中以模型分子(5)及模型分子(7)為最具代表性的螢光分子，兩者在溶液態與固態都有良好的螢光量子產率，在液態中的螢光量子產率皆有99%，固態中亦有70%之水準，可作為高效的螢光材料。 (4) 在 Donor-π-Donor 這個系列中的模型分子皆測量出ASE的行為且 具有較低的ASE閥值，在做為有機固態雷射材料方面是很有潛力的增益介質。 (5) 以 BTAQ作為拉電子結構單元並以茚並芴結構單元做為推電子基 所組合成的模型分子具有相對較低的ASE閥值(Eth) 89.2 μJcm-2，若能解開其背後機制，應對ASE染料的分子設計有極大幫助。;We have successfully synthesized a series of Donor-Acceptor-Donor (D-A-D) model molecules using triazoloquinoxaline as the central acceptor and various aromatic units as the end groups through multi-step synthetic processes. We have studied the dual-state emission (DSE) and amplified spontaneous emission (ASE) properties these model compounds (abbreviated as BTAQ series) by corresponding measurement methods. In addition, we put some efforts to study the ASE properties of a linear dye system with generic structure of D-π-D which was synthesized by our former member (Mr. Hsu, Cheng-Sheng). After analyzing the relation between the molecular structures and the obtained optical properties, the following conclusions can be drawn: (1) Both D-A-D and D-π-D type molecules exhibit good quantum yield in their solution state. (2) In the BTAQ series, different electron donor structures will affect the molecular fluorescence spectrum and solid-state fluorescence quantum yields. (3) Among all the model compound, molecules 5 and 7 exhibit relatively high quantum yields in both solution and solid states.(i.e. 99% in liquid-states and 70% in solid-states) and can be categorized as efficient DSE materials. (4) The model molecules of D-π-D series have shown efficient ASE behavior with relatively low ASE thresholds, making them promising gain media as organic solid-state laser materials. (5) The combination of BTAQ unit and indenofluorene moiety may benefit the lowering of the ASE threshold and it would be interesting to realize the underlying mechanism.
