合成各類以雜環為核心的分子並研究其非線性光學性質

Synthesis and investigation of nonlinear optical properties of various organic molecules with different heterocyclic cores

劉倚佑(YI-YOU LIOU)

指導教授 ： 林子超

國立中央大學/理學院/化學系/碩士(2014年)

摘要

本論文利用吸收光譜儀和螢光光譜儀以及飛秒脈衝式雷射來激
發模型分子，量測模型分子的吸收光譜、螢光光譜、螢光生命期、螢
光量子產率和非線性光學中雙光子吸收的效應，論文總共分為六個章
節， 11 個模型分子， 三個系列作為探討； 三個系列分別以
Thieno[3,4-c]pyrrole-4,6-dione(TPD)、咪唑(imidazole)及噻吩(thiophene)
做為不同的共軛中心來進行討論，歸類出以下結論：
[1]以TPD為共軛中心，兩邊掛有推電子官能基對雙光子吸收有較好表
現。
[2]咪唑連接的分子具有較佳的量子產率，但引入芴共軛單元無法做
有效的π電子轉移，導致雙光子吸收表現不如預期。
[3]延長噻吩數目可以有效的降低吸收能隙，提升雙光子吸收的表
現。

關鍵字

非線性 ； 雙光子吸收 ； 雜環

並列摘要

The purpose of this study is to utilize absorption spectroscopy,
fluorescence spectroscopy, and femtosecond pulsed laser to
measure the absorption spectra, fluorescence spectra, fluorescence
lifetimes, fluorescence quantum yield and two-photon absorption
spectra of three series of model molecules. This thesis is divided
into six chapters and organized as follows:
Chapter1: Introduction; Chapter2: Molecular Design;
Chapter3: Result and Discussion; Chapter4: Synthesis;
Chapter5: The spectrum of nmr and mass, and Chapter6:
Experimental Section.
The experimental results show that: (1) using
thieno[3,4-c]pyrrole-4,6-dione as the π-center and
electron-donating functional units as the end-groups will lead to
better two-photon absorption; (2) all the imidazole-containing
model compounds show high fluorescence quantum yields, but the
incorporation of fluorene units does not lead to effective
charge-transfer upon excitation. Therefore the molecular
two-photon absorption performance of such model chromophores
are under our expectation; (3) increase the number of thiophene
units or extend the conjugated length of fused thiophene unit can
effectively reduce band-gap and enhance the molecular
two-photon absorption.

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