Part a. Substituent Effects on the Photophysics of Compounds with Intramolecular Charge Transfer。Part b. Application of Organic Compounds with Intramolecular Charge Transfer in Chemosensor

• Main Authors: Tian-Rong Guo, 郭添榮
• Other Authors: Shun-Li Wang
• Format: Others
• Language: zh-TW
• Online Access: http://ndltd.ncl.edu.tw/handle/68759230108837361960

碩士 === 國立嘉義大學 === 應用化學系研究所 === 98 === This thesis consists of three sections. The first section was to study the influence of the intramolecular charge transfer to the photophysics of p-N,N-dimethylamino-2-styryl derivatives. The absorption maxima display red shift when the reduction potential of acceptor decreases. The dipole moment difference between ground state and excited state were about 9-14 D for p-N,N-dimethylamino-2-styryl derivatives. If the intersystem crossing of p-N,N-dimethylamino-2-styryl derivatives was inhibited by the ICT reaction, the fluorescence quantum yield increase. However, The ICT reaction can also create a non-radiative channel for excited state of p-N,N-dimethylamino-2-styryl derivatives by shorting the energy level between the difference of excited state and ground state. 　　The second section was to study the influence of substituent effects on the photophysics of 2-(2’-naphthyl)-1-Substituentethylene (2-stN-X) and 2-(2’-quinolyl)-1-Substituentethylene (2-stQ-X) derivatives. The dipole moment difference between ground state and excited state increased when a strong donor was used. For the 2-StQ-X derivatives, the fluorescence quantum yields increase with increasing the ICT reaction, but the fluorescence quantum yields reduced obviously after protonation. For 2-StN-X derivatives, the fluorescence quantum yields decrease with increasing the ICT reaction, but the fluorescence quantum yields increase obviously after protonation. The fluorescence quantum yields of 2-StN-NPh2 and 2-StQ-NPh2 compounds was huge because of the steric effect of N,N-diphenylamino group. Some methoxy substituted of the 2-StQ-X derivatives were synthesized to study the influence of the steric effect on the fluorescence quantum yields. The fluorescence quantum yield of 2-StQ-3,4-2OMe was similar to that of 2-StQ-3,4-dioxole and 2-StQ-3,4-dioxane, but higher than that of 2-StQ-2,4-2OMe confirming the steric effect of substituents was important on the fluorescence quantum yields. The third section studies the application of the 2-StN derivatives on chemosensor. A mixture sensor consists of 2-StN-NEt2 and 2-StQ-cyclohexane could uniquely detect copper and beryllium ions.