Photophysics and Chemical Reaction of Styrylquinoline Derivatives Inside Micelles

• Main Authors: Wan–Ting Huang, 黃婉婷
• Other Authors: Shun–Li Wang
• Format: Others
• Language: zh-TW
• Online Access: http://ndltd.ncl.edu.tw/handle/83972276922127106130

碩士 === 國立嘉義大學 === 應用化學系研究所 === 101 === There are three sections in this thesis. The first part was focus on the influence of substituents which connected on different position of quinoline ring to the photophysics. Several compounds all possessing the characteristics of intramolecular charge transfer (ICT) were synthesized for this purpose. The styryl group possessing strong electron-releasing ability was used to as the substituent. These compounds include 8-(p–methoxy)styryl)quinoline(8-StQ-OMe), 2-(p–N,N–dimethylamino)styryl)quinoline(2-StQ-NMe2), 3-(p–N,N–dimethylamino)styryl)quinoline(3-StQ-NMe2), 4-(p–N,N–dimethylamino)styryl)quinoline(4-StQ-NMe2), 8-( p–N,N–dimethylamino)styryl)quinoline (8-StQ-NMe2). It was found that the substituented position on the quinoline ring strongly influence the photophysics for our system. The fluorescence quantum yield of 8–StQ–NMe2, and 8–StQ–OMe was higher than that of the other compounds. The influence of substituented position on the quinoline ring to the acid–base reaction was put on the second part of this thesis. There are two basic sites in our system except 8–StQ–OMe. The first protonation site for compounds 2–StQ–NMe2 and 4–StQ–NMe2 is located on the quinoline (electron acceptor) ring. Therefore, the absorption and emission spectra displayed obviously red shift after monoprotonation. The first protonation site for compounds 3–StQ–NMe2 and 8–StQ–NMe2 can be located on the quinoline (electron acceptor) ring or N, N–dimethyl amino group (electron donor). The absorption displayed two new absorption bands, one is red-shift and the other is blue shift to the neutral species, after monoprotonation. The chemical and photophysical reaction change for our system inside micelles was studied in the last section. The measured basicity for our system was influence by the head charge of surfactants. The basicity of our system in SDS surfactant is high than that of in CTAB or Trix-100 one. The emission maxima of our system are sensitive to the polarity of environment. Therefore, it is suitable to use these sensors in different fields, such as detection of metal ions, pH indicators, biosensors, nonlinear optics, etc.