Complexation of camphor sulfonic acid to affect the emission behavior of organic compound and polymer with quinoline moiety

• Main Authors: Chein-an Chou, 周建安
• Other Authors: J.L. Hong
• Format: Others
• Language: en_US
• Published: 2010
• Online Access: http://ndltd.ncl.edu.tw/handle/09652709812360188133

碩士 === 國立中山大學 === 材料與光電科學學系研究所 === 98 === Many chromophoric organics and polymers are highly emissive in their dilute solutions but become weakly luminescent in the high concentration and solid film states due to the induced π−π interactions of the intimately-contact chromophores. Therefore, it is practically important to develop fluorescent organic and polymeric materials with enhanced emission in their aggregated states (so called aggregated-induced emission, AIE). In this study, organic compound 2,4-diphenylquinoline (DPQ) with inherent quinoline ring and polymeric poly(vinyl diphenylquinoline) (PVQ) with pendant quinoline group were prepared and their AIE-phenomena were characterized. To prove the reported point that restriction of intramolecular rotation (RIR) is the main cause for AIE effect, DPQ and PVQ were further incorporated with organic strong acid of camphorsulfonic acid (CSA). Through the favorable acid-base interaction between the sulfonic acid in CSA and the nitrogen atom of the quinoline ring in DPA (or CSA), ionic complex of DPQ-CSA (and PVQ-CSA) was easily prepared and their response toward AIE properties were studied. Through the enhanced RIR by the complexation of bulky CSA with the central quinoline ring, the resulting DPQ-CSA (and PVQ-CSA) complex was proved to have better AIE-effect compared to the pristine DPQ (and PVQ). RIR mechanism can be indirectly proved in this case. We study the AIE on micelle topics of the block copolymer. We choose the poly(styrene-block-tertbutylstyrene) (PS-b-PBS) as our block copolymer. To synthesize the PS-b-PBS, we can successfully get the new block copolymer PVQ-b-PBS. PVQ-b-PBS was similarly blended with the CSA. In the block copolymer micelles, choose the selective solvent to get the different micelles and observe the diverse on the luminescence. Finally, we analyzed compositions and conformations by atomic force microscopy (AFM) and transmission electron microscopy (TEM).