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Synthesis, Self-Assembly And Properties Of Amphiphilic Poly (Aryl Ether Ketone) Copolymers Containing Tetraphenyl Ethylene Group

Posted on:2017-05-16Degree:MasterType:Thesis
Country:ChinaCandidate:F LiFull Text:PDF
GTID:2271330482489501Subject:Polymer Chemistry and Physics
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With the development of science and technology, the demand for the functional materials is pressing day by day, so the design of new materials with special properties become one of the direction of many scientific researchers. Owing to the wide source and relatively simple preparation and excellent characteristics, the fluorescent materials has become one of the research highlights. Fluorescent material is widely used in some fields, such as paints/dyes for fibers, plastics and rubber, as well as fluorescent probes for biological imaging and chemical/biological sensors. In addition, it can be used in organic laser, photoluminescence and electroluminescence and other high-tech fields.Most traditional organic chromophore contains π-π large planar molecules conjugated structure, such as carbazole, fluorene, anthracene, and quinoline. These molecules have strong fluorescence intensity and quantum efficiency in the solution, but when the concentration of these chromophores is higher, the aggregation will occur, following by the fluorescence quenching. Silole molecule with a propeller-like structure is almost no fluorescence in solution. However, when it is in aggregated state such as solid, it will exhibit strong fluorescence intensity. This phenomenon is defined as AIE. In the last ten years, such molecules had been prepared, and widely used to detect explosives, biological imaging, chemical sensors and other fields.Poly (aryl ether ketone) has excellent thermal stability, good mechanical properties and corrosion resistance as well as other excellent characteristics. To introduce some molecules or structures with specific properties into poly (aryl ether ketone) will extend the functional application of poly (aryl ether ketone) in the life sciences, electronics, aerospace and other high-tech fields.In this paper, we mainly investigated the synthesis, self-assembly and properties of amphiphilic poly (aryl ether ketone)s with AIE.Firstly, we designed and synthesized a new monomer of (2,6-difluorophenyl) (4-(3-(4-1,2,2-triphenyl vinyl) phenoxy) propyl) phenyl) methanone (2F-TPE) by the reaction of (4-(3-bromopropyl) phenyl)(2,6-difluorophenyl) methanone and 1-(4-hydroxyphenyl)-1,2,2-triphenylethene. Then hydroxyl terminated poly (aryl ether ketone)s with AIE were prepared via condensation polymerization with 2F-TPE and the commercialization monomers. After that, a series of amphiphilic poly (aryl ether ketone) copolymers with AIE were prepared via a graft reaction between activated different molecular weight polyethylene glycol and hydroxyl terminated poly (aryl ether ketone)s with AIE, as well as the structure and properties of the resultant copolymers were characterized.Then, the self-assembly behaviors and fluorescent properties in solution of amphiphilic poly (aryl ether ketone) copolymers with AIE were investigated. In a mixed solvent system of tetrahydrofuran(THF)/water, the spherical micelles containing AIE were successfully prepared. By changing the molecular weight of the polyethylene glycol (PEG), spherical micelles with diameter from 100nm to 200nm could be prepared. These micelles exhibited strong fluorescence intensity and a long fluorescence lifetime even under the temperature of 50℃ to 90℃. The formation mechanism of the micelles was discussed.Furthermore, the micelles with different morphologies were successfully prepared with tetrahydrofuran(THF) as co-solvent and ethanol as selective solvent. By adjusting the initial concentration of copolymer solution, molecular weight of polyethylene glycol(PEG) segments and the amount of selective solvent, the size of the micelles could be controlled. The influence factors on the morphology and size of the micelles were discussed. This work established a foundation for the application of such materials in the life sciences, cell imaging and other areas.
Keywords/Search Tags:amphiphilic, AIE, poly(aryl ether ketones), self-assembly, fluorescence
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