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Polioksanorbornen ana zincirinin bromlanması ve atom transfer nitroksit radikal birleşmesi reaksiyonu ile fonksiyonlandırılması

2015
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Advisor: Prof. Dr. Gürkan Hızal

Abstract (EN)

In this thesis, butyloxanorbornene monomer was first polymerized via ring opening metathesis polymerization (ROMP) using the first generation Grubbs' catalyst in chloroform at room temperature and then, bromine were reacted with PBONB in chloroform at room temperature for 4h . Afterward bromide functionalized PBONB clicked with acrylate functionalized TEMPO via Atom Transfer Nitroxide Radical Coupling (ATNRC) reaction in the presence of PMDETA, CuBr and Cu (0) catalyst system and DMF as solvent , to create corresponding graft polymer, poly(BONB-acrylate). Subsequently, thiophenol functionalized polybutyloxanorbornene was successfully prepared by using nucleophilic (Michael) thiol-ene "click" reaction. Next, mono carboxylic acid functional PEG (PEG-COOH) was synthesized with a reaction of PEG-OH in the presence of succinic anhydride. Afterward, PEG-COOH and 4-hydroxy-TEMPO were reacted to obtain nitroxyl radical functionalized PEG (TEMPO-PEG). Then, bromide functionalized PBONB clicked with PEG functionalized TEMPO via ATNRC reaction in the presence of PMDETA, CuBr and Cu (0) catalyst system and DMF as solvent , to create corresponding graft polymer, poly(BONB-PEG).Afterward, epoxy functionalized poly(BONB) was carried out by ATNRC reaction between 4-glycidyl-2,2,6,6-tetramethylpiperidin-1-oxyl and poly(BONB-bromide). The Bromide functionality of PBONB was converted to epoxy in the presence of PMDETA, CuBr and Cu (0) catalyst system and DMF as solvent in order to give poly(BONB-epoxy). Finally, the ATNRC reaction of PBONB-bromide was carried out using without TEMPO groups in the presence of Cu(0), Cu(Br) and PMDETA catalyst system and DMF as solvent at room temperature for 24 h. We observed the original signals belong to PBONB which means in this condition bromine functionalized polymer completely turned into original form.

Author

Dr. Lale Nur Atıcı

How to Cite

Lale Nur Atıcı (Master Thesis). Polioksanorbornen ana zincirinin bromlanması ve atom transfer nitroksit radikal birleşmesi reaksiyonu ile fonksiyonlandırılması, 2015, Istanbul Technical University.

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