Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/3605
Title: Synthesis of amine containing well-defined polymers via reversible addition-fragmentation chain transfer (RAFT) polymerization and their characterization
Authors: Bulmuş Zareie, Esma Volga
Kurtuluş, Işıl
Issue Date: 2013
Publisher: Izmir Institute of Technology
Abstract: The aim of the study is to synthesize well-defined, spermine-like, amine containing polymers via reversible addition fragmentation chain transfer (RAFT) polymerization as a potential endosomal escaping agent for intracellular drug delivery applications. Tert-butyl (2-((tert-butoxycarbonyl) amino) ethyl)(2-hydroxyethyl)carbamate was first synthesized and then methacrylated to yield 2-((tert-butoxycarbonyl) (2- ((tert-butoxycarbonyl) amino) ethyl) amino) ethyl methacrylate, (BocAEAEMA). BocAEAEMA was then polymerized via RAFT polymerization. A series of RAFT polymerization kinetics experiments were performed in order to investigate the RAFTcontrolled character of polymerizations. The effect of [M]/[R] ratio at constant monomer (0.36 M, 0.72 M and 1.44 M) and initiator concentrations (3.6x10-3 M) on polymerization kinetics was first investigated. Linear proportionality between ln [M]0/[M] and polymerization time, and Mn and conversion, indicated the RAFTcontrolled polymerization of BocAEAEMA monomer under the conditions tested. Boc-AEAEMA polymers were deprotected to yield AEAEMA polymers prior to assays performed to determine cytotoxicity and proton sponge capacity of polymers. Proton sponge capacity of AEAEMA polymers (5.5 kDa and 8 kDa) and PEI (25 kDa and 60 kDa) was investigated via potentiometric titration using constant polymer (2.2 x10-5 M) or repeating unit (2.9 x10-5 M) concentrations. The proton sponge capacity of p(AEAEMA)was found to be comparable to those of PEIs at the same repeating unit concentration. AEAEMA polymers did not show cytotoxic effect on NIH 3T3 cells up to 1.6 M concentration, tested via a cell viability assay for 24h and 72 h.
Description: Thesis (Master)--Izmir Institute of Technology, Chemical Engineering, Izmir, 2013
Includes bibliographical references (leaves: 75-82)
Text in English; Abstract: Turkish and English
xii, 96 leaves
Full text release delayed at author's request until 2015.08.01
URI: http://hdl.handle.net/11147/3605
Appears in Collections:Master Degree / Yüksek Lisans Tezleri

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