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Synthesis of micelle-forming cationic block copolymers

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dc.date.accessioned 2014-02-04T12:34:48Z und
dc.date.accessioned 2017-10-24T12:19:44Z
dc.date.available 2014-02-04T12:34:48Z und
dc.date.available 2017-10-24T12:19:44Z
dc.date.issued 2014-02-04T12:34:48Z
dc.identifier.uri http://radr.hulib.helsinki.fi/handle/10138.1/3483 und
dc.identifier.uri http://hdl.handle.net/10138.1/3483
dc.title Synthesis of micelle-forming cationic block copolymers en
ethesis.discipline Polymer Chemistry en
ethesis.discipline Polymeerikemia fi
ethesis.discipline Polymerkemi sv
ethesis.discipline.URI http://data.hulib.helsinki.fi/id/204e19e5-dc8a-4453-be69-4c135b47a4f2
ethesis.department.URI http://data.hulib.helsinki.fi/id/c2dd677c-da9c-4011-94b0-27b1585ac1cb
ethesis.department Kemiska institutionen sv
ethesis.department Department of Chemistry en
ethesis.department Kemian laitos fi
ethesis.faculty Matematisk-naturvetenskapliga fakulteten sv
ethesis.faculty Matemaattis-luonnontieteellinen tiedekunta fi
ethesis.faculty Faculty of Science en
ethesis.faculty.URI http://data.hulib.helsinki.fi/id/8d59209f-6614-4edd-9744-1ebdaf1d13ca
ethesis.university.URI http://data.hulib.helsinki.fi/id/50ae46d8-7ba9-4821-877c-c994c78b0d97
ethesis.university Helsingfors universitet sv
ethesis.university University of Helsinki en
ethesis.university Helsingin yliopisto fi
dct.creator Duodu, John
dct.issued 2014
dct.language.ISO639-2 eng
dct.abstract In this master's thesis research reversible addition-fragmentation chain-transfer polymerization (RAFT) was utilized to synthesize primary and tertiary amine-based cationic copolymers to be utilised as micelles for gene transfer. Materials that were synthesized included 2-aminoethyl methacrylamide hydrochloride (AEMA.HCl) monomer, homopolymers such as polymethyl methacrylate (PMMA) and poly (N,N-dimethylamino ethyl methacrylate) (PDAMEMA), and copolymers such as polymethyl methacrylate-block-poly (2-dimethylamino) ethyl methacrylate (PMMA-b-PDMAEMA), polymethylmethacrylate-block-poly(dimethylamino ethyl methylcrylate-statistical-2-aminoethyl methacrylamide hydrochloride) (PMMA-b-P[DMAEMA-co-AEMA.HCl]) and poly (dimethylamino ethyl methylcrylate-statistical-2-aminoethyl methacrylamide hydrochloride) (P[DMAEMA-co-AEMA.HCl]). Prepared polymers were characterized using nuclear magnetic resonance (NMR) spectroscopy and size exclusion chromatography (SEC) methods. Also, via dialysis method aqueous micelles of PMMA-b-PDMAEMA block copolymer were prepared, and charaterized using dynamic light scattering (DLS). AEMA-hydrochloride monomer was synthesized via amidation process using methacrylic anhydride, and purified by recrystallization in isopropanol. Proton Neutron Magnetic Resonance (1HNMR) results revealed successful synthesis and production of a highly pure monomer. PMMA and PDMAEMA homopolymers of narrow molecular weight distribution were synthesized via RAFT using azobisisobutyronitrile (AIBN) initiator and 4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPA) as chain transfer agent (CTA). With PMMA as a macro-CTA and AIBN initator DMAEMA was polymerized resulting in the formation of PMMA-b-PDMAEMA cationic block copolymer. 1HNMR analysis revealed a polymer consisting of PMMA and PDMAEMA blocks, and size exclusion chromatography (SEC) results also indicated production of a polymer with narrow molecular weight distribution. Results from dynamic light scattering (DLS) study showed PMMA-b-PDMAEMA (Mn=~23000 g/mol) diblock copolymer forms micelles with hydrodynamic radius in the range of 10-100 nm when THF-based copolymer solution was dialyzed in water. The size of micelle decreased at higher pH values. With respect to size PMMA-b-PDMAEMA copolymer micelles could be considered suitable for DNA transfer. Also, with AIBN initiator CPA and PMMA were used as CTA and a macro-CTA in two separate reactions to polymerize DMAEMA and AEMA-hydrochloride monomers simultaneously leading to formation of P(DMAEMA-co-AEMA.HCl) and PMMA-b-P(DMAEMA-co-AEMA.HCl) copolymers respectively. It was observed through SEC polymerization occured in both cases and resulting polymers exhibit very narrow molecular weight distribution. However, the molecular nature and composition of both copolymers cannot be reliably predicted based on 1HNMR results due to complications as a result of polymers poor solubility in various NMR solvents. en
dct.language en
ethesis.language.URI http://data.hulib.helsinki.fi/id/languages/eng
ethesis.language English en
ethesis.language englanti fi
ethesis.language engelska sv
ethesis.thesistype pro gradu-avhandlingar sv
ethesis.thesistype pro gradu -tutkielmat fi
ethesis.thesistype master's thesis en
ethesis.thesistype.URI http://data.hulib.helsinki.fi/id/thesistypes/mastersthesis
dct.identifier.urn URN:NBN:fi-fe2017112252205
dc.type.dcmitype Text

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