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Polymerization of Zwitterionic Sulphobetaine Methacrylate and Modification of Contact Lens Substrate
KTH, School of Chemical Science and Engineering (CHE).
2015 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesisAlternative title
Polymerisation av sulfobetainmetakrylat och modifiering av linsmaterial (Swedish)
Abstract [en]

In this study, the zwitterionic monomer [2-(methacryloyloxy)ethyl] dimethyl-(3-sulfopropyl)

ammonium hydroxide (SBMA) was polymerized in a controlled manner by reversible

addition-fragmentation chain transfer (RAFT) polymerization. The SBMA was also

polymerized by atom transfer radical polymerization (ATRP) but in a less controlled manner

why ATRP was discarded for further use in the study. The RAFT polymerized p(SBMA) was

end-group modified through aminolysis forming a thiol end-group. The zwitterionic polymers

have considerable anti-fouling properties and could be of use in contact lenses to prolong

the wear-time. Model contact lens hydrogel substrates were synthesized, through free

radical polymerization, consisting of 1/3 of silicone monomer, 2/3 of dimethyl acrylamide

(DMA) and small percentages of glycidyl methacrylate (GMA) and ethylene glycol

dimethacrylate (EGDMA) cross-linker. These had poor mechanical strength and could only be

used to explore the effect of surface chemical modification. The p(SBMA)-thiol was

‘graftedto’, by applying thiol-epoxide ring-opening, at a free radical polymerized co-polymer

consisting of DMA and GMA indicating that this could work for the model hydrogel surfaces.

Abstract [sv]

I denna studie polymeriserades den zwitterjoniska monomeren [2- (metakryloyloxi) etyl]

dimetyl (3-sulfopropyl) ammoniumhydroxid (SBMA) på ett kontrollerat sätt genom

”reversible additionfragmentation chain transfer” (RAFT) polymerisation. SBMA

polymeriserades också genom “atom transfer radical polymerization" (ATRP) men på ett

mindre kontrollerat sätt varför ATRP då förkastades för vidare användning i arbetet.

p(SBMA) blev ändgruppsmodifierad genom aminolys som då bildade en tiol ändgrupp.

Zwitterjoniska polymerer kan vara bra för att förhindra tillväxt av biofilmer/beläggningar och

kan därför bidra till att användningstiden för kontaktlinser kan förlängas. Modellytor

baserade på hydrogel framställdes genom friradikalpolymerisation, med syfte att efterlikna

en kontaktlins. Modellmaterialet består av 1/3 av silikoninnehållande monomer, 2/3 av

dimetylakrylamid (DMA) och små mängder glycidylmetakrylat (GMA) samt

etylenglykoldimetakrylat (EGDMA) som tvärbindare. Dessa modellytor hade dålig mekanisk

hållfasthet och kunde endast användas för att utvärdera effekterna av ytmodifiering. Genom

att använda tiol-epoxi ring-öppning utav p(SBMA)-tiol på en sam-polymer bestående av

(DMA) och (GMA) indikerade detta att "ympning-till" skulle kunna fungera för hydrogels

modellytorna.

Place, publisher, year, edition, pages
2015.
Keywords [en]
Zwitterionic, Sulphobetaine, RAFT, ATRP, End-group-modification, Grafting-to, Contact lens
Keywords [sv]
zwitterjonisk, RAFT, ATRP, ändgrupps modifiering, ympning-till, kontakt
National Category
Polymer Technologies
Identifiers
URN: urn:nbn:se:kth:diva-221638OAI: oai:DiVA.org:kth-221638DiVA, id: diva2:1175545
Available from: 2018-01-18 Created: 2018-01-18 Last updated: 2018-01-18Bibliographically approved

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