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Title:Sinteza eugenol metakrilata in njegova uporaba pri razvoju funkcionalnih polimernih mrež : diplomsko delo univerzitetnega študijskega programa I. stopnje
Authors:ID Ogrin, Veronika (Author)
ID Paljevac, Muzafera (Mentor) More about this mentor... New window
ID Krajnc, Peter (Comentor)
Files:.pdf VS_Ogrin_Veronika_2025.pdf (3,66 MB)
MD5: 49672639DB6AA14BA403DC1CB5FC1839
 
Language:Slovenian
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Engineering
Abstract:V tej diplomski nalogi smo se osredotočili na razvoj in karakterizacijo polimernih materialov, pripravljenih iz eugenol metakrilata (EMA), ki smo ga sintetizirali iz eugenola z esterifikacijo z anhidridom metakrilne kisline. Na ta način smo pridobili monomer z visoko reaktivno metakrilatno funkcionalno skupino. Strukturo in čistost EMA smo potrdili z uporabo naprednih analitskih tehnik, kot sta jedrska magnetna resonanca (NMR) in Fourierjeva transformacijska infrardeča spektroskopija (FTIR). Nato smo pripravili porozne polimerne materiale z dvema metodama: polimerizacijo v masi in polimerizacijo zunanje faze emulzije z visokim deležem notranje faze (t. i. HIP emulzije). V obeh primerih smo kot monomer uporabili EMA, kot zamreževalo pa etilen glikol dimetakrilat (EGDMA). Polimerizacijo v masi smo izvedli z uporabo različnih topil (toluen, etanol, metanol in propan-2-ol), da bi preučili vpliv topila na morfologijo nastalih materialov ter na sposobnost polimerizacije eugenol metakrilata. Eugenol kljub prisotnosti proste vinilne skupine v svoji strukturi sam po sebi ni zmožen polimerizacije, medtem ko metakrilatna skupina v EMA izkazuje visoko reaktivnost, kar smo tudi eksperimentalno potrdili. S polimerizacijo HIP emulzij smo želeli sintetizirati materiale z večjo poroznostjo in specifično površino, kar smo tudi uspešno dosegli. Sintetizirani materiali so izkazovali tipično poliHIPE strukturo z večjimi primarnimi in manjšimi sekundarnimi porami. Pridobljene polimerne materiale smo karakterizirali z vrstično elektronsko mikroskopijo (SEM), FTIR spektroskopijo, elementno analizo in porozimetrijo, da bi ocenili njihovo morfologijo, kemijsko sestavo ter strukturne lastnosti.
Keywords:porozni polimeri, HIP emulzija, poliHIPE, eugenol metakrilat, bio-osnovan polimer
Place of publishing:Maribor
Place of performance:Maribor
Publisher:[V. Ogrin]
Year of publishing:2025
Number of pages:1 spletni vir (1 datoteka PDF (IX, 40 f.))
PID:20.500.12556/DKUM-93608 New window
UDC:678.744.33.091.3(043.2)
COBISS.SI-ID:243751171 New window
Publication date in DKUM:14.07.2025
Views:196
Downloads:77
Metadata:XML DC-XML DC-RDF
Categories:KTFMB - FKKT
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Licences

License:CC BY-NC-ND 4.0, Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International
Link:http://creativecommons.org/licenses/by-nc-nd/4.0/
Description:The most restrictive Creative Commons license. This only allows people to download and share the work for no commercial gain and for no other purposes.
Licensing start date:05.07.2025

Secondary language

Language:English
Title:Synthesis of eugenol methacrylate and its application in the development of functional polymer networks
Abstract:In this thesis we have focused on the development and characterisation of polymeric materials prepared from eugenol methacrylate (EMA) synthesised from eugenol by esterification with methacrylic anhydride. In this way, we have obtained a monomer that has a highly reactive methacrylate functional group. The structure and purity of EMA were confirmed using advanced analytical techniques such as nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy (FTIR). Subsequently, porous polymeric materials were produced using two methods: bulk polymerisation and polymerisation of the outer phase of a high internal phase emulsion (so-called HIP emulsion). In both cases, EMA was used as the monomer, while ethylene glycol dimethacrylate (EGDMA) served as the crosslinker. Bulk polymerisation was carried out with different solvents (toluene, ethanol, methanol and isopropanol) to investigate the influence of the solvent on the morphology of the resulting materials and on the polymerisability of eugenol methacrylate. Although eugenol contains a free vinyl group in its structure, it is not able to polymerise by itself, whereas the methacrylate group in EMA has a high reactivity, which was confirmed experimentally. With the polymerisation of HIP emulsions, we aimed to synthesise materials with higher porosity and specific surface area, which we succeeded in doing. The synthesised materials exhibited a typical polyHIPE structure characterised by larger primary and smaller secondary pores. The obtained polymeric materials were characterised by scanning electron microscopy (SEM), FTIR spectroscopy, elemental analysis and porosimetry to evaluate their morphology, chemical composition and structural properties.
Keywords:porous polymers, HIP emulsion, poliHIPE, eugenol methacrylate, biobased polymer


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