20.500.12556/DKUM-82623 Uporaba tiol-en klik reakcije za polimerizacijo terpenov s tioli diplomsko delo univerzitetnega študijskega programa I. stopnje Thiol-Ene click reaction for polymerization of terpenes with thiols Cilj diplomskega dela je bil pripraviti polimerne materiale s tiol-en polimerizacijo iz terpenov in večfunkcionalnih tiolov. Pri tem smo uporabili monomere (terpene) iz obnovljivih virov in ne monomerov, pridobljenih iz nafte. Kot zamreževala smo uporabili biorazgradljive tiole, ki za okolje ne predstavljajo nevarnosti glede onesnaženja. Sintetizirali smo polimere iz večfunkcionalnih tiolov trimetilolpropan tris (3-merkaptopropioata) (tri tiola) in heksan-1,6-ditiola (ditiola) in terpenov (mircen in limonen) ob prisotnosti etilen glikol dimetakrilata (EGDMA). Molska razmerja monomerov smo izbrali na način, da smo imeli pri začetnih vzorcih molsko razmerje dvojnih vezi v primerjavi s tiolnimi skupinami 1:1, pri kasnejših vzorcih pa smo višali delež dvojnih vezi v primerjavi s tiolnimi skupinami. Uspešnost polimerizacije smo potrdili z gravimetrijo suhih vzorcev po polimerizaciji in čiščenju, FT-IR spektroskopijo in elementno analizo. Po opravljenih analizah smo ugotovili, da je mircen bolj reaktiven od limonena ter da je tri tiol kljub večji sterični oviranosti bolj primeren za polimerizacijo s terpenoma kot ditiol. Glede na rezultate elementne analize žvepla in glede na rezultate o izgubi mase po čiščenju polimerov smo uspešno sintetizirali tiol-en polimere na osnovi mircen:tri tiol:EGDMA s polimerzacijo v masi. Iz te monomerne mešanice pa nam je uspelo pripraviti tudi visoko porozen poliHIPE material s tipično poliHIPE morfologijo, ki smo jo potrdili z vrstično elektronsko mikroskopijo. The aim of the thesis was to prepare polymers using thiol-ene polymerization of terpenes and multifunctional thiols. Monomers (terpenes) were derived from renewable sources and biodegradable thiols were used as crosslinkers, which do not pose a threat to the environment in terms of pollution. The polymers were synthesized using multifunctional thiols, namely trimethylolpropane tris (3-mercaptopropioate) (tri thiol) and hexane-1,6-dithiol (dithiol), and terpenes (myrcene and limonene) in the presence of ethylene glycol dimethacrylate (EGDMA). The molar ratios of the monomers were calculated based on the double bond to thiol groups ratio, which was initially 1:1, later it was increased in the favour of double bonds. The successfulness of the polymerization was confirmed gravimetrically (after the purification and drying), by FT-IR spectroscopy and by elemental analysis. Based on the obtained results myrcene was more reactive than limonene, while the trithiol (despite its greater steric hindrance) is more suitable for the polymerization of the terpenes than the dithiol. Based on the results of the elemental analysis of sulfur and the results of mass loss after purification of the polymers, thiol-ene polymers consisting of myrcene:tri thiol:EGDMA were successfully synthesized using mass polymerization. Lastly, it was also possible to prepare a highly porous polyHIPE with a typical polyHIPE morphology confirmed by scanning electron microscopy. Terpeni tioli poliHIPE polimerizacija v masi tiol-en klik polimerizacija Terpenes thiols polyHIPE bulk polymerization thiol-ene click polymerization true true false [V. Kocijan] Slovenski jezik Angleški jezik Diplomsko delo/naloga 2022-08-26 21:27:36 2022-09-19 13:00:56 2022-11-26 03:10:05 0000-00-00 00:00:00 2022 0 Maribor 0 Maribor 1 spletni vir (1 datoteka PDF (VIII, 29 f.)) 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.42:[66.095.26:547.597](043.2) 130928387 UN_Kocijan_Vesna_2022.pdf UN_Kocijan_Vesna_2022.pdf 1 B9AD06BBF7D08A1472794B463D03E4E4 f58cbb91501ea424e75073dfc1ae34c9520788bc2e55cd83f54f98c53e2d562f 9c39f9cc-359a-11ed-942c-00155d000105 https://dk.um.si/Dokument.php?lang=slv&id=162832 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0