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Title:Uporaba tiol-en klik reakcije za polimerizacijo terpenov s tioli : diplomsko delo univerzitetnega študijskega programa I. stopnje
Authors:ID Kocijan, Vesna (Author)
ID Krajnc, Peter (Mentor) More about this mentor... New window
ID Koler, Amadeja (Co-mentor)
Files:.pdf UN_Kocijan_Vesna_2022.pdf (2,96 MB)
MD5: B9AD06BBF7D08A1472794B463D03E4E4
 
Language:Slovenian
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Engineering
Abstract: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.
Keywords:Terpeni, tioli, poliHIPE, polimerizacija v masi, tiol-en klik polimerizacija
Place of publishing:Maribor
Place of performance:Maribor
Publisher:[V. Kocijan]
Year of publishing:2022
Number of pages:1 spletni vir (1 datoteka PDF (VIII, 29 f.))
PID:20.500.12556/DKUM-82623 New window
UDC:547.42:[66.095.26:547.597](043.2)
COBISS.SI-ID:130928387 New window
Publication date in DKUM:19.09.2022
Views:482
Downloads:59
Metadata:XML RDF-CHPDL DC-XML DC-RDF
Categories:KTFMB - FKKT
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Licences

License:CC BY-ND 4.0, Creative Commons Attribution-NoDerivatives 4.0 International
Link:http://creativecommons.org/licenses/by-nd/4.0/
Description:Under the NoDerivatives Creative Commons license one can take a work released under this license and re-distribute it, but it cannot be shared with others in adapted form, and credit must be provided to the author.
Licensing start date:26.08.2022

Secondary language

Language:English
Title:Thiol-Ene click reaction for polymerization of terpenes with thiols
Abstract: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.
Keywords:Terpenes, thiols, polyHIPE, bulk polymerization, thiol-ene click polymerization


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