20.500.12556/DKUM-82166 Priprava funkcionalnih monomerov iz acikličnih terpenov diplomsko delo univerzitetnega študijskega programa I. stopnje Preparation of functional monomers from acyclic terpenes Naraščajoče onesnaževanje okolja in izčrpavanje fosilnih virov je v zadnjih letih sprožilo vse več zanimanja za biološko pridobljene monomere na osnovi terpena. Ti so zaradi svoje strukturne raznolikosti vsestranski za uporabo v različnih aplikacijah na številnih področjih. V okviru tega diplomskega dela smo najprej sintetizirali monomere z zaestrenjem izbranega terpenskega alkohola z akriloil kloridom. Izbrali smo tetrahidrogeraniol, citronelol in (1R)-(−)-nopol. Prisotnost hidroksilne skupine na izbranem terpenolu smo uporabili za vključitev akrilatne skupine. Uporabili smo dve topili, in sicer trietilamin za akriloil klorid in diklorometan za izbran terpen. V nadaljevanju nas je zanimalo ali pripravljeni monomeri polimerizirajo, zato smo s polimerizacijo v masi pripravili polimere zamrežene s trimetilolpropan triakrilatom (TMPTA) in etilenglikol dimetakrilatom (EGDMA), kot iniciator pa smo izbrali α,α'-azoisobutironitril (AIBN). S Fourierovo transformacijsko infrardečo spektroskopijo (FTIR) smo preučili kemijsko sestavo sintetiziranih monomerov in polimerov. Uspešnost sinteze monomerov smo preverili s spektroskopijo jedrske magnetne resonance (NMR), z elementno analizo pa smo preučili sestavo polimernega vzorca. Sintetizirani akrilati iz zgoraj omenjenih terpenov bi lahko v prihodnosti predstavljali dobro alternativo nekaterim komercialno dostopnim spojinam na osnovi etilheksila, izoamila in norbornena, ki se trenutno v veliki meri uporabljajo v industriji za vse vrste aplikacij. In recent years, the increasing environmental pollution and the depletion of fossil resources have led to increasing interest in biologically derived terpene-based monomers. Their structural diversity makes them versatile for a wide range of applications in many fields. In this work, the monomers were synthesised through the esterification of terpene alcohols with acryloyl chloride. Tetrahydrogeraniol, citronellol and (1R)-(−)-nopol were chosen as the precursor molecules. The presence of the hydroxyl group on the terpenol was used for the incorporation of the acrylate group. Two solvents were used: triethylamine for the acryloyl chloride and dichloromethane for the terpenes. The prepared monomers were used for the synthesis of terpene-based polymers. The monomers were crosslinked with either trimethylolpropane triacrylate (TMPTA) or ethylene glycol dimethacrylate (EGDMA) in bulk by using α,α'-azoisobutyronitrile (AIBN) as the initiator. Fourier transform infrared spectroscopy (FTIR) was used to investigate the chemical composition of the synthesised monomers and polymers. The successfulness of the monomer synthesis was verified by nuclear magnetic resonance spectroscopy (NMR), and the composition of the polymer samples was investigated by elemental analysis. The synthesised acrylates from the mentioned terpenes could be a good alternative to some commercially available ethylhexyl-, isoamyl-, and norbornene-based compounds which are currently used in various industries for numerous applications. terpeni terpenoli naravni monomeri esterifikacija polimerizacija terpenes terpenols natural monomers esterification polymerization true true false [N. Slavič] Slovenski jezik Angleški jezik Diplomsko delo/naloga 2022-07-24 17:51:28 2022-08-31 15:39:06 2022-09-02 03:05:30 0000-00-00 00:00:00 2022 0 Maribor 0 Maribor 1 spletni vir (1 datoteka PDF (VIII, 33 f.)) 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 543.635.7(043.2) 119919619 UN_Slavic_Nastja_2022.pdf UN_Slavic_Nastja_2022.pdf 1 9B558028EA08A642A9A9C377A43CE79E a07a363be1355f43a035718639b02aab291d928783f310009baefb9dfeda605f 5a9df214-2929-11ed-b1a3-00155d000105 https://dk.um.si/Dokument.php?lang=slv&id=161386 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0