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Title:Priprava funkcionalnih monomerov iz acikličnih terpenov : diplomsko delo univerzitetnega študijskega programa I. stopnje
Authors:ID Slavič, Nastja (Author)
ID Krajnc, Peter (Mentor) More about this mentor... New window
ID Kramer, Stanko (Comentor)
Files:.pdf UN_Slavic_Nastja_2022.pdf (1,85 MB)
MD5: 9B558028EA08A642A9A9C377A43CE79E
 
Language:Slovenian
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Engineering
Abstract: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.
Keywords:terpeni, terpenoli, naravni monomeri, esterifikacija, polimerizacija
Place of publishing:Maribor
Place of performance:Maribor
Publisher:[N. Slavič]
Year of publishing:2022
Number of pages:1 spletni vir (1 datoteka PDF (VIII, 33 f.))
PID:20.500.12556/DKUM-82166 New window
UDC:543.635.7(043.2)
COBISS.SI-ID:119919619 New window
Publication date in DKUM:31.08.2022
Views:909
Downloads:184
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:24.07.2022

Secondary language

Language:English
Title:Preparation of functional monomers from acyclic terpenes
Abstract: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.
Keywords:terpenes, terpenols, natural monomers, esterification, polymerization


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