prikaz prve stranice dokumenta Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima
Embargo period 2025-09-29
master's thesis
Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2023. urn:nbn:hr:149:448412
Ernečić, Amalija
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

Cite this document

Ernečić, A. (2023). Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:448412

Ernečić, Amalija. "Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2023. https://urn.nsk.hr/urn:nbn:hr:149:448412

Ernečić, Amalija. "Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2023. https://urn.nsk.hr/urn:nbn:hr:149:448412

Ernečić, A. (2023). 'Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:448412

Ernečić A. Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2023 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:448412

A. Ernečić, "Istraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2023. Available at: https://urn.nsk.hr/urn:nbn:hr:149:448412

Metadata
TitleIstraživanje inkluzijskih kompleksa diamantoidnih amonijevih soli s ciklodekstrinima
Title (english)Investigation of inclusion complexes of diamondoid ammonium salts with cyclodextrins
AuthorAmalija Ernečić
MentorIrena Škorić (mentor)
MentorMarija Alešković (komentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Mutavdžić Pavlović (član povjerenstva)
Committee memberMarija Alešković (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2023-09-29, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U okviru ovog rada provedena je sinteza adamantanskih i diamantanskih amonijevih soli 1–8 koje su ispitane kao molekule gosti u vezivanjima s β- i γ-ciklodekstrinima (CD) molekulama domaćinima u vodenim otopinama. Nizom reakcijskih koraka pripravljen je 2-aminoadamantan iz adamantan-2-ona, a funkcionalizacijom diamantanskog ugljikovodika dobiveni su različiti regioizomeri aminodiamantana, 1- i 3-supstituirani diamantanski amini. Sintetizirani amini prevedeni su u odgovarajuće amonijeve soli 1–3, a potom u različite funkcionalizirane, dimetilirane 4–6 i permetilirane 7 i 8, amonijeve soli. Svi pripravljeni spojevi okarakterizirani su uobičajenim spektroskopskim metodama. Studij vezivanja molekula 1–8 s β- i γ-ciklodekstrinima proveden je titracijskim 1H NMR eksperimentima u D2O otopinama te se temeljem dobivenih rezultata zaključuje da nastaju kompleksi 1:1 stehiometrije uz vrijednosti konstanti stabilnosti ≥ 10^3 i 10^4 mol^–1 dm^3. Adamantanske amonijeve soli stvaraju inkluzijske komplekse samo s β-CD makrociklom, dok diamantanske amonijeve soli stvaraju inkluzijske komplekse s oba ispitana makrocikla. Stabilnije komplekse tvore s manjim makrociklom, β-CD-om. Inkluzijski kompleksi potvrđeni su NOESY spektroskopijom.
Abstract (english)
In the scope of this thesis, adamantane and diamantane ammonium salts 1–8 were synthesized and compounds were tested as guest molecules in binding with β- and γ-cyclodextrin (CD) host molecules in aqueous solutions. Throughout a multistep synthesis, 2-aminoadamantane was prepared from adamantan-2-one, and by functionalization of diamantane hydrocarbon, different regioisomers of aminodiamantane, 1- and 3-substituted diamantane amines, were obtained. The synthesized amines were converted into the corresponding ammonium salts 1–3, and then into various functionalized dimethylated 4–6 and permethylated 7 and 8 ammonium salts. All prepared compounds were characterized by standard spectroscopic methods. The binding study of the molecules 1–8 with β- and γ-cyclodextrins was carried out by 1H NMR titration experiments in D2O solutions. Based on the obtained results, it was concluded that complexes of 1:1 stoichiometry were formed with values of stability constants ≥ 10^3 and 10^4 mol^–1 dm^3. Adamantane ammonium salts form inclusion complexes only with the β-CD macrocycle, while diamantane ammonium salts form inclusion complexes with both tested macrocycles, more stable being with the smaller macrocycle, β-CD. Inclusion complexes were confirmed by NOESY spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:448412
ProjectNumber: UIP-2017-05-9653
Title: Diamantoidni sustavi s heteroatomima – priprava i primjena u razvoju naprednih materijala
Acronym: DiamMat
Leader: Marina Šekutor
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: UIP
Study programmeTitle: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: graduate
Academic / professional title: sveučilišni/a magistar/magistra primijenjene kemije (sveučilišni/a magistar/magistra primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2025-09-29
Terms of useLicence In copyright icon
Created on2023-11-24 13:40:53