prikaz prve stranice dokumenta Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama
Embargo period 2025-07-01
undergraduate thesis
Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. urn:nbn:hr:149:832061
Keleminić, Martin
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

Keleminić, M. (2024). Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:832061

Keleminić, Martin. "Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:832061

Keleminić, Martin. "Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:832061

Keleminić, M. (2024). 'Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:832061

Keleminić M. Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2024 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:832061

M. Keleminić, "Sinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:149:832061

Metadata
TitleSinteza i spektroskopska karakterizacija novih akrilonitrilnih derivata benzoksazola kao potencijalnih senzora za pH u otopinama
Title (english)Synthesis and spectroscopic characterization of novel acrylonitrile benzoxazole derivatives as potential sensors for pH in solutions
AuthorMartin Keleminić
MentorMarijana Hranjec (mentor)
Committee memberMarijana Hranjec (predsjednik povjerenstva)
Committee memberIvana Sokol (član povjerenstva)
Committee memberKristina Tolić Čop (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2024-09-11, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu provedena je sinteza novih akrilonitrilnih derivata benzoksazola. Nadalje, sintetizirani derivati 10-13 spektroskopski su okarakterizirani kako bi se utvrdila mogućnost njihove primjene kao potencijalnih optičkih pH senzora u otopinama. Sinteza spojeva 10-13 provedena je uobičajenim reakcijama organske kemije temeljenih na načelima zelene kemije, te reakcijom potpomognutom mikrovalovima. Aktivacijom malonitrila 1 uz TMSCl (trimetilsilil-klorid) 2 i etanol, priređen je etil-2-cijano-acetamidat-hidroklorid 3. Glavni prekursor, tj. 2-cijanometilbenzoksazol 5 sintetiziran je reakcijom 2-aminofenola 4 i spoja 3 korištenjem dviju različitih metoda, u talini i reakcijom potpomognutom mikrovalovima. Ciljani akrilonitrilni derivati benzoksazola 10-13 dobiveni su Knoevenagelovom reakcijom, između 2-cijanometilbenzoksazola 5 i odgovarajućih benzaldehida 6-9 u vodi kao otapalu i uz korištenje K2CO3 u reaktoru za paralelnu sintezu. Sintetizirani spojevi 10-13 okarakterizirani su UV/Vis spektroskopijom u sedam organskih otapala različitih polarnosti, te UV/Vis pH titracijama u otopinama pufera različitih pH vrijednosti. Strukture spojeva 10-13 potvrđene su 1H i 13C NMR spektroskopijom. Provedena ispitivanja pokazala su bitne promjene spektroskopskih svojstava spojeva 10-13 ovisno o polarnosti otapala te promjeni pH vrijednosti, što ukazuje na moguću potencijalnu primjenu sintetiziranih spojeva kao optičkih pH senzora u otopinama.
Abstract (english)
This work represents the synthesis of novel acrylonitrile derived benzoxazoles. Onwards, synthesized derivatives 10-13 were spectroscopically characterized in order to determine their possibility for the application as potential optical pH sensors in solutions. The synthesis of compounds 10-13 was carried out by common reactions of organic chemistry based on the principles of green chemistry and by microwave assisted reaction. By activating malonitrile 1 with TMSCl (trimethylsilyl chloride) 2 and ethanol, ethyl-2-cyano-acetamidate-hydrochloride 3 was prepared. The main precursor, i.e. 2-cyanomethylbenzoxazole 5 was synthesized by the reaction of 2-aminophenol 4 and compound 3 using two different methods, reaction in melt and microwave assisted reaction. Targeted acrylonitrile derived benzoxazole 10-13 were obtained by the Knoevenagel reaction, from 2-cyanomethylbenzoxazole 5 and the corresponding benzaldehydes 6-9 in water as a solvent and using K2CO3 in a reactor for parallel synthesis. The synthesized compounds 10-13 were characterized by UV/Vis spectroscopy in seven organic solvents with different polarity, and UV/Vis pH titrations with buffered solutions of different pH values. The structures of compounds 10-13 were confirmed by 1H and 13C NMR spectroscopy. Conducted experiments showed significant changes in the spectroscopic properties of compounds 10-13 with a change of the polarity and pH values, which indicates the possible potential use of the synthesized compounds as optical pH sensors in solutions.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:832061
ProjectNumber: IP-2020-02-8090
Title: Dizajn, sinteza i računalna analiza novih optičkih kemijskih pH osjetilnih derivata benzazola
Title: Design, Synthesis and Computational Analysis of Novel Optical Chemical pH Sensing Benzazole Derivatives
Acronym: BenzpHSens
Leader: Robert Vianello
Jurisdiction: Croatia
Funder: Hrvatska zaklada za znanost
Funding stream: Research Projects
Study programmeTitle: Chemical Engineering - Undergraduate study
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2025-07-01
Terms of useLicence In copyright icon
Created on2024-11-12 13:50:43