Sinteza i spektroskopska karakterizacija novih hidroksi supstituiranih derivata benzoksazola kao potencijalnih senzora za metalne katione u otopinama

undergraduate thesis

• Title (english): Synthesis and spectroscopic characterization of novel hydroxyl substituted benzoxazole derivatives as potential sensors for metal cations in solutions
• Author: Ana Keblar
• Mentor: Marijana Hranjec (mentor)
• Committee member: Marijana Hranjec (predsjednik povjerenstva)
• Committee member: Ivana Sokol (član povjerenstva)
• Committee member: Kristina Tolić Čop (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2024-07-11, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

Cilj ovog rada bila je sinteza akrilonitrilnih i 2-fenil supstituiranih derivata benzoksazola. Spoj 6 priređen je iz sintetiziranog spoja 4 reakcijom Knoevenagelove kondenzacije. Navedeni spojevi 4 i 6 uspješno su izolirani. Također su sintetizirani spojevi 10, 16 i 17, međutim, no oni su dobiveni kao smjese željenih produkata i preostalih neizreagiranih reaktanata. Preostali spojevi koje je bilo u cilju sintetizirani u sklopu ovog rada nisu uspješno sintetizirani. Provedena je mikrovalovima potpomognuta redukcija spoja 6 uz NH4HCO2 kao redukcijsko sredstvo. Strukture priređenih čistih spojeva potvrđene su 1H i 13C NMR spektroskopijom, te MS spektrometrijom. UV/Vis spektroskopska karakterizacija spoja 6 provedena je u 5 otapala različite polarnosti koja uključuju MQ vodu, metanol, etanol, etil-acetat i acetonitril. Spektroskopskim titracijama je ispitana mogućnost spoja 6 kao optičkog senzora za detekciju kationa (Hg2+, Fe3+, Co2+ te Zn2+) u otopinama pri različitim koncentracijama kationa.

Abstract (english)

The main goal of this work was a synthesis of acrylonitrile and 2-phenyl substituted benzoxazole derivatives. Compound 6 was prepared from synthesized compound 4 by the reaction of Knoevenagel condensation. The specified compounds 4 and 6 have been successfully isolated. Compounds 10, 16, and 17 were also synthesized; however, they were obtained as mixtures of desired products and remaining unreacted reactants. The remaining compounds synthesized as part of this paper have not been synthesized successfully.
A microwave assisted reduction of compound 6 was with NH4HCO2 as a reducing agent.
The structures of the prepared pure compounds were confirmed by 1H and 13C NMR spectroscopy and MS spectrometry. UV/VIS spectroscopic characterization of compound 6 was performed in 5 solvents of different polarity including MQ water, methanol, ethanol, ethyl acetate and acetonitrile. The possibility of the compound 6 for the detection of cations (Hg2+, Fe3+, Co2+ and Zn2+) in solutions at different cation concentrations has been investigated by spectroscopic titrations.

• Keywords: benzoksazol; akrilonitril; UV/Vis spektroskopija; optički senzori; kationi
• Keywords (english): benzoxazole; acrylonitrile; UV/VIS spectroscopy; optical sensors; cations
• Language: croatian
• URN:NBN: urn:nbn:hr:149:556106
• Study programme: Title: 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 resource: Text
• File origin: Born digital
• Access conditions: Embargoed access; Embargo expiration date: 2025-07-01
• Created on: 2024-07-19 12:17:45