| | SLO | ENG | Cookies and privacy

Bigger font | Smaller font

Show document Help

Title:POLIMERNO VEZANI OKSALATI KOT OBNOVLJIVI VIRI KEMILUMINISCENCE
Authors:ID Bošnjak, Selena (Author)
ID Iskra, Jernej (Mentor) More about this mentor... New window
ID Krajnc, Peter (Comentor)
Files:.pdf UNI_Bosnjak_Selena_2014.pdf (1,56 MB)
MD5: 0470F449559FE70F7BC9030B04E9814F
 
Language:Slovenian
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Engineering
Abstract:V diplomskem delu smo raziskali možnosti sinteze derivatov diaril oksalatnih estrov vezanih na polimerne nosilce. Diaril oksalati so zanimive spojine za kemiluminiscenčne reakcije, saj pri reakciji z vodikovim peroksidom nastane visoko-energijska molekula, ki se ob prisotnosti primernega občutljivca pretvori v osnovno stanje s sevanjem svetlobe. Arilni del molekule pomembno vpliva na kemiluminiscenčne lastnost, zato smo raziskali možnosti vezave elektron-privlačne skupine, kot je brom, ki bi podaljšal čas oddajanja svetlobe. Raziskali smo, kakšne so možnosti v strukturi arilnega dela molekule, da bi lahko omogočila pripravi diaril oksalatov na trdnih nosilcih. Ugotovili smo, da mora benzenski del molekule vsebovati fenolno skupino, preko katere se lahko veže oksalatna skupina ter aminsko skupino, ki bi služila za vezavo na benzilno mesto v polimernem nosilcu. Iz tega razloga smo raziskali reakcijo bromiranja 4-metoksibenzilamina in 4-hidroksibenzonitrila z okolju sprejemljivejšo metodo oksidativnega bromiranja z bromovodikovo kislino in vodikovim peroksidom kot oksidantom v različnih topilih pod različnimi pogoji. Nadalje smo raziskali reakcijo vezave na polimerni nosilec in kot modelno spojino uporabili benzil klorid, na katerega smo vezali benzilaminski derivat. V zadnjem koraku svojega raziskovanja, sem pozornost posvetila raziskovanju reakcije vezave oksalatne skupine na fenolni derivat kot modelno reakcijo za uporabo na polimernem nosilcu. S tem smo pripravili metodo, s katero lahko apliciramo kemiluminiscenco v trdni fazi, npr. PoliHIPE polimer. Z vezavo fenola v PoliHIPE polimer bi dobili obnovljivi vir kemiluminiscence, saj bi lahko fenol na ta način enostavno regenerirali v diariloksalatni ester in edini stranski produkt bi bil ogljikov dioksid.
Keywords:kemiluminiscenca, diariloksalatni estri, reagenti na trdnih nosilcih, PoliHIPE
Place of publishing:Maribor
Publisher:[S. Bošnjak]
Year of publishing:2014
PID:20.500.12556/DKUM-45623 New window
UDC:547.461.2.057:535.379(043.2)
COBISS.SI-ID:18131990 New window
NUK URN:URN:SI:UM:DK:ZHMXSTSB
Publication date in DKUM:22.09.2014
Views:1867
Downloads:208
Metadata:XML DC-XML DC-RDF
Categories:KTFMB - FKKT
:
Copy citation
  
Average score:(0 votes)
Your score:Voting is allowed only for logged in users.
Share:Bookmark and Share



Hover the mouse pointer over a document title to show the abstract or click on the title to get all document metadata.

Secondary language

Language:English
Title:POLYMER BOUND OXALATES AS RENEWABLE SOURCES OF CHEMILUMINESCENCE
Abstract:In the thesis, we explore the synthesis of derivatives of diaryl oxalate esters linked on polymer supports. Diaryl oxalates are interesting compounds for the chemiluminescent reaction, because the reaction with hydrogen peroxide formed high-energy molecule which, in the presence of a suitable fluorophore converted into the ground state by radiation of light. Aryl moiety significant impact on the chemiluminescent property, so we researched the possibility of binding an electron-attractive group such as bromine, which would extend the time for light emission. We explored the possibilities in the structure of the aryl moiety that could allow the preparation of diaryl oxalates on solid supports. We found out that the benzene moiety includes the phenolic group by means of which can bind oxalate group and an amine group that would serve to bind to the benzyl position in the polymer carrier. For this reason, we studied the bromination reaction of 4-methoxybenzylamino, and 4-hydroxybenzonitrile with environmentally more acceptable method of oxidative bromination with hydrobromic acid and hydrogen peroxide as an oxidant in different solvents under different conditions. Furthermore, we studied the binding reaction on a polymeric carrier, and as a model compound using benzyl chloride, to which was bound the benzyl derivative. In the last step of my research, I pay special attention to exploring fixation oxalate groups on the phenolic derivative as a model reaction for use in the polymer carrier. In this way we have prepared a method which can chemiluminescent solid phase be applied, eg. PolyHIPE polymer. The binding of phenol in the polymer PolyHIPE to get a renewable source of chemiluminescence, as it could phenol in this way easily regenerate in diariloksalatni ester and the only byproduct would be carbon dioxide.
Keywords:chemiluminescence, diaryl oxalate esters, reagents on solid supports, polyHIPE


Comments

Leave comment

You must log in to leave a comment.

Comments (0)
0 - 0 / 0
 
There are no comments!

Back
Logos of partners University of Maribor University of Ljubljana University of Primorska University of Nova Gorica