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Sinteza in ločba izomerov karboksirodamina B
ID Gašperlin, Špela (Author), ID Svete, Jurij (Mentor) More about this mentor... This link opens in a new window

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Abstract
V okviru diplomskega dela smo sintetizirali zmes izomerov 4'-karboksi- in 5'-karboksirodamina B 3a/3b ter raziskali metode za njuno ločbo. Za sintezo smo uporabili anhidrid 1,2,4-benzentrikarboksilne kisline in 3-(dietilamino)fenol. Po ekstrakciji reakcijske zmesi smo dobljeno zmes izomerov poskušali ločiti z različnimi metodami: kolonsko kromatografijo, preparativno tekočinsko kromatografijo srednje ločljivosti (MPLC) in preparativno tankoplastno kromatografijo. Kljub večkratnim poskusom ločb z različnimi kromatografskimi metodami, ločevanje ni bilo uspešno. Uporaba preparativne tankoplastne kromatografije pa se je izkazala za učinkovito pri ločbi izomerov. Izomera 3a in 3b smo identificirali s pomočjo NMR, infrardeče spektroskopije, ultravijolične in vidne spektroskopije, emisijske spektroskopije ter masne spektrometrije in ju primerjali z literaturnimi podatki. Ločbo smo uspešno izvedli in okarakterizirali izomera karboksirodamina B.

Language:Slovenian
Keywords:karboksirodamin B, sinteza izomerov, ločba izomerov, kolonska kromatografija, tankoplastna kromatografija
Work type:Bachelor thesis/paper
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2024
PID:20.500.12556/RUL-161258 This link opens in a new window
Publication date in RUL:09.09.2024
Views:36
Downloads:36
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Secondary language

Language:English
Title:Synthesis and separation of isomers of carboxyrhodamine B
Abstract:
In my work for a bachelor’s degree, the isomers of 4'-carboxy- and 5'-carboxyrhodamine B 3a/3b were synthesized and methods for their separation were investigated. The synthesis was performed from 1,2,4-benzenetricarboxylic anhydride and 3-(diethylamino)phenol. Following the extraction of the product from the reaction mixture, various methods were employed in an attempt to separate the resulting mixture of isomers: column chromatography, medium pressure liquid chromatography (MPLC) and preparative thin-layer chromatography. Despite multiple attempts with different chromatographic methods, the separation was initially unsuccessful. However, the use of preparative thin-layer chromatography proved effective in separating the isomers. The identification of isomers 3a and 3b was carried out using NMR, infrared spectroscopy, ultraviolet-visible spectroscopy, emission spectroscopy and mass spectrometry. These results were then compared with existing literature data. The separation was successfully achieved and the isomers of carboxyrhodamine B were characterized.

Keywords:carboxyrhodamine B, synthesis of isomers, separation of isomers, column chromatography, thin-layer chromatography

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