<p>U ovoj doktorskoj disertaciji sintetisane su dve različite klase jonskih tečnosti, na bazi imidazolijuma i holinijuma, sa ciljem snižavanja toksičnosti. Imidazolijumove jonske tečnosti su funkcionalizovane hidroksilnom i etarskom grupom u bočnom lancu. Uspešnost sinteza jonskih tečnosti potvrđena je snimanjem IC i NMR spektara. Izmerene su gustine, viskoznosti i provodljivosti čistih imidazolijumovih i holinijumskih jonskih tečnosti. Na osnovu dobijenih eksperimentalnih rezultata,potpomognutim računarskim simulacijama diskutovana je strukturna organizacija između katjona i anjona. Utvrđeno je da prisustvo hidroksilne grupe u bočnom lancu imidazolovog katjona, značajno utiče na lokaciju anjona i samim tim na makroskopska svojstva. U nastavku su izmerene gustine i viskoznosti vodenih rastvora sa ciljem dobijanja informacija o uticaju dodatka holinijumskih i imidazolijumovih jonskih tečnosti na strukturu vode. Na osnovu B koeficijenta iz<br />viskoznosti, ekspanzibilnosti i rezultata simulacija molekulske dinamike, utvrđeno je da sve jonske tečnosti imaju structure making osobine. Takođe, na osnovu izračunatih specifičnih molarnih zapremina i doking analize na receptoru za gorak ukus,<br />ustanovljeno je da vodeni rastvori holinijumskih jonskih tečnosti imaju gorak ukus.<br />Toksičnost funkcionalizovanih imidazolijumovih jonskih tečnosti ispitana je na nekoliko biljnih vrsta (pšenica, ječam i krastavac), kao i na larvama <em>A. salina</em> i ćelijskoj liniji MRC-5. Potvrđeno jeda uvođenje hidroksilne grupe u alkil niz najviše se redukuju<br />toksičnosti imidazolijumovih jonskih tečnosti, dok je uticaj etarske grupe na smanjenje toksičnosti značajno manji. Ispitivanje citotoksičnosti i antibakterijske aktivnosti ukazalo je da holinijumske jonske tečnosti se mogu smatrati netoksičnima, i<br />pokazuju beningnije dejstvo u poređenju sa njihovim polaznim komponentama (askorbinska kiselina, biotin i nikotinska kiselina).</p> / <p><!--[if gte mso 9]><xml> <w:WordDocument> <w:View>Normal</w:View> <w:Zoom>0</w:Zoom> <w:TrackMoves/> <w:TrackFormatting/> <w:PunctuationKerning/> <w:ValidateAgainstSchemas/> <w:SaveIfXMLInvalid>false</w:SaveIfXMLInvalid> <w:IgnoreMixedContent>false</w:IgnoreMixedContent> <w:AlwaysShowPlaceholderText>false</w:AlwaysShowPlaceholderText> <w:DoNotPromoteQF/> <w:LidThemeOther>EN-US</w:LidThemeOther> <w:LidThemeAsian>X-NONE</w:LidThemeAsian> <w:LidThemeComplexScript>X-NONE</w:LidThemeComplexScript> <w:Compatibility> <w:BreakWrappedTables/> <w:SnapToGridInCell/> <w:WrapTextWithPunct/> <w:UseAsianBreakRules/> <w:DontGrowAutofit/> <w:SplitPgBreakAndParaMark/> <w:DontVertAlignCellWithSp/> <w:DontBreakConstrainedForcedTables/> 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UnhideWhenUsed="false" Name="Colorful Grid Accent 6"/> <w:LsdException Locked="false" Priority="19" SemiHidden="false" UnhideWhenUsed="false" QFormat="true" Name="Subtle Emphasis"/> <w:LsdException Locked="false" Priority="21" SemiHidden="false" UnhideWhenUsed="false" QFormat="true" Name="Intense Emphasis"/> <w:LsdException Locked="false" Priority="31" SemiHidden="false" UnhideWhenUsed="false" QFormat="true" Name="Subtle Reference"/> <w:LsdException Locked="false" Priority="32" SemiHidden="false" UnhideWhenUsed="false" QFormat="true" Name="Intense Reference"/> <w:LsdException Locked="false" Priority="33" SemiHidden="false" UnhideWhenUsed="false" QFormat="true" Name="Book Title"/> <w:LsdException Locked="false" Priority="37" Name="Bibliography"/> <w:LsdException Locked="false" Priority="39" QFormat="true" Name="TOC Heading"/> </w:LatentStyles></xml><![endif]--><!--[if gte mso 10]><style> /* Style Definitions */ table.MsoNormalTable{mso-style-name:"Table Normal";mso-tstyle-rowband-size:0;mso-tstyle-colband-size:0;mso-style-noshow:yes;mso-style-priority:99;mso-style-qformat:yes;mso-style-parent:"";mso-padding-alt:0in 5.4pt 0in 5.4pt;mso-para-margin-top:0in;mso-para-margin-right:0in;mso-para-margin-bottom:10.0pt;mso-para-margin-left:0in;line-height:115%;mso-pagination:widow-orphan;font-size:11.0pt;font-family:"Calibri","sans-serif";mso-ascii-font-family:Calibri;mso-ascii-theme-font:minor-latin;mso-fareast-font-family:"Times New Roman";mso-fareast-theme-font:minor-fareast;mso-hansi-font-family:Calibri;mso-hansi-theme-font:minor-latin;mso-bidi-font-family:"Times New Roman";mso-bidi-theme-font:minor-bidi;}</style><![endif]--></p><p class="MsoNormal">In this doctoral thesis, ionic liquids based on imidazolium and cholinium cation were synthesized, in order to obtain new class of ILs with reduced toxicity. Imidazolium based ionic liquids were functionalized with hydroxyl and ether group in order to reduce their lipophilicity. All newly synthesized compounds were confirmed by measuring IR and NMR spectra. For pure ionic liquids, density, conductivity and viscosity were measured. Based on the obtained experimental results supported with results of molecular simulations, it was concluded that presence of oxygen in alkyl side chain of imidazolium ionic liquids significantly contribute to position of anion. Further, density and viscosity of diluted aqueous ILs solutions were measured with a purpose to investigate their influence on water structure. Based on obtained values for viscosicty B coefficient, expansibility and from MD simulations, all ionic liquids express structure making tendency. From calculated specific apparent molar volumes for cholinium ionic liquids it was noted bitter taste. The toxicity of functionalized imidazolium ionic liquids was investigated on different plant species (wheat , barley and cucumber), on larvae of <em><span style="font-family:"Calibri","sans-serif";mso-ascii-theme-font:minor-latin;mso-hansi-theme-font:minor-latin;mso-bidi-font-family:"Times New Roman";mso-bidi-theme-font:minor-bidi"> A. salina</span></em> and cell line MRC-5. From<br />obtained results it was concluded that introduction of hydroxyl group in alkyl side chain reduce toxicity significantly more than ether group. Experiments on cytotoxicicity and antibacterial effects allowed to conclude that those newly synthesized cholinium ionic liquids can be considered as non-toxic.</p>
Identifer | oai:union.ndltd.org:uns.ac.rs/oai:CRISUNS:(BISIS)110641 |
Date | 03 July 2019 |
Creators | Aleksandar Tot |
Contributors | Vraneš Milan, Gadžurić Slobodan, Marija Bešter Rogač, Maksimović Ivana, Radović Ivona |
Publisher | Univerzitet u Novom Sadu, Prirodno-matematički fakultet u Novom Sadu, University of Novi Sad, Faculty of Sciences at Novi Sad |
Source Sets | University of Novi Sad |
Language | Serbian |
Detected Language | English |
Type | PhD thesis |
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