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Synthesis of the C3-symmetric Triphenoxymethane Based Ligands and Evaluation of their Extraction Behavior with Lanthanid...

Permanent Link: http://ufdc.ufl.edu/UFE0041295/00001

Material Information

Title: Synthesis of the C3-symmetric Triphenoxymethane Based Ligands and Evaluation of their Extraction Behavior with Lanthanide Metal Ions
Physical Description: 1 online resource (84 p.)
Language: english
Creator: Sberegaeva, Anna
Publisher: University of Florida
Place of Publication: Gainesville, Fla.
Publication Date: 2009

Subjects

Subjects / Keywords: Chemistry -- Dissertations, Academic -- UF
Genre: Chemistry thesis, M.S.
bibliography   ( marcgt )
theses   ( marcgt )
government publication (state, provincial, terriorial, dependent)   ( marcgt )
born-digital   ( sobekcm )
Electronic Thesis or Dissertation

Notes

Abstract: The reprocessing of highly radioactive nuclear waste is complex due to close similarities in chemical and physical properties of Ln(III) and An(III) and is only possible when these elements are separated. The C3-symmetric DPA functionalized triphenoxymethane platform has been offered as a chelate for An(III)/Ln(III) separation. Thio-DPA functionalized triphenoxymethane platform has also been prepared along with the N-oxide preorganized ligand. The potency of ligands was examined with a series of eleven lanthanides using liquid-liquid extraction. The influence of chelate properties was studied through variation of substituents on the platform and on the binding arm; the influence of the diluent and COSAN was also examined. The efficiency of chelates was determined by UV-vis spectroscopy. Purity of compounds was confirmed by NMR spectroscopy, mass spectrometry and elemental analysis. Results showed that DPA functionalized triphenoxymethane platform has moderate extraction ability towards lanthanides. The addition of the counterion COSAN significantly improves percent extraction, but the change of solvent from DCM to more non-polar 1-octanol reduces it to zero. The poor solubility of the chelate explains these results: under standard conditions (DCM as a solvent) the ligand is a weak extractant; the addition of the counterion COSAN helps solubilize the extracted complex, facilitating the extraction and resulting in elevated extractability; the solubility of the ligand in 1-octanol is very low resulting in no extractability at all. The extraction ability of the thio-derivative was lower than the oxygen bearing DPA chelate due to more covalent character of the sulfur donor atoms. The tripodal N-oxide ligand showed very poor extractability, even with the COSAN synergist. The problem of An(III)/Ln(III) separations still remains unresolved and further investigations in this area are necessary.
General Note: In the series University of Florida Digital Collections.
General Note: Includes vita.
Bibliography: Includes bibliographical references.
Source of Description: Description based on online resource; title from PDF title page.
Source of Description: This bibliographic record is available under the Creative Commons CC0 public domain dedication. The University of Florida Libraries, as creator of this bibliographic record, has waived all rights to it worldwide under copyright law, including all related and neighboring rights, to the extent allowed by law.
Statement of Responsibility: by Anna Sberegaeva.
Thesis: Thesis (M.S.)--University of Florida, 2009.
Local: Adviser: Scott, Michael J.

Record Information

Source Institution: UFRGP
Rights Management: Applicable rights reserved.
Classification: lcc - LD1780 2009
System ID: UFE0041295:00001

Permanent Link: http://ufdc.ufl.edu/UFE0041295/00001

Material Information

Title: Synthesis of the C3-symmetric Triphenoxymethane Based Ligands and Evaluation of their Extraction Behavior with Lanthanide Metal Ions
Physical Description: 1 online resource (84 p.)
Language: english
Creator: Sberegaeva, Anna
Publisher: University of Florida
Place of Publication: Gainesville, Fla.
Publication Date: 2009

Subjects

Subjects / Keywords: Chemistry -- Dissertations, Academic -- UF
Genre: Chemistry thesis, M.S.
bibliography   ( marcgt )
theses   ( marcgt )
government publication (state, provincial, terriorial, dependent)   ( marcgt )
born-digital   ( sobekcm )
Electronic Thesis or Dissertation

Notes

Abstract: The reprocessing of highly radioactive nuclear waste is complex due to close similarities in chemical and physical properties of Ln(III) and An(III) and is only possible when these elements are separated. The C3-symmetric DPA functionalized triphenoxymethane platform has been offered as a chelate for An(III)/Ln(III) separation. Thio-DPA functionalized triphenoxymethane platform has also been prepared along with the N-oxide preorganized ligand. The potency of ligands was examined with a series of eleven lanthanides using liquid-liquid extraction. The influence of chelate properties was studied through variation of substituents on the platform and on the binding arm; the influence of the diluent and COSAN was also examined. The efficiency of chelates was determined by UV-vis spectroscopy. Purity of compounds was confirmed by NMR spectroscopy, mass spectrometry and elemental analysis. Results showed that DPA functionalized triphenoxymethane platform has moderate extraction ability towards lanthanides. The addition of the counterion COSAN significantly improves percent extraction, but the change of solvent from DCM to more non-polar 1-octanol reduces it to zero. The poor solubility of the chelate explains these results: under standard conditions (DCM as a solvent) the ligand is a weak extractant; the addition of the counterion COSAN helps solubilize the extracted complex, facilitating the extraction and resulting in elevated extractability; the solubility of the ligand in 1-octanol is very low resulting in no extractability at all. The extraction ability of the thio-derivative was lower than the oxygen bearing DPA chelate due to more covalent character of the sulfur donor atoms. The tripodal N-oxide ligand showed very poor extractability, even with the COSAN synergist. The problem of An(III)/Ln(III) separations still remains unresolved and further investigations in this area are necessary.
General Note: In the series University of Florida Digital Collections.
General Note: Includes vita.
Bibliography: Includes bibliographical references.
Source of Description: Description based on online resource; title from PDF title page.
Source of Description: This bibliographic record is available under the Creative Commons CC0 public domain dedication. The University of Florida Libraries, as creator of this bibliographic record, has waived all rights to it worldwide under copyright law, including all related and neighboring rights, to the extent allowed by law.
Statement of Responsibility: by Anna Sberegaeva.
Thesis: Thesis (M.S.)--University of Florida, 2009.
Local: Adviser: Scott, Michael J.

Record Information

Source Institution: UFRGP
Rights Management: Applicable rights reserved.
Classification: lcc - LD1780 2009
System ID: UFE0041295:00001


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