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Novel Calix[4]arene based Ligands: Complexation, Extraction and Functional Materials SEBASTIAN HAUPT RENÉ SCHNORR, STEVE ULLMANN PROF. DR. B. KERSTING.

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Presentation on theme: "Novel Calix[4]arene based Ligands: Complexation, Extraction and Functional Materials SEBASTIAN HAUPT RENÉ SCHNORR, STEVE ULLMANN PROF. DR. B. KERSTING."— Presentation transcript:

1 Novel Calix[4]arene based Ligands: Complexation, Extraction and Functional Materials SEBASTIAN HAUPT RENÉ SCHNORR, STEVE ULLMANN PROF. DR. B. KERSTING LEIPZIG UNIVERSITY

2 Working group of Prof. Dr. B. Kersting macrocyclic hexaaza- bis(thiophenolate) ligand 2 Sebastian Haupt Leipzig University 1 Kersting, B., Steinfeld, G., Fritz, T., and Hausmann, J. Eur. J. Inorg. Chem. 1999, 12, J. Lach, A. Jeremies, F. Lungwitz, B. Kersting, submitted.. 15 Å Au(111) calix[4]arenes

3 Working group of Prof. Dr. B. Kersting 3 Sebastian Haupt Leipzig University. BMBF-project, 02NUK014C - binding sites for alkaline and alkaline earth and/or d- and f-elements - coordination chemistry - binary interactions in liquid-liquid and solid-liquid systems cooperation with HZDR – research site Leipzig and TU Dresden TU Dresden Karsten Gloe – HZDR Gert Bernhard Steuerung des Migrationsverhaltens von Radionukliden mit Hilfe makrozyklischer, multifunktionaler Chelatliganden

4 Introduction calix[4]arenes 4 Sebastian Haupt Leipzig University four conformations 1 C. D. Gutsche, M. Iqbal, Org. Synth. 1990, 68, 234– C. D. Gutsche, Calixarenes. An introduction, RSC Publ., Cambridge, upper rim lower rim n =

5 Coordination chemistry of calix[4]arenes 5 Sebastian Haupt Leipzig University 1 S.Ullmann a Zn(II)-complex supported by a novel salicylidene-linked double-calix[4]arene - CHEF-effect

6 Coordination chemistry of calix[4]arenes 6 Sebastian Haupt Leipzig University 1 R. Schnorr H 2 L bandit, a calix[4]arene in partial-cone conformation -2:1 complexes with nitrate and chloride -2:3 complexes with acetate anion driven self-assembly

7 Starting point 7 Sebastian Haupt Leipzig University 1 Ungaro et al., J. Chem. Soc., Chem. Commun. 1984, Ungaro et al., J. lncl. Phen. 1984, 199. liquid-liquid extraction of divalent metals focus of interest Sr 2+

8 New tricks for an old dog systematic use of derivates simple CHCl 3 / water system radiometric determination: 85 Sr 2+ investigation of influences 8 Sebastian Haupt Leipzig University 1 S. Haupt, R. Schnorr, M. Poetsch (in preperation) 2 A. Mansel, S. Gruhne,K. Franke,S. Fischer, Production of 85 Sr at a 18 MeV-cyclotron and purification for geochemical investigations 2012 (Submitted ) pH value, counter ion, temperature, time, concentration - pH = h shaking - room temperature - ligand/strontium 5/1 over 95 % extracted strontium

9 Synthetic groundwater 9 Sebastian Haupt Leipzig University 1 P. Mell et al. Journal of Radioanalytical and Nuclear Chemistry 2006, 268, B. Torstenfelt, K. Andersson, B. Allard Chemical Geology 1982, 36, ion concentration / µmol/L HCO SO Cl NO F-F HPO Na K+K Ca Mg Al Fe Mn Ba Sr over 90 % extracted strontium

10 Immobilization on mesoporous CPG-silica 10 Sebastian Haupt Leipzig University calix[4]arene jointlinker solid support joint -triazole, tetrazole -ester, amino acid -imine, amine -ether -C-C coupling radical thiol addition 1 R. Brindle, K. Albert, J. D. Glennon, Journal of Chromatography A 1996, 731, 41–46. 2 J. D. Glennon, E. Horne, K. Hall, D. Cocker, M. A. McKervey, Journal of Chromatography A 1996, 731, 47–55.

11 Immobilization on mesoporous CPG-silica 11 Sebastian Haupt Leipzig University 1 S. Haupt, M. Handke (in preparation)

12 Immobilization on mesoporous CPG-silica 12 Sebastian Haupt Leipzig University 13 C CP/MAS NMR DTA thermal stability to 300 °C elemental analyses up to 0.5 mmol ligand / g CPG Raman no SH vibration

13 Solid-liquid-extraction 13 Sebastian Haupt Leipzig University 1 M. Poetsch batch experiments strontium salt buffer, ph = 9 filtration gamma counter compoundCPGCPG-S-c[4]aCPG-S-7 extraction of Sr 2+ [%]< 510 – 20> 90

14 Posters see poster number 6 and Sebastian Haupt Leipzig University 1 A. Jeremies, R. Schnitter, M. Börner encapsulation of amino acidsgold nanoparticles

15 Thank you for your attention. Das diesem Vortrag zugrundeliegende Vorhaben wurde mit Mitteln des Bundesministeriums für Bildung und Forschung unter dem Förderkennzeichen 02NUK014C gefördert.

16 Anhang 16 Sebastian Haupt Leipzig University

17 Anhang 17 Sebastian Haupt Leipzig University CPG-SiO2: OF ~ 100m2/g, Porengröße 30nm (groß), Körnung µm, OH-dichte 4- 6/nm2 max 1 mmol OH/g (mit 6 OH gerechnet)


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