Photo-degradation of hydrophobic esters of pyridinecarboxylic acids as copper extractants from chloride media and their copper complexes

Journal of Chemical Technology and Biotechnology

Volumn 81, Issue 3, 2006, Pages 387-393

  Klonowska, Karolina ^a   Olszanowski, Andrzej ^a   Borowiak Resterna, Aleksandra ^a  

^a POZNAN UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Copper complexes; Copper(II); Photo degradation; Photosubstitution; Pyridinecarboxylate

Indexed keywords

CARBOXYLIC ACIDS; COPPER COMPOUNDS; EXTRACTION; HYDROPHOBICITY; PHOTODEGRADATION; ULTRAVIOLET RADIATION;

COPPER COMPLEXES; PHOTOSUBSTITUTION; PYRIDINECARBOXYLATE;

ESTERS;

CARBOXYLIC ACID DERIVATIVE; CHLORIDE; COPPER COMPLEX; HYDROCHLORIC ACID; NICOTINIC ACID; OCTANE; OXYGEN; PYRIDINE 3,5 DICARBOXYLIC ACID; TOLUENE; UNCLASSIFIED DRUG; WATER;

CARBOXYLIC ACIDS; COPPER COMPOUNDS; ESTERS; EXTRACTION; HYDROPHOBICITY; PHOTODEGRADATION; ULTRAVIOLET RADIATION;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; DEGRADATION KINETICS; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PHOTODEGRADATION; PHOTOREACTIVITY; STRUCTURE ANALYSIS; ULTRAVIOLET RADIATION;

EID: 33644760777     PISSN: 02682575     EISSN: 10974660     Source Type: Journal    
DOI: 10.1002/jctb.1407     Document Type: Article

References (28)

1. Szymanowski J, Hydroxyoximes and Copper Hydrometallurgy. CRC Press, Boca Raton, FL, USA (1993).
2. Dalton RF, Price R, Quan PM and Steward D, Process for the extraction of metal values and novel metal extractants. European Patent 57797 (1982).
3. Dalton RF, Price R, Hermana E and Hoffmann B, The Cuprex process - a new chloride based hydrometallurgical process for the recovery of copper from sulfidic ores, in Separation Process in Hydrometallurgy, ed by Davies GA. Ellis Horwood Limited, Chichester, pp 466-476 (1987).
4. Soldenhoff KH, Solvent extraction of copper(II) from chloride solutions by some pyridinecarboxylate esters. Solvent Extr Ion Exch 5(5):833-851 (1987).
5. Szymanowski J, Jakubiak A, Cote G, Bauer D and Beger J, Synthesis and extraction properties of pyridinecarboxylic acid esters, in Solvent Extraction in the Process Industries, Proceedings of ISEC'93, York, UK, Sept 9-15, 1993, ed by Logsdail DH and Slater MJ. SCI-Elsevier Applied Science, London, pp 1311-1318 (1993).
6. Cote G, Jakubiak A, Bauer D, Szymanowski J, Mokili B and Poitrenaud C, Modeling of extraction equilibrium for copper(II) extraction by pyridinecarboxylic acid esters from concentrated chloride solutions of constant activity of water and constant total concentration of ionic or molecular species dissolved in aqueous solution. Solvent Extr Ion Exch 12:99-120 (1994).
7. Szymanowski J, Jakubiak A, Cote G, Bauer D and Cierpiszewski R, Equilibrium and kinetics studies of copper extraction from chloride solutions with pyridine carboxylates, in Hydrometallurgy'94. IMM and SCI, Chapman and Hall, London, pp 675-682 (1994).
8. Bogacki MB, Jakubiak A, Cote G and Szymanowski J, Dialkyl pyridinecarboxylates extraction ability towards copper(II) from chloride solutions and its modification with alcohols. Ind Eng Chem Res 36:838-845 (1997).
9. Bogacki MB and Szymanowski J, Semi-empirical (PM3) computational studies of the association of alkyl pyridine monocarboxylates with methanol and water. Implication for interfacial activity and the effect of phase modifiers. Solvent Extr Ion Exch 14:897-917 (1996).
10. Bogacki MB and Szymanowski J, Computational study (PM3) of the hydration of dipentylpyridine-2,5-dicarboxylate. J Radioanal Nucl Chem Articles 228:53-56 (1998).
11. Bouvier C, Cote G, Sobczyñska A, Bogacki MB and Szymanowski J, Interfacial behavior of ACORGA CLX-50 and surface kinetics of copper extraction. J Radioanal Nucl Chem Articles 228:63-69 (1998).
12. Jakubiak A, Szymanowski J and Cote G, Extraction of copper(II) from chloride solutions by pyridinecarboxylates, in Value Adding Through Solvent Extraction, Proceedings of ISEC'96, Melbourne, Australia, March 19-23, 1996, ed by Shallcross DC, Paimin R and Prvcic LM. The University of Melbourne, pp 517-522 (1996).
13. Olszanowski A and Krzyzanowska E, Photostability of hydroxyoxime extractants of metals. 1. Photoisomerization and photodegradation of 2-hydroxy-5-methylbenzo-phenone (E)-oxime. Hydrometallurgy 35:79-89 (1994).
14. Krzyzanowska E and Olszanowski A, Photostability of hydroxyoxime extractants of metals. 2. Photoisomerization and photodegradation of 2-hydroxy-5-methylbenzo-phenone (Z)-oxime. Hydrometallurgy 37:375-385 (1995).
15. Olszanowski A, Krzyzanowska E and Alejski K, Kinetics of photo-isomerization and photo-degradation of 2-hydroxy-5-methylbenzophenone (E)- and (Z)-oximes. J Chem Technol Biotechnol 68:236-242 (1997).
16. Krzyzanowska E, Olszanowski A and Szymanowski J, Photostability of hydroxyoxime commercial copper extractants: ACORGA P5100 and SME529, in Solvent Extraction for the 21st Century, Proceedings of International Solvent Extraction Conference, ISEC'99, Barcelona, Spain, July 11-16, 1999, ed by Cox M, Hidalgo M and Valiente M. Society of Chemical Industry, London, pp 287-291 (2001).
17. Krzyzanowska E and Olszanowski A, Photo-degradation of oximes of 2-hydroxy-5-t-octylbenzophenone, 2-hydroxy-5-t-octylacetophenone and 2-hydroxy-5-t-octylbenz-aldehyde as models of hydroxyoxime extractants of metals, in Solvent Extraction for the 21st Century, Proceedings of International Solvent Extraction Conference, ISEC'99, Barcelona, Spain, July 11-16, 1999, ed by Cox: M, Hidalgo M and Valiente M. Society of Chemical Industry, London, pp 293-298 (2001).
18. Krzyzanowska E, Klonowska K, Olszanowski A and Borowiak-Resterna A, Photo-degradation of hydrophobic derivatives of pyridinecarboxylic acid as copper extractants from chloride media. Solvent Extr Ion Exch 20:375-387 (2002).
19. Castellano A, Catteau JP and Lablache-Combier A, Mechanism of the photochemical substitution of 6-membered ring monoazaaromatic compounds by the methanol in neutral and HCl acidified medium. Tetrahedron 31:2255-2261 (1975).
20. Caplain S, Castellano A, Catteau JP and Lablache-Combier A, Etudes ohotochimique-IV. Mecanisme de la photosubstiyution de la pyridine en solution. Tetrahedron 27:3541-3553 (1971).
21. Takeuchi F, Sugiyama T, Fugimori T, Seki K, Harada Y and Sugimori A, Photoreactions of heteroaromatic compounds. IV. Solvent and acidity dependence of the photoreactions of nicotinic acid and its derivatives. Bull Chem Soc Jpn 47:1245-1250 (1974).
22. Sugiyama T, Furihata T, Takagi K, Sato M, Akiyama A, Sato GP and Sugimori A, Multiple paths for photoalkylation of pyridinecarboxylic esters in alcohols, Chemistry Letters 9:131-134 (1980).
23. Sugimori A, Tobita E, Kumagai Y and Sato GP, Multiple path for photo-alkylation and -alkoxylation of 3-pyridinecarboxylic ester in alcohol. Simultaneous contribution of several kinds of excited states. Bull Chem Soc Jpn 54:1761-1766 (1981).
24. Sugimori A, Takada K, Kimura T and Kamimura J, Effects of chelated and non-chelated transition metal ions on the photoreactions of pyridinecarboxylic acids in aqueous solutions. Bull Chem Soc Jpn 54:2068-2071 (1981).
25. Sugiyama T, Tobita E, Takagi K, Sato M, Kumagai Y, Sato GP and Sugimori A, Multiple paths of photo-methylation and - methoxylation of methyl 2-pyridine-carboxylate in methanol. Bull Chem Soc Jpn 54:3785-3789 (1981).
26. 2. Chemistry Letters 11:917-920 (1982).
27. Sugimori A, Ogishima T, Miyazawa Y, Hasegawa R and Suzuki Y, Effects of additives on photo-methoxylation of methyl 2-pyridinecarboxylate in acidic methanolic solutions. Promotion by 4-substituted pyridines. Bull Chem Soc Jpn 56:1817-1821 (1983).
28. Kimura T, Kamimura J, Takada K and Sugimori A, Photoreactions of heteroaromatic compounds. VI. Effects of coordinating metal ions on the photoreaction of 2-pyridinecarboxylate in aqueous solutions. Chemistry Letters 5:237-240 (1976).