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Synthesis, characterization, and thermal decomposition of fluorinated salicylaldehyde Schiff base derivatives (salen) and their complexes with copper(II)

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Abstract

Trifluoromethoxy functionalized copper(II) Schiff base complexes N,N′-bis(5-trifluoromethoxysalicylaldehyde)cyclohexanediiminatodiaquacopper(II) and N,N′-bis(5-trifluoromethoxysalicylaldehyde)phenylenediiminatocopper(II) were synthesized and characterized. Thermal decompositions of the synthesized complexes were studied by thermogravimetry in order to evaluate their thermal stability and thermal decomposition pathways. Three similar decomposition steps occurred for the two copper complexes. Mass losses and evolved gasses were characterized by TG/DTA-MS. Kinetic parameters were calculated and the results showed that the values obtained are comparable.

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References

  1. Ribeiro da Silva MDMC, Gonçalves JM, Silva ALR, Oliveira PCFC, Schröder B, Ribeiro da Silva MAV. Molecular thermochemical study of Ni(II), Cu(II) and Zn(II) complexes with N,N′-bis (salicylaldehydo)ethylenediamine. J Mol Catal Chem. 2004;224:207–12.

    Article  CAS  Google Scholar 

  2. Madhu V, Das SK. Supramolecular π–π assembly of a neutral [Cu(salen)] complex via the templating effect of an ionic inorganic complex Na2[Cu(mnt)2] forming a framework type. Inorg Chem Commun. 2005;8:1097–100.

    Article  CAS  Google Scholar 

  3. Serin S, Ispir E. New immobilized Schiff bases synthesis, complexation, characterization and thermal behaviors. J Therm Anal Calorim. 2008;94(1):281–8.

    Article  Google Scholar 

  4. Ribeiro da Silva MDMC, Araújo NRM, Silva ALR, da Silva LCM, Barros NPSM, Gon-Alves JM, et al. Three N2O2 ligands derived from the condensation of 1,2-cyclohexanediaminewith salicylaldehyde, acetylacetone and benzoylacetone. J Therm Anal Calorim. 2007;87:291–6.

    Article  CAS  Google Scholar 

  5. Sakthivel A, Sun W, Raudaschl-Sieber G, Chiang AST, Hanzlik M, Kühn FE. Grafting of a tetrahydro-salen copper(II) complex on surface modified mesoporous materials and its catalytic behaviour. Catal Commun. 2006;7:302–7.

    Article  CAS  Google Scholar 

  6. Haas GR, Kolis JW. The diastereoselective epoxidation of olefins in supercritical carbon dioxide. Tetrahedron Lett. 1998;39:5923–6.

    Article  CAS  Google Scholar 

  7. Karabiyik H, Güzel B, Aygün M, Boğa G, Büyükgüngör O. 1-((E)-{(1R,2R)-2-[(E)-(2-Hydroxy-1-naphthyl)methyleneamino]cyclohexyl}iminiomethyl)naphthalen-2-olate: a Schiff base compound having both OH and NH character. Acta Crystallogr. 2007;C63:o215–8.

    Google Scholar 

  8. Cavazzini M, Manfredi A, Montanari F, Quici S, Pozzi G. Asymmetric epoxidation of alkenes in fluorinated media, catalyzed by second-generation fluorous Chiral (salen)manganese complexes. Eur J Org Chem. 2001;24:4639–49.

    Article  Google Scholar 

  9. Issa RM, Amer SA, Mansour IA, Abdel-Monsef AI. Thermal studies of bis salicylidene adipic dihydrazone derivatives and their complexes with divalent ions of Mn, Co, Ni, Cu and Zn. J Therm Anal Calorim. 2007;90:261–7.

    Article  CAS  Google Scholar 

  10. Aranha PE, Souza JM, Romera S, Ramos LA, dos Santos MP, Dockal ER, et al. Thermal behavior of vanadyl complexes with Schiff bases derived from trans-N,N′-bis(salicylidene)-1,2-cyclohexadiamine (t-Salcn). Thermochim Acta. 2007;453:9–13.

    Article  CAS  Google Scholar 

  11. Zhou B, Zhau Y, Jiang S, Zhou D. Thermal decomposition of N,N′-ethylenebis(salicylideneiminato) diaquochromium(III) chloride. Thermochim Acta. 2000;354:25–30.

    Article  CAS  Google Scholar 

  12. Thangadurai TD, Ihm S. Chiral Schiff base ruthenium(II) carbonyl complexes: synthesis, characterization, catalytic and antibacterial studies. Synth React Inorg Met Org Chem. 2006;36:435–40.

    Article  CAS  Google Scholar 

  13. Osman AH. Synthesis and characterization of cobalt(II) and nickel(II) complexes of some Schiff bases derived from 3-hydrazino-6-methyl[1,2,4] triazin-5(4H)one. Transition Met Chem. 2006;31:35–41.

    Article  CAS  Google Scholar 

  14. Coats AW, Redfern JP. Kinetic parameters from thermogravimetric data. Nature. 1964;201:68–9.

    Article  CAS  Google Scholar 

  15. Horowitz HH, Metzger G. A new analysis of thermogravimetric traces. Anal Chem. 1963;35:1464–8.

    Article  CAS  Google Scholar 

  16. Arslan H, Özpozan N, Tarkan N. Kinetic analysis of thermogravimetric data of p-toluidino-p-chlorophenylglyoxime and of some complexes. Thermochim Acta. 2002;383:69–77.

    Article  CAS  Google Scholar 

  17. Camps P, Pujol X, Vazquez S, Percas MA, Puigjaner C, Sola L. Cross-coupling of a functionalized highly pyramidalized Alkene: DSC and NMR study of the [2+2] retrocycloaddition of cyclobutane cross products, hyperstability and pyramidalization of the formed dienes. Tetrahedron. 2001;57:8511–20.

    Article  CAS  Google Scholar 

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Acknowledgements

We would like to thank Çukurova University Research Foundation for financial support.

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Correspondence to Göktürk Avsar.

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Avsar, G., Altinel, H., Yilmaz, M.K. et al. Synthesis, characterization, and thermal decomposition of fluorinated salicylaldehyde Schiff base derivatives (salen) and their complexes with copper(II). J Therm Anal Calorim 101, 199–203 (2010). https://doi.org/10.1007/s10973-009-0453-1

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  • DOI: https://doi.org/10.1007/s10973-009-0453-1

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