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Metal(II) p-dimetilaminobenzoatların izonikotinamid komplekslerinin sentezi, spektroskopik ve termal karakterizasyonu

Year 2016, Volume: 20 Issue: 2, 167 - 175, 01.08.2016

Özgür Aybirdi , Hacali Necefoğlu

https://doi.org/10.16984/saufenbilder.26682
Cited By: 1

Abstract

Bu çalışmada Mn(II), Co(II), Ni(II), Cu(II), Zn(II) ve Cd(II) metallerinin p-dimetilaminobenzoik asit (DMABA) ve izonikotinamid (İNA) ile 6 adet karışık ligand kompleksi sentezlendi: [Mn(DMAB)2(İNA)(H2O)2] 1, [Co(DMAB)2(İNA)(H2O)2] 2, [Ni(DMAB)2(İNA)(H2O)2] 3, Cu2(DMAB)4(İNA)2] 4, [Zn(DMAB)2(İNA)(H2O)2] 5, [Cd(DMAB)2(İNA)(H2O)2] 6. Komplekslerin yapıları elementel analiz, kütle analizi, termik analiz, IR, UV, 1H-NMR, 13C-NMR ve ESR spektroskopi verileri ile karakterize edilmiştir. Neticede Cu(II) kompleksinin kare piramidal, diğer komplekslerin ise oktahedral geometriye sahip oldukları belirlenmistir. Kompekslerin bozunması 1. veya 2. basamakta termal su kaybı ile başlamakta, daha sonra organik ligandlar bozunmaktadır. İncelenen komplekslerin termal dayanıklılığı ve ayrışma mekanizması aydınlatılarak son bozunma ürünü olarak metal oksit kaldığı belirlenmiştir.

Keywords

termal parçalanma p-dimetilaminobenzoat izonikotinamid geçiş metal bileşikleri

References

  • W. Ferenc, W. D. Agnieszka, B. Cristovao ve J. Sarzynski, «Magnetic, spectrochemical and thermal properties of the 2-chloro-5-nitrobenzoates of Co(II), Ni(II) and Cu(II),» Journal of the Serbian Chemical Society, cilt 71, no. 8-9, pp. 929-937, 2006.
  • K. R. Eccles, R. E. Deasy, L. Fabian, D. E. Braun, A. R. Maqurie ve Simon E. Lawrence, «Expanding the Crystal Landcape of isonicotinamide:Concomitant Polymorphism and co-Crystallistion,» CrystEngComm, cilt 13, pp. 6923-6925, 2011.
  • N. B. Báthori, A. Lemmerer, G. A. Venter, S. A. Bourne ve M. R. Caira, «Pharmaceutical Co-crystals with Isonicotinamide—Vitamin B3, Clofibric Acid, and Diclofenac—and Two Isonicotinamide Hydrates,» Cryst. Growth Des., cilt 11, no. 1, pp. 75-87, 2011.
  • C. B. Aakeröy, A. M. Beatty ve B. A. Helfrich, «“Total Synthesis” Supramolecular Style: Design and Hydrogen-Bond-Directed Assembly of Ternary Supermolecules,» Angew. Chem., Int. Ed., cilt 40, no. 17, pp. 3240-3242, 2001.
  • M. Masamoto, N. Takeaki ve L. Kuboki Makoto (Otsuka Pharm. Co., «Antiviral method and antiviral agent comprising interferon and zinc salt or complex». Jpn. Patent: 9641643, 27 Dec. 1996.
  • R. J. Bernhardt, M. L. Loeb ve J. W. Kay, «Aluminum carboxylates». US Patent: 220934, 23 Oct 1985.
  • Ltd ve Kanebo, «p-dimethylaminobenzoic acid polyvalent metal salt-coated agents for cosmetics». Jpn Patent: 60130654, 19 Dec 1983.
  • M. Akinori ve T. Kazuyuki, «Cosmetics containing dimethylaminobenzoates for sunburn prevention». Jpn Patent: 60149515, 13 Jan 1984.
  • M. Akinori, T. Kazuyuki, T. Yonetani ve Y. Shioyama, «Cosmetics for sunburn prevention». Jpn Patent: 60170709, 20 Feb 1984.
  • L. Kanebo, «Multivalent Metal Salt of p-Dimetylaminobenzoic acid». Jpn Patent: 6094949, 29 Oct 1983.
  • M. G. J. Y. B. Jiang, Y. Zhang, X. Z. Du ve X. Z. Huang, «Effect of K4Fe(CN)6 and K3Fe(CN)6 on TICT Dual Fluorescence of Sodium p–Dimethylaminobenzoate in Cetyl Trimethylammonium Chloride Micelle. Identification of the Magnetic Effect in TICT Process,» Spectrosc. Lett., cilt 29, no. 5, pp. 877-884, 1996.
  • Y. B. Jiang, M. G. Jin ve J. G. Xu, «Dual Fluorescence of Sodium p-Dimethylaminobenzoate in Aqueous Solution of Positive Ionic Surfactant. Probing Micelle Formation and Strength of Electric Field at Micelle Interface,» Spectrosc. Lett., cilt 29, no. 5, pp. pp.751-761., 1996.
  • Y. B. Jiang, X. J. Wang, M. G. Jin ve L. R. Lin, «The Effect of Micelle-Water Interface Electric Field on the Intramolecular Charge Transfer with in Ionic Micelle. Dual Fluorescence of Sodium p-Dialkylaminobenzoates in Cetyltrimethylammonium Micelles,» J. Photochem. Photobio. A, cilt 126, no. 1-3, pp. 125-133, 1999.
  • Ö. Aybirdi, D. A. Köse ve H. Necefoglu, «Synthesis of the 4-N,N-Dimethylaminobenzoic Acid Complexes of Mn(II), Co(II), Ni(II), and Cu(II). Spectroscopic and Thermal Characterization,» Hacettepe J. Biol. & Chem., cilt 36, no. 1, pp. 31-39, 2008.
  • D. A. Köse, G. Gökçe, S. Gökçe ve İ. Uzun, «Bis(N,N-Diethylnicotinamide)p-chlorobenzoate Complexes of Ni(II), Zn(II) and Cd(II), Synthesis And Characterization,» Journal of Thermal Analysis and Calorimetry, cilt 95, no. 1, pp. 247-251, 2009.
  • R. D. Dowsing, J. F. Gibson, M. Goodgame ve P. J. Hayward, «Electron spin resonance studies of some complexes of manganese(II) with chelating ligands,» J. Chem. Soc. A, p. 1133 – 1138, 1970.
  • G. F. Kokoszka, M. Linzer ve G. Gordon, «Electron paramagnetic resonance spectra of polycrystalline dimeric complexes. Copper propionate monohydrate and zinc-doped copper propionate monohydrate,» Inorg. Chem., cilt 7, pp. 1730-1735, 1968.
  • M. S. Palacios ve J. M. Dance, «Magnetic and ESR study of a dimeric copper(II) complex with a schiff base ligand derived from salicylhydrazide and o-hydroxypropiophenone,» Polyhedron, cilt 7, pp. 543-545, 1988.
  • Ö. Aybirdi, «Doktora Tezi “p-Aminobenzoik Asit Türevlerinin Komplekslerinin Sentezi ve Özellikleri”,,» Kafkas Üniversitesi, Kars, 2010.
  • J. Moncol, M. Mudra, P. Lönnecke, M. Hewitt, M. Valko, H. Morris, J. Svoreca, M. Melnik, M. Mazur ve M. Koman, «Crystal structures and spectroscopic behavior of monomeric, dimeric and polymeric copper(II) chloroacetate adducts with isonicotinamide, N-methylnicotinamide and N,N-diethylnicotinamide,» Inorganica Chimica Acta, cilt 360, p. 3213–3225, 2007.
  • T. Hökelek, H. Dal, B. Tercan, Ö. Aybirdi ve H. Necefoglu, «Diaqua¬bis[4-(dimethyl-amino)¬benzoato]- 2O,O'; O-(isonicotinamide- N1)cobalt(II).,» Acta Cryst., cilt E65, pp. 627-628, 2009.
  • T. Hökelek, H. Dal, B. Tercan, Ö. Aybirdi ve H. Necefoglu, «Diaqua¬bis[4-(dimethyl-amino)benzoato](isonicotinamide)zinc(II),» Acta Cryst., cilt E65, pp. 651-652, 2009.
  • T. Hökelek, H. Dal, B. Tercan, Ö. Aybirdi ve H. Necefoglu, «Diaqua¬bis[4-(dimethyl-amino)benzoato- O](isonicotinamide- N1)manganese(II),» Acta Cryst., cilt E65, pp. 1037-1038, 2009.

Synthesis, spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates.

Year 2016, Volume: 20 Issue: 2, 167 - 175, 01.08.2016

Özgür Aybirdi , Hacali Necefoğlu

https://doi.org/10.16984/saufenbilder.26682
Cited By: 1

Abstract

In this study, the 6 new mixed complexes of Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) with p-dimethylaminobenzoic acid (DMABA), and isonicotinamide (INA) have been synthesized: [Mn(DMAB)2(İNA)(H2O)2] 1, [Co(DMAB)2(İNA)(H2O)2] 2, [Ni(DMAB)2(İNA)(H2O)2] 3, Cu2(DMAB)4(İNA)2] 4, [Zn(DMAB)2(İNA)(H2O)2] 5, [Cd(DMAB)2(İNA)(H2O)2] 6. The complexes were characterized by elemental analysis, direct injection probe mass, IR, 1H-NMR, 13C-NMR, UV-vis, ESR spectroscopy, thermogravimetry measurements. Concequently, it has been determined that Complex 4 have square-pyramidal and the others complexes have octahedral geometries. The decomposition of each complex starts with dehydration and follows by decomposition organic part, respectively.The thermal dehydration of complexes takes place in steps from one to two. The decomposition mechanism and termal stability of the investigated complexes are interpreted in terms of their structures.The final decomposition products are found to be the respective metal oxides.

Keywords

thermal decomposition p-dimethylaminobenzoate isonicotinamide transition metal compounds

References

  • W. Ferenc, W. D. Agnieszka, B. Cristovao ve J. Sarzynski, «Magnetic, spectrochemical and thermal properties of the 2-chloro-5-nitrobenzoates of Co(II), Ni(II) and Cu(II),» Journal of the Serbian Chemical Society, cilt 71, no. 8-9, pp. 929-937, 2006.
  • K. R. Eccles, R. E. Deasy, L. Fabian, D. E. Braun, A. R. Maqurie ve Simon E. Lawrence, «Expanding the Crystal Landcape of isonicotinamide:Concomitant Polymorphism and co-Crystallistion,» CrystEngComm, cilt 13, pp. 6923-6925, 2011.
  • N. B. Báthori, A. Lemmerer, G. A. Venter, S. A. Bourne ve M. R. Caira, «Pharmaceutical Co-crystals with Isonicotinamide—Vitamin B3, Clofibric Acid, and Diclofenac—and Two Isonicotinamide Hydrates,» Cryst. Growth Des., cilt 11, no. 1, pp. 75-87, 2011.
  • C. B. Aakeröy, A. M. Beatty ve B. A. Helfrich, «“Total Synthesis” Supramolecular Style: Design and Hydrogen-Bond-Directed Assembly of Ternary Supermolecules,» Angew. Chem., Int. Ed., cilt 40, no. 17, pp. 3240-3242, 2001.
  • M. Masamoto, N. Takeaki ve L. Kuboki Makoto (Otsuka Pharm. Co., «Antiviral method and antiviral agent comprising interferon and zinc salt or complex». Jpn. Patent: 9641643, 27 Dec. 1996.
  • R. J. Bernhardt, M. L. Loeb ve J. W. Kay, «Aluminum carboxylates». US Patent: 220934, 23 Oct 1985.
  • Ltd ve Kanebo, «p-dimethylaminobenzoic acid polyvalent metal salt-coated agents for cosmetics». Jpn Patent: 60130654, 19 Dec 1983.
  • M. Akinori ve T. Kazuyuki, «Cosmetics containing dimethylaminobenzoates for sunburn prevention». Jpn Patent: 60149515, 13 Jan 1984.
  • M. Akinori, T. Kazuyuki, T. Yonetani ve Y. Shioyama, «Cosmetics for sunburn prevention». Jpn Patent: 60170709, 20 Feb 1984.
  • L. Kanebo, «Multivalent Metal Salt of p-Dimetylaminobenzoic acid». Jpn Patent: 6094949, 29 Oct 1983.
  • M. G. J. Y. B. Jiang, Y. Zhang, X. Z. Du ve X. Z. Huang, «Effect of K4Fe(CN)6 and K3Fe(CN)6 on TICT Dual Fluorescence of Sodium p–Dimethylaminobenzoate in Cetyl Trimethylammonium Chloride Micelle. Identification of the Magnetic Effect in TICT Process,» Spectrosc. Lett., cilt 29, no. 5, pp. 877-884, 1996.
  • Y. B. Jiang, M. G. Jin ve J. G. Xu, «Dual Fluorescence of Sodium p-Dimethylaminobenzoate in Aqueous Solution of Positive Ionic Surfactant. Probing Micelle Formation and Strength of Electric Field at Micelle Interface,» Spectrosc. Lett., cilt 29, no. 5, pp. pp.751-761., 1996.
  • Y. B. Jiang, X. J. Wang, M. G. Jin ve L. R. Lin, «The Effect of Micelle-Water Interface Electric Field on the Intramolecular Charge Transfer with in Ionic Micelle. Dual Fluorescence of Sodium p-Dialkylaminobenzoates in Cetyltrimethylammonium Micelles,» J. Photochem. Photobio. A, cilt 126, no. 1-3, pp. 125-133, 1999.
  • Ö. Aybirdi, D. A. Köse ve H. Necefoglu, «Synthesis of the 4-N,N-Dimethylaminobenzoic Acid Complexes of Mn(II), Co(II), Ni(II), and Cu(II). Spectroscopic and Thermal Characterization,» Hacettepe J. Biol. & Chem., cilt 36, no. 1, pp. 31-39, 2008.
  • D. A. Köse, G. Gökçe, S. Gökçe ve İ. Uzun, «Bis(N,N-Diethylnicotinamide)p-chlorobenzoate Complexes of Ni(II), Zn(II) and Cd(II), Synthesis And Characterization,» Journal of Thermal Analysis and Calorimetry, cilt 95, no. 1, pp. 247-251, 2009.
  • R. D. Dowsing, J. F. Gibson, M. Goodgame ve P. J. Hayward, «Electron spin resonance studies of some complexes of manganese(II) with chelating ligands,» J. Chem. Soc. A, p. 1133 – 1138, 1970.
  • G. F. Kokoszka, M. Linzer ve G. Gordon, «Electron paramagnetic resonance spectra of polycrystalline dimeric complexes. Copper propionate monohydrate and zinc-doped copper propionate monohydrate,» Inorg. Chem., cilt 7, pp. 1730-1735, 1968.
  • M. S. Palacios ve J. M. Dance, «Magnetic and ESR study of a dimeric copper(II) complex with a schiff base ligand derived from salicylhydrazide and o-hydroxypropiophenone,» Polyhedron, cilt 7, pp. 543-545, 1988.
  • Ö. Aybirdi, «Doktora Tezi “p-Aminobenzoik Asit Türevlerinin Komplekslerinin Sentezi ve Özellikleri”,,» Kafkas Üniversitesi, Kars, 2010.
  • J. Moncol, M. Mudra, P. Lönnecke, M. Hewitt, M. Valko, H. Morris, J. Svoreca, M. Melnik, M. Mazur ve M. Koman, «Crystal structures and spectroscopic behavior of monomeric, dimeric and polymeric copper(II) chloroacetate adducts with isonicotinamide, N-methylnicotinamide and N,N-diethylnicotinamide,» Inorganica Chimica Acta, cilt 360, p. 3213–3225, 2007.
  • T. Hökelek, H. Dal, B. Tercan, Ö. Aybirdi ve H. Necefoglu, «Diaqua¬bis[4-(dimethyl-amino)¬benzoato]- 2O,O'; O-(isonicotinamide- N1)cobalt(II).,» Acta Cryst., cilt E65, pp. 627-628, 2009.
  • T. Hökelek, H. Dal, B. Tercan, Ö. Aybirdi ve H. Necefoglu, «Diaqua¬bis[4-(dimethyl-amino)benzoato](isonicotinamide)zinc(II),» Acta Cryst., cilt E65, pp. 651-652, 2009.
  • T. Hökelek, H. Dal, B. Tercan, Ö. Aybirdi ve H. Necefoglu, «Diaqua¬bis[4-(dimethyl-amino)benzoato- O](isonicotinamide- N1)manganese(II),» Acta Cryst., cilt E65, pp. 1037-1038, 2009.
There are 23 citations in total.

Details

Subjects Engineering
Journal Section Research Articles
Authors

Özgür Aybirdi

Hacali Necefoğlu

Publication Date August 1, 2016
Submission Date March 30, 2015
Acceptance Date January 4, 2016
Published in Issue Year 2016 Volume: 20 Issue: 2

Cite

APA Aybirdi, Ö., & Necefoğlu, H. (2016). Synthesis, spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates. Sakarya University Journal of Science, 20(2), 167-175. https://doi.org/10.16984/saufenbilder.26682
AMA Aybirdi Ö, Necefoğlu H. Synthesis, spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates. SAUJS. August 2016;20(2):167-175. doi:10.16984/saufenbilder.26682
Chicago Aybirdi, Özgür, and Hacali Necefoğlu. “ Spectroscopic and Thermal Characterization of Isonicotinamide Complexes of metal(II) P-Dimethylaminobenzoates”. Sakarya University Journal of Science 20, no. 2 (August 2016): 167-75. https://doi.org/10.16984/saufenbilder.26682.
EndNote Aybirdi Ö, Necefoğlu H (August 1, 2016) Synthesis, spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates. Sakarya University Journal of Science 20 2 167–175.
IEEE Ö. Aybirdi and H. Necefoğlu, “ spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates”., SAUJS, vol. 20, no. 2, pp. 167–175, 2016, doi: 10.16984/saufenbilder.26682.
ISNAD Aybirdi, Özgür - Necefoğlu, Hacali. “ Spectroscopic and Thermal Characterization of Isonicotinamide Complexes of metal(II) P-Dimethylaminobenzoates”. Sakarya University Journal of Science 20/2 (August 2016), 167-175. https://doi.org/10.16984/saufenbilder.26682.
JAMA Aybirdi Ö, Necefoğlu H. Synthesis, spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates. SAUJS. 2016;20:167–175.
MLA Aybirdi, Özgür and Hacali Necefoğlu. “ Spectroscopic and Thermal Characterization of Isonicotinamide Complexes of metal(II) P-Dimethylaminobenzoates”. Sakarya University Journal of Science, vol. 20, no. 2, 2016, pp. 167-75, doi:10.16984/saufenbilder.26682.
Vancouver Aybirdi Ö, Necefoğlu H. Synthesis, spectroscopic and thermal characterization of isonicotinamide complexes of metal(II) p-dimethylaminobenzoates. SAUJS. 2016;20(2):167-75.

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