Research Article
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Rezorsinaren Bazlı Azo Boyarmaddelerin Sentezi ve Absorpsiyon Özelliklerinin İncelenmesi

Year 2013, Volume 8, Issue 2, 175 - 189, 05.12.2013

Abstract

Bu çalışmada, çeşitli amin türevleri diazolanmış ve 3-aminokrotonitril ile kenetlenerek 2- arilhidrazon-3-ketiminokrotononitril bileşikleri elde edilmiştir. Elde edilen bileşikler, hidrazinhidrat ile etanol içerisinde reflaks edilerek bir seri 5-amino-4-arilazo-3-metil-1'H-pirazol boyaları elde edilmiştir. Elde edilen boyalar diazonlarak rezorsinol ve asetaldehit arasındaki kondenzasyondan elde edilen rezorsinaren bileşiği ile kenetlenmiş ve rezorsinaren bazlı azo boyarmaddeler sentezlenmiştir. Sentezlenen rezorsinaren bazlı azoboyarmaddelerin yapıları spektrofotometrik yöntemler kullanılarak incelendi. Sentezlenen boyarmaddelerin görünür bölge absorpsiyon spektrumları üzerine değişik çözücü, asit ve baz etkileri incelendi.

References

  • Asfari Z., Bohmer V., Harrowfield J., Vicens J., 2001. Calixarenes, Kluwer Academic, Dordrecht.
  • Cram J., Cram J.M., 1994. Container molecules and their guests, Royal Society of Chemistry, Cambridge.
  • Botta B., Cassani M., D’Acquarica I., Misti D., Subissati D., Delle M. G., 2005. Resorcarenes: Emerging Class of Macrocyclic Receptors,Current Organic Chemistry, 9, 337-355.
  • Ge Y., Yan C., 2004. Rapid synthesis of calix[4]resorcinarene-based dendrimers containing salicylideneimine terminal groups, Journal of Chemical Research, 279-281 .
  • Boas U., Heegaard P. M. H., 2004. Dendrimers in drug research, Chemical Society Reviews, 33, 43- 63.
  • [6 ] Reyes V.M.I., Vasquez Garcia R. A., Kilmova T., Kilmova E., Ortiz-Frade L., Martinez Garcia M., 2008. Synthesis of ferrocenyl-bearing dendrimers with a resorcinarene core, Inorganica Chimica Acta, 361, 1597-1605.
  • Antesberger J., Cave G.W.V., Ferrarelli M.C., Heaven M. W., Raston C. L., Atwood J. L., 2005. Solvent-free, direct synthesis of supramolecular nano-capsules, Chemical Communications, 892- 894.
  • Gualbert J., Shahgaldian P., Lazar A., Coleman A. W., 2004. Solid Lipid Nanoparticles (SLNs): Preparation and Properties of Calix[4]resorcinarene Derived Systems, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 48, 37-44.
  • Ehrler S., Pieles U., Wirth-Heller A., Shahgaldian P., 2007. Surface modification of resorcinarene based self-assembled solid lipid nanoparticles for drug targeting, Chemical. Communications, 2605-2607.
  • Bell T. W., Hext N. M., 2004.Supramolecular optical chemosensors for organic analytes, Chemical Society Reviews, 33 (9): 589-598.
  • MacGillivray L. R., Atwood J. L., 2000. Cavity-containing materials based upon resorcin[4]arenes by discovery and design, Journal of Solid State Chemistry, 152 (1): 199-210.
  • MacGillivray L. R., Diamente P. R., Reid J. L., Ripmeester J. A., 2000.Encapsulation of two aromatics by a carcerand-like capsule of nanometer-scale dimensions, Chemical Communications, 5, 359-360.
  • Harrison R. G., Dalley N. K., Nazarenko A. Y., 2000. Metal-promoted assembly of organic-based cages into a porous material, Chemical Communications, 15, 1387-1388.
  • Martinez G. M., Teran C. R., Tlapanco O. A., Toscano A., Cruz-Almanza R., 2000. Supramolecular complexes between fullerene [60]- and [70], and resorcinarene, Fullerene Science and Technology, 8 (6): 475-482.
  • Tucci F. C., Renslo A. R., Rudkevich D. M., Rebek J., 2000.Nanoscale container structures and their host-guest properties, Angewandte Chemie, International Editions, 39 (6): 1076-1079.
  • Yonetake K., Nakayama T., Ueda M., 2001.New liquid crystals based on calixarenes, Journal of Material Chemistry, 11 (3): 761-767.
  • Yonetake K. Takahashi T., 2006. New material design for liquid crystals and composites by magneto-processing, Science and Technology of Advanced Materials, 7 (4): 332-336.
  • Ito H., Nakayama T., Ueda M., 2000. U. S. Patent, 6093517.
  • Haba O., Haga K., Ueda M., Morikawa O., Konishi H., 1999. A New Photoresist Based on Calix[4]resorcinarene Dendrimer, Chemistry of. Materials, 11 (2): 427-432.
  • Nakayama T., Takahashi D., Takeshi K., Ueda M., 1999. Three-component negative-type photoresist based on C-tetraoctyl-calix[4]resocinarene, a cross-linker, and a photo-acid generator, Journal of. Photopolymer Science and Technology, 12 (2): 347-352.
  • Tbeur N., Rhlalou T., Hlaibi M., Langevin D., Metayer M., Verchere J. F., 2000. Molecular recognition of carbohydrates by a resorcinarene. Selective transport of alditols through a supported liquid membrane, Carbohydrate. Research, 329 (2): 409-422.
  • Pietraszkiewicz O., Kozbial M., Pietraszkiewicz M., 1998. Transport studies of inorganic and organic cations across liquid membranes containing Mannich-base calix[4]resorcinarenes, Polisch Journal of Chemistry, 72 (5): 886-892. [23]
  • Ichimura K., Kurita E., Ueda M., 1995. Eur. Patent, EP 671220.
  • Pietraszkiewicz O. Pietraszkiewicz M., 1999. Separation of pyrimidine bases on a HPLC stationary RP-18 phase coated with calix[4]resorcinarene, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 35 (1-2): 261-270.
  • Yoshino N., Satake A., Kobuke Y., 2001. An artificial ion channel formed by a macrocyclic resorcin[4]arene with amphiphilic cholic acid ether groups, Angewandte Chemie, International Editions, 40 (2): 457-459.
  • Jain V. K., Pillai S. G., Kanaiya P. H., 2006. Octafunctionalized calix[4]resorcinarene-N-fenil- acetohydroxamic acid for the separation, preconcentration and transport studies of cerium(IV), Journal of the. Brazilian Chemical Society, 17 (7): 1316-1322.
  • Jain V. K., Pillai S. G., Pandya R. A., Agrawal Y. K., Shrivastav P. S., 2005. Selective extraction, preconcentration and transport studies of thorium(IV) using octa-functionalized calix[4]resorcinarene-hydroxamic acid, Analytical Sciences, 21 (2): 129-135.
  • Jain V. K., Pillai S. G., Pandya R. A., Agrawal Y. K., Shrivastav P. S., 2005. Molecular octopus: octa functionalized calix[4]resorcinarene-hydroxamic acid [C4RAHA] for selective extraction, separation and preconcentration of U(VI), Talanta, 65 (2): 466-475.
  • Peters A.T., Chisowa E., 1993. Colour-constitution relationships in 2-acylamino-4-N,N- diethylaminobenzene disperse dyes, Dyes and Pigments, 22 (4): 223-238.
  • Hartmann H., Schulze M., Guenter R., 1991. Nucleophilic substitution in arylazo phenols - a simple route for preparing chloro-substituted azobenzenes, Dyes and Pigments, 15 (4): 255-262.
  • Elnagdi M.H., Fahmy S.M., Elmoghayar M.R.H., Elias M.A.M., 1975. Pyrimidine derivatives and related compounds.I. Synthesis of some 2,3-disubstituted-4,5,6-tetrahydropyrazole[1,5- a]pyrimidine derivatives, Zeitschrift für naturforschung, Teil B: Anorganische Chemie, Organische Chemie.; 30B (9-10): 778-783.
  • Elnagdi M.H., Sallam M.M.M., Fahmy H.M., İbrahim S.A.M., Elias M.A.M., 1976. Reactions with the arylhydrazones of -cyanoketones: The structure of 2-arylhydrazone-3-ketimino-nitriles, Helvetica Chimica Acta, 59 (2): 551-557.
  • Elnagdi M.H., Elmoghaya M.R.H., Fleita D.H., Hafez E.A.A., Fahmy S.M., 1976. Pyrimidine derivatives and related compounds. 4. A route for synthesis of pyrazolo[3,4-e]-as- triazines, pyrazolo[3,4-d] pyrimidines, and pyrazolo[1,5-c]-as-triazines, Journal of Organic Chemistry, 41 (24): 3781-3784.
  • Ghozlan S.A.S., Abdelhamid I.A., Abdelshaft G.H., Elnagdi M.H., 2004. Studies with functionally substituted enamines: synthesis of new amino-pyrimidines and -1,2,4-triazines, Journal of Chemical Research, 12, 789-793.
  • Karcı F., 2005. Synthesis of disazo dyes derived from heterocyclic components, Coloration Technology, 121, 275-280.
  • Ho Y.W., 2005. Synthesis of some new azo pyrazolo[1,5-a]pyrimidine-thieno[2,3-b]pyridine derivatives and their application as disperse dyes, Dyes and Pigments, 64, 223-230.
  • Zvilichovsky G., Davıd M.,1983. The reactıon of phenylmalononıtrıle wıth hydrazıne - synthesıs and propertıes of 3,5-dıamıno-4-phenylpyrazole, 2-amıno-3-phenylpyrazolo[1,5-a]pyrımıdıne, and related-compounds, Journal of Chemical Society Perkin Trans I, 1, 11-16
  • Kandeel Z.E., Abdelrazek F.M., Eldin N.E.M.S., Elnagdi M.H., 1985. Activated nitriles in heterocyclic synthesis-novel synthesis of benzo[g]imidazo [1,2-c]pyrimidines and benzo[g]imidazo [1,2-a]pyridine derivatives, Jornal of Chemical Society. Perkin Trans I, 7, 1499-1501.
  • Sing S.P., Kumar D., 1990. Reınvestgation of the reoported synthesis of naphtho[2’,1’- 4,5]thiazolo[2,3-c][1,2,4]triazepines, Heterocycles, 31, 855-860.
  • Benedetti E., Pedon C., Iacovino R., Botta B., Delle M.G., De Rosa M.C., Botta M., Corelli F., Taft A., Santini A., 1994. Structure and conformation of stereoisomeric C- isopropoxycarbonylmethylcalix[4]resorcinarenes,Journal of Chemical Research, 12, 476-477
  • Botta B., Iacomacci P., Di Giovanni C., Delle M.G., Gacs-Baitz E., Botta M., Taft A., Corelli F., Misti D., 1992. The tetramerization of 2,4-dimethoxycinnamates. A novel route to calixarenes, Journal of the Organic Chemistry, 57 (12): 3259-3261.
  • Hedidi M., Hamdi S.M., Mazari T., Boutemeur B., Rabia C., Chemat F., Hamdi M., 2006. Microwave-assisted synthesis of calix[4]resorcinarenes, Tetrahedron, 62, 5652-5655.
  • Thoden van Velzen E.U., Engbersen J.F.J., Reinhoudt D. N., 1994. Self-assembled monolayers of receptor adsorbates on gold-preperation and charecterization, Journal of the American Chemical Society, 116, 3597-3598.
  • Karcı F., Sener I., Deligoz H., 2003. Azocalixarenes. 1: Synthesis, Characterization and Investigation of The Absorption Spectra of Substituted Azocalix[4]arenas, Dyes and Pigments, 59 (1): 53-61.
  • Karcı F., Sener I., Deligoz H., 2004. Azocalixarenes. 2: Synthesis, Characterization and Investigation of The Absorption Spectra of Azocalix[6]arenes Containing Chromogenic Groups, Dyes and Pigments, 62 (2): 131-140.
  • Sener I., Karcı F., Kılıc E., Deligoz H., 2004. Azocalixarenes. 3: Synthesis and Investigation of The Absorption Spectra of Hetarylazo Disperse Dyes Derived From Calix[4]arenes, Dyes and Pigments, 62 (2): 141-148.
  • Sener I., Karcı F., Kılıc E., Deligoz H., 2004. Azocalixarenes. 4: Synthesis, Characterization and Investigation of The Absorption Spectra of Hetarylazo-substituted Calix[6]arenes Containing Heterocyclic Groups, Dyes and Pigments, 62 (2): 149-157.
  • Tilki T., Sener I., Karcı F., Gulce A., Deligoz H., 2005. Approach to the Synthesis of Chemically Modified Bisazocalix[4]arenes and their Extraction Properties, Tetrahedron, 61 (40): 9624- 9629.
  • Şener İ., Kadifeli F., 2011. Synthesis and absorption spectra of some novel hetaryldisazocalix[4]arene derivatives, Coloration Technology, 127 (6): 404-410.
  • Reichart C., Welton T., 2011. Solvent and Solvent Effect in Organic Chemistry, Fourth Edition, (Willey-VCH Verlag & Co.KgaA) Weinheim.
  • Vinod K.J., Kanaiya P.H. Bhojak. N., 2008. Synthesis, spectral characterization of azo dyes derived from calix[4]resorcinarene and their application in dyeing of fibers, Fibers and Polymers, 9 (6) : 720-726.

Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene

Year 2013, Volume 8, Issue 2, 175 - 189, 05.12.2013

Abstract

In this study, several derivatives of amines were diazotized and coupled with 3- aminocrotonitrile to give 2-arylhydrazon-3-ketiminocrotononitrile. The synthesized components were then refluxed with hydrazine hydrate in ethanol to give a series of dyes 5-amino-4-arylazo-3-ethyl-1'HPyrazole. The synthesized dyes were diazotised and coupled with resorcinarene, which was obtained from condensation of between resorcinol and acetaldehyde, to give a new synthesis of azo dyes based on resorcinarene. The structures of synthesized dyes based on resorcinarene were characterized by spectral methods. The effect of varying solvents, acid and base upon the absorption spectra of resultant dyes has been investigated.

References

  • Asfari Z., Bohmer V., Harrowfield J., Vicens J., 2001. Calixarenes, Kluwer Academic, Dordrecht.
  • Cram J., Cram J.M., 1994. Container molecules and their guests, Royal Society of Chemistry, Cambridge.
  • Botta B., Cassani M., D’Acquarica I., Misti D., Subissati D., Delle M. G., 2005. Resorcarenes: Emerging Class of Macrocyclic Receptors,Current Organic Chemistry, 9, 337-355.
  • Ge Y., Yan C., 2004. Rapid synthesis of calix[4]resorcinarene-based dendrimers containing salicylideneimine terminal groups, Journal of Chemical Research, 279-281 .
  • Boas U., Heegaard P. M. H., 2004. Dendrimers in drug research, Chemical Society Reviews, 33, 43- 63.
  • [6 ] Reyes V.M.I., Vasquez Garcia R. A., Kilmova T., Kilmova E., Ortiz-Frade L., Martinez Garcia M., 2008. Synthesis of ferrocenyl-bearing dendrimers with a resorcinarene core, Inorganica Chimica Acta, 361, 1597-1605.
  • Antesberger J., Cave G.W.V., Ferrarelli M.C., Heaven M. W., Raston C. L., Atwood J. L., 2005. Solvent-free, direct synthesis of supramolecular nano-capsules, Chemical Communications, 892- 894.
  • Gualbert J., Shahgaldian P., Lazar A., Coleman A. W., 2004. Solid Lipid Nanoparticles (SLNs): Preparation and Properties of Calix[4]resorcinarene Derived Systems, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 48, 37-44.
  • Ehrler S., Pieles U., Wirth-Heller A., Shahgaldian P., 2007. Surface modification of resorcinarene based self-assembled solid lipid nanoparticles for drug targeting, Chemical. Communications, 2605-2607.
  • Bell T. W., Hext N. M., 2004.Supramolecular optical chemosensors for organic analytes, Chemical Society Reviews, 33 (9): 589-598.
  • MacGillivray L. R., Atwood J. L., 2000. Cavity-containing materials based upon resorcin[4]arenes by discovery and design, Journal of Solid State Chemistry, 152 (1): 199-210.
  • MacGillivray L. R., Diamente P. R., Reid J. L., Ripmeester J. A., 2000.Encapsulation of two aromatics by a carcerand-like capsule of nanometer-scale dimensions, Chemical Communications, 5, 359-360.
  • Harrison R. G., Dalley N. K., Nazarenko A. Y., 2000. Metal-promoted assembly of organic-based cages into a porous material, Chemical Communications, 15, 1387-1388.
  • Martinez G. M., Teran C. R., Tlapanco O. A., Toscano A., Cruz-Almanza R., 2000. Supramolecular complexes between fullerene [60]- and [70], and resorcinarene, Fullerene Science and Technology, 8 (6): 475-482.
  • Tucci F. C., Renslo A. R., Rudkevich D. M., Rebek J., 2000.Nanoscale container structures and their host-guest properties, Angewandte Chemie, International Editions, 39 (6): 1076-1079.
  • Yonetake K., Nakayama T., Ueda M., 2001.New liquid crystals based on calixarenes, Journal of Material Chemistry, 11 (3): 761-767.
  • Yonetake K. Takahashi T., 2006. New material design for liquid crystals and composites by magneto-processing, Science and Technology of Advanced Materials, 7 (4): 332-336.
  • Ito H., Nakayama T., Ueda M., 2000. U. S. Patent, 6093517.
  • Haba O., Haga K., Ueda M., Morikawa O., Konishi H., 1999. A New Photoresist Based on Calix[4]resorcinarene Dendrimer, Chemistry of. Materials, 11 (2): 427-432.
  • Nakayama T., Takahashi D., Takeshi K., Ueda M., 1999. Three-component negative-type photoresist based on C-tetraoctyl-calix[4]resocinarene, a cross-linker, and a photo-acid generator, Journal of. Photopolymer Science and Technology, 12 (2): 347-352.
  • Tbeur N., Rhlalou T., Hlaibi M., Langevin D., Metayer M., Verchere J. F., 2000. Molecular recognition of carbohydrates by a resorcinarene. Selective transport of alditols through a supported liquid membrane, Carbohydrate. Research, 329 (2): 409-422.
  • Pietraszkiewicz O., Kozbial M., Pietraszkiewicz M., 1998. Transport studies of inorganic and organic cations across liquid membranes containing Mannich-base calix[4]resorcinarenes, Polisch Journal of Chemistry, 72 (5): 886-892. [23]
  • Ichimura K., Kurita E., Ueda M., 1995. Eur. Patent, EP 671220.
  • Pietraszkiewicz O. Pietraszkiewicz M., 1999. Separation of pyrimidine bases on a HPLC stationary RP-18 phase coated with calix[4]resorcinarene, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 35 (1-2): 261-270.
  • Yoshino N., Satake A., Kobuke Y., 2001. An artificial ion channel formed by a macrocyclic resorcin[4]arene with amphiphilic cholic acid ether groups, Angewandte Chemie, International Editions, 40 (2): 457-459.
  • Jain V. K., Pillai S. G., Kanaiya P. H., 2006. Octafunctionalized calix[4]resorcinarene-N-fenil- acetohydroxamic acid for the separation, preconcentration and transport studies of cerium(IV), Journal of the. Brazilian Chemical Society, 17 (7): 1316-1322.
  • Jain V. K., Pillai S. G., Pandya R. A., Agrawal Y. K., Shrivastav P. S., 2005. Selective extraction, preconcentration and transport studies of thorium(IV) using octa-functionalized calix[4]resorcinarene-hydroxamic acid, Analytical Sciences, 21 (2): 129-135.
  • Jain V. K., Pillai S. G., Pandya R. A., Agrawal Y. K., Shrivastav P. S., 2005. Molecular octopus: octa functionalized calix[4]resorcinarene-hydroxamic acid [C4RAHA] for selective extraction, separation and preconcentration of U(VI), Talanta, 65 (2): 466-475.
  • Peters A.T., Chisowa E., 1993. Colour-constitution relationships in 2-acylamino-4-N,N- diethylaminobenzene disperse dyes, Dyes and Pigments, 22 (4): 223-238.
  • Hartmann H., Schulze M., Guenter R., 1991. Nucleophilic substitution in arylazo phenols - a simple route for preparing chloro-substituted azobenzenes, Dyes and Pigments, 15 (4): 255-262.
  • Elnagdi M.H., Fahmy S.M., Elmoghayar M.R.H., Elias M.A.M., 1975. Pyrimidine derivatives and related compounds.I. Synthesis of some 2,3-disubstituted-4,5,6-tetrahydropyrazole[1,5- a]pyrimidine derivatives, Zeitschrift für naturforschung, Teil B: Anorganische Chemie, Organische Chemie.; 30B (9-10): 778-783.
  • Elnagdi M.H., Sallam M.M.M., Fahmy H.M., İbrahim S.A.M., Elias M.A.M., 1976. Reactions with the arylhydrazones of -cyanoketones: The structure of 2-arylhydrazone-3-ketimino-nitriles, Helvetica Chimica Acta, 59 (2): 551-557.
  • Elnagdi M.H., Elmoghaya M.R.H., Fleita D.H., Hafez E.A.A., Fahmy S.M., 1976. Pyrimidine derivatives and related compounds. 4. A route for synthesis of pyrazolo[3,4-e]-as- triazines, pyrazolo[3,4-d] pyrimidines, and pyrazolo[1,5-c]-as-triazines, Journal of Organic Chemistry, 41 (24): 3781-3784.
  • Ghozlan S.A.S., Abdelhamid I.A., Abdelshaft G.H., Elnagdi M.H., 2004. Studies with functionally substituted enamines: synthesis of new amino-pyrimidines and -1,2,4-triazines, Journal of Chemical Research, 12, 789-793.
  • Karcı F., 2005. Synthesis of disazo dyes derived from heterocyclic components, Coloration Technology, 121, 275-280.
  • Ho Y.W., 2005. Synthesis of some new azo pyrazolo[1,5-a]pyrimidine-thieno[2,3-b]pyridine derivatives and their application as disperse dyes, Dyes and Pigments, 64, 223-230.
  • Zvilichovsky G., Davıd M.,1983. The reactıon of phenylmalononıtrıle wıth hydrazıne - synthesıs and propertıes of 3,5-dıamıno-4-phenylpyrazole, 2-amıno-3-phenylpyrazolo[1,5-a]pyrımıdıne, and related-compounds, Journal of Chemical Society Perkin Trans I, 1, 11-16
  • Kandeel Z.E., Abdelrazek F.M., Eldin N.E.M.S., Elnagdi M.H., 1985. Activated nitriles in heterocyclic synthesis-novel synthesis of benzo[g]imidazo [1,2-c]pyrimidines and benzo[g]imidazo [1,2-a]pyridine derivatives, Jornal of Chemical Society. Perkin Trans I, 7, 1499-1501.
  • Sing S.P., Kumar D., 1990. Reınvestgation of the reoported synthesis of naphtho[2’,1’- 4,5]thiazolo[2,3-c][1,2,4]triazepines, Heterocycles, 31, 855-860.
  • Benedetti E., Pedon C., Iacovino R., Botta B., Delle M.G., De Rosa M.C., Botta M., Corelli F., Taft A., Santini A., 1994. Structure and conformation of stereoisomeric C- isopropoxycarbonylmethylcalix[4]resorcinarenes,Journal of Chemical Research, 12, 476-477
  • Botta B., Iacomacci P., Di Giovanni C., Delle M.G., Gacs-Baitz E., Botta M., Taft A., Corelli F., Misti D., 1992. The tetramerization of 2,4-dimethoxycinnamates. A novel route to calixarenes, Journal of the Organic Chemistry, 57 (12): 3259-3261.
  • Hedidi M., Hamdi S.M., Mazari T., Boutemeur B., Rabia C., Chemat F., Hamdi M., 2006. Microwave-assisted synthesis of calix[4]resorcinarenes, Tetrahedron, 62, 5652-5655.
  • Thoden van Velzen E.U., Engbersen J.F.J., Reinhoudt D. N., 1994. Self-assembled monolayers of receptor adsorbates on gold-preperation and charecterization, Journal of the American Chemical Society, 116, 3597-3598.
  • Karcı F., Sener I., Deligoz H., 2003. Azocalixarenes. 1: Synthesis, Characterization and Investigation of The Absorption Spectra of Substituted Azocalix[4]arenas, Dyes and Pigments, 59 (1): 53-61.
  • Karcı F., Sener I., Deligoz H., 2004. Azocalixarenes. 2: Synthesis, Characterization and Investigation of The Absorption Spectra of Azocalix[6]arenes Containing Chromogenic Groups, Dyes and Pigments, 62 (2): 131-140.
  • Sener I., Karcı F., Kılıc E., Deligoz H., 2004. Azocalixarenes. 3: Synthesis and Investigation of The Absorption Spectra of Hetarylazo Disperse Dyes Derived From Calix[4]arenes, Dyes and Pigments, 62 (2): 141-148.
  • Sener I., Karcı F., Kılıc E., Deligoz H., 2004. Azocalixarenes. 4: Synthesis, Characterization and Investigation of The Absorption Spectra of Hetarylazo-substituted Calix[6]arenes Containing Heterocyclic Groups, Dyes and Pigments, 62 (2): 149-157.
  • Tilki T., Sener I., Karcı F., Gulce A., Deligoz H., 2005. Approach to the Synthesis of Chemically Modified Bisazocalix[4]arenes and their Extraction Properties, Tetrahedron, 61 (40): 9624- 9629.
  • Şener İ., Kadifeli F., 2011. Synthesis and absorption spectra of some novel hetaryldisazocalix[4]arene derivatives, Coloration Technology, 127 (6): 404-410.
  • Reichart C., Welton T., 2011. Solvent and Solvent Effect in Organic Chemistry, Fourth Edition, (Willey-VCH Verlag & Co.KgaA) Weinheim.
  • Vinod K.J., Kanaiya P.H. Bhojak. N., 2008. Synthesis, spectral characterization of azo dyes derived from calix[4]resorcinarene and their application in dyeing of fibers, Fibers and Polymers, 9 (6) : 720-726.

Details

Primary Language English
Subjects Engineering, Chemical
Journal Section Makaleler
Authors

İzzet Şener


Koray Şarkaya
0000-0003-0177-5134

Publication Date December 5, 2013
Published in Issue Year 2013, Volume 8, Issue 2

Cite

Bibtex @research article { sdufeffd134767, journal = {Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi}, eissn = {1306-7575}, address = {}, publisher = {Süleyman Demirel University}, year = {2013}, volume = {8}, number = {2}, pages = {175 - 189}, title = {Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene}, key = {cite}, author = {Şener, İzzet and Şarkaya, Koray} }
APA Şener, İ. & Şarkaya, K. (2013). Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene . Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi , 8 (2) , 175-189 . Retrieved from https://dergipark.org.tr/en/pub/sdufeffd/issue/11278/134767
MLA Şener, İ. , Şarkaya, K. "Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene" . Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi 8 (2013 ): 175-189 <https://dergipark.org.tr/en/pub/sdufeffd/issue/11278/134767>
Chicago Şener, İ. , Şarkaya, K. "Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene". Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi 8 (2013 ): 175-189
RIS TY - JOUR T1 - Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene AU - İzzet Şener , Koray Şarkaya Y1 - 2013 PY - 2013 N1 - DO - T2 - Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi JF - Journal JO - JOR SP - 175 EP - 189 VL - 8 IS - 2 SN - -1306-7575 M3 - UR - Y2 - 2022 ER -
EndNote %0 Süleyman Demirel University Faculty of Arts and Science Journal of Science Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene %A İzzet Şener , Koray Şarkaya %T Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene %D 2013 %J Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi %P -1306-7575 %V 8 %N 2 %R %U
ISNAD Şener, İzzet , Şarkaya, Koray . "Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene". Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi 8 / 2 (December 2013): 175-189 .
AMA Şener İ. , Şarkaya K. Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene. Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi. 2013; 8(2): 175-189.
Vancouver Şener İ. , Şarkaya K. Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene. Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi. 2013; 8(2): 175-189.
IEEE İ. Şener and K. Şarkaya , "Synthesis and Investigation Absorption Features of Some Novel Hetarylazo Dyes Derived from Calix[4]resorcinarene", Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi, vol. 8, no. 2, pp. 175-189, Dec. 2013