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Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine

Year 2020, , 565 - 575, 25.09.2020
https://doi.org/10.35414/akufemubid.707429

Abstract

Hexa [4-(4-hydroxy-phenyliminomethyl) phenoxy] cyclotriphosphazene (A1) and Hexa [4-(2- hydroxy- phenyliminomethyl) phenoxy] cyclotriphosphazene (A2) were derived from the reactions of hexa(4- formyl-phenoxy)cyclotriphosphazene and hexa(2-formyl-phenoxy)cyclotriphosphazene with 4- aminophenol and 2-aminophenol. Adsorption process in an aqueous solution of Cu, Fe, Mn and Zn ions of the organophosphazenes bearing imine groups were performed depending on the initial concentration of metal ions and time. All of the compounds adsorbed the selected metal ions in the first 10 minutes. When the initial concentration of metal ions increases, the amount of metal ions adsorbed of organophosphazene with imine groups increased. Although the chemical structures of the compounds are different, the amount of adsorbed metal was about the same.

Supporting Institution

HÜBAK

Project Number

12102

Thanks

This study was supported by HÜBAK (Project No: 12102). We thank HÜBAK.

References

  • Allcock, H. R.; Desorcie, J. L.; Riding. G. H., 1987. The organometallic Chemistry of Phosphazenes. Polyhedron, 2, 119-157.
  • Allcock. H. R., 1972. Phosphorus-Nitrogen Compounds, Academic Press, London.
  • Allen, C. W., 1994. Linear. cyclic and polymeric phosphazenes. Coord. Chem. Rev., 130, 137-173.
  • Aslan, F.; Demirpence, Z.; Tatsiz, R.; Turkmen, H.; Ozturk, A.I.; Arslan, M., 2008. The Synthesis, Characterization and Photophysical Properties of Some New Cyclotriphosphazene Derivatives Bearing Schiff Base. Z Anorg Allg Chem., 634, 1140-1144.
  • Aslan, F.; Özturk , A.İ.; Söylemez, B., 2017. Synthesis of fluorescence organocyclotriphosphazene derivatives having functional groups such as formyl, Schiff base and both formyl and Schiff base without using Ar or N2 atmosphere. J. M. Str., 1137, 387e395.
  • Aslan, F.; Ozturk, A. I.; Arslan. M., 2003. The Reaction of N- dichlorophosphoryl-P-trichlorophosphazene with alkyl grignard Reagents. Het. Chem., 14, 138-143.
  • Aslan, F.; Özturk, A.İ.; Ökkeş, Y.; Arslan, M.; Mutlu, İ.H., 2010. Karbonil taşıyan fenoksi sübstitüe siklotrifosfazenden yeni schiff bazı türevlerinin sentezi, karakterizasyonu, biyolojik aktiviteleri, iletkenlik ve fluoresans özelliklerinin incelenmesi, 107T407 nolu TÜBİTAK projesi.
  • Berkem, A. R.; Baykut, S., 1984. Fizikokimya. İstanbul Üniversitesi Yayınlan Sayı: 3217, Mühendislik Fakültesi No: 62, Fatih Yaynıevi Matbaası, İstanbul(in Turkish).
  • Carriedo, G.A.; Catuxo, L.F.; Alonso, F.J.G.; Elipe, P.G.; Gonzalez, P.A.; Sanchez, G., 1996. On the Synthesis of Functionalized Cyclic and Polymeric Aryloxyphosphazenes From Phenols. Appl. Polym. Sci., 59, 1879-1885. Cil, E.; Arslan, M.; Görgulu, A.O., 2006. Synthesis and Characterization of Benzyl and Benzoyl Substituted Oxime-Phosphazene. Polyhedron, 25, 3526-3532.
  • Karaman, İ., 2010. Physical activation of soma lignite and adsorption of dyestuff on activated product. Master Thesis, Ankara University Graduate School of Natural and Applied Sciences Department of Chemical Engineering, Ankara, (in Turkish).
  • Ozturk, A. I.; Aslan, F.; Cil. E.; Arslan, M.; Kilic, A., 2003. The Synthesıs And Characterızatıon of Cycloalkoxy-Linear Phosphazenes. Phos., S.. and Si., 178, 2097–2105.
  • Öztürk, A. İ.; Aslan, F.; Yilmaz, Ö.; Alğın M.; Arslan, M.; Mutlu, H. İ., 2013. Synthesis, Characterization, and Spectroscopic Properties of Hexa(4-Bromo-2-Formyl-Phenoxy)Cyclotriphosphazene and Hexa(4-Chloro-2-Formyl-Phenoxy)Cyclotriphosphazene and Fully Substituted Cyclotriphosphazene Derivatives Bearing a Schiff Base at Room Temperature. Phos., S., and Si. and the Rel.E., 188, 585-595.
  • Savci, S., 2010. Investigation of the adsorption of some veterinary and human pharmaceuticals by live activated sludge. PhD thesis, Çukurova university institute of natural and applied sciences department of environmental engineering, Adana, (in Turkish).
  • Tümer, Y.; Bati, H.; Çalişkan, N.; Yüksektepe, Ç.; Büyükgüngör, O., 2008. Synthesis, Crystal Structure and Characterization of Hexakis[2- metoxy-4-formylphenoxy]cyclotriphosphazene. Z. Anorg Allg Chem., 634, 597-599. Yuan, W.; Zhu, L.; Huang, X.; Zheng, S.; Tang. X., 2005. Synthesis. Characterization and Degradation of Hexa-armed Star-Shaped Poly (L-lactide)s and Poly (D, L-Lactide)s Initiated with Hydroxyl -terminated Cyclotriphosphazene. Pol. Deg. and Sta., 87, 503-509.

İmin Grupları Taşıyan Fenoksi Sübstitüe Siklotrifosfazen Türevleri ile Ağır Metal İyonları Giderimi

Year 2020, , 565 - 575, 25.09.2020
https://doi.org/10.35414/akufemubid.707429

Abstract

Hekza[4-{(4-hidroksi-fenilimino)metil}fenoksi]siklotrifosfazenin(A1) ve hekza[4-{(2-hidroksi-fenilimino)metil}fenoksi]siklotrifosfazenin(A2), 4-aminofenol ve 2-aminofenol ile heksa (4-formil-fenoksi) siklotriposfazen ve heksa (2-formil-fenoksi) siklotriposfazen reaksiyonlarından türetildi. İmin gruplarını taşıyan organofosfazelerin sulu Cu, Fe, Mn ve Zn iyonları çözeltisinde adsorpsiyon işlemi, metal iyonlarının başlangıç konsantrasyonuna ve süresine bağlı olarak gerçekleştirildi. Bileşiklerin tümü seçilen metal iyonlarını ilk 10 dakika içerisinde adsorbe etti. Metal iyonlarının başlangıç konsantrasyonu arttığında, imin gruplarıyla organofosfazene adsorbe edilen metal iyonlarının miktarı arttı. Bileşiklerin kimyasal yapıları farklı olmasına rağmen, adsorbe edilen metal miktarı yaklaşık olarak aynıydı.

Project Number

12102

References

  • Allcock, H. R.; Desorcie, J. L.; Riding. G. H., 1987. The organometallic Chemistry of Phosphazenes. Polyhedron, 2, 119-157.
  • Allcock. H. R., 1972. Phosphorus-Nitrogen Compounds, Academic Press, London.
  • Allen, C. W., 1994. Linear. cyclic and polymeric phosphazenes. Coord. Chem. Rev., 130, 137-173.
  • Aslan, F.; Demirpence, Z.; Tatsiz, R.; Turkmen, H.; Ozturk, A.I.; Arslan, M., 2008. The Synthesis, Characterization and Photophysical Properties of Some New Cyclotriphosphazene Derivatives Bearing Schiff Base. Z Anorg Allg Chem., 634, 1140-1144.
  • Aslan, F.; Özturk , A.İ.; Söylemez, B., 2017. Synthesis of fluorescence organocyclotriphosphazene derivatives having functional groups such as formyl, Schiff base and both formyl and Schiff base without using Ar or N2 atmosphere. J. M. Str., 1137, 387e395.
  • Aslan, F.; Ozturk, A. I.; Arslan. M., 2003. The Reaction of N- dichlorophosphoryl-P-trichlorophosphazene with alkyl grignard Reagents. Het. Chem., 14, 138-143.
  • Aslan, F.; Özturk, A.İ.; Ökkeş, Y.; Arslan, M.; Mutlu, İ.H., 2010. Karbonil taşıyan fenoksi sübstitüe siklotrifosfazenden yeni schiff bazı türevlerinin sentezi, karakterizasyonu, biyolojik aktiviteleri, iletkenlik ve fluoresans özelliklerinin incelenmesi, 107T407 nolu TÜBİTAK projesi.
  • Berkem, A. R.; Baykut, S., 1984. Fizikokimya. İstanbul Üniversitesi Yayınlan Sayı: 3217, Mühendislik Fakültesi No: 62, Fatih Yaynıevi Matbaası, İstanbul(in Turkish).
  • Carriedo, G.A.; Catuxo, L.F.; Alonso, F.J.G.; Elipe, P.G.; Gonzalez, P.A.; Sanchez, G., 1996. On the Synthesis of Functionalized Cyclic and Polymeric Aryloxyphosphazenes From Phenols. Appl. Polym. Sci., 59, 1879-1885. Cil, E.; Arslan, M.; Görgulu, A.O., 2006. Synthesis and Characterization of Benzyl and Benzoyl Substituted Oxime-Phosphazene. Polyhedron, 25, 3526-3532.
  • Karaman, İ., 2010. Physical activation of soma lignite and adsorption of dyestuff on activated product. Master Thesis, Ankara University Graduate School of Natural and Applied Sciences Department of Chemical Engineering, Ankara, (in Turkish).
  • Ozturk, A. I.; Aslan, F.; Cil. E.; Arslan, M.; Kilic, A., 2003. The Synthesıs And Characterızatıon of Cycloalkoxy-Linear Phosphazenes. Phos., S.. and Si., 178, 2097–2105.
  • Öztürk, A. İ.; Aslan, F.; Yilmaz, Ö.; Alğın M.; Arslan, M.; Mutlu, H. İ., 2013. Synthesis, Characterization, and Spectroscopic Properties of Hexa(4-Bromo-2-Formyl-Phenoxy)Cyclotriphosphazene and Hexa(4-Chloro-2-Formyl-Phenoxy)Cyclotriphosphazene and Fully Substituted Cyclotriphosphazene Derivatives Bearing a Schiff Base at Room Temperature. Phos., S., and Si. and the Rel.E., 188, 585-595.
  • Savci, S., 2010. Investigation of the adsorption of some veterinary and human pharmaceuticals by live activated sludge. PhD thesis, Çukurova university institute of natural and applied sciences department of environmental engineering, Adana, (in Turkish).
  • Tümer, Y.; Bati, H.; Çalişkan, N.; Yüksektepe, Ç.; Büyükgüngör, O., 2008. Synthesis, Crystal Structure and Characterization of Hexakis[2- metoxy-4-formylphenoxy]cyclotriphosphazene. Z. Anorg Allg Chem., 634, 597-599. Yuan, W.; Zhu, L.; Huang, X.; Zheng, S.; Tang. X., 2005. Synthesis. Characterization and Degradation of Hexa-armed Star-Shaped Poly (L-lactide)s and Poly (D, L-Lactide)s Initiated with Hydroxyl -terminated Cyclotriphosphazene. Pol. Deg. and Sta., 87, 503-509.
There are 14 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Articles
Authors

Tahsin Özer 0000-0003-0344-7118

Tuba Erdogan 0000-0003-0344-7118

Ali İhsan 0000-0002-3912-0670

Project Number 12102
Publication Date September 25, 2020
Submission Date March 22, 2020
Published in Issue Year 2020

Cite

APA Özer, T., Erdogan, T., & İhsan, A. (2020). Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, 20(4), 565-575. https://doi.org/10.35414/akufemubid.707429
AMA Özer T, Erdogan T, İhsan A. Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. September 2020;20(4):565-575. doi:10.35414/akufemubid.707429
Chicago Özer, Tahsin, Tuba Erdogan, and Ali İhsan. “Removal of Heavy Metal Ions With Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 20, no. 4 (September 2020): 565-75. https://doi.org/10.35414/akufemubid.707429.
EndNote Özer T, Erdogan T, İhsan A (September 1, 2020) Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 20 4 565–575.
IEEE T. Özer, T. Erdogan, and A. İhsan, “Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine”, Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, vol. 20, no. 4, pp. 565–575, 2020, doi: 10.35414/akufemubid.707429.
ISNAD Özer, Tahsin et al. “Removal of Heavy Metal Ions With Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 20/4 (September 2020), 565-575. https://doi.org/10.35414/akufemubid.707429.
JAMA Özer T, Erdogan T, İhsan A. Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2020;20:565–575.
MLA Özer, Tahsin et al. “Removal of Heavy Metal Ions With Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, vol. 20, no. 4, 2020, pp. 565-7, doi:10.35414/akufemubid.707429.
Vancouver Özer T, Erdogan T, İhsan A. Removal of Heavy Metal Ions with Phenoxy Substituted Cyclotriphosphazene Derivatives Bearing Imine. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2020;20(4):565-7.


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