Araştırma Makalesi
BibTex RIS Kaynak Göster

HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA

Yıl 2018, Cilt: 19 Sayı: 1, 32 - 42, 31.03.2018
https://doi.org/10.18038/aubtda.331159

Öz

Rhodium(I) complex of perfluorinated thiophene
ligand was synthesized and heterogenized over the modified silica support. SEM,
XRF, TGA and BET methods were used for the characterization of the
heterogenized catalyst (SiAPTES-RhL). Heterogenization of catalyst and the catalytic
activity tests were carried out in scCO2 as a greener alternative to
traditional reaction media. The catalytic activities of complex were
investigated in hydrogenation reactions of some alkenes such as styrene,
1-octene and cyclohexene. 100% ethyl benzene conversion was observed at 370 K,
10 bar H2 and 1900 psi total pressure in styrene hydrogenation.
Also, it was found that the catalyst remains active at least throughout ten
cycles. Similarly, the activity of the catalyst in the hydrogenation of
1-octene and cyclohexene was investigated. For 1-octene, 100% n-octan selectivity
was obtained at 370 K and 10 Bar H2. The catalyst was found to be
effective at 370 K while the activity was low at 350 and 360 K in cyclohexen
hydrogenation. When compared with the homogenous system, the heterogenized
catalyst had more activity and selectivity and also reusability without losing
its activity

Kaynakça

  • [1] Jingchang Z, Hongbin W, Hongtao L, Weiliang C. Hydroformylation of propylene in supercritical CO2+H2O and supercritical propylene+H2O. Journal of Molecular Catalysis A: Chemical 2006; 260: 95–99.
  • [2] Subramanlam B and McHugh MA. Reactions in Supercritical Fluids-A Review. Ind Eng Chem Process Des Dev 1986; 25: 1-12,
  • [3] Baiker A. Supercritical Fluids in Heterogeneous Catalysis. Chem Rev 1999; 99: 453−473
  • [4] Aymonier C, Loppinet-Serani A, Reveron H, Garrabos Y, Cansell Francois. Review of supercritical fluids in inorganic materials science. J of Supercritical Fluids 2006; 38: 242–251.
  • [5] Leitner W. Supercritical Carbon Dioxide as a Green Reaction Medium for Catalysis. Acc Chem Res 2002; 35: 746-756.
  • [6] Wells S, DeSimone JM. CO2Technology Platform: An Impor-tant Tool for Environmental Problem Solving. Angew Chem Int Ed 2001; 40: 519-527.
  • [7] Jessop PG, Leitner W. Chemical Synthesis Using Super-critical Fluids; New York, NY, USA: Wiley, 1999.
  • [8] Zosel K. Separation with Supercritical Gases: Practical Applications. Angew Chem Int Ed Engl 1978; 17: 702 – 709.
  • [9] Sellin MF, Cole-Hamilton DJ. Hydroformylation reactions in supercritical carbon dioxide using insoluble metal complexes. J Chem Soc Dalton Trans 2000; 1681-1683.
  • [10] Jessop PG, Ikariya T, Noyori R. Homogeneous Catalysis in Supercritical Fluids. Chem Rev 1999; 99: 475-493.
  • [11] Cole-Hamilton DJ. Homogeneous catalysis-new approaches to catalyst seperation, recovery, and recycling. Science 2003; 299: 1702-1706.
  • [12] Satterfield CN. Heterogeneous catalysis in practise. McGraw-Hill, New York, NY, USA, 1980.
  • [13] Kirschning A. Immobilized Catalysts: solid phases, ımmobilization and application. Springer, Germany, 2004.
  • [14] Barbaro P, Liguori F. Heterogenized homogeneous catalysts for fine chemicals production: materials and processes, Springer, Firenze, Italy, 2010.
  • [15] Zois D, Vartzouma C, Deligiannakis Y, Hadjiliadis N, Casella L, Monzani E, Louloudi M. Active catalytic centers in silica-supported Cu(II) and Mn(II) biomimetic complexes: Correlation between catalytic and EPR data. Journal of Molecular Catalysis A: Chemical 2007; 261: 306–317.
  • [16] Opanasenko M, Štěpnička P and Čejka J. Heterogeneous Pd catalysts supported on silica matrices. RSC Adv 2014; 4: 65137-65162.
  • [17] Wan Y, Wan Y, Zhang F, Lu Y, Li H. Immobilization of Ru(II) complex on functionalized SBA-15 and its catalytic performance in aqueous homoallylic alcohol isomerization. Journal of Molecular Catalysis A: Chemical 2007; 267: 165–172.
  • [18] Yilmaz F, Mutlu A, Ünver H, Kurtça M, Kani İ. Hydrogenation of olefins catalyzed by Pd (II) complexes containing a perfluoroalkylated S-O chelating ligand in supercritical CO2 and organic solvents. Journal of Supercritical Fluids 2010. 54: 202-209.
  • [19] Ikuhara YH, Saito T, Takahashi S, Sasaki Y, Hirayama T. Synthesis and microstructural analysis of homogeneously dispersed nickel nanoparticles in amorphous silica. Journal of the American Ceramic Society. 2012; 95: 524–529.
Yıl 2018, Cilt: 19 Sayı: 1, 32 - 42, 31.03.2018
https://doi.org/10.18038/aubtda.331159

Öz

Kaynakça

  • [1] Jingchang Z, Hongbin W, Hongtao L, Weiliang C. Hydroformylation of propylene in supercritical CO2+H2O and supercritical propylene+H2O. Journal of Molecular Catalysis A: Chemical 2006; 260: 95–99.
  • [2] Subramanlam B and McHugh MA. Reactions in Supercritical Fluids-A Review. Ind Eng Chem Process Des Dev 1986; 25: 1-12,
  • [3] Baiker A. Supercritical Fluids in Heterogeneous Catalysis. Chem Rev 1999; 99: 453−473
  • [4] Aymonier C, Loppinet-Serani A, Reveron H, Garrabos Y, Cansell Francois. Review of supercritical fluids in inorganic materials science. J of Supercritical Fluids 2006; 38: 242–251.
  • [5] Leitner W. Supercritical Carbon Dioxide as a Green Reaction Medium for Catalysis. Acc Chem Res 2002; 35: 746-756.
  • [6] Wells S, DeSimone JM. CO2Technology Platform: An Impor-tant Tool for Environmental Problem Solving. Angew Chem Int Ed 2001; 40: 519-527.
  • [7] Jessop PG, Leitner W. Chemical Synthesis Using Super-critical Fluids; New York, NY, USA: Wiley, 1999.
  • [8] Zosel K. Separation with Supercritical Gases: Practical Applications. Angew Chem Int Ed Engl 1978; 17: 702 – 709.
  • [9] Sellin MF, Cole-Hamilton DJ. Hydroformylation reactions in supercritical carbon dioxide using insoluble metal complexes. J Chem Soc Dalton Trans 2000; 1681-1683.
  • [10] Jessop PG, Ikariya T, Noyori R. Homogeneous Catalysis in Supercritical Fluids. Chem Rev 1999; 99: 475-493.
  • [11] Cole-Hamilton DJ. Homogeneous catalysis-new approaches to catalyst seperation, recovery, and recycling. Science 2003; 299: 1702-1706.
  • [12] Satterfield CN. Heterogeneous catalysis in practise. McGraw-Hill, New York, NY, USA, 1980.
  • [13] Kirschning A. Immobilized Catalysts: solid phases, ımmobilization and application. Springer, Germany, 2004.
  • [14] Barbaro P, Liguori F. Heterogenized homogeneous catalysts for fine chemicals production: materials and processes, Springer, Firenze, Italy, 2010.
  • [15] Zois D, Vartzouma C, Deligiannakis Y, Hadjiliadis N, Casella L, Monzani E, Louloudi M. Active catalytic centers in silica-supported Cu(II) and Mn(II) biomimetic complexes: Correlation between catalytic and EPR data. Journal of Molecular Catalysis A: Chemical 2007; 261: 306–317.
  • [16] Opanasenko M, Štěpnička P and Čejka J. Heterogeneous Pd catalysts supported on silica matrices. RSC Adv 2014; 4: 65137-65162.
  • [17] Wan Y, Wan Y, Zhang F, Lu Y, Li H. Immobilization of Ru(II) complex on functionalized SBA-15 and its catalytic performance in aqueous homoallylic alcohol isomerization. Journal of Molecular Catalysis A: Chemical 2007; 267: 165–172.
  • [18] Yilmaz F, Mutlu A, Ünver H, Kurtça M, Kani İ. Hydrogenation of olefins catalyzed by Pd (II) complexes containing a perfluoroalkylated S-O chelating ligand in supercritical CO2 and organic solvents. Journal of Supercritical Fluids 2010. 54: 202-209.
  • [19] Ikuhara YH, Saito T, Takahashi S, Sasaki Y, Hirayama T. Synthesis and microstructural analysis of homogeneously dispersed nickel nanoparticles in amorphous silica. Journal of the American Ceramic Society. 2012; 95: 524–529.
Toplam 19 adet kaynakça vardır.

Ayrıntılar

Konular Mühendislik
Bölüm Araştırma Makalesi
Yazarlar

Filiz Yılmaz

Yusuf Karaağaç Bu kişi benim

İbrahim Kani

Yayımlanma Tarihi 31 Mart 2018
Yayımlandığı Sayı Yıl 2018 Cilt: 19 Sayı: 1

Kaynak Göster

APA Yılmaz, F., Karaağaç, Y., & Kani, İ. (2018). HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, 19(1), 32-42. https://doi.org/10.18038/aubtda.331159
AMA Yılmaz F, Karaağaç Y, Kani İ. HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA. AUBTD-A. Mart 2018;19(1):32-42. doi:10.18038/aubtda.331159
Chicago Yılmaz, Filiz, Yusuf Karaağaç, ve İbrahim Kani. “HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN ScCO2 MEDIA”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 19, sy. 1 (Mart 2018): 32-42. https://doi.org/10.18038/aubtda.331159.
EndNote Yılmaz F, Karaağaç Y, Kani İ (01 Mart 2018) HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 19 1 32–42.
IEEE F. Yılmaz, Y. Karaağaç, ve İ. Kani, “HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA”, AUBTD-A, c. 19, sy. 1, ss. 32–42, 2018, doi: 10.18038/aubtda.331159.
ISNAD Yılmaz, Filiz vd. “HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN ScCO2 MEDIA”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 19/1 (Mart 2018), 32-42. https://doi.org/10.18038/aubtda.331159.
JAMA Yılmaz F, Karaağaç Y, Kani İ. HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA. AUBTD-A. 2018;19:32–42.
MLA Yılmaz, Filiz vd. “HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN ScCO2 MEDIA”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, c. 19, sy. 1, 2018, ss. 32-42, doi:10.18038/aubtda.331159.
Vancouver Yılmaz F, Karaağaç Y, Kani İ. HETEROGENIZATION OF HOMOGENEOUS PERFLUOROTHIOPHENE Rh(I) COMPLEX AND EXAMINATION OF HYDROGENATION ACTIVITY IN scCO2 MEDIA. AUBTD-A. 2018;19(1):32-4.