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PROPİYONİK ASİTİN İZOBUTİL ALKOL İLE AMBERLYST 36 VE AMBERLYST 70 KATALİZÖRLERİ VARLIĞINDA ESTERLEŞME KİNETİĞİ

Year 2018, Volume: 23 Issue: 3, 237 - 248, 31.12.2018
https://doi.org/10.17482/uumfd.382516

Abstract

Propiyonik asidin izobütil alkol ile esterleşme tepkimesi, Amberlyst 36 ve Amberlyst 70 katalizörlerinin varlığında kesikli bir reaktörde çalışılmıştır. Bu çalışmada; karıştırma hızı (500-1000 rpm), katalizör tanecik boyutu (400-600 μm, 600+ μm), sıcaklık (318-348 K) ve katalizör miktarı (4-12 g kuru reçine / L) reaksiyon parametreleridir. Bir yalancı-homojen kinetik model türetilmiş ve tüm termodinamik ve kinetik parametreler hesaplanmıştır. Amberlyst 36 ve Amberlyst 70 için ileri reaksiyon hızı sabiti aşağıdaki gibi belirlenmiştir: 

k_1=160171 exp⁡((-56689)/RT) (L mol-1 min-1)
k_1=293314 exp⁡((-57292)/RT) (L mol-1 min-1)

Bu çalışmada kullanılan iki katalizörün karşılaştırmasında deneysel sonuçlar Amberlyst 70'in Amberlyst 36'dan daha etkili olduğunu göstermiştir.

References

  • Aguiar V. M.,A. L. F.de Souza, F. S.Galdino, M. M. C.da Silva, V. G.Teixeira, E. R.Lachter, (2017), Sulfonated poly(divinylbenzene) and poly(styrene-divinylbenzene) as catalysts for esterification of fatty acids, Renewable Energy, 114, 725-732. doi:10.1016/j.renene.2017.07.084
  • Akbay E.Ö., M.R. Altıokka, (2011), Kinetics of esterification of acetic acid with n-amyl alcohol in the presence of Amberlyst-36, Applied Catalysis A: General, 396, 14-19. doi:10.1016/j.apcata.2011.01.013
  • Altıokka M.R., A. Çıtak, (2003), Kinetics study of esterification of acetic acid with isobutanol in the presence of amberlite catalyst, Applied Catalysis A: General, 239, 141-148. doi:10.1016/S0926-860X(02)00381-2
  • Bringué R., E. Ramírez, C. Fité, M. Iborra, J. Tejero, (2011), Kinetics of 1-Pentanol Etherification without Water Removal, Industrial & Engineering Chemistry Research, 50, 7911-7919. doi: 10.1021/ie1025776
  • Bringué R., M. Iborra, J. Tejero, J.F. Izquierdo, F. Cunill, C. Fité, V.J. Cruz, (2006), Thermally stable ion-exchange resins as catalysts for the liquid-phase dehydration of 1-pentanol to di-n-pentyl ether (DNPE), Journal of Catalysis, 244, 33-42. doi:10.1016/j.jcat.2006.07.035
  • Casas, C., Bringué, R., Fité, C., Iborra, M. and Tejero, J. (2017), Kinetics of the liquid phase dehydration of 1-octanol to di-n-octyl ether on Amberlyst 70. AIChE J., 63: 3966–3978. doi:10.1002/aic.15741
  • Chandak H.S., N.P. Lad, D.S. Dange, (2011), Greener and facile aqueous synthesis of pyrazoles using Amberlyst-70 as a recyclable catalyst, Green Chemistry Letters and Reviews, 5, 135-138. doi:10.1080/17518253.2011.585352
  • Chin S.Y., M.A.A. Ahmad, M.R. Kamaruzaman, C.K. Cheng, (2015), Kinetic studies of the esterification of pure and dilute acrylic acid with 2-ethyl hexanol catalysed by Amberlyst 15, Chemical Engineering Science, 129, 116-125. doi:10.1016/j.ces.2015.02.006
  • Golets M., S. Ajaikumar, W. Larsson, D. Blomberg, H. Grundberg, J. Wärnå, T. Salmi, J.P. Mikkola, A (2012), Kinetic Study of the Liquid Phase Acetoxylation of α-Pinene, Top Catal, 55, 649-656. doi:10.1007/s11244-012-9844-9
  • Guilera J., E. Ramirez, C. Fite, J. Tejero, F. Cunill, (2015), Synthesis of ethyl hexyl ether over acidic ion-exchange resins for cleaner diesel fuel, Catalysis Science & Technology, 5, 2238-2250. doi:10.1039/C4CY01548G
  • Hosseininejad S., A. Afacan, R.E. Hayes, (2012), Catalytic and kinetic study of methanol dehydration to dimethyl ether, Chemical Engineering Research and Design, 90, 825-833. doi:10.1016/j.cherd.2011.10.007
  • Izci A., F. Bodur, (2007), Liquid-phase esterification of acetic acid with isobutanol catalyzed by ion-exchange resins, Reactive and Functional Polymers, 67, 1458-1464. doi:10.1016/j.reactfunctpolym.2007.07.019
  • Ju I.B., H.-W. Lim, W. Jeon, D.J. Suh, M.-J. Park, Y.-W. Suh, (2011), Kinetic study of catalytic esterification of butyric acid and n-butanol over Dowex 50Wx8-400, Chemical Engineering Journal, 168, 293-302. doi:10.1016/j.cej.2010.12.086
  • Komoń T., P. Niewiadomski, P. Oracz, M.E. Jamróz, (2013), Esterification of acrylic acid with 2-ethylhexan-1-ol: Thermodynamic and kinetic study, Applied Catalysis A: General, 451, 127-136. doi:10.1016/j.apcata.2012.11.018
  • Merchant S.Q., K.A. Almohammad, A.A.M. Al Bassam, S.H. Ali, (2013), Biofuels and additives: Comparative kinetic study of Amberlite IR 120-catalyzed esterification of ethanol with acetic, propanoic and pentanoic acids to produce eco-ethyl-esters, Fuel, 111, 140-147. doi:10.1016/j.fuel.2013.04.016
  • Mitran G., É. Makó, Á. Rédey, I.-C. Marcu, (2012), Esterification of acetic acid with n-Butanol using vanadium oxides supported on γ-alumina, Comptes Rendus Chimie, 15, 793-798. doi:10.1016/j.crci.2012.06.004
  • Pappu V.K.S., V. Kanyi, A. Santhanakrishnan, C.T. Lira, D.J. Miller, (2013), Butyric acid esterification kinetics over Amberlyst solid acid catalysts: The effect of alcohol carbon chain length, Bioresource Technology, 130, 793-797. doi:10.1016/j.biortech.2012.12.087
  • Park S.-W., H.-B. Cho, D.-S. Suh, C.-W. Kim, (1999), Esterification of lauric acid with isopropyl alcohol by tricaprylylmethylammonium chloride as a catalyst in a liquid-liquid heterogeneous system, Korean J. Chem. Eng., 16, 221-228. doi:10.1007/BF02706840
  • Rezende S.M. de, M. de Castro Reis, M.G. Reid, P. Lúcio Silva Jr, F.M.B. Coutinho, R.A. da Silva San Gil, E.R. Lachter, (2008), Transesterification of vegetable oils promoted by poly(styrene-divinylbenzene) and poly(divinylbenzene), Applied Catalysis A: General, 349, 198-203. doi:10.1016/j.apcata.2008.07.030
  • Schmid B., M. Döker, J. Gmehling, (2008), Esterification of Ethylene Glycol with Acetic Acid Catalyzed by Amberlyst 36, Industrial & Engineering Chemistry Research, 47, 698-703. doi: 10.1021/ie0707117
  • Sharma M., R.K. Wanchoo, A.P. Toor, (2012), Adsorption and Kinetic Parameters for Synthesis of Methyl Nonanoate over Heterogeneous Catalysts, Industrial & Engineering Chemistry Research, 51, 14367-14375. doi: 10.1021/ie301661n
  • Siril P.F., H.E. Cross, D.R. Brown, (2008), New polystyrene sulfonic acid resin catalysts with enhanced acidic and catalytic properties, Journal of Molecular Catalysis A: Chemical, 279, 63-68. doi:10.1016/j.molcata.2007.10.001
  • Tsai Y.-T., H.-m. Lin, M.-J. Lee, (2011), Kinetics of Catalytic Esterification of Propionic Acid with Methanol over Amberlyst 36, Industrial & Engineering Chemistry Research, 50, 1171-1176. doi: 10.1021/ie1001179

Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70

Year 2018, Volume: 23 Issue: 3, 237 - 248, 31.12.2018
https://doi.org/10.17482/uumfd.382516

Abstract

The esterification of propionic acid with isobutyl alcohol has been studied in a batch reactor in the presence of Amberlyst 36 and Amberlyst 70 catalysts. Reaction parameters applied in this study are speed of agitation (500-1000 rpm), particle size of catalyst (400-600 µm, 600+ µm), temperature (318-348 K) and catalyst loading (4-12 g-dry resin/L). A pseudo-homogeneous kinetic model was derived and all thermodynamic and kinetic parameters were calculated. Forward reaction rate constant for Amberlyst 36 and Amberlyst 70 determined as follows:

k_1=160171 exp⁡((-56689)/RT) (L mol-1 min-1)
k_1=293314 exp⁡((-57292)/RT) (L mol-1 min-1)

In a comparison of the two catalysts used in this study, experimental results showed that Amberlyst 70 is more effective than Amberlyst 36.

References

  • Aguiar V. M.,A. L. F.de Souza, F. S.Galdino, M. M. C.da Silva, V. G.Teixeira, E. R.Lachter, (2017), Sulfonated poly(divinylbenzene) and poly(styrene-divinylbenzene) as catalysts for esterification of fatty acids, Renewable Energy, 114, 725-732. doi:10.1016/j.renene.2017.07.084
  • Akbay E.Ö., M.R. Altıokka, (2011), Kinetics of esterification of acetic acid with n-amyl alcohol in the presence of Amberlyst-36, Applied Catalysis A: General, 396, 14-19. doi:10.1016/j.apcata.2011.01.013
  • Altıokka M.R., A. Çıtak, (2003), Kinetics study of esterification of acetic acid with isobutanol in the presence of amberlite catalyst, Applied Catalysis A: General, 239, 141-148. doi:10.1016/S0926-860X(02)00381-2
  • Bringué R., E. Ramírez, C. Fité, M. Iborra, J. Tejero, (2011), Kinetics of 1-Pentanol Etherification without Water Removal, Industrial & Engineering Chemistry Research, 50, 7911-7919. doi: 10.1021/ie1025776
  • Bringué R., M. Iborra, J. Tejero, J.F. Izquierdo, F. Cunill, C. Fité, V.J. Cruz, (2006), Thermally stable ion-exchange resins as catalysts for the liquid-phase dehydration of 1-pentanol to di-n-pentyl ether (DNPE), Journal of Catalysis, 244, 33-42. doi:10.1016/j.jcat.2006.07.035
  • Casas, C., Bringué, R., Fité, C., Iborra, M. and Tejero, J. (2017), Kinetics of the liquid phase dehydration of 1-octanol to di-n-octyl ether on Amberlyst 70. AIChE J., 63: 3966–3978. doi:10.1002/aic.15741
  • Chandak H.S., N.P. Lad, D.S. Dange, (2011), Greener and facile aqueous synthesis of pyrazoles using Amberlyst-70 as a recyclable catalyst, Green Chemistry Letters and Reviews, 5, 135-138. doi:10.1080/17518253.2011.585352
  • Chin S.Y., M.A.A. Ahmad, M.R. Kamaruzaman, C.K. Cheng, (2015), Kinetic studies of the esterification of pure and dilute acrylic acid with 2-ethyl hexanol catalysed by Amberlyst 15, Chemical Engineering Science, 129, 116-125. doi:10.1016/j.ces.2015.02.006
  • Golets M., S. Ajaikumar, W. Larsson, D. Blomberg, H. Grundberg, J. Wärnå, T. Salmi, J.P. Mikkola, A (2012), Kinetic Study of the Liquid Phase Acetoxylation of α-Pinene, Top Catal, 55, 649-656. doi:10.1007/s11244-012-9844-9
  • Guilera J., E. Ramirez, C. Fite, J. Tejero, F. Cunill, (2015), Synthesis of ethyl hexyl ether over acidic ion-exchange resins for cleaner diesel fuel, Catalysis Science & Technology, 5, 2238-2250. doi:10.1039/C4CY01548G
  • Hosseininejad S., A. Afacan, R.E. Hayes, (2012), Catalytic and kinetic study of methanol dehydration to dimethyl ether, Chemical Engineering Research and Design, 90, 825-833. doi:10.1016/j.cherd.2011.10.007
  • Izci A., F. Bodur, (2007), Liquid-phase esterification of acetic acid with isobutanol catalyzed by ion-exchange resins, Reactive and Functional Polymers, 67, 1458-1464. doi:10.1016/j.reactfunctpolym.2007.07.019
  • Ju I.B., H.-W. Lim, W. Jeon, D.J. Suh, M.-J. Park, Y.-W. Suh, (2011), Kinetic study of catalytic esterification of butyric acid and n-butanol over Dowex 50Wx8-400, Chemical Engineering Journal, 168, 293-302. doi:10.1016/j.cej.2010.12.086
  • Komoń T., P. Niewiadomski, P. Oracz, M.E. Jamróz, (2013), Esterification of acrylic acid with 2-ethylhexan-1-ol: Thermodynamic and kinetic study, Applied Catalysis A: General, 451, 127-136. doi:10.1016/j.apcata.2012.11.018
  • Merchant S.Q., K.A. Almohammad, A.A.M. Al Bassam, S.H. Ali, (2013), Biofuels and additives: Comparative kinetic study of Amberlite IR 120-catalyzed esterification of ethanol with acetic, propanoic and pentanoic acids to produce eco-ethyl-esters, Fuel, 111, 140-147. doi:10.1016/j.fuel.2013.04.016
  • Mitran G., É. Makó, Á. Rédey, I.-C. Marcu, (2012), Esterification of acetic acid with n-Butanol using vanadium oxides supported on γ-alumina, Comptes Rendus Chimie, 15, 793-798. doi:10.1016/j.crci.2012.06.004
  • Pappu V.K.S., V. Kanyi, A. Santhanakrishnan, C.T. Lira, D.J. Miller, (2013), Butyric acid esterification kinetics over Amberlyst solid acid catalysts: The effect of alcohol carbon chain length, Bioresource Technology, 130, 793-797. doi:10.1016/j.biortech.2012.12.087
  • Park S.-W., H.-B. Cho, D.-S. Suh, C.-W. Kim, (1999), Esterification of lauric acid with isopropyl alcohol by tricaprylylmethylammonium chloride as a catalyst in a liquid-liquid heterogeneous system, Korean J. Chem. Eng., 16, 221-228. doi:10.1007/BF02706840
  • Rezende S.M. de, M. de Castro Reis, M.G. Reid, P. Lúcio Silva Jr, F.M.B. Coutinho, R.A. da Silva San Gil, E.R. Lachter, (2008), Transesterification of vegetable oils promoted by poly(styrene-divinylbenzene) and poly(divinylbenzene), Applied Catalysis A: General, 349, 198-203. doi:10.1016/j.apcata.2008.07.030
  • Schmid B., M. Döker, J. Gmehling, (2008), Esterification of Ethylene Glycol with Acetic Acid Catalyzed by Amberlyst 36, Industrial & Engineering Chemistry Research, 47, 698-703. doi: 10.1021/ie0707117
  • Sharma M., R.K. Wanchoo, A.P. Toor, (2012), Adsorption and Kinetic Parameters for Synthesis of Methyl Nonanoate over Heterogeneous Catalysts, Industrial & Engineering Chemistry Research, 51, 14367-14375. doi: 10.1021/ie301661n
  • Siril P.F., H.E. Cross, D.R. Brown, (2008), New polystyrene sulfonic acid resin catalysts with enhanced acidic and catalytic properties, Journal of Molecular Catalysis A: Chemical, 279, 63-68. doi:10.1016/j.molcata.2007.10.001
  • Tsai Y.-T., H.-m. Lin, M.-J. Lee, (2011), Kinetics of Catalytic Esterification of Propionic Acid with Methanol over Amberlyst 36, Industrial & Engineering Chemistry Research, 50, 1171-1176. doi: 10.1021/ie1001179
There are 23 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Research Articles
Authors

Halit Levent Hoşgün 0000-0002-6699-666X

Alime Çıtak

Publication Date December 31, 2018
Submission Date January 22, 2018
Acceptance Date November 23, 2018
Published in Issue Year 2018 Volume: 23 Issue: 3

Cite

APA Hoşgün, H. L., & Çıtak, A. (2018). Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70. Uludağ Üniversitesi Mühendislik Fakültesi Dergisi, 23(3), 237-248. https://doi.org/10.17482/uumfd.382516
AMA Hoşgün HL, Çıtak A. Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70. UUJFE. December 2018;23(3):237-248. doi:10.17482/uumfd.382516
Chicago Hoşgün, Halit Levent, and Alime Çıtak. “Kinetics of the Esterification of Propionic Acid With Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70”. Uludağ Üniversitesi Mühendislik Fakültesi Dergisi 23, no. 3 (December 2018): 237-48. https://doi.org/10.17482/uumfd.382516.
EndNote Hoşgün HL, Çıtak A (December 1, 2018) Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70. Uludağ Üniversitesi Mühendislik Fakültesi Dergisi 23 3 237–248.
IEEE H. L. Hoşgün and A. Çıtak, “Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70”, UUJFE, vol. 23, no. 3, pp. 237–248, 2018, doi: 10.17482/uumfd.382516.
ISNAD Hoşgün, Halit Levent - Çıtak, Alime. “Kinetics of the Esterification of Propionic Acid With Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70”. Uludağ Üniversitesi Mühendislik Fakültesi Dergisi 23/3 (December 2018), 237-248. https://doi.org/10.17482/uumfd.382516.
JAMA Hoşgün HL, Çıtak A. Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70. UUJFE. 2018;23:237–248.
MLA Hoşgün, Halit Levent and Alime Çıtak. “Kinetics of the Esterification of Propionic Acid With Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70”. Uludağ Üniversitesi Mühendislik Fakültesi Dergisi, vol. 23, no. 3, 2018, pp. 237-48, doi:10.17482/uumfd.382516.
Vancouver Hoşgün HL, Çıtak A. Kinetics of the Esterification of Propionic Acid with Isobutyl Alcohol over Amberlyst 36 and Amberlyst 70. UUJFE. 2018;23(3):237-48.

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