BibTex RIS Kaynak Göster

Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100

Yıl 2016, Cilt: 17 Sayı: 1, 25 - 36, 25.04.2016
https://doi.org/10.18038/btda.18655

Öz

The kinetics of esterification of salicylic acid with amyl alcohol has been studied batchwise in the presence of Lewatit MonoPlus S-100 as heterogeneous catalyst. The kinetic behavior of the reaction has been tested by three different models: the quasi-homogeneous model, the Eley–Rideal model and the Langmuir–Hinselwood model. L-H model fits the experimental data best among the others.

Keywords: Esterification, Salicylic Acid, n-Amyl Alcohol, Kinetic modeling, Lewatit MonoPlus S-100

 

Kaynakça

  • G.D. Yadav, P.H. Mehta, Ind. Eng. Chem. Res. 33 (1994), Heterogeneous Catalysis in Esterication Reactions: Preparation of Acetate and Cyclohexyl Acetate by Using a Variety of Solid Acidic Catalysts 2198–2208.
  • J. Lilja, J. Aumo, T. Salmi, D. Murzin, P. Maki-Arvela, M. Sundell, K. Ekman, R. Peltonen, H. Vainio, Hydrogenation of citral over a polymer fibre catalyst, Appl. Catal. A: Gen. 228 (2002) 253– 267.
  • C.E. Leyes, D.F. Othmer, Esterification of Butanol and Acetic Acid, Industrial and Engineering Chemistry 37 (10) (1945) 968-975.
  • M.R. Altıokka, A. Cıtak, Appl. Catal. A: Gen. 239 (2003), Kinetics Study of Esterification of Acetic Acid With Isobutanol in The Presence of Amberlite Catalyst, 141–148.
  • M.R. Altıokka, H.L. Hosgün, Ind. Eng. Chem. Res. 46 (2007), Kinetics of Hydrolysis of Benzaldehyde Dimethyl Acetal over Amberlite IR-120, 1058–1062.
  • Tanabe, Misono, Ono, Hattori, New Solid Acid and Bases, Kodan-sha/Elsevier Science, Tokyo/Amsterdam, 1989.
  • A.E.R.S. Khder, Appl. Catal. A: Gen. 343 (1–2) (2008), Preparation, characterization and catalytic activity of tin oxide-supported 12- tungstophosphoric acid as a solid catalyst, 109–116.
  • A. Charkrabati, M.M. Sharma, React. Polym. 20 (1993), Cationic ion exchange resins as catalyst, 1–45. [9] M.M. Sharma, React. Funct. Polym. 26 (1995), Some novel aspects of cationic ion-exchange resins as catalysts, 3–23.
  • S.B. Valdeilson, C.L. Ivoneide, F.A.C. Garcia, S.C.L. Dias, J.A. Dias, Catal. Today 133–135 (2008), Kinetics of esterification of acetic acid with n-amyl alcohol in the presence of Amberlyst-36, 106–112.
  • T.L. Marker, G.A. Funck, T. Barger, U. Hammershaimb, US Patent, Esterification of acetic acid by isoamylic alcohol over catalytic membranes of poly(vinyl alcohol) containing sulfonic acid groups, 5504258 (1996).
  • D.E. Hendriksen, J.R. Lattner, M.J.G. Janssen, US Patent, Alkylation process using zeolite beta, 6002057 (1999).
  • R. Chitnis, M.M. Sharma, React. Funct. Polym. 32 (1997), Industrial applications of acid-treated clays as catalysts, 93–115.
  • J.T. Kloprogge, J. Porous Mater. 5 (1998), Synthetics of smectites and porous pillared clay catalysts, 5–41.
  • C.S.M. Pereira, S.P. Pinho, V.M.T.M. Silva, A.E. Rodrigues, Ind. Eng. Chem. Res. 47 (2008), Multifunctional Reactor for the Synthesis of Dimethylacetal, 1453–1463.
  • V.T.M.M. Silva, A.E. Rodrigues, Chem. Eng. Sci. 61 (2006), Kinetic study of transesterification of methyl acetate with n-butanol catalyzed by NKC-9, 316–331.
  • Y. Fuchigami, J. Chem. Eng. Jpn. 23 (1990), Hydrolysis of Methyl Acetate in Distillation Column, 354–358.
  • Z.P. Xu, K.T. Chuang, Chem. Eng. Sci. 52 (17) (1997), inetic of Acetic Acid Esterication Over Ion Exchange Catalysts 3011–3017.
  • J. Gangadwala, S.Mankar, S.M.Mahajani, A. Kienle, E. Stein, Ind. Eng. Chem. Res. 42 (2003), Esterification of acetic acid with butanol in the presence of ion-exchange resins as catalysts 2146– 2155. [20] B. Erdem, M. Cebe, Korean J. Chem. Eng. 23 (6) (2006), Kinetics of Esterification of Propionic Acid with n-amyl Alcohol in the Presence of Cation Exchange Resin, 896–901.
  • M.T. Sanz, R. Murga, S. Beltran, J.L. Cabezas, Ind. Eng. Chem. Res. 41 (2002) 512–517.
  • M.R. Altıokka, E. Ödes¸ Appl. Catal. A: Gen. 362 (2009), Reaction kinetics of the catalytic esterification of acrylic acid with propylene glycol, 115–120.
  • W.T. Liu, C.S. Tan, Ind. Eng. Chem. Res. 40 (2001), eactive-extraction of 2,3-butanediol from Fermentation Broth by Propionaldehyde: Equilibrium and Kinetic Study, 3281–3286.
  • S.R. Kirumakki, N Nagaraju, K.V.V.S.B.S.R Murthy, S. Narayanan, Appl. Catal. A: Gen. 226 (1– 2) (2002), Esterification of salicylic acid over zeolites using dimethyl carbonate, 175–182.
  • H. Shi, W. Zhu, H. Li, H. Liu, M. Zhang, Y. Yan, Z. Wang, Catal. Comm. 11 (7) (2010), Syntheses of novel halogen-free Brİnsted–Lewis acidic ionic liquid catalysts and their applications for synthesis of methyl caprylate, 588–591.
  • F.F. Bamoharrama, M.M. Heravib, M. Roshania, M. Jahangira, A. Ghariba, Appl. Catal. A: Gen. 302 (1) (2006), H14[NaP5W30O110]: A heteropoly acid catalyzed acetylation of alcohols and phenols in acetic anhydride, 42–47.
  • F.F. Bamoharram, M.M. Heravi, J. Ebrahimi, A. Ahmadpour, M. Zebarjad, Chin. J. Catal. 32 (5) (2011), Synthesis of Ibuprofen Using Silica-Supported Preyssler Nanoparticles as an Eco-Friendly, Inexpensive, and Efficient Catalyst, 782–788.
  • Y. Zhenga, X. Su, X. Zhang, W. Wei, Y. Sun, Stud. Surf. Sci. Catal. 156 (2005), Enhanced magneto-optical response in dumbbell like Ag-CoFe2O4 nanoparticle pairs, 205–212.
  • H.S. Fogler, Elements of Chemical Reaction Engineering, third ed., Prentice Hall, New Jersey, 1999. [31] M.J. Lee, J.Y. Chiu, H.M. Lin, Ind. Eng. Chem. Res. 41 (2002), Kinetics of Catalytic Esterification of Propionic Acid and n-Butanol over Amberlyst 35, 2882–2887.
  • H.T.R. Teo, B. Saha, J. Catal. 228 (2004), Heterogeneous catalysed esterification of acetic acid
  • with isoamyl alcohol: kinetic studies, 174–182.
  • M.J. Lee, H.T. Wu, H.M. Lin, Ind. Eng. Chem. Res. 39 (2000), Kinetics of Catalytic Esterification of Acetic Acid and Amyl Alcohol over Dowex, Ind. Eng. Chem. Res., 4094–4099.
  • M.J. Lee, H.T. Wu, C.H. Kang, H.M. Lin, J. Chin. Inst. Chem. Eng. 30 (2) (1999), Kinetic Behavior of Amyl Acetate Synthesis Catalyzed by Acidic Cation Exchange Resin, 117–122.
  • A. Palani, A. Pandurangan, J. Mol. Catal. A: Chem. 226 (2005), Esterification of acetic acid over mesoporous Al-MCM-41 molecular sieves, 129–134.
  • P. Delgado, M.T. Sanz, S. Beltran, Chem. Eng. J. 126 (2007), Kinetic study for esterification of lactic acid with ethanol and hydrolysis of ethylactate, 111–118.
  • V.J. Cruz, J.F. Izquierdo, F. Cunill, J. Tejero, M. Iborra, C. Fite, R. Bringue, React. Funct. Polym. 67 (3) (2007), Etherification of tert-Amyl Alcohol with Methanol over Ion-Exchange Resin, 210–224. [37] M.P. Titus, M. Bausach, J. Tejero, M. Iborra, C. Fite, F. Cunill, J.F. Izquierdo, Appl. Catal. A: Gen. 323 (2007), Liquid-phase synthesis of isopropyl tert-butyl ether by addition of 2-propanol to isobutene on the oversulfonated ion-exchange resin Amberlyst-35, 38–50.
  • H.T.R. Teo, B. Saha, J. of Catalysis 228 (2004), Heterogeneous catalysed esterification of acetic acid with isoamyl alcohol: kinetic studies, 174–182.

KINETICS OF ESTERIFICATION OF SALICYLIC ACID WITH N-AMYL ALCOHOL IN THE PRESENCE OF LEWATIT MONOPLUS S-100

Yıl 2016, Cilt: 17 Sayı: 1, 25 - 36, 25.04.2016
https://doi.org/10.18038/btda.18655

Öz

Amil alkol ile salisilik asidin esterifikasyon kinetiği heterojen bir katalizör olan Lewatit MonoPlus S-100 varlığında kesikli bir sistemde incelenmiştir. Reaksiyon kinetik davranışı, üç farklı modelde tarafından test edilmiştir: yarı-homojen bir model, Eley-Rideal modeli ve Langmuir-Hinselwood modeli. Bütün modeller arasında en iyi deneysel verileri L-H modelinin sağladığı bulunmuştur

Kaynakça

  • G.D. Yadav, P.H. Mehta, Ind. Eng. Chem. Res. 33 (1994), Heterogeneous Catalysis in Esterication Reactions: Preparation of Acetate and Cyclohexyl Acetate by Using a Variety of Solid Acidic Catalysts 2198–2208.
  • J. Lilja, J. Aumo, T. Salmi, D. Murzin, P. Maki-Arvela, M. Sundell, K. Ekman, R. Peltonen, H. Vainio, Hydrogenation of citral over a polymer fibre catalyst, Appl. Catal. A: Gen. 228 (2002) 253– 267.
  • C.E. Leyes, D.F. Othmer, Esterification of Butanol and Acetic Acid, Industrial and Engineering Chemistry 37 (10) (1945) 968-975.
  • M.R. Altıokka, A. Cıtak, Appl. Catal. A: Gen. 239 (2003), Kinetics Study of Esterification of Acetic Acid With Isobutanol in The Presence of Amberlite Catalyst, 141–148.
  • M.R. Altıokka, H.L. Hosgün, Ind. Eng. Chem. Res. 46 (2007), Kinetics of Hydrolysis of Benzaldehyde Dimethyl Acetal over Amberlite IR-120, 1058–1062.
  • Tanabe, Misono, Ono, Hattori, New Solid Acid and Bases, Kodan-sha/Elsevier Science, Tokyo/Amsterdam, 1989.
  • A.E.R.S. Khder, Appl. Catal. A: Gen. 343 (1–2) (2008), Preparation, characterization and catalytic activity of tin oxide-supported 12- tungstophosphoric acid as a solid catalyst, 109–116.
  • A. Charkrabati, M.M. Sharma, React. Polym. 20 (1993), Cationic ion exchange resins as catalyst, 1–45. [9] M.M. Sharma, React. Funct. Polym. 26 (1995), Some novel aspects of cationic ion-exchange resins as catalysts, 3–23.
  • S.B. Valdeilson, C.L. Ivoneide, F.A.C. Garcia, S.C.L. Dias, J.A. Dias, Catal. Today 133–135 (2008), Kinetics of esterification of acetic acid with n-amyl alcohol in the presence of Amberlyst-36, 106–112.
  • T.L. Marker, G.A. Funck, T. Barger, U. Hammershaimb, US Patent, Esterification of acetic acid by isoamylic alcohol over catalytic membranes of poly(vinyl alcohol) containing sulfonic acid groups, 5504258 (1996).
  • D.E. Hendriksen, J.R. Lattner, M.J.G. Janssen, US Patent, Alkylation process using zeolite beta, 6002057 (1999).
  • R. Chitnis, M.M. Sharma, React. Funct. Polym. 32 (1997), Industrial applications of acid-treated clays as catalysts, 93–115.
  • J.T. Kloprogge, J. Porous Mater. 5 (1998), Synthetics of smectites and porous pillared clay catalysts, 5–41.
  • C.S.M. Pereira, S.P. Pinho, V.M.T.M. Silva, A.E. Rodrigues, Ind. Eng. Chem. Res. 47 (2008), Multifunctional Reactor for the Synthesis of Dimethylacetal, 1453–1463.
  • V.T.M.M. Silva, A.E. Rodrigues, Chem. Eng. Sci. 61 (2006), Kinetic study of transesterification of methyl acetate with n-butanol catalyzed by NKC-9, 316–331.
  • Y. Fuchigami, J. Chem. Eng. Jpn. 23 (1990), Hydrolysis of Methyl Acetate in Distillation Column, 354–358.
  • Z.P. Xu, K.T. Chuang, Chem. Eng. Sci. 52 (17) (1997), inetic of Acetic Acid Esterication Over Ion Exchange Catalysts 3011–3017.
  • J. Gangadwala, S.Mankar, S.M.Mahajani, A. Kienle, E. Stein, Ind. Eng. Chem. Res. 42 (2003), Esterification of acetic acid with butanol in the presence of ion-exchange resins as catalysts 2146– 2155. [20] B. Erdem, M. Cebe, Korean J. Chem. Eng. 23 (6) (2006), Kinetics of Esterification of Propionic Acid with n-amyl Alcohol in the Presence of Cation Exchange Resin, 896–901.
  • M.T. Sanz, R. Murga, S. Beltran, J.L. Cabezas, Ind. Eng. Chem. Res. 41 (2002) 512–517.
  • M.R. Altıokka, E. Ödes¸ Appl. Catal. A: Gen. 362 (2009), Reaction kinetics of the catalytic esterification of acrylic acid with propylene glycol, 115–120.
  • W.T. Liu, C.S. Tan, Ind. Eng. Chem. Res. 40 (2001), eactive-extraction of 2,3-butanediol from Fermentation Broth by Propionaldehyde: Equilibrium and Kinetic Study, 3281–3286.
  • S.R. Kirumakki, N Nagaraju, K.V.V.S.B.S.R Murthy, S. Narayanan, Appl. Catal. A: Gen. 226 (1– 2) (2002), Esterification of salicylic acid over zeolites using dimethyl carbonate, 175–182.
  • H. Shi, W. Zhu, H. Li, H. Liu, M. Zhang, Y. Yan, Z. Wang, Catal. Comm. 11 (7) (2010), Syntheses of novel halogen-free Brİnsted–Lewis acidic ionic liquid catalysts and their applications for synthesis of methyl caprylate, 588–591.
  • F.F. Bamoharrama, M.M. Heravib, M. Roshania, M. Jahangira, A. Ghariba, Appl. Catal. A: Gen. 302 (1) (2006), H14[NaP5W30O110]: A heteropoly acid catalyzed acetylation of alcohols and phenols in acetic anhydride, 42–47.
  • F.F. Bamoharram, M.M. Heravi, J. Ebrahimi, A. Ahmadpour, M. Zebarjad, Chin. J. Catal. 32 (5) (2011), Synthesis of Ibuprofen Using Silica-Supported Preyssler Nanoparticles as an Eco-Friendly, Inexpensive, and Efficient Catalyst, 782–788.
  • Y. Zhenga, X. Su, X. Zhang, W. Wei, Y. Sun, Stud. Surf. Sci. Catal. 156 (2005), Enhanced magneto-optical response in dumbbell like Ag-CoFe2O4 nanoparticle pairs, 205–212.
  • H.S. Fogler, Elements of Chemical Reaction Engineering, third ed., Prentice Hall, New Jersey, 1999. [31] M.J. Lee, J.Y. Chiu, H.M. Lin, Ind. Eng. Chem. Res. 41 (2002), Kinetics of Catalytic Esterification of Propionic Acid and n-Butanol over Amberlyst 35, 2882–2887.
  • H.T.R. Teo, B. Saha, J. Catal. 228 (2004), Heterogeneous catalysed esterification of acetic acid
  • with isoamyl alcohol: kinetic studies, 174–182.
  • M.J. Lee, H.T. Wu, H.M. Lin, Ind. Eng. Chem. Res. 39 (2000), Kinetics of Catalytic Esterification of Acetic Acid and Amyl Alcohol over Dowex, Ind. Eng. Chem. Res., 4094–4099.
  • M.J. Lee, H.T. Wu, C.H. Kang, H.M. Lin, J. Chin. Inst. Chem. Eng. 30 (2) (1999), Kinetic Behavior of Amyl Acetate Synthesis Catalyzed by Acidic Cation Exchange Resin, 117–122.
  • A. Palani, A. Pandurangan, J. Mol. Catal. A: Chem. 226 (2005), Esterification of acetic acid over mesoporous Al-MCM-41 molecular sieves, 129–134.
  • P. Delgado, M.T. Sanz, S. Beltran, Chem. Eng. J. 126 (2007), Kinetic study for esterification of lactic acid with ethanol and hydrolysis of ethylactate, 111–118.
  • V.J. Cruz, J.F. Izquierdo, F. Cunill, J. Tejero, M. Iborra, C. Fite, R. Bringue, React. Funct. Polym. 67 (3) (2007), Etherification of tert-Amyl Alcohol with Methanol over Ion-Exchange Resin, 210–224. [37] M.P. Titus, M. Bausach, J. Tejero, M. Iborra, C. Fite, F. Cunill, J.F. Izquierdo, Appl. Catal. A: Gen. 323 (2007), Liquid-phase synthesis of isopropyl tert-butyl ether by addition of 2-propanol to isobutene on the oversulfonated ion-exchange resin Amberlyst-35, 38–50.
  • H.T.R. Teo, B. Saha, J. of Catalysis 228 (2004), Heterogeneous catalysed esterification of acetic acid with isoamyl alcohol: kinetic studies, 174–182.
Toplam 35 adet kaynakça vardır.

Ayrıntılar

Bölüm Araştırma Makalesi
Yazarlar

Elif Akbay

Ilay Aytek Bu kişi benim

Yayımlanma Tarihi 25 Nisan 2016
Yayımlandığı Sayı Yıl 2016 Cilt: 17 Sayı: 1

Kaynak Göster

APA Akbay, E., & Aytek, I. (2016). Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, 17(1), 25-36. https://doi.org/10.18038/btda.18655
AMA Akbay E, Aytek I. Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100. AUBTD-A. Haziran 2016;17(1):25-36. doi:10.18038/btda.18655
Chicago Akbay, Elif, ve Ilay Aytek. “Kinetics of Esterification of Salicylic Acid With N-Amyl Alcohol in the Presence of Lewatit MonoPlus S-100”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 17, sy. 1 (Haziran 2016): 25-36. https://doi.org/10.18038/btda.18655.
EndNote Akbay E, Aytek I (01 Haziran 2016) Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 17 1 25–36.
IEEE E. Akbay ve I. Aytek, “Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100”, AUBTD-A, c. 17, sy. 1, ss. 25–36, 2016, doi: 10.18038/btda.18655.
ISNAD Akbay, Elif - Aytek, Ilay. “Kinetics of Esterification of Salicylic Acid With N-Amyl Alcohol in the Presence of Lewatit MonoPlus S-100”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 17/1 (Haziran 2016), 25-36. https://doi.org/10.18038/btda.18655.
JAMA Akbay E, Aytek I. Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100. AUBTD-A. 2016;17:25–36.
MLA Akbay, Elif ve Ilay Aytek. “Kinetics of Esterification of Salicylic Acid With N-Amyl Alcohol in the Presence of Lewatit MonoPlus S-100”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, c. 17, sy. 1, 2016, ss. 25-36, doi:10.18038/btda.18655.
Vancouver Akbay E, Aytek I. Kinetics of esterification of salicylic acid with n-amyl alcohol in the presence of Lewatit MonoPlus S-100. AUBTD-A. 2016;17(1):25-36.