Nguyen Thi Thuy, Nguyen Thanh Liem, Vu Minh Duc

Main Article Content

Abstract

Abstract: The thermodynamic properties of the epoxidation of rubber seed oil (RSO) and modified rubber seed oil (eRSO) using tungstate-based catalyst were determined by performing the epoxidation for one hour at three different temperatures. The rate constants of these epoxidations ranged from 0.57.10-2 to 1.01.10-2 l.mol-1.s-1 with RSO and 0.97.10-2 to 1.76.10-2 l.mol-1.s-1 with eRSO, and the activated energies of reaction were 6.2 and 6.6 kcal.mol-1, respectively. The enthalpy ΔH was positive, which indicated that the epoxidation process was an endothermic reaction, but as the free-energy ΔF was also positive, there was a specific temperature at which the epoxidation process was the most effective. The experiment results show that 60oC was the most suitable temperature for epoxidation of both RSO and eRSO with the conversion of 91.37% (RSO) and 94.87% (eRSO), the yield of 75.06% (RSO) and 89.56% (eRSO), and the selectivity was 0.82 (RSO) and 0.94 (eRSO).


Keywords: Epoxidized rubber seed oil, kinetic, tungstate-based catalyst.


References


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[2] Harshal Patil, Jyotsna Waghmare, Catalyst for epoxidation of Oils: A Review, Discovery, 3(7) (2013)10-14
[3] Do Huy Thanh, Tran Cong Khanh, Phan Van Ninh, Epoxidation of rubber seed oil by hydroperoxide with ammonium molybdenum catalyst,Vietnam Journal of Chemistry, 1 (2001) 99-106
[4] Nguyen Thi Thuy, Vu Minh Duc, MichielVrijsen, Nguyen Thanh Liem, Investigation of the impact of the reaction conditions on the epoxidation of refined sunflower oil using a sodium tungstate dihydrate catalyst, Vietnam Journal of Chemistry, 7th National Conference on Chemistry 53(6e), (2015) 29-33
[5] Nguyen Thi Thuy, Vu Minh Duc, Phan Ngoc Quy,Nguyen Thanh Liem, Metal-based catalyst for epoxidation of soybean oil, Vietnam Journal of Chemistry, 53(4) (2015) 515-519
[6] Nguyen Thi Thuy, Vu Minh Duc, Phan Ngoc Quy, Effect of components in tungsten-based catalyst system on the epoxidation reaction of soybean oil, VUN journal of Science: Natural Sciences and Technology, 33(1), (2017) 81-87
[7] Nguyen Thi Thuy, Vu Minh Duc, Nguyen Thanh Liem, Thermodynamics study of epoxidation of soy bean oil by using tungstate-based catalyst, VUN journal of Science: Natural Sciences and Technology, 32(1), (2016) 86-93
[8] Nguyen Thi Thuy, Vu Minh Duc, Epoxidation of sunflower oil, Vietnam Journal of Chemistry, 54(1), (2016) 38-42
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[10] Mohamed TaharBenaniba, Naima Belhaneche-Bensemra, Georges Gelbard, Kinetic of Tungsten-catalyzed Sunflower Oil Epoxidation Studied by 1H NMR, European Journal of Lipid Science and Technology, 109, (2007) 1186-1193
[11] SrikantaDinda, Anand V. Patwardhan, Vaibhav V. Goud, Narayan C. Pradhan, Epoxidation of Cottonseed Oil by Aqueous Hydrogen Peroxide Catalysed by Liquid Inorganic Acids, Bioresource Technology 99,(2008) 3737-3744
[12] Vaibhav V. Goud, Anand V. Patwardhan, Narayan C. Pradhan, Studies on the Epoxidation of Mahua Oil (Madhumica Indica) by Hydrogen Peroxide, Bioresource Technology 97, (2008) 1365-1371
[13] L.H. Gan, S.H. Goh and K.S. Ooi, Kinetic Studies of Epoxidation and Oxirane Cleavage of Palm Olein Methyl Esters. Journal of the American Oil Chemists’ Society 69(4), (1992) 347-351
[14] P. Saithai, J. Lecomete, E. Dubreucp, V. Tanrattanakul, Effect of Different Epoxidation Methods of Soybean Oil on the Characteristics of Acrylated Epoxidized Soybean Oil-co-poly(methyl methacrylate) Copolymer, eXPRESS Polymer Letters, 7(11), (2013) 910-924
[15] A I Aigbodion, F E Okieimen, I O Bakare and CNAbbey, Epoxidation of Rubber Seed Oil withPerformic Acid, Journal of the Rubber ResearchInstitute of Srilanka, 84, (2001)18-24
[16] SrikantaDinda, Anand V. Patwardhan, Vaibhav V.Goud, Narayan C. Pradhan. Epoxidation of
Cottonseed Oil by Aqueous Hydrogen Peroxide
Catalysed by Liquid Inorganic Acids, BioresourceTechnology, 99,(2008)3737-3744
[17] Vaibhav V. Goud, Anand V. Patwardhan, Narayan C.Pradhan. Studies on the Epoxidation of Mahua Oil(Madhumica Indica) by Hydrogen Peroxide,Bioresource Technology,97 (2008) 1365-1371
[18] L. H. Gan, S. H. Goh and K. S. Ooi. Kinetic Studiesof Epoxidation and Oxirane Cleavage of Palm OleinMethyl Esters, Journal of the American Oil Chemists’Society, 69(4), (1992) 347-351.

Keywords: epoxidized rubber seed oil, kinetic, tungstate-based catalyst

References

References

[1] Nikesh B. Samarth, Prakash A. Mahanwar, Modified Vegetable Oil Based Additives as a Future polymeric Matterial – Review, Open Journal of Organic Polymer Materials, 5 (2005) 1-22
[2] Harshal Patil, Jyotsna Waghmare, Catalyst for epoxidation of Oils: A Review, Discovery, 3(7) (2013)10-14
[3] Do Huy Thanh, Tran Cong Khanh, Phan Van Ninh, Epoxidation of rubber seed oil by hydroperoxide with ammonium molybdenum catalyst,Vietnam Journal of Chemistry, 1 (2001) 99-106
[4] Nguyen Thi Thuy, Vu Minh Duc, MichielVrijsen, Nguyen Thanh Liem, Investigation of the impact of the reaction conditions on the epoxidation of refined sunflower oil using a sodium tungstate dihydrate catalyst, Vietnam Journal of Chemistry, 7th National Conference on Chemistry 53(6e), (2015) 29-33
[5] Nguyen Thi Thuy, Vu Minh Duc, Phan Ngoc Quy,Nguyen Thanh Liem, Metal-based catalyst for epoxidation of soybean oil, Vietnam Journal of Chemistry, 53(4) (2015) 515-519
[6] Nguyen Thi Thuy, Vu Minh Duc, Phan Ngoc Quy, Effect of components in tungsten-based catalyst system on the epoxidation reaction of soybean oil, VUN journal of Science: Natural Sciences and Technology, 33(1), (2017) 81-87
[7] Nguyen Thi Thuy, Vu Minh Duc, Nguyen Thanh Liem, Thermodynamics study of epoxidation of soy bean oil by using tungstate-based catalyst, VUN journal of Science: Natural Sciences and Technology, 32(1), (2016) 86-93
[8] Nguyen Thi Thuy, Vu Minh Duc, Epoxidation of sunflower oil, Vietnam Journal of Chemistry, 54(1), (2016) 38-42
[9] Nguyen Thi Thuy, Vu Minh Duc, Nguyen Thanh Liem, Investigation on acid value reduction of Vietnam crude rubber seed oil for a green material in organic synthesis, Journal ofScience & Technology Technical Universities, 114 (2016) 108-112
[10] Mohamed TaharBenaniba, Naima Belhaneche-Bensemra, Georges Gelbard, Kinetic of Tungsten-catalyzed Sunflower Oil Epoxidation Studied by 1H NMR, European Journal of Lipid Science and Technology, 109, (2007) 1186-1193
[11] SrikantaDinda, Anand V. Patwardhan, Vaibhav V. Goud, Narayan C. Pradhan, Epoxidation of Cottonseed Oil by Aqueous Hydrogen Peroxide Catalysed by Liquid Inorganic Acids, Bioresource Technology 99,(2008) 3737-3744
[12] Vaibhav V. Goud, Anand V. Patwardhan, Narayan C. Pradhan, Studies on the Epoxidation of Mahua Oil (Madhumica Indica) by Hydrogen Peroxide, Bioresource Technology 97, (2008) 1365-1371
[13] L.H. Gan, S.H. Goh and K.S. Ooi, Kinetic Studies of Epoxidation and Oxirane Cleavage of Palm Olein Methyl Esters. Journal of the American Oil Chemists’ Society 69(4), (1992) 347-351
[14] P. Saithai, J. Lecomete, E. Dubreucp, V. Tanrattanakul, Effect of Different Epoxidation Methods of Soybean Oil on the Characteristics of Acrylated Epoxidized Soybean Oil-co-poly(methyl methacrylate) Copolymer, eXPRESS Polymer Letters, 7(11), (2013) 910-924
[15] A I Aigbodion, F E Okieimen, I O Bakare and CNAbbey, Epoxidation of Rubber Seed Oil withPerformic Acid, Journal of the Rubber ResearchInstitute of Srilanka, 84, (2001)18-24
[16] SrikantaDinda, Anand V. Patwardhan, Vaibhav V.Goud, Narayan C. Pradhan. Epoxidation of
Cottonseed Oil by Aqueous Hydrogen Peroxide
Catalysed by Liquid Inorganic Acids, BioresourceTechnology, 99,(2008)3737-3744
[17] Vaibhav V. Goud, Anand V. Patwardhan, Narayan C.Pradhan. Studies on the Epoxidation of Mahua Oil(Madhumica Indica) by Hydrogen Peroxide,Bioresource Technology,97 (2008) 1365-1371
[18] L. H. Gan, S. H. Goh and K. S. Ooi. Kinetic Studiesof Epoxidation and Oxirane Cleavage of Palm OleinMethyl Esters, Journal of the American Oil Chemists’Society, 69(4), (1992) 347-351