Experimental optimization during epoxidation of a high-oleic palm oil using a simplex algorithm

Bohórquez, Wilson F.; Orjuela, Alvaro; Rincón, Paulo César Narváez; Cadavid, J.G.; García-Nunez, Jesús A.

doi:10.1016/j.indcrop.2022.115321

Cited by 8 publications

(11 citation statements)

References 28 publications

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“…, #OO 0 ), and a remaining iodine index of 7.5 cg I 2 /g. As expected, the use of a heterogeneous ion-exchange resin catalyst enabled to obtain a higher oxirane yield compared with an equivalent loading of a homogeneous catalysts . This is mainly due to a lower undesired and uncontrolled ring opening reaction during the epoxidation step.…”

Section: Results and Discussionsupporting

confidence: 64%

“…Epoxidized HOPO was produced by reacting HOPO with H 2 O 2 via the Prileschajew reaction using peracetic acid generated in situ and employing Amberlite IR-120H as the catalyst. Reaction conditions were selected according to a previous study . In this first stage, 400 mL of HOPO, 8.9 mL of acetic acid, and 20 g of ion-exchange resin were loaded in a 1 L jacketed-glass reactor, and it was operated under total reflux.…”

Section: Materials and Methodsmentioning

confidence: 99%

“…This low oxirane value limits the maximum attainable hydroxyl value in the final palm NOPs ( i.e. , low functionality), thus reducing their potential applications. , Nonetheless, as a result of a recent development of more resistant and highly productive hybrid palm species, it was possible to obtain high-oleic palm oils (HOPOs) with iodine values up to 75 cg I 2 /g Oil. − This higher unsaturation content makes HOPO more suitable for polyol production, but while its epoxidation has been recently explored, no studies have been conducted to assess the feasibility of the synthesis of HOPO-based polyols.…”

Section: Introductionmentioning

confidence: 99%

“…In this context, the aim of this work is to explore the synthesis of a HOPO-based polyol via epoxidation and subsequent hydroxylation with ethylene glycol (EG). The epoxide was produced via the Prileschajew reaction with in situ peracetic acid using an ion-exchange resin as the catalyst, under a set of optimal operating conditions previously reported . The hydroxylation was carried out under batch conditions at different temperatures (65, 80, and 95 °C), hydroxyl-to-oxirane mol ratios (1.75 to 14), and catalyst loadings (H 2 SO 4 , 0.5 to 4% wt).…”

Section: Introductionmentioning

confidence: 99%

“…This is a consequence of the low content of unsaturations in palm oil ( i.e. , iodine value of 50–55 cg I 2 /g Oil) that typically enables to reach oxirane oxygen contents below 3% wt in the epoxidized oil . This low oxirane value limits the maximum attainable hydroxyl value in the final palm NOPs ( i.e.…”

Section: Introductionmentioning

confidence: 99%

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Natural Oil Polyol from High-Oleic Palm Oil─Reaction Kinetics and Monitoring Using Near-Infrared Spectroscopy

Bohórquez,

Orjuela,

Solarte

et al. 2023

Ind. Eng. Chem. Res.

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Natural oil polyols are widely used biobased monomers for the manufacture of polymers and resins. They are mainly produced via hydroxylation of epoxidized vegetable oils. This work studied the kinetics of hydroxylation of epoxidized high-oleic palm oil via oxirane ring cleavage with ethylene glycol (EG). Experiments were performed at different temperatures (65−95 °C), hydroxyl-to-oxirane mol ratios (1.75−14), and catalyst loadings (H 2 SO 4 , 0.5−4% wt). The reaction was monitored by measuring the hydroxyl value and oxirane oxygen content in samples using near-infrared absorbance. Different power-law kinetic expressions were evaluated, and the lower average error (3.25%) resulted in first order with respect to epoxide, second order with respect to EG, and considering oligomers formation. The corresponding frequency factor and energy of activation for hydroxylation were 3.58 × 10 4 and 51.9 kJ/mol, and those for oligomerization were 3.32 × 10 5 and 67.2 kJ/mol, respectively. The obtained model is suitable for further process design and scale up.

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Section: Results and Discussionsupporting

confidence: 64%

Section: Materials and Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Natural Oil Polyol from High-Oleic Palm Oil─Reaction Kinetics and Monitoring Using Near-Infrared Spectroscopy

Bohórquez,

Orjuela,

Solarte

et al. 2023

Ind. Eng. Chem. Res.

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Chemical modification of linoleic acid via catalytic epoxidation of corn oil: A sustainable approach

Kasmin,

Azmi,

Nurherdiana

et al. 2024

Env Prog and Sustain Energy

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Epoxidized corn oil is of great interest because they are derived from sustainable, renewable natural resources and are environmentally friendly. There is a lack of extensive research on optimizing process parameters for the epoxidation of corn oil, which serves as the raw material. In this study, the epoxidation of corn oil was carried out by reacting formic acid and hydrogen peroxide, employing an in situ peracids mechanism. The findings revealed that the optimal reaction conditions for producing epoxidized corn oil with the highest oxirane content were a catalyst type of sulfuric acid, reaction temperature of 35°C, a molar ratio of formic acid to linoleic acid of 1:1, and a molar ratio of hydrogen peroxide to linoleic acid of 1.75:1. By employing these optimal conditions, the maximum relative conversion of palm oleic acid to oxirane was achieved at 82%. After 100 iterations, the reaction rate constant based on optimized epoxidized corn oil production was obtained as follows: = 0.13 mol L−1 min−1, = 37.07 mol L−1 min−1, and = 10.00 mol L−1 min−1. The findings validated the kinetic model by showing good agreement between the simulation and experimental data.

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Mass transfer and reaction rate parameters for the in-situ epoxidation of tamanu oil

Budiyati,

Sofyan,

Irsyad

et al. 2024

Chem. Pap.

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The stages of the double bond epoxidation process of tamanu oil include (1) the process of making peroxyacetic acid (PAA), (2) the mass transfer of several components, and (3) the epoxidation reaction, followed by further reactions within the organic phase. This study was dedicated to the determination and estimation of reaction and mass transfer parameters in the in-situ epoxidation of tamanu oil with PAA. The reaction constant values were observed to be directly proportional to the reaction temperature, except in the case of k3. There is a slight deviation in k 3 , where it decreases from 14.6178 ± 0.0507 g.mol -1 .min -1 at 40°C to 13.6561 ± 0.0081 g.mol -1 .min -1 at 50°C. The mass transfer coefficient (kca) values increase with increasing temperature, where the kca for PAA, H2O, acetic acid (AA), and H + were 12.6654 ± 0.0657 to 23.0777 ± 0.1384, 12.3793 ± 0.0549 to 23.0790 ± 0.1476, 12.4912 ± 0.0394 to 23.0789 ± 0.0978, 12.4296 ± 0.0821 to 23.0790 ± 0.1296, respectively. Conversely, the Henry constant (H) values for each component vary. This constant is associated with the solubility of each component.

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Experimental optimization during epoxidation of a high-oleic palm oil using a simplex algorithm

Cited by 8 publications

References 28 publications

Natural Oil Polyol from High-Oleic Palm Oil─Reaction Kinetics and Monitoring Using Near-Infrared Spectroscopy

Natural Oil Polyol from High-Oleic Palm Oil─Reaction Kinetics and Monitoring Using Near-Infrared Spectroscopy

Chemical modification of linoleic acid via catalytic epoxidation of corn oil: A sustainable approach

Mass transfer and reaction rate parameters for the in-situ epoxidation of tamanu oil

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