| Literature DB >> 35663735 |
C M Agu1, A C Agulanna2, C H Kadurumba3, P C Nnaji1, E L Udokporo4, M C Menkiti5.
Abstract
Epoxidation-esterification of fatty acid methyl ester obtained from Irvingia gabonensis kernel oil (IGKO), as well as its characterization, kinetics and thermodynamics were the main focus of this study. The methyl ester obtained via base catalyzed transesterification was used for epoxidation-esterification modification process. Epoxidation kinetics and thermodynamics parameters were also investigated. The properties of the IGKO and epoxidized-esterified Irvingia gabonensis kernel oil (IGKO) methyl ester (MIGKOe) were determined using standard methods. Rate constant K and activation energy Ea for the epoxidation process was found to be of the order 10 - 5 Lmol-1s-1 and 46.02 kJ/mol, respectively. ΔG, ΔH, and ΔS values for the epoxidation process were (94.74-101.42 kJ mol-1), 43.30 kJ mol-1, and - 167.20 J mol-1 K-1, respectively, indicating the non-spontaneous, endothermic, and endergonic nature of the process. The physicochemical characteristics of MIGKOe were: 9 °C, 298 °C, 840 kg/dm3, 13.84 mm2/s, 1.351 mg KOH/g oil, 1.01 mg/kg and 39.78 kV, for pour point, flash point, density, viscosity, acid value, moisture content and dielectric strength, respectively. The MIGKOe properties indicated its potential for use as a bio-transformer fluid, upon further treatment with pour point depressant.Entities:
Keywords: Epoxidation-esterification; Irvingia gabonensis; Kinetics; Theromdynamics; Transesterification
Year: 2022 PMID: 35663735 PMCID: PMC9156871 DOI: 10.1016/j.heliyon.2022.e09520
Source DB: PubMed Journal: Heliyon ISSN: 2405-8440
Figure 1Transesterification reaction for methyl ester (MIGKOt) production from Irvingia gabonensis kernel oil (IGKO).
Figure 2Epoxidation reaction scheme for epoxide (EMIGKOo) production, from Irvingia gabonensis kernel oil methyl ester (MIGKOt).
Figure 3Esterification ring-opening reaction scheme for epoxidized Irvingia gabonensis kernel oil methyl ester (MIGKOe) production from the epoxide (EMIGKOo).
Physicochemical properties of Modified Irvingia gabonensis kernel oil samples.
| Property | Unit | TO | IGKO | MIGKO | Standard method |
|---|---|---|---|---|---|
| Dielectric strength | KV | 40–60 | 25.83 ± 0.001 | 39.78 ± 0.001 | IEC 60156 |
| Moisture content | mg/kg | <20 | 3.75 ± 0.001 | 1.01 ± 0.001 | AOAC 926.12 |
| Pour point | °C | -48 | 17 ± 0.5 | 9 ± 0.5 | ASTM D97 |
| Flash point | °C | 152 | 285 ± 0.5 | 298 ± 0.5 | ASTM D93 |
| Density, 20 °C | g/cm3 | 870 | 900 ± 0.5 | 840 ± 0.5 | AOAC 985.19 |
| Viscosity, 40 °C | mm2/s | 10 | 19.37 ± 0.001 | 13.84 ± 0.001 | ASTM D445 |
| Acidity/Acid value | mg KOH/g oil | <0.01 | 5.18 ± 0.001 | 1.351 ± 0.001 | AOAC 969.17 |
conventional mineral transformer oil.
Irvingia gabonensis kernels oil.
Modified Irvingia gabonensis kernels oil obtained by epoxidation-esterification of the methyl ester.
Figure 4Plot of In [(H2O2)0 – (EP)] vs. time for the epoxidation of MIGKOt by peracetic acid.
Rate constant for the epoxidation of MIGKOt sample at different temperatures.
| Temperature | Rate constants for the epoxidation of MIGKOt sample |
|---|---|
| (°C) | K x 10−5 (Lmol−1S−1) |
| 35 | 3.02 |
| 45 | 4.83 |
| 55 | 12.4 |
| 65 | 15.8 |
| 75 | 21.8 |
Figure 5Plot of Ink verses 1/T (K−1) for the epoxidation of MIGKOt sample, obtained by using Arrhenius equation.
Thermodynamics parameters for the epoxidation of MIGKOt sample.
| Temperature (K) | Ea | ΔH | ΔS | ΔG |
|---|---|---|---|---|
| KJmol−1 | KJmol−1 | Jmol−1K−1 | KJmol−1K−1 | |
| 308 | 94.74 | |||
| 318 | 96.41 | |||
| 328 | 46.02 | 43.30 | -167.20 | 98.08 |
| 338 | 99.75 | |||
| 348 | 101.42 |
Figure 6Thermogravimetric Analysis (TGA) of Irvingia gabonensis kernel (IGK).