Sintesis Asam Oleat Terepoksidasi dengan Katalis Asam Asetat

Ghozali, Muhammad; Meliana, Yenny; Fahmiati, Sri; Triwulandari, Evi; Darmawan, Akhmad

doi:10.24817/jkk.v40i2.3465

Cited by 6 publications

(9 citation statements)

References 14 publications

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“…This is because the higher the oxirane number, the more epoxy compounds will be produced (Abdullah 2012). The results of the iodine number are close to the results of the research by Ghozali et al (2018) that the oxidation number of epoxidized oleic acid is 0.89 to 1.95.…”

Section: Analysis Of Iodine and Oxirane Numberssupporting

confidence: 87%

“…The lower the iodine number of the epoxidized olein, the more the double bonds have reacted. The greater the oxirane number, the more epoxy compounds will be produced (Ghozali et al 2018).…”

Section: Analysis Of Iodine and Oxirane Numbersmentioning

confidence: 99%

“…Excess amount of H2O2 at the equilibrium reaction can cause the decomposition process to produce acetic acid again. The high amount of H2O2 increases the amount of water in the reaction causing the breakdown of the oxirane ring, so that the resulting epoxy compound is not optimal (Ghozali et al 2018). Therefore, in this study, the determination of the mole ratio of palm olein and H2O2 in the epoxidation stage and analysis of the physical properties of the bio grease were conducted.…”

Section: Introductionmentioning

confidence: 99%

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Epoxidation of Palm Olein as Base Oil for Calcium Complex Bio Grease

Hambali¹,

Puspita²

2021

Int. J. Oil Palm

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The development of palm oil bio grease aimed to substitute grease made from petroleum with a material that is more environmentally friendly. The enhancement of bio grease characteristics can be performed by chemical synthesis. This research aimed to obtain best mole ratio of palm olein and H2O2 in the epoxidation process, and to analyze the physical characteristics of the bio grease products. This process used acetic acid and H2O2 with mole ratio variations of olein and H2O2 of 1: 3, 1: 6, and 1: 9. The mole ratio was selected based on the analysis of iodine and oxiran numbers, which was then processed into bio grease with the addition of calcium stearate and calcium acetate. Epoxidized olein with a mole ratio of olein and H2O2 of 1: 9 was selected because it achieved the highest average oxiran number (0.99), the lowest iodine number (33.09), and it was based on ANOVA and LSD tests. The higher the oxiran number, the more epoxide compounds produced. Low iodine number indicated low unsaturation in fatty acids. The peroxy acid used in the epoxidation process reacted with unsaturated compounds, so that the lower iodine number in the epoxidized olein produced more epoxide compounds. Bio grease had a light cream color, density of 0.96 g/cm3, viscosity of 31,280 mPa.s, unworked penetration of 438 (0.1 mm), worked penetration of 443 (0.1 mm), dropping point < 26°C, corrosion resistance of 2c and NLGI number 00.

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Section: Analysis Of Iodine and Oxirane Numberssupporting

confidence: 87%

Section: Analysis Of Iodine and Oxirane Numbersmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Epoxidation of Palm Olein as Base Oil for Calcium Complex Bio Grease

Hambali¹,

Puspita²

2021

Int. J. Oil Palm

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“…It can be clearly seen that the characteristic peak of OA (3003 cm −1 representing CH=CH) disappeared in EOA spectra. Most importantly, a new peak at the wavenumber of 837 cm −1 was observed indicating the presence of epoxide groups in the EOA 24,25 . Moreover, there was also a new absorption peak at the wavenumber 3342–3439 cm −1 , which corresponded to the OH hydroxyl group.…”

Section: Resultsmentioning

confidence: 93%

“…Most importantly, a new peak at the wavenumber of 837 cm À1 was observed indicating the presence of epoxide groups in the EOA. 24,25 Moreover, there was also a new absorption peak at the wavenumber 3342-3439 cm À1 , which corresponded to the OH hydroxyl group. This OH group was derived from the partial drop of the epoxide group into the oleic acid dihydroxy compound.…”

Section: Synthesis Of Epoxidized Oleic Acid (Eoa)mentioning

confidence: 99%

Synthesis and characterization of green urethane non‐isocyanate from oleic acid for wood composite application

Ghozali,

Bakhri,

Triwulandari

et al. 2023

J of Applied Polymer Sci

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Conventional polyurethane (PU) is usually synthesized by a reaction between isocyanate and polyol. The use of isocyanate compounds is associated with significant health and environmental problems. Therefore, it is necessary to develop an environmentally friendly alternative method for manufacturing PUs without isocyanate routes. The aim of this research work was to synthesize green urethane from oleic acid, which included the following three stages: the synthesis of epoxidized oleic acid (EOA), the synthesis of carbonated oleic acid (COA), and the synthesis of green urethane from oleic acid (UOA). The resulting product was characterized by Fourier Transform Infrared Spectroscopy (FTIR) and Nuclear Magnetic Resonance (NMR) analyses, and by determining the iodine number, oxirane number, and hydroxyl value. The results of FTIR and NMR showed that EOA was successfully synthesized. The optimum COA synthesis process was obtained on TBAB catalyst usage of 1% (wt/wt) at 140°C for 48 h with a 500‐rpm stirring rate and CO2 gas flow rate of 0.2 mL/min with the resulting COA oxirane value of 0.00. The optimum condition of UOA synthesis through the aminolysis process resulted in the use of LiCl of 19.8% (wt/wt) at 70°C for 3 h with a stirring speed of 1200 rpm with a UOA hydroxyl number generated of 237.93 mg/mL.

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Oleate Epoxides Derived from Palm Oil as New Anticancer Agents: Synthesis, Cytotoxicity Evaluation, and Molecular Docking Studies Against FASN Protein

Fatmayanti,

Jumina,

Purwono

et al. 2024

ChemistrySelect

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Palm oil contains an abundant concentration of oleic acid which is known to have low toxicity to human health. The unsaturated double‐bond structure in oleic acid can be modified to synthesize oleate epoxides. The potential benefit of epoxide derivatives is their high biological activity that can be directed as new anticancer agents. In this work, the synthesis of epoxides from purified fatty acid methyl ester (EPFAME) and epoxides from purified fatty acid ethyl ester (EPFAEE) from palm oil in addition to cytotoxicity evaluations as new anticancer agents were investigated by in vitro and in silico studies. Both EPFAME and EPFAEE derivatives were successfully obtained in 82.80 % and 85.80 % yield, respectively. The MTT assay results revealed that EPFAME and EPFAEE significantly decreased the cell viability of WiDr cancer cells with IC50 of 2.70 and 14.23 μg/mL, respectively. They also showed moderate potency against T47D and HeLa cancer cell lines with IC50≥20 μg/mL. The results suggested that the addition of a methylene group from EPFAME to EPFAEE lowers cytotoxicity. A molecular docking study revealed that EPFAME and EPFAEE bind to the fatty acid synthase (FASN) protein interacting with high stability. This is represented by the binding affinity values of EPFAME and EPFAEE to FASN protein which are −7.3 and −8.1 kcal/mol, respectively. Using epoxide compounds derived from palm oil, fatty acid esters were shown to have potential medical benefits due to their low cytotoxicity and anticancer agency against several cell lines by inhibiting proliferation and inducing apoptosis of cancer cells.

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Sintesis Asam Oleat Terepoksidasi dengan Katalis Asam Asetat

Cited by 6 publications

References 14 publications

Epoxidation of Palm Olein as Base Oil for Calcium Complex Bio Grease

Epoxidation of Palm Olein as Base Oil for Calcium Complex Bio Grease

Synthesis and characterization of green urethane non‐isocyanate from oleic acid for wood composite application

Oleate Epoxides Derived from Palm Oil as New Anticancer Agents: Synthesis, Cytotoxicity Evaluation, and Molecular Docking Studies Against FASN Protein

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