Synthesis and characterization of monoacylglycerols through glycerolysis of ethyl esters derived from linseed oil by green processes

Hobuss, Cristiane B.; Silva, Felipe Abreu da; Santos, Marco Aurélio Ziemann dos; Pereira, Cláudio M. P.; Schulz, Gracélie A. S.; Bianchini, Daniela

doi:10.1039/c9ra07834g

Cited by 16 publications

(9 citation statements)

References 43 publications

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“…This widening indicates a large expansion of the OH group associated with the hydrogen bond. Hobuss et al [25] sets the O -H stretch mode to be centered at 3360 cm -1 . The weak peak centered at 2955.07 cm -1 with an intensity of 43.790% was assigned to the C -H [(C -H)] stretching mode, characteristic of distributed cis ranglap bonds [26].…”

Section: Infrared Spectrum Analysismentioning

confidence: 99%

“…The weak peak centered at 2955.07 cm -1 with an intensity of 43.790% was assigned to the C -H [(C -H)] stretching mode, characteristic of distributed cis ranglap bonds [26]. Hobuss et al [25] establishes the C -H drafting mode centered at 3008 cm-1. The peaks centered at 2917.46 cm -1 and 2850.91 cm -1 with intensities of 19.918% and 27.305% respectively were assigned to the antisymmetric and symmetric C-H stretching mode of the methylene groups of the fatty acid chain.…”

Section: Infrared Spectrum Analysismentioning

confidence: 99%

“…The peaks centered at 2917.46 cm -1 and 2850.91 cm -1 with intensities of 19.918% and 27.305% respectively were assigned to the antisymmetric and symmetric C-H stretching mode of the methylene groups of the fatty acid chain. Hobuss et al [25] determined the antisymmetric and symmetric C -H stretching mode of the methylene group of the fatty acid chain centered at 2922 cm -1 and 2853 cm -1 . The strong and wide peak centered at 1732.15 cm -1 with an intensity of 30.850% is assigned to the drafting mode C═O [ѵ (C═O)], characteristic of the characteristic carbonyl ester groups.…”

Section: Infrared Spectrum Analysismentioning

confidence: 99%

“…According to Hobuss et al [29], the ester can display the C -O [ѵ (C -O)] drafting mode between 1300 cm -1 to 1100 cm -1 . Guzatto et al [25] set the C -O drafting mode to be centered at 1165 cm -1 . The results of FT-IR spectrum analysis from CNC (Figure 4b) show that the most significant changes in spectrum are in the region between 3700 cm -1 to 2500 cm -1 , and 1700 cm -1 to 1550 cm -1 .…”

Section: Infrared Spectrum Analysismentioning

confidence: 99%

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Characterization of mono-diacylglycerols, cellulose nanocrystals, polypropylene, and supporting materials as raw materials for synthesis of antistatic bionanocomposites

Sarfat

Setyaningsih

Fahma

et al. 2022

IOP Conf. Ser.: Earth Environ. Sci.

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The antistatic bionanocomposites could be synthesised using mono-diacylglycerols (M-DAG) as a antistatic agent, cellulose nanocrystals (CNC) as a reinforcement, and polypropylene (PP) as an termoplastic matrix. The purpose of this study was to determine the physical characteristics of the raw materials for the synthesis of antistatic bionanocomposites. Characteristics of the raw materials consists of morphology analysis using scanning electron microscopy (SEM), degree of crystallinity and particle size analysis using X-ray diffraction (XRD), Infrared spectrum analysis using fourier transform infrared (FT-IR), thermal properties analysis using differential Scanning Calorimetry (DSC) and chemical characteristics analysis using Gas Chromatography – Flame Ionization Detector (GC-FID). The results of this research shows that the morphology analysis shows the particle distribution of M-DAG is uniform and not separated from each other, while the particle distribution of CNC is not uniform and separated from each other. The XRD diffractogram of M-DAG shows that the peaks at 19,508°, 20,401°, 22,607°, and 23,973° representing the diffraction structure of glycerol monostearate, particle sizes ranging between 0.1050 to 1.7814 nm with an average was 1.0460 nm, 92.85 % degree of crystallinity, and 7.15 % amorphous components. The XRD diffractogram of CNC shows that the peaks at 5.8530° and 22.58° representing the diffraction structure of cellulose I, particle sizes ranging between 4.7364 to 79.0949 nm with an average was 41.9157 nm, 98.95 % degree of crystallinity, and 1.05 % amorphous components. The FT-IR spectrum of M-DAG shows that the most significant changes in spectrum were in the region between 3500 cm-1 to 2800 cm-1 and 1850 cm-1 to 1650 cm-1. The FT-IR spectrum of CNC shows that the most significant changes in spectrum were in the region between 3700 cm-1 to 2500 cm-1, 1700 cm-1 to 1550 cm-1, and 900 cm-1 to 800 cm-1. The thermal properties of M-DAG, CNC, and PP shows that the melting temperature (Tm) were 48.41 – 72.78, 241.65 – 323.74, 163 °C respectively. The chemical characteristics of M-DAG obtained 33.86 % MAG, 27.99 % DAG, 2.01 % TAG, 2.85 % FFA, 3.37 % water, and 0.15 ash. The supporting materials consists of maleic anhydrate polypropylene (MAPP), antioxidant (AO), dan mineral oil (MO) were also identified.

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Section: Infrared Spectrum Analysismentioning

confidence: 99%

Section: Infrared Spectrum Analysismentioning

confidence: 99%

Section: Infrared Spectrum Analysismentioning

confidence: 99%

Section: Infrared Spectrum Analysismentioning

confidence: 99%

See 2 more Smart Citations

Characterization of mono-diacylglycerols, cellulose nanocrystals, polypropylene, and supporting materials as raw materials for synthesis of antistatic bionanocomposites

Sarfat

Setyaningsih

Fahma

et al. 2022

IOP Conf. Ser.: Earth Environ. Sci.

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“…However, it is challenging to synthesize FAME with a particular monoglyceride concentration [19]. Monoglyceride synthesis takes a long time, and special reactors [20][21][22] cannot be applied industrially [23]. Therefore, we synthesized esters whose structure is similar to monoglycerides by a simple reflux method, which did not require a long time, and tested their lubricity properties.…”

Section: ■ Introductionmentioning

confidence: 99%

Synthesis of 2-Hydroxyethyl Esters from Castor Oil as Lubrication Bio-Additive Candidates for Low-Sulfur Fossil Diesel

et al. 2022

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The present work aims to study the synthesis of 2-hydroxyethyl esters from castor oil and its lubrication properties, promising as a lubrication bio-additive in low sulfur diesel fuel. This compound has been successfully synthesized from castor oil and ethylene glycol. The oil to ethylene glycol molar ratio was adjusted to 1:10, and the catalyst loading was used at 9% mole oil. Then, the mixture was refluxed for 5 h. The product components were characterized using GC-MS. The standard ASTM method was used to study the kinematic viscosity and lubrication. The product was dominated by 2-hydroxyethyl esters (94.16%), di-ester (1.12%), and cyclic ester (1.92%). The analysis of friction coefficient and wear scar diameter (WSD) using High-Frequency Reciprocating Rig (HFRR) shows the coefficient of friction and WSD of the product better than reference diesel fuel. From the results of this study, the 2-hydroxyethyl ester of castor oil, especially 2-hydroxyethyl ricinoleate, is the main responsible for the lubricating properties. Thus, 2-hydroxyethyl esters of castor oil can be proposed as an alternative bio-additive to improve the lubrication of low-sulfur fossil diesel fuels.

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An Effective Strategy for the Production of Lauric Acid–Enriched Monoacylglycerol via Enzymatic Glycerolysis from Black Soldier Fly (Hermetia illucens) Larvae (BSFL) Oil

et al. 2021

Appl Biochem Biotechnol

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Synthesis and characterization of monoacylglycerols through glycerolysis of ethyl esters derived from linseed oil by green processes

Abstract: The synthesis of monoacylglycerol (MAG) through the glycerolysis of ethyl ester mixture (biodiesel) was investigated in this study from linseed oil, low-cost alternative feedstock, using an alkaline catalyst with green reagent.

Cited by 16 publications

References 43 publications

Characterization of mono-diacylglycerols, cellulose nanocrystals, polypropylene, and supporting materials as raw materials for synthesis of antistatic bionanocomposites

Characterization of mono-diacylglycerols, cellulose nanocrystals, polypropylene, and supporting materials as raw materials for synthesis of antistatic bionanocomposites

Synthesis of 2-Hydroxyethyl Esters from Castor Oil as Lubrication Bio-Additive Candidates for Low-Sulfur Fossil Diesel

An Effective Strategy for the Production of Lauric Acid–Enriched Monoacylglycerol via Enzymatic Glycerolysis from Black Soldier Fly (Hermetia illucens) Larvae (BSFL) Oil

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