scholarly journals Diesters Biolubricant Base Oil: Synthesis, Optimization, Characterization, and Physicochemical Characteristics

2012 ◽  
Vol 2012 ◽  
pp. 1-10 ◽  
Author(s):  
Jumat Salimon ◽  
Nadia Salih ◽  
Bashar Mudhaffar Abdullah

Diesters biolubricant base oil, oleyl 9(12)-hydroxy-10(13)-oleioxy-12(9)-octadecanoate (OLHYOOD) was synthesized based on the esterification reaction of 9,12-hydroxy-10,13-oleioxy-12-octadecanoic acid (HYOOA) with oleyl alcohol (OL) and catalyzed by sulfuric acid (SA). Optimum conditions of the experiment to obtain high yield % of OLHYOOD were predicted at ratio of OL/HYOOA of 2 : 1 mol/mol, ratio of SA/HYOOA of 0.7 : 1 mol/mol, reaction temperature 110°C, and 7 h of reaction time. At this condition, the yield of OLHYOOD was 88.7%. Disappearance of carboxylic acid (C=O) peak has been observed by FTIR with appearance of ester (C=O) peak at 1738 cm-1.13C, and1H NMR spectra analyses confirmed the result of OLHYOOD with the appearance of carbon-ester (C=O) chemical shift at 173.93 ppm and at 4.05 ppm for13C and1H NMR, respectively. The physicochemical characteristics of the OLHYOOD were also determined, which showed improved low temperature properties (PP) −62°C, viscosity index (VI) at 192 and also increased oxidative stability (OT) up to 215.24°C.

2011 ◽  
Vol 2011 ◽  
pp. 1-8 ◽  
Author(s):  
Jumat Salimon ◽  
Nadia Salih ◽  
Bashar Mudhaffar Abdullah

For environmental reasons, a new class of environmentally acceptable and renewable biolubricant based on vegetable oils is available. In this study, oxirane ring opening reaction of monoepoxide linoleic acid (MEOA) was done by nucleophilic addition of oleic acid (OA) with usingp-toluene sulfonic acid (PTSA) as a catalyst for synthesis of 9(12)-hydroxy-10(13)-oleoxy-12(9)-octadecanoic acid (HYOOA) and the physicochemical properties of the resulted HYOOA are reported to be used as biolubricant base oils. Optimum conditions of the experiment using D-optimal design to obtain high yield% of HYOOA and lowest OOC% were predicted at OA/MEOA ratio of 0.30 : 1 (w/w), PTSA/MEOA ratio of 0.50 : 1 (w/w), reaction temperature at 110, and reaction time at 4.5 h. The results showed that an increase in the chain length of the midchain ester resulted in the decrease of pour point (PP) , increase of viscosity index (VI) up to 153, and improvement in oxidative stability (OT) to 180.94.


2013 ◽  
Vol 594-595 ◽  
pp. 362-369 ◽  
Author(s):  
Salina Mat Radzi ◽  
Nurul Jannah Abd Rahman ◽  
Hanina Mohd Noor ◽  
Mahiran Basri

Enzymatic synthesis of kojic ester, a bio-based whitening agent, was successfully carried out via esterification reaction between oleic acid and kojic acid. Commercial immobilized lipases of Novozym 435 and Lipozyme RM IM were used in combination as biocatalyst in the reaction system. Various reaction parameters were chosen to optimize the reaction in order to obtain a high yield of kojic ester including the best ratio of lipases, reaction time and reaction temperature. The optimum conditions for the synthesis of kojic ester was achieved at reaction time of 12 hours, temperature of 60 οC and equal ratio of lipases to produce more than 70 % yield. Antimicrobial tests of synthesized kojic ester towards several types of bacteria via Minimum inhibitory concentration (MIC) and Minimum bactericidal concentration (MBC) analyses were also examined. The results obtained suggested that kojic ester exhibits a good bactericidal effect towards all bacteria tested such as Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Salmonella typhimurium.


2013 ◽  
Vol 634-638 ◽  
pp. 659-663
Author(s):  
Mei Chao Chen ◽  
Huai Qi Shao ◽  
Tao Jiang

Oligomerization of 1-butylene catalyzed by Bis(tetramethylcyclopentadienyl) Zirconium dichloride/MAO was investigated in detail under different conditions including reaction temperature, Al/Zr molar ratios, co-catalysts, concentration of catalyst to determine the optimal reaction conditions. The work shown that oligomer of 1-butylene in this catalyst system featured a kind of base oil of lubricant with pour point of -22 °C, kinematic viscosity of 2999 mm2/s at 40 °C and 2530 mm2/s at 100 °C, viscosity index of 258 and a moderate average molecular weight. In addition, the oligomer obtained was characterized by 1H-NMR and IR.


2012 ◽  
Vol 9 (1) ◽  
pp. 99-106 ◽  
Author(s):  
Naowara Al-Arafi ◽  
Jumat Salimon

Four homogeneous acidic catalysts were tested for their ability to catalyze the esterification reaction of oleic acid and oleyl alcohol to produce oleyl oleate, a wax ester. Sulfuric acid showed relatively higher specific activity. Various reaction parameters were optimised to obtain high percentage yield of oleyl oleate. The optimum condition to produce oeyl oleate was reaction time; 5 h, temperture; 90°C, amount of sulforic acid 0.15 g and molar ratio of oleyl alcohol to oleic acid; 1:1. Percentage yield of wax ester obtained at these optimum reaction conditions was 93.88. Disappearance of carboxylic acid (C=O) peak has confirmed by FTIR with appearance of ester (C=O) peak at 1739 cm−1.1H NMR spectra analyses confirmed the result of oleyl oleate with appearance of ester (-CH2OCOR) at 4.02 ppm and also the13C-NMR confirmed the result with appearance of ester (C=O) peak at 173.2 ppm. The low-temperture behavior of compound synthesized was determined through its pour point (PP), viscosity index (VI) and flash point (FP) values. The results showed that oleyl oleate exhibited the most favorable low-temperture performance of PP, VI and FP with −31°C, 197.5 and 320°C respectively. This is due to increase of the molacular weight thus improve the low temperture property significantly.


2019 ◽  
Vol 16 (7) ◽  
pp. 1024-1031
Author(s):  
Diparjun Das ◽  
Kalyani Rajkumari ◽  
Lalthazuala Rokhum

Aim and Objective: Sustainable production of fine chemicals both in industries and pharmaceuticals heavily depends on the application of solid-phase synthesis route coupled with microwave technologies due to their environmentally benign nature. In this report, a microwave-assisted esterification reaction using polymer-bound triphenylphosphine and 4,4′-dinitroazobenzene reagent system was investigated. Materials and Methods: The solvents were obtained from Merck India. Polymer-bound triphenylphosphine (~3 mmol triphenylphosphine moiety/g) was acquired from Sigma-Aldrich. The progress of the reaction was observed by thin-layer chromatography. All the reactions were performed in Milestones StartSYNTH microwave. The NMR spectra were recorded on Bruker Avance III 300, 400, and 500 MHz FT NMR Spectrometers. Using azo compound and polymer-bound triphenyl phosphine as a coupling reagent, esterification of different carboxylic acids with alcohols was performed under microwave irradiation. Results: Esterification of benzoic acid with 1-propanol under microwave irradiation gave a high yield of 92% propyl benzoate in 60 minutes only. Isolation of the ester products was relatively simple as both the byproducts polymer-bound triphenylphosphine oxide and hydrazine could be removed by simple filtration. The rates of reactions were found to be directly proportional to the pKa of the benzoic acids. Conclusion: 4,4′-Dinitroazobenzene was introduced as a novel coupling reagent, in conjugation with polymer-bound triphenylphosphine, for esterification reactions under microwave irradiation. The low moisture sensitivity of the reaction system, easy separation of the byproducts, and column chromatographyfree isolation of esters help our methods with application significance, particularly from the ‘Sustainable Chemistry’ perspective.


2011 ◽  
Vol 328-330 ◽  
pp. 203-208 ◽  
Author(s):  
Cheng Bin Chen ◽  
Da Heng Mao ◽  
Chen Shi ◽  
Yang Liu

Nano-WS2(tungsten disulfide nanoparticles)lubricating oil additive, prepared by the nanometer WS2particulates and semi-synthetic engine base oil as raw materials, was added into Great Wall engine oil with different mass ratio. With a contrast study on these oil samples, the results show that it can improve the extreme pressure, antiwear and viscosity-temperature properties of the engine oil effectively by adding a certain amount of nano-WS2additive, and the optimal concentration is 2wt%. The oil film strength, sintering load and viscosity index of this lubricating oil is respectively 1.35 times, 1.58 times and 1.05 times as that of Great Wall engine oil. In addition, when tested under the grinding conditions of 392 N, 1450 r /min and 30 min, the diameter of worn spot reduces 0.018mm, and the average friction coefficients of friction pairs decrease 16.3%, both of which are lubricated by the oil containing nano-WS2additive. Meanwhile, the experiments testify that the tribological and viscosity-temperature properties of the nano-WS2additive are better than that of the Henkel MoS2additive.


2017 ◽  
Vol 79 (7) ◽  
Author(s):  
Ida Nurhazwani Abd Rahman ◽  
Fatin Myra Abd Manan ◽  
Nur Haziqah Che Marzuki ◽  
Naji A. Mahat ◽  
Nursyafreena Attan ◽  
...  

Being the prevailing approach for producing esters such as butyl butyrate, the use of chemical route has been linked to numerous disadvantages. Hence, a green alternative method for higher yield production of butyl butyrate by esterification reaction utilizing Novozyme 435 as biocatalysts in a solvent-less system may prove useful. Such approach can be further improved by optimizing the relevant reaction parameters using the Response Surface Methodology by the Box-Benkhen Design attempted in this present study. The reaction parameters evaluated were: substrate molar ratio, time and temperature, and the response of each parameter was measured as percentage conversion yield. Using the Design Expert 7.1.6 optimization functions, the two sets of optimum conditions selected viz. [i] molar ratio butyric acid:butanol 1:3.93, 9.93 h at 56.09°C and [ii] molar ratio butyric acid:butanol 1:3.35, 9.79 h at 53.90°C had afforded the highest yield of butyl butyrate i.e. 99.62% and 99.55%, respectively. The ester product obtained from the reaction were confirmed as butyl butyrate by FTIR and GC. Therefore, the results substantiated the applicability of the RSM prediction technique as well as efficacy of Novozyme 435 as biocatalysts in the high yield solvent-less synthesis of butyl butyrate, adhering to the philosophy of Green Chemistry.


Lubricants ◽  
2022 ◽  
Vol 10 (1) ◽  
pp. 6
Author(s):  
Seyed Ali Khalafvandi ◽  
Muhammad Ali Pazokian ◽  
Ehsan Fathollahi

Four commercial viscosity index improvers (VII) have been used to investigate the behavioral differences of these compounds in three types of universally applicable base oils. The used VIIs are structurally three types of co-polymer: ethylene-propylene, star isoprene, and two di-block styrene-isoprene. After dissolving of different amounts of VIIs in different base oils, the kinematic viscosities at two standard temperatures were determined and the intrinsic viscosities were calculated according to Huggins method, then the effects of changes in base oil and polymer type were investigated. Intrinsic viscosities as criteria for polymer molecules sizes were found to be higher at lower temperature than at higher temperature. Dependence of intrinsic viscosity on the polymer molecular weight was observed. In the previous works, one or two types of VIIs were studied in only one type of base oil and/or solvent, not different base oils. Furthermore, different ranges of temperatures and concentrations not necessarily applied ranges were selected, but in this work, common base oils and most commercial VIIs were used and the viscometric properties were compared at two temperatures. Viscosities at these temperatures are used for determining VI and definition of lubricant’s viscosity grades. VI improvement is the main cause of VII usage.


Author(s):  
Heuntae Jo ◽  
Muhammad Kashif Khan ◽  
Muhammad Irshad ◽  
Malik Waqar Arshad ◽  
Seok Ki Kim ◽  
...  

2015 ◽  
Vol 815 ◽  
pp. 594-600 ◽  
Author(s):  
Xiao Liu ◽  
Zi Ming Wang ◽  
Jie Zhu ◽  
Ming Zhao ◽  
Yun Sheng Zheng

A novel superplasticizer with a multi-arm structure, i.e., a “core” connected with multiple copolymer “arms”, was synthesized through two steps including an esterification reaction between polyhydric alcohols and acrylic acid and a copolymerization reaction in an aqueous solution among the esterification product, isobutenyl polyethylene glycol and acrylic acid. The reaction conditions were determined, and the results showed that the esterification rate can reach above 95% with a water-carrying agent of 70g, a catalyst/alcohol molar ratio of 0.07, an inhibitor/monomer molar ratio of 0.03, and a reaction time of 7 hrs. The reaction products were characterized by 1H Nuclear Magnetic Resonance (1H NMR) and Fourier Transform infrared spectroscopy (FTIR). It is confirmed to be the multi-arm structure, and the self-synthesized superplasticizer with a multi-arm structure exhibited higher energy efficiency, which was in accordance with its excellent paste fluidity performances and adsorption behavior in cement paste


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