4813-60-9

Usage

InChI:InChI=1/C24H46O4/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(27)28-22-24(4-2,20-25)21-26/h11-12,25-26H,3-10,13-22H2,1-2H3/b12-11-

Upstream product

• 77-99-6 1,1,1-tri(hydroxymethyl)propane 
• 112-62-9 Methyl oleate 
• 112-80-1 cis-Octadecenoic acid 

Relevant academic research and scientific papers

A method for preparing fatty acid polyhydric alcohol ester

The present invention relates to a fatty acid polyol ester preparation method, which comprises: adopting metatitanic acid as a raw material, carrying out drying crushing on the metatitanic acid, immersing the treated metatitanic acid in a sulfuric acid solution, filtering, drying, crushing, and calcining to prepare a titanium source solid acid catalyst; and adopting a polyol and a fatty acid as raw materials, adding the titanium source solid acid catalyst, carrying out an esterification reaction at a certain temperature under the protection of nitrogen gas with water, and carrying out a separation refinement treatment on the obtained fatty acid polyol ester crude product to obtain a fatty acid polyol ester product. According to the present invention, the industrial metatitanic acid is adopted as the titanium source to prepare the solid acid catalyst so as to avoid problems of corrosion on equipment, complex product post-treatment, difficult catalyst separation, easy pollution generation and the like of use of sulfuric acid and other liquid acid catalysts, and characteristics of low raw material preparation cost, simple preparation process, effectively reduced production cost, high catalyst catalysis efficiency, and efficient fatty acid and polyol esterification reaction performing within a short time are provided compared with the solid super acid.

Complementarity of heterogeneous and homogeneous catalysis for oleic acid esterification with trimethylolpropane over ion-exchange resins

This work investigates the effect of Amberlyst 36, Purolite CT482 and Purolite CT275DR on the esterification of oleic acid with trimethylolpropane for production of the triester. The results assess that, while the three resins catalyze heterogeneously the

PROCESS FOR PREPARING BIODEGRADABLE LUBRICANT BASE OILS

The invention discloses an improved process for preparing fatty acid esters with 100 mol % selectivity suitable as biodegradable lubricant base oils, comprising contacting a fatty compound with an alcohol in presence of a solid, phosphonate catalyst having molecular formula: M(X)2-nYn.mH2O where X refers to phenyl phosphonate, Y refers to HPO42? or HPO32?, M refers to a metal or metalloid ion preferably taken from the group consisting of Zr, Zn, Cd, Al, Sn, La and Ce, the value of n varies from 0.2 to 1.8 and the value of m varies from 0 to 5, wherein the fatty compound is a fatty acid or fatty acid methyl or ethyl ester or vegetable oil or animal fat or their mixture thereof and alcohol is a monohydric alcohol with 6 to 22 carbon atoms or a polyol with at least two hydroxyl groups.

Behavior of cation-exchange resins employed as heterogeneous catalysts for esterification of oleic acid with trimethylolpropane

Four cation-exchange resins (Dowex 50wx2, Amberlyst 36, Purolite CT482 and Purolite CT275DR) were investigated as catalysts in the esterification of oleic acid (OA) with trimethylolpropane (TMP). All four resins accelerated the reaction kinetics. The results showed that in a solvent-free system, the gel-type resin Dowex 50wx2 must be pre-swollen prior the reaction to achieve high catalytic performance. Contrary, the macro-reticular Amberlyst 36, Purolite CT482 and Purolite CT275DR do not need any pre-treatment to be active. The latter is due to the high crosslinking degree of these resins. Recyclability tests showed that the resins slightly lose their activity after the first use but retain stable activity during the further uses. The activity decay of the recycled resins is referred to the partial blocking of the active sites by the co-produced water. Additional studies confirmed the high stability of the chosen resins toward leaching in polar medium. Overall, both high stability and possibility of reusing through still high catalytic activity make the resins attractive candidates as heterogeneous catalysts for such complex industrial process.

Immobilizing heteropolyacids on zirconia-modified silica as catalysts for oleochemistry transesterification and esterification reactions

A new method of chemical immobilization of Keggin heteropolyacids (HPAs) was suggested. H3PW12O40, H4SiW12O40, and H3PMo12O40 were immobilized on the silica which was previously grafted with zirconium butoxide. The immobilization method promoted strong interaction HPA-support and yielded 25 wt.% of well-dispersed HPAs, so increasing the density of acid sites. The catalysts were active in the reaction of transesterification of methyl stearate with n-butanol and esterification of oleic acid with trimethylolpropane. We demonstrate that, contrary to the immobilized H3PMo12O40, the H3PW12O40 and H4SiW12O40-based catalysts are stable toward leaching in a non-polar oleic acid medium. A discussion on circumventing the leaching in non-polar versus polar media is proposed in terms of interaction strength HPA-support. The stronger interaction (i.e., better resistance for leaching) between the support and H3PW12O40 (or H4SiW12O40) is referred to the lower difference of electronegativity between Zr and W and the lower polarizability of the bonds Zr-O-W compared to Zr-O-Mo.

Zirconium phenyl phosphonate phosphite as a highly active, reusable, solid acid catalyst for producing fatty acid polyol esters

The application of zirconium phenyl phosphonate phosphite (ZrPP) as a solid acid catalyst for producing polyol esters by esterification of glycerol or trimethylolpropane with a fatty acid (C8-C18.1) is reported for the first time. ZrPP exhibits high catalytic activity and in particular, (di + tri) esters selectivity (92.3 mol%). These esters of polyols are known for their application as biolubricants. The catalyst prepared using phosphorous acid to phenyl phosphonic acid molar ratio of 3:1 was found superior. The influence of process parameters on activity and selectivity of the catalyst was investigated. ZrPP was reusable in at least three recycling experiments. Hydrophobicity due to exposed phenyl groups on the surface is the possible cause for superior esterification activity of this novel, solid catalyst.

Microwave barrel reactor use in trimethylolpropane oleate synthesis by Candida antarctica lipase in a biphasic non-solvent process

A novel microwave barrel reactor (MBR) was constructed and used in lipase catalyzed biolubricant synthesis. The MBR is thought as a versatile process tool for biotransformation and green chemistry that overcomes current size limitations in microwave reactors. A lipase mediated biotransformation in the MBR was compared to a state of the art jacketed reactor with external heat exchanger. Oleic acid and trimethylolpropane converted quantitatively (96%) into biolubricants using microwave induction. The heat dissipation in the MBR was analyzed by thermal imaging and inside thermometry. Conversion rates, rate constants and pseudo reaction orders were in line with conventional processing and no microwave effect was detected. The MBR is a versatile new reactor for non solvent, minimal and common solvent processing in the microwave field. While the subject of investigations was biolubricant synthesis in the MBR, the technology described is of wider potential interest in the field of biomass processing and sustainable chemical manufacture.

Heteropolyacid salts as self-separation and recyclable catalysts for transesterification of trimethylolpropane

A series of heteropolyacid (HPA) salts as catalysts were prepared and characterized. Transesterifications of trimethylolpropane (TMP) were carried out using these catalysts. The influence of organic cations and heteropolyanions on the reaction, optimization of reaction conditions, and catalytic reusability were investigated. The results show that the heteropolyacid (HPA) salts present a self-separation performance after reaction, which can be easily recovered and quite steadily reused as demonstrated by a eight-run recycling test. Moreover, the pyridinium with PW12O403- as the anion ([PyBS]3PW12O40) showed the best catalytic performance among the heteropolyacid salts for the transesterification of trimethylolpropane with various methyl esters.