Synthesis of Fatty Acid Esters of Selected Higher Polyols Over Homogeneous Metallic Catalysts

Nowicki, Janusz; Stańczyk, Dorota; Drabik, J.; Mosio-Mosiewski, J.; Woszczyński, Piotr; Warzała, M.

doi:10.1007/s11746-016-2840-7

Cited by 20 publications

(15 citation statements)

References 12 publications

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“…The amount of basic phosphate was a three-fold molar excess relative to the acid values of the crude esters. This method was considered as the best for purification of crude fatty acid esters of various polyols [28]. …”

Section: Resultsmentioning

confidence: 99%

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Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst

Nowicki

Woch

Mościpan

et al. 2017

J Surfact & Detergents

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The synthesis of selected polyoxyethylene–polyoxypropylene block copolymer (poloxamer) fatty acid monoesters is presented. Organotin homogeneous catalyst Sn bis(2-ethylhexanoate) effectively catalyzed the esterification reaction of (EO)–(PO)–(EO) block copolymer (poloxamer) with fatty acids. The reaction proceeded in high yield and high selectivity to monoesters. Content of diesters in final products was below 1 wt%. The new protocol opened up a high yield and high selective method for the synthesis of poloxamer fatty acid monoesters. These products are potentially interesting for industrial applications, e.g. in lubricants, cosmetics and, in particular, as potential emulsifying agents compatible with hydrocarbon bases, such as paraffin.Electronic supplementary materialThe online version of this article (doi:10.1007/s11743-017-2020-2) contains supplementary material, which is available to authorized users.

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Section: Resultsmentioning

confidence: 99%

“…synthesis of polyesters. Our previous experiments on the esterification reaction of higher fatty acids and polyols conducted over various Ti, Zr and Sn catalysts have shown that homogeneous Sn bis (2-ethylhexanoate) is characterized by the highest activity and selectivity to the desired products [28]. …”

Section: Introductionmentioning

confidence: 99%

Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst

Nowicki

Woch

Mościpan

et al. 2017

J Surfact & Detergents

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“…Plant oil fatty acid esters were synthesised from oleic and ISAs according to previous described method. 44 In the typical synthesis, fatty acid (0.6 mol) and corresponding polyol in the molar ratio COOH: OH 1: 1 were placed in 250-mL four-neck glass reactor equipped with mechanical stirrer and electronic temperature controller. The reactor was equipped with a Claisen condenser and a gas bubbler in order to introduce a weak N 2 flow through the reactor.…”

Section: Figure 1 Fatty Acid Esters Synthesised In This Studymentioning

confidence: 99%

“…The synthesis procedure of plant oil fatty acids of selected polyols (trimethylolpropane and pentaerythritol) has been described in more details in our previous report . In this study, we developed a very effective method of the synthesis of plant oil derived fatty acid esters of higher polyols that have been significantly extended and supplemented.…”

Section: Introductionmentioning

confidence: 99%

“…The synthesis procedure of plant oil fatty acids of selected polyols (trimethylolpropane and pentaerythritol) has been described in more details in our previous report. 44 In this study, we developed a very effective method of the synthesis of plant oil derived fatty acid esters of higher polyols that have been significantly extended and supplemented. In particular, for the first time, both physico-chemical characterisation and also tribological and thermo-oxidative properties were more deeply investigated, analysed, and discussed for comparative purposes.…”

Section: Introductionmentioning

confidence: 99%

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Tribological characterisation of plant oil derived fatty acid esters of higher polyols: Comparative experimental study

Nowicki

Drabik

Woszczyński

et al. 2019

Lubrication Science

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In this paper, we present the study on the synthesis, physico‐chemical, and tribological characterisation of selected plant‐derived fatty acids esters of higher polyols. We described here more effective method synthesis of desired esters with high yields and high selectivities. In our novel and improved synthesis protocol, we applied homogeneous Sn catalysts. Physico‐chemical characterisation and lubricating properties of synthesised esters have been determined and discussed. Our results showed that the synthesised esters are characterised by excellent viscosity, good low temperature, and lubrication properties. High thermal resistance is the main benefit of synthesised esters. For fatty acid esters of trimethylolpropane dimer, onset temperatures are around 400°C and decomposition temperatures above 460°C, which makes these esters applicable in higher temperature.

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Combined Esterification and Short‐Path Distillation for High‐Purity Pentaerythritol Ester from Palm Kernel for Biolubricants

Maurad

Yeong

Idris

et al. 2018

J Americ Oil Chem Soc

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The development of specialty esters using palm-based materials through a solventless and autocatalytic method was investigated. The C 8− C 10 fatty-acid esters of pentaerythritol are the bases for high-performance lubricants. In the present study, an easy and efficient method was developed using an esterification process coupled with short-path distillation to produce high-purity pentaerythritol ester (PEE) for the more complete removal of acid value (AV) in the end products. The compositions of the distilled PEE have the highest 96% w/w % tetraester at an evaporator temperature of 200-225 C and a vacuum pressure of 0.05 mbar to retain a low AV of less than 1 mg KOH g −1 and a low hydroxyl value. The rate of heating at 30 C h −1 was found to be crucial in obtaining high-purity tetraester. According to Organization for Economic Cooperation and Development (OECD) 301F, PEE is readily biodegradable and 100% biodegradability can be achieved in less than 9 days. PEE produced has shown lubricant properties and can be used as a base stock for biolubricant composition.Keywords Environment Á Biolubricant Á Pentaerythritol ester Á Tetraester J Am Oil Chem Soc (2018) 95: 1421-1429.

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Synthesis of Fatty Acid Esters of Selected Higher Polyols Over Homogeneous Metallic Catalysts

Cited by 20 publications

References 12 publications

Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst

Selective Synthesis of Polyoxyethylene–Polyoxypropylene Block Copolymer (Poloxamer) Fatty Acid Monoesters Over Homogeneous Organotin Catalyst

Tribological characterisation of plant oil derived fatty acid esters of higher polyols: Comparative experimental study

Combined Esterification and Short‐Path Distillation for High‐Purity Pentaerythritol Ester from Palm Kernel for Biolubricants

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