Synthesis of Dimer Acid 2‐Ethylhexyl Esters and their Physicochemical Properties as Biolubricant Base Stock and their Potential as Additive in Commercial Base Oils

Journal of the American Oil Chemists' Society - Tập 98 Số 6 - Trang 683-695 - 2021
Shehu Isah1, Jainwei Zhang2,3, Girma Biresaw4, Gary D. Strahan3, Alberto Núñez3, Victor T. Wyatt3,5, Helen L. Ngo3, Gulnihal Ozbay6
1Department of Chemistry, Delaware State University, Dover, DE 19901, USA.
2Chemistry and Chemical Engineering Department, South China University of Technology, Guangdong, 510640 China
3U.S. Department of Agriculture, Agricultural Research Service, Eastern Regional Research Center, 600 East Mermaid Lane, Wyndmoor, PA 19038, USA
4U.S. Department of Agriculture, Agricultural Research Service, National Center for Agricultural Utilization Research, 1815 N University St., Peoria, IL 61604, USA
5Victor T. Wyatt
6Department of Agricultural and Natural Resources, Delaware State University, Dover, DE, 19901 USA

Tóm tắt

AbstractPreviously synthesized C36‐dimer acids (DA) have been esterified (97 ± 0.2% conversion at 120 °C for 72 hours) with 2‐ethylhexanol (2‐EH) to produce a new class of C52‐DA 2‐EH esters that have potential application in biolubricant formulations such as base oils and additives. Investigation of physicochemical and lubricant properties showed the bio‐based esters have good solubility in commercial base stocks such as polyalpha olefin (PAO‐6) (>20 w/w) and high‐oleic sunflower oil (HOSuO) (>20 w/w). The neat C52‐DA 2‐EH esters displayed a three‐ to eightfold higher kinematic viscosity and comparable viscosity index (VI = 134) as a commercial base stock, PAO‐6 (VI =137). Both C52‐DA 2‐EH esters, whose parent C36‐DA were synthesized with two different zeolite catalysts, were oxidatively stable above 176 °C. Blending C52‐DA 2‐EH esters in HOSuO improved the pour point (PP) of HOSuO from −18.8 to −21.0 °C at 1% w/w and the cloud point (CP) from −6.3 to −10.6 °C at 8% w/w of C52‐DA 2‐EH ester 1. A similar trend was observed for C52‐DA 2‐EH ester 2, indicating that the esters possess PP depressant (PPD) characteristics in HOSuO blends. Blending C52‐DA 2‐EH esters in PAO‐6 increased the VI of PAO‐6, which is an indication that the bio‐based esters were acting as VI improvers (VII). It was concluded that C52‐DA 2‐EH esters can be employed commercially as bio‐based base oils and as PPD and VII additives in lubricant formulations.

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Tài liệu tham khảo

10.1016/S0040-6031(00)00626-2

10.1002/ejlt.201900228

10.21894/jopr.2017.2901.12

ASTM D‐2270‐93, 2012, Annual book of ASTM standards, 849

ASTM D‐2500, 2012, Annual book of ASTM standards, 949

ASTM D‐6186‐08, 2012, Annual book of ASTM standards, 52

ASTM D‐7042‐11a, 2012, Annual book of ASTM standards, 186

ASTM D‐97, 2012, Annual book of ASTM standards, 100

10.1016/j.biortech.2009.09.036

10.1002/ejlt.200800033

10.1080/10402004.2019.1571259

10.1007/s11746-002-0434-5

10.1021/jf404289r

10.1021/ie50448a014

10.1021/ja01233a504

10.1007/s11746-004-0899-2

10.1007/s11746-007-1052-6

Cosgrove J. P.(1991)Process for making a dicarboxylic acid.US patent 5053534A.

10.1007/BF02672546

10.1016/j.fuel.2013.02.028

10.1007/s11746-015-2643-2

Dunn R. O., 1997, Winterized methyl esters from soybean oil: An alternative diesel fuel with improved low‐temperature flow properties, Journal of Fuels and Lubricants, 106, 640

10.1002/aocs.12226

Elsasser S. A. &Mccargar.L. A.(2001)Methods of preparing dimeric fatty acids andor esters thereof containing low residual inter‐esters and the resulting dimeric fatty acids and/or dimeric fatty esters.US patent 6187903B1.

Gunstone F. D., 1974, Dibasic acids, 397

10.1016/j.fuel.2016.11.001

10.1016/j.carbpol.2014.12.029

European Journal of Lipid Science and Technology 2014 116 Improved zeolite regeneration processes for preparing saturated branched‐chain fatty acids

10.1002/ejlt.201500468

10.1016/j.biortech.2005.03.028

10.1016/j.biortech.2010.04.063

10.1002/jsfa.2559

10.4028/www.scientific.net/AMR.791-793.120

10.1007/s11746-010-1574-1

10.1016/j.indcrop.2017.04.005

10.1016/j.indcrop.2020.112132

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Thông tin xuất bản

Journal of the American Oil Chemists' Society

Tập 98 Số 6

683-695

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