Synthesis of 10-undecenoic acid based C 22 -dimer acid esters and their evaluation as potential lubricant basestocks

Industrial Crops and Products - Tập 103 - Trang 141-151 - 2017
Sathyam Reddy Yasa1, Snehalatha Cheguru1, Saravanan Krishnasamy1, Padmaja V. Korlipara1, Amit Kumar Rajak1, Vijayalakshmi Penumarthy1
1Centre for Lipid Research, CSIR‐Indian Institute of Chemical Technology (CSIR‐IICT), Hyderabad 500007, Telangana, India

Tóm tắt

Từ khóa


Tài liệu tham khảo

Adhvaryu, 2000, Oxidation kinetic studies of oils derived from unmodified and genetically modified vegetables using pressurized differential scanning calorimetry and nuclear magnetic resonance spectroscopy, Thermochim. Acta, 364, 87, 10.1016/S0040-6031(00)00626-2

Biermann, 2008, Synthesis of alkyl-branched fatty acids, Eur. J. Lipid Sci. Technol., 110, 805, 10.1002/ejlt.200800033

Blake, 1961, Thermal stability as a function of chemical structure, J. Chem. Eng. Data, 6, 87, 10.1021/je60009a020

Booser, 1984, vol. 3, 463

Bried, 1947, Synthetic lubricant fluids from branched-chain diesters physical and chemical properties of pure diesters, Ind. Eng. Chem., 39, 484, 10.1021/ie50448a014

Burg, 1991, Preparation of meadowfoam dimer acids and dimer esters: and their use as lubricants, J. Am. Oil Chem. Soc., 68, 600, 10.1007/BF02660161

Cann, 1944, Polymerization of undecylenic acid in the presence of boron fluoride, J. Am. Chem. Soc., 66, 839, 10.1021/ja01233a504

Cermak, 2006, Synthesis and physical properties of estolides from lesquerella and castor fatty acid esters, Ind. Crops Prod., 23, 54, 10.1016/j.indcrop.2005.04.001

Christie, 1982, 107

J.P. Cosgrove, 1991. Process for making a dicarboxylic acid. US. Patent. 5053534A.

Cowan, 1962, Dimer acids, J. Am. Oil Chem. Soc., 39, 534, 10.1007/BF02672546

Den Otter, 1970, The Dimerization of oleic acid with a montmorillonite catalyst III: Test of the reaction model, Fette. Seifen. Anstrichmittel., 12, 1056, 10.1002/lipi.19700721213

Elodie, 2010, Dimer acid-based thermoplastic bio-polyamides: reaction kinetics, properties and structure, Polymer, 51, 5895, 10.1016/j.polymer.2010.10.026

F.A. Elsasser, L.A. Mccargar, Method of preparing dimeric fatty acids and/or esters thereof containing low residual interesters and the resulting dimeric fatty acids and/or dimeric fatty esters, US Patent, 6187903.

Fan, 1998, Synthesis and characterization of polyamide resins from soy-based dimer acids and different amides, J. Appl. Polym. Sci., 68, 305, 10.1002/(SICI)1097-4628(19980411)68:2<305::AID-APP12>3.0.CO;2-W

Fox, N.J., Stachowiak, G., 2007. ‘Vegetable oil based lubricants–A review of oxidation' Tribology International 40, 1035–1046.

Gryglewicz, 2005, Dicarboxylic acid esters as components of modern synthetic oils, Ind. Lubr. Tribol., 57, 128, 10.1108/00368790510595101

Gunstone, 1994, The lipid handbook

Havet, 2001, Tribological characteristics of some environmentally friendly lubricants, Wear, 248, 140, 10.1016/S0043-1648(00)00550-0

K.S. Hayes,1988. Polymerization of fatty acids, US Patent, 4776983.

Kale, 1991, Studies on kinetics and preparation of C36 dimer acid esters, J. Am. Oil Chem. Soc., 68, 583, 10.1007/BF02660156

Kamalakar, 2014, Novel acyloxy derivatives of branched mono- and polyol esters of sal fat: multiviscosity grade lubricant base stocks, J. Agric. Food Chem., 62, 11980, 10.1021/jf504700m

Kemnitz, 2010, Origin of stability in branched alkanes, Chem. Eur. J., 16, 6942, 10.1002/chem.200902550

Krafft, 1884, Ueber den bei der destillation von ricinusol im vacuum erhaltenen unloslichen ruckstand, Ber. Dtsch. Chem. Ges., 17, 2985, 10.1002/cber.188401702276

Kumar, 2008, An evaluation of multipurpose oil seed crop for industrial uses (Jatropha curcas L): A review, Ind. Crops Prod., 28, 1, 10.1016/j.indcrop.2008.01.001

Lee, 2015, Effects of the addition of dimer acid alkyl esters on the properties of ethyl cellulose, Carbohydr. Polym., 121, 284, 10.1016/j.carbpol.2014.12.029

Leonard, 1979, Polymerization-dimer acids, J. Am. Oil Chem. Soc., 56, 782A, 10.1007/BF02667445

Mckeon, 2007, Non food uses of oils and fats, 615

Metzger, 2009, Fats and oils as renewable feedstock for chemistry, Eur. J. Lipid Sci. Technol., 111, 865, 10.1002/ejlt.200900130

Miller, S.E., Miller, B.B., 1968. Clay catalyst for polymerization of unsaturated fatty acids. US. Patent. 3412039.

Murrenhoff, 2003, vol. 2003, 267

Nagendramma, 2012, Development of ecofriendly/biodegradable lubricants: an overview, Renew. Sustain. Energy Rev., 16, 764, 10.1016/j.rser.2011.09.002

Ngo, 2007, Zeolite-catalyzed isomerization of oleic acid to branched-chain isomers, Eur. J. Lipid Sci. Technol., 109, 214, 10.1002/ejlt.200600246

Ogunniyi, 2006, Castor oil: a vital industrial raw material, Bioresour. Technol., 97, 1086, 10.1016/j.biortech.2005.03.028

Padmaja, 2012, 10-Undecenoic acid-based polyol esters as potential lubricant base stocks, Ind. Crop. Prod., 35, 237, 10.1016/j.indcrop.2011.07.005

Paeglis, 2009, Compostions of hydraulic fluids based on rapeseed oil and its derivatives

Perez, 2013, Natural oils as lubricants, 375

Raghunanan, 2016, Branched biobased diesters with exceptional low temperature and flow properties for use in lubricant formulations, ACS Sustain. Chem. Eng., 4, 2542, 10.1021/acssuschemeng.5b01686

Randals, 1999, Esters, in Synthetic Lubricants and High-performance Functional Fluids, 63

Rizvi, 2008

Ross, 1945, The Polymerization of undecylenic acid, J. Am. Chem. Soc., 67, 1275, 10.1021/ja01224a018

Rudnick, 2013, Comparison of synthetic, mineral oil and bio-based lubricant fluids, 347

Rudnick, 2006, 1

Salih, 2013, Biolubricant basestocks from chemically modified plant oils: ricinoleic acid based-tetraesters, Chem. Cent. J., 7, 128, 10.1186/1752-153X-7-128

Salimon, 2010, Biolubricants: raw materials, chemical modifications and environmental benefits, Eur. J. Lipid Sci. Technol., 112, 519, 10.1002/ejlt.200900205

Sharma, 2013, Modified vegetable oils for environmentally friendly lubricant applications, 385

Sharma, 2006, Chemical modification of vegetable oils for lubricant applications, J. Am. Oil Chem. Soc., 83, 129, 10.1007/s11746-006-1185-z

Sharma, 2008, Ester hydroxy derivatives of methyl oleate Tribological, oxidation and low temperature properties, Biores. Technol., 99, 7333, 10.1016/j.biortech.2007.12.057

Shashidhara, 2010, Vegetable oil as a potential cutting fluid-an evolution, Tribol. Int., 43, 1073, 10.1016/j.triboint.2009.12.065

Stephen, 2013, Esters, 52

Wallfahrer, 2013, Polymer esters, 109

Yang, 2013, Research on dimerization of oleic acid catalyzed by organic montmorillonite, Adv. Mater. Res., 793, 120, 10.4028/www.scientific.net/AMR.791-793.120