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Lithium 12-hydroxystearate

Lithium 12-hydroxystearate (C18H35LiO3) is a chemical compound classified as a lithium soap. In chemistry, "soap" refers to salts of fatty acids. Lithium 12-hydroxystearate is a white solid. Lithium soaps are key component of many lubricating greases.

Lithium 12-hydroxystearate
Names
IUPAC name
Lithium 12-hydroxyoctadecanoate
Identifiers
  • 7620-77-1 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 99662
ECHA InfoCard 100.028.669
  • 111018
UNII
  • AO71K6FGH8 Y
  • DTXSID9027655
  • InChI=1S/C18H36O3.Li/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21;/h17,19H,2-16H2,1H3,(H,20,21);/q;+1/p-1
  • [Li+].[O-]C(=O)CCCCCCCCCCC(O)CCCCCC
Properties
C18H35LiO3
Molar mass 306.42 g·mol−1
Appearance White powder
Melting point > 200 °C (392 °F; 473 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Use edit

Lithium 12-hydroxystearate exhibits high oxidation stability and a dropping point up to around 200 °C. Most greases used today in motor vehicles, aircraft, and heavy machinery contain lithium stearates, mainly lithium 12-hydroxystearate.[1] Greases can be made with the addition of several different metallic soaps. Some greases are prepared from sodium, barium, lithium, and calcium soaps. Lithium soap greases are preferred for their water resistance, and their oxidative and mechanical stability. Depending on the grease, they also have good performance at high or low temperatures, but not both.

Production edit

To produce lithium 12-hydroxystearate, lithium hydroxide and the fatty acid are combined in an aqueous medium. With vigorous stirring, dilute monohydrate lithium hydroxide is gradually added to a dispersion of the fatty acid in water heated to slightly below boiling.[2] Since these lithium soaps are difficult to filter, they are collected by spray drying. For applications, lithium 12-hydroxystearate is usually dispersed in synthetic oils such as silicone oil and ester oil. The synthetic oils are preferred for their greater stability and ability to perform at extreme temperatures.

The 12-hydroxystearic acid is prepared by the hydrogenation of castor oil.[3] After primary reaction of the saturation of most of the double bonds, dehydration and reduction of the hydroxyl group leads to the stearic acid. Hydrogenated castor oil results in a mixture of 12-hydroxystearic acid and stearic acid.

References edit

  1. ^ Wietelmann, U.; Bauer, R.J. (2000). "Lithium and Lithium Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH.
  2. ^ Angelo Nora, Alfred Szczepanek, Gunther Koenen, "Metallic Soaps" in Ullmann’s Encyclopedia of Industrial Chemistry 2005 Wiley-VCH, Weinheim. doi:10.1002/14356007.a16_361
  3. ^ Maskaev, A.; Mankovskaya, N.; Lendel, I.; Fedorovskii, T.; Simurova, E.; Terenteva, V (1971). "Preparation of 12-hydroxystearic acid, the raw material for plastic greases". Chemistry and Technology of Fuels and Oils. New York: Springer.

External links edit

  • Hughs, R (2011). . ReliabilityWeb. Archived from the original on 2011-01-07.

lithium, hydroxystearate, c18h35lio3, chemical, compound, classified, lithium, soap, chemistry, soap, refers, salts, fatty, acids, white, solid, lithium, soaps, component, many, lubricating, greases, namesiupac, name, lithium, hydroxyoctadecanoateidentifiersca. Lithium 12 hydroxystearate C18H35LiO3 is a chemical compound classified as a lithium soap In chemistry soap refers to salts of fatty acids Lithium 12 hydroxystearate is a white solid Lithium soaps are key component of many lubricating greases Lithium 12 hydroxystearate NamesIUPAC name Lithium 12 hydroxyoctadecanoateIdentifiersCAS Number 7620 77 1 Y3D model JSmol Interactive imageChemSpider 99662ECHA InfoCard 100 028 669PubChem CID 111018UNII AO71K6FGH8 YCompTox Dashboard EPA DTXSID9027655InChI InChI 1S C18H36O3 Li c1 2 3 4 11 14 17 19 15 12 9 7 5 6 8 10 13 16 18 20 21 h17 19H 2 16H2 1H3 H 20 21 q 1 p 1SMILES Li O C O CCCCCCCCCCC O CCCCCCPropertiesChemical formula C 18H 35Li O 3Molar mass 306 42 g mol 1Appearance White powderMelting point gt 200 C 392 F 473 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Use 2 Production 3 References 4 External linksUse editLithium 12 hydroxystearate exhibits high oxidation stability and a dropping point up to around 200 C Most greases used today in motor vehicles aircraft and heavy machinery contain lithium stearates mainly lithium 12 hydroxystearate 1 Greases can be made with the addition of several different metallic soaps Some greases are prepared from sodium barium lithium and calcium soaps Lithium soap greases are preferred for their water resistance and their oxidative and mechanical stability Depending on the grease they also have good performance at high or low temperatures but not both Production editTo produce lithium 12 hydroxystearate lithium hydroxide and the fatty acid are combined in an aqueous medium With vigorous stirring dilute monohydrate lithium hydroxide is gradually added to a dispersion of the fatty acid in water heated to slightly below boiling 2 Since these lithium soaps are difficult to filter they are collected by spray drying For applications lithium 12 hydroxystearate is usually dispersed in synthetic oils such as silicone oil and ester oil The synthetic oils are preferred for their greater stability and ability to perform at extreme temperatures The 12 hydroxystearic acid is prepared by the hydrogenation of castor oil 3 After primary reaction of the saturation of most of the double bonds dehydration and reduction of the hydroxyl group leads to the stearic acid Hydrogenated castor oil results in a mixture of 12 hydroxystearic acid and stearic acid References edit Wietelmann U Bauer R J 2000 Lithium and Lithium Compounds Ullmann s Encyclopedia of Industrial Chemistry Wiley VCH Angelo Nora Alfred Szczepanek Gunther Koenen Metallic Soaps in Ullmann s Encyclopedia of Industrial Chemistry 2005 Wiley VCH Weinheim doi 10 1002 14356007 a16 361 Maskaev A Mankovskaya N Lendel I Fedorovskii T Simurova E Terenteva V 1971 Preparation of 12 hydroxystearic acid the raw material for plastic greases Chemistry and Technology of Fuels and Oils New York Springer External links editHughs R 2011 Understanding the Basics of Grease ReliabilityWeb Archived from the original on 2011 01 07 Retrieved from https en wikipedia org w index php title Lithium 12 hydroxystearate amp oldid 1118611080, wikipedia, wiki, book, books, library,

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