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Glycol distearate

From Wikipedia, the free encyclopedia
Glycol distearate
Names
Preferred IUPAC name
Ethane-1,2-diyl di(octadecanoate)
Other names
Ethylene glycol distearate; Ethylene distearate; Ethylene glycol dioctadecanoate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.010.014Edit this at Wikidata
UNII
  • InChI=1S/C38H74O4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-37(39)41-35-36-42-38(40)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-36H2,1-2H3
    Key: FPVVYTCTZKCSOJ-UHFFFAOYSA-N
  • O=C(OCCOC(=O)CCCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCCC
Properties
C38H74O4
Molar mass 595.006g·mol−1
Appearance White Flake
Melting point 65 to 73 °C (149 to 163 °F; 338 to 346 K)[1]
Insoluble
Hazards
Lethal doseor concentration (LD, LC):
4,700 mg/kg (rat)
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).

Glycol distearateis thediesterofstearic acidandethylene glycol.It is mostly commonly encountered inpersonal careproducts andcosmeticswhere it is used to producepearlescenteffects as well as amoisturizer.

Synthesis

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Glycol distearate may be produced via theesterificationof stearic acid (or its esters) with ethylene glycol. It can also be produced by a reaction of stearic acid withethylene oxide.[2]

Applications

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When forced to crystalize as thin platelets glycol distearate can give liquids and gels a pearlescent appearance.[3]This is often used by the producers of personal care products (e.g.shower gel) to increase the visual appeal of their products. It may also act as a skin moisturizer.

Glycol distearate is also commonly used as an embedding agent in microscopy.

See also

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References

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  1. ^Ethylene glycol distearate,chemicalland21
  2. ^Wrigley, A. N.; Smith, F. D.; Stirton, A. J. (January 1959). "Reaction of ethylene oxide or propylene oxide with long-chain fatty acids. Mono- and diester formation".Journal of the American Oil Chemists' Society.36(1): 34–36.doi:10.1007/BF02540263.
  3. ^Bolzinger, M.A.; Cogne, C.; Lafferrere, L.; Salvatori, F.; Ardaud, P.; Zanetti, M.; Puel, F. (May 2007). "Effects of surfactants on crystallization of ethylene glycol distearate in oil-in-water emulsion".Colloids and Surfaces A: Physicochemical and Engineering Aspects.299(1–3): 93–100.doi:10.1016/j.colsurfa.2006.11.026.