Ethylene bis(stearamide)

Ethylene bis stearamide (EBS) is an organic compound with the formula (CH2NHC(O)C17H35)2. It is a waxy white solid and is also found as powder or beads that is widely used as a form release agent. The compound is derived from the reaction of ethylenediamine and stearic acid. It is a white solid of low toxicity that provides a slippery coating for a variety of applications.

Ethylene bis(stearamide)
Skeletal formula of ethylene bis stearamide
Names
Preferred IUPAC name
N,N′-(Ethane-1,2-diyl)di(octadecanamide)
Other names
  • 1,2-Bis(stearoylamino) ethane
  • N,N′-1,2-Ethanediylbisoctadecanamide
  • N,N′-Ethylenedi(stearamide)
  • Ethylene distearylamide
Identifiers
3D model (JSmol)
Abbreviations EBS
ChemSpider
ECHA InfoCard 100.003.415 Edit this at Wikidata
EC Number
  • 203-755-6
MeSH N,N'-ethylene+distearylamide
UNII
  • InChI=1S/C38H76N2O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-37(41)39-35-36-40-38(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-36H2,1-2H3,(H,39,41)(H,40,42) checkY
    Key: RKISUIUJZGSLEV-UHFFFAOYSA-N checkY
  • CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC
Properties
C38H76N2O2
Molar mass 593.038 g·mol−1
Appearance White, waxy crystals
Odor Odourless
Melting point 144 to 146 °C (291 to 295 °F; 417 to 419 K)
Boiling point 260 °C (500 °F; 533 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P305+P351+P338
Flash point 280 °C (536 °F; 553 K)
Related compounds
Related alkanamides
Stearamidopropyl dimethylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Applications

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EBS is a synthetic wax used as a dispersing agent or internal/external lubricant for benefits in plastic applications to facilitate and stabilize the dispersion of solid compounding materials to enhance processability, to decrease friction and abrasion of the polymer surface, and to contribute color stability and polymer degradation.

It is also used in process industries as release agent and antistatic agent for the production of thermoplastics,and wiring.[1] It is used in powder metallurgy.[2]

References

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  1. ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a02_001
  2. ^ Auborn, Joseph; Choo, Joon (1993). "Mechanisms of lubrication in powder metallurgy". Advances in Powder Metallurgy & Particulate Materials. Vol. 2: Compaction, Sintering and Secondary Operations. pp. 17–25.