Ethylene bis(stearamide)

Ethylene bis(stearamide)

Names
IUPAC name N-[2-(Otadecanoylamino)ethyl]octadecanamide
Other names 1,2-Bis(stearoylamino) ethane N,N’-1,2-Ethanediylbisoctadecanamide N,N’-Ethylenedi(stearamide) Ethylene distearylamide
Identifiers
CAS Number	110-30-5
Abbreviations	EBS
ChemSpider	7753
EC Number	203-755-6
Jmol interactive 3D	Image Image
MeSH	N,N'-ethylene+distearylamide
PubChem	8044
InChI 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) Key: RKISUIUJZGSLEV-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCCc(:[o]):[nH]CC[nH]:c(:[o])CCCCCCCCCCCCCCCCC CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC
Properties
Chemical formula	C38H76N2O2
Molar mass	593.04 g·mol^−1
Appearance	White, waxy crystals
Odor	Odourless
Melting point	144 to 146 °C (291 to 295 °F; 417 to 419 K)
Hazards
GHS pictograms
GHS signal word	WARNING
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
EU classification (DSD)	Xi
R-phrases	R36/37/38
S-phrases	S26, S36
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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Infobox references

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 cheap, white solid of low toxicity that provides a slippery coating for a variety of applications.

Applications

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, antistatic agent and antifoaming agent for the production of thermoplastics, wiring, and paper.^[1] It is used in powder metallurgy.^[2]

References

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 "Mechanisms of lubrication in powder metallurgy" Advances in Powder Metallurgy & Particulate Materials (1993), Volume 2, Compaction, Sintering and Secondary Operations), 17-25.