110-30-5

Basic information

• Product Name: N,N'-Ethylenebis(stearamide)
• Synonyms: N,N'-ETHYLENEBISSTEARAMIDE;N,N'-ETHYLENEBISOCTADECANAMIDE;1,2-bis(octadecanamido)ethane;abrilwax10ds;acrawaxc;acrawaxct;acrowaxc;advawachs280
• CAS NO: 110-30-5
• Molecular Formula: C₃₈H₇₆N₂O₂
• Molecular Weight: 593.02
• EINECS: 203-755-6
• Product Categories: Intermediates & Fine Chemicals;Isotope Labeled Compounds;Neurochemicals;Pharmaceuticals;Engineering Polymers;Polymer Science;Waxes and Oils
• Mol File: 110-30-5.mol

Chemical Properties

• Melting Point: 144-146 °C(lit.)
• Boiling Point: 646.41°C (rough estimate)
• Flash Point: 280℃
• Appearance: /beads
• Density: 1 g/cm3 (20℃)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4670 (estimate)
• Storage Temp.: Storage temperature: no restrictions.
• Solubility: ketones, alcohols and aromatic solvents at their boiling points:
• PKA: 15.53±0.46(Predicted)
• Water Solubility: 0ng/L at 25℃
• CAS DataBase Reference: N,N'-Ethylenebis(stearamide)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Ethylenebis(stearamide)(110-30-5)
• EPA Substance Registry System: N,N'-Ethylenebis(stearamide)(110-30-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 1
• Hazardous Substances Data: 110-30-5(Hazardous Substances Data)

Usage

Uses

Used in Asphalt Industry:
N,N'-Ethylenebis(stearamide) is used as a Glyco Asphalt Modifier for lowering the temperature at which the asphalt softens, improving its workability and performance.
Used in Resin and Polymer Industry:
N,N'-Ethylenebis(stearamide) is used as a processing aid for resins and polymers, enhancing their processability and performance. It is also used as a defoaming agent to control foam formation during processing.
Used in Powdered Metal Industry:
Acrawax(R) C, a form of N,N'-Ethylenebis(stearamide), is traditionally used as a lubricant and binder for cold compaction of powdered metal parts, improving the efficiency and quality of the compaction process.
Used in Polymer Processing:
Acrawax(R) C, in its atomized, beaded, and prilled forms, is used as a processing aid, defoaming agent, lubricant, slip additive, and pigment dispersant aid for most polymers, enhancing their processing and performance characteristics.
Used in Paper Pulp and Textile Industry:
Glycowax(R) 765, an ethylenebisstearamide specifically developed for low and consistent viscosities, is used as a defoamer in paper pulp and textile processing, improving the efficiency and quality of these processes.

InChI:InChI=1/C38H76N2O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(37(39)41)33-34-36(38(40)42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36H,3-34H2,1-2H3,(H2,39,41)(H2,40,42)

Synthetic route

ethylenediamine (107-15-3) + stearic acid (57-11-4) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5)

Conditions	Yield
Stage #1: stearic acid at 100℃; for 0.166667h; Inert atmosphere; Stage #2: ethylenediamine for 6h; Temperature; Reagent/catalyst; Inert atmosphere;	94.3%

N-(2-aminoethyl)octadecanamide (871-79-4) + Stearoyl chloride (112-76-5) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5)

Conditions	Yield
Stage #1: N-(2-aminoethyl)octadecanamide; Stearoyl chloride In N,N-dimethyl-formamide at 5 - 20℃; for 11h; Stage #2: In N,N-dimethyl-formamide	95%

stearic acid (57-11-4) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride 2.1: pyridine / N,N-dimethyl-formamide / 0.17 h / 20 °C 2.2: 11 h / 5 - 20 °C 3.1: N,N-dimethyl-formamide / 11 h / 5 - 20 °C View Scheme

Stearoyl chloride (112-76-5) → N-(2-octadecanamidoethyl)octadecanamide (110-30-5)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: pyridine / N,N-dimethyl-formamide / 0.17 h / 20 °C 1.2: 11 h / 5 - 20 °C 2.1: N,N-dimethyl-formamide / 11 h / 5 - 20 °C View Scheme

1,2-ethanediamine monohydrate (6780-13-8) + stearic acid (57-11-4) → N-(2-aminoethyl)octadecanamide (871-79-4) + N-(2-octadecanamidoethyl)octadecanamide (110-30-5)

Conditions	Yield
at 200℃;

N-(2-octadecanamidoethyl)octadecanamide (110-30-5) + ethylenediamine (107-15-3) → 2-heptadecyl-2-imidazoline (105-28-2)

Conditions	Yield
With phenyl diamidophosphate 1.) 235-250 deg C, 8 min, 2.) 80 deg C, 20 min; Yield given. Multistep reaction;

N-(2-octadecanamidoethyl)octadecanamide (110-30-5) + Trimethylenediamine (109-76-2) → 2-heptadecyl-1,4,5,6-tetrahydropyrimidine (88097-26-1)

Conditions	Yield
With phenyl diamidophosphate 1.) 235-250 deg C, 8 min, 2.) reflux, 10 min; Yield given. Multistep reaction;

N-(2-octadecanamidoethyl)octadecanamide (110-30-5) → 2-heptadecyl-2-imidazoline (105-28-2) + N-butyl-stearoyl amide (4219-50-5)

Conditions	Yield
With N-butylamine; phenyl diamidophosphate 1.) 235-250 deg C, 8 min, 2.) reflux, 5-10 min; Yield given. Multistep reaction. Yields of byproduct given;

N-(2-octadecanamidoethyl)octadecanamide (110-30-5) + N-butylamine (109-73-9) → 2-heptadecyl-2-imidazoline (105-28-2) + N-butyl-stearoyl amide (4219-50-5)

Conditions	Yield
With phenyl diamidophosphate 1.) 235-250 deg C, 8 min, 2.) reflux, 5-10 min; Yield given. Multistep reaction. Yields of byproduct given;

Upstream product

• 107-15-3 ethylenediamine 
• 57-11-4 stearic acid 
• 6780-13-8 1,2-ethanediamine monohydrate 
• 871-79-4 N-(2-aminoethyl)octadecanamide 
• 112-76-5 Stearoyl chloride 

Downstream Products

• 105-28-2 2-heptadecyl-2-imidazoline 
• 4219-50-5 N-butyl-stearoyl amide 

Relevant articles and documents

Fabrication of nanotubules and microspheres from the self-assembly of amphiphilic monochain stearic acid derivatives

A series of amphiphilic monochain derivatives of stearic acid, CH 3(CH2)16CONH(CH2)nNH 2 (n = 2, 3, 4, 6), CH3(CH2) 16CONH(CH2)2S2(CH2) 2NH2, and [CH3(CH2) 16CONH]2(CH2)2, are synthesized, and their self-assembly behaviors have been investigated in 1,2-dichloroethane (DCE). In addition to the concentration of the compound in DCE, the number of methylene units in hydrophilic segments play a crucial role in determining the final morphology of self-assembling structures from nanotubules with 20 nm inner diameter to microspheres with an average diameter of 20 μm. The external texture of the microsphere is also influenced by the number of methylene units in the hydrophilic segment. The microspheres formed by highly ordered aggregattion of nanobelts show high thermal stability. The particular processes and causations have been expatiated.

Lubricant ethylene bis-stearamide (EBS) and preparation method thereof

The invention relates to the technical field of lubricant synthesis, in particular to a lubricant ethylene bis-stearamide (EBS) and a preparation method thereof. The lubricant ethylene bis-stearamide (EBS) is prepared from the following raw materials in parts by weight: 100 parts of stearic acid. 0.5 -1.0 Parts of a compound catalyst, 0.20 -0.45 parts of an antioxidant and 11.7 -12.8 parts of ethylenediamine. The antioxidant is 2, 6 - di-tert-butyl p-cresol. 2 - (2 - Hydroxy -3, 5 -pentylphenyl) benzotriazole, polybutanedioic acid (4 - hydroxy -2, 2, 6, 6 - tetramethyl -1 - piperidinol), β - (4 - 4,4 hydroxylphenyl ', 2 di-tert-butyl) propanoic acid n-octadecanol ester, tris 2,4 - (6 - 3-5 - tert-butylphenyl) propionate, or a combination thereof. Compared with a commercial finished product, the ethylene bisstearamide prepared by the method is more white, good in color and high in finished product quality.

Method for synthesizing ethylene bisstearamide under catalysis of phosphotungstic acid quaternary ammonium titanium salt

The invention relates to a method for synthesizing ethylene bisstearamide under the catalysis of a phosphotungstic acid quaternary ammonium titanium salt. The method is characterized in that the ethylene bisstearamide is synthesized from stearic acid and ethylenediamine under the catalysis of the phosphotungstic acid quaternary ammonium titanium salt used as a catalyst, and the structural formulaof the phosphotungstic acid quaternary ammonium titanium salt is shown in the description; and in the formula, R is -C16H33, x = 0.4-0.6, and y = 0.4-0.6. The molecular structure of the phosphotungstic acid quaternary ammonium titanium salt catalyst contains lipophilic groups, so the catalyst has the advantages of good affinity to the raw material stearic acid, high specific surface area, suitableacid intensity, high surface acid amount, and excellent catalytic performance on the ethylene bisstearamide synthesis reaction, and the product has the advantages of high yield, light color and highpurity.

Method for catalytic synthesis of ethylene bis-stearamide by composite doped heteropolyacid salt

The invention relates to a method for catalytic synthesis of ethylene bis-stearamide by composite doped heteropolyacid salt. The method is characterized in that the composite doped heteropolyacid saltis used as a catalyst to catalyze stearic acid and ethylenediamine to synthesize ethylene bis-stearamide, and the structural formula of the composite doped heteropolyacid salt is shown in the specification, wherein in the formula, R is -C16H33, x is 0.4-0.6, and y is 0.4-0.6. The composite doped heteropolyacid salt catalyst has the advantages that the molecular structure of the composite doped heteropolyacid salt catalyst contains lipophilic groups, the catalyst has the characteristics of good affinity to the raw material stearic acid, high specific surface area, suitable acid strength, highsurface acid amount, excellent catalytic performance on the ethylene bis-stearamide synthesis reaction, high product yield, light color and luster, and high purity.

Method for catalytic synthesis of ethylene bis stearamide with phosphotungstate

The invention relates to a method for catalytic synthesis of ethylene bis stearamide with a phosphotungstate. The method is characterized in that the phosphotungstate is used as a catalyst to catalyzestearic acid and ethylenediamine to synthesize ethylene bis stearamide, the structural formula of the phosphotungstate is (NH)TiHPWO, x= 0.4-0.6, and y=0.4-0.6. The phosphotungstate catalyst provided by the invention has the advantages of relatively high specific surface area, proper acid strength, relatively high surface acid amount, excellent catalytic performance on the reaction for synthesizing ethylene bis stearamide; and an obtained product is high in yield, light in color and luster, and high in purity.

Preparation method of vinyl distearamide

The invention belongs to the technical field of chemical engineering and particularly relates to a preparation method of vinyl distearamide. The preparation method uses stearic acid and ethylenediamine as reacting raw materials, uses a composite antioxidant prepared by compounding an antioxidant 1076, an antioxidant DLTDP and an antioxidant T501 as a reacting antioxidant and uses a composite catalyst prepared by compounding a p-Toluene sulfonic acid/SAPO-34 supported solid acid catalyst and a phosphoric acid/SiO2-Al2O3 supported solid acid catalyst as a reaction catalyst. The preparation method of the vinyl distearamide is simple in process, no 'three wastes' emission is produced in the process of preparing the vinyl distearamide, the yield is high, and the prepared vinyl distearamide is high in purity, low in chromaticity and narrow in melting range.

Preparation method of ethylene bisstearamide

The invention discloses a preparation method of ethylene bisstearamide. The method includes the following steps: adding stearic acid and an antioxidant to a sealed reaction vessel, slowly stirring the mixture, introducing nitrogen and terminating nitrogen introduction after the air is exhausted; adding ethylene diamine to conduct a salt forming reaction; and finally under the protection of nitrogen, conducting a dehydration reaction to obtain the ethylene bisstearamide. The invention uses stearic acid and ethylene diamine as the raw materials for direct dehydration under high temperature condition to obtain an ethylene bis stearamide product; the antioxidant of sodium borohydride and a compound catalyst containing phosphoric acid and phosphorous acid reach good catalytic effect; the obtained product has good melting point, high whiteness and low color value; the appropriate dehydration temperature prevents long reaction time, incomplete dehydration and more low-melting-point material caused by low temperature, also avoids large consumption of the antioxidant and yellowing product caused by high temperature; and the prepared ethylene bisstearamide has the advantages of less side products and high purity.

Polyoxymethylene resin composition

A polyoxymethylene resin composition, which comprises (A) 100 parts by weight of polyoxymethylene resin, (B) 0.01 to 5 parts by weight of at least one polymer selected from homopolymers of N-vinylcarboxylic acid amides and copolymers of N-vinylcarboxylic acid amides and other vinyl monomers, and (C) 0.01 to 5 parts by weight of at least one compound selected from the group consisting of polyalkylene glycol and its derivatives, fatty acid amides, esters of alcohols and fatty acids, and esters of alcohols and dicarboxylic acids. Such a polyoxymethylene resin composition has a small amount of released formaldehyde gas during production and molding and suppressed scorching generation and is also distinguished in the water resistance and repeated impact resistance of the resulting moldings.

Rapid Synthesis and Interconversions of Fatty 4,5-Dihydroimidazoles and Fatty 1,4,5,6-Tetrahydropyrimidines. Thermal Cyclizations of Fatty Amides Involving Phenyl Phosphorodiamidate

Brief heating of ethane-1,2- and propane-1,3-bis-fatty amides at 235-250 deg C with phenyl phosphorodiamidate gave routes to high yields of 2-fatty alkyl-4,5-dihydroimidazoles and 1,4,5,6-tetrahydropyrimidines.Ready interconversions of fatty dihydroimidazoles and tetrahydropyrimidines, involving diamine exchange with solvent, were observed on brief heating of these materials in ethylenediamine and trimethylenediamine as solvents.