ETHYLENE DIAMINE (EDA)

Cas No:107-15-3
EC No:203-468-6

SYNONYMS    

1,2-Ethylenediamine; 1,2-Diaminoethane; EDA;Ethane-1,2-diamine; Aethaldiamin (German); Aethylenediamin (German);1,2-diaminoaethan (German) ; 1,2-Diamino-ethaan (Dutch); 1, 2-Diamino-Ethano (Italian); Dimethylenediamine; Ethyleendiamine(Dutch); Ethylene-diamine (French); ß-Aminoethylamine; ??? (Chinese);(2-Aminoethyl)amine
1,2-Diaminoethane;1,2-Ethanediamine;1,2-ETHYLENEDIAMINE;1,4Diazabutane;AETHYLENDIAMIN;Dimethylenediamine;Edamine;ETHANE;1,2 DIAMINO-;Ethylendiamin;Ethylenediamine;ethylenediamine;etilendiamina;UN 1604;UN 1604;?,?-Ethanediamine;ß-Aminoethylamine;ethylenediamine;Ethane-1,2-diamine;1,2-Ethanediamine;107-15-3;1,2-Diaminoethane;Ethylene diamine;Ethylendiamine;edamine;Dimethylenediamine;1,2-Ethylenediamine;Aethaldiamin;Aethylenediamin;Ethyleendiamine;Ethylene-diamine;beta-Aminoethylamine;1,2-Diaminoaethan;Algicode 106L;Amerstat 274;1,2-Diamino-ethaan;1,2-Diamino-ethano;Aethaldiamin [German];1,2-Ethylenediamine; 1,2-ethylendiamine; (E)-ethene-1,2-diamine; ethylenediamine; 1,2-ethylenediamine

Ethylenediamine is a colourless to yellowish, strongly alkaline liquid, melting at 8.5 C, boiling at 116 C; completely soluble in water and soluble alcohol. It is a manufactured chemical that does not occur naturally. It has two primary amine groups. There are homologous odd number amine (on even number linear carbon chain) series of ethylenediamines; diethylenetriamine (linear C-4 diamine), triethylenetetramine (linear C-6 triamine), tetraethylenepentamine (linear C-8 pentamine), and  pentaethylenehexamine (linear C-10 hexamine).

Ethylenediamine is an organic compound that is used as a building block for the production of many other chemical products. It is also used as an excipient in many pharmacological preparations such as creams. Notably, ethylenediamine is a contact sensitizer capable of producing local and generalized reactions 1. Sensitivity to ethylenediamine may be identified with a clinical patch test.
 
Diethylenediamine is the simplest cyclic ethyleneamine (C-4), called piperazine. It has two secondary amine groups in cyclic system. It is a deliquescent crystalline compound melting at 105 C; soluble in water, alcohol, glycerol, and glycols. It is used as a main ingredient of anthelmintics and psychoactive drugs. Aminoethylpiperazine is also a member of C- 6 cyclic ethyleneamine which has aminoethyl attached to a nitrogen in piperazine. Accordingly, it has one primary, one secondary, and one tertiary nitrogen atom. It is used in the synthesis of catalysts, epoxy curing agent, and corrosion inhibitors. Aminoethylethanolamine (AEEA) is an analogue of diethylenetriamine. A hydroxyl group replace for an primary amine group. AEEA has one primary amine, one secondary amine, and one primary hydroxyl group. AEEA is a useful intermediate in the production of surfactants, chelating agents, and curing agents. Other branched or cyclic ethylenediamines include N,N'-Bis-(2-aminoethyl)piperazine) [CAS #: 6531-38-0], N-[(2-aminoethyl)2-aminoethyl]piperazine) [CAS #: 24028-46-4], tris(2-aminoethyl)amine) [CAS #: 4097-89-6]. 

Ethylenediamines are produced by the reaction of aqueous ammonia with 1,2-dichloroethane. This process yields the mixture of polyamines in the form of hydrochloride salts. The next step is neutralisation of the salts with aqueous caustic soda to separate free amines. The individual free amines are isolated by fractional distillation. Ethylenediamines are capable of entering into a variety of reactions because of their combination of reactivity, basicity, and surface activity and of the basic functionality of the nitrogen atom. They are therefore important intermediates for a wide variety of chemical syntheses. Examples of products obtained by reacting amines are as follows:

with carboxylic acid dericatives (acids, esters, anhydrides, or acyl halides): amides and amidoamines
with fatty acid: imidazoline
with cyanides or nitriles: amidoamines, polyamides, imidazolines
with urea: substituted urea and ammonia
with ethyleneimines: hydroxyalkyl amine derivatives
with aliphatic alcohols and glycols: alkylated ethyleneamines or cyclic ethyleneamines
with alkyl or aryl halides: substituted amines
with aliphatic aldehydes: substituted imidazolidines
with carbon disulfide: thiocarbamates
with carbon dioxide: carbamate
with inorganic acids: water soluble salts

Ethylenediamine is used as a very important bidentate ligand forming chelate agents.  The main application is to produce chelating agents such as ethylenediaminetetraacetic acid (EDTA). It is used in the manufacture of carbamate fungicides,  surfactant and dyes. It is useful also in manufacturing accelerator or curing agent in epoxy industry. Additional applications include manufacturing photography development chemicals and cutting oils, bleaching activators for washing powders especially at low temperature, lubricant for plastics and polyamide process, and fuel additives.

Diethylenetriamine is a yellow, hygroscopic liquid; boiling point of 206 C; soluble in water and hydrocarbons. It is used as a solvent for sulfur, acidic gas, resin and as a fuel and oil field component. It is used as an Intermediate for organic synthesis (modified polyamides, corrosion inhibitors, fuel additives, epoxy curing agents, fabric softeners and adhesion promoters) and saponification agent for acidic materials.

Triethylenetetramine is a clear to yellowish oily liquid; melting point 12 C, boiling point 280 C. It is miscible with water and the solution is alkaline ( (pH 10 at 10% solution). It reacts with ketones, halogenated hydrocarbons, nitriles, epoxides, and with strong oxidants. Commercial triethylenetetramine is a mixture of linear TETA (typically 60%) and branched or cyclic TETA such as N,N'-Bis(2-aminoethyl)piperazine, N-[1-(2-piperazin-1-yl-ethyl)]ethane -1,2-diamine, tris-(2-aminoethyl)-amine. TETA and its derivatives are used as an epoxy curing agent. Their applications are similar to those of ethylenediamine and diethylenetriamine.

End uses of ethylenediamine family products include:

Dispersant-detergent
Modified Polyamides
Fabric Softeners
Ore Flotation Agents
Emulsifiers
Corrosion Inhibitors
Adhesives
Binding Agents
Chelating Agents
Bleach Activators
Epoxy Curing Agent

SALES SPECIFICATION

APPEARANCE

Colorless liquid with amine like odor

ASSAY    

99.0% min

COLOR, APHA
    
20 max

SPECIFIC GRAVITY

0.897-0.910

DISTILLATION RANGE

115 C min (I.B.P), 119C max (D.P.)

WATER    

0.55% max

Physical property: Clear Colorless Liquid

Chemical Formula: C2H8N2

Molecule Protection: 60,10 g / mol

Type of packing: Barrel

It is a flammable substance. Reacts violently with aldehyde and acids. Absorbs carbon dioxide from the air. It is hygroscopic. Water dissolves in ether benzene acetone and hexane.

Usage areas

It is used in the textile industry.

It takes fiber, polyamide, rubber.

Used as a chelating agent and a corrosive inhibitor.

It is used as a lubricating agent in the plastic industry.

- Foam is used in process production.