Ethyleneimine

ethyleneimine

[‚eth·ə′lēn·ə‚mīn]
(organic chemistry)
C2H4NH Highly corrosive liquid, colorless and clear; miscible with organic solvents and water; used as an intermediate in fuel oil production, refining lubricants, textiles, and pharmaceuticals. Also known as aziridine.

Ethyleneimine

 

(also aziridine), a colorless, mobile liquid with the odor of ammonia.

Ethyleneimine has the structural formula

It has a boiling point of 56.7°C, a melting point of – 73.9°C, and a density of 0.837 g/cm3 at 20°C. Readily soluble in water, it also dissolves in most organic solvents. Ethyleneimine is produced by reacting ethanolamine with sulfuric acid and then treating with a base the resulting sulfuric acid ester; it can also be produced by the action of bases on 2-bromoethylamine.

Ethyleneimine is highly toxic; the maximum permissible concentration of its vapors in the air is 0.02 mg/m3. In the liquid phase, ethyleneimine is very damaging to the skin. Both ethyleneimine and its derivatives have mutagenic properties. Several of these derivatives—including triethylenephosphoramide and thiotriethylenephosphoramide—are used in medicine (as alkylating antineoplastics), and in agricultural, microbiological selection. Polyethyleneimine (the polymer of ethyleneimine) has a low toxicity and is used as an auxiliary agent for various purposes—for example, to increase the strength of rubber and paper or purify waste waters.

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BASF has obtained a patent for a n aqueous coating formulation comprised of a substituted, branched polyethyleneimine, which is obtained by a process comprised of reacting a branched polyethyleneimine having a weight-average molecular weight of from 500 to 10,000 g/mol with a carboxylic acid derivative of formula (I) R--(C=0)X (I), wherein R is a C5 to C18 alkyl group or a C5 to C18 alkenyl group, X is a halogen, a hydroxyl group, or a group R--(C=0)--O--, a molar amount of the carboxylic acid derivative in the reacting is from 3 to 10 mol percent of a molar amount of ethyleneimine employed in preparing the branched polyethyleneimine, the reacting is comprised of formation and removal of a byproduct HX, and the formulation is configured to coat a substrate that is comprised of tannin.
Extraction of copper by selective ion-exchangers with pendent ethyleneimine groups--investigation of active states.
It produces ethyleneimine (EI) and polymers of ethyleneimine (PEI) used to enhance the papermaking process.