Ethylene urea

A general summary on the preparation, physical and chemical properties, and information relative to uses for ethylene urea is available (68). The widespread interest in ethyleneurea is reflected by the number of organi2ations holding patents in this area. 

Ethylene urea (2-imidazolidone) [120-93-4] M 86.1, m 131". Crystd from MeOH (charcoal). 

Uses Stabilizing rubber latex solvent for albumin, casein, shellac, and sulfur neutralizing oils in antifreeze as a corrosion inhibitor emulsifier adhesives textile lubricants fungicides manufacturing chelating agents such as EOT A (ethylenediaminetetraacetic acid) dimethylol-ethylene-urea resins organic synthesis. 

Franchimont and Klobbie [17] prepared ethylenedinitramine (EDNA, Haleite) by the nitration of ethylene urea (2-imidazolidone) with a mixture of nitric and sulphuric acids. (According to Schweitzer [18], ethylene urea is obtainable either by the action of urea on ethylenediamine at 110°C (initially) to 240-250°C (finally) in quantitative yield or by the action of urea on ethylene glycol at 160-240°C in 55% yield. W. E. Bachmann et al. [19] prepared ethylene urea by the action of ethyl carbonate on ethylenediamine in approximately 60% yield.) Hydrolysis of the dinitroethy-lene urea so formed gives ethylenedinitramine. Bachmann recommends nitration with mixed nitric acid and acetic anhydride ... 

One part of ethylene urea is introduced at a temperature not higher than 10°C into ten parts of a mixture consisting of ... 

After the last portion of ethylene urea has been added, the solution is poured into ice water. The nitroethylene urea thus precipitated is filtered, carefully washed and thrown into boiling water. On hydrolysis carbon dioxide is evolved. Boiling is continued until all the gases have been removed, and then the solution is cooled down. Ethylenedinitramine crystallizes in the rhombic system as white, lustrous crystals, s.g. 1.75 which after filtration are washed with cold water and dried at 50°C. 

Ethylenedinitramine is prepared by nitration of ethylene urea with mixed acid, to yield dinitroethylene-urea the latter compound liberates carbon dioxide with form ethylenedinitramine. 

Ethylene-urea is prepared by reacting ethylene diamine to ethyl carbonate under elevated pressure. 

In addition, Koga and coworkers claimed a spectacular rate enhancement adding either 1,1,4,7,10,10-hexamethyltriethylenetetramine or ureas (such as Af,Af -dimethyl-N,N -propylene urea or iV -dimethyl-A iV -ethylene urea) as a substitute for HMPA during the alkylation of tetralone lithium salt in DME399. Interestingly, in the case of secondary alkyl halides, a kinetic resolution occurred in some particular cases with fair400 to excellent enantioselectivities401. 

Strong and weak-base anion-exchange resins can be synthesized through the copolymerization of N-(N,N-dimethylaminoethyl)methacrylamide or N-(N,N,N-trimethylaminoethyl)methacrylamide with N,N -hexamethylenedimethacrylamide Acrylamide-N,N -bis(acrylamidoethyl)ethylene urea copolymer or acrylamide-N,N -bis(methylacrylamidomethyl)triethylene urea copolymer on treatment with paraformaldehyde and diethylamine afford anion-exchange resins which are useful for protein sorption... 

FIXAPRET AC is a methylolation product of ethylene urea and melamine. It has a concentration of approx. 50%. Both the storage and the bath stability are very good. 

FIXAPRET CPN and CP Conc. contain dimethylol-4.5-dihydroxy-ethylene urea in the form of 45% and 75% solutions respectively. Both the storage and bath stability of the products are very good. 

FIXAPRET COC is the 50% aqueous solution of a derivative of dlmethylol-4.5-dihydroxy-ethylene urea. It is recommended for the resin finishing of white and coloured textiles composed of cellulosic fibres, alone and in blends with synthetics. 

CNC CATALYST PM is a metallic salt accelerator designed as the complete catalyst for use with thermosetting resins. This catalyst is especially efficient for use with modified urea-formaldehyde, glyoxal, ethylene urea, triazone and melamine-formaldehyde resins. 

CNC REZ K is a modified ethylene urea formaldehyde resin which was created to give the finisher a thermosetting resin which possesses all of the outstanding features of cyclic resins as to shrinkage control, crease resistance, hand appeal and also not detract from soil release properties. This resin gives fairly soft hand on all classes of fibres and is exceptionally durable on the polyester/cotton blends. 

Chemical nature Ethylene urea formaldehyde resin... 

Ethylene ether condensate Ethylene oxide condensate Ethylene oxide condensate Ethylene urea and melamine methylolation product Ethylene urea formaldehyde resin-modified... 

EDNA (Figure 3.30) is the amino analog of ethylene dinitrate. It is not a liquid, however it forms colorless crystals and melts at 176 C with considerable thermal decomposition as it approaches that temperature. It is made by reacting ethylene-urea with mixed acid. Dinitroethyleneurea is then formed and rapidly decarboxylizes, losing CO2 and leaving EDNA. The major use of EDNA is in a castable mixture with TNT, called EDNATOL. 

Synthesis of Formamidines. N-(Benzylideneamino) heterocycles structurally transform into formamidines by inversion of the azomethine linkage. A series of formamidines related to l-(benzylideneamino)-imidazolidin-2-ones has been prepared by reaction of substituted formanilides with imidazolidin-2-one (ethylene urea) in thionyl chloride solution. The one-pot method which involves condensation between ethylene urea and an imidoyl chloride, represents a new method for the synthesis of trisubstituted formamidines (Chart VI). 

Dimethylol cyclic ethylene urea (4) dimethylol methyl triazone (5) and trimethylol melamine methyl ester (6) are also used. 

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