Ethylene oxide reaction with urea

Sulfation by sulfamic acid has been used ia the preparation of detergents from dodecyl, oleyl, and other higher alcohols. It is also used ia sulfating phenols and phenol—ethylene oxide condensation products. Secondary alcohols react ia the presence of an amide catalyst, eg, acetamide or urea (24). Pyridine has also been used. Tertiary alcohols do not react. Reactions with phenols yield phenyl ammonium sulfates. These reactions iaclude those of naphthols, cresol, anisole, anethole, pyrocatechol, and hydroquinone. Ammonium aryl sulfates are formed as iatermediates and sulfonates are formed by subsequent rearrangement (25,26). 

Sheratte55 reported the decomposition of polyurethane foams by an initial reaction with ammonia or an amine such as diethylene triamine (at 200°C) or ethanolamine (at 120°C) and reacting the resulting product containing a mixture of polyols, ureas, and amines with an alkylene oxide such as ethylene or propylene oxide at temperatures in the range of 120-140°C to convert the amines to polyols. The polyols obtained could be converted to new rigid foams by reaction with the appropriate diisocyanates. 

The reactions of the completely reduced compounds have attracted much attention because of their close relationship to piperazine. Thus it has been shown, as might be expected, that the 2-position in compounds such as the parent 100 can be readily acetylated and benzoylated" and ureas are formed with phenylisocyanate and phenylisothiocyanate." Compound 100 also reacts at the 2-position with p-acetamidobenzene-sulfonyl chloride to give a sulfonamide. There are several examples of the alkylation of the amine in the 2-position. Various alkyl halides -have been used, as well as ethylene oxide," p-nitrobenzoyl-ethyleneimine, " and l-guanyl-3,5-dimethylpyrazole nitrate. Compound 100 also undergoes the Eschweiler-Clarke modification of the Leuckart reaction to give the 2-methyl compound." ... 

Also for oxidation reactions, the choice of the alumina support mainly depends on two criteria the stability of the phase at the reaction temperature and the reactivity (or better the lack thereof) toward feed components and products. For example, ethylene oxychlorination to ethylenedichloride is performed at approximately 220-250° C and 5-6 atm in the presence of a y-Al203-supported catalyst, which has a surface area of from 100 to 200 m and contains 10wt% CUCI2 and 3 wt% KCl, (423,424). Another example is a process called ammonia selective oxidation (ASO, or also selective catalytic oxidation, SCO), which converts small amounts of NH3 from waste gases to N2 at reaction temperatures of 150—300 °C. The process is used to abate the ammonia sHp after a selective catalytic reduction process with ammonia or urea in diesel-engine-exhaust after-treatment (425). The patented catalyst consists of Y-AI2O3 (60—300 m g ) loaded with 0.5-4 wt% platinum and 0.5—4 wt% vanadia and is coated onto the surface of a ceramic or metallic monoftthic structure (426). 

Acetal, (Polyacetal) Poly-oxymethylene (POM) Acetal is a polymer obtained through an addition reaction of formaldehyde — (CH2—0) . It excels in mechanical performance and is regarded as a prominent engineering polymer. It appeared in 1959 with the commercial name Delrin . A short time later a useful copolymer was also developed with a cyclic ether like ethylene oxide. The monomer formaldehyde is a gas produced mostly by oxidizing methanol, and it is very useful in thermoset polymers like phenol, urea and melamine-formaldehydes. For high purity it is initially converted to trioxane or paraformaldehyde. The polymerization is carried out by ionic mechanism, wherein the monomer is dispersed in an inert liquid (heptane). The molecular weights reach 20,000 to 110,000. 

Since sucrose might seem to be an ideal monomer in polymerization reactions, a very large variety of reactions of this type have been investigated in Sugar Research Foundation supported projects. In the 1940 s, ethylene oxide was combined with sucrose, but the products obtained did not lend themselves directly to commercial development. The first intensive efforts to produce polymers occurred concurrently with the sugar ester detergent activities in the 1950 s. These efforts included studies of the polymerization of sucrose with urea, vinyl acetate,phenol and formaldehyde, ammonia cuid hydrogen, melamine and formaldehyde and meuiy other variations. 

Butanol is used to produce plasticizer-type esters like phthalates, phosphates, sebacates, oleates, and stearates. Two important ester derivatives, n-butyl acetate and n-butyl acrylate, used in the coating are produced from n-butanol. Glycol ether derivatives like ethylene glycol monobutyl ether (EB) used in the coating industry is the product of the n-butanol reaction with ethylene oxide in the presence of an acidic catalyst. Other important derivatives of n-butanol include butyl amines and butyl esters used as herbicides, butyl xanthate ore flotation aids, butylated urea, and melamine-formaldehyde resins. 

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