Hampshire Chemical Corp.

W. R. Grace Co.-conn.

Brian A Parker

Barry A Cullen

Joseph J Crudden

Joseph V Lazzaro

Roger R Gaudette

Longin V Holejko

John M Crudden

Jonathan D Davis

Mild detergent formulation comprising N-acyl ED3A, preferably as the sodium or potassium salt. The acyl group is not particularly limited, and can include straight or branched aliphatic or aromatic groups containing from 1 to 40 carbon atoms, preferably from 8 to 18 carbon atoms. Applications include shampoos and skin cleansers.

Ultra mild detergent compositions

A process for the preparation of phosphonomethylglycine in nearly quantitative yields which eliminates the use of a noble metal co-catalyst and its concomitant problems. The oxygen-containing gas is replaced with the much more chemically active hydrogen peroxide, which in combination with activated carbon, oxidizes the PMIDA to PMG in very high yield. The amount of oxidant allowed to react with PMIDA is a function of the concentration of oxygen in the gaseous reaction products, and is controlled by monitoring that concentration. In another embodiment, the oxidizing agent is an oxygen-containing gas. In either case, the concentration of oxygen in the gaseous reaction product is monitored to determine the end point of the reaction.

Facile synthesis of phosphonomethylglycine from phosphonomethyliminodiacetic acid

Compositions including one or more enzymes and as the compatible chelating surfactant, salts of N-acyl ethylenediaminetriacetic acid ('ED3A'). Salts of N-acyl ED3A do not readily denature various enzymes, and thus are highly compatible with such enzymes, and enhance their detergent effectiveness to an unexpected degree.

N-acyl ethylenediaminetriacetic acid surfactants as enzyme compatible

A pesticidal composition including isocyanate capped high molecular weight diols, triols and polyols. A pesticide and water are combined with hydrophilic isocyanate end-capped prepolymers in order to significantly improve the efficacy of the pesticide. The liquid pesticidal compositions of the present invention can be prepared by simply mixing the various constituents. The order of addition can be used effectively to cap free isocyanate groups in the hydrophilic prepolymer.

Pesticidal compositions comprising solutions of polyurea and/or

A herbicidal composition including isocyanate capped high molecular weight diols, triols and polyols. Glyphosate and/or a herbicidally active derivative thereof such as a glyphosate salt is combined with hydrophilic isocyanate end-capped prepolymers in order to significantly improve the efficacy of the herbicide. A combination of surfactant, glyphosate, and a hydrated polymer or hydrophilic prepolymer consisting of isocyanate capped prepolymers which are substantially comprised of ethylene oxide, propylene oxide or butylene oxide units or a combination thereof demonstrates increased efficacy over conventional glyphosate formulations. The liquid herbicidal compositions of the present invention can be prepared by simply mixing the various constituents. The order of addition can be used effectively to cap free isocyanate groups in the hydrophilic prepolymer.

Herbicidal compositions comprising solutions of glyphosate and polyurea

Synthesis of ethylenediaminetriacetic acid (ED3A) or its salts is disclosed. A salt of N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid). The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazinediacetic acid (3KP) or salts thereof, which is the desired cyclic intermediate. In the presence of excess base, salts of ED3A are formed in excellent yield and purity. Alternatively, the starting material is ED2AH.sub.a X.sub.b, where x is a base cation, e.g., an alkali or alkaline earth metal, a is 1 to 2, and b is 0 to 1 in aqueous solutions. The reaction mixture also can be acidified to ensure complete formation of carboxymethyl-2-oxopiperazine (the lactam) prior to the reaction. Formaldehyde is added, essentially resulting in the hydroxymethyl derivative. On the addition of a cyanide source, 1-cyanomethyl-4-carboxymethyl-2-ketopiperazine (mononitrile diacid) or a salt thereof is formed. Upon the addition of any suitable base or acid, this material may be hydrolyzed to 3KP. The addition of a base will open this ring structure to form the salt of ED3A.

Preparation of ethylenediaminetriacetic acid

Novel N-acyl derivatives of ethylenediaminetriacetic acid are disclosed, as well as a process for preparing the same.

N-acyl-N,N',N'-ethylenediaminetriacetic acid derivatives and process of

A novel intermediate useful in the synthesis of ethylenediaminetriacetic acid (ED3A) or its salts. N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) or a salt containing up to one equivalent of base cation is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid), which is a useful intermediate in the production or ED3A. The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazinediacetic acid (3KP) or salts thereof. In the presence of excess base, salts of ED3A are formed in excellent yield and purity.

1-cyanomethyl-4-carboxymethyl-3-ketopiperazine, salts thereof and

A novel intermediate useful in the synthesis of ethylenediaminetriacetic acid (ED3A) or its salts. A salt of N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid), which is a useful intermediate in the production of ED3A. The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazinediacetic acid (3KP) or salts thereof. In the presence of excess base, salts of ED3A are formed in excellent yield and purity.

N,N'-diacetic acid-N'-cyanomethyl, salts thereof, and their preparation

A process for producing iminodiacetonitrile (IDAN) from glycolonitrile and ammonia or its salt is disclosed. In the batch process, pH is controlled with the addition of ammonia or suitable acids. In the continuous process, glycolonitrile and ammonia are reacted in near stoichiometric amounts at a temperature from about 90.degree. C. to about 180.degree. C.

Preparation of iminodiacetonitrile from glycolonitrile

A novel intermediate useful in the synthesis of ethylenediaminetriacetic acid (ED3A) or its salts. A salt of N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid), which is useful intermediate in the production of ED3A. The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazindeiacetic acid (3KP) or salts thereof. In the presence of excess base, salts of ED3A are formed in excellent yield and purity.

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Nashua, NH, United States of America

Brian A Parker