Abstract: This invention provides novel liver targeting agents and their synthetic methods. A liver targeting agent, with a lysine based nitrilotriacetic acid structure as backbone which acquires multivalency with saccharide groups, to bind with a galactosamine chain or lactose chain is disclosed. In particular, only one amino acid L-lysine is involved to provide trivalency. All carboxyl groups in N?-benzyloxycarbonyl-N?-dicarboxymethyl-L-lysine can be conjugated with three glycosides of ahGalNAc or ahLac in one step. This invention also provides a hexa-lactoside. In particular, the TFA-AHA-Asp was used to conjugate 2 molecules of NTA(ahLac)3. This invention also provides a method for adding a spacer between NTA and DTPA. The extended hepatocyte-specific glyco-ligand has higher 111In-radiolabelling yield than those non-extended.

Abstract: This invention is directed a process for preparation of a carboxylic acid salt by dehydrogenation of a primary alcohol. The invention is also directed to a catalyst for dehydrogenating primary alcohols. In one embodiment, for example, the catalyst comprises a metal support (preferably a metal sponge support) having a copper-containing coating at the surface thereof. In another embodiment, the catalyst comprises a metal selected from the group consisting of zinc, cobalt, iron, tin and combinations thereof having a copper-containing coating at the surface thereof.

Abstract: Hydrolyzed nitrilotriacetonitrile compositions are disclosed prepared by a method characterized by a one-shot addition of an amount of nitrilotriacetonitrile to a solution containing an acid catalyst, where the reaction is complete in a time period of less than an hour. The method is also characterized by adjusting the pH of the reaction mixture to a pH of at least 8. The method is also characterized by oxidatively removing free cyanide to a desired low level through the addition of an oxidizing agent the produces environmentally benign by-products to the crude hydrolyzed NTAN to form hydrolyzed NTAN compositions having minimized, negligible, or substantially no free cyanide levels.

Abstract: The present invention concerns a process for the preparation of free flowing granules of low hygroscopicity of one or more methylglycine diacetic acid (MGDA) salts, of the formula wherein R?CH3 and M is hydrogen, alkali metal, alkaline earth metal, ammonium or substituted ammonium in the appropriate stoechiometric amounts, by a process comprising the steps of i) heating a concentrated slurry comprising methylglycine diacetic acid (MGDA) and/or any salts thereof, the slurry having a solids content in the range of 45% to 70% and suitably in the range from 50% to 70%, and a moisture content of 30% up to 55%, and suitably between 30% and 50%, to a temperature in the range of 50 to 120° C., preferably to about 80° C., and ii) spray granulating said slurry, using an air inlet temperature of 120° C. or less.

Abstract: A process for producing granules containing one or more complexing agent salts of the general formula from an aqueous starting solution, containing the one or more complexing agent salts in a concentration of from 10 to 80% by weight, based on the total weight of the aqueous starting solution, in a jet apparatus.

Abstract: Hydrolyzed nitrilotriacetonitrile compositions are disclosed prepared by a method characterized by a one-shot addition of an amount of nitrilotriacetonitrile to a solution containing an acid catalyst, where the reaction is complete in a time period of less than an hour. The method is also characterized by adjusting the pH of the reaction mixture to a pH of at least 8. The method is also characterized by oxidatively removing free cyanide to a desired low level through the addition of an oxidizing agent the produces environmentally benign by-products to the crude hydrolyzed NTAN to form hydrolyzed NTAN compositions having minimized, negligible, or substantially no free cyanide levels.

Abstract: This invention provides novel liver targeting agents and their synthetic methods. A liver targeting agent, with a lysine based nitrilo triacetic acid structure as backbone which acquires multivalency with saccharide groups, to bind with a galactosamine chain or lactose chain is disclosed. In particular, only one amino acid L-lysine is involved to provide trivalency. All carboxyl groups in N?-benzyloxycarbonyl-N?-dicarboxymethyl-L-lysine can be conjugated with three glycosides of ahGalNAc or ahLac in one step. This invention also provides a hexa-lactoside. In particular, the TFA-AHA-Asp was used to conjugate 2 moles of NTA(ahLac)3. This invention also provides a method for adding a spacer between NTA and DTPA. The extended hepatocyte-specific glyco-ligand has higher 111In-radiolabelling yield than those non-extended.

Abstract: A metal chelating composition having the formula: wherein Q is a carrier; S1 is a spacer; L is -A-T-CH(X)— or —C(?O)—; A is an ether, thioether, selenoether, or amide linkage; T is a bond or substituted or unsubstituted alkyl or alkenyl; X is —(CH2)kCH3, —(CH2)kCOOH, —(CH2)kSO3H, —(CH2)kPO3H2, —(CH2)kN(J)2, or —(CH2)kP(J)2, preferably —(CH2)kCOOH or —(CH2)kSO3H; k is an integer from 0 to 2; J is hydrocarbyl or substituted hydrocarbyl; Y is —COOH, —H, —SO3H, —PO3H2, —N(J)2, or —P(J)2, preferably, —COOH; Z is —COOH, —H, —SO3H, —PO3H2, —N(J)2, or —P(J)2, preferably, —COOH; and i is an integer from 0 to 4, preferably 1 or 2.

Abstract: This invention is directed to a process for making an iminodiacetic acid compound from a monoethanolamine substrate having the formula: wherein R1 is hydrogen, hydrocarbyl, or substituted hydrocarbyl. The process includes a series of reactions comprising a cyanomethylation, a hydrolysis and a dehydrogenation with the hydrolysis and dehydrogenation steps being carried out either sequentially or concurrently. In a particular embodiment, the iminodiacetic acid produced is disodium iminodiacetic acid and the monoethanolamine substrate used is 2-aminoethanol.

Abstract: A method for the production of a salt of carboxylic acid by catalytic dehydrogenation effected by reacting the corresponding primary alcohol in aqueous solution with an alkaline hydroxide in the present of a copper catalyst, in which, before the catalytic dehydrogenation, the mass of the reagents comprising the said aqueous solution of a primary alcohol is subjected to a deoxygenation stage in order to remove or reduce the level of dissolved molecular oxygen. The deoxygenation stage is preferably carried out by bubbling an inert gas or by adding a reducing agent.

Abstract: Catalyst for dehydrogenating amino alcohols to aminocarboxylic acids or ethylene glycol (derivatives) to oxycarboxylic acids, said catalyst containing zirconium, copper and possibly an additional metal, whereby the cited metals are precipitated as hydroxides, washed, dried, calcined, and reduced, preparable in that zirconium hydroxide is precipitated from an aqueous zirconium salt solution using a base until a pH of 4 to 10 is attained, the aqueous solution of a copper salt and possibly of an additional salt is added to the zirconium hydroxide suspension, and by adding further base copper hydroxide and possibly the hydroxide of the metal contained in the additional salt is precipitated until a pH of 8 to 14 is attained, the suspension obtained is filtered, washed, dried, calcined in air at 450 to 600.degree. C. for 2 to 4 hours and finally reduced at 200 to 250.degree. C. in a hydrogen stream for 2 to 4 hours.

Abstract: The present invention describes methods for the detoxification of a mixture of nitrile compounds, or a mixture of nitrile and amide compounds by conversion of the nitrile compound(s) to the corresponding amide or acid compounds using a pure culture of an induced microorganism strain capable of converting a nitrile moiety to an amide or acid moiety. If an amide is formed or is present in the mixture, the amide can be further converted, using the present methods for detoxification, to the corresponding acid. The acid can then, if desired, be further degraded to CO.sub.2, H.sub.2 O and biomass. The induced pure cultures are able to detoxify a mixture of nitriles or a mixture of nitriles and amides which are typically present, in high concentration(s), in nitrile production waste streams.

Abstract: The amount of high molecular weight impurity present in a polyether polyol produced by alkoxylation of an active hydrogen-containing initiator using an epoxide such as propylene oxide and a substantially amorphous highly active double metal cyanide complex catalyst may be advantageously lowered by having a non-protic Lewis acid present during the epoxide polymerization. The use of halides such as zinc chloride and aluminum chloride is especially effective for such purposes. In a preferred embodiment, minor amounts of water are also present during polymerization. The higher purity polyether polyols thereby produced are particularly useful in the preparation of slab and molded polyurethane foams, which tend to collapse or become excessively tight when elevated levels of high molecular tail are present in the polyether polyol.

Abstract: Glycine-N,N-diacetic acid derivatives and their alkali metal, alkaline earth metal, ammonium and substituted ammonium salts are used as complexing agents for alkaline earth metal and heavy metal ions with the exception of .alpha.-alanine-N,N-diacetic acid as textile detergent builders in powder detergent formulations and as calcium sequestrants in oral hygiene products.

Abstract: There is disclosed a process for preparing highly absorptive granular alkali metal nitrilotriacetate by contacting NTA powder with an aqueous alkali metal silicate solution. A granular product having a majority of the granules, by weight, in the -12 to +80 mesh size range, which have a density of at least about 0.60 g/cc and an absorptivity in the absorptivity test in the range of above 7 ml/100 g is produced by contacting alkali metal nitrilotriacetate with an alkali metal silicate solution, mixing the material to granulate it and then drying the granules. A granular product having a density of at least about 0.60 g/cc, fewer than 15% fine material and an absorptivity in the range of from about 7-20 ml/100 g is produced.

Abstract: Double metal cyanide-catalyzed polyols are made by an improved process in which a starter is continuously added during polymerization of the epoxide. The process includes a continuously added starter (S.sub.c), and optionally, an initially charged starter (S.sub.i). The continuously added starter comprises at least about 2 equivalent percent of the total starter used. The process enables the use of water and low molecular weight polyol starters in DMC-catalyzed polyol synthesis. In addition, the process gives polyether polyols having reduced levels of high molecular weight polyol tail, which can adversely affect polyurethane foam processing.

Abstract: There is disclosed a process for preparing highly absorptive granular alkali metal nitrilotriacetate by contacting NTA powder with a partially neutralizing amount of acid. A granular product having a majority of the granules, by weight, in the -12 to +80 mesh size range, which have a density of at least about 0.70 g/cc and an absorptivity in the absorptivity test in the range of above 12 ml/100 g is produced by contacting alkali metal nitrilotriacetate with acid, mixing the material to granulate it and then drying the granules. The acid may be added in either one or two steps. In the one step embodiment the acid addition time/mix time ratio is critical while in the two addition step embodiment mix time is not critical. However, in the two step embodiment the powder is first contacted is with dilute acid and the second contact step is with concentrated acid. A granular product having a density of at least about 0.

Abstract: Glycine-N,N-diacetic acid derivatives I ##STR1## where R is unsubstituted or substituted alkyl, alkenyl, alkoxylate groups, phenylalkyl, phenyl, a heterocyclic ring or a radical of the formula ##STR2## where A is an alkylene bridge or a chemical bond, and M is hydrogen, alkali metal, alkaline earth metal, ammonium or substituted ammonium in the appropriate stoichiometric amounts,are prepared by reactingA) corresponding 2-substituted glycines or 2-substituted glycinonitriles or doubled glycines of the formula ##STR3## or doubled glycinonitriles of the formula ##STR4## or precursors of the glycine derivatives named as starting material with formaldehyde and hydrogen cyanide in aqueous medium at a pH of from 0 to 11 orB) iminodiacetonitrile or iminodiacetic acid with appropriate monoaldehydes of the formula R--CHO or dialdehydes of the formula OHC--A--CHO and hydrogen cyanide in aqueous medium at a pH of from 0 to 11and, where appropriate, subsequent hydrolysis of nitrile functionalities which are present, where

Abstract: Double metal cyanide-catalyzed polyols are made by an improved process in which a starter is continuously added during polymerization of the epoxide. The process includes a continuously added starter (S.sub.c), and optionally, an initially charged starter (S.sub.i). The continuously added starter comprises at least about 2 equivalent percent of the total starter used. The process enables the use of water and low molecular weight polyol starters in DMC-catalyzed polyol synthesis. In addition, the process gives polyether polyols having reduced levels of high molecular weight polyol tail, which can adversely affect polyurethane foam processing.

Abstract: There is disclosed a process for preparing highly absorptive granular alkali metal nitrilotriacetate by contacting NTA powder with an aqueous alkali metal silicate solution. A granular product having a majority of the granules, by weight, in the -12 to +80 mesh size range, which have a density of at least about 0.60 g/cc and an absorptivity in the absorptivity test in the range of above 7 ml/100 g is produced by contacting alkali metal nitrilotriacetate with an alkali metal silicate solution, mixing the material to granulate it and then drying the granules. A granular product having a density of at least about 0.60 g/cc, fewer than 15% fine material and an absorptivity in the range of from about 7-20 ml/100 g is produced.

Abstract: An improved process is disclosed to prepare an carboxylic acid salt. According to the process, an aqueous solution of an alcohol is contacted with an alkali metal hydroxide in the presence of an effective amount of a copper catalyst that contains from about 50 parts per million to about 10,000 parts per million of an element selected from the group consisting of chromium, titanium, niobium, tantalum, zirconium, vanadium, molybdenum, manganese, tungsten, cobalt, nickel and mixtures thereof. Raney copper is preferred.

Abstract: An improved process is disclosed to prepare an amino carboxylic acid salt. According to the process, an aqueous solution of an amino alcohol is contacted with an alkali metal hydroxide in the presence of an effective amount of a Raney copper catalyst that has from about 50 parts per million to about 10,000 parts per million of an element selected from the group consisting of chromium, titanium, niobium, tantalum, zirconium, vanadium, molybdenum, manganese, tungsten, cobalt, nickel and mixtures thereof.

Abstract: A method for the manufacture of an aminocarboxylic acid salt which comprises subjecting to dehydrogenation an amino alcohol represented by the general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 denote hydrogen, --CH.sub.2 CH.sub.2 OH, an alkyl group having 1 to 18 carbon atoms or an aminoalkyl group having 2 or 3 carbon atoms, which may be the same or different, in the presence of the hydroxide of at least one metal selected from the group consisting of alkali metals and alkaline earth metals, water and a catalyst containing copper metals or a copper compound and a zirconium compound.

Abstract: A process for producing nitrilotriacetate salts from nitrilotriacetonitrile in which a mixture of substantially stoichiometric amounts of an alkali metal hydroxide and nitrilotriacetonitrile in water are partially hydrolyzed, followed by boiling to complete the reaction, followed by addition of a bleaching agent, and recovery of the product as a solution or in crystalline form.

Abstract: A process for the recovery of nitrilotriacetic acid values from solutions containing polyvalent metal complexes of nitrilotriacetic and the decomposition products thereof is described, the process being characterized by the addition to such solutions of sufficient strong acid to dissociate the complex under conditions to precipitate the nitrilotriacetic acid.

Abstract: Ethylenediaminetetraacetic acid and the trisodium salt of N-hydroxyethylethylenediaminetriacetic acid are mixed in water at mole ratios of 80/20 to 52/48, respectively, and a manganese compound is dissolved therein with heating. The pH is adjusted to 7 and water is added to make a solution of manganese chelate which contains 6% by wt. manganese. The resulting solution has good freeze-thaw stability.

Abstract: A carboxylic acid is prepared by contacting an aqueous solution of the alkali metal or ammonium carboxylate with a liquid cation exchange agent dissolved in an organic solvent in which the carboxylic acid is substantially water immiscible. As an example, an aqueous solution of trisodium N-(2-hydroxyethyl)ethylenediaminetriacetate is contacted with di(2-ethylhexyl)phosphoric acid in kerosene to thereby form N-(2-hydroxyethyl)ethylenediaminetriacetic acid in the aqueous solution.

Abstract: An aqueous solution of a chelate of: (a) at least one metal selected from a first group consisting of: (i) magnesium; (ii) calcium; (iii) zinc; and (iv) manganese (II); and (b) at least one chelating agent selected from a second group consisting of moieties of: (i) ethylenediaminetetraacetic acid; (ii) nitrilotriacetic acid; (iii) diethylenetriaminepentaacetic acid; and (iv) hydroxyethylethylenediaminetriacetic acid is prepared by a process comprising forming a first admixture by admixing in an aqueous system an oxide or hydroxide of at least one member of the first group and at least one member selected from a third group consisting of a tetraalkali metal salt of ethylenediaminetetraacetic acid, a trialkali metal salt of nitrilotriacetic acid, a pentaalkali metal salt of diethylenetriaminepentaacetic acid, and a trialkali metal salt of hydroxyethylethylenediaminetriacetic acid; forming a second admixture by admixing the first admixture and a nitrile selected from a fourth group consisting of ethylenediaminet

Abstract: A chelate of technetium-99m, cobalt-57, gallium-67, gallium-68, indium-111 or indium-113m and substituted iminodiacetic acid or an 8-hydroxyquinoline useful as a radiopharmaceutical external imaging agent. The invention also includes preparative methods therefor.