Patents by Inventor Gail H. Birum
Gail H. Birum has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 4739116Abstract: A process improvement for the preparation of arylsulfonamides that avoids the multistep arylsulfonyl chloride refining operation presently used and, in one step, neutralizes and removes all the acidic by-products of chlorosulfonation simultaneously with arylsulfonamide formation which comprises the steps of (a) reacting an aryl hydrocarbon with chlorosulfonic acid to form a crude chlorosulfonation reaction product, (b) combining in an aqueous media said crude reaction product and a source of ammonia to form an amidation reaction mixture, (c) maintaining the temperature of the amidation reaction mixture at between about 40.degree. C. and 70.degree. C. and the pH at above about 7 with stirring for a period of time sufficient to form an amidation reaction product containing an arylsulfonamide, and optionally (d) separating the resulting arylsulfonamide from the amidation reaction product.Type: GrantFiled: January 16, 1986Date of Patent: April 19, 1988Assignee: Akzo America Inc.Inventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4713489Abstract: N-substituted arylsulfonamides which comprises the steps of (a) reacting an aryl hydrocarbon with chlorosulfonic acid to form a crude chlorosulfonation reaction product, (b) adding said crude reaction product to a mixture comprising an aliphatic amine, an alkali or alkaline earth metal hydroxide and water to form an amidation reaction mixture, (c) maintaining the temperature of the amidation reaction mixture at between about 50.degree. C. and 100.degree. C. and the pH at above about 7 with stirring for a period of time of up to about 2 hours, and optionally (d) separating the resulting N-substituted arylsulfonamide from the amidation reaction product.Type: GrantFiled: January 16, 1986Date of Patent: December 15, 1987Assignee: Akzo America Inc.Inventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4639480Abstract: Disclosed are compositions of polyethylene terephthalate and certain N-substituted phthalimide plasticizers, particularly polyethylene terephthalate molding compositions additionally containing a reinforcing agent and a nucleating agent.Type: GrantFiled: May 17, 1985Date of Patent: January 27, 1987Assignee: Monsanto CompanyInventors: Gail H. Birum, Thomas C. Mathis, Richard D. Stolk
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Patent number: 4234696Abstract: The present invention relates to 2-chloroethylphosphonate mixtures which are effective flame retardants for organic polymeric materials and have especially beneficial effects on rise and tack-free times in the production of rigid polyurethane foams.Type: GrantFiled: April 6, 1979Date of Patent: November 18, 1980Assignee: Monsanto CompanyInventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4193914Abstract: The present invention relates to 2-chloroalkyl (2-chloroalkyloxy)hydrocarbylphosphinylpropionates and a process for the preparation thereof. The invention also includes combinations of the said 2-chloroalkyl (2-chloroalkyloxy)hydrocarbylphosphinylpropionates with organic polymer substrates, such as polyurethanes and polyesters, in order to impart enhanced fire-retardancy to such otherwise flammable substrates.Type: GrantFiled: April 6, 1979Date of Patent: March 18, 1980Assignee: Monsanto CompanyInventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4179482Abstract: The present invention relates to 2-chloroethylphosphonate mixtures which are effective flame retardants for organic polymeric materials and have especially beneficial effects on rise and tack-free times in the production of rigid polyurethane foams.Type: GrantFiled: September 25, 1978Date of Patent: December 18, 1979Assignee: Monsanto CompanyInventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4179483Abstract: The present invention relates to 2-chloroalkyl (2-chloroalkyloxy)hydrocarbylphosphinylpropionates and a process for the preparation thereof. The invention also includes combinations of the said 2-chloroalkyl (2-chloroalkyloxy)hydrocarbylphosphinylpropionates with organic polymer substrates, such as polyurethanes and polyesters, in order to impart enhanced fire-retardancy to such otherwise flammable substrates.Type: GrantFiled: September 25, 1978Date of Patent: December 18, 1979Assignee: Monsanto CompanyInventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4108949Abstract: The invention relates to o-hydroxy(or alkyloxy)-phenythiomethylenedi(organophosphorus) compounds and to processes for making the same. The compounds have the general formula ##STR1## where L is H or R',R' is alkyl of 1 to 6 carbon atomsM is H, Cl or Br,X is Br, Cl, F, CF.sub.3, NO.sub.2, CN, CO.sub.2 R', SO.sub.2 R', or ##STR2## and R is phenyl, alkyl of 1 to 3 carbon atoms, or OR'.The compounds of the invention have utility as corrosion inhibitors, oil additives and flame retardants.Type: GrantFiled: January 3, 1977Date of Patent: August 22, 1978Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4086205Abstract: The present invention relates to cyclic phosphorus compounds and processes for the preparation thereof.The present invention relates to a process for the preparation of certain derivatives of cyclic hydrogenphosphonates which are diisocyanate derivatives formed as adducts or as polymers.The cyclic phosphorus compounds are useful as flame retardants with organic polymers, such as polyurethanes, polyesters, and polyamides.Type: GrantFiled: September 3, 1976Date of Patent: April 25, 1978Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4081463Abstract: 2-Carboxyethyl(phenyl)phosphinic acid is prepared in two stages by first reacting dichloro(phenyl)phosphine with acrylic acid employed at a molar excess of 25% to 45% to form a mixture of three intermediates, namely 3-(chlorophenylphosphinyl)propionyl chloride, the cyclic anhydride of 2-carboxyethyl(phenyl)phosphinic acid and the mixed anhydride of acrylic acid with 3-chlorocarbonylethyl(phenyl)phosphinic acid. The second stage of the process is the hydrolysis of the mixture of three intermediates set forth above to obtain the desired product. The product is useful as a flame retardant material when used with organic polymers such as polyesters.Type: GrantFiled: December 27, 1976Date of Patent: March 28, 1978Assignee: Monsanto CompanyInventors: Gail H. Birum, Richard F. Jansen
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Patent number: 4073767Abstract: The present invention relates to cyclic phosphorus compounds and processes for the preparation thereof.The present invention relates to a process for the preparation of certain derivatives of cyclic hydrogenphosphonates. Azomethine, sulfonyl isocyanate, isocyanate, and isothiocyanate derivatives are a part of the present invention.The cyclic phosphorus compounds are useful as flame retardants with organic polymers, such as polyurethanes, polyesters, and polyamides.Type: GrantFiled: September 3, 1976Date of Patent: February 14, 1978Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4071584Abstract: The present invention relates to a new hydroxyphenylthiophosphoranylidene organophoshorus compounds and to a process involving an unusual phenyl migration for their preparation. The general reaction for the preparation of the products of the present invention is set forth below: ##STR1## WHERE X is halogen (F, Cl, Br), NO.sub.2, CN, CO.sub.2 R', SO.sub.2 R', CF.sub.3 or ##STR2## R is phenyl, alkyl of 1 to 3 carbon atoms, or OR', and R' is alkyl of 1 to 6 carbon atoms.The compounds of the invention are useful as flame retardants, lubricating oil additives and as corrosion inhibitors.Type: GrantFiled: January 3, 1977Date of Patent: January 31, 1978Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4070336Abstract: The present invention relates to cyclic phosphorus compounds including cyclic hydrogen phosphonates and processes for the preparation thereof.The present invention relates to an improved process for the preparation of cyclic hydrogenphosphonates, which comprises the reaction of phosphorochloridites with formic acid in accordance with the general reaction set forth below: ##STR1## where R is an alkylene or haloalkylene group of a 1,2-glycol having from two to six carbon atoms, or a 1,3-glycol having from three to eight carbon atoms, and Z is Cl or Br. Ketone and sulfenyl derivatives are also a part of the present invention.The cyclic phosphorus compounds are useful as flame retardants with organic polymers, such a polyurethanes, polyesters and polyamides.Type: GrantFiled: September 3, 1976Date of Patent: January 24, 1978Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4036913Abstract: The present invention relates to new nitrogen-containing organophosphorus compounds having aryloxy substituents bonded to phosphorus in ester structures. ##STR1## R' is aryl of 6 to 10 carbon atoms, R" is hydrogen, alkyl, aryl or haloaryl of 1 to 15 carbon atoms, or no more than one carboethoxymethyl group, and where the halogen on the aryl group is bromine, chlorine or fluorine,R'" is alkyl, alkenyl or aryl groups of 1 to 15 carbon atoms and substituted aryl forms where the subtituent is fluorine, chlorine, bromine, nitro, cyano, hydroxyl, alkyloxy or mixtures of such substituents, andZ is CO, CS or SO.sub.2.The phosphorus compounds have utility as fire retardants and as biologically active materials.Type: GrantFiled: July 14, 1975Date of Patent: July 19, 1977Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4032601Abstract: The present invention concerns a new process for the production of organophosphorus compounds having sulfonamide substituents. ##STR1## where R is aryl or chloroalkyl of 2 to 10 carbon atoms,R' is aryl, aryloxy or chloroalkyloxy of 2 to 10 carbon atoms,R" is alkyl, aryl, haloaryl or alkaryl of 1 to 15 carbon atoms, where the aryl halogen is bromine, chlorine or fluorine, and R'" is hydrogen alkyl, alkenyl or aryl of 1 to 15 carbon atoms and substituted aryl forms wherein the substituent is fluorine, bromine, chlorine, hydroxyl, alkyloxy or mixtures of such substituents.These sulfonamide phosphorus compounds have utility as fire-retardants and as biologically active materials.Type: GrantFiled: August 18, 1975Date of Patent: June 28, 1977Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4031170Abstract: The present invention relates to new nitrogen-containing organophosphorus compounds having aryloxy substituents bonded to phosphorus in ester structures. ##STR1## WHERE R' is aryl or alkyl-substituted aryl of 6 to 10 carbon atoms, R" is alkyl, alkenyl or aryl groups of 1 to 15 carbon atoms and substituted aryl forms where the substituent is fluorine, chlorine, bromine, nitro, cyano, hydroxyl, alkyloxy or mixtures of such substituents, and Z is CO, or CS.The phosphorus compounds have utility as fire retardants and as biologically active materials.Type: GrantFiled: July 14, 1975Date of Patent: June 21, 1977Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 4003965Abstract: The present invention relates to new nitrogen-containing organophosphorus compounds having chloro- or bromoalkyloxy substituents bonded to phosphorus in ester structures. ##STR1## R is haloalkyl of 2 to 5 carbon atoms, and R' is alkyl or alkenyl of 1 to 15 carbon atoms.The phosphorus compounds have utility as fire retardants and as biologically active materials.Type: GrantFiled: June 23, 1975Date of Patent: January 18, 1977Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 3989727Abstract: The present invention relates to new ureidophosphonic and phosphinic acids which are produced by hydrolysis of cyclic structures as follows: ##EQU1## where R is aryl or chloroalkyl of 2 to 10 carbon atoms,R' is OH or aryl of 6 to 10 carbon atoms,R" is hydrogen, alkyl, alkenyl, furanyl or aryl of 1 to 15 carbon atoms and substituted aryl forms where the substituent is fluorine, chlorine, bromine, cyano, hydroxyl, alkyloxy, alkylthio or mixtures of such substituents, andY is O or S.The organophosphorus compounds have biological activity and are also useful complex formers, as detergent builders and plating additives.Type: GrantFiled: June 2, 1975Date of Patent: November 2, 1976Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 3980618Abstract: The present invention relates to new compounds containing urea and organophosphorus amide moieties in cyclic structures as shown in the following equation: ##EQU1## where R is aryl or chloroalkyl of 2 to 10 carbon atoms,R' is aryl of 6 to 10 carbon atoms,R" is hydrogen, alkyl, alkenyl, furanyl or aryl of 1 to 15 carbon atoms and substituted aryl forms where the substituent is fluorine, chlorine, bromine, cyano, hydroxyl, alkyloxy, alkylthio or mixtures of such substituents, andY is O or S.The cyclic organophosphorus amides have biological activity and are also useful as fire retardants and as lead scavengers in gasoline.Type: GrantFiled: June 2, 1975Date of Patent: September 14, 1976Assignee: Monsanto CompanyInventor: Gail H. Birum
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Patent number: 3968188Abstract: The pentaerythritol ester of phosphorohalidous acid is prepared by reacting pentaerythritol and a trivalent phosphorus trihalide in the presence of a catalyst. The pentaerythritol ester of phosphorohalidous acid is a useful intermediate in the preparation of halogenated organophosphate flame retardant materials.Type: GrantFiled: February 4, 1974Date of Patent: July 6, 1976Assignee: Monsanto CompanyInventors: Gail H. Birum, Michael L. Losee