Abstract: Heterocyclic amine polyol compounds and methods for making the compounds and polymers for coatings and materials that can be rendered biocidal by exposure to halogen solutions.

Abstract: The present invention is a method of using a polymeric N-halamine biocidal material as an agent preferably used in conjunction with a matrix material for the reduction of noxious odors caused by the decomposition of organic compounds. In a preferred embodiment of the method according to the present invention, the biocidal N-halamine polymer is provided in a comminuted form and mixed with super absorbent polymer to provide a treatment composition. The treatment composition is emplaced within an article to provide intimate contact between the composition and a microorganism-containing fluid.

Abstract: Method for preparing biocidal halogenated polystyrene hydantoins. The biocidal polymers poly-1,3-dichloro-5-methyl-5-(4′-vinylphenyl)hydantoin, poly-1,3-dibromo-5-methyl-5-(4′-vinylphenyl)hydantoin, and their monohalogenated alkali metal salts and protonated derivatives have been prepared as porous beads by use of highly crosslinked polystyrene beads as starting materials. The porous beads will be useful in water and air disinfection applications when employed in cartridge filters and carafes (for water), as well as for controlling noxious odor when mixed with absorbent materials in items such as disposable diapers, incontinence pads, bandages, sanitary napkins, pantiliners, mattress covers, shoe inserts, sponges, animal litter, carpets, fabrics, and air filters or the like.

Abstract: N-halamine biocidal materials and coatings are provided. Monomeric oxazolidinones or hydantoins are homopolymerized or copolymerized with other monomers so as to produce materials or coatings, which upon exposure to solutions of chlorine or bromine become biocidal. The biocidal materials and coatings are effective at inactivating microorganisms upon surface contact and are regenerable following loss of efficacy upon further exposure to solutions of chlorine or bromine. Surfaces which could be treated with the materials and coatings include, but are not limited to: glass, plastic, metals, fibers, and wood for use in pool and tank liners, food wrappers, catheters, paints, tiles, shower walls, fabrics, sterile bandages, pipes, medical and dental coatings, preservatives, and the like.

Abstract: Biocidal polyester fabrics, fibers and other materials, and methods of preparation. Heterocyclic N-halamine precursor moieties are covalently linked to the polyester material. The fabrics or fibers obtain antimicrobial activity after washing with a source of oxidative halogen such as a chlorine bleach by conversion of the precursor moieties into N-halamine functionalities. The antimicrobial activity can be repeatedly regenerated by further washing with aqueous oxidative halogen. The biocidal polyester fabrics, fibers, and other materials will be effective in reducing, or eliminating entirely, pathogenic and odor-causing microorganisms.

Abstract: Method for preparing biocidal halogenated polystyrene hydantoins. The biocidal polymers poly-1,3-dichloro-5-methyl-5-(4′-vinylphenyl)hydantoin, poly-1,3-dibromo-5-methyl-5-(4′-vinylphenyl)hydantoin, and their monohalogenated alkali metal salts and protonated derivatives have been prepared as porous beads by use of highly crosslinked polystyrene beads as starting materials. The porous beads will be useful in water and air disinfection applications when employed in cartridge filters and carafes (for water), as well as for controlling noxious odor when mixed with absorbent materials in items such as disposable diapers, incontinence pads, bandages, sanitary napkins, pantiliners, mattress covers, shoe inserts, sponges, animal litter, carpets, fabrics, and air filters or the like.

Abstract: N-halamine biocidal materials and coatings are provided. Monomeric oxazolidinones or hydantoins are homopolymerized or copolymerized with other monomers so as to produce materials or coatings, which upon exposure to solutions of chlorine or bromine become biocidal. The biocidal materials and coatings are effective at inactivating microorganisms upon surface contact and are regenerable following loss of efficacy upon further exposure to solutions of chlorine or bromine. Surfaces which could be treated with the materials and coatings include, but are not limited to: glass, plastic, metals, fibers, and wood for use in pool and tank liners, food wrappers, catheters, paints, tiles, shower walls, fabrics, sterile bandages, pipes, medical and dental coatings, preservatives, and the like.

Abstract: Method for preparing biocidal halogenated polystyrene hydantoins. The biocidal polymers poly-1,3-dichloro-5-methyl-5-(4′-vinylphenyl)hydantoin, poly-1,3-dibromo-5-methyl-5-(4′-vinylphenyl)hydantoin, and their monohalogenated alkali metal salts and protonated derivatives have been prepared as porous beads by use of highly crosslinked polystyrene beads as starting materials. The porous beads will be useful in water and air disinfection applications when employed in cartridge filters and carafes (for water), as well as for controlling noxious odor when mixed with absorbent materials in items such as disposable diapers, incontinence pads, bandages, sanitary napkins, pantiliners, mattress covers, shoe inserts, sponges, animal litter, carpets, fabrics, and air filters or the like.

Abstract: N-halamine biocidal materials and coatings are provided. Monomeric oxazolidinones or hydantoins are homopolymerized or copolymerized with other monomers so as to produce materials or coatings, which upon exposure to solutions of chlorine or bromine become biocidal. The biocidal materials and coatings are effective at inactivating microorganisms upon surface contact and are regenerable following loss of efficacy upon further exposure to solutions of chlorine or bromine. Surfaces which could be treated with the materials and coatings include, but are not limited to: glass, plastic, metals, fibers, and wood for use in pool and tank liners, food wrappers, catheters, paints, tiles, shower walls, fabrics, sterile bandages, pipes, medical and dental coatings, preservatives, and the like.

Abstract: Cyclic amine monomers and polymers and N-halamine biocidal polymer compounds are provided. Methods of making and using the same wherein the functional groups unhalogenated or halogenated hydantoins, triazine diones, imidazolidinones, and pyrimidinones are substituted onto inexpensive polymer units such as polystyrene, polyethylene, and modified polymethacrylamide are provided. The cyclic amine monomers and polymers can be utilized to form the biocidal N-halamine polymers. These N-halamine polymers are stable, insoluble biocides which release only small amounts of free halogen and other impurities. They can be useful as disinfectants for potable water, swimming pools, hot tubs, industrial water systems, cooling towers, air-conditioning systems, gas streams, paints, oils, ointments, fabrics, rubber materials, sterile bandages, coatings, hard surfaces, liners of containers, and the like.

Abstract: Cyclic N-halamine biocidal monomers and polymers and methods of using the same as biocides, wherein the functional group, halogenated oxazolidinones, may be homo- and copolymerized, are provided. The copolymerizations are effected with inexpensive monomers such as acrylonitrile, styrene, vinyl acetate, vinyl chloride, and the like. Grafting reactions were also accomplished with the N-halamine monomers and commercial polymers such as poly-acrylonitrile, poly-styrene, poly-vinyl acetate, poly-vinyl alcohol, poly-vinyl chloride, and cellulose. These N-halamine compounds are stable biocides which release small amounts of free halogen and other impurities. They will be useful as disinfectants for swimming pools, oil and water based paints, preservatives, medical and dental coatings, industrial and commercial coatings, fabrics, sterile bandages, liners of containers, and the like.

Abstract: Cyclic N-halamine biocidal monomers and polymers and methods of using the same as biocides, wherein the functional group, halogenated oxazolidinones, may be homo- and copolymerized, are provided. The copolymerizations are effected with inexpensive monomers such as acrylonitrile, styrene, vinyl acetate, vinyl chloride, and the like. Grafting reactions were also accomplished with the N-halamine monomers and commercial polymers such as poly-acrylonitrile, poly-styrene, poly-vinyl acetate, poly-vinyl alcohol, poly-vinyl chloride, and cellulose. These N-halamine compounds are stable biocides which release small amounts of free halogen and other impurities. They will be useful as disinfectants for swimming pools, oil and water based paints, preservatives, medical and dental coatings, industrial and commercial coatings, fabrics, sterile bandages, liners of containers, and the like.

Abstract: Cyclic amine monomers and polymers and N-halamine biocidal polymer compounds are provided. Methods of making and using the same wherein the functional groups unhalogenated or halogenated hydantoins, triazine diones, imidazolidinones, and pyrimidinones are substituted onto inexpensive polymer units such as polystyrene, polyethylene, and modified polymethacrylamide are provided. The cyclic amine monomers and polymers can be utilized to form the biocidal N-halamine polymers. These N-halamine polymers are stable, insoluble biocides which release only small amounts of free halogen and other impurities. They can be useful as disinfectants for potable water, swimming pools, hot tubs, industrial water systems, cooling towers, air-conditioning systems, gas streams, paints, oils, ointments, fabrics, rubber materials, sterile bandages, coatings, hard surfaces, liners of containers, and the like.

Abstract: Substituted 5- to 6-membered heterocyclic amine monomers are provided. Methods of making the same, wherein a polymer is heated under vacuum to crack it into monomeric units and the aceto moiety is converted to a selected moiety, are provided. Monomers including unhalogenated or halogenated hydantoins, triazine diones, imidazolidinones, or pyrimidinones are provided. The heterocyclic amine monomers can be utilized to form biocidal N-halamine polymers which are stable, insoluble biocides which release only small amounts of free halogen and other impurities.

Abstract: Cyclic amine monomers and polymers and N-halamine biocidal polymer compounds are provided. Methods of making and using the same wherein the functional groups unhalogenated or halogenated hydantoins, triazine diones, imidazolidinones, and pyrimidinones are substituted onto inexpensive polymer units such as polystyrene, polyethylene, and modified polymethacrylamide are provided. The cyclic amine monomers and polymers can be utilized to form the biocidal N-halamine polymers. These N-halamine polymers are stable, insoluble biocides which release only small amounts of free halogen and other impurities. They can be useful as disinfectants for potable water, swimming pools, hot tubs, industrial water systems, cooling towers, air-conditioning systems, gas streams, paints, oils, ointments, fabrics, rubber materials, sterile bandages, coatings, hard surfaces, liners of containers, and the like.

Abstract: Cyclic N-halamine biocidal polymer compounds and methods of using the same wherein the functional groups halogenated hydantoins, triazine diones, imidazolidinones, and pyrimidinones are substituted onto inexpensive polymer units such as polystyrene, polyethylene, and modified polymethacrylamide are provided. These N-halamine polymers are stable, insoluble biocides which release only small amounts of free halogen and other impurities. They will be useful as disinfectants for potable water, swimming pools, hot tubs, industrial water systems, cooling towers, air-conditioning systems, gas streams, paints, oils, ointments, fabrics, sterile bandages, coatings, hard surfaces, liners of containers, and the like.

Abstract: Method for disinfecting a liquid medium or hard surface containing undesired halogen-sensitive micro-organisms by treatment with substituted N-halo derivatives of imidazolidin-4-ones having substituents at the 2 and 5 positions of the imidazolidin-4-one ring, including N-chloro, N-bromo, N,N'-dichloro, N,N'-dibromo, and N,N'-bromochloro derivatives of imidazolidin-4-ones having substituents selected from hydrogen, alkyl, alkoxy, hydroxy, phenyl, substituted phenyl, or spiro-substitution at the 2 and 5 positions on the ring. These N-halo compounds are stable, noncorrosive biocides which are resistant to direct sunlight, and are useful as disinfectants, sanitizers, and algae inhibitors.

Abstract: Substituted N-halo derivatives of imidazolidin-4-ones having substituents at the 2 and 5 positions of the imidazolidin-4-one ring are described. More particularly, there are described N-chloro, N-bromo, N,N'-dichloro, N,N'-dibromo, and N,N'-bromochloro derivatives of imidazolidin-4-ones having substituents selected from hydrogen, alkyl, alkoxy, hydroxy, phenyl, substituted phenyl, or spiro-substitution at the 2 and 5 positions on the ring. These N-halo compounds are stable, noncorrosive biocides which are resistant to direct sunlight, and are useful as disinfectants, sanitizers, and algae inhibitors.

Abstract: The invention described herein comprises two principal embodiments. The first embodiment comprises operating procedures related to the instant invention which along with urease inhibition test results demonstrate the use of two classes of N-Halamine compounds (N,N'-DIHALO-2-IMIDAZOLIDINONES and N-HALO-2-OXAZOLIDINONES) as inhibitors of the activity of the enzyme urease in solution and agricultural soil systems. The second embodiment comprises operating procedures related to the instant invention which along with nitrification inhibition test results demonstrate the use of the two classes of N-Halamine compounds (N,N'-DIHALO-2-IMIDAZOLIDINONES and N-HALO-2-OXAZOLIDINONES) as inhibitors of nitrification in agricultural soil systems.

Abstract: N,N'-dihalo-2-imidazolidinones are described as decontaminants for toxic chemical agents such as the sulfur mustards. Decontamination is effected by contacting the toxic chemical agent with a decontaminating amount of the N,N'-dihalo-2-imidazolidinone, e.g., 1,3-dichloro-4,4,5,5-tetramethyl-2-imidazolidinone.