# US 2019/0169383 A1 · Pvp copolymer for harsh chemical packaging > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2019/0169383 A1 - Document ID: US20190169383A1 - Status: Published application - Kind: A1 - Application number: 16/208,298 - Filed: 2018-12-03 - Published: 2019-06-06 - Earliest claimed: 2012-10-22 - Assignees: Sekisui Specialty Chemicals America, LLC - Applicants: Sekisui Specialty Chemicals America, LLC - Inventors: Paula Carrier; Vinh Nguyen; Regan Pollock; Richard Vicari - Web page: https://patentgrep.com/patent/US20190169383A1 ## CPC - C08J 5/18: Manufacture of films or sheets - B65D 65/46: Applications of disintegrable, dissolvable or edible materials - B65D 85/84: for corrosive chemicals - C08F 216/06: Polyvinyl alcohol {; Vinyl alcohol} - C08K 3/16: Halogen-containing compounds - C08K 3/28: Nitrogen-containing compounds - C08K 3/30: Sulfur-, selenium- or tellurium-containing compounds - C08K 5/0016: {Plasticisers} - C08K 5/053: Polyhydroxylic alcohols - C08K 5/092: Polycarboxylic acids - C08K 5/1545: Six-membered rings - C08L 29/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids - C08L 29/06: Copolymers of allyl alcohol - C08F 2800/10: as molar percentages - C08J 2329/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids - C08J 2329/06: Copolymers of allyl alcohol - C08J 2403/02: Starch; Degradation products thereof, e.g. dextrin - C08J 2471/02: Polyalkylene oxides - C08L 2203/162: sealable films - C08L 2205/06: having improved processability or containing aids for moulding methods - Y02W 90/10: Bio-packaging, e.g. packing containers made from renewable resources or bio-plastics - C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29) - B65D: CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - Y02W: CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT ## Abstract A water soluble film useful in unit-dose chemical packaging is disclosed. The film may include: a water soluble saccharide and a polyvinyl alcohol copolymer consisting essentially of: (a) from 80 to 99 mole percent of vinyl alcohol and vinyl ester monomer; and (b) from 1 to 20 mole percent of a pyrrolidone comonomer. Such compositions may be used to provide a water-soluble film simultaneously satisfying requirements in regard to water solubility, biodegradability, and physical properties, even when used for packaging a broad range of harsh, oxidizing chemicals. ## Claims ### Claim 1 A unit dose package comprising: a polymeric dissolution packet comprising a film; and a chemical sealed in the polymeric dissolution packet; wherein the film comprises: a polyvinyl alcohol copolymer consisting essentially of: (a) from 80 to 99 mole percent of vinyl alcohol and vinyl ester monomer; and (b) from 1 to 20 mole percent of a pyrrolidone comonomer; and having a degree of hydrolysis in the range from about 65% to about 99%; a plasticizer; wherein the chemical comprises at least one of a peroxide, a nitrate, a nitrite, a chromate, a persulfate, a borate, a bromate, a chlorate, a periodate, a chlorite, a chlorinated or brominated isocyanurate, an inorganic acid, an organic acid, a peroxy acid, potassium superoxide, and salts and hydrates of these compounds; and wherein the film has a %dissolution. by weight in water at 21° C. of at least 85 wt % following exposure to the chemical and aging at a temperature in the range from about 30° C. to about 54° C. for at least 4 weeks. ### Claim 2 (depends on 1) The unit dose package of claim 1, wherein the chemical is selected from the group consisting of dichloroisocyanuric acid, Calcium hypochlorite, trichloroisocyanuric acid, 1-bromo-3-chloro-5,5-dimethylhydantoin, 1,3-dibromo-5,5-dimethylhydantoin, 2,3-dibromo-3-nitrilopropionamide; 2-bromo-2-nitro-4,3-propanediol, sodium bisulfate, tartaric acid, fumaric acid, oxalic acid, sodium percarbonate, sodium carbonate, sodium bicarbonate, cyanuric acid, and potassium monopersulfate. ### Claim 3 (depends on 1) The unit dose package of claim 1, wherein the chemical is undiluted. ### Claim 4 (depends on 1) The unit dose package of claim 1, wherein the plasticizer is a solid at room temperature and pressure. ### Claim 5 (depends on 1) The unit dose package of claim 1, the film further comprising an additive selected from the group consisting of dextrose, a bromine scavenger, a chlorine scavenger, ammonium chloride, citric acid, starch, potassium bicarbonate, ammonium chloride, polypropylene glycol, starch, and sodium bisulfite, ### Claim 6 (depends on 1) The unit dose package of claim 1, wherein the film has one or more of the following properties when tested according to ASTM D882: a. a 10% modulus at equilibrium conditions of 30° C. and 20% relative humidity of at least 40 MPa; b. a tensile strength at equilibrium conditions of 30° C. and 20% relative humidity of at least 60 MPa; c. an elongation at break at equilibrium conditions of 30° C. and 20% relative humidity in the range from about 20% to about 80%; d. have an elongation at break at equilibrium conditions of 23° C. and 50% relative humidity in the range from about 100% to about 250%; e. a 100% modulus at equilibrium conditions of 23° C. and 50% relative humidity in the range from about 15 to about 40 MPa; f. an elongation at break at equilibrium conditions of 10° C. and 70% relative humidity in the range from about 15% to about 260%; g. a 100% modulus at equilibrium conditions of 10° C. and 70% relative humidity in the range from about 9 to about 25 MPa. ### Claim 7 (depends on 1) The unit dose package of claim 1, wherein the plasticizer comprises alkoxylated trimethylol propane, trimethylol propane, or diglycerine, or a combination thereof, and when present, each is individually present in an amount in the range from about 1 wt % to about 12 wt %, based on a total weight of the film. ### Claim 8 (depends on 1) The unit dose package of claim 1, wherein the plasticizer comprises alkoxylated trimethylol propane, trimethylol propane, or diglycerine, or a combination thereof, and when present, each is individually present in an amount in the range from about 2 wt % to about 4 wt %, based on a total weight of the film. ### Claim 9 A water-soluble film having stability with harsh chemicals, the film comprising; a. polyvinyl alcohol copolymer consisting essentially of: (a) from 80 to 99 mole percent of vinyl alcohol and vinyl ester monomer; and (b) from 1 to 20 mole percent of a pyrrolidone comonomer; and having a degree of hydrolysis in the range from about 65% to about 99%; a plasticizer; and wherein the film has a % dissolution by weight in water at 21° C. of at least 85 wt % following exposure to a chemical and aging at a temperature in the range from about 30° C. to about 54° C. for at least 4 weeks, wherein the chemical is selected from the group consisting of dichloroisocyanuric acid, calcium hypochlorite, trichloroisocyanuric acid, 1-bromo-3-chloro -5,5-dimethylhydantoin, 1,3-dibromo-5,5-dimethylhydantoin, 2,3-dibromo-3-nitrilopropionamide; 2-bromo-2-nitro-1,3 propanediol, sodium bisulfate, tartaric acid, fumaric acid, oxalic acid, sodium percarbonate, sodium carbonate, sodium bicarbonate, cyanuric acid, and potassium monopersulfate. ### Claim 10 (depends on 9) The water soluble film of claim 9, wherein the film is compatible with each of dichloroisocyanuric acid, calcium hypochlorite, trichloroisocyanuric acid, 1-bromo-3-chloro-5,5-dimethylhydantoin, 1,3-dibromo-5,5-dimethylhydantoin, 2,3-dibromo-3-nitrilopropionamide; 2-bromo-2-nitro-1,3-propanediol, sodium bisulfate, tartaric acid, fumaric acid, oxalic acid, sodium percarbonate, sodium carbonate, sodium bicarbonate, cyanuric acid, and potassium monopersulfate. ### Claim 11 (depends on 9) The water soluble film of claim 9, wherein the plasticizer comprises alkoxylated trimethylol propane, trimethylol propane, or diglycerine, or a combination thereof, and when present, each is individually present in an amount in the range from about 1 wt % to about 12 wt %, based on a total weight of the film. ### Claim 12 (depends on 9) The water soluble film of claim 9, wherein the plasticizer comprises alkoxylated trimethylol propane, trimethylol propane, or diglycerine, or a combination thereof, and when present, each is individually present in an amount in the range from about 2 wt % to about 4 wt %, based on a total weight of the film. ### Claim 13 (depends on 9) The water soluble film of claim 9, wherein the plasticizer is a solid at room temperature and pressure. ### Claim 14 (depends on 9) The water-soluble film of claim 9, wherein the plasticizer has at least 2 hydroxyl groups per molecule. ### Claim 15 (depends on 9) The water-soluble film of claim 9, wherein the plasticizer is present in an amount of 1 to 10 parts per hundred parts polyvinyl alcohol copolymer. ### Claim 16 (depends on 9) The water-soluble film of claim 9, wherein the polyvinyl alcohol copolymer contains from 3 to 7 mole percent of the pyrrolidone comonomer. ### Claim 17 (depends on 9) The water-soluble film of claim 9, further comprising an additive selected from the group consisting of dextrose, a bromine scavenger, a chlorine scavenger, ammonium chloride, citric acid, starch, potassium bicarbonate, ammonium chloride, polypropylene glycol, starch, and sodium bisulfite. ### Claim 18 (depends on 17) The water-soluble film of claim 17, wherein the additive is a crystalline solid at room temperature and pressure. ### Claim 19 (depends on 9) The water-soluble film of claim 9, further comprising dextrose, wherein the dextrose is present in an amount in the range from about 1 to about 10 parts per hundred parts polyvinyl alcohol copolymer. ### Claim 20 (depends on 9) The unit dose package of claim 9, wherein the film has one or more of the following properties when tested according to ASTM D882: a. a 10% modulus at equilibrium conditions of 30° C. and 20% relative humidity of at least 40 MPa; b. a tensile strength at equilibrium conditions of 30° C. and 20% relative humidity of at least 60 MPa; c. an elongation at break at equilibrium conditions of 30° C. and 20% relative humidity in the range from about 20% to about 80%; d. have an elongation at break at equilibrium conditions of 23° C. and 50% relative humidity in the range from about 100% to about 250%; e. a 100% modulus at equilibrium conditions of 23° C. and 50% relative humidity in the range from about 15 to about 40 MPa; f. an elongation at break at equilibrium conditions of 10° C. and 70% relative humidity in the range from about 15% to about 260%; g. a 100% modulus at equilibrium conditions of 10° C. and 70% relative humidity in the range from about 9 to about 25 MPa. ### Claim 21 A water-soluble film having stability with multiple harsh chemicals, the film comprising; a polyvinyl alcohol copolymer consisting essentially of: (a) from 80 to 99 mole percent of vinyl alcohol and vinyl ester monomer; and (b) from 1 to 20 mole percent of a pyrrolidone comonomer; a plasticizer; wherein the film is compatible with each of the following chemical groups; peroxides, nitrates, nitrites, chromates, persulfates, borates, bromates, chlorates, periodates, chlorites, chlorinated or brominated isocyanurates, inorganic acids, organic acids, peroxy acids, superoxides, and salts and hydrates of these compounds. ### Claim 22 (depends on 21) The water soluble film of claim 21, wherein the film is compatible with each of dichloroisocyanuric acid, calcium hypochlorite, trichloroisocyanuric acid, 1-bromo-3-chloro-5,5-dimethylhydantoin, 1,3-dibromo-5,5-dimethylhydantoin, 2,3-dibromo-3-nitrilopropionamide; 2-bromo-2-nitro-1,3-propanediol, sodium bisulfate, tartaric acid, fumaric acid, oxalic acid, sodium percarbonate, sodium carbonate, sodium bicarbonate, cyanuric acid, and potassium monopersulfate. ### Claim 23 (depends on 21) The water soluble film of claim 21, wherein the plasticizer comprises alkoxylated trimethylol propane, trimethylol propane, or diglycerine, or a combination thereof, and when present, each is individually present in an amount in the range from about 1 wt % to about 12 wt %, based on a total weight of the film. ### Claim 24 (depends on 21) The water soluble film of claim 21, wherein the plasticizer comprises alkoxylated trimethylol propane, trimethylol propane, or diglycerine, or a combination thereof, and when present, each is individually present in an amount in the range from about 2 wt % to about 4 wt %, based on a total weight of the film. ### Claim 25 (depends on 21) The water soluble film of claim 21, wherein the film has one or more of the following properties when tested according to ASTM D882: a. a 10% modulus at equilibrium conditions of 30° C. and 20% relative humidity of at least 40 MPa; b. a tensile strength at equilibrium conditions of 30° C. and 20% relative humidity of at least 60 MPa; c. an elongation at break at equilibrium conditions of 30° C. and 20% relative humidity in the range from about 20% to about 80%; d. have an elongation at break at equilibrium conditions of 23° C. and 50% relative humidity in the range from about 100% to about 250%; e. a 100% modulus at equilibrium conditions of 23° C. and 50% relative humidity in the range from about 15 to about 40 MPa; f. an elongation at break at equilibrium conditions of 10° C. and 70% relative humidity in the range from about 15% to about 260%; g. a 100% modulus at equilibrium conditions of 10° C. and 70% relative humidity in the range from about 9 to about 25 IVIPa. ### Claim 26 (depends on 21) The water-soluble film of claim 21, wherein the film has a % dissolution by weight in water at 21° C. of at least 85 wt % following exposure to a chemical and aging at a temperature in the range from about 30° C. to about 54° C. for 4 to 12 weeks, wherein the chemical is selected from the group consisting of dich/oroisocyanuric acid, calcium hypochlorite, trichloroisocyanuric acid, 1-bromo-3-chloro -5,5-dimethylhydantoin, 1,3-dibromo-5,5-dimethylhydantoin, 2,3-dibromo-3-nitrilopropionamide; 2-bromo-2-nitro-1,3-propanediol, sodium bisulfate, tartaric acid, fumaric acid, oxalic acid, sodium percarbonate, sodium carbonate, sodium bicarbonate, cyanuric acid, and potassium monopersulfate. ### Claim 27 (depends on 21) The water-soluble film of claim 21, wherein the plasticizer is a solid at room temperature and pressure, and wherein the additive is a crystalline solid at room temperature and pressure.