[go: up one dir, main page]

WO2025221880A1 - Granules de dentifrice solubles dans l'eau à écoulement libre et leurs procédés de production - Google Patents

Granules de dentifrice solubles dans l'eau à écoulement libre et leurs procédés de production

Info

Publication number
WO2025221880A1
WO2025221880A1 PCT/US2025/024954 US2025024954W WO2025221880A1 WO 2025221880 A1 WO2025221880 A1 WO 2025221880A1 US 2025024954 W US2025024954 W US 2025024954W WO 2025221880 A1 WO2025221880 A1 WO 2025221880A1
Authority
WO
WIPO (PCT)
Prior art keywords
granule
dentifrice
agent
acid
flavor
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/US2025/024954
Other languages
English (en)
Inventor
Yanyan Guo
Michael Popplewell
Salvatore Alber CELESTE
Adam TOTH
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
International Flavors and Fragrances Inc
Additive Advantage LLC
Original Assignee
International Flavors and Fragrances Inc
Additive Advantage LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by International Flavors and Fragrances Inc, Additive Advantage LLC filed Critical International Flavors and Fragrances Inc
Publication of WO2025221880A1 publication Critical patent/WO2025221880A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4425—Pyridinium derivatives, e.g. pralidoxime, pyridostigmine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00—Medicinal preparations containing inorganic active ingredients
    • A61K33/16—Fluorine compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/23—Apiaceae or Umbelliferae (Carrot family), e.g. dill, chervil, coriander or cumin
    • A61K36/235—Foeniculum (fennel)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/32—Burseraceae (Frankincense family)
    • A61K36/328—Commiphora, e.g. mecca myrrh or balm of Gilead
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/61—Myrtaceae (Myrtle family), e.g. teatree or eucalyptus
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0216—Solid or semisolid forms
    • A61K8/022—Powders; Compacted Powders
    • A61K8/0225—Granulated powders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/20—Halogens; Compounds thereof
    • A61K8/21—Fluorides; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender

Definitions

  • the present invention relates to free-flowing, water-soluble dentifrice granules.
  • the instant disclosure provides methods and compositions concerning free-flowing, water-soluble dentifrice granules having a porosity of 10 to 70%.
  • Dentifrices such as mouthwashes and mouth rinses are routinely used by consumers as part of their oral care hygiene regimens. It is well known that dentifrices can provide both therapeutic and cosmetic hygiene benefits to consumers.
  • therapeutic benefits include caries prevention, which is typically delivered through the use of various fluoride salts; gingivitis prevention by the use of antimicrobial agents such as triclosan, stannous fluoride, or essential oils; or hypersensitivity control through the use of ingredients such as strontium chloride or potassium nitrate.
  • Cosmetic benefits provided by dentifrices include control of plaque and calculus formation, removal and prevention of tooth stain, tooth whitening, breath freshening, and overall improvements in mouth feel impression.
  • Dentifrices are typically provided as aqueous solutions in bottles or containers, which are often large, and costly to store and ship. Moreover, large bottles of mouthwash are inconvenient for travelers. Dry dentifrice granules have been offered to overcome some of these problems, but such granules are not readily soluble. Effervescent agents have been included in the dry granules to aid solubility, but such agents can negatively interact with components of the dentifrice and tend to make the granules hygroscopic, dramatically shortening the life of the product.
  • a free-flowing, water-soluble dentifrice granule having a flavor agent, a dentifrice active and an emulsifier, wherein said granule has a porosity of from about 10% to about 70%.
  • the flavor agent is menthol, thymol, eucalyptol, methyl salicylate, wintergreen oil, myrrh oil, fennel oil, tea tree oil, peppermint oil, lemon oil, spearmint oil, mint flavor, vanilla flavor, cinnamon flavor, berry flavor (optionally strawberry, raspberry or blueberry), orange flavor, mango flavor, cherry flavor, bubblegum flavor, chocolate flavor or a combination thereof.
  • the flavor agent is peppermint oil.
  • the dentifrice granule has flavor retention of more than 75%.
  • the dentifrice active is a fluoride, an essential oil, triclosan, cetylpyridinium chloride, a hydrogen peroxide source, an enzyme, chlorhexidine, strontium chloride, potassium nitrate or a vitamin.
  • the dentifrice active is an essential oil.
  • the essential oil is menthol, eucalyptol, methyl salicylate, myrrh oil, fennel oil, tea tree oil or thymol.
  • the dentifrice active is a fluoride.
  • the fluoride is amine fluoride, silver diamine fluoride, sodium monofluorophosphate, stannous fluoride or sodium monofluorophosphate.
  • the dentifrice active is a hydrogen peroxide source.
  • hydrogen peroxide source is carbamide peroxide, sodium percarbonate, calcium peroxide, peroxydone or perbenzoic acid.
  • the emulsifier is lecithin, monoglyceride, diglyceride, sodium stearoyl lactylate, celluloses, starches or modified starches, gums, sucrose esters, sucroglycerides, polyglycerol esters, polyglycerol polyricinoleate, sorbitan esters, pectin, proteins or combinations thereof.
  • the porosity is about 10% to about 70%.
  • the porosity is about 30% to about 60%.
  • the granule also has a disintegrant.
  • the disintegrant is an enzyme (such as amylase, protease, cellulase, or invertase), starch and/or starch derivatives (such as sodium starch glycolate), cellulose and/or cellulose derivatives (such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl methylcellulose and microcrystalline cellulose), a hydrophilic colloidal substance (such as alginate, alginic acid NF), natural gums (such as guar gum, xantham gum, locust bean gum), crosslinked polyvinylpyrrolidone, soy polysaccharides or combinations thereof.
  • an enzyme such as amylase, protease, cellulase, or invertase
  • starch and/or starch derivatives such as sodium starch glycolate
  • cellulose and/or cellulose derivatives such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl
  • the granule also has a surfactant.
  • the surfactant is sodium lauryl sulfate, polysorbate, poloxamers, sodium coconut monoglycerides sulfonate, glycerol fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol (PEG), sorbitan fatty acid ester, sucrose ester, taurine, sarcosine, or combinations thereof.
  • the granule also has an effervescent agent.
  • the effervescent agent is a bicarbonate salt or carbonate salt such as sodium carbonate, sodium bicarbonate, sodium percarbonate, potassium carbonate, potassium bicarbonate or a combination thereof.
  • the granule also has an effervescent activator.
  • the effervescent activator is citric acid, ascorbic acid, malic acid, fumaric acid, tartaric acid, succinic acid, adipic acid, pyruvic acid, oxaloacetic acid, maleic acid, alpha-ketoglutaric acid, alginic acid, amino acids, aconitic acid, lactic acid, and acid salt such as monosodium citrate, disodium citrate, or a combination thereof.
  • the granule dissolves in water at 23°C ⁇ 1.0°C in less than 10, 9, 8, 7, 6, 5, 4, 3, 2, or 1 minute.
  • a method for producing a free-flowing, water-soluble dentifrice granule having a porosity of from about 10% to about 70% having the steps of:
  • the flavor agent is menthol, thymol, eucalyptol, methyl salicylate, wintergreen oil, myrrh oil, fennel oil, tea tree oil, peppermint oil, lemon oil, spearmint oil, mint flavor, vanilla flavor, cinnamon flavor, berry flavor (optionally strawberry, raspberry or blueberry), orange flavor, mango flavor, cherry flavor, bubblegum flavor, chocolate flavor or a combination thereof.
  • the flavor agent is peppermint oil.
  • the dentifrice granule has flavor retention of more than 75%.
  • the dentifrice active is a fluoride, an essential oil, triclosan, cetylpyridinium chloride, a hydrogen peroxide source, an enzyme, chlorhexidine, strontium chloride, potassium nitrate or a vitamin.
  • the dentifrice active is an essential oil.
  • the essential oil is menthol, eucalyptol, methyl salicylate, myrrh oil, fennel oil, tea tree oil or thymol.
  • the dentifrice active is a fluoride.
  • the fluoride is amine fluoride, silver diamine fluoride, sodium monofluorophosphate, stannous fluoride or sodium monofluorophosphate.
  • the dentifrice active is a hydrogen peroxide source.
  • hydrogen peroxide source is carbamide peroxide, sodium percarbonate, calcium peroxide, peroxydone or perbenzoic acid.
  • the emulsifier is lecithin, monoglyceride, diglyceride, sodium stearoyl lactylate, celluloses, starches or modified starches, gums, sucrose esters, sucroglycerides, polyglycerol esters, polyglycerol polyricinoleate, sorbitan esters, pectin, proteins or combinations thereof.
  • the porosity is about 10% to about 70%.
  • the porosity is about 30% to about 60%.
  • the granule also has a disintegrant.
  • the disintegrant is an enzyme (such as amylase, protease, cellulase, or invertase), starch and/or starch derivatives (such as sodium starch glycolate), cellulose and/or cellulose derivatives (such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl methylcellulose and microcrystalline cellulose), a hydrophilic colloidal substance (such as alginate, alginic acid NF), natural gums (such as guar gum, xantham gum, locust bean gum), crosslinked polyvinylpyrrolidone, soy polysaccharides or combinations thereof.
  • an enzyme such as amylase, protease, cellulase, or invertase
  • starch and/or starch derivatives such as sodium starch glycolate
  • cellulose and/or cellulose derivatives such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl
  • the granule also has a surfactant.
  • the surfactant is sodium lauryl sulfate, polysorbate, poloxamers, sodium coconut monoglycerides sulfonate, glycerol fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol (PEG), sorbitan fatty acid ester, sucrose ester, taurine, sarcosine, or combinations thereof.
  • the granule also has an effervescent agent.
  • the effervescent agent is a bicarbonate salt or carbonate salt such as sodium carbonate, sodium bicarbonate, sodium percarbonate, potassium carbonate, potassium bicarbonate or a combination thereof.
  • the granule also has an effervescent activator.
  • the effervescent activator is citric acid, ascorbic acid, malic acid, fumaric acid, tartaric acid, succinic acid, adipic acid, pyruvic acid, oxaloacetic acid, maleic acid, alpha-ketoglutaric acid, alginic acid, amino acids, aconitic acid, lactic acid, and acid salt such as monosodium citrate, disodium citrate, or a combination thereof.
  • the granule dissolves in water at 23°C ⁇ 1.0°C in less than 10, 9, 8, 7, 6, 5, 4, 3, 2, or 1 minute.
  • the dentifrice active is one or more of an anticavity agent, an antimicrobial, an antiseptic agent, a tooth whitening agent, a tooth desensitizing agent, a disclosing agent, dental preventative or aesthetic enhancers.
  • the dentifrice active is an anticavity agent.
  • the anticavity agent is a fluoride, a xylitol or a remineralizer.
  • the anticavity agent is a remineralizer.
  • the remineralizer is hydroxyapatite, silver nanoparticles, calcium phosphate, casein phosphopeptide-amorphous calcium phosphate, calcium glycerophosphate, or other dentifrice designed to rehabilitate dentin or enamel.
  • the dentifrice active is an antimicrobial agent.
  • the antimicrobial agent is triclosan, an essential oil, cetylpyridinium chloride, chlorhexidine, chlorine dioxide, or aloe vera.
  • the dentifrice active is one or more enzymes.
  • the one or more enzymes are papain, bromelain, tannase, or glucose oxidase.
  • the dentifrice active is a tooth desensitizing agent.
  • the tooth desensitizing agent is potassium nitrate, strontium chloride, strontium acetate, baking soda, fluorides, bonding resins, oxalate, arginine, casein phosphopeptide-amorphous calcium phosphate, calcium phosphate, calcium carbonate, gluma, or vitamins.
  • the dentifrice active is a dental preventative.
  • the dental preventative is an anti-gingivitis, anti-plaque, anti-fungal agents.
  • the dentifrice active is one or more of an anticavity agent, an antimicrobial, an antiseptic agent, a tooth whitening agent, a tooth desensitizing agent, a disclosing agent, dental preventative or aesthetic enhancers.
  • the dentifrice active is an anticavity agent.
  • the anticavity agent is a fluoride, a xylitol or a remineralizer.
  • the anticavity agent is a remineralizer.
  • the remineralizer is hydroxyapatite, silver nanoparticles, calcium phosphate, casein phosphopeptide-amorphous calcium phosphate, calcium glycerophosphate, or other dentifrice designed to rehabilitate dentin or enamel.
  • the dentifrice active is an antimicrobial agent.
  • the antimicrobial agent is triclosan, an essential oil, cetylpyridinium chloride, chlorhexidine, chlorine dioxide, or aloe vera.
  • the dentifrice active is one or more enzymes.
  • the one or more enzymes are papain, bromelain, tannase, or glucose oxidase.
  • the dentifrice active is a tooth desensitizing agent.
  • the tooth desensitizing agent is potassium nitrate, strontium chloride, strontium acetate, baking soda, fluorides, bonding resins, oxalate, arginine, casein phosphopeptide-amorphous calcium phosphate, calcium phosphate, calcium carbonate, gluma, or vitamins.
  • the dentifrice active is a dental preventative.
  • the dental preventative is an anti-gingivitis, anti-plaque, anti-fungal agents.
  • porosity is controlled by formulation parameters and processing conditions.
  • the granule exhibits an improved dissolution rate and favorable friability characteristics.
  • capsule and “microcapsule” are used interchangeably.
  • g The terms “g,” “mg,” and “pg” refer to “gram,” “milligram,” and “microgram,” respectively.
  • L and “mL” refer to “liter” and “milliliter,” respectively.
  • granules are provided having a defined porosity. It has been discovered, in accordance with the present invention, that more porous granules are more easily dissolved in a solvent than less porous granules.
  • Granules of the instant invention may be used in a wide variety of setting including but not limited to dentifrice granules, flavor granules, fragrance/scent granules, nutraceutical/pharmaceutical granules (such as vitamins, minerals, OTC antibiotics, especially for the applications involving two-part activation), enzyme granules (such as protease), homecare (such as detergent, hand soap, body wash, shampoo), agriculture (such as fertilizer) and pesticide/insecticide/repellent granules, antioxidant/scavenger/emitter, topical preparation.
  • dentifrice granules such as dentifrice granules, flavor granules, fragrance/scent granules, nutraceutical/pharmaceutical granules (such as vitamins, minerals, OTC antibiotics, especially for the applications involving two-part activation), enzyme granules (such as protease), homecare (such as
  • dentifrice granules and a dentifrice granule system are provided for delivering a dentifrice active, wherein the dentifrice granules may be printed and dried to have a uniform size, weight and density, and a short dissolution time (e.g. less than 10 minutes).
  • the dentifrice granules of this invention are free-flowing and can be readily dissolved in water such that they find use in various dentifrice applications including, but not limited to, anticavity mouthwash, antiseptic mouthwash, teeth whitening compositions, and the like.
  • the instant granules Given the uniformity of the instant granules, they can be packaged in a multi-dose container from which unit doses are withdrawn by a consumer or in single serving forms.
  • fine particles or dust are reduced or eliminated during the preparation of the granules.
  • the elimination of water provides a significant cost savings in terms of shipping and packaging.
  • granules of are “free-flowing” in the sense that the surfaces of the dried granules are virtually free of oil or tacky material e.g., flavor, fragrance or active ingredient).
  • the dried granules do not agglomerate or clump.
  • the dried granules have less than 0.1%, 0.05%, 0.01%, 0.005%, 0.001% or 0.0005% free oil on the surface thereof.
  • the granules are dry and have a water content of 15% or less, or more preferably 10% or less. In certain aspects, the dried granules have a water content of 4% to 10%, or more preferably 4% to 8%.
  • “dry,” “dried,” and “substantially dried” encompass those compositions with a water activity of 0.1 to 0.6, or more desirably 0.2 to 0.5, and most preferably from 0.2 to 0.4 wherein said levels of dryness can be achieved with or without secondary drying.
  • dried dentifrice granules are water-soluble and therefore easily dissolved in or miscible with water.
  • the dentifrice granules are capable of forming a homogeneous solution with water at ambient conditions.
  • ambient conditions means 23°C ⁇ 1.0°C and a relative humidity of, e.g., 50% ⁇ 2%.
  • the granules have, based on morphology, a porous structure to facilitate dissolution in water. The porous structure can be reflected in percent porosity.
  • water-solubility is with reference to the granule itself and not necessarily each component thereof.
  • the granule may include one or more water-insoluble components that may be suspended in water upon dissolution of the granule.
  • the granule has a dissolution time in water of less than 10 minutes.
  • the granule has a dissolution time in water of less than 9 minutes, 8 minutes, 7 minutes, 6 minutes, 5 minutes, 4 minutes, 3 minutes, 2 minutes, 1 minute, or 30 seconds.
  • the dissolution time of granules is measured via a dissolution rate test, which is used to measure the dissolving speed of the granules. This dissolution rate test is conducted by adding 198.0 g of de-ionized water into a 400 mL transparent beaker at room temperature (25 °C). The beaker is placed on a a stir plate.
  • a conductivity probe (Fisher Conductivity Meter) is placed into the beaker with a clamp.
  • the conductivity meter is turned on and the stirring speed is set to 500 RPM.
  • 2.0 g of granules are added to the mixing water, and the starting time recorded.
  • the conductivity meter reading reaches its plateau, the meter will flash “READY” status, and the total time for the granules to be fully dissolved is recorded. This total time is the dissolution time.
  • granules are solid particles, pastilles or pellets.
  • the granules may be of any desired shape and size, and may be spherical, rod-like, plate-like, tubular, square, rectangular, disk-like or regularly shaped flakes. However, the granules disclosed herein are generally non-fibrous.
  • the granules have a substantially homogeneous or uniform size distribution, i.e., the size of the granules vary by less than ⁇ 20%, ⁇ 18%, ⁇ 16%, ⁇ 14%, ⁇ 12%, ⁇ 10%, ⁇ 9%, ⁇ 8%, ⁇ 7%, ⁇ 6%, ⁇ 5%, ⁇ 4%, ⁇ 3%, ⁇ 2%, or ⁇ 1% from the mean diameter of the granules.
  • the granules have an average size of less than 10 mm in diameter.
  • the granules have an average size ranging from 0.5 mm to 10 mm, preferably from 1 mm to 7 mm, or more preferably 1 mm to 5 mm in diameter.
  • the granules have a size of less than 10 mm and a size distribution of less than 20%. In particular aspects, the granules have a size in the range of 1 mm to 5 mm in diameter and have a size distribution of less than ⁇ 10%.
  • both the weight and density of the granules are also uniform or homogenous.
  • the weight and density distribution of the granules vary by less than ⁇ 10%, ⁇ 9%, ⁇ 8%, ⁇ 7%, ⁇ 6%, ⁇ 5%, ⁇ 4%, ⁇ 3%, ⁇ 2%, or ⁇ 1% from the mean weight and density of the granules.
  • the granules have a bulk density in the range of 0.05 g/ml to 2 g/ml, or more preferably in the range of 0.1 g/ml to 1.5 g/ml.
  • a single granule has an average weight in the range of 0. 1 mg to 10 mg, or more preferably in the range of 1 mg to 6 mg.
  • the granules have an apparent density in the range of 0.5 g/ml to 2 g/ml, or more preferably in the range of 0.8 g/ml to 1.8 g/ml.
  • granules have dentifrice applications and include one or more dentifrice active ingredients.
  • the active ingredients can be in liquid form or solid form.
  • the active ingredients can be water-soluble or water-insoluble.
  • pre-treatment like grinding or sieving may be required to prevent nozzle clogging.
  • dentifrice active ingredients include, but are not limited to, fluorides for anticavity; essential oils (such as menthol, eucalyptol, methyl salicylate, thymol), triclosan, stannous fluoride or cetylpyridinium chloride for antiseptic; a hydrogen peroxide source (such as carbamide peroxide, sodium percarbonate, calcium peroxide, peroxydone, perbenzoic acid) or enzymatic agent for teeth whitening; chlorhexidine or essential oils for a therapeutic mouth rinse; strontium chloride or potassium nitrate for hypersensitivity control; or vitamins for a nutraceutical.
  • fluorides for anticavity include, but are not limited to, fluorides for anticavity; essential oils (such as menthol, eucalyptol, methyl salicylate, thymol), triclosan, stannous fluoride or cetylpyridinium chloride for antiseptic; a hydrogen peroxide source (
  • the amount of the dentifrice active is from 0.1% to 90% (e.g., 0.2% to 70%, 0.3% to 50%, 0.4% to 20%, 0.5% to 10%, 1% to 5%, 1% to 10%, 40% and 70%, and 50% to 90%) by weight of the dry granules.
  • the amount of fluoride in anticavity mouthwash granules is in the range of 1% to 5%
  • the amount of cetylpyridinium chloride in antiseptic mouthwash granules is in the range of 1% to 5%
  • the amount of H2O2 source in teeth whitening mouthwash granules is in the range of 50% to 90%.
  • the rate of granule dissolution in a solvent can be controlled through porosity.
  • dissolution of the granule of the invention can be also controlled by granule size, granule morphology, including dissolution agents, or a combination thereof.
  • the rate of dissolution of a granule in solvent, e.g. water may be modulated by further including at least one dissolution aid.
  • Dissolution aids of this invention facilitate dissolution in water by swelling, gas release, enzymatic activity, or increasing the porous structure of the granule after drying.
  • dissolution aids can include, but are not limited to, disintegrants, sugar-based excipients, or effervescent agents/effervescent activators.
  • dissolution aids in dentifrices where low turbidity is preferred, such as mouthwash solutions, it is preferable to include at least one water dissolution aid, in particular a polyol such as mannitol or sorbitol, so that the granule is fully dissolving in water.
  • water dissolution aids such are disintegrants or super disintegrants may be used.
  • a “disintegrant” refers to a substance that promotes disintegration of the solid granules in water to help achieve a sufficient dissolution rate.
  • a “superdisintegrant” refers to a disintegrant that is effective in inducing the disintegration of solid granules at a lower concentration than conventional disintegrants. Examples of disintegrants include, but are not limited to, amylase, protease, cellulase, invertase, starch and derivatives thereof, cellulose and derivatives thereof, microcrystalline cellulose, hydrophilic colloidal substance such as alginate, alginic acid NF, or combinations thereof.
  • superdisintegrants examples include cross-linked polymers such as cross-linked celluloses such as croscarmellose (cross-linked carboxymethyl cellulose), crospovidone (cross-linked polyvinyl pyrrolidone), cross-linked starches such as sodium starch glycolate and soy polysaccharides.
  • Cross-linked polymers such as cross-linked celluloses such as croscarmellose (cross-linked carboxymethyl cellulose), crospovidone (cross-linked polyvinyl pyrrolidone), cross-linked starches such as sodium starch glycolate and soy polysaccharides.
  • Calcium silicate is an example of a non-polymeric super disintegrant. Calcium silicate is a relatively inert mineral characterized by high water absorption.
  • “Sugar-based excipients” are excipients or inactive substances composed of sugars that are highly water soluble, non-toxic, and often non-hygroscopic.
  • sugar-based excipients of use as dissolution aids include, but are not limited to, sorbitol, mannitol, dextrose, xylitol, fructose, maltose, isomaltose, maltitol, lactitol, starch hydrolysate, polydextrose, or combinations thereof.
  • the term “effervescent agent” refers to a compound capable of generating bubbles in a liquid environment.
  • the presence of bubbles is caused by the formation of a gas, such as carbon dioxide.
  • a salt such as bicarbonate causes a chemical reaction that releases carbon dioxide when properly activated, such as by dissolving and mixing with a suitable effervescent activator, e.g., an acid.
  • the effervescence reaction extends beyond the time required to mix the granule in water thereby providing a sensation of freshness and facilitating removal of loose particles in the mouth.
  • the effervescent agent of this invention is a bicarbonate salt or carbonate salt such as sodium carbonate, sodium bicarbonate, sodium percarbonate, potassium carbonate, potassium bicarbonate or a combination thereof.
  • the effervescent agent is sodium carbonate, sodium bicarbonate, sodium percarbonate, potassium carbonate, or potassium bicarbonate.
  • the granule is a teeth whitening granule including sodium percarbonate.
  • the granule further includes an effervescent activator.
  • the effervescent activator is an organic acid, inorganic acid, or a salt or partial salt of an organic acid or inorganic acid.
  • the effervescent activator is citric acid, ascorbic acid, malic acid, fumaric acid, tartaric acid, succinic acid, adipic acid, pyruvic acid, oxaloacetic acid, maleic acid, alpha-ketoglutaric acid, alginic acid, amino acids, aconitic acid, lactic acid, and acid salt such as, monosodium citrate or a combination thereof.
  • the effervescent activator is citric acid, malic acid, fumaric acid, tartaric acid, succinic acid, adipic acid, monosodium citrate, disodium citrate or combinations thereof.
  • the effervescent agent and effervescent activator are provided in separate granules. This is particularly advantageous when the granules are prepared in the presence of an aqueous solvent. Accordingly, one aspect of this invention provides for a dentifrice granule system composed of a first granule including an effervescent activator and a binder system; and a second granule including an effervescent agent and a binder system, wherein one or both of the first granule or second granule includes a dentifrice active.
  • the binder system of the first granule and the second granule can be the same or different.
  • the dentifrice of the first granule can be the same or different than the dentifrice of the second granule.
  • the effervescent agent and effervescent activator are provided in a single granule.
  • Such granules are preferably prepared in the absence or substantial absence of an aqueous solvent.
  • the slurry used to prepare the granules includes a nonaqueous solvent so that the effervescent agent and effervescent activator do not react and release gas during the preparation of granules.
  • the slurry is prepared in the form of a paste.
  • the granules also include one or more fillers or a binder system.
  • a “filler” refers to a substance that is added to provide sufficient mass and/or volume.
  • the filler is a multifunctional filler that fulfills more than one function.
  • the filler may be used to adjust the physical properties of the print slurry to provide a uniform and easy to print composition; increase cohesion of the granule components; decrease friability of the granules; and/or increase the shelf-life of the granules.
  • the filler may be aqueous soluble or aqueous insoluble.
  • fillers of used in accordance with the instant invention include, but are not limited to, starch, maltodextrin, mannitol (e.g., [3-D-mannitol), sorbitol, xylitol, or any combination thereof.
  • a binder system for the purposes of this invention is composed of a solvent and a binder polymer.
  • the binder system is a multifunctional binder system that provides cohesion of the granule components; acts as a primary coating for unencapsulated material or as a secondary coating for encapsulated material thereby decreasing the frangibility of the encapsulated material; provides a UV, moisture, oxidization, or microbial barrier; and/or provides an intermedia for coloring or other decorative purpose.
  • the solvent of the binder system may be an aqueous solvent (e.g., water) or a nonaqueous solvent.
  • aqueous solvent e.g., water
  • nonaqueous solvents include, but not limited to, e.g., acetone, ethanol, ethyl acetate, ethyl lactate, glycerin, monoglycerides and diglycerides, monoglyceride citrate, hexanes, limonene, methanol, methyl ethyl ketone, methylene chloride, isopropanol, propylene glycol, triacetin, triethyl citrate, or any combination thereof.
  • the solvent of the binder system is non-toxic and suitable for use in a dentifrice application.
  • the binder solvent is water.
  • the binding solvent is a nonaqueous or anhydrous solvent.
  • the binder polymer may be a hydrophilic or amphiphilic polymer or a combination thereof.
  • hydrophilic polymers of use in the binder system include, but not limited to, e.g., polyvinyl alcohol, polyvinylpyrrolidone (PVP), povidone, methylcellulose, ethylcellulose, sodium carboxymethyl cellulose (CMC), hydroxyethyl cellulose (HEC), polyethylene glycol (PEG), and polyacrylic acid.
  • Amphiphilic polymers include, but not limited to, e.g., poly(l-vinylpyrrolidone-co-vinyl acetate), hydroxylpropyl cellulose (HPC); hydroxy propyl methyl cellulose (HPMC); PEG copolymers (polyethylene glycol-block-polycaprolactone (PEG-PCL); polyethylene glycol-block- polylactic acid (PEG-PLA), PEG-PEI copolymer, PEG-PGLA copolymer).
  • the binder polymer is suitable for human consumption.
  • the polymer used in binder is generally recognized as safe (GRAS).
  • the binder system is composed of ethyl lactate as solvent and a combination of a polyvinylpyrrolidone copolymer and polyethylene glycol as binder polymer.
  • the granule of this invention may further include one or more solvents, colors, pigments, flavors, flavor modifiers (such as sweeteners), surfactants, emulsifiers, humectants, antimicrobial agents, lubricants, glidants, diluents, antioxidants, viscosity modifiers, chelating or sequestering agents, pH modifiers, adhesives, taste modulators and modifiers, or combinations thereof.
  • flavor modifiers such as sweeteners
  • granule include at least one emulsifier and/or surfactant.
  • Surfactants are substances that adsorb at the interface between oil and water, thereby decreasing the surface tension.
  • An emulsifier is a surfactant that stabilizes emulsions. Emulsifiers coat droplets within an emulsion and prevent them from coming together, or coalescing.
  • the surfactant may be an anionic surfactant, nonionic surfactant, cationic surfactant, amphoteric surfactant, or a combination thereof.
  • surfactants include, e.g., sodium lauryl sulfate, polysorbates, poloxamers, sodium coconut monoglycerides sulfonate, glycerol fatty acid esters, propylene glycol fatty acid esters, polyethylene glycol (PEG), sorbitan fatty acid esters, taurine, sarcosine, or combinations thereof.
  • the surfactant is sodium lauryl sulfate, polysorbate 20, polysorbate 80, or poloxamer 407.
  • emulsifiers for use in this invention include, but are not limited to, lecithin, monoglyceride, diglyceride, sodium stearoyl lactylate, celluloses, starches or modified starches, gums, sucrose esters and sucroglycerides, polyglycerol esters, polyglycerol polyricinoleate, sorbitan esters, pectin proteins (such as sodium caseinate) or combinations thereof.
  • granules can further include one or more flavors.
  • flavors that may be included in the dentifrice granules include, but are not limited to, menthol, thymol, eucalyptol, methyl salicylate, wintergreen oil, myrrh oil, fennel oil, tea tree oil, peppermint oil, lemon oil, spearmint flavor, mint flavor, vanilla extract, cinnamon, strawberry flavor, orange flavor, mango flavor, cherry flavor, bubblegum flavor, chocolate flavor, and the like, or combinations thereof.
  • Certain flavor oils have low water solubility and require the use of ethanol and/or other solvents to facilitate the solubility in traditional mouthwash solutions. However, such low water solubility of flavor oils is generally not an issue in the granules of the present invention because the granule matrix can increase the water solubility of flavor oils.
  • certain ingredients may be encapsulated in a core-shell microcapsule.
  • flavor oils are encapsulated.
  • effervescent agents, effervescent activators, and hygroscopic materials such as citric acid may be encapsulated.
  • the wall of such a core-shell microcapsule can be composed of one or more polymers.
  • Suitable wall materials include starches based materials such as maltodextrins, cyclodextrins, CAPSUL® starches, HI-CAP® 100; celluloses such as cellulose acetate, methylcellulose, ethylcellulose, carboxymethyl cellulose (CMC), hydroxypropyl cellulose (HPC) and hydroxypropyl methylcellulose (HPMC); gums such as agar, gum acacia, locust gum, alginates, carrageenan, xanthan; proteins such as gelatin, caseinates, soy protein, pea protein, and whey protein; fatty acids such as phospholipids, sphingolipids, shea butter; waxes such as beeswax, lanolin, candelilla wax, carnauba wax, paraffin wax; natural and synthetic rubbers such as poly isoprenes; resins such as terpenes, melamine resin, Ureaformaldehyde resin, shellac, lacquer;
  • granules are produced by preparing a homogenous slurry; printing discrete droplets of the slurry onto a non-stick surface, said droplets having a uniform size, weight and density; and drying the printed droplets of slurry to produce free-flowing, water-soluble granules.
  • a surface is considered “non-stick” when an adherent material can be easily removed without significant force or is completely prevented from adhering altogether.
  • a method for producing granules includes the steps of (a) printing discrete droplets of a first slurry including an effervescent activator and a binder system onto a non-stick surface, said droplets having a uniform size, weight and density; (b) printing discrete droplets of a second slurry including an effervescent agent and a binder system onto the non-stick surface, said droplets having a uniform size, weight and density; (c) drying the printed droplets of (a) and (b) to produce the free-flowing, water-soluble dentifrice granule system, wherein one or both of the first slurry or second slurry includes a dentifrice active.
  • dentifrice granules are produced by (a) preparing a homogenous slurry including (i) a dentifrice active, (ii) a dissolution aid, and (iii) a filler or binder system; (b) printing discrete droplets of the slurry onto a non-stick surface, said droplets having a uniform size, weight and density; and (c) drying the printed droplets of slurry to produce free-flowing, water-soluble granules.
  • the method includes the step of emulsifying in an aqueous phase a dentifrice active ingredient, one or more fillers, and optionally one or more flavor or essential oils, emulsifiers, polymers, surfactants, emulsion stabilizers, flavor modifiers, colors and/or viscosity modifiers to prepare a homogenous printing slurry.
  • the homogenous printing slurry is then printed/dispensed/deposited on a non-sticky substrate in discrete droplets.
  • discrete droplets refers to droplets, which under the naked eye, are separate from one another, i.e., there is empty space between droplets. Once printed, the droplets are then dried, and optionally harvested and packaged either in bulk or individual dosage forms or servings.
  • the method includes the steps of blending at least one dentifrice active ingredient with a dissolution aid and optionally one or more flavor or essential oils, emulsifiers, polymers, surfactants, emulsion stabilizers, flavor modifiers, colors and/or viscosity modifiers to prepare a dentifrice active dry blend; blending the dentifrice active dry blend with a binder system to prepare a homogenous printing slurry; printing/dispensing/depositing the slurry on a non-sticky substrate in discrete droplets; drying the droplets; and optionally harvesting and packaging the droplets either in bulk or individual dosage forms or servings.
  • the morphology of granules can be controlled by adjust processing parameters, such as sonication power or high shear mixing power when preparing the slurry thereby generating coarse or fine bubbles in feed slurry.
  • the feed can have a viscosity in the range of 100 cP (centipoise) or mPa-s (millipascal-second) to 20,000 cP or mPa-s. In some embodiments, the feed has a viscosity of more than 100 cP, more than 200 cP, more than 300 cP, more than 400 cP, more than 500 cP, more than 600 cP, more than 700 cP, more than 800 cP, more than 900 cP or more than 1000 cP.
  • the feed has a viscosity of less than 20, 000 cP, 15, 000 cP, 10,000 cP, 9000 cP, less than 8000 cP, less than 7000 cP, less than 6000 cP, or less than 5000 cP.
  • the viscosity of the dispensing slurry was measured with AMETEK Brookfield DV3T Rheometer with spindle RV-06 at speed of 50-200 rpm at room temperature.
  • the homogenous slurry is printed, dispensed or deposited directly on a substrate in discrete, predefined shapes.
  • the substrate is non-stick surface (e.g., a movable conveyer belt).
  • the homogenous slurry can be printed on a non-stick surface in a predefined pattern, in particular a dot pattern.
  • the pattern is selected to facilitate drying, post-processing, and product quality.
  • the printed shape is a three-dimensional dot, such as a mini -pastille or mini-troche, e.g., a 0.04 mm 3 to 10 mm 3 .
  • a plurality of dots is printed in a pattern or array such that the dots are evenly distributed and spaced for optimal drying, post-processing, and product quality, e.g., center point-to-center point spacing of 1 to 10 mm between dots.
  • the spacing of the dots can be a factor of their diameter, e.g., a center-to- center spacing of “ID” means the edges of the dots are just touching other, whereas “2D” means that center-to-center spacing of the dots is two times the diameter.
  • the print assembly is adapted to print a homogenous slurry having a viscosity in the range of 100 cP to 20,000 cP.
  • the print assembly is adapted to print a homogenous slurry having a viscosity at least 200 cP, 300 cP, 400 cP, 500 cP, 600 cP, 700 cP, 800 cP, 900 cP, 1000 cP, 2000 cP, 3000 cP, 4000 cP, 5000 cP, 6000 cP, 7000 cP, 8000 cP, 9000 cP, or 10000 cP.
  • the homogenous slurry can be printed by valve jetting, auger dispensing, extrusion, cylinder deposition method, or any other printing methods that lend themselves to this application.
  • the homogenous slurry is printed using a noncontact print assembly, e.g., an inkjet-type print head or array of nozzles that drop or deposit the material on a surface; or a contact print assembly, e.g., flat bed screen, rotary screen, reverse gravure or flexography print assembly.
  • the print assembly is a non-contact print assembly. Suitable printing assemblies for use in this invention are disclosed in US 2022/0071862 Al, incorporated herein by reference in its entirety.
  • Granule size can be controlled by varying nozzle size of the printing assembly. Generally speaking, the smaller the granule size, the quicker the dissolution rate. For example, whereas an auger dispensing device with a 0.7 mm nozzle plate can produce granules in the size range of 0.7 mm to 2 mm, an auger dispensing device with a 1.1 mm nozzle can produce granules in the size range of 1.1 mm to 3.5 mm.
  • the fragrance or flavor is provided at a droplet diameter of between 100 microns and 10 mm, or more preferably between 425 microns and 1 mm.
  • a droplet smaller than 425 microns is considered dust. While particle size in the feed slurry affects nozzle size selection, viscosity of feed slurry can affect the pressure required to generate granules. The smaller droplets can be obtained with a smaller nozzle diameter and higher pressures, whereas a larger nozzle diameter and lower pressures are used to obtain larger droplet sizes.
  • the source of homogenous slurry is often maintained at nearambient temperatures; however, this is not a limitation of the disclosed system or method.
  • the temperature of the source of homogenous slurry can range from 0°C to 80°C or even higher. Temperatures of less than 0°C may also be utilized, especially when there are stability concerns about the feed.
  • the rest of the system, in particular the print assembly and optional pump can be used at any suitable temperature that does not alter the homogenous slurry.
  • the system is at or about room temperature (e.g., 20°C to 25°C).
  • the homogenous slurry can optionally be heated to, e.g., 32°C to 80°C without altering the homogenous slurry.
  • the printed droplets can be dried by a variety of suitable methods including the use of convectional heat, infrared drying, vacuum drying, pressure drying, or freeze drying. In some aspects, the droplets are dried using infrared.
  • the homogenous slurry feed is printed on the movable product conveyor passing through or adjacent to a drying component to facilitate drying of the granules.
  • the air of the drying component is in fluid contact with the homogenous slurry feed printed on the movable product conveyor. Drying air circulates through the drying component, streaming over and around the printed feed to evaporate moisture. In some aspects, the flow of the drying air is essentially parallel to the movable product conveyor.
  • the flow of the drying air is in a straight or rotary downward direction toward the movable product conveyor. In certain aspects, the flow of the drying air is in the same direction as the product flow. In other aspects, the flow of the drying air is in the opposite direction as the product flow.
  • the air supplied to the drying component may be air from the surrounding environment, a gas other than air, or a combination thereof.
  • Inert gases for example nitrogen gas and carbonate gas, can be used.
  • nitrogen gas and carbonate gas can be used.
  • inert gases may be preferred.
  • the temperature of the air supplied to the drying component is ideally in the range of 30°C to 160°C, preferably 30°C to 1 KFC, more preferably 40°C to 100°C, and most preferably 40°C to 90°C. In certain aspects, the temperature of the air is less than 100°C.
  • the drying system can further include an air heater to heat the air.
  • the air heater may be configured to operate using either electrical power or gas. Accordingly, in some embodiments, the system can further include a gas radiant heater or electric heater.
  • gas radiant heater means devices which produce substantially radiant heat by combusting gas.
  • electric radiant heater means devices which produce substantially radiant heat by drawing electrical current. Various forms of such heaters are known in the art.
  • the relative humidity (RH) of the air supplied to the drying component may be 35% RH or less, preferably 15% RH or less, more preferably 7% RH or less, and most preferably 1% RH or less.
  • the system can further include air dehumidifier configured to supply desiccated air to the drying component. Accordingly, the system can have both a dehumidifying and drying function.
  • a drying component capable of blowing a high volume of desiccated air with a dew point of less than 5 °C is preferable.
  • the drying component can be modified to include a dry dehumidifier, e.g..
  • the system can be modified to include a supplemental energy source.
  • the supplemental energy source provides dry radiant heat, i.e., heat energy which is transmitted from one body to another by the process generally known as radiation, as differentiated from the transmission of heat from one body to another by the processes generally known as conduction and convection.
  • Dry radiant heat sources are known in the art and can attain high temperatures and can produce large quantities of radiant heat energy. Such heaters can attain temperatures of at least 100°C and can attain temperatures significantly greater than 100°C. The high temperatures attainable by these heaters can be beneficial in producing large amounts of heat energy.
  • the temperature of the heater and thus the amount of radiant heat energy produced, can be relatively quickly changed and can be easily regulated by proportional modulation thereof.
  • such heaters generally tend to be relatively light in weight compared to other heat sources and are generally resistant to shock and vibration.
  • suitable dry radiant heat sources include, but are not limited to, infrared and other light devices, electric radiant heaters, and radiant gas heaters. Since electric radiant heaters such as quartz heaters and ceramic heaters draw electrical power for operation, such heaters can be operated either from a portable generator, or from a permanent electrical power grid. Similarly, radiant gas heaters can be operated either from a portable gas supply, such as a liquified natural gas tank, or from a gas distribution system such as an underground pipeline system. Furthermore, heaters such as those discussed above are generally known to provide long, reliable operating life and can be serviced easily. Additional sources of energy include, but are not limited to, microwaves or radio frequency waves.
  • the supplement energy source can be configured to direct radiant heat toward the lower side of the movable product conveyor, i.e., the side opposite that which the feed is printed.
  • a supplemental energy source directs radiant heat toward the side of the movable product conveyor which the feed is printed.
  • reflectors or the like can be employed to direct radiant heat from the supplement energy source toward the printed feed.
  • Movable product conveyors adapted to include one or more supplemental energy sources are known in the art and described, e.g., in US 6,539,645, US 7,441,344, US 8,984,763, US 9,068,777, US 9,243,843, US 9,073,711 and US 9,550,629.
  • the movable product conveyor can be fabricated from a material which is substantially transparent to radiant heat and is also able to withstand temperatures of up to 150°C.
  • the movable product conveyor is fabricated from a material comprising plastic.
  • plastic means any of various nonmetallic compounds synthetically produced, usually from organic compounds by polymerization, which can be molded into various forms and hardened, or formed into pliable sheets or films.
  • the movable product conveyor is fabricated from an acrylic and polyester. Such materials, when used in the fabrication of a movable product conveyor, are known to have the desired thermal radiation transmission properties for use in the present invention.
  • plastic resins can be formed into a uniform, flexible sheet, or into a seamless, endless belt, which can provide additional benefits.
  • the movable product conveyor is fabricated from stainless steel or other suitable material coated with a nonstick coating such as TEFLON (a polytetrafluoroethylene coating).
  • the speed, or rate of movement, of the movable product conveyor as well as temperature and rate of air flow can affect the process of drying the printed feed.
  • a relatively slow speed of the movable product conveyor e.g., -0.05 m/sec
  • a relatively slow speed of the movable product conveyor can increase the amount of heat which is absorbed by the printed feed because the slower speed will cause the printed feed to be exposed to the heat for a longer period of time.
  • a relatively fast speed of the movable product conveyor can decrease the amount of heat which is absorbed by the movable product conveyor because the faster speed will result in less exposure time during which the movable product conveyor is exposed to the heat.
  • the printing system used in accordance with the method of this invention can include one or more sensors and controllers for regulating the temperature of the heat sources 80, 100; regulating the speed of the movable product conveyor 50; and/or regulating the rate of drying air flowing over printed feed.
  • the movable product conveyor speed is in the range of 0.05 m/sec and 1.0 m/sec.
  • the feed is dried quickly to provide a more shelled or porous granule.
  • the droplets have a drying time of less than 10 minutes, preferably less than 5 minutes, more preferably about 2 minutes.
  • a drying process can include drying with an infrared lamp, optionally in combination with convection heating. Using such a system, the drying time may be in the range of 2-5 minutes or can be 10 or more minutes depending on the product.
  • other droplets e.g., antiseptic mouthwash granules with cetylpyridium chloride, are dried at a temperature lower than 70°C, preferably less than 65 °C, because the melting temperature of cetylpyridium chloride is 77°C.
  • Dried granules exiting the drying component may passively fall off the movable product conveyor and be collected or harvested and optionally packaged as a bulk product in single dose or single serving forms and multi-dose forms, including for refill.
  • the dried granules may be packaged in a sachet, bottle, dissolvable pouch, granular sealer, cup with sealable lid, stick pack, etc.
  • an aspect of the present invention is directed to the preparation of dentifrice granules for use in preparing antiseptic mouthwashes, anticavity mouthwashes, teeth whitening compositions, or therapeutic or nutraceutical mouth rinses
  • the principles described herein may also be used it the preparation of cleaning agent granules, disinfectant granules, biologies granules, toiletry granules, hair product granules (e.g., shampoo, conditioner or hair rinse), or scent granules.
  • the dentifrice granules of the present invention can be anticavity, antiseptic, anti-plague, anti-gingivitis, and/or teeth- whitening.
  • a free-flowing, water-soluble dentifrice granule is presented having a flavor agent, a dentifrice active and an emulsifier, wherein said granule has a porosity of from about 10% to about 70%.
  • the flavor agent is menthol, thymol, eucalyptol, methyl salicylate, wintergreen oil, myrrh oil, fennel oil, tea tree oil, peppermint oil, lemon oil, spearmint oil, mint flavor, vanilla flavor, cinnamon flavor, berry flavor (preferably strawberry, raspberry or blueberry), orange flavor, mango flavor, cherry flavor, bubblegum flavor, chocolate flavor or a combination thereof.
  • the flavor agent is peppermint oil.
  • the dentifrice granule has flavor retention of more than 75%.
  • the dentifrice active is a fluoride, an essential oil, triclosan, cetylpyridinium chloride, a hydrogen peroxide source, an enzyme, chlorhexidine, strontium chloride, potassium nitrate or a vitamin. More preferably, the dentifrice active is an essential oil.
  • the essential oil is menthol, eucalyptol, methyl salicylate, myrrh oil, fennel oil, tea tree oil or thymol.
  • the dentifrice active is a fluoride.
  • the fluoride is amine fluoride, silver diamine fluoride, sodium monofluorophosphate, stannous fluoride or sodium monofluorophosphate.
  • the dentifrice active is a hydrogen peroxide source.
  • hydrogen peroxide source is carbamide peroxide, sodium percarbonate, calcium peroxide, peroxydone or perbenzoic acid.
  • the emulsifier is lecithin, monoglyceride, diglyceride, sodium stearoyl lactylate, celluloses, starches or modified starches, gums, sucrose esters, sucroglycerides, polyglycerol esters, polyglycerol polyricinoleate, sorbitan esters, pectin, proteins or combinations thereof.
  • the porosity is about 10% to about 70%. More preferably, the porosity is about 30% to about 60%.
  • the granule also has a disintegrant.
  • the disintegrant is an enzyme (such as amylase, protease, cellulase, or invertase), starch and/or starch derivatives (such as sodium starch glycolate), cellulose and/or cellulose derivatives (such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl methylcellulose and microcrystalline cellulose), a hydrophilic colloidal substance (such as alginate, alginic acid NF), natural gums (such as guar gum, xantham gum, locust bean gum), crosslinked polyvinylpyrrolidone, soy polysaccharides or combinations thereof.
  • an enzyme such as amylase, protease, cellulase, or invertase
  • starch and/or starch derivatives such as sodium starch glycolate
  • cellulose and/or cellulose derivatives such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl
  • the granule also has a surfactant.
  • the surfactant is sodium lauryl sulfate, polysorbate, poloxamers, sodium coconut monoglycerides sulfonate, glycerol fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol (PEG), sorbitan fatty acid ester, sucrose ester, taurine, sarcosine, or combinations thereof.
  • the granule also has an effervescent agent.
  • the effervescent agent is a bicarbonate salt or carbonate salt such as sodium carbonate, sodium bicarbonate, sodium percarbonate, potassium carbonate, potassium bicarbonate or a combination thereof.
  • the granule also has an effervescent activator.
  • the effervescent activator is citric acid, ascorbic acid, malic acid, fumaric acid, tartaric acid, succinic acid, adipic acid, pyruvic acid, oxaloacetic acid, maleic acid, alpha-ketoglutaric acid, alginic acid, amino acids, aconitic acid, lactic acid, and acid salt such as monosodium citrate, disodium citrate, or a combination thereof.
  • the granule dissolves in water at 23 °C ⁇ 1.0°C in less than 10, 9, 8, 7, 6, 5, 4, 3, 2, or 1 minute.
  • a method for producing a free-flowing, water-soluble dentifrice granule having a porosity of from about 10% to about 70% having the steps of:
  • the flavor agent is menthol, thymol, eucalyptol, methyl salicylate, wintergreen oil, myrrh oil, fennel oil, tea tree oil, peppermint oil, lemon oil, spearmint oil, mint flavor, vanilla flavor, cinnamon flavor, berry flavor (preferably strawberry, raspberry or blueberry), orange flavor, mango flavor, cherry flavor, bubblegum flavor, chocolate flavor or a combination thereof.
  • the dentifrice granule has flavor retention of more than 75%.
  • the dentifrice active is a fluoride, an essential oil, triclosan, cetylpyridinium chloride, a hydrogen peroxide source, an enzyme, chlorhexidine, strontium chloride, potassium nitrate or a vitamin. More preferably, the dentifrice active is an essential oil.
  • the essential oil is menthol, eucalyptol, methyl salicylate, myrrh oil, fennel oil, tea tree oil or thymol.
  • the dentifrice active is a fluoride.
  • the fluoride is amine fluoride, silver diamine fluoride, sodium monofluorophosphate, stannous fluoride or sodium monofluorophosphate.
  • the dentifrice active is a hydrogen peroxide source.
  • hydrogen peroxide source is carbamide peroxide, sodium percarbonate, calcium peroxide, peroxydone or perbenzoic acid.
  • the emulsifier is lecithin, monoglyceride, diglyceride, sodium stearoyl lactylate, celluloses, starches or modified starches, gums, sucrose esters, sucroglycerides, polyglycerol esters, polyglycerol polyricinoleate, sorbitan esters, pectin, proteins or combinations thereof.
  • the porosity is about 10% to about 70%. More preferably, the porosity is about 30% to about 60%.
  • the granule also has a disintegrant.
  • the disintegrant is an enzyme (such as amylase, protease, cellulase, or invertase), starch and/or starch derivatives (such as sodium starch glycolate), cellulose and/or cellulose derivatives (such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl methylcellulose and microcrystalline cellulose), a hydrophilic colloidal substance (such as alginate, alginic acid NF), natural gums (such as guar gum, xantham gum, locust bean gum), crosslinked polyvinylpyrrolidone, soy polysaccharides or combinations thereof.
  • an enzyme such as amylase, protease, cellulase, or invertase
  • starch and/or starch derivatives such as sodium starch glycolate
  • cellulose and/or cellulose derivatives such as croscarmellose sodium, sodium carboxymethyl cellulose, hydroxypropyl
  • the granule also has a surfactant.
  • the surfactant is sodium lauryl sulfate, polysorbate, poloxamers, sodium coconut monoglycerides sulfonate, glycerol fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol (PEG), sorbitan fatty acid ester, sucrose ester, taurine, sarcosine, or combinations thereof.
  • the granule also has an effervescent agent.
  • the effervescent agent is a bicarbonate salt or carbonate salt such as sodium carbonate, sodium bicarbonate, sodium percarbonate, potassium carbonate, potassium bicarbonate or a combination thereof.
  • the granule also has an effervescent activator.
  • the effervescent activator is citric acid, ascorbic acid, malic acid, fumaric acid, tartaric acid, succinic acid, adipic acid, pyruvic acid, oxaloacetic acid, maleic acid, alpha-ketoglutaric acid, alginic acid, amino acids, aconitic acid, lactic acid, and acid salt such as monosodium citrate, disodium citrate, or a combination thereof.
  • the granule dissolves in water at 23 °C ⁇ 1.0°C in less than 10, 9, 8, 7, 6, 5, 4, 3, 2, or 1 minute.
  • the dentifrice active is one or more of an anticavity agent, an antimicrobial, an antiseptic agent, a tooth whitening agent, a tooth desensitizing agent, a disclosing agent, dental preventative or aesthetic enhancers.
  • the dentifrice active is an anticavity agent.
  • the anticavity agent is a fluoride, a xylitol or a remineralizer. More preferably, the anticavity agent is a remineralizer.
  • the remineralizer is hydroxyapatite, silver nanoparticles, calcium phosphate, casein phosphopeptide-amorphous calcium phosphate, calcium glycerophosphate, or other dentifrice designed to rehabilitate dentin or enamel.
  • the dentifrice active is an antimicrobial agent.
  • the antimicrobial agent is triclosan, an essential oil, cetylpyridinium chloride, chlorhexidine, chlorine dioxide, or aloe vera.
  • the dentifrice active is one or more enzymes.
  • the one or more enzymes are papain, bromelain, tannase, or glucose oxidase.
  • the dentifrice active is a tooth desensitizing agent.
  • the tooth desensitizing agent is potassium nitrate, strontium chloride, strontium acetate, baking soda, fluorides, bonding resins, oxalate, arginine, casein phosphopeptide-amorphous calcium phosphate, calcium phosphate, calcium carbonate, gluma, or vitamins.
  • the dentifrice active is a dental preventative.
  • the dental preventative is an anti-gingivitis, anti-plaque, antifungal agents.
  • the dentifrice active is one or more of an anticavity agent, an antimicrobial, an antiseptic agent, a tooth whitening agent, a tooth desensitizing agent, a disclosing agent, dental preventative or aesthetic enhancers.
  • the dentifrice active is an anticavity agent.
  • the anticavity agent is a fluoride, a xylitol or a remineralizer. More preferably, the anticavity agent is a remineralizer.
  • the remineralizer is hydroxyapatite, silver nanoparticles, calcium phosphate, casein phosphopeptide-amorphous calcium phosphate, calcium glycerophosphate, or other dentifrice designed to rehabilitate dentin or enamel.
  • the dentifrice active is an antimicrobial agent.
  • the antimicrobial agent is triclosan, an essential oil, cetylpyridinium chloride, chlorhexidine, chlorine dioxide, or aloe vera.
  • the dentifrice active is one or more enzymes.
  • the one or more enzymes are papain, bromelain, tannase, or glucose oxidase.
  • the dentifrice active is a tooth desensitizing agent.
  • the tooth desensitizing agent is potassium nitrate, strontium chloride, strontium acetate, baking soda, fluorides, bonding resins, oxalate, arginine, casein phosphopeptide-amorphous calcium phosphate, calcium phosphate, calcium carbonate, gluma, or vitamins.
  • the dentifrice active is a dental preventative.
  • the dental preventative is an anti-gingivitis, anti-plaque, antifungal agents.
  • porosity is controlled by formulation parameters and processing conditions.
  • the granule in a granule presented in accordance with the present invention, wherein the porosity in the range of about 30% to about 60%, the granule exhibits an improved dissolution rate and favorable friability characteristics.
  • a free flowing and dust-free dentifrice granule system with a dentifrice active were made to have uniform size, weight, and density.
  • the granule system possesses a porous structure with porosity in the range of 10-70%.
  • high porosity expedites the rapid dissolution of granules, offering advantages over effervescent compounds or disintegrants within the granule system.
  • the factors that affect their dissolution rate include, but are not limited to, 1) granule strength caused by binding agents, 2) solubility of ingredients in the granules, 3) temperature of water, 4) surface area of the granules, and 5) the amount of agitation that occurs when granules and water are mixed.
  • the dissolution rate of the granules is dramatically impacted by the surface area of granules.
  • a given quantity of granules dissolve faster when a greater surface area is exposed to solvent.
  • surface area can be increased by increasing the porosity of granules.
  • Porosity also called “void fraction”
  • void fraction is a fraction of the void volume over the total volume.
  • granule porosity was found not only to affect dissolution but also friability of granules. Therefore, in accordance with the instant invention, the specific porosity of granules can be designed for specific application.
  • Granule porosity can be affected by formulation and process.
  • formulation the using of foaming agents introduces a uniform dispersion of a gaseous phase in a print slurry and also in the corresponding dried granules.
  • Processes which impact porosity include both the printing process and the drying process.
  • the print method may affect porosity. For example, in a thick stencil print, pressure is applied to a thick paste to achieve 3D structures, the resultant granules are compact with relatively low porosity.
  • the drying temperature can affect porosity.
  • Example 1 At high temperatures, the water in the wet slurry quickly gasifies, and evaporates rapidly, leading to the formation of large voids or high porosity in the dried structure. At low temperatures, the water in wet slurry slowly volatilizes, leading to the formation of tiny voids or low porosity in the dried structure. Therefore, by controlling drying temperatures, granule porosity can be manipulated to provide a desired void fraction.
  • Example 1 Example 1
  • Section 1 fast dissolving porous granules
  • Anticavity mouthwash granules in this embodiment are just one example of the fast-dissolving dentifrice granule system.
  • the porous anticavity mouthwash granules are fabricated with formulation containing foaming agents (Poloxamer 407 and SLS), using jet valve printing, with Infrared light drying.
  • the anticavity mouthwash granules were created using the formulation as detailed in the Table 1.
  • the solid content of the print slurry for the granules produced with jet valving deposition method was 65%.
  • the procedure for preparing the print slurry is detailed below:
  • Surfactants such as ethylene oxide and propylene oxide copolymer, Sodium lauryl sulfate), active, polyols, sweetener and color were subsequently added with stirring for another 20 minutes using overhead mixer (600-800 rpm). The viscosity of the resulting printing slurry was determined and found to be about 8,000- 15,000 cP at room temperature.
  • the jet valve printing parameters are listed in Table 2.
  • the wet deposited dots on substrate were placed into an infrared light dryer, and the drying conditions are detailed in Table 3.
  • the obtained granules were round dome shaped, with the bottom side flat on substrate. Visual inspection revealed that there were many open pores in each. Physical characterizations of obtained granules are summarized in Table 4.
  • Table 1 formulation of dried anticavity mouthwash granules 22X.
  • Table 4 Physical characterization of anticavity mouthwash granules made by jet valve printing.
  • the uniform porous anticavity mouthwash granules manufactured by the jet valve printing and quick infrared light drying methods are in the size range of 2.5-3mm, with single granule weight in the range of 1-2 mg, are characterized with porosity of 55.5% with Mercury Intrusion Porosimeter (MIP) method, and can quickly dissolve in tap water (in the temperature range of 18-23 °C) in about 2min.
  • MIP Mercury Intrusion Porosimeter
  • These anticavity mouthwash granules can be used for multi-dose refill, dissolving 7.5 g of granules in 500 ml of water, or used for single serving, dissolving 0.3 g of granules in 20 ml of water.
  • the flavor retention of peppermint oil in these anticavity mouthwash granules was characterized with GC-FID using a 25m 0.2mm 0.33pm Ultra-1 column.
  • the flavor retention of freshly made granules was about 82.4%.
  • the flavor retention of 2-month aged granules stored at ambient conditions was about 81.6%.
  • Section 2 slow dissolving compact granules
  • the solid content of the print paste for stencil print was 83%.
  • the procedure for preparing the print paste was detailed below. Firstly, all the dry ingredients in Table 1 were mixed well (except flavor oil) in a tumbler mixer for about 1 hour. Secondly, flavor oil was mixed into the above mixture in a dough kneading machine (KitchenAid) at low speed for about 2 min. Thirdly, water was added to the mixture in the second step in the kneading machine, the mixture was allowed to knead for about 5min until a uniform paste was obtained at low speed. The print paste had minimum flowability.
  • a 0.016” thick stencil with hexagon pattern (hexagon side length was 3mm) was used for stencil printing.
  • the print paste was stenciled on a non-stick substrate (PTFE coated fiberglass conveyor belt).
  • the stencil printed granules were dried at room temperature. The obtained compact granules were in the shape of flat hexagon disks. Their physical characterizations are summarized in Table 5.
  • Table 5 Physical characterizations of anticavity mouthwash granules made by stencil printing.
  • the stencil printed flat hexagon disks are very compact, with a porosity of about 20.2%. These less porous granules took about 6 min to dissolve in tap water (in the temperature range of 18-23°C). Hence, lower granule porosity leads to a longer dissolution time and a slower dissolution rate.
  • Section 3 porosity affected by foaming agents
  • Examples 1 and 2 show that granule porosity is impacted by the employed printing methods.
  • foaming agents may also affect granule porosity.
  • the print slurry preparation method was the same as in Example 1.
  • the jet-valve printing parameters are listed in Table 7.
  • the drying method used was infrared light (one 550W bulb, output at 65°C) for 3min, then room temperature drying overnight.
  • Table 6 Emulsion formulations for anticavity mouthwash granules 22G and 22J.
  • Table 7 Jet valve print parameters.
  • Table 8 physical characterizations of anticavity mouthwash granules 22G and 22J.
  • Section 4 porosity affected by drying methods.
  • Example 2 shows that printing methods affect porosity. Here it is shown that drying methods also affect granule porosity.
  • Anticavity mouthwash granules were produced by printing a slurry with the same formulation as presented in Table 1. The preparation of print slurry and the printing of granules followed the same protocol as set forth in Example 1. The printed granules were dried under different conditions: ambient drying overnight, heat drying at 50°C for 60 minutes or infrared (IR) drying at 80-95°C for 2min. The granules were examined with both the naked eye and a microscope. Examination with the naked eye revealed that there was one major pore in the center of air-dried granule. Microscopic evaluation confirmed the one major pore and revealed a few minor pores in the air-dried granule.
  • Table 9 physical characterization of granules dried at different conditions.
  • Section 5 porosity vs effervescence
  • Table 11 formulation of anticavity dry mix with direct effervescence compounds.
  • Table 12 formulation of anhydrous binder.
  • the dry mixes (Al and A2) were prepared by placing a container with dry mix in a tumbler mix for about 1 hour.
  • the binder was prepared by mixing binder polymer and solvent in a closed jar container on a stir plate at 500 rpm for about 2 hours.
  • a KitchenAid dough kneading machine was used.
  • dry mix Al was mixed with binder at ratio of 10/3.6 by weight.
  • dry mix Al was mixed with binder at ratio of 11/2.8 by weight.
  • Table 13 physical characterization of anticavity mouthwash granules with effervescence.
  • effervescent reagents in dentifrice granules requires the use of strict humidity controls in manufacturing. Without careful humidity control, effervescent reagents can undergo an effervescent acid-base reaction in the presence of moisture. Depending on the extent of the reaction, this can seriously deplete the amount of effervescent reagents in the final granule. Such depleted granules may only dissolve very slowly. The entire point of using effervescent reagents is defeated.
  • Section 6 porosity vs disintegrants
  • the dissolution rate of granules can also be enhanced by incorporating disintegrants.
  • the swelling or wicking of disintegrants can help to break down granule structures quickly during dissolving, therefore leading to short dissolution time.
  • disintegrants were added to the compact of Example 2.
  • Disintegrants are classified as 1) traditional disintegrants, such as starch, alginates; and 2) superdisintegrants, such as, croscarmellose sodium, crospovidone, sodium starch glycolate, and soy polysaccharides.
  • Superdisintegrants can function quicker and can promote disintegration at lower concentrations comparing to traditional disintegrants. Two superdisintegrants were chosen for the study in this section for their quick disintegration ability.
  • Table 14 Formulation of antiseptic emulsion with Croscarmellose Sodium as dissolving aid.
  • Table 15 Formulation of anticavity emulsion with Soy polysaccharide as dissolving aid.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Medical Informatics (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Emergency Medicine (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des granules de dentifrice solubles dans l'eau à écoulement libre qui sont imprimés et séchés pour avoir une taille, un poids et une densité uniformes, et un temps de dissolution rapide.
PCT/US2025/024954 2024-04-16 2025-04-16 Granules de dentifrice solubles dans l'eau à écoulement libre et leurs procédés de production Pending WO2025221880A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202463634832P 2024-04-16 2024-04-16
US63/634,832 2024-04-16

Publications (1)

Publication Number Publication Date
WO2025221880A1 true WO2025221880A1 (fr) 2025-10-23

Family

ID=95656432

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2025/024954 Pending WO2025221880A1 (fr) 2024-04-16 2025-04-16 Granules de dentifrice solubles dans l'eau à écoulement libre et leurs procédés de production

Country Status (1)

Country Link
WO (1) WO2025221880A1 (fr)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5939091A (en) * 1997-05-20 1999-08-17 Warner Lambert Company Method for making fast-melt tablets
US6539645B2 (en) 2001-01-09 2003-04-01 Mark Savarese Drying apparatus and methods
US9073711B2 (en) 2011-03-16 2015-07-07 Columbia Phytotechnology Llc Apparatus for dispensing material
US9243843B2 (en) 2010-12-10 2016-01-26 Columbia Phytotechnology, Llc Drying apparatus and methods
CN108066165A (zh) * 2017-12-22 2018-05-25 江山 一种牙膏颗粒及其制备方法和在牙膏中的应用
US20190083366A1 (en) * 2017-09-19 2019-03-21 Marlinspike Group, Inc. Mouthwash granules for an aqueous solution
WO2019115667A1 (fr) * 2017-12-14 2019-06-20 Firmenich Sa Procédé de préparation d'une composition en poudre
US20220071862A1 (en) 2018-12-18 2022-03-10 International Flavors & Fragrances Inc. Microcapsule compositions

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5939091A (en) * 1997-05-20 1999-08-17 Warner Lambert Company Method for making fast-melt tablets
US6539645B2 (en) 2001-01-09 2003-04-01 Mark Savarese Drying apparatus and methods
US7441344B1 (en) 2001-01-09 2008-10-28 Mark Savarese Drying apparatus and methods
US8984763B2 (en) 2001-01-09 2015-03-24 Columbia Phyto Technology Llc Drying apparatus and methods
US9068777B2 (en) 2001-01-09 2015-06-30 Columbia Phytotechnology Llc Drying apparatus and methods
US9243843B2 (en) 2010-12-10 2016-01-26 Columbia Phytotechnology, Llc Drying apparatus and methods
US9073711B2 (en) 2011-03-16 2015-07-07 Columbia Phytotechnology Llc Apparatus for dispensing material
US9550629B2 (en) 2011-03-16 2017-01-24 Columbia Phytotechnology. LLC Apparatus for dispensing material
US20190083366A1 (en) * 2017-09-19 2019-03-21 Marlinspike Group, Inc. Mouthwash granules for an aqueous solution
WO2019115667A1 (fr) * 2017-12-14 2019-06-20 Firmenich Sa Procédé de préparation d'une composition en poudre
CN108066165A (zh) * 2017-12-22 2018-05-25 江山 一种牙膏颗粒及其制备方法和在牙膏中的应用
US20220071862A1 (en) 2018-12-18 2022-03-10 International Flavors & Fragrances Inc. Microcapsule compositions

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE GNPD [online] MINTEL; 20 February 2007 (2007-02-20), ANONYMOUS: "Toothpowder", XP093296645, retrieved from https://www.gnpd.com/sinatra/recordpage/660020/ Database accession no. 660020 *
DATABASE GNPD [online] MINTEL; 28 March 2024 (2024-03-28), ANONYMOUS: "Sweet Mint Tooth Granule", XP093296641, retrieved from https://www.gnpd.com/sinatra/recordpage/11597284/ Database accession no. 11597284 *

Similar Documents

Publication Publication Date Title
EP3573593B1 (fr) Compositions sous la forme de structures solides et solubles
ES2950434T3 (es) Composiciones de microcápsula estabilizadas con agentes de control de la viscosidad
CA2135062C (fr) Dosages pharmaceutiques et d'autres types
I Ré Microencapsulation by spray drying
US6589562B1 (en) Multicomponent biodegradable bioadhesive controlled release system for oral care products
AU702158B2 (en) Flash flow formed solloid delivery systems
JP6077149B2 (ja) 歯周病用歯磨組成物
US10383351B2 (en) Granules comprising an active substance
JP6113944B2 (ja) 凍結乾燥成型品、その製造方法、およびその使用
JP2010270133A (ja) 個々に投薬でき、液体に接触すると急速に分解する活性物質含有および特に芳香物含有膜状投与形態
EP3285594A1 (fr) Systèmes d'administration et procédés de préparation de ceux-ci
EP3524233B1 (fr) Procédé et appareil de production de particules
US20130034681A1 (en) Method for Producing a Freeze-Dried Molded Article
CA2489320A1 (fr) Systeme de liberation de parfum ou d'arome non cristallin
KR102800110B1 (ko) 완충 마이크로캡슐화 조성물 및 방법
WO2015090337A1 (fr) Composition de poudre de nicotine
WO2025221880A1 (fr) Granules de dentifrice solubles dans l'eau à écoulement libre et leurs procédés de production
JP2011500612A (ja) 化粧品生成物用の芳香咀嚼フォームの製造方法
JP2007516977A (ja) 速崩壊性錠剤
Manju et al. A REVIEW ON MOUTH DISSOLVING TABLETS-A POTENTIAL DRUG DELIVERY SYSTEM
US20200230060A1 (en) Spray-dried water-soluble powder compositions and processing methods therefor
AU677198C (en) Pharmaceutical and other dosage forms
JP2001097836A (ja) 口中清涼フィルム
MXPA06004102A (en) Pectin films prepared from gamma irradiated pectin
HK1149511A (en) Freeze-dried coated moulded body

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 25724203

Country of ref document: EP

Kind code of ref document: A1