WO2002026272A1 - Systeme a composants multiples a liberation controlee pour produits sanitaires en papier - Google Patents

Systeme a composants multiples a liberation controlee pour produits sanitaires en papier Download PDF

Info

Publication number
WO2002026272A1
WO2002026272A1 PCT/US2001/030084 US0130084W WO0226272A1 WO 2002026272 A1 WO2002026272 A1 WO 2002026272A1 US 0130084 W US0130084 W US 0130084W WO 0226272 A1 WO0226272 A1 WO 0226272A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
active agent
agent
malodor
fragrance
Prior art date
Application number
PCT/US2001/030084
Other languages
English (en)
Inventor
Adi Shefer
Shmuel Shefer
Original Assignee
Salvona L.L.C.
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 Salvona L.L.C. filed Critical Salvona L.L.C.
Priority to AU2001293108A priority Critical patent/AU2001293108A1/en
Priority to EP01973538A priority patent/EP1322343A4/fr
Publication of WO2002026272A1 publication Critical patent/WO2002026272A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • 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
    • A61K8/0208—Tissues; Wipes; Patches
    • 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
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/20—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing organic materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/24—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/26—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/28—Polysaccharides or their derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/34—Oils, fats, waxes or natural resins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42—Use of materials characterised by their function or physical properties
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42—Use of materials characterised by their function or physical properties
    • A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions
    • A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/413—Nanosized, i.e. having sizes below 100 nm
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/612—By organic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
    • A61L2300/30—Compounds of undetermined constitution extracted from natural sources, e.g. Aloe Vera
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/45—Mixtures of two or more drugs, e.g. synergistic mixtures
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
    • A61L2300/62—Encapsulated active agents, e.g. emulsified droplets
    • A61L2300/624—Nanocapsules

Definitions

  • the present invention relates to a multi component controlled release system to be incorporated into sanitary paper products such as; catamenials, diapers sanitary napkins, adult incontinence garments, and other disposable sanitary paper products. More specifically, the invention pertains to cosmetic and pharmaceutical active agents such as fragrances, moisturizing agents, antibacterial compounds, anti-inflammatory agents, and other active agents, encapsulated in a free flowing powder comprising solid hydrophobic nano-particles within a moisture activated micro particle.
  • the free-flowing powder is prepared, preferably, by a process comprising spray drying a composition of solid nano- particles.
  • the controlled release system of the present invention can be useful to control the release of active agents in sanitary paper products, upon need and over an extended period of time, in the presence of body fluids.
  • the system can be also utilized to provide malodor coverage of urine, menses, or body aqueous fluid in general, upon need as well as over an extended period of time.
  • the multi component system has the advantage of retaining the volatile constituents of the fragrance until needed, releasing the fragrance upon need (e.g., in the presence of body fluids), and controlling the fragrance release rate to provide malodor coverage over an extended period of time.
  • the controlled release system of the present invention can also be utilized to "signal" the consumer that the product has been soiled and needs to be replaced.
  • sanitary paper products that are designed to be worn by humans to absorb bodily fluids, such as urine, menstrual fluid, and perspiration are known to acquire a variety of compounds, for example volatile fatty acids (e.g. isovaleric acid), ammonia, amines (e.g. triethylamine), sulphur containing compounds (e.g. mercaptans, sulphides), alcohols, ketones and aldehydes (e.g. furaldehyde) which release unpleasant odors.
  • volatile fatty acids e.g. isovaleric acid
  • ammonia amines (e.g. triethylamine)
  • sulphur containing compounds e.g. mercaptans, sulphides
  • alcohols e.g. mercaptans, sulphides
  • ketones and aldehydes e.g. furaldehyde
  • bodily fluids can contain microorganisms that can also generate malodorous by products.
  • Porous absorbing materials such as zeolite, carbon, silica gel and activated alumina
  • Porous microcapsules substantially filled-in structure that are contact-sensitive thereby releasing perfume through the breathable member as the microcapsules receive pressure contact from a user and microcapsules that burst, crush, or rupture to release the malodor conteracting agent;
  • Microcapsules that comprise of spray dried starch derivatives, natural gums (e.g., gum arabic), and polyhydroxy compounds (mannitol, sorbitol) that quickly release the malodor counteracting agent in the presence of moisture.
  • natural gums e.g., gum arabic
  • polyhydroxy compounds mannitol, sorbitol
  • US Patent No. 2,690,415 discloses particles of odor-absorbing materials uniformly affixed at the interstices of a permeable web by adhesive to provide an odor absorbent medium, e.g., in catamenials. Particulate carbon, silica gel and activated alumina are used. Shifting and/or displacement of the particulates is avoided and the sheet is flexible.
  • WO 81/01643 discloses the removal of ammonia (and other toxic or potentially toxic nitrogenous irritants) from diapers by incorporating into the diaper an inorganic aluminosilicate zeolite ammonium ion exchange material.
  • the zeolite is described as synthetic or natural.
  • the zeolite exemplified is naturally occurring clinophlolite.
  • WO 91/11977 discloses a method for decreasing odors associated with bodily fluids comprising contacting the fluids with an odour controlling amount of an intermediate framework SiO 2 /AlO zeolite.
  • US Patent No. 4,525,410 discloses sanitary paper products having antibacterial properties comprising zeolitic particles retaining therein at least one metal ion having bactericidal property and a mixed fibre assembly.
  • the zeolite has a low framework ratio of SiO 2 /Al 2 O 3 .
  • the zeolite has the ions Ag + , Cu 2+ or Zn +2 associated therewith.
  • US Patent No. 6,096,299 discloses an odor control material for decreasing bodily odor comprising of a zeolite having an average particle size (distribution by weight in sieve analysis) of at least 200 um.
  • the zeolite may optionally be mixed with an absorbent gelling material and/or activated carbon.
  • ABSCENTS odor-control molecular sieve from Union Carbide
  • ABSCENTS odor-control molecular sieve from Union Carbide
  • the brochure indicates that UC's market research shows potential benefits in such products.
  • US Patent Nos. 4,795,482 and 4,826,497 relate to ABSCENTS used as an odor-controlling agent, generally, and in sanitary products, in particular, and optionally with carbon.
  • US Patent Nos. 5,429,628, 5,714,445, and 5,660,845 disclose sanitary paper products containing small particle size cyclodextrin for odor control.
  • the invention relates to compositions and articles such as catamenials, diapers, pantiliners, paper towels, tissues, underarm shields, etc., which minimize odor caused from body fluids through the incorporation of an effective amount of cyclodextrin, having a particle size of less than 12 microns.
  • Combinations of small particle size cyclodextrins with other odor-controlling materials are also disclosed.
  • the particles provide fast release of the active when the particles are wetted.
  • US Patent No. 3,971,852 discloses the use of spray dried particles of starch derivatives, natural gums (e.g., gum arabic), and polyhydroxy compounds (i.e., mannitol, sorbitol) in sanitary paper products.
  • the drawback of these types of materials is the relatively large amount of surface oil, sometimes up to 12%. As a result, the retention of volatile fragrance ingredient may be poor leading to premature leaking of the fragrance.
  • These types of materials also quickly release the fragrance, or other active ingredients that are encapsulated within their structure upon exposure to water, and would not have the ability to provide malodor coverage, in the presence of body fluids, over an extended period of time.
  • US Patent No. 5,733,272 discloses a microcapsule for odor control for application in paper product having a positive scent signal which minimizes odor caused by body fluids and which provides a pleasant scent signal to indicate that the odor is being removed.
  • This scent signal is provided by cyclodextrin/perfume inclusion complexes and/or the spray dried microcapsules disclosed in US Patent No. 3,971,852.
  • US Patents No. 5,591,146, 5,769,832, and 5,769,833 disclose a sanitary napkin having frangible microcapsules located within an adhesive binder that also secures the napkin to a wearer's undergarment. When the release paper that covers the adhesive binder is removed, the microcapsules are crushed or burst and fragrance and/or odor absorbers are released.
  • a capsule wall can be formed of polyvinylalcohol.
  • US patent No. 5,951,534 also describes a sanitary paper product having one or more touch-sensitive fragrance controlled release systems positioned thereon.
  • the touch- sensitive fragrance member includes a breathable member fixedly attached to a backing member, such as the outer surface or the backsheet. Release agents are positioned between the breathable member and backing member such that when the breathable member is touched, fragrance is released from the release agents through the breathable member.
  • a controlled release system for sanitary paper product, such as diapers, based on spray-dried multilamellar phospholipid liposomes is disclosed in US Patent 5,783,211.
  • the liposomes encapsulate a biologically active agent is selected from the group consisting of anti-inflammatory, antiphlogistic, antibacterial, anti-perspirant, astringent, and anti-fungal agents.
  • the problems with using liposomes and structured vesicles as delivery devices are manifold. These types of systems are unstable, and can only be used for encapsulation of certain types of materials.
  • the liposomes disclosed in US Patent 5,783,211 are released in response to moisture but are not able to sustain the release of the active agents over an extended period of time because liposomes are is not stable in water.
  • a major challenge in sanitary disposable paper products is to extend the release of active agents and the counteraction of malodor, in the presence of body fluids, over an extended period of time. This problem is acute in overnight products, when a clean sanitary paper product is not readily available, or in nursing homes, where it may take a while until the care provider is available to change the product.
  • Another challenge in sanitary paper products, such as diapers is the prevention of diaper dermatitis, i.e., diaper rash. To achieve that it is essential to keep the baby's delicate skin dry and free of irritants.
  • Bisabolol is a biologically active agent known to have antiphlogistics and antibacterial properties. This pharmaceutical active agent must be delivered via a specially formulated topical composition.
  • Disposable sanitary paper products such as diapers, adult incontinence briefs, sanitary napkins, and pantiliners, because of their convenience and reliability are widely used. While much advancement has been made in the field of disposable products for both infants and adults, a number of problems still exist. Consumers are becoming increasingly educated and expect a high level of sophistication in their sanitary paper products. There is thus a need for an intelligent sanitary paper products which can provide not only physical absorbency of moisture, but also provide prolonged release of active agents, coordinate peak delivery of active agents to a particular biological demand, such as skin wetness, and counteraction of malodor after the product has been soiled, over an extended period of time, until a new, clean, product is available.
  • a major effort in the art of perfumery has been directed to providing means of treating odors that are offensive to the human sense of smell.
  • these products have provided a masking effect by one of two mechanisms.
  • the masking fragrance either suppresses the offensive odor, by providing a more pleasing aroma in large quantities, or blends with the offensive odor to provide a different and more desirable aroma.
  • a large amount of fragrance often must be utilized which in itself often proves to be offensive.
  • the offensive odor is usually still detectable at the levels of masking fragrances that are reasonably tolerable.
  • the present invention relates to a multi component controlled release system to deliver cosmetic and pharmaceutical active agents in sanitary paper products upon need, such as in the presence of body fluids, and over an extended period of time.
  • the invention also features a moisture activated controlled release system for sanitary paper products that provides malodor counteracting agents upon need, in the presence of body fluids, and over an extended period of time.
  • the invention also provides a free-flowing, powder formed of solid hydrophobic nano-particles of encapsulated cosmetic and pharmaceutical active agents that can be encapsulated in a moisture sensitive micro-particles, characterized by: (i) protection of active agents during storage, until needed;
  • compositions (iii) controlled, continuous release, of effective levels of the active agents in the presence of body fluids over an extended period of time.
  • Pharmaceutical and cosmetic active agents can be incorporated into hydrophobic solid nano particles. A plurality of the nano particles can be encapsulated in a moisture sensitive matrix to form the micro particles.
  • Pharmaceutical, cosmetic or malodor counteracting active agents can be incorporated into the nano particle structure, or in both the nano particle structure and the micro particle structure depending on the mechanism and rate desirable for release of the active agents.
  • cosmetic and pharmaceutical active agents such as fragrances, moisturizing agents, antibacterial compounds, anti-inflammatory active agents, and other active ingredients, encapsulated in nano particles, or dispersed in a nano particle solid matrix, by a process of spray drying, have the ability to sustain the release of these active agents and release them at a controlled rate in the presence of body fluids over an extended period of time.
  • the invention also provides a free-flowing powder formed of solid hydrophobic nano-particles of encapsulated malodor counteracting fragrance that can be encapsulated in a moisture activated micro-particle characterized by: (i) protection of the volatile constituents of the malodor counteracting fragrance during storage, until needed;
  • the present invention has the advantage that the counteraction of malodor over an extended period of time provides the consumer greater confidence in the product performance and a sense of protection, especially in overnight products, when a prompt change of the soiled product is impossible, i.e., when a clean product is not readily available, or in nursing homes where it may take a while for the care provider to change the product.
  • the invention also provides a method for producing the multi component controlled release system including cosmetic and pharmaceutical active agents that comprise the steps of: (i) incorporating the active agents into the solid hydrophobic nano-particles; and (ii) forming an aqueous mixture comprising of one or more active agents, the nano- particles, and a water sensitive material, such as, starch derivatives, natural gums, polyvinyl alcohol, proteins, hydrocolloids, or mixture of thereof; and (iii) spray drying the mixture to form a dry powder composition.
  • a water sensitive material such as, starch derivatives, natural gums, polyvinyl alcohol, proteins, hydrocolloids, or mixture of thereof.
  • the invention further provides a process for producing the multi component controlled release system including the cosmetic and pharmaceutical active agents that comprise the steps of: (i) heating hydrophobic materials to a temperature above the melting point of the materials to form a melt;
  • a controlled release composition is formed of hydrophobic nano particles incorporating active agents.
  • the invention still further provides a sanitary paper product such as catamenials, diapers, sanitary napkins, pantiliners, adult incontinence garments, and other disposable sanitary paper products comprising the multi component controlled release system or the controlled release system formed of nano particles of the present invention.
  • the present invention relates to a method of controlling the release of cosmetic and pharmaceutical active agents or counteracting malodorous compounds, over an extended period of time, in the presence of body fluid, using a multi component controlled release system.
  • the invention pertains to cosmetic and pharmaceutical active agents such as fragrances, moisturizing agents, comprising solid hydrophobic nano-particles encapsulated within a moisture sensitive micro particle.
  • the term "particles" is intended to describe solid, substantially spherical particulates. It will be appreciated that other particle shapes can be formed in accordance with the teachings of the present invention.
  • the pharmaceutical and cosmetic active agents can be incorporated into hydrophobic solid nano particles or into a moisture sensitive matrix of the micro particle, or in both the nano and the micro particle structure, depending on the mechanism and rate it needs to be released.
  • the present invention also relates to a consumer sanitary paper product, such as diapers, catamenials, pantiliners, adult incontinence garments, and other disposable sanitary paper products comprising the multi component controlled release system or a controlled release system formed of hydrophobic nano particles of the present invention, which decrease odors associated with bodily fluids such as blood, urine, and the like, and which provides malodor coverage over an extended period of time.
  • the controlled release system of the present invention can be useful for the controlled delivery of an extensive array of cosmetic, pharmaceutically or biologically active agents.
  • Suitable active agents include moisturizing agents, fragrances, astringents, anti- inflammatory, anti-microbial, anti-fungal, and the like, which are well know in the art.
  • the active agents can be encapsulated in the nano particles.
  • the active agents can also be incorporated into the moisture sensitive matrix.
  • malodor means an unpleasant bad smell caused by urine, feces, blood, sweat, or a combination thereof.
  • counteract means the effect on the human sense of smell and/or the malodor resulting in alleviating the offensiveness of the malodor to the human sense of smell.
  • a wide variety of basic approaches for odor control can be used in the present invention. It is not intended that this term be limited to any particular mechanism by which such a result may be obtained
  • the approaches for odor control take advantage of knowledge of the compounds responsible for the malodor and the mechanism of odor formation. These include antibacterial to control bacterial growth and fragrances created specifically to blend/mask with the malodors.
  • a method for odor control useful in the present invention comprises the use of materials which control bacterial growth and ultimately the bacterial metabolism.
  • Preferred antibacterial compounds of the present invention are bisabolol which has antiphlogistics and antibacterial properties, cetyl pyridinium chloride, zinc chloride, chlorhexidine, quaternary ammonium compounds, parabens, chitin, and pH buffered materials to reduce the pH below the optimum for bacterial metabolism, and the like.
  • fragrance ingredients and compositions of this invention can be conventional ones known in the art. Selection of any fragrance component, or amount of fragrance, is based on functional and aesthetic considerations.
  • Preferred fragrance components useful in the present invention are fragrance ingredients that are known to function as malodor counteracting. Compositions and methods for counteracting offensive odors which would substantially eliminate such odors without requiring a large amount of fragrance the above- noted disadvantages are particularly desirable.
  • Suitable fragrance ingredients, along with their odor characters, and their physical and chemical properties, are given in "Perfume and Flavor Chemicals (Aroma Chemicals),” Steffen Arctander, published by the author, 1969, incorporated herein by reference.
  • Fragrance components can include highly volatile ingredients having boiling points of about 250°C and moderately volatile ingredients having a boiling point of about 250°C to about 300°C as described in U.S. Patent No. 5,591,146 hereby incorporated by reference into this application.
  • Examples of the highly volatile, low boiling, perfume ingredients are: anethole, benzaldehyde, benzyl acetate, benzyl alcohol, benzyl formate, iso- bornyl acetate, camphene, cis-citral (neral), citronellal, citronellol, citronellyl acetate, paracymene, decanal, dihydrolinalool, dihydromyrcenol, dimethyl phenyl carbinol, eucalyptol, geranial, geraniol, geranyl acetate, geranyl nitrile, cis-e-hexenyl acetate, hydroxycitronellal, d-limonene, linalool, linalool oxide, linalyl acetate, linalyl propionate, methyl anthranilate, alpha-methyl ionone, methyl nonyl acetaldehyde
  • lavandin contains as major components: linalool; linalyl acetate; geraniol; and citronellol. Lemon oil and orange terpenes both contain about 95% of d-limonene.
  • moderately volatile perfume ingredients suitable for use in the present invention are: amyl cinnamic aldehyde, iso-amyl salicylate, beta-caryophyllene, cedrene, cinnamic alcohol, coumarin, dimethyl benzyl carbinyl acetate, ethyl vanillin, eugenol, iso- eugenol, flor acetate, heliotropine, 3-cis-hexenyl salicylate, hexyl salicylate, lilial (para- tertiarybutyl-alpha-methyl hydrocinnamic aldehyde), gamma-methyl ionone, nerolidol, patchouli alcohol, phenyl hexanol, beta-selinene, trichloromethyl phenyl carginyl acetate, triethyl citrate, vanillin, and veratraldehyde
  • Suitable solid core materials for forming nano particles of the present invention are inert nontoxic hydrophobic materials with a melting point range between about 45 degrees C and about 120 degrees C.
  • hydrophobic materials include natural, regenerated, or synthetic waxes including animal waxes such as beeswax, lanolin and shellac wax, vegetable waxes such as carnauba, candelilla, sugar cane, rice bran, and bayberry wax, mineral waxes such as petroleum waxes including paraffin and microcrystalline wax, and mixtures thereof.
  • hydrophobic materials which can be used in the present invention include wax and silicon copolymers, such as candelilla wax and silicone copolymer, ozokrite wax and silicon copolymers, beeswax and silicon copolymers, and the like.
  • Other hydrophobic compounds which can be used in the present invention include: fatty acid esters such as ethyl stearate, isopropyl myristate, and isopropyl palmitate; high molecular weight fatty alcohols such as cetostearyl alcohol, cetyl alcohol, stearyl alcohol, and oleyl alcohol, solid hydrogenated castor and vegetable oils, hard paraffins, hard fats, and mixtures thereof.
  • hydrophobic compounds which can be used include triglycerides, preferably of at least food grade purity, which can be produced by synthesis or by isolation from natural sources.
  • Natural sources can include animal fat or vegetable oil, such as soy oil, as a source of long chain triglycerides (LCT).
  • Other triglycerides suitable for use in the present invention are composed of a majority of medium length fatty acids (C10-C18), denoted medium chain triglycerides (MCT).
  • MCT medium chain triglycerides
  • the fatty acid moieties of such triglycerides can be unsaturated or polyunsaturated and mixtures of triglycerides having various fatty acid material.
  • the nano particle matrix can comprise a single hydrophobic material or a mixture of a plurality of materials.
  • Water-sensitive materials for forming the micro particles of the present invention comprise starch derivatives, polyvinyl alcohol, polysaccharides, hydrocolloids, natural gums, proteins, and mixtures thereof.
  • the polyvinyl alcohol useful in the practice of the invention is partially and fully hydrolyzed polyvinyl acetate, termed "polyvinyl alcohol” with polyvinyl acetate as hydrolyzed to an extent, also termed degree of hydrolysis, of from about 75% up to about 99%.
  • polyvinyl alcohol polyvinyl alcohol
  • Such materials are prepared by means of any of Examples I-XIV of US Patent No. 5,051,222 issued on September 24, 1991, the specification for which is incorporated by reference herein.
  • Polyvinyl alcohol useful for practice of the present invention is Mowiol ® 3-83, having a molecular weight of about 14,000 Da and degree of hydrolysis of about 83%, Mowiol ® 3- 98 and a fully hydrolyzed (98%) polyvinyl alcohol having a molecular weight of 16,000 Da commercially available from Gehring-Montgomery, Inc. of Warminister Pennsylvania.
  • Other suitable polyvinyl alcohols are: AIR VOL ® 205, having a molecular weight of about 15,000-27,000 Da and degree of hydrolysis of about 88%, and VINEX ® 1025, having molecular weight of 15,000-27,000 Da degree of hydrolysis of about 99% and commercially available from Air Products & Chemicals, Inc.
  • ELVANOL ® 51- 05 having a molecular weight of about 22,000-26,000 Da and degree of hydrolysis of about 89% and commercially available from the Du Pont Company, Polymer Products Department, Wilmington, Delaware
  • ALCOTEX ® 78 having a degree of hydrolysis of about 76% to about 79%
  • ALCOTEX ® F88/4 having a degree of hydrolysis of about 86% to about 88% and commercially available from the Harlow Chemical Co. Ltd. Of Templefields, Harlow, Essex, England CM20 2BH
  • GOHSENOL ® GL-03 and GOHSENOL ® KA-20 commercially available from Nippon Gohsei K.K., The Nippon Synthetic Chemical Industry Co., Ltd., of No. 9-6, Nozaki Cho,Kita-Ku, Osaka, 530 Japan.
  • Suitable polysaccharides are polysaccharides of the non-sweet, coloidally-soluble types, such as natural gums, for example, gum arabic, starch derivates, dextrinized and hydrolyzed starches, and the like.
  • a suitable polysaccharide is a water dispersible, modified starch commercially available as Capule®, N-Lok®, Hi-CapTM 100 or Hi-CapTM 200 commercially available from the National Starch and Chemical Company of Bridgewater, New Jersey; Pure-CoteTM, commercially available from the Grain Processing Corporation of Muscatine, Iowa.
  • the natural gum is a gum arabic, commercially available from TIC Gums Inc. Belcamp, Midland.
  • Suitable hydrocolloids are xanthan, maltodextrin, galactomanan or tragacanth, preferably maltodextrins such as MaltrinTM M100, and MaltrinTM Ml 50, commercially available from the Grain Processing Corporation of Muscatine, Iowa.
  • the encapsulated active agent in the nano particles of the present invention can be prepared by the steps of (1) heating hydrophobic materials to a temperature above the melting point to form a melt, (2) dissolving or dispersing the active agent in the melt, (3) emulsifying the melt in the aqueous phase; and (4) cooling the dispersion to ambient temper to form a fine suspension.
  • One or more of the pharmaceutical, cosmetic or malodor counteracting agents described above can be incorporated into the hydrophobic solid nano particles.
  • about 1% to about 80% of and more preferably about 1% to about 60% by weight of the active agents are used in forming the nano particles.
  • the controlled release system of the present invention can be prepared by the steps of (a) incorporating selected cosmetic, pharmaceutical, or malodor counteracting active agents into the hydrophobic interior of the nano-particles, (b) forming an aqueous mixture comprising one or more active agents, the nano-particles, and a water sensitive material, and (c) spray drying the mixture of the present invention to form a dry powder composition. Accordingly, the nano particles can be encapsulated into the micro particle structure.
  • One or more of the pharmaceutical, cosmetic or malodor counteracting agents which can be the same or different than the active agents incorporated in the nano particles can be incorporated into the micro particle structure.
  • a process for producing the multi component controlled release system includes the following stages: (i) heating a hydrophobic material to a temperature above the melting point to form a melt;
  • Homogenization can be accomplished in any suitable fashion with a variety of mixers known in the art such as simple paddle or ribbon mixers although other mixers, such as ribbon or plow blenders, drum agglomerators, and high shear mixers may be used.
  • Suitable equipment for this process include a model Rannie 100 lab homogenizer available from APN Gaulin Inc. Everett, Massachusetts, a rotor stator high shear mixer available from Silverson Machines, of East Long Meadow, Massachusetts, or Scott Processing Equipment Corp. of Sparta, New Jersey, and other high sear mixers.
  • the suspension is spray dried to remove the excess water.
  • Spray drying is well known in the art and been used commercially in many applications, including foods where the core material is a flavoring oil and cosmetics where the core material is a fragrance oil.
  • Cf. Balassa "Microencapsulation in the Food Industry", CRC Critical Review Journal in Food Technology, July 1971, pp 245-265; Barreto, “Spray Dried Perfumes for Specialties, Soap and Chemical Specialties", December 1966; Maleeny, Spray Dried Perfumes, Soap and San Chem, Jan. 1958, pp. 135 et seq.; Flinn and Nack, "Advances in Microencapsulation Techniques", Batelle Technical Review, No. 16, No. 2, pp. 2-8 (1967); US patent Nos. 5,525,367; and 5,417,153 which are incorporated herein as references.
  • the active agent is present at a level from about 0.01% to about 60%, preferably from about 1% to about 50% by weight of the micro particle.
  • the nano particles are generally present in the water sensitive matrix at a level from about 1% to about 80%, preferably from about 1% to about 60% by weight of the matrix material with the balance being the active agents and the water sensitive materials.
  • the moisture sensitive matrix is generally present at a level from about 1% to about 80%, preferably from about 1% to about 60% by weight of the matrix material with the balance being the active agents and the hydrophobic materials.
  • micro particles are formed by mixing nano particles incorporating a selected active agent with polyvinyl alcohol, or compositions of polyvinyl alcohol and polysaccharides, under conditions sufficient to encapsulate the nano particles.
  • a selected active agent with the polyvinyl alcohol, or compositions of polyvinyl alcohol and polysaccharides, until the emulsion is formed and then spray drying the emulsion to thereby form an encapsulated nano particle.
  • the moisture sensitive matrix is formed of a polyvinyl alcohol material at a level from about 1% to about 80%, preferably from about 1% to about 70% by weight of the matrix material with the balance being the amount by weight of active agents and an optimal amount of polysaccharides.
  • the polyvinyl alcohol is present in the matrix material in an amount of about 1% to about 80% and the weight of the polysaccharides are present in the amount of about 1% to about 80%.
  • the active agent composition is generally present at a level from about 0.01% to about 80% preferably from about 1% to about 50% by weight of the encapsulated active agent with the balance being the polyvinyl alcohol or polyvinyl alcohol and polysaccharides.
  • other conventional ingredients known in the art such as preservatives, surfactants, can be used in accordance with the teachings of the present invention.
  • the multi-component particles of the present invention preferably have size of from about 0.5 micron to about 300 microns, more preferably from about 1 micron to about 200 microns, most preferably from about 2 microns to about 50 microns.
  • the present invention preferably has minimal active agents on the surface of the particles, preferably less than 1%.
  • Polyvinyl alcohol is an excellent barrier material to the permeation of the volatile fragrance ingredients, and as a result the controlled release systems of the present invention do not provide perceptible odor in the dry state.
  • the matrix Upon wetting by a sufficient amount of aqueous fluid such as a body fluid, the matrix can either dissolve to provide a burst of the active ingredients, or swell and soften the matrix to slowly release the encapsulated active agents over an extended period of time, depending on the composition of the matrix, such as the ratio of polyvinyl alcohol to other matrix materials.
  • the use of moisture activated particles which provide varying rates of diffusion are contemplated.
  • the moisture activated particles may diffuse at any of the rates of the following: (i) at steady-state or zero-order release rate in which there is a substantially continuous release per unit of time; (ii) a first-order release rate in which the rate of release declines towards zero with time; and (iii) a delayed release in which the initial rate is slow, but then increases with time.
  • a greater amount of polyvinyl alcohol in the matrix provides slower release rate as compared to a matrix including a lesser amount of polyvinyl alcohol in combination with a polysaccharide.
  • a matrix having about 70% to about 80% polyvinyl alcohol has a slower release rate than a matrix having about 30% to about 40% polysaccharide and about 40% to about 50% polyvinyl alcohol.
  • a high amount of polyvinyl alcohol is used in the matrix, such as in the range of about 70% to about 80%, the matrix provides controlled release of the active agent over an extended period of time from the time the matrix contacts moisture up to forty-eight hours.
  • polyvinyl alcohol is combined with polysaccharide in the matrix, such as in the amount of 30% to about 40% polyvinyl alcohol and 30% to about 40% of polysaccharide, a greater amount of active agent is released upon contract with moisture to provide a "burst" of the active agent and the active agent is released over a shorter period of time for example from the time the matrix contacts the fluid up to the range of about 6 hours to about twenty-four hours.
  • the active agent at the surface of the particle can be released upon contact with the fluid with the remainder of the active agent being either released in a burst if the matrix dissolves or over an extended period of time upon swelling and softening of the matrix.
  • Nano particles formed of a hydrophobic material provide a controlled release system in order to release the active agent over an extended period of time by molecular diffusion. Active agents in the hydrophobic matrix of the nano particles can be released by transient diffusion. The theoretical early and late time approximation of the release rate of the active ingredients dissolved in the hydrophobic matrix of the nano particles can be calculated from the following equations:
  • r is the radius of the cylinder
  • m oo is the amount fragrance released from the controlled release system after infinite time
  • m t is the amount fragrance released from the controlled release system after time t
  • Dp is the diffusion coefficient of the fragrance or aroma chemical in the matrix
  • the release rate for releasing the active agents from the hydrophobic nano particles is typically slower than the release rate for releasing active agent from the moisture sensitive matrix.
  • the active agents can be selected to be incorporated into either the hydrophobic nano particles or the moisture sensitive matrix depending on the desired time for release of the active agents. For example, a predetermined first active agent can be incorporated in the moisture sensitive matrix to be released upon contact with moisture upon soiling the product and a predetermined second active agent can be incorporated in the hydrophobic nano particles for release over an extended period of time during or after the first agent has been released.
  • the moisture sensitive matrix formed in accordance with the present invention can release the first active agent upon contact with moisture to provide a "burst" with continued release of the first active agent up to about twenty-four hours and nano particles formed in accordance with the present invention can release the active agent depending on the release rate from an initial time such as within one hour, up to a period of one week.
  • the body fluid when in use, the body fluid is not normally distributed to the whole sanitary paper product, e.g., diaper, but usually localized in a portion of the product.
  • Modern disposable diapers are designed with a concentration of the fluid absorbent material at different locations depending on the sex of the wearers.
  • the particles of the present invention it is not necessary to apply the particles of the present invention to the entire sanitary paper product.
  • the particles are applied to areas most likely to be wetted by body fluids to avoid waste in the areas which normally do not receive the body fluids. Therefore, it is preferred to incorporate the particles of the present invention by uniformly sprinkling, mixing, or distributing them into the superabsorbent powder that is incorporated onto these preferred locations of sanitary paper products.
  • a malodor counteracting fragrance composition used in the following examples is as follows:
  • Perfume Composition Component ( %Wt.)
  • the following procedure is used for the preparation of multi component controlled release system with a malodor counteractive fragrance as the active agent in the hydrophobic phase and cetylpyridinium chloride (CPC), an anti-bacterial active agent in the moisture sensitive phase.
  • the solid hydrophobic nano particles are composed of candelilla wax/silicon copolymer from Strahl & Pitsch Inc. of West Arabic, New- York.
  • 80 grams of candelilla wax/silicon coplymer is placed in an oven at 80 degrees °C and allowed to melt. 600 grams of deionized water are placed into 1 gallon vessel, fitted with a all-purpose silicon rubber heater (Cole-Palmer Instrument Company). 196 grams of polyvinyl alcohol (Mowiol ® 3-83, having a molecular weight of about 14,000 Da and degree of hydrolysis of about 83%, commercially available from Gehring-Montgomery, Inc. of Warminster, Pennsylvania) and 4 grams of CPC are added to the water and the aqueous solution is heated to 90 degrees °C while mixing it with a propeller mixer.
  • polyvinyl alcohol Molecular weight of about 14,000 Da and degree of hydrolysis of about 83%
  • the candelilla wax/silicon copolymer melt is removed from the oven and 120 grams of the fragrance are mixed into the wax by hand with a glass rod.
  • the fragrance/wax mixture is poured into the aqueous solution and the dispersion is homogenized at 20,000 psi using a Rannie 100 lab homogenizer available from APN Gaulin Inc.
  • the dispersion is cooled to ambient temperature by passing it through a tube-in-tube heat exchanger (Model 00413, Exergy Inc. Hanson Massachusetts) to form a suspension.
  • the resulting suspension is spray dried with a Bowen Lab Model Drier (at Spray-Tek of Middlesex, New Jersey) utilizing 250 c.f.m of air with an inlet temperature of 380 °F, and outlet temperature of 225 °F and a wheel speed of 45,000 r.p.m to produce a free flowing, dry powder, consisting of 30% malodor counteracting fragrance encapsulated in the solid hydrophobic nano particles and 1% CPC in the water sensitive matrix of the micro particles.
  • a Bowen Lab Model Drier at Spray-Tek of Middlesex, New Jersey
  • the sanitary paper product used in the following examples was a Pamper diaper manufactured by the Procter & Gamble Company, Cincinnati, OH. Each diaper was cut to half and opened.
  • Odor perception is, by its nature, a very subjective determination. According to the procedure, the samples to be tested are provided to a panel of six odor specialists who independently rank the urine malodor coverage of the samples on a scale of 1 (neutral, the intensity of the malodor is very low, hardly perceived) to 10 (high pleasant odor of the malodor counteracting fragrance, no malodor is perceived). Samples yielding an odor ranking above about 3.0 possess a malodor, which would hardly be noticed by the general public. Two types of urine malodor were employed in the testing of the systems; reconstituted human urine and synthetic urine solution. The reconstituted urine (reconstituted according to product instructions) is commercially available from Sigma under the trade designation Urinary Metabolite Lyophilizate, from human male urine, Catalog No. U 6378. The synthetic urine is composed of 0.385% by weight urea and 2.8% by weight ammonium hydroxide, with the balance being water.
  • Example 3 The half diaper of Example 3 containing either the neat malodor counteracting fragrance or the encapsulated fragrance were placed into an aluminum tray, approximately 5 cm deep, covered with a perforated aluminum sheet, in order to keep it out of view, up to the moment of the sniff-test.
  • the sniff-test was performed in a "pre-ventilated" room by six graders. Each grader had been pre-selected for their sensitivity to the unpleasant smells present in an absorbent article after use and their ability to grade the unpleasantness of the odor in a consistent manner. Every grader evaluated the odor of each series of three products representing each sample using a pleasantness scale which ranges from 10 (most pleasant) to 1 (neutral rating). The pleasantness values for each sample were obtained as a mean of 18 observations (six graders, three products for each sample).
  • the pleasantness grade values show significant differences between the product with the system and the reference samples.
  • the reference samples were not effective in counteracting the urine malodor.
  • the samples comprising the multi component controlled release system of example 1 and 2 were successful in significantly reducing the noxious amine and ammonia odors and produce a pleasant odor. It can also be seen from the results that the products comprising the controlled release system of example 1 and 2 have very low odor intensity in the dry state.
  • the controlled release system of the present invention sustains the volatile constituents of the malodor counteracting fragrance during storage, prior to the soiling of the product. High odor intensity is observed for the wetted products as a result of releasing the nano particle comprising the fragrance.
  • the system of the present invention protect the volatile constituents of the fragrance and provides moisture triggered releases of a malodor counteracting fragrance upon need, in response to body fluids.
  • the pleasantness grade values show significant differences between the product with the system and the reference samples.
  • the products comprising the controlled release system of example 1 and 2 have the ability to provide malodor coverage, in the presence of body fluids, over an extended period of time.
  • the products comprising the controlled release system also show significant improvement over the performance of the current market product and over using the neat malodor counteracting fragrance.

Abstract

Cette invention a trait à un système à composants multiples à libération contrôlée, constitué de nanoparticules hydrophobes solides encapsulées dans une micro-particule sensible à l'humidité, lequel système est conçu aux fins d'une libération contrôlée d'agents actifs, cosmétiques et pharmaceutiques, dans des produits sanitaires en papier. Ce système se révèle des plus utile s'agissant, en présence de liquides corporels, de réguler la libération d'agents actifs cosmétiques et pharmaceutiques ou de contrer, le cas échéant, les effets de produits malodorants pendant un laps de temps prolongé. L'invention concerne, notamment, un système à libération contrôlée pour produits sanitaires en papier, constitué de micro-particules encapsulant des nanoparticules préparées par séchage par atomisation d'une composition renfermant des nanoparticules solides.
PCT/US2001/030084 2000-09-29 2001-09-26 Systeme a composants multiples a liberation controlee pour produits sanitaires en papier WO2002026272A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2001293108A AU2001293108A1 (en) 2000-09-29 2001-09-26 Multi component controlled release system for sanitary paper products
EP01973538A EP1322343A4 (fr) 2000-09-29 2001-09-26 Systeme a composants multiples a liberation controlee pour produits sanitaires en papier

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US67686000A 2000-09-29 2000-09-29
US09/676,860 2000-09-29

Publications (1)

Publication Number Publication Date
WO2002026272A1 true WO2002026272A1 (fr) 2002-04-04

Family

ID=24716320

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2001/030084 WO2002026272A1 (fr) 2000-09-29 2001-09-26 Systeme a composants multiples a liberation controlee pour produits sanitaires en papier

Country Status (3)

Country Link
EP (1) EP1322343A4 (fr)
AU (1) AU2001293108A1 (fr)
WO (1) WO2002026272A1 (fr)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003092885A1 (fr) * 2002-04-30 2003-11-13 Kimberly-Clark Worldwide, Inc. Materiaux a forte surface active modifies par des ions metal permettant l'elimination ou la reduction d'odeurs
WO2004035018A2 (fr) * 2002-10-11 2004-04-29 Degussa Ag Composition de matieres odorantes contenant au moins un liquide ionique, procede de production et utilisation de ladite composition
WO2004098555A1 (fr) * 2003-05-07 2004-11-18 Ifac Gmbh & Co.Kg Compositions permettant une liberation ciblee de parfums et d'aromes
WO2005102261A1 (fr) * 2004-03-26 2005-11-03 Dow Corning Corporation Compositions a liberation controlee
WO2006063483A1 (fr) * 2004-12-16 2006-06-22 Givaudan Sa Composition de diffusion olfactive
WO2006105680A1 (fr) * 2005-04-04 2006-10-12 Givaudan Sa Composition de parfum
WO2007040623A1 (fr) * 2005-09-15 2007-04-12 Kimberly-Clark Worldwide, Inc. Matériaux métalliques à ions modifiés pour l’élimination et le contrôle des odeurs
FR2930146A1 (fr) * 2008-04-21 2009-10-23 Ab7 Ind Sa Support fibreux comprenant un, ou plusieurs, actif(s) cosmetique(s) microenspherule(s).
US7666410B2 (en) 2002-12-20 2010-02-23 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
US7678367B2 (en) 2003-10-16 2010-03-16 Kimberly-Clark Worldwide, Inc. Method for reducing odor using metal-modified particles
WO2010018559A3 (fr) * 2008-08-11 2010-06-17 Bk Pharma Systems Ltd. Formulations pour une gestion en deux phases d'une cicatrisation de lésion et pansements incorporant de telles formulations
US7754197B2 (en) 2003-10-16 2010-07-13 Kimberly-Clark Worldwide, Inc. Method for reducing odor using coordinated polydentate compounds
US7879350B2 (en) 2003-10-16 2011-02-01 Kimberly-Clark Worldwide, Inc. Method for reducing odor using colloidal nanoparticles
US20110160685A1 (en) * 2007-08-03 2011-06-30 Unicharm Corporation Disposable diaper
US8211369B2 (en) 2003-10-16 2012-07-03 Kimberly-Clark Worldwide, Inc. High surface area material blends for odor reduction, articles utilizing such blends and methods of using same
US8221328B2 (en) 2003-10-16 2012-07-17 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
US8409618B2 (en) 2002-12-20 2013-04-02 Kimberly-Clark Worldwide, Inc. Odor-reducing quinone compounds
US10053653B2 (en) 2016-10-18 2018-08-21 Sterilex, Llc Ambient moisture-activated hard surface treatment powder
WO2018162603A1 (fr) * 2017-03-08 2018-09-13 Givaudan Sa Composition de parfum et article d'hygiène ou d'incontinence
CN115414519A (zh) * 2022-08-22 2022-12-02 东莞市金保利卫生用品有限公司 一种缓解宫寒的卫生巾及其制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5429628A (en) * 1993-03-31 1995-07-04 The Procter & Gamble Company Articles containing small particle size cyclodextrin for odor control
US5783211A (en) * 1996-09-18 1998-07-21 Dragoco, Inc. Liposome encapsulated active agent dry powder composition
EP0908174A2 (fr) * 1997-09-18 1999-04-14 INTERNATIONAL FLAVORS & FRAGRANCES INC. Compositions pour parfumer au moins un matériau parfumable et appareil pour évaluer la diffusion de parfum

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2935117B2 (ja) * 1989-01-31 1999-08-16 百合子 加藤 ナノスフェア製剤
DE4131562A1 (de) * 1991-09-18 1993-03-25 Medac Klinische Spezialpraep Arzneistofftraeger aus festen lipidteilchen-feste lipidnanosphaeren (sln)
MX9905739A (es) * 1996-12-17 1999-10-01 Procter & Gamble Articulos absorbentes con sistema de control de olor

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5429628A (en) * 1993-03-31 1995-07-04 The Procter & Gamble Company Articles containing small particle size cyclodextrin for odor control
US5783211A (en) * 1996-09-18 1998-07-21 Dragoco, Inc. Liposome encapsulated active agent dry powder composition
EP0908174A2 (fr) * 1997-09-18 1999-04-14 INTERNATIONAL FLAVORS & FRAGRANCES INC. Compositions pour parfumer au moins un matériau parfumable et appareil pour évaluer la diffusion de parfum

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1322343A4 *

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8771661B2 (en) 2002-04-30 2014-07-08 Kimberly-Clark Worldwide, Inc. Metal ion modified high surface area materials for odor removal and control
WO2003092885A1 (fr) * 2002-04-30 2003-11-13 Kimberly-Clark Worldwide, Inc. Materiaux a forte surface active modifies par des ions metal permettant l'elimination ou la reduction d'odeurs
US8182800B2 (en) 2002-04-30 2012-05-22 Kimberly-Clark Worldwide, Inc. Metal ion modified high surface area materials for odor removal and control
EP1775018A1 (fr) * 2002-04-30 2007-04-18 Kimberly-Clark Worldwide, Inc. Matériau à surface spécifique élevée modifiée par des ions métal pour l'élimination ou le contrôle des odeurs
US7578997B2 (en) 2002-04-30 2009-08-25 Kimberly-Clark Worldwide, Inc. Metal ion modified high surface area materials for odor removal and control
US7976855B2 (en) 2002-04-30 2011-07-12 Kimberly-Clark Worldwide, Inc. Metal ion modified high surface area materials for odor removal and control
WO2004035018A2 (fr) * 2002-10-11 2004-04-29 Degussa Ag Composition de matieres odorantes contenant au moins un liquide ionique, procede de production et utilisation de ladite composition
WO2004035018A3 (fr) * 2002-10-11 2004-07-15 Creavis Tech & Innovation Gmbh Composition de matieres odorantes contenant au moins un liquide ionique, procede de production et utilisation de ladite composition
US7666410B2 (en) 2002-12-20 2010-02-23 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
US8409618B2 (en) 2002-12-20 2013-04-02 Kimberly-Clark Worldwide, Inc. Odor-reducing quinone compounds
US8277801B2 (en) 2002-12-20 2012-10-02 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
US8716214B2 (en) 2003-05-07 2014-05-06 Otc Gmbh Compositions for the targetted release of fragrances and aromas
WO2004098555A1 (fr) * 2003-05-07 2004-11-18 Ifac Gmbh & Co.Kg Compositions permettant une liberation ciblee de parfums et d'aromes
US7754197B2 (en) 2003-10-16 2010-07-13 Kimberly-Clark Worldwide, Inc. Method for reducing odor using coordinated polydentate compounds
US7879350B2 (en) 2003-10-16 2011-02-01 Kimberly-Clark Worldwide, Inc. Method for reducing odor using colloidal nanoparticles
US7678367B2 (en) 2003-10-16 2010-03-16 Kimberly-Clark Worldwide, Inc. Method for reducing odor using metal-modified particles
US8702618B2 (en) 2003-10-16 2014-04-22 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
US8211369B2 (en) 2003-10-16 2012-07-03 Kimberly-Clark Worldwide, Inc. High surface area material blends for odor reduction, articles utilizing such blends and methods of using same
US8221328B2 (en) 2003-10-16 2012-07-17 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
WO2005102261A1 (fr) * 2004-03-26 2005-11-03 Dow Corning Corporation Compositions a liberation controlee
WO2006063483A1 (fr) * 2004-12-16 2006-06-22 Givaudan Sa Composition de diffusion olfactive
WO2006105680A1 (fr) * 2005-04-04 2006-10-12 Givaudan Sa Composition de parfum
US10004205B2 (en) 2005-04-04 2018-06-26 Givaudan Sa Fragrance composition
US10426131B2 (en) 2005-04-04 2019-10-01 Givaudan S.A. Fragrance composition
WO2007040623A1 (fr) * 2005-09-15 2007-04-12 Kimberly-Clark Worldwide, Inc. Matériaux métalliques à ions modifiés pour l’élimination et le contrôle des odeurs
US20110160685A1 (en) * 2007-08-03 2011-06-30 Unicharm Corporation Disposable diaper
FR2930146A1 (fr) * 2008-04-21 2009-10-23 Ab7 Ind Sa Support fibreux comprenant un, ou plusieurs, actif(s) cosmetique(s) microenspherule(s).
WO2010018559A3 (fr) * 2008-08-11 2010-06-17 Bk Pharma Systems Ltd. Formulations pour une gestion en deux phases d'une cicatrisation de lésion et pansements incorporant de telles formulations
US10053653B2 (en) 2016-10-18 2018-08-21 Sterilex, Llc Ambient moisture-activated hard surface treatment powder
US10851328B2 (en) 2016-10-18 2020-12-01 Sterilex, Llc Ambient moisture-activated hard surface treatment powder
WO2018162603A1 (fr) * 2017-03-08 2018-09-13 Givaudan Sa Composition de parfum et article d'hygiène ou d'incontinence
CN110382674A (zh) * 2017-03-08 2019-10-25 奇华顿股份有限公司 香料组合物和卫生或失禁制品
US11591542B2 (en) 2017-03-08 2023-02-28 Givaudan Sa Fragrance composition and sanitary or incontinence article
CN115414519A (zh) * 2022-08-22 2022-12-02 东莞市金保利卫生用品有限公司 一种缓解宫寒的卫生巾及其制备方法
CN115414519B (zh) * 2022-08-22 2024-03-26 东莞市金保利卫生用品有限公司 一种缓解宫寒的卫生巾及其制备方法

Also Published As

Publication number Publication date
AU2001293108A1 (en) 2002-04-08
EP1322343A1 (fr) 2003-07-02
EP1322343A4 (fr) 2006-08-16

Similar Documents

Publication Publication Date Title
EP1322343A1 (fr) Systeme a composants multiples a liberation controlee pour produits sanitaires en papier
KR100322308B1 (ko) 입경이작은사이클로덱스트린을함유하는냄새억제용제품
CA2157465C (fr) Articles absorbants pour la limitation des odeurs a l'aide d'un signal olfactif positif
US5591146A (en) Sanitary napkin with perfume-bearing microcapsule adhesive
US5780020A (en) Methods and compositions for reducing body odor
AU739247B2 (en) Absorbent articles with odor control system
CA2679504C (fr) Produit de soins personnels comprenant de la cyclodextrine comme matiere complexant les parfums
US20160175214A1 (en) Anhydrous cosmetic composition for topical application
EP3233044B1 (fr) Composition cosmétique anhydre pour application topique dans la zone intime
US20170165395A1 (en) Systems for managing intimate skin
WO2020130982A2 (fr) Produit d'hygiène ayant un mécanisme de libération de parfum contrôlé
MXPA04010188A (en) Moisture triggered release systems comprising aroma ingredients providing fragrance burst in response to moisture

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 2001973538

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 2001973538

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

NENP Non-entry into the national phase

Ref country code: JP

WWW Wipo information: withdrawn in national office

Ref document number: 2001973538

Country of ref document: EP