Connect public, paid and private patent data with Google Patents Public Datasets

Triggerable delivery system for pharmaceutical and nutritional compounds and methods of utilizing same

Download PDF

Info

Publication number
US20040142041A1
US20040142041A1 US10731256 US73125603A US2004142041A1 US 20040142041 A1 US20040142041 A1 US 20040142041A1 US 10731256 US10731256 US 10731256 US 73125603 A US73125603 A US 73125603A US 2004142041 A1 US2004142041 A1 US 2004142041A1
Authority
US
Grant status
Application
Patent type
Prior art keywords
functional
particles
particle
alumina
delivery
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.)
Abandoned
Application number
US10731256
Inventor
John MacDonald
Jason Lye
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.)
Kimberly-Clark Worldwide Inc
Original Assignee
Kimberly-Clark Worldwide Inc
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

Links

Images

Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A23B - A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/31Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • A23L27/32Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A23B - A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/70Fixation, conservation, or encapsulation of flavouring agents
    • A23L27/77Use of inorganic solid carriers, e.g. silica
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
    • A23PSHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00Shaping or working of foodstuffs characterised by the products
    • A23P10/30Encapsulation of particles, e.g. foodstuff additives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
    • A23PSHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P20/00Coating of foodstuffs; Coatings therefor; Making laminated, multi-layered, stuffed or hollow foodstuffs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic, hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • A61K31/195Carboxylic acids, e.g. valproic acid having an amino group
    • A61K31/197Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid, pantothenic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365Lactones
    • A61K31/375Ascorbic acid, i.e. vitamin C; Salts thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives, e.g. steroids
    • A61K31/57Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane, progesterone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/65Tetracyclines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/69Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6921Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere
    • A61K47/6923Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being an inorganic particle, e.g. ceramic particles, silica particles, ferrite or synsorb
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES
    • A23V2200/00Function of food ingredients
    • A23V2200/20Ingredients acting on or related to the structure
    • A23V2200/25Nanoparticles, nanostructures

Abstract

A triggerable delivery system for various functional compounds is disclosed. The delivery system incorporates a carrier composition containing alumina particles, silica particles or alumina coated particles. Various functional materials containing particular moieties may be adsorbed onto the particles and used as desired. The functional compounds can be, for instance, pharmaceuticals, xenobiotics, anti-microbial agents, anti-viral agents, fragrances, and the like.

Description

    RELATED APPLICATIONS
  • [0001]
    This application is a Continuation in Part and claims priority to U.S. patent application Ser. No. 10/325,474 filed on Dec. 20, 2002 in the names of Jason Lye and Gavin MacDonald (and referenced by attorney docket number 18, 113). U.S. patent application Ser. No. 10/325,474 is incorporated by reference herein it its entirety.
  • TECHNICAL FIELD
  • [0002]
    This invention relates to delivery systems for pharmaceutical materials. More specifically, this invention relates to delivery systems and methods of delivering various pharmaceutical materials into or onto a patient's body.
  • BACKGROUND OF THE INVENTION
  • [0003]
    A delivery system generally refers to a system that aids or otherwise facilitates the delivery of a functional material to a desired location. The functional material can be any material that acts upon a substrate or otherwise provides a benefit once delivered to the desired location. Examples of functional materials that may benefit from the use of a delivery system include pharmaceuticals that are intended to be ingested, transferred transdermally, or subcutaneously injected into a human or animal patient's body, vitamins and nutrients (nutritional materials), and various other and numerous additives that can similarly be introduced into the body of a patient.
  • [0004]
    Even in view of recent advances in the art of delivery systems, further improvements in delivery systems for pharmaceutical and nutritional functional materials are still needed. For example, a need currently exists for a delivery system that can bind to various functional materials that does not incorporate relatively expensive chemical formulations or that does not require any complex process steps for incorporating a functional material into the delivery system. With respect to pharmaceutical and nutritional materials, a need also exists in the art for a delivery system for such materials that is capable of affixing the pharmaceutical or other health-related compounds to the delivery system, but will readily release such pharmaceutical materials or other health-related compounds upon the occurrence of a selected event or trigger. A need also exists for a method for selectively triggering the release of a pharmaceutical material or other health-related compound where and when it is needed. It is to such needs that the current invention is directed.
  • SUMMARY OF THE INVENTION
  • [0005]
    The present invention is generally directed to a delivery system for various functional materials. The functional materials can be, for instance, health-related compounds/materials such as pharmaceuticals, anti-microbial agents, anti-viral agents, antibiotics, xenobiotics, nutriceutical agents (nutritional materials), signal agents, combinations of such, and the like. In accordance with one embodiment of the present invention, the functional materials are adsorbed onto alumina that is contained in or on a particle, and desirably a nanoparticle. Nanoparticles are particularly desirable for the large surface area they offer and the potential exposure of the functional agent to body tissue. The resulting carrier particles can then be used as is or can be combined with a vehicle, such as a liquid vehicle, to deliver the functional material to a desired location within or on a patient's body. For example, when the functional material is a pharmaceutical, the particles making up the delivery system of the present invention, can be incorporated into a liquid vehicle and either ingested, applied subcutaneously, or applied topically to the skin of a patient using any conventional application means. The pharmaceutical may then be selectively released from the carrier particle (such as an alumina, silica, or alumina coated silica particle) so as to release the pharmaceutical at a targeted/desirable body location, or at a desirable moment. In one embodiment, such selective release can be accomplished by exposure of the particle to a change in environmental condition, such as a pH change. For example, such selective release may be accomplished by exposure to an alkaline environment. Alternatively, such selective release may be accomplished by exposure to an acidic environment. Still further, such selective release may be the result of exposure of the carrier particle to particular chemical stimuli. In an alternative embodiment of the invention, a method for applying a health related compound utilizes a health-related compound coated particle, and selectively releasing the compound upon exposure of the particle to either a change in environmental condition, or upon exposure to a chemical stimulus.
  • [0006]
    Thus, in one embodiment, the present invention is directed to a particle containing alumina. At least a portion of the alumina contained by the particle is present on a surface of the particle. A functional compound is bonded to the alumina on the surface of the particle. The functional compound prior to bonding with the alumina contains a moiety comprising one or more of:
  • [0007]
    a tautomer thereof, or a functional equivalent thereof and wherein R and R′ comprise independently hydrogen, an alkyl group, or an aryl group.
  • [0008]
    The above moieties can be present as is on a functional compound. Alternatively, however, each of the above moieties can include further R groups attached to the carbon chain shown above. In general, any such R group can appear in association with the above moieties as long as the R group does not interfere with the bonding of the moiety to an alumina particle. The above moieties have been found to form a bond with alumina in constructing the compositions of the present invention.
  • [0009]
    The functional compounds can then in one embodiment, be selectively released in either a basic or acidic environmental condition. For instance, in one specific embodiment of the invention, the functional compounds can be released in the basic/alkaline environment of a vagina experiencing a yeast infection. In a second embodiment, the functional compounds can be released in the basic environment of the small intestine so as to treat an infection, after passing through the acidic environment of the stomach. In still a further alternative embodiment, a functional compound may be released as a result of environmental stimuli as an alert or in conjunction with the completion of the delivery of a pharmaceutical material so as to provide indication of such delivery or the success of such treatment. Such indicator or signal may be in the form of a dye or fragrance.
  • [0010]
    In still a further alternative embodiment, such signal may be the result of a functional material contained on a first type of particle, and such coated particle may be included with additional particles of a different variety, that contain health related compounds. In still a further alternative embodiment, the functional material may be released in response to a particular chemical stimuli, which is intentionally applied to the site of the carrier particles. In still a further alternative embodiment, a method of utilizing a triggerably releasable delivery system in the treatment of a patient's body includes the steps of providing at least one type of particle selected from alumina particles, alumina covered particles, and silica particles; adsorbing at least one functional compound to the surface of the particle or particles to form at least a partially coated particle or particles; exposing the at least partially coated particle or particles to a patient's body such as by ingestion, injection, transdermal transfer or transmucosal transfer; and exposing the particle or particles to an environmental or chemical condition whereby the health related compound is released from the surface of the particle to the patient's body.
  • [0011]
    Other features and aspects of the present invention are discussed in greater detail below.
  • BRIEF DESCRIPTION OF THE DRAWINGS
  • [0012]
    [0012]FIG. 1 illustrates an exploded perspective view of a transdermal drug delivery device in accordance with the invention.
  • [0013]
    [0013]FIG. 2 illustrates a cross-sectional view of the transdermal delivery device of FIG. 1.
  • DETAILED DESCRIPTION
  • [0014]
    In general, the present invention is directed to a triggerable delivery system for functional compounds and methods of using the same. Functional compounds can be any pharmaceutical and/or nutritionally suitable substance that can provide a benefit to a location on or within a patient's body once delivered. For the purposes of this application, it should be understood that the term “patient” refers to both human and non-human patients. Desirably, such functional materials are health related compounds such as pharmaceutical or nutritional materials.
  • [0015]
    In accordance with one embodiment of the present invention, the delivery system is generally directed to the construction of a particle containing alumina and use of such particle to selectively deliver functional compounds contained on the particle upon the occurrence/exposure of a triggering mechanism. The particle acts as a carrier for a functional compound.
  • [0016]
    Specifically, the alumina contained within the particle provides a bonding site on the surface of the particle for a functional compound. The functional compound (the pharmaceutical, nutritional material, or other health related material cited herein) becomes adsorbed onto the surface of the alumina. Once the functional compound is bonded to the alumina, the resulting particle can then be used to deliver the functional compound to a particular location within, or on a body. The particles can be used as is, for instance, or can be combined with a liquid, gel or other vehicle which may facilitate delivery of the particles depending upon the particular application. Such liquid and gel vehicles are known to those skilled in the art. The particles and/or vehicle can also be used in conjunction with a drug delivery apparatus, such as a modified bandage or modified tampon. Such a bandage or tampon would be modified to include either the particles themselves or a vehicle containing the particles.
  • [0017]
    Functional compounds that are well suited for use in the present invention include compounds that contain at least one of the following moieties:
  • [0018]
    a tautomer thereof, or a functional equivalent thereof and wherein R and R′ comprise independently hydrogen, an alkyl group, or an aryl group. As used herein, a functional equivalent to one of the above moieties refers to functional materials that include similar reactive groups as shown above, but which are not positioned on a molecule exactly as shown above and yet will still bond with alumina in a similar manner.
  • [0019]
    Referring to the moieties shown above, moiety (1) may be considered a carboxy-hydroxy moiety. Moiety (2) may be considered a hyrdoxy-hydroxy moiety, while moiety (3) may be considered a carboxy-carboxy moiety. Moieties (4) and (5), on the other hand, can be considered vinylalogous amide moieties. In moieties (4) and (5) above, the amine groups can be primary amines, secondary amines, or tertiary amines. Moieties (6) and (7) may be considered hydroxyl carbonyl moieties. Moiety (8) may be considered a carboxy amine. Moieties such as (8) may be found in amino acids. Moiety (9) may be considered a hydroxy imine. In general, any suitable functional compound containing one of the above moieties or a functional equivalent thereof may be used in accordance with the present invention. Further, it should be understood that various additional R groups may be included with the above moieties as long as the R groups do not interfere with the bond that is formed with alumina.
  • [0020]
    The above moieties may form a relatively strong bond to an alumina surface. Without wishing to be bound by theory, it is believed that the above moieties form a bidentate ligand bonding system with alumina surfaces. For instance, it is believed that alumina forms a covalent bond and a coordinate bond with the above moieties. Further, it is believed that a surface reaction occurs causing the functional compound to remain on the surface of the particle (unless triggerably released) and form a coating thereon. The functional material can cover the entire resulting particle or can be located at particular locations on the particle. Further, it should be understood that the particles of the present invention can contain more than one functional compound so as to deliver multiple treatments to address either a patient's multiple symptoms or a patient's multiple conditions.
  • [0021]
    Of particular advantage, in many embodiments, it has also been discovered that a functional compound can be bonded to alumina without significantly impacting the positive surface charge of alumina, which can be measured as zeta potential. The term “zeta potential” is used herein to mean without limitation, a potential gradient that arises across an interface. This term especially refers to the potential gradient that arises across the interface between the Stern layer in contact with the particle of the present invention and the diffuse layer surrounding the particle. Zeta potential measurements can be taken using, for instance, a Zetapals instrument which is available from the Brookhaven Instrument Corporation of Holtsville, N.Y. For example, zeta potential measurements can be conducted by adding one to three drops of a sample into a cuvet containing 1 mM KCl solution, and using the instrument's default functions preset for aqueous solutions.
  • [0022]
    Thus, once alumina is bonded to the functional material, the resulting molecule continues to maintain a relatively strong positive charge. For instance, particles made according to the present invention can have a zeta potential of greater than 20 mV, particularly greater than 30 mV, and, in some embodiments, greater than 40 mV. By remaining positively charged, the particles are well suited for being affixed to substrates that carry a negative surface charge through coulombic attraction. Depending upon the difference in charge between the particle of the present invention and the surface of a substrate, the bond of the particle in some applications can be relatively permanent and substantive. Consequently, the delivery system of the present invention can be used to affix functional compounds to various substrates without the use of chemical binders or other attachment structures. As an example, the carrier particle (delivery system) can include along its surface a pharmaceutical functional compound, and yet the particle may still retain sufficient positive charge, to allow it to be attached to a negatively charged bandage or other topically contacting substrate layer. Then upon the occurrence of a specific chemical or environmental stimuli, the functional material contained on the particle can be selectively released to the body of a patient, but the carrier particles will remain affixed to the bandage or other charged surface.
  • [0023]
    Various different particles and compositions can be used in the present invention. For instance, alumina or silica particles may be used, depending upon the functional compound and the trigger for releasing it. Silica particles are available under the designation SNOWTEX-C through from Nissan Chemical America (Houston, Tex.). Various different particles and compositions that contain alumina can be used in the present invention. For example, in one embodiment, the functional material is combined with an alumina sol. Many different types of alumina sols are commercially available with varying particle size. Of particular advantage, alumina sols can be prepared that carry a relatively strong positive surface charge or zeta potential. In this embodiment, the particle that is reacted with the functional compound contains primarily and in some embodiments exclusively alumina. Examples of alumina particle materials, include Aluminasol-100, and Aluminasol-200, available from Nissan Chemical America (Houston, Tex.).
  • [0024]
    In other embodiments, however, the alumina particle reacted with the functional compound can contain various other ingredients. In general, the particle can contain any material that does not adversely interfere with the ability of the functional material to bond to alumina. In this regard, at least a portion of the alumina contained by the particle should be present on the surface of the particle so that the alumina is available for adsorbing the functional compound.
  • [0025]
    In one particular embodiment of the present invention, the particle can contain a core material coated with alumina. The alumina can form a continuous coating over the particle or a discontinuous coating. The core material can be, for instance, an inorganic oxide, such as silica. For example, in one embodiment, sols can be used that contain silica nanoparticles that have an alumina surface coating. Such sols are currently commercially available, for instance, from Nissan Chemical America of Houston, Tex. The silica is coated with alumina to provide stability to the sols over certain pH ranges. In fact, alumina coated silica sols may have greater stability in some applications of the present invention in comparison to alumina sols. A specific example of alumina particle materials with silica cores, include Snowtex-AK, available from Nissan Chemical America, Houston, Tex.) and Ludox Cl from Grace Davison, Columbia, Md.
  • [0026]
    As described above, any suitable pharmaceutical and/or nutritional functional compound containing one of the above moieties, a tautomer thereof, or a functional equivalent thereof may be used in accordance with the present invention. Examples of functional compounds include pharmaceuticals, and xenobiotics. Xenobiotics is a general term used to describe any chemical interacting with an organism that does not occur in the normal metabolic pathways of that organism. Other functional compounds can include therapeutic agents, nutriceutical (nutritional )agents, anti-viral agents, anti-microbial agents, and the like. For the purposes of this application, the terms “functional compound or functional agent” shall be taken to include “health -related compounds” which shall encompass pharmaceuticals, nutritional compounds, xenobiotics, anti-microbial agents, anti-viral agents, therapeutic agents and signal agents.
  • [0027]
    One example of a therapeutic agent that may be used in the present invention is hydrocortisone. Hydrocortisone is a natural anti-inflammatory hormone of the glucocorticoid family of hormones produced by the adrenal cortex. Examples of nutritional compounds include ascorbic acid and aspartame. In one particular embodiment, the functional compound may be a pharmaceutical/anti-microbial agent such as an antibiotic. An example of such an antibiotic may include tetracycline. Tetracycline is an antibiotic substance produced by Streptomyces spp. Hydrocortisone and tetracycline structural formulas are provided below:
  • Structure of Hydrocortisone (Type 6 Moiety)
  • [0028]
    [0028]
  • Structure of Tetracycline (Type 1 and 3 Moieties)
  • [0029]
    As can be seen by the above structural formula, tetracycline is an antibacterial agent that contains a carbonyl-hydroxy functionality, capable of bonding with alumina in accordance with the present invention. Tetracycline is a series of isomers of cyclomycin.
  • [0030]
    In still a further alternative embodiment, a signal agent, such as a fragrance, may be used by itself or in conjunction with a health related compound on a variety of particle types to both treat a condition, and also to provide an indication to the patient of the effectiveness of such treatment or the occurrence of a particular event. As an example, a fragrance may be adsorbed to one type of particle and an antibiotic may be adsorbed to a second type of particle. The particles can be delivered to an infected site simultaneously. If the infected site is alkaline, it will prompt the release of the antibiotic. Upon removal of the infection, and the return to a more normal acidic environment, the fragrance may be released, thereby providing an indication of the effective treatment of the infection. In a further example, the signal can be used to generate an indication of a particular event, such as the release of body fluids or exudates as in a bandage or personal care product, such as a feminine care product or child care diaper product.
  • [0031]
    A method used to prepare alumina nanoparticles having functional compounds bonded to the surface included the following steps.
  • [0032]
    The functional compound was dissolved in water with stirring. To this stirred solution was slowly added the alumina nanoparticles and the resulting mixture stirred for about 5 to 10 minutes to allow the functional compound to bond to the surface of the nanoparticle. The UV-VIS spectrum of the water solution was obtained by taking an aliquot of the stirred mixture and placing it in a quartz cell. The UV-VIS spectra were obtained using a UV-VIS spectrophotometer Model UV-1601 (Shimadzu Corporation) with water as a reference. Zeta Potential and particle size measurements were determined using a ZetaPals Instrument (Brookhaven Instrument Company, Holtsville, N.Y.).
  • [0033]
    A method used to release the bonded functional compound utilizing a pH trigger included the following steps. The alumina nanoparticle having the functional agent bonded to the surface was placed in an aqueous solution (suspension) with stirring. To this stirred suspension was slowly added dilute sodium hydroxide (0.1N) dropwise and the pH was subsequently measured. An aliquot of this suspension was taken and the UV-VIS spectrum measured. In this manner, the bonded functional agent's Lambda max peak can be observed to decrease with the free functional agent's Lambda max peak observed to appear and increase.
  • Specific Examples of Adsorption of Various Pharmaceutical or Nutritional Materials to Carrier Nanoparticles
  • [0034]
    In a first example of the adsorption of pharmaceutical materials onto the surface of a carrier nanoparticle, the UV-visible absorbance spectrum of Tetracycline was initially measured using a UV-visible spectrophotometer (Perkin-Elmer UV-Visible spectrophotometer.) Tetracycline was found to absorb at 357 nm in water. In particular, 10 mg tetracycline was in 50 ml water. When 5.0 ml SNOWTEX AK suspension 20% wt/wt (a sol containing silica particles that had an alumina surface coating, as obtained from Nissan Chemical America of Houston, Tex.) was added, with stirring, to the tetracycline solution. An aliquot was removed and the UV-VIS spectrum of the solution recorded. A bathochromic shift occurred to give an absorbance of 365 nm, suggesting that the tetracycline had adsorbed onto the alumina surface of SNOWTEX-AK particles. SNOWTEX-AK was initially used in a 50 ml portion of 20% wt/wt suspension. The physical parameters of the SNOWTEX-AK nanoparticles are as follows: SNOWTEX-AK-size :62 nm and Zeta Potential of +36 mV.In further Examples, additional pharmaceutical agents were evaluated for their propensity to bind strongly to alumina particles. They included the following agents described in Table 1, and which demonstrated the noted shift. These agents are considered antineoplastic for use as drugs that kill or stop the spread of cancer cells. Baicalein has been studied for its antiproliferation effect of human T-lymphoid leukemia cells.
    TABLE 1
    UV-VIS ABSORPTION (nm)
    SAMPLE FREE AGENT SN-AK/AGENT
    Baicalin Hydrate 278 and 322 295 and 388
    Baicalein 320 348
    Daunorubicin 472 480
  • [0035]
    Still additional pharmaceutical agents which may be used in conjunction with this invention include the following materials.
  • [0036]
    In a similar manner to the previous systems, examples of nutraceutical agents with the desired functional moieties were evaluated for their propensity to bind to alumina particles. Examples of such compounds were ascorbic acid (Vitamin C) and phenylalanine (sweetener found in Equal®). The structural equations for these materials and their ability to bind to such particles was demonstrated as can be seen in Table 2 which follows:
    TABLE 2
    SAMPLE UV-VIS ABSORPTION (nm)
    Ascorbic Acid in water 266
    Ascorbic Acid/SN-AK 260
    Phenylalanine in water 230
    Phenylalanine/SN-AK 224*
  • [0037]
    It should be noted here that a shift in the absorption maximum was observed on addition of SNOWTEX-AK to the ascorbic acid solution, however a blue shift was observed (hypsochromic). This shift was due to binding, as no shift was observed when dilute acid was added to a separate solution of ascorbic acid. In a similar way, a blue shift (hypsochromic shift) was also observed with the phenylalanine binding to SNOWTEX-AK.
  • Examples of Adsorption of Various Pharmaceutical or Nutritional Materials to Carrier Nanoparticles and the Selective Release of Such Materials Upon Occurrence of a Triggering Mechanism
  • [0038]
    In a further set of examples, pharmaceutical materials were adsorbed to carrier alumina particles and then selectively released from the carrier particles. In particular, separate 50 ml Solutions of Tetracycline and hydrocortisone agents (0.01 g) in water were prepared to which the alumina nanoparticle (SNOWTEX-AK) suspension (5 ml of 20% wt/wt) were added. A bathochromic shift (red shift) in the UV-VIS Lambda maxima was again observed, indicating strong binding of these pharmaceutical agents to the surface of the alumina particle. The following Table 3 shows the shift in the UV-VIS spectra recorded. Once the pharmaceutical agents had been bound to particles, they were selectively released by a controlled pH trigger mechanism. Thus, by changing the pH of the modified nanoparticle suspension to high pH values, the pharmaceutical agent was released as observed by a second red shift of the UV-VIS Lambda Maxima. In particular, the alkaline agent, dilute sodium hydroxide (0.1 N), was added in 0.5 ml amounts to the samples. The tetracycline was released from the alumina surface when the suspension of modified nanoparticles was altered to pH {fraction (9/10)} or greater. The noted shifts correspond to the absorption maximum of the free pharmaceutical agents.
    TABLE 3
    SAMPLE UV-VIS ABSORPTION (nm)
    Hydrocortisone in water 241
    Hydrocortisone/SN-AK 234
    Hydrocortisone/SN-AK with Base 244
    Hydrocortisone with base 244
    Tetracycline in water 357
    Tetracycline/SN-AK 365
    Tetracyclin/SN-AK with base 385
    Tetracycline with base 385
  • [0039]
    Therefore, these two examples of pharmaceutical agents demonstrate the capability of selectively releasing pharmaceutical agents from the carrier particles. By the use of a “pH trigger” the functional compounds can be released in a controlled manner when needed. It should be noted that such triggering of the delivery system may be accomplished through environmental changes such as infection which results in pH changes, taking advantage of inherent differences in pH depending on body locations, and the intentional act of introducing chemistries such as pH altering materials to the delivery systems to trigger the release of functional compounds. Chemistries that may be introduced to a delivery system include bicarbonates, carbonates and buffering salts which would result in a pH change on becoming wet with water or biological fluid. In yet another example, the delivery system would be incorporated into a tampon. Normal healthy vaginal fluid is acidic, typically in the 3-5 pH range. However, when infected with a yeast infection or other microbial infection, the pH changes to the basic range. This swing in pH would trigger the release of medication or buffering agents to restore the healthy pH of the vaginal fluid and flora.
  • Examples of Signal Systems Which can be Used to Indicate the Release of Pharmacutical Agents Upon a Change in Environmental Condition
  • [0040]
    Silica Particle Binding and Release:
  • [0041]
    The following examples illustrate the use of silica nanoparticles (as opposed to alumina particles) and the bonding of signal functional agents to the surface of the particles. The pH triggered release for silica coated particles is activated by adding acid and lowering the pH to the environment of the silica particles. Dilute acid is used in these examples.
  • [0042]
    A method used to prepare silica nanoparticles having functional agents bonded to the surface included the following steps. The functional agent was dissolved into water with stirring. To this stirred solution was slowly added the silica nanoparticles and the resulting mixture stirred for about 5 to 10 minutes to allow the functional agent to bond to the surface of the nanoparticles. The UV-VIS spectrum of the water solution was obtained by taking an aliquot of the stirred mixture and placing it in a quartz cell. The UV-VIS spectra were obtained using the UV-VIS spectrophotometer Model UV-1601 with water as a reference. Zeta Potential and particle size measurements were determined using a ZetaPals Instrument (Brookhaven Instrument Company, Holtsville, N.Y.).
  • [0043]
    A method used to release the bonded functional agent from the silica surface using a pH trigger included the following steps. The silica nanoparticle having the functional agent bonded to the surface was placed in aqueous solution (suspension) with stirring. To this stirred suspension was slowly added dilute hydrochloric acid (0.1N) dropwise and the pH measured. An aliquot of this suspension was taken and the UV-VIS spectrum measured. In this manner, the bonded functional agent's Lambda max peak can be observed to decrease with the free functional agent's Lambda max peak observed to appear and increase.
  • [0044]
    In a similar fashion, the binding of active fragrance compounds to silica nanoparticles (SNOWTEX C, Nissan Chemicals America, Houston, Tex.) was demonstrated. Accordingly, to a solution (0.01 g of salicyclaldehyde in 50 ml of water) of salicylaldehyde (used in the perfume industry as a base fragrance) was added a dilute suspension (3 ml of 2% wt/wt) of silica nanoparticles (Snowtex C, Nissan Chemicals America, Houston Tex.) with stirring. The UV-VIS absorption of the salicylaldehyde underwent a red shift in its lambda max (see Table 4 below) and the characteristic fragrance disappeared. The red shift is characteristic of the binding of the aryl aldehyde functionality to the silica surface. Upon addition of dilute acid (hydrochloric acid), the aldehyde was released and the fragrance returned. The UV-VIS absorption also underwent a blue shift to return to that of the starting aldehyde. Such chemistry may be used in conjunction with a pharmaceutical to be released upon the change of an environmental condition to indicate/signal that the pharmaceutical material has been delivered. For instance, such signal agent may be adsorbed onto a silica particle. A pharmaceutical compound may be separately adsorbed onto an alumina particle. The particles may be combined and jointly used within a delivery vehicle or as part of a modified drug delivery device. The functional agents then would be triggered upon the occurrence of separate chemical events.
  • [0045]
    In a similar manner, salicylaldoxime a metal sequestering agent, was also found to bind to the silica particle surface and undergo a pH triggered release. The structural formulas and exemplary data are illustrated in the following Table 4.
    TABLE 4
    UV-VIS Absorption (nm)
    SAMPLE After Addition of Silica After Addition of Acid
    Salicylaldehyde 382 327
    327 nm
    Salicylaldoxime 350 340
    303 nm
  • [0046]
    Additionally, a titration study using UV-VIS spectroscopy was carried out to determine the pH at which all of the salicylaldehyde was released. This was found to be at pH 6. In a further alternative embodiment, such nanoparticle delivery systems may be employed to carry the pharmaceutical agent through the stomach (having an acidic environment) and then release the agents into the small intestine (having a basic/alkaline environment). In still another alternative embodiment, such nanoparticle delivery systems may be used as part of a treatment on a tampon for vaginal infections. For instance, a medicated tampon may include a bound antibiotic (“bound” meaning the functional compound adsorbed to the surface of nanoparticles which are themselves attached through charge attraction to a tampon substrate). When the pH of a patient's vagina turns alkaline as a result of a yeast infection, the tampon would be triggered to release the bound antibiotic to control the yeast infection, thereby resulting in the pH returning to the normal acidic environment. In still a further alternative embodiment, such nanoparticle delivery systems may be used as an application to a topical bandage. Upon a change in condition or application of a pH changing chemistry, functional materials contained on carrier nanoparticles on the bandage can be selectively released into or onto a wound site.
  • [0047]
    Once any of the above-mentioned functional compounds are bound to the alumina or silica particle (as the case may be), the particle acts as a delivery vehicle for delivering the functional compound to a desired location. Once bound to the particle, the functional compounds may be easier to handle, may be more stable, or may have other improved properties depending upon the application. Further, the resulting particle structure can be incorporated into various other mediums. For instance, the particle structure can be incorporated into liquid vehicles, can be formed into capsules, can be combined with gels, pastes, other solid materials, and the like, depending on the end-use application.
  • [0048]
    The particles formed according to the present invention and including the functional compound, can be present in various forms, shapes, and sizes depending upon the desired result. For instance, the particles can be of any shape, for example, a sphere, a crystal, a rod, a disk, a tube, or a string of particles. The size of the particle can also vary dramatically. For instance, in one embodiment, the particles can have an average dimension of less than about 1 mm, particularly less than about 500 microns, and more particularly less than about 100 microns. In other embodiments, however, even smaller sizes may be desired. For instance, the particles can have an average diameter of less than about 1,000 nm, and particularly less than about 500 nm. As used herein, the average dimension of a particle refers to the average length, width, height, or diameter of a particle.
  • [0049]
    As described above, the particles of the present invention include a surface layer that contains one or more functional compounds. The coating on the particle can be continuous or discontinuous. The particle itself is believed to be amorphous.
  • [0050]
    In one particular embodiment, compositions made according to the present invention have been found to be well suited to being applied to substrates made from synthetic polymers, such as thermoplastic polymers. Such substrates can include, for instance, woven and non-woven materials made from a polyolefin polymer such as polypropylene or polyethylene, polyester, and the like. In the past, various problems have been experienced in trying to affix materials to these types of materials. These materials can be particularly effective as drug delivery substrates for delivery through the skin of a patient. The particles of the present invention can be affixed to these materials (as a result of differences in Zeta potential) without the use of chemical binders or complex chemical constructions.
  • [0051]
    Although not needed, in some embodiments it may be desirable to pre-treat or post-treat the polymer substrates which may further serve to affix the particles to the materials. For instance, substrates made from synthetic polymers can undergo a pretreatment process for increasing the negative surface charge. For example, such pretreatment processes include subjecting the substrate to a corona treatment or to an electret treatment. An electret treatment, for instance, is disclosed in U.S. Pat. No. 5,964,926 to Cohen, which is incorporated herein by reference in its entirety. Such pretreatments have been found not only to increase the negative surface charge of polymeric materials, but also assist in wetting out the polymer and enhancing surface adhesion between the polymer and the particles of the present invention.
  • [0052]
    In addition to pretreatment processes, substrates contacted with the particles of the present invention can also undergo various post treatment processes which further serve to affix the particles to the substrate. For example, in one embodiment, the treated substrate can be subjected to radio frequency radiation or to microwave radiation. Alumina is known to adsorb radio frequency radiation and microwave radiation causing the particles to heat. Once heated, it is believed that the particles become further embedded into the polymeric substrate. Further, the particles can be heated without also heating the substrate to higher than desired temperatures.
  • [0053]
    Following being affixed to such substrates, upon exposure to a change in condition (such as pH) the functional compounds would be released from the substrate, but the particles would be left behind.
  • [0054]
    In a specific embodiment, carrier particles (and desirably nanoparticles, that is particles having sizes of less than about 1 micron in size, more desirably between about 5 nm and 500 nm in size, and even more desirably, between about 10 nm-200 nm in size) including pharmaceutical compounds, can be applied to a topical bandage by various application methods. The application methods may include a gel, a water suspension, a dry coating or a powder placed between the layers of the bandage. if the particles are included in a vehicle for ease of application. The bandage can then be dried, if appropriate, whereby the charges of the particles would maintain them in close association with the bandage substrate. In this regard, FIG. 1 depicts an exploded perspective view of a transdermal drug delivery device in accordance with the invention. FIG. 2 depicts a cross-sectional view of the transdermal delivery device of FIG. 1. The transdermal delivery device 70 is designed to deliver a functional agent/compound, either drugs, medicaments, or other treatments, across the skin of a patient's body. The delivery device includes an adhesive layer 72, for affixing the device (patch) to the skin of the patient. The adhesive layer may include a removable protective liner, to protect the adhesive layer during nonuse and also to reduce the likelihood of loss of active ingredient. The adhesive layer may cover the entire lower surface of the transdermal delivery device, or only a peripheral portion of the lower surface, so as not to interfere with the passage of active ingredients across the skin of the consumer. The active ingredient (the coated particle) can be stored in a chamber 82 or in the polymer layer 74. If the active ingredient is stored in a chamber, 82, the polymer layer 74 separates the active ingredient from the adhesive layer. If the active ingredient is in the polymer layer, no chamber is necessary. Such polymer layer 74 may be a single component layer, or alternatively, may comprise two materials (as shown) such as 74 and 80. If the polymer layer is made from two or more distinct polymer components, the medicaments may be targeted to narrower areas of skin, depending upon the ability of each polymer component to allow the passage of the functional compound. The polymer layer is essentially the skin contacting layer, through which the active ingredient passes after the device is applied to the skin of a consumer. The device further includes a backing layer 76, which includes a raised portion 78, for housing the functional compound/active ingredient. The active ingredient is allowed to pass through the polymer layer 74/80 but desirably does not pass through the backing layer 76. The polymer material of the present invention may be utilized as the material for forming a polymer layer in the patch, in order to provide the ability to pass functional compounds to the skin of a user. Such polymer layer may be for example a film (such as a selectively permeable or apertured film) or nonwoven sheet (such as a spunbond or meltblown, or a combination of such). Such polymer layer may also be in the form of a hydrogel-type material.
  • [0055]
    While FIGS. 1 and 2 provide one example of a transdermal delivery device/bandage, in accordance with the invention, it should be appreciated that numerous variations are contemplated to be within the scope of the invention. For instance, each of the described layers may be constructed of one or more layers for more defined/targeted or efficient health-related compound application. Further, in the case of a bandage, such drug enclosure 82, and separate polymer layer, may in fact be comprised of an absorbent sheet material, such as a nonwoven, that is designed to either retain exudates from a wound site, or to both retain exudates, and also to release moisture or select medicaments that are stored within the absorbent sheet material, upon a change in condition, such as appearance of moisture, body exudates or a change in pH. Such nonwoven web, may be, for instance either a spunbond or meltblown nonwoven web, or a combination of such. In such a fashion, the depicted wound dressing/transdermal delivery device can function as either a hydrogel or hydrocolloid. Such a dressing could act to donate moisture, absorb exudates, to release functional compound, or a combination of such. Similar polymeric layers can also be part of transmucosal and vaginal delivery devices (tampons), as previously described. Examples of tampon structures are described in U.S. Pat. No. 6,177,608, which is hereby incorporated by reference in its entirety.
  • [0056]
    It should be recognized that the bound pharmaceutical or nutritional chemistry could be used with or without triggerable release. Alternatively, some of the bound chemistry in a multiple chemistry particle system could triggerably releasable, while other bound chemistry could be intentionally retained on the carrier particles. In this fashion, the bound chemistry could perform its advantageous function while still being attached to the carrier particles, for ease of removal or to lower the potential toxicity of the functional agent/compound. An example of such usage would be using a bound salicylaldoxime to remove heavy metals from the body or waste water without the loss of or exposure to the free complexing agent.
  • [0057]
    In another example, tetracycline could function as an antibiotic while still being bound on a particle. This could allow the antibiotic to function in the stomach and intestines without crossing over into the bloodstream of a patient (because of the size of the particle). This control of the antibiotic release could assist with lowering the risk of sensitization of patients who are allergic to such medications.
  • [0058]
    These and other modifications and variations to the present invention may be practiced by those of ordinary skill in the art, without departing from the spirit and scope of the present invention, which is more particularly set forth in the appended claims. In addition, it should be understood that aspects of the various embodiments may be interchanged both in whole or in part. Furthermore, those of ordinary skill in the art will appreciate that the foregoing description is by way of example only, and is not intended to limit the invention so further described in such appended claims.

Claims (27)

What is claimed:
1. A method of utilizing a triggerably releasable delivery system in the treatment of a patient's body comprising:
a) providing at least one type of particle selected from alumina particles, alumina covered particles, and silica particles;
b) adsorbing at least one functional compound to the surface of the particle or particles to form at least a partially coated particle or particles;
c) placing the at least partially coated particle or particles in a position adjacent or within a patient's body;
d) exposing the particle or particles to an environmental or chemical condition whereby the functional compound is released from the surface of the particle to the patient's body.
2. The method of claim 1 wherein the environmental or chemical condition is selected from the group consisting of a chemical trigger, a change in pH, introduction of the particle to moisture or body exudates.
3. The method of claim 1 wherein multiple types of particles are coated with functional compounds.
4. The method of claim 1 wherein the particles contain alumina, at least a portion of the alumina being present on a surface of the particles; and the functional compound prior to adsorbing with the alumina particle containing a moiety comprising:
or a tautomer thereof, or a functional equivalent thereof and wherein R and R′ comprise independently hydrogen, an alkyl group, or an aryl group.
5. A method of utilizing a triggerable delivery system comprising:
providing a plurality of particles, the particles containing alumina, at least a portion of the alumina being present on a surface of the particles; and
bonding to the alumina on the surface of the particles a functional compound, the functional compound prior to bonding with the alumina containing a moiety comprising:
or a tautomer thereof, or a functional equivalent thereof and wherein R and R′ comprise independently hydrogen, an alkyl group, or an aryl group;
introducing the particles to a body;
exposing the particles to a change in pH such that the functional compound is released from the alumina.
6. The method of claim 5 wherein the particles are introduced to a body via a vehicle.
7. The method of claim 6 wherein the vehicle is selected from a liquid or a gel.
8. The method of claim 5 wherein the particles are affixed to a substrate for application either to the skin of a body or into a body cavity.
9. The method of claim 8 wherein the particles are affixed to a transdermal drug delivery device.
10. The method of claim 5 wherein the functional agent is selected from either a pharmaceutical or nutritional compound.
11. The method of claim 5 wherein the pH is changed from an acid to an alkaline pH.
12. The method of claim 11 wherein the pH is changed to a pH of between 9 to 10.
13. The method of claim 5 wherein the pH is changed from an alkaline to an acid pH.
14. The method of claim 5, wherein the functional compounds include a chemical signal and either a pharmaceutical or nutritional compound.
15. A method of utilizing a triggerable delivery system comprising:
providing a plurality of particles, the particles containing alumina, at least a portion of the alumina being present on a surface of the particles; and
bonding to the alumina on the surface of the particles a functional compound, the functional compound prior to bonding with the alumina containing a moiety comprising:
or a tautomer thereof, or a functional equivalent thereof and wherein R and R′ comprise independently hydrogen, an alkyl group, or an aryl group;
introducing the particles into a drug delivery device;
contacting the drug delivery device with a patient's body;
exposing the particles in the drug delivery device to a change in pH such that the functional compound is released from the alumina.
16. The method of claim 15 wherein the particles are introduced into a drug delivery device via a vehicle.
17. The method of claim 16 wherein the vehicle is selected from a liquid or a gel.
18. The method of claim 15 wherein the particles are affixed to the drug delivery device for application either to the skin of a body or into a body cavity.
19. The method of claim 18 wherein the particles are affixed to a transdermal drug delivery device.
20. The method of claim 15 wherein the functional agent is selected from either a pharmaceutical or nutritional compound.
21. The method of claim 15 wherein the pH is changed from an acid to an alkaline pH.
22. The method of claim 21 wherein the pH is changed to a pH of between 9 to 10.
23. The method of claim 15 wherein the pH is changed from an alkaline to an acid pH.
24. The method of claim 15, wherein the functional compounds include a chemical signal and either a pharmaceutical or nutritional compound.
25. A triggerable delivery system comprising:
a particle; and
a health-related compound adsorbed to the surface of said particle, said health-related compound capable of being released from said particle upon either exposure to a change in pH, moisture, chemical stimuli, or body exudates.
26. The triggerable delivery system of claim 25 wherein the particle contains alumina, at least a portion of the alumina being present on a surface of the particle; and
the health related compound, prior to being adsorbed with the alumina on the surface of the particle containing a moiety comprising:
or a tautomer thereof, or a functional equivalent thereof and wherein R and R′ comprise independently hydrogen, an alkyl group, or an aryl group.
27. A drug delivery device including a triggerable delivery system, said triggerable delivery system comprising a particle; and
a health-related compound adsorbed to the surface of said particle, said health-related compound capable of being released from said particle upon either exposure to a change in pH, moisture, chemical stimuli, or body exudates.
US10731256 2002-12-20 2003-12-09 Triggerable delivery system for pharmaceutical and nutritional compounds and methods of utilizing same Abandoned US20040142041A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US10325474 US7666410B2 (en) 2002-12-20 2002-12-20 Delivery system for functional compounds
US10731256 US20040142041A1 (en) 2002-12-20 2003-12-09 Triggerable delivery system for pharmaceutical and nutritional compounds and methods of utilizing same

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US10731256 US20040142041A1 (en) 2002-12-20 2003-12-09 Triggerable delivery system for pharmaceutical and nutritional compounds and methods of utilizing same
KR20057010066A KR101012584B1 (en) 2002-12-20 2003-12-11 Composition Comprising Particles Containing Alumina With Compounds Bound To The Alumina Surface, Delivery Systems And Methods Of Preparation Thereof
JP2005508584A JP2006518773A (en) 2002-12-20 2003-12-11 Compounds including compounds bound to alumina and the alumina surface, a system and method for providing it
EP20030814766 EP1589978A2 (en) 2002-12-20 2003-12-11 Delivery system for functional compounds
PCT/US2003/039737 WO2004060378A8 (en) 2002-12-20 2003-12-11 Compositions comprising particles containing alumina with compounds bound to the alumina surface, delivery systems and methods of preparation thereof

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
US10325474 Continuation-In-Part US7666410B2 (en) 2002-12-20 2002-12-20 Delivery system for functional compounds

Publications (1)

Publication Number Publication Date
US20040142041A1 true true US20040142041A1 (en) 2004-07-22

Family

ID=32593779

Family Applications (3)

Application Number Title Priority Date Filing Date
US10325474 Active 2023-07-02 US7666410B2 (en) 2002-12-20 2002-12-20 Delivery system for functional compounds
US10731256 Abandoned US20040142041A1 (en) 2002-12-20 2003-12-09 Triggerable delivery system for pharmaceutical and nutritional compounds and methods of utilizing same
US12710413 Expired - Fee Related US8277801B2 (en) 2002-12-20 2010-02-23 Delivery system for functional compounds

Family Applications Before (1)

Application Number Title Priority Date Filing Date
US10325474 Active 2023-07-02 US7666410B2 (en) 2002-12-20 2002-12-20 Delivery system for functional compounds

Family Applications After (1)

Application Number Title Priority Date Filing Date
US12710413 Expired - Fee Related US8277801B2 (en) 2002-12-20 2010-02-23 Delivery system for functional compounds

Country Status (2)

Country Link
US (3) US7666410B2 (en)
CN (1) CN1777431A (en)

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060009099A1 (en) * 2004-07-12 2006-01-12 Closure Medical Corporation Adhesive-containing wound closure device and method
WO2007011612A3 (en) * 2005-07-15 2007-04-26 Nicole David Wound dressing and methods of making and using the same
US20080063718A1 (en) * 2006-09-08 2008-03-13 Kimberly-Clark Worldwide, Inc. Delivery Systems For Delivering Functional Compounds to Substrates and Processes of Using the Same
US20080179562A1 (en) * 2007-01-30 2008-07-31 Kimberly-Clark Worldwide, Inc. Substrate containing a deodorizing ink
US20090076542A1 (en) * 2004-02-18 2009-03-19 Jerry Jonn Adhesive-Containing Wound Closure Device And Method
US20090147905A1 (en) * 2007-12-05 2009-06-11 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for initiating thermonuclear fusion
US20090162258A1 (en) * 2007-12-21 2009-06-25 Kimberly-Clark Worldwide, Inc. Liquid treatment system
US20090158936A1 (en) * 2007-12-21 2009-06-25 Kimberly-Clark Worldwide, Inc. Gas treatment system
US20090168591A1 (en) * 2007-12-28 2009-07-02 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for particle dispersion into formulations
US20090166177A1 (en) * 2007-12-28 2009-07-02 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for preparing emulsions
US7673516B2 (en) 2006-12-28 2010-03-09 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment system
US7703698B2 (en) 2006-09-08 2010-04-27 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment chamber and continuous flow mixing system
US7712353B2 (en) 2006-12-28 2010-05-11 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment system
US20100215754A1 (en) * 2002-12-20 2010-08-26 Kimberly-Clark Worldwide, Inc. Delivery System for Functional Compounds
US7785674B2 (en) 2007-07-12 2010-08-31 Kimberly-Clark Worldwide, Inc. Delivery systems for delivering functional compounds to substrates and processes of using the same
US7947184B2 (en) 2007-07-12 2011-05-24 Kimberly-Clark Worldwide, Inc. Treatment chamber for separating compounds from aqueous effluent
US7977103B2 (en) 2006-04-20 2011-07-12 Kimberly-Clark Worldwide, Inc. Method for detecting the onset of ovulation
US7998322B2 (en) 2007-07-12 2011-08-16 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber having electrode properties
US8034286B2 (en) 2006-09-08 2011-10-11 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment system for separating compounds from aqueous effluent
US8057573B2 (en) 2007-12-28 2011-11-15 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for increasing the shelf life of formulations
US8163388B2 (en) 2008-12-15 2012-04-24 Kimberly-Clark Worldwide, Inc. Compositions comprising metal-modified silica nanoparticles
US8215822B2 (en) 2007-12-28 2012-07-10 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for preparing antimicrobial formulations
US8221328B2 (en) 2003-10-16 2012-07-17 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
US8632613B2 (en) 2007-12-27 2014-01-21 Kimberly-Clark Worldwide, Inc. Process for applying one or more treatment agents to a textile web
US8685178B2 (en) 2008-12-15 2014-04-01 Kimberly-Clark Worldwide, Inc. Methods of preparing metal-modified silica nanoparticles
US9239036B2 (en) 2006-09-08 2016-01-19 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment and delivery system and process

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050124745A1 (en) 2002-04-19 2005-06-09 Saint-Gobain Ceramics & Plastics, Inc. Flame retardant composites
US7582277B2 (en) 2002-04-19 2009-09-01 Saint-Gobain Ceramics & Plastics, Inc. Seeded boehmite particulate material and methods for forming same
KR100656112B1 (en) * 2002-04-19 2006-12-21 생-고뱅 세라믹스 앤드 플라스틱스, 인코포레이티드 Novel boehmite particles and polymer materials incorporating same
US8409618B2 (en) 2002-12-20 2013-04-02 Kimberly-Clark Worldwide, Inc. Odor-reducing quinone compounds
US7488520B2 (en) 2003-10-16 2009-02-10 Kimberly-Clark Worldwide, Inc. High surface area material blends for odor reduction, articles utilizing such blends and methods of using same
US20050227000A1 (en) * 2004-04-13 2005-10-13 Saint-Gobain Ceramics & Plastics, Inc. Surface coating solution
US20060104895A1 (en) 2004-11-18 2006-05-18 Saint-Gobain Ceramics & Plastics, Inc. Transitional alumina particulate materials having controlled morphology and processing for forming same
US7280441B2 (en) * 2004-11-30 2007-10-09 Kimberly-Clark Worldwide, Inc. Visual indicator chronograph and the use of the same
CA2588382A1 (en) * 2004-12-01 2006-06-08 Saint-Gobain Ceramics & Plastics, Inc. Rubber formulation and methods for manufacturing same
US7338516B2 (en) * 2004-12-23 2008-03-04 Kimberly-Clark Worldwide, Inc. Method for applying an exothermic coating to a substrate
US7763061B2 (en) * 2004-12-23 2010-07-27 Kimberly-Clark Worldwide, Inc. Thermal coverings
US7816285B2 (en) 2004-12-23 2010-10-19 Kimberly-Clark Worldwide, Inc. Patterned application of activated carbon ink
US20060223052A1 (en) * 2005-03-30 2006-10-05 Kimberly-Clark Worldwide, Inc. Technique for detecting microorganisms
US7829181B2 (en) * 2005-08-31 2010-11-09 Kimberly-Clark Worldwide, Inc. Solvatochromic visual indicator and the use of the same
US7479324B2 (en) 2005-11-08 2009-01-20 Saint-Gobain Ceramics & Plastics, Inc. Pigments comprising alumina hydrate and a dye, and polymer composites formed thereof
US20080145268A1 (en) * 2006-12-15 2008-06-19 Martin Stephanie M Deodorizing container that includes an anthraquinone ink
US8066956B2 (en) * 2006-12-15 2011-11-29 Kimberly-Clark Worldwide, Inc. Delivery of an odor control agent through the use of a presaturated wipe
US20080145269A1 (en) * 2006-12-15 2008-06-19 Martin Stephanie M Deodorizing container that includes a modified nanoparticle ink
WO2009085870A3 (en) * 2007-12-19 2010-10-14 Saint-Gobain Ceramics & Plastics, Inc. Aggregates of alumina hydrates
US9421504B2 (en) * 2007-12-28 2016-08-23 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for preparing emulsions
US20120034155A1 (en) * 2010-08-03 2012-02-09 Searete Llc, A Limited Liability Corporation Of The State Of Delaware Artificial cells
US8034363B2 (en) * 2008-12-11 2011-10-11 Advanced Technologies And Regenerative Medicine, Llc. Sustained release systems of ascorbic acid phosphate
WO2010077779A3 (en) * 2008-12-17 2010-10-21 Saint-Gobain Ceramics & Plastics, Inc. Applications of shaped nano alumina hydrate in inkjet paper
US9846345B2 (en) 2013-02-28 2017-12-19 Empire Technology Development Llc Colored pigment particles for electrophoretic displays

Citations (98)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6172173B2 (en) *
US2593146A (en) * 1945-10-19 1952-04-15 Sutcliffe Speakman & Company L Laminated paper containing activated carbon
US3381688A (en) * 1963-08-12 1968-05-07 Kendall & Co Absorbent pads with silica gel layer for use as surgical receptacles
US3494821A (en) * 1967-01-06 1970-02-10 Du Pont Patterned nonwoven fabric of hydraulically entangled textile fibers and reinforcing fibers
US3502763A (en) * 1962-02-03 1970-03-24 Freudenberg Carl Kg Process of producing non-woven fabric fleece
US3502538A (en) * 1964-08-17 1970-03-24 Du Pont Bonded nonwoven sheets with a defined distribution of bond strengths
US3507269A (en) * 1965-04-26 1970-04-21 Homer H Berry Clinical diagnostic device for halitosis
US3794497A (en) * 1969-10-24 1974-02-26 Ici Ltd Photographic element comprising an olefinically unsaturated monomer and a photo-labile organo cobalt compound
US3802817A (en) * 1969-10-01 1974-04-09 Asahi Chemical Ind Apparatus for producing non-woven fleeces
US4006030A (en) * 1972-11-21 1977-02-01 Nissan Chemical Industries, Ltd. Method of preventing deterioration of inorganic substrate surface
US4078029A (en) * 1976-09-23 1978-03-07 Nissan Chemical Industries, Ltd. Process for preparing mold
US4313820A (en) * 1980-02-28 1982-02-02 Phillips Petroleum Co. Hydrodesulfurization of organic sulfur compounds and hydrogen sulfide removal with incompletely sulfided zinc titanate materials
US4375448A (en) * 1979-12-21 1983-03-01 Kimberly-Clark Corporation Method of forming a web of air-laid dry fibers
US4451388A (en) * 1981-11-02 1984-05-29 Nalco Chemical Company Preparation of aluminum oxide coated silica sols using ultrafiltration
US4494278A (en) * 1977-11-08 1985-01-22 Karl Kristian Kobs Kroyer Apparatus for the production of a fibrous web
US4494629A (en) * 1981-08-12 1985-01-22 Raeburn John L Lowering device and method
US4517308A (en) * 1981-09-04 1985-05-14 Collo Gmbh Method of producing a sorptive body, particularly for eliminating odors, air freshening, etc. and the resultant product
US4575556A (en) * 1982-11-08 1986-03-11 Medi-Physics, Inc. Bifunctional chelating agents
US4640810A (en) * 1984-06-12 1987-02-03 Scan Web Of North America, Inc. System for producing an air laid web
US4643801A (en) * 1986-02-24 1987-02-17 Nalco Chemical Company Papermaking aid
US4655757A (en) * 1984-04-23 1987-04-07 Kimberly-Clark Corporation Selective layering of superabsorbents in meltblown substrates
US4725415A (en) * 1986-06-02 1988-02-16 Phillips Petroleum Company Selective removal of hydrogen sulfide over zinc titanate and alumina
US4734324A (en) * 1987-03-27 1988-03-29 Hercules Incorporated Heat sealable microporous polypropylene films
USRE32649E (en) * 1985-06-18 1988-04-19 The Procter & Gamble Company Hydrogel-forming polymer compositions for use in absorbent structures
US4798603A (en) * 1987-10-16 1989-01-17 Kimberly-Clark Corporation Absorbent article having a hydrophobic transport layer
US4802473A (en) * 1983-11-07 1989-02-07 Tecnol, Inc. Face mask with ear loops
US4818464A (en) * 1984-08-30 1989-04-04 Kimberly-Clark Corporation Extrusion process using a central air jet
US4823803A (en) * 1987-07-31 1989-04-25 Winners Japan Company Limited Halitosis detector device
US4823404A (en) * 1988-06-10 1989-04-25 Kimberly-Clark Corporation Two piece protective garment
US4904304A (en) * 1986-12-29 1990-02-27 Nissan Chemical Industries Ltd. Chemical grout for ground injection and method for accretion
US4988505A (en) * 1988-09-16 1991-01-29 Nissan Chemical Industries, Ltd. Deodorizer
US5000746A (en) * 1987-08-11 1991-03-19 Friedrichsfeld Gmbh Keramik- Und Kunststoffwerke Wound covering having connected discrete elements
US5100702A (en) * 1990-02-22 1992-03-31 Nissan Chemical Industries, Ltd. Thin platinum film-forming composition
US5100581A (en) * 1990-02-22 1992-03-31 Nissan Chemical Industries Ltd. Method of preparing high-purity aqueous silica sol
US5108739A (en) * 1986-08-25 1992-04-28 Titan Kogyo Kabushiki Kaisha White colored deodorizer and process for producing the same
US5178931A (en) * 1990-11-26 1993-01-12 Kimberly-Clark Corporation Three-layer nonwoven laminiferous structure
US5183656A (en) * 1990-08-03 1993-02-02 Mitsubishi Denki Kabushiki Kaisha Deodorant and product in which the deodorant is used
US5188885A (en) * 1989-09-08 1993-02-23 Kimberly-Clark Corporation Nonwoven fabric laminates
US5196177A (en) * 1990-01-17 1993-03-23 Nissan Chemical Industries, Ltd. Production of stable aqueous silica sol
US5204429A (en) * 1987-08-07 1993-04-20 Hoechst Aktiengesellschaft Process for the preparation of an olefin polymer
US5204111A (en) * 1989-04-07 1993-04-20 L'oreal Process for the preparation of alginate capsules, apparatus for producing said capsules and cosmetic compositions containing said capsules
US5209998A (en) * 1991-11-25 1993-05-11 Xerox Corporation Colored silica particles
US5284703A (en) * 1990-12-21 1994-02-08 Kimberly-Clark Corporation High pulp content nonwoven composite fabric
US5292868A (en) * 1989-05-26 1994-03-08 Akzo N.V. Chelating agents for attaching metal ions to proteins
US5294717A (en) * 1991-10-24 1994-03-15 Spyros Theodoropulos Bifunctional chelating agents, their chelates and process of preparation
US5300365A (en) * 1990-09-28 1994-04-05 Himont Incorporated Olefin polymer films
US5314855A (en) * 1992-11-09 1994-05-24 Akzo N.V. Adsorbent compositions and methods of manufacture
US5382400A (en) * 1992-08-21 1995-01-17 Kimberly-Clark Corporation Nonwoven multicomponent polymeric fabric and method for making same
US5383450A (en) * 1987-10-02 1995-01-24 Tcnl Technologies, Inc. Liquid shield visor for a surgical mask
US5397667A (en) * 1994-04-28 1995-03-14 Xerox Corporation Toner with metallized silica particles
US5407600A (en) * 1991-07-23 1995-04-18 Nissan Chemical Industries, Ltd. Stable aqueous alumina sol and method for preparing the same
US5407442A (en) * 1990-02-12 1995-04-18 Karapasha; Nancy Carbon-containing odor controlling compositions
US5420090A (en) * 1991-01-18 1995-05-30 The Dow Chemical Company Silica supported transition metal catalysts
US5480636A (en) * 1992-06-03 1996-01-02 Ishihara Sangyo Kaisha, Ltd. Titanium oxide particles and method of scavenging noxious materials
US5486356A (en) * 1991-05-30 1996-01-23 Fuji Photo Film Co., Ltd. Deodorant composition combining transition metal oxide or alloy with catalytic metal on carrier
US5591797A (en) * 1993-10-25 1997-01-07 Wacker-Chemie Gmbh Transition metal-containing hydrophobic silica
US5597575A (en) * 1994-06-06 1997-01-28 Breitbarth; Richard Composition for stimulating and inducing hair growth
US5597512A (en) * 1993-10-15 1997-01-28 Nissan Chemical Industries, Ltd. Method for preparing elongated-shaped silica sol
US5616315A (en) * 1994-10-13 1997-04-01 Gillette Canada Inc. Particles including degradable material and anti-microbial agent
US5733272A (en) * 1993-03-31 1998-03-31 The Procter & Gamble Company Absorbent articles for odor control with positive scent signal
US5747003A (en) * 1995-03-22 1998-05-05 Ppg Industries, Inc. Amorphous precipitated silica abrasive
US5855788A (en) * 1996-02-07 1999-01-05 Kimberly-Clark Worldwide, Inc. Chemically charged-modified filter for removing particles from a liquid and method thereof
US5858503A (en) * 1995-10-26 1999-01-12 Kimberly-Clark Worldwide, Inc. Method of applying chemical charge modifiers to a substrate and article thereof
US5861144A (en) * 1997-06-09 1999-01-19 The Procter & Gamble Company Perfumed compositions for reducing body odors and excess moisture
US5871872A (en) * 1997-05-30 1999-02-16 Shipley Company, Ll.C. Dye incorporated pigments and products made from same
US5874067A (en) * 1996-10-24 1999-02-23 The Procter & Gamble Company Methods for controlling environmental odors on the body
US5880309A (en) * 1997-01-28 1999-03-09 Nissan Chemical Industries, Ltd. Phenylphosphonic acid derivative and production process therefor
US5880176A (en) * 1994-10-21 1999-03-09 Hitachi Maxell, Ltd. Fluorescent marking composition and fluorescent mark formed by said composition
US5882638A (en) * 1996-10-24 1999-03-16 The Proctor & Gamble Company Methods using uncomplexed cyclodextrin solutions for controlling environmental odors
US5885599A (en) * 1996-10-28 1999-03-23 The Procter & Gamble Company Methods and compositions for reducing body odors and excess moisture
US5897541A (en) * 1994-09-30 1999-04-27 Kimberly-Clark Worldwide, Inc. Laminate material and absorbent garment comprising same
US5902226A (en) * 1994-08-05 1999-05-11 Nissan Chemical Industries, Ltd. Method of preparing a propanol sol of silica
US5905101A (en) * 1995-03-22 1999-05-18 Nissan Motor Co., Ltd. Ablator compositions
US6024786A (en) * 1997-10-30 2000-02-15 Hewlett-Packard Company Stable compositions of nano-particulate unmodified pigments and insoluble colorants in aqueous microemulsions, and principle of stability and methods of formation thereof
US6045900A (en) * 1997-09-15 2000-04-04 Kimberly-Clark Worldwide, Inc. Breathable filled film laminate
US6047413A (en) * 1998-03-31 2000-04-11 Kimberly-Clark Worldwide, Inc. Conformable backpack for encapsulated chemical protection suit
US6060410A (en) * 1998-04-22 2000-05-09 Gillberg-Laforce; Gunilla Elsa Coating of a hydrophobic polymer substrate with a nonstoichiometric polyelectrolyte complex
US6172173B1 (en) * 1991-01-18 2001-01-09 The Dow Chemical Company Silica supported transition metal catalyst
US6177608B1 (en) * 1994-06-30 2001-01-23 Kimberly-Clark Worldwide, Inc. Tampon
US6190814B1 (en) * 1994-04-28 2001-02-20 Xerox Corporation Modified silica particles
US6193844B1 (en) * 1995-06-07 2001-02-27 Mclaughlin John R. Method for making paper using microparticles
US6200555B1 (en) * 1998-03-10 2001-03-13 Mazda Motor Corporation Deodorant composition, deodorizer and filter each containing the same, and method of deodorization
US6210625B1 (en) * 1996-02-20 2001-04-03 Mikuni Corporation Method for producing granulated material
US6225524B1 (en) * 1996-06-07 2001-05-01 The Procter & Gamble Company Absorbent articles having an odor control system consisting of absorbent gelling material and silica
US6334988B1 (en) * 1998-08-21 2002-01-01 The University Of Vermont And State Agricultural College Mesoporous silicates and method of making same
US6344218B1 (en) * 1998-11-23 2002-02-05 The Procter & Gamble Company Skin deodorizing and santizing compositions
US6344272B1 (en) * 1997-03-12 2002-02-05 Wm. Marsh Rice University Metal nanoshells
US6358909B1 (en) * 1996-10-17 2002-03-19 The Clorox Company Suspoemulsion system for delivery of actives
US6358537B1 (en) * 1998-11-10 2002-03-19 Dainichiseika Color & Chemicals Mfg. Co, Ltd. Deodorant and antimicrobial dispersions
US6361780B1 (en) * 1998-11-12 2002-03-26 Cardiac Pacemakers, Inc. Microporous drug delivery system
US6369290B1 (en) * 2000-02-17 2002-04-09 Tyco Healthcare Retail Services Ag Time release odor control composition for a disposable absorbent article
US6376741B1 (en) * 1996-06-07 2002-04-23 The Procter & Gamble Company Activated carbon free absorbent articles having a silica and zeolite odor control system
US6517199B1 (en) * 1999-11-12 2003-02-11 Canon Kabushiki Kaisha Liquid composition, ink set, colored area formation on recording medium, and ink-jet recording apparatus
US6531704B2 (en) * 1998-09-14 2003-03-11 Nanoproducts Corporation Nanotechnology for engineering the performance of substances
US6536890B1 (en) * 1999-11-12 2003-03-25 Canon Kabushiki Kaisha Liquid composition as well as ink set, image forming method, image forming apparatus and bleed alleviation method using the same
US6548264B1 (en) * 2000-05-17 2003-04-15 University Of Florida Coated nanoparticles
US6551457B2 (en) * 2000-09-20 2003-04-22 Akzo Nobel N.V. Process for the production of paper
US6693071B2 (en) * 2001-01-30 2004-02-17 The Procter & Gamble Company Rinse aid surface coating compositions for modifying dishware surfaces

Family Cites Families (295)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US553912A (en) * 1896-02-04 Wrought-metal header and means for manufacturing same
US649800A (en) * 1899-08-02 1900-05-15 Arthur Bollard Receptacle for tobacco.
US669307A (en) * 1900-11-23 1901-03-05 American Car & Foundry Co End sill for railway-cars.
FR739214A (en) 1931-12-17 1933-01-06 Erba A G Fabrik Chemischer Pro Process for treating textile materials and the like
US3266973A (en) 1963-07-25 1966-08-16 Richard P Crowley Method of preparing adsorbent filter paper containing crystalline zeolite particles, and paper thereof
US3615478A (en) 1966-03-18 1971-10-26 Keuffel & Esser Co Method of fixing photographic material containing a free radial producing compound
US3919437A (en) 1972-02-22 1975-11-11 Owens Corning Fiberglass Corp Method for electrostatically impregnating strand
GB1453447A (en) 1972-09-06 1976-10-20 Kimberly Clark Co Nonwoven thermoplastic fabric
US3960494A (en) 1974-11-11 1976-06-01 Saskatchewan Power Corporation Colorimetric odorant level test in natural, synthetic and L.P. gas and the like
US4038046A (en) * 1975-12-31 1977-07-26 Norton Company Coated abrasive bonded with urea-formaldehyde, phenolic resin blends
US4172781A (en) 1977-06-15 1979-10-30 Standard Oil Company (Indiana) Waste water process for treatment of strong wastes
USRE30797E (en) 1977-11-09 1981-11-17 Scott Paper Company Associated dye salts and method of forming colored indicia therewith
USRE30803E (en) 1977-11-09 1981-11-24 Scott Paper Company Colorless recording paper
JPS6366540B2 (en) 1978-06-27 1988-12-21 Rabo* Kimiko Pharm Samarineeze Sa
JPS5517157A (en) * 1978-07-24 1980-02-06 Ricoh Co Ltd Hologram information reproducing method
US4325735A (en) 1979-06-22 1982-04-20 Canon Kabushiki Kaisha Recording liquid composition
DE2952414C2 (en) 1979-12-27 1987-05-07 Siemens Ag, 1000 Berlin Und 8000 Muenchen, De
US4407960A (en) 1980-06-25 1983-10-04 American Sterilizer Company Visual chemical indicating composition for monitoring sterilization
US4488969A (en) 1982-02-09 1984-12-18 Amf Incorporated Fibrous media containing millimicron-sized particulates
CA1198556A (en) 1982-05-14 1985-12-31 Martyn C. Barker Compositions comprising inorganic particles
US4469746A (en) 1982-06-01 1984-09-04 The Procter & Gamble Company Silica coated absorbent fibers
JPS6122977B2 (en) 1982-08-24 1986-06-03 Kanebo Kk
JPS6354013B2 (en) 1983-01-21 1988-10-26 Kanebo Kk
US4585484A (en) 1983-03-24 1986-04-29 Canon Kabushiki Kaisha Recording liquid
US4522203A (en) 1984-03-09 1985-06-11 Chicopee Water impervious materials
JPH0542272B2 (en) 1984-04-13 1993-06-28 Kyowa Medex Co Ltd
EP0187520B1 (en) 1985-01-08 1990-01-24 Imperial Chemical Industries Plc Water-soluble dye
DE3503587A1 (en) 1985-02-02 1986-08-07 Basf Ag A process for preparing a copper-containing catalyst and silicon oxide
US5122418A (en) 1985-12-09 1992-06-16 Shiseido Company Ltd. Composite powder and production process
JPS62142996U (en) 1986-02-04 1987-09-09
GB8616294D0 (en) 1986-07-03 1986-08-13 Johnson Matthey Plc Antimicrobial compositions
DE3625605A1 (en) 1986-07-29 1988-02-11 Hoechst Ag Aqueous pigment preparations and their use
GB8624370D0 (en) 1986-10-10 1986-11-12 Ici Plc Ink
US4957553A (en) 1986-12-01 1990-09-18 Canon Kabushiki Kaisha Ink for ink-jet recording and ink-jet recording process employing the same
US5091004A (en) 1987-09-22 1992-02-25 Dainippon Ink And Chemicals, Inc. Ink composition
US4783220A (en) 1986-12-18 1988-11-08 Xerox Corporation Vesicle ink compositions
JPH0463106B2 (en) 1986-12-26 1992-10-08 Canon Kk
EP0282287B2 (en) 1987-03-10 1996-04-24 Lion Corporation Deodorizer
WO1989002698A1 (en) 1987-10-02 1989-04-06 Personal Pet Products Partnership Absorbent composition, and method of making same
US4836851A (en) 1988-02-11 1989-06-06 Hewlett-Packard Company Dyes containing polyhydroxyl groups for ink-jet printing inks
JPH0580956B2 (en) 1988-06-20 1993-11-10 Orient Chemical Ind
EP0348978A3 (en) 1988-06-30 1992-05-13 Kimberly-Clark Corporation Absorbent article
JPH0826263B2 (en) 1988-07-26 1996-03-13 キヤノン株式会社 Recording liquid and inkjet recording method using the same
US5203912A (en) 1988-08-24 1993-04-20 Imperial Chemical Industries Plc Anionic dye
DE68919796T2 (en) 1988-10-03 1995-07-13 Seiko Epson Corp Recording ink for ink-jet printing system.
DE68924131D1 (en) 1988-11-02 1995-10-12 Hewlett Packard Co Inks for ink jet printing method.
EP0376448B1 (en) 1988-12-29 1993-07-14 Lion Corporation Deodorizer composition
CA2011670A1 (en) 1989-03-20 1990-09-20 Diane L. Furio Absorbent structures with odor control
EP0389015A3 (en) 1989-03-20 1991-08-28 THE PROCTER & GAMBLE COMPANY Absorbent structures with odor control material
CA2012502A1 (en) 1989-03-21 1990-09-21 Novartis Ag Initiators for materials which can be polymerized cationically
US4963189A (en) 1989-08-24 1990-10-16 Hewlett-Packard Company Waterfast ink formulations with a novel series of anionic dyes containing two or more carboxyl groups
US5006862A (en) 1989-10-27 1991-04-09 Hewlett-Packard Company Fixation of reactive dyes to paper by ink-jet printing
US5169706A (en) 1990-01-10 1992-12-08 Kimberly-Clark Corporation Low stress relaxation composite elastic material
DE69113615T2 (en) 1990-02-12 1996-03-14 Procter & Gamble Carbonaceous odor control compositions.
WO1991011977A1 (en) 1990-02-12 1991-08-22 The Procter & Gamble Company Odor controlling compositions and articles
ES2091917T3 (en) 1990-02-12 1996-11-16 Procter & Gamble odor-controlling compositions of high capacity.
US5190581A (en) 1990-03-06 1993-03-02 Canon Kabushiki Kaisha Ink, ink-jet recording method, and instrument employing the ink
JP3060319B2 (en) 1990-03-09 2000-07-10 キヤノン株式会社 Ink jet recording method, recording unit, ink cartridge and ink jet recording apparatus
US5064694A (en) 1990-06-01 1991-11-12 Dow Corning Corporation Use of silicone emulsions in the web printing process
US5062893A (en) 1990-06-22 1991-11-05 Hewlett-Packard Company Ink formulations by mixing anionic waterfast dyes containing two or more carboxyl groups
US5145518A (en) 1990-06-27 1992-09-08 Xerox Corporation Inks containing block copolymer micelles
US5100470A (en) 1990-10-25 1992-03-31 Hewlett-Packard Company Waterfast ink formulations for thermal ink-jet using organic amines
EP0483500A1 (en) 1990-10-31 1992-05-06 Colgate-Palmolive Company Odor absorbing articles
US5145727A (en) 1990-11-26 1992-09-08 Kimberly-Clark Corporation Multilayer nonwoven composite structure
US5069719A (en) 1990-12-21 1991-12-03 Orient Chemical Industries, Ltd. Organic solvent based ink composition
US5160535A (en) 1991-01-11 1992-11-03 Trident, Inc. Rapidly drying impulse ink jet ink compositions
US5230732A (en) 1991-03-19 1993-07-27 Hewlett-Packard Company Solid driver for the solid ink jet ink
CA2054095A1 (en) 1991-04-22 1992-10-23 Stephanie R. Majors Multicomponent odor control device
US5382283A (en) 1991-04-26 1995-01-17 Fuji Xerox Co., Ltd. Ink containing propylene oxide/ethylene oxide block copolymers for ink jet recording
US5221332A (en) 1991-04-29 1993-06-22 Xerox Corporation Ink compositions
US5156675A (en) 1991-05-16 1992-10-20 Xerox Corporation Ink for ink jet printing
US5302195A (en) 1991-05-22 1994-04-12 Xerox Corporation Ink compositions containing cyclodextrins
US5427844A (en) 1991-06-12 1995-06-27 New Japan Chemical Co., Ltd. Articles of natural cellulose fibers with improved deodorant properties and process for producing same
JP2964018B2 (en) 1991-06-24 1999-10-18 株式会社サクラクレパス Ethylene oxide sterilization indicator ink composition
JP3207873B2 (en) 1991-07-17 2001-09-10 キヤノン株式会社 Manufacturing apparatus manufacturing method and multilevel recording of multi-value recorded matter
US5133803A (en) 1991-07-29 1992-07-28 Hewlett-Packard Company High molecular weight colloids which control bleed
US5223026A (en) 1991-07-30 1993-06-29 Xerox Corporation Ink jet compositions and processes
US5245117A (en) 1991-09-10 1993-09-14 Withers L Andrew Personal use syringe dispensing and collecting system
US5663224A (en) 1991-12-03 1997-09-02 Rohm And Haas Company Process for preparing an aqueous dispersion
CA2087911C (en) 1992-01-24 1999-06-29 Kiyoshi Abe Spherical granules of porous silica or silicate, process for the production thereof, and applications thereof
US5220346A (en) 1992-02-03 1993-06-15 Xerox Corporation Printing processes with microwave drying
US5269840A (en) 1992-02-04 1993-12-14 Minnesota Mining And Manufacturing Company Sol bonded colorant clusters and process for making
JP2983742B2 (en) 1992-02-12 1999-11-29 オリヱント化学工業株式会社 New trisazo dyes and dye compositions containing them
US5451450A (en) 1992-02-19 1995-09-19 Exxon Chemical Patents Inc. Elastic articles and a process for their production
US5226957A (en) 1992-03-17 1993-07-13 Hewlett-Packard Company Solubilization of water-insoluble dyes via microemulsions for bleedless, non-threading, high print quality inks for thermal ink-jet printers
DE69302856D1 (en) 1992-04-10 1996-07-04 Zeneca Ltd Dye compositions and inks for the ink jet printing method
DE4227591A1 (en) 1992-08-20 1994-02-24 Basf Ag Use of liquid colorant preparations comprising a disazo dye, in the ink jet process as well as disazo dye
US5274025A (en) 1993-02-19 1993-12-28 Eastman Kodak Company Ink and coating compositions containing a blend of water-dispersible polyester and hydantoin-formaldehyde resins
US5344872A (en) 1993-02-19 1994-09-06 Eastman Chemical Company Ink compositions containing certain methacrylates
US5916596A (en) 1993-02-22 1999-06-29 Vivorx Pharmaceuticals, Inc. Protein stabilized pharmacologically active agents, methods for the preparation thereof and methods for the use thereof
US5441561A (en) 1993-02-23 1995-08-15 Fuji Xerox Co., Ltd. Ink-jet recording ink and ink-jet recording methods thereof
DK168670B1 (en) 1993-03-09 1994-05-16 Niro Separation As Apparatus for the distribution of fibers
JP3221142B2 (en) 1993-03-22 2001-10-22 ダイソー株式会社 Loading method of the fine metal particles
JP3397365B2 (en) 1993-04-01 2003-04-14 キヤノン株式会社 Ink, a method of manufacturing an ink jet recording method, recording unit, ink cartridge and ink jet recording apparatus
US6258974B1 (en) 1993-04-13 2001-07-10 Southwest Research Institute Metal oxide compositions composites thereof and method
DE4318983A1 (en) 1993-06-08 1994-12-15 Basf Ag naphthalocyanines
CA2126418C (en) 1993-06-28 2002-11-12 Sadao Murasawa Photocatalyst composite and process for producing the same
US5472775A (en) 1993-08-17 1995-12-05 The Dow Chemical Company Elastic materials and articles therefrom
DE69412398D1 (en) 1993-09-14 1998-09-17 Kuraray Chemical Kk Metal oxide-supporting, containing activated charcoal deodorant
US5998222A (en) 1993-11-29 1999-12-07 Utah State University Reconditioning antibiotic-adulterated milk products
US5540916A (en) 1993-12-15 1996-07-30 Westvaco Corporation Odor sorbing packaging
CA2116081C (en) 1993-12-17 2005-07-26 Ann Louise Mccormack Breathable, cloth-like film/nonwoven composite
JP3444670B2 (en) 1993-12-28 2003-09-08 水澤化学工業株式会社 Method for producing a particulate amorphous silica
USH1732H (en) 1994-03-10 1998-06-02 Johnson; Theresa Louise Absorbent articles containing antibacterial agents in the topsheet for odor control
US6096299A (en) 1994-03-25 2000-08-01 The Procter & Gamble Company Odor control material
US5973025A (en) 1994-04-12 1999-10-26 Sri International Aqueous ink compositions containing a binder of a neutralized acidic resin
JPH07331141A (en) 1994-06-03 1995-12-19 Brother Ind Ltd Recording ink
US5484475A (en) 1994-08-29 1996-01-16 Xerox Corporation Micellar-based ink compositions
US5531817A (en) 1994-09-01 1996-07-02 Hewlett-Packard Company Use of high viscosity, meltable gel inks for controlling bleed
US5736473A (en) 1994-09-14 1998-04-07 Kimberly-Clark Corp. Fibrous composite structure including particulates
JPH0892517A (en) 1994-09-20 1996-04-09 Brother Ind Ltd Recording ink
JP3376183B2 (en) 1994-09-29 2003-02-10 キヤノン株式会社 Aqueous ink-jet ink, an ink jet recording method and bleed alleviating method
US5993527A (en) 1994-11-17 1999-11-30 Canon Kabushiki Kaisha Ink-jet color recording process and ink set therefor
US5539124A (en) 1994-12-19 1996-07-23 Occidental Chemical Corporation Polymerization catalysts based on transition metal complexes with ligands containing pyrrolyl ring
US5661197A (en) 1994-12-20 1997-08-26 Bic Corporation Erasable ink composition containing a polymer-encapsulated colorant derived from monomer containing dissolved colorant
DE69523621D1 (en) 1994-12-20 2001-12-06 Kimberly Clark Co Mechanically compatibilized film / nonwoven laminate
US6309736B1 (en) 1994-12-20 2001-10-30 Kimberly-Clark Worldwide, Inc. Low gauge films and film/nonwoven laminates
DE69532821T2 (en) 1994-12-20 2005-01-27 Kimberly-Clark Worldwide, Inc., Neenah Films of low thickness and film / nonwoven laminates
US5756561A (en) 1994-12-21 1998-05-26 Bic Corporation Erasable ink composition containing a graft-polymerized dye
US5852073A (en) 1994-12-21 1998-12-22 Bic Corporation Erasable ink composition containing a polymer-encapsulated colorant obtained by polymerizing monomer in the presence of solid colorant particles
DE69512365T2 (en) 1994-12-27 2000-02-24 Seiko Epson Corp An aqueous ink composition and method of producing same
US5667572A (en) 1994-12-27 1997-09-16 Seiko Epson Corporation Ink composition and process for producing the same
US5554775A (en) 1995-01-17 1996-09-10 Occidental Chemical Corporation Borabenzene based olefin polymerization catalysts
JPH08218015A (en) 1995-02-14 1996-08-27 Dainippon Ink & Chem Inc Polymer fine particle for jet ink and jet ink containing the same
US5580655A (en) 1995-03-03 1996-12-03 Dow Corning Corporation Silica nanoparticles
JP2888166B2 (en) 1995-04-04 1999-05-10 富士ゼロックス株式会社 Jet recording ink and an ink jet recording method
JPH0995044A (en) 1995-04-10 1997-04-08 Canon Inc Recording paper and ink jet recording using recording paper
JP3539054B2 (en) 1995-04-19 2004-06-14 セイコーエプソン株式会社 Color ink jet recording ink composition set and recording method
ES2093562B1 (en) 1995-05-26 1997-07-01 Univ Santiago Compostela Stabilization of colloidal systems by formation of lipid-polysaccharide ionic complexes.
US5681380A (en) 1995-06-05 1997-10-28 Kimberly-Clark Worldwide, Inc. Ink for ink jet printers
DK0752245T3 (en) 1995-07-05 2002-09-09 Europ Economic Community Biocompatible and biodegradable nanoparticles designed for the absorption and release of proteinaceous drugs
US5626655A (en) 1995-07-11 1997-05-06 Hewlett-Packard Company Use of co-surfactants to adjust properties of ink-jet inks
US5656072A (en) 1995-07-17 1997-08-12 Brother Kogyo Kabushiki Kaisha Ink composition process for its preparation and ink-jet recording process
US6019827A (en) 1995-09-14 2000-02-01 Hewlett-Packard Company Reliability enhancement of microemulsion-based ink-jet inks
US5565022A (en) 1995-09-14 1996-10-15 Hewlett-Packard Company Fast drying, bleed-free ink-jet ink compositions
US6025412A (en) 1995-09-29 2000-02-15 Xerox Corporation Colored particulates for ink jet inks
US5679724A (en) 1995-09-29 1997-10-21 Xerox Corporation Submicron particles for ink jet inks
DE19539116A1 (en) 1995-10-20 1997-04-24 Merck Patent Gmbh A process for the preparation of inclusion
JPH09137091A (en) 1995-11-16 1997-05-27 Brother Ind Ltd Water-based magenta ink for recording and ink-jet recording method
JPH09208606A (en) 1995-11-28 1997-08-12 Hitachi Maxell Ltd Fine particle of polymer and ink composition containing the same
US5679138A (en) 1995-11-30 1997-10-21 Eastman Kodak Company Ink jet inks containing nanoparticles of organic pigments
US5633109A (en) 1995-12-05 1997-05-27 Xerox Corporation Ink compositions with liposomes containing photochromic compounds
US5626654A (en) 1995-12-05 1997-05-06 Xerox Corporation Ink compositions containing liposomes
WO1997025076A1 (en) 1996-01-11 1997-07-17 Isk Biosciences Corporation Odor control for compositions containing organic sulfur compounds
US5944883A (en) 1996-01-26 1999-08-31 Hitachi Maxell, Ltd. Ultrafine particle organic pigment color ink and method for producing the same
JPH09272832A (en) 1996-02-07 1997-10-21 Hitachi Maxell Ltd Black pigment ink and its production
US5795985A (en) 1996-03-05 1998-08-18 Ciba Specialty Chemicals Corporation Phenyl alkyl ketone substituted by cyclic amine and a process for the preparation thereof
JP3257391B2 (en) 1996-03-18 2002-02-18 東洋インキ製造株式会社 Inkjet recording liquid
US6254894B1 (en) 1996-04-05 2001-07-03 Zodiac Pool Care, Inc. Silver self-regulating water purification compositions and methods
EP0935452B1 (en) 1996-06-07 2009-08-05 THE PROCTER & GAMBLE COMPANY Absorbent article having an odour control system of zeolite and silica in close physical proximity
US6159649A (en) 1996-06-13 2000-12-12 Clariant Gmbh Electrophotographic, resin-containing, electret, or inkjet compositions containing magenta azo pigment and use thereof
US5684063A (en) 1996-06-17 1997-11-04 Xerox Corporation Ink process
US5810917A (en) 1996-07-08 1998-09-22 Brother Kogyo Kabushiki Kaisha Water-based recording magenta ink composition and ink-jet recording process
JP3106966B2 (en) 1996-07-17 2000-11-06 富士ゼロックス株式会社 Inkjet recording ink and ink jet recording method
WO1998003260A1 (en) 1996-07-22 1998-01-29 Kouki Bussan Yugenkaisha Novel adsorbent
US5769931A (en) 1996-07-25 1998-06-23 Bic Corporation Ink composition
US5879439A (en) 1996-08-01 1999-03-09 Ricoh Company, Ltd. Recording ink composition and recording method using the same
JPH1060338A (en) 1996-08-21 1998-03-03 Fuji Xerox Co Ltd Ink for ink-jet recording and method of ink jet recording
US5972389A (en) 1996-09-19 1999-10-26 Depomed, Inc. Gastric-retentive, oral drug dosage forms for the controlled-release of sparingly soluble drugs and insoluble matter
US6344497B1 (en) 1996-10-01 2002-02-05 Avecia Limited Aqueous ink compositions
US5928419A (en) 1996-10-07 1999-07-27 Toyo Ink Manufacturing Co., Ltd. Surface-treated organic pigment and process for the production thereof
GB9621265D0 (en) 1996-10-11 1996-11-27 Zeneca Ltd Bisazo ink-jet dyes
GB9621269D0 (en) 1996-10-11 1996-11-27 Zeneca Ltd Bisazo ink-jet dyes
GB9621224D0 (en) 1996-10-11 1996-11-27 Zeneca Ltd Bisazo ink-jet dyes
GB2318122B (en) 1996-10-11 2001-02-07 Zeneca Ltd Bisazo ink-jet dyes
US5788753A (en) 1996-10-28 1998-08-04 Hewlett-Packard Company Polyamines complexed to anionic dyes, thereby forming water-soluble cationic dyes
US5785745A (en) 1996-10-31 1998-07-28 Hewlett-Packard Company Amphiphilic dyes
US5935309A (en) 1996-10-31 1999-08-10 Hewlett-Packard Company Ink-jet inks for improved print quality
FR2755612B1 (en) 1996-11-13 1998-12-24 Atochem Elf Sa superabsorbent composition for hygiene articles do not developping unpleasant odors
US5964926A (en) 1996-12-06 1999-10-12 Kimberly-Clark Worldwide, Inc. Gas born particulate filter and method of making
CN1148260C (en) 1997-12-10 2004-05-05 东陶机器株式会社 Photocatalyst composition, substance containing photocatalyst, and material functioning as photocatalyst and process for producing same
JPH10168373A (en) 1996-12-12 1998-06-23 Fuji Xerox Co Ltd Ink for ink jet recording and recording using the same
WO1998026808A3 (en) 1996-12-17 1998-08-06 Procter & Gamble Absorbent articles with odor control system
US6111163A (en) 1996-12-27 2000-08-29 Kimberly-Clark Worldwide, Inc. Elastomeric film and method for making the same
US5833744A (en) 1997-01-13 1998-11-10 Xerox Corporation Waterfast ink jet inks containing a surfactant
US5993856A (en) 1997-01-24 1999-11-30 Femmepharma Pharmaceutical preparations and methods for their administration
JP3753490B2 (en) 1997-01-28 2006-03-08 三菱鉛筆株式会社 Ballpoint pen oil-based ink
US5980623A (en) 1997-01-29 1999-11-09 Fuji Xerox Co., Ltd. Ink set for ink jet recording and ink jet recording method
US5788749A (en) 1997-02-14 1998-08-04 Xerox Corporation Pigmented ink compositions containing liposomes
US5968244A (en) 1997-02-21 1999-10-19 Minolta Co., Ltd. Ink for ink-jet recording
US5928416A (en) 1997-03-07 1999-07-27 Xerox Corporation Dipropylene glycol and countercation activation of dodecylbenzenesulfonate in thermal ink jet inks
US5891934A (en) 1997-03-24 1999-04-06 Hewlett-Packard Company Waterfast macromolecular chromophores using amphiphiles
US5948483A (en) 1997-03-25 1999-09-07 The Board Of Trustees Of The University Of Illinois Method and apparatus for producing thin film and nanoparticle deposits
US5981623A (en) 1997-03-27 1999-11-09 Lexmark International, Inc. Ink jet ink containing wetting agent
JPH10291365A (en) 1997-04-21 1998-11-04 Fuji Xerox Co Ltd Multicolor ink set and ink jet recording method
EP1335005B1 (en) 1997-04-22 2006-06-21 Ciba Specialty Chemicals Holding Inc. Coloured effect pigments and their use
US6024785A (en) 1997-04-23 2000-02-15 Konica Corporation Ink-jet recording ink and an ink-jet recording method
DE69818140T2 (en) 1997-05-16 2004-04-08 Seiko Epson Corp. Jet recording inks
DE19821665A1 (en) 1997-05-28 1998-12-03 Basf Ag Composite pigment with good fastness to colour bleeding
US5911816A (en) 1997-05-29 1999-06-15 Hewlett-Packard Company Liposomal ink compositions with water-insoluble dyes and pigments
DE19722546B4 (en) 1997-05-30 2004-08-26 J. S. Staedtler Gmbh & Co. Kg Ink for variable Farbauftragungen
US5817300A (en) 1997-06-02 1998-10-06 Calwood Chemical Industries, Inc. Odor reducing compositions
US6004625A (en) 1997-06-16 1999-12-21 Ibick Corporation Method for adhering particles to an object by supplying air ions
US6015454A (en) 1997-06-17 2000-01-18 Ciba Specialty Chemicals Corporation Process for printing textile fibre materials in accordance with the ink-jet printing process
DE19726043C1 (en) 1997-06-19 1999-03-18 Pelikan Produktions Ag Ink for use in ink jet printers
JPH1112526A (en) 1997-06-24 1999-01-19 Mitsubishi Pencil Co Ltd Dye ink composition for direct liquid-type aqueous ball-point pen
US6165440A (en) 1997-07-09 2000-12-26 Board Of Regents, The University Of Texas System Radiation and nanoparticles for enhancement of drug delivery in solid tumors
US6099627A (en) 1997-07-28 2000-08-08 Hitachi Maxell, Ltd. Dispersion ink
JPH1161012A (en) 1997-08-22 1999-03-05 Hitachi Maxell Ltd Pigment ink and preparation thereof
US6238767B1 (en) 1997-09-15 2001-05-29 Kimberly-Clark Worldwide, Inc. Laminate having improved barrier properties
DK176196B1 (en) 1997-10-07 2007-01-08 Ejvind Jersie Pedersen Mundhygejnepræparat for the treatment of halitosis and the use of a chelate comprising a metaliondel and an amino acid moiety as a component of the composition
US5891232A (en) 1997-10-28 1999-04-06 Hewlett-Packard Company Smearfastness and fast drying times in inks containing macromolecular chromophores
DE19749082A1 (en) 1997-11-06 1999-05-12 Bayer Ag Nanoscale inorganic pigment-containing ink-jet inks
US6153001A (en) 1997-12-18 2000-11-28 Fuji Xerox Co., Ltd. Ink jet recording ink, method for producing the same, and ink jet recording method
US5958998A (en) 1998-02-05 1999-09-28 Xerox Corporation Ink jet inks
DE29924358U1 (en) 1998-03-19 2003-01-02 Max Planck Gesellschaft Nano- and microcapsules having a polyelectrolyte shell of a plurality of polyelectrolyte layers
DE69904307D1 (en) 1998-03-19 2003-01-16 Max Planck Gesellschaft Production of coated with more layers of particles and hollow shells by electrostatic self-organization of nanokompositmehrlagen on decomposable template
DE19824947A1 (en) 1998-06-04 1999-12-09 Degussa aqueous dispersions of carbon black
EP0972563A1 (en) 1998-07-15 2000-01-19 Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V. Fabrication of multilayer-coated particles and hollow shells via electrostatic self-assembly of nanocomposite multilayers on decomposable colloidal templates
WO2000003797A1 (en) 1998-07-15 2000-01-27 MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V. Polyelectrolyte coverings on biological templates
US6140390A (en) 1998-08-31 2000-10-31 Eastman Kodak Company Melt-fusible inkjet recording elements and inks with improved durability
US6147139A (en) 1998-08-31 2000-11-14 Eastman Kodak Company Inks containing heat fusible particles and method for use
US6491790B1 (en) 1998-09-10 2002-12-10 Bayer Corporation Methods for reducing amine odor in paper
US6149719A (en) 1998-10-28 2000-11-21 Hewlett-Packard Company Light sensitive invisible ink compositions and methods for using the same
US6073771A (en) 1998-11-02 2000-06-13 Lord Corporation Container for storing sulfur-containing compounds
DE19852972A1 (en) 1998-11-17 2000-05-18 Henkel Kgaa Dye with transition metal complexes
US6277489B1 (en) 1998-12-04 2001-08-21 The Regents Of The University Of California Support for high performance affinity chromatography and other uses
WO2000035580A1 (en) 1998-12-11 2000-06-22 Mazda Motor Corporation Composition for use in adsorption treatment, products formed with the same, and a method for producing adsorbent using the same
US6264615B1 (en) 1999-01-21 2001-07-24 Diamond General Development Corporation Method for diagnosing the presence and extent of halitosis activity
JP3417862B2 (en) 1999-02-02 2003-06-16 新東工業株式会社 The titanium oxide photocatalyst heavily-loaded silica gel and a production method thereof
US6479150B1 (en) 1999-02-26 2002-11-12 Kimberly-Clark Worldwide, Inc. Layer materials treated with surfactant-modified hydrophobic odor control agents
US6045606A (en) 1999-03-04 2000-04-04 Westvaco Corporation Water-based ink jet ink compositions containing carboxylated lignin
EP1034800A1 (en) 1999-03-05 2000-09-13 THE PROCTER & GAMBLE COMPANY Articles having an odour control system comprising an oxidising agent and an odour absorbing agent
DE19915378A1 (en) 1999-04-06 2000-10-12 Inst Neue Mat Gemein Gmbh Domestic appliances, with a catalytic composition
CA2372834A1 (en) 1999-05-04 2000-11-09 Gregory John Russell-Jones Amplification of folate-mediated targeting to tumor cells using nanoparticles
EP1185311A1 (en) 1999-06-11 2002-03-13 SCA Hygiene Products AB Absorbent article that contains an active additive and use of a visual indicator in an absorbent article
DE60033308D1 (en) 1999-07-14 2007-03-22 Kaneka Corp Regenerated collagen fiber with excellent heat resistance
WO2001006054A1 (en) * 1999-07-19 2001-01-25 Avantgarb, Llc Nanoparticle-based permanent treatments for textiles
DE19939662A1 (en) 1999-08-20 2001-02-22 Stockhausen Chem Fab Gmbh Absorbent, crosslinked polymer, used as absorber aqueous liquid, e.g. body fluids, packaging material, plant culture, soil improver or carrier, contains bound or enclosed cyclodextrin (derivative) and silicon-rich zeolite
EP1081181A1 (en) 1999-09-01 2001-03-07 Westvaco Corporation Method for making odor sorbing packaging material
US6428814B1 (en) 1999-10-08 2002-08-06 Elan Pharma International Ltd. Bioadhesive nanoparticulate compositions having cationic surface stabilizers
US6460989B1 (en) 1999-11-12 2002-10-08 Canon Kabushiki Kaisha Ink set, formation of colored area on recording medium, and ink-jet recording apparatus
WO2001042140A1 (en) 1999-12-13 2001-06-14 Jonathan Sherman Nanoparticulate titanium dioxide coatings, and processes for the production and use thereof
ES2167201B1 (en) 2000-01-18 2003-10-01 Univ Oviedo optical visual device control halitosis.
CA2365600A1 (en) 2000-01-26 2001-08-02 Toray Industries, Inc. A fibre structure having deodorant or antimicrobial properties
US6358499B2 (en) 2000-02-18 2002-03-19 Colgate-Palmolive Company Deodorant with small particle zinc oxide
EP1146057A1 (en) 2000-04-15 2001-10-17 Givaudan SA Polymeric nanoparticles including olfactive molecules
DE10019877A1 (en) 2000-04-20 2001-10-25 Clariant Gmbh Detergents and cleaning agents containing bleaching-active dendrimer ligands and their metal complexes
EP1157672A1 (en) 2000-05-23 2001-11-28 THE PROCTER & GAMBLE COMPANY Liquid and odour absorbent structure for inanimate places such as refrigerators
US6575383B2 (en) 2000-06-12 2003-06-10 Orlandi, Inc. Prescented and custom scented card insert
US7066998B2 (en) 2000-06-14 2006-06-27 The Procter & Gamble Company Coatings for modifying hard surfaces and processes for applying the same
EP1297022B1 (en) 2000-06-19 2006-07-19 Kimberly-Clark Worldwide, Inc. Novel photoinitiators
US6425530B1 (en) 2000-06-29 2002-07-30 Dan Coakley Scented fresh rolls
JP2002019268A (en) 2000-07-03 2002-01-23 Degussa Huels Ag Ultrafine particle ceramic powder aggregate dispersed water for forming ink absorption layer of ink jet recording medium
US20020106466A1 (en) 2000-08-18 2002-08-08 Karlheinz Hausmann Active amine scavenging film for fresh fish packaging
WO2002055115A1 (en) 2000-09-07 2002-07-18 Solutia Inc. Compositions and methods for reducing odor
EP1322343A4 (en) 2000-09-29 2006-08-16 Salvona Llc Multi component controlled release system for sanitary paper products
US7371456B2 (en) 2000-10-02 2008-05-13 Kimberly-Clark Worldwide, Inc. Nanoparticle based inks and methods of making the same
DE10051317A1 (en) 2000-10-17 2002-04-18 Degussa Catalysis of peroxy compound delignification or bleaching of fibrous materials in aqueous suspension uses transition metal complexes, some of which are novel compounds
US6565873B1 (en) 2000-10-25 2003-05-20 Salvona Llc Biodegradable bioadhesive controlled release system of nano-particles for oral care products
US6589562B1 (en) 2000-10-25 2003-07-08 Salvona L.L.C. Multicomponent biodegradable bioadhesive controlled release system for oral care products
US6543385B2 (en) 2000-12-07 2003-04-08 Nestec, Ltd. Animal litter composition containing silica gel and methods therefor
JP2002179509A (en) 2000-12-12 2002-06-26 Takasago Internatl Corp Antifugal perfume composition
US20030050211A1 (en) 2000-12-14 2003-03-13 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Enzymatic detergent compositions
EP1214878A1 (en) 2000-12-15 2002-06-19 The Procter & Gamble Company Methods, compositions and articles for control of malodor produced by urea-containing body fluids
DE10063092A1 (en) 2000-12-18 2002-06-20 Henkel Kgaa Nanoscale materials in hygiene products
EP1216675A1 (en) 2000-12-19 2002-06-26 SCA Hygiene Products AB Indicator means for detecting faecal matter
US6467897B1 (en) 2001-01-08 2002-10-22 3M Innovative Properties Company Energy curable inks and other compositions incorporating surface modified, nanometer-sized particles
US6586483B2 (en) 2001-01-08 2003-07-01 3M Innovative Properties Company Foam including surface-modified nanoparticles
US6660713B2 (en) 2001-01-30 2003-12-09 The Procter & Gamble Company Hydrophobic nanozeolites for malodor control
CA2433059C (en) 2001-01-30 2009-05-12 The Procter & Gamble Company Coating compositions for modifying surfaces
US6726989B2 (en) 2001-02-09 2004-04-27 Fiber Innovation Technology, Inc. Fibers including a nanocomposite material
US6843835B2 (en) 2001-03-27 2005-01-18 The Procter & Gamble Company Air cleaning apparatus and method for cleaning air
WO2002084017A1 (en) 2001-04-12 2002-10-24 Firstex L.L.C. Functional treatment of textile materials
WO2002083297A1 (en) 2001-04-16 2002-10-24 Ims Llc Adsorbent materials for treating biodegradable waste and process for their preparation
CA2445729C (en) 2001-04-23 2013-07-02 Nucryst Pharmaceuticals Corp. Use of metals to treat mucosal membranes
WO2002094329A1 (en) 2001-05-23 2002-11-28 Basf Aktiengesellschaft Odor control containing absorbent materials
US6998155B2 (en) 2001-05-23 2006-02-14 Traptek Llc Woven materials with incorporated solids and processes for the production thereof
US6926862B2 (en) 2001-06-01 2005-08-09 Kimberly-Clark Worldwide, Inc. Container, shelf and drawer liners providing absorbency and odor control
WO2003000979A3 (en) 2001-06-26 2003-09-18 Traptek Llc A treated yarn and methods for making same
JP2005511761A (en) 2001-07-10 2005-04-28 ノース・キャロライナ・ステイト・ユニヴァーシティ Nanoparticle delivery vehicle
US6894085B2 (en) 2001-09-17 2005-05-17 Cellresin Technologies, Llc Barrier material with nanosize metal particles
EP1298071A1 (en) 2001-09-26 2003-04-02 Givaudan SA Odour delivery system for food products
US7563457B2 (en) 2001-10-02 2009-07-21 The Regents Of The University Of California Nanoparticle assembled hollow spheres
WO2003032959A9 (en) 2001-10-15 2004-05-13 William H Bosch Nanoparticulate compositions comprising inorganic cores
US20030100842A1 (en) 2001-10-25 2003-05-29 Rosenberg Melvyn Nevo Method and kit for indicating the level of bad breath
GB0126923D0 (en) 2001-11-09 2002-01-02 Procter & Gamble Chitosan compositions
WO2003056951A3 (en) 2002-01-08 2005-04-21 Bernard Techologies Inc Antimicrobial body covering articles
JP2005523315A (en) 2002-04-16 2005-08-04 コスメティカ, インコーポレイテッド Polymeric odor absorbing components for personal care products
US7008979B2 (en) 2002-04-30 2006-03-07 Hydromer, Inc. Coating composition for multiple hydrophilic applications
US7578997B2 (en) 2002-04-30 2009-08-25 Kimberly-Clark Worldwide, Inc. Metal ion modified high surface area materials for odor removal and control
US7115321B2 (en) 2002-07-26 2006-10-03 Kimberly-Clark Worldwide, Inc. Absorbent binder coating
US6962714B2 (en) 2002-08-06 2005-11-08 Ecolab, Inc. Critical fluid antimicrobial compositions and their use and generation
US6780896B2 (en) 2002-12-20 2004-08-24 Kimberly-Clark Worldwide, Inc. Stabilized photoinitiators and applications thereof
US7666410B2 (en) * 2002-12-20 2010-02-23 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
WO2004060378A8 (en) 2002-12-20 2005-04-28 Kimberly Clark Co Compositions comprising particles containing alumina with compounds bound to the alumina surface, delivery systems and methods of preparation thereof
US20040122387A1 (en) 2002-12-23 2004-06-24 Kimberly-Clark Worldwide, Inc. Absorbent articles that include a stretchable substrate having odor control properties
US7582308B2 (en) 2002-12-23 2009-09-01 Kimberly-Clark Worldwide, Inc. Odor control composition
US7413550B2 (en) * 2003-10-16 2008-08-19 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
US7754197B2 (en) * 2003-10-16 2010-07-13 Kimberly-Clark Worldwide, Inc. Method for reducing odor using coordinated polydentate compounds
US7438875B2 (en) * 2003-10-16 2008-10-21 Kimberly-Clark Worldwide, Inc. Method for reducing odor using metal-modified silica particles
US7141518B2 (en) * 2003-10-16 2006-11-28 Kimberly-Clark Worldwide, Inc. Durable charged particle coatings and materials
US7678367B2 (en) * 2003-10-16 2010-03-16 Kimberly-Clark Worldwide, Inc. Method for reducing odor using metal-modified particles
US7879350B2 (en) * 2003-10-16 2011-02-01 Kimberly-Clark Worldwide, Inc. Method for reducing odor using colloidal nanoparticles
US7488520B2 (en) * 2003-10-16 2009-02-10 Kimberly-Clark Worldwide, Inc. High surface area material blends for odor reduction, articles utilizing such blends and methods of using same

Patent Citations (101)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6172173B2 (en) *
US2593146A (en) * 1945-10-19 1952-04-15 Sutcliffe Speakman & Company L Laminated paper containing activated carbon
US3502763A (en) * 1962-02-03 1970-03-24 Freudenberg Carl Kg Process of producing non-woven fabric fleece
US3381688A (en) * 1963-08-12 1968-05-07 Kendall & Co Absorbent pads with silica gel layer for use as surgical receptacles
US3502538A (en) * 1964-08-17 1970-03-24 Du Pont Bonded nonwoven sheets with a defined distribution of bond strengths
US3507269A (en) * 1965-04-26 1970-04-21 Homer H Berry Clinical diagnostic device for halitosis
US3494821A (en) * 1967-01-06 1970-02-10 Du Pont Patterned nonwoven fabric of hydraulically entangled textile fibers and reinforcing fibers
US3802817A (en) * 1969-10-01 1974-04-09 Asahi Chemical Ind Apparatus for producing non-woven fleeces
US3794497A (en) * 1969-10-24 1974-02-26 Ici Ltd Photographic element comprising an olefinically unsaturated monomer and a photo-labile organo cobalt compound
US4006030A (en) * 1972-11-21 1977-02-01 Nissan Chemical Industries, Ltd. Method of preventing deterioration of inorganic substrate surface
US4078029A (en) * 1976-09-23 1978-03-07 Nissan Chemical Industries, Ltd. Process for preparing mold
US4494278A (en) * 1977-11-08 1985-01-22 Karl Kristian Kobs Kroyer Apparatus for the production of a fibrous web
US4375448A (en) * 1979-12-21 1983-03-01 Kimberly-Clark Corporation Method of forming a web of air-laid dry fibers
US4313820A (en) * 1980-02-28 1982-02-02 Phillips Petroleum Co. Hydrodesulfurization of organic sulfur compounds and hydrogen sulfide removal with incompletely sulfided zinc titanate materials
US4494629A (en) * 1981-08-12 1985-01-22 Raeburn John L Lowering device and method
US4517308A (en) * 1981-09-04 1985-05-14 Collo Gmbh Method of producing a sorptive body, particularly for eliminating odors, air freshening, etc. and the resultant product
US4451388A (en) * 1981-11-02 1984-05-29 Nalco Chemical Company Preparation of aluminum oxide coated silica sols using ultrafiltration
US4575556A (en) * 1982-11-08 1986-03-11 Medi-Physics, Inc. Bifunctional chelating agents
US4802473A (en) * 1983-11-07 1989-02-07 Tecnol, Inc. Face mask with ear loops
US4655757A (en) * 1984-04-23 1987-04-07 Kimberly-Clark Corporation Selective layering of superabsorbents in meltblown substrates
US4640810A (en) * 1984-06-12 1987-02-03 Scan Web Of North America, Inc. System for producing an air laid web
US4818464A (en) * 1984-08-30 1989-04-04 Kimberly-Clark Corporation Extrusion process using a central air jet
USRE32649E (en) * 1985-06-18 1988-04-19 The Procter & Gamble Company Hydrogel-forming polymer compositions for use in absorbent structures
US4643801A (en) * 1986-02-24 1987-02-17 Nalco Chemical Company Papermaking aid
US4725415A (en) * 1986-06-02 1988-02-16 Phillips Petroleum Company Selective removal of hydrogen sulfide over zinc titanate and alumina
US5108739A (en) * 1986-08-25 1992-04-28 Titan Kogyo Kabushiki Kaisha White colored deodorizer and process for producing the same
US4904304A (en) * 1986-12-29 1990-02-27 Nissan Chemical Industries Ltd. Chemical grout for ground injection and method for accretion
US4734324A (en) * 1987-03-27 1988-03-29 Hercules Incorporated Heat sealable microporous polypropylene films
US4823803A (en) * 1987-07-31 1989-04-25 Winners Japan Company Limited Halitosis detector device
US5204429A (en) * 1987-08-07 1993-04-20 Hoechst Aktiengesellschaft Process for the preparation of an olefin polymer
US5000746A (en) * 1987-08-11 1991-03-19 Friedrichsfeld Gmbh Keramik- Und Kunststoffwerke Wound covering having connected discrete elements
US5383450A (en) * 1987-10-02 1995-01-24 Tcnl Technologies, Inc. Liquid shield visor for a surgical mask
US4798603A (en) * 1987-10-16 1989-01-17 Kimberly-Clark Corporation Absorbent article having a hydrophobic transport layer
US4823404A (en) * 1988-06-10 1989-04-25 Kimberly-Clark Corporation Two piece protective garment
US4988505A (en) * 1988-09-16 1991-01-29 Nissan Chemical Industries, Ltd. Deodorizer
US5204111A (en) * 1989-04-07 1993-04-20 L'oreal Process for the preparation of alginate capsules, apparatus for producing said capsules and cosmetic compositions containing said capsules
US5488126A (en) * 1989-05-26 1996-01-30 Akzo Nobel N.V. Bifunctional chelating agents
US5292868A (en) * 1989-05-26 1994-03-08 Akzo N.V. Chelating agents for attaching metal ions to proteins
US5188885A (en) * 1989-09-08 1993-02-23 Kimberly-Clark Corporation Nonwoven fabric laminates
US5196177A (en) * 1990-01-17 1993-03-23 Nissan Chemical Industries, Ltd. Production of stable aqueous silica sol
US5407442A (en) * 1990-02-12 1995-04-18 Karapasha; Nancy Carbon-containing odor controlling compositions
US5100702A (en) * 1990-02-22 1992-03-31 Nissan Chemical Industries, Ltd. Thin platinum film-forming composition
US5100581A (en) * 1990-02-22 1992-03-31 Nissan Chemical Industries Ltd. Method of preparing high-purity aqueous silica sol
US5183656A (en) * 1990-08-03 1993-02-02 Mitsubishi Denki Kabushiki Kaisha Deodorant and product in which the deodorant is used
US5300365A (en) * 1990-09-28 1994-04-05 Himont Incorporated Olefin polymer films
US5178931A (en) * 1990-11-26 1993-01-12 Kimberly-Clark Corporation Three-layer nonwoven laminiferous structure
US5284703A (en) * 1990-12-21 1994-02-08 Kimberly-Clark Corporation High pulp content nonwoven composite fabric
US5487938A (en) * 1991-01-18 1996-01-30 The Dow Chemical Company Silica supported transition metal catalyst
US6172173B1 (en) * 1991-01-18 2001-01-09 The Dow Chemical Company Silica supported transition metal catalyst
US5420090A (en) * 1991-01-18 1995-05-30 The Dow Chemical Company Silica supported transition metal catalysts
US5487938B1 (en) * 1991-01-18 1997-11-18 Dow Chemical Co Silica supported transition metal catalyst
US5486356A (en) * 1991-05-30 1996-01-23 Fuji Photo Film Co., Ltd. Deodorant composition combining transition metal oxide or alloy with catalytic metal on carrier
US5407600A (en) * 1991-07-23 1995-04-18 Nissan Chemical Industries, Ltd. Stable aqueous alumina sol and method for preparing the same
US5294717A (en) * 1991-10-24 1994-03-15 Spyros Theodoropulos Bifunctional chelating agents, their chelates and process of preparation
US5209998A (en) * 1991-11-25 1993-05-11 Xerox Corporation Colored silica particles
US5480636A (en) * 1992-06-03 1996-01-02 Ishihara Sangyo Kaisha, Ltd. Titanium oxide particles and method of scavenging noxious materials
US5382400A (en) * 1992-08-21 1995-01-17 Kimberly-Clark Corporation Nonwoven multicomponent polymeric fabric and method for making same
US5314855A (en) * 1992-11-09 1994-05-24 Akzo N.V. Adsorbent compositions and methods of manufacture
US5733272A (en) * 1993-03-31 1998-03-31 The Procter & Gamble Company Absorbent articles for odor control with positive scent signal
US5597512A (en) * 1993-10-15 1997-01-28 Nissan Chemical Industries, Ltd. Method for preparing elongated-shaped silica sol
US5591797A (en) * 1993-10-25 1997-01-07 Wacker-Chemie Gmbh Transition metal-containing hydrophobic silica
US5397667A (en) * 1994-04-28 1995-03-14 Xerox Corporation Toner with metallized silica particles
US6190814B1 (en) * 1994-04-28 2001-02-20 Xerox Corporation Modified silica particles
US5597575A (en) * 1994-06-06 1997-01-28 Breitbarth; Richard Composition for stimulating and inducing hair growth
US6177608B1 (en) * 1994-06-30 2001-01-23 Kimberly-Clark Worldwide, Inc. Tampon
US5902226A (en) * 1994-08-05 1999-05-11 Nissan Chemical Industries, Ltd. Method of preparing a propanol sol of silica
US5897541A (en) * 1994-09-30 1999-04-27 Kimberly-Clark Worldwide, Inc. Laminate material and absorbent garment comprising same
US5616315A (en) * 1994-10-13 1997-04-01 Gillette Canada Inc. Particles including degradable material and anti-microbial agent
US5880176A (en) * 1994-10-21 1999-03-09 Hitachi Maxell, Ltd. Fluorescent marking composition and fluorescent mark formed by said composition
US5747003A (en) * 1995-03-22 1998-05-05 Ppg Industries, Inc. Amorphous precipitated silica abrasive
US5905101A (en) * 1995-03-22 1999-05-18 Nissan Motor Co., Ltd. Ablator compositions
US6193844B1 (en) * 1995-06-07 2001-02-27 Mclaughlin John R. Method for making paper using microparticles
US5858503A (en) * 1995-10-26 1999-01-12 Kimberly-Clark Worldwide, Inc. Method of applying chemical charge modifiers to a substrate and article thereof
US5855788A (en) * 1996-02-07 1999-01-05 Kimberly-Clark Worldwide, Inc. Chemically charged-modified filter for removing particles from a liquid and method thereof
US6210625B1 (en) * 1996-02-20 2001-04-03 Mikuni Corporation Method for producing granulated material
US6225524B1 (en) * 1996-06-07 2001-05-01 The Procter & Gamble Company Absorbent articles having an odor control system consisting of absorbent gelling material and silica
US6376741B1 (en) * 1996-06-07 2002-04-23 The Procter & Gamble Company Activated carbon free absorbent articles having a silica and zeolite odor control system
US6358909B1 (en) * 1996-10-17 2002-03-19 The Clorox Company Suspoemulsion system for delivery of actives
US5874067A (en) * 1996-10-24 1999-02-23 The Procter & Gamble Company Methods for controlling environmental odors on the body
US5882638A (en) * 1996-10-24 1999-03-16 The Proctor & Gamble Company Methods using uncomplexed cyclodextrin solutions for controlling environmental odors
US5885599A (en) * 1996-10-28 1999-03-23 The Procter & Gamble Company Methods and compositions for reducing body odors and excess moisture
US5880309A (en) * 1997-01-28 1999-03-09 Nissan Chemical Industries, Ltd. Phenylphosphonic acid derivative and production process therefor
US6344272B1 (en) * 1997-03-12 2002-02-05 Wm. Marsh Rice University Metal nanoshells
US5871872A (en) * 1997-05-30 1999-02-16 Shipley Company, Ll.C. Dye incorporated pigments and products made from same
US5861144A (en) * 1997-06-09 1999-01-19 The Procter & Gamble Company Perfumed compositions for reducing body odors and excess moisture
US6045900A (en) * 1997-09-15 2000-04-04 Kimberly-Clark Worldwide, Inc. Breathable filled film laminate
US6024786A (en) * 1997-10-30 2000-02-15 Hewlett-Packard Company Stable compositions of nano-particulate unmodified pigments and insoluble colorants in aqueous microemulsions, and principle of stability and methods of formation thereof
US6200555B1 (en) * 1998-03-10 2001-03-13 Mazda Motor Corporation Deodorant composition, deodorizer and filter each containing the same, and method of deodorization
US6047413A (en) * 1998-03-31 2000-04-11 Kimberly-Clark Worldwide, Inc. Conformable backpack for encapsulated chemical protection suit
US6060410A (en) * 1998-04-22 2000-05-09 Gillberg-Laforce; Gunilla Elsa Coating of a hydrophobic polymer substrate with a nonstoichiometric polyelectrolyte complex
US6334988B1 (en) * 1998-08-21 2002-01-01 The University Of Vermont And State Agricultural College Mesoporous silicates and method of making same
US6531704B2 (en) * 1998-09-14 2003-03-11 Nanoproducts Corporation Nanotechnology for engineering the performance of substances
US6358537B1 (en) * 1998-11-10 2002-03-19 Dainichiseika Color & Chemicals Mfg. Co, Ltd. Deodorant and antimicrobial dispersions
US6361780B1 (en) * 1998-11-12 2002-03-26 Cardiac Pacemakers, Inc. Microporous drug delivery system
US6344218B1 (en) * 1998-11-23 2002-02-05 The Procter & Gamble Company Skin deodorizing and santizing compositions
US6517199B1 (en) * 1999-11-12 2003-02-11 Canon Kabushiki Kaisha Liquid composition, ink set, colored area formation on recording medium, and ink-jet recording apparatus
US6536890B1 (en) * 1999-11-12 2003-03-25 Canon Kabushiki Kaisha Liquid composition as well as ink set, image forming method, image forming apparatus and bleed alleviation method using the same
US6369290B1 (en) * 2000-02-17 2002-04-09 Tyco Healthcare Retail Services Ag Time release odor control composition for a disposable absorbent article
US6548264B1 (en) * 2000-05-17 2003-04-15 University Of Florida Coated nanoparticles
US6551457B2 (en) * 2000-09-20 2003-04-22 Akzo Nobel N.V. Process for the production of paper
US6693071B2 (en) * 2001-01-30 2004-02-17 The Procter & Gamble Company Rinse aid surface coating compositions for modifying dishware surfaces

Cited By (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100215754A1 (en) * 2002-12-20 2010-08-26 Kimberly-Clark Worldwide, Inc. Delivery System for Functional Compounds
US8277801B2 (en) 2002-12-20 2012-10-02 Kimberly-Clark Worldwide, Inc. Delivery system for functional compounds
US8702618B2 (en) 2003-10-16 2014-04-22 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
US8221328B2 (en) 2003-10-16 2012-07-17 Kimberly-Clark Worldwide, Inc. Visual indicating device for bad breath
US9655622B2 (en) 2004-02-18 2017-05-23 Ethicon, Inc. Adhesive-containing wound closure device and method
US20090076542A1 (en) * 2004-02-18 2009-03-19 Jerry Jonn Adhesive-Containing Wound Closure Device And Method
US20080255610A1 (en) * 2004-07-12 2008-10-16 Closure Medical Corporation Adhesive-Containing Wound Closure Device and Method
US9623142B2 (en) 2004-07-12 2017-04-18 Ethicon, Inc. Adhesive-containing wound closure device and method
US20060009099A1 (en) * 2004-07-12 2006-01-12 Closure Medical Corporation Adhesive-containing wound closure device and method
WO2007011612A3 (en) * 2005-07-15 2007-04-26 Nicole David Wound dressing and methods of making and using the same
US7977103B2 (en) 2006-04-20 2011-07-12 Kimberly-Clark Worldwide, Inc. Method for detecting the onset of ovulation
US9239036B2 (en) 2006-09-08 2016-01-19 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment and delivery system and process
US8034286B2 (en) 2006-09-08 2011-10-11 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment system for separating compounds from aqueous effluent
US7703698B2 (en) 2006-09-08 2010-04-27 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment chamber and continuous flow mixing system
US8616759B2 (en) 2006-09-08 2013-12-31 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment system
KR101450139B1 (en) * 2006-09-08 2014-10-13 킴벌리-클라크 월드와이드, 인크. Delivery Systems for Delivering Functional Compounds to Substrates and Processes of Using the Same
US9283188B2 (en) * 2006-09-08 2016-03-15 Kimberly-Clark Worldwide, Inc. Delivery systems for delivering functional compounds to substrates and processes of using the same
US20080063718A1 (en) * 2006-09-08 2008-03-13 Kimberly-Clark Worldwide, Inc. Delivery Systems For Delivering Functional Compounds to Substrates and Processes of Using the Same
US7712353B2 (en) 2006-12-28 2010-05-11 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment system
US7673516B2 (en) 2006-12-28 2010-03-09 Kimberly-Clark Worldwide, Inc. Ultrasonic liquid treatment system
US20080179562A1 (en) * 2007-01-30 2008-07-31 Kimberly-Clark Worldwide, Inc. Substrate containing a deodorizing ink
US7998322B2 (en) 2007-07-12 2011-08-16 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber having electrode properties
US7947184B2 (en) 2007-07-12 2011-05-24 Kimberly-Clark Worldwide, Inc. Treatment chamber for separating compounds from aqueous effluent
US7785674B2 (en) 2007-07-12 2010-08-31 Kimberly-Clark Worldwide, Inc. Delivery systems for delivering functional compounds to substrates and processes of using the same
US20090147905A1 (en) * 2007-12-05 2009-06-11 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for initiating thermonuclear fusion
US20090162258A1 (en) * 2007-12-21 2009-06-25 Kimberly-Clark Worldwide, Inc. Liquid treatment system
US8858892B2 (en) 2007-12-21 2014-10-14 Kimberly-Clark Worldwide, Inc. Liquid treatment system
US8454889B2 (en) 2007-12-21 2013-06-04 Kimberly-Clark Worldwide, Inc. Gas treatment system
US20090158936A1 (en) * 2007-12-21 2009-06-25 Kimberly-Clark Worldwide, Inc. Gas treatment system
US8632613B2 (en) 2007-12-27 2014-01-21 Kimberly-Clark Worldwide, Inc. Process for applying one or more treatment agents to a textile web
US8206024B2 (en) 2007-12-28 2012-06-26 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for particle dispersion into formulations
US8215822B2 (en) 2007-12-28 2012-07-10 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for preparing antimicrobial formulations
US8143318B2 (en) 2007-12-28 2012-03-27 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for preparing emulsions
US8057573B2 (en) 2007-12-28 2011-11-15 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for increasing the shelf life of formulations
US20090166177A1 (en) * 2007-12-28 2009-07-02 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for preparing emulsions
US20090168591A1 (en) * 2007-12-28 2009-07-02 Kimberly-Clark Worldwide, Inc. Ultrasonic treatment chamber for particle dispersion into formulations
US8685178B2 (en) 2008-12-15 2014-04-01 Kimberly-Clark Worldwide, Inc. Methods of preparing metal-modified silica nanoparticles
US8163388B2 (en) 2008-12-15 2012-04-24 Kimberly-Clark Worldwide, Inc. Compositions comprising metal-modified silica nanoparticles

Also Published As

Publication number Publication date Type
US7666410B2 (en) 2010-02-23 grant
CN1777431A (en) 2006-05-24 application
US20100215754A1 (en) 2010-08-26 application
US20040120904A1 (en) 2004-06-24 application
US8277801B2 (en) 2012-10-02 grant

Similar Documents

Publication Publication Date Title
US4933184A (en) Menthol enhancement of transdermal drug delivery
US4459278A (en) Composition and method of immobilizing emetics and method of treating human beings with emetics
US20040071768A1 (en) Compositions and methods for treating cancer
US6645520B2 (en) Transdermal administration of nonsteroidal anti-inflammatory drugs using hydroxide-releasing agents as permeation enhancers
US20080071206A1 (en) Device and method for treatment of dermatomycosis, and in particular onychomycosis
US5976565A (en) Device for topical treatment of acne and its method of manufacture
US5445829A (en) Extended release pharmaceutical formulations
US20100048520A1 (en) Rifaximin anti-rectal dysfunction preparation
US20010031787A1 (en) Transdermal administration of oxybutynin using hydroxide-releasing agents as permeation enhancers
US20130323179A1 (en) Nanocrystals, compositions, and methods that aid particle transport in mucus
US5120545A (en) Reduction or prevention of sensitization to drugs
US20070031463A1 (en) Methods and devices for releasing volatile substances
Jono et al. A review of particulate design for pharmaceutical powders and their production by spouted bed coating
Lboutounne et al. Sustained ex vivo skin antiseptic activity of chlorhexidine in poly (ϵ-caprolactone) nanocapsule encapsulated form and as a digluconate
US20030120225A1 (en) Therapeutic agent delivery labial pad
KR20070091486A (en) Transdermal composition using piroxicam-inorganic complex and patch system comprising the same
Jain et al. Comparison of ciprofloxacin hydrochloride‐loaded protein, lipid, and chitosan nanoparticles for drug delivery
US20030124179A1 (en) Transdermally administered tolterodine as anti-muscarinic agent for the treatment of overactive bladder
WO2006100154A1 (en) Cosmetic treatment with nitric oxide, device for performing said treatment and manufacturing method therefor
US6417227B1 (en) Methods of delivery of cetyl myristoleate
WO2001026705A2 (en) A dual adhesive transdermal drug delivery system
WO2006084912A1 (en) Device method, and use for treatment of neuropathy involving nitric oxide
Han et al. Hyperthermia‐induced antitumor activity of thermosensitive polymer modified temperature‐sensitive liposomes
JP2001518058A (en) Ropinirole and transdermal administration of the analog
Rao et al. Studies on rifampicin release from ethylcellulose coated nonpareil beads

Legal Events

Date Code Title Description
AS Assignment

Owner name: KIMBERLY-CLARK WORLDWIDE, INC., WISCONSIN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:MACDONALD, JOHN G.;LYE, JASON;REEL/FRAME:014783/0131

Effective date: 20031209