WO2008118543A2 - Articles à réseaux de polymère interpénétrant et procédé de traitement d'articles - Google Patents

Articles à réseaux de polymère interpénétrant et procédé de traitement d'articles Download PDF

Info

Publication number
WO2008118543A2
WO2008118543A2 PCT/US2008/053215 US2008053215W WO2008118543A2 WO 2008118543 A2 WO2008118543 A2 WO 2008118543A2 US 2008053215 W US2008053215 W US 2008053215W WO 2008118543 A2 WO2008118543 A2 WO 2008118543A2
Authority
WO
WIPO (PCT)
Prior art keywords
interpenetrating polymer
polymer network
article
substrate
porous substrate
Prior art date
Application number
PCT/US2008/053215
Other languages
English (en)
Other versions
WO2008118543A3 (fr
Inventor
Sang Beom Lee
Original Assignee
Nanodynamics, 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
Application filed by Nanodynamics, Inc. filed Critical Nanodynamics, Inc.
Publication of WO2008118543A2 publication Critical patent/WO2008118543A2/fr
Publication of WO2008118543A3 publication Critical patent/WO2008118543A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K9/00—Use of pretreated ingredients
    • C08K9/08—Ingredients agglomerated by treatment with a binding agent

Definitions

  • Nanomaterials with unique size, shape and surface properties have been developed for many applications, such as microelectronics, optics and medical devices.
  • One of the unique properties of nanoparticles is their large surface area, which provides more functional space for catalysis and sensing compared with the surface area of bulk materials.
  • Nanoparticles also exhibit unique surface properties due to their surface-to-volume ratio and the presence of quantum effects, such as the electronic and photo-responsive properties of quantum dots.
  • Nanomaterials themselves typically being fine powders, do not possess mechanical strength and cannot be formed into useful macro-scale items.
  • the nanomaterials are often embedded within, dispersed in or coated on conventional materials.
  • usable macro-scale devices and products such as catalysts, coatings, electrodes, dielectrics, fabrics, garments and air filters, which are hybrid composites of macro- and nano-scale materials.
  • Nanoparticles are small and extremely light, and are readily dispersed as aerosols and suspensions. Accordingly, they must be physically attached to or entrapped within the matrix of the macro-scale device or composition, if they are to remain in place and carry out their desired function for an extended period of time.
  • the fixation of nanomaterials in such substrates serves to extend the working lifetime of the products, and also minimizes any unexpected health and environmental problems that the dispersal of free nanoparticles into the environment might present. For these reasons, the stabilization of nanomaterials dispersed in substrates is highly desirable for many practical applications of nanomaterials. hi the last decade, progress in development of new technology has resulted in textiles and other substrates with enhanced and tailored properties for a variety of applications.
  • the valuable properties that can be imparted to substrates are: (1) improved stability against mechanical, chemical, photochemical or thermal destruction, e.g., for industrial toxic materials, chemical and biological toxic agents, or as flame resistant agents; (2) improved repellency properties against water, oil and soil; (3) altered light absorption and emission properties from the UV up to the IR region; (4) improved electrical conductivity, e.g. for antistatic and electromagnetic protective properties; (5) immobilization and controlled release of active species, such as biocidal and therapeutic substances; and (6) enhanced barrier properties against harmful or noxious substances.
  • nanoparticles may be difficult to retain in or on a substrate, and a variety of approaches have been used to assist in retaining nanoparticles in or on a substrate.
  • nanoparticles can be embedded in polymeric substrates, and retained physically or by covalent bonding. See for example Ramachandran, T. et al. Antimicrobial textiles. An Overview. IE (I) Journal. TX, 2004, 84, 45-51, Gao. J. et al. J. Am. Chem. Soc. 2005, 127, 3847-3854, Sen, R. et al. Nano Lett. 2004, 4, 459-464, Liu, T. et al.
  • nanoparticles often lose their desirable functional properties upon covalent binding to the surfaces.
  • Surface properties such as catalytic, optical, absorption and antimicrobial properties, are also susceptible to being attenuated or eliminated when particles are embedded within polymer matrices.
  • the articles can comprise a porous substrate having at least one functional particle and an interpenetrating polymer network formed with the substrate.
  • the interpenetrating polymer network comprises at least one interpenetrating polymer network monomer polymerized in the presence of the substrate to form the interpenetrating polymer network with the substrate.
  • the interpenetrating polymer network inhibits release of the at least one functional particle from the substrate.
  • the methods can comprise providing a porous substrate, at least one functional particle, and at least one interpenetrating polymer network monomer and polymerizing the at least one interpenetrating polymer network monomer such that an interpenetrating polymer network is formed whereby release of the at least one functional particle from the porous substrate is inhibited.
  • Figure 1 shows a schematic representation an article having an interpenetrating polymer network
  • Figure 2 shows a schematic representation of a method of treating an article
  • Figure 3 shows a schematic representation of another method of treating an article
  • Figure 4 shows various solutions obtained from extensive washings of differently treated cellulose filter paper and textile samples embedded with halloysite nanotubes or silver nanoparticles;
  • A are solutions obtained from washings with cellulose and textile samples containing halloysite nanotubes with no chitosan or no interpenetrating polymer network ("IPN") at all.
  • B are solutions obtained from washings with samples containing the halloysite nanotubes embedded filter paper and textiles samples using chitosan for which no intentional curing/crosslinking of chitosan has been done and
  • C are solutions obtained from washing cured/crosslinked IPN stabilized / immobilized silver nanoparticle samples where chitosan was used as the polymer for the formation of IPN.
  • Figure 5 shows the zone of inhibition of medium-density fiberboard (MDF) coated with fungicide-impregnated halloysite and the zone of inhibition of MDF coated with a commercial biocide, Fungitrol 720 (available from International Specialty Products, Wayne, NJ US).
  • MDF medium-density fiberboard
  • articles are provided.
  • methods of treating articles are provided.
  • articles comprise a porous substrate having at least one functional particle and an interpenetrating polymer network formed with the substrate.
  • the interpenetrating polymer network comprises at least one interpenetrating polymer network monomer polymerized in the presence of the porous substrate to form the interpenetrating polymer network with the substrate.
  • the interpenetrating polymer network inhibits release of the at least one functional particle from the substrate.
  • the interpenetrating polymer network may be intertwined with the functional particles, and this intertwining may inhibit the release of the functional particles from the porous substrate, hi some examples, the functional particle may be in the substrate.
  • the term "in the substrate” shall be understood as referring to a functional particle that is on or in the substrate.
  • the term “inhibits release” shall be understood as meaning the functional particles being retained in the substrate for a period of time, under normal usage conditions, that is greater than the period of time that the particles are retained in the substrate in the absence of the interpenetrating polymer network.
  • the interpenetrating polymer network may inhibit the release of or the leaching of functional particles from the substrate.
  • interpenetrating polymer network shall be understood as referring to a system in which an interpenetrating network monomer or monomers are polymerized in the presence of a porous and/or textured substrate such that the resulting polymer or polymers are intertwined/interlocked with at least a portion of the porous substrate.
  • interpenetrating polymer network monomer shall refer to any monomer or polymer subunit suitable for use in forming an interpenetrating polymer network and that contains reactive groups that may react with each other to crosslink. The reactive groups may or may not react with the porous substrate.
  • interpenetrating polymer network monomer shall be understood as excluding monomers that self assemble.
  • the porous substrate may be any suitable porous and/or textured substrate.
  • the substrate may be selected from fibers, yarns, porous textiles, carpeting, retractable awnings, outdoor fabrics, polymeric surfaces, and porous membranes, or combinations thereof.
  • the substrate may be a woven or non-woven textile formed from natural or synthetic components.
  • the porous substrates may be building materials.
  • the building materials may have functional particles provided therein to provide desirable properties such as fade resistance, fungal resistance, and mold resistance.
  • suitable building materials include, but are not limited to, drywall, fiberboard, wood, ceiling tile, oriented strand board, medium density fiberboard, grout, cement, concrete, ceramics, graphite-containing material, carbides, porous metal, textured metal, and linoleum, or combinations thereof.
  • the substrate may be of any suitable size and shape. It will be further understood that the functional particle or particles may be provided on or in any portion or portions of the substrate. It will also be understood that the interpenetrating polymer network may be provided on or in any portion or portions of the substrate.
  • any suitable functional particle may be used.
  • the term "functional particle” shall be understood as referring to a moiety that functions in any desired manner in a substrate.
  • functional particles may be nanoparticles, microparticles, or macro-sized particles.
  • the functional particles may be at least one nanoparticle selected from carbon nanotubes, TiO 2 , Ag, carbon black, ZrO 2 , MgO, SiO 2 , ZnO, Al 2 O 3 , Nb 2 O 5 , WO 3 , Ta 2 O 5 , HfO 2 , SnO 2 , SiAlO 3 5 , SiTiO 4 , ZrTiO 4 , Al 2 TiO 5 , ZrW 2 O 8 , CaCO 3 , MoO 3 , Mo, V 2 O 5 , Sb 2 O 5 , Pd, ZnO, Fe 3 O 4 , Kaolin, Sulfur, CoFe 2 O 4 , Au, Pt, Cu, Ni, quantum dots, halloysites, inorganic nanomaterials, organic nanomaterials, and naturally occurring nanomaterials, and combinations thereof.
  • the nanoparticles may be modified or unmodified in any suitable manner.
  • the nanomaterials may further include active ingredients.
  • nanotubules such as halloysites, may encapsulate any suitable active ingredient (see US Patent No. 5,651 ,976).
  • the interpenetrating polymer network may inhibit or slow down the leaching and release of such an active ingredient.
  • the functional particles may be selected from activated carbon, fabric softeners, thermochromic materials, magnetic particles, reflective particles, fire retardants, fire suppressant chemicals, insect repellents, electromagnetic interference shielding materials, radio frequency interference shielding materials, heat-releasing phase change agents, fragrances, metallic reflector colloids, pigments, zeolites, dyes, fertilizers, sun blocking agents, pharmaceuticals, antimicrobial agents, anti-fungal agents, and sporicidal agents, and combinations thereof.
  • Functional particles such as those listed above can be unmodified or can be modified with functional groups, including but not limited to, amino-, carboxy-, and alkyl-silanes and amino-, carboxy-, and alkyl-thiols, or biochemicals such as proteins, nucleic acids, carbohydrates.
  • the functional particles can be modified with molecular receptors, to sense outside chemical or biological compounds.
  • ⁇ particles may be chosen to provide an antibacterial or sporicidal effect and TiO 2 particles may be chosen to provide a sun protection effect.
  • the functional particle or particles may be provided in any suitable concentration.
  • One having skill in the art will be able to select a suitable concentration depending on the type of substrate, desired application, and desired effect of the functional particle in the article.
  • interpenetrating polymer network monomers may be used.
  • suitable interpenetrating polymer network monomers include, but are not limited to, chitosan, starches, and sugar-related monomers, and combinations thereof.
  • the interpenetrating polymer network monomers may be chitosan monomers.
  • the interpenetrating polymer network monomers are polymerized to form the interpenetrating polymer network. It will be understood that any suitable interpenetrating polymer network monomers may be used. Examples of suitable interpenetrating polymer network monomers include, but are not limited to, chitosan, starches, sugar-related monomers, lactic-c ⁇ -glycolic acid, esters, vinyl monomers, epoxides, isocyanates, urethanes, imides, ethylenes, styrenes, ethylene oxides, amides, phenol-formaldehyde resins, and silicon monomers and combinations thereof. In some examples, the interpenetrating polymer network monomers comprise chitosan. In other examples, the interpenetrating polymer network monomers comprise starches. In yet further examples, the interpenetrating polymer network monomers comprise sugar-related monomers.
  • the polymerized interpenetrating polymer network monomers are intertwined/interlocked with the porous substrate.
  • the interpenetrating polymer network monomers contain groups that may be reactive with the substrate either before or after polymerization.
  • the interpenetrating polymer network may further have any suitable functional groups.
  • the interpenetrating polymer network may have functional groups such as amines, carboxylic acid, N-hydroxy succinimide, isocyanates, hydroxyl groups, and combinations thereof. These functional groups may be reactive with certain components of the substrate.
  • the functional groups may be reactive with components of natural or synthetic textiles.
  • functional groups may comprise biochemicals such as proteins, nucleic acids, carbohydrates.
  • the functional groups may be molecular receptors to sense outside chemical or biological compounds.
  • the interpenetrating polymer networks may have reactive chemical groups on their surfaces which do not react with the surface of the functional particles, but do react with a variety of organic substrates, such as the aromatic rings in polyesters and polystyrene, amino groups in wool and leather, and the hydroxyl groups in cotton and paper.
  • the interpenetrating polymer networks have reactive chemical groups on their surfaces that may react with polymer substrates
  • the interpenetrating polymer network may function in any suitable manner to inhibit release of functional particles from the substrate.
  • the interpenetrating polymer network may function as a physical barrier to the functional particles.
  • the interpenetrating polymer network may be intertwined with the functional particles.
  • active ingredients in or on the functional particles may be inhibited or slowed from releasing from the substrate by the interpenetrating polymer network.
  • the interpenetrating polymer networks may be present in or on the substrate in any suitable amount.
  • the interpenetrating polymer networks may comprise between about 0.1% to about 10% by weight of the treated substrate. It will be understood that one having skill in the art will be able to select a suitable amount of the interpenetrating polymer network depending on the application.
  • Figure 1 illustrates one example of an article in accordance with embodiments of the present invention. The article is shown before and after polymerization of the interpenetrating polymer network monomers.
  • methods for treating articles comprise providing a porous substrate having at least one functional particle and at least one interpenetrating polymer network monomer and polymerizing the at least one interpenetrating polymer network monomer such that an interpenetrating polymer network is formed and release of the at least one functional particle from the porous substrate is inhibited.
  • the substrates, interpenetrating polymer network monomers, and functional particles may be those discussed above.
  • the functional particles and the interpenetrating polymer network monomers may be provided in any suitable manner in any suitable concentrations. It will be understood that solutions containing one or both of the functional particles and interpenetrating polymer network monomers may have any suitable concentrations and any suitable solvents may be used.
  • the step of providing a porous substrate comprises treating the porous substrate simultaneously with the at least one functional particle and the at least one interpenetrating polymer network monomer.
  • a method is schematically illustrated in Figure 2.
  • the porous substrate may be treated in any suitable manner.
  • a solution having the at least one functional particle and the at least one interpenetrating polymer network monomer may be applied to the substrate by spin coating, dip coating, flow coating, spray coating, painting, or combinations thereof.
  • the porous substrate may be treated in any suitable manner, including, but not limited to, spin coating, dip coating, flow coating, spray coating, painting, or combinations thereof.
  • a fungicide-impregnated halloysite is absorbed on a porous substrate by immersing the substrate in a dipping solution comprised of fungicide-impregnated halloysite/chitosan suspended in either water, hexane, dichloromethane, chloroform, tetrahydrofuran, benzene, toluene, or other organic solvent or a combination thereof.
  • the fungicide-impregnated halloysite/chitosan solution may have a concentration of between about 0.001% and about 50% by weight.
  • the substrate is allowed to dry before further processing.
  • the step of providing a porous substrate comprises treating the porous substrate with the at least one functional particle and subsequently treating the porous substrate with the at least one interpenetrating polymer network monomer.
  • Such a method is schematically illustrated in Figure 3. After the interpenetrating polymer network monomer is applied, polymerization may be performed in any suitable manner.
  • the substrate may be immersed in a dipping solution comprising functional particles suspended in water, hexane, dichloromefhane, chloroform, tetrahydrofuran, benzene, toluene, or other suitable solvents.
  • the functional particles may have a concentration in the dipping solution between 0.001% and 50% by weight.
  • the substrate is allowed to dry before further processing.
  • a fungicide-impregnated halloysite may be applied to the desired porous substrate by spraying a halloysite solution on the surface or dipping it in a halloysite solution.
  • a solution of a an interpenetrating polymer network monomer e.g. chitosan
  • Polymerization may then performed in any suitable manner.
  • the substrate may be allowed to dry in an oven above about 9O 0 C when the interpenetrating polymer network monomer is chitosan. The heat-curing process allows the chitosan monomers to react and crosslink with each other on the halloysite surface and in the porous substrate creating the interpenetrating polymer network.
  • the polymerization may be performed in any suitable manner.
  • the step of polymerizing may be performed by at least one of drying, heating, UV curing, condensation, radiation curing, thermally curing, and chemically curing the substrate having the interpenetrating polymer network monomer thereon.
  • the particular polymerization step is chosen to be performed in a manner and for an amount of time sufficient to allow crosslinking of the interpenetrating polymer networks monomers to any desired extent. It will be understood that the interpenetrating polymer network monomers have reactive groups that may not react with the porous substrate but that react with each other to crosslink.
  • the polymerization method avoids some wet chemical processes that may have a deleterious effect on functional particles.
  • the methods may prevent the functional particles from being adversely effected or reacted, such that the functional particles may maintain their function in the treated article.
  • functional particles on substrates may have preserved or even enhanced their functions.
  • functional particles and active ingredients associated with or in the functional particles may be inhibited from being released from the substrates. This may allow the substrates to be used for longer periods of time or with increased efficacy over untreated substrates.
  • the articles may be used for any suitable purpose.
  • the articles may be applicable to many medical, electronic, agricultural, military, industrial, building materials, water purification and aerospace related applications.
  • Some examples would include, but are not limited to, wound dressings with encapsulated antibiotic halloysite or plain halloysite for blood absorption, electronic shielding materials, water and air filtration, air freshening and deodorizer mediums, pheromone and repellant applications, personal protective masks and garments for military use. It is understood that these examples only illustrate some of the potential uses for the treated articles and methods of treating articles.
  • Halloysites are naturally occurring nanomaterials. They are hollow tubes with diameters that may be smaller than 100 nm, with lengths that may range from about 500 ran to over 1.0 microns. Halloysites are composed of aluminum, silicon, hydrogen, and oxygen and are formed naturally in the earth by surface weathering of aluminosilicate minerals.
  • Textiles (68% polyester, 32% cotton) were cut into small pieces (2.5 cm x 2.5 cm).
  • the textile piece was placed in a suspension of 20 mg of halloysites in 20 ml of hexane, followed by sonication at room temperature for 5 min to form the textile-halloysite composite. After drying the textile in a vacuum oven at 25 0 C for 12 hours, it was dipped in a solution of 1% chitosan aqueous solution for 1 min. The coated textile was then dried and heat-cured in a vacuum oven at 100 0 C for 12 hrs.
  • Activated carbon itself or carbon beads are the main active component in wound dressings and in military garments for decontamination of chemical warfare agents (CWA), because they can absorb substantial amounts of toxins, volatile organic chemicals and their vapors.
  • CWA chemical warfare agents
  • options for effective use of the material are limited because carbon is basically an inert material and it is difficult to chemically modify the surface.
  • textile/activated carbon composites tend to release activated carbon over time, which can lead to skin irritation, skin darkening and respiratory problems. Methods for the stabilization of activated carbon particles in textiles are therefore of considerable interest.
  • a textile sample (68% polyester, 32% cotton) was cut into small pieces (2.5 cm x 2.5 cm).
  • the textile pieces were placed in a suspension of 20 mg of carbon black (Darco® G-60, -100 mesh, Aldrich) in 20 ml of hexane, and sonicated at room temperature for 5 min to form a textile/carbon black composite.
  • the coated textile was then dried and heat-cured in a vacuum oven at 100 0 C for 12 hrs.
  • both a textile/carbon black composite stabilized by chitosan IPN and an uncured, unstabilized textile/carbon black as a control were placed in 20 ml of water, and sonicated for 10 min to generate washing conditions likely to cause the release of carbon black from the textiles.
  • chitosan solutions containing carbon black were sprayed onto the textile or cellulose filter papers. All of the activated carbon treated surfaces using chitosan IPN cured and stabilized treatments showed minimal or no release of activated carbon from the surfaces. In contrast, activated carbon surfaces that were not treated with chitosan IPN showed significant release of activated carbon into the washing/sonication solution.
  • Textile swatches (68% polyester, 32% cotton) were cut into small pieces (2.5 cm x 2.5 cm).
  • the textile pieces were placed in a suspension of 20 mg of silver nanoparticles (NanoDynamics S2-80 Ag nanoparticles) in 20 ml of hexane, followed by sonication at room temperature for 5 min to form the textile- Ag composite.
  • the coated textile was then dried and heat-cured in a vacuum oven at 100 0 C for 12 hrs.
  • both a textile/ Ag composite stabilized / immobilized by chitosan IPN and an unstabilized / unimmobilized textile/ Ag as a control were placed in 20 ml of water, and sonicated for 10 min to generate washing conditions likely to cause the release of Ag from the textiles.
  • the chitosan-treated textiles performed better than those the untreated controls, as seen in Figure 4.
  • chitosan solutions containing silver nanoparticles were sprayed onto the textile or cellulose filter papers and were found to significantly inhibit the release of nanosilver into the washing/sonication solutions in contrast to the controls.
  • Example 4 Preparation and testing of stabilized TiO? nanoparticles-textiles.
  • Degussa P25 TiO 2 nanoparticles are approximately 21 nm in diameter and very hydrophilic due to the hydrolyzed TiO 2 surface. Because of the hydrophilic nature of these TiO 2 nanoparticles, retaining them in a textile against a water wash is difficult, even more so than retaining carbon black.
  • a small textile piece (2.5 cm x 2.5 cm) was placed in a suspension of 20 mg of TiO 2 in 20 ml of hexane, followed by sonication at room temperature for 5 min to form a textile/TiO 2 composite. After drying the textile in a vacuum oven at 25 0 C for 12 h, it was dipped in a solution of 1% chitosan aqueous solution for 1 min. The coated textile was then dried and heat-cured in a vacuum oven at 100 0 C for 12 hours.
  • both a textile/TiO 2 composite stabilized / immobilized by chitosan IPN and an unstabilized textile/ TiO 2 as a control were placed in 20 ml of water, and sonicated for 10 min to simulate washing conditions likely to cause the release of TiO 2 from the textiles.
  • chitosan solutions containing TiO 2 nanoparticles were sprayed onto the textile or cellulose filter papers. We observed minimal or no release of TiO 2 nanoparticles from the IPN treated textiles or filter papers upon washing/sonitation.
  • Example 5 Stabilized carbon nanotube in textile composites
  • Textiles (68% polyester, 32% cotton) were cut into small pieces (2.5 cm x 2.5 cm).
  • the textile piece was placed in a solution of 20 mg of carbon nano tubes in 20 ml of toluene, followed by sonication at room temperature for 60 min to make textile-carbon nanotube composite. After drying the textile in a vacuum oven at 25 0 C for 12 h, it was dipped in a solution of 1% chitosan aqueous solution for 1 min. The coated textile was then dried and heat-cured in a vacuum oven at 100 0 C for 12 hrs.
  • both a textile/carbon nanotube stabilized / immobilized by chitosan IPN and an unstabilized textile/carbon nano tubes as a control were placed in 20 ml of water, and sonicated for 10 min to generate washing conditions likely to cause the release of carbon nanotubes from the textiles, hi addition, chitosan solution containing carbon nanotubes were sprayed onto the textile or cellulose filter papers. Minimal or no release of carbon nanotubes from washing/sonitation were observed for the chitosan IPN treated samples.
  • IPBC 3-iodo-2-propynyl-iV-butylcarbamate
  • IPBC-impregnated halloysite 3.94g was added to the chitosan aqueous solution followed by shaking at 300 rpm for 1 min. 143.75g of the solution was coated on the surface of each MDF square. The MDF squares were dried in an oven for 3 hours at 90 ° C, to form IPN.
  • MDF squares were also coated with a commercially available fungicide, Fungitrol 720 (available from ISP).
  • Fungitrol 720 is a fungicide, which contains 20% rPBC by weight. Fungitrol is composed of 20% of PBC dissolved in 80% polyethylene glycol.
  • 60mg of Fungitrol 720 was coated on the surface of each MDF square followed by air drying.
  • a test method was developed for evaluating the slow release of encapsulants (IPBC in this case) from halloysite tubes, during aggressive washing with water. The following procedure was used. The MDF samples were placed at the bottom of separate 600 ml beakers. Then 500 ml of water was added to each beaker. The beakers were placed on a shaking plate in order to obtain continuous swirling of the water around the MDF samples. Each day, 500 ml of water was decanted from the halloysite sample, and replaced with fresh water up to the 500 ml mark on the beaker. Every other day one sample was air dried and subject to the zone of inhibition test described below. This process was repeated until all samples were collected.
  • the dry MDF samples were placed on the surface of potato dextrose agar (PDA) inside Petri dishes inoculated with Aspergillus niger spores. After 2 days of incubation, the diameter around the sample where mold growth was not observed was measured. This area is termed the zone of inhibition (ZOI).
  • the MDF samples released IPBC after up to 4-days of aggressive washing.
  • the IPBC-impregnated halloysite coating layer was stable during the washing condition, showing stable formation of interpenetrating polymer networks.
  • Figure 5 shows the zone of inhibition of MDF coated with fungicide-impregnated halloysite and Fungitrol 720 from ISP.
  • BPBC-impregnated halloysite does not have burst effect, showing sustained slow release of biocide IPBC from halloysite that are coated on MDF.
  • Fungitrol-coated MDF has a burst effect because Funtitrol 720 is not a slow release concept-based product. This data indicates that IPBC in the presence of an interpenetrating polymer network can have an extended fungicidal efficacy.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des articles dont le substrat peut contenir au moins une particule fonctionnelle et au moins un réseau de polymère interpénétrant. Le réseau de polymère interpénétrant inhibe la libération d'au moins une particule fonctionnelle du substrat. Des procédés de traitement d'articles sont également proposés.
PCT/US2008/053215 2007-02-06 2008-02-06 Articles à réseaux de polymère interpénétrant et procédé de traitement d'articles WO2008118543A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US88845407P 2007-02-06 2007-02-06
US60/888,454 2007-02-06

Publications (2)

Publication Number Publication Date
WO2008118543A2 true WO2008118543A2 (fr) 2008-10-02
WO2008118543A3 WO2008118543A3 (fr) 2008-11-20

Family

ID=39789215

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/053215 WO2008118543A2 (fr) 2007-02-06 2008-02-06 Articles à réseaux de polymère interpénétrant et procédé de traitement d'articles

Country Status (1)

Country Link
WO (1) WO2008118543A2 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109111873A (zh) * 2018-08-06 2019-01-01 广州市花林景观工程有限公司 具有电磁屏蔽效果的建筑用塑料卷材
CN109200445A (zh) * 2018-08-29 2019-01-15 温州生物材料与工程研究所 一种配合内窥镜使用的防倒吸式喷药装置
CN109621603A (zh) * 2018-12-07 2019-04-16 东莞市华研新材料科技有限公司 一种脱脂烧结连续炉的尾气处理方法
CN110621354A (zh) * 2017-07-21 2019-12-27 矿物快速护理有限公司 新颖止血用伤口敷料
CN111135788A (zh) * 2019-09-18 2020-05-12 青岛农业大学 一种磁性掺氮碳纳米管水处理吸附剂及其制备方法
CN113321247A (zh) * 2021-06-16 2021-08-31 哈尔滨工业大学 一种有序孔隙木质衍生碳负载钴酸镍吸波材料的制备方法
CN116063865A (zh) * 2023-01-18 2023-05-05 浙江理工大学 一种自清洁抗静电隔热功能性填料及其制备方法与应用
WO2023199285A3 (fr) * 2022-04-15 2023-11-23 Spora Spa Mycotextiles comprenant des échafaudages activés et des agents de réticulation à nanoparticules et leurs procédés de fabrication

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050277351A1 (en) * 2004-06-15 2005-12-15 Siemens Westinghouse Power Corporation Structured resin systems with high thermal conductivity fillers
US20060193889A1 (en) * 2002-11-13 2006-08-31 Joshua Spradlin Nanoporous layers using thermal dealloying

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060193889A1 (en) * 2002-11-13 2006-08-31 Joshua Spradlin Nanoporous layers using thermal dealloying
US20050277351A1 (en) * 2004-06-15 2005-12-15 Siemens Westinghouse Power Corporation Structured resin systems with high thermal conductivity fillers

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3655050B1 (fr) * 2017-07-21 2024-01-17 Speed Care Mineral GmbH Nouveau pansement pour l'hémostase
CN110621354A (zh) * 2017-07-21 2019-12-27 矿物快速护理有限公司 新颖止血用伤口敷料
US20200215220A1 (en) * 2017-07-21 2020-07-09 Speed Care Mineral UG New kind of wound dressing for haemostasis
CN110621354B (zh) * 2017-07-21 2023-03-10 矿物快速护理有限公司 新颖止血用伤口敷料
CN109111873A (zh) * 2018-08-06 2019-01-01 广州市花林景观工程有限公司 具有电磁屏蔽效果的建筑用塑料卷材
CN109200445A (zh) * 2018-08-29 2019-01-15 温州生物材料与工程研究所 一种配合内窥镜使用的防倒吸式喷药装置
CN109621603A (zh) * 2018-12-07 2019-04-16 东莞市华研新材料科技有限公司 一种脱脂烧结连续炉的尾气处理方法
CN109621603B (zh) * 2018-12-07 2021-09-28 东莞市华研新材料科技有限公司 一种脱脂烧结连续炉的尾气处理方法
CN111135788A (zh) * 2019-09-18 2020-05-12 青岛农业大学 一种磁性掺氮碳纳米管水处理吸附剂及其制备方法
CN113321247A (zh) * 2021-06-16 2021-08-31 哈尔滨工业大学 一种有序孔隙木质衍生碳负载钴酸镍吸波材料的制备方法
WO2023199285A3 (fr) * 2022-04-15 2023-11-23 Spora Spa Mycotextiles comprenant des échafaudages activés et des agents de réticulation à nanoparticules et leurs procédés de fabrication
US11993068B2 (en) 2022-04-15 2024-05-28 Spora Cayman Holdings Limited Mycotextiles including activated scaffolds and nano-particle cross-linkers and methods of making them
CN116063865A (zh) * 2023-01-18 2023-05-05 浙江理工大学 一种自清洁抗静电隔热功能性填料及其制备方法与应用

Also Published As

Publication number Publication date
WO2008118543A3 (fr) 2008-11-20

Similar Documents

Publication Publication Date Title
US20090022974A1 (en) Treated articles and methods of treating articles
WO2008118543A2 (fr) Articles à réseaux de polymère interpénétrant et procédé de traitement d'articles
US8956634B2 (en) Insect repellant fabrics having nanocapsules with insecticide
Poyraz et al. One-step synthesis and characterization of polyaniline nanofiber/silver nanoparticle composite networks as antibacterial agents
KR20070069165A (ko) Ｖｏｃ 제거 기능을 갖는 섬유직물
JP2003501366A (ja) 受動的空間昆虫忌避細片
WO2011129138A1 (fr) Matériau de revêtement photocatalytique, film de revêtement photocatalytique et structure de film de revêtement stratifiée
KR20040091072A (ko) 다기능 보호 직물 및 오염 제거 방법
JP6119009B2 (ja) 産業資材シート
Valdés et al. Recent trends in microencapsulation for smart and active innovative textile products
Huang et al. Silver-based nanocomposite for fabricating high performance value-added cotton
JP6119010B2 (ja) 産業資材シート
EP0511258B1 (fr) Traitement de textiles
Massella et al. Manufacture techniques of chitosan-based microcapsules to enhance functional properties of textiles
BR112017002118B1 (pt) Partículas funcionais, processo de obtenção e suas aplicações
WO2014200377A2 (fr) Procédé d'obtention de nanoparticules de silice incorporant des produits hydrophiles ou miscibles à l'eau, et procédé d'immobilisation et d'encapsulation de celles-ci lorsqu'elles sont appliquées à des fibres textiles
Sbai et al. The recent advances in nanotechnologies for textile functionalization
US10092003B2 (en) Insect control device and associated methods
Verma et al. Impact of nanotechnology on sustainable textile material and its application
Qin et al. Preparation and characterization of silver containing chitosan fibers
WO2000013992A9 (fr) Courroie presentant un effet antimicrobien
US20220288257A1 (en) Compositions and methods for decontamination of surfaces
Meda et al. Nano-engineered textiles: Development and applications
CN108018736A (zh) 一种湿法无纺布及其制造方法
Velusamy et al. Recent advances in the development of antimicrobial nanotextiles for prevention of infectious diseases transmission in healthcare workers

Legal Events

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

Ref document number: 08799689

Country of ref document: EP

Kind code of ref document: A2

NENP Non-entry into the national phase in:

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 08799689

Country of ref document: EP

Kind code of ref document: A2