WO2009004158A2 - Method for functionalising a textile substrate with antiseptic and/or virucidal property - Google Patents

Method for functionalising a textile substrate with antiseptic and/or virucidal property Download PDF

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Publication number
WO2009004158A2
WO2009004158A2 PCT/FR2008/000722 FR2008000722W WO2009004158A2 WO 2009004158 A2 WO2009004158 A2 WO 2009004158A2 FR 2008000722 W FR2008000722 W FR 2008000722W WO 2009004158 A2 WO2009004158 A2 WO 2009004158A2
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WO
WIPO (PCT)
Prior art keywords
substrate
functionalization
active composition
ionizing radiation
fixing agent
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PCT/FR2008/000722
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French (fr)
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WO2009004158A3 (en
Inventor
Claudine Colin
Philippe Le Thuaut
Original Assignee
Lainiere De Picardie Bc
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Publication of WO2009004158A2 publication Critical patent/WO2009004158A2/en
Publication of WO2009004158A3 publication Critical patent/WO2009004158A3/en

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/34Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/12Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44Guanidine; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N55/00Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M14/00Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation

Definitions

  • the invention relates to a method for functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property, and a functionalized textile substrate by implementing such a method.
  • the silver salts are known for their antiseptic and / or virucidal property, that is to say their ability to destroy or limit the propagation of bacteria and / or viruses.
  • the functionalization of the textile substrates is carried out by thermofixation of the active composition on said substrate.
  • the fastening thus obtained is not sufficiently reliable, especially with regard to abrasion, frictional wear or oxidation, as well as any washings that the textile substrate has to undergo.
  • the fixing must be carried out at high temperature, typically greater than 180 ° C., and for a period of time of the order of a minute, which many textile substrates can not withstand without being damaged.
  • the object of the invention is to propose a method for functionalizing a substrate which solves the problems mentioned above, so as in particular to provide a textile substrate whose antiseptic function and / or virucidal is maintained over time, even after more than five washing cycles at 60 ° C.
  • the invention proposes a method of functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property, said method comprising the steps providing for:
  • the invention proposes a functionalized textile substrate by implementing such a method, said substrate comprising an active composition with antiseptic and / or virucidal property which is fixed on said substrate, and a network formed by bridging of the fixing agent.
  • the invention relates to a method for functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property.
  • the substrate is textile.
  • other porous substrates such as foam blanks, films, threads, filaments, can be functionalized according to the invention.
  • the active composition is based on at least one metal salt, especially a silver salt and / or a zinc salt which are known for their ability to destroy or limit the propagation. bacteria and / or viruses.
  • the metal salts can impart antistatic properties to the functionalized substrate.
  • the active composition may comprise several other types of active substances, in particular substances possessing one or more quaternary ammonium groups and / or a substance based on biguanides.
  • active substances possessing one or more quaternary ammonium groups and / or a substance based on biguanides.
  • the combination of a silver salt with a substance with a quaternary ammonium group has been reported to have virucidal properties against the coronavirus responsible for SARS (Severe Acute Respiratory Syndrome).
  • trihydroxysilyl propyldimethyloctadecyl ammonium chloride (Aegis substance from Devan) or cationic antiseptic polymers such as Vantocil IB from Zeneca which is a polyhexamethylene biguanide.
  • the method provides for preparing a solution containing the active composition and a fixing agent having at least two reactive groups under ionizing radiation, said groups being identical or different.
  • the solvent used is water so as to form an aqueous solution of active composition and fixing agent.
  • the active composition may also comprise at least one active substance having a reactive group under ionizing radiation.
  • Reactive groups under ionizing radiation may comprise an unsaturated bond which, under the effect of ionizing radiation, forms a reactive free radical.
  • the groups may be chosen from the group comprising hydroxyl, carboxyl, carbonyl, acrylate, methacrylate, amine, amide, imide and urethane groups.
  • the fixing agent is chosen from the group comprising glycidyl methacrylate (MAGLY), polyethylene glycol diacrylate (PEG DA), dipropylene glycol diacrylate (DPGA), sulfopropyl potassium methacrylate (SPMK) and lauryl methacrylate or acrylate.
  • MAGLY glycidyl methacrylate
  • PEG DA polyethylene glycol diacrylate
  • DPGA dipropylene glycol diacrylate
  • SPMK sulfopropyl potassium methacrylate
  • lauryl methacrylate or acrylate acrylate
  • different fixing agents can be dissolved.
  • one or more fixing agents comprising three ionizing radiation reactive groups can be dissolved with the active composition.
  • the solution may also comprise at least one agent improving the homogeneity of the solution, for example an acrylic latex such as that marketed under the name HYCAR 26319 which improves the wetting.
  • the solution may comprise between 0.1 and 5% by weight of additives relative to the active composition.
  • the method then provides for impregnating the substrate with the prepared solution.
  • the impregnation can be performed by padding.
  • the textile substrate may be based on hydrophilic fibers so as to obtain a good wetting and thus a satisfactory rise of the solution in the textile substrate during the impregnation.
  • the calendering pressure during padding can be relatively low, in particular of the order of 1 to 2 bar, to allow a significant load with penetration and a homogeneous distribution of the solution in the textile substrate.
  • ionizing radiation is applied to the textile substrate so impregnated, by bridging reaction reactive groups, to form a network improving the attachment of the active composition on the substrate.
  • the grating is made by adjusting the power and the duration of the radiation so as to induce bridging reactions between the fixing agents and the fibers, between the bridging agents, and optionally between the bridging agents. and active substances.
  • the resulting network is particularly resistant to friction and washing or dry cleaning, which allows to maintain the antiseptic and / or virucidal function over time.
  • the ionizing radiation is an electron bombardment, which may be carried out in one or two passages, in particular in a passage on each side of the textile substrate.
  • the power of the ionizing radiation combined with the presence of the reactive groups makes it possible to fix a large quantity of active substance in the textile substrate.
  • the substrate is a textile based on hydrophilic fibers so as to promote the absorption capacity of the solution.
  • the fibers may be based on polyester, polyamide, cellulose derivatives or bamboo flax. Alternatively, a mixture of several types of fibers may be provided.
  • the textile substrate may comprise a nonwoven web.
  • the sheet may be bonded by water jet or by any other means to obtain a resistant and absorbent sheet (needling, chemical bonding with suitable binder, thermal bonding).
  • the textile substrate may also be formed of a knit or fabric
  • the functionalization of such a substrate is described below by fixing an active composition with antiseptic and / or virucidal property, said substrate further comprising a network formed by bridging of the fixing agent.
  • the substrate may comprise more than 1% by weight of active composition, in particular between 1, 5 and 3% by weight.
  • the active composition comprises a silver salt and a sol-gel organic matrix in which the silver salt is disposed to be active in time.
  • the sol-gel matrix is dissolved before impregnating the substrate with said solution.
  • the sol-gel matrix is based on alkoxysilane, in particular MEMO (3- (trimethoxysilyl) propyl methacrylate) or GLYMO ((3- Glycidopropyl) TrimethoxySilane), which allows the realization of a hybrid bridging between the fibers and the silver salt.
  • the silver salt is thus chemically bonded to the fibers in combination with the use of at least bi-functional binders to enhance fixation and protect the salt from wear and abrasion.
  • the solution may comprise from 15 to 30 g / l of sol-gel matrix and from 3 to 6 g / l of silver salt nanoparticle in colloidal form.
  • the implementation of the method also makes it possible to fix the sol-gel matrix on the substrate via the fixing agent, so as to confer protection against wear and to limit the release of the silver salt in the weather.
  • the fixing agent further comprises a surfactant group.
  • the fixing agent may be PEG600 DA (600 ethylene glycol units with an acrylate terminus on either side of the chain) which is both hydrophilic and organophilic.
  • PEG600 DA 600 ethylene glycol units with an acrylate terminus on either side of the chain
  • the fixing agent also makes it possible to improve the wettability of the substrate with the solution, and thus to optimize the amount of fixed active composition.
  • the use of surfactant groups is also desirable to improve the antifouling properties in that it limits the adhesion of dirt on the surface of the textile substrate.
  • the solution comprises between 5 and 100 g / l of PEG600 DA, in particular of the order of 30 g / l.
  • the solution may comprise from 1 to 2 g / l of wetting agent.
  • the functionalization process may comprise a step of heating the impregnated substrate, said step being provided before or after the application of the ionizing radiation.
  • this step in particular makes it possible to improve the reliability of the fixing of the active composition by combining a heat setting with fixation under ionizing radiation.
  • the heating step allows drying of the textile substrate.
  • the heating can be achieved, in particular by means of infrared lamps, at a temperature below 150 ° C.
  • the fixing agent can also create bonds with said matrix, either thermally or under ionizing radiation.
  • the functionalized textile substrate can be used to make anti-odor clothing, especially such clothing or underwear for professional use, for sportswear clothing or fashion. Moreover, it can be used to facilitate the disinfection of household cleaning tools or used in the field of industrial cleaning. It also finds application for fabrics or curtains for interior design in damp rooms, including bathrooms. Furthermore, the textile substrate is a good support for the production of masks or filter media.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Agronomy & Crop Science (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention relates to a method for functionalising a substrate with an active composition having an antiseptic and/or virucidal property, said method comprising the steps of: preparing a solution containing the active solution and an attachment agent having at least two groups reacting under ionising radiation, said solution further including a sol-gel organic matrix; impregnating the substrate with the solution; applying an ionising radiation on the impregnated substrate in order to form, by bridging reaction of the reactive groups, a network improving the attachment of the active composition to said substrate.

Description

Procédé de fonctionnalisation d'un substrat textile à propriété antiseptique et/ou virucide Process for functionalizing a textile substrate with antiseptic and / or virucidal property
L'invention concerne un procédé de fonctionnalisation d'un substrat au moyen d'une composition active à propriété antiseptique et/ou virucide, ainsi qu'un substrat textile fonctionnalisé par mise en œuvre d'un tel procédé.The invention relates to a method for functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property, and a functionalized textile substrate by implementing such a method.
Pour conférer des propriétés antiseptiques et/ou virucides à un substrat, notamment textile, il est connu de le fonctionnaliser au moyen d'une composition active à base d'au moins un sel d'argent. En effet, les sels d'argent sont connus pour leur propriété antiseptique et/ou virucide, c'est-à-dire leur capacité à détruire ou à limiter la propagation des bactéries et/ou des virus.To impart antiseptic and / or virucidal properties to a substrate, in particular a textile substrate, it is known to functionalize it by means of an active composition based on at least one silver salt. Indeed, the silver salts are known for their antiseptic and / or virucidal property, that is to say their ability to destroy or limit the propagation of bacteria and / or viruses.
Selon l'art antérieur, la fonctionnalisation des substrats textiles est réalisée par thermofixation de la composition active sur ledit substrat. Toutefois, la fixation ainsi obtenue n'est pas suffisamment fiable, notamment relativement à l'abrasion, à l'usure par frottement ou à l'oxydation, ainsi qu'aux éventuels lavages que le substrat textile a à subir.According to the prior art, the functionalization of the textile substrates is carried out by thermofixation of the active composition on said substrate. However, the fastening thus obtained is not sufficiently reliable, especially with regard to abrasion, frictional wear or oxidation, as well as any washings that the textile substrate has to undergo.
En outre, la fixation doit être réalisée à haute température, typiquement supérieure à 1800C, et pendant un laps de temps de l'ordre de la minute, ce que beaucoup de substrats textiles ne peuvent supporter sans être endommagés.In addition, the fixing must be carried out at high temperature, typically greater than 180 ° C., and for a period of time of the order of a minute, which many textile substrates can not withstand without being damaged.
Selon l'art antérieur, il se pose également le problème de la trop faible quantité de composition active qui est fixée thermiquement sur un substrat textile, notamment de l'ordre de moins de 0,5% en masse.According to the prior art, there is also the problem of the too small amount of active composition which is thermally fixed on a textile substrate, in particular of the order of less than 0.5% by weight.
En particulier, l'invention a pour but de proposer un procédé de fonctionnalisation d'un substrat qui résout les problèmes mentionnés ci-dessus, de sorte notamment à fournir un substrat textile dont la fonction antiseptique et/ou virucide est maintenue dans le temps, et ce même après plus de cinq cycles de lavage à 6O0C.In particular, the object of the invention is to propose a method for functionalizing a substrate which solves the problems mentioned above, so as in particular to provide a textile substrate whose antiseptic function and / or virucidal is maintained over time, even after more than five washing cycles at 60 ° C.
A cet effet, et selon un premier aspect, l'invention propose un procédé de fonctionnalisation d'un substrat au moyen d'une composition active à propriété antiseptique et/ou virucide, ledit procédé comprenant les étapes prévoyant de :For this purpose, and according to a first aspect, the invention proposes a method of functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property, said method comprising the steps providing for:
- préparer une solution contenant la composition active et un agent de fixation présentant au moins deux groupements réactifs sous rayonnement ionisant, ladite solution comprenant en outre une matrice organique sol-gel ;- preparing a solution containing the active composition and a fixing agent having at least two reactive groups under ionizing radiation, said solution further comprising a sol-gel organic matrix;
- imprégner le substrat avec la solution ;- impregnate the substrate with the solution;
- appliquer un rayonnement ionisant sur le substrat imprégné de sorte, par réaction de pontage des groupements réactifs, à former un réseau améliorant la fixation de la composition active sur ledit substrat.- Apply ionizing radiation on the impregnated substrate so, by bridging reaction reactive groups, to form a network improving the attachment of the active composition on said substrate.
Selon un deuxième aspect, l'invention propose un substrat textile fonctionnalisé par mise en œuvre d'un tel procédé, ledit substrat comprenant une composition active à propriété antiseptique et/ou virucide qui est fixée sur ledit substrat, et un réseau formé par pontage de l'agent de fixation.According to a second aspect, the invention proposes a functionalized textile substrate by implementing such a method, said substrate comprising an active composition with antiseptic and / or virucidal property which is fixed on said substrate, and a network formed by bridging of the fixing agent.
D'autres particularités et avantages de l'invention apparaîtront dans la description qui suit de différents modes de réalisation particuliers.Other features and advantages of the invention will appear in the following description of various particular embodiments.
L'invention concerne un procédé de fonctionnalisation d'un substrat au moyen d'une composition active à propriété antiseptique et/ou virucide. Selon une réalisation, le substrat est textile. Toutefois, d'autres substrats poreux tels que des flans en mousse, des films, des fils, des filaments, peuvent être fonctionnalisés suivant l'invention.The invention relates to a method for functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property. In one embodiment, the substrate is textile. However, other porous substrates such as foam blanks, films, threads, filaments, can be functionalized according to the invention.
Dans un exemple de réalisation, la composition active est à base d'au moins un sel métallique, notamment d'un sel d'argent et/ou d'un sel de zinc qui sont connus pour leur capacité à détruire ou à limiter la propagation des bactéries et/ou des virus. En outre, les sels métalliques peuvent conférer des propriétés antistatiques au substrat fonctionnalisé.In an exemplary embodiment, the active composition is based on at least one metal salt, especially a silver salt and / or a zinc salt which are known for their ability to destroy or limit the propagation. bacteria and / or viruses. In addition, the metal salts can impart antistatic properties to the functionalized substrate.
Pour renforcer et/ou étendre le spectre des propriétés antiseptiques et/ou virucides, la composition active peut comprendre plusieurs autres types de substances actives, en particulier des substances possédant un ou des groupements ammoniums quaternaires et/ou une substance à base de biguanides. En particulier, la combinaison d'un sel d'argent avec une substance à groupement ammonium quaternaire a été reportée comme présentant des propriétés virucides à rencontre du coronavirus responsable du SRAS (Syndrome Respiratoire Aigu Sévère). Dans des exemples de réalisation, on peut introduire dans la composition active, le trihydroxysilyl propyldimethyloctadecyl ammonium chlorure (substance Aégis de la société Devan) ou des polymères cationiques antiseptiques tels que le Vantocil IB de la société Zeneca qui est un polyhexamethylène biguanide.To reinforce and / or extend the spectrum of antiseptic and / or virucidal properties, the active composition may comprise several other types of active substances, in particular substances possessing one or more quaternary ammonium groups and / or a substance based on biguanides. In particular, the combination of a silver salt with a substance with a quaternary ammonium group has been reported to have virucidal properties against the coronavirus responsible for SARS (Severe Acute Respiratory Syndrome). In exemplary embodiments, it is possible to introduce into the active composition, trihydroxysilyl propyldimethyloctadecyl ammonium chloride (Aegis substance from Devan) or cationic antiseptic polymers such as Vantocil IB from Zeneca which is a polyhexamethylene biguanide.
Le procédé prévoit de préparer une solution contenant la composition active et un agent de fixation présentant au moins deux groupements réactifs sous rayonnement ionisant, lesdits groupements pouvant être identiques ou différents. En particulier, le solvant utilisé est de l'eau de sorte à former une solution aqueuse de composition active et d'agent de fixation. En variante, la composition active peut également comprendre au moins un substance active présentant un groupement réactif sous rayonnement ionisant.The method provides for preparing a solution containing the active composition and a fixing agent having at least two reactive groups under ionizing radiation, said groups being identical or different. In particular, the solvent used is water so as to form an aqueous solution of active composition and fixing agent. Alternatively, the active composition may also comprise at least one active substance having a reactive group under ionizing radiation.
Les groupements réactifs sous rayonnement ionisant peuvent comprendre une liaison insaturée qui, sous l'effet du rayonnement ionisant, forme un radical libre réactif. Les groupements peuvent être choisis dans le groupe comprenant les groupements hydroxyles, carboxyles, carbonyles, acrylates, méthacrylates, aminés, amides, imides, uréthanes.Reactive groups under ionizing radiation may comprise an unsaturated bond which, under the effect of ionizing radiation, forms a reactive free radical. The groups may be chosen from the group comprising hydroxyl, carboxyl, carbonyl, acrylate, methacrylate, amine, amide, imide and urethane groups.
Dans des exemples de réalisation, l'agent de fixation est choisi dans le groupe comprenant le glycidyl méthacrylate (MAGLY), les polyéthylènes glycol diacrylate (PEG DA), le dipropylène glycol diacrylate (DPGA), le sulfopropyl méthacrylate de potassium (SPMK) et le lauryl méthacrylate ou acrylate. En variante, des agents de fixation différents peuvent être mis en solution. En outre, un ou des agents de fixation comprenant trois groupements réactifs sous rayonnement ionisant peuvent être mis en solution avec la composition active.In exemplary embodiments, the fixing agent is chosen from the group comprising glycidyl methacrylate (MAGLY), polyethylene glycol diacrylate (PEG DA), dipropylene glycol diacrylate (DPGA), sulfopropyl potassium methacrylate (SPMK) and lauryl methacrylate or acrylate. Alternatively, different fixing agents can be dissolved. In addition, one or more fixing agents comprising three ionizing radiation reactive groups can be dissolved with the active composition.
La solution peut comprendre également au moins un agent améliorant l'homogénéité de la solution, par exemple un latex acrylique tel que celui commercialisé sous la dénomination HYCAR 26319 qui améliore le mouillage. Selon une réalisation, la solution peut comprendre entre 0,1 et 5 % en poids d'additifs par rapport à la composition active.The solution may also comprise at least one agent improving the homogeneity of the solution, for example an acrylic latex such as that marketed under the name HYCAR 26319 which improves the wetting. In one embodiment, the solution may comprise between 0.1 and 5% by weight of additives relative to the active composition.
Le procédé prévoit ensuite d'imprégner le substrat avec la solution préparée. L'imprégnation peut être réalisée par foulardage. Le substrat textile peut être à base de fibres hydrophiles de sorte à d'obtenir un bon mouillage et donc une montée satisfaisante de la solution dans le substrat textile lors de l'imprégnation.The method then provides for impregnating the substrate with the prepared solution. The impregnation can be performed by padding. The textile substrate may be based on hydrophilic fibers so as to obtain a good wetting and thus a satisfactory rise of the solution in the textile substrate during the impregnation.
Par ailleurs, la pression de calandrage lors du foulardage peut être relativement faible, notamment de l'ordre de 1 à 2 bars, pour permettre un emport important avec une pénétration et une répartition homogène de la solution dans le substrat textile.Furthermore, the calendering pressure during padding can be relatively low, in particular of the order of 1 to 2 bar, to allow a significant load with penetration and a homogeneous distribution of the solution in the textile substrate.
Ensuite, un rayonnement ionisant est appliqué sur le substrat textile imprégné de sorte, par réaction de pontage des groupements réactifs, à former un réseau améliorant la fixation de la composition active sur le substrat.Then, ionizing radiation is applied to the textile substrate so impregnated, by bridging reaction reactive groups, to form a network improving the attachment of the active composition on the substrate.
En particulier, le réseau est réalisé en ajustant la puissance et la durée du rayonnement de sorte à induire des réactions de pontage entre les agents de fixation et les fibres, entre les agents de pontage entre eux, ainsi qu'éventuellement ente les agents de pontage et les substances actives. Le réseau ainsi obtenu est particulièrement résistant au frottement ainsi qu'au lavage ou au nettoyage à sec, ce qui permet de maintenir dans le temps la fonction antiseptique et/ou virucide. Selon une réalisation, le rayonnement ionisant est un bombardement électronique, qui peut être réalisé en un ou deux passages, notamment en un passage de chaque coté du substrat textile. Par ailleurs, la puissance du rayonnement ionisant combinée avec la présence des groupements réactifs permet de fixer une grande quantité de substance active dans le substrat textile.In particular, the grating is made by adjusting the power and the duration of the radiation so as to induce bridging reactions between the fixing agents and the fibers, between the bridging agents, and optionally between the bridging agents. and active substances. The resulting network is particularly resistant to friction and washing or dry cleaning, which allows to maintain the antiseptic and / or virucidal function over time. According to one embodiment, the ionizing radiation is an electron bombardment, which may be carried out in one or two passages, in particular in a passage on each side of the textile substrate. Moreover, the power of the ionizing radiation combined with the presence of the reactive groups makes it possible to fix a large quantity of active substance in the textile substrate.
Dans un exemple de réalisation, le substrat est un textile à base de fibres hydrophiles de sorte à favoriser la capacité d'absorption de la solution. En particulier, les fibres peuvent être à base de polyester, de polyamide, de dérivés cellulosiques, de lin de bambou. En variante, on peut prévoir un mélange de plusieurs types de fibres.In an exemplary embodiment, the substrate is a textile based on hydrophilic fibers so as to promote the absorption capacity of the solution. In particular, the fibers may be based on polyester, polyamide, cellulose derivatives or bamboo flax. Alternatively, a mixture of several types of fibers may be provided.
Le substrat textile peut comprendre une nappe de non-tissé. La nappe peut être liée par jet d'eau ou par tout autre moyen permettant d'obtenir une nappe résistante et absorbante (aiguilletage, liage chimique avec liant adapté, liage thermique). Toutefois, en fonction de l'application envisagée, le substrat textile peut également être formé d'un tricot ou d'un tissuThe textile substrate may comprise a nonwoven web. The sheet may be bonded by water jet or by any other means to obtain a resistant and absorbent sheet (needling, chemical bonding with suitable binder, thermal bonding). However, depending on the intended application, the textile substrate may also be formed of a knit or fabric
On décrit ci-dessous la fonctionnalisation d'un tel substrat par fixation d'une composition active à propriété antiseptique et/ou virucide, ledit substrat comprenant en outre un réseau formé par pontage de l'agent de fixation. En particulier, le substrat peut comprendre plus de 1% en poids de composition active, notamment entre 1 ,5 et 3% en poids.The functionalization of such a substrate is described below by fixing an active composition with antiseptic and / or virucidal property, said substrate further comprising a network formed by bridging of the fixing agent. In particular, the substrate may comprise more than 1% by weight of active composition, in particular between 1, 5 and 3% by weight.
Dans cet exemple, la composition active comprend un sel d'argent et une matrice organique sol-gel dans laquelle le sel d'argent est disposé pour être actif dans le temps. Pour ce faire, la matrice sol-gel est mise en solution avant l'imprégnation du substrat avec ladite solution.In this example, the active composition comprises a silver salt and a sol-gel organic matrix in which the silver salt is disposed to be active in time. To do this, the sol-gel matrix is dissolved before impregnating the substrate with said solution.
Dans un mode de réalisation, la matrice sol-gel est à base d'alcoxysilane, notamment le MEMO (3-(Trimethoxsilyl)propyl méthacrylate) ou le GLYMO ((3- Glycidopropyl)TrimethoxySilane), qui permet la réalisation d'un pontage hybride entre les fibres et le sel d'argent. On associe ainsi par une liaison chimique le sel d'argent aux fibres, et ce en combinaison avec l'utilisation des agents de fixation au moins bi fonctionnels pour renforcer la fixation et protéger le sel de l'usure et de l'abrasion. A titre d'exemple, la solution peut comprendre de 15 à 30 g/l de matrice sol-gel et de 3 à 6 g/l de nanoparticule de sel d'argent sous forme colloïdale.In one embodiment, the sol-gel matrix is based on alkoxysilane, in particular MEMO (3- (trimethoxysilyl) propyl methacrylate) or GLYMO ((3- Glycidopropyl) TrimethoxySilane), which allows the realization of a hybrid bridging between the fibers and the silver salt. The silver salt is thus chemically bonded to the fibers in combination with the use of at least bi-functional binders to enhance fixation and protect the salt from wear and abrasion. By way of example, the solution may comprise from 15 to 30 g / l of sol-gel matrix and from 3 to 6 g / l of silver salt nanoparticle in colloidal form.
La mise en œuvre du procédé permet également de fixer la matrice sol-gel sur le substrat par l'intermédiaire de l'agent de fixation, de sorte à conférer une protection contre l'usure et à limiter la libération du sel d'argent dans le temps.The implementation of the method also makes it possible to fix the sol-gel matrix on the substrate via the fixing agent, so as to confer protection against wear and to limit the release of the silver salt in the weather.
L'agent de fixation comprend en outre un groupement tensioactif. En particulier l'agent de fixation peut être le PEG600 DA (600 motifs éthylène glycol avec une terminaison acrylate de par et d'autre de la chaîne) qui est à la fois hydrophile et organophile. Ainsi, l'agent de fixation permet en outre d'améliorer la mouillabilité du substrat avec la solution, et donc d'optimiser la quantité de composition active fixée. L'utilisation de groupements tensioactifs est également souhaitable pour améliorer les propriétés d'antisalissure (antifouling en anglais) en ce qu'il limite l'accrochage des salissures sur la surface du substrat textile.The fixing agent further comprises a surfactant group. In particular, the fixing agent may be PEG600 DA (600 ethylene glycol units with an acrylate terminus on either side of the chain) which is both hydrophilic and organophilic. Thus, the fixing agent also makes it possible to improve the wettability of the substrate with the solution, and thus to optimize the amount of fixed active composition. The use of surfactant groups is also desirable to improve the antifouling properties in that it limits the adhesion of dirt on the surface of the textile substrate.
Dans un exemple de réalisation, la solution comprend entre 5 et 100 g/l de PEG600 DA, notamment de l'ordre de 30 g/l. En outre, la solution peut comprendre de 1 à 2 g/l d'agent mouillant.In an exemplary embodiment, the solution comprises between 5 and 100 g / l of PEG600 DA, in particular of the order of 30 g / l. In addition, the solution may comprise from 1 to 2 g / l of wetting agent.
Le procédé de fonctionnalisation peut comprendre une étape de chauffage du substrat imprégné, ladite étape étant prévue avant ou après l'application du rayonnement ionisant. Dans le cas où la fixation de la composition active sur le substrat est activable thermiquement, cette étape permet en particulier d'améliorer la fiabilité de la fixation de la composition active en combinant une thermofixation à la fixation sous rayonnement ionisant. En outre, l'étape de chauffage permet un séchage du substrat textile. Le chauffage peut être réalisé, notamment au moyen de lampes infrarouges, à une température inférieure à 1500C. Ainsi, les contraintes de tenue en température du substrat sont éliminées, et ce en améliorant la fiabilité de la fixation de la composition active. En outre, dans le cas de l'utilisation d'une matrice sol-gel, l'agent de fixation peut également créer des liaisons avec ladite matrice, soit thermiquement soit sous rayonnement ionisant.The functionalization process may comprise a step of heating the impregnated substrate, said step being provided before or after the application of the ionizing radiation. In the case where the fixing of the active composition on the substrate is thermally activatable, this step in particular makes it possible to improve the reliability of the fixing of the active composition by combining a heat setting with fixation under ionizing radiation. In addition, the heating step allows drying of the textile substrate. The heating can be achieved, in particular by means of infrared lamps, at a temperature below 150 ° C. Thus, the temperature resistance stresses of the substrate are eliminated, and this by improving the reliability of the fixing of the active composition. In addition, in the case of using a sol-gel matrix, the fixing agent can also create bonds with said matrix, either thermally or under ionizing radiation.
Le substrat textile ainsi fonctionnalisé peut être utilisé pour confectionner des vêtements anti-odeurs, notamment de tels vêtements ou sous-vêtements à usage professionnel, pour l'habillement sportwear ou de mode. Par ailleurs, il peut être utilisé pour faciliter la désinfection d'outils d'entretien ménager ou utilisé dans le domaine du nettoyage industriel. Il trouve également son application pour des tissus ou des rideaux d'aménagement d'intérieur dans des pièces humides, les salles de bains notamment. Par ailleurs, le substrat textile constitue un bon support pour la réalisation de masques ou de média filtrant. The functionalized textile substrate can be used to make anti-odor clothing, especially such clothing or underwear for professional use, for sportswear clothing or fashion. Moreover, it can be used to facilitate the disinfection of household cleaning tools or used in the field of industrial cleaning. It also finds application for fabrics or curtains for interior design in damp rooms, including bathrooms. Furthermore, the textile substrate is a good support for the production of masks or filter media.

Claims

REVENDICATIONS
1. Procédé de fonctionnalisation d'un substrat au moyen d'une composition active à propriété antiseptique et/ou virucide, ledit procédé comprenant les étapes prévoyant de :A method of functionalizing a substrate by means of an active composition with antiseptic and / or virucidal property, said method comprising the steps of:
- préparer une solution contenant la composition active et un agent de fixation présentant au moins deux groupements réactifs sous rayonnement ionisant, ladite solution comprenant en outre une matrice organique sol-gel ; - imprégner le substrat avec la solution ;- preparing a solution containing the active composition and a fixing agent having at least two reactive groups under ionizing radiation, said solution further comprising a sol-gel organic matrix; - impregnate the substrate with the solution;
- appliquer un rayonnement ionisant sur le substrat imprégné de sorte, par réaction de pontage des groupements réactifs, à former un réseau améliorant la fixation de la composition active sur ledit substrat.- Apply ionizing radiation on the impregnated substrate so, by bridging reaction reactive groups, to form a network improving the attachment of the active composition on said substrate.
2. Procédé de fonctionnalisation selon la revendication 1 , dans lequel la matrice organique sol-gel est à base d'alcoxysilane.2. Method of functionalization according to claim 1, wherein the organic sol-gel matrix is based on alkoxysilane.
3. Procédé de fonctionnalisation selon la revendication 2, dans lequel la composition active est à base d'au moins un sel métallique, notamment d'un sel d'argent et/ou d'un sel de zinc.3. Functionalization method according to claim 2, wherein the active composition is based on at least one metal salt, especially a silver salt and / or a zinc salt.
4. Procédé de fonctionnalisation selon la revendication 3, dans lequel la composition active comprend en outre une substance possédant un groupement ammonium quaternaire et/ou une substance à base de biguanides.The method of functionalization according to claim 3, wherein the active composition further comprises a substance having a quaternary ammonium group and / or a biguanide substance.
5. Procédé de fonctionnalisation selon l'une quelconque des revendications 1 à 4, dans lequel les groupements réactifs sous rayonnement ionisant sont choisis dans le groupe comprenant les groupements hydroxyles, carboxyles, carbonyles, acrylates, méthacrylates, aminés, amides, imides, uréthanes.5. Functionalization method according to any one of claims 1 to 4, wherein the reactive groups under ionizing radiation are selected from the group consisting of hydroxyl groups, carboxyl, carbonyl, acrylates, methacrylates, amines, amides, imides, urethanes.
6. Procédé de fonctionnalisation selon la revendication 5, dans lequel l'agent de fixation est choisi dans le groupe comprenant le glycidyl méthacrylate (MAGLY), les polyéthylènes glycol diacrylate (PEG DA), le dipropylène glycol diacrylate (DPGA), le sulfopropyl méthacrylate de potassium (SPMK) et le lauryl méthacrylate ou acrylate.6. The method of functionalization according to claim 5, wherein the fixing agent is selected from the group comprising glycidyl methacrylate (MAGLY), polyethylene glycol diacrylate (PEG DA), dipropylene glycol diacrylate (DPGA), potassium sulfopropyl methacrylate (SPMK) and lauryl methacrylate or acrylate.
7. Procédé de fonctionnalisation selon l'une quelconque des revendications 1 à 6, dans lequel l'agent de fixation comprend en outre un groupement tensioactif.7. The method of functionalization according to any one of claims 1 to 6, wherein the fixing agent further comprises a surfactant group.
8. Procédé de fonctionnalisation selon la revendication 7, dans lequel l'agent de fixation est le PEG600 DA.8. Functionalization method according to claim 7, wherein the fixing agent is PEG600 DA.
9. Procédé de fonctionnalisation selon l'une quelconque des revendications 1 à9. Method of functionalization according to any one of claims 1 to
8, dans lequel l'imprégnation est réalisée par foulardage.8, in which the impregnation is carried out by padding.
10. Procédé de fonctionnalisation selon l'une quelconque des revendications 1 à10. Method of functionalization according to any one of claims 1 to
9, ledit procédé prévoyant une étape de chauffage du substrat imprégné, ladite étape étant prévue avant ou après l'application du rayonnement ionisant.9, said method providing a step of heating the impregnated substrate, said step being provided before or after the application of the ionizing radiation.
11. Procédé de fonctionnalisation selon la revendication 10, dans lequel l'étape de chauffage est réalisée à une température inférieure à 1500C.11. Functionalization method according to claim 10, wherein the heating step is carried out at a temperature below 150 ° C.
12. Procédé de fonctionnalisation selon l'une quelconque des revendications 1 à 11 , dans lequel le rayonnement ionisant est un bombardement électronique.12. The method of functionalization according to any one of claims 1 to 11, wherein the ionizing radiation is an electron bombardment.
13. Substrat textile fonctionnalisé par mise en œuvre d'un procédé selon l'une quelconque des revendications 1 à 12, ledit substrat comprenant une composition active à propriété antiseptique et/ou virucide qui est fixée sur ledit substrat, et un réseau formé par pontage de l'agent de fixation.13. Textile substrate functionalized by implementing a method according to any one of claims 1 to 12, said substrate comprising an active composition with antiseptic and / or virucidal property which is fixed on said substrate, and a network formed by bridging. of the fixing agent.
14. Substrat textile selon la revendication 13, caractérisé en ce qu'il comprend plus de 1 % en poids de composition active. 14. Textile substrate according to claim 13, characterized in that it comprises more than 1% by weight of active composition.
PCT/FR2008/000722 2007-05-29 2008-05-27 Method for functionalising a textile substrate with antiseptic and/or virucidal property WO2009004158A2 (en)

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FR0703799 2007-05-29
FR0703799A FR2916640A1 (en) 2007-05-29 2007-05-29 Functionalizing substrate, useful e.g. to produce anti-odor clothes, comprises preparing solution comprising active composition and fixing agent, impregnating substrate with solution, and applying ionizing radiation on impregnated substrate

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4615937A (en) * 1985-09-05 1986-10-07 The James River Corporation Antimicrobially active, non-woven web used in a wet wiper
US6162533A (en) * 1997-08-27 2000-12-19 Lintec Corporation Hard coat sheet containing an antibacterial agent
WO2003056924A1 (en) * 2001-12-21 2003-07-17 Milliken & Company Antimicrobial sol-gel films comprising specific metal-containing antimicrobial agents

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4615937A (en) * 1985-09-05 1986-10-07 The James River Corporation Antimicrobially active, non-woven web used in a wet wiper
US4615937B1 (en) * 1985-09-05 1990-06-05 James River Corp
US6162533A (en) * 1997-08-27 2000-12-19 Lintec Corporation Hard coat sheet containing an antibacterial agent
WO2003056924A1 (en) * 2001-12-21 2003-07-17 Milliken & Company Antimicrobial sol-gel films comprising specific metal-containing antimicrobial agents

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