Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
  • D06M13/192—Polycarboxylic acids; Anhydrides, halides or salts thereof
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/005—Compositions containing perfumes; Compositions containing deodorants
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
  • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
  • D06M13/207—Substituted carboxylic acids, e.g. by hydroxy or keto groups; Anhydrides, halides or salts thereof
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/50—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms
  • D06M13/51—Compounds with at least one carbon-metal or carbon-boron, carbon-silicon, carbon-selenium, or carbon-tellurium bond
  • D06M13/513—Compounds with at least one carbon-metal or carbon-boron, carbon-silicon, carbon-selenium, or carbon-tellurium bond with at least one carbon-silicon bond
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
  • D06M2101/16—Synthetic fibres, other than mineral fibres
  • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M2101/32—Polyesters

Definitions

• the present invention relates to the technical field of processes for treating substrates in order to improve their behavior with respect to unpleasant odors, in particular in order to confer and / or improve the absorption properties of smelly molecules of said substrates, such as than textile elements.
• All the substrates such as textile materials or foams, do not react in the same way with regard to bad odors, in particular those produced by the body of the carrier of said substrates, such as those resulting from the degradation of the sweat by the bacteria present on the surface of the skin.
• Natural materials such as cotton, "feel little perspiration" compared to synthetic materials, such as polyester. Synthetic wearers generally complain that the unpleasant odors of a textile, especially when playing a sport or just after it, appear more quickly when wearing a synthetic garment compared to a garment made of natural material. or even regenerated or artificial, such as for example viscose.
• the bad odors supported by a substrate result from the degradation of the sweat absorbed by the bacteria present on the surface of the skin.
• a technical solution to fight against bad odors consists in treating the substrate so as to give it anti-bacterial properties in order to destroy the bacteria involved in the process of degradation of sweat. These treatments are generally carried out based on a composition comprising trichlosan, chitosan, copper, silver or quaternary ammonium.
• US 2009/0206296 A1 relates to the application to a textile of a composition comprising an organosilane to reduce the tendency of said textile to emit unpleasant odors by preventing, or even decreasing, the adhesion to the textile of the molecules, and therefore bacteria.
• This composition further comprises an alcohol as a solvent and an acid catalyst.
• this document seeks to reduce the number of hydrogen functions on the surface of textiles, which are according to the inventors responsible for the bonds that the textile element forms with external molecules such as stains or bacteria capable of generating bad smells. Textiles thus treated prevent the adhesion and deposition of molecules through the reduction or elimination of potential hydrogen bonds on the surface of the textile.
• WO 2007/099144 relates to a method of treating a textile to impart antimicrobial properties.
• the composition comprises in all cases at least one cationic surfactant, such as a quaternary ammonium, and a glycol ether.
• the composition may also comprise epoxy or amino alkoxy silanes cited among numerous components in a first exhaustive list and a polycarboxylic acid cited in a second exhaustive list, but none of these compounds is used in combination in the exemplary embodiments.
• the preferred acids are hydrochloric acid or acetic acid.
• the quaternary ammoniums used are well known for imparting bactericidal properties to a textile.
• the aforementioned documents therefore seek to develop a bactericidal treatment to limit the generation of bad odors by reducing the number of bacteria on the skin.
• FR 2.984.343 B1 discloses a method of manufacturing by sol-gel a functional coating for textile support.
• the composition used comprises a first sol-gel precursor in combination with a second sol-gel precursor carrying a functional group and / or in combination with functional particles.
• the mass ratio of the silanes on the succinic acid is of the order of 3.29, the mass of carboxylic acid being significantly lower than the mass of organosilanes.
• the properties required for the coating are hydrophobicity, wrinkle-proofing or even resistance to abrasion. Odor management is not one of the properties sought for textile support.
• the composition thus comprises tetraethoxyorthosilicate (TEOS) in combination with sodium hypophosphite and a polycarboxylic acid.
• TEOS tetraethoxyorthosilicate
• the hydrophobicity properties attributed to a substrate limit to a certain extent the adhesion of bacteria, especially when they are carried by water, for example sweat, and therefore their proliferation on the textile itself. But this property has no effect on the generation of odors, for example when they are derived from sweat and produced in the skin.
• the modification of the water absorption properties, and therefore sweat, of a substrate can also generate an uncomfortable substrate, particularly for the practice of a sport, since it does not absorb sweat and thus leaves sweat in contact with the skin, an environment conducive to the proliferation of bacteria and therefore odor generation.
• the present invention aims at providing a substrate, in particular a synthetic substrate, in particular based on polyester, capable of significantly absorbing the malodorous molecules, in particular emitted by the body, in particular produced when the sweat is degraded by the bacteria, which it be worn close to the body or not.
• the present invention also seeks to provide a substrate, particularly synthetic, absorbing odors throughout its life, that is to say, even after undergoing multiple washes.
• the present invention also provides a method of treating an improved substrate, simple to implement and inexpensive.
• the subject of the present invention is thus, according to a first aspect, a process for treating a substrate with a view to improving its absorption properties of smelly molecules, in particular related to sweat, comprising the following steps:
• aqueous composition comprising at least one organosilane A having at least two hydrolyzable alkoxy groups and at least one major polycarboxylic acid B comprising at least four carboxyl groups -COOH, or its corresponding anhydride; the ratio of the mass of said at least one organosilane A on the mass of said at least one main polycarboxylic acid B, or its corresponding anhydride, is between 0.8 and 1.2;
• a composition as defined above allows a synergy of means for conferring on said substrate, for example a textile element, gas absorption properties, in particular considered as malodorous, which are significant, that is to say perceptible olfactory by the carrier of said substrate, for example a textile element.
• the substrate is coated, in whole or in part, with a polymer coating resulting from the polymerization reaction between organosilane A and polycarboxylic acid B or its corresponding anhydride.
• the aqueous composition according to the invention makes it possible to confer on the substrate odor absorption properties without modifying its water management properties.
• the method according to the invention thus does not advantageously form a hydrophobic coating according to the treated surface of the substrate. Close or even equivalent mass proportions between said at least one organosilane A and said at least one main acid B or its corresponding anhydride thus make it possible to functionalize the substrate with respect to odors without modifying its absorption properties. water.
• the mass of said at least one organosilane A mentioned above corresponds to the mass of one or more organosilane (s) A according to the invention.
• the abovementioned mass of said at least one main polycarboxylic acid B, or its corresponding anhydride corresponds to the mass of one or more main polycarboxylic acid (s) B, or its corresponding anhydride (s). (s) according to the invention.
• the ratio of the mass of said at least one main polycarboxylic acid B, or its corresponding anhydride, to the mass of the compounds present in the aqueous composition with the exception of water is greater than or equal to 20%, more than preferably greater than or equal to 30%, more particularly greater than or equal to 40%.
• the ratio of the mass of said at least one organosilane A to the mass of the compounds present in the aqueous composition with the exception of water is greater than or equal to 20%, more preferably greater than or equal to 30%, more particularly greater than or equal to 40%.
• the term "substrate” is intended to mean any medium capable of absorbing bad odors, in particular intended to absorb bad odors resulting directly or indirectly from sweat.
• said substrate may be a layer in one or more alveolar material (s), for example one or more foam layers, or a textile element, or mixtures thereof.
• the term "textile element” means a multifilament yarn, a spun yarn, a monofilament yarn, a textile article, such as a fabric, a knit, a nonwoven, or their blends. .
• Said substrate can form all or part of a sole, a backpack, a blanket for animals, a clothing article, such as a long-sleeved T-shirt or short, short, a pants, a jacket, a cap, a hat, a sock, an undergarment, a bath or beach towel.
• a clothing article such as a long-sleeved T-shirt or short, short, a pants, a jacket, a cap, a hat, a sock, an undergarment, a bath or beach towel.
• said textile article may be all or part of a sockliner or a pad placed in the rear part of a backpack and intended to come into contact with the back of the user when the bag back is worn.
• said substrate in particular said cellular material (s) or said textile element, in particular the spun yarn, the multifilament yarn, the monofilament yarn, and the fibers forming part of the nonwoven composition, is are in synthetic material (s), that is to say obtained from chemical compounds derived from hydrocarbons or starch, in particular hydrocarbons.
• said substrate in particular said cellular material (s) or said textile element, in particular the spun yarn, the multifilament yarn, the monofilament yarn, and the fibers forming part of the nonwoven composition, is are independently selected from the list comprising synthetic, artificial and natural materials and mixtures thereof, in particular in the list comprising: polyethylene terephthalate, polypropylene, polyethylene, polyamide 6,6, polyamide 6, polyamide 12, polyamide 4-6, polyacrylonitrile, polyacrylic, elastane, polyurethane, polytrimethyleneterephthalate (PTT), polybutyleneterephthalate (PBT), or mixtures thereof, as synthetic materials forming the sub- list I; wool, silk, cotton, or mixtures thereof, as natural materials forming sublist II; viscose, modal, lyocell, cupro (artificial silk) and tencel, or mixtures thereof, as artificial materials forming sub-list III, still preferably in sublist I and / or sub-list List III, more particularly in
• composition according to the invention can thus be applied to the textile element in the state of yarn or in the state of a textile article such as a fabric or a knit, for example.
• the substrate according to the invention may be subjected to a treatment intended to confer on it a capacity of absorption of water or of an aqueous medium (for example sweat), designated in the state of the art by hydrophilic treatment.
• This type of hydrophilic treatment is well known to those skilled in the art (application by the aqueous route of a hydrophilic polymer or treatment plasma for example).
• the process according to the invention does not modify the absorption properties of water or of an aqueous medium of a hydrophilic treated substrate.
• absorption / absorption is understood to mean any phenomenon that makes it possible to retain the target molecule considered smelly within the coating (absorption) and / or on the surface of said coating (adsorption).
• the nature of the interactions between the target molecules and the polymer coating formed is not precisely known. It can be any chemical or physical bond. Without wishing to be bound by a particular theory, it appears that van der waals interactions and / or hydrogen interactions and / or electrostatic interactions take place; it would be in particular van der waals interactions.
• the malodorous target molecules are preferably selected from the list comprising: propanoic acid, benzothiazole, acetic acid, methyl disulfide, valeric acid, trimethylamine, pyrazine, dodecanoic acid, acid octanoic acid, toluene, 1,3-octenol, ethanol, diacetyl, isopropyl alcohol, 2-methyl hexadodecanol, 1-eicosene, 2-phenoxyethanol, ethyl acetamide, acid nonanoic acid, aniline, benzene, 1-hexadecanol, decane, ethylene glycol, ethyl methacrylate, octane, ammonia, 2-nonenal, and dimethyl succinate, preferably it is acetic acid and ammonia.
• the pH of the aqueous composition is acidic, that is to say less than or equal to 6, more preferably less than or equal to 4, more particularly less than or equal to 3, in particular greater than or equal to 1.
• the heating temperature in step (iii) is greater than or equal to 140 ° C, more preferably greater than or equal to 150 ° C, particularly greater than or equal to 160 ° C.
• the heating temperature in step (iii) is less than or equal to 210 ° C, more preferably less than or equal to 200 ° C, particularly less than or equal to 190 ° C, more particularly less than or equal to 180 ° C vs.
• the heating time in step (iii) is greater than or equal to 15 seconds, more preferably greater than or equal to 30 seconds, in particular greater than or equal to 1 minute, particularly greater than or equal to 5 minutes.
• the heating time in step (iii) is less than or equal to 60 minutes, preferably less than or equal to 15 minutes, particularly less than or equal to 10 minutes.
• the stirring time in step (i) is greater than or equal to 5 minutes, more preferably greater than or equal to 10 minutes, particularly greater than or equal to 15 minutes, more particularly greater than or equal to 30 minutes, especially less than or equal to 120 minutes.
• the composition is not heated in step (i).
• step (i) is carried out at ambient temperature, in particular at a temperature greater than or equal to 15 ° C. and less than or equal to 35 ° C.
• the ambient temperature may be of the order of 35 ° C-40 ° C.
• the aqueous composition is applied to said substrate, for example to said textile element, by padding or by a full bath impregnation, followed by squeezing to remove the overflow of aqueous composition carried by the textile element.
• said substrate undergoes a first pass during which the aqueous composition is applied thereto and said substrate comprising said aqueous composition is expressed, preferably the substrate undergoes a second pass, preferably similar to the first pass. .
• the number of passes depends on the concentration of organosilane A and acid B in the composition. Only one pass can be sufficient.
• the squeezing pressure applied to said substrate, for example to the textile element is between 0.5 bar and 6 bar, preferably between 1 bar and 6 bar, in particular between 2 bar and 5 bar.
• the substrate, for example the textile element travels during said first pass at a speed greater than or equal to 0.5 meters / minute, more preferably greater than or equal to 1 meter / minute.
• the speed of travel of the substrate is greater than or equal to 10 meters / minute, preferably between 15 meters / minute and 20 meters / minute.
• the substrate undergoes at least one washing after step (iii) of heating, preferably with the aid of running or demineralized water, optionally adjuvanted with a detergent for at least 5 minutes, preferably for at least 15 minutes.
• the washing can be carried out with cold water or with a water whose temperature is greater than or equal to 30 ° C, particularly less than or equal to 90 ° C, more particularly less than or equal to 60 ° C.
• the washing (s) is / are preferably carried out in a washing machine. The washing can thus be carried out by the user.
• the corresponding anhydride of the polycarboxylic acid B comprises at least four -COO-CO groups.
• the aqueous composition may optionally comprise at least one other carboxylic acid, that is to say comprising at least one carboxyl group -COOH, or its corresponding anhydride, that is to say comprising at least one -COO-CO function. , in particular chosen from the list comprising: formic acid, citric acid, succinic acid, acetic acid or their corresponding anhydrides or mixtures thereof.
• the present invention may also be adjuvanted with an acid, other than a carboxylic acid or its corresponding anhydride, for example hydrochloric acid or sulfuric acid, in order to adjust the acidic pH of the aqueous composition.
• the aqueous composition comprises for carboxylic acids or their corresponding anhydrides only polycarboxylic acids having at least four carboxyl groups -COOH, and / or their corresponding anhydrides having at least four groups - COO-CO, in particular having at most ten -COOH groups and / or -COO-CO, more particularly having at most six -COOH groups and / or -COO-CO.
• the organosilane A comprises at least one hydrolyzable group which is thus hydrolyzed since the organosilane A is in an aqueous medium.
• hydrolysable group means any group capable of separating from the silica atom under the effect of the decomposition of water generating H 3 0 + and OH " ions, in particular under the effect of H 3 0 + ions in the context of the present invention since the pH of the aqueous binder composition is less than or equal to 6.
• the organosilane A hydrolysed in the aqueous composition forms an equivalent silanol and an alcohol during the first hydrolysis reaction.
• the organosilane is chosen from an organodialkoxysilane or an organotrialkoxysilane, more preferably from an epoxy dialkoxysilane or an epoxytrialkoxysilane or a vinyldialkoxysilane or a vinyltrialcalcoxyoxysilane or an aminodialkoxysilane or an aminotrialkoxysilane, more preferably from an epoxy dialkoxysilane or an epoxytrialkoxysilane.
• the organosilane A has the following formula (I) [R4- (SiRiR 2 R3)] n in which n is an integer with 1 ⁇ n ⁇ 100, R 4 is a non-hydrolysable group and at least one group of R lf R 2 and R 3 is a hydrolyzable group; preferably, 1 ⁇ n ⁇ 75, still preferably 2 ⁇ n ⁇ 50, 2 ⁇ n ⁇ 40, in particular 2 ⁇ n ⁇ 25, in particular 2 ⁇ n ⁇ 15.
• the organosilane is an oligomer.
• n is 1, the organosilane is a monomer.
• n is 1.
• R 1, R 2 , and R 3 is, as the hydrolyzable group, a hydroxyl group (-OH), a C 1 -C 10 alkoxy group, a C 3 -C 10 cycloalkyloxy group, an aryloxy group C5-C10 or a C1-C5 acyloxy group, preferably a C1-C10 alkoxy group and / or a hydroxyl group (-OH), more preferably a C1-C10 alkoxy group.
• a hydroxyl group (-OH) a C 1 -C 10 alkoxy group
• C 3 -C 10 cycloalkyloxy group an aryloxy group C5-C10 or a C1-C5 acyloxy group, preferably a C1-C10 alkoxy group and / or a hydroxyl group (-OH), more preferably a C1-C10 alkoxy group.
• alkyl groups whether for the hydrolysable group or the non-hydrolyzable group, are saturated, linear or branched, in C 1 -C 20, still preferably in C 1 -C 15, and more preferably in C 1 -C 10 and cycloalkyl groups are saturated, and preferably C3-C6.
• a group is Cn-Cp (also described as Cn-Cp), it means that it has n to p carbon atoms, n and p being integers.
• the monovalent epoxy groups are, for example, the glycidoxy group, -O-CH 2 -C 2 H 3 O or the group R 1 C 2 H 3 O (or R 1 -oxirane) in which R 1 is a linear or branched alkyl chain, saturated or unsaturated, a cycloalkyl , an alkenyl, an aryl, an ether, a polyether.
• R 1 is a linear or branched alkyl chain, saturated or unsaturated, a cycloalkyl , an alkenyl, an aryl, an ether, a polyether.
• the above-mentioned alkyl chains are preferably C 1 to C 10
• the abovementioned cycloalkyls are preferably C 3 to C 10, and more preferably C 3 to C 6.
• the divalent epoxide groups are for example the following groups (-) C (-O-) CRiRiii and
• the trivalent epoxy groups are for example the following groups - (-) C (-O-) CR M
• the tetravalent epoxy groups are for example the following groups - (-) C (- 0-) C (-)
• R û and R iV1 are independently of one another a structure selected from those listed above for R 1.
• alkoxy group means any group of formula Ra-O in which Ra represents a linear or branched saturated alkyl group, optionally comprising an -OH, preferably a C 1 -C 10, preferably C1 to C6, more preferably C1 to C4, such as, for example, methoxy, ethoxy, isopropoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, sec-butoxy, tert-butoxy, n -pentoxy, and n-hexyloxy.
• cycloalkyloxy group means any group of formula Rb-O in which Rb represents a cycloalkyl group, preferably a C3-C10 group, such as cyclopropyloxy and cyclohexyloxy groups.
• cycloalkyl group means any cyclic alkyl group, preferably C 3 to C 10, for example the cyclohexyl or cyclopropyl group.
• aryloxy group means any group of formula Rc-O in which Rc represents an aryl group, preferably a C5 to C10 group, such as, for example, the phenoxy group.
• aryl group means one or more aromatic rings preferably having 5 to 10 carbon atoms, which can be contiguous or fused.
• the aryl groups may be monocyclic or bicyclic groups, preferably it is phenyl.
• acyloxy group means any group of formula Rd-CO-O in which Rd represents a linear or branched, preferably C 1 to C 4, saturated alkyl group, such as, for example, acetoxy groups. and propionyloxy.
• alkoxy groups in particular the methoxy, ethoxy and isopropoxy groups are the preferred hydrolyzable groups, more preferably the methoxy or ethoxy group, particularly the methoxy group.
• primary amine means any group of formula R e NH 2 , secondary amine any group of formula R e R f NH, tertiary amine any group of formula R e R f R g N, in which R e , R f and R g are saturated or unsaturated alkyl groups, linear or branched, preferably C 1 to C 20, or even more preferably C 1 to C 10, and even more preferably C 1 to C 4.
• R 1 and / or R 2 and / or R 3 preferably R 1 and R 2 , R 2 and R 3 or R 1 and R 3 , more preferably R 1, R 2 and R 3 , represent an alkoxy group, a cycloalkoxy group, an aryloxy group or an acyloxy group, a hydroxyl group (-OH), preferably an alkoxy group.
• R 1 and R 2 , R 2 and R 3 or R 1 and R 3 are alkoxy groups, and R 1 or R 2 or R 3 is a hydroxyl group (-OH).
• R 4 is an alkyl group substituted with an epoxy group, preferably glycidoxy, of formula XY- attached to the silica atom, in which X is a glycidoxy group, -O-CH 2 -C 2 H 3 0; or oxirane; and Y is a group selected from: - (CH 2 ) n-, with 1 n n 12 12, still preferably with 1 n n 6 6.
• the alkoxy group is chosen from the following groups: methoxy, ethoxy, propoxy, isopropoxy, isobutoxy, acetoxy, methoxyethoxy, monovalent alkoxy groups derived from diols comprising an alcohol and an alkoxy selected from -O-CH 2 CH 2 - OH, as ethylene glycol; propylene glycol; neopentyl glycol; 1,3-propanediol; 2-methyl-1,3-propanediol; 1,3-butanediol; 2-methyl-2,4-pentanediol; 1,4-butanediol; cyclohexane dimethanol; picanol, preferably from methoxy groups; ethoxy; propoxy and isopropoxy.
• the organosilane oligomer A is chosen from a list comprising: gamma-glycidoxypropyltrimethoxysilane; gamma-glycidoxypropyltriethoxysilane; gamma-glycidoxypropyl methyldimethoxysilane; gamma-glycidoxypropylmethyldiethoxysilane; vinyltriethoxysilane, vinyltriethoxysilane, dimethyldimethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, isobutyltriethoxysilane, methyltrimethoxysilane, preferably in the list comprising: gamma-glycidoxypropyltrimethoxysilane; gamma-glycidoxypropyltriethoxysilane; gamma-glycidoxypropylmethyldimethoxysilane; gamm
• the organosilane A comprises at least three alkoxy groups.
• the organosilane is an epoxyorganosilane.
• the main polycarboxylic acid B is 1,2,3,4 butanetetracarboxylic acid, or its corresponding anhydride.
• the aqueous composition comprises, relative to the total mass of its dry mass, at least 20% by weight, preferably at least 30% by weight, more preferably at least 40% by weight, more particularly at least 45% by weight, of said at least one organosilane A.
• the dry mass of the aqueous composition means the residual dry mass once the volatile compound (s) have been evaporated, in particular having a boiling point less than or equal to 100 ° C at atmospheric pressure. These include water.
• the residual dry mass corresponds to the mass (g) of the aqueous composition to which the body of water it contains (g) has been subtracted.
• Said at least one organosilane A according to the invention although generally liquid at ambient temperature and at atmospheric pressure, is considered according to the invention as a dry compound, since it is not an aqueous or volatile compound, that is, evaporating at a temperature less than or equal to 100 ° C at atmospheric pressure.
• the mass of said at least one organosilane A corresponding to the mass of one or more organosilane (s) A according to the invention.
• the aqueous composition comprises, relative to the total mass of its dry mass, at least 20%, preferably at least 30% by weight, more preferably at least 40% by weight, more particularly at least 45% by weight. by mass, of said at least one main carboxylic acid B or its corresponding anhydride.
• the mass of said at least one main carboxylic acid B, or its corresponding anhydride corresponds to the mass of one or more main carboxylic acid (s) B, or its corresponding anhydride (s). ), according to the invention.
• the ratio of the mass of said at least one organosilane A to the mass of said at least one main carboxylic acid B, or its corresponding anhydride, in said composition is between 0.9 and 1.1.
• the bounds indicated above are included in the range.
• the solidification (g) of dry matter by said substrate of said aqueous composition at the end of the heating step (iii) is greater than or equal to 1%, preferably greater than or equal to 3% still preferably less than or equal to 20%, particularly less than or equal to 15%, more particularly less than or equal to 10%.
• the setting in mass is calculated by relating the mass of the substrate, for example of the textile element, after step (iii), possibly after at least one washing followed by drying, and the mass of the textile element before step (i).
• said substrate is a textile element comprising polyethylene terephthalate, polypropylene, polyethylene, polyamide 6-6, polyamide 6, polyamide 12, polyamide 4-6, polyacrylonitrile and polyacrylic yarns, elastane, polyurethane, polytrimethyleneterephthalate (PTT), polybutyleneterephthalate (PBT) or mixtures thereof, especially polyethylene terephthalate.
• a textile element comprising polyethylene terephthalate, polypropylene, polyethylene, polyamide 6-6, polyamide 6, polyamide 12, polyamide 4-6, polyacrylonitrile and polyacrylic yarns, elastane, polyurethane, polytrimethyleneterephthalate (PTT), polybutyleneterephthalate (PBT) or mixtures thereof, especially polyethylene terephthalate.
• the subject of the present invention is, according to a second aspect, the use of an aqueous composition, according to a first aspect of the invention, comprising at least one organosilane A having at least one hydrolyzable group and at least one main polycarboxylic acid.
• B comprising at least four carboxyl acid groups -COOH, or its corresponding anhydride, for assigning odor absorption properties to a substrate.
• the ratio of the mass of said at least one organosilane A to the mass of said at least one main polycarboxylic acid B, or its corresponding anhydride is between 0.8 and 1.2.
• said substrate is in one or more synthetic material (s) and organosilane A is chosen from epoxy trialkoxysilanes.
• the subject of the present invention is, according to a third aspect, a substrate, for example a textile element, obtained by implementing the method described above according to any one of the variant embodiments with reference to the first aspect, having a Odor reduction rate measured according to ISO 17299-3: 2014 dated March 2014 and entitled 'Textiles - Determination of odor neutralization properties - Part 3: Gas chromatographic method' of not less than 65%.
• said substrate is a textile element comprising, by mass with respect to its total mass, at least 15% of spun yarns of fibers and / or multifilament yarns and / or fibers or a layer of foam made of synthetic material (s).
• synthetic material in particular chosen from the list comprising: polyethylene terephthalate, polypropylene, polyethylene, polyamide 6-6, polyamide 6, polyamide 12, polyamide 4-6, poly acrylonitrile, polyacrylic, elastane, polyurethane, polytrimethyleneterephthalate (PTT), polybutylene terephthalate (PBT) or mixtures thereof.
• said substrate is a textile element comprising, by mass with respect to its total mass, at least 15% of spun yarns of fibers and / or multifilament yarns and / or fibers or a layer of foam, of material (x) artificial (s), in particular chosen from the list comprising viscose, modal, lyocell, cupro and tencel or mixtures thereof.
• the last three columns show the odor reduction rates obtained after one, ten and twenty washes, respectively. These rates are measured according to ISO 17299-3: 2014 dated March 2014 entitled "Textiles - Determination of Odor Neutralization Properties - Part 3: Gas Chromatography Method". The calculation of the reduction rate is indicated in point 8 of the said standard and corresponding to the difference in the average surface area of the hydrogen flame ionization detector (FID) spectrum of the test gas without the textile element (Sb) minus the average surface area of the FID peak. test gas with the textile element (Sm), this difference being reported on the surface Sb and then multiplied by 100. Thus, negative or zero values indicate that there has been no reduction of the target gas.
• the target gas used in the measurements reported below is acetic acid.
• Tests 1 to 11 were carried out on unbleached fabrics, washed with polyethylene terephthalate (PET); only the test 10 was performed on a dyed PET fabric.
• PET polyethylene terephthalate
• the tissues were subjected to the following process: the organosilane A, in particular the GPTMS (that is to say the gamma-glycidoxypropyltrimethoxysilane) is mixed with the acid B then the volume of the mixture is adjusted to 1 liter of water, preferably demineralized at room temperature, in particular at 30 ° C, for example 60 minutes in step (i). Then in a step (ii), a sample of PET fabric undergoes a first pass during which the tissue sample is padded and then expressed (pressure of 4 bar at a running speed of 1 meter / minute). Step (ii) further comprises a second pass identical to the first pass.
• the organosilane A in particular the GPTMS (that is to say the gamma-glycidoxypropyltrimethoxysilane) is mixed with the acid B then the volume of the mixture is adjusted to 1 liter of water, preferably demineralized at room temperature, in particular at 30 ° C, for example 60 minutes in step
• the fabric sample impregnated with the aqueous composition is then subjected to a drying step for 3 minutes at 110 ° C and then to a heating step (iii) in which the tissue sample is subjected to a temperature of 170 ° C. ° C for 5 minutes.
• a heating step iii
• a single pass may be sufficient.
• Test 9 differs from tests 1 to 8 only in that it comprises only one pass in step (ii), and does not include a drying step.
• Test 10 differs from tests 1 to 8 only in that it comprises only one pass in step (ii), does not include a drying step, and in that step (iii), the temperature is 190 ° C for 5 minutes.
• Test 11 differs from tests 1 to 9 only in that it comprises only one pass in step (ii), does not include a drying step, and in that step (iii), the temperature is 190 ° C for 9 minutes.
• the pH of the aqueous composition is greater than or equal to 1.5 and less than or equal to 2.5.
• the treated tissue samples undergo at least one wash.
• the washing is carried out in a conventional manner in a washing machine, for at least 15 minutes, with or without a detergent.
• the aqueous composition comprises only organosilane A, the reduction rate is very low after washing, or even zero after more than ten washes.
• the aqueous composition comprises only formic acid, oxalic acid or succinic acid
• the reduction rates are zero or even extremely low.
• citric acid which is a triacid
• the reduction rates exceed 50% after one and ten washes but are zero after twenty washes.
• the coating formed is therefore not sustainable on the textile element which, during use, especially during regular sports practice, will be washed multiple times.
• the inventors have noticed by olfactory tests carried out on a panel of 12 "expert" people that the odor reduction is perceived by the latter for a reduction rate of at least 65%; it is clearly perceived by the users for a reduction starting from 80%, and even better for a reduction starting from 90%. It has been noted in particular that the test 9 allows a reduction of odors as effective as for a textile element cotton, and a reduction in odors very much higher than can be observed
• Table 2 below lists the reduction levels obtained for an aqueous composition comprising 3-aminopropyltriethoxysilane (APTS) as organosilane A.
• APTS 3-aminopropyltriethoxysilane
• Table 2 lists the reduction levels obtained for an aqueous composition comprising 3-aminopropyltriethoxysilane (APTS) as organosilane A.
• the measurement of the reduction ratio in Table 2 was carried out in the same way as for Table 1.
• the test 12 differs from the tests 1 to 8 only in that it comprises only one pass in the step (ii), that the organosilane A is the APTS and that it does not include a drying step.
• the reduction rate obtained is good after a first wash. Note, however, that this reduction rate collapses after 10 washes.
• This method consists in placing a sample of polyester fabric between two moisture sensors and disposing a drop of a liquid on one of the faces of the fabric and then measuring the rate at which the drop passes through the fabric.
• the drop of liquid has a conductivity of the order of 16 mSiemens (distilled water mixed with sodium chloride). The test is carried out at room temperature, in particular at 20 ° C. +/- 2 ° C. and with a relative humidity of 65% +/- 4% at atmospheric pressure.
• polyester fabrics tested have undergone treatment intended to make them hydrophilic, a treatment which is conventional and known to those skilled in the art.
• a control polyester fabric not treated by the process according to the invention, having a weight / m 2 of 130 g / m 2 , a thickness of 0.57 mm +/- 1.75%, having undergone at least one washing, has a through-the-water droplet velocity of 5.2 mm / second +/- 22% across the fabric.
• a polyester fabric treated according to the process of the invention (composition according to test 10), having a weight / m 2 of 130 g / m 2 , a thickness of 0.57 mm +/- 1.75%, having undergone at least one wash, has a through-the-water droplet velocity of 6.8 mm / second +/- 22% across the fabric.
• the process according to the invention conferring odor absorption properties on a substrate does not modify its initial properties of water absorption.
• the treatment according to the invention can not thus be considered equivalent to a hydrophobic treatment since it has no repellent effect vis-à-vis water.

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• 2015
  • 2015-01-29 FR FR1550689A patent/FR3032207A1/fr not_active Withdrawn
• 2016
  • 2016-01-29 EP EP16705246.3A patent/EP3250747A1/fr not_active Withdrawn
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  • 2016-01-29 WO PCT/FR2016/050196 patent/WO2016120573A1/fr active Application Filing
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