WO2018180601A1 - Fibres auxquelles est fixée une silicone, et procédé de fabrication de celle-ci - Google Patents

Fibres auxquelles est fixée une silicone, et procédé de fabrication de celle-ci Download PDF

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Publication number
WO2018180601A1
WO2018180601A1 PCT/JP2018/010486 JP2018010486W WO2018180601A1 WO 2018180601 A1 WO2018180601 A1 WO 2018180601A1 JP 2018010486 W JP2018010486 W JP 2018010486W WO 2018180601 A1 WO2018180601 A1 WO 2018180601A1
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WIPO (PCT)
Prior art keywords
silicone
fiber
modified organopolysiloxane
fixed
acrylic
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PCT/JP2018/010486
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English (en)
Japanese (ja)
Inventor
入船真治
金井那矢
田中正喜
杉山稔
大島邦裕
Original Assignee
信越化学工業株式会社
倉敷紡績株式会社
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Priority claimed from JP2017117114A external-priority patent/JP7008432B2/ja
Application filed by 信越化学工業株式会社, 倉敷紡績株式会社 filed Critical 信越化学工業株式会社
Priority to US16/499,083 priority Critical patent/US20200040520A1/en
Priority to EP18776645.6A priority patent/EP3604666A4/fr
Priority to CN201880021919.5A priority patent/CN110475928B/zh
Publication of WO2018180601A1 publication Critical patent/WO2018180601A1/fr

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    • 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
    • D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
    • D06M14/18—Graft 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
    • D06M14/20—Graft 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 on to materials of natural origin
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain

Definitions

  • the present invention relates to a fiber to which silicone is fixed and a method for manufacturing the same, and more particularly to a fiber to which silicone is fixed by electron beam irradiation and a method for manufacturing the same.
  • organopolysiloxanes such as dimethylpolysiloxane, epoxy group-containing organopolysiloxane, and amino group-containing organopolysiloxane are used as fiber treatment agents to impart flexibility and smoothness to various fibers and textile products.
  • amino group-containing organopolysiloxanes that give particularly good flexibility are most used.
  • an emulsion type using water as a dispersion medium is often used as the form, and as the treatment, a method of applying or impregnating the emulsion to fibers and then drying by heating is the most common. in use.
  • the fibers treated with silicone in this way have a very excellent texture immediately after the treatment, but when washing is performed several times, the active ingredient (silicone) of the treatment agent is washed away from the fibers, and the texture is lowered. This is because these silicone-based treatment agents cannot react with the fiber, silicone is present on the fiber surface due to the weak adsorption effect of the amino group on the fiber, and the silicone is not fixed to the fiber surface. It is thought to be the cause.
  • Patent Document 1 proposes a silicone emulsion composition comprising an anionically stabilized hydroxylated diorganopolysiloxane, colloidal silica, and an organic tin compound or an organic amine compound and having a pH of 9 to 11.5.
  • Patent Document 2 describes a silicone latex composition comprising a siloxane block copolymer comprising dimethylsiloxane units and monophenylsiloxane units, water, a cationic surfactant, a filler, and aminosilane.
  • Patent Document 3 proposes a silicone emulsion composition comprising a hydroxyl group-containing organopolysiloxane, a Si—H group-containing organopolysiloxane, colloidal silica, an amide group and carboxyl group-containing silane, an epoxy group-containing silane, and a curing catalyst.
  • Patent Document 4 proposes a silicone emulsion composition comprising an alkenyl group-containing organopolysiloxane, an Si—H group-containing organopolysiloxane, colloidal silica, a reaction product of aminosilane and acid anhydride, epoxysilane, and an addition reaction catalyst. ing.
  • Patent Document 5 proposes a silicone emulsion composition composed of hydrogensiloxane having molecular ends blocked with hydroxyl groups, an emulsifier, water, and a curing catalyst.
  • Patent Documents 6 to 8 propose a silicone emulsion composition comprising a colloidal silica-silicone core shell, a curing catalyst, an emulsifier, and water.
  • Patent Document 9 proposes a silicone emulsion composition comprising a hydroxyl group-containing organopolysiloxane, colloidal silica, an amide group and carboxyl group-containing silane, an epoxy group-containing silane, a curing catalyst, and a photocatalytic oxide.
  • Patent Document 10 proposes a silicone emulsion composition comprising a hydroxyl group-containing organopolysiloxane, colloidal silica, an amide group and carboxyl group-containing silane, and an epoxy group-containing silane.
  • JP 56-16553 A U.S. Pat. No. 3,817,894 JP-A-8-85760 JP-A-9-208826 JP-A-9-208900 JP-A-9-208901 JP-A-9-208902 Japanese Patent Laid-Open No. 9-208903 JP 2002-363494 A JP 2008-231276 A
  • organotin compounds are generally used as curing catalysts.
  • organotin compounds are being restricted or regulated by their uses, fields, and countries due to their toxicity problems.
  • dibutyltin compounds with octyltin compounds, and further changes from octyltin compounds to inorganic tin, or other
  • metal compounds there is still no effective catalyst system. For this reason, it is still required that the efficacy of the silicone treating agent can be maintained after washing without using a harmful metal catalyst.
  • the present invention provides a silicone-fixed fiber to which silicone is fixed and has a good texture even after washing, and a method for producing the same.
  • the present invention is a silicone-fixed fiber to which silicone is fixed, wherein the silicone includes an acrylic-modified organopolysiloxane (A) having two or more acrylic groups in one molecule,
  • the present invention relates to a silicone-fixed fiber characterized in that the reduction rate of the amount of Si after 10 washes is less than 50%.
  • the present invention is also a method for producing a silicone-fixed fiber to which silicone is fixed, the step of applying or impregnating a fiber-treating agent containing silicone to the fiber, and applying or impregnating the fiber-treating agent.
  • A acrylic-modified organopolysiloxane having two or more acrylic groups in one molecule.
  • the present invention relates to a method for producing a silicone-fixed fiber.
  • the present invention it is possible to provide a silicone-fixed fiber in which silicone is firmly fixed to the fiber and has a good texture even after washing. Further, according to the method for producing a fiber of the present invention, it is possible to produce a silicone-fixed fiber having silicone firmly adhered to the fiber by electron beam irradiation and having a good texture even after washing.
  • the inventors of the present invention have made studies on fixing silicone to fibers and imparting a good texture to the fibers even after washing.
  • a fiber treatment agent containing an acrylic-modified organopolysiloxane (A) having two or more acrylic groups in one molecule the silicone is applied to the fiber by irradiating an electron beam.
  • the present invention has been completed by finding that it can be firmly fixed and can impart a soft silicone texture to the fiber even after washing.
  • “silicone” refers to a compound having a main skeleton with a siloxane bond composed of silicon and oxygen and having an organic group bonded to silicon.
  • the acryl-modified organopolysiloxane (A) having two or more acrylic groups in one molecule is not particularly limited.
  • the molecule has a unit represented by the following general formula (1), and one molecule
  • An acrylic-modified organopolysiloxane having two or more acrylic groups therein can be used.
  • R 1 is the same or different substituted or unsubstituted monovalent hydrocarbon group having 1 to 18 carbon atoms
  • R 2 is a hydrogen atom
  • m is an integer of 1 to 8
  • a B are positive numbers and a + b ⁇ 3.
  • the substituted or unsubstituted monovalent hydrocarbon group having 1 to 18 carbon atoms is not particularly limited, and examples thereof include alkyl groups such as methyl group, ethyl group, propyl group, and butyl group, and alkenyl groups such as vinyl group and allyl group.
  • R 1 is more preferably a methyl group.
  • the acrylic-modified organopolysiloxane (A) preferably has a viscosity at 25 ° C. in the range of 50 to 5000 mPa ⁇ s.
  • the viscosity of the acrylic-modified organopolysiloxane (A) at 25 ° C. is more preferably 100 to 1000 mPa ⁇ s.
  • the acrylic-modified organopolysiloxane (A) may be a single acrylic-modified organopolysiloxane or a mixture of a plurality of acrylic-modified organopolysiloxanes having different degrees of polymerization and functional groups.
  • the silicone further contains an amino-modified organopolysiloxane having one or more amino groups in one molecule represented by the following general formula (2) ( B) is preferably included.
  • a plurality of R 3 are the same or different substituted or unsubstituted monovalent hydrocarbon group having 1 to 18 carbon atoms, hydroxyl group, alkoxy group, or amino group.
  • a plurality of R 4 s are the same or different, substituted or unsubstituted monovalent hydrocarbon groups having 1 to 18 carbon atoms, or amino groups. Further, at least one of R 3 and R 4 is an amino group.
  • n is a positive number. Examples of the substituted or unsubstituted monovalent hydrocarbon group having 1 to 18 carbon atoms include those described above.
  • the amino group represented by R 3 or R 4 is not particularly limited, and examples thereof include an amino group represented by the following general formula (3).
  • R 5 is a substituted or unsubstituted divalent hydrocarbon group having 1 to 8 carbon atoms
  • R 6 , R 7 and R 8 are each a hydrogen atom or a substituted group having 1 to 4 carbon atoms.
  • it is an unsubstituted monovalent hydrocarbon group or —CH 2 CH (OH) CH 2 OH
  • c is an integer of 0 to 4.
  • the divalent hydrocarbon group having 1 to 8 carbon atoms include alkylene groups such as ethylene group, trimethylene group, tetramethylene group, hexamethylene group, isobutylene, methylenephenylene group, and methylenephenylenemethylene group.
  • a trimethylene group is preferred.
  • Examples of the substituted or unsubstituted monovalent hydrocarbon group having 1 to 4 carbon atoms include alkyl groups such as methyl group, ethyl group, propyl group and butyl group, alkenyl groups such as vinyl group and allyl group, or these
  • alkyl groups such as methyl group, ethyl group, propyl group and butyl group
  • alkenyl groups such as vinyl group and allyl group
  • a group in which a hydrogen atom bonded to a carbon atom of the group is partially substituted with a halogen atom can be exemplified, and among these, a methyl group is particularly preferable from the viewpoint of water repellency, smoothness and flexibility.
  • the amino-modified organopolysiloxane (B) preferably has a viscosity at 25 ° C. in the range of 50 to 5000 mPa ⁇ s.
  • the viscosity of the amino-modified organopolysiloxane (B) at 25 ° C. is more preferably 100 to 1000 mPa ⁇ s.
  • the total mass of the acrylic-modified organopolysiloxane (A) and the amino-modified organopolysiloxane (B) is determined from the viewpoint of enhancing the adhesiveness and texture of silicone to the fiber.
  • the amount of the acrylic-modified organopolysiloxane (A) is 10 to 95% by mass
  • the amount of the amino-modified organopolysiloxane (B) is 5 to 90% by mass. More preferably, the amount of the acrylic-modified organopolysiloxane (A) is 30 to 90% by mass
  • the amount of the amino-modified organopolysiloxane (B) is 10 to 70% by mass.
  • the decrease rate of the Si amount after 10 washes is less than 50%, preferably 35% or less, more preferably 15% or less. Preferably, it is 10% or less. Thereby, it has a favorable texture even after washing.
  • the fiber is not particularly limited, and may be a natural fiber or a synthetic fiber. Although it does not specifically limit as natural fiber, For example, cotton, silk, hemp, wool, Angola, mohair etc. are mentioned.
  • the synthetic fiber is not particularly limited, and examples thereof include polyester fiber, nylon fiber, acrylic fiber, and spandex. From the viewpoint of enhancing the adhesiveness of silicone to the fiber, the fiber preferably contains one or more natural fibers selected from the group consisting of cotton, silk, hemp, wool, angora and mohair.
  • the form of the fiber is not particularly limited, and may be any form such as staple, filament, tow, thread, woven fabric, knitted fabric, stuffed cotton, nonwoven fabric, paper, sheet, or film.
  • the fiber to which the silicone is fixed is obtained by, for example, applying or impregnating a fiber treatment agent containing silicone to the fiber, irradiating the fiber coated or impregnated with the fiber treatment agent with an electron beam, and It can be manufactured by fixing to.
  • the silicone contains the acrylic modified organopolysiloxane (A) or a mixture of the acrylic modified organopolysiloxane (A) and the amino modified organopolysiloxane (B).
  • the silicone that is, the acrylic modified organopolysiloxane (A), or a mixture of the acrylic modified organopolysiloxane (A) and the amino modified organopolysiloxane (B) (hereinafter, also simply referred to as “silicone component”). May be used as a fiber treating agent as it is.
  • the silicone (silicone component) may be diluted with an organic solvent into a solution state and used as a fiber treatment agent.
  • the organic solvent is not particularly limited as long as it can dissolve the silicone.
  • the organic solvent include aromatic hydrocarbon solvents such as toluene and xylene, aliphatic hydrocarbon solvents such as hexane, octane and isoparaffin, ether solvents such as diisopropyl ether and 1,4-dioxane, or These mixed solvents are mentioned.
  • Aromatic hydrocarbon solvents such as toluene and xylene, and aliphatic hydrocarbon solvents such as hexane, octane and isoparaffin are particularly preferred.
  • the dilution concentration of the silicone component is not particularly limited, but the silicone component, that is, the concentration of the acrylic modified organopolysiloxane (A), or the acrylic modified organopolysiloxane (A) and the amino modified organopolysiloxane (B).
  • the total concentration may be 1 to 60% by mass, more preferably 1 to 20% by mass.
  • a material in which a silicone component is made into an emulsion state using water as a dispersion medium may be used as a fiber treatment agent for fixing an electron beam.
  • a nonionic surfactant an anionic surfactant, a cationic surfactant, an amphoteric surfactant, and the like can be used.
  • the nonionic surfactant is not particularly limited, and examples thereof include polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, sorbitan alkylate, and polyoxyethylene sorbitan alkylate.
  • the anionic surfactant is not particularly limited, and examples thereof include alkylbenzene sulfonate and alkyl phosphate.
  • a cationic surfactant For example, a quaternary ammonium salt, an alkylamine salt, etc. are mentioned.
  • the amphoteric surfactant is not particularly limited, and examples thereof include alkylbetaines and alkylimidazolines. These surfactants may be used individually by 1 type, and may use 2 or more types together.
  • the surfactant is not particularly limited, but from the viewpoint of easily emulsifying silicone, the HLB (Hydrophilic-Lipophilic Balance) is preferably 11 to 18, and more preferably 13 to 16. .
  • the surfactant is used in an amount of 100 parts by mass of the silicone component, that is, the acrylic modified organopolysiloxane (A), or a mixture of the acrylic modified organopolysiloxane (A) and the amino modified organopolysiloxane (B).
  • the amount is preferably 5 to 50 parts by mass, more preferably 10 to 30 parts by mass with respect to 100 parts by mass.
  • the amount of water used for emulsification may be any amount, but the concentration of the acrylic modified organopolysiloxane (A) or the acrylic modified organopolysiloxane (A) and the amino modified organopolysiloxane (B).
  • the amount is generally such that the total concentration is 1 to 60% by mass, preferably 1 to 20% by mass.
  • a surfactant is mixed, and this is mixed with a homomixer, a homogenizer, What is necessary is just to emulsify with emulsifiers, such as a colloid mill and a line mixer.
  • the respective components are mixed in advance to form a solution state or an emulsion state.
  • the respective components are mixed in advance to form a solution state or an emulsion state.
  • the fiber treatment agent may be added with other fiber agents, for example, anti-wrinkle agents, flame retardants, antistatic agents, heat-resistant agents, etc., as long as the properties are not impaired. .
  • a fiber treatment agent containing silicone is applied to or impregnated into the fiber.
  • a fiber used as a base material What is necessary is just to use what was mentioned above.
  • the coating amount or impregnation amount may be 0.01 to 20.0 g / m 2 , more preferably 0.01 to 5 g / m 2 . By setting the coating amount or the impregnation amount within the above range, it is possible to increase the adhesion of the fiber silicone.
  • the fiber treatment agent when the fiber treatment agent is in the form of a solution obtained by diluting silicone with an organic solvent or in the form of an emulsion dispersed in water, the fiber treatment agent is applied to or impregnated into the fiber, and then the organic solvent is used.
  • a drying step may be performed in order to volatilize water which is a dispersion medium of the emulsion. Drying may be performed with hot air blowing, a heating furnace, etc., and the drying temperature and time may be arbitrarily set within a range not affecting the fiber. For example, the drying temperature is 100 to 150 ° C., and the drying time is 10 seconds to What is necessary is just to perform in the range for 5 minutes.
  • the fiber coated with or impregnated with the fiber treating agent is irradiated with an electron beam to fix the silicone to the fiber.
  • the electron beam irradiation device is not particularly limited, and may be a curtain method, a scan method, or a double scan method.
  • the acceleration voltage of the electron beam by this electron beam irradiation is not particularly limited, but may be in the range of 100 to 1000 kV, for example. If the acceleration voltage is less than 100 kV, the amount of transmitted energy may be insufficient, and if it exceeds 1000 kV, the economy is inferior. Further, the irradiation amount of the electron beam is not particularly limited, but may be in the range of 5 to 100 kGy, for example.
  • the fiber treatment agent is in a solution state in which silicone is diluted with an organic solvent, unreacted silicone is removed by immersing (washing) the fiber with the organic solvent used for diluting the silicone after electron beam irradiation. May be.
  • the fiber treatment agent is an emulsion in which silicone is dispersed in water, unreacted silicone may be removed by washing the fiber with water after irradiation with an electron beam.
  • Reduction rate of Si amount after 10 washes (%) (W0s% ⁇ W10s%) / W0s% ⁇ 100 W0s% is the initial Si amount, and W10s% is the Si amount after 10 washes.
  • Example 1 First, a fiber treating agent (a) in which the acrylic modified organopolysiloxane (A1) represented by the following average molecular formula (4) is diluted with toluene, and the concentration of the acrylic modified organopolysiloxane (A1) is 10% by mass. Prepared. Next, after 100% cotton broad cloth (manufactured by Kurabo Industries) was dipped in the fiber treatment agent (a), it was squeezed using a mangle roll under the condition of a squeezing rate of 100% and dried at 110 ° C. for 90 seconds.
  • A1 represented by the following average molecular formula (4)
  • concentration of the acrylic modified organopolysiloxane (A1) is 10% by mass.
  • an electron beam of 40 kGy was irradiated at an acceleration voltage of 200 kV in a nitrogen atmosphere.
  • the fiber (100% cotton broad cloth) after the electron beam treatment was immersed in toluene for 1 minute, then squeezed with a mangle roll under the condition of a squeezing rate of 60%, and further immersed again in new toluene for 1 minute. After that, it was squeezed with a mangle roll under a squeezing rate of 60% and dried at 110 ° C. for 90 seconds to produce a silicone-fixed fiber.
  • Example 2 An acrylic modified organopolysiloxane (A2) represented by the following average molecular formula (5) was diluted with toluene to prepare a fiber treatment agent (b) having a concentration of 10% by mass of the acrylic modified organopolysiloxane (A2).
  • a 100% cotton broad cloth manufactured by Kurabo Industries is dipped in the resulting fiber treating agent (b), squeezed with a mangle roll under the condition of a squeezing rate of 60%, dried at 110 ° C.
  • Example 3 300 g of the acrylic-modified organopolysiloxane (A2) used in Example 2 and polyoxyethylene (4) lauryl ether (manufactured by Kao Corporation, product name “Emulgen 104P”, nonionic surfactant, HLB value 9.6) 7.8 g and 22.2 g of polyoxyethylene (23) lauryl ether (manufactured by Kao Corporation, product name “Emulgen 123P”, nonionic surfactant, HLB value 16.9) were charged into a 2-liter poly mug, Mix well at high speed using a homomixer, add 18 g of phase inversion water (ion exchange water) and knead, then add 280 g of ion exchange water and mix for 20 minutes at 2500 rpm with a homomixer.
  • phase inversion water ion exchange water
  • An oil-in-water emulsion (I) having an acrylic-modified organopolysiloxane (A2) concentration of 50% by mass was obtained.
  • the obtained oil-in-water emulsion (I) was further diluted with ion-exchanged water to prepare a fiber treatment agent (c) in which the concentration of the acrylic-modified organopolysiloxane (A2) was 10% by mass.
  • a fiber treatment agent (c) in which the concentration of the acrylic-modified organopolysiloxane (A2) was 10% by mass.
  • Example 4 300 g of amino-modified organopolysiloxane (B1) represented by the following average molecular formula (6) and polyoxyethylene (4) lauryl ether (product name “Emulgen 104P”, nonionic surfactant, HLB value, manufactured by Kao Corporation) 9.6) 1.8 g of polyoxyethylene (23) lauryl ether (product name “Emulgen 123P”, nonionic surfactant, HLB value 16.9) manufactured by Kao Corporation) and 4.2 g of 2 liters of poly Charge into a mug, mix well at high speed using a homomixer, add 18 g of phase inversion water (ion exchange water), knead, add 280 g of ion exchange water, and homomix at 2,500 rpm for 20 minutes.
  • phase inversion water ion exchange water
  • knead add 280 g of ion exchange water
  • oil-in-water emulsion (II) having a concentration of amino-modified organopolysiloxane (B1) of 50% by mass was obtained.
  • the oil-in-water emulsion (III) was prepared by mixing in part.
  • the obtained oil-in-water emulsion (III) was diluted with ion-exchanged water, and the concentration of organopolysiloxane (total concentration of acrylic-modified organopolysiloxane (A2) and amino-modified organopolysiloxane (B1)) was 10% by mass.
  • a fiber treating agent (d) was prepared. A 100% cotton broad cloth (manufactured by Kurabo Industries) is dipped in the resulting fiber treatment agent (d), squeezed with a mangle roll under the condition of a squeezing rate of 60%, dried at 110 ° C.
  • an area beam electron beam irradiation apparatus EC250 / 30 / 90L (manufactured by Iwasaki Electric Co., Ltd.) was used and irradiated with an electron beam of 40 kGy at an acceleration voltage of 200 kV in a nitrogen atmosphere.
  • the fiber irradiated with electron beam (100% cotton broad cloth) was immersed in a toluene solution for 1 minute, then squeezed with a mangle roll under the condition of a squeezing rate of 60%, and then again immersed in a new toluene solution for 1 minute. Thereafter, the film was squeezed with mangle roll under a squeezing ratio of 60% and dried at 110 ° C. for 90 seconds.
  • a fiber treating agent (c) was prepared in the same manner as in Example 3.
  • a 100% cotton broad cloth manufactured by Kurabo Industries
  • the fiber (100% cotton broad cloth) treated with the fiber treating agent (c) was washed with water, it was squeezed using a mangle roll under a squeezing rate of 60% and dried at 110 ° C. for 90 seconds.
  • Example 3 In the same manner as in Example 4, an oil-in-water emulsion (II) having an amino-modified organopolysiloxane (B1) concentration of 50% by mass was prepared.
  • the oil-in-water emulsion (II) was diluted with ion-exchanged water to prepare a fiber treatment agent (Y) having a concentration of amino-modified organopolysiloxane (B1) of 10% by mass.
  • a 100% cotton broad cloth manufactured by Kurabo Industries
  • the fiber (100% cotton broad cloth) treated with the fiber treating agent (Y) was washed with water, then squeezed with a mangle roll under the condition of a squeezing rate of 60%, and dried at 110 ° C. for 90 seconds.
  • the fibers were impregnated with a fiber treatment agent obtained by dissolving an acrylic modified organopolysiloxane (A) having two or more acrylic groups in one molecule in an organic solvent, and then irradiated with an electron beam.
  • the acrylic modified organopolysiloxane (A) was adhered to the fiber even after washing. Specifically, a considerable amount of the acrylic-modified organopolysiloxane is adhered to the fiber even after 10 washings, and in Example 2, a certain amount of the acrylic-modified organopolysiloxane is still in the fiber even after 50 washings. It was attached to.
  • the acrylic-modified organopolysiloxane (A) used in Example 2 has a larger amount of acrylic groups as compared with the acrylic-modified organopolysiloxane (A) used in Example 1, the adhesiveness to the fiber is more improved. it was high.
  • Example 3 The flexibility was also good in Example 3 using a fiber treatment agent in which an acrylic modified organopolysiloxane (A) having two or more acrylic groups in one molecule was emulsified.
  • B) When B) was used in combination, it was found that the initial silicone adhesion amount increased and the flexibility was very good, and the organopolysiloxane adhered sufficiently even after 10 washes.
  • Comparative Example 1 in which dimethylpolysiloxane having no acrylic group was used, it was found that the amount of dimethylpolysiloxane adhered was small from the beginning, and almost no dimethylpolysiloxane remained after 10 or 50 washes.
  • the fiber treatment agent which emulsified the acryl-modified organopolysiloxane (A) having two or more acryl groups in one molecule is used, in Comparative Example 2 where no electron beam irradiation is performed, the acryl-modified organo in the fiber is used.
  • the amount of polysiloxane (A) deposited was small and lacked flexibility.
  • the fibers and the acrylic-modified organopolysiloxane (A) are graft-polymerized, and the crosslinking of the silicone components also proceeds, so that the silicone is firmly fixed to the fibers. While the flexibility was good, in the comparative example, it was found that silicone was not fixed to the fiber.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Selon un mode de réalisation, l'invention concerne des fibres avec fixation de silicone auxquelles est fixée une silicone. Ladite silicone contient un organopolysiloxane modifié par un acryl (A) possédant au moins deux groupes acryliques dans chaque molécule. Le taux de réduction de quantité de Si après 10 lessives, est inférieur à 50%, dans lesdites fibres avec fixation de silicone. Plus précisément, l'invention concerne un procédé de fabrication de fibres avec fixation de silicone qui inclut : une étape au cours de laquelle un agent de traitement de fibres comprenant une silicone est appliqué sur les fibres ou les imprègne ; et une étape au cours de laquelle un faisceau électronique irradie les fibres soumises à l'application ou à l'imprégnation dudit agent de traitement de fibres, et ladite silicone est fixée sur les fibres. Ladite silicone contient un organopolysiloxane modifié par un acryl (A) possédant au moins deux groupes acryliques dans chaque molécule. Ainsi, l'invention fournit des fibres avec fixation de silicone ainsi qu'un procédé de fabrication de celles-ci. Les fibres avec fixation de silicone sont telles que la silicone est fixée par irradiation au faisceau électronique, et présentent une texture satisfaisante après leur lessive.
PCT/JP2018/010486 2017-03-31 2018-03-16 Fibres auxquelles est fixée une silicone, et procédé de fabrication de celle-ci WO2018180601A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US16/499,083 US20200040520A1 (en) 2017-03-31 2018-03-16 Fibers to which silicone has been fixed, and production method thereof
EP18776645.6A EP3604666A4 (fr) 2017-03-31 2018-03-16 Fibres auxquelles est fixée une silicone, et procédé de fabrication de celle-ci
CN201880021919.5A CN110475928B (zh) 2017-03-31 2018-03-16 粘固有有机硅的纤维及其制造方法

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Application Number Priority Date Filing Date Title
JP2017072061 2017-03-31
JP2017-072061 2017-03-31
JP2017117114A JP7008432B2 (ja) 2017-03-31 2017-06-14 シリコーンが固着された繊維及びその製造方法
JP2017-117114 2017-06-14

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US3817894A (en) 1972-08-10 1974-06-18 Dow Corning Silicone latex caulk
JPS52132171A (en) * 1976-04-30 1977-11-05 Johnson & Johnson Newly bonded unwoven fabric and its manufacture
JPS5616553A (en) 1979-07-18 1981-02-17 Dow Corning Silicone emulsion
JPS63128074A (ja) * 1986-11-04 1988-05-31 ダウ・コーニング・コーポレーシヨン 硬化性オルガノポリシロキサン組成物
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JPH09208826A (ja) 1995-11-29 1997-08-12 Shin Etsu Chem Co Ltd シリコーン水性エマルジョン組成物
JPH09208901A (ja) 1996-02-01 1997-08-12 Toshiba Silicone Co Ltd エアバッグ用皮膜形成エマルジョン型シリコーン組成物及びエアバッグ
JPH09208903A (ja) 1996-02-01 1997-08-12 Toshiba Silicone Co Ltd エアバッグ用皮膜形成エマルジョン型シリコーン組成物及びエアバッグ
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