WO2023074296A1 - 光ファイバ被覆用の樹脂組成物、光ファイバの着色被覆材料、及び光ファイバ - Google Patents

光ファイバ被覆用の樹脂組成物、光ファイバの着色被覆材料、及び光ファイバ Download PDF

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WO2023074296A1
WO2023074296A1 PCT/JP2022/037343 JP2022037343W WO2023074296A1 WO 2023074296 A1 WO2023074296 A1 WO 2023074296A1 JP 2022037343 W JP2022037343 W JP 2022037343W WO 2023074296 A1 WO2023074296 A1 WO 2023074296A1
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Prior art keywords
meth
acrylate
resin composition
resin layer
optical fiber
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PCT/JP2022/037343
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English (en)
French (fr)
Japanese (ja)
Inventor
勝史 浜窪
矩章 岩口
未歩 池川
達也 小西
千明 徳田
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Sumitomo Electric Industries Ltd
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Sumitomo Electric Industries Ltd
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Priority to US18/701,980 priority Critical patent/US20240409773A1/en
Priority to CN202280067641.1A priority patent/CN118055909A/zh
Priority to KR1020247011840A priority patent/KR20240088814A/ko
Priority to EP22886628.1A priority patent/EP4424653A4/en
Priority to JP2023556257A priority patent/JPWO2023074296A1/ja
Publication of WO2023074296A1 publication Critical patent/WO2023074296A1/ja
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/24—Coatings containing organic materials
    • C03C25/26—Macromolecular compounds or prepolymers
    • C03C25/28—Macromolecular compounds or prepolymers obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C03C25/285—Acrylic resins
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C13/00—Fibre or filament compositions
    • C03C13/04—Fibre optics, e.g. core and clad fibre compositions
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/104—Coating to obtain optical fibres
    • C03C25/1065—Multiple coatings
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/24—Coatings containing organic materials
    • C03C25/26—Macromolecular compounds or prepolymers
    • C03C25/32—Macromolecular compounds or prepolymers obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C03C25/326—Polyureas; Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/24—Coatings containing organic materials
    • C03C25/26—Macromolecular compounds or prepolymers
    • C03C25/32—Macromolecular compounds or prepolymers obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C03C25/36—Epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/42—Coatings containing inorganic materials
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/465—Coatings containing composite materials
    • C03C25/47—Coatings containing composite materials containing particles, fibres or flakes, e.g. in a continuous phase
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/465—Coatings containing composite materials
    • C03C25/475—Coatings containing composite materials containing colouring agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/106—Esters of polycondensation macromers
    • C08F222/1065—Esters of polycondensation macromers of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/66—Additives characterised by particle size
    • C09D7/68—Particle size between 100-1000 nm
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/02—Optical fibres with cladding with or without a coating
    • G02B6/02395—Glass optical fibre with a protective coating, e.g. two layer polymer coating deposited directly on a silica cladding surface during fibre manufacture
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/44—Mechanical structures for providing tensile strength and external protection for fibres, e.g. optical transmission cables
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C2213/00—Glass fibres or filaments
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/106—Esters of polycondensation macromers
    • C08F222/1063—Esters of polycondensation macromers of alcohol terminated polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/106—Esters of polycondensation macromers
    • C08F222/1067—Esters of polycondensation macromers of alcohol terminated epoxy functional polymers, e.g. epoxy(meth)acrylates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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    • C08K2003/2237—Oxides; Hydroxides of metals of titanium
    • C08K2003/2241—Titanium dioxide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K9/00—Use of pretreated ingredients
    • C08K9/02—Ingredients treated with inorganic substances

Definitions

  • the present disclosure relates to resin compositions for coating optical fibers, colored coating materials for optical fibers, and optical fibers.
  • This application claims priority based on Japanese application No. 2021-174346 filed on October 26, 2021, and incorporates all the descriptions described in the Japanese application.
  • an optical fiber has a coating resin layer to protect the glass fiber, which is an optical transmission medium.
  • the coating resin layer has, for example, a primary resin layer and a secondary resin layer.
  • the outermost layer of the coating resin layer is composed of a colored resin layer for identifying the optical fiber (see, for example, Patent Documents 1 and 2).
  • One aspect of the present disclosure is a resin composition containing a photopolymerizable compound, a photopolymerization initiator, and surface-treated titanium oxide particles, wherein the content of the surface-treated titanium oxide particles is the total amount of the resin composition. It relates to a resin composition for optical fiber coating, which is 0.6% by mass or more and less than 25% by mass based on.
  • FIG. 1 is a schematic cross-sectional view showing an example of an optical fiber according to this embodiment.
  • FIG. 2 is a schematic cross-sectional view showing an example of the optical fiber according to this embodiment.
  • Optical fibers are required to have excellent lateral pressure characteristics in order to reduce an increase in transmission loss induced by minute bending that occurs when lateral pressure is applied to the optical fiber.
  • An object of the present disclosure is to provide a resin composition and a colored coating material for an optical fiber that can produce an optical fiber with excellent lateral pressure characteristics, and an optical fiber with excellent lateral pressure characteristics.
  • a resin composition for coating an optical fiber according to an aspect of the present disclosure is a resin composition containing a photopolymerizable compound, a photopolymerization initiator, and surface-treated titanium oxide particles, and a surface-treated
  • the content of titanium oxide particles is 0.6% by mass or more and less than 25% by mass based on the total amount of the resin composition.
  • titanium oxide is sometimes added to the colored resin layer, but if the dispersibility of titanium oxide in the colored resin layer is poor, the lateral pressure characteristics of the optical fiber may decrease.
  • the surface-treated titanium oxide particles are less likely to aggregate in the resin composition and are excellent in dispersibility.
  • the surface-treated titanium oxide particles have a surface-treated layer containing at least one selected from the group consisting of aluminum oxide, silicon dioxide, and zirconium dioxide, from the viewpoint of improving weather resistance.
  • the amount of the surface treatment layer in the surface-treated titanium oxide particles may be 1% by mass or more and 10% by mass or less.
  • the average primary particle size of the surface-treated titanium oxide particles may be 300 nm or less.
  • the photopolymerizable compound may contain urethane (meth)acrylate and epoxy (meth)acrylate.
  • a colored coating material for an optical fiber according to one aspect of the present disclosure includes the resin composition according to any one of (1) to (5) above.
  • the resin composition according to the present embodiment for the colored resin layer it is possible to form a coating resin layer having excellent lateral pressure characteristics.
  • An optical fiber according to an aspect of the present disclosure includes a glass fiber including a core and a clad, a primary resin layer that covers the glass fiber in contact with the glass fiber, a secondary resin layer that covers the primary resin layer, and a secondary and a colored resin layer covering the resin layer, wherein the colored resin layer contains a cured product of the resin composition according to any one of (1) to (5) above.
  • An optical fiber according to an aspect of the present disclosure includes a glass fiber including a core and a clad, a primary resin layer that covers the glass fiber in contact with the glass fiber, and a secondary resin layer that covers the primary resin layer.
  • the secondary resin layer contains a cured product of the resin composition according to any one of (1) to (5) above.
  • the resin composition according to the present embodiment is a resin composition containing a photopolymerizable compound, a photopolymerization initiator, and surface-treated titanium oxide particles, and the content of the surface-treated titanium oxide particles is It is 0.6% by mass or more and less than 25% by mass based on the total amount of the product.
  • the surface-treated titanium oxide particles according to the present embodiment are particles obtained by surface-treating titanium oxide with an inorganic substance, and are excellent in dispersibility in the resin composition.
  • Inorganic substances used for surface treatment include, for example, aluminum oxide, silicon dioxide, and zirconium dioxide.
  • the surface-treated titanium oxide particles have a surface-treated layer containing at least one selected from the group consisting of aluminum oxide, silicon dioxide, and zirconium dioxide, the dispersibility can be further improved.
  • the surface treatment layer may be formed on at least a portion of the surface of titanium oxide, or may be formed on the entire surface of titanium oxide.
  • the surface treatment layer is formed by surface treatment of titanium oxide.
  • the amount of the surface-treated layer in the surface-treated titanium oxide particles may be 1% by mass or more, 1.5% by mass or more, or 2% by mass or more from the viewpoint of improving dispersibility, and from the viewpoint of increasing hiding power. , 10% by mass or less, 9% by mass or less, or 8% by mass or less.
  • the amount of the surface-treated layer can be calculated by measuring the amounts of the titanium element and inorganic elements other than titanium contained in the surface-treated titanium oxide particles using inductively coupled mass spectrometry (ICP-MS).
  • the average primary particle diameter of the surface-treated titanium oxide particles may be 300 nm or less, 295 nm or less, or 290 nm or less from the viewpoint of further improving the lateral pressure resistance of the coating resin layer. From the viewpoint of increasing hiding power, the average primary particle size of the surface-treated titanium oxide particles may be 100 nm or more, 150 nm or more, or 200 nm or more, preferably 200 nm or more and 300 nm or less.
  • the average primary particle size can be measured, for example, by image analysis of electron micrographs, light scattering method, BET method, and the like.
  • the content of the surface-treated titanium oxide particles is 0.8% by mass or more, 1% by mass or more, 1.5% by mass or more, or 2% by mass or more based on the total amount of the resin composition. % or more, or 3% by mass or more. From the viewpoint of enhancing the curability of the resin composition, the content of the superior surface-treated titanium oxide particles is 24% by mass or less, 20% by mass or less, 18% by mass or less, or 16% by mass or less based on the total amount of the resin composition. may be
  • the photopolymerizable compound according to the present embodiment may contain at least one (meth)acrylate selected from the group consisting of urethane (meth)acrylates and epoxy (meth)acrylates from the viewpoint of adjusting Young's modulus, It preferably contains urethane (meth)acrylates and epoxy (meth)acrylates.
  • urethane (meth)acrylate a urethane oligomer obtained by reacting a polyol compound, a polyisocyanate compound and a hydroxyl group-containing (meth)acrylate compound can be used.
  • Urethane (meth)acrylates may be used in combination of two or more.
  • Polyol compounds include, for example, polytetramethylene glycol, polypropylene glycol, and bisphenol A/ethylene oxide added diols.
  • Polyisocyanate compounds include, for example, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, isophorone diisocyanate, and dicyclohexylmethane 4,4'-diisocyanate.
  • hydroxyl group-containing (meth)acrylate compounds include 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 1,6-hexanediol mono(meth)acrylate, pentaerythritol tri(meth)acrylate, 2-hydroxypropyl (meth)acrylate, and tripropylene glycol mono(meth)acrylate.
  • the number average molecular weight (Mn) of the polyol compound may be 300 or more and 3000 or less, 400 or more and 3000 or less, or 500 or more and 2500 or less.
  • Organotin compounds are generally used as catalysts when synthesizing urethane (meth)acrylates.
  • Organotin compounds include, for example, dibutyltin dilaurate, dibutyltin diacetate, dibutyltin malate, dibutyltin bis(2-ethylhexyl mercaptoacetate), dibutyltin bis(isooctyl mercaptoacetate), and dibutyltin oxide.
  • Dibutyltin dilaurate or dibutyltin diacetate is preferably used as the catalyst from the standpoint of ready availability or catalytic performance.
  • a lower alcohol having 5 or less carbon atoms may be used when synthesizing urethane (meth)acrylate.
  • lower alcohols include methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-2-propanol, 1-pentanol, 2-pentanol, 3-pentanol, 2-methyl-1-butanol, 3-methyl-1-butanol, 2-methyl-2-butanol, 3-methyl-2-butanol, and 2,2-dimethyl-1-propanol.
  • Epoxy (meth)acrylates include, for example, aliphatic epoxy (meth)acrylates and aromatic epoxy (meth)acrylates.
  • Aliphatic epoxy (meth)acrylate means epoxy (meth)acrylate having no aromatic ring
  • aromatic epoxy (meth)acrylate means epoxy (meth)acrylate having aromatic ring.
  • aliphatic epoxy (meth)acrylate a reaction product of an aliphatic epoxy compound having two or more glycidyl groups and a compound having a (meth)acryloyl group such as (meth)acrylic acid can be used.
  • the aliphatic epoxy (meth)acrylate preferably has an ethylene oxide group or a propylene oxide group.
  • aliphatic epoxy (meth)acrylates include (meth)acrylic acid adducts of propylene glycol diglycidyl ether, (meth)acrylic acid adducts of polypropylene glycol diglycidyl ether, and (meth)acrylic acid adducts of ethylene glycol diglycidyl ether. acid adducts, and polyethylene glycol diglycidyl ether (meth)acrylic acid adducts.
  • aliphatic epoxy (meth)acrylates include, for example, Kyoeisha Chemical Co., Ltd. trade names "Epoxyester 40EM”, “Epoxyester 70PA”, “Epoxyester 200PA”, and “Epoxyester 80MFA”. .
  • aromatic epoxy (meth)acrylate a reaction product of an aromatic epoxy compound having two or more glycidyl groups and a compound having a (meth)acryloyl group such as (meth)acrylic acid can be used.
  • aromatic epoxy (meth)acrylates include (meth)acrylic acid adducts of bisphenol A diglycidyl ether.
  • the content of the epoxy (meth)acrylate is 10% by mass or more and 70% by mass or less, 20% by mass or more and 60% by mass or less, or 30% by mass based on the total amount of the photopolymerizable compound. It may be more than or equal to 50% by mass or less.
  • the photopolymerizable compound according to the present embodiment can contain photopolymerizable compounds (hereinafter referred to as "monomers") other than urethane (meth)acrylate and epoxy (meth)acrylate.
  • monomers photopolymerizable compounds
  • a monofunctional monomer having one polymerizable group and a polyfunctional monomer having two or more polymerizable groups can be used. You may use a monomer in mixture of 2 or more types.
  • Examples of monofunctional monomers include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, s-butyl (meth) acrylate, tert-butyl (meth) acrylate, isobutyl (meth)acrylate, n-pentyl (meth)acrylate, isopentyl (meth)acrylate, hexyl (meth)acrylate, heptyl (meth)acrylate, isoamyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, 3-phenoxybenzyl acrylate, phenoxyd
  • polyfunctional monomers include ethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, Bisphenol A alkylene oxide adduct di(meth)acrylate, tetraethylene glycol di(meth)acrylate, neopentylglycol hydroxypivalate di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6 -hexanediol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, 1,12-dodecanediol di(meth)acrylate, 1,14-tetradecanediol di(meth)acrylate, 1,16-hexadecane Diol di(meth)acrylate, 1,20-eico
  • the photopolymerization initiator can be appropriately selected from known radical photopolymerization initiators and used.
  • photopolymerization initiators include 1-hydroxycyclohexylphenyl ketone (Omnirad 184, manufactured by IGM Resins), 2,2-dimethoxy-2-phenylacetophenone, 1-(4-isopropylphenyl)-2-hydroxy-2- Methylpropan-1-one, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholino-propane-1 -one (Omnirad 907, manufactured by IGM Resins), 2,4,6-trimethylbenzoyldiphenylphosphine oxide (Omnirad TPO, manufactured by IGM Resins), and bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (Omnirad 819, manufactured
  • the content of the photopolymerization initiator is 1% by mass or more and 12% by mass or less, 2% by mass or more and 10% by mass or less, or 3% by mass or more and 8% by mass or less, based on the total amount of the photopolymerizable compound. good. That is, the content of the photopolymerization initiator is 1 part by mass or more and 12 parts by mass or less, 2 parts by mass or more and 10 parts by mass or less, or 3 parts by mass or more and 8 parts by mass with respect to the total amount of 100 parts by mass of the photopolymerizable compound. It may be below.
  • the resin composition may further contain silane coupling agents, leveling agents, antifoaming agents, antioxidants, sensitizers, and the like.
  • the silane coupling agent is not particularly limited as long as it does not interfere with curing of the resin composition.
  • Silane coupling agents such as tetramethylsilicate, tetraethylsilicate, mercaptopropyltrimethoxysilane, vinyltrichlorosilane, vinyltriethoxysilane, vinyltris( ⁇ -methoxy-ethoxy)silane, ⁇ -(3,4-epoxycyclohexyl) -ethyltrimethoxysilane, dimethoxydimethylsilane, diethoxydimethylsilane, 3-acryloxypropyltrimethoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -glycidoxypropylmethyldiethoxysilane, ⁇ -methacryloxypropyl trimethoxysilane, N-( ⁇ -aminoethyl)- ⁇ -aminopropyltrimethoxysi
  • the Young's modulus of the resin film obtained by curing the resin composition according to the present embodiment is preferably 1100 MPa or more at 23°C, more preferably 1200 MPa or more and 2700 MPa or less, and still more preferably 1300 MPa or more and 2600 MPa or less.
  • the Young's modulus of the resin film is 1,100 MPa or more, the pressure-measuring properties can be easily improved, and when it is 2,700 MPa or less, the coating resin layer can be imparted with appropriate toughness, so cracks and the like are less likely to occur in the coating resin layer.
  • the resin composition according to this embodiment can be suitably used as a colored coating material for optical fibers.
  • the lateral pressure characteristics of the optical fiber can be improved.
  • FIG. 1 is a schematic cross-sectional view showing the configuration of an optical fiber according to one embodiment.
  • the optical fiber 1 of this embodiment includes a glass fiber 10 and a coating resin layer 20 that is in contact with the glass fiber 10 and covers the outer periphery of the glass fiber 10 .
  • the glass fiber 10 is a light-guiding optical transmission body that transmits light introduced into the optical fiber 1 .
  • the glass fiber 10 is a member made of glass, and is configured using, for example, silica (SiO 2 ) glass as a base material (main component).
  • a glass fiber 10 has a core 12 and a clad 14 covering the core 12 .
  • the glass fiber 10 transmits light introduced into the optical fiber 1 .
  • the core 12 is provided, for example, in a region including the central axis of the glass fiber 10 .
  • the core 12 is made of, for example, pure SiO 2 glass, or SiO 2 glass containing GeO 2 , elemental fluorine, or the like.
  • a clad 14 is provided in a region surrounding the core 12 .
  • Cladding 14 has a refractive index lower than that of core 12 .
  • the clad 14 is made of, for example, pure SiO 2 glass or SiO 2 glass doped with elemental fluorine.
  • the outer diameter of the glass fiber 10 is approximately 100 ⁇ m to 125 ⁇ m, and the diameter of the core 12 constituting the glass fiber 10 is approximately 7 ⁇ m to 15 ⁇ m.
  • the coating resin layer 20 is an ultraviolet curable resin layer that covers the clad 14 .
  • the coating resin layer 20 includes a primary resin layer 22 that covers the outer circumference of the glass fiber 10 and a secondary resin layer 24 that covers the outer circumference of the primary resin layer 22 .
  • the primary resin layer 22 is in contact with the outer peripheral surface of the clad 14 and covers the entire clad 14 .
  • the secondary resin layer 24 is in contact with the outer peripheral surface of the primary resin layer 22 and covers the entire primary resin layer 22 .
  • the thickness of the primary resin layer 22 is, for example, 10 ⁇ m or more and 50 ⁇ m or less.
  • the thickness of the secondary resin layer 24 is, for example, 10 ⁇ m or more and 40 ⁇ m or less.
  • the resin composition according to this embodiment can be applied to the secondary resin layer 24 .
  • the secondary resin layer 24 can be formed by curing the resin composition containing the surface-treated titanium oxide particles. Since the secondary resin layer 24 contains the cured product of the resin composition according to the present embodiment, the surface of the secondary resin layer is damaged when the large bobbin is rewound to the small bobbin. It can prevent the layer from being destroyed.
  • the coating resin layer 20 may further include a colored resin layer 26 that covers the outer circumference of the secondary resin layer 24 .
  • FIG. 2 is a schematic cross-sectional view showing the configuration of an optical fiber according to one embodiment.
  • the optical fiber 1A of this embodiment includes a glass fiber 10 and a coating resin layer 20 that is in contact with the glass fiber 10 and covers the outer periphery of the glass fiber 10.
  • the coating resin layer 20 includes a primary resin layer 22 , a secondary resin layer 24 and a colored resin layer 26 .
  • the thickness of the colored resin layer 26 is, for example, 3 ⁇ m or more and 10 ⁇ m or less.
  • the resin composition according to this embodiment can be applied to the colored resin layer 26.
  • the colored resin layer 26 can be formed by curing a resin composition containing the surface-treated titanium oxide particles.
  • the colored resin layer 26 can improve the lateral pressure characteristics of the optical fiber by including the cured product of the resin composition according to the present embodiment.
  • the secondary resin layer 24 in the optical fiber 1A may not contain surface-treated titanium oxide particles, and can be formed, for example, by curing a resin composition containing urethane (meth)acrylate, a monomer, and a photopolymerization initiator. .
  • a conventionally known technique can be used for the resin composition for the secondary resin layer in this case.
  • the primary resin layer 22 can be formed, for example, by curing a resin composition containing urethane (meth)acrylate, a monomer, a photopolymerization initiator and a silane coupling agent.
  • a conventionally known technique can be used for the resin composition for the primary resin layer.
  • the urethane (meth)acrylate, monomer, photopolymerization initiator, and silane coupling agent may be appropriately selected from the compounds exemplified above.
  • titanium oxide particles As titanium oxide particles, surface-treated titanium oxide particles having a surface-treated layer containing aluminum oxide (Al 2 O 3 ) shown in Table 1 and titanium oxide particles not surface-treated were prepared. The amount of Al 2 O 3 was calculated by quantifying the Ti element and Al element contained in the surface-treated titanium oxide particles by ICP-MS.
  • the photopolymerizable compounds include polypropylene glycol with a molecular weight of 600, urethane acrylate (UA) which is a reaction product of 2,4-tolylene diisocyanate and 2-hydroxyethyl acrylate, and epoxy acrylate which is an acrylic acid adduct of bisphenol A diglycidyl ether.
  • UUA urethane acrylate
  • epoxy acrylate which is an acrylic acid adduct of bisphenol A diglycidyl ether.
  • EA isobornyl acrylate
  • IBXA 2-phenoxyethyl acrylate
  • TPGDA tripropylene glycol diacrylate
  • test Examples 1 to 8 As the resin composition for the colored resin layer, the resin compositions of Test Examples 1 to 8 were produced. Test Examples 1 to 7 correspond to Examples, and Test Example 8 corresponds to Comparative Example.
  • Test Examples 2 to 5 A resin composition was prepared in the same manner as in Test Example 1, except that the type of surface-treated titanium oxide particles was changed.
  • Test Examples 6 and 7 A resin composition was prepared in the same manner as in Test Example 1, except that the content of the surface-treated titanium oxide particles was changed.
  • Test Example 8 A resin composition was prepared in the same manner as in Test Example 1, except that the surface-treated titanium oxide particles were changed to non-surface-treated titanium oxide particles (Ti-6).
  • the resin film is punched into a dumbbell shape of JIS K 7127 type 5, and under the conditions of 23 ⁇ 2 ° C and 50 ⁇ 10% RH, using a tensile tester at a tensile speed of 1 mm / min and a gauge line distance of 25 mm Tensile and stress-strain curves were obtained. Young's modulus was determined by the 2.5% secant line.
  • Resin composition for primary resin layer Polypropylene glycol with a molecular weight of 2000, 2,4-tolylene diisocyanate, 2-hydroxyethyl acrylate, and 75 parts by mass of urethane acrylate that is a reaction product of methanol, 14 parts by mass of nonylphenol EO-modified acrylate, and 7 parts by mass of N-vinylcaprolactam Parts, 2 parts by weight of 1,6-hexanediol diacrylate, 1 part by weight of Omnirad TPO, and 1 part by weight of ⁇ -mercaptopropyltrimethoxysilane were mixed to prepare a resin composition P.
  • Resin composition for secondary resin layer 60 parts by weight of urethane acrylate, which is a reaction product of polypropylene glycol of molecular weight 1000, isophorone diisocyanate, and 2-hydroxyethyl acrylate, 19 parts by weight of isobornyl acrylate, 20 parts by weight of trimethylolpropane triacrylate, and Omnirad TPO.
  • a resin composition S was prepared by mixing 1 part by mass.
  • a primary resin layer having a thickness of 17.5 ⁇ m is formed using the resin composition P on the outer periphery of a glass fiber having a diameter of 125 ⁇ m composed of a core and a clad.
  • a resin layer was formed to produce an optical fiber.
  • a colored resin layer having a thickness of 5 ⁇ m was formed on the outer periphery of the secondary resin layer using the resin compositions of Test Examples 1 to 8.
  • An optical fiber having a diameter of 200 ⁇ m and having a colored resin layer (hereinafter referred to as “colored optical fiber”) was produced.
  • the line speed for forming each resin layer was 1500 m/min.
  • the transmission loss of light with a wavelength of 1550 nm was measured by an OTDR (Optical Time Domain Reflectometer) method when the colored optical fiber was wound in a single layer on a bobbin with a diameter of 280 mm covered with sandpaper. Also, the transmission loss of light with a wavelength of 1550 nm when the colored optical fiber was wound in a single layer on a bobbin of 280 mm diameter without sandpaper was measured by the OTDR method. A difference in the measured transmission loss was obtained, and a case where the transmission loss difference was 0.6 dB/km or less was evaluated as "A", and a case where the transmission loss difference was more than 0.6 dB/km was evaluated as "B".

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PCT/JP2022/037343 2021-10-26 2022-10-05 光ファイバ被覆用の樹脂組成物、光ファイバの着色被覆材料、及び光ファイバ Ceased WO2023074296A1 (ja)

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