WO2021075837A1 - 세포무독성 친수성 개질 코팅제, 이를 포함하는 세포무독성 부직포 및 이의 제조방법 - Google Patents

세포무독성 친수성 개질 코팅제, 이를 포함하는 세포무독성 부직포 및 이의 제조방법 Download PDF

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Publication number
WO2021075837A1
WO2021075837A1 PCT/KR2020/013971 KR2020013971W WO2021075837A1 WO 2021075837 A1 WO2021075837 A1 WO 2021075837A1 KR 2020013971 W KR2020013971 W KR 2020013971W WO 2021075837 A1 WO2021075837 A1 WO 2021075837A1
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WIPO (PCT)
Prior art keywords
coating agent
nonwoven fabric
modified coating
hydrophilic modified
hydrophilic
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PCT/KR2020/013971
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English (en)
French (fr)
Korean (ko)
Inventor
김주희
서영석
김대희
Original Assignee
도레이첨단소재 주식회사
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Application filed by 도레이첨단소재 주식회사 filed Critical 도레이첨단소재 주식회사
Priority to JP2022521400A priority Critical patent/JP7342256B2/ja
Priority to CN202080069232.6A priority patent/CN114502786B/zh
Publication of WO2021075837A1 publication Critical patent/WO2021075837A1/ko

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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
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
    • D04H1/4282—Addition polymers
    • D04H1/4291—Olefin series
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H13/00—Other non-woven fabrics
    • 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
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/68—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with phosphorus or compounds thereof, e.g. with chlorophosphonic acid or salts thereof
    • D06M11/70—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with phosphorus or compounds thereof, e.g. with chlorophosphonic acid or salts thereof with oxides of phosphorus; with hypophosphorous, phosphorous or phosphoric acids or their salts
    • D06M11/71—Salts of phosphoric acids
    • 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
    • D06M13/203—Unsaturated carboxylic 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
    • 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
    • D06M15/53—Polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/0002—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof characterised by the substrate
    • D06N3/0011—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof characterised by the substrate using non-woven fabrics
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/0002—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof characterised by the substrate
    • D06N3/0015—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof characterised by the substrate using fibres of specified chemical or physical nature, e.g. natural silk
    • D06N3/0038—Polyolefin fibres
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/007—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof characterised by mechanical or physical treatments
    • D06N3/0077—Embossing; Pressing of the surface; Tumbling and crumbling; Cracking; Cooling; Heating, e.g. mirror finish
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/04—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N2209/00—Properties of the materials
    • D06N2209/14—Properties of the materials having chemical properties
    • D06N2209/141—Hydrophilic
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/02—Moisture-responsive characteristics
    • D10B2401/022—Moisture-responsive characteristics hydrophylic
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

  • the present invention relates to a product having a hydrophobic surface with little cytotoxicity, for example, a hydrophilic modified coating agent suitable for modifying a hydrophobic nonwoven fabric to be hydrophilic, and to a nonwoven fabric manufactured using the same.
  • non-woven fabrics are used for hygiene products, for example, disposable absorbent products such as baby diapers, adult diapers for urinary incontinence, sanitary napkin for women, and panty liner.
  • disposable absorbent products such as baby diapers, adult diapers for urinary incontinence, sanitary napkin for women, and panty liner.
  • the synthetic nonwoven fabric is a nonwoven fabric made of a polyolefin material such as polyethylene and polypropylene.
  • such hygiene products are required to have hydrophilicity, and since the nonwoven fabric made of polyolefin material is hydrophobic, it is applied after imparting hydrophilicity to the nonwoven fabric.
  • a synthetic hydrophilic modified coating agent is applied to the nonwoven fabric, but when used on a surface in contact with the skin, the synthetic hydrophilic modified coating agent is not discharged and remains on the body.
  • the synthetic hydrophilic modified coating that has entered through the skin cell membrane has a risk of causing disorders in cells such as the brain, heart, liver, spleen, etc., traveling around the body through blood, and also has a problem that can cause atopic dermatitis.
  • hydrophilic modified coating agent that provides hydrophilicity to a product made of a hydrophobic material that is in direct contact with the human body, preferably a hydrophobic nonwoven fabric, and does not harm the human body.
  • the object of the present invention is to solve the problems of these nonwovens based on the background of the problems of the conventional nonwovens as described above, and its main purpose is to have an optimal composition and composition ratio with low cytotoxicity.
  • the non-toxic hydrophilic modified coating agent of the present invention includes sodium salt, maleic acid salt, phosphate and alcohol ether compounds.
  • the cell non-toxic hydrophilic modified coating agent may include 15 to 20% by weight of sodium salt, 10 to 16% by weight of maleate, 2 to 8% by weight of phosphate, and the balance of alcohol ether compounds. .
  • the sodium salt in the composition of the cell-free hydrophilic modified coating agent is octyl sodium sulfosuccinic acid (docusate sodium), sodium dodecylbenzenesulfonate, ammonium alpha-sulfo-omega-(nonylphenoxy ) Poly(oxy-1,2-ethanediyl), sulfobutanedioxane 1,4-bis(2-(C 1 to C 3 alkyl) (C 4 to C 8 alkyl) ester sodium salt, sodium taloate, It may contain at least one selected from sodium cocoate and sodium palm kernelate.
  • the maleate in the composition of the non-toxic hydrophilic modified coating agent is bis(2-(C 1 ⁇ C 3 alkyl) (C 4 ⁇ C 8 alkyl) maleate, ethylene male anhydride It may include at least one selected from an acid copolymer and an isobutylene maleic anhydride copolymer.
  • the phosphate in the composition of the non-toxic hydrophilic modified coating agent is poly(oxy-1,2-ethanediyl), polyoxyethylene nonyl phenyl ether phosphoric acid, polyoxyethylene nonyl phenyl ether phosphoric acid, phosphoric acid Tris(2-ethylhexyl)ester and (Z)-alpha-2-octadekenyl-omega-hydroxypoly(oxy-1,2-ethandyl)phosphate.
  • the alcohol ether-based compound in the composition of the cell non-toxic hydrophilic modified coating agent includes at least one selected from dipropylene glycol monomethyl ether, polyvinyl ether, polyethylene glycol, and alcohol polyoxyethylene ether. can do.
  • the cell-free hydrophilic modified coating agent may have a viscosity of 950 to 1,100 mPa.s measured according to ASTM D7042 standard test (20°C).
  • a solution obtained by dissolving the cell non-toxic hydrophilic modified coating agent in water at a concentration of 10% by weight may have a pH of 5 to 8 (when analyzed at 20°C).
  • the cell non-toxic hydrophilic modified coating agent may have a melting point of -2 to 2°C.
  • Another object of the present invention relates to a method of manufacturing a non-toxic non-woven fabric using the previously described cell non-toxic hydrophilic modified coating agent, the first step of preparing the non-woven fabric; A second step of coating part or all of the nonwoven fabric with a non-toxic hydrophilic modified coating agent; And a 3 step of thermally fixing the hydrophilic modified coating agent to the nonwoven fabric by heat treatment to modify the nonwoven fabric to be hydrophilic.
  • the nonwoven fabric may include hydrophobic fibers.
  • the hydrophobic fiber may be a polyolefin-based fiber including at least one selected from polyethylene fiber, polypropylene fiber, and propylene ethylene copolymer fiber.
  • the hydrophobic fiber may have an average diameter of 1 to 50 ⁇ m.
  • Another object of the present invention relates to a non-woven non-woven fabric containing hydrophobic fibers, as a non-woven fabric in which part or all of the non-woven fabric containing hydrophobic fibers is modified with a hydrophilic non-woven fabric, wherein the cell-free hydrophilic modified coating agent is 0.1 to 3% by weight of the total weight of the nonwoven Can include.
  • the cell viability when measuring IC 50 according to the ISO 10993-5 method, may be 70 to 100%.
  • the nonwoven fabric may be a spunbond nonwoven fabric, a melt blown nonwoven fabric, an air-laid, wet-laid, or dry-laid nonwoven fabric.
  • the hydrophilic modified coating of the present invention does not have cytotoxicity, has excellent coating properties, and has low rewetability when hydrophilic modification of a fiber material product using this, is suitable for use in modifying a hydrophobic fiber product into a hydrophilic fiber. , In particular, it is suitable for application to products that come into direct contact with the skin.
  • the non-toxic hydrophilic modified coating agent of the present invention includes sodium salt, maleate, phosphate and alcohol ether compounds.
  • the sodium salt is octyl sodium sulfosuccinic acid (docusate sodium), sodium dodecylbenzenesulfonic acid, ammonium alpha-sulfo-omega-(nonylphenoxy)poly(oxy-1,2-ethandiyl), sulfobutanedioxane sulfobutane Dioxane 1,4-bis (2-(C 1 ⁇ C 3 alkyl) (C 4 ⁇ C 8 alkyl) ester sodium salt, sodium taloate, sodium cocoate and one or two selected from sodium palm kernelate It may contain the above, preferably octyl sodium sulfosuccinic acid (docusate sodium), sodium dodecylbenzenesulfonate, ammonium alpha-sulfo-omega-(nonylphenoxy)poly(oxy-1,2-ethandiyl) And sulfobutanediox
  • the content of the sodium salt may include 15 to 20% by weight, preferably 16 to 18.5% by weight, more preferably 16.5 to 18.0% by weight of the total weight of the hydrophilic modified coating agent.
  • the sodium salt content is less than 15% by weight, there may be a problem that the pH of the modified coating agent is too low, and when it exceeds 20% by weight, the pH of the modified coating agent is rather increased, and after the nonwoven fabric is modified, rewetting is lowered Since there may be a problem, it is better to use it within the above range.
  • the maleic acid salt is bis(2-(C 1 ⁇ C 3 alkyl) (C 4 ⁇ C 8 alkyl) maleate, ethylene maleic anhydride copolymer, and isobutylene maleic anhydride copolymer. It may include one or two or more selected, preferably bis (2- (C 2 ⁇ C 3 alkyl) (C 5 ⁇ C 7 alkyl) maleate and ethylene maleic anhydride copolymer 1 selected from the type or two types, may be more preferably used a (hexyl 2- (alkyl of C 2 ⁇ C 3)) bis maleate.
  • the content of maleate may include 10 to 16% by weight, preferably 11.0 to 14.8% by weight, and more preferably 12.0 to 14.0% by weight, based on the total weight of the hydrophilic modified coating agent.
  • the maleate content is less than 10% by weight, there may be a problem that the hydrophilicity improvement effect of the modified nonwoven fabric is lowered, and if it exceeds 16% by weight, there may be a problem of increasing cytotoxicity, so it is recommended to use it within the above range. good.
  • the phosphate in the composition of the hydrophilic modified coating agent is poly(oxy-1,2-ethanediyl), polyoxyethylene nonyl phenyl ether phosphoric acid, polyoxyethylene nonyl phenyl ether phosphoric acid, phosphate tris(2-ethylhexyl) ester, ( Z)-alpha-2-octadekenyl-omega-hydroxypoly(oxy-1,2-ethandyl)phosphate and poly(oxy-1,2-ethaninyl), ⁇ -dodecyl- ⁇ -hydroxy- , Phosphate, potassium salt (Poly(oxy-1,2-ethanediyl), ⁇ -dodecyl- ⁇ -hydroxy-,phosphate, potassium salt/cas no. 58318-92-6 ⁇ may include one or two or more selected from.
  • the content of phosphate may include 2 to 8% by weight, preferably 2.5 to 7.5% by weight, and more preferably 3.0 to 6.2% by weight, based on the total weight of the hydrophilic modified coating agent.
  • the phosphate content is less than 2% by weight, there may be a problem in that the durability absorption improvement effect of the modified nonwoven fabric is insufficient, and if it exceeds 8% by weight, there may be a problem that the durability absorption is rather lowered, so use within the above range. It is good to do.
  • the alcohol ether compound in the composition of the hydrophilic modified coating agent serves as a solvent for the other compositions of the hydrophilic modified coating agent, and is selected from dipropylene glycol monomethyl ether, polyvinyl ether, polyethylene glycol and alcohol polyoxyethylene ether.
  • One or two or more may be included, preferably one or two selected from dipropylene glycol monomethyl ether, polyvinyl ether and alcohol polyoxyethylene ether, more preferably dipropylene glycol monomethyl ether And alcohol polyoxyethylene ether.
  • the content of the alcohol ether compound is used in the remaining amount excluding other compositions of 100% by weight of the total hydrophilic modified coating agent.
  • the cell non-toxic hydrophilic modified coating agent of the present invention prepared by mixing the above-described compositions may have a viscosity of 950 to 1,100 mPa.s measured according to ASTM D7042 standard test (20°C), and preferably 980 to 1,080 mPa. s, more preferably 1,000 to 1,060 mPa.s.
  • the solution dissolved in water at a concentration of 9 to 12% by weight, preferably at a concentration of 10% by weight, of the cell non-toxic hydrophilic modified coating agent of the present invention has a pH of 5 to 8, preferably pH 5.5 when analyzed at 20°C. It may be ⁇ 7.5, more preferably a pH of 5.8 ⁇ 7.0.
  • non-toxic hydrophilic modified coating agent of the present invention may have a melting point of -3 to 3°C, preferably a melting point of -2 to 2°C.
  • Hydrophobic products can be modified to be hydrophilic using the previously described cell non-toxic hydrophilic modified coating agent, and as a preferred example, description will be given of the hydrophilic modification of the nonwoven fabric as follows.
  • Step 1 of preparing a nonwoven fabric A second step of coating part or all of the nonwoven fabric with a non-toxic hydrophilic modified coating agent; And 3 step of modifying the nonwoven fabric to be hydrophilic by thermally fixing the hydrophilic modified coating agent to the nonwoven fabric by heat treatment, thereby producing a hydrophilic modified nonwoven fabric.
  • the nonwoven fabric in step 1 may include hydrophobic fibers, some hydrophilic fibers may be included, or all nonwoven fabrics may be made of hydrophobic fibers. Some or all of the nonwoven fabric may have hydrophobicity.
  • the hydrophobic fiber may be a polyolefin-based fiber including at least one selected from polyethylene fiber, polypropylene fiber, and propylene ethylene copolymer fiber.
  • the hydrophobic fiber may have an average diameter of 1 ⁇ m to 50 ⁇ m, preferably 1 ⁇ m to 30 ⁇ m.
  • the nonwoven fabric of the first step may be a spunbond nonwoven fabric, a melt blown nonwoven fabric, an air-laid, a wet-laid, or a dry-laid nonwoven fabric.
  • the cell non-toxic hydrophilic modified coating agent of step 2 is as described above.
  • the coating of the second step may be performed by a general coating method used in the art, and preferably, it may be performed through a kiss roll coating method or a spray coating method.
  • the heat treatment in the third step may be performed by applying heat of 100 to 150°C, preferably 110 to 140°C in a drum dryer. At this time, if the heat treatment temperature is less than 100°C, there may be a problem that drying of the nonwoven fabric is less, and if the heat treatment temperature exceeds 150°C, there may be a problem that the nonwoven fabric becomes hard.
  • the prepared hydrophilic modified non-woven fabric may contain a cell non-toxic hydrophilic modified coating agent in an amount of 0.1 to 3.0% by weight, preferably 0.4 to 2.8% by weight, and more preferably 0.5 to 1.5% by weight. At this time, if the content of the non-toxic hydrophilic modified coating agent is less than 0.1% by weight, the hydrophilicity modifying effect may be insufficient, and if it exceeds 3% by weight, the rewetability of the nonwoven fabric may increase and there may be a problem of moistening.
  • the cell-free non-woven fabric of step 3 may have a basis weight of 10 to 100 gsm.
  • the cell-free nonwoven fabric of the present invention may have a cell viability of 70 to 100%, preferably 85 to 100%, more preferably 90 to 100%, when IC 50 is measured according to the ISO 10993-5 method.
  • the cellular non-toxic nonwoven fabric of the present invention is 2.50 to 3.50 seconds, preferably 2.50 to 3.20 seconds, when the liquid absorption rate is measured according to WSP 70.3(08) (Standard Test Method for Nonwoven Coverstock Liquid Strike-Through Time Using Simulated Urine). I can.
  • the cellular non-toxic nonwoven fabric of the present invention was measured for durability absorption according to WSP 70.7(09) (Standard Test Method for Nonwoven-Repeated Liquid Strike-Through Time), the first durability absorption was 1.50 to 2.80 seconds, and the second time Durable absorption is 2.00 to 3.50 seconds, and the third durability absorption may be 2.30 to 3.80 seconds.
  • the non-woven fabric of the present invention has a rewetability of 2.0 to 3.5 g, preferably 2.2 to when measuring the rewetability of a liquid according to WSP 70.8 (09) (Standard Test Method for Wetback After Repeated Strike-Through Time). May be 3.3g.
  • the cell-free nonwoven fabric of the present invention may have a cell viability of 70 to 100%, preferably 85 to 100%, more preferably 90 to 100%, when IC 50 is measured according to the ISO 10993-5 method.
  • Sodium salt sulfobutanedioxane 1,4-bis(2-ethylhexyl) ester sodium salt (cas no. 577-11-7), maleate bis(2-ethylhexyl) maleate (bis(2-ethylhexyl) maleate, cas no.142-16-5), phosphate poly(oxy-1,2-etheindinyl), ⁇ -dodecyl- ⁇ -hydroxy-, phosphate, potassium salt (Poly(oxy-1,2- ethanediyl), ⁇ -dodecyl- ⁇ -hydroxy-,phosphate, potassium salt/cas no. 58318-92-6) and dipropylene glycol monomethyl ether, an alcohol ether compound, are mixed and stirred to prepare a non-toxic hydrophilic modified coating agent. I did.
  • a hydrophilic modified coating agent was prepared in the same manner as in Example 1, but a hydrophilic modified coating agent having a composition and composition ratio as shown in Table 1 was prepared, respectively.
  • Isopropyl alcohol was prepared as a hydrophilic modified coating.
  • a solution containing 20% by weight of a diester (Di-ester) and a remaining amount of a propylene glycol compound was prepared as a hydrophilic modified coating agent.
  • a siloxane-based hydrophilic modified coating agent was prepared as a hydrophilic modified coating agent.
  • CTFA Dimethylsiloxane, 3-(3-((3-cocoamidopropyl)dimethylammonio)-2-hydroxyprpoxy)propyl groupterminated acetate / CAS 134737-05-6
  • CTFA Dimethylsiloxane, 3-(3-((3-cocoamidopropyl)dimethylammonio)-2-hydroxyprpoxy)propyl groupterminated acetate / CAS 134737-05-6
  • the viscosity was measured according to the ASTM D7042 standard test (20°C), and the pH was the pH of a solution in which a hydrophilic modified coating agent was dissolved in water at a concentration of 10% by weight, and analyzed at 20°C.
  • Example 1 1,015 ⁇ 1,025 6.0 to 6.1 -1 to 1
  • Example 2 990 ⁇ 995 5.2 ⁇ 5.3 -1 to 1
  • Example 3 1,005 ⁇ 1,010 6.4 ⁇ 6.5 -1 to 1
  • Example 4 1,050 ⁇ 1,060 5.8 ⁇ 5.9 -1 to 1
  • Example 5 1,035 ⁇ 1,040 6.0 to 6.1 -1 to 1
  • Example 6 990 ⁇ 995 5.7 ⁇ 5.8 0 to 2
  • Example 7 1,080 ⁇ 1,085 6.2 ⁇ 6.3 -3 to -1
  • Comparative Example 1 980 ⁇ 985 4.5 ⁇ 4.6 -1 to 1 Comparative Example 2 1,070 ⁇ 1,075 7.4 ⁇ 7.5 -1 to 1
  • Comparative Example 3 985 ⁇ 990 6.5 ⁇ 6.7 -1 to 1
  • Comparative Example 4 1,095 ⁇ 1,100 5.7 ⁇ 5.8 -1 to 1
  • Comparative Example 5 975-980 5.7 ⁇ 5.8 3 to
  • Examples 1 to 7 showed an appropriate range of properties ranging from viscosity 990 to 1,060 mPa.s, pH 5.2 to 6.3, and melting point -3°C to 1°C.
  • sodium in the case of Comparative Example 1 in which the salt was used in an amount of less than 15% by weight, when compared with Examples 1 and 2, there was a problem that the pH was rapidly lowered and thus acidified, and in the case of Comparative Example 2 in which the sodium salt was used in excess of 20% by weight , When compared with Example 1 and Example 3, the pH showed a tendency to increase rapidly.
  • a spunbond nonwoven fabric having a basis weight of 18 gsm made of polypropylene fibers having an average diameter of 17 ⁇ m was prepared (manufacturer Toray Advanced Materials, brand name LIVSEN).
  • Example 1 the hydrophilic modified coating agent prepared in Example 1 was coated and dried with a nonwoven fabric by a kiss roll coating method.
  • heat treatment was performed in a drum dryer under a temperature condition of about 125 to 130° C. to prepare a non-woven fabric that was modified to be hydrophilic.
  • the content of the hydrophilic modified coating agent in the prepared non-toxic nonwoven fabric was about 0.7% by weight.
  • a nonwoven fabric having been modified to be hydrophilic in the same manner as in Preparation Example 1 was prepared, but each nonwoven fabric modified to be hydrophilic using each of the hydrophilic modified coating agents prepared in Examples 2 to 5 and Comparative Examples 1 to 9 instead of the hydrophilic modified coating agent of Example 1 To prepare, Preparation Examples 2 to 7 and Comparative Preparation Examples 1 to 11 were each performed as shown in Table 3 below.
  • a measurement sample was prepared by cutting the nonwoven fabric prepared in Preparation Example and Comparative Preparation Example into a size of 10 cm x 10 cm (width x length).
  • the absorption rate of the measurement sample (specifically, the liquid absorption rate of the hydrophilic nonwoven layer) was measured according to WSP 70.3 (08) (Standard Test Method for Nonwoven Coverstock Liquid Strike-Through Time Using Simulated Urine), and the result It is shown in Table 4 below.
  • WSP 70.3 8
  • Table 4 Standard Test Method for Nonwoven Coverstock Liquid Strike-Through Time Using Simulated Urine
  • a measurement sample was prepared by cutting the nonwoven fabric prepared in Preparation Example and Comparative Preparation Example into a size of 10 cm x 10 cm (width x length).
  • the durability absorption of the measurement sample (specifically, the repeated absorption of the hydrophilic nonwoven layer) was measured according to WSP 70.7 (09) (Standard Test Method for Nonwoven-Repeated Liquid Strike-Through Time), and the results are as follows. It is shown in Table 4.
  • Durable absorbency was measured three times for the same type of measurement sample, and then the durability absorbance was recorded. Specifically, after placing the measurement sample on the absorbent paper, the time to absorb a total of 15 ml of 5 ml of 0.9% by weight NaCl aqueous solution through the absorbent paper once, twice, and three times was evaluated for durable absorption, and the evaluation record is Recorded once, twice, and three times, respectively.
  • IC 50 inhibitor concentration 50, colony formation inhibition
  • ISO 10993-5 Biological evaluation of medical devices-Part 5: Tests for in-vitro cytotoxicity
  • hydrophilic modified coating agent isopropyl alcohol (Comparative Example 7), diester and propylene glycol mixture (Comparative Example 8) and CTFA (Comparative Example 9) hydrophilic
  • the hydrophilicity was excellent, but it was confirmed that there is a problem of cytotoxicity.
  • hydrophilic modified coating agent of the present invention effectively modified hydrophobicity to hydrophilicity, and it was confirmed that there was no cytotoxicity.
  • the hydrophilic modified coating agent of the present invention is expected to be able to greatly expand the application range of the industrial nonwoven fabric and/or the nonwoven fabric for hygiene products, which had limited application uses.
  • the hydrophilic modified nonwoven fabric using the hydrophilic modified coating agent of the present invention can provide a variety of skin-friendly and nonwoven fabric products requiring hydrophilicity, such as industrial nonwoven fabric and/or nonwoven fabric for hygiene products.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Nonwoven Fabrics (AREA)
  • Paints Or Removers (AREA)
PCT/KR2020/013971 2019-10-14 2020-10-14 세포무독성 친수성 개질 코팅제, 이를 포함하는 세포무독성 부직포 및 이의 제조방법 WO2021075837A1 (ko)

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JP7342256B2 (ja) 2023-09-11
KR20210043940A (ko) 2021-04-22

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