US20040083556A1 - Fiber product having antibacterial and deodorant function - Google Patents
Fiber product having antibacterial and deodorant function Download PDFInfo
- Publication number
- US20040083556A1 US20040083556A1 US10/296,217 US29621703A US2004083556A1 US 20040083556 A1 US20040083556 A1 US 20040083556A1 US 29621703 A US29621703 A US 29621703A US 2004083556 A1 US2004083556 A1 US 2004083556A1
- Authority
- US
- United States
- Prior art keywords
- medical
- fiber
- cellulose
- fiber product
- amino acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 49
- 230000000844 anti-bacterial effect Effects 0.000 title abstract description 40
- 239000002781 deodorant agent Substances 0.000 title abstract description 7
- 229920003043 Cellulose fiber Polymers 0.000 claims abstract description 19
- -1 amino acid ester Chemical class 0.000 claims abstract description 18
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 33
- 229920002678 cellulose Polymers 0.000 claims description 31
- 239000001913 cellulose Substances 0.000 claims description 30
- 239000004744 fabric Substances 0.000 claims description 28
- 150000001413 amino acids Chemical class 0.000 claims description 27
- 239000004472 Lysine Substances 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 17
- 150000002148 esters Chemical class 0.000 claims description 16
- 210000004243 sweat Anatomy 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- 229920000742 Cotton Polymers 0.000 claims description 5
- 239000004475 Arginine Substances 0.000 claims description 4
- 206010021639 Incontinence Diseases 0.000 claims description 4
- 239000000853 adhesive Substances 0.000 claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 4
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 4
- 235000020256 human milk Nutrition 0.000 claims description 4
- 210000004251 human milk Anatomy 0.000 claims description 4
- 239000011505 plaster Substances 0.000 claims description 4
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 claims description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 3
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 claims description 3
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 claims description 3
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 3
- 229960003104 ornithine Drugs 0.000 claims description 3
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 2
- 241000894006 Bacteria Species 0.000 abstract description 8
- 239000000047 product Substances 0.000 description 31
- 235000001014 amino acid Nutrition 0.000 description 29
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- 239000000243 solution Substances 0.000 description 17
- 235000019766 L-Lysine Nutrition 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 238000005406 washing Methods 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000003242 anti bacterial agent Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 230000003385 bacteriostatic effect Effects 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- 238000002835 absorbance Methods 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 4
- 229930064664 L-arginine Natural products 0.000 description 4
- 235000014852 L-arginine Nutrition 0.000 description 4
- 239000004677 Nylon Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 210000004400 mucous membrane Anatomy 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000035755 proliferation Effects 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 235000009697 arginine Nutrition 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- SXZCBVCQHOJXDR-ILKKLZGPSA-N hydron;methyl (2s)-2,6-diaminohexanoate;dichloride Chemical compound Cl.Cl.COC(=O)[C@@H](N)CCCCN SXZCBVCQHOJXDR-ILKKLZGPSA-N 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
- 238000009631 Broth culture Methods 0.000 description 2
- 206010020751 Hypersensitivity Diseases 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 241000191940 Staphylococcus Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 238000007605 air drying Methods 0.000 description 2
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 2
- 208000026935 allergic disease Diseases 0.000 description 2
- 230000007815 allergy Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 235000018977 lysine Nutrition 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 238000009958 sewing Methods 0.000 description 2
- 229910052814 silicon oxide Inorganic materials 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- ODHCTXKNWHHXJC-VKHMYHEASA-M 5-oxo-L-prolinate Chemical compound [O-]C(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-M 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WJLVQTJZDCGNJN-UHFFFAOYSA-N Chlorhexidine hydrochloride Chemical compound Cl.Cl.C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 WJLVQTJZDCGNJN-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- OJIYIVCMRYCWSE-UHFFFAOYSA-M Domiphen bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CCOC1=CC=CC=C1 OJIYIVCMRYCWSE-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000588747 Klebsiella pneumoniae Species 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- RJQXTJLFIWVMTO-TYNCELHUSA-N Methicillin Chemical compound COC1=CC=CC(OC)=C1C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 RJQXTJLFIWVMTO-TYNCELHUSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XQYZOBNLCUAXLF-XRIGFGBMSA-N [(2s)-5-[[amino(azaniumyl)methylidene]amino]-1-methoxy-1-oxopentan-2-yl]azanium;dichloride Chemical compound Cl.Cl.COC(=O)[C@@H](N)CCCN=C(N)N XQYZOBNLCUAXLF-XRIGFGBMSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000003862 amino acid derivatives Chemical class 0.000 description 1
- 125000000539 amino acid group Chemical group 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229960004504 chlorhexidine hydrochloride Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 229960001859 domiphen bromide Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 230000002458 infectious effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229960003085 meticillin Drugs 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229940071139 pyrrolidone carboxylate Drugs 0.000 description 1
- 238000012113 quantitative test Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
- A61L15/28—Polysaccharides or their derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
-
- 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
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- 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
- D06M13/322—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 nitrogen
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/21—Acids
- A61L2300/214—Amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
Definitions
- the present invention relates to a fiber product which is excellent in antibacterial property, deodorant property, durability to washing and safety. More particularly, it relates to a fiber product comprising a partial ester of a basic amino acid with cellulose and/or a salt thereof or to a fiber product comprising a processed cellulose fiber which may be obtained by contacting a cellulose fiber with a basic amino acid and thereafter heat-treating the mixture.
- the present invention relates to the use as a medical or sanitary article of the fiber product which is excellent in antibacterial property and safety.
- medical or sanitary articles such as a paper diaper, an incontinence pad, a physiological napkin, a physiological tampon, a panty sheet, a sweat pad, a breast milk pad, a medical tampon, an applicator, a first-aid adhesive plaster, a wet tissue, a surgical dressing, a medical mask, a gauze, a bandage, a medical sheet, a medical towel, a medical drape, a gown for a patient who receives an operation, a cloth for a patient, a medical cap, a medical apron, a medical cover and the like, in considering that these articles are directly contacted with a skin, a mucous membrane or a wound and absorb the liquids secreted, exuded or excreted from the living body during use, thereby becoming an environment where microorganisms are liable to propagate and that they are practically used in medical places such as operation, etc. where bacterial contamination is disliked exceedingly, the antibacterial property is
- Japanese Patent Application Open-Laid Nos. Sho 61-231202 and Sho 63-249701 disclose socks which comprise used cupper as an antibacterial agent.
- Japanese Patent Application Open-Laid No. Hei 3-249201 discloses antibacterial and deodorant socks which comprises used a polyvalent metal in combination with a quaternary ammonium salt.
- Japanese Patent Application Open-Laid No. Hei 5-49682 discloses socks which comprise used a mixture of aluminum oxide, silicon oxide wand magnesium oxide as an antibacterial agent.
- Japanese Patent Application Open-Laid No. Hei 6-287811 discloses raw yarns for socks which comprise used dissoluble glass containing silver as an antibacterial agent.
- the methods using cupper, a polyvalent metal or silver have the problems that there is a possibility of causing an allergy during use due to these metals released and eluted by water, sweat or the like and further that these metals are also released from socks by washing, etc., thereby the effect cannot be maintained.
- the method using aluminum oxide, silicon oxide and magnesium oxide as antibacterial agents is one wherein the antibacterial property is imparted into fibers by kneading said antibacterial agents with fibers, it has a problem that these antibacterial agents are released by washing, etc., thereby the effect cannot be maintained.
- a paper diaper containing benzalkonium chloride as an antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 4-2345.
- a sanitary article containing silver-carried strongly cationic exchange resin composed of sulfonic acid radical-introduced polystyrene resin as an antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 5-212094.
- Body liquid absorbent articles containing chlorhexidine hydrochloride or domiphen bromide as an antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 9-10296.
- Sanitary physiological articles containing cyclodextrin-encapsulated phytoncide as antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 9-108261.
- Sanitary articles containing silver-carried carboxymethylcellulose as antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 11-1895.
- An antibacterial sheet containing a water soluble plant extract containing an aminated rosin and sanitary articles made of said antibacterial sheet are disclosed in Japanese Patent Application Open-Laid No. Hei 11-200245.
- a part of the product involved therein contains certain medicine or metal each having the antibacterial property in any case and the mode contained of these antibacterial ingredients is due to admixture, adhesion or ionic bond so that they are eluted by the liquids secreted, exuded or excreted from the living body or otherwise they release by friction with the skin, mucous membrane or wound, thereby there is a possibility of causing an allergy, etc.
- An object of the present invention is to provide a fiber product which has at least one of effects that it is excellent in antibacterial property, deodorant property, durability to washing and safety.
- Another object of the present invention is to provide a fiber product which is excellent in antibacterial property and safety and which is suitable as a medical or sanitary article.
- the present inventors have found that the above objects can be solved by using a specific cellulose ester, a cellulose fiber subjected to the specific treatment or a fiber product made of said cellulose fiber, and have completed the present invention.
- the present invention is a fiber product which is characterized by containing a partial ester of a basic amino acid with cellulose and/or a salt thereof.
- the present invention is a fiber product which is characterized by containing a processed cellulose fiber which may be obtained by contacting a cellulose fiber with a basic amino acid ester and thereafter heat treating the mixture, and further it is a fiber product obtained by spinning, weaving or twisting the blend of said processed cellulose fiber with other fiber.
- the present invention intends the use as a medical or sanitary article or a part of these articles a fiber product made of a partial ester of a basic amino acid with cellulose and/or a salt thereof which itself has antibacterial property. That is, it relates to the use of a fiber product made of a partial ester of a basic amino acid with cellulose and/or a salt thereof as a medical or sanitary article.
- ester of a basic amino acid with cellulose takes a structure of forming covalent bond (ester bond) between a carboxyl group of a basic amino acid and a hydroxyl group of cellulose, its possibility to be desorbed by water, sweat or the like is low and hence its durability to washing is high. Even when it was used as a medical or sanitary article, its possibility to be eluted with the liquids secreted, exuded or excreted from the living body or to be released by friction with the skin, mucous membrane or wound is low. Also, even when the ester bond was cut, the component released is an amino acid which is harmless to the living body, and therefore the safety is very high.
- the partial ester of a basic amino acid with cellulose and/or a salt thereof for use in the present invention has a structure wherein at least one of hydroxyl groups present in the cellulose molecule is esterified with a basic amino acid.
- This basic amino acid may be mixture of several kinds of ones. Also, there may be used one wherein an esterification degree is 0.00001-3.
- the basic amino acid moiety in the partial ester of a basic amino acid with cellulose and/or a salt thereof for use in the present invention is the residue of lysine, arginine, ornithine or histidine which becomes correspondingly a partial ester of lysine with cellulose, a partial ester of arginine with cellulose, a partial ester of ornithine with cellulose or a partial ester of histidine with cellulose.
- the basic amino acid may be mixed amino acids.
- the fiber product for use in the present invention which is characterizing by containing the partial ester of a basic amino acid with cellulose or a salt thereof can be prepared by the following method. That is, a cellulose fiber or a fiber product made of the cellulose fiber is first allowed to contact with a treating solution containing a basic amino acid ester. When required, an excess solution may be removed from the impregnated fiber or fiber product and the wet fiber or fiber productmay be dried. And then, the dried fiber is subjected to a heat treatment. Subsequently, after-treatment such as washing or the like for removing the unreacted basic amino acid is conducted.
- the cellulose for use here may also be cotton pre-treated with alkali or the like according to a usual method.
- the basic amino acid residue bonded with cellulose fiber may be converted into its salt with the optional acid.
- a salt there may be taken a salt with an organic acid such as acetate, lactate, malate, succinate, citrate, benzoate, pyrrolidone carboxylate or the like; a salt with a mineral acid such as hydrochloride, sulfate, phosphate or the like; or a salt with Lewis acid such as zinc chloride.
- the cellulose fiber obtained by the above method may be spun, weaved or twisted in blend with other fiber, for example a chemical fiber such as nylon, polyester, acryl or the like; and a natural fiber such as wool, silk or the like according to the conventional method, thereby the fiber product of the present invention may also be obtained.
- a chemical fiber such as nylon, polyester, acryl or the like
- a natural fiber such as wool, silk or the like according to the conventional method
- the cellulose fiber obtained by the above method may be any form of cotton wool, raw yarn, raw cloth or articles after sewing.
- the treating solution there is used one wherein a basic amino acid ester, preferably lower alkyl ester having 1-6 carbon atoms represented by methyl ester has been dissolved in water, alcohol or a mixture thereof.
- the basic amino acid ester is in the form of a salt with hydrochloric acid, sulfuric acid or the like, it may be neutralized with 10 to 200 mol % of sodium hydroxide or the like based on the basic amino acid depending on the necessity.
- the content of the basic amino acid in the treating solution may be optional, if it is such a range that it is dissoluble or dispersible therein.
- the cellulose fiber is immersed in the treating solution, the excess solution is removed from the impregnated fiber depending on the necessity, and thereafter an air-drying or a drying under heating is conducted when required.
- the dried fiber is heat treated at 100-200° C., preferably 120-180° C. for 1-100 minutes, preferably 2-60 minutes and the objected product may be prepared through washing and drying steps. Although washing is conducted in order of firstly water, subsequently an aqueous alkaline solution such as sodium bicarbonate or the like, an aqueous acidic solution such as citric acid or the like and finally water, a part of them may be omitted when required.
- the fiber product in the present invention is a general term including a thread, a felt, an unwoven cloth, a mat and the like, and specifically includes clothing such as an undershirt, a shirt, a blouse, stockings, a coat, a sweater, a cardigan, a jacket, trousers, a skirt, tights, a gymnastics wear, sports clothes, a T-shirt, a trainer, wristlet, pajamas, a negligee, a bathrobe, socks, gloves, a tie, a scarf, a muffler, a hat, a white robe and an apron; bedclothes such as a cover for thick bed quilt, a blanket, a pillowcase and a sheet; in addition a towel, a bath towel, a bath mat, a kitchen mat, a cloth for toilet stool, a toilet mat, a dishcloth, handkerchiefs, a cloth diaper, a carpet, a curtain, etc.
- clothing such as an undershirt, a shirt,
- the fiber product made of the partial ester of a basic amino acid with cellulose and/or a salt thereof can be preferably used as a medical or sanitary article.
- a cloth or an unwoven cloth as the form of the partial ester of a basic amino acid with cellulose and/or a salt thereof may be disposed as a part of the article to the area to be contacted, particularly the skin, mucous membrane or wound, and the hitherto known structure may also be adopted to other part of the article.
- the partial ester of a basic amino acid with cellulose and/or a salt thereof may be disposed to the absorbent or a part thereof in addition to the overall constituent material of the article.
- the form is not necessarily a cloth or an unwoven cloth, and it may be fibrous or powdery.
- the amount of the bonded L-lysine based on 1 g of the sample was calculated to be 0.105 mmol (an esterification degree of 0.017). Also, from the result of the determination for citric acid present in the same test solution was conducted with a HPLC, the amount of the bonded citric acid based on 1 g of the sample was calculated to be 0.190 mmol.
- a cut piece of square having about 18 mm in a side was prepared from the socks obtained in Example 1 and an antibacterial test was conducted according to a standardized test method provided by Japanese Association for the Function Evaluation of Textile. Staphyrococus aures (ATCC 5638P) was employed as the test bacteria.
- the specimen which has been subjected to high pressure vapor sterilization was seeded with bacteria (about 2.6 ⁇ 10 4 ) suspended in Nutient Broth culture medium and the cultivation was conducted at 37° C. for 18 hours, and thereafter the viable count was measured. Also, this socks was washed 5 times according to the process described in “JIS L 0127 Item 103” and thereafter the seed and cultivation were similarly conducted to measure the viable count.
- a nylon white cloth was used as the standard white cloth.
- S, L, M a , M b and M c represent the bacteriostatic activity, the bactericidal activity, a constant logarithm for viable count on the untreated sample immediately after seed (an average of three specimens), a constant logarithm value for viable count on the untreated sample after cultivation for 18 hours (an average of three specimens), a constant logarithm for viable count on the treated sample after cultivation for 18 hours (an average of three specimens), respectively.
- Medical masks were respectively prepared using the unwoven cloth made of L-lysine cellulose partial ester citrate of Preparation Example 1 and the unwoven cloth made of L-arginine cellulose partial ester citrate of Preparation Example 2. Also, as a comparative product a medical mask was similarly prepared using an untreated unwoven cloth.
- a cut piece of square having about 18 mm in a side was each prepared from these medical masks and was subjected to the antibacterial test according to the process described in “JIS L 1902: 1998 (Antibacterial activity test method for fibrous products 8, a quantitative test)”.
- Staphyrococus aures ATCC 5638P and Klebsiella pneumoniae ATCC 4532 were employed as the test bacteria.
- Each of the specimens was subjected to high pressure vapor sterilization and thereafter seeded with the prescribed amount (about 2.5 ⁇ 104) of bacteria suspended in Nutient Broth culture medium and the cultivation was conducted at 37° C. for 18 hours, and thereafter the respective viable counts were measured. The results are shown in tables 3 and 4.
- a fiber product having at least one of the effects of being excellent in antibacterial property, deodorant property, durability to washing and safety
- said fiber product being made of a cellulose fiber into which an antibacterial property has been imparted by contacting with a basic amino acid ester and the subsequent heat treatment.
- Said fiber product is preferably used as especially a medical or sanitary article owing to its excellent antibacterial property and safety.
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Abstract
According to the present invention, a cellulose fiber or a fiber product made of said cellulose fiber is contacted with a basic amino acid ester and thereafter heat treated, thereby there may be provided an antibacterial product which does not lose its antibacterial property even by being washed several times.
The fiber product is excellent in antibacterial property, deodorant property and safety and suitable for use as an antibacterial product such as socks, towel or the like which especially an odor becomes a problem due to the propagation of bacteria during using or storing it, and further it is suitable for use as a medical or sanitary article.
Description
- The present invention relates to a fiber product which is excellent in antibacterial property, deodorant property, durability to washing and safety. More particularly, it relates to a fiber product comprising a partial ester of a basic amino acid with cellulose and/or a salt thereof or to a fiber product comprising a processed cellulose fiber which may be obtained by contacting a cellulose fiber with a basic amino acid and thereafter heat-treating the mixture.
- Also, the present invention relates to the use as a medical or sanitary article of the fiber product which is excellent in antibacterial property and safety.
- Since the propagation of bacteria during using or storing a fiber product causes often unpleasant results such as odor, etc., an antibacterial processing has been hitherto applied to cloth products such as socks, towel and the like where especially odor becomes problem. In addition, numerous and new antibacterial products have been put on the marketplace in a variety of fields under the background that the infection of human being by methicillin-resistantStaphylococcus aureus (MRSA) and infectious bacillus subtilis O-157 became recently a social problem. Further, with respect to medical or sanitary articles such as a paper diaper, an incontinence pad, a physiological napkin, a physiological tampon, a panty sheet, a sweat pad, a breast milk pad, a medical tampon, an applicator, a first-aid adhesive plaster, a wet tissue, a surgical dressing, a medical mask, a gauze, a bandage, a medical sheet, a medical towel, a medical drape, a gown for a patient who receives an operation, a cloth for a patient, a medical cap, a medical apron, a medical cover and the like, in considering that these articles are directly contacted with a skin, a mucous membrane or a wound and absorb the liquids secreted, exuded or excreted from the living body during use, thereby becoming an environment where microorganisms are liable to propagate and that they are practically used in medical places such as operation, etc. where bacterial contamination is disliked exceedingly, the antibacterial property is considered to be one of important function from the standpoint of prevention of an infection.
- With respect to a means to impart an antibacterial property into these fiber products, if socks are taken as an example to be targeted, Japanese Patent Application Open-Laid Nos. Sho 61-231202 and Sho 63-249701 disclose socks which comprise used cupper as an antibacterial agent. Also, Japanese Patent Application Open-Laid No. Hei 3-249201 discloses antibacterial and deodorant socks which comprises used a polyvalent metal in combination with a quaternary ammonium salt. Japanese Patent Application Open-Laid No. Hei 5-49682 discloses socks which comprise used a mixture of aluminum oxide, silicon oxide wand magnesium oxide as an antibacterial agent. Japanese Patent Application Open-Laid No. Hei 6-287811 discloses raw yarns for socks which comprise used dissoluble glass containing silver as an antibacterial agent.
- Among them, however, the methods using cupper, a polyvalent metal or silver have the problems that there is a possibility of causing an allergy during use due to these metals released and eluted by water, sweat or the like and further that these metals are also released from socks by washing, etc., thereby the effect cannot be maintained. Also, since the method using aluminum oxide, silicon oxide and magnesium oxide as antibacterial agents is one wherein the antibacterial property is imparted into fibers by kneading said antibacterial agents with fibers, it has a problem that these antibacterial agents are released by washing, etc., thereby the effect cannot be maintained.
- As an attempt to impart the antibacterial property into medical or sanitary articles, a paper diaper containing benzalkonium chloride as an antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 4-2345. A sanitary article containing silver-carried strongly cationic exchange resin composed of sulfonic acid radical-introduced polystyrene resin as an antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 5-212094. Body liquid absorbent articles containing chlorhexidine hydrochloride or domiphen bromide as an antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 9-10296. Sanitary physiological articles containing cyclodextrin-encapsulated phytoncide as antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 9-108261. Sanitary articles containing silver-carried carboxymethylcelullose as antibacterial agent is disclosed in Japanese Patent Application Open-Laid No. Hei 11-1895. An antibacterial sheet containing a water soluble plant extract containing an aminated rosin and sanitary articles made of said antibacterial sheet are disclosed in Japanese Patent Application Open-Laid No. Hei 11-200245.
- However, as the problem which is common to these methods disclosed, a part of the product involved therein contains certain medicine or metal each having the antibacterial property in any case and the mode contained of these antibacterial ingredients is due to admixture, adhesion or ionic bond so that they are eluted by the liquids secreted, exuded or excreted from the living body or otherwise they release by friction with the skin, mucous membrane or wound, thereby there is a possibility of causing an allergy, etc.
- An object of the present invention is to provide a fiber product which has at least one of effects that it is excellent in antibacterial property, deodorant property, durability to washing and safety.
- Another object of the present invention is to provide a fiber product which is excellent in antibacterial property and safety and which is suitable as a medical or sanitary article.
- The present inventors have found that the above objects can be solved by using a specific cellulose ester, a cellulose fiber subjected to the specific treatment or a fiber product made of said cellulose fiber, and have completed the present invention.
- That is, the present invention is a fiber product which is characterized by containing a partial ester of a basic amino acid with cellulose and/or a salt thereof.
- Also, the present invention is a fiber product which is characterized by containing a processed cellulose fiber which may be obtained by contacting a cellulose fiber with a basic amino acid ester and thereafter heat treating the mixture, and further it is a fiber product obtained by spinning, weaving or twisting the blend of said processed cellulose fiberwith other fiber.
- Also, the present invention intends the use as a medical or sanitary article or a part of these articles a fiber product made of a partial ester of a basic amino acid with cellulose and/or a salt thereof which itself has antibacterial property. That is, it relates to the use of a fiber product made of a partial ester of a basic amino acid with cellulose and/or a salt thereof as a medical or sanitary article.
- As the partial ester of a basic amino acid with cellulose takes a structure of forming covalent bond (ester bond) between a carboxyl group of a basic amino acid and a hydroxyl group of cellulose, its possibility to be desorbed by water, sweat or the like is low and hence its durability to washing is high. Even when it was used as a medical or sanitary article, its possibility to be eluted with the liquids secreted, exuded or excreted from the living body or to be released by friction with the skin, mucous membrane or wound is low. Also, even when the ester bond was cut, the component released is an amino acid which is harmless to the living body, and therefore the safety is very high.
- The partial ester of a basic amino acid with cellulose and/or a salt thereof for use in the present invention has a structure wherein at least one of hydroxyl groups present in the cellulose molecule is esterified with a basic amino acid. This basic amino acid may be mixture of several kinds of ones. Also, there may be used one wherein an esterification degree is 0.00001-3.
- The basic amino acid moiety in the partial ester of a basic amino acid with cellulose and/or a salt thereof for use in the present invention is the residue of lysine, arginine, ornithine or histidine which becomes correspondingly a partial ester of lysine with cellulose, a partial ester of arginine with cellulose, a partial ester of ornithine with cellulose or a partial ester of histidine with cellulose. In this case, the basic amino acid may be mixed amino acids.
- The fiber product for use in the present invention which is characterizing by containing the partial ester of a basic amino acid with cellulose or a salt thereof can be prepared by the following method. That is, a cellulose fiber or a fiber product made of the cellulose fiber is first allowed to contact with a treating solution containing a basic amino acid ester. When required, an excess solution may be removed from the impregnated fiber or fiber product and the wet fiber or fiber productmay be dried. And then, the dried fiber is subjected to a heat treatment. Subsequently, after-treatment such as washing or the like for removing the unreacted basic amino acid is conducted. The cellulose for use here may also be cotton pre-treated with alkali or the like according to a usual method. Furthermore, by using an optional acid in the steps after heat treatment, the basic amino acid residue bonded with cellulose fiber may be converted into its salt with the optional acid. As the kind of a salt, there may be taken a salt with an organic acid such as acetate, lactate, malate, succinate, citrate, benzoate, pyrrolidone carboxylate or the like; a salt with a mineral acid such as hydrochloride, sulfate, phosphate or the like; or a salt with Lewis acid such as zinc chloride.
- The cellulose fiber obtained by the above method may be spun, weaved or twisted in blend with other fiber, for example a chemical fiber such as nylon, polyester, acryl or the like; and a natural fiber such as wool, silk or the like according to the conventional method, thereby the fiber product of the present invention may also be obtained.
- Incidentally, the cellulose fiber obtained by the above method may be any form of cotton wool, raw yarn, raw cloth or articles after sewing.
- As the treating solution, there is used one wherein a basic amino acid ester, preferably lower alkyl ester having 1-6 carbon atoms represented by methyl ester has been dissolved in water, alcohol or a mixture thereof. In the case that the basic amino acid ester is in the form of a salt with hydrochloric acid, sulfuric acid or the like, it may be neutralized with 10 to 200 mol % of sodium hydroxide or the like based on the basic amino acid depending on the necessity. The content of the basic amino acid in the treating solution may be optional, if it is such a range that it is dissoluble or dispersible therein. The cellulose fiber is immersed in the treating solution, the excess solution is removed from the impregnated fiber depending on the necessity, and thereafter an air-drying or a drying under heating is conducted when required. The dried fiber is heat treated at 100-200° C., preferably 120-180° C. for 1-100 minutes, preferably 2-60 minutes and the objected product may be prepared through washing and drying steps. Although washing is conducted in order of firstly water, subsequently an aqueous alkaline solution such as sodium bicarbonate or the like, an aqueous acidic solution such as citric acid or the like and finally water, a part of them may be omitted when required. The fiber product in the present invention is a general term including a thread, a felt, an unwoven cloth, a mat and the like, and specifically includes clothing such as an undershirt, a shirt, a blouse, stockings, a coat, a sweater, a cardigan, a jacket, trousers, a skirt, tights, a gymnastics wear, sports clothes, a T-shirt, a trainer, wristlet, pajamas, a negligee, a bathrobe, socks, gloves, a tie, a scarf, a muffler, a hat, a white robe and an apron; bedclothes such as a cover for thick bed quilt, a blanket, a pillowcase and a sheet; in addition a towel, a bath towel, a bath mat, a kitchen mat, a cloth for toilet stool, a toilet mat, a dishcloth, handkerchiefs, a cloth diaper, a carpet, a curtain, etc. In the case that a fiber form or a processing form during the antibacterial processing by a basic amino acid derivative is in the stage before the final product after sewing as taken here, an appropriate additional processing for finishing the final product may be conducted.
- In the present invention, the fiber product made of the partial ester of a basic amino acid with cellulose and/or a salt thereof can be preferably used as a medical or sanitary article. Specifically, a cloth or an unwoven cloth as the form of the partial ester of a basic amino acid with cellulose and/or a salt thereof may be disposed as a part of the article to the area to be contacted, particularly the skin, mucous membrane or wound, and the hitherto known structure may also be adopted to other part of the article. In case of a medical or sanitary article designed so as to absorb liquids secreted, exuded or excreted from the living body such as a paper diaper, an incontinence pad, a physiological napkin, a physiological tampon, a panty sheet, a sweat pad, a breast milk pad, a medical tampon, an applicator, a first-aid adhesive plaster, a surgical dressing and the like, the partial ester of a basic amino acid with cellulose and/or a salt thereof may be disposed to the absorbent or a part thereof in addition to the overall constituent material of the article. In this case, the form is not necessarily a cloth or an unwoven cloth, and it may be fibrous or powdery.
- The present invention is illustrated in more detail by the preparation examples and the examples but it does not restricted to these examples.
- <Preparation of L-Lysine Cellulose Partial Ester Citrate>
- 2.33 Grams (10 mmol) of L-lysine methyl ester dihydrochloride was dissolved in 15 ml of methanol, and 5 ml of 2 N aqueous sodium hydroxide solution was added thereto to make a treating solution. 5.0 Grams of a cotton unwoven cloth (C×32, a product of Hanilon Co., Ltd.) was immersed in this treating solution for about 30 seconds and air-dried for a hour, and thereafter heat treated at 140° C. for 20 minutes. It was washed with water, and further a washing by 5% aqueous sodium bicarbonate solution-3 times of rinsing by water and a washing by 10% aqueous citric acid solution-3 times of rinsing by water were conducted, and thereafter dehydration and air-drying were conducted to make a sample. After a part of the sample was dried at 50° C. over a night under a vacuum, about 0.5 g weighed accurately and stirred at room temperature for 18 hours in 50 ml of 0.5 N aqueous sodium hydroxide solution to effect alkaline hydrolysis. The fiber was filtered out and the determination of L-lysine was conducted with an amino acid analyzer (L-8500, Hitachi Co., Ltd.).
- From the result, the amount of the bonded L-lysine based on 1 g of the sample was calculated to be 0.105 mmol (an esterification degree of 0.017). Also, from the result of the determination for citric acid present in the same test solution was conducted with a HPLC, the amount of the bonded citric acid based on 1 g of the sample was calculated to be 0.190 mmol.
- <Preparation of L-Arginine Cellulose Partial Ester Citrate>
- A similar experiment as in Preparation Example 1 was conducted except that 2.61 g (10 mmol) of L-arginine methyl ester dihydrochloride was used in place of L-lysine methyl ester dihydrochloride. As a result of the calculation for the amount of the bonded arginine based on 1 g of the sample in the similar method as in Preparation Example 1, it was 0.109 mmol (an esterification degree of 0.018). Also, similarly the amount of the bonded citric acid based on 1 g of the sample was 0.162 mmol.
- Preparation of Socks
- 5.83 Grams (25 mmol) of L-lysine methyl ester dihydrochloride was dissolved in 20 ml of methanol, and 12.5 ml of 2 N aqueous sodium hydroxide solution was added thereto to make a treating solution. Socks (about 25 g) made of pure cotton was immersed in this treating solution for about 20 seconds and air-dried for 2 hours, and thereafter heat-treated at 140° C. for 20 minutes. The heat-treated socks were first washed with water, further washed with 5% aqueous sodium bicarbonate solution, rinsed 3 times with water, washed with 10% aqueous citric acid solution, rinsed 3 times with water, further washed with household neutral washing detergent solution and rinsed with water. And thereafter it was dehydrated and air-dried to obtain the socks of the present invention.
- Determination of the Bonded Amount of an Amino Acid
- About 0.5 g of a cut piece was prepared from the socks obtained in Example 1 and dried at 50° C. over a night in a vacuum desiccator wherein phosphorous pentaoxide was placed as a desiccating agent. This sample weighed accurately and then was stirred at room temperature for 18 hours in 50 ml of 0.5 N aqueos sodium hydroxide solution to effect an alkaline hydrolysis. After fiber was filtered out, the determination of L-lysine was conducted with an amino acid analyzer (L-8500, Hitachi Co., Ltd.).
- From the result, the amount of the bonded L-lysine based on 1 g of the sample was calculated to be 0.106 mmol.
- Antibacterial Test
- A cut piece of square having about 18 mm in a side was prepared from the socks obtained in Example 1 and an antibacterial test was conducted according to a standardized test method provided by Japanese Association for the Function Evaluation of Textile. Staphyrococus aures (ATCC 5638P) was employed as the test bacteria. The specimen which has been subjected to high pressure vapor sterilization was seeded with bacteria (about 2.6×104) suspended in Nutient Broth culture medium and the cultivation was conducted at 37° C. for 18 hours, and thereafter the viable count was measured. Also, this socks was washed 5 times according to the process described in “JIS L 0127 Item 103” and thereafter the seed and cultivation were similarly conducted to measure the viable count. Incidentally, a nylon white cloth was used as the standard white cloth.
- The bacteriostatic activity and bactericidal activity were calculated according to the following equations described in JIS L 1902: 1998.
- S=M b −M c
- L=M a −M c
- wherein S, L, Ma, Mb and Mc represent the bacteriostatic activity, the bactericidal activity, a constant logarithm for viable count on the untreated sample immediately after seed (an average of three specimens), a constant logarithm value for viable count on the untreated sample after cultivation for 18 hours (an average of three specimens), a constant logarithm for viable count on the treated sample after cultivation for 18 hours (an average of three specimens), respectively.
- The results of the antibacterial test for the socks are shown in table 1.
TABLE 1 Viable Bacteriostatic Bactericidal Sample Count Activity Activity Socks of Example <20 >6.0 >3.1 (Before washing) Socks of Example <20 >6.0 >3.1 (After 5 times of washing) Nylon white cloth 2.6 × 104 — — (immediately after seeding) Nylon white cloth (after 1.8 × 107 — — cultivation for 18 hours) - As shown in table 1, the numerical values for the socks of Example 1 meet the standard values for the antibacterial and deodorant product provided by Japanese Association for the Function Evaluation of Textile. It was confirmed from this result that the socks prepared in Example 1 show sufficient antibacterial property and simultaneously the duability to washing.
- Wearing Test
- Each of 3 men's panels (A-C) put on untreated socks to his one side of foot and put on the socks prepared in Example 1 to his other side of foot for 8 hours, respectively and thereafter there was conducted with respect to odor, sweat absorbance and wear feeling the sensory evaluation in 3 stages (⊚: no odor, a good sweat absorbance and a good wear feeling, ◯: slight odor, an ordinary sweat absorbance and an ordinary wear feeling, ×: a strong odor, a bad sweat absorbance and a bad wear feeling). The results are shown in table 2.
TABLE 2 Panel A Panel B Panel C Evaluation Exam- Un- Exam- Un- Exam- Un- Item ple treated ple treated ple treated Odor ◯ X ◯ X ◯ X Sweat ◯ ◯ ◯ ◯ ◯ ◯ Absorbance Wear ◯ ◯ ◯ ◯ ◯ ◯ Feeling - It was confirmed from these tests that the socks prepared by Example 1 has an effect to reduce an odor without impairing their sweat absorbance and wear feeling.
- Elution Test
- 0.405 Grams of the cut piece of the socks prepared in Example 1 was shaken in 10 ml of pure water at room temperature to conduct an elution test. As a result of the analysis for the eluted component with a HPLC, it was recognized that 0.0094 mmol of L-lysine based on 1 g of the cut piece after the test for 1 hour was eluted and 0.0115 mmol of L-lysine based on 1 g of the cut piece after the test for 1.5 hours was eluted. Other eluted component than L-lysine was not recognized.
- Medical masks were respectively prepared using the unwoven cloth made of L-lysine cellulose partial ester citrate of Preparation Example 1 and the unwoven cloth made of L-arginine cellulose partial ester citrate of Preparation Example 2. Also, as a comparative product a medical mask was similarly prepared using an untreated unwoven cloth.
- The sensory evaluation by 5 expert panels of the feeling during wearing these medical masks was made in 5 stages wherein (1) the feeling is very bad, (2) the feeling is bad, (3) the feeling is ordinary, (4) the feeling is good and (5) the use feeling is very good. There was no difference in the evaluation point among the medical masks prepared respectively using the unwoven cloth made of L-lysine cellulose partial ester citrate and the unwoven cloth made of L-arginine cellulose partial ester citrate and the medical mask prepared using the untreated unwoven cloth.
- A cut piece of square having about 18 mm in a side was each prepared from these medical masks and was subjected to the antibacterial test according to the process described in “JIS L 1902: 1998 (Antibacterial activity test method for fibrous products 8, a quantitative test)”. Staphyrococus aures ATCC 5638P and Klebsiella pneumoniae ATCC 4532 were employed as the test bacteria. Each of the specimens was subjected to high pressure vapor sterilization and thereafter seeded with the prescribed amount (about 2.5×104) of bacteria suspended in Nutient Broth culture medium and the cultivation was conducted at 37° C. for 18 hours, and thereafter the respective viable counts were measured. The results are shown in tables 3 and 4. Also, the proliferation value, the bacteriostatic activity and bactericidal activity were calculated from the equations F=Mb−Ma, S=Mb−Mc and L=Ma−Mc which are described in JIS L 1902: 1998 wherein F: the proliferation value, S: the bacteriostatic activity, L: the bactericidal activity, Ma: a constant logarithm for viable count on the untreated sample immediately after seed (an average of three specimens), Mb: a constant logarithm value for viable count on the untreated sample after cultivation for 18 hours (an average of three specimens) and Mc: a constant logarithm for viable count on the treated sample after cultivation for 18 hours (an average of three specimens). The results are shown in tables 3 and 4.
TABLE 3 Test Staphylococcus Klebsiella Bacteria aureus pneumoniae (Deposit Number) (ATCC 6538P) (ATCC 4352) Concentration of Bacteria Seeded 2.5 × 104 2.5 × 104 Viable Count after 18 hours <20 <20 (number/ml) Proliferation Value (F) 2.8 3.3 Bacteriostatic Activity (S) >5.9 >6.4 Bactericidal Activity (S) >3.1 >3.1 -
TABLE 4 Test Staphylococcus Klebsiella Bacteria aureus pneumoniae (Deposit Number) (ATCC 6538P) (ATCC 4352) Concentration of Bacteria Seeded 2.5 × 104 2.5 × 104 Viable Count after 18 hours 1.9 × 102 <20 (number/ml) Proliferation Value (F) 2.8 3.3 Bacteriostatic Activity (S) 4.9 >6.4 Bactericidal Activity (S) 2.1 >3.1 - It was confirmed from these tests that the medical masks prepared respectively using the unwoven cloth made of L-lysine cellulose partial ester citrate and the unwoven cloth made of L-arginine cellulose partial ester citrate have sufficient antibacterial property.
- 0.422 Grams of the cut piece of the medical mask prepared using the unwoven cloth made of L-lysine cellulose partial ester citrate was shaken in 10 ml of water at room temperature to conduct an elution test. As a result of the analysis for the eluted component with a HPLC, it was recognized that 0.0098 mmol of L-lysine based on 1 g of the cut piece after the test for 1 hour was eluted and 0.0130 mmol of L-lysine based on 1 g of the cut piece after the test for 1.5 hours was eluted. Other eluted component than L-lysine was not recognized.
- According to the present invention, it became possible to provide a fiber product having at least one of the effects of being excellent in antibacterial property, deodorant property, durability to washing and safety, said fiber product being made of a cellulose fiber into which an antibacterial property has been imparted by contacting with a basic amino acid ester and the subsequent heat treatment. Said fiber product is preferably used as especially a medical or sanitary article owing to its excellent antibacterial property and safety.
Claims (9)
1. A fiber product which is characterized by containing a partial ester of a basic amino acid with cellulose and/or a salt thereof.
2. A fiber product which is characterized by containing a processed cellulose fiber which may be obtained by contacting a cellulose fiber with a basic amino acid ester and thereafter heat treating the mixture.
3. A fiber product which is characterized by containing spun, weaved or twisted yarn or its cloth in the blended form with a processed cellulose fiber which may be obtained by contacting a cellulose fiber with a basic amino acid ester and thereafter heat treating the mixture.
4. The fiber product as claimed in any one of claims 1 to 3 wherein the basic amino acid is lysine, arginine, ornithine or histidine.
5. The fiber product as claimed in any one of claims 1 to 4 wherein the cellulose is cotton.
6. The use of the fiber product as claimed in any one of claims 1 to 5 as a medical or sanitary article.
7. The use of the fiber product as a medical or sanitary article as claimed in claim 6 wherein the medical or sanitary article is a paper diaper, an incontinence pad, a physiological napkin, a physiological tampon, a panty sheet, a sweat pad, a breast milk pad, a medical tampon, an applicator, a first-aid adhesive plaster, a wet tissue, a surgical dressing, a medical mask, a gauze, a bandage, a medical sheet, a medical towel, a medical drape, a gown for patient who receives an operation, a cloth for patient, a medical cap, a medical apron or a medical cover.
8. A medical or sanitary article containing the fabric product as claimed in any one of claims 1 to 5 .
9. The medical or sanitary article as claimed in claim 8 wherein the medical or sanitary article is a paper diaper, an incontinence pad, a physiological napkin, a physiological tampon, a panty sheet, a sweat pad, a breast milk pad, a medical tampon, an applicator, a first-aid adhesive plaster, a wet tissue, a surgical dressing, a medical mask, a gauze, a bandage, a medical sheet, a medical towel, a medical drape, a gown for patient who receives an operation, a cloth for patient, a medical cap, a medical apron or a medical cover.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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JP2000-159774 | 2000-05-30 | ||
JP2000159774A JP2001340378A (en) | 2000-05-30 | 2000-05-30 | Medical or sanitary article |
PCT/JP2001/004493 WO2001092632A1 (en) | 2000-05-30 | 2001-05-29 | Fiber product having antibacterial and deodorant function |
Publications (1)
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US20040083556A1 true US20040083556A1 (en) | 2004-05-06 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US10/296,217 Abandoned US20040083556A1 (en) | 2000-05-30 | 2001-05-29 | Fiber product having antibacterial and deodorant function |
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US (1) | US20040083556A1 (en) |
JP (1) | JP2001340378A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040048532A1 (en) * | 2002-08-14 | 2004-03-11 | Tharreau Industries | Nonwoven substrate which can give off an aroma and/or a flavor |
US11452291B2 (en) * | 2007-05-14 | 2022-09-27 | The Research Foundation for the State University | Induction of a physiological dispersion response in bacterial cells in a biofilm |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003023893A (en) * | 2001-07-10 | 2003-01-28 | Ajinomoto Co Inc | Material for rearing animal |
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US3728213A (en) * | 1971-08-18 | 1973-04-17 | American Cyanamid Co | Antibiotic paper |
US4077771A (en) * | 1975-07-16 | 1978-03-07 | Toyo Boseki Kabushiki Kaisha | Process for treating fibrous material |
US5140649A (en) * | 1990-02-16 | 1992-08-18 | Matsushita Electric Industrial Co., Ltd. | Gradation correcting apparatus for correcting luminance signal in accordance with detected color signal |
US5856248A (en) * | 1995-04-28 | 1999-01-05 | Weinberg; Amotz | Microbistatic and deodorizing cellulose fibers |
US6486311B1 (en) * | 1995-12-29 | 2002-11-26 | Mt. Sinai School Of Medicine | Peanut allergens and methods |
US20030027733A1 (en) * | 1999-12-21 | 2003-02-06 | Masahiko Kurauchi | Partial ester of cellulose with nitrogenous carboxylic acid and process for producing the same |
US20040265435A1 (en) * | 2001-11-16 | 2004-12-30 | Ajinomoto Co., Inc. | Antibacterial wrapping materials |
-
2000
- 2000-05-30 JP JP2000159774A patent/JP2001340378A/en active Pending
-
2001
- 2001-05-29 US US10/296,217 patent/US20040083556A1/en not_active Abandoned
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3728213A (en) * | 1971-08-18 | 1973-04-17 | American Cyanamid Co | Antibiotic paper |
US4077771A (en) * | 1975-07-16 | 1978-03-07 | Toyo Boseki Kabushiki Kaisha | Process for treating fibrous material |
US5140649A (en) * | 1990-02-16 | 1992-08-18 | Matsushita Electric Industrial Co., Ltd. | Gradation correcting apparatus for correcting luminance signal in accordance with detected color signal |
US5856248A (en) * | 1995-04-28 | 1999-01-05 | Weinberg; Amotz | Microbistatic and deodorizing cellulose fibers |
US6486311B1 (en) * | 1995-12-29 | 2002-11-26 | Mt. Sinai School Of Medicine | Peanut allergens and methods |
US20030027733A1 (en) * | 1999-12-21 | 2003-02-06 | Masahiko Kurauchi | Partial ester of cellulose with nitrogenous carboxylic acid and process for producing the same |
US20040265435A1 (en) * | 2001-11-16 | 2004-12-30 | Ajinomoto Co., Inc. | Antibacterial wrapping materials |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040048532A1 (en) * | 2002-08-14 | 2004-03-11 | Tharreau Industries | Nonwoven substrate which can give off an aroma and/or a flavor |
US11452291B2 (en) * | 2007-05-14 | 2022-09-27 | The Research Foundation for the State University | Induction of a physiological dispersion response in bacterial cells in a biofilm |
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JP2001340378A (en) | 2001-12-11 |
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