JP2007272082A - Antibacterial cleaner for contact lens - Google Patents
Antibacterial cleaner for contact lens Download PDFInfo
- Publication number
- JP2007272082A JP2007272082A JP2006099796A JP2006099796A JP2007272082A JP 2007272082 A JP2007272082 A JP 2007272082A JP 2006099796 A JP2006099796 A JP 2006099796A JP 2006099796 A JP2006099796 A JP 2006099796A JP 2007272082 A JP2007272082 A JP 2007272082A
- Authority
- JP
- Japan
- Prior art keywords
- antibacterial
- contact lenses
- cleaning agent
- test
- ether sulfate
- 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.)
- Granted
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 84
- -1 polyoxyethylene Polymers 0.000 claims abstract description 40
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 24
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 16
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 14
- 125000006353 oxyethylene group Chemical group 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000011187 glycerol Nutrition 0.000 claims abstract description 8
- 239000012459 cleaning agent Substances 0.000 claims description 41
- 102000004190 Enzymes Human genes 0.000 claims description 11
- 108090000790 Enzymes Proteins 0.000 claims description 11
- 229940088598 enzyme Drugs 0.000 claims description 11
- 239000004327 boric acid Substances 0.000 claims description 7
- 230000000593 degrading effect Effects 0.000 claims description 6
- 102000035195 Peptidases Human genes 0.000 claims description 3
- 108091005804 Peptidases Proteins 0.000 claims description 3
- 230000002366 lipolytic effect Effects 0.000 claims description 3
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 claims description 2
- 229960002645 boric acid Drugs 0.000 abstract 1
- 235000010338 boric acid Nutrition 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 18
- 230000000845 anti-microbial effect Effects 0.000 description 15
- 239000003599 detergent Substances 0.000 description 12
- 239000003242 anti bacterial agent Substances 0.000 description 11
- 238000004140 cleaning Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 230000003833 cell viability Effects 0.000 description 7
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000002689 soil Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 150000008051 alkyl sulfates Chemical class 0.000 description 4
- 231100000263 cytotoxicity test Toxicity 0.000 description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 3
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 231100000135 cytotoxicity Toxicity 0.000 description 3
- 230000003013 cytotoxicity Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 2
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 230000000895 acaricidal effect Effects 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229960000686 benzalkonium chloride Drugs 0.000 description 2
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 2
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 description 2
- 229940098773 bovine serum albumin Drugs 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 210000002919 epithelial cell Anatomy 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 238000011086 high cleaning Methods 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 230000007794 irritation Effects 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 description 2
- 230000003204 osmotic effect Effects 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 229960004418 trolamine Drugs 0.000 description 2
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- GWEBEJYKXBMRJL-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;1-dodecoxydodecane;sulfuric acid Chemical compound OS(O)(=O)=O.OCCN(CCO)CCO.CCCCCCCCCCCCOCCCCCCCCCCCC GWEBEJYKXBMRJL-UHFFFAOYSA-N 0.000 description 1
- RZRILSWMGXWSJY-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;sulfuric acid Chemical compound OS(O)(=O)=O.OCCN(CCO)CCO RZRILSWMGXWSJY-UHFFFAOYSA-N 0.000 description 1
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- 208000028006 Corneal injury Diseases 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 229960001950 benzethonium chloride Drugs 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 1
- 235000005487 catechin Nutrition 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 229950001002 cianidanol Drugs 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000002414 glycolytic effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 239000008239 natural water Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229910001923 silver oxide Inorganic materials 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940080117 triethanolamine sulfate Drugs 0.000 description 1
- XACBQCGRSIIEQP-UHFFFAOYSA-N tris(2-hydroxyethyl)azanium;sulfate Chemical group [O-]S([O-])(=O)=O.OCC[NH+](CCO)CCO.OCC[NH+](CCO)CCO XACBQCGRSIIEQP-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- 229930007845 β-thujaplicin Natural products 0.000 description 1
Landscapes
- Eyeglasses (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
- Detergent Compositions (AREA)
Abstract
Description
本発明はポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩（ここでＣ8〜22は、アルキル基の炭素数を示す）を用いた、安全で抗菌性を持ち、コンタクトレンズに対して高い洗浄力を持つコンタクトレンズ用抗菌洗浄剤に関する。 The present invention is polyoxyethylene alkyl (C 8 ~ 22) ether sulfate (C 8 ~ 22 herein indicates the number of carbon atoms in the alkyl group) with has a safe antibacterial, higher than the contact lens The present invention relates to an antibacterial cleaning agent for contact lenses having cleaning power.
現在抗菌剤は一般的に幅広く使用されており、銀、酸化チタンなどの無機系抗菌剤、トリクロサン、クロルヘキシジン、ジンクピリチオンなどの有機系抗菌剤、キトサン、カテキン、ヒノキチオールなどの天然抗菌剤などが知られている。しかしこれらの抗菌剤は水に溶けにくいという欠点があり、特にプラスチックやガラスに対しては表面に吸着することで溶液の抗菌活性が減少したり、また表面に抗菌剤が濃縮されて人体に対する影響が出るなどの問題があった。 Currently, antibacterial agents are widely used, and inorganic antibacterial agents such as silver and titanium oxide, organic antibacterial agents such as triclosan, chlorhexidine, and zinc pyrithione, and natural antibacterial agents such as chitosan, catechin, and hinokitiol are known. ing. However, these antibacterial agents have the disadvantage that they are difficult to dissolve in water. Especially for plastics and glass, the antibacterial activity of the solution is reduced by adsorbing to the surface, or the antibacterial agent is concentrated on the surface and has an effect on the human body. There was a problem such as coming out.
水に溶けやすい抗菌剤としては、塩化ベンザルコニウム、塩化ベンゼトニウム、塩化セチルピリジニウムなどのカチオン性界面活性剤や、アルキルジメチルアミノ酢酸ベタインやアルキルアミドプロピルベタインなどの両性界面活性剤が知られている。しかしこれらの界面活性剤は陰イオン性の物質と共存させると抗菌性がなくなってしまうため、例えば洗浄剤として使用したい場合でも、洗浄力の高いアニオン性界面活性剤と組み合わせて使用することができない。また、カチオン性界面活性剤はプラスチックやガラスに対して吸着しやすく、中でも塩化ベンザルコニウムはコンタクトレンズ素材と化学反応を起こし、角膜障害を起こす可能性があることが非特許文献１で知られている。 Known antibacterial agents that are soluble in water include cationic surfactants such as benzalkonium chloride, benzethonium chloride, and cetylpyridinium chloride, and amphoteric surfactants such as alkyldimethylaminoacetic acid betaine and alkylamidopropylbetaine. . However, when these surfactants coexist with an anionic substance, the antibacterial properties are lost. For example, even when they are used as a cleaning agent, they cannot be used in combination with an anionic surfactant having a high detergency. . Further, it is known from Non-Patent Document 1 that a cationic surfactant is easily adsorbed to plastics and glass, and in particular, benzalkonium chloride may cause a chemical reaction with a contact lens material and cause corneal damage. ing.
これまで抗菌活性をもつ陰イオン性界面活性剤としては、特許文献１にアルキル硫酸塩やアルキルスルホン酸塩を配合した殺菌剤組成物が開示されている。また、特許文献２にはアルキル硫酸塩（特にラウリル硫酸ナトリウム）とホウ酸、リン酸等を組み合わせたコンタクトレンズ用液剤が開示されている。しかし、従来用いられてきたアルキル硫酸塩は皮膚刺激性が強く、特に眼や口腔等の粘膜に直接接触した場合に強い刺激が出る恐れがあった。 So far, as anionic surfactants having antibacterial activity, Patent Document 1 discloses a bactericide composition containing an alkyl sulfate or an alkyl sulfonate. Patent Document 2 discloses a solution for contact lenses in which an alkyl sulfate (particularly sodium lauryl sulfate) is combined with boric acid, phosphoric acid and the like. However, conventionally used alkyl sulfates have strong skin irritation and may cause strong irritation particularly when directly in contact with mucous membranes such as eyes and oral cavity.
一方、ポリオキシエチレンアルキルエーテル硫酸塩が、台所用洗剤やシャンプーなどの分野で幅広く使用されているが、洗浄用としては洗浄力や取り扱いやすさなどの理由からポリオキシエチレンの平均付加モル数が３前後のものが多く使用されていた。また、洗浄目的以外のポリオキシエチレンアルキルエーテル硫酸塩の利用例としては、特許文献３に殺ダニ剤及び殺ダニスプレーとしてポリオキシエチレンアルキルエーテル硫酸塩を使用した例が知られている。
一方、コンタクトレンズ洗浄剤の分野では、液剤中での微生物の発生などを防止するために、生体安全性が高くコンタクトレンズ素材へ影響しない抗菌剤が求められている。これまでアルキル硫酸塩（特許文献２）や過酸化水素などを抗菌剤としたコンタクトレンズ用抗菌洗浄剤が用いられていたが、すすぎが不十分であるなどの理由で、コンタクトレンズと共に洗浄剤が大量に眼に入った場合の安全性の確保などの点で課題があり、安全でかつ抗菌性の高いコンタクトレンズ用抗菌洗浄剤の開発が求められていた。
On the other hand, polyoxyethylene alkyl ether sulfates are widely used in fields such as kitchen detergents and shampoos, but for cleaning purposes, the average number of moles of polyoxyethylene added for reasons such as detergency and ease of handling. Many around 3 were used. In addition, as an example of the use of polyoxyethylene alkyl ether sulfate other than the cleaning purpose, Patent Document 3 discloses an example in which polyoxyethylene alkyl ether sulfate is used as an acaricide and an acaricide spray.
On the other hand, in the field of contact lens cleaning agents, antibacterial agents that have high biological safety and do not affect the contact lens material are required in order to prevent generation of microorganisms in the liquid agent. So far, antibacterial cleaning agents for contact lenses using antibacterial agents such as alkyl sulfates (Patent Document 2) and hydrogen peroxide have been used. However, cleaning agents are used together with contact lenses for reasons such as insufficient rinsing. There is a problem in terms of ensuring safety when a large amount enters the eye, and development of an antibacterial cleaning agent for contact lenses that is safe and has high antibacterial properties has been demanded.
本発明の目的は、生体に対して安全であり、微生物に対しては十分な抗菌性を有し、かつコンタクトレンズに対して高い洗浄力を有するコンタクトレンズ用抗菌洗浄剤を提供することにある。 An object of the present invention is to provide an antibacterial cleaning agent for contact lenses that is safe for living bodies, has sufficient antibacterial properties against microorganisms, and has a high cleaning power for contact lenses. .
本発明者らは、鋭意研究を重ねた結果、オキシエチレンの平均付加モル数が１〜２．５である特定のポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩が抗菌性を有することを見出し、更に安全で高い洗浄力を有することからコンタクトレンズ用抗菌洗浄剤として最適であることを初めて見出し、本発明を完成させるに至った。 The present inventors have made intensive studies, that specific polyoxyethylene alkyl average addition molar number of oxyethylene is 1~2.5 (C 8 ~ 22) ether sulfates having antimicrobial It was found for the first time that it is optimal as an antibacterial cleaning agent for contact lenses because it has a safe and high cleaning power, and the present invention has been completed.
すなわち、本発明は、以下の（１）〜（５）である。
（１）、オキシエチレンの平均付加モル数が１〜２．５であるポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩を０．０１〜３重量％と水を含むコンタクトレンズ用抗菌洗浄剤。
（２）、ポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩が、ポリオキシエチレンドデシルエーテル硫酸塩である前記（１）項に記載のコンタクトレンズ用抗菌洗浄剤。
That is, this invention is the following (1)-(5).
(1), polyoxyethylene alkyl (C 8 ~ 22) ether sulfate 0.01-3 wt% and the contact lens antimicrobial cleaner containing water is the average addition mole number of oxyethylene is 1-2.5 .
(2), polyoxyethylene alkyl (C 8 ~ 22) ether sulfates, the polyoxyethylene dodecyl ether sulfate (1) contact lens antibacterial cleaning agent according to Item.
（３）、前記（１）または（２）項に記載のコンタクトレンズ用抗菌洗浄剤に、グリセリンまたはプロピレングリコール１０〜５０重量％と、ホウ酸またはその塩０．０５〜３重量％を、さらに含むコンタクトレンズ用抗菌洗浄剤。 (3) The antibacterial cleaning agent for contact lenses according to (1) or (2) above, further containing 10 to 50% by weight of glycerin or propylene glycol and 0.05 to 3% by weight of boric acid or a salt thereof, Including antibacterial cleaning agent for contact lenses.
（４）、タンパク質分解酵素、脂質分解酵素、糖鎖分解酵素から選ばれる１種以上の酵素０．００１〜０．１重量％を、さらに含む前記（３）項に記載のコンタクトレンズ用抗菌洗浄剤。 (4) The antibacterial cleaning for contact lenses according to (3), further comprising 0.001 to 0.1% by weight of one or more enzymes selected from proteolytic enzymes, lipolytic enzymes, and glycolytic enzymes Agent.
本発明により、生体に対して安全でありながら、黄色ブドウ球菌などの微生物に対しては十分な抗菌性を有し、かつ高い洗浄力をも具備したコンタクトレンズ用抗菌洗浄剤が提供でき、コンタクトレンズ素材への影響も少ない理想的なコンタクトレンズ用抗菌洗浄剤を提供することができる。 The present invention can provide an antibacterial cleaning agent for contact lenses that is safe against living organisms but has sufficient antibacterial properties against microorganisms such as Staphylococcus aureus and has a high detergency. It is possible to provide an ideal antibacterial cleaning agent for contact lenses that has little effect on lens materials.
本発明は、オキシエチレンの平均付加モル数が１〜２．５であるポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩を０．０１〜３重量％と水を含むコンタクトレンズ用抗菌洗浄剤である。
本発明に用いられるポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩はオキシエチレンの平均付加モル数が１〜２．５であり、入手性や抗菌洗の高さの点から、好ましくは平均付加モル数が１．５〜２である。オキシエチレンの平均付加モル数が１より小さい場合は、安全性や低温での安定性に問題があり、一方、オキシエチレンの平均付加モル数が２．５を超えると抗菌性が著しく劣る。
The present invention, polyoxyethylene alkyl (C 8 ~ 22) ether sulfate 0.01-3 wt% and the contact lens antimicrobial cleaner containing water is the average addition mole number of oxyethylene is 1-2.5 It is.
Polyoxyethylene alkyl (C 8 ~ 22) ether sulfates used in the present invention is an average addition mole number of oxyethylene is 1 to 2.5, from the viewpoint of availability and antimicrobial washing height, preferably having an average The added mole number is 1.5-2. When the average added mole number of oxyethylene is smaller than 1, there is a problem in safety and stability at low temperature. On the other hand, when the average added mole number of oxyethylene exceeds 2.5, the antibacterial property is remarkably inferior.
本発明のコンタクトレンズ用抗菌洗浄剤に用いられるポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩の有するアルキル（Ｃ8〜22）基は、直鎖または分岐の炭素数８〜２２のアルキル基を示す。前記、直鎖または分岐の炭素数８〜２２のアルキル基の具体例としては、例えばオクチル基、２−エチルヘキシル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基、ヘプタデシル基、ヘプタデセニル基、オクタデシル基、オクタデセニル基、ノナデシル基、エイコシル基等を挙げることができる。これらのうち入手性と抗菌性の面からは、ドデシル基またはテトラデシル基がよく、中でもドデシル基が最も好ましい。 Alkyl (C 8 ~ 22) groups of the contact lens antimicrobial detergent polyoxyethylene alkyl as used in (C 8 ~ 22) ether sulfate of the present invention, straight-chain or branched alkyl group having 8 to 22 carbon atoms Indicates. Specific examples of the linear or branched alkyl group having 8 to 22 carbon atoms include, for example, an octyl group, 2-ethylhexyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group. A hexadecyl group, a heptadecyl group, a heptadecenyl group, an octadecyl group, an octadecenyl group, a nonadecyl group, an eicosyl group, and the like. Among these, from the viewpoint of availability and antibacterial properties, a dodecyl group or a tetradecyl group is preferable, and a dodecyl group is most preferable.
本発明のコンタクトレンズ用抗菌洗浄剤に用いられるポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩の塩の形態は、水に可溶であれば特に限定されるものではないが、例えばナトリウム、カリウム、トリエタノールアミンなどの塩を挙げることができ、中でも取扱い易さの点からはトリエタノールアミンが最も好ましい。
本発明に用いるポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩のうち、取扱い易さの点から特に好ましいものは、アルキル基がドデシル基で、塩がトリエタノールアミンであるポリオキシエチレンドデシルエーテル硫酸トリエタノールアミンであるが、この中でも入手性などの点で、オキシエチレンの平均付加モル数が１．５であるポリオキシエチレンドデシルエーテル硫酸トリエタノールアミン［以下、ＰＯＥ（１．５）ドデシルエーテル硫酸トリエタノールアミン、と略することがある］またはオキシエチレンの平均付加モル数が２であるポリオキシエチレンドデシルエーテル硫酸トリエタノールアミン［以下、ＰＯＥ（２）ドデシルエーテル硫酸トリエタノールアミン、と略することがある］が最も好ましい。
Form of contact lens antimicrobial cleaning polyoxyethylene alkyl used in agent (C 8 ~ 22) salts of ether sulfate of the present invention, but are not particularly limited so long as it is soluble in water, such as sodium, Examples of the salt include potassium and triethanolamine. Among them, triethanolamine is most preferable from the viewpoint of easy handling.
Among polyoxyethylene alkyl (C 8 ~ 22) ether sulfate used in the present invention, the handling particularly preferable in view of ease is an alkyl group is a dodecyl group, a polyoxyethylene dodecyl ether salt is triethanolamine Triethanolamine sulfate, but polyoxyethylene dodecyl ether sulfate triethanolamine [hereinafter referred to as POE (1.5) dodecyl ether] having an average addition mole number of oxyethylene of 1.5 in terms of availability. May be abbreviated as triethanolamine sulfate] or polyoxyethylene dodecyl ether sulfate triethanolamine having an average addition mole number of oxyethylene of 2 [hereinafter abbreviated as POE (2) dodecyl ether triethanolamine sulfate. Is most preferable.
本発明のコンタクトレンズ用抗菌洗浄剤に用いる際のポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩の濃度は０．０１〜３重量％、好ましくは０．０５〜２重量％である。濃度が０．０１重量％より低いと抗菌性が十分ではなく、濃度が３重量％を超えると刺激性が高くなる。本発明のコンタクトレンズ用抗菌洗浄剤は水溶液として提供されるが、溶媒として用いる水は、コンタクトレンズ用抗菌洗浄剤の水溶液に通常使用される清浄な水であれば、精製水、イオン交換水、天然水など種々の水を用いてよい。
本発明のコンタクトレンズ用抗菌洗浄剤を得るには、ポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩と水を均一に混合することにより簡便に得ることが出来る。
The concentration of the polyoxyethylene alkyl (C 8 ~ 22) ether sulfate when used in contact lens antimicrobial cleansing composition of the present invention is 0.01 to 3% by weight, preferably 0.05 to 2 wt%. When the concentration is lower than 0.01% by weight, the antibacterial property is not sufficient, and when the concentration exceeds 3% by weight, the irritation is increased. The antibacterial cleaning agent for contact lenses of the present invention is provided as an aqueous solution, but the water used as a solvent is purified water, ion-exchanged water, as long as it is clean water that is usually used in an aqueous solution of an antibacterial cleaning agent for contact lenses. Various waters such as natural water may be used.
To obtain a contact lens antimicrobial cleansing composition of the present invention are polyoxyethylene alkyl (C 8 ~ 22) can be conveniently obtained by uniformly mixing the ether sulfate and water.
本発明のコンタクトレンズ用抗菌洗浄剤は、そのままコンタクトレンズを浸漬してコンタクトレンズ用抗菌洗浄剤として用いることができる他、グリセリンまたはプロピレングリコールやホウ酸又はその塩、分解酵素と混合して用いることができる。 The antibacterial cleaning agent for contact lenses of the present invention can be used as an antibacterial cleaning agent for contact lenses by immersing the contact lens as it is, and also used by mixing with glycerin, propylene glycol, boric acid or a salt thereof, and a degrading enzyme. Can do.
本発明のコンタクトレンズ用抗菌洗浄剤は、グリセリンまたはプロピレングリコールなどの多価アルコールを含ませてコンタクトレンズ用抗菌洗浄剤とすることができる。
グリセリンまたはプロピレングリコールは浸透圧を調整することにより上記ポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩の抗菌効果を相乗的に高める作用がある。浸透圧は無機塩等によっても上げることができるが、無機塩により抗菌効果を高めるには大量に混合する必要があり、これによりポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩が析出する恐れがある。本発明に用いるグリセリンまたはプロピレングリコールは、単独で用いても混合して用いても良い。本発明のグリセリンまたはプロピレングリコールの濃度は１０〜５０重量％が好ましい。濃度が１０重量％未満だと抗菌性を高める効果が十分ではなく、濃度が５０重量％を超えるとコンタクトレンズの洗浄に用いる際、洗浄するレンズの材質によって、場合によりレンズが変形する恐れがあり好ましくない。
The antibacterial cleaning agent for contact lenses of the present invention can be made into an antibacterial cleaning agent for contact lenses by containing a polyhydric alcohol such as glycerin or propylene glycol.
Glycerine or propylene glycol may synergistically enhance the action of the antimicrobial effect of the polyoxyethylene alkyl (C 8 ~ 22) ether sulfate by adjusting the osmotic pressure. Fear osmotic pressure can be increased by an inorganic salt or the like, it is necessary to mix a large amount to enhance the antibacterial effect of an inorganic salt, thereby the polyoxyethylene alkyl (C 8 ~ 22) ether sulfate is precipitated There is. The glycerin or propylene glycol used in the present invention may be used alone or in combination. The concentration of glycerin or propylene glycol of the present invention is preferably 10 to 50% by weight. If the concentration is less than 10% by weight, the effect of enhancing antibacterial properties is not sufficient, and if the concentration exceeds 50% by weight, the lens may be deformed depending on the lens material to be cleaned when used for cleaning contact lenses. It is not preferable.
本発明のコンタクトレンズ用抗菌洗浄剤に用いるホウ酸またはその塩は、溶液のｐＨを調整し、抗菌性能をさらに高める効果がある。また、コンタクトレンズの洗浄に用いる際に、レンズの形状を安定に保つ効果がある。ホウ酸またはその塩の濃度は、０．０５〜３重量％が好ましい。ホウ酸またはその塩の濃度が０．０５重量％未満だとｐＨを調整する効果が不十分であり、また３重量％を超えるとポリオキシエチレンアルキル（Ｃ8〜22）エーテル硫酸塩が析出する恐れがあるので好ましくない。 Boric acid or a salt thereof used for the antibacterial cleaning agent for contact lenses of the present invention has an effect of adjusting the pH of the solution and further improving the antibacterial performance. In addition, when used for cleaning contact lenses, there is an effect of keeping the lens shape stable. The concentration of boric acid or a salt thereof is preferably 0.05 to 3% by weight. Effect of boric acid or the concentration of a salt to adjust the pH with less than 0.05% by weight is insufficient, also more than 3% by weight of polyoxyethylene alkyl (C 8 ~ 22) ether sulfate is precipitated Because there is a fear, it is not preferable.
本発明のコンタクトレンズ用抗菌洗浄剤には、洗浄力をさらに高めるために、従来知られた、タンパク質分解酵素、脂質分解酵素、糖鎖分解酵素等の分解酵素を添加することができる。これらの分解酵素を添加する濃度は、好ましくは０．００１〜０．１％である。
本発明のコンタクトレンズ用抗菌洗浄剤は、前記各成分を必要量とり、均一に混合することにより簡便に得ることが出来る。この他、本発明のコンタクトレンズ用抗菌洗浄剤には、本発明の目的を損なわない範囲であれば、通常コンタクトレンズ用抗菌洗浄剤に配合することが知られた公知の成分を配合してもよい。
In order to further enhance the detergency, the antibacterial detergent for contact lenses of the present invention may be added with a conventionally known degrading enzyme such as a proteolytic enzyme, a lipolytic enzyme, a sugar chain degrading enzyme or the like. The concentration at which these degrading enzymes are added is preferably 0.001 to 0.1%.
The antibacterial detergent for contact lenses of the present invention can be easily obtained by taking the required amounts of the above components and mixing them uniformly. In addition, the antibacterial cleaning agent for contact lenses of the present invention may be blended with known components that are generally known to be mixed with antibacterial cleaning agents for contact lenses as long as the object of the present invention is not impaired. Good.
本発明のコンタクトレンズ用抗菌洗浄剤の使用方法は、コンタクトレンズを本発明のコンタクトレンズ用抗菌洗浄剤に一定時間浸漬した後、精製水等ですすぐという簡便な操作で、その目的を達成することができる。その際、適用されるコンタクトレンズについては、コンタクトレンズであればソフトコンタクトレンズ、ハードコンタクトレンズなど種類・材質は問わない。 The method of using the antibacterial cleaning agent for contact lenses of the present invention achieves its purpose by a simple operation of immersing the contact lens in the antibacterial cleaning agent for contact lenses of the present invention for a certain period of time and then rinsing with purified water or the like. Can do. In this case, the contact lens to be applied is not limited to any kind or material such as a soft contact lens or a hard contact lens as long as it is a contact lens.
以下に、実施例および比較例に基づいて本発明を詳細に説明する。
実施例１−１
表１の組成でコンタクトレンズ用抗菌洗浄剤を調製し、以下に記載した抗菌性試験、洗浄力試験、細胞毒性試験の、３つの試験を行った。
Hereinafter, the present invention will be described in detail based on examples and comparative examples.
Example 1-1
An antibacterial cleaning agent for contact lenses was prepared with the composition shown in Table 1, and three tests including an antibacterial test, a detergency test, and a cytotoxicity test described below were performed.
（抗菌性試験）
ＪＩＳ Ｚ２８０１「抗菌加工製品−抗菌性試験方法・抗菌効果」の試験方法を一部改変して本発明のコンタクトレンズ用抗菌洗浄剤の抗菌効果を調べた。具体的には、黄色ブドウ球菌を最終濃度が１〜２．５×１０5個／ｍＬになるようにコンタクトレンズ用抗菌洗浄剤に接種したこと以外はＪＩＳ Ｚ２８０１と同じ条件で実験を行った。３５℃で２４時間放置した後の該コンタクトレンズ用抗菌洗浄剤中の菌数を数え、接種菌数を２４時間後の菌数で割った値の対数を抗菌活性値とした。なおＪＩＳ Ｚ２８０１ではこの抗菌活性値が２以上であれば抗菌性があると定義されている。結果を表２にまとめた。
(Antimicrobial test)
The antibacterial effect of the antibacterial cleaning agent for contact lenses of the present invention was examined by partially modifying the test method of JIS Z2801 "Antimicrobial processed product-antibacterial test method / antibacterial effect". Specifically, the experiment was performed under the same conditions as JIS Z2801, except that Staphylococcus aureus was inoculated into the antibacterial detergent for contact lenses so that the final concentration was 1 to 2.5 × 10 5 cells / mL. The number of bacteria in the antibacterial detergent for contact lenses after standing at 35 ° C. for 24 hours was counted, and the logarithm of the value obtained by dividing the number of inoculated bacteria by the number of bacteria after 24 hours was defined as the antibacterial activity value. In JIS Z2801, it is defined that antibacterial activity is present when this antibacterial activity value is 2 or more. The results are summarized in Table 2.
（洗浄力試験）
コンタクトレンズのモデルとして、厚さ２ｍｍの透明なアクリル板を３ｃｍ×１ｃｍに切断した試験片を作成した。この試験片を１％ウシ血清アルブミンを溶解したリン酸緩衝液に浸漬し、６０℃で４時間加熱することにより試験片に汚れを固着させた。この試験片をコンタクトレンズ用抗菌洗浄剤に２時間浸漬した後水道水で軽くすすぎ、試験片の光線透過率を分光光度計（Ｖ５６０、日本分光製）で測定した。試験前の汚れを固着させた試験片を０％、汚れを付着していない時を１００％として、光線透過率から汚れ除去率を計算した。汚れ除去率が９０％以上であれば十分な洗浄力があると判断した。結果を表２にまとめた。
(Detergency test)
As a contact lens model, a test piece was prepared by cutting a transparent acrylic plate having a thickness of 2 mm into 3 cm × 1 cm. This test piece was immersed in a phosphate buffer in which 1% bovine serum albumin was dissolved, and the test piece was heated at 60 ° C. for 4 hours to fix the stain on the test piece. This test piece was immersed in an antibacterial cleaning agent for contact lenses for 2 hours and then lightly rinsed with tap water, and the light transmittance of the test piece was measured with a spectrophotometer (V560, manufactured by JASCO Corporation). The soil removal rate was calculated from the light transmittance, assuming that the test piece to which the soil before the test was fixed was 0% and the time when no soil was adhered was 100%. If the dirt removal rate was 90% or more, it was judged that there was sufficient detergency. The results are summarized in Table 2.
（細胞毒性試験）
ウサギ角膜上皮細胞を用い、培地中に最終濃度が１％となるようにコンタクトレンズ用抗菌洗浄剤を添加した。２４時間後の細胞生存率をニュートラルレッド試薬を用いる方法で測定し、細胞生存率を決定した。試験の結果、細胞生存率が８０％以上であれば安全であると判断した。結果を表２にまとめた。
(Cytotoxicity test)
Rabbit corneal epithelial cells were used, and an antibacterial detergent for contact lenses was added to the final concentration of 1% in the medium. The cell viability after 24 hours was measured by a method using a neutral red reagent, and the cell viability was determined. As a result of the test, if the cell viability was 80% or more, it was judged to be safe. The results are summarized in Table 2.
実施例１−２〜実施例１−４
表１の組成で抗菌剤を調製した以外は、実施例１−１と同様の試験を行った。
比較例１−１〜比較例１−３
表１の組成で抗菌剤を調製した以外は、実施例１−１と同様の試験を行った。
Example 1-2 to Example 1-4
A test similar to Example 1-1 was performed except that an antibacterial agent was prepared with the composition shown in Table 1.
Comparative Example 1-1 to Comparative Example 1-3
A test similar to Example 1-1 was performed except that an antibacterial agent was prepared with the composition shown in Table 1.
以上の実施例１−２〜実施例１−４および比較例１−１〜比較例１−３の結果、比較例１−１ではポリオキシエチレンドデシルエーテル硫酸塩が配合されていないために抗菌性と洗浄力がほとんどなかった。また比較例１−２ではオキシエチレンの平均付加モル数が本発明の範囲外となるために、抗菌性が劣る。オキシエチレンが付加していないドデシルエーテル硫酸塩を用いた比較例１−３は、細胞生存率が劣った。これに対し、実施例１−１〜実施例１−４はいずれも抗菌性、安全性（細胞毒性）、洗浄力の全てにおいて高い性能を有していた。 As a result of the above Example 1-2 to Example 1-4 and Comparative Example 1-1 to Comparative Example 1-3, since Comparative Example 1-1 does not contain polyoxyethylene dodecyl ether sulfate, it has antibacterial properties. There was almost no cleaning power. In Comparative Example 1-2, the average added mole number of oxyethylene is outside the range of the present invention, so that the antibacterial property is inferior. Comparative Example 1-3 using dodecyl ether sulfate to which oxyethylene was not added was inferior in cell viability. In contrast, all of Examples 1-1 to 1-4 had high performance in all of antibacterial properties, safety (cytotoxicity), and detergency.
実施例２−１
表３の組成でコンタクトレンズ用抗菌洗浄剤を調製し、以下に記載した抗菌洗浄剤抗菌性試験、抗菌洗浄剤洗浄力試験、抗菌洗浄剤細胞毒性試験、レンズ適合性試験の、４つの試験を行った。結果を表４にまとめた。
Example 2-1
Prepare antibacterial cleaning agents for contact lenses with the composition shown in Table 3, and perform the following four tests: antibacterial cleaning agent antibacterial property test, antibacterial cleaning agent cleaning power test, antibacterial cleaning agent cytotoxicity test, and lens compatibility test. went. The results are summarized in Table 4.
（抗菌洗浄剤抗菌性試験）
ＪＩＳ Ｚ２８０１「抗菌加工製品−抗菌性試験方法・抗菌効果」の試験方法を一部改変して本発明のコンタクトレンズ用抗菌洗浄剤の抗菌効果を調べた。具体的には、大腸菌および黄色ブドウ球菌のそれぞれに最終濃度が１〜２．５×１０5個／ｍＬになるようにコンタクトレンズ用抗菌洗浄剤を接種したこと以外はＪＩＳ Ｚ２８０１と同じ条件で実験を行った。３５℃で２４時間放置した後の該抗菌洗浄剤中の菌数を数え、接種菌数を２４時間後の菌数で割った値の対数を抗菌活性値とした。なおＪＩＳ Ｚ２８０１ではこの抗菌活性値が２以上であれば抗菌性があると定義されている。
(Antimicrobial cleaning agent antimicrobial test)
The antibacterial effect of the antibacterial cleaning agent for contact lenses of the present invention was examined by partially modifying the test method of JIS Z2801 "Antimicrobial processed product-antibacterial test method / antibacterial effect". Specifically, the experiment was conducted under the same conditions as JIS Z2801, except that each of Escherichia coli and Staphylococcus aureus was inoculated with an antibacterial detergent for contact lenses so that the final concentration was 1 to 2.5 × 10 5 cells / mL. Went. The number of bacteria in the antibacterial detergent after standing at 35 ° C. for 24 hours was counted, and the logarithm of the value obtained by dividing the number of inoculated bacteria by the number of bacteria after 24 hours was defined as the antibacterial activity value. In JIS Z2801, it is defined that antibacterial activity is present when this antibacterial activity value is 2 or more.
（抗菌洗浄剤洗浄力試験）
コンタクトレンズのモデルとして、厚さ２ｍｍの透明なアクリル板を３ｃｍ×１ｃｍに切断した試験片を作成した。この試験片を１％ウシ血清アルブミンを溶解したリン酸緩衝液に浸漬し、６０℃で４時間加熱することにより試験片に汚れを固着させた。この試験片をコンタクトレンズ用抗菌洗浄剤に２時間浸漬した後水道水で軽くすすぎ、試験片の光線透過率を分光光度計（Ｖ５６０、日本分光製）で測定した。試験前の汚れを固着させた試験片を０％、汚れを付着していない時を１００％として、光線透過率から汚れ除去率を計算した。汚れ除去率が９０％以上であれば十分な洗浄力があると判断した。
(Antibacterial detergent cleaning power test)
As a contact lens model, a test piece was prepared by cutting a transparent acrylic plate having a thickness of 2 mm into 3 cm × 1 cm. This test piece was immersed in a phosphate buffer in which 1% bovine serum albumin was dissolved, and the test piece was heated at 60 ° C. for 4 hours to fix the stain on the test piece. This test piece was immersed in an antibacterial cleaning agent for contact lenses for 2 hours and then lightly rinsed with tap water, and the light transmittance of the test piece was measured with a spectrophotometer (V560, manufactured by JASCO Corporation). The soil removal rate was calculated from the light transmittance, assuming that the test piece to which the soil before the test was fixed was 0% and the time when no soil was adhered was 100%. If the dirt removal rate was 90% or more, it was judged that there was sufficient detergency.
（抗菌洗浄剤細胞毒性試験）
ウサギ角膜上皮細胞を用い、培地中に最終濃度が１％となるようにコンタクトレンズ用抗菌洗浄剤を添加した。２４時間後の細胞生存率をニュートラルレッド試薬を用いる方法で測定し、細胞生存率を決定した。試験の結果、細胞生存率が８０％以上であれば安全であると判断した。
(Antimicrobial detergent cytotoxicity test)
Rabbit corneal epithelial cells were used, and an antibacterial detergent for contact lenses was added to the final concentration of 1% in the medium. The cell viability after 24 hours was measured by a method using a neutral red reagent, and the cell viability was determined. As a result of the test, if the cell viability was 80% or more, it was judged to be safe.
（レンズ適合性試験）
まず次のようにしてコンタクトレンズを作成した。トリス（トリメチルシロキシ）シリルプロピルメタクリレート４０ｇ、トリフルオロエチルメタクリレート３０ｇ、メチルメタクリレート１０ｇ、トリエチレングリコールジメタクリレート１５ｇ、メタクリル酸５ｇ、アゾビスイソブチロニトリル０．２ｇを試験管に注入して、窒素置換の後に密封した。これを６０℃で２４時間かけて、試験管内の原料モノマーを加熱硬化させ、無色透明の重合物を得た。得られた重合物を切削、研磨により加工し、コンタクトレンズを得た。このコンタクトレンズを本発明の抗菌洗浄剤に４０℃で１ヶ月間浸漬して、レンズに変形・変色がないかどうかを観察した。
(Lens compatibility test)
First, a contact lens was prepared as follows. 40 g of tris (trimethylsiloxy) silylpropyl methacrylate, 30 g of trifluoroethyl methacrylate, 10 g of methyl methacrylate, 15 g of triethylene glycol dimethacrylate, 5 g of methacrylic acid, and 0.2 g of azobisisobutyronitrile were injected into the test tube and replaced with nitrogen. Sealed after. The raw material monomer in the test tube was heated and cured at 60 ° C. for 24 hours to obtain a colorless and transparent polymer. The obtained polymer was processed by cutting and polishing to obtain a contact lens. This contact lens was immersed in the antibacterial cleaning agent of the present invention at 40 ° C. for 1 month, and it was observed whether the lens was deformed or discolored.
実施例２−２〜実施例２−６
表３の組成でコンタクトレンズ用抗菌洗浄剤を調製した以外は、実施例２−１と同様の試験を行った。結果を表４にまとめた。
Example 2-2 to Example 2-6
The same test as in Example 2-1 was performed except that an antibacterial cleaning agent for contact lenses was prepared with the composition shown in Table 3. The results are summarized in Table 4.
実施例２−７〜実施例２−１０
表５の組成でコンタクトレンズ用抗菌洗浄剤を調製した以外は、実施例２−１と同様の試験を行った。結果を表６にまとめた。
Example 2-7 to Example 2-10
The same test as in Example 2-1 was performed except that an antibacterial cleaning agent for contact lenses was prepared with the composition shown in Table 5. The results are summarized in Table 6.
比較例２−１〜比較例２−６
表７の組成でコンタクトレンズ用抗菌洗浄剤を調製した以外は、実施例２−１と同様の試験を行った。結果を表８にまとめた。
Comparative Example 2-1 to Comparative Example 2-6
The same test as in Example 2-1 was performed except that an antibacterial cleaning agent for contact lenses was prepared with the composition shown in Table 7. The results are summarized in Table 8.
以上の実施例２−１〜実施例２−１０および比較例２−１〜比較例２−６の結果、比較例２−１および比較例２−３ではポリオキシエチレンドデシルエーテル硫酸塩を用いないために抗菌性が不十分であり、洗浄力も劣っていた。比較例２−２ではポリオキシエチレンドデシルエーテル硫酸塩の濃度が高すぎるために細胞毒性が高い。比較例２−４ではポリオキシエチレンドデシルエーテル硫酸塩のオキシエチレンの平均付加モル数が本発明の範囲外であるために抗菌性が不十分である。比較例２−５および比較例２−６では、コンタクトレンズに変形が起こった。これに対して、実施例２−１〜２−１０は抗菌性、安全性（細胞毒性）、洗浄力、レンズ適合性の全てにおいて高い性能を有していた。 As a result of the above Example 2-1 to Example 2-10 and Comparative Example 2-1 to Comparative Example 2-6, Comparative Example 2-1 and Comparative Example 2-3 do not use polyoxyethylene dodecyl ether sulfate. Therefore, the antibacterial property was insufficient and the cleaning power was inferior. In Comparative Example 2-2, the cytotoxicity is high because the concentration of polyoxyethylene dodecyl ether sulfate is too high. In Comparative Example 2-4, the average addition mole number of oxyethylene in the polyoxyethylene dodecyl ether sulfate is outside the range of the present invention, so that the antibacterial property is insufficient. In Comparative Example 2-5 and Comparative Example 2-6, the contact lens was deformed. On the other hand, Examples 2-1 to 2-10 had high performance in all of antibacterial properties, safety (cytotoxicity), detergency, and lens compatibility.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2016537476A (en) * | 2013-08-20 | 2016-12-01 | スリーエム イノベイティブ プロパティズ カンパニー | Boron-silane polyether complex |
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| JPH10195478A (en) * | 1996-12-27 | 1998-07-28 | Lion Corp | Cleansing agent composition |
| JP2000241773A (en) * | 1999-02-22 | 2000-09-08 | Nof Corp | Treating solution for contact lens |
| JP2001183580A (en) * | 1999-12-22 | 2001-07-06 | Seed Co Ltd | Washing and preserving liquid for contact lens |
| JP2004317768A (en) * | 2003-04-16 | 2004-11-11 | Asahi Kasei Aimii Kk | Liquid chemical for contact lens |
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| JPH05173098A (en) * | 1991-12-25 | 1993-07-13 | Seiko Epson Corp | Preservation detergent for contact lens |
| JPH10195478A (en) * | 1996-12-27 | 1998-07-28 | Lion Corp | Cleansing agent composition |
| JP2000241773A (en) * | 1999-02-22 | 2000-09-08 | Nof Corp | Treating solution for contact lens |
| JP2001183580A (en) * | 1999-12-22 | 2001-07-06 | Seed Co Ltd | Washing and preserving liquid for contact lens |
| JP2004317768A (en) * | 2003-04-16 | 2004-11-11 | Asahi Kasei Aimii Kk | Liquid chemical for contact lens |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2016537476A (en) * | 2013-08-20 | 2016-12-01 | スリーエム イノベイティブ プロパティズ カンパニー | Boron-silane polyether complex |
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