DE69523948T2 - Verfahren zur verhinderung der verfärbung von pyrithion enthaltenden beschichtungszusammensetzungen - Google Patents
Verfahren zur verhinderung der verfärbung von pyrithion enthaltenden beschichtungszusammensetzungenInfo
- Publication number
- DE69523948T2 DE69523948T2 DE69523948T DE69523948T DE69523948T2 DE 69523948 T2 DE69523948 T2 DE 69523948T2 DE 69523948 T DE69523948 T DE 69523948T DE 69523948 T DE69523948 T DE 69523948T DE 69523948 T2 DE69523948 T2 DE 69523948T2
- Authority
- DE
- Germany
- Prior art keywords
- zinc
- composition
- pyrithione
- discoloration
- combinations
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 15
- 239000008199 coating composition Substances 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims description 78
- 239000003973 paint Substances 0.000 claims description 61
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical class [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 40
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 claims description 37
- 238000002845 discoloration Methods 0.000 claims description 35
- 229960002026 pyrithione Drugs 0.000 claims description 34
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims description 24
- 239000011787 zinc oxide Chemical class 0.000 claims description 20
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 18
- 230000000845 anti-microbial effect Effects 0.000 claims description 16
- 150000003751 zinc Chemical class 0.000 claims description 16
- 229910001447 ferric ion Inorganic materials 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 13
- 239000000945 filler Substances 0.000 claims description 13
- 239000000853 adhesive Substances 0.000 claims description 12
- 230000001070 adhesive effect Effects 0.000 claims description 12
- 239000000565 sealant Substances 0.000 claims description 11
- 150000003752 zinc compounds Chemical class 0.000 claims description 11
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical class [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 claims description 10
- 229940007718 zinc hydroxide Drugs 0.000 claims description 10
- 229910021511 zinc hydroxide Inorganic materials 0.000 claims description 10
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims description 9
- 229910052742 iron Inorganic materials 0.000 claims description 9
- 150000007522 mineralic acids Chemical class 0.000 claims description 8
- 150000007524 organic acids Chemical class 0.000 claims description 8
- 239000000758 substrate Substances 0.000 claims description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims description 7
- 229910000368 zinc sulfate Inorganic materials 0.000 claims description 7
- 239000011248 coating agent Substances 0.000 claims description 6
- 238000000576 coating method Methods 0.000 claims description 6
- 229910001431 copper ion Inorganic materials 0.000 claims description 6
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 5
- 229960001763 zinc sulfate Drugs 0.000 claims description 5
- 229910021645 metal ion Inorganic materials 0.000 claims description 4
- 235000005985 organic acids Nutrition 0.000 claims description 4
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 3
- 239000004246 zinc acetate Substances 0.000 claims description 3
- 150000007530 organic bases Chemical class 0.000 claims description 2
- 239000011592 zinc chloride Substances 0.000 claims description 2
- 235000005074 zinc chloride Nutrition 0.000 claims description 2
- 229960001141 pyrithione zinc Drugs 0.000 description 22
- PTRHHPOMKXGTAC-UHFFFAOYSA-L zinc;pyridine-2-thiolate Chemical compound C=1C=CC=NC=1S[Zn]SC1=CC=CC=N1 PTRHHPOMKXGTAC-UHFFFAOYSA-L 0.000 description 22
- XNRNJIIJLOFJEK-UHFFFAOYSA-N sodium;1-oxidopyridine-2-thione Chemical compound [Na+].[O-]N1C=CC=CC1=S XNRNJIIJLOFJEK-UHFFFAOYSA-N 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
- 239000004816 latex Substances 0.000 description 11
- 229920000126 latex Polymers 0.000 description 11
- 239000000523 sample Substances 0.000 description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 9
- 239000000654 additive Substances 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- -1 iron(III) ions Chemical class 0.000 description 7
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
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- 239000000049 pigment Substances 0.000 description 6
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- 239000002244 precipitate Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 230000003115 biocidal effect Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
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- YBBJKCMMCRQZMA-UHFFFAOYSA-N pyrithione Chemical compound ON1C=CC=CC1=S YBBJKCMMCRQZMA-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
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- 230000000996 additive effect Effects 0.000 description 3
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- 239000007864 aqueous solution Substances 0.000 description 3
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- 230000002335 preservative effect Effects 0.000 description 3
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- 239000011347 resin Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- 239000008399 tap water Substances 0.000 description 3
- 235000020679 tap water Nutrition 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- WYSRTEVFLQJJDN-UHFFFAOYSA-N 2-chloro-1-oxidopyridin-1-ium Chemical compound [O-][N+]1=CC=CC=C1Cl WYSRTEVFLQJJDN-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- PZZYQPZGQPZBDN-UHFFFAOYSA-N aluminium silicate Chemical compound O=[Al]O[Si](=O)O[Al]=O PZZYQPZGQPZBDN-UHFFFAOYSA-N 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 229940009868 aluminum magnesium silicate Drugs 0.000 description 2
- WMGSQTMJHBYJMQ-UHFFFAOYSA-N aluminum;magnesium;silicate Chemical compound [Mg+2].[Al+3].[O-][Si]([O-])([O-])[O-] WMGSQTMJHBYJMQ-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000004599 antimicrobial Substances 0.000 description 2
- 229960000892 attapulgite Drugs 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
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- 238000007796 conventional method Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- ZHDBTKPXEJDTTQ-UHFFFAOYSA-N dipyrithione Chemical compound [O-][N+]1=CC=CC=C1SSC1=CC=CC=[N+]1[O-] ZHDBTKPXEJDTTQ-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
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- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 229960003811 pyrithione disulfide Drugs 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
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- 239000004408 titanium dioxide Substances 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 2
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
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- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011686 zinc sulphate Substances 0.000 description 2
- 235000009529 zinc sulphate Nutrition 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 description 1
- 150000000180 1,2-diols Chemical class 0.000 description 1
- DLNPJWYSCKUGHI-UHFFFAOYSA-N 1-hydroxypyridine-2-thione;sodium Chemical compound [Na].ON1C=CC=CC1=S DLNPJWYSCKUGHI-UHFFFAOYSA-N 0.000 description 1
- VOHCMATXIKWIKC-UHFFFAOYSA-N 1-hydroxypyridine-2-thione;zinc Chemical compound [Zn].ON1C=CC=CC1=S VOHCMATXIKWIKC-UHFFFAOYSA-N 0.000 description 1
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- 208000001840 Dandruff Diseases 0.000 description 1
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- YGANSGVIUGARFR-UHFFFAOYSA-N dipotassium dioxosilane oxo(oxoalumanyloxy)alumane oxygen(2-) Chemical compound [O--].[K+].[K+].O=[Si]=O.O=[Al]O[Al]=O YGANSGVIUGARFR-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/28—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen, oxygen and sulfur
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1687—Use of special additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/02—Anti-oxidant compositions; Compositions inhibiting chemical change containing inorganic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/32—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/383,122 US5562995A (en) | 1995-02-03 | 1995-02-03 | Discoloration prevention in pyrithione-containing coating compositions |
| PCT/US1995/009722 WO1996023850A1 (en) | 1995-02-03 | 1995-08-03 | Discoloration prevention in pyrithione-containing coating compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69523948D1 DE69523948D1 (de) | 2001-12-20 |
| DE69523948T2 true DE69523948T2 (de) | 2002-06-20 |
Family
ID=23511816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69523948T Expired - Lifetime DE69523948T2 (de) | 1995-02-03 | 1995-08-03 | Verfahren zur verhinderung der verfärbung von pyrithion enthaltenden beschichtungszusammensetzungen |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US5562995A (enExample) |
| EP (1) | EP0807152B1 (enExample) |
| JP (1) | JP3839847B2 (enExample) |
| KR (2) | KR100351016B1 (enExample) |
| CN (1) | CN1100108C (enExample) |
| AU (1) | AU3208195A (enExample) |
| CA (1) | CA2211374C (enExample) |
| DE (1) | DE69523948T2 (enExample) |
| DK (1) | DK0807152T3 (enExample) |
| TW (1) | TW321669B (enExample) |
| WO (1) | WO1996023850A1 (enExample) |
Families Citing this family (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5916947A (en) * | 1994-12-02 | 1999-06-29 | Cape Cod Research, Inc. | Zinc oxide photoactive antifoulant material |
| US5939203A (en) * | 1995-02-03 | 1999-08-17 | Arch Chemicals, Inc. | Discoloration prevention in pyrithione-containing coating compositions |
| US6017562A (en) * | 1997-04-28 | 2000-01-25 | Arch Chemicals, Inc. | Non-spherical and non-platelet crystalline forms of pyrithione salts |
| US6242007B1 (en) | 1997-04-28 | 2001-06-05 | Arch Chemicals, Inc. | Non-spherical and non-platelet forms of pyrithione salts and methods of making same |
| US6032891A (en) * | 1998-05-29 | 2000-03-07 | Chang; Liang-Jen | Length counting device for a fishing reel |
| JP2000119111A (ja) * | 1998-10-16 | 2000-04-25 | Somar Corp | 増粘多糖類含有スラリー用防腐剤 |
| AU2008202828B8 (en) * | 1999-06-25 | 2011-08-11 | Arch Chemicals, Inc. | Pyrithione biocides enhanced by silver, copper, or zinc ions |
| US7455851B1 (en) | 1999-06-25 | 2008-11-25 | Arch Chemicals, Inc. | Pyrithione biocides enhanced by silver, copper, or zinc ions |
| US7026308B1 (en) | 1999-06-25 | 2006-04-11 | The Procter & Gamble Company | Topical anti-microbial compositions |
| BR0011858A (pt) * | 1999-06-25 | 2002-07-02 | Arch Chem Inc | Composição antimicrobiana |
| US7674785B2 (en) | 2000-06-22 | 2010-03-09 | The Procter & Gamble Company | Topical anti-microbial compositions |
| DE10040814A1 (de) | 2000-08-21 | 2002-03-07 | Thor Gmbh | Synergistische Biozidzusammensetzung |
| US7767010B2 (en) * | 2002-01-16 | 2010-08-03 | Smt, Inc. | Flame retardant and microbe inhibiting methods and compositions |
| US8715540B2 (en) * | 2002-01-16 | 2014-05-06 | MG3 Technologies Inc. | Aqueous and dry duel-action flame and smoke retardant and microbe inhibiting compositions, and related methods |
| CA2481994C (en) * | 2002-04-22 | 2009-12-08 | The Procter & Gamble Company | Personal care compositions comprising a zinc containing material in an aqueous surfactant composition |
| CN1646124B (zh) * | 2002-04-22 | 2010-05-26 | 宝洁公司 | 具有锌离子载体性能的物质的使用 |
| US8361450B2 (en) | 2002-06-04 | 2013-01-29 | The Procter & Gamble Company | Shampoo containing a gel network and a non-guar galactomannan polymer derivative |
| US8361448B2 (en) | 2002-06-04 | 2013-01-29 | The Procter & Gamble Company | Shampoo containing a gel network |
| US9381148B2 (en) | 2003-03-18 | 2016-07-05 | The Procter & Gamble Company | Composition comprising particulate zinc material with a high relative zinc lability |
| US8470305B2 (en) | 2002-06-04 | 2013-06-25 | The Procter & Gamble Company | Shampoo containing a gel network |
| US8349301B2 (en) | 2002-06-04 | 2013-01-08 | The Procter & Gamble Company | Shampoo containing a gel network |
| US9381382B2 (en) | 2002-06-04 | 2016-07-05 | The Procter & Gamble Company | Composition comprising a particulate zinc material, a pyrithione or a polyvalent metal salt of a pyrithione and a gel network |
| US20050202984A1 (en) * | 2003-03-18 | 2005-09-15 | Schwartz James R. | Composition comprising zinc-containing layered material with a high relative zinc lability |
| US8491877B2 (en) * | 2003-03-18 | 2013-07-23 | The Procter & Gamble Company | Composition comprising zinc-containing layered material with a high relative zinc lability |
| US8367048B2 (en) | 2002-06-04 | 2013-02-05 | The Procter & Gamble Company | Shampoo containing a gel network |
| US8349302B2 (en) | 2002-06-04 | 2013-01-08 | The Procter & Gamble Company | Shampoo containing a gel network and a non-guar galactomannan polymer derivative |
| US6893752B2 (en) | 2002-06-28 | 2005-05-17 | United States Gypsum Company | Mold-resistant gypsum panel and method of making same |
| TWI289431B (en) * | 2002-09-30 | 2007-11-11 | Shimano Kk | Fishing reel, fishing information display device, and fishing information display system |
| US20040191331A1 (en) * | 2003-03-18 | 2004-09-30 | The Procter & Gamble Company | Composition comprising particulate zinc materials having a defined crystallite size |
| US20040213751A1 (en) * | 2003-03-18 | 2004-10-28 | Schwartz James Robert | Augmentation of pyrithione activity or a polyvalent metal salt of pyrithione activity by zinc-containing layered material |
| JP2004307483A (ja) * | 2003-04-07 | 2004-11-04 | Rohm & Haas Co | 殺微生物組成物 |
| US7056582B2 (en) * | 2003-04-17 | 2006-06-06 | Usg Interiors, Inc. | Mold resistant acoustical panel |
| JP4684551B2 (ja) | 2003-12-25 | 2011-05-18 | 東レ・ダウコーニング株式会社 | 変色防止又は変色低減方法及び変色防止又は変色低減剤並びに当該変色防止又は変色低減剤を含むジオルガノポリシロキサン組成物 |
| US9723842B2 (en) | 2006-05-26 | 2017-08-08 | Arch Chemicals, Inc. | Isothiazolinone biocides enhanced by zinc ions |
| EP2042489A1 (de) * | 2007-09-26 | 2009-04-01 | Straetmans high TAC GmbH | Beseitigen und Verhindern von Verfärbungen Pyrithion enthaltender Stoffe |
| EP2670239B1 (de) | 2011-02-03 | 2015-08-12 | Sanitized AG | Formulierung zur antimikrobiellen und fungiziden ausrüstung von polymermaterialien, insbesondere von lacken und beschichtungen |
| BR112014007727B1 (pt) | 2011-10-07 | 2019-04-30 | The Procter & Gamble Company | Composição de xampu e seu processo para preparação |
| BR112014019697B1 (pt) * | 2012-02-08 | 2020-12-15 | Janssen Pharmaceutica Nv | Método para prevenir a desativação de catalisadores metálicos em processos de polimerização catalítica |
| WO2013166718A1 (en) * | 2012-05-11 | 2013-11-14 | The Procter & Gamble Company | Personal cleansing compositions comprising zinc pyrithione |
| EP2879496B1 (en) | 2012-07-31 | 2018-08-22 | Arch Chemicals, Inc. | Composition and method for preventing discoloration of pyrithione containing compositions |
| MX2015004435A (es) | 2012-10-12 | 2015-06-24 | Arch Chem Inc | Composiciones biocidas que comprenden quelantes de hierro. |
| WO2014169464A1 (en) | 2013-04-18 | 2014-10-23 | The Procter & Gamble Company | Personal care compositions containing zinc pyrithione and zinc-phosphonate complex |
| WO2014139449A1 (en) | 2013-03-14 | 2014-09-18 | The Procter & Gamble Company | Solid concentrate compositions containing zinc pyrithione |
| CA2901658A1 (en) | 2013-03-14 | 2014-09-18 | The Procter & Gamble Company | Bar soap compositions containing zinc pyrithione and a zinc-pyridine oxide complex |
| EP3071038B1 (en) | 2013-11-19 | 2021-12-15 | Arch Chemicals, Inc. | Enhanced preservative |
| EP2944199B1 (en) | 2014-05-13 | 2016-08-31 | ViskoTeepak Belgium NV | Food casing with fungicidal characteristics |
| CN107613954B (zh) | 2015-03-26 | 2021-10-19 | Isp投资有限公司 | 脱氢乙酸的协同组合物以及减少各种终端组合物中的黄变的方法 |
| CN107846902B (zh) * | 2015-05-05 | 2021-06-01 | 康宁股份有限公司 | 展现协同功效的抗微生物材料 |
| US10945935B2 (en) | 2016-06-27 | 2021-03-16 | The Procter And Gamble Company | Shampoo composition containing a gel network |
| CN109476932B (zh) | 2016-07-19 | 2022-12-02 | 贝洱工艺公司 | 抗微生物涂料组合物及相关方法 |
| US20180098923A1 (en) | 2016-10-10 | 2018-04-12 | The Procter & Gamble Company | Personal care compositions substantially free of sulfated surfactants and containing a gel network |
| EP3801443A1 (en) | 2018-06-05 | 2021-04-14 | The Procter & Gamble Company | Clear cleansing composition |
| MX2021005464A (es) | 2018-12-14 | 2021-06-18 | Procter & Gamble | Composicion de champu que comprende microcapsulas de tipo lamina. |
| US11896689B2 (en) | 2019-06-28 | 2024-02-13 | The Procter & Gamble Company | Method of making a clear personal care comprising microcapsules |
| JP7453395B2 (ja) | 2020-02-14 | 2024-03-19 | ザ プロクター アンド ギャンブル カンパニー | 中に懸濁された審美的設計を有する液体組成物の保管に適合されたボトル |
| CN111748151A (zh) * | 2020-07-16 | 2020-10-09 | 上海威露美生物科技有限公司 | 抗菌防霉抗藻高分子聚合物及其制备方法 |
| US12053130B2 (en) | 2021-02-12 | 2024-08-06 | The Procter & Gamble Company | Container containing a shampoo composition with an aesthetic design formed by bubbles |
| US11633072B2 (en) | 2021-02-12 | 2023-04-25 | The Procter & Gamble Company | Multi-phase shampoo composition with an aesthetic design |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2809971A (en) * | 1955-11-22 | 1957-10-15 | Olin Mathieson | Heavy-metal derivatives of 1-hydroxy-2-pyridinethiones and method of preparing same |
| US3159640A (en) * | 1963-04-23 | 1964-12-01 | Olin Mathieson | Process for preparing 2-mercaptopyridine-nu oxide |
| US4161526A (en) * | 1978-07-20 | 1979-07-17 | Sterling Drug Inc. | Zinc salt prevention or removal of discoloration in pyrithione, pyrithione salt and dipyrithione compositions |
| US4482715A (en) * | 1982-02-26 | 1984-11-13 | Olin Corporation | Process for the prevention or reduction of discoloration of sodium or zinc pyrithione |
| US4396766A (en) * | 1982-04-28 | 1983-08-02 | Olin Corporation | Process for producing sodium and zinc pyrithione |
| DE3422510A1 (de) * | 1984-06-16 | 1985-12-19 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von ueber o,o'-methylenethergruppen verknuepften phenolresolethern und deren verwendung |
| US4957658A (en) * | 1987-08-31 | 1990-09-18 | Olin Corporation | Process and composition for providing reduced discoloration caused by the presence of pyrithione and ferric ion in water-based paints and paint bases |
| US4818436A (en) * | 1987-08-31 | 1989-04-04 | Olin Corporation | Process and composition for providing reduced discoloration of pyrithiones |
| US4888368A (en) * | 1988-05-12 | 1989-12-19 | Dow Corning Corporation | Method of inhibiting the discoloration of emulsions and discoloration resistant emulsion compositions |
| US4935061A (en) * | 1989-01-17 | 1990-06-19 | Olin Corporation | Process and composition for providing reduced discoloration caused by the presence of pyrithione and ferric ion in water-based paints and paint bases |
| EP0499817B1 (en) * | 1991-01-30 | 1995-05-17 | Dai Nippon Toryo Co., Ltd. | Antifouling coating composition |
| US5137569A (en) * | 1991-10-10 | 1992-08-11 | Olin Corporation | Process for stabilizing zinc pyrithione plus cuprous oxide in paint |
| US5227156A (en) * | 1992-04-14 | 1993-07-13 | Amway Corporation | Use of zinc compounds to stabilize a thiazolinone preservative in an anti-dandruff shampoo |
| US5232493A (en) * | 1992-09-01 | 1993-08-03 | Olin Corporation | Process for stabilizing zinc pyrithione plus cuprous oxide in paint |
| US5246489A (en) * | 1992-09-04 | 1993-09-21 | Olin Corporation | Process for generating copper pyrithione in-situ in a paint formulation |
| KR100317145B1 (ko) * | 1992-12-01 | 2002-12-06 | 미네소타 마이닝 앤드 매뉴팩춰링 캄파니 | 지속성을 갖는 항균제제 |
| US5314719A (en) * | 1993-03-18 | 1994-05-24 | Foster Products Corporation | Fungicidal protective coating for air handling equipment |
| US5298061A (en) * | 1993-05-14 | 1994-03-29 | Olin Corporation | Gel-free paint containing zinc pyrithione, cuprous oxide, and amine treated rosin |
| US5342437A (en) * | 1993-10-15 | 1994-08-30 | Olin Corporation | Gel-free paint containing zinc pyrithione cuprous oxide and carboxylic acid |
| US5518774A (en) * | 1995-06-26 | 1996-05-21 | Olin Corporation | In-can and dry coating antimicrobial |
-
1995
- 1995-02-03 US US08/383,122 patent/US5562995A/en not_active Expired - Lifetime
- 1995-08-03 KR KR1019970705296A patent/KR100351016B1/ko not_active Expired - Lifetime
- 1995-08-03 EP EP95928242A patent/EP0807152B1/en not_active Expired - Lifetime
- 1995-08-03 JP JP52349096A patent/JP3839847B2/ja not_active Expired - Lifetime
- 1995-08-03 WO PCT/US1995/009722 patent/WO1996023850A1/en not_active Ceased
- 1995-08-03 CA CA002211374A patent/CA2211374C/en not_active Expired - Lifetime
- 1995-08-03 KR KR1019970705296A patent/KR19980701899A/ko active Granted
- 1995-08-03 CN CN95197540A patent/CN1100108C/zh not_active Expired - Lifetime
- 1995-08-03 DK DK95928242T patent/DK0807152T3/da active
- 1995-08-03 AU AU32081/95A patent/AU3208195A/en not_active Abandoned
- 1995-08-03 DE DE69523948T patent/DE69523948T2/de not_active Expired - Lifetime
- 1995-08-17 TW TW084108605A patent/TW321669B/zh not_active IP Right Cessation
-
1996
- 1996-06-25 US US08/670,051 patent/US5883154A/en not_active Expired - Lifetime
-
1998
- 1998-12-16 US US09/212,877 patent/US6096122A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US5562995A (en) | 1996-10-08 |
| CA2211374A1 (en) | 1996-08-08 |
| CN1100108C (zh) | 2003-01-29 |
| TW321669B (enExample) | 1997-12-01 |
| US5883154A (en) | 1999-03-16 |
| KR100351016B1 (ko) | 2003-01-24 |
| EP0807152B1 (en) | 2001-11-14 |
| US6096122A (en) | 2000-08-01 |
| WO1996023850A1 (en) | 1996-08-08 |
| AU3208195A (en) | 1996-08-21 |
| JP3839847B2 (ja) | 2006-11-01 |
| CA2211374C (en) | 2003-12-30 |
| DE69523948D1 (de) | 2001-12-20 |
| KR19987001899A (en) | 1998-06-25 |
| JPH10513211A (ja) | 1998-12-15 |
| KR19980701899A (ko) | 1998-06-25 |
| CN1175274A (zh) | 1998-03-04 |
| EP0807152A1 (en) | 1997-11-19 |
| EP0807152A4 (en) | 1998-11-25 |
| DK0807152T3 (da) | 2002-03-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |