WO1998036904B1 - Discoloration prevention in pyrithione-containing coating compositions - Google Patents
Discoloration prevention in pyrithione-containing coating compositionsInfo
- Publication number
- WO1998036904B1 WO1998036904B1 PCT/US1998/001935 US9801935W WO9836904B1 WO 1998036904 B1 WO1998036904 B1 WO 1998036904B1 US 9801935 W US9801935 W US 9801935W WO 9836904 B1 WO9836904 B1 WO 9836904B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- zinc
- coating composition
- composition
- combinations
- group
- Prior art date
Links
- 239000008199 coating composition Substances 0.000 title claims abstract 23
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 title claims abstract 11
- 229960002026 pyrithione Drugs 0.000 title claims abstract 7
- 238000004649 discoloration prevention Methods 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract 27
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims abstract 16
- 239000011787 zinc oxide Substances 0.000 claims abstract 9
- 150000003752 zinc compounds Chemical class 0.000 claims abstract 8
- 239000003973 paint Substances 0.000 claims abstract 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 6
- 238000002845 discoloration Methods 0.000 claims abstract 5
- PTFCDOFLOPIGGS-UHFFFAOYSA-N zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims abstract 5
- -1 zinc oxide compound Chemical class 0.000 claims abstract 4
- 230000000845 anti-microbial Effects 0.000 claims abstract 3
- 239000002253 acid Substances 0.000 claims abstract 2
- 239000000853 adhesive Substances 0.000 claims abstract 2
- 230000001070 adhesive Effects 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 150000007530 organic bases Chemical class 0.000 claims abstract 2
- 239000000565 sealant Substances 0.000 claims abstract 2
- 150000003751 zinc Chemical class 0.000 claims 6
- UGZADUVQMDAIAO-UHFFFAOYSA-L Zinc hydroxide Chemical class [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 239000000758 substrate Substances 0.000 claims 4
- 229940007718 zinc hydroxide Drugs 0.000 claims 4
- 229910021511 zinc hydroxide Inorganic materials 0.000 claims 4
- 229920000180 Alkyd Polymers 0.000 claims 3
- 239000004593 Epoxy Substances 0.000 claims 3
- 229920001225 Polyester resin Polymers 0.000 claims 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 3
- 239000011248 coating agent Substances 0.000 claims 3
- 238000000576 coating method Methods 0.000 claims 3
- 125000003700 epoxy group Chemical group 0.000 claims 3
- 239000002184 metal Substances 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 3
- 150000007522 mineralic acids Chemical class 0.000 claims 3
- 150000007524 organic acids Chemical class 0.000 claims 3
- 235000005985 organic acids Nutrition 0.000 claims 3
- 239000004645 polyester resin Substances 0.000 claims 3
- 229920005989 resin Polymers 0.000 claims 3
- 239000011347 resin Substances 0.000 claims 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 3
- WYVVKGNFXHOCQV-UHFFFAOYSA-N Iodopropynyl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims 2
- 150000002500 ions Chemical class 0.000 claims 2
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 claims 1
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 claims 1
- PILWLJVFXLZGMS-UHFFFAOYSA-N 3-octyl-1,2-thiazol-4-one Chemical compound CCCCCCCCC1=NSCC1=O PILWLJVFXLZGMS-UHFFFAOYSA-N 0.000 claims 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N Benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims 1
- WBQDXWRDENKVSJ-UHFFFAOYSA-N CNC(=O)N(C(Cl)Cl)C1=CC=CC=C1 Chemical compound CNC(=O)N(C(Cl)Cl)C1=CC=CC=C1 WBQDXWRDENKVSJ-UHFFFAOYSA-N 0.000 claims 1
- 229920000126 Latex Polymers 0.000 claims 1
- 229960000314 Zinc Acetate Drugs 0.000 claims 1
- 229960001296 Zinc Oxide Drugs 0.000 claims 1
- DJWUNCQRNNEAKC-UHFFFAOYSA-L Zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 claims 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L Zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims 1
- 239000003139 biocide Substances 0.000 claims 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims 1
- 230000004059 degradation Effects 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims 1
- 229910001447 ferric ion Inorganic materials 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical compound CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 claims 1
- 239000004816 latex Substances 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229920003023 plastic Polymers 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 235000010296 thiabendazole Nutrition 0.000 claims 1
- JWZXKXIUSSIAMR-UHFFFAOYSA-N thiocyanatomethyl thiocyanate Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 claims 1
- 150000003852 triazoles Chemical class 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 239000004246 zinc acetate Substances 0.000 claims 1
- 239000011592 zinc chloride Substances 0.000 claims 1
- 235000005074 zinc chloride Nutrition 0.000 claims 1
- 229960001939 zinc chloride Drugs 0.000 claims 1
- 229960001763 zinc sulfate Drugs 0.000 claims 1
- 229910000368 zinc sulfate Inorganic materials 0.000 claims 1
Abstract
Disclosed is an aqueous coating composition comprising: (a) water, (b) a base medium, (c) a pyrithione salt, in an amount of from 0.01 % to 2.0 % based upon the weight of the composition, and (d) zinc oxide compound selected from the many grades suitable for paint manufacture at a concentration of from 0.001 % to 10 % based upon the weight of the coating composition. Also disclosed is an aqueous antimicrobial coating composition, characterized by antimildew efficacy and protected against discoloration attributable to the presence of pyrithione therein, said composition being selected from the group consisting of water-based paints, adhesives, caulks and sealants, and combinations thereof, said composition comprising water, a pyrithione salt or acid, an organic base medium and a zinc compound, said zinc ion being present in said composition in an amount of from 0.001 % to 10 % based upon the weight of the coating composition.
Claims
1. An aqueous coating composition being a paint characterized by: a) water, b) a base medium being a resin selected from the group consisting of vinyl, alkyd, epoxy, acrylic, polyurethane, polyester resins, and combinations thereof . c) a pyrithione salt, in an amount of from 0.01% to 2.0% based upon the weight of the composition, and d) zinc oxide compound selected from the many grades suitable for paint manufacture at a concentration of from 0.001% to 10% based upon the weight of the coating composition.
2. The coating composition of claim 1 characterized in that said zinc oxide is present in an amount of from 0.001% to 3%, based upon the weight of the coating composition.
3. The coating composition of claim 1 characterized in that said zinc oxide is present in an amount of from 0.02% to 0.5%, based upon the weight of the coating composition.
4. The coating composition of claim 1 characterized in that said zinc oxide is present in an amount of from 0.002% to 0.2%, based upon the weight of the coating composition.
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36
5. The coating composition of claim 1 characterized in that said coating composition comprises a polymer latex.
37
6. The coating composition of claim 1 characterized in that said composition additionally contains a co-biocide selected from the group consisting of iodopropynyl butylcarbamate ("IPBC"), n- octyl isothiazolin-one ("OIT")/ methylene thiocyanate ("MTC"), thiocyanomethylthio benzothiazole ("TCMTB"), thiazolyl benzimidazole ("TBZ"), benzimidazolyl carbamic acid methylester ("BC "), triazoles, such as chlorophenylethyl dimethylethyl triazole ethanol, substituted trjiazines such as tert-butylamino cyclopropylamino methylthio-s-triazine, and dichlorophenyl dimethylurea, and combinations thereof.
7. A process for inhibiting dry film- discoloration of a pyrithione-containing coating composition being a paint comprising a resin selected from the group consisting of vinyl, alkyd, epoxy, acrylic, polyester resins, and combinations thereof, said discoloration being attributable to ultraviolet light degradation of said pyrithione, which is characterized by incorporating into said coating composition an effective amount of a zinc compound selected from the group consisting of zinc salts of organic acids, zinc salts of inorganic acids, zinc hydroxide, zinc oxide, and combinations thereof, said zinc compound being employed in said coating composition in an amount of from 0.001% to 10% based upon the weight of the coating composition.
8. The process of claim 7 characterized in that said zinc compound is selected from the group consisting of zinc oxide, zinc hydroxide, zinc acetate, zinc sulfate, zinc chloride, and combinations thereof.
38
9. A process for removing an undesirable discoloration in an aqueous antimicrobial composition being a paint comprising a resin selected from the group consisting of vinyl, alkyd, epoxy, acrylic, polyester resins, and combinations thereof, said composition containing a dissolved metal ion selected from the group consisting of ferric ion, cupric ion, and combinations thereof, and containing pyrithione, which is characterized by contacting said composition with a zinc ion in a molar amount at least equal to the amount of said dissolved metal ion in said composition, wherein said amount of said zinc ion is between 100 ppm and 10,000 ppm in said composition.
10. The process of claim 9 characterized in that said zinc ion provided by incorporating into said composition a zinc compound selected from the group consisting of zinc salts of organic acids, zinc salts of inorganic acids, zinc hydroxide, zinc oxide, and combinations thereof.
11. An aqueous antimicrobial coating composition, characterized by antimildew efficacy and protected against discoloration attributable to the presence of pyrithione therein, said composition being selected from the group consisting of water-based paints, adhesives, caulks and sealants, and combinations thereof, said composition characterized by containing water, a pyrithione salt or acid, an organic base medium and a zinc compound, said zinc ion being present in said composition in an amount of from 0.001% to 10% based upon the weight of the coating composition.
39
12. A coated substrate comprising a substrate selected from the group consisting of wood, metal, plastic substrates, and combinations thereof, and a coating on said substrate, said coating characterized by pyrithione and a zinc compound selected from the group consisting of zinc salts of organic acids, zinc salts of inorganic acids, zinc hydroxide, zinc oxide, and combinations thereof, wherein said zinc compound is present in said coating in an amount of from 0.001% to 10%, based upon the weight of the coating composition.
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR9807254-4A BR9807254A (en) | 1997-02-21 | 1998-02-03 | Prevention of discoloration in pyrithione-containing coating compositions |
EP98904827A EP0963291B1 (en) | 1997-02-21 | 1998-02-03 | Discoloration prevention in pyrithione-containing coating compositions |
DK98904827T DK0963291T3 (en) | 1997-02-21 | 1998-02-03 | Prevention of discoloration in pyrithione-containing coating compositions |
AU62612/98A AU6261298A (en) | 1997-02-21 | 1998-02-03 | Discoloration prevention in pyrithione-containing coating compositions |
JP53664998A JP4937431B2 (en) | 1997-02-21 | 1998-02-03 | Prevention of discoloration of pyrithione-containing coating composition |
DE69829951T DE69829951T2 (en) | 1997-02-21 | 1998-02-03 | PROCESS FOR PREVENTING THE DEHYRATION OF PYRITHION-CONTAINING COATING COMPOSITIONS |
CA002282462A CA2282462C (en) | 1997-02-21 | 1998-02-03 | Discoloration prevention in pyrithione-containing coating compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US804,225 | 1997-02-21 | ||
US08/804,225 US5939203A (en) | 1995-02-03 | 1997-02-21 | Discoloration prevention in pyrithione-containing coating compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1998036904A1 WO1998036904A1 (en) | 1998-08-27 |
WO1998036904B1 true WO1998036904B1 (en) | 1998-10-01 |
Family
ID=25188476
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1998/001935 WO1998036904A1 (en) | 1997-02-21 | 1998-02-03 | Discoloration prevention in pyrithione-containing coating compositions |
Country Status (14)
Country | Link |
---|---|
US (1) | US5939203A (en) |
EP (2) | EP1348743B1 (en) |
JP (2) | JP4937431B2 (en) |
KR (1) | KR100525583B1 (en) |
CN (2) | CN100497494C (en) |
AU (1) | AU6261298A (en) |
BR (1) | BR9807254A (en) |
CA (1) | CA2282462C (en) |
DE (1) | DE69829951T2 (en) |
DK (2) | DK1348743T3 (en) |
ID (1) | ID22477A (en) |
MY (1) | MY116716A (en) |
TW (1) | TW400367B (en) |
WO (1) | WO1998036904A1 (en) |
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GB8811948D0 (en) | 1988-05-20 | 1988-06-22 | Ici Plc | Composition & use |
EP0499817B1 (en) * | 1991-01-30 | 1995-05-17 | Dai Nippon Toryo Co., Ltd. | Antifouling coating composition |
US5562995A (en) * | 1995-02-03 | 1996-10-08 | Olin Corporation | Discoloration prevention in pyrithione-containing coating compositions |
US5518774A (en) * | 1995-06-26 | 1996-05-21 | Olin Corporation | In-can and dry coating antimicrobial |
-
1997
- 1997-02-21 US US08/804,225 patent/US5939203A/en not_active Expired - Lifetime
-
1998
- 1998-02-03 WO PCT/US1998/001935 patent/WO1998036904A1/en active IP Right Grant
- 1998-02-03 EP EP03014262A patent/EP1348743B1/en not_active Revoked
- 1998-02-03 ID IDW990893A patent/ID22477A/en unknown
- 1998-02-03 CA CA002282462A patent/CA2282462C/en not_active Expired - Lifetime
- 1998-02-03 DK DK03014262.4T patent/DK1348743T3/en active
- 1998-02-03 BR BR9807254-4A patent/BR9807254A/en not_active IP Right Cessation
- 1998-02-03 CN CNB200410047223XA patent/CN100497494C/en not_active Expired - Lifetime
- 1998-02-03 JP JP53664998A patent/JP4937431B2/en not_active Expired - Lifetime
- 1998-02-03 AU AU62612/98A patent/AU6261298A/en not_active Abandoned
- 1998-02-03 DK DK98904827T patent/DK0963291T3/en active
- 1998-02-03 EP EP98904827A patent/EP0963291B1/en not_active Revoked
- 1998-02-03 KR KR19997007606A patent/KR100525583B1/en active IP Right Grant
- 1998-02-03 CN CN98803394A patent/CN1250412A/en active Pending
- 1998-02-03 DE DE69829951T patent/DE69829951T2/en not_active Expired - Lifetime
- 1998-02-21 MY MYPI98000751A patent/MY116716A/en unknown
- 1998-03-02 TW TW087102497A patent/TW400367B/en not_active IP Right Cessation
-
2008
- 2008-12-26 JP JP2008331933A patent/JP5872133B2/en not_active Expired - Lifetime
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