ZA200801267B - Method for reducting odor in latex paints - Google Patents
Method for reducting odor in latex paints Download PDFInfo
- Publication number
- ZA200801267B ZA200801267B ZA200801267A ZA200801267A ZA200801267B ZA 200801267 B ZA200801267 B ZA 200801267B ZA 200801267 A ZA200801267 A ZA 200801267A ZA 200801267 A ZA200801267 A ZA 200801267A ZA 200801267 B ZA200801267 B ZA 200801267B
- Authority
- ZA
- South Africa
- Prior art keywords
- isothiazolin
- stabilizer
- tert
- hydroxyethyl cellulose
- acid
- Prior art date
Links
- 239000003973 paint Substances 0.000 title claims description 50
- 239000004816 latex Substances 0.000 title claims description 36
- 229920000126 latex Polymers 0.000 title claims description 35
- 238000000034 method Methods 0.000 title claims description 22
- 239000003381 stabilizer Substances 0.000 claims description 28
- 239000002562 thickening agent Substances 0.000 claims description 19
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 18
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 18
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 18
- 239000003139 biocide Substances 0.000 claims description 17
- 230000003115 biocidal effect Effects 0.000 claims description 15
- 239000003513 alkali Substances 0.000 claims description 14
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 claims description 13
- 239000004908 Emulsion polymer Substances 0.000 claims description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 11
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 11
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 11
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims description 10
- -1 2,6-di-tert-butyl-4- methylphenol 2,6-di-tert- butyl-4-methoxyphenol Chemical compound 0.000 claims description 9
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 9
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 239000004814 polyurethane Substances 0.000 claims description 8
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 7
- DFPAKSUCGFBDDF-ZQBYOMGUSA-N [14c]-nicotinamide Chemical compound N[14C](=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-ZQBYOMGUSA-N 0.000 claims description 7
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 7
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 7
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 7
- VXTYCJJHHMLIBM-UHFFFAOYSA-N carboxysulfanylformic acid Chemical compound OC(=O)SC(O)=O VXTYCJJHHMLIBM-UHFFFAOYSA-N 0.000 claims description 7
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 claims description 6
- 239000000839 emulsion Substances 0.000 claims description 4
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical group CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 claims description 3
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 claims description 3
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 3
- 235000020778 linoleic acid Nutrition 0.000 claims description 3
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims description 3
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 claims description 3
- IMOYOUMVYICGCA-UHFFFAOYSA-N 2-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C=C1C(C)(C)C IMOYOUMVYICGCA-UHFFFAOYSA-N 0.000 claims description 2
- WPMYUUITDBHVQZ-UHFFFAOYSA-M 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=CC(CCC([O-])=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-M 0.000 claims description 2
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 2
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 claims description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
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- 235000019281 tert-butylhydroquinone Nutrition 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- DXGIRFAFSFKYCF-UHFFFAOYSA-N propanehydrazide Chemical compound CCC(=O)NN DXGIRFAFSFKYCF-UHFFFAOYSA-N 0.000 claims 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 4
- 239000002516 radical scavenger Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
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- 230000001953 sensory effect Effects 0.000 description 3
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- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 2
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- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
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- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- ORECYURYFJYPKY-UHFFFAOYSA-N n,n'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine;2,4,6-trichloro-1,3,5-triazine;2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N.ClC1=NC(Cl)=NC(Cl)=N1.C1C(C)(C)NC(C)(C)CC1NCCCCCCNC1CC(C)(C)NC(C)(C)C1 ORECYURYFJYPKY-UHFFFAOYSA-N 0.000 description 1
- 235000021290 n-3 DPA Nutrition 0.000 description 1
- FDAKZQLBIFPGSV-UHFFFAOYSA-N n-butyl-2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CCCCNC1CC(C)(C)NC(C)(C)C1 FDAKZQLBIFPGSV-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- JBYXPOFIGCOSSB-UQGDGPGGSA-N rumenic acid Chemical compound CCCCCC\C=C/C=C/CCCCCCCC(O)=O JBYXPOFIGCOSSB-UQGDGPGGSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- JIWBIWFOSCKQMA-UHFFFAOYSA-N stearidonic acid Natural products CCC=CCC=CCC=CCC=CCCCCC(O)=O JIWBIWFOSCKQMA-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- UVZICZIVKIMRNE-UHFFFAOYSA-N thiodiacetic acid Chemical compound OC(=O)CSCC(O)=O UVZICZIVKIMRNE-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
PE ph — A -
METHOD FOR REDUCING ODOR IN LATEX PAINTS - So
This invention relates to a method for reducing odor arising from surfaces coated with latex paints.
Under some environmental conditions, including high heat, humidity and ozone, basic latex paints preserved with certain 3-isothiazolone biocides emit an - undesirable odor after application and drying. Copper salts have been used as preservatives for the isothiazolone biocides in an attempt to reduce this odor, but use of copper is undesirable due to coloring of the paint.
Addition of 4-hydroxy-2,2,6,6-tetramethylpiperidinoxyl (4-hydroxy
TEMPO) or diethyl hydroxylamine to stabilize polyurethane thickeners used in latex paints was disclosed in U.S. Pat. No. 6,437,020. However, a non-metallic stabilizer for reducing odor in latex paints containing 3-isothiazolones has not been described.
The problem addressed by this invention is to provide a method for reducing odor from surfaces coated with latex paints containing 3-isothiazolones.
The present invention is directed to a method for reducing odor arising from surfaces coated with latex paints. The method comprises combining in a latex paint: (i) at least one stabilizer comprising 4-hydroxy-2,2,6,6- tetramethylpiperidinoxyl, a hindered phenol, a hindered amine, an unsaturated fatty acid, nicotinamide, a thiodicarboxylic acid or an N,N-dialkylhydroxylamine; (i1) at least one isothiazolone biocide comprising 2-methyl-4-isothiazolin-3-one or 2-n-octyl-4-isothiazolin-3-one; and (iii) at least one thickener comprising a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali soluble emulsion polymer or a hydrophobically modified hydroxyethyl cellulose. * In one embodiment of the invention, the method comprises combining in a latex paint: (i) at least one stabilizer comprising a hindered phenol, a hindered amine, an unsaturated fatty acid, nicotinamide, or a thiodicarboxylic acid; (ii) at least one isothiazolone biocide comprising 2-methyl-4-isothiazolin-3-one or 2-n-
a. octyl-4-isothiazolin-3-one; and (iii) at least one thickener comprising a : oo polyurethane, a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali soluble emulsion polymer or a hydrophobically modified hydroxyethyl cellulose.
“MIT” is 2-methyl-4-1sothiazolin-3-one, also referred to by the name 2- methyl-3-isothiazolone. “CMIT” is 5-chloro-2-methyl-4-isothiazolin-3-one, also referred to by the name 5-chloro-2-methyl-3-isothiazolone. “OIT” is 2-n-octyl-4- 1sothiazolin-3-one, also referred to by the name 2-n-octyl-3-isothiazolone. “BIT” is 1,2-benzisothiazolin-3-one. “(Meth)acrylic” or “(meth)acrylate” refer to acrylic or methacrylic, and acrylate or methacrylate, respectively. An “alkyl” group is a saturated hydrocarbyl group having from one to twenty carbon atoms in a linear, branched or cyclic arrangement. In one preferred embodiment, alkyl groups are acyclic. In one preferred embodiment, alkyl groups have from one to eight carbon atoms, alternatively from one to four carbon atoms.
The following abbreviations are used throughout the specification: ppm = parts per million by weight (weight/weight), mL = milliliter, Al=active ingredient, i.e., total amount of isothiazolones. Unless otherwise specified, temperatures are in degrees centigrade (°C), and references to amounts or percentages are by weight.
Combinations of the listed stabilizers may be used, with or without additional stabilizers. Hindered phenol stabilizers suitable for use in this invention include, e.g., 2,6-di-tert-butyl-4-methylphenol (BHT), 2,6-di-tert-butyl- 4-methoxyphenol, 2-tert-butyl-4-hydroxyanisole (BHA), propyl 3,4,5- trihydroxybenzoate, 2-(1,1-dimethylethyl)-1,4-benzenediol, 2,5-di-tert- butylhydroquinone, 4-tert-butylcatechol; pentaerythritol, tetrakis(3-(3,5-di-tert- butyl-4-hydroxyphenyl)propionate) (available from Ciba Corp. as IRGANOX 1010); octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate (available from
Ciba Corp. as IRGANOX 1076); and 2',3-bis[[3-[3,5-di-tert-butyl-4- hydroxyphenyllpropionylllpropionohydrazide (available from Ciba Corp. as -JRGANOX MD 1024). Hindered amine stabilizers suitable for use in this invention include, e.g., 4-hydroxy-2,2,6,6-tetramethylpiperidine, TINUVIN.770, . =. diphenylpicrylhydrazyl, N-methylaniline, diphenylamine, tetra-benzyl-p- phenylenediamine; 1,3,5-triazine-2,4,6-triamine,N,N"’-[1,2-ethane-diyl-bis [[[4,6- bis: [butyl (1,2,2,6,6-pentamethyl-4-piperidinyl)amino]-1,3,5-triazine-2-yl] imino]- 3,1-propanediyl] ] bis [N’,N”- dibutyl-N’,N"-bis(1,2,2,6,6-pentamethyl-4- piperidinyl)- (available from Ciba Corp. as CHIMASSORB 119 FL); 1,6
Hexanediamine, N, N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-polymer with 2,4,6- trichloro-1,3,5- triazine, reaction products with N-butyl-1-butanamine an N- butyl-2,2,6,6-tetramethyl-4-piperidinamine (available from Ciba Corp. as
CHIMASSORB 2020); and Polyl[6-[(1,1,3,3-tetramethylbutyl)amino)-1,3,5- triazine-2,4-diyll[(2,2,6,6-tetramethyl-4-piperidinyl)imino]-1,6- hexanediyll(2,2,6,6-tetramethyl-4-piperidinyl)iminol]) (available from Ciba Corp. as CHIMASSORB 944). A particularly preferred N,N-dialkylhydroxylamine is
N,N-diethylhydroxylamine.
Fatty acids are acyclic aliphatic carboxylic acids containing from 8 to 24 carbon atoms; typically, they contain from 12 to 22 carbon atoms. With respect to carbon-carbon bonds, fatty acids may be saturated or unsaturated.
Unsaturated fatty acids may be monounsaturated or polyunsaturated (typically 2 or 3 carbon-carbon double bonds). Polyunsaturated fatty acids or their derivatives are preferred as stabilizers. Particularly preferred polyunsaturated fatty acids include, e.g., linolenic acid, stearidonic acid, ecosatetraenoic acid, eicosapentaenoic acid, clupanodonic acid, docosahexaenoic acid, linoleic acid, ecosadienoic acid, arachidonic acid, docosadienoic acid, adrenic acid, docosapentaenoic acid, mead acid, rumenic acid, calendic acid, jacaric acid, eleostearic acid, catalpic acid, pucinic acid, rumelenic acid, parinaric acid, and bosseopentaenoic acid. Derivatives include salts, alkyl esters, diglycerides, and triglycerides. Particularly preferred derivatives are diglycerides and triglycerides.
Thiodicarboxylic acids include, e.g., 3,3"-thiodipropionic acid and 3,3 thiodiacetic acid.
Preferably, the stabilizer(s) is present in the latex paint at a total level from 10 ppm to 2000 ppm. In one embodiment of the invention, the stabilizer is
BE present at a level of no greater than 1500 ppm, alternatively no greater than Co : 1000 ppm, alternatively no greater than 500 ppm, alternatively no greater than 250 ppm, alternatively no greater than 200 ppm, alternatively no greater than 150 ppm. In one embodiment of the invention, the stabilizer is present at a level of at least 20 ppm, alternatively at least 50 ppm, alternatively at least 75 ppm.
Preferably, the amount of stabilizer is from 10% to 100%, more preferably from 70% to 100% of the total amount of MIT and OIT.
Latex paints may contain a variety of polymeric binders, including, e.g., acrylic polymers and vinyl acetate polymers, e.g., ethylene vinyl acetate. In one embodiment of the invention, the paint contains acrylic polymers, i.e., polymers having at least 75% monomer residues of (meth)acrylic acids and alkyl (meth)acrylate esters, more preferably at least 90%. The latex paints preferably have a pigment volume concentration {PVC, defined as [(volume of inorganic solids)/(volume of inorganic solids + volume of polymeric binder)] * 100%} of 15% to 70%, more preferably 45% to 70%, more preferably from 55% to 70%.
Preferably, the thickener(s) is present in the paint at a level from 0.1% to 1.2%, alternatively from 0.1% to 1.1%, alternatively from 0.1% to 0.9%, alternatively from 0.15% to 0.6%, as a weight percentage of solid thickener in the total weight of the paint. One or more other thickeners may be present. In one embodiment of the invention, the thickener used in the latex paint comprises a hydroxyethyl cellulose (HEC). In one embodiment of the invention, the latex paint has less than 5% of polyurethane thickeners, alternatively less than 4%, alternatively less than 3%, alternatively less than 2%, alternatively less than 1%, alternatively less than 0.5%. In one embodiment of the invention, the latex paint is free of polyurethane thickeners.
Preferably, the total level of isothiazolone biocide in the paint is from 10 ppm to 2000 ppm. In one embodiment of the invention the isothiazolone biocide level is at least 20 ppm, alternatively at least 50 ppm, alternatively at least 75 ppm. In one embodiment of the invention, the isothiazolone biocide level is no greater than 1500 ppm, alternatively no greater than 1000 ppm, alternatively no greater than 500 ppm, alternatively no greater than 250 ppm, alternatively no greater than 200 ppm, alternatively no greater than 150 ppm. In one
- embodiment of the invention, the latex paint comprises MIT. In one embodiment - of the invention, the MIT used in the latex paint contains less than 2% CMIT, alternatively less than 1%, alternatively less than 0.5%, alternatively less than 0.2%, alternatively less than 0.1%. Preferably, the total level of MIT and OIT in 5 the paint is from 10 ppm to 2000 ppm. In one embodiment of the invention the total level of MIT and OIT is at least 20 ppm, alternatively at least 50 ppm, alternatively at least 75 ppm. In one embodiment of the invention, the total level of MIT and OIT is no greater than 1500 ppm, alternatively no greater than 1000 ppm, alternatively no greater than 500 ppm, alternatively no greater than 250 ppm, alternatively no greater than 200 ppm, alternatively no greater than 150 ppm.
The stabilizer can be added at any point during the paint-making process in any form (e.g., as an emulsion, dispersion, dry powder, paste or liquid). The stabilizer, isothiazolone biocide and thickener may be combined in the latex paint in any order or in any manner. In one embodiment of the invention, the thickener and stabilizer are added with the solid components of the paint, e.g., the pigments, and the biocide is added with the liquid polymer latex. In another embodiment, the stabilizer is added to the biocide prior to adding this combination to the paint. In another embodiment, the stabilizer and the biocide are added to the liquid polymer latex.
In one embodiment of the invention, the method comprises combining in a latex paint: (i) at least one stabilizer comprising a hindered amine, an unsaturated fatty acid, nicotinamide, or a thiodicarboxylic acid; (ii) at least one isothiazolone biocide comprising 2-methyl-4-isothiazolin-3-one or 2-n-octyl-4- isothiazolin-3-one; and (iii) at least one thickener comprising a polyurethane, a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali soluble emulsion polymer or a hydrophobically modified hydroxyethyl cellulose.
The paint used as the basis for this study contained 22% of an acrylic latex, 22% water, 24% titanium dioxide, 14% talc, 7% clay, 9% calcium carbonate, and other minor ingredients including 0.25% hydroxyethyl cellulose thickener. A series of paints were prepared by adding MIT at 1000 ppm to the basis latex paint. This amount is ten-fold normal-use level, chosen to increase the resulting odor and allow easier detection and differentiation between samples. The stabilizer was added immediately prior to addition of the biocide.
The paint had a PVC of 63.25%. The stabilized paints were then subjected to accelerated, in-can aging at 40 °C or 50 °C for 2 or 3 weeks. After heat-age, the paints were coated on a glass support and dried for 48 h. A sensory (olfactory) evaluation was conducted for the sulfury odor with the results listed in Table I. “An identical follow-up experiment was conducted with selected scavengers in combination with a typical use level of MIT (100 ppm). These results are reported in Table II.
So Table I. Sensory evaluation of paint films containing various radical scavengers... . in paint containing 1000 ppm MIT after in-can heat age, coating, and air drying (scavenger level in ppm) (4-OH TEMPO) (1000) (1000) 2,5-di-tert-butylhydroquinone 1000) | ~~ mone (1000) linoleicacid 1000) | mome 1. Hindered amine light stabilizer comprising a benzotriazole-substituted hindered phenol (available from Ciba Corp.) 2. Hindered phenol light stabilizer (available from Ciba Corp.)
Table II. Sensory evaluation of paint films containing various radical scavengers. in paint containing 100 ppm MIT after in-can heat age, coating, and air drying (scavenger level at 100 ppm)
Cen tetramethylpiperidinoxyl — 4-OH
TEMPO
4. 25-ditert-butylhydroquinone [mone 6. linoleicacid [pone
Claims (13)
1. A method for reducing odor arising from surfaces coated with latex paints; said method comprising combining in a latex paint: (i) at least one stabilizer comprising 4-hydroxy-2,2,6-tetramethylpiperidinoxyl, a hindered phenol, a hindered amine, an unsaturated fatty acid, nicotinamide, a thiodicarboxylic acid or N,N- dialkylhylamine; (ii) at least one isothiazolone biocide comprising 2-methyl-4- isothiazolin-3-one or 2-n-octyl-4-isothiazolin-3-one; and (iii) at least one thickener comprising a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali emulsion or a hydrophobically modified hydroxyethyl cellulose.
2. The method of claim 1 in which said at least one stabilizer comprisises at least one of 4-hydroxy-2,2,6,6-tetramethylpiperidinoxyl, a hindered phenol and an unsaturated fatty acid.
3. The method of claim 2 in which said at least one stabilizer comprises at least one hindered phenol selected from among 2,6-di-tert-butyl-4- methylphenol 2,6-di-tert- butyl-4-methoxyphenol, 2-tert-butyl-4-hydroxyanisole, propyl 3,4,5-trihydroxybenzoate, 2-(1,1-dimethylethyl)-1,4-benzenediol, 2,5-di-tert-butylhydroquinone,-4-tert- butylcatechol; pentaerythritol, tetrakis (3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate); octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate; and 3°,3-bis[[3-5-di-tert- butyl-4 hydroxyphenyl]propionyl]]propionohydrazide.
4, The method of claim 2 in which said at least one stabilizer comprises at least one unsaturated fatty acid. The method of claim 4 in which said at least one unsaturated fatty acid comprises linoleic acid.
] Co
6. The method of claim 2 in which said at least one stabilizer comprises 4- =~ = hydroxy-2,2,6,6-tetramethylpiperidinoxyl.
7. The method of claim 6 in which the latex paint comprises 2-methyl-4- isothiazolin-3-one and a hydroxyethyl cellulose.
8. The method of claim 7 in which the amount of stabilizer is from 70% to 100% of the amount of 2-methyl-4-isothiazolin-3-one, and the latex paint has less than 5% of polyurethane thickeners.
9. The method of claim 1 in which the latex paint has less than 5% of polyurethane thickeners.
10. The method for reducing odor arising from surfaces coated with latex paints; said method comprising combining in a latex paint: (i) at least one stabilizer comprising a hindered phenol, a hindered amine, an unsaturated fatty acid, nicotinamide, or a thiodicarboxylic acid; (ii) at least one isothiazolone biocide comprising 2-methyl-4- isothiazolin-3-one or 2-n-octyl-4-isothiazolin-3-one; and (iii) at least one thickener comprising a polyurethane, a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali soluble emulsion polymer or a hydrophobically modified hydroxyethyl cellulose.
11. A latex paint including (i) at least one stabilizer comprising 4-hydroxy- 2,2,6-tetramethylpiperidinoxyl, a hindered phenol, a hindered amine, an unsaturated fatty acid, nicotinamide, a thiodicarboxylic acid or N,N-dialkylhylamine; (ii) at least one isothiazolone biocide comprising 2-methyl-4-isothiazolin-3-one or 2-n-octyl-4- isothiazolin-3-one; and (iii) at least one thickener comprising a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali emulsion or a hydrophobically modified hydroxyethyl cellulose.
12. A method of manufacturing a latex paint, said method comprising combining in a latex paint: (i) at least one stabilizer comprising 4-hydroxy-2,2,6- tetramethylpiperidinoxyl, a hindered phenol, a hindered amine, an unsaturated fatty acid, : nicotinamide, a thiodicarboxylic acid or N,N-dialkylhylamine; (ii) at least one
[} ’ isothiazolone biocide comprising 2-methyl-4-isothiazolin-3-one or 2-n-octyl-4- isothiazolin-3-one; and (iii) at least one thickener comprising a hydroxyethyl cellulose, a carboxymethyl cellulose, an alkali soluble emulsion polymer, a hydrophobically modified alkali emulsion or a hydrophobically modified hydroxyethyl cellulose.
13. A method of manufacturing a latex paint, substantially as herein described with reference to and as exemplified in the Example.
12. Any one of a series of latex paints, substantially as herein described with reference to and as exemplified in the Example. Dated this 6 day of February 2008 : BOWMAN GILFILLAN JOHN & KERNICK FOR THE APPLICANT
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US4079028A (en) * | 1975-10-03 | 1978-03-14 | Rohm And Haas Company | Polyurethane thickeners in latex compositions |
US4102843A (en) * | 1977-01-07 | 1978-07-25 | Rohm And Haas Company | Dispersing paint pigments |
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