CA1261523A - Washout resistant coatings - Google Patents
Washout resistant coatingsInfo
- Publication number
- CA1261523A CA1261523A CA000490909A CA490909A CA1261523A CA 1261523 A CA1261523 A CA 1261523A CA 000490909 A CA000490909 A CA 000490909A CA 490909 A CA490909 A CA 490909A CA 1261523 A CA1261523 A CA 1261523A
- Authority
- CA
- Canada
- Prior art keywords
- composition
- water
- polymer
- pigment
- zinc
- 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
Links
- 238000000576 coating method Methods 0.000 title claims abstract description 49
- 239000000203 mixture Substances 0.000 claims abstract description 57
- 229920000642 polymer Polymers 0.000 claims abstract description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000000049 pigment Substances 0.000 claims abstract description 30
- 239000004816 latex Substances 0.000 claims abstract description 27
- 229920000126 latex Polymers 0.000 claims abstract description 27
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- 150000002500 ions Chemical class 0.000 claims abstract description 17
- NSEQHAPSDIEVCD-UHFFFAOYSA-N N.[Zn+2] Chemical compound N.[Zn+2] NSEQHAPSDIEVCD-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229920006318 anionic polymer Polymers 0.000 claims abstract description 10
- 239000006185 dispersion Substances 0.000 claims abstract description 9
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 6
- 239000013521 mastic Substances 0.000 claims description 36
- 239000011248 coating agent Substances 0.000 claims description 22
- 239000002270 dispersing agent Substances 0.000 claims description 21
- 239000000178 monomer Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 15
- 239000011230 binding agent Substances 0.000 claims description 13
- JWDHKQDZLSVBDO-UHFFFAOYSA-N azane;carbonic acid;zinc Chemical compound N.[Zn].OC(O)=O JWDHKQDZLSVBDO-UHFFFAOYSA-N 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 239000004908 Emulsion polymer Substances 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 239000001205 polyphosphate Substances 0.000 claims description 5
- 235000011176 polyphosphates Nutrition 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 229920000388 Polyphosphate Polymers 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- JDJDVQQBQGSXNG-UHFFFAOYSA-O [NH4+].[Zn].[O-][N+]([O-])=O Chemical compound [NH4+].[Zn].[O-][N+]([O-])=O JDJDVQQBQGSXNG-UHFFFAOYSA-O 0.000 claims description 2
- PVKFMRXEWAAGSZ-UHFFFAOYSA-L azanium;zinc;triacetate Chemical compound [NH4+].[Zn+2].CC([O-])=O.CC([O-])=O.CC([O-])=O PVKFMRXEWAAGSZ-UHFFFAOYSA-L 0.000 claims description 2
- 239000008199 coating composition Substances 0.000 claims description 2
- 235000019832 sodium triphosphate Nutrition 0.000 claims 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 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 229920001577 copolymer Polymers 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 239000003446 ligand Substances 0.000 abstract description 9
- 238000001556 precipitation Methods 0.000 abstract description 2
- 240000005428 Pistacia lentiscus Species 0.000 description 43
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 14
- 238000009472 formulation Methods 0.000 description 14
- 239000011701 zinc Substances 0.000 description 14
- 229910052725 zinc Inorganic materials 0.000 description 14
- -1 metal complex ion Chemical class 0.000 description 13
- 239000000243 solution Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
- 239000007921 spray Substances 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 150000004696 coordination complex Chemical class 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 5
- 238000007792 addition Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000000565 sealant Substances 0.000 description 5
- ZVXSESPJMKNIQA-YXMSTPNBSA-N Lys-Thr-Pro-Pro Chemical compound NCCCC[C@H](N)C(=O)N[C@@H]([C@H](O)C)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(O)=O)CCC1 ZVXSESPJMKNIQA-YXMSTPNBSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 229910021645 metal ion Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 150000007942 carboxylates Chemical group 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- 240000007930 Oxalis acetosella Species 0.000 description 2
- 235000008098 Oxalis acetosella Nutrition 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000002318 adhesion promoter Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000008901 benefit Effects 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
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006184 cosolvent Substances 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 2
- POTYORUTRLSAGZ-UHFFFAOYSA-N (3-chloro-2-hydroxypropyl) prop-2-enoate Chemical compound ClCC(O)COC(=O)C=C POTYORUTRLSAGZ-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
- VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-UHFFFAOYSA-N 0.000 description 1
- SSZOCHFYWWVSAI-UHFFFAOYSA-N 1-bromo-2-ethenylbenzene Chemical compound BrC1=CC=CC=C1C=C SSZOCHFYWWVSAI-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- NSOAQRMLVFRWIT-UHFFFAOYSA-N 1-ethenoxydecane Chemical compound CCCCCCCCCCOC=C NSOAQRMLVFRWIT-UHFFFAOYSA-N 0.000 description 1
- LMAUULKNZLEMGN-UHFFFAOYSA-N 1-ethyl-3,5-dimethylbenzene Chemical compound CCC1=CC(C)=CC(C)=C1 LMAUULKNZLEMGN-UHFFFAOYSA-N 0.000 description 1
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 description 1
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 1
- PRAMZQXXPOLCIY-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid Chemical compound CC(=C)C(=O)OCCS(O)(=O)=O PRAMZQXXPOLCIY-UHFFFAOYSA-N 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- GNUGVECARVKIPH-UHFFFAOYSA-N 2-ethenoxypropane Chemical compound CC(C)OC=C GNUGVECARVKIPH-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- RLFXJQPKMZNLMP-UHFFFAOYSA-N 2-phenylprop-2-enenitrile Chemical compound N#CC(=C)C1=CC=CC=C1 RLFXJQPKMZNLMP-UHFFFAOYSA-N 0.000 description 1
- SSBWZCVLJGUIGM-UHFFFAOYSA-N 2-sulfanylpropyl 2-methylprop-2-enoate Chemical compound CC(S)COC(=O)C(C)=C SSBWZCVLJGUIGM-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 241000282836 Camelus dromedarius Species 0.000 description 1
- OCUCCJIRFHNWBP-IYEMJOQQSA-L Copper gluconate Chemical class [Cu+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OCUCCJIRFHNWBP-IYEMJOQQSA-L 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- TTZMPOZCBFTTPR-UHFFFAOYSA-N O=P1OCO1 Chemical class O=P1OCO1 TTZMPOZCBFTTPR-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- TXWOGHSRPAYOML-UHFFFAOYSA-N cyclobutanecarboxylic acid Chemical compound OC(=O)C1CCC1 TXWOGHSRPAYOML-UHFFFAOYSA-N 0.000 description 1
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229940116336 glycol dimethacrylate Drugs 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 229940063557 methacrylate Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- SFBTTWXNCQVIEC-UHFFFAOYSA-N o-Vinylanisole Chemical compound COC1=CC=CC=C1C=C SFBTTWXNCQVIEC-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical class CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- POSICDHOUBKJKP-UHFFFAOYSA-N prop-2-enoxybenzene Chemical compound C=CCOC1=CC=CC=C1 POSICDHOUBKJKP-UHFFFAOYSA-N 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229940113165 trimethylolpropane Drugs 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- JGPSMWXKRPZZRG-UHFFFAOYSA-N zinc;dinitrate;hexahydrate Chemical compound O.O.O.O.O.O.[Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O JGPSMWXKRPZZRG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C09D5/02—Emulsion paints including aerosols
-
- 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
- C09D5/34—Filling pastes
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Paints Or Removers (AREA)
- Sealing Material Composition (AREA)
- Polymerisation Methods In General (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/656,198 US4571415A (en) | 1984-10-01 | 1984-10-01 | Washout resistant coatings |
| US656,198 | 1984-10-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1261523A true CA1261523A (en) | 1989-09-26 |
Family
ID=24632065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000490909A Expired CA1261523A (en) | 1984-10-01 | 1985-09-17 | Washout resistant coatings |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4571415A (https=) |
| EP (1) | EP0180319B1 (https=) |
| JP (1) | JPH0684482B2 (https=) |
| KR (1) | KR880000855B1 (https=) |
| AT (1) | ATE41442T1 (https=) |
| AU (1) | AU584360B2 (https=) |
| CA (1) | CA1261523A (https=) |
| DE (1) | DE3568793D1 (https=) |
| DK (1) | DK167620B1 (https=) |
| ES (1) | ES8802533A1 (https=) |
| FI (1) | FI80715C (https=) |
| GR (1) | GR852370B (https=) |
| IE (1) | IE58617B1 (https=) |
| IL (1) | IL76526A (https=) |
| NO (1) | NO175316C (https=) |
| NZ (1) | NZ213611A (https=) |
| PH (1) | PH22668A (https=) |
| SG (1) | SG35389G (https=) |
| ZA (1) | ZA857531B (https=) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0441021Y2 (https=) * | 1986-03-28 | 1992-09-25 | ||
| US4749731A (en) * | 1986-04-14 | 1988-06-07 | The Celotex Corporation | Coating for roof surfaces |
| US4859723A (en) * | 1986-04-14 | 1989-08-22 | The Celotex Corporation | Coating for roof surfaces |
| DE3800984A1 (de) * | 1988-01-15 | 1989-07-27 | Basf Ag | Bindemittel fuer klebfreie, nicht schmutzende, elastische beschichtungen |
| DE3814078A1 (de) * | 1988-04-26 | 1989-11-09 | Henkel Kgaa | Verwendung von nichtionischen celluloseethern in fugendicht- bzw. beschichtungsmassen |
| US4983426A (en) * | 1988-10-25 | 1991-01-08 | Rohm And Haas Company | Tiecoat for use with mastic coating applications |
| US5112655A (en) * | 1989-01-13 | 1992-05-12 | Rohm And Haas Company | Solvent based tiecoating for use with mastic coating |
| US5194483A (en) * | 1989-06-06 | 1993-03-16 | Nippon Oil Co., Ltd. | Water-based protective compositions for coating films and preparation processes thereof |
| JP2597713B2 (ja) * | 1989-06-06 | 1997-04-09 | 日本石油株式会社 | 塗膜保護用水性組成物およびその製造方法 |
| CA2020629C (en) * | 1989-07-21 | 2000-02-01 | Frank Landy | Shelf stable fast-cure aqueous coating |
| US5219914A (en) * | 1989-12-27 | 1993-06-15 | Rohm And Haas Company | Cospray washout resistant roof mastic |
| US5059456A (en) * | 1990-05-04 | 1991-10-22 | Rohm And Haas Company | Latex barrier tiecoat for use with mastic coatings |
| US5194469A (en) * | 1991-02-28 | 1993-03-16 | The Goodyear Tire & Rubber Company | Latex for coatings having improved flexibility |
| JP3604162B2 (ja) * | 1992-09-11 | 2004-12-22 | ローム アンド ハース カンパニー | アクリル系コーキング組成物 |
| US5434009A (en) * | 1993-03-18 | 1995-07-18 | Polymer Science Corporation | An acrylic based composition/asphaltic roofing laminate |
| JP3507901B2 (ja) * | 1993-10-21 | 2004-03-15 | コンデア・ビスタ・カンパニー | アルミナ増粘ラテックス調合物 |
| US5460644A (en) * | 1993-12-14 | 1995-10-24 | The O'brien Corporation | Stain-blocking and mildewcide resistant coating compositions |
| US5403393A (en) * | 1994-02-03 | 1995-04-04 | Dubble; William H. | Thick film washout resistant coatings |
| US5599586A (en) * | 1995-04-18 | 1997-02-04 | Israel; Michael G. | Chemical maintenance systems for residential roofing materials |
| RU2124539C1 (ru) * | 1998-01-20 | 1999-01-10 | Открытое акционерное общество "Лакокраска" | Водно-дисперсионная краска |
| US6124377A (en) * | 1998-07-01 | 2000-09-26 | Binney & Smith Inc. | Marking system |
| US20020065353A1 (en) | 1999-12-02 | 2002-05-30 | Theodore P. Anderson | Method for producing colored caulk in a single container |
| DE19910602C5 (de) * | 1999-03-10 | 2004-11-18 | Wacker-Chemie Gmbh | Schnell trocknende Putz- und Beschichtungsmasse, Verfahren zu deren Herstellung und deren Verwendung |
| ATE236212T1 (de) * | 1999-09-23 | 2003-04-15 | Rohm & Haas | Beschichtung von epdm-gummimembranen |
| DE19956128A1 (de) | 1999-11-23 | 2001-05-31 | Clariant Gmbh | Schnelltrocknende, wässrige Beschichtungsmittel |
| DE19962319A1 (de) * | 1999-12-23 | 2001-06-28 | Clariant Gmbh | Wasserverdünnbare Bindemittel und Beschichtungsmittel mit besonders schnell trocknenden Oberflächen, Verfahren zu deren Herstellung und deren Verwendung |
| US6815010B2 (en) | 2000-05-31 | 2004-11-09 | Rohm and Naas Company | Method of inhibiting the loss of solar reflectance over time of an exterior elastomeric |
| JP4748694B2 (ja) * | 2000-10-13 | 2011-08-17 | ヤヨイ化学工業株式会社 | 樹脂用充填剤及びその使用製品 |
| JP2003193029A (ja) * | 2001-12-27 | 2003-07-09 | Sumitomo Rubber Ind Ltd | タイヤのパンクシーリング剤の製造方法 |
| US8524822B2 (en) * | 2005-01-11 | 2013-09-03 | W. R. Grace & Co.—Conn. | Vapor permeable liquid-applied membrane |
| US8058342B1 (en) | 2005-06-09 | 2011-11-15 | Enviroseal Corporation | Composition and method of sealing and protecting asphalt shingles or other porous roofing and construction materials |
| US20070113517A1 (en) * | 2005-11-23 | 2007-05-24 | Hiel Joseph S | Acrylic pool sealer and method for using the same |
| JP2008007745A (ja) * | 2006-06-02 | 2008-01-17 | Kikusui Chemical Industries Co Ltd | 水性路面標示塗料用硬化促進剤及び水性路面標示塗料 |
| CN102821940A (zh) * | 2010-02-17 | 2012-12-12 | 亨利有限责任公司 | 减少微生物的建筑屏障、用于形成此类屏障的组合物和相关方法 |
| AU2014266438B2 (en) | 2013-11-25 | 2018-01-04 | Crayola Llc | Marking system |
| JP6903219B2 (ja) * | 2017-07-27 | 2021-07-14 | ダウ グローバル テクノロジーズ エルエルシー | 水性コーティング組成物 |
| JP7232508B2 (ja) * | 2018-01-31 | 2023-03-03 | アトミクス株式会社 | 水系塗材、水系塗材キット、及び水系塗材の塗布方法 |
| CN112771112B (zh) | 2018-10-10 | 2023-03-21 | 陶氏环球技术有限责任公司 | 水性组合物 |
| US11964300B2 (en) | 2019-02-08 | 2024-04-23 | Polyglass S.P.A. | Process and device for quick dry and or rapid set aqueous external coatings |
| EP4025656A1 (en) | 2019-09-06 | 2022-07-13 | Basf Se | High performance, rapid cure coatings |
| JP2024138216A (ja) | 2023-02-27 | 2024-10-08 | エボニック オペレーションズ ゲーエムベーハー | 初期耐雨性が改善された水性コーティング組成物を製造するための、少なくとも１つの水性疎水化剤を含む水性配合物 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB212823A (en) * | 1923-08-09 | 1924-03-20 | Henry Thomas Tallack | An improved reflecting system for use with tubular spirit levels |
| DE922429C (de) * | 1944-06-02 | 1955-01-17 | Herberts & Co Gmbh Dr Kurt | Anstrichemulsionen aus Lackrohstoffen |
| GB1125142A (en) * | 1964-08-31 | 1968-08-28 | Johnson & Son Inc S C | Coating composition |
| US3536518A (en) * | 1967-03-10 | 1970-10-27 | Johnson & Johnson | Method of applying print pattern of resin to fibrous sheet material |
| US3865775A (en) * | 1971-01-22 | 1975-02-11 | Johnson & Johnson | Resin binder compositions |
| US3706595A (en) * | 1971-01-22 | 1972-12-19 | Johnson & Johnson | Method of applying a resin binder to a substrate |
| US3845066A (en) * | 1973-10-01 | 1974-10-29 | Du Pont | Aqueous based thermosetting acrylamide-acrylic copolymer coating composition |
| US4243416A (en) * | 1975-10-08 | 1981-01-06 | Rohm And Haas Company | Corrosion-inhibiting method using latex paints and article |
| US4243430A (en) * | 1977-09-21 | 1981-01-06 | Rohm And Haas Company | Pigment dispersant for aqueous paints |
| US4474915A (en) * | 1982-09-22 | 1984-10-02 | National Starch And Chemical Corporation | Modified vinyl acetate adhesive compositions containing low temperature fusion aids |
| US4485131A (en) * | 1983-03-04 | 1984-11-27 | Pennwalt Corporation | Alkaline aqueous coating solution and process |
| DE3406321A1 (de) * | 1984-02-22 | 1985-08-22 | Basf Ag, 6700 Ludwigshafen | Bindemittel fuer korrosionsschutzanstriche auf basis von poly(meth)acrylat-latices und wasserloeslichen polymeren zinkkomplexsalzen |
-
1984
- 1984-10-01 US US06/656,198 patent/US4571415A/en not_active Expired - Fee Related
-
1985
- 1985-09-17 CA CA000490909A patent/CA1261523A/en not_active Expired
- 1985-09-23 PH PH32824A patent/PH22668A/en unknown
- 1985-09-25 EP EP85306801A patent/EP0180319B1/en not_active Expired
- 1985-09-25 AT AT85306801T patent/ATE41442T1/de not_active IP Right Cessation
- 1985-09-25 IE IE236785A patent/IE58617B1/en not_active IP Right Cessation
- 1985-09-25 DE DE8585306801T patent/DE3568793D1/de not_active Expired
- 1985-09-25 NZ NZ213611A patent/NZ213611A/xx unknown
- 1985-09-27 IL IL76526A patent/IL76526A/xx not_active IP Right Cessation
- 1985-09-27 NO NO853800A patent/NO175316C/no unknown
- 1985-09-27 AU AU48140/85A patent/AU584360B2/en not_active Ceased
- 1985-09-30 GR GR852370A patent/GR852370B/el unknown
- 1985-09-30 ZA ZA857531A patent/ZA857531B/xx unknown
- 1985-09-30 FI FI853759A patent/FI80715C/fi not_active IP Right Cessation
- 1985-09-30 KR KR1019850007240A patent/KR880000855B1/ko not_active Expired
- 1985-09-30 DK DK444185A patent/DK167620B1/da not_active IP Right Cessation
- 1985-10-01 JP JP60216288A patent/JPH0684482B2/ja not_active Expired - Lifetime
- 1985-10-01 ES ES547472A patent/ES8802533A1/es not_active Expired
-
1989
- 1989-05-31 SG SG353/89A patent/SG35389G/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL76526A0 (en) | 1986-01-31 |
| ES547472A0 (es) | 1988-07-16 |
| ATE41442T1 (de) | 1989-04-15 |
| US4571415A (en) | 1986-02-18 |
| NO175316B (no) | 1994-06-20 |
| DK444185D0 (da) | 1985-09-30 |
| FI853759L (fi) | 1986-04-02 |
| NO175316C (no) | 1994-09-28 |
| PH22668A (en) | 1988-11-14 |
| SG35389G (en) | 1989-11-17 |
| GR852370B (https=) | 1986-01-08 |
| KR880000855B1 (ko) | 1988-05-26 |
| FI853759A0 (fi) | 1985-09-30 |
| DE3568793D1 (en) | 1989-04-20 |
| DK167620B1 (da) | 1993-11-29 |
| NO853800L (no) | 1986-04-02 |
| AU584360B2 (en) | 1989-05-25 |
| EP0180319A1 (en) | 1986-05-07 |
| JPS6189270A (ja) | 1986-05-07 |
| IL76526A (en) | 1989-05-15 |
| KR860003309A (ko) | 1986-05-23 |
| IE852367L (en) | 1986-04-01 |
| NZ213611A (en) | 1989-01-06 |
| JPH0684482B2 (ja) | 1994-10-26 |
| EP0180319B1 (en) | 1989-03-15 |
| DK444185A (da) | 1986-04-02 |
| FI80715C (fi) | 1990-07-10 |
| IE58617B1 (en) | 1993-10-20 |
| ZA857531B (en) | 1986-11-26 |
| AU4814085A (en) | 1986-04-10 |
| ES8802533A1 (es) | 1988-07-16 |
| FI80715B (fi) | 1990-03-30 |
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