CS9091A2 - Emulsion polymers for high-quality aqueous coating materials - Google Patents

Emulsion polymers for high-quality aqueous coating materials Download PDF

Info

Publication number: CS9091A2
Authority: CS; Czechoslovakia
Prior art keywords: polymer; film; monomer; emulsion; amount
Prior art date: 1990-01-16

Application number

CS9190A

Other languages

Czech (cs)

English (en)

Inventor

Richard Thomas Gray

Joseph Michael Owens

Harrison Scott Killam

Original Assignee

Rohm & Haas

Priority date (The priority date 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 date listed.)

1990-01-16

Filing date

1991-01-16

Publication date

1991-09-15

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=23845475&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CS9091(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1991-01-16 Application filed by Rohm & Haas filed Critical Rohm & Haas

1991-09-15 Publication of CS9091A2 publication Critical patent/CS9091A2/cs

Links

239000004908 Emulsion polymer Substances 0.000 title claims abstract description 31
238000000576 coating method Methods 0.000 title abstract description 14
239000011248 coating agent Substances 0.000 title description 11
239000000463 material Substances 0.000 title description 6
229920000642 polymer Polymers 0.000 claims abstract description 171
239000003599 detergent Substances 0.000 claims abstract description 37
239000000178 monomer Substances 0.000 claims description 121
239000000203 mixture Substances 0.000 claims description 92
238000004132 cross linking Methods 0.000 claims description 87
239000000839 emulsion Substances 0.000 claims description 50
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 38
230000008961 swelling Effects 0.000 claims description 35
125000000524 functional group Chemical group 0.000 claims description 32
230000002378 acidificating effect Effects 0.000 claims description 30
239000003795 chemical substances by application Substances 0.000 claims description 30
238000000034 method Methods 0.000 claims description 26
239000002253 acid Substances 0.000 claims description 24
239000002904 solvent Substances 0.000 claims description 22
229910052751 metal Inorganic materials 0.000 claims description 16
239000002184 metal Substances 0.000 claims description 16
239000002245 particle Substances 0.000 claims description 16
239000000758 substrate Substances 0.000 claims description 11
230000008569 process Effects 0.000 claims description 9
239000000126 substance Substances 0.000 claims description 9
238000011282 treatment Methods 0.000 claims description 9
125000003277 amino group Chemical group 0.000 claims description 8
239000003431 cross linking reagent Substances 0.000 claims description 8
238000002360 preparation method Methods 0.000 claims description 8
239000004971 Cross linker Substances 0.000 claims description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
229920001971 elastomer Polymers 0.000 claims description 3
239000002250 absorbent Substances 0.000 claims 1
230000002745 absorbent Effects 0.000 claims 1
239000010953 base metal Substances 0.000 claims 1
239000003153 chemical reaction reagent Substances 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 abstract description 19
239000010408 film Substances 0.000 description 105
239000000243 solution Substances 0.000 description 40
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 24
FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 23
150000001412 amines Chemical class 0.000 description 22
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 20
238000006243 chemical reaction Methods 0.000 description 19
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
238000009472 formulation Methods 0.000 description 15
125000004432 carbon atom Chemical group C* 0.000 description 14
-1 for example Substances 0.000 description 13
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 12
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 12
239000007787 solid Substances 0.000 description 11
230000000052 comparative effect Effects 0.000 description 10
239000011701 zinc Substances 0.000 description 10
125000000217 alkyl group Chemical group 0.000 description 9
229910021529 ammonia Inorganic materials 0.000 description 9
239000011230 binding agent Substances 0.000 description 9
229920001577 copolymer Polymers 0.000 description 9
229910052725 zinc Inorganic materials 0.000 description 9
239000003446 ligand Substances 0.000 description 8
238000006116 polymerization reaction Methods 0.000 description 8
238000005245 sintering Methods 0.000 description 8
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
230000009477 glass transition Effects 0.000 description 7
229920000058 polyacrylate Polymers 0.000 description 7
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 6
239000003513 alkali Substances 0.000 description 6
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
238000004140 cleaning Methods 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
229920001002 functional polymer Polymers 0.000 description 6
238000010438 heat treatment Methods 0.000 description 6
230000003993 interaction Effects 0.000 description 6
239000002932 luster Substances 0.000 description 6
229920006254 polymer film Polymers 0.000 description 6
229920005989 resin Polymers 0.000 description 6
239000011347 resin Substances 0.000 description 6
239000000523 sample Substances 0.000 description 6
238000012360 testing method Methods 0.000 description 6
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 5
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
239000004641 Diallyl-phthalate Substances 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
238000005516 engineering process Methods 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
239000000047 product Substances 0.000 description 5
230000009257 reactivity Effects 0.000 description 5
230000035945 sensitivity Effects 0.000 description 5
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
238000005299 abrasion Methods 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
239000000654 additive Substances 0.000 description 4
230000008021 deposition Effects 0.000 description 4
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
239000004014 plasticizer Substances 0.000 description 4
238000006748 scratching Methods 0.000 description 4
230000002393 scratching effect Effects 0.000 description 4
229910052723 transition metal Inorganic materials 0.000 description 4
150000003624 transition metals Chemical class 0.000 description 4
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 3
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
239000003929 acidic solution Substances 0.000 description 3
230000009471 action Effects 0.000 description 3
230000002411 adverse Effects 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
229910001870 ammonium persulfate Inorganic materials 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
230000003115 biocidal effect Effects 0.000 description 3
239000003139 biocide Substances 0.000 description 3
ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 3
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
239000008367 deionised water Substances 0.000 description 3
229910021641 deionized water Inorganic materials 0.000 description 3
229940124447 delivery agent Drugs 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
239000004815 dispersion polymer Substances 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
IFQUWYZCAGRUJN-UHFFFAOYSA-N ethylenediaminediacetic acid Chemical compound OC(=O)CNCCNCC(O)=O IFQUWYZCAGRUJN-UHFFFAOYSA-N 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
230000007774 longterm Effects 0.000 description 3
230000007246 mechanism Effects 0.000 description 3
ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 3
238000005498 polishing Methods 0.000 description 3
230000002829 reductive effect Effects 0.000 description 3
230000000717 retained effect Effects 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 3
IBDVWXAVKPRHCU-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCOC(=O)C(C)=C IBDVWXAVKPRHCU-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
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 2
230000000996 additive effect Effects 0.000 description 2
125000005250 alkyl acrylate group Chemical group 0.000 description 2
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 2
150000008052 alkyl sulfonates Chemical class 0.000 description 2
229920006125 amorphous polymer Polymers 0.000 description 2
239000008199 coating composition Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
150000004696 coordination complex Chemical class 0.000 description 2
229920006037 cross link polymer Polymers 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
239000013530 defoamer Substances 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
238000007720 emulsion polymerization reaction Methods 0.000 description 2
239000011953 free-radical catalyst Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
230000006872 improvement Effects 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
239000003999 initiator Substances 0.000 description 2
238000012886 linear function Methods 0.000 description 2
150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
150000002739 metals Chemical class 0.000 description 2
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
230000006855 networking Effects 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
239000008029 phthalate plasticizer Substances 0.000 description 2
QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
238000007790 scraping Methods 0.000 description 2
239000003381 stabilizer Substances 0.000 description 2
230000007704 transition Effects 0.000 description 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
150000003751 zinc Chemical class 0.000 description 2
ZWVMLYRJXORSEP-LURJTMIESA-N (2s)-hexane-1,2,6-triol Chemical compound OCCCC[C@H](O)CO ZWVMLYRJXORSEP-LURJTMIESA-N 0.000 description 1
WSXNMKRIWQRMOI-UHFFFAOYSA-N 1,1-dichloroethane styrene Chemical compound ClC(C)Cl.C=CC1=CC=CC=C1 WSXNMKRIWQRMOI-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
SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 description 1
PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 1
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
DJKKWVGWYCKUFC-UHFFFAOYSA-N 2-butoxyethyl 2-methylprop-2-enoate Chemical compound CCCCOCCOC(=O)C(C)=C DJKKWVGWYCKUFC-UHFFFAOYSA-N 0.000 description 1
PTJDGKYFJYEAOK-UHFFFAOYSA-N 2-butoxyethyl prop-2-enoate Chemical compound CCCCOCCOC(=O)C=C PTJDGKYFJYEAOK-UHFFFAOYSA-N 0.000 description 1
SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
CHNGPLVDGWOPMD-UHFFFAOYSA-N 2-ethylbutyl 2-methylprop-2-enoate Chemical compound CCC(CC)COC(=O)C(C)=C CHNGPLVDGWOPMD-UHFFFAOYSA-N 0.000 description 1
WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
JCCIFDCPHCKATH-UHFFFAOYSA-N 2-methylbutan-2-yl acetate Chemical compound CCC(C)(C)OC(C)=O JCCIFDCPHCKATH-UHFFFAOYSA-N 0.000 description 1
FSVQAZDYQRQQKH-UHFFFAOYSA-N 2-methylbutan-2-yl prop-2-enoate Chemical compound CCC(C)(C)OC(=O)C=C FSVQAZDYQRQQKH-UHFFFAOYSA-N 0.000 description 1
RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
ZVYGIPWYVVJFRW-UHFFFAOYSA-N 3-methylbutyl prop-2-enoate Chemical compound CC(C)CCOC(=O)C=C ZVYGIPWYVVJFRW-UHFFFAOYSA-N 0.000 description 1
QYYMDNHUJFIDDQ-UHFFFAOYSA-N 5-chloro-2-methyl-1,2-thiazol-3-one;2-methyl-1,2-thiazol-3-one Chemical compound CN1SC=CC1=O.CN1SC(Cl)=CC1=O QYYMDNHUJFIDDQ-UHFFFAOYSA-N 0.000 description 1
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
229910000013 Ammonium bicarbonate Inorganic materials 0.000 description 1
101500021165 Aplysia californica Myomodulin-A Proteins 0.000 description 1
NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
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DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
ITBPIKUGMIZTJR-UHFFFAOYSA-N [bis(hydroxymethyl)amino]methanol Chemical compound OCN(CO)CO ITBPIKUGMIZTJR-UHFFFAOYSA-N 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
229920001893 acrylonitrile styrene Polymers 0.000 description 1
230000004913 activation Effects 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
238000005882 aldol condensation reaction Methods 0.000 description 1
125000001931 aliphatic group Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
235000012538 ammonium bicarbonate Nutrition 0.000 description 1
239000001099 ammonium carbonate Substances 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
239000003708 ampul Substances 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
238000013459 approach Methods 0.000 description 1
159000000032 aromatic acids Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000005228 aryl sulfonate group Chemical class 0.000 description 1
239000002585 base Substances 0.000 description 1
YTFJQDNGSQJFNA-UHFFFAOYSA-L benzyl phosphate Chemical compound [O-]P([O-])(=O)OCC1=CC=CC=C1 YTFJQDNGSQJFNA-UHFFFAOYSA-L 0.000 description 1
QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
239000007767 bonding agent Substances 0.000 description 1
244000309466 calf Species 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
239000003245 coal Substances 0.000 description 1
230000009918 complex formation Effects 0.000 description 1
230000000536 complexating effect Effects 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000010276 construction Methods 0.000 description 1
239000013068 control sample Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000011243 crosslinked material Substances 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
230000007423 decrease Effects 0.000 description 1
FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
230000002542 deteriorative effect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
238000010586 diagram Methods 0.000 description 1
230000037213 diet Effects 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
PQZTVWVYCLIIJY-UHFFFAOYSA-N diethyl(propyl)amine Chemical compound CCCN(CC)CC PQZTVWVYCLIIJY-UHFFFAOYSA-N 0.000 description 1
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
239000002019 doping agent Substances 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
BLDAKNJJRUEMDK-UHFFFAOYSA-N ethenyl butanoate;ethenyl propanoate Chemical compound CCC(=O)OC=C.CCCC(=O)OC=C BLDAKNJJRUEMDK-UHFFFAOYSA-N 0.000 description 1
GFJVXXWOPWLRNU-UHFFFAOYSA-N ethenyl formate Chemical compound C=COC=O GFJVXXWOPWLRNU-UHFFFAOYSA-N 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
FKIRSCKRJJUCNI-UHFFFAOYSA-N ethyl 7-bromo-1h-indole-2-carboxylate Chemical compound C1=CC(Br)=C2NC(C(=O)OCC)=CC2=C1 FKIRSCKRJJUCNI-UHFFFAOYSA-N 0.000 description 1
VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000011049 filling Methods 0.000 description 1
238000009408 flooring Methods 0.000 description 1
239000004088 foaming agent Substances 0.000 description 1
239000008398 formation water Substances 0.000 description 1
150000004676 glycans Chemical class 0.000 description 1
JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
PZDUWXKXFAIFOR-UHFFFAOYSA-N hexadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C=C PZDUWXKXFAIFOR-UHFFFAOYSA-N 0.000 description 1
LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229920001477 hydrophilic polymer Polymers 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
229940119545 isobornyl methacrylate Drugs 0.000 description 1
229920000126 latex Polymers 0.000 description 1
PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
238000013017 mechanical damping Methods 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
TWXDDNPPQUTEOV-FVGYRXGTSA-N methamphetamine hydrochloride Chemical compound Cl.CN[C@@H](C)CC1=CC=CC=C1 TWXDDNPPQUTEOV-FVGYRXGTSA-N 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
150000002763 monocarboxylic acids Chemical class 0.000 description 1
AUCNMQYOQYTGPE-UHFFFAOYSA-N n-(hydroxymethyl)-n-methylprop-2-enamide Chemical compound OCN(C)C(=O)C=C AUCNMQYOQYTGPE-UHFFFAOYSA-N 0.000 description 1
238000010899 nucleation Methods 0.000 description 1
HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 1
NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
229940065472 octyl acrylate Drugs 0.000 description 1
ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
235000019645 odor Nutrition 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
229920000307 polymer substrate Polymers 0.000 description 1
229920001282 polysaccharide Polymers 0.000 description 1
239000005017 polysaccharide Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical compound [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 description 1
229940043349 potassium metabisulfite Drugs 0.000 description 1
235000010263 potassium metabisulphite Nutrition 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
SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-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
BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000005201 scrubbing Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000004513 sizing Methods 0.000 description 1
239000000344 soap Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 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
239000011343 solid material Substances 0.000 description 1
238000007614 solvation Methods 0.000 description 1
238000009331 sowing Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
229920001909 styrene-acrylic polymer Polymers 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
239000010414 supernatant solution Substances 0.000 description 1
230000002522 swelling effect Effects 0.000 description 1
239000003760 tallow Substances 0.000 description 1
SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
238000010998 test method Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000012855 volatile organic compound Substances 0.000 description 1
239000002699 waste material Substances 0.000 description 1
238000004078 waterproofing Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F246/00—Copolymers in which the nature of only the monomers in minority is defined
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09G—POLISHING COMPOSITIONS; SKI WAXES
- C09G1/00—Polishing compositions
- C09G1/04—Aqueous dispersions
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09G—POLISHING COMPOSITIONS; SKI WAXES
- C09G1/00—Polishing compositions
- C09G1/06—Other polishing compositions
- C09G1/14—Other polishing compositions based on non-waxy substances
- C09G1/16—Other polishing compositions based on non-waxy substances on natural or synthetic resins

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Health & Medical Sciences (AREA)
Dispersion Chemistry (AREA)
Paints Or Removers (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Compositions Of Macromolecular Compounds (AREA)
Paper (AREA)
Processes Of Treating Macromolecular Substances (AREA)
Manufacture Of Macromolecular Shaped Articles (AREA)
Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Application Of Or Painting With Fluid Materials (AREA)
Floor Finish (AREA)
Polymerisation Methods In General (AREA)

CS9190A 1990-01-16 1991-01-16 Emulsion polymers for high-quality aqueous coating materials CS9091A2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US07/464,844 US5574090A (en)	1990-01-16	1990-01-16	Metal free emulsion polymers for high performance aqueous coatings

Publications (1)

Publication Number	Publication Date
CS9091A2 true CS9091A2 (en)	1991-09-15

Family

ID=23845475

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS9190A CS9091A2 (en)	1990-01-16	1991-01-16	Emulsion polymers for high-quality aqueous coating materials

Country Status (22)

Country	Link
US (2)	US5574090A (de)
EP (1)	EP0438216B1 (de)
JP (1)	JP2993575B2 (de)
CN (1)	CN1043239C (de)
AT (1)	ATE164171T1 (de)
AU (1)	AU645536B2 (de)
BR (1)	BR9100142A (de)
CA (1)	CA2033639C (de)
CS (1)	CS9091A2 (de)
DE (1)	DE69129079T2 (de)
DK (1)	DK0438216T3 (de)
ES (1)	ES2113363T3 (de)
FI (1)	FI102839B (de)
GR (1)	GR3026407T3 (de)
HU (1)	HUT62614A (de)
IE (1)	IE910130A1 (de)
IL (1)	IL96938A (de)
MY (1)	MY104612A (de)
NO (1)	NO304434B1 (de)
NZ (1)	NZ236760A (de)
PL (1)	PL169280B1 (de)
ZA (1)	ZA91265B (de)

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JP3963498B2 (ja) *	1996-04-11	2007-08-22	ロームアンドハースカンパニー	エマルションポリマー組成物
US6037423A (en) *	1998-09-09	2000-03-14	Toyo Boseki Kabushiki Kaisha	Polyester elastomer composition
WO2000064597A1 (en)	1999-04-28	2000-11-02	Ecolab Inc.	Polymer surface coating made by coalescing polymer particulate with a coalescing agent
CA2389861A1 (en) *	1999-07-22	2001-02-01	S.C. Johnson Commercial Markets, Inc.	Aqueous floor polishing composition
DE10063431C1 (de) *	2000-12-20	2001-11-08	Henkel Ecolab Gmbh & Co Ohg	Metallsalz- und Fluortensid-freies Fußbodenbeschichtungsmittel auf Polymerbasis
JP2002188059A (ja) *	2000-12-20	2002-07-05	Jsr Corp	艶出し剤用組成物
DE10064413A1 (de) *	2000-12-21	2002-07-11	Ecolab Gmbh & Co Ohg	System zur Beschichtung von Fußböden
JP2002322391A (ja) *	2001-04-26	2002-11-08	Jsr Corp	水性被覆剤組成物および床用艶出し剤組成物
CA2390952C (en) *	2001-07-02	2006-07-11	Rohm And Haas Company	Compositions and process for retaining active ingredients comprising networked structured polymers
EP1366828A1 (de) *	2002-05-31	2003-12-03	Rohm And Haas Company	Mehrschicht-Beschichtungszusammensetzung und Verfahren zu ihrer Fertigung
US20040071953A1 (en) *	2002-09-30	2004-04-15	Sobieski Robert T.	Ink formulations and methods
US6849682B2 (en) *	2002-09-30	2005-02-01	Omnova Solutions Inc.	VOC containment coating, methods and articles
US7230060B2 (en) *	2002-12-19	2007-06-12	Rohm And Haas Company	Removable coating compositions
US20050215678A1 (en) *	2004-03-24	2005-09-29	Johnsondiversey, Inc.	Fluorochemical free aqueous coating compositions and methods of use thereof
JP4030553B2 (ja) *	2005-04-25	2008-01-09	ロームアンドハースカンパニー	床用被覆組成物および床用被覆組成物用添加剤
US20070259140A1 (en) *	2006-05-02	2007-11-08	Concentrate Manufacturing Company Of Ireland	Method of Coating Labels on Containers
KR20120000571A (ko) *	2009-03-30	2012-01-02	다우 글로벌 테크놀로지스 엘엘씨	하이브리드 분산액 및 그의 제조 방법
US8940826B2 (en)	2009-07-16	2015-01-27	Omnova Solutions Inc.	Protective coating compositions
JP5442577B2 (ja) *	2009-11-18	2014-03-12	ロームアンドハースカンパニー	水性コーティング組成物
JP5513451B2 (ja)	2010-08-13	2014-06-04	ロームアンドハースカンパニー	水性コーティング組成物
JP5781037B2 (ja)	2011-09-15	2015-09-16	ロームアンドハースカンパニーＲｏｈｍＡｎｄＨａａｓＣｏｍｐａｎｙ	ポリ（エチレンオキシド）を含む低光沢水性コーティング組成物
JP5496287B2 (ja)	2011-09-15	2014-05-21	ロームアンドハースカンパニー	皮革に使用するためのポリ（エチレンオキシド）含有低光沢水性コーティング組成物
JP2015506405A (ja)	2012-01-25	2015-03-02	オムノバソリューソンズインコーポレーティッド	シラン基含有ポリマー組成物およびそれを含むコーティング
JP6352817B2 (ja)	2012-02-28	2018-07-04	ロームアンドハースカンパニーＲｏｈｍＡｎｄＨａａｓＣｏｍｐａｎｙ	キレート官能基を有するコーティング組成物
CN105555862A (zh)	2013-09-18	2016-05-04	罗门哈斯公司	水性涂料组合物
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1990
- 1990-01-16 US US07/464,844 patent/US5574090A/en not_active Expired - Lifetime
1991
- 1991-01-04 CA CA002033639A patent/CA2033639C/en not_active Expired - Fee Related
- 1991-01-07 EP EP91300100A patent/EP0438216B1/de not_active Expired - Lifetime
- 1991-01-07 DE DE69129079T patent/DE69129079T2/de not_active Expired - Fee Related
- 1991-01-07 DK DK91300100T patent/DK0438216T3/da active
- 1991-01-07 AT AT91300100T patent/ATE164171T1/de not_active IP Right Cessation
- 1991-01-07 ES ES91300100T patent/ES2113363T3/es not_active Expired - Lifetime
- 1991-01-09 NO NO910085A patent/NO304434B1/no unknown
- 1991-01-10 AU AU69258/91A patent/AU645536B2/en not_active Ceased
- 1991-01-10 MY MYPI91000033A patent/MY104612A/en unknown
- 1991-01-14 ZA ZA91265A patent/ZA91265B/xx unknown
- 1991-01-14 BR BR919100142A patent/BR9100142A/pt not_active IP Right Cessation
- 1991-01-14 IL IL9693891A patent/IL96938A/en not_active IP Right Cessation
- 1991-01-14 JP JP3002595A patent/JP2993575B2/ja not_active Expired - Fee Related
- 1991-01-14 NZ NZ236760A patent/NZ236760A/en unknown
- 1991-01-15 PL PL91288705A patent/PL169280B1/pl unknown
- 1991-01-15 IE IE013091A patent/IE910130A1/en unknown
- 1991-01-15 FI FI910217A patent/FI102839B/fi active
- 1991-01-16 CN CN91100278A patent/CN1043239C/zh not_active Expired - Fee Related
- 1991-01-16 HU HU91125A patent/HUT62614A/hu unknown
- 1991-01-16 CS CS9190A patent/CS9091A2/cs unknown
1996
- 1996-08-19 US US08/700,067 patent/US5676741A/en not_active Expired - Fee Related
1998
- 1998-03-19 GR GR980400489T patent/GR3026407T3/el unknown

Also Published As

Publication number	Publication date
FI102839B1 (fi)	1999-02-26
HU910125D0 (en)	1991-08-28
ES2113363T3 (es)	1998-05-01
JP2993575B2 (ja)	1999-12-20
MY104612A (en)	1994-03-30
FI910217L (fi)	1991-07-17
NO304434B1 (no)	1998-12-14
PL169280B1 (pl)	1996-06-28
AU6925891A (en)	1991-08-08
CN1053440A (zh)	1991-07-31
ATE164171T1 (de)	1998-04-15
CA2033639C (en)	2001-10-02
IE910130A1 (en)	1991-07-17
NO910085L (no)	1991-07-17
US5574090A (en)	1996-11-12
AU645536B2 (en)	1994-01-20
DE69129079D1 (de)	1998-04-23
NO910085D0 (no)	1991-01-09
EP0438216A3 (en)	1991-10-16
HUT62614A (en)	1993-05-28
CA2033639A1 (en)	1991-07-17
GR3026407T3 (en)	1998-06-30
NZ236760A (en)	1992-08-26
BR9100142A (pt)	1991-10-22
PL288705A1 (en)	1992-02-10
DK0438216T3 (da)	1998-09-28
IL96938A (en)	1995-05-26
JPH051259A (ja)	1993-01-08
US5676741A (en)	1997-10-14
EP0438216A2 (de)	1991-07-24
FI102839B (fi)	1999-02-26
IL96938A0 (en)	1992-03-29
ZA91265B (en)	1991-09-25
DE69129079T2 (de)	1998-11-12
EP0438216B1 (de)	1998-03-18
FI910217A0 (fi)	1991-01-15
CN1043239C (zh)	1999-05-05

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