JP2015506404A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2015506404A5 JP2015506404A5 JP2014554789A JP2014554789A JP2015506404A5 JP 2015506404 A5 JP2015506404 A5 JP 2015506404A5 JP 2014554789 A JP2014554789 A JP 2014554789A JP 2014554789 A JP2014554789 A JP 2014554789A JP 2015506404 A5 JP2015506404 A5 JP 2015506404A5
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- group
- alkyl
- formula
- vinyl
- 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.)
- Granted
Links
- 125000004432 carbon atom Chemical group C* 0.000 claims description 48
- 239000006185 dispersion Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 40
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 238000004132 cross linking Methods 0.000 claims description 28
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 27
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 26
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 229920002554 vinyl polymer Polymers 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 13
- 125000003172 aldehyde group Chemical group 0.000 claims description 12
- 125000000468 ketone group Chemical group 0.000 claims description 12
- 239000007795 chemical reaction product Substances 0.000 claims description 10
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 125000003700 epoxy group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 4
- 239000000758 substrate Substances 0.000 claims description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 claims description 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 2
- ZETCGWYACBNPIH-UHFFFAOYSA-N azane;sulfurous acid Chemical compound N.OS(O)=O ZETCGWYACBNPIH-UHFFFAOYSA-N 0.000 claims description 2
- LVGQIQHJMRUCRM-UHFFFAOYSA-L calcium bisulfite Chemical compound [Ca+2].OS([O-])=O.OS([O-])=O LVGQIQHJMRUCRM-UHFFFAOYSA-L 0.000 claims description 2
- 235000010260 calcium hydrogen sulphite Nutrition 0.000 claims description 2
- GBAOBIBJACZTNA-UHFFFAOYSA-L calcium sulfite Chemical compound [Ca+2].[O-]S([O-])=O GBAOBIBJACZTNA-UHFFFAOYSA-L 0.000 claims description 2
- 235000010261 calcium sulphite Nutrition 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- LPHFLPKXBKBHRW-UHFFFAOYSA-L magnesium;hydrogen sulfite Chemical compound [Mg+2].OS([O-])=O.OS([O-])=O LPHFLPKXBKBHRW-UHFFFAOYSA-L 0.000 claims description 2
- JESHZQPNPCJVNG-UHFFFAOYSA-L magnesium;sulfite Chemical compound [Mg+2].[O-]S([O-])=O JESHZQPNPCJVNG-UHFFFAOYSA-L 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 claims description 2
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 claims description 2
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 claims description 2
- 235000019252 potassium sulphite Nutrition 0.000 claims description 2
- 150000003839 salts Chemical group 0.000 claims description 2
- 229940079827 sodium hydrogen sulfite Drugs 0.000 claims description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 2
- 235000010265 sodium sulphite Nutrition 0.000 claims description 2
- ZTUVUXVSZXNSCL-UHFFFAOYSA-L zinc;hydrogen sulfite Chemical compound [Zn+2].OS([O-])=O.OS([O-])=O ZTUVUXVSZXNSCL-UHFFFAOYSA-L 0.000 claims description 2
- HSYFJDYGOJKZCL-UHFFFAOYSA-L zinc;sulfite Chemical compound [Zn+2].[O-]S([O-])=O HSYFJDYGOJKZCL-UHFFFAOYSA-L 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 6
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 6
- NKHAVTQWNUWKEO-UHFFFAOYSA-N fumaric acid monomethyl ester Natural products COC(=O)C=CC(O)=O NKHAVTQWNUWKEO-UHFFFAOYSA-N 0.000 claims 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 6
- GYSSXCKYDYKYTD-UHFFFAOYSA-N 1-ethenyl-2,3-dimethylnaphthalene Chemical compound C1=CC=C2C(C=C)=C(C)C(C)=CC2=C1 GYSSXCKYDYKYTD-UHFFFAOYSA-N 0.000 claims 3
- QDLUTRRUISEVDW-UHFFFAOYSA-N 1-ethenyl-3,5-diphenoxybenzene Chemical class C=1C(OC=2C=CC=CC=2)=CC(C=C)=CC=1OC1=CC=CC=C1 QDLUTRRUISEVDW-UHFFFAOYSA-N 0.000 claims 3
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical class CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims 3
- RRRXUCMQOPNVAT-UHFFFAOYSA-N 1-ethenyl-4-(4-methylphenyl)benzene Chemical class C1=CC(C)=CC=C1C1=CC=C(C=C)C=C1 RRRXUCMQOPNVAT-UHFFFAOYSA-N 0.000 claims 3
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical class COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 claims 3
- VVTGQMLRTKFKAM-UHFFFAOYSA-N 1-ethenyl-4-propylbenzene Chemical class CCCC1=CC=C(C=C)C=C1 VVTGQMLRTKFKAM-UHFFFAOYSA-N 0.000 claims 3
- DPNGUUBTOATYSA-UHFFFAOYSA-N 1-ethenylnaphthalene;styrene Chemical class C=CC1=CC=CC=C1.C1=CC=C2C(C=C)=CC=CC2=C1 DPNGUUBTOATYSA-UHFFFAOYSA-N 0.000 claims 3
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical class CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 claims 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 3
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims 3
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims 3
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims 3
- OPYMVUYKULYKFS-UHFFFAOYSA-N 2-ethenyl-3-propylnaphthalene Chemical compound C1=CC=C2C=C(C=C)C(CCC)=CC2=C1 OPYMVUYKULYKFS-UHFFFAOYSA-N 0.000 claims 3
- TVONJMOVBKMLOM-UHFFFAOYSA-N 2-methylidenebutanenitrile Chemical compound CCC(=C)C#N TVONJMOVBKMLOM-UHFFFAOYSA-N 0.000 claims 3
- KXYAVSFOJVUIHT-UHFFFAOYSA-N 2-vinylnaphthalene Chemical class C1=CC=CC2=CC(C=C)=CC=C21 KXYAVSFOJVUIHT-UHFFFAOYSA-N 0.000 claims 3
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims 3
- DXFURPHVJQITAC-UHFFFAOYSA-N 4-benzyl-1-ethenyl-2-ethylbenzene Chemical class C1=C(C=C)C(CC)=CC(CC=2C=CC=CC=2)=C1 DXFURPHVJQITAC-UHFFFAOYSA-N 0.000 claims 3
- GQWAOUOHRMHSHL-UHFFFAOYSA-N 4-ethenyl-n,n-dimethylaniline Chemical class CN(C)C1=CC=C(C=C)C=C1 GQWAOUOHRMHSHL-UHFFFAOYSA-N 0.000 claims 3
- OIYTYGOUZOARSH-UHFFFAOYSA-N 4-methoxy-2-methylidene-4-oxobutanoic acid Chemical compound COC(=O)CC(=C)C(O)=O OIYTYGOUZOARSH-UHFFFAOYSA-N 0.000 claims 3
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 claims 3
- DLTCRVUROLYHQU-UHFFFAOYSA-N C(CCCCCCCCCCC)C1=CC=C(C=C)C=C1.C1(CCCCC1)C1=CC=C(C=C)C=C1 Chemical class C(CCCCCCCCCCC)C1=CC=C(C=C)C=C1.C1(CCCCC1)C1=CC=C(C=C)C=C1 DLTCRVUROLYHQU-UHFFFAOYSA-N 0.000 claims 3
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 3
- 125000005250 alkyl acrylate group Chemical group 0.000 claims 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical class CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims 3
- 150000001491 aromatic compounds Chemical class 0.000 claims 3
- 239000001530 fumaric acid Substances 0.000 claims 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 3
- 239000011976 maleic acid Substances 0.000 claims 3
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 claims 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 3
- NKHAVTQWNUWKEO-NSCUHMNNSA-N monomethyl fumarate Chemical compound COC(=O)\C=C\C(O)=O NKHAVTQWNUWKEO-NSCUHMNNSA-N 0.000 claims 3
- 229940005650 monomethyl fumarate Drugs 0.000 claims 3
- HDBWAWNLGGMZRQ-UHFFFAOYSA-N p-Vinylbiphenyl Chemical class C1=CC(C=C)=CC=C1C1=CC=CC=C1 HDBWAWNLGGMZRQ-UHFFFAOYSA-N 0.000 claims 3
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims 3
- 229920001567 vinyl ester resin Polymers 0.000 claims 3
- 239000000047 product Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
- 239000008199 coating composition Substances 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000839 emulsion Substances 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
- 239000000945 filler Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920003009 polyurethane dispersion Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- -1 vinyl compound Chemical class 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261590847P | 2012-01-26 | 2012-01-26 | |
| US61/590,847 | 2012-01-26 | ||
| PCT/US2013/022670 WO2013112530A2 (en) | 2012-01-26 | 2013-01-23 | Water dispersible, self-crosslinkable prepolymer compositon |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015506404A JP2015506404A (ja) | 2015-03-02 |
| JP2015506404A5 true JP2015506404A5 (https=) | 2016-03-10 |
| JP6209539B2 JP6209539B2 (ja) | 2017-10-04 |
Family
ID=47679042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014554789A Active JP6209539B2 (ja) | 2012-01-26 | 2013-01-23 | 水分散性、自己架橋性プレポリマー組成物 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US9567311B2 (https=) |
| EP (1) | EP2807207B1 (https=) |
| JP (1) | JP6209539B2 (https=) |
| KR (1) | KR20140128359A (https=) |
| CN (1) | CN104159945B (https=) |
| ES (1) | ES2613812T3 (https=) |
| TW (1) | TWI561597B (https=) |
| WO (1) | WO2013112530A2 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014164092A1 (en) * | 2013-03-11 | 2014-10-09 | Lubrizol Advanced Materials, Inc. | Process for preparing surfactant responsive emulsion polymers |
| WO2016153818A1 (en) | 2015-03-20 | 2016-09-29 | Lubrizol Advanced Materials, Inc. | Blends of water dispersible polymer with dispersions of polymers from epoxidized triglycerides |
| US10577518B2 (en) * | 2017-06-29 | 2020-03-03 | Ppg Industries Ohio, Inc. | Aqueous dispersions, coating compositions formed with aqueous dispersions, and multi-layer coatings |
| KR102476210B1 (ko) | 2018-04-21 | 2022-12-12 | 네추럴 파이버 웰딩 인코포레이티드 | 경화제 |
| US11760836B2 (en) | 2018-04-21 | 2023-09-19 | Natural Fiber Welding, Inc. | Curative |
| US10882951B2 (en) | 2018-04-21 | 2021-01-05 | Natural Fiber Welding, Inc. | Curative and method |
| US12247098B2 (en) | 2018-04-21 | 2025-03-11 | Natural Fiber Welding, Inc. | Curative |
| US11396578B2 (en) | 2018-04-21 | 2022-07-26 | Natural Fiber Wielding, Inc. | Curative |
| CN111363444A (zh) * | 2020-05-11 | 2020-07-03 | 龙海市大华涂料有限公司 | 一种高附着自交联水性漆制备方法 |
| CN113355169B (zh) * | 2021-05-21 | 2024-04-05 | 东莞市浩彩油墨科技有限公司 | 一种多羟基水性植物油连接料及水性油墨的制备方法 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4066591A (en) | 1975-06-02 | 1978-01-03 | Ppg Industries, Inc. | Water-reduced urethane coating compositions |
| US4147679A (en) | 1976-06-02 | 1979-04-03 | Ppg Industries, Inc. | Water-reduced urethane coating compositions |
| US4210565A (en) | 1979-02-02 | 1980-07-01 | Rohm And Haas Company | Ambient or low-temperature curable coatings |
| DE3431144A1 (de) | 1984-08-24 | 1986-03-06 | Hüls AG, 4370 Marl | Kaltvernetzende pur-dispersionen, ihre herstellung und verwendung |
| GB8904102D0 (en) | 1988-03-09 | 1989-04-05 | Ici Resins Bv | Polyurethane coating compositions |
| EP0350157B2 (en) | 1988-05-30 | 1997-12-17 | Dainippon Ink And Chemicals, Inc. | Aqueous coating composition |
| US4888383A (en) * | 1988-08-03 | 1989-12-19 | E. I. Du Pont De Nemours And Company | Method for aqueous dispersion of polyurethane modified polyacrylics |
| JPH02206613A (ja) * | 1989-02-04 | 1990-08-16 | Daiken Trade & Ind Co Ltd | 速硬化性油剤 |
| DE4336206A1 (de) | 1993-10-23 | 1995-04-27 | Hoechst Ag | Wäßrige selbstvernetzende Polyurethan-Vinyl-Hybrid-Dispersionen |
| US6239209B1 (en) | 1999-02-23 | 2001-05-29 | Reichhold, Inc. | Air curable water-borne urethane-acrylic hybrids |
| DE19930770A1 (de) * | 1999-07-03 | 2001-01-04 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von Faserverbundwerkstoffen |
| US6794475B1 (en) * | 2000-06-30 | 2004-09-21 | Noveon Ip Holdings Corp. | Antistatic polymers, blends, and articles |
| US6576702B2 (en) | 2000-07-20 | 2003-06-10 | Noveon Ip Holdings Corp. | Plasticized waterborne polyurethane dispersions and manufacturing process |
| WO2008016843A1 (en) * | 2006-07-31 | 2008-02-07 | Lubrizol Advanced Materials, Inc. | Aqueous dispersions of polyurethane compositions with ketone-hydrazide |
| CN101959915B (zh) * | 2008-02-19 | 2013-01-30 | 路博润高级材料公司 | 由环氧化的天然油类获得的含水聚合物组合物 |
| US8018102B2 (en) * | 2008-08-11 | 2011-09-13 | General Electric Company | Shielding of superconducting field coil in homopolar inductor alternator |
-
2013
- 2013-01-23 JP JP2014554789A patent/JP6209539B2/ja active Active
- 2013-01-23 EP EP13703221.5A patent/EP2807207B1/en active Active
- 2013-01-23 US US14/374,360 patent/US9567311B2/en active Active
- 2013-01-23 CN CN201380011912.2A patent/CN104159945B/zh active Active
- 2013-01-23 ES ES13703221.5T patent/ES2613812T3/es active Active
- 2013-01-23 KR KR1020147023917A patent/KR20140128359A/ko not_active Ceased
- 2013-01-23 WO PCT/US2013/022670 patent/WO2013112530A2/en not_active Ceased
- 2013-01-24 TW TW102102622A patent/TWI561597B/zh active
-
2016
- 2016-11-28 US US15/361,925 patent/US10442951B2/en active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2015506404A5 (https=) | ||
| JP6209539B2 (ja) | 水分散性、自己架橋性プレポリマー組成物 | |
| CN102746601B (zh) | 耐水白涂料用共聚物分散体 | |
| AU783213B2 (en) | Binder compositions for direct-to-metal coatings | |
| CN108250347B (zh) | 一种耐盐雾的磷酸酯改性丙烯酸核壳乳液 | |
| JP6106311B2 (ja) | 自然乾燥型水性塗料組成物 | |
| CN101903425A (zh) | 改进早期水致发浊和抗化学品性的水性涂料 | |
| JP6767504B2 (ja) | 水性コーティング組成物及びその調製方法 | |
| JP2012021136A (ja) | 防錆塗料用水性樹脂組成物 | |
| CN104193871A (zh) | 聚合物及其用途 | |
| CN101981126A (zh) | 含有可自动氧化组分的涂料组合物 | |
| CN106977654B (zh) | 一种核壳结构自交联丙烯酸乳液及其制备方法 | |
| KR102740949B1 (ko) | 수성 중합체 조성물 | |
| CN117897417A (zh) | 水性涂料组合物和其制备方法 | |
| CN108299594A (zh) | 用于甲醛清除的水分散性共聚物 | |
| EP1215221B1 (en) | Rosin-fatty acid vinylic emulsion compositions | |
| CN121135965A (zh) | 环境友好的水性涂料组合物 | |
| CN112239518A (zh) | 改善涂层早期耐水性和光泽度的丙烯酸共聚乳液及其应用 | |
| CN115746651A (zh) | 一种水性单组份塑胶银粉漆用水性丙烯酸树脂及其制备方法 | |
| CN115485345B (zh) | 水性涂层组合物及其制备方法 | |
| CN109294364A (zh) | 一种防腐水性涂料及其制备方法 | |
| CA2199793A1 (en) | Self-crosslinking coating formulation | |
| WO2016153818A1 (en) | Blends of water dispersible polymer with dispersions of polymers from epoxidized triglycerides | |
| JPH05214290A (ja) | 水性塗料用樹脂組成物 | |
| CN109651916B (zh) | 水性阻尼组合物 |