CA2748463C - Cobalt-based catalytic dryer for polymer coatings - Google Patents
Cobalt-based catalytic dryer for polymer coatings Download PDFInfo
- Publication number
- CA2748463C CA2748463C CA2748463A CA2748463A CA2748463C CA 2748463 C CA2748463 C CA 2748463C CA 2748463 A CA2748463 A CA 2748463A CA 2748463 A CA2748463 A CA 2748463A CA 2748463 C CA2748463 C CA 2748463C
- Authority
- CA
- Canada
- Prior art keywords
- cobalt
- polymer
- compound
- molecular weight
- bearing
- 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.)
- Active
Links
- 229910017052 cobalt Inorganic materials 0.000 title claims abstract description 93
- 239000010941 cobalt Substances 0.000 title claims abstract description 93
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 title claims abstract description 82
- 229920000642 polymer Polymers 0.000 title claims abstract description 72
- 238000000576 coating method Methods 0.000 title claims abstract description 10
- 230000003197 catalytic effect Effects 0.000 title abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 229920000180 alkyd Polymers 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract description 5
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 18
- 239000008199 coating composition Substances 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 150000001869 cobalt compounds Chemical class 0.000 claims description 8
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 claims description 7
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 claims description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 7
- 229930195729 fatty acid Natural products 0.000 claims description 7
- 239000000194 fatty acid Substances 0.000 claims description 7
- 150000004665 fatty acids Chemical class 0.000 claims description 7
- 239000012985 polymerization agent Substances 0.000 claims description 5
- 229920005862 polyol Polymers 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- 150000001868 cobalt Chemical class 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 3
- 229920001002 functional polymer Polymers 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 23
- 239000003054 catalyst Substances 0.000 abstract description 11
- 238000001035 drying Methods 0.000 abstract description 11
- 239000003973 paint Substances 0.000 abstract description 10
- 230000015572 biosynthetic process Effects 0.000 abstract description 9
- 238000003786 synthesis reaction Methods 0.000 abstract description 9
- 239000000976 ink Substances 0.000 abstract description 4
- 231100000419 toxicity Toxicity 0.000 abstract description 2
- 230000001988 toxicity Effects 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 20
- 239000002253 acid Substances 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
- 239000008096 xylene Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000000539 dimer Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 3
- -1 Cobalt carboxylates Chemical class 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000000711 cancerogenic effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 231100000037 inhalation toxicity test Toxicity 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001479 atomic absorption spectroscopy Methods 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 229910001429 cobalt ion Inorganic materials 0.000 description 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
- FDJOLVPMNUYSCM-WZHZPDAFSA-L cobalt(3+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+3].N#[C-].N([C@@H]([C@]1(C)[N-]\C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C(\C)/C1=N/C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C\C1=N\C([C@H](C1(C)C)CCC(N)=O)=C/1C)[C@@H]2CC(N)=O)=C\1[C@]2(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]1[C@@H](O)[C@@H](N2C3=CC(C)=C(C)C=C3N=C2)O[C@@H]1CO FDJOLVPMNUYSCM-WZHZPDAFSA-L 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/10—Metal compounds
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/08—Polyesters modified with higher fatty oils or their acids, or with resins or resin acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Paints Or Removers (AREA)
- Polyesters Or Polycarbonates (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08022549.3 | 2008-12-31 | ||
| EP08022549 | 2008-12-31 | ||
| US19398009P | 2009-01-15 | 2009-01-15 | |
| US61/193,980 | 2009-01-15 | ||
| PCT/EP2009/009329 WO2010076031A1 (en) | 2008-12-31 | 2009-12-30 | Cobalt-based catalytic dryer for polymer coatings |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2748463A1 CA2748463A1 (en) | 2010-07-08 |
| CA2748463C true CA2748463C (en) | 2017-01-03 |
Family
ID=40626974
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2748463A Active CA2748463C (en) | 2008-12-31 | 2009-12-30 | Cobalt-based catalytic dryer for polymer coatings |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US8883911B2 (enExample) |
| EP (2) | EP3095826B1 (enExample) |
| JP (1) | JP5595417B2 (enExample) |
| CN (1) | CN102317388B (enExample) |
| BR (1) | BRPI0923904B1 (enExample) |
| CA (1) | CA2748463C (enExample) |
| DK (2) | DK3095826T3 (enExample) |
| ES (1) | ES2652134T3 (enExample) |
| HR (1) | HRP20171952T1 (enExample) |
| HU (1) | HUE035291T2 (enExample) |
| MX (1) | MX2011007014A (enExample) |
| NO (1) | NO2370534T3 (enExample) |
| PL (2) | PL3095826T3 (enExample) |
| PT (1) | PT2370534T (enExample) |
| SI (2) | SI3095826T1 (enExample) |
| SM (2) | SMT201900491T1 (enExample) |
| WO (1) | WO2010076031A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE477312T1 (de) | 2006-07-07 | 2010-08-15 | Unilever Nv | Flüssigkeitshärtung |
| EP3255075B1 (en) | 2013-03-06 | 2020-01-08 | Ege Kimya Sanayi ve Ticaret A.S. | Cobalt based urethanized polymers for air drying polymerbased coatings, paints and inks |
| CN103275555A (zh) * | 2013-05-31 | 2013-09-04 | 苏州凹凸彩印厂 | 快干型印铁油墨 |
| PL3204459T3 (pl) | 2014-10-09 | 2018-12-31 | Ppg Europe B.V. | Kompozycja powlekająca zawierająca środek przeciw kożuszeniu |
| EP3374455B1 (en) * | 2015-11-13 | 2020-05-06 | Ege Kimya Sanayi ve Ticaret A.S. | Metal-bearing urethanized polymer soluble in a low-volatile organic compound solvent |
| CN108884338A (zh) * | 2015-12-15 | 2018-11-23 | Ege化学工业和贸易有限责任公司 | 聚合物防结皮和干燥剂化合物 |
| ES2914393T3 (es) | 2018-07-23 | 2022-06-10 | Akzo Nobel Coatings Int Bv | Composición de revestimiento de agua en aceite |
| CN118265758A (zh) | 2021-12-03 | 2024-06-28 | 尤米科尔特殊材料布鲁日公司 | 液体树脂酸钴组合物及其制备方法 |
| PL247274B1 (pl) * | 2023-07-04 | 2025-06-09 | Univ M Curie Sklodowskiej | Sposób otrzymywania polimerów kobaltowych |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2098503A (en) * | 1936-12-22 | 1937-11-09 | Resinous Prod & Chemical Co | Method of incorporating metallic driers in drying oil alkyd-nitrocellulose blends |
| US2642410A (en) * | 1947-02-24 | 1953-06-16 | Libbey Owens Ford Glass Co | Polymerization in the presence of organic hydroperoxide and metal salt drier |
| NL281259A (enExample) * | 1961-07-25 | |||
| GB1095939A (en) * | 1963-09-27 | 1967-12-20 | Ici Ltd | Polymerisable compositions |
| US3876574A (en) * | 1968-01-23 | 1975-04-08 | Kansai Paint Co Ltd | Rust preventing paint consisting essentially of high molecular metal-combining reaction product |
| DE1903366C3 (de) | 1968-01-23 | 1978-03-09 | Kansai Paint Co., Ltd., Amagasaki, Hyogo (Japan) | Gegen Korrosion schützendes Anstrichmittel |
| US3620989A (en) * | 1969-09-15 | 1971-11-16 | Pacific Vegetable Oil Corp | Alkyds of unsaturated dibasic acids, polyols, and unsaturated fatty acid esters and method for making same: emulsion copolymerization of said alkyds with polymerizable monomers and the resulting polymers |
| US3956211A (en) * | 1972-07-24 | 1976-05-11 | Hitachi Chemical Company, Ltd. | Alkyd-type resin composition containing chelate compound having catalytic activity |
| JPS4935321A (enExample) * | 1972-08-03 | 1974-04-01 | ||
| US3901837A (en) | 1974-01-21 | 1975-08-26 | Tenneco Chem | Metal salt solutions and surface-coating compositions containing same |
| US4057529A (en) * | 1976-02-27 | 1977-11-08 | Wyrough And Loser, Inc. | Rubber compositions having improved adhesion after thermal aging |
| JPS5363101A (en) | 1976-11-15 | 1978-06-06 | Ricoh Kk | Treating solution for lithographic printing |
| JPS54158440A (en) * | 1978-06-05 | 1979-12-14 | Asahi Chem Ind Co Ltd | Powder coating composition |
| US4280938A (en) * | 1979-12-19 | 1981-07-28 | Monsanto Company | High solids air-drying coating compositions |
| US4462829A (en) * | 1983-04-14 | 1984-07-31 | Adolf Heiss | Rust converting and rust inhibiting primer |
| DE4236697A1 (de) * | 1992-10-30 | 1994-05-05 | Henkel Kgaa | Trockenstoffe für oxidativ trocknende Lacke |
| JPH06261931A (ja) | 1993-03-12 | 1994-09-20 | Kanebo Ltd | 消臭剤 |
| US6437086B1 (en) * | 2000-10-05 | 2002-08-20 | Chevron Phillips Chemical Company Lp | Non-extractable polymeric metal salt useful in catalyzing oxygen scavenging |
| US6794049B2 (en) * | 2002-04-12 | 2004-09-21 | Eastman Chemical Company | Fast-dry, high solids coating compositions based on acetoacetate-functionalized alkyd resins |
| ES2593494T3 (es) * | 2008-09-12 | 2016-12-09 | Umicore | Composición elastomérica que comprende un polímero que porta cobalto |
-
2009
- 2009-12-30 SI SI200931997T patent/SI3095826T1/sl unknown
- 2009-12-30 MX MX2011007014A patent/MX2011007014A/es active IP Right Grant
- 2009-12-30 JP JP2011543996A patent/JP5595417B2/ja active Active
- 2009-12-30 BR BRPI0923904A patent/BRPI0923904B1/pt active IP Right Grant
- 2009-12-30 SM SM20190491T patent/SMT201900491T1/it unknown
- 2009-12-30 EP EP16171052.0A patent/EP3095826B1/en active Active
- 2009-12-30 DK DK16171052.0T patent/DK3095826T3/da active
- 2009-12-30 ES ES09796980.2T patent/ES2652134T3/es active Active
- 2009-12-30 PT PT97969802T patent/PT2370534T/pt unknown
- 2009-12-30 HR HRP20171952TT patent/HRP20171952T1/hr unknown
- 2009-12-30 CN CN200980153582.4A patent/CN102317388B/zh active Active
- 2009-12-30 SM SM20170597T patent/SMT201700597T1/it unknown
- 2009-12-30 PL PL16171052T patent/PL3095826T3/pl unknown
- 2009-12-30 NO NO09796980A patent/NO2370534T3/no unknown
- 2009-12-30 HU HUE09796980A patent/HUE035291T2/hu unknown
- 2009-12-30 US US13/142,513 patent/US8883911B2/en active Active
- 2009-12-30 DK DK09796980.2T patent/DK2370534T3/en active
- 2009-12-30 SI SI200931775T patent/SI2370534T1/en unknown
- 2009-12-30 EP EP09796980.2A patent/EP2370534B1/en active Active
- 2009-12-30 WO PCT/EP2009/009329 patent/WO2010076031A1/en not_active Ceased
- 2009-12-30 CA CA2748463A patent/CA2748463C/en active Active
- 2009-12-30 PL PL09796980T patent/PL2370534T3/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HUE035291T2 (hu) | 2018-08-28 |
| JP2012514084A (ja) | 2012-06-21 |
| EP3095826A1 (en) | 2016-11-23 |
| EP2370534A1 (en) | 2011-10-05 |
| PT2370534T (pt) | 2017-12-29 |
| CN102317388B (zh) | 2014-06-11 |
| US8883911B2 (en) | 2014-11-11 |
| SMT201700597T1 (it) | 2018-01-11 |
| US20120041133A1 (en) | 2012-02-16 |
| PL2370534T3 (pl) | 2018-02-28 |
| WO2010076031A1 (en) | 2010-07-08 |
| BRPI0923904B1 (pt) | 2018-10-30 |
| MX2011007014A (es) | 2011-09-27 |
| BRPI0923904A2 (pt) | 2016-11-29 |
| SI3095826T1 (sl) | 2019-11-29 |
| DK2370534T3 (en) | 2018-01-02 |
| CA2748463A1 (en) | 2010-07-08 |
| SMT201900491T1 (it) | 2019-11-13 |
| CN102317388A (zh) | 2012-01-11 |
| PL3095826T3 (pl) | 2020-01-31 |
| EP3095826B1 (en) | 2019-06-19 |
| DK3095826T3 (da) | 2019-09-09 |
| ES2652134T3 (es) | 2018-01-31 |
| SI2370534T1 (en) | 2018-02-28 |
| JP5595417B2 (ja) | 2014-09-24 |
| EP2370534B1 (en) | 2017-09-20 |
| NO2370534T3 (enExample) | 2018-02-17 |
| HRP20171952T1 (hr) | 2018-01-26 |
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