WO2006047238A2 - Dispersions colorantes liquides pour revetements en poudre - Google Patents
Dispersions colorantes liquides pour revetements en poudre Download PDFInfo
- Publication number
- WO2006047238A2 WO2006047238A2 PCT/US2005/037799 US2005037799W WO2006047238A2 WO 2006047238 A2 WO2006047238 A2 WO 2006047238A2 US 2005037799 W US2005037799 W US 2005037799W WO 2006047238 A2 WO2006047238 A2 WO 2006047238A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pigment
- tinted
- powder coating
- polyester
- dispersions
- Prior art date
Links
- 239000006185 dispersion Substances 0.000 title claims abstract description 63
- 238000000576 coating method Methods 0.000 title claims abstract description 58
- 239000000843 powder Substances 0.000 title claims abstract description 47
- 239000007788 liquid Substances 0.000 title claims abstract description 22
- 239000003086 colorant Substances 0.000 title description 10
- 239000000049 pigment Substances 0.000 claims abstract description 97
- 239000011248 coating agent Substances 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims description 15
- 239000011347 resin Substances 0.000 claims description 15
- 239000004814 polyurethane Substances 0.000 claims description 13
- 229920000728 polyester Polymers 0.000 claims description 10
- 229920000647 polyepoxide Polymers 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 7
- 229920002635 polyurethane Polymers 0.000 claims description 5
- 238000000227 grinding Methods 0.000 claims description 4
- 238000007873 sieving Methods 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- 229920006397 acrylic thermoplastic Polymers 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 2
- 235000013824 polyphenols Nutrition 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- 230000000704 physical effect Effects 0.000 abstract description 5
- 238000011068 loading method Methods 0.000 abstract description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 25
- 229920001225 polyester resin Polymers 0.000 description 21
- 239000004645 polyester resin Substances 0.000 description 21
- 239000007787 solid Substances 0.000 description 20
- 239000000203 mixture Substances 0.000 description 18
- 235000013980 iron oxide Nutrition 0.000 description 16
- 229920000642 polymer Polymers 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 15
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 14
- 239000000654 additive Substances 0.000 description 11
- 239000003085 diluting agent Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 10
- 239000003963 antioxidant agent Substances 0.000 description 9
- 235000006708 antioxidants Nutrition 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 230000003078 antioxidant effect Effects 0.000 description 7
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 7
- 238000003801 milling Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000006872 improvement Effects 0.000 description 6
- 239000003607 modifier Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 239000003822 epoxy resin Substances 0.000 description 5
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 3
- 238000007872 degassing Methods 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- -1 for example Substances 0.000 description 3
- 239000001023 inorganic pigment Substances 0.000 description 3
- 239000003049 inorganic solvent Substances 0.000 description 3
- 229910001867 inorganic solvent Inorganic materials 0.000 description 3
- 239000004482 other powder Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 239000010960 cold rolled steel Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- QKBKGDSRBJNQCP-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl dihydrogen phosphate Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOP(O)(O)=O)C=C1 QKBKGDSRBJNQCP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000008365 aqueous carrier Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- LDHBWEYLDHLIBQ-UHFFFAOYSA-M iron(3+);oxygen(2-);hydroxide;hydrate Chemical compound O.[OH-].[O-2].[Fe+3] LDHBWEYLDHLIBQ-UHFFFAOYSA-M 0.000 description 1
- 229920006276 ketonic resin Polymers 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 230000000063 preceeding effect Effects 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 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
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
- C09B67/0061—Preparation of organic pigments by grinding a dyed resin
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
- C09B67/0085—Non common dispersing agents
- C09B67/009—Non common dispersing agents polymeric dispersing agent
-
- 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
- C09D5/03—Powdery paints
- C09D5/033—Powdery paints characterised by the additives
- C09D5/035—Coloring agents, e.g. pigments
Definitions
- This invention relates to powder coatings and, more particularly, to a method for the incorporation of a liquid pigment dispersion into a powder coating base resin, and tinted or colored powder coatings incorporating a pigment.
- the premix is then charged to an extruder and processed at an elevated temperature until such time as a uniform melt of the premix is formed.
- Tg glass transition temperature
- processing aids such as polymers, calcium carbonate, silica and talc
- compositions of the invented pigment dispersions are shown below. The amounts are % by weight.
- the following example contains 11.2% pigment and 87.79% Polyester dispersing resin (about 85 to 90% Polyester and 10 to 15% reactive diluent). Polyester Resin with or without reactive diluent 87.79
- modifiers that can be incorporated into the liquid pigment dispersions of the invention to improve certain properties of the final powder coating.
- modifiers include, but are not limited to, ketone-aldehyde resins for Tg improvement, anti ⁇ oxidants for improved UV stability, additives for improved flow, oils for better wetting of high-oil absorptive pigments, and surfactants (both ionic and nonionic) for improved dispersion of high oil-absorption pigments.
- Modifiers that can be used in the example formulations are as follows: soya lecithin, nonoxynol-9 phosphate, mineral spirits and propylene glycol monomethyl ether acetate.
- the pigment dispersions formulated from the present invention useful in industrial powder coating systems as color tinting components. They were tested for compatibility, adhesion and other properties in industrial powder coating bases of the polyester-tri- glicidyisocyanate (TGIC), polyester-polyurethane (PUR) and epoxy-polyester (Hybrid) types. The results obtained demonstrate that the liquid dispersions have broad compatibility, minimal or no adverse effects on physical properties, and in most cases, actually improved color development as compared to dry pigments. The coatings were tested in TGIC, PUR, and Hybrid bases. The pigment dispersions can be used in other bases commonly used by the powder coating industry.
- TGIC polyester-tri- glicidyisocyanate
- PUR polyester-polyurethane
- Hybrid epoxy-polyester
- Additional bases include epoxies, phenolics, novalac-epoxies, silicones, polyester-hydroxyalkylamides, acrylic-hydroxyalkylamides, GMA-acrylics, acrylic-polyurethanes and polyester- tetramethoxymethylglycolurils.
- composition of a powder coating that contains a pigment dispersion (the amounts are by weight percent):
- Pigment dispersion (A, B, C, D use Examples 1, 2, 3 and 5, resp.) 30.0
- Polyester resin OH value: 50 mg KOH/g polymer 571.6 ⁇ -caprolactam blocked polyisocyanate, NCO content 15.3% 139.8
- Example 17 (Comparative) - Yellow iron oxide with TGIC base
- Polyester resin Acid value: 35.0 mg KOH/g polymer 661.6 Triglycidylisocyanurate 49.8
- Polyester resin Acid value: 35.0 mg KOH/g polymer 655.6 Triglycidylisocyanurate 49.3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Dispersion Chemistry (AREA)
- Paints Or Removers (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US62096404P | 2004-10-21 | 2004-10-21 | |
US60/620,964 | 2004-10-21 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2006047238A2 true WO2006047238A2 (fr) | 2006-05-04 |
WO2006047238A3 WO2006047238A3 (fr) | 2008-12-24 |
Family
ID=36228261
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2005/037799 WO2006047238A2 (fr) | 2004-10-21 | 2005-10-21 | Dispersions colorantes liquides pour revetements en poudre |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2006047238A2 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2113537A1 (fr) | 2008-04-28 | 2009-11-04 | Dupont Powder Coatings France S.A.S. | Composition de revêtement par pulvérisation |
US7659340B2 (en) | 2005-03-18 | 2010-02-09 | Valspar Sourcing, Inc. | Low VOC universal paint colorant compositions |
WO2010103019A1 (fr) * | 2009-03-13 | 2010-09-16 | Akzo Nobel Coatings International B.V. | Processus d'extrusion de revêtement en poudre |
EP2316893A1 (fr) | 2009-10-28 | 2011-05-04 | Dupont Powder Coatings France S.A.S. | Procédé de fabrication de compositions de revêtement en poudre |
US8034853B2 (en) | 2009-04-28 | 2011-10-11 | E.I. Du Pont De Nemours And Company | Powder coating composition |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4226760A (en) * | 1979-05-09 | 1980-10-07 | Tenneco Chemicals, Inc. | Colored rigid thermoplastic resin compositions and a process for their production |
US5650255A (en) * | 1996-09-03 | 1997-07-22 | Xerox Corporation | Low shear toner aggregation processes |
-
2005
- 2005-10-21 WO PCT/US2005/037799 patent/WO2006047238A2/fr active Application Filing
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7659340B2 (en) | 2005-03-18 | 2010-02-09 | Valspar Sourcing, Inc. | Low VOC universal paint colorant compositions |
US8242206B2 (en) | 2005-03-18 | 2012-08-14 | Valspar Sourcing, Inc. | Low VOC universal paint colorant system |
EP2113537A1 (fr) | 2008-04-28 | 2009-11-04 | Dupont Powder Coatings France S.A.S. | Composition de revêtement par pulvérisation |
WO2010103019A1 (fr) * | 2009-03-13 | 2010-09-16 | Akzo Nobel Coatings International B.V. | Processus d'extrusion de revêtement en poudre |
US8034853B2 (en) | 2009-04-28 | 2011-10-11 | E.I. Du Pont De Nemours And Company | Powder coating composition |
EP2316893A1 (fr) | 2009-10-28 | 2011-05-04 | Dupont Powder Coatings France S.A.S. | Procédé de fabrication de compositions de revêtement en poudre |
Also Published As
Publication number | Publication date |
---|---|
WO2006047238A3 (fr) | 2008-12-24 |
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