CA2066638C - Powder coating compositions - Google Patents

Powder coating compositions

Info

Publication number: CA2066638C
Authority: CA; Canada
Prior art keywords: adduct; residues; diol; weight percent; coating composition
Prior art date: 1989-11-20
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA002066638A

Other languages

English (en)

French (fr)

Other versions

CA2066638A1 (en

Inventor

Yeong-Ho Chang

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Eastman Chemical Co

Original Assignee

Eastman Chemical Co

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.)

1989-11-20

Filing date

1990-11-13

Publication date

1997-09-16

1990-11-13 Application filed by Eastman Chemical Co filed Critical Eastman Chemical Co

1991-05-21 Publication of CA2066638A1 publication Critical patent/CA2066638A1/en

1997-09-16 Application granted granted Critical

1997-09-16 Publication of CA2066638C publication Critical patent/CA2066638C/en

2010-11-13 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000008199 coating composition Substances 0.000 title claims abstract description 84
239000000843 powder Substances 0.000 title claims abstract description 82
229920000728 polyester Polymers 0.000 claims abstract description 117
238000004132 cross linking Methods 0.000 claims abstract description 40
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims abstract description 34
239000005058 Isophorone diisocyanate Substances 0.000 claims abstract description 33
229920001187 thermosetting polymer Polymers 0.000 claims abstract description 23
PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical class O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 claims abstract description 11
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 60
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 40
239000000203 mixture Substances 0.000 claims description 40
150000002009 diols Chemical class 0.000 claims description 32
239000002253 acid Substances 0.000 claims description 26
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 24
230000008018 melting Effects 0.000 claims description 24
238000002844 melting Methods 0.000 claims description 24
KKEYFWRCBNTPAC-UHFFFAOYSA-N terephthalic acid group Chemical group C(C1=CC=C(C(=O)O)C=C1)(=O)O KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 22
239000002245 particle Substances 0.000 claims description 21
238000010438 heat treatment Methods 0.000 claims description 16
229920000642 polymer Polymers 0.000 claims description 15
239000002904 solvent Substances 0.000 claims description 13
244000028419 Styrax benzoin Species 0.000 claims description 12
235000000126 Styrax benzoin Nutrition 0.000 claims description 12
235000008411 Sumatra benzointree Nutrition 0.000 claims description 12
229960002130 benzoin Drugs 0.000 claims description 12
238000000113 differential scanning calorimetry Methods 0.000 claims description 12
230000004927 fusion Effects 0.000 claims description 12
235000019382 gum benzoic Nutrition 0.000 claims description 12
PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical group OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims description 10
239000003431 cross linking reagent Substances 0.000 claims description 10
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 9
239000003054 catalyst Substances 0.000 claims description 9
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical group OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 9
229910052751 metal Inorganic materials 0.000 claims description 8
239000002184 metal Substances 0.000 claims description 8
125000001931 aliphatic group Chemical group 0.000 claims description 7
230000015572 biosynthetic process Effects 0.000 claims description 7
230000009477 glass transition Effects 0.000 claims description 6
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical group OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 6
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 6
229910000831 Steel Inorganic materials 0.000 claims description 5
150000001875 compounds Chemical class 0.000 claims description 5
XRZIOLZRKBOXPA-UHFFFAOYSA-N diazetidine-3,4-dione Chemical compound O=C1NNC1=O XRZIOLZRKBOXPA-UHFFFAOYSA-N 0.000 claims description 5
239000010959 steel Substances 0.000 claims description 5
-1 1,3-diazetidine-2,4-dionediyl radical Chemical group 0.000 claims description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid group Chemical group C(CCCCC(=O)O)(=O)O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical group OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 claims description 3
229920000058 polyacrylate Polymers 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 2
239000007795 chemical reaction product Substances 0.000 claims 10
OMIVCRYZSXDGAB-UHFFFAOYSA-N 1,4-butanediyl Chemical group [CH2]CC[CH2] OMIVCRYZSXDGAB-UHFFFAOYSA-N 0.000 claims 2
150000003254 radicals Chemical class 0.000 claims 1
238000000576 coating method Methods 0.000 abstract description 87
239000011248 coating agent Substances 0.000 description 27
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 26
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 20
239000000463 material Substances 0.000 description 19
238000000034 method Methods 0.000 description 16
239000003795 chemical substances by application Substances 0.000 description 13
229910052757 nitrogen Inorganic materials 0.000 description 13
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 11
239000012975 dibutyltin dilaurate Substances 0.000 description 11
239000000155 melt Substances 0.000 description 11
239000004408 titanium dioxide Substances 0.000 description 10
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
238000002425 crystallisation Methods 0.000 description 8
230000008025 crystallization Effects 0.000 description 8
239000007788 liquid Substances 0.000 description 7
239000005056 polyisocyanate Substances 0.000 description 7
229920001228 polyisocyanate Polymers 0.000 description 7
241000287828 Gallus gallus Species 0.000 description 6
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
239000011541 reaction mixture Substances 0.000 description 6
239000007787 solid Substances 0.000 description 6
239000000758 substrate Substances 0.000 description 6
239000006188 syrup Substances 0.000 description 6
235000020357 syrup Nutrition 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
239000000126 substance Substances 0.000 description 5
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
230000007704 transition Effects 0.000 description 4
230000000052 comparative effect Effects 0.000 description 3
125000001261 isocyanato group Chemical group *N=C=O 0.000 description 3
239000013638 trimer Substances 0.000 description 3
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 2
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
FQXGHZNSUOHCLO-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3-cyclobutanediol Chemical compound CC1(C)C(O)C(C)(C)C1O FQXGHZNSUOHCLO-UHFFFAOYSA-N 0.000 description 2
DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 description 2
BUYHVRZQBLVJOO-UHFFFAOYSA-N 2-ethyl-2,4-dimethylhexane-1,3-diol Chemical compound CCC(C)C(O)C(C)(CC)CO BUYHVRZQBLVJOO-UHFFFAOYSA-N 0.000 description 2
QNKRHLZUPSSIPN-UHFFFAOYSA-N 2-ethyl-2-(2-methylpropyl)propane-1,3-diol Chemical compound CCC(CO)(CO)CC(C)C QNKRHLZUPSSIPN-UHFFFAOYSA-N 0.000 description 2
229920013683 Celanese Polymers 0.000 description 2
YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
125000002723 alicyclic group Chemical group 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 2
238000000151 deposition Methods 0.000 description 2
230000008021 deposition Effects 0.000 description 2
239000000539 dimer Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
125000003827 glycol group Chemical group 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
239000000049 pigment Substances 0.000 description 2
229920000166 polytrimethylene carbonate Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
230000002441 reversible effect Effects 0.000 description 2
238000005245 sintering Methods 0.000 description 2
239000000725 suspension Substances 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
229920001169 thermoplastic Polymers 0.000 description 2
239000004416 thermosoftening plastic Substances 0.000 description 2
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 2
WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical group CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
229920005789 ACRONAL® acrylic binder Polymers 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical group CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
238000005452 bending Methods 0.000 description 1
239000002981 blocking agent Substances 0.000 description 1
230000000903 blocking effect Effects 0.000 description 1
239000006085 branching agent Substances 0.000 description 1
238000007707 calorimetry Methods 0.000 description 1
238000009924 canning Methods 0.000 description 1
235000013351 cheese Nutrition 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000013329 compounding Methods 0.000 description 1
230000006378 damage Effects 0.000 description 1
239000003599 detergent Substances 0.000 description 1
JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
150000004047 diazetidines Chemical class 0.000 description 1
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
125000005442 diisocyanate group Chemical group 0.000 description 1
238000007580 dry-mixing Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000004924 electrostatic deposition Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000005227 gel permeation chromatography Methods 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000000227 grinding Methods 0.000 description 1
239000003779 heat-resistant material Substances 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
150000002531 isophthalic acids Chemical class 0.000 description 1
238000011068 loading method Methods 0.000 description 1
239000002932 luster Substances 0.000 description 1
229910001092 metal group alloy Inorganic materials 0.000 description 1
239000007769 metal material Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000000178 monomer Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
150000003022 phthalic acids Chemical class 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
230000002028 premature Effects 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
238000000646 scanning calorimetry Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000003860 storage Methods 0.000 description 1
238000004448 titration Methods 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4202—Two or more polyesters of different physical or chemical nature
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
- C08G18/4208—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
- C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
- C08G18/423—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing cycloaliphatic groups
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/798—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing urethdione groups
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
- C08G18/8006—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
- C08G18/8009—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203
- C08G18/8012—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203 with diols
- 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
- C08G2150/00—Compositions for coatings
- C08G2150/20—Compositions for powder coatings
- 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
- C08G2250/00—Compositions for preparing crystalline polymers

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Paints Or Removers (AREA)
Polyurethanes Or Polyureas (AREA)

CA002066638A 1989-11-20 1990-11-13 Powder coating compositions Expired - Fee Related CA2066638C (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US43812889A	1989-11-20	1989-11-20
US438,128		1989-11-20

Publications (2)

Publication Number	Publication Date
CA2066638A1 CA2066638A1 (en)	1991-05-21
CA2066638C true CA2066638C (en)	1997-09-16

Family

ID=23739348

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002066638A Expired - Fee Related CA2066638C (en)	1989-11-20	1990-11-13	Powder coating compositions

Country Status (5)

Country	Link
EP (1)	EP0502006A1 (de)
JP (1)	JPH05502050A (de)
KR (1)	KR927003678A (de)
CA (1)	CA2066638C (de)
WO (1)	WO1991007452A1 (de)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR940702520A (ko) *	1991-08-27	1994-08-20	알프레드 피. 로렌조	열경화성 분말 피복조성물(thermosetting powder coating compositions)
JPH05209138A (ja) *	1992-01-29	1993-08-20	Nippon Ester Co Ltd	粉体塗料用樹脂組成物
DE19616496A1 (de) *	1996-04-25	1997-10-30	Bayer Ag	Abspaltfreier Polyurethan-Pulverlack mit niedriger Einbrenntemperatur
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US7485729B2 (en)	2004-08-12	2009-02-03	King Industries, Inc.	Organometallic compositions and coating compositions
DE102008045224A1 (de)	2008-08-30	2010-03-04	Bayer Materialscience Ag	Pulverlack
US8912113B2 (en)	2011-03-06	2014-12-16	King Industries, Inc.	Compositions of a metal amidine complex and second compound, coating compositions comprising same
US20220251280A1 (en)	2019-07-11	2022-08-11	Covestro Intellectual Property Gmbh & Co. Kg	Process of preparing allophanate- and/or thioallophanate group-containing compounds
EP3763762A1 (de)	2019-07-11	2021-01-13	Covestro Intellectual Property GmbH & Co. KG	Polyuretdion-pulverlack
EP3872108A1 (de)	2020-02-28	2021-09-01	Covestro Intellectual Property GmbH & Co. KG	Uretdiongruppen enthaltende zusammensetzungen
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1990
- 1990-11-13 WO PCT/US1990/006530 patent/WO1991007452A1/en not_active Ceased
- 1990-11-13 EP EP90916956A patent/EP0502006A1/de not_active Ceased
- 1990-11-13 KR KR1019920701185A patent/KR927003678A/ko not_active Abandoned
- 1990-11-13 CA CA002066638A patent/CA2066638C/en not_active Expired - Fee Related
- 1990-11-13 JP JP2515723A patent/JPH05502050A/ja active Pending

Also Published As

Publication number	Publication date
CA2066638A1 (en)	1991-05-21
EP0502006A1 (de)	1992-09-09
KR927003678A (ko)	1992-12-18
WO1991007452A1 (en)	1991-05-30
JPH05502050A (ja)	1993-04-15

Legal Events

Date	Code	Title	Description
1992-03-23	EEER	Examination request
2000-11-14	MKLA	Lapsed

Publication	Publication Date	Title
EP0408465B1 (de)	1994-03-02	Halbkristalline Polyester, deren Mischungen mit amorphen Polyestern sowie auf solchen Mischungen basierte Pulverlackzusammensetzungen
US5614323A (en)	1997-03-25	Powder coating compositions
US5028682A (en)	1991-07-02	Oxime-blocked polysicyanates and polyester and powder coating compositions containing such oxide-blocked polyisocyanates
US4973646A (en)	1990-11-27	Powder coating compositions
US5160792A (en)	1992-11-03	Thermosetting powder coating compositions
CA2066638C (en)	1997-09-16	Powder coating compositions
US4920008A (en)	1990-04-24	Powder coating compositions
CA2044148C (en)	1995-11-28	Powder coating compositions
CA2115763A1 (en)	1993-03-04	Thermosetting powder coating compositions
EP0540633A1 (de)	1993-05-12	Pulver-beschichtungsmassen zur herstellung matter beschichtungen
EP0540639B1 (de)	1995-09-13	Pulver-beschichtungsmasse
US4957814A (en)	1990-09-18	Powder coating compositions
US5095087A (en)	1992-03-10	Oxime-blocked polyisocyanates and polyester and powder coating compositions containing such oxime-blocked polyisocyanates