NL1007052C2 - Bindmiddelsamenstelling voor poederverfformuleringen. - Google Patents

Bindmiddelsamenstelling voor poederverfformuleringen. Download PDF

Info

Publication number: NL1007052C2
Authority: NL; Netherlands
Prior art keywords: binder composition; unsaturated; acid; isocyanate; crosslinker
Prior art date: 1997-09-17

Application number

NL1007052A

Other languages

English (en)

Dutch (nl)

Inventor

Richard Antonius Bayards

Saskia Udding-Louwrier

Evert Sjoert De Jong

Original Assignee

Dsm Nv

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.)

1997-09-17

Filing date

1997-09-17

Publication date

1999-03-18

1997-09-17 Priority to NL1007052A priority Critical patent/NL1007052C2/nl

1997-09-17 Application filed by Dsm Nv filed Critical Dsm Nv

1998-08-21 Priority to CA002303931A priority patent/CA2303931C/en

1998-08-21 Priority to EP98966974A priority patent/EP1023353B1/de

1998-08-21 Priority to CN98809193A priority patent/CN1122059C/zh

1998-08-21 Priority to AU22471/99A priority patent/AU742773B2/en

1998-08-21 Priority to DE69821786T priority patent/DE69821786T2/de

1998-08-21 Priority to ES98966974T priority patent/ES2216355T3/es

1998-08-21 Priority to PCT/NL1998/000475 priority patent/WO1999014254A1/en

1998-08-21 Priority to KR1020007002634A priority patent/KR100612537B1/ko

1998-08-21 Priority to PL98339294A priority patent/PL339294A1/xx

1998-08-21 Priority to AT98966974T priority patent/ATE259841T1/de

1998-08-21 Priority to JP2000511801A priority patent/JP2001516779A/ja

1998-08-25 Priority to TW087114006A priority patent/TW503252B/zh

1998-09-15 Priority to MYPI98004220A priority patent/MY118602A/en

1999-03-18 Application granted granted Critical

1999-03-18 Publication of NL1007052C2 publication Critical patent/NL1007052C2/nl

2000-03-08 Priority to US09/522,764 priority patent/US6291581B1/en

2000-03-16 Priority to NO20001380A priority patent/NO20001380L/no

Links

239000000203 mixture Substances 0.000 title claims abstract description 41
239000000843 powder Substances 0.000 title claims abstract description 25
239000011230 binding agent Substances 0.000 title claims abstract description 23
239000003973 paint Substances 0.000 title claims abstract description 19
238000009472 formulation Methods 0.000 title claims abstract description 12
239000004971 Cross linker Substances 0.000 claims abstract description 25
229920000642 polymer Polymers 0.000 claims abstract description 12
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims abstract description 8
239000007787 solid Substances 0.000 claims abstract description 6
ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 claims abstract description 4
229920000058 polyacrylate Polymers 0.000 claims description 17
229920005989 resin Polymers 0.000 claims description 16
239000011347 resin Substances 0.000 claims description 16
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
238000000576 coating method Methods 0.000 claims description 13
229920006305 unsaturated polyester Polymers 0.000 claims description 13
239000011248 coating agent Substances 0.000 claims description 11
239000012948 isocyanate Substances 0.000 claims description 11
229920000728 polyester Polymers 0.000 claims description 11
150000002513 isocyanates Chemical class 0.000 claims description 10
229910052751 metal Inorganic materials 0.000 claims description 9
239000002184 metal Substances 0.000 claims description 9
239000000758 substrate Substances 0.000 claims description 8
239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
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 description 4
KTIBRDNFZLYLNA-UHFFFAOYSA-N 2-(2-hydroxyethenoxy)ethenol Chemical compound OC=COC=CO KTIBRDNFZLYLNA-UHFFFAOYSA-N 0.000 claims description 2
239000002023 wood Substances 0.000 claims description 2
WNDGYSAPUSZBGM-UHFFFAOYSA-N 1-isocyanato-1,2-dimethylcyclohexane Chemical group CC1CCCCC1(C)N=C=O WNDGYSAPUSZBGM-UHFFFAOYSA-N 0.000 claims 1
238000011835 investigation Methods 0.000 claims 1
230000005855 radiation Effects 0.000 abstract description 5
239000002253 acid Substances 0.000 description 13
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
-1 alcohol compound Chemical class 0.000 description 11
238000002360 preparation method Methods 0.000 description 10
238000006243 chemical reaction Methods 0.000 description 9
150000001875 compounds Chemical class 0.000 description 9
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
238000002474 experimental method Methods 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
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238000001723 curing Methods 0.000 description 6
229920006395 saturated elastomer Polymers 0.000 description 6
150000007513 acids Chemical class 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
238000000034 method Methods 0.000 description 5
239000000178 monomer Substances 0.000 description 5
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 4
YUDBKSANIWMLCU-UHFFFAOYSA-N 3,4-dichlorophthalic acid Chemical compound OC(=O)C1=CC=C(Cl)C(Cl)=C1C(O)=O YUDBKSANIWMLCU-UHFFFAOYSA-N 0.000 description 4
HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
150000001298 alcohols Chemical class 0.000 description 4
XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 3
229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
150000001252 acrylic acid derivatives Chemical class 0.000 description 3
239000000654 additive Substances 0.000 description 3
150000008064 anhydrides Chemical class 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
238000005516 engineering process Methods 0.000 description 3
239000001530 fumaric acid Substances 0.000 description 3
125000000524 functional group Chemical group 0.000 description 3
150000002334 glycols Chemical class 0.000 description 3
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 3
239000003999 initiator Substances 0.000 description 3
150000002763 monocarboxylic acids Chemical class 0.000 description 3
239000000049 pigment Substances 0.000 description 3
239000004033 plastic Substances 0.000 description 3
238000010526 radical polymerization reaction Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 2
UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
239000004593 Epoxy Substances 0.000 description 2
239000005058 Isophorone diisocyanate Substances 0.000 description 2
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
238000003848 UV Light-Curing Methods 0.000 description 2
ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 2
238000007259 addition reaction Methods 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
239000001361 adipic acid Substances 0.000 description 2
235000011037 adipic acid Nutrition 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 2
239000012975 dibutyltin dilaurate Substances 0.000 description 2
150000002009 diols Chemical class 0.000 description 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
238000001227 electron beam curing Methods 0.000 description 2
238000007590 electrostatic spraying Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
230000004907 flux Effects 0.000 description 2
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238000005227 gel permeation chromatography Methods 0.000 description 2
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
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QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
239000011976 maleic acid Substances 0.000 description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
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ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
239000000123 paper Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
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238000006116 polymerization reaction Methods 0.000 description 2
239000004814 polyurethane Substances 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
238000003847 radiation curing Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
238000001029 thermal curing Methods 0.000 description 2
ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
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229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
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125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
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125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
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UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
MGYGFNQQGAQEON-UHFFFAOYSA-N 4-tolyl isocyanate Chemical compound CC1=CC=C(N=C=O)C=C1 MGYGFNQQGAQEON-UHFFFAOYSA-N 0.000 description 1
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239000004925 Acrylic resin Substances 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
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239000005639 Lauric acid Substances 0.000 description 1
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239000005642 Oleic acid Substances 0.000 description 1
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239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
LFOXEOLGJPJZAA-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2,4,4-trimethylpentyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(CC(C)CC(C)(C)C)C(=O)C1=C(OC)C=CC=C1OC LFOXEOLGJPJZAA-UHFFFAOYSA-N 0.000 description 1
KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
239000012965 benzophenone Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
ZNAAXKXXDQLJIX-UHFFFAOYSA-N bis(2-cyclohexyl-3-hydroxyphenyl)methanone Chemical compound C1CCCCC1C=1C(O)=CC=CC=1C(=O)C1=CC=CC(O)=C1C1CCCCC1 ZNAAXKXXDQLJIX-UHFFFAOYSA-N 0.000 description 1
YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 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
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000011111 cardboard Substances 0.000 description 1
229940072282 cardura Drugs 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
238000010538 cationic polymerization reaction Methods 0.000 description 1
239000011093 chipboard Substances 0.000 description 1
HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
229940018557 citraconic acid Drugs 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
238000007872 degassing Methods 0.000 description 1
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
125000005442 diisocyanate group Chemical group 0.000 description 1
MZRQZJOUYWKDNH-UHFFFAOYSA-N diphenylphosphoryl-(2,3,4-trimethylphenyl)methanone Chemical compound CC1=C(C)C(C)=CC=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MZRQZJOUYWKDNH-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
RUZYUOTYCVRMRZ-UHFFFAOYSA-N doxazosin Chemical compound C1OC2=CC=CC=C2OC1C(=O)N(CC1)CCN1C1=NC(N)=C(C=C(C(OC)=C2)OC)C2=N1 RUZYUOTYCVRMRZ-UHFFFAOYSA-N 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
125000003700 epoxy group Chemical group 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction 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
239000011094 fiberboard Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
WCASXYBKJHWFMY-UHFFFAOYSA-N gamma-methylallyl alcohol Natural products CC=CCO WCASXYBKJHWFMY-UHFFFAOYSA-N 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000009477 glass transition Effects 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
239000004611 light stabiliser Substances 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
125000000896 monocarboxylic acid group Chemical group 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
DDBNQTLBNWVNAS-UHFFFAOYSA-N o-ethenylhydroxylamine Chemical class NOC=C DDBNQTLBNWVNAS-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
235000021313 oleic acid Nutrition 0.000 description 1
150000002924 oxiranes Chemical class 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920005672 polyolefin resin Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000003068 static effect Effects 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
238000003786 synthesis reaction 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
239000012855 volatile organic compound Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1
INRGAWUQFOBNKL-UHFFFAOYSA-N {4-[(Vinyloxy)methyl]cyclohexyl}methanol Chemical compound OCC1CCC(COC=C)CC1 INRGAWUQFOBNKL-UHFFFAOYSA-N 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
- 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
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/6715—Unsaturated monofunctional alcohols or amines
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/68—Unsaturated polyesters
- C08G18/683—Unsaturated polyesters containing cyclic 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
- C08G2150/00—Compositions for coatings
- C08G2150/20—Compositions for powder coatings

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Materials Engineering (AREA)
Engineering & Computer Science (AREA)
Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Paints Or Removers (AREA)
Macromonomer-Based Addition Polymer (AREA)
Nonmetallic Welding Materials (AREA)
Road Signs Or Road Markings (AREA)
Inorganic Insulating Materials (AREA)
Polyurethanes Or Polyureas (AREA)

NL1007052A 1997-09-17 1997-09-17 Bindmiddelsamenstelling voor poederverfformuleringen. NL1007052C2 (nl)

Priority Applications (16)

Application Number	Priority Date	Filing Date	Title
NL1007052A NL1007052C2 (nl)	1997-09-17	1997-09-17	Bindmiddelsamenstelling voor poederverfformuleringen.
AT98966974T ATE259841T1 (de)	1997-09-17	1998-08-21	Pulverbeschichtungszusammensetzung
CN98809193A CN1122059C (zh)	1997-09-17	1998-08-21	粉末涂料粘合剂组合物
AU22471/99A AU742773B2 (en)	1997-09-17	1998-08-21	Powder paint binder composition
DE69821786T DE69821786T2 (de)	1997-09-17	1998-08-21	Pulverbeschichtungszusammensetzung
ES98966974T ES2216355T3 (es)	1997-09-17	1998-08-21	Composicion aglutinante para pinturas en polvo.
CA002303931A CA2303931C (en)	1997-09-17	1998-08-21	Powder paint binder composition
KR1020007002634A KR100612537B1 (ko)	1997-09-17	1998-08-21	분말 페인트 결합제 조성물
PL98339294A PL339294A1 (en)	1997-09-17	1998-08-21	Dry powdered paint binder
EP98966974A EP1023353B1 (de)	1997-09-17	1998-08-21	Pulverbeschichtungszusammensetzung
JP2000511801A JP2001516779A (ja)	1997-09-17	1998-08-21	粉体塗料バインダー組成物
PCT/NL1998/000475 WO1999014254A1 (en)	1997-09-17	1998-08-21	Powder paint binder composition
TW087114006A TW503252B (en)	1997-09-17	1998-08-25	Powder paint binder composition
MYPI98004220A MY118602A (en)	1997-09-17	1998-09-15	Powder paint binder composition
US09/522,764 US6291581B1 (en)	1997-09-17	2000-03-08	Powder paint binder composition
NO20001380A NO20001380L (no)	1997-09-17	2000-03-16	Bindemiddel for pulvermaling

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
NL1007052A NL1007052C2 (nl)	1997-09-17	1997-09-17	Bindmiddelsamenstelling voor poederverfformuleringen.
NL1007052		1997-09-17

Publications (1)

Publication Number	Publication Date
NL1007052C2 true NL1007052C2 (nl)	1999-03-18

Family

ID=19765689

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL1007052A NL1007052C2 (nl)	1997-09-17	1997-09-17	Bindmiddelsamenstelling voor poederverfformuleringen.

Country Status (16)

Country	Link
US (1)	US6291581B1 (de)
EP (1)	EP1023353B1 (de)
JP (1)	JP2001516779A (de)
KR (1)	KR100612537B1 (de)
CN (1)	CN1122059C (de)
AT (1)	ATE259841T1 (de)
AU (1)	AU742773B2 (de)
CA (1)	CA2303931C (de)
DE (1)	DE69821786T2 (de)
ES (1)	ES2216355T3 (de)
MY (1)	MY118602A (de)
NL (1)	NL1007052C2 (de)
NO (1)	NO20001380L (de)
PL (1)	PL339294A1 (de)
TW (1)	TW503252B (de)
WO (1)	WO1999014254A1 (de)

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US6136882A (en) *	1998-08-19	2000-10-24	Morton International Inc.	Non-hazing UV curable powder coatings containing crystalline resins
DE19947522A1 (de) *	1999-10-02	2001-04-05	Basf Ag	Polymerisierbare olefinisch ungesättigte Doppelbindungen enthaltende feste aliphatische Polyurethane auf der Basis linearer Diisocyanate und ihre Verwendung
DE19947521A1 (de)	1999-10-02	2001-04-05	Basf Coatings Ag	Mit aktinischer Strahlung aktivierbare Bindungen enthaltendes festes Stoffgemisch und seine Verwendung
DE10002805A1 (de)	2000-01-24	2001-07-26	Basf Coatings Ag	Strahlenhärtbare Pulverlacke
DE10009822C1 (de) *	2000-03-01	2001-12-06	Basf Coatings Ag	Verfahren zur Herstellung von Beschichtungen, Klebschichten oder Dichtungen für grundierte oder ungrundierte Substrate und Substrate
WO2002004539A1 (en) *	2000-07-11	2002-01-17	Akzo Nobel N.V.	Radiation curable coating composition comprising an abrasion resistance enhancement agent
DE10063159A1 (de)	2000-12-18	2002-07-04	Basf Coatings Ag	Mit aktinischer Strahlung aktivierbare Blends aus kristallinen und amorphen Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung
EP1258296A1 (de) *	2001-05-18	2002-11-20	Dsm N.V.	Pulverbeschichtetes poröses Substrat und Verfahren zur Pulverbeschichtung eines porösen Substrats
DE10126651A1 (de)	2001-06-01	2002-12-12	Basf Coatings Ag	Pulverlacksuspensionen (Pulverslurries) und Pulverlacke, Verfahren zu ihrer Herstellung und ihre Verwendung
DE10130972C1 (de)	2001-06-27	2002-11-07	Basf Coatings Ag	Verfahren zur Herstellung von Beschichtungen aus thermisch und mit aktinischer Strahlung härtbaren Beschichtungsstoffen und mit dem Verfahren herstellbare Lackierungen
DE10163826A1 (de)	2001-12-22	2003-07-03	Degussa	Strahlen härtbare Pulverlackzusammensetzungen und deren Verwendung
DE10163825A1 (de) *	2001-12-22	2003-07-03	Degussa	Pulverlackzusammensetzungen aus kristallinen Urethanacrylaten und deren Verwendung
DE10205065A1 (de) *	2002-02-07	2003-08-21	Ashland Suedchemie Kernfest	Cyclopentadien-Addukte enthaltende Zusammensetzungen und ihre Verwendung für chemikalienbeständige Beschichtungen
DE10353638A1 (de)	2003-11-17	2005-06-23	Basf Coatings Ag	Strukturviskose, wässrige Dispersionen, Verfahren zu ihrer Herstellung und ihre Verwendung
DE10356041A1 (de) *	2003-12-01	2005-06-23	Bayer Materialscience Ag	Feste,strahlenhärtende Bindemittel mit Reaktivverdünnern
DE10361437A1 (de) *	2003-12-23	2005-07-28	Eckart Gmbh & Co. Kg	Metallpigmente mit vernetzbarer Bindemittelbeschichtung, Beschichtungszusammensetzung, Verfahren zur Herstellung der beschichteten Metallpigmente und deren Verwendung
EP1621567A1 (de) *	2004-07-28	2006-02-01	DSM IP Assets B.V.	Polyesterharzzusammensetzungen mit verminderter Emission flüchtiger organischer Verbindungen
US8436095B2 (en) *	2005-06-23	2013-05-07	Ppg Industries Ohio, Inc.	Powder coating compositions, mid-gloss range coatings, related methods and substrates
EA019920B1 (ru)	2007-12-03	2014-07-30	ДСМ АйПи АССЕТС Б.В.	Система и способ изготовления бусин
DE102008054283A1 (de)	2008-11-03	2010-06-02	Basf Coatings Japan Ltd., Yokohama	Farb- und/oder effektgebende Mehrschichtlackierungen mit pigmentfreien Lackierungen als Füller-Ersatz, ihre Herstellung und Verwendung
RU2520460C2 (ru) *	2008-11-07	2014-06-27	ДСМ АйПи АССЕТС Б.В.	Композиция термоотверждаемого порошкового покрытия
US10035872B2 (en)	2010-04-01	2018-07-31	Ppg Industries Ohio, Inc.	Branched polyester-urethane resins and coatings comprising the same
US9695264B2 (en) *	2010-04-01	2017-07-04	Ppg Industries Ohio, Inc.	High functionality polyesters and coatings comprising the same
US9115241B2 (en)	2010-04-01	2015-08-25	Ppg Industries Ohio, Inc.	Branched polyester polymers and soft touch coatings comprising the same
ES2620237T3 (es)	2010-05-06	2017-06-28	Dsm Ip Assets B.V.	Composición de recubrimiento en polvo termocurable de curado a baja temperatura que comprende una resina de poliéster cristalina, una resina de poliéster amorfa, un agente de reticulación y un iniciador de radicales térmico
AU2011249732B2 (en)	2010-05-06	2013-12-12	Covestro (Netherlands) B.V.	Low temperature heat-curable powder coating composition comprising a crystalline polyester resin, an amorphous resin and a peroxide
ES2634991T3 (es)	2013-04-26	2017-10-02	Dsm Ip Assets B.V.	Resinas de uretano funcionalizadas con vinilo para composiciones de revestimiento en polvo
WO2015075186A1 (en)	2013-11-21	2015-05-28	Dsm Ip Assets B.V.	Thermosetting powder coating compositions comprising methyl-substituted benzoyl peroxide
DE102014007805A1 (de)	2014-05-27	2015-12-03	WindplusSonne GmbH	Solarabsorber, Verfahren zu seiner Herstellung und seine Verwendung
WO2021094242A1 (en) *	2019-11-15	2021-05-20	Basf Coatings	A low voc resin composition, its obtained resin and a coating composition comprising the same
CN111808525B (zh) *	2020-09-07	2021-01-19	佛山宜可居新材料有限公司	一种多相结构uv光固化粉末涂料树脂及其制备方法

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WO1993019132A2 (en) *	1992-03-19	1993-09-30	Dsm N.V.	Binder composition for powder coatings based on unsaturated polyesters
EP0580219A1 (de) *	1992-07-21	1994-01-26	Dsm N.V.	Verfahren zur Herstellung eines dreidimensional geformten, beschichteten Objekts
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1997
- 1997-09-17 NL NL1007052A patent/NL1007052C2/nl not_active IP Right Cessation
1998
- 1998-08-21 WO PCT/NL1998/000475 patent/WO1999014254A1/en not_active Ceased
- 1998-08-21 AT AT98966974T patent/ATE259841T1/de active
- 1998-08-21 EP EP98966974A patent/EP1023353B1/de not_active Expired - Lifetime
- 1998-08-21 DE DE69821786T patent/DE69821786T2/de not_active Expired - Lifetime
- 1998-08-21 PL PL98339294A patent/PL339294A1/xx unknown
- 1998-08-21 JP JP2000511801A patent/JP2001516779A/ja active Pending
- 1998-08-21 KR KR1020007002634A patent/KR100612537B1/ko not_active Expired - Fee Related
- 1998-08-21 CA CA002303931A patent/CA2303931C/en not_active Expired - Fee Related
- 1998-08-21 ES ES98966974T patent/ES2216355T3/es not_active Expired - Lifetime
- 1998-08-21 AU AU22471/99A patent/AU742773B2/en not_active Ceased
- 1998-08-21 CN CN98809193A patent/CN1122059C/zh not_active Expired - Fee Related
- 1998-08-25 TW TW087114006A patent/TW503252B/zh not_active IP Right Cessation
- 1998-09-15 MY MYPI98004220A patent/MY118602A/en unknown
2000
- 2000-03-08 US US09/522,764 patent/US6291581B1/en not_active Expired - Lifetime
- 2000-03-16 NO NO20001380A patent/NO20001380L/no not_active Application Discontinuation

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Publication number	Priority date	Publication date	Assignee	Title
EP0356847A2 (de) *	1988-09-01	1990-03-07	Wolff Walsrode Aktiengesellschaft	Allylurethane und ihre Verwendung zur Herstellung von Lacken
WO1993019132A2 (en) *	1992-03-19	1993-09-30	Dsm N.V.	Binder composition for powder coatings based on unsaturated polyesters
EP0580219A1 (de) *	1992-07-21	1994-01-26	Dsm N.V.	Verfahren zur Herstellung eines dreidimensional geformten, beschichteten Objekts
EP0702067A2 (de) *	1994-09-14	1996-03-20	Hoechst Aktiengesellschaft	Bindemittel für Pulverlacke

Also Published As

Publication number	Publication date
US6291581B1 (en)	2001-09-18
PL339294A1 (en)	2000-12-04
CA2303931A1 (en)	1999-03-25
WO1999014254A1 (en)	1999-03-25
CA2303931C (en)	2008-06-17
NO20001380L (no)	2000-05-05
EP1023353A1 (de)	2000-08-02
KR20010023934A (ko)	2001-03-26
ES2216355T3 (es)	2004-10-16
TW503252B (en)	2002-09-21
KR100612537B1 (ko)	2006-08-11
DE69821786D1 (de)	2004-03-25
CN1270605A (zh)	2000-10-18
EP1023353B1 (de)	2004-02-18
NO20001380D0 (no)	2000-03-16
AU742773B2 (en)	2002-01-10
MY118602A (en)	2004-12-31
ATE259841T1 (de)	2004-03-15
AU2247199A (en)	1999-04-05
DE69821786T2 (de)	2004-12-30
JP2001516779A (ja)	2001-10-02
CN1122059C (zh)	2003-09-24

Legal Events

Date	Code	Title	Description
1999-05-03	PD2B	A search report has been drawn up
2005-12-01	SD	Assignments of patents	Owner name: DSM IP ASSETS B.V. Effective date: 20050915
2005-12-01	TD	Modifications of names of proprietors of patents	Owner name: KONINKLIJKE DSM N.V. Effective date: 20050915
2007-06-01	VD1	Lapsed due to non-payment of the annual fee	Effective date: 20070401

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