HRP20010757A2 - Matting agents for thermally curable systems - Google Patents
Matting agents for thermally curable systems Download PDFInfo
- Publication number
- HRP20010757A2 HRP20010757A2 HR20010757A HRP20010757A HRP20010757A2 HR P20010757 A2 HRP20010757 A2 HR P20010757A2 HR 20010757 A HR20010757 A HR 20010757A HR P20010757 A HRP20010757 A HR P20010757A HR P20010757 A2 HRP20010757 A2 HR P20010757A2
- Authority
- HR
- Croatia
- Prior art keywords
- epoxy
- coating agent
- carboxyl
- equivalents
- substance
- Prior art date
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- 239000006224 matting agent Substances 0.000 title 1
- 239000000126 substance Substances 0.000 claims description 109
- 239000000203 mixture Substances 0.000 claims description 85
- 239000011248 coating agent Substances 0.000 claims description 83
- 229920000642 polymer Polymers 0.000 claims description 47
- 239000004593 Epoxy Substances 0.000 claims description 45
- 125000003700 epoxy group Chemical group 0.000 claims description 36
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 35
- -1 polyethylene Polymers 0.000 claims description 33
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 32
- 229910052751 metal Inorganic materials 0.000 claims description 32
- 239000002184 metal Substances 0.000 claims description 32
- 239000000178 monomer Substances 0.000 claims description 30
- 229920000728 polyester Polymers 0.000 claims description 30
- 238000006116 polymerization reaction Methods 0.000 claims description 28
- 238000000576 coating method Methods 0.000 claims description 25
- 239000003431 cross linking reagent Substances 0.000 claims description 21
- 239000004848 polyfunctional curative Substances 0.000 claims description 21
- 229920000058 polyacrylate Polymers 0.000 claims description 17
- 239000000843 powder Substances 0.000 claims description 17
- NEPKLUNSRVEBIX-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OCC2OC2)C=CC=1C(=O)OCC1CO1 NEPKLUNSRVEBIX-UHFFFAOYSA-N 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 16
- 239000011230 binding agent Substances 0.000 claims description 15
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 claims description 14
- 239000000654 additive Substances 0.000 claims description 12
- 238000004132 cross linking Methods 0.000 claims description 12
- 150000003751 zinc Chemical class 0.000 claims description 11
- 230000008901 benefit Effects 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000000470 constituent Substances 0.000 claims description 10
- 229920001519 homopolymer Polymers 0.000 claims description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 9
- 238000002844 melting Methods 0.000 claims description 9
- 230000008018 melting Effects 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 229910052725 zinc Inorganic materials 0.000 claims description 9
- 239000011701 zinc Substances 0.000 claims description 9
- PGNWIWKMXVDXHP-UHFFFAOYSA-L zinc;1,3-benzothiazole-2-thiolate Chemical compound [Zn+2].C1=CC=C2SC([S-])=NC2=C1.C1=CC=C2SC([S-])=NC2=C1 PGNWIWKMXVDXHP-UHFFFAOYSA-L 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 239000004793 Polystyrene Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 229920002223 polystyrene Polymers 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 6
- YNOWBNNLZSSIHM-UHFFFAOYSA-N tris(oxiran-2-ylmethyl) benzene-1,2,4-tricarboxylate Chemical compound C=1C=C(C(=O)OCC2OC2)C(C(=O)OCC2OC2)=CC=1C(=O)OCC1CO1 YNOWBNNLZSSIHM-UHFFFAOYSA-N 0.000 claims description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- 239000011575 calcium Substances 0.000 claims description 5
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical group C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 5
- 230000035876 healing Effects 0.000 claims description 5
- 229910052749 magnesium Inorganic materials 0.000 claims description 5
- 239000011777 magnesium Substances 0.000 claims description 5
- 229920000098 polyolefin Polymers 0.000 claims description 5
- 239000008247 solid mixture Substances 0.000 claims description 5
- 239000004698 Polyethylene Substances 0.000 claims description 4
- 125000004185 ester group Chemical group 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- 229920000573 polyethylene Polymers 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 3
- 238000007872 degassing Methods 0.000 claims description 3
- 239000004611 light stabiliser Substances 0.000 claims description 3
- 239000013008 thixotropic agent Substances 0.000 claims description 3
- 229910052718 tin Inorganic materials 0.000 claims description 3
- BMFMTNROJASFBW-UHFFFAOYSA-N 2-(furan-2-ylmethylsulfinyl)acetic acid Chemical compound OC(=O)CS(=O)CC1=CC=CO1 BMFMTNROJASFBW-UHFFFAOYSA-N 0.000 claims description 2
- 229940063655 aluminum stearate Drugs 0.000 claims description 2
- 229910052787 antimony Inorganic materials 0.000 claims description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 2
- 229910052788 barium Inorganic materials 0.000 claims description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 235000019359 magnesium stearate Nutrition 0.000 claims description 2
- 229910052712 strontium Inorganic materials 0.000 claims description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 2
- ONSIBMFFLJKTPT-UHFFFAOYSA-L zinc;2,3,4,5,6-pentachlorobenzenethiolate Chemical compound [Zn+2].[S-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl.[S-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl ONSIBMFFLJKTPT-UHFFFAOYSA-L 0.000 claims description 2
- CCTYJGNBCQQCKM-UHFFFAOYSA-L zinc;icosanoate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCCCC([O-])=O CCTYJGNBCQQCKM-UHFFFAOYSA-L 0.000 claims description 2
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 claims description 2
- 150000004696 coordination complex Chemical class 0.000 claims 3
- 238000009739 binding Methods 0.000 claims 2
- 239000000945 filler Substances 0.000 claims 1
- 239000002667 nucleating agent Substances 0.000 claims 1
- 239000001993 wax Substances 0.000 description 32
- 239000002253 acid Substances 0.000 description 23
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 16
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 14
- 150000002148 esters Chemical class 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 238000011049 filling Methods 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- 125000005591 trimellitate group Chemical group 0.000 description 8
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 7
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 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 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 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 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000003822 epoxy resin Substances 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 229920000647 polyepoxide Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229920003319 Araldite® Polymers 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 235000013871 bee wax Nutrition 0.000 description 3
- 239000012166 beeswax Substances 0.000 description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical class OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 2
- ODGCZQFTJDEYNI-UHFFFAOYSA-N 2-methylcyclohex-3-ene-1,2-dicarboxylic acid Chemical class OC(=O)C1(C)C=CCCC1C(O)=O ODGCZQFTJDEYNI-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 229920013685 Estron Polymers 0.000 description 2
- DNXHEGUUPJUMQT-CBZIJGRNSA-N Estrone Chemical compound OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 DNXHEGUUPJUMQT-CBZIJGRNSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
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- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 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
- 238000012662 bulk polymerization Methods 0.000 description 2
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- 239000003054 catalyst Substances 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 2
- GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229960003399 estrone Drugs 0.000 description 2
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- OKRNLSUTBJUVKA-UHFFFAOYSA-N n,n,n',n'-Tetrakis(2-hydroxyethyl)adipamide Chemical compound OCCN(CCO)C(=O)CCCCC(=O)N(CCO)CCO OKRNLSUTBJUVKA-UHFFFAOYSA-N 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 230000002572 peristaltic effect Effects 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
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- 239000002491 polymer binding agent Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- YCGAZNXXGKTASZ-UHFFFAOYSA-N thiophene-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)S1 YCGAZNXXGKTASZ-UHFFFAOYSA-N 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- DTOSIQBPPRVQHS-UHFFFAOYSA-N α-Linolenic acid Chemical compound CCC=CCC=CCC=CCCCCCCCC(O)=O DTOSIQBPPRVQHS-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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09D5/032—Powdery paints characterised by a special effect of the produced film, e.g. wrinkle, pearlescence, matt finish
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/42—Gloss-reducing agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/904—Powder coating compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH52999 | 1999-03-19 | ||
| CH234299 | 1999-12-21 | ||
| PCT/EP2000/001967 WO2000056821A1 (en) | 1999-03-19 | 2000-03-07 | Matting agents for thermally curable systems |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20010757A2 true HRP20010757A2 (en) | 2002-10-31 |
Family
ID=25684860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20010757A HRP20010757A2 (en) | 1999-03-19 | 2001-10-18 | Matting agents for thermally curable systems |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US6881769B1 (id) |
| EP (1) | EP1169395B1 (id) |
| JP (1) | JP2002540242A (id) |
| KR (1) | KR20020000863A (id) |
| CN (1) | CN1170892C (id) |
| AR (1) | AR022957A1 (id) |
| AT (1) | ATE286096T1 (id) |
| AU (1) | AU768849B2 (id) |
| BR (1) | BR0009114A (id) |
| CA (1) | CA2365112A1 (id) |
| CZ (1) | CZ20013350A3 (id) |
| DE (1) | DE60017105T2 (id) |
| EA (1) | EA003778B1 (id) |
| ES (1) | ES2233346T3 (id) |
| HR (1) | HRP20010757A2 (id) |
| HU (1) | HUP0200647A3 (id) |
| ID (1) | ID30341A (id) |
| IL (1) | IL145022A0 (id) |
| MA (1) | MA25408A1 (id) |
| MX (1) | MXPA01009428A (id) |
| NO (1) | NO20014536L (id) |
| NZ (1) | NZ514175A (id) |
| PL (1) | PL351810A1 (id) |
| SK (1) | SK13122001A3 (id) |
| TR (1) | TR200102606T2 (id) |
| WO (1) | WO2000056821A1 (id) |
| YU (1) | YU63801A (id) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1302518B1 (en) * | 2001-10-11 | 2005-11-23 | Rohm And Haas Company | Powder coating composition, method for the curing thereof, and articles derived therefrom |
| US7041737B2 (en) * | 2001-11-28 | 2006-05-09 | Rohm And Haas Company | Coating powder composition, method of use thereof, and articles formed therefrom |
| DE10302416A1 (de) * | 2003-01-21 | 2004-07-29 | Röhm GmbH & Co. KG | Matter Polymerisationsklebstoff |
| CN101880490B (zh) * | 2010-07-07 | 2012-02-15 | 宁波南海化学有限公司 | 一种消光固化剂、含消光固化剂的粉末涂料及其用途 |
| WO2012088394A1 (en) * | 2010-12-22 | 2012-06-28 | E. I. Du Pont De Nemours And Company | Powder coating composition |
| ES2500055T5 (es) * | 2011-03-25 | 2018-02-13 | Dsm Ip Assets B.V. | Composiciones de resina para composiciones de revestimiento en polvo termoendurecibles |
| CN102268203A (zh) * | 2011-06-23 | 2011-12-07 | 宁波南海化学有限公司 | 环氧-聚酯粉末涂料用消光剂及其制造方法 |
| CN103642298B (zh) * | 2013-11-28 | 2016-04-20 | 六安科瑞达新型材料有限公司 | 一种耐污性环氧-聚酯型粉末涂料消光剂及其制备方法 |
| CN103694766B (zh) * | 2013-11-28 | 2016-06-01 | 六安科瑞达新型材料有限公司 | 一种聚酯-羟烷基酰胺型粉末涂料用消光剂及其制备方法 |
| CN104046214A (zh) * | 2014-07-07 | 2014-09-17 | 广东华江粉末科技有限公司 | 一种铝型材用节能环保低光泽聚酯丙烯酸粉末涂料及其制备方法 |
| CN104725543A (zh) * | 2015-03-18 | 2015-06-24 | 阜阳市诗雅涤新材料科技有限公司 | 一种超高酸值丙烯酸酯树脂及合成方法和应用 |
| CN105062187B (zh) * | 2015-09-01 | 2017-07-04 | 邯郸市龙翔化工材料有限公司 | 物理消光微粉及其制备方法 |
| BR102019010371A2 (pt) | 2018-06-05 | 2019-12-10 | Dow Global Technologies Llc | método para preparar uma composição de revestimento curável por uv |
| BR102019009813A2 (pt) | 2018-06-05 | 2019-12-10 | Dow Global Technologies Llc | composição de revestimento curável por uv |
| US11203686B2 (en) * | 2018-09-07 | 2021-12-21 | Nanjing Tianshi New Material Technologies Co., Ltd | Polymer wax powder having a self-repairing function and preparation method thereof |
| TWI721476B (zh) * | 2019-07-01 | 2021-03-11 | 國立中興大學 | 可塑性熱固型樹脂及其製備方法 |
| IL276356B1 (en) * | 2019-09-13 | 2024-08-01 | Tambour Ltd | Powder color to create a one-layer gradient effect |
| CN111040501A (zh) * | 2019-12-30 | 2020-04-21 | 淮南景成新材料有限公司 | 一种用于聚酯环氧混合体系的低烟消光剂及其制备方法 |
| CN114958160B (zh) * | 2022-07-20 | 2023-05-23 | 安徽省华安进出口有限公司 | 一种消光粉末涂料及其制备方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3781380A (en) * | 1971-08-16 | 1973-12-25 | Ford Motor Co | Powder coating compositions containing glycidyl ester copolymers,carboxy terminated polymeric crosslinking agents,and flow control agents |
| JPS5825351B2 (ja) * | 1978-05-12 | 1983-05-26 | 三井東圧化学株式会社 | 粉体塗料組成物 |
| JPS55160064A (en) * | 1979-05-30 | 1980-12-12 | Kansai Paint Co Ltd | Acrylic resin type powder coating composition |
| US4614674A (en) | 1984-05-11 | 1986-09-30 | Ciba-Geigy Corporation | Powder coating compositions for the preparation of matt coatings |
| US5470893A (en) * | 1990-06-01 | 1995-11-28 | Courtaulds Coatings (Holdings) Limited | Powder coating compositions |
| GB9012315D0 (en) * | 1990-06-01 | 1990-07-18 | Courtaulds Coatings Holdings | Powder coating compositions |
| US5856378A (en) | 1988-12-02 | 1999-01-05 | Courtaulds Coatings (Holdings) Limited | Powder coating compositions |
| JP2736674B2 (ja) * | 1989-02-21 | 1998-04-02 | 株式会社スリーボンド | エポキシ樹脂組成物 |
| GB9200330D0 (en) * | 1992-01-08 | 1992-02-26 | Ucb Sa | Thermosetting compositions in powder form for the preparation of matt coatings |
| JPH07316440A (ja) * | 1994-03-30 | 1995-12-05 | Kansai Paint Co Ltd | 水性硬化性樹脂組成物 |
| US5472649A (en) * | 1994-04-13 | 1995-12-05 | Eastman Chemical Company | Method for preparing powder coating compositions having improved particle properties |
| EP0770103B1 (en) * | 1994-07-08 | 2002-03-27 | E.I. Du Pont De Nemours And Company | Low voc refinish coating composition |
| DE4426333A1 (de) * | 1994-07-25 | 1996-02-01 | Bayer Ag | Pulverlack und seine Verwendung |
| US5498783A (en) * | 1994-08-22 | 1996-03-12 | Basf Corporation | Powder coating composition resistant to overspray incompatibility defects |
| JPH09208867A (ja) * | 1996-02-01 | 1997-08-12 | Toyo Alum Kk | 塗料組成物および塗膜形成方法 |
| JP3481365B2 (ja) * | 1995-09-05 | 2003-12-22 | 東洋アルミニウム株式会社 | 粉体塗料用着色メタリック顔料および前記顔料を含有する粉体塗料組成物 |
| JP3987137B2 (ja) * | 1995-07-19 | 2007-10-03 | 関西ペイント株式会社 | 硬化性塗料組成物 |
| JP3481360B2 (ja) * | 1995-07-27 | 2003-12-22 | 東洋アルミニウム株式会社 | 表面処理着色顔料、着色基体粒子およびその製造方法 |
| JP3481372B2 (ja) * | 1995-10-27 | 2003-12-22 | 東洋アルミニウム株式会社 | 表面処理着色顔料、着色基体粒子およびその製造方法 |
| US5912283A (en) * | 1995-07-19 | 1999-06-15 | Toyo Aluminium Kabushiki Kaisha | Surface-treated color pigment, colored substrate particles and production process thereof |
| JP3382109B2 (ja) * | 1997-01-29 | 2003-03-04 | 三菱レイヨン株式会社 | 熱硬化性被覆組成物 |
| US6069221A (en) * | 1997-08-01 | 2000-05-30 | Ppg Industries Ohio, Inc. | Powder coating compositions containing a carboxylic acid functional polyester |
| BE1011628A3 (fr) * | 1997-12-18 | 1999-11-09 | Ucb Sa | Compositions thermodurcissables en poudre pour la preparation de revetements de faible brillant. |
-
2000
- 2000-03-07 MX MXPA01009428A patent/MXPA01009428A/es unknown
- 2000-03-07 US US09/937,001 patent/US6881769B1/en not_active Expired - Lifetime
- 2000-03-07 AT AT00912557T patent/ATE286096T1/de not_active IP Right Cessation
- 2000-03-07 NZ NZ514175A patent/NZ514175A/xx unknown
- 2000-03-07 CN CNB008052107A patent/CN1170892C/zh not_active Expired - Lifetime
- 2000-03-07 ES ES00912557T patent/ES2233346T3/es not_active Expired - Lifetime
- 2000-03-07 AU AU34277/00A patent/AU768849B2/en not_active Ceased
- 2000-03-07 CZ CZ20013350A patent/CZ20013350A3/cs unknown
- 2000-03-07 KR KR1020017011969A patent/KR20020000863A/ko not_active Application Discontinuation
- 2000-03-07 PL PL00351810A patent/PL351810A1/xx unknown
- 2000-03-07 IL IL14502200A patent/IL145022A0/xx unknown
- 2000-03-07 HU HU0200647A patent/HUP0200647A3/hu unknown
- 2000-03-07 TR TR2001/02606T patent/TR200102606T2/xx unknown
- 2000-03-07 BR BR0009114-6A patent/BR0009114A/pt not_active IP Right Cessation
- 2000-03-07 EP EP00912557A patent/EP1169395B1/en not_active Expired - Lifetime
- 2000-03-07 DE DE60017105T patent/DE60017105T2/de not_active Expired - Lifetime
- 2000-03-07 JP JP2000606681A patent/JP2002540242A/ja active Pending
- 2000-03-07 CA CA002365112A patent/CA2365112A1/en not_active Abandoned
- 2000-03-07 ID IDW00200102182A patent/ID30341A/id unknown
- 2000-03-07 SK SK1312-2001A patent/SK13122001A3/sk unknown
- 2000-03-07 EA EA200100979A patent/EA003778B1/ru not_active IP Right Cessation
- 2000-03-07 YU YU63801A patent/YU63801A/sh unknown
- 2000-03-07 WO PCT/EP2000/001967 patent/WO2000056821A1/en not_active Application Discontinuation
- 2000-03-16 AR ARP000101174A patent/AR022957A1/es unknown
-
2001
- 2001-09-18 NO NO20014536A patent/NO20014536L/no not_active Application Discontinuation
- 2001-10-18 HR HR20010757A patent/HRP20010757A2/hr not_active Application Discontinuation
- 2001-10-19 MA MA26371A patent/MA25408A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CZ20013350A3 (cs) | 2001-12-12 |
| NZ514175A (en) | 2004-01-30 |
| TR200102606T2 (tr) | 2002-04-22 |
| KR20020000863A (ko) | 2002-01-05 |
| CA2365112A1 (en) | 2000-09-28 |
| PL351810A1 (en) | 2003-06-16 |
| EA200100979A1 (ru) | 2002-02-28 |
| MXPA01009428A (es) | 2002-08-06 |
| NO20014536L (no) | 2001-11-07 |
| MA25408A1 (fr) | 2002-04-01 |
| NO20014536D0 (no) | 2001-09-18 |
| BR0009114A (pt) | 2001-12-18 |
| EP1169395B1 (en) | 2004-12-29 |
| CN1344298A (zh) | 2002-04-10 |
| HUP0200647A2 (en) | 2002-06-29 |
| DE60017105T2 (de) | 2005-12-08 |
| CN1170892C (zh) | 2004-10-13 |
| US6881769B1 (en) | 2005-04-19 |
| ATE286096T1 (de) | 2005-01-15 |
| SK13122001A3 (sk) | 2002-03-05 |
| HUP0200647A3 (en) | 2003-08-28 |
| DE60017105D1 (de) | 2005-02-03 |
| IL145022A0 (en) | 2002-06-30 |
| AU3427700A (en) | 2000-10-09 |
| EP1169395A1 (en) | 2002-01-09 |
| WO2000056821A1 (en) | 2000-09-28 |
| YU63801A (sh) | 2003-08-29 |
| ID30341A (id) | 2001-11-22 |
| AU768849B2 (en) | 2004-01-08 |
| EA003778B1 (ru) | 2003-08-28 |
| JP2002540242A (ja) | 2002-11-26 |
| ES2233346T3 (es) | 2005-06-16 |
| AR022957A1 (es) | 2002-09-04 |
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