KR20030097863A - 디케토피롤피롤 고용체 안료의 신규한 결정 개질화 - Google Patents
디케토피롤피롤 고용체 안료의 신규한 결정 개질화 Download PDFInfo
- Publication number
- KR20030097863A KR20030097863A KR10-2003-7014735A KR20037014735A KR20030097863A KR 20030097863 A KR20030097863 A KR 20030097863A KR 20037014735 A KR20037014735 A KR 20037014735A KR 20030097863 A KR20030097863 A KR 20030097863A
- Authority
- KR
- South Korea
- Prior art keywords
- solid solution
- dpp
- para
- host
- pigment
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 239000006104 solid solution Substances 0.000 title claims abstract description 80
- 239000000049 pigment Substances 0.000 title claims abstract description 70
- 239000013078 crystal Substances 0.000 title description 25
- 230000004048 modification Effects 0.000 title 1
- 238000012986 modification Methods 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 76
- 238000002441 X-ray diffraction Methods 0.000 claims description 31
- 238000003801 milling Methods 0.000 claims description 22
- 239000003973 paint Substances 0.000 claims description 21
- 238000004040 coloring Methods 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 239000003960 organic solvent Substances 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 14
- 238000009835 boiling Methods 0.000 claims description 12
- 239000011368 organic material Substances 0.000 claims description 12
- 238000009472 formulation Methods 0.000 claims description 11
- 239000002245 particle Substances 0.000 claims description 10
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical group C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 claims description 4
- QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 claims description 4
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 4
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 239000004305 biphenyl Substances 0.000 claims description 3
- 235000010290 biphenyl Nutrition 0.000 claims description 3
- PKQYSCBUFZOAPE-UHFFFAOYSA-N 1,2-dibenzyl-3-methylbenzene Chemical compound C=1C=CC=CC=1CC=1C(C)=CC=CC=1CC1=CC=CC=C1 PKQYSCBUFZOAPE-UHFFFAOYSA-N 0.000 claims description 2
- OIAQMFOKAXHPNH-UHFFFAOYSA-N 1,2-diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1C1=CC=CC=C1 OIAQMFOKAXHPNH-UHFFFAOYSA-N 0.000 claims description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical compound C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims description 2
- XJKSTNDFUHDPQJ-UHFFFAOYSA-N 1,4-diphenylbenzene Chemical compound C1=CC=CC=C1C1=CC=C(C=2C=CC=CC=2)C=C1 XJKSTNDFUHDPQJ-UHFFFAOYSA-N 0.000 claims description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 claims 1
- 239000007787 solid Substances 0.000 abstract description 14
- 150000001875 compounds Chemical class 0.000 abstract description 12
- 238000002360 preparation method Methods 0.000 abstract description 3
- IWCLHLSTAOEFCW-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-3-hydroxy-2H-pyrrolo[3,4-c]pyrrol-6-one Chemical compound Oc1[nH]c(c2C(=O)N=C(c12)c1ccc(Cl)cc1)-c1ccc(Cl)cc1 IWCLHLSTAOEFCW-UHFFFAOYSA-N 0.000 abstract description 2
- UVCMNDSURCWYDS-UHFFFAOYSA-N 6-(4-methylphenyl)pyrrolo[3,4-c]pyrrole Chemical compound C1=CC(C)=CC=C1C1=NC=C2C1=CN=C2 UVCMNDSURCWYDS-UHFFFAOYSA-N 0.000 abstract description 2
- LOZLXIUUTBKMCY-UHFFFAOYSA-N 5-(4-methylphenyl)pyrrolo[3,2-b]pyrrole Chemical compound CC1=CC=C(C=C1)C=1C=C2C(=CC=N2)N1 LOZLXIUUTBKMCY-UHFFFAOYSA-N 0.000 description 15
- 239000006185 dispersion Substances 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- HJJVRROPUFSPAT-UHFFFAOYSA-N 5-(4-chlorophenyl)pyrrolo[3,2-b]pyrrole Chemical compound C1=CC(Cl)=CC=C1C1=NC2=CC=NC2=C1 HJJVRROPUFSPAT-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229910052782 aluminium Inorganic materials 0.000 description 9
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 8
- 239000010445 mica Substances 0.000 description 8
- 229910052618 mica group Inorganic materials 0.000 description 8
- 239000001054 red pigment Substances 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 238000000227 grinding Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000006069 physical mixture Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 4
- 229920000877 Melamine resin Polymers 0.000 description 4
- 239000004640 Melamine resin Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 239000000976 ink Substances 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000003780 insertion Methods 0.000 description 3
- 230000037431 insertion Effects 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- YKPJEYXZEBLYCI-UHFFFAOYSA-N pyrrolo[3,4-c]pyrrole Chemical compound C1=NC=C2C=NC=C21 YKPJEYXZEBLYCI-UHFFFAOYSA-N 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- KSLLMGLKCVSKFF-UHFFFAOYSA-N 5,12-dihydroquinolino[2,3-b]acridine-6,7,13,14-tetrone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C(=O)C(C(=O)C1=CC=CC=C1N1)=C1C2=O KSLLMGLKCVSKFF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 238000002083 X-ray spectrum Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000003490 calendering Methods 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000004034 viscosity adjusting agent Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical compound C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-N 0.000 description 1
- WIFCKLPZYYALGY-UHFFFAOYSA-N 1h-pyrrole-2,3-dione Chemical compound O=C1NC=CC1=O WIFCKLPZYYALGY-UHFFFAOYSA-N 0.000 description 1
- DJAQFNTZEQEKLP-UHFFFAOYSA-N 2-(1h-pyrazol-5-ylmethyl)pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound N1=C2C(=O)C(=O)N=C2C=C1CC=1C=CNN=1 DJAQFNTZEQEKLP-UHFFFAOYSA-N 0.000 description 1
- SJIQTGOBEGYKSI-UHFFFAOYSA-N 2-[(1,3-dioxoisoindol-2-yl)methyl]-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CC1=CC=C(NC=2C(=CC3=C(C(C4=CC=CC=C4N3)=O)C=2)C2=O)C2=C1 SJIQTGOBEGYKSI-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical class CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- UJZAPVXKVRYSQM-UHFFFAOYSA-N 5,6-bis(4-methylphenyl)pyrrolo[3,2-b]pyrrole Chemical compound CC1=CC=C(C=C1)C=1C(=NC2=CC=NC2=1)C1=CC=C(C=C1)C UJZAPVXKVRYSQM-UHFFFAOYSA-N 0.000 description 1
- 241000218642 Abies Species 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 229920000426 Microplastic Polymers 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 229940127219 anticoagulant drug Drugs 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229920001727 cellulose butyrate Polymers 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- HXWGXXDEYMNGCT-UHFFFAOYSA-M decyl(trimethyl)azanium;chloride Chemical class [Cl-].CCCCCCCCCC[N+](C)(C)C HXWGXXDEYMNGCT-UHFFFAOYSA-M 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-UHFFFAOYSA-N 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- IPZIVCLZBFDXTA-UHFFFAOYSA-N ethyl n-prop-2-enoylcarbamate Chemical compound CCOC(=O)NC(=O)C=C IPZIVCLZBFDXTA-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 208000021302 gastroesophageal reflux disease Diseases 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920004889 linear high-density polyethylene Polymers 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003791 organic solvent mixture Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- -1 polypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0034—Mixtures of two or more pigments or dyes of the same type
- C09B67/0039—Mixtures of diketopyrrolopyrroles
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Liquid Crystal (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29076901P | 2001-05-14 | 2001-05-14 | |
| US29076801P | 2001-05-14 | 2001-05-14 | |
| US60/290,769 | 2001-05-14 | ||
| US60/290,768 | 2001-05-14 | ||
| PCT/EP2002/005036 WO2002092699A2 (en) | 2001-05-14 | 2002-05-07 | New crystal modification of diketopyrrolpyrrole solid solution pigment |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20030097863A true KR20030097863A (ko) | 2003-12-31 |
Family
ID=26966406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR10-2003-7014735A Ceased KR20030097863A (ko) | 2001-05-14 | 2002-05-07 | 디케토피롤피롤 고용체 안료의 신규한 결정 개질화 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20040138475A1 (https=) |
| EP (1) | EP1387870B1 (https=) |
| JP (1) | JP2004528457A (https=) |
| KR (1) | KR20030097863A (https=) |
| CN (1) | CN1253512C (https=) |
| AT (1) | ATE310775T1 (https=) |
| AU (1) | AU2002317746A1 (https=) |
| BR (1) | BR0209570A (https=) |
| CA (1) | CA2444912A1 (https=) |
| DE (1) | DE60207548T2 (https=) |
| MX (1) | MXPA03010334A (https=) |
| TW (1) | TW583278B (https=) |
| WO (1) | WO2002092699A2 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2004255863A1 (en) * | 2003-07-07 | 2005-01-20 | Ciba Specialty Chemicals Holding Inc. | Process for the preparation of furopyrroles |
| JP4144655B2 (ja) * | 2006-10-06 | 2008-09-03 | 東洋インキ製造株式会社 | α型ジケトピロロピロール顔料、それを用いた着色組成物、および赤色着色膜 |
| DE102007049883A1 (de) * | 2007-10-18 | 2009-04-23 | Clariant International Ltd. | Diketopyrrolopyrrol-Mischkristalle |
| JP5268410B2 (ja) * | 2008-04-11 | 2013-08-21 | 富士フイルム株式会社 | 顔料分散組成物、顔料分散組成物の製造方法、着色重合性組成物、カラーフィルタ、及びカラーフィルタの製造方法 |
| JP5876246B2 (ja) * | 2010-08-06 | 2016-03-02 | 住友化学株式会社 | 活性成分を空気中に送達するための組成物およびその利用 |
| KR101892948B1 (ko) | 2010-11-24 | 2018-08-29 | 엠. 테크닉 가부시키가이샤 | 고용체 안료 나노 입자 및 고용비가 제어된 고용체 안료 나노 입자의 제조 방법 |
| AU2011265562A1 (en) | 2011-01-12 | 2012-07-26 | Sumitomo Chemical Company, Limited | Method of controlling harmful arthropod, composition, and electrostatic spray device |
| JP2019112534A (ja) * | 2017-12-25 | 2019-07-11 | 東洋インキＳｃホールディングス株式会社 | ジケトピロロピロール顔料固溶体組成物、ならびに該ジケトピロロピロール顔料固溶体組成物を用いた着色組成物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4783540A (en) * | 1986-08-07 | 1988-11-08 | Ciba-Geigy Corporation | Solid solutions of pyrrolo-(3,4-C)-pyrrols |
| EP0704497B1 (de) * | 1994-09-28 | 1999-12-15 | Ciba SC Holding AG | Mischkristalle und feste Lösungen von 1,4-Diketopyrrolopyrrolen |
| TW341572B (en) * | 1995-09-20 | 1998-10-01 | Ciba Sc Holding Ag | Preparation of mixed crystals and solid solutions of 1,4-diketopyrrolopyrroles |
| TW404973B (en) * | 1995-09-26 | 2000-09-11 | Ciba Sc Holding Ag | Monophase solid solutions containing asymmetric pyrrolo[3,4-c]pyrroles as hosts |
| EP0794235B1 (en) * | 1996-03-06 | 2000-02-02 | Ciba SC Holding AG | Ternary solid solutions of 1,4-diketo-pyrrolopyrroles and quinacridones |
| US6057449A (en) * | 1998-06-02 | 2000-05-02 | Ciba Specialty Chemicals Corporation | Direct preparation of pyrrolo[3,4-c]pyrroles |
-
2002
- 2002-05-07 JP JP2002589571A patent/JP2004528457A/ja active Pending
- 2002-05-07 AT AT02747305T patent/ATE310775T1/de not_active IP Right Cessation
- 2002-05-07 EP EP02747305A patent/EP1387870B1/en not_active Expired - Lifetime
- 2002-05-07 BR BR0209570-0A patent/BR0209570A/pt not_active Application Discontinuation
- 2002-05-07 WO PCT/EP2002/005036 patent/WO2002092699A2/en not_active Ceased
- 2002-05-07 KR KR10-2003-7014735A patent/KR20030097863A/ko not_active Ceased
- 2002-05-07 CA CA002444912A patent/CA2444912A1/en not_active Abandoned
- 2002-05-07 DE DE60207548T patent/DE60207548T2/de not_active Expired - Fee Related
- 2002-05-07 MX MXPA03010334A patent/MXPA03010334A/es unknown
- 2002-05-07 CN CNB028098110A patent/CN1253512C/zh not_active Expired - Fee Related
- 2002-05-07 AU AU2002317746A patent/AU2002317746A1/en not_active Abandoned
- 2002-05-07 US US10/475,478 patent/US20040138475A1/en not_active Abandoned
- 2002-05-13 TW TW091109921A patent/TW583278B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2004528457A (ja) | 2004-09-16 |
| BR0209570A (pt) | 2004-03-30 |
| WO2002092699A3 (en) | 2003-12-18 |
| CN1509320A (zh) | 2004-06-30 |
| US20040138475A1 (en) | 2004-07-15 |
| EP1387870A2 (en) | 2004-02-11 |
| CN1253512C (zh) | 2006-04-26 |
| TW583278B (en) | 2004-04-11 |
| MXPA03010334A (es) | 2004-03-16 |
| CA2444912A1 (en) | 2002-11-21 |
| DE60207548D1 (de) | 2005-12-29 |
| DE60207548T2 (de) | 2006-05-18 |
| AU2002317746A1 (en) | 2002-11-25 |
| WO2002092699A2 (en) | 2002-11-21 |
| ATE310775T1 (de) | 2005-12-15 |
| EP1387870B1 (en) | 2005-11-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4236928B2 (ja) | レオロジー改良剤及び改良レオロジーを有する顔料組成物 | |
| US5618343A (en) | Pigment compositions for coatings | |
| JP3865849B2 (ja) | 顔料組成物 | |
| JPH07150059A (ja) | キナクリドン固溶体の顔料合成方法 | |
| KR100435007B1 (ko) | 1,4-디케토피롤로피롤및퀴나크리돈의3성분고용체 | |
| KR100359418B1 (ko) | 2,9-디클로로퀴나크리돈안료의제조방법 | |
| US5529623A (en) | Pigmentary solid solutions of pyrrolo[3,4-c]pyrroles and quinacridones | |
| JPS62295966A (ja) | 表面改質顔料組成物 | |
| KR20030097863A (ko) | 디케토피롤피롤 고용체 안료의 신규한 결정 개질화 | |
| DE69217295T2 (de) | Modifiziertes Gamma-Chinacridonpigment | |
| US7387670B2 (en) | Pigment preparations based on phthalocyanine pigments | |
| JPH08120189A (ja) | ジアリールジケトピロロピロール顔料の製造方法 | |
| US6375734B1 (en) | Diketo pyrrolo pyrrole pigment | |
| US5472496A (en) | Solid solutions of pyrrolo-[3.4-c]-pyrroles with quinacridonequinones | |
| KR20030072393A (ko) | 2,9-디클로로퀴나크리돈 안료 | |
| US20040194666A1 (en) | Pigment compositions for coatings | |
| EP1354007B1 (en) | Single-phase mixed crystals of laked monoazo dyes | |
| JP6698636B2 (ja) | Ｃ．Ｉ． Ｐｉｇｍｅｎｔ Ｙｅｌｌｏｗ １３９の安定化 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20031113 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20070504 Comment text: Request for Examination of Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20080414 Patent event code: PE09021S01D |
|
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 20080701 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 20080414 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |