CN1131284C - γ-喹吖啶酮颜料 - Google Patents
γ-喹吖啶酮颜料 Download PDFInfo
- Publication number
- CN1131284C CN1131284C CN00126819A CN00126819A CN1131284C CN 1131284 C CN1131284 C CN 1131284C CN 00126819 A CN00126819 A CN 00126819A CN 00126819 A CN00126819 A CN 00126819A CN 1131284 C CN1131284 C CN 1131284C
- Authority
- CN
- China
- Prior art keywords
- pigment
- quinacridinelone
- gamma
- quinacridone
- molecular weight
- 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.)
- Expired - Fee Related
Links
- 239000000049 pigment Substances 0.000 title claims abstract description 82
- 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 claims abstract description 37
- 238000000034 method Methods 0.000 claims abstract description 33
- 239000003973 paint Substances 0.000 claims abstract description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 25
- 239000011368 organic material Substances 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 239000002994 raw material Substances 0.000 claims description 14
- 238000001228 spectrum Methods 0.000 claims description 12
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 9
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 8
- 239000002798 polar solvent Substances 0.000 claims description 8
- 238000009304 pastoral farming Methods 0.000 claims description 6
- 230000037452 priming Effects 0.000 claims description 5
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000002966 varnish Substances 0.000 claims description 4
- 239000008187 granular material Substances 0.000 claims description 3
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 claims description 2
- 238000004438 BET method Methods 0.000 claims description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- 238000002425 crystallisation Methods 0.000 claims 2
- 230000008025 crystallization Effects 0.000 claims 2
- 230000001590 oxidative effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 14
- 229920003023 plastic Polymers 0.000 abstract description 9
- 239000004033 plastic Substances 0.000 abstract description 9
- 238000004040 coloring Methods 0.000 abstract description 6
- 230000008569 process Effects 0.000 abstract description 5
- 239000008199 coating composition Substances 0.000 abstract description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
- 238000000227 grinding Methods 0.000 description 7
- -1 polypropylene Polymers 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000004925 Acrylic resin Substances 0.000 description 5
- 229920000178 Acrylic resin Polymers 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000004640 Melamine resin Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 229920001903 high density polyethylene Polymers 0.000 description 3
- 239000004700 high-density polyethylene Substances 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000007701 flash-distillation Methods 0.000 description 2
- 229940063583 high-density polyethylene Drugs 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920001291 polyvinyl halide Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 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 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- UKFUKGHKZFPGCQ-UHFFFAOYSA-N CC1=NC2=CC=CC=C2C=C1.C1=CC=CC=2NC3=CC=CC=C3C(C12)=O Chemical compound CC1=NC2=CC=CC=C2C=C1.C1=CC=CC=2NC3=CC=CC=C3C(C12)=O UKFUKGHKZFPGCQ-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- BWMFRQKICHXLSH-ZZZNUFMVSA-N Grayanotoxin-III Natural products O[C@H]1[C@@H]2[C@@](O)(C)C[C@]31[C@H]([C@](O)(C)[C@H]1[C@](O)([C@H](O)C3)C(C)(C)[C@@H](O)C1)CC2 BWMFRQKICHXLSH-ZZZNUFMVSA-N 0.000 description 1
- 244000283207 Indigofera tinctoria Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 229910000754 Wrought iron Inorganic materials 0.000 description 1
- 150000008431 aliphatic amides Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- RDVQTQJAUFDLFA-UHFFFAOYSA-N cadmium Chemical compound [Cd][Cd][Cd][Cd][Cd][Cd][Cd][Cd][Cd] RDVQTQJAUFDLFA-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000006757 chemical reactions by type Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000002320 enamel (paints) Substances 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000002650 habitual effect Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000000465 moulding Methods 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
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000011049 pearl Substances 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 229920001643 poly(ether ketone) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0014—Influencing the physical properties by treatment with a liquid, e.g. solvents
-
- 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
- C09B48/00—Quinacridones
-
- 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
- C09B67/0025—Crystal modifications; Special X-ray patterns
- C09B67/0027—Crystal modifications; Special X-ray patterns of quinacridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paints Or Removers (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14745499P | 1999-08-05 | 1999-08-05 | |
| US60/147454 | 1999-08-05 | ||
| US60/147,454 | 1999-08-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1283655A CN1283655A (zh) | 2001-02-14 |
| CN1131284C true CN1131284C (zh) | 2003-12-17 |
Family
ID=22521631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN00126819A Expired - Fee Related CN1131284C (zh) | 1999-08-05 | 2000-08-04 | γ-喹吖啶酮颜料 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6323342B1 (https=) |
| EP (1) | EP1074587B1 (https=) |
| JP (1) | JP2001081352A (https=) |
| KR (1) | KR20010049995A (https=) |
| CN (1) | CN1131284C (https=) |
| AT (1) | ATE257850T1 (https=) |
| BR (1) | BR0003363A (https=) |
| CA (1) | CA2314917A1 (https=) |
| DE (1) | DE60007700T2 (https=) |
| TW (1) | TW554011B (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6402829B1 (en) * | 2000-12-20 | 2002-06-11 | Sun Chemical Corporation | Process for preparing a substantially pure gamma phase quinacridone pigment of large particle size |
| JP2004529225A (ja) * | 2001-01-30 | 2004-09-24 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 2,9−ジクロロキナクリドン顔料 |
| US7789957B2 (en) * | 2007-06-06 | 2010-09-07 | Ciba Corporation | Low-dust additive and pigment blends with improved color |
| JP5800109B1 (ja) * | 2013-12-19 | 2015-10-28 | Dic株式会社 | 低アミン含有量のキナクリドン顔料の製造方法 |
| CN106574133B (zh) * | 2014-06-09 | 2020-10-23 | 惠普印迪戈股份公司 | 静电墨水组合物 |
| CN109071939A (zh) * | 2016-02-22 | 2018-12-21 | 巴斯夫欧洲公司 | 用于致密热塑性聚氨酯的成核剂 |
| CN111019387A (zh) * | 2019-12-29 | 2020-04-17 | 河北彩客化学股份有限公司 | 一种2,9-二甲基喹吖啶酮紫红颜料的制备方法 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2844485A (en) | 1955-07-22 | 1958-07-22 | Du Pont | Organic pigments |
| US2844484A (en) | 1955-07-22 | 1958-07-22 | Du Pont | Organic pigments |
| US2857400A (en) | 1955-09-19 | 1958-10-21 | Du Pont | Pigment production |
| US2844581A (en) | 1957-11-22 | 1958-07-22 | Du Pont | Organic pigments |
| US3074950A (en) | 1959-08-22 | 1963-01-22 | Basf Ag | Process for producing a modification of gamma 7,14-dioxo-5,7,12,14-tetrahydroquinolino-(2,3-b) acridine |
| DE1183884B (de) * | 1959-08-22 | 1964-12-23 | Basf Ag | Verfahren zur Herstellung eines Chinacridon-Pigments |
| DE1268586B (de) * | 1960-02-06 | 1968-05-22 | Hoechst Ag | Verfahren zur Herstellung von linearem Chinacridon der gamma-Kristallform |
| US3386843A (en) | 1963-10-01 | 1968-06-04 | Du Pont | Quinacridone pigments |
| FR1510924A (fr) * | 1966-02-15 | 1968-01-26 | Tekkosha Co | Procédé de préparation de pigments de quinacridone en phase cristalline gamma |
| US3372163A (en) * | 1966-05-10 | 1968-03-05 | Acna | Process for the preparation of linear quinacridone in the form of red pigments |
| DE2544226A1 (de) * | 1974-10-29 | 1976-05-13 | Allied Chem | Verfahren zur herstellung von gamma- chinacridon |
| JPS5339324A (en) * | 1976-09-24 | 1978-04-11 | Toyo Soda Mfg Co Ltd | Quinacridone pigment |
| DE2747508C2 (de) * | 1977-10-22 | 1979-12-06 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung der γ -Kristallmodifikation des linearen trans-Chinacridons |
| JPS56118462A (en) | 1980-02-25 | 1981-09-17 | Toyo Ink Mfg Co Ltd | Pigment composition |
| JPS58147461A (ja) * | 1982-02-27 | 1983-09-02 | Ube Ind Ltd | r−結晶相キナクリドン顔料の製造法 |
| US4692189A (en) | 1986-07-21 | 1987-09-08 | Ciba-Geigy Corporation | Novel compositions based on indanthrone blue pigments |
| US4760144A (en) | 1986-11-13 | 1988-07-26 | Ciba-Geigy Corporation | Process for preparation of yellow shade modification of gamma quinacridone |
| US4857646A (en) | 1987-08-24 | 1989-08-15 | Ciba-Geigy Corporation | Modified beta-quinacridone pigment |
| KR0177043B1 (ko) | 1991-06-07 | 1999-04-01 | 월터클리웨인;한스 피터 위트린 | 개질된 베타 퀴나크리돈의 수성 제조 방법 |
| US5229515A (en) | 1991-06-07 | 1993-07-20 | Ciba-Geigy Corporation | Process for preparing modified β-quinacridone pigment |
| US5194088A (en) | 1991-07-08 | 1993-03-16 | Ciba-Geigy Corporation | Process for conditioning organic pigments |
| US5223624A (en) * | 1991-08-22 | 1993-06-29 | Baebler Fridolin | Modified gamma-quinacridone pigment |
| DE4403231A1 (de) * | 1994-02-03 | 1995-08-10 | Hoechst Ag | Verfahren zur Herstellung von Chinacridonpigmenten |
| DE69706621T2 (de) * | 1996-08-16 | 2002-07-04 | Ciba Speciality Chemicals Holding Inc., Basel | Oxidationsverfahren zur Herstellung von Chinacridonpigmenten |
| EP0874025B1 (en) * | 1997-04-25 | 2005-06-08 | Ciba SC Holding AG | Beta quinacridone pigment |
-
2000
- 2000-07-26 US US09/625,800 patent/US6323342B1/en not_active Expired - Lifetime
- 2000-07-27 EP EP00810674A patent/EP1074587B1/en not_active Expired - Lifetime
- 2000-07-27 AT AT00810674T patent/ATE257850T1/de not_active IP Right Cessation
- 2000-07-27 DE DE60007700T patent/DE60007700T2/de not_active Expired - Lifetime
- 2000-08-01 JP JP2000232711A patent/JP2001081352A/ja active Pending
- 2000-08-03 CA CA002314917A patent/CA2314917A1/en not_active Abandoned
- 2000-08-04 TW TW089115719A patent/TW554011B/zh not_active IP Right Cessation
- 2000-08-04 CN CN00126819A patent/CN1131284C/zh not_active Expired - Fee Related
- 2000-08-04 KR KR1020000045251A patent/KR20010049995A/ko not_active Ceased
- 2000-08-04 BR BR0003363-4A patent/BR0003363A/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2314917A1 (en) | 2001-02-05 |
| BR0003363A (pt) | 2001-03-13 |
| KR20010049995A (ko) | 2001-06-15 |
| US6323342B1 (en) | 2001-11-27 |
| ATE257850T1 (de) | 2004-01-15 |
| CN1283655A (zh) | 2001-02-14 |
| JP2001081352A (ja) | 2001-03-27 |
| EP1074587B1 (en) | 2004-01-14 |
| EP1074587A2 (en) | 2001-02-07 |
| TW554011B (en) | 2003-09-21 |
| DE60007700T2 (de) | 2004-07-15 |
| DE60007700D1 (de) | 2004-02-19 |
| EP1074587A3 (en) | 2002-09-25 |
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