MXPA06000682A - Composiciones de pigmento de quinacridona que comprenden componentes sustituidos de forma no simetrica. - Google Patents
Composiciones de pigmento de quinacridona que comprenden componentes sustituidos de forma no simetrica.Info
- Publication number
- MXPA06000682A MXPA06000682A MXPA06000682A MXPA06000682A MXPA06000682A MX PA06000682 A MXPA06000682 A MX PA06000682A MX PA06000682 A MXPA06000682 A MX PA06000682A MX PA06000682 A MXPA06000682 A MX PA06000682A MX PA06000682 A MXPA06000682 A MX PA06000682A
- Authority
- MX
- Mexico
- Prior art keywords
- formula
- quinacridone
- symmetric
- para
- parts
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 151
- 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 title claims abstract description 62
- 239000000049 pigment Substances 0.000 title claims abstract description 55
- 238000000034 method Methods 0.000 claims abstract description 44
- 150000001412 amines Chemical class 0.000 claims abstract description 39
- 230000008569 process Effects 0.000 claims abstract description 19
- 239000011368 organic material Substances 0.000 claims abstract description 9
- 239000000976 ink Substances 0.000 claims description 65
- -1 Ci-C4alkoxy Chemical class 0.000 claims description 63
- 150000001875 compounds Chemical class 0.000 claims description 61
- 238000007639 printing Methods 0.000 claims description 54
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 50
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 claims description 21
- 229920005989 resin Polymers 0.000 claims description 18
- 239000011347 resin Substances 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 17
- 150000002367 halogens Chemical group 0.000 claims description 17
- 239000011541 reaction mixture Substances 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 11
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 10
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 229920003023 plastic Polymers 0.000 claims description 8
- 239000004033 plastic Substances 0.000 claims description 8
- WIWJFWANKMRGGS-UHFFFAOYSA-N 3,4-dimethyl-1,6-dioxecane-2,5,7,10-tetrone Chemical compound C1(CCC(=O)OC(C(C(C(=O)O1)C)C)=O)=O WIWJFWANKMRGGS-UHFFFAOYSA-N 0.000 claims description 7
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 claims description 7
- KRZCOLNOCZKSDF-UHFFFAOYSA-N 4-fluoroaniline Chemical compound NC1=CC=C(F)C=C1 KRZCOLNOCZKSDF-UHFFFAOYSA-N 0.000 claims description 7
- 239000011248 coating agent Substances 0.000 claims description 7
- 238000000576 coating method Methods 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 238000007363 ring formation reaction Methods 0.000 claims description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 238000002955 isolation Methods 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 238000004040 coloring Methods 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 3
- FTZQXOJYPFINKJ-UHFFFAOYSA-N 2-fluoroaniline Chemical compound NC1=CC=CC=C1F FTZQXOJYPFINKJ-UHFFFAOYSA-N 0.000 claims description 2
- RQKFYFNZSHWXAW-UHFFFAOYSA-N 3-chloro-p-toluidine Chemical compound CC1=CC=C(N)C=C1Cl RQKFYFNZSHWXAW-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 claims description 2
- NCBZRJODKRCREW-UHFFFAOYSA-N m-anisidine Chemical compound COC1=CC=CC(N)=C1 NCBZRJODKRCREW-UHFFFAOYSA-N 0.000 claims description 2
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 claims description 2
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003086 colorant Substances 0.000 abstract description 6
- 230000015572 biosynthetic process Effects 0.000 abstract description 4
- 230000000485 pigmenting effect Effects 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 46
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 32
- 238000004128 high performance liquid chromatography Methods 0.000 description 26
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 24
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 22
- 239000006104 solid solution Substances 0.000 description 22
- 239000002904 solvent Substances 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 150000003254 radicals Chemical class 0.000 description 17
- 239000007787 solid Substances 0.000 description 15
- 238000000227 grinding Methods 0.000 description 13
- 238000006798 ring closing metathesis reaction Methods 0.000 description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 235000011007 phosphoric acid Nutrition 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 239000000654 additive Substances 0.000 description 11
- 239000002585 base Substances 0.000 description 11
- 230000007062 hydrolysis Effects 0.000 description 11
- 238000006460 hydrolysis reaction Methods 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 11
- 238000003756 stirring Methods 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 8
- 238000001914 filtration Methods 0.000 description 8
- 229920000137 polyphosphoric acid Polymers 0.000 description 8
- 239000007858 starting material Substances 0.000 description 8
- 150000003504 terephthalic acids Chemical class 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- 239000002002 slurry Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000010695 polyglycol Substances 0.000 description 6
- 229920000151 polyglycol Polymers 0.000 description 6
- LJRGBERXYNQPJI-UHFFFAOYSA-M sodium;3-nitrobenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC=CC(S([O-])(=O)=O)=C1 LJRGBERXYNQPJI-UHFFFAOYSA-M 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 238000001238 wet grinding Methods 0.000 description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- 230000007935 neutral effect Effects 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 239000006069 physical mixture Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N 1,3-Dimethylbenzene Natural products CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 4
- ZJQZWNLKRBUEKX-UHFFFAOYSA-N 2,5-dianilinoterephthalic acid Chemical compound OC(=O)C=1C=C(NC=2C=CC=CC=2)C(C(=O)O)=CC=1NC1=CC=CC=C1 ZJQZWNLKRBUEKX-UHFFFAOYSA-N 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical class CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 150000001448 anilines Chemical class 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
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- 239000000543 intermediate Substances 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N n-propyl alcohol Natural products CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-dimethylbenzene Natural products CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
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- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
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- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
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- OCKGFTQIICXDQW-ZEQRLZLVSA-N 5-[(1r)-1-hydroxy-2-[4-[(2r)-2-hydroxy-2-(4-methyl-1-oxo-3h-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methyl-3h-2-benzofuran-1-one Chemical compound C1=C2C(=O)OCC2=C(C)C([C@@H](O)CN2CCN(CC2)C[C@H](O)C2=CC=C3C(=O)OCC3=C2C)=C1 OCKGFTQIICXDQW-ZEQRLZLVSA-N 0.000 description 2
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Classifications
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- 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
-
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
-
- 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
-
- 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
-
- 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
- C09B67/0036—Mixtures of quinacridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48833803P | 2003-07-18 | 2003-07-18 | |
| US57223904P | 2004-05-18 | 2004-05-18 | |
| PCT/EP2004/051430 WO2005014728A1 (en) | 2003-07-18 | 2004-07-09 | Quinacridone pigment compositions comprising unsymmetrically substituted components |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA06000682A true MXPA06000682A (es) | 2006-04-11 |
Family
ID=34138653
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA06000682A MXPA06000682A (es) | 2003-07-18 | 2004-07-09 | Composiciones de pigmento de quinacridona que comprenden componentes sustituidos de forma no simetrica. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7166158B2 (enExample) |
| EP (2) | EP2551304B1 (enExample) |
| JP (1) | JP5006038B2 (enExample) |
| KR (2) | KR101248041B1 (enExample) |
| AU (1) | AU2004263664A1 (enExample) |
| BR (1) | BRPI0412754A (enExample) |
| CA (1) | CA2532170A1 (enExample) |
| ES (2) | ES2494290T5 (enExample) |
| MX (1) | MXPA06000682A (enExample) |
| WO (1) | WO2005014728A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100561840B1 (ko) * | 2003-07-09 | 2006-03-16 | 삼성전자주식회사 | 전극층, 이를 구비하는 발광소자 및 전극층 제조방법 |
| WO2007058245A1 (ja) * | 2005-11-16 | 2007-05-24 | Seiko Epson Corporation | マゼンタインク組成物、インクカートリッジ、これを用いた記録システム及び記録物 |
| PL2740773T3 (pl) | 2006-10-11 | 2019-05-31 | Agfa Nv | Zestawy utwardzalnych pigmentowanych tuszów do druku atramentowego i sposoby sporządzania takich zestawów tuszów |
| JP5293987B2 (ja) * | 2007-07-19 | 2013-09-18 | セイコーエプソン株式会社 | インクセット、インクジェット記録方法 |
| US8197592B2 (en) * | 2008-04-25 | 2012-06-12 | Sun Chemical Corp. | Crystal forms of quinacridones made from 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone |
| DE102008025006A1 (de) * | 2008-05-24 | 2009-11-26 | Lanxess Deutschland Gmbh | Fluor-haltige Chinacridone in Farbfiltern für LCD |
| JP5365095B2 (ja) | 2008-08-25 | 2013-12-11 | セイコーエプソン株式会社 | インクセット |
| JP5365111B2 (ja) * | 2008-09-10 | 2013-12-11 | セイコーエプソン株式会社 | インクセット、記録方法、および記録装置 |
| US20120106296A1 (en) | 2008-11-25 | 2012-05-03 | Sercel | Seismic data acquisition system comprising modules associated with units connected to sensors, the modules being autonomous with respect to power supply, synchronisation and storage |
| JP5704822B2 (ja) * | 2009-02-05 | 2015-04-22 | キヤノン株式会社 | インク、インクジェット記録方法、インクカートリッジ、及びインクジェット記録装置 |
| JP5387037B2 (ja) | 2009-02-23 | 2014-01-15 | セイコーエプソン株式会社 | インクセット、記録装置、および記録方法 |
| JP2011116876A (ja) | 2009-12-04 | 2011-06-16 | Seiko Epson Corp | インクセット、記録装置、および記録方法 |
| EP2374848B1 (en) * | 2010-04-09 | 2013-01-16 | Clariant Finance (BVI) Limited | New magenta quinacridone pigments |
| JP2012008279A (ja) * | 2010-06-23 | 2012-01-12 | Fuji Xerox Co Ltd | 光定着用マゼンタトナー、静電荷像現像剤、現像剤カートリッジ、及び画像形成装置 |
| JP5885455B2 (ja) * | 2011-10-13 | 2016-03-15 | キヤノン株式会社 | トナー |
| JP5454729B1 (ja) * | 2013-08-05 | 2014-03-26 | 東洋インキＳｃホールディングス株式会社 | ハロゲン化キナクリドンの製造方法 |
| KR20160039620A (ko) * | 2013-08-05 | 2016-04-11 | 토요잉크Sc홀딩스주식회사 | 할로겐화 유기안료의 제조방법, 그 제조방법에 의해 얻어지는 할로겐화 유기안료 및 이것을 포함하는 착색 조성물 |
| JP6402464B2 (ja) * | 2014-03-24 | 2018-10-10 | 東洋インキＳｃホールディングス株式会社 | ハロゲン化有機顔料の製造方法、その製造方法により得られるハロゲン化有機顔料およびそれを含む着色組成物 |
| EP3455298B1 (en) * | 2016-05-13 | 2022-10-26 | Keki Hormusji Gharda | Quinacridone pigment and a process for preparation thereof |
| EP3533842A4 (en) | 2016-10-28 | 2020-07-15 | Dainichiseika Color & Chemicals Mfg. Co., Ltd. | METHOD FOR PRODUCING A CHINACRIDONE MIXED CRYSTAL PIGMENT, PIGMENT DISPERSION AND INK-JET INK |
| CN107057054B (zh) * | 2016-12-14 | 2022-02-11 | 江苏丽王科技股份有限公司 | 一类喹吖啶酮聚醚衍生物及其制备方法和应用 |
| JP7066828B2 (ja) | 2018-03-30 | 2022-05-13 | 大日精化工業株式会社 | キナクリドン固溶体顔料の製造方法、顔料分散液及びインクジェット用インキ |
| WO2020206345A1 (en) * | 2019-04-04 | 2020-10-08 | The Texas A & M University System | Enhancement of polymer mechanical properties using quinacridone additives |
| FR3096687B1 (fr) | 2019-05-30 | 2021-09-17 | Cabot Corp | Synergistes pour des pigments magenta de quinacridone |
| JP7351120B2 (ja) | 2019-07-12 | 2023-09-27 | ブラザー工業株式会社 | インクジェット記録用水性インク及びインクセット |
| JP7351118B2 (ja) * | 2019-07-12 | 2023-09-27 | ブラザー工業株式会社 | インクジェット記録用水性インク |
| JP7351119B2 (ja) * | 2019-07-12 | 2023-09-27 | ブラザー工業株式会社 | インクジェット記録用水性インク |
| JP2025514573A (ja) | 2022-04-26 | 2025-05-07 | サン・ケミカル・コーポレーション | キナクリドンとジケトピロロピロールとの混合結晶組成物及び製造方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB896916A (en) | 1959-04-29 | 1962-05-23 | Ici Ltd | New pigments and pigment compositions of the quinacridone series |
| GB1017443A (en) * | 1962-07-05 | 1966-01-19 | Ici Ltd | Improved process for manufacture of pigment compositions of the quinacridone series |
| FR1269093A (fr) * | 1960-04-27 | 1961-08-11 | Ici Ltd | Nouveaux pigments de la série de la quinacridone |
| CH543571A (de) | 1971-05-19 | 1973-10-31 | Sandoz Ag | Verfahren zur Herstellung von 3,10-Dichlorchinacridon |
| DE2148866C3 (de) * | 1971-09-30 | 1974-05-30 | Farbwerke Hoechst Ag, Vormals Meister Lucius & Bruening, 6000 Frankfurt | Chinacridonpigmentgemische und Verfahren zu ihrer Herstellung |
| US4189445A (en) | 1977-10-08 | 1980-02-19 | Basf Aktiengesellschaft | Surface-active phenolic derivatives |
| DE2842468A1 (de) * | 1978-09-29 | 1980-04-10 | Hoechst Ag | Chinacridon-pigmentgemische, verfahren zu ihrer herstellung und ihre verwendung |
| DE2853921A1 (de) | 1978-12-14 | 1980-07-03 | Basf Ag | Strahlungshaertbare waessrige bindemitteldispersionen |
| DE3833423A1 (de) * | 1988-10-01 | 1990-04-19 | Hoechst Ag | Chinacridon-pigmente, verfahren zu ihrer herstellung und ihre verwendung |
| EP0445768B1 (en) * | 1990-03-06 | 1993-10-06 | Mitsubishi Petrochemical Co., Ltd. | Photoconductive material and electrophotographic photoreceptor using the same |
| DE4018873A1 (de) | 1990-06-13 | 1991-12-19 | Basf Ag | Verwendung von kondensaten auf basis von arylsulfonsaeuren und formaldehyd als dispergiermittel |
| US5457203A (en) * | 1993-09-15 | 1995-10-10 | Ciba-Geigy Corporation | Pigmentary synthesis of quinacridone solid solutions |
| DE4434554A1 (de) | 1994-09-28 | 1996-04-04 | Basf Ag | Strahlungshärtbare wäßrige Polyurethandispersionen |
| US5994427A (en) * | 1997-03-12 | 1999-11-30 | Lexmark International, Inc. | High performance ink compositions with non-benzidine based colorants |
| DE19727767A1 (de) | 1997-06-30 | 1999-01-07 | Basf Ag | Als Ink-Jet-Tinten geeignete Pigmentzubereitungen mit strahlungshärtbarem Bindemittel |
| DE69801302T2 (de) * | 1997-08-01 | 2002-03-14 | Ciba Speciality Chemicals Holding Inc., Basel | Verfahren zur Herstellung fester Lösungen von Chinacridonen |
| DE19733642A1 (de) * | 1997-08-04 | 1999-02-11 | Clariant Gmbh | Mischkristallpigmente der Chinacridonreihe |
| US5972099A (en) * | 1997-12-17 | 1999-10-26 | Bayer Corporation | Process for preparing organic pigment compositions |
| DE19854571A1 (de) * | 1998-11-26 | 2000-05-31 | Clariant Gmbh | Verwendung von Mischkristallpigmenten der Chinacridonreihe in elektrophotographischen Tonern und Entwicklern, Pulverlacken und Ink-Jet-Tinten |
| DE19901060A1 (de) * | 1999-01-14 | 2000-07-20 | Clariant Gmbh | Chinacridon-Mischkristallpigmente der gamma-Phase |
| US6313300B1 (en) * | 1999-09-07 | 2001-11-06 | Ciba Specialty Chemicals Corp. | Oxidation process for preparing quinacridone pigments |
-
2004
- 2004-07-09 EP EP12187202.2A patent/EP2551304B1/en not_active Expired - Lifetime
- 2004-07-09 JP JP2006520823A patent/JP5006038B2/ja not_active Expired - Lifetime
- 2004-07-09 MX MXPA06000682A patent/MXPA06000682A/es unknown
- 2004-07-09 KR KR1020067001227A patent/KR101248041B1/ko not_active Expired - Lifetime
- 2004-07-09 ES ES04766172.3T patent/ES2494290T5/es not_active Expired - Lifetime
- 2004-07-09 AU AU2004263664A patent/AU2004263664A1/en not_active Abandoned
- 2004-07-09 ES ES12187202.2T patent/ES2532583T3/es not_active Expired - Lifetime
- 2004-07-09 WO PCT/EP2004/051430 patent/WO2005014728A1/en not_active Ceased
- 2004-07-09 BR BRPI0412754-4A patent/BRPI0412754A/pt not_active Application Discontinuation
- 2004-07-09 CA CA002532170A patent/CA2532170A1/en not_active Abandoned
- 2004-07-09 KR KR1020127018237A patent/KR20120086377A/ko not_active Withdrawn
- 2004-07-09 EP EP04766172.3A patent/EP1646691B2/en not_active Expired - Lifetime
- 2004-07-13 US US10/890,452 patent/US7166158B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR20060037374A (ko) | 2006-05-03 |
| EP2551304A1 (en) | 2013-01-30 |
| EP1646691A1 (en) | 2006-04-19 |
| KR20120086377A (ko) | 2012-08-02 |
| US7166158B2 (en) | 2007-01-23 |
| EP1646691B1 (en) | 2014-06-25 |
| KR101248041B1 (ko) | 2013-03-27 |
| WO2005014728A1 (en) | 2005-02-17 |
| CA2532170A1 (en) | 2005-02-17 |
| ES2494290T3 (es) | 2014-09-15 |
| BRPI0412754A (pt) | 2006-09-26 |
| EP1646691B2 (en) | 2018-03-07 |
| JP2007500254A (ja) | 2007-01-11 |
| ES2532583T3 (es) | 2015-03-30 |
| EP2551304B1 (en) | 2014-12-17 |
| AU2004263664A1 (en) | 2005-02-17 |
| JP5006038B2 (ja) | 2012-08-22 |
| US20050011403A1 (en) | 2005-01-20 |
| ES2494290T5 (es) | 2018-06-08 |
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