DE2515523C3 - Wasserunlösliche Disazomethinverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbmittel - Google Patents
Wasserunlösliche Disazomethinverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als FarbmittelInfo
- Publication number
- DE2515523C3 DE2515523C3 DE2515523A DE2515523A DE2515523C3 DE 2515523 C3 DE2515523 C3 DE 2515523C3 DE 2515523 A DE2515523 A DE 2515523A DE 2515523 A DE2515523 A DE 2515523A DE 2515523 C3 DE2515523 C3 DE 2515523C3
- Authority
- DE
- Germany
- Prior art keywords
- parts
- compounds
- red
- water
- halogen
- 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
Links
- 150000001875 compounds Chemical class 0.000 title claims description 27
- 238000000034 method Methods 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title claims description 5
- 239000003086 colorant Substances 0.000 title description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical group 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- -1 phenoxy, hydroxy Chemical group 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
- 125000001589 carboacyl group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 16
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 12
- 239000000049 pigment Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- NTCCNERMXRIPTR-UHFFFAOYSA-N 2-hydroxy-1-naphthaldehyde Chemical compound C1=CC=CC2=C(C=O)C(O)=CC=C21 NTCCNERMXRIPTR-UHFFFAOYSA-N 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- 239000003973 paint Substances 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 229910052759 nickel Inorganic materials 0.000 description 7
- 150000004985 diamines Chemical class 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000012362 glacial acetic acid Substances 0.000 description 4
- 239000004922 lacquer Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 150000004987 o-phenylenediamines Chemical class 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- DGRGLKZMKWPMOH-UHFFFAOYSA-N 4-methylbenzene-1,2-diamine Chemical compound CC1=CC=C(N)C(N)=C1 DGRGLKZMKWPMOH-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 206010039587 Scarlet Fever Diseases 0.000 description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 238000001465 metallisation Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 2
- AXNUJYHFQHQZBE-UHFFFAOYSA-N 3-methylbenzene-1,2-diamine Chemical compound CC1=CC=CC(N)=C1N AXNUJYHFQHQZBE-UHFFFAOYSA-N 0.000 description 2
- KLLREYQZEOLXHA-UHFFFAOYSA-N 4-ethoxybenzene-1,2-diamine Chemical compound CCOC1=CC=C(N)C(N)=C1 KLLREYQZEOLXHA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- MQRWBMAEBQOWAF-UHFFFAOYSA-N acetic acid;nickel Chemical compound [Ni].CC(O)=O.CC(O)=O MQRWBMAEBQOWAF-UHFFFAOYSA-N 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 229940078494 nickel acetate Drugs 0.000 description 2
- LGQLOGILCSXPEA-UHFFFAOYSA-L nickel sulfate Chemical compound [Ni+2].[O-]S([O-])(=O)=O LGQLOGILCSXPEA-UHFFFAOYSA-L 0.000 description 2
- 229910000363 nickel(II) sulfate Inorganic materials 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000000485 pigmenting effect Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- OTNKCGQLSHSABI-UHFFFAOYSA-N 2-hydroxy-6-methoxynaphthalene-1-carbaldehyde Chemical compound O=CC1=C(O)C=CC2=CC(OC)=CC=C21 OTNKCGQLSHSABI-UHFFFAOYSA-N 0.000 description 1
- ACZIUXLIPAUBEH-UHFFFAOYSA-N 2-hydroxynaphthalene-1-carbaldehyde;nickel Chemical compound [Ni].C1=CC=CC2=C(C=O)C(O)=CC=C21 ACZIUXLIPAUBEH-UHFFFAOYSA-N 0.000 description 1
- RPKCLSMBVQLWIN-UHFFFAOYSA-N 2-n-methylbenzene-1,2-diamine Chemical class CNC1=CC=CC=C1N RPKCLSMBVQLWIN-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical class C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical class NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 1
- RQWJHUJJBYMJMN-UHFFFAOYSA-N 4-(trifluoromethyl)benzene-1,2-diamine Chemical compound NC1=CC=C(C(F)(F)F)C=C1N RQWJHUJJBYMJMN-UHFFFAOYSA-N 0.000 description 1
- ZZNAYFWAXZJITH-UHFFFAOYSA-N 4-amino-3-nitrobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1[N+]([O-])=O ZZNAYFWAXZJITH-UHFFFAOYSA-N 0.000 description 1
- KSLRFRXKUAIWDV-UHFFFAOYSA-N 4-ethoxy-5-methylbenzene-1,2-diamine Chemical compound CCOC1=CC(N)=C(N)C=C1C KSLRFRXKUAIWDV-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 239000001058 brown pigment Substances 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 239000010431 corundum Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000000320 mechanical mixture Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 150000004002 naphthaldehydes Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical class [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 1
- FAQOZARUOBFXBH-UHFFFAOYSA-N nitroformamide Chemical compound NC(=O)[N+]([O-])=O FAQOZARUOBFXBH-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical group CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000001052 yellow pigment Substances 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
- C09B55/00—Azomethine dyes
- C09B55/005—Disazomethine dyes
- C09B55/007—Disazomethine dyes containing only carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0091—Complexes with metal-heteroatom-bonds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/13—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azomethine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Coloring (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2515523A DE2515523C3 (de) | 1975-04-09 | 1975-04-09 | Wasserunlösliche Disazomethinverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbmittel |
| US05/641,252 US4097510A (en) | 1975-04-09 | 1975-12-16 | Water-insoluble nickel-complex disazo methine compounds |
| NL7603465A NL7603465A (nl) | 1975-04-09 | 1976-04-02 | In water onoplosbare disazomethineverbindingen, hun bereiding en toepassing als kleurstoffen. |
| BR7602069A BR7602069A (pt) | 1975-04-09 | 1976-04-06 | Compostos disazometinicos,processo para sua fabricacao e sua utilizacao como corantes |
| CH431376A CH602889A5 (enExample) | 1975-04-09 | 1976-04-06 | |
| IT22067/76A IT1058379B (it) | 1975-04-09 | 1976-04-07 | Composti disazometinici idroinso lubili processo per la loro preparazione e loro impiego come coloranti |
| IN609/CAL/76A IN144446B (enExample) | 1975-04-09 | 1976-04-07 | |
| JP51038839A JPS6043384B2 (ja) | 1975-04-09 | 1976-04-08 | 水不溶性ジスアゾメチン化合物並びにその製法及び使用法 |
| AR262819A AR224855A1 (es) | 1975-04-09 | 1976-04-08 | Compuestos de complejos niquel-fenileno-dis-(azometino-naftaleno)insolubles en agua,procedimiento para su obtencion y composiciones colorantes que lo contienen |
| FR7610259A FR2307021A1 (fr) | 1975-04-09 | 1976-04-08 | Colorants disazomethiniques insolubles dans l'eau et leur preparation |
| AU12815/76A AU1281576A (en) | 1975-04-09 | 1976-04-08 | Water-insoluble disazo methine compounds |
| CA249,842A CA1083590A (en) | 1975-04-09 | 1976-04-08 | Water-insoluble disazo methine compounds process for their preparation and their use as dyestuffs |
| BE166028A BE840599A (fr) | 1975-04-09 | 1976-04-09 | Colorants disazomethiniques insolubles dans l'eau et leur preparation |
| GB14651/76A GB1505009A (en) | 1975-04-09 | 1976-04-09 | Disazo methine compounds process for their preparation and their use as dyestuffs |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2515523A DE2515523C3 (de) | 1975-04-09 | 1975-04-09 | Wasserunlösliche Disazomethinverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbmittel |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2515523A1 DE2515523A1 (de) | 1976-10-28 |
| DE2515523B2 DE2515523B2 (de) | 1979-09-13 |
| DE2515523C3 true DE2515523C3 (de) | 1980-05-29 |
Family
ID=5943424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2515523A Expired DE2515523C3 (de) | 1975-04-09 | 1975-04-09 | Wasserunlösliche Disazomethinverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Farbmittel |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4097510A (enExample) |
| JP (1) | JPS6043384B2 (enExample) |
| AR (1) | AR224855A1 (enExample) |
| AU (1) | AU1281576A (enExample) |
| BE (1) | BE840599A (enExample) |
| BR (1) | BR7602069A (enExample) |
| CA (1) | CA1083590A (enExample) |
| CH (1) | CH602889A5 (enExample) |
| DE (1) | DE2515523C3 (enExample) |
| FR (1) | FR2307021A1 (enExample) |
| GB (1) | GB1505009A (enExample) |
| IN (1) | IN144446B (enExample) |
| IT (1) | IT1058379B (enExample) |
| NL (1) | NL7603465A (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2610308A1 (de) * | 1976-03-12 | 1977-09-15 | Hoechst Ag | Wasserunloesliche disazomethin-mischkomplexe, verfahren zu ihrer herstellung und ihre verwendung als farbmittel |
| GB1564231A (en) * | 1977-05-31 | 1980-04-02 | Ciba Geigy Ag | Process for the production of a bisazomethine pigment |
| DE2801288C2 (de) * | 1978-01-13 | 1985-06-20 | Hoechst Ag, 6230 Frankfurt | Verwendung von wasserunlöslichen Diazomethinverbindungen zum Färben von thermoplastischen Polyestern in der Masse und in der Spinnfärbung von thermoplastischen Polyestern |
| CH655508B (enExample) * | 1981-08-26 | 1986-04-30 | ||
| GB0100963D0 (en) | 2001-01-15 | 2001-02-28 | Clariant Int Ltd | Improvements relating to organic compounds |
| GB0101544D0 (en) | 2001-01-22 | 2001-03-07 | Clariant Int Ltd | Use of pigment dyes for dispersion dyeing from aqueous media |
| GB0101546D0 (en) | 2001-01-22 | 2001-03-07 | Clariant Int Ltd | Use of pigment dyes for dispersion dyeing from aqueous media |
| KR102734284B1 (ko) * | 2018-12-06 | 2024-11-25 | 주식회사 엘지화학 | 색재 조성물, 감광성 수지 조성물, 감광재, 컬러필터, 및 디스플레이 장치 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2993065A (en) * | 1956-10-24 | 1961-07-18 | Interchem Corp | Pigment and method of preparing same |
| US3398170A (en) * | 1964-05-21 | 1968-08-20 | Universal Oil Prod Co | Mixed chelates of a schiff base, an amine, and a transition series metal |
| FR1469573A (fr) * | 1966-01-04 | 1967-02-17 | Kuhlmann Ets | Pigments azométhiniques métallifères |
| US3472876A (en) * | 1967-08-18 | 1969-10-14 | Shell Oil Co | Olefin epoxidation |
| BE795836A (fr) * | 1972-02-24 | 1973-08-23 | Ciba Geigy | Pigment bis-azomethinique et sa preparation |
| GB1413511A (en) * | 1972-03-20 | 1975-11-12 | Ciba Geigy Ag | Metallised bisazomethine pigments |
| CH568368A5 (enExample) * | 1972-06-19 | 1975-10-31 | Ciba Geigy Ag | |
| US3939194A (en) * | 1972-06-19 | 1976-02-17 | Ciba-Geigy Corporation | Bis-2-azomethine pigments, process for their manufacture and their use |
| DE2460490A1 (de) * | 1974-12-20 | 1976-07-01 | Hoechst Ag | Wasserunloesliche disazomethinverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
-
1975
- 1975-04-09 DE DE2515523A patent/DE2515523C3/de not_active Expired
- 1975-12-16 US US05/641,252 patent/US4097510A/en not_active Expired - Lifetime
-
1976
- 1976-04-02 NL NL7603465A patent/NL7603465A/xx not_active Application Discontinuation
- 1976-04-06 CH CH431376A patent/CH602889A5/xx not_active IP Right Cessation
- 1976-04-06 BR BR7602069A patent/BR7602069A/pt unknown
- 1976-04-07 IN IN609/CAL/76A patent/IN144446B/en unknown
- 1976-04-07 IT IT22067/76A patent/IT1058379B/it active
- 1976-04-08 AU AU12815/76A patent/AU1281576A/en not_active Expired
- 1976-04-08 FR FR7610259A patent/FR2307021A1/fr active Granted
- 1976-04-08 AR AR262819A patent/AR224855A1/es active
- 1976-04-08 JP JP51038839A patent/JPS6043384B2/ja not_active Expired
- 1976-04-08 CA CA249,842A patent/CA1083590A/en not_active Expired
- 1976-04-09 GB GB14651/76A patent/GB1505009A/en not_active Expired
- 1976-04-09 BE BE166028A patent/BE840599A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7603465A (nl) | 1976-10-12 |
| BR7602069A (pt) | 1976-10-05 |
| DE2515523A1 (de) | 1976-10-28 |
| GB1505009A (en) | 1978-03-22 |
| AU1281576A (en) | 1977-10-13 |
| IT1058379B (it) | 1982-04-10 |
| JPS6043384B2 (ja) | 1985-09-27 |
| FR2307021A1 (fr) | 1976-11-05 |
| CH602889A5 (enExample) | 1978-08-15 |
| DE2515523B2 (de) | 1979-09-13 |
| FR2307021B1 (enExample) | 1980-02-15 |
| JPS51123226A (en) | 1976-10-27 |
| IN144446B (enExample) | 1978-05-06 |
| BE840599A (fr) | 1976-10-11 |
| AR224855A1 (es) | 1982-01-29 |
| US4097510A (en) | 1978-06-27 |
| CA1083590A (en) | 1980-08-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |