CH629521A5 - Verfahren zur herstellung von neuen disazoverbindungen und deren verwendung. - Google Patents
Verfahren zur herstellung von neuen disazoverbindungen und deren verwendung. Download PDFInfo
- Publication number
- CH629521A5 CH629521A5 CH1367277A CH1367277A CH629521A5 CH 629521 A5 CH629521 A5 CH 629521A5 CH 1367277 A CH1367277 A CH 1367277A CH 1367277 A CH1367277 A CH 1367277A CH 629521 A5 CH629521 A5 CH 629521A5
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- use according
- solution
- disazo compounds
- producing new
- Prior art date
Links
- LCZPIYCNOWJWPQ-UHFFFAOYSA-I disodium;chromium(3+);1-[(2-oxidonaphthalen-1-yl)diazenyl]-4-sulfonaphthalen-2-olate;3-oxido-4-[(2-oxidonaphthalen-1-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Na+].[Na+].[Cr+3].C12=CC=CC=C2C(S(=O)(=O)O)=CC([O-])=C1N=NC1=C([O-])C=CC2=CC=CC=C12.C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3[O-])=C([O-])C=C(S([O-])(=O)=O)C2=C1 LCZPIYCNOWJWPQ-UHFFFAOYSA-I 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 230000008878 coupling Effects 0.000 claims description 12
- 238000010168 coupling process Methods 0.000 claims description 12
- 238000005859 coupling reaction Methods 0.000 claims description 12
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 7
- XPAQFJJCWGSXGJ-UHFFFAOYSA-N 4-amino-n-(4-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1NC(=O)C1=CC=C(N)C=C1 XPAQFJJCWGSXGJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000004043 dyeing Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000004922 lacquer Substances 0.000 claims description 3
- 239000003973 paint Substances 0.000 claims description 3
- 229920002955 Art silk Polymers 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 229920003086 cellulose ether Polymers 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000000976 ink Substances 0.000 claims description 2
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 2
- 229920000151 polyglycol Polymers 0.000 claims description 2
- 239000010695 polyglycol Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 230000000485 pigmenting effect Effects 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 14
- 239000000049 pigment Substances 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- -1 alkyl nitrites Chemical class 0.000 description 5
- 150000002431 hydrogen Chemical group 0.000 description 5
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000012362 glacial acetic acid Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 239000012954 diazonium Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N Vilsmeier-Haack reagent Natural products CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000000460 chlorine Chemical group 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 150000004816 dichlorobenzenes Chemical class 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- KQNZKBRSEJLVEO-UHFFFAOYSA-N 3-oxo-n-(2-oxobenzimidazol-5-yl)butanamide Chemical compound C1=C(NC(=O)CC(=O)C)C=CC2=NC(=O)N=C21 KQNZKBRSEJLVEO-UHFFFAOYSA-N 0.000 description 1
- KXXFFLBMRKBXGF-UHFFFAOYSA-N 4-amino-6-chlorobenzimidazol-2-one Chemical compound NC1=CC(=CC2=NC(N=C21)=O)Cl KXXFFLBMRKBXGF-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- MJDOEDYOVUIOGR-UHFFFAOYSA-N N-(2-oxobenzimidazol-4-yl)acetamide Chemical compound C(C)(=O)NC1=CC=CC2=NC(N=C21)=O MJDOEDYOVUIOGR-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- XQKLKPBRUNUCGA-UHFFFAOYSA-N n-(1-ethyl-2-oxo-3h-benzimidazol-5-yl)-3-oxobutanamide Chemical compound C1=C(NC(=O)CC(C)=O)C=C2NC(=O)N(CC)C2=C1 XQKLKPBRUNUCGA-UHFFFAOYSA-N 0.000 description 1
- VRJPHQHPAZPXIE-UHFFFAOYSA-N n-(1-methyl-2-oxo-3h-benzimidazol-5-yl)-3-oxobutanamide Chemical compound CC(=O)CC(=O)NC1=CC=C2N(C)C(=O)NC2=C1 VRJPHQHPAZPXIE-UHFFFAOYSA-N 0.000 description 1
- GAYLJLOZCAZCFE-UHFFFAOYSA-N n-(6-bromo-2-oxobenzimidazol-5-yl)-3-oxobutanamide Chemical compound C1=C(Br)C(NC(=O)CC(=O)C)=CC2=NC(=O)N=C21 GAYLJLOZCAZCFE-UHFFFAOYSA-N 0.000 description 1
- YYCXUYCPBZVZKJ-UHFFFAOYSA-N n-(6-chloro-2-oxobenzimidazol-5-yl)-3-oxobutanamide Chemical compound C1=C(Cl)C(NC(=O)CC(=O)C)=CC2=NC(=O)N=C21 YYCXUYCPBZVZKJ-UHFFFAOYSA-N 0.000 description 1
- BQVKEMYJDNVKLT-UHFFFAOYSA-N n-(6-methoxy-2-oxobenzimidazol-5-yl)-3-oxobutanamide Chemical compound C1=C(NC(=O)CC(C)=O)C(OC)=CC2=NC(=O)N=C21 BQVKEMYJDNVKLT-UHFFFAOYSA-N 0.000 description 1
- YYYWZFPFUCJCHV-UHFFFAOYSA-N n-(7-bromo-2-oxobenzimidazol-5-yl)-3-oxobutanamide Chemical compound C1=C(NC(=O)CC(=O)C)C=C(Br)C2=NC(=O)N=C21 YYYWZFPFUCJCHV-UHFFFAOYSA-N 0.000 description 1
- HUWDAZAXBKFZKI-UHFFFAOYSA-N n-(7-methoxy-2-oxobenzimidazol-5-yl)-3-oxobutanamide Chemical compound COC1=CC(NC(=O)CC(C)=O)=CC2=NC(=O)N=C12 HUWDAZAXBKFZKI-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 150000003673 urethanes Chemical class 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Coloring (AREA)
- Photoreceptors In Electrophotography (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH909878A CH630659A5 (en) | 1977-11-09 | 1978-08-29 | Disazo compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762651919 DE2651919A1 (de) | 1976-11-13 | 1976-11-13 | Disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbmittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH629521A5 true CH629521A5 (de) | 1982-04-30 |
Family
ID=5993142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1367277A CH629521A5 (de) | 1976-11-13 | 1977-11-09 | Verfahren zur herstellung von neuen disazoverbindungen und deren verwendung. |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4169830A (en, 2012) |
| JP (1) | JPS5361626A (en, 2012) |
| CH (1) | CH629521A5 (en, 2012) |
| DE (1) | DE2651919A1 (en, 2012) |
| FR (1) | FR2370780A1 (en, 2012) |
| GB (1) | GB1586775A (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2845947A1 (de) * | 1978-10-21 | 1980-04-30 | Hoechst Ag | Azoverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
| DE2845946A1 (de) * | 1978-10-21 | 1980-04-30 | Hoechst Ag | Azoverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
| DE3048610A1 (de) * | 1980-12-23 | 1982-07-29 | Hoechst Ag, 6000 Frankfurt | "disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung" |
| DE3412730A1 (de) * | 1984-04-05 | 1985-10-17 | Hoechst Ag, 6230 Frankfurt | Disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
| MXPA04012182A (es) * | 2002-06-06 | 2005-02-25 | Ciba Sc Holding Ag | Colorantes disazo anionicos amarillos. |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB210217A (en) * | 1922-11-23 | 1924-01-31 | Griesheim Elektron Chem Fab | Manufacture of azo-dyestuffs |
| DE1275233B (de) * | 1961-05-24 | 1969-03-20 | Ici Ltd | Verfahren zur Herstellung von Disazofarbstoffen |
| CH510085A (de) * | 1968-11-09 | 1971-07-15 | Hoechst Ag | Verfahren zur Herstellung von neuen wasserlöslichen Monoazopigmenten |
| BE786778A (fr) * | 1971-07-26 | 1973-01-26 | Acna | Nouveaux pigments disazoiques et leur procede de preparation |
| CH610000A5 (en, 2012) * | 1973-06-06 | 1979-03-30 | Hoechst Ag | |
| CH599299A5 (en, 2012) * | 1973-10-30 | 1978-05-31 | Ciba Geigy Ag |
-
1976
- 1976-11-13 DE DE19762651919 patent/DE2651919A1/de not_active Ceased
-
1977
- 1977-11-09 CH CH1367277A patent/CH629521A5/de not_active IP Right Cessation
- 1977-11-10 US US05/850,464 patent/US4169830A/en not_active Expired - Lifetime
- 1977-11-10 JP JP13416077A patent/JPS5361626A/ja active Granted
- 1977-11-11 GB GB47055/77A patent/GB1586775A/en not_active Expired
- 1977-11-14 FR FR7734096A patent/FR2370780A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4169830A (en) | 1979-10-02 |
| JPS5361626A (en) | 1978-06-02 |
| FR2370780A1 (fr) | 1978-06-09 |
| DE2651919A1 (de) | 1978-05-18 |
| GB1586775A (en) | 1981-03-25 |
| JPS6120590B2 (en, 2012) | 1986-05-22 |
| FR2370780B1 (en, 2012) | 1982-11-05 |
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