DE2915214A1 - Polyazofarbstoffe - Google Patents
PolyazofarbstoffeInfo
- Publication number
- DE2915214A1 DE2915214A1 DE19792915214 DE2915214A DE2915214A1 DE 2915214 A1 DE2915214 A1 DE 2915214A1 DE 19792915214 DE19792915214 DE 19792915214 DE 2915214 A DE2915214 A DE 2915214A DE 2915214 A1 DE2915214 A1 DE 2915214A1
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- alkoxy
- acid
- alkyl
- formula
- 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.)
- Withdrawn
Links
- -1 POLYAZO Polymers 0.000 title claims description 36
- 239000000975 dye Substances 0.000 title claims description 24
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000004442 acylamino group Chemical group 0.000 claims description 5
- 238000005859 coupling reaction Methods 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- CSGQJHQYWJLPKY-UHFFFAOYSA-N CITRAZINIC ACID Chemical compound OC(=O)C=1C=C(O)NC(=O)C=1 CSGQJHQYWJLPKY-UHFFFAOYSA-N 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000004043 dyeing Methods 0.000 claims description 4
- 239000010985 leather Substances 0.000 claims description 4
- 229920002647 polyamide Polymers 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 210000002268 wool Anatomy 0.000 claims description 4
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 3
- JVVRJMXHNUAPHW-UHFFFAOYSA-N 1h-pyrazol-5-amine Chemical compound NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 claims description 3
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000002657 fibrous material Substances 0.000 claims description 2
- 150000005204 hydroxybenzenes Chemical class 0.000 claims description 2
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000012954 diazonium Substances 0.000 description 4
- 150000001989 diazonium salts Chemical class 0.000 description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 4
- 229960004889 salicylic acid Drugs 0.000 description 4
- UWPJYQYRSWYIGZ-UHFFFAOYSA-N 5-aminonaphthalene-2-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=C2C(N)=CC=CC2=C1 UWPJYQYRSWYIGZ-UHFFFAOYSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 description 3
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- MQFQIIGRFXESTM-UHFFFAOYSA-N aniline;3-methylaniline Chemical compound NC1=CC=CC=C1.CC1=CC=CC(N)=C1 MQFQIIGRFXESTM-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 2
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 2
- 125000004957 naphthylene group Chemical group 0.000 description 2
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- IPOFQEDKXYAPBX-UHFFFAOYSA-N 1,4-diaminocyclohexa-2,4-diene-1-sulfonic acid Chemical compound NC1=CCC(N)(S(O)(=O)=O)C=C1 IPOFQEDKXYAPBX-UHFFFAOYSA-N 0.000 description 1
- WITMXBRCQWOZPX-UHFFFAOYSA-N 1-phenylpyrazole Chemical compound C1=CC=NN1C1=CC=CC=C1 WITMXBRCQWOZPX-UHFFFAOYSA-N 0.000 description 1
- VMJNTFXCTXAXTC-UHFFFAOYSA-N 2,2-difluoro-1,3-benzodioxole-5-carbonitrile Chemical group C1=C(C#N)C=C2OC(F)(F)OC2=C1 VMJNTFXCTXAXTC-UHFFFAOYSA-N 0.000 description 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 description 1
- NDACNGSDAFKTGE-UHFFFAOYSA-N 3-hydroxydiphenylamine Chemical compound OC1=CC=CC(NC=2C=CC=CC=2)=C1 NDACNGSDAFKTGE-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XIQVNZSMQXGFBK-UHFFFAOYSA-N 4-methoxyaniline;3-oxobutanoic acid Chemical compound CC(=O)CC(O)=O.COC1=CC=C(N)C=C1 XIQVNZSMQXGFBK-UHFFFAOYSA-N 0.000 description 1
- HKTWHHAJDJCUPC-UHFFFAOYSA-N 7-aminonaphthalene-1,3,5-trisulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 HKTWHHAJDJCUPC-UHFFFAOYSA-N 0.000 description 1
- 125000003830 C1- C4 alkylcarbonylamino group Chemical group 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910052689 Holmium Inorganic materials 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- JKDBHOCXOBHEHB-UHFFFAOYSA-N NC1=CC=CC=C1.C1=CC=C2C(N)=CC=CC2=C1 Chemical compound NC1=CC=CC=C1.C1=CC=C2C(N)=CC=CC2=C1 JKDBHOCXOBHEHB-UHFFFAOYSA-N 0.000 description 1
- 101100309040 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) lea-1 gene Proteins 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 1
- 125000005129 aryl carbonyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 239000001049 brown dye Substances 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- WSEFXLKPOBQART-UHFFFAOYSA-N dinaphthalen-1-yldiazene;naphthalene Chemical group C1=CC=CC2=CC=CC=C21.C1=CC=C2C(N=NC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 WSEFXLKPOBQART-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- NCBZRJODKRCREW-UHFFFAOYSA-N m-anisidine Chemical compound COC1=CC=CC(N)=C1 NCBZRJODKRCREW-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- OKQIEBVRUGLWOR-UHFFFAOYSA-N n-naphthalen-1-ylacetamide Chemical compound C1=CC=C2C(NC(=O)C)=CC=CC2=C1 OKQIEBVRUGLWOR-UHFFFAOYSA-N 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/16—Trisazo dyes
-
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/30—Other polyazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792915214 DE2915214A1 (de) | 1979-04-14 | 1979-04-14 | Polyazofarbstoffe |
| IN171/DEL/80A IN153815B (OSRAM) | 1979-04-14 | 1980-03-10 | |
| US06/133,072 US4670548A (en) | 1979-04-14 | 1980-03-24 | Sulfo-group-containing trisazo dyestuffs |
| DE8080101728T DE3061574D1 (en) | 1979-04-14 | 1980-04-01 | Polyazo dyestuffs and their use in dyeing fibrous materials containing nitrogen |
| EP80101728A EP0017841B1 (de) | 1979-04-14 | 1980-04-01 | Polyazofarbstoffe sowie ihre Verwendung zum Färben stickstoffhaltiger Fasermaterialien |
| ES490483A ES490483A0 (es) | 1979-04-14 | 1980-04-11 | Procedimiento para la obtencion de colorantes poliazoicos hidrosolubles |
| BR8002281A BR8002281A (pt) | 1979-04-14 | 1980-04-11 | Corantes, processo para a sua preparacao e aplicacao |
| JP4698880A JPS55139456A (en) | 1979-04-14 | 1980-04-11 | Polyazo dyes and their use for dyeing nitrogen contained fiber material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792915214 DE2915214A1 (de) | 1979-04-14 | 1979-04-14 | Polyazofarbstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2915214A1 true DE2915214A1 (de) | 1980-10-23 |
Family
ID=6068344
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792915214 Withdrawn DE2915214A1 (de) | 1979-04-14 | 1979-04-14 | Polyazofarbstoffe |
| DE8080101728T Expired DE3061574D1 (en) | 1979-04-14 | 1980-04-01 | Polyazo dyestuffs and their use in dyeing fibrous materials containing nitrogen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8080101728T Expired DE3061574D1 (en) | 1979-04-14 | 1980-04-01 | Polyazo dyestuffs and their use in dyeing fibrous materials containing nitrogen |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4670548A (OSRAM) |
| EP (1) | EP0017841B1 (OSRAM) |
| JP (1) | JPS55139456A (OSRAM) |
| BR (1) | BR8002281A (OSRAM) |
| DE (2) | DE2915214A1 (OSRAM) |
| ES (1) | ES490483A0 (OSRAM) |
| IN (1) | IN153815B (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2801411B2 (ja) * | 1990-02-09 | 1998-09-21 | キヤノン株式会社 | インク、これを用いたインクジェット記録方法及び機器 |
| US5167703A (en) * | 1990-11-30 | 1992-12-01 | Canon Kabushiki Kaisha | Ink, ink-jet recording process and instrument making use of the ink |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US648623A (en) * | 1900-01-13 | 1900-05-01 | Farbenfabriken Of Elberfeld Company | Blue trisazo dye. |
| GB190303654A (en) * | 1903-02-16 | 1903-12-17 | Robert Bolton Ransford | Improvements in the Manufacture of Polyazo Bodies and Dyestuffs. |
| FR395960A (fr) * | 1908-02-11 | 1909-03-25 | Farbenfab Vorm Bayer F & Co | Production de matières colorantes azoiques tirant directement sur le coton |
| US920151A (en) * | 1909-01-28 | 1909-05-04 | Farbenfab Vorm Bayer F & Co | Trisazo dye. |
| US1014633A (en) * | 1910-07-28 | 1912-01-16 | Farbenfab Vorm Bayer F & Co | New dye. |
| US1010433A (en) * | 1911-01-04 | 1911-12-05 | Farbenfab Vorm Bayer F & Co | Blue trisazo dye. |
| US1180985A (en) * | 1915-11-02 | 1916-04-25 | Agfa Ag | Blue tetrakisazo dyes. |
| US1602991A (en) * | 1924-06-13 | 1926-10-12 | Grasselli Dyestuff Corp | Trisazo dyestuff |
| US1856211A (en) * | 1929-09-11 | 1932-05-03 | Gen Aniline Works Inc | New secondary trisazodyestuffs |
| FR793459A (fr) * | 1934-07-26 | 1936-01-25 | Ste Ind Chim Bale | Nouveaux colorants azoïques |
| US2169152A (en) * | 1937-01-26 | 1939-08-08 | Soc Of Chemical Ind | Azo dyestuffs and process of making same |
| CH202734A (de) * | 1937-06-14 | 1939-01-31 | Geigy Ag J R | Verfahren zur Darstellung eines Azofarbstoffes. |
| US2182721A (en) * | 1937-06-14 | 1939-12-05 | Geigy Ag J R | Azo dyestuffs and their manufacture |
| CH202735A (de) * | 1937-06-14 | 1939-01-31 | Geigy Ag J R | Verfahren zur Darstellung eines Azofarbstoffes. |
| US2171364A (en) * | 1937-07-08 | 1939-08-29 | Du Pont | Azo dyes |
| US2252824A (en) * | 1938-07-23 | 1941-08-19 | Gen Aniline & Film Corp | Production of trisazo dyestuffs |
| DE741468C (de) * | 1939-07-22 | 1943-11-16 | Ig Farbenindustrie Ag | Verfahren zur Herstellung von Polyazofarbstoffen |
| US2435356A (en) * | 1942-04-02 | 1948-02-03 | Soc Of Chemical Ind | Trisazo urea dyestuffs |
| US2421553A (en) * | 1944-03-15 | 1947-06-03 | Chem Ind Basel | Azo dyes from 2, 6 dihalo 4 nitraniline |
| CH263529A (de) * | 1948-03-04 | 1949-08-31 | Ciba Geigy | Verfahren zur Herstellung eines acylaminogruppenhaltigen Trisazofarbstoffes. |
| NL93996C (OSRAM) * | 1955-09-15 |
-
1979
- 1979-04-14 DE DE19792915214 patent/DE2915214A1/de not_active Withdrawn
-
1980
- 1980-03-10 IN IN171/DEL/80A patent/IN153815B/en unknown
- 1980-03-24 US US06/133,072 patent/US4670548A/en not_active Expired - Lifetime
- 1980-04-01 DE DE8080101728T patent/DE3061574D1/de not_active Expired
- 1980-04-01 EP EP80101728A patent/EP0017841B1/de not_active Expired
- 1980-04-11 ES ES490483A patent/ES490483A0/es active Granted
- 1980-04-11 BR BR8002281A patent/BR8002281A/pt unknown
- 1980-04-11 JP JP4698880A patent/JPS55139456A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0017841B1 (de) | 1983-01-12 |
| DE3061574D1 (en) | 1983-02-17 |
| IN153815B (OSRAM) | 1984-08-18 |
| EP0017841A1 (de) | 1980-10-29 |
| JPS55139456A (en) | 1980-10-31 |
| ES8101104A1 (es) | 1980-12-01 |
| BR8002281A (pt) | 1980-12-02 |
| ES490483A0 (es) | 1980-12-01 |
| US4670548A (en) | 1987-06-02 |
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