GB2016501A - Azo dyes - Google Patents
Azo dyesInfo
- Publication number
- GB2016501A GB2016501A GB7903678A GB7903678A GB2016501A GB 2016501 A GB2016501 A GB 2016501A GB 7903678 A GB7903678 A GB 7903678A GB 7903678 A GB7903678 A GB 7903678A GB 2016501 A GB2016501 A GB 2016501A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- substituted
- alkyl
- unsubstituted
- bromine
- 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.)
- Granted
Links
- 239000000987 azo dye Substances 0.000 title abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 150000002431 hydrogen Chemical group 0.000 abstract 6
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Chemical group 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 238000004043 dyeing Methods 0.000 abstract 2
- -1 nitro, methyl Chemical group 0.000 abstract 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003609 aryl vinyl group Chemical group 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000002130 sulfonic acid ester group Chemical group 0.000 abstract 1
- 239000012209 synthetic fiber Substances 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
- C09B29/0011—Monoazo dyes prepared by diazotising and coupling from diazotized anilines from diazotized anilines directly substituted by a heterocyclic ring (not condensed)
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
- C09B29/3626—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention provides azo dyes of the general formula <IMAGE> where X is hydrogen, chlorine, bromine, nitro, methyl, ethyl, methoxy, ethoxy, trifluoromethyl, a sulfonic acid ester group or unsubstituted or substituted sulfamyl, Y is hydrogen, chlorine or bromine, Z is hydrogen, acetyl, cyano or unsubstituted or substituted carbamyl, R is hydrogen, ether-oxygen- containing C1-C10-alkyl (which may or may not be substituted by cyclohexyl or aryl), phenyl-C1-C4-alkyl, optionally substituted arylvinyl or a radical of the formula (CH2)mCOOR<4>, m being a number from 0 to 5 and R<4> being hydrogen, unsubstituted or substituted C1-C8-alkyl, aralkyl, cycloalkyl or aryl, R<2> is hydrogen, C1-C3-alkyl, hydroxyl or amino, and R<3> is hydrogen or C1-C8-alkyl (which may or may not be substituted by C1-C4-alkoxy or by phenyl). The dyes have high tinctorial strength, are very suitable for dyeing synthetic fibers, especially polyesters, and give predominantly yellow dyeings having excellent fastness characteristics.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2804599A DE2804599C2 (en) | 1978-02-03 | 1978-02-03 | Azo dyes, process for their preparation and their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2016501A true GB2016501A (en) | 1979-09-26 |
| GB2016501B GB2016501B (en) | 1982-10-13 |
Family
ID=6031069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7903678A Expired GB2016501B (en) | 1978-02-03 | 1979-02-02 | Azo dyes |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS54132628A (en) |
| CH (1) | CH637672A5 (en) |
| DE (1) | DE2804599C2 (en) |
| FR (1) | FR2424303B1 (en) |
| GB (1) | GB2016501B (en) |
| IT (1) | IT1109777B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0585654A1 (en) * | 1992-08-20 | 1994-03-09 | BASF Aktiengesellschaft | Azo dyes with a coupling component of the N-(hydroxysulfonylphenylalkyl)-pyridone series |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2910861A1 (en) * | 1979-03-20 | 1980-10-02 | Basf Ag | REACTIVE DYES |
| DE3244960A1 (en) * | 1982-12-04 | 1984-06-07 | Basf Ag, 6700 Ludwigshafen | PYRIDONE DYES |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2233871A1 (en) * | 1972-07-10 | 1974-02-14 | Basf Ag | AZO DYES WITH AN OXDIAZOLYL RESIDUE |
| DE2417217C3 (en) * | 1974-04-09 | 1980-07-03 | Basf Ag, 6700 Ludwigshafen | Pigment dyes with oxidazolyl residues, process for their preparation and their use |
| DE2457687C3 (en) * | 1974-12-06 | 1979-01-04 | Basf Ag, 6700 Ludwigshafen | Azo dyes, their production and use for coloring lacquers, printing inks or plastics |
| DE2432838A1 (en) * | 1974-07-09 | 1976-01-29 | Basf Ag | Azo pigments contg. an oxadiazolyl gp. - for use in paints, printing inks and plastics |
| DE2709660A1 (en) * | 1977-03-05 | 1978-09-07 | Basf Ag | SULPHONIC ACID GROUP-CONTAINING AZO DYES WITH OXDIAZOLYL RESIDUES |
-
1978
- 1978-02-03 DE DE2804599A patent/DE2804599C2/en not_active Expired
-
1979
- 1979-01-17 FR FR7901063A patent/FR2424303B1/en not_active Expired
- 1979-01-26 IT IT19655/79A patent/IT1109777B/en active
- 1979-01-31 CH CH94379A patent/CH637672A5/en not_active IP Right Cessation
- 1979-02-02 GB GB7903678A patent/GB2016501B/en not_active Expired
- 1979-02-02 JP JP1052679A patent/JPS54132628A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0585654A1 (en) * | 1992-08-20 | 1994-03-09 | BASF Aktiengesellschaft | Azo dyes with a coupling component of the N-(hydroxysulfonylphenylalkyl)-pyridone series |
| US5389110A (en) * | 1992-08-20 | 1995-02-14 | Basf Aktiengesellschaft | Azo dyes and process of dyeing with azo dyes which contain an N-(hydroxysulfonylphenylalkyl)pyridone coupling component |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2016501B (en) | 1982-10-13 |
| JPS54132628A (en) | 1979-10-15 |
| FR2424303A1 (en) | 1979-11-23 |
| CH637672A5 (en) | 1983-08-15 |
| FR2424303B1 (en) | 1985-06-14 |
| DE2804599C2 (en) | 1983-03-03 |
| DE2804599A1 (en) | 1979-08-09 |
| IT1109777B (en) | 1985-12-23 |
| IT7919655A0 (en) | 1979-01-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |