GB1015509A - Improvements relating to anthraquinone dyestuffs and their use - Google Patents
Improvements relating to anthraquinone dyestuffs and their useInfo
- Publication number
- GB1015509A GB1015509A GB4359963A GB4359963A GB1015509A GB 1015509 A GB1015509 A GB 1015509A GB 4359963 A GB4359963 A GB 4359963A GB 4359963 A GB4359963 A GB 4359963A GB 1015509 A GB1015509 A GB 1015509A
- Authority
- GB
- United Kingdom
- Prior art keywords
- low
- formula
- amine
- dyes
- amino
- 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
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- 239000000975 dye Substances 0.000 abstract 9
- 239000000203 mixture Substances 0.000 abstract 8
- 150000001412 amines Chemical class 0.000 abstract 5
- 125000003282 alkyl amino group Chemical group 0.000 abstract 3
- 125000005191 hydroxyalkylamino group Chemical group 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- -1 nitro, amino Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/514—N-aryl derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises dyestuffs or mixtures of dyestuffs of the formula <FORM:1015509/C4-C5/1> wherein one of Y1 and Y2 is hydroxyl and the other is nitro, amino, low alkylamino or low hydroxyalkylamino, A is a phenylene radical which may carry substituents which do not give an acid reaction in water, R1 is hydrogen, low alkyl, low alkenyl or low hydroxy-alkyl and R2 is low alkyl, low alkenyl or low hydroxyalkyl, or R1 and R2 with the nitrogen atom form a 5- or 6-membered heterocyclic ring, and wherein the term "low" means a radical containing not more than 5 carbon atoms. The dyes and dye mixtures are made by reating a compound or mixture of compounds having the formula <FORM:1015509/C4-C5/2> at 100 DEG to 200 DEG C., optionally in the presence of an inert organic solvent boiling at 120-200 DEG C., with an excess of (a) an amine of the formula <FORM:1015509/C4-C5/3> and if desired, converting the nitro group to amino, low alkylamino or low hydroxyalkylamino, or (b) an amine of the formula H2N-A-COOH and, if desired, before or after converting the nitro group to an amino, low alkylamino or low hydroxyalkylamino group, converting the product to the corresponding acid halide and reacting the latter with an amine of the formula <FORM:1015509/C4-C5/4> The dye mixtures may also be made by mixing the appropriate dyes. Mixtures of dyes of the Formula I above with dyes of the same formula but wherein R1 and R2 are both hydrogen are also described and may be made by mixing or, in Examples, (8) by reacting a compound of Formula II above with a mixture of an amine of Formula III above and an amine of the same formula but wherein both R1 and R2 are hydrgen, and (9) reducing the nitro groups of the mixture so obtained to amino groups. The dyes and dye mixtures dye synthetic polyamides and aromatic polyesters from aqueous dispersion in blue shades.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1295362A CH424040A (en) | 1962-11-06 | 1962-11-06 | Process for the preparation of substituted dihydroxy-phenyl-amino-anthraquinone dyes |
| CH1274963 | 1963-10-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1015509A true GB1015509A (en) | 1966-01-05 |
Family
ID=25710886
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4359963A Expired GB1015509A (en) | 1962-11-06 | 1963-11-05 | Improvements relating to anthraquinone dyestuffs and their use |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE639559A (en) |
| DE (1) | DE1287235B (en) |
| GB (1) | GB1015509A (en) |
| NL (2) | NL125263C (en) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2480269A (en) * | 1946-12-21 | 1949-08-30 | Celanese Corp | Process of reacting a nitro-hydroxy-anthraquinone with a primary amine and a productthereof |
| DE1023162B (en) * | 1952-12-30 | 1958-01-23 | Gen Aniline & Film Corp | Process for the preparation of nitroanthraquinone dyes |
| GB800606A (en) * | 1957-12-30 | 1958-08-27 | Ici Ltd | Process for colouring aromatic polyester fibres |
-
0
- NL NL300137D patent/NL300137A/xx unknown
- BE BE639559D patent/BE639559A/xx unknown
- NL NL125263D patent/NL125263C/xx active
-
1963
- 1963-11-05 DE DE1963G0039100 patent/DE1287235B/en active Pending
- 1963-11-05 GB GB4359963A patent/GB1015509A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL300137A (en) | |
| DE1287235B (en) | 1969-01-16 |
| NL125263C (en) | |
| BE639559A (en) |
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