GB740589A - Improvements relating to chromium-containing monoazo dyestuffs and their use - Google Patents
Improvements relating to chromium-containing monoazo dyestuffs and their useInfo
- Publication number
- GB740589A GB740589A GB24425/53A GB2442553A GB740589A GB 740589 A GB740589 A GB 740589A GB 24425/53 A GB24425/53 A GB 24425/53A GB 2442553 A GB2442553 A GB 2442553A GB 740589 A GB740589 A GB 740589A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chromium
- dyestuffs
- hydroxynaphthalene
- bis
- 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
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title abstract 3
- 229910052804 chromium Inorganic materials 0.000 title abstract 3
- 239000011651 chromium Substances 0.000 title abstract 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 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 5
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- NDHCTLYYXSMJMI-UHFFFAOYSA-N 2-phenoxyethane-1,1-diol Chemical compound OC(O)COC1=CC=CC=C1 NDHCTLYYXSMJMI-UHFFFAOYSA-N 0.000 abstract 1
- YLDFTMJPQJXGSS-UHFFFAOYSA-N 6-bromo-2-naphthol Chemical compound C1=C(Br)C=CC2=CC(O)=CC=C21 YLDFTMJPQJXGSS-UHFFFAOYSA-N 0.000 abstract 1
- UNFNRIIETORURP-UHFFFAOYSA-N 7-methoxynaphthalen-2-ol Chemical compound C1=CC(O)=CC2=CC(OC)=CC=C21 UNFNRIIETORURP-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001447 alkali salts Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 1
- 229950011260 betanaphthol Drugs 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001845 chromium compounds Chemical class 0.000 abstract 1
- QOWZHEWZFLTYQP-UHFFFAOYSA-K chromium(3+);triformate Chemical compound [Cr+3].[O-]C=O.[O-]C=O.[O-]C=O QOWZHEWZFLTYQP-UHFFFAOYSA-K 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 150000003948 formamides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000001465 metallisation Methods 0.000 abstract 1
- 229920001184 polypeptide Polymers 0.000 abstract 1
- 102000004196 processed proteins & peptides Human genes 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 239000001488 sodium phosphate Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 239000000271 synthetic detergent Substances 0.000 abstract 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 abstract 1
- 235000019801 trisodium phosphate Nutrition 0.000 abstract 1
- 238000009736 wetting Methods 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
- 210000002268 wool Anatomy 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
The invention comprises complex chromium compounds containing at least one chromium atom to two dyestuffs molecules of dyestuffs of formula <FORM:0740589/IV(c)/1> where X is H or halogen, R1 is a radicle of a 2-hydroxynaphthalene coupled in the 1 position which may contain non-salt forming groups. They may be made by treating dyestuffs of formula <FORM:0740589/IV(c)/2> where R is H or an unsubstituted or substituted alkyl group containing 1 to 2 carbon atoms and R1, A and X are as above defined with the appropriate quantity of chromium-yielding agents, if necessary under conditions so that the alkoxy group in other position to the azo group is replaced by a hydroxyl group. Specified chromium-yielding agents are chromic formate, acetate and sulphate and alkali salts of chromosalicylic acid. Metallization is preferably effected at 120-160 DEG C in an aqueus medium containing wetting and dispersing agents such as turkey red oil or in alcohol. Chroming may also be effected in solvents such as ethylene glycol, ethylene glycol monomethyl or monoethyl ethers, formamide, dialkyl formamides or in a urea melt. The dyestuffs dye wool and synthetic polypeptide fibres in blue shades. Their water-solubility may be improved by admixture with compounds such as sodium carbonate, trisodium phosphate, soap and synthetic detergents. In examples chromium-containing complexes are obtained from the following dyestuffs:-1-amino-2, 5 - bis - hydroxyethoxybenzene --> (1) b -napthol (2) 6-bromo-2-hydroxynaphthalene, (3) 2-hydroxynaphthalene-7- and -8-sulphonic acid dimethylamides and (4) 6-and 7-methoxy-2-hydroxy-naphthalene and the diazo-component of (1) may also be 4-chloro-1-amino - 2, 5 - bis - hydroxethoxybenzene.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH740589X | 1952-09-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB740589A true GB740589A (en) | 1955-11-16 |
Family
ID=4533132
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB24425/53A Expired GB740589A (en) | 1952-09-10 | 1953-09-03 | Improvements relating to chromium-containing monoazo dyestuffs and their use |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB740589A (en) |
-
1953
- 1953-09-03 GB GB24425/53A patent/GB740589A/en not_active Expired
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