DE1644309A1 - Verfahren zur Herstellung von Mischkomplexazofarbtoffen vom Typ 1:2,die Kobalt enthalten - Google Patents
Verfahren zur Herstellung von Mischkomplexazofarbtoffen vom Typ 1:2,die Kobalt enthaltenInfo
- Publication number
- DE1644309A1 DE1644309A1 DE19661644309 DE1644309A DE1644309A1 DE 1644309 A1 DE1644309 A1 DE 1644309A1 DE 19661644309 DE19661644309 DE 19661644309 DE 1644309 A DE1644309 A DE 1644309A DE 1644309 A1 DE1644309 A1 DE 1644309A1
- Authority
- DE
- Germany
- Prior art keywords
- aminophenol
- azo dyes
- dyes
- sulfonamide
- preparation
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 9
- 239000000987 azo dye Substances 0.000 title claims description 5
- 229910017052 cobalt Inorganic materials 0.000 title claims description 5
- 239000010941 cobalt Substances 0.000 title claims description 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 20
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 claims description 10
- AVQFHKYAVVQYQO-UHFFFAOYSA-N 3-amino-4-hydroxybenzenesulfonamide Chemical compound NC1=CC(S(N)(=O)=O)=CC=C1O AVQFHKYAVVQYQO-UHFFFAOYSA-N 0.000 claims description 10
- 238000010168 coupling process Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 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 claims description 5
- SWFNPENEBHAHEB-UHFFFAOYSA-N 2-amino-4-chlorophenol Chemical compound NC1=CC(Cl)=CC=C1O SWFNPENEBHAHEB-UHFFFAOYSA-N 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims 1
- 150000001869 cobalt compounds Chemical class 0.000 claims 1
- 230000008878 coupling Effects 0.000 description 8
- 238000005859 coupling reaction Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- GWIAAIUASRVOIA-UHFFFAOYSA-N 2-aminonaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(N)=CC=C21 GWIAAIUASRVOIA-UHFFFAOYSA-N 0.000 description 2
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- DOPJTDJKZNWLRB-UHFFFAOYSA-N 2-Amino-5-nitrophenol Chemical compound NC1=CC=C([N+]([O-])=O)C=C1O DOPJTDJKZNWLRB-UHFFFAOYSA-N 0.000 description 1
- JVLFMTZUPSBCNJ-UHFFFAOYSA-N 3,5-difluoropyridin-2-amine Chemical compound NC1=NC=C(F)C=C1F JVLFMTZUPSBCNJ-UHFFFAOYSA-N 0.000 description 1
- 101100243951 Caenorhabditis elegans pie-1 gene Proteins 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000005362 aryl sulfone group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- -1 the amines Chemical class 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
- 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
- C09B45/20—Monoazo compounds containing cobalt
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Details Of Garments (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL110115A PL51385B1 (enrdf_load_stackoverflow) | 1965-07-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1644309A1 true DE1644309A1 (de) | 1970-12-17 |
Family
ID=19947146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661644309 Pending DE1644309A1 (de) | 1965-07-20 | 1966-07-20 | Verfahren zur Herstellung von Mischkomplexazofarbtoffen vom Typ 1:2,die Kobalt enthalten |
Country Status (6)
| Country | Link |
|---|---|
| CH (1) | CH472474A (enrdf_load_stackoverflow) |
| DE (1) | DE1644309A1 (enrdf_load_stackoverflow) |
| FI (1) | FI45059C (enrdf_load_stackoverflow) |
| NO (1) | NO125351B (enrdf_load_stackoverflow) |
| SE (1) | SE301205B (enrdf_load_stackoverflow) |
| YU (1) | YU31537B (enrdf_load_stackoverflow) |
-
1966
- 1966-07-19 NO NO16399366A patent/NO125351B/no unknown
- 1966-07-19 FI FI192666A patent/FI45059C/fi active
- 1966-07-19 SE SE987566A patent/SE301205B/xx unknown
- 1966-07-20 DE DE19661644309 patent/DE1644309A1/de active Pending
- 1966-07-20 YU YU140666A patent/YU31537B/xx unknown
- 1966-07-20 CH CH1046466A patent/CH472474A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| YU140666A (en) | 1973-02-28 |
| NO125351B (enrdf_load_stackoverflow) | 1972-08-28 |
| FI45059C (fi) | 1972-03-10 |
| FI45059B (enrdf_load_stackoverflow) | 1971-11-30 |
| YU31537B (en) | 1973-08-31 |
| SE301205B (enrdf_load_stackoverflow) | 1968-05-27 |
| CH472474A (de) | 1969-05-15 |
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