DE1644143B1 - Gemischte Chrom-Komplexazofarbstoffe,Verfahren zur Herstellung von gemischten chromhaltigen Komplexazofarbstoffen und ihre Verwendung zum Faerben von natuerlichen oder synthetischen Polyamidfasern - Google Patents
Gemischte Chrom-Komplexazofarbstoffe,Verfahren zur Herstellung von gemischten chromhaltigen Komplexazofarbstoffen und ihre Verwendung zum Faerben von natuerlichen oder synthetischen PolyamidfasernInfo
- Publication number
- DE1644143B1 DE1644143B1 DE19661644143 DE1644143A DE1644143B1 DE 1644143 B1 DE1644143 B1 DE 1644143B1 DE 19661644143 DE19661644143 DE 19661644143 DE 1644143 A DE1644143 A DE 1644143A DE 1644143 B1 DE1644143 B1 DE 1644143B1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- dye
- azo dyes
- chromium
- mixed
- 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
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 21
- 229910052804 chromium Inorganic materials 0.000 title claims description 21
- 239000011651 chromium Substances 0.000 title claims description 21
- 239000004952 Polyamide Substances 0.000 title claims description 8
- 229920002647 polyamide Polymers 0.000 title claims description 8
- 239000000835 fiber Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 239000000987 azo dye Substances 0.000 title claims 4
- 238000004043 dyeing Methods 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000975 dye Substances 0.000 claims description 31
- 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 11
- 239000000203 mixture Substances 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 238000004532 chromating Methods 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- MWFMCZWMLLCBJH-UHFFFAOYSA-N o-naphthalen-1-ylhydroxylamine Chemical compound C1=CC=C2C(ON)=CC=CC2=C1 MWFMCZWMLLCBJH-UHFFFAOYSA-N 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 210000002268 wool Anatomy 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- ZLQRTXWMPHELNM-UHFFFAOYSA-N 3-hydroxy-7-nitronaphthalene-1-sulfonic acid Chemical compound C1=C([N+]([O-])=O)C=CC2=CC(O)=CC(S(O)(=O)=O)=C21 ZLQRTXWMPHELNM-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- -1 diazo compounds Aminobenzenes Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QXQAPNSHUJORMC-UHFFFAOYSA-N 1-chloro-4-propylbenzene Chemical compound CCCC1=CC=C(Cl)C=C1 QXQAPNSHUJORMC-UHFFFAOYSA-N 0.000 description 1
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 description 1
- ZSUDUDXOEGHEJR-UHFFFAOYSA-N 4-methylnaphthalen-1-ol Chemical compound C1=CC=C2C(C)=CC=C(O)C2=C1 ZSUDUDXOEGHEJR-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- HEUMNKZPHGRBKR-UHFFFAOYSA-N [Na].[Cr] Chemical compound [Na].[Cr] HEUMNKZPHGRBKR-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000011717 all-trans-retinol Substances 0.000 description 1
- 235000019169 all-trans-retinol Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 238000011282 treatment Methods 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
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR32512A FR1457695A (fr) | 1965-09-24 | 1965-09-24 | Nouveaux complexes métallifères mixtes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1644143B1 true DE1644143B1 (de) | 1971-01-21 |
Family
ID=8588994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661644143 Pending DE1644143B1 (de) | 1965-09-24 | 1966-09-08 | Gemischte Chrom-Komplexazofarbstoffe,Verfahren zur Herstellung von gemischten chromhaltigen Komplexazofarbstoffen und ihre Verwendung zum Faerben von natuerlichen oder synthetischen Polyamidfasern |
Country Status (7)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4369272A (en) * | 1981-07-07 | 1983-01-18 | E. I. Du Pont De Nemours And Company | Process for preparing polyolefin resin extended pigments comprising salt milling crude pigment with the resin |
| DE3361339D1 (en) * | 1982-05-14 | 1986-01-09 | Ciba Geigy Ag | Asymmetric 1:2 chromium complex dyestuffs |
| US4527994A (en) * | 1984-07-12 | 1985-07-09 | Ciba-Geigy Corporation | Process for mass-coloring nylon with 1:2 chromium complex azo dye |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE641100A (US07498051-20090303-C00003.png) * | 1963-11-26 |
-
1965
- 1965-09-24 FR FR32512A patent/FR1457695A/fr not_active Expired
-
1966
- 1966-08-09 BE BE685291D patent/BE685291A/xx not_active IP Right Cessation
- 1966-08-31 NL NL666612317A patent/NL148351B/xx not_active IP Right Cessation
- 1966-09-05 CH CH1280966A patent/CH460985A/fr unknown
- 1966-09-08 DE DE19661644143 patent/DE1644143B1/de active Pending
- 1966-09-20 US US580576A patent/US3565880A/en not_active Expired - Lifetime
- 1966-09-23 GB GB42525/66A patent/GB1094886A/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE641100A (US07498051-20090303-C00003.png) * | 1963-11-26 |
Also Published As
| Publication number | Publication date |
|---|---|
| US3565880A (en) | 1971-02-23 |
| GB1094886A (en) | 1967-12-13 |
| CH460985A (fr) | 1968-08-15 |
| NL6612317A (US07498051-20090303-C00003.png) | 1967-03-28 |
| NL148351B (nl) | 1976-01-15 |
| BE685291A (fr) | 1967-02-09 |
| FR1457695A (fr) | 1966-01-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2409434C2 (de) | Monoazo-Chromkomplexfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben und zum Bedrucken von Polyamiden | |
| DE2142412C3 (de) | Disazoverbindungen, deren Herstellung und Verwendung zum Färben und Bedrucken von Polyamid oder Polyurethanfasermaterialien | |
| DE1258525B (de) | Verfahren zur Herstellung von Farbstoffen | |
| DE1544564B2 (de) | Verfahren zur herstellung von metallkomplex-disazofarbstoffen | |
| DE1644143B1 (de) | Gemischte Chrom-Komplexazofarbstoffe,Verfahren zur Herstellung von gemischten chromhaltigen Komplexazofarbstoffen und ihre Verwendung zum Faerben von natuerlichen oder synthetischen Polyamidfasern | |
| DE1644143C (de) | Gemischte Chrom Komplexazofarbstoffe, Verfahren zur Herstellung von gemischten chromhaltigen Komplexazofarbstoffen und ihre Verwendung zum Farben von natürlichen oder synthetischen Polyamidfasern | |
| EP0532994B1 (de) | Unsymmetrische 1:2-chrom-komplexfarbstoffe | |
| DE2500550C2 (de) | Neue Chromkomplexfarbstoffe, deren Herstellung und Verwendung | |
| DE1239421B (de) | Verfahren zur Herstellung von Azofarbstoffen | |
| DE1902867A1 (de) | Neue gemischte,metallhaltige Komplexe | |
| DE1271857B (de) | Verfahren zur Herstellung chromhaltiger Azofarbstoffe | |
| DE1619649C3 (de) | Gemischte, chromhaltige 2:1-Azo-Komplexfarb stoffe | |
| EP0084150A1 (de) | Benzisothiazolazofarbstoffe | |
| EP0037377B1 (de) | Metallkomplexfarbstoffe, deren Herstellung und Verwendung | |
| DE1644391B1 (de) | Trisazofarbstoffe | |
| DE2429524C2 (de) | Chromhaltige Azofarbstoffe, deren Herstellung und Verwendung | |
| DE2140864B2 (de) | Disazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien | |
| DE1902867C (de) | Chromhaltige Azomischkomplexe | |
| DE731771C (de) | Verfahren zur Herstellung von chromhaltigen o-Oxyazofarbstoffen | |
| DE1927212C (de) | Wasserlösliche Diasazofarbstoffe | |
| DE1265324B (de) | Verfahren zur Herstellung von chromhaltigen Azofarbstoffen | |
| DE741291C (de) | Verfahren zur Herstellung von Disazofarbstoffen | |
| DE925850C (de) | Verfahren zur Herstellung neuer Disazofarbstoffe | |
| AT239934B (de) | Verfahren zur Herstellung von neuen unsymmetrischen Chrommischkomplex-Azofarbstoffen | |
| DE1644390C (de) | Chromhaltige Azo Mischkomplexe |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: PCUK-PRODUITS CHIMIQUES UGINE KUHLMANN, 92400 COUR |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: BERG, W., DIPL.-CHEM. DR.RER.NAT. STAPF, O., DIPL.-ING. SCHWABE, H., DIPL.-ING. SANDMAIR, K., DIPL.-CHEM. DR.JUR. DR.RER.NAT., PAT.-ANW., 8000 MUENCHEN |