DE2504787C2 - Chromkomplexfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung - Google Patents
Chromkomplexfarbstoffe, Verfahren zu ihrer Herstellung und ihre VerwendungInfo
- Publication number
- DE2504787C2 DE2504787C2 DE2504787A DE2504787A DE2504787C2 DE 2504787 C2 DE2504787 C2 DE 2504787C2 DE 2504787 A DE2504787 A DE 2504787A DE 2504787 A DE2504787 A DE 2504787A DE 2504787 C2 DE2504787 C2 DE 2504787C2
- Authority
- DE
- Germany
- Prior art keywords
- chromium complex
- complex dyes
- general formula
- dyes
- hydroxy
- 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
- 239000000975 dye Substances 0.000 title claims description 40
- 229910052804 chromium Inorganic materials 0.000 title claims description 19
- 239000011651 chromium Substances 0.000 title claims description 19
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 5
- 230000008569 process Effects 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- 239000004952 Polyamide Substances 0.000 claims description 18
- 229920002647 polyamide Polymers 0.000 claims description 18
- 238000004040 coloring Methods 0.000 claims description 8
- 238000004043 dyeing Methods 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 238000009987 spinning Methods 0.000 claims description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 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 description 12
- 239000000203 mixture Substances 0.000 description 9
- 239000008187 granular material Substances 0.000 description 8
- 239000000835 fiber Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 2
- RZMZJYAMZGWBLB-UHFFFAOYSA-N 3-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=CC(O)=CC(S(O)(=O)=O)=C21 RZMZJYAMZGWBLB-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- ULGVTFHMCLFGSU-UHFFFAOYSA-N 5-(2-methylphenyl)-1h-pyrazole Chemical compound CC1=CC=CC=C1C1=CC=NN1 ULGVTFHMCLFGSU-UHFFFAOYSA-N 0.000 description 1
- WGVHNCAJPFIFCR-UHFFFAOYSA-N 5-methyl-1,2-dihydropyrazol-3-one Chemical compound CC1=CC(O)=NN1 WGVHNCAJPFIFCR-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- -1 [4-sulfo-2-hydroxypyrazole] - Chemical compound 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- ONAOIDNSINNZOA-UHFFFAOYSA-N chloral betaine Chemical compound OC(O)C(Cl)(Cl)Cl.C[N+](C)(C)CC([O-])=O ONAOIDNSINNZOA-UHFFFAOYSA-N 0.000 description 1
- 238000004532 chromating Methods 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012803 melt mixture Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing 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)
- Artificial Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7403912A FR2271267B1 (en, 2012) | 1974-02-06 | 1974-02-06 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2504787A1 DE2504787A1 (de) | 1975-08-07 |
| DE2504787C2 true DE2504787C2 (de) | 1983-06-23 |
Family
ID=9134546
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2504787A Expired DE2504787C2 (de) | 1974-02-06 | 1975-02-05 | Chromkomplexfarbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4052376A (en, 2012) |
| JP (1) | JPS5835227B2 (en, 2012) |
| AR (1) | AR206008A1 (en, 2012) |
| BE (1) | BE825217A (en, 2012) |
| BR (1) | BR7500751A (en, 2012) |
| CA (1) | CA1068683A (en, 2012) |
| CH (1) | CH594036A5 (en, 2012) |
| DE (1) | DE2504787C2 (en, 2012) |
| FR (1) | FR2271267B1 (en, 2012) |
| GB (1) | GB1495644A (en, 2012) |
| IT (1) | IT1027473B (en, 2012) |
| NL (1) | NL180763C (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH616953A5 (en, 2012) * | 1975-08-27 | 1980-04-30 | Sandoz Ag | |
| FR2486954A1 (fr) * | 1980-07-18 | 1982-01-22 | Ugine Kuhlmann | Colorants complexes chromiferes, leur procede de preparation et leur application |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA562048A (en) * | 1958-08-19 | General Aniline And Film Corporation | Chromed pyrazolone monoazo dyes | |
| FR1356566A (fr) * | 1963-04-29 | 1964-03-27 | Basf Ag | Colorants à complexes de chrome renfermant des groupes acide sulfonique |
| FR1395317A (fr) * | 1963-05-15 | 1965-04-09 | Ici Ltd | Procédé de coloration en masse d'une polyamide linéaire synthétique |
| FR1547128A (fr) * | 1966-12-15 | 1968-11-22 | Bayer Ag | Procédé de teinture de polyamides à la filature |
| US3879336A (en) * | 1972-07-05 | 1975-04-22 | Hodogaya Chemical Co Ltd | Process for preparing colored synthetic leather |
| US3880797A (en) * | 1973-08-10 | 1975-04-29 | Hodogaya Chemical Co Ltd | Process for preparing colored polyurethane |
-
1974
- 1974-02-06 FR FR7403912A patent/FR2271267B1/fr not_active Expired
-
1975
- 1975-01-01 AR AR257522A patent/AR206008A1/es active
- 1975-01-09 CH CH19875A patent/CH594036A5/xx not_active IP Right Cessation
- 1975-01-20 NL NLAANVRAGE7500614,A patent/NL180763C/xx not_active IP Right Cessation
- 1975-01-31 US US05/546,155 patent/US4052376A/en not_active Expired - Lifetime
- 1975-02-05 BR BR751/75A patent/BR7500751A/pt unknown
- 1975-02-05 JP JP50015248A patent/JPS5835227B2/ja not_active Expired
- 1975-02-05 BE BE153091A patent/BE825217A/xx not_active IP Right Cessation
- 1975-02-05 DE DE2504787A patent/DE2504787C2/de not_active Expired
- 1975-02-05 GB GB4812/75A patent/GB1495644A/en not_active Expired
- 1975-02-05 CA CA219,392A patent/CA1068683A/fr not_active Expired
- 1975-02-06 IT IT67303/75A patent/IT1027473B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS50132041A (en, 2012) | 1975-10-18 |
| FR2271267B1 (en, 2012) | 1976-10-08 |
| FR2271267A1 (en, 2012) | 1975-12-12 |
| BE825217A (fr) | 1975-08-05 |
| AR206008A1 (es) | 1976-06-23 |
| US4052376A (en) | 1977-10-04 |
| NL7500614A (nl) | 1975-08-08 |
| NL180763C (nl) | 1987-04-16 |
| NL180763B (nl) | 1986-11-17 |
| CH594036A5 (en, 2012) | 1977-12-30 |
| DE2504787A1 (de) | 1975-08-07 |
| BR7500751A (pt) | 1975-11-18 |
| CA1068683A (fr) | 1979-12-25 |
| JPS5835227B2 (ja) | 1983-08-01 |
| GB1495644A (en) | 1977-12-21 |
| IT1027473B (it) | 1978-11-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OGA | New person/name/address of the applicant | ||
| 8110 | Request for examination paragraph 44 | ||
| 8181 | Inventor (new situation) |
Free format text: BREDA, ANTOINE, BOISGUILLAUME, FR BROUARD, CLAUDE, SOTTEVILLE-LES-ROUEN, FR |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: PCUK-PRODUITS CHIMIQUES UGINE KUHLMANN, 92400 COUR |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: I.C.I. FRANCOLOR S.A., CLAMART, FR |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: SCHWABE, H., DIPL.-ING. SANDMAIR, K., DIPL.-CHEM. DR.JUR. DR.RER.NAT. MARX, L., DIPL.-PHYS. DR.RER.NAT., PAT.-ANW., 8000 MUENCHEN |
|
| 8339 | Ceased/non-payment of the annual fee |