DE2058816C3 - Wasserlöslicher Disazofarbstoff, Verfahren zu seiner Herstellung und seine Verwendung zum Färben von Leder und Pelz - Google Patents
Wasserlöslicher Disazofarbstoff, Verfahren zu seiner Herstellung und seine Verwendung zum Färben von Leder und PelzInfo
- Publication number
- DE2058816C3 DE2058816C3 DE19702058816 DE2058816A DE2058816C3 DE 2058816 C3 DE2058816 C3 DE 2058816C3 DE 19702058816 DE19702058816 DE 19702058816 DE 2058816 A DE2058816 A DE 2058816A DE 2058816 C3 DE2058816 C3 DE 2058816C3
- Authority
- DE
- Germany
- Prior art keywords
- dye
- parts
- water
- weight
- fur
- 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 10
- 238000004043 dyeing Methods 0.000 title description 8
- 239000010985 leather Substances 0.000 title description 6
- 238000000034 method Methods 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000000975 dye Substances 0.000 description 28
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 229950000244 sulfanilic acid Drugs 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 5
- -1 amino monoazo Chemical group 0.000 description 5
- VOWZNBNDMFLQGM-UHFFFAOYSA-N 2,5-dimethylaniline Chemical group CC1=CC=C(C)C(N)=C1 VOWZNBNDMFLQGM-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 244000309466 calf Species 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 2
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- CFCXQQUQLZIZPI-UHFFFAOYSA-N 2-amino-3,5-dimethylbenzenesulfonic acid Chemical compound CC1=CC(C)=C(N)C(S(O)(=O)=O)=C1 CFCXQQUQLZIZPI-UHFFFAOYSA-N 0.000 description 1
- LTPSRQRIPCVMKQ-UHFFFAOYSA-N 2-amino-5-methylbenzenesulfonic acid Chemical compound CC1=CC=C(N)C(S(O)(=O)=O)=C1 LTPSRQRIPCVMKQ-UHFFFAOYSA-N 0.000 description 1
- ZMXYNJXDULEQCK-UHFFFAOYSA-N 2-amino-p-cresol Chemical compound CC1=CC=C(O)C(N)=C1 ZMXYNJXDULEQCK-UHFFFAOYSA-N 0.000 description 1
- BRKFTWHPLMMNHF-UHFFFAOYSA-N 5-amino-2-methylbenzenesulfonic acid Chemical compound CC1=CC=C(N)C=C1S(O)(=O)=O BRKFTWHPLMMNHF-UHFFFAOYSA-N 0.000 description 1
- DXQHKRLJFRUIKF-UHFFFAOYSA-N 7-(ethylamino)-4-hydroxynaphthalene-2-sulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(NCC)=CC=C21 DXQHKRLJFRUIKF-UHFFFAOYSA-N 0.000 description 1
- YGNDWDUEMICDLW-UHFFFAOYSA-N 7-anilino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C=1C=C2C(O)=CC(S(O)(=O)=O)=CC2=CC=1NC1=CC=CC=C1 YGNDWDUEMICDLW-UHFFFAOYSA-N 0.000 description 1
- 229910021555 Chromium Chloride Inorganic materials 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 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
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000010697 neat foot oil Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702058816 DE2058816C3 (de) | 1970-11-30 | 1970-11-30 | Wasserlöslicher Disazofarbstoff, Verfahren zu seiner Herstellung und seine Verwendung zum Färben von Leder und Pelz |
| ES397305A ES397305A1 (es) | 1970-11-30 | 1971-11-24 | Procedimiento para la preparacion de un colorante disazoicosoluble en agua. |
| CH1717471A CH556371A (de) | 1970-11-30 | 1971-11-25 | Verfahren zur herstellung eines neuen wasserloeslichen disazofarbstoffs. |
| NL7116216A NL7116216A (enrdf_load_stackoverflow) | 1970-11-30 | 1971-11-25 | |
| GB5503671A GB1349098A (en) | 1970-11-30 | 1971-11-26 | Water-soluble disazo dy'estuff and process for preparing it |
| IT3176671A IT946115B (it) | 1970-11-30 | 1971-11-27 | Disazocolorante idrosolubile procedimento per la sua preparazio ne e suo impiego per tingere cuoio e pelliccia |
| FR7142882A FR2115491B1 (enrdf_load_stackoverflow) | 1970-11-30 | 1971-11-30 | |
| BE776081A BE776081A (fr) | 1970-11-30 | 1971-11-30 | Nouveau colorant disazoique soluble dans l'eau, son procede de preparation et ses applications |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702058816 DE2058816C3 (de) | 1970-11-30 | 1970-11-30 | Wasserlöslicher Disazofarbstoff, Verfahren zu seiner Herstellung und seine Verwendung zum Färben von Leder und Pelz |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2058816A1 DE2058816A1 (de) | 1972-07-06 |
| DE2058816B2 DE2058816B2 (de) | 1974-06-06 |
| DE2058816C3 true DE2058816C3 (de) | 1975-02-06 |
Family
ID=5789495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702058816 Expired DE2058816C3 (de) | 1970-11-30 | 1970-11-30 | Wasserlöslicher Disazofarbstoff, Verfahren zu seiner Herstellung und seine Verwendung zum Färben von Leder und Pelz |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE776081A (enrdf_load_stackoverflow) |
| CH (1) | CH556371A (enrdf_load_stackoverflow) |
| DE (1) | DE2058816C3 (enrdf_load_stackoverflow) |
| ES (1) | ES397305A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2115491B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1349098A (enrdf_load_stackoverflow) |
| IT (1) | IT946115B (enrdf_load_stackoverflow) |
| NL (1) | NL7116216A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2453209C2 (de) * | 1974-11-09 | 1983-02-03 | Bayer Ag, 5090 Leverkusen | Disazofarbstoffe, Verfahren zu deren Herstellung und deren Verwendung |
| CH601437A5 (enrdf_load_stackoverflow) * | 1975-04-24 | 1978-07-14 | Sandoz Ag | |
| US5744591A (en) * | 1997-05-27 | 1998-04-28 | Everlight Usa, Inc. | Red dyestuffs |
-
1970
- 1970-11-30 DE DE19702058816 patent/DE2058816C3/de not_active Expired
-
1971
- 1971-11-24 ES ES397305A patent/ES397305A1/es not_active Expired
- 1971-11-25 NL NL7116216A patent/NL7116216A/xx not_active Application Discontinuation
- 1971-11-25 CH CH1717471A patent/CH556371A/xx not_active IP Right Cessation
- 1971-11-26 GB GB5503671A patent/GB1349098A/en not_active Expired
- 1971-11-27 IT IT3176671A patent/IT946115B/it active
- 1971-11-30 FR FR7142882A patent/FR2115491B1/fr not_active Expired
- 1971-11-30 BE BE776081A patent/BE776081A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2058816A1 (de) | 1972-07-06 |
| NL7116216A (enrdf_load_stackoverflow) | 1972-06-01 |
| DE2058816B2 (de) | 1974-06-06 |
| IT946115B (it) | 1973-05-21 |
| CH556371A (de) | 1974-11-29 |
| FR2115491A1 (enrdf_load_stackoverflow) | 1972-07-07 |
| GB1349098A (en) | 1974-03-27 |
| BE776081A (fr) | 1972-05-30 |
| FR2115491B1 (enrdf_load_stackoverflow) | 1976-03-26 |
| ES397305A1 (es) | 1975-03-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 |