DE2110771C3 - Trisazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien - Google Patents
Trisazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger FasermaterialienInfo
- Publication number
- DE2110771C3 DE2110771C3 DE19712110771 DE2110771A DE2110771C3 DE 2110771 C3 DE2110771 C3 DE 2110771C3 DE 19712110771 DE19712110771 DE 19712110771 DE 2110771 A DE2110771 A DE 2110771A DE 2110771 C3 DE2110771 C3 DE 2110771C3
- Authority
- DE
- Germany
- Prior art keywords
- amino
- nitrogen
- fiber materials
- dyes
- formula
- 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 23
- 238000004043 dyeing Methods 0.000 title description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 title description 3
- 239000002657 fibrous material Substances 0.000 title description 2
- -1 methoxy, ethoxy Chemical group 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 10
- 230000008878 coupling Effects 0.000 description 10
- 238000010168 coupling process Methods 0.000 description 10
- 238000005859 coupling reaction Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 5
- 229910000029 sodium carbonate Inorganic materials 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- CLBQHDAKOPHNQI-UHFFFAOYSA-N 3-amino-2-hydroxynaphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(O)(=O)=O)=C(O)C(N)=CC2=C1 CLBQHDAKOPHNQI-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000000068 chlorophenyl group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000003944 tolyl group Chemical group 0.000 description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001450 anions Chemical group 0.000 description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 125000006501 nitrophenyl group Chemical group 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 1
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 1
- XPAQFJJCWGSXGJ-UHFFFAOYSA-N 4-amino-n-(4-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1NC(=O)C1=CC=C(N)C=C1 XPAQFJJCWGSXGJ-UHFFFAOYSA-N 0.000 description 1
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 1
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000004799 bromophenyl group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005059 halophenyl group Chemical group 0.000 description 1
- 239000010985 leather Substances 0.000 description 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 1
- 238000000034 method Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 210000002268 wool Anatomy 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/38—Trisazo dyes ot the type
- C09B35/44—Trisazo dyes ot the type the component K being a hydroxy amine
- C09B35/46—Trisazo dyes ot the type the component K being a hydroxy amine the component K being an amino naphthol
- C09B35/467—D being derived from diaminodiaryl linked through CON<, SO2N<, CSN<
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712110771 DE2110771C3 (de) | 1971-03-06 | 1971-03-06 | Trisazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien |
| GB1030572A GB1327914A (en) | 1971-03-06 | 1972-03-02 | Trisazo dyestuffs |
| JP2163472A JPS544975B1 (enrdf_load_stackoverflow) | 1971-03-06 | 1972-03-03 | |
| NL7202869A NL7202869A (enrdf_load_stackoverflow) | 1971-03-06 | 1972-03-03 | |
| CH317072A CH555443A (enrdf_load_stackoverflow) | 1971-03-06 | 1972-03-03 | |
| CH165574A CH549081A (de) | 1971-03-06 | 1972-03-03 | Verfahren zur herstellung von trisazofarbstoffen. |
| IT2145172A IT953444B (it) | 1971-03-06 | 1972-03-04 | Trisazocoloranti |
| BE780255A BE780255A (fr) | 1971-03-06 | 1972-03-06 | Colorants trisazoiques |
| FR7207688A FR2128658B1 (enrdf_load_stackoverflow) | 1971-03-06 | 1972-03-06 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712110771 DE2110771C3 (de) | 1971-03-06 | 1971-03-06 | Trisazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2110771A1 DE2110771A1 (de) | 1972-09-14 |
| DE2110771B2 DE2110771B2 (de) | 1979-08-30 |
| DE2110771C3 true DE2110771C3 (de) | 1980-05-14 |
Family
ID=5800734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712110771 Expired DE2110771C3 (de) | 1971-03-06 | 1971-03-06 | Trisazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS544975B1 (enrdf_load_stackoverflow) |
| BE (1) | BE780255A (enrdf_load_stackoverflow) |
| CH (2) | CH549081A (enrdf_load_stackoverflow) |
| DE (1) | DE2110771C3 (enrdf_load_stackoverflow) |
| FR (1) | FR2128658B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1327914A (enrdf_load_stackoverflow) |
| IT (1) | IT953444B (enrdf_load_stackoverflow) |
| NL (1) | NL7202869A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE795378A (fr) * | 1972-02-15 | 1973-08-13 | Sandoz Sa | Nouveaux colorants polyazoiques et leur preparation |
| GB1443541A (en) * | 1972-11-09 | 1976-07-21 | Basf Ag | Trisazo dyes |
| US5180817A (en) * | 1990-03-28 | 1993-01-19 | Sumitomo Chemical Company, Limited | Trisazo compounds and use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB338111A (en) * | 1929-07-03 | 1930-11-03 | Ici Ltd | Improvements in the dyeing of regenerated cellulose materials |
| FR892914A (fr) * | 1940-10-10 | 1944-05-24 | Ig Farbenindustrie Ag | Procédé de production de colorants polyazoïques asymétriques |
| FR1100541A (fr) * | 1954-05-11 | 1955-09-21 | Hoechst Ag | Colorants poly-azoïques et procédé de préparation de ces colorants |
-
1971
- 1971-03-06 DE DE19712110771 patent/DE2110771C3/de not_active Expired
-
1972
- 1972-03-02 GB GB1030572A patent/GB1327914A/en not_active Expired
- 1972-03-03 NL NL7202869A patent/NL7202869A/xx unknown
- 1972-03-03 JP JP2163472A patent/JPS544975B1/ja active Pending
- 1972-03-03 CH CH165574A patent/CH549081A/xx not_active IP Right Cessation
- 1972-03-03 CH CH317072A patent/CH555443A/xx unknown
- 1972-03-04 IT IT2145172A patent/IT953444B/it active
- 1972-03-06 FR FR7207688A patent/FR2128658B1/fr not_active Expired
- 1972-03-06 BE BE780255A patent/BE780255A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS544975B1 (enrdf_load_stackoverflow) | 1979-03-12 |
| CH555443A (enrdf_load_stackoverflow) | 1974-10-31 |
| FR2128658B1 (enrdf_load_stackoverflow) | 1976-06-11 |
| GB1327914A (en) | 1973-08-22 |
| IT953444B (it) | 1973-08-10 |
| NL7202869A (enrdf_load_stackoverflow) | 1972-09-08 |
| DE2110771B2 (de) | 1979-08-30 |
| FR2128658A1 (enrdf_load_stackoverflow) | 1972-10-20 |
| BE780255A (fr) | 1972-09-06 |
| DE2110771A1 (de) | 1972-09-14 |
| CH549081A (de) | 1974-05-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE4128490A1 (de) | Neue kationische thiazolazofarbstoffe | |
| DE2525418A1 (de) | Organische verbindungen, deren herstellung und verwendung | |
| DE2110771C3 (de) | Trisazofarbstoffe und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien | |
| DE2024047A1 (de) | Polyazofarbstoffe, ihre Metallkomplexverbindungen, ihre Herstellung und Verwendung | |
| DE2110772C3 (de) | Trisazofarbstoffe, Verfahren zu deren Herstellung und ihre Verwendung zum Färben hydroxylgruppenhaltiger und stickstoffhaltiger Fasermaterialien | |
| DE740050C (de) | Verfahren zur Herstellung von Polyazofarbstoffen | |
| EP0016975B1 (de) | Polyazofarbstoffe sowie ihre Verwendung zum Färben von amino- und hydroxygruppenhaltigen Fasermaterialien und Leder | |
| DE2734806A1 (de) | Wasserloesliche trisazofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung | |
| DE917991C (de) | Verfahren zur Herstellung von neuen Trisazofarbstoffen | |
| DE2306768C2 (de) | Polyazoverbindungen, ihre Herstellung und Verwendung | |
| DE1544545A1 (de) | Azofarbstoffe und Verfahren zu deren Herstellung | |
| DE2542410C2 (de) | Organische Verbindungen, deren Herstellung und Verwendung | |
| DE2424501C3 (de) | Wasserlösliche Trisazofarbstoffe, ihre Herstellung und Verwendung zum Färben und Bedrucken von hydroxylgruppenhaltigen oder stickstoffhaltigen, natürlichen oder synthetischen Fasermaterialien | |
| DE1292277B (de) | Verfahren zur Herstellung von Polyazofarbstoffen | |
| DE852879C (de) | Verfahren zur Herstellung von Polyazofarbstoffen | |
| DE2201512A1 (de) | Neue,von Benzhydrol stammende Azofarbstoffe und Verfahren zu ihrer Herstellung | |
| CH618725A5 (enrdf_load_stackoverflow) | ||
| DE2752424C3 (de) | Dispersionsazofarbstoffe, Verfahren zu deren Herstellung und ihre Verwendung zum Färben von Synthesefasern | |
| DE951527C (de) | Verfahren zur Herstellung von metallisierbaren Disazofarbstoffen | |
| DE2431873A1 (de) | Azoverbindungen | |
| CH492767A (de) | Verfahren zur Herstellung von Reaktivfarbstoffen | |
| AT164536B (de) | Verfahren zur Herstellung von neuen kupferbaren Dis- und Polyazofarbstoffen | |
| AT149335B (de) | Verfahren zum Durchfärben von Leder. | |
| DE2804303A1 (de) | Wasserloesliche polyazofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung | |
| DE2261399A1 (de) | Polyazoverbindungen, ihre herstellung und verwendung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |