DE105057C - - Google Patents
Info
- Publication number
- DE105057C DE105057C DE1897105057D DE105057DA DE105057C DE 105057 C DE105057 C DE 105057C DE 1897105057 D DE1897105057 D DE 1897105057D DE 105057D A DE105057D A DE 105057DA DE 105057 C DE105057 C DE 105057C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- amidophenol
- phenylenediamine
- aniline
- dehydrothio
- 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
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 20
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 14
- 239000000975 dye Substances 0.000 claims description 12
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 11
- PXUQTDZNOHRWLI-QOPOCTTISA-O Primulin Natural products O(C)c1c(O)c(OC)cc(-c2c(O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O3)cc3c(O)cc(O)cc3[o+]2)c1 PXUQTDZNOHRWLI-QOPOCTTISA-O 0.000 claims description 9
- YDIKCZBMBPOGFT-PWUSVEHZSA-N Malvidin 3-galactoside Chemical compound [Cl-].COC1=C(O)C(OC)=CC(C=2C(=CC=3C(O)=CC(O)=CC=3[O+]=2)O[C@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)=C1 YDIKCZBMBPOGFT-PWUSVEHZSA-N 0.000 claims description 7
- IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 3
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 claims description 3
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003142 primary aromatic amines Chemical class 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 239000002244 precipitate Substances 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- KGZUHYIHYBDNLC-UHFFFAOYSA-N 2-(4-aminophenyl)-6-methyl-1,3-benzothiazole-7-sulfonic acid Chemical compound S1C2=C(S(O)(=O)=O)C(C)=CC=C2N=C1C1=CC=C(N)C=C1 KGZUHYIHYBDNLC-UHFFFAOYSA-N 0.000 description 5
- 238000004040 coloring Methods 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 3
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 description 3
- 241000167854 Bourreria succulenta Species 0.000 description 3
- 235000019693 cherries Nutrition 0.000 description 3
- ULHFFAFDSSHFDA-UHFFFAOYSA-N 1-amino-2-ethoxybenzene Chemical compound CCOC1=CC=CC=C1N ULHFFAFDSSHFDA-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 244000114646 Citrus x jambhiri Species 0.000 description 1
- 240000007942 Prunus pensylvanica Species 0.000 description 1
- 235000013647 Prunus pensylvanica Nutrition 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- RCJBQOXVMVYQAU-UHFFFAOYSA-N aniline benzene-1,4-diamine Chemical compound NC1=CC=CC=C1.NC1=CC=C(N)C=C1 RCJBQOXVMVYQAU-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 1
- -1 p-phenetidine o-anisidine Chemical compound 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- OESSQZSTPKCQOE-UHFFFAOYSA-M sodium;2,4-dinitronaphthalen-1-olate Chemical compound [Na+].C1=CC=C2C([O-])=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 OESSQZSTPKCQOE-UHFFFAOYSA-M 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000013589 supplement Substances 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE100613T | 1897-07-18 | ||
| DE105057T | 1897-11-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE105057C true DE105057C (OSRAM) | 1899-07-21 |
Family
ID=375372
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1897105057D Expired DE105057C (OSRAM) | 1897-07-18 | 1897-11-19 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE105057C (OSRAM) |
-
1897
- 1897-11-19 DE DE1897105057D patent/DE105057C/de not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2246495A1 (de) | Substantive disazofarbstoffe fuer papier | |
| DE2029793B2 (de) | Anthrachinondispersionsfarbstoffe und Verfahren zu deren Herstellung | |
| DE2841243C2 (de) | Kupplungskomponente, Verfahren zu deren Herstellung und deren Verwendung | |
| DE1260656B (de) | Verfahren zur Herstellung von 1, 4-Diaminoanthrachinon-2, 3-dicarbonsaeureimid-Dispersionsfarbstoffen | |
| DE928006C (de) | Verfahren zur Herstellung von Triphenylmethanfarbstoffen | |
| DE1218635B (de) | Verfahren zur Herstellung von wasserunloeslichen, Arylhydrazonreste enthaltenden Azofarbstoffen | |
| DE659095C (de) | Verfahren zur Darstellung von Kuepenfarbstoffen | |
| DE1569842C (de) | Pigmentfarbstoffe und Verfahren zu deren Herstellung | |
| DE630219C (de) | Verfahren zur Herstellung von quartaeren Ammoniumverbindungen von Abkoemmlingen der Anthracenreihe | |
| AT44440B (de) | Verfahren zur Darstellung roter substantiver Disazofarbstoffe. | |
| DE1769443B2 (de) | Azoverbindungen, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von druckfarben | |
| DE174331C (OSRAM) | ||
| DE879273C (de) | Verfahren zur Herstellung neuer Disazofarbstoffe | |
| DE81509C (OSRAM) | ||
| AT46291B (de) | Verfahren zur Darstellung roter basischer Farbstoffe. | |
| DE703697C (de) | Verfahren zur Herstellung wasserunloeslicher Farbstoffe | |
| DE904774C (de) | Verfahren zur Herstellung von als Mittel zur Erhoehung der Gasechtheit von Faerbungen verwendbaren Dibenzylpolyaminen | |
| DE402643C (de) | Verfahren zur Herstellung von beizenziehenden Farbstoffen | |
| AT44442B (de) | Verfahren zur Darstellung roter Disazofarbstoffe. | |
| DE212870C (OSRAM) | ||
| DE2361433A1 (de) | Schwer loesliche diazoverbindungen, ihre herstellung und verwendung | |
| DE652770C (de) | Verfahren zur Herstellung von Azofarbstoffen | |
| DE1569841C (de) | Pigmentfarbstoffe und Verfahren zu de ren Herstellung | |
| DE548226C (de) | Verfahren zur Darstellung von echten Kuepenfarbstoffen der Anthrachinonreihe | |
| DE2122166C3 (de) | Trisazofarbstoffe, deren Herstellung und Verwendung zum Färben vegetabilischer Fasern |