DE47026C - Process for the preparation of red azo dyes from diamidostilbene. (3 - Google Patents
Process for the preparation of red azo dyes from diamidostilbene. (3Info
- Publication number
- DE47026C DE47026C DENDAT47026D DE47026DA DE47026C DE 47026 C DE47026 C DE 47026C DE NDAT47026 D DENDAT47026 D DE NDAT47026D DE 47026D A DE47026D A DE 47026DA DE 47026 C DE47026 C DE 47026C
- Authority
- DE
- Germany
- Prior art keywords
- diamidostilbene
- naphthylamine
- acid
- preparation
- azo dyes
- 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 - Lifetime
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 6
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 claims 2
- 239000000047 product Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000005002 naphthylamines Chemical class 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 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
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/205—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene
- C09B35/215—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene of diarylethane or diarylethene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Wird ι Molecül Tetrazostilbenchlorid mit ι Molecül ß-Naphtylamindisulfosäure R combinirt, so entsteht ein Zwischenproduct, welches noch eine freie Diazogruppe enthält und sich daher mit noch 1 Molecül eines Phenols, eines Amins oder einer Sulfosäure dieser Körper combiniren läfst.If ι molecule tetrazostilbene chloride is combined with ι molecule ß-naphthylamine disulfonic acid R, this creates an intermediate product which still contains a free diazo group and which is therefore with 1 more molecule of a phenol, an amine or a sulfonic acid this body combine.
Bei der Darstellung des Zwischenproductes kann man in folgender Weise verfahren:When presenting the intermediate product, one can proceed in the following way:
21 kg Diamidostilben werden in 1 000 1 Wasser und 60 kg Salzsäure gelöst und nach Abkühlung durch Einlaufenlassen einer Lösung von 14 kg Natriumnitrit in 200 1 Wasser in die Tetrazoverbindung übergeführt. Letztere läfst man sodann in eine Lösung von 35 kg ß-iiaphtylamindisulfosaurem Natron (R) in 1 000 1 Wasser einfliefsen. Dabei entsteht das oben erwähnte Zwischenproduct in Form eines braunschwarzen, unlöslichen Niederschlages. Letzteren läfst man 12 Stunden stehen und benutzt ihn sodann zur Darstellung der Azofarbstoffe, nachdem man ihn durch Filtration von der stark sauren Lösung getrennt hat.21 kg of diamidostilbene are produced in 1 000 1 Water and 60 kg of hydrochloric acid dissolved and, after cooling, by running in a solution converted from 14 kg of sodium nitrite in 200 l of water into the tetrazo compound. Latter it is then poured into a solution of 35 kg of ß-iiaphthylamine disulphonic acid sodium (R) in 1,000 liters Infuse water. The intermediate product mentioned above is created in the form of a brown-black, insoluble precipitate. The latter is left standing for 12 hours and then uses it to represent the azo dyes after filtering it separated from the strongly acidic solution.
Durch Combination des Zwischenproductes mit Naphtylamin oder dessen Sulfosäuren erhält man Azofarbstoffe, welche Baumwolle direct roth bis braunroth färben.By combining the intermediate product with naphthylamine or its sulfonic acids one azo dyes which dye cotton directly red to brown-red.
Bei der Herstellung der Farbstoffe aus den beiden Naphtylaminen löst man 1 5 kg α- oder ß-Naphtylamin in 200 1 Wasser und 12 kg Salzsäure und trägt in die Lösung das aus 21 kg Diamidostilben erhaltene Zwischenproduct ein. Nach 12 stündigem Stehen wird die Mischung aufgekocht und filtrirt. Die als Rückstand bleibende Säure des Farbstoffs wird hierauf in 200 1 Wasser und 12 kg Soda aufgelöst, um sie in das Natronsalz umzuwandeln. Letzteres wird hierauf aus der Lösung mit Kochsalz abgeschieden, abgeprefst und getrocknet. In the preparation of the dyes from the two naphthylamines one dissolves 1 5 kg of α- or ß-Naphthylamine in 200 l of water and 12 kg of hydrochloric acid and carries this out into the solution 21 kg of diamidostilbene obtained an intermediate product. After standing for 12 hours it will the mixture is boiled and filtered. The residual acid of the dye is then dissolved in 200 liters of water and 12 kg of soda in order to convert them into the sodium salt. The latter is then separated from the solution with common salt, pressed off and dried.
Zur Darstellung der Farbstoffe aus der Naphtylaminsulfosäure verfährt man in der Weise, dafs man das aus 2 1 kg Diamidostilben erhaltene Zwischenproduct in die alkalische Lösung von 25 kg naphtylaminsulfosaurem Natron in 200 1 Wasser einträgt. Man läfst hierauf das Gemisch 12 Stunden stehen, kocht dasselbe auf und fällt den gebildeten Farbstoff mit Kochsalz aus. Derselbe wird abfiltrirt, geprefst und getrocknet.To prepare the dyes from naphthylamine sulfonic acid, the procedure is followed It is possible to convert the intermediate product obtained from 21 kg of diamidostilbene into the alkaline product Enters solution of 25 kg of naphthylaminesulfonate in 200 liters of water. One runs the mixture then stand for 12 hours, the same boils and the dye formed precipitates with table salt. It is filtered off, pressed and dried.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE47026C true DE47026C (en) |
Family
ID=322094
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT47026D Expired - Lifetime DE47026C (en) | Process for the preparation of red azo dyes from diamidostilbene. (3 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE47026C (en) |
-
0
- DE DENDAT47026D patent/DE47026C/en not_active Expired - Lifetime
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