DE80070C - - Google Patents
Info
- Publication number
- DE80070C DE80070C DENDAT80070D DE80070DA DE80070C DE 80070 C DE80070 C DE 80070C DE NDAT80070 D DENDAT80070 D DE NDAT80070D DE 80070D A DE80070D A DE 80070DA DE 80070 C DE80070 C DE 80070C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- mol
- disazo dyes
- naphthylenediamine
- tetrazo compound
- 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.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 11
- 239000000975 dye Substances 0.000 claims description 11
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 4
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-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 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims 1
- 238000004040 coloring Methods 0.000 description 3
- HFACYLZERDEVSX-UHFFFAOYSA-N Benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 210000002268 Wool Anatomy 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001187 sodium carbonate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000002966 varnish Substances 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
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/20—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling compounds of different types
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
KLASSE 22: Farbstoffe, Firnisse, Lacke.CLASS 22: dyes, varnishes, lacquers.
disulfosäure.disulfonic acid.
Zusatz zum Patente Λί 79780 vom 11. Februar 1894.Addendum to patent Λί 79780 from February 11, 1894.
Patentirt im Deutschen Reiche vom 13. Februar 1894 ab. Längste Dauer: 10. Februar 1909.Patented in the German Empire on February 13, 1894. Longest duration: February 10, 1909.
Bei weiterer Ausbildung des in der Patentschrift Nr. 79780 beschriebenen Verfahrens wurde gefunden, dafs die ß1 ß4-Naphtylendiamindisulfosäure, mit den Tetrazoverbindungen von p-Diaminen im Verhältnifs von 1 Mol. : 1 Mol. combinirt, ein Zwischenproduct liefert, welches noch eine freie "Diazogruppe enthält und sich daher mit 1 Mol. eines Phenols, Amins, Amidophenols bezw. einer Sulfo - oder Carbonsäure dieser Körper verbinden läfst.In the further development of the process described in patent specification No. 79780, it was found that the β 1 β 4 -naphthylenediamine disulfonic acid, combined with the tetrazo compounds of p-diamines in a ratio of 1 mol.: 1 mol., Provides an intermediate product which is still another contains free "diazo group and can therefore combine with 1 mole of a phenol, amine, amidophenol or a sulfo or carboxylic acid of this body.
Die Fähigkeit der ßt ß4-Naphtylendiamindisulfosäure,
säurebeständige Farbstoffe zu liefern, kommt auch, soweit nicht der zweite Component einen gegentheiligen Einflufs hat,
in den mittelst derselben hergestellten gemischten Farbstoffen zum Ausdruck; fernerhin
lassen sich die letzteren auf der Faser gleichfalls diazotiren und entwickeln.
[ !,Beispiel: 18,2 kg Benzidin werden in bekannter
Weise in Tetrazodiphenyl übergeführt und die Lösung des letzteren zu einer mit
essigsaurem Natron oder mit Soda versetzten Lösung von 37 kg ßx ß4-naphtylendiamindisulfosaurem
Natrium gegeben; sobald die Bildung des Zwischenproducts beendet ist, säuert man
an, giebt eine Lösung von 14,3 kg a-Naphtylamin
in der erforderlichen Menge Salzsäure zu und läfst längere Zeit rühren. Die gebildete
Farbstoffsäure scheidet sich aus; sie wird durch Zusatz von Alkali gelöst und der Farbstoff mit
Salz gefällt.The ability of ß ß t 4 -Naphtylendiamindisulfosäure to provide acid-resistant dyes, is also, unless the second component has a gegentheiligen influence, in the same by means of prepared mixed dyes expressed; furthermore, the latter can also be diazotized and developed on the fiber.
Example: 18.2 kg of benzidine are converted into tetrazodiphenyl in a known manner and the solution of the latter is added to a solution of 37 kg of ß x ß 4 -naphthylenediamine disulphonic acid to which sodium acetate has been added or sodium carbonate; As soon as the formation of the intermediate product has ended, the mixture is acidified, a solution of 14.3 kg of a-naphthylamine in the required amount of hydrochloric acid is added and the mixture is left to stir for a long time. The dye acid formed separates out; it is dissolved by adding alkali and the dye is precipitated with salt.
Derselbe färbt ungeheizte Baumwolle, sowie Wolle in salzhaltiger Flotte roth; wird die mit demselben gefärbte Baumwolle mit Nitrit und verdünnten Säuren behandelt, so wird der Farbstoff auf der Faser diazotirt und liefert beim nachherigen Entwickeln mit m-ToIuylendiamin ein Schwarzbraun.The same dyes unheated cotton, as well as wool in salty liquor red; will the with The same dyed cotton is treated with nitrite and diluted acids Dyestuff on the fiber diazotizes and yields when it is subsequently developed with m-toluylenediamine a black-brown.
An Stelle des a - Naphtylamins kann man andere Componenten anwenden; so erhält man beispielsweise aus dem Zwischenproduct Benzidin-ß1 ß4-naphtylendiamindisulfosäure mit:Other components can be used in place of the a-naphthylamine; for example, benzidine-ß 1 ß 4 -naphthylenediamine disulphonic acid is obtained from the intermediate product with:
Salicylsäure einen orange färbenden Farbstoff, Salicylic acid an orange coloring substance,
m-Toluylendiamin einen braunroth färbenden Farbstoff,m-toluylenediamine a brownish-red coloring dye,
Ct1 a2-Naphtolmonosulfosäure einen corinth färbenden Farbstoff,Ct 1 a 2 -naphtol monosulfonic acid, a corinth coloring dye,
ß-Naphtol einen violett färbenden Farbstoff.ß-Naphtol a purple coloring agent.
Claims (1)
Als besondere Ausführungsform des im Anspruch i. gekennzeichneten Verfahrens die Herstellung gemischter Disazofarbstoffe, darin bestehend, dafs man das aus ι Mol. Tetrazodiphenyl und ι Mol. ßx ß4-Naphtylendiamindisulfosäure entstehende Zwischenproduct mit nachfolgenden Substanzen combinirt: a-Naphtylamin, Salicylsäure, m-Toluylendiamin, U1 a2-Naphtolmonosulfosäure und ß-Naphtol.Tetrazo compound with ι Mol. That acid, the other with ι Mol. Of a phenol, amine, amidophenol or. a sulfonic acid or carboxylic acid of these substances combined.
As a special embodiment of the claim i. method indicated the production of mixed disazo dyes, consisting of DAF, one consisting ι mol Tetrazodiphenyl and ι mol ß x ß 4 -Naphtylendiamindisulfosäure resulting intermediate product with the following substances combinirt: a-naphthylamine, salicylic acid, m-toluylenediamine, U 1 a. 2 -. Naphthol monosulfonic acid and ß-naphtol.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE80070C true DE80070C (en) |
Family
ID=352658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT80070D Active DE80070C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE80070C (en) |
-
0
- DE DENDAT80070D patent/DE80070C/de active Active
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