DE228797C - - Google Patents
Info
- Publication number
- DE228797C DE228797C DENDAT228797D DE228797DA DE228797C DE 228797 C DE228797 C DE 228797C DE NDAT228797 D DENDAT228797 D DE NDAT228797D DE 228797D A DE228797D A DE 228797DA DE 228797 C DE228797 C DE 228797C
- Authority
- DE
- Germany
- Prior art keywords
- sulfonic acid
- molecule
- parts
- dye
- reddish
- 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
- 239000000975 dye Substances 0.000 claims description 7
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-Aminophenol Chemical class NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003929 acidic solution Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-Nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-Diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 229940018563 3-aminophenol Drugs 0.000 description 1
- SSQQBRZUIXIPIP-UHFFFAOYSA-N 5-diazo-2-nitrocyclohexa-1,3-diene Chemical compound [O-][N+](=O)C1=CCC(=[N+]=[N-])C=C1 SSQQBRZUIXIPIP-UHFFFAOYSA-N 0.000 description 1
- 241000947840 Alteromonadales Species 0.000 description 1
- 229940018564 M-PHENYLENEDIAMINE Drugs 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N M-Phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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
- C09B35/04—Disazo dyes characterised by the tetrazo component the tetrazo component being a benzene derivative
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Developing Agents For Electrophotography (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- JV* 228797 -KLASSE 22 a. GRUPPE - JV * 228797 - CLASS 22 a. GROUP
Patentiert im Deutschen Reiche vom 11. Februar 1910 ab.Patented in the German Empire on February 11, 1910.
Es wurde gefunden, daß durch Kombination der Tetrazo verbindung aus 2 · 6-Toluylendiamin-4-sulfosäure mit einem Molekül 2 · 8-Aminonaphtol-6-sulfosäure in saurer Lösung und einem Molekül eines m-Diamins oder mrAminophenols Disazofarbstoffe entstehen, die Baumwolle in rötlichen Tönen anfärben, die beim Nachbehandeln mit diazotiertem p-Nitranilin in lebhaftes gelbliches bis rötliches Braun übergehen. Diese entwickelten Färbungen sind trotz der Anwesenheit von zwei Sulfogruppen in dem verhältnismäßig kleinen Farbstoffmolekül vorzüglich waschecht und lassen sich sehr schön weiß ätzen.It has been found that by combining the tetrazo compound of 2 · 6-toluylenediamine-4-sulfonic acid with a molecule of 2 · 8-aminonaphthol-6-sulfonic acid in acidic solution and a molecule of an m-diamine or m r aminophenol disazo dyes are formed Dye cotton in reddish tones, which turn into a lively yellowish to reddish brown when treated with diazotized p-nitroaniline. In spite of the presence of two sulfo groups in the relatively small dye molecule, these colorations developed are extremely washable and can be very nicely etched white.
22,4 Teile 2 · 6-toluylendiamin-4-sulfosaures Natron werden in 300 Teilen Wasser gelöst und unter guter Eiskühlung mit 14 Teilen Natriumnitrit und 65 Teilen Salzsäure 200 Be. diazotiert. Hierzu läßt man eine mit Soda neutralisierte, gut gekühlte Lösung von 23,9 Teilen 2 · 8-Aminonaphtol-6-sulfosäure fließen. Nach Bildung des Zwischenproduktes fügt man eine Lösung von 11 Teilen m-Phenylendiamin hinzu und rührt ungefähr 12 Stunden. Dann wird mit Soda neutralisiert, auf 70° erwärmt, mit Salz gefällt und in üblicher Weise fertig gemacht. Der Farbstoff bildet ein dunkelbraunes Pulver und löst sich in konzentrierter Schwefeisäure rötlichbordeaux, in Wasser bräunlichorange auf. Die wäßrige Lösung wird durch .Natronlauge nicht verändert; durch Salzsäure wird daraus der Farbstoff in rötlichbraunen Flocken gefällt. Er erzeugt auf Baumwolle rote Nuancen, die durch Nachbehandlung mit diazotiertem p-Nitranilin in ein sehr waschechtes rötliches Braun übergehen, das sich sehr schön weiß ätzen läßt.22.4 parts of 2 · 6-tolylenediamine-4-sulfonic acid are dissolved in 300 parts of water and mixed with 14 parts of sodium nitrite and 65 parts of hydrochloric acid with 20 ° Be. diazotized. To this end, a well-cooled solution of 23.9 parts of 2 · 8-aminonaphthol-6-sulfonic acid, neutralized with soda, is allowed to flow. After formation of the intermediate product, a solution of 11 parts of m-phenylenediamine is added and the mixture is stirred for about 12 hours. Then it is neutralized with soda, heated to 70 °, precipitated with salt and made ready in the usual way. The dye forms a dark brown powder and dissolves reddish-burgundy in concentrated sulfuric acid and brownish-orange in water. The aqueous solution is not changed by sodium hydroxide solution; hydrochloric acid precipitates the dye in reddish-brown flakes. He creates red nuances on cotton, which after treatment with diazotized p-nitroaniline turn into a very washable reddish brown, which can be etched very nicely white.
Mit anderen m-Diaminen, z. B. m-Toluylendiamin, wird die Kombination in analoger Weise ausgeführt. Der Farbstoff mit m-Aminophenol an zweiter Stelle liefert bei Nachbehandlung mit p-Nitrodiazobenzol gelbstichigere Nuancen.With other m-diamines, e.g. B. m-tolylenediamine, the combination is carried out in an analogous manner. The dye with m-aminophenol in second place, after-treatment with p-nitrodiazobenzene gives a more yellowish tinge Nuances.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE228797C true DE228797C (en) |
Family
ID=489163
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT228797D Active DE228797C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE228797C (en) |
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0
- DE DENDAT228797D patent/DE228797C/de active Active
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