DE139213C - - Google Patents
Info
- Publication number
- DE139213C DE139213C DENDAT139213D DE139213DA DE139213C DE 139213 C DE139213 C DE 139213C DE NDAT139213 D DENDAT139213 D DE NDAT139213D DE 139213D A DE139213D A DE 139213DA DE 139213 C DE139213 C DE 139213C
- Authority
- DE
- Germany
- Prior art keywords
- cresol
- blue
- brown
- violet
- acid
- 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 10
- 238000000034 method Methods 0.000 claims description 2
- -1 ß-naphthol sulfonic acids Chemical class 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- SGBQUMZTGSQNAO-UHFFFAOYSA-N 2-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(O)=CC=C21 SGBQUMZTGSQNAO-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 240000000358 Viola adunca Species 0.000 description 4
- 235000005811 Viola adunca Nutrition 0.000 description 4
- 235000013487 Viola odorata Nutrition 0.000 description 4
- 235000002254 Viola papilionacea Nutrition 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 210000002268 Wool Anatomy 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- NIKFYOSELWJIOF-UHFFFAOYSA-O Fuchsine Chemical compound Cl.C1=C(N)C(C)=CC(C(=C2C=CC(=[NH2+])C=C2)C=2C=CC(N)=CC=2)=C1 NIKFYOSELWJIOF-UHFFFAOYSA-O 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- IPVTTYAHKXZGCQ-QOCHGBHMSA-N (4Z)-3-oxo-4-[(4-sulfonaphthalen-1-yl)hydrazinylidene]naphthalene-2,7-disulfonic acid Chemical compound C1=CC=C2C(N/N=C3/C4=CC=C(C=C4C=C(C3=O)S(=O)(=O)O)S(O)(=O)=O)=CC=C(S(O)(=O)=O)C2=C1 IPVTTYAHKXZGCQ-QOCHGBHMSA-N 0.000 description 1
- HIQCTHFRLRVNPP-UHFFFAOYSA-N 4-methyl-2,3-dinitrophenol Chemical compound CC1=CC=C(O)C([N+]([O-])=O)=C1[N+]([O-])=O HIQCTHFRLRVNPP-UHFFFAOYSA-N 0.000 description 1
- WPPDXAHGCGPUPK-UHFFFAOYSA-N Red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000002184 metal 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
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture 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
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007787 solid Substances 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
- 238000010792 warming Methods 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Es wurde gefunden, daß Nitroamido-4-kresol (entstanden durch partielle Reduktion von Dinitro -4- kresol (O H: NO2: N O2: C H3 — 4 ■ 3 : 5 · 1J) zur Darstellung wertvoller Azofarbstoffe, welche auf der Wolle in echte Lacke übergeführt werden können, sehr geeignet ist. Im besonderen sind es die Monoazofarbstoffe aus diazotierten] Nitroarm'do - 4 - kresol und ß-Naphtolsulfosäuren, welche sich wertvoll für die Wollechtfä'rberei erweisen. Diese Farbstoffe zeichnen sich vor den entsprechenden teilweise bereits bekannten Farbstoffen aus Nitroamidophenolderivaten durch klarere, blauere und somit wertvollere Nuancen und größere Farbkraft aus, herbeigeführt durch Ersatz der Sulfogruppe in der 6-Nitro-2-Amidophenol-4-sulfosäure durch die Methylgruppe. Beispiel: 16,8 Teile Nitroamidokresol werden in 4 Teile Ätznatron und der nötigen Menge Wasser gelöst, 6,9 Teile Nitrit hinzugefügt und die gekühlte Lösung in verdünnte Salzsäure gegossen, welche aus 28 Teilen techn. Salzsäure von etwa 30 v. H. hergestellt ist. Die braungelbe Diazoverbindung läßt man einfließen in eine Lösung von 25 Teilen ß-naphtolsulfosaures Natron F und 1 5 Teilen Soda in der nötigen Menge Wasser. Das Gemisch färbt sich allmählich blauviolett und es scheiden sich metallglänzende Farbstoffkriställchen aus. Durch gelindes Erwärmen wird die Farbstoffbildung beschleunigt. Der Farbstoff wird durch Salz völlig abgeschieden. Er bildet ein metallglänzendes dunkles Pulver, welches sich in Wasser mit blauvioletter Farbe löst, die durch Säure in rot umschlägt. Der Farbstoff färbt Wolle in saurem Bade rot an; diese Färbung wird durch Chromieren tiefviolett und zeigt dann hervorragende Echtheitseigenschaften.It has been found that nitroamido-4-cresol (produced by partial reduction of dinitro -4-cresol (OH: NO 2 : NO 2 : CH 3 -4 · 3: 5 · 1 J) for the representation of valuable azo dyes, which on the Wool can be converted into real varnishes, is very suitable. In particular, it is the monoazo dyes from diazotized] nitro-low-4-cresol and ß-naphthol sulfonic acids, which are valuable for dyeing wool. These dyes stand out from the corresponding ones Some of the already known dyes from nitroamidophenol derivatives are characterized by clearer, bluer and thus more valuable shades and greater color strength, brought about by replacing the sulfo group in 6-nitro-2-amidophenol-4-sulfonic acid with the methyl group. Example: 16.8 parts of nitroamidocresol are in 4 parts of caustic soda and the necessary amount of water dissolved, 6.9 parts of nitrite added and the cooled solution poured into dilute hydrochloric acid, which is made up of 28 parts of technical hydrochloric acid of about 30% h is created. The brown-yellow diazo compound is allowed to flow into a solution of 25 parts of ß-naphtholsulfonate of soda F and 15 parts of soda in the necessary amount of water. The mixture gradually turns blue-violet and metal-shimmering dye crystals separate out. The dye formation is accelerated by gentle warming. The dye is completely separated out by the salt. It forms a shiny metal, dark powder, which dissolves in water with a blue-violet color, which turns red due to acid. The dye stains wool red in an acid bath; this coloring becomes deep violet by chroming and then shows excellent fastness properties.
Nachstehend ist in einer Tabelle die Charakteristik der nach dein vorliegenden Verfahren erhältlichen Farbstoffe angegeben.Below is a table showing the characteristics of the present process available dyes indicated.
3-Amido-5-nitro-4-kresol
diazot. und gekuppelt mit:3-amido-5-nitro-4-cresol
diazot. and coupled with:
ß-Naphtolsulfosäure 2 · ß-Naphtolsulfosäure 2 · 7ß-naphthol sulfonic acid 2 ß-naphthol sulfonic acid 2 7
β - Naphtoldidisulfosäure 2· 3 ·6β - naphthalene disulfonic acid 2 x 3 x 6
Aussehen des festen Farbstoffs Appearance of the solid dye
braunschwarzes metallglänzendes Pulver braunschwarzes metallglänzendes Pulverbrown-black metallic shine powder brown-black metallic shine powder
Farbe der Lösung in
WasserColor of the solution in
water
blauviolettblue-violet
blaublue
braunschwarzes metallglänzendes Pulverbrown-black metallic powder
blaublue
Farbe der Lösung inColor of the solution in
Wasser nach Zusatz vonWater after adding
Ammoniakammonia
violettviolet
Farbe der Lösung in
konzentr. SchwefelsäureColor of the solution in
concentr. sulfuric acid
rotRed
blauviolettblue-violet
fuchsinrotfuchsin red
blaublue
fuchsinrotfuchsin red
7070
diazot. und gekuppelt mit:3-amido-5-nitro-4-cresol
diazot. and coupled with:
2 · 3 · 6β - naphthalene disulfonic acid
2 3 6
5 WasserAfter diluting with
5 water
schlagorange down
blow
schlagorange down
blow
unchromiert2 percent acidity
unchromed
10 chromiertColoring on wool
10 chromed
violettbrownish black
violet
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE139213C true DE139213C (en) |
Family
ID=406971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT139213D Active DE139213C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE139213C (en) |
-
0
- DE DENDAT139213D patent/DE139213C/de active Active
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