DE118079C - - Google Patents
Info
- Publication number
- DE118079C DE118079C DENDAT118079D DE118079DA DE118079C DE 118079 C DE118079 C DE 118079C DE NDAT118079 D DENDAT118079 D DE NDAT118079D DE 118079D A DE118079D A DE 118079DA DE 118079 C DE118079 C DE 118079C
- Authority
- DE
- Germany
- Prior art keywords
- sulfur
- dye
- amidoindazole
- dinitrochlorobenzene
- 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.)
- Active
Links
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 239000011593 sulfur Substances 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- VYZAHLCBVHPDDF-UHFFFAOYSA-N Dinitrochlorobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 VYZAHLCBVHPDDF-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 3
- 125000003453 indazolyl group Chemical class N1N=C(C2=C1C=CC=C2)* 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- -1 sodium sulfur Chemical compound 0.000 description 2
- QFCSRGLEMDRBMN-UHFFFAOYSA-N N-(2-methylphenyl)nitramide Chemical compound CC1=CC=CC=C1N[N+]([O-])=O QFCSRGLEMDRBMN-UHFFFAOYSA-N 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N Sodium sulfide Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000001046 green dye Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000126 substance 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
- C09B49/00—Sulfur dyes
- C09B49/02—Sulfur dyes from nitro compounds of the benzene, naphthalene or anthracene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
- M 118079 KLASSE 22 d. - M 118079 CLASS 22 d.
Es wurde gefunden, dafs das Amidoindazol, welches aus demNitrotoluidin 2VuZ2 : CHB : N O2 = ι : 2 : 5 in bekannter Weise gewonnen wird (Berichte der deutschen chemischen Gesellschaft, XXIII, 3640) sich leicht mit Dinitrochlorbenzol (.ZVO2 : NO2 : Cl = 1:3:4) coridensiren und dafs das so erhaltene neue Indazolderivat sich zu sehr werthvollen Farbstoffen verarbeiten läfst. , . ' : It has been found that the amidoindazole, which is obtained from the nitrotoluidine 2VuZ 2 : CH B : N O 2 = ι: 2: 5 in a known manner (reports from the German Chemical Society, XXIII, 3640), can easily be mixed with dinitrochlorobenzene (ZVO 2 : NO 2 : Cl = 1: 3: 4) coridensize and that the new indazole derivative thus obtained can be processed into very valuable dyes. ,. ' :
Erhitzt man das Dinitrophenylamidoindazol nämlich mit Schwefelalkalien und Schwefel, so erhält man einen olivgrünen Farbstoff von grofser Intensität und hervorragender Echtheit. Der Farbstoff zieht direct in schwefelnatriumhaltigem Bade auf Baumwolle und die so erhaltenen Färbungen sind walk- und lichtecht. Hervorzuheben ist die besonders gute Löslichkeit des Farbstoffs, eine Eigenschaft, welche er der Gegenwart der sauer reagirenden Indazolgruppe verdankt. Er zeigt ferner eine charakteristische Beständigkeit gegenüber der Wirkung von Chromaten und Kupfersalzen auf der Faser.If the dinitrophenylamidoindazole is heated with alkaline sulfur and sulfur, so an olive-green dye of great intensity and excellent fastness is obtained. The dye is absorbed directly in a bath containing sulphurous sodium on cotton and the so obtained Dyes are kneadable and lightfast. The particularly good solubility should be emphasized of the dye, a property which is due to the presence of the acidic indazole group owes. It also shows a characteristic resistance to the effect of chromates and copper salts on the fiber.
Das Condensationsproduct von Amidoindazol und Dinitrochlorbenzol wird in der Weise erhalten, dafs man äquivalente Mengen dieser Körper in Lösung bei Gegenwart eines die frei werdende Salzsäure abstumpfenden Mittels, wie z. B. Acetat, erhitzt. Das Dinitrophenylamidoindazol bildet rothbraun gefärbte Krystalle vom Schmelzpunkt 2610C.The condensation product of amidoindazole and dinitrochlorobenzene is obtained in such a way that equivalent amounts of these bodies are dissolved in the presence of an agent which dulls the released hydrochloric acid, such as B. acetate heated. The dinitrophenylamidoindazole forms red-brown colored crystals with a melting point of 261 ° C.
Das Verfahren wird durch folgendes Beispiel erläutert:The procedure is illustrated by the following example:
15 kg Dinitrophenylamidoindazol werden mit 30 kg Schwefel und 75 kg krystallisirtem Schwefelnatrium mehrere Stunden auf circa 1300 C. erhitzt. Die so erhaltene Schmelze kann direct für Färbereizwecke benutzt werden, oder man kann den Farbstoff durch Ausfällen mit Säuren abscheiden. Er färbt auf Baumwolle in salzhaltigem Schwefelnatriumbade volle olivgrüne Töne. 15 kg of dinitrophenylamidoindazole are heated to about 130 ° C. for several hours with 30 kg of sulfur and 75 kg of crystallized sodium sulfur. The melt obtained in this way can be used directly for dyeing purposes, or the dye can be deposited by precipitation with acids. He dyes full olive-green tones on cotton in a salty sulfur-sodium bath.
Die Eigenschaften des neuen Indazolderivates, sowie des daraus hergestellten Farbstoffs sind nachfolgend charakterisirt.The properties of the new indazole derivative and the dye made from it are characterized below.
Dinitrochlorbenzol condensirt mit Amidoindazol: Dinitrochlorobenzene condenses with amidoindazole:
in Alkohol kaum löslich,hardly soluble in alcohol,
in Sodalösung unlöslich,insoluble in soda solution,
in Natronlauge. . . wenig löslich mitin caustic soda. . . little soluble with
brauner Farbe, Schmelzpunkt 2610Cbrown color, melting point 261 0 C
Freie Farbstoffsäure:Free dye acid:
in Sodalösung unlöslich,insoluble in soda solution,
in Lauge kaum löslich,hardly soluble in lye,
in Schwefelnatrium leicht löslich mitEasily soluble in sodium sulphide with
dunkelgrüner
Farbe,
färbt Baumwolle olivgrün.dark green
Colour,
dyes cotton olive green.
Claims (1)
mit Dinitrochlorbenzol [NH 2 : N: CH = ί: 3 : 4)
with dinitrochlorobenzene
Publications (1)
Publication Number | Publication Date |
---|---|
DE118079C true DE118079C (en) |
Family
ID=387301
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT118079D Active DE118079C (en) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE118079C (en) |
-
0
- DE DENDAT118079D patent/DE118079C/de active Active
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