DE282502C - - Google Patents
Info
- Publication number
- DE282502C DE282502C DENDAT282502D DE282502DA DE282502C DE 282502 C DE282502 C DE 282502C DE NDAT282502 D DENDAT282502 D DE NDAT282502D DE 282502D A DE282502D A DE 282502DA DE 282502 C DE282502 C DE 282502C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- vat dyes
- salts
- pyridine
- 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
- 239000000984 vat dye Substances 0.000 claims description 5
- 239000003085 diluting agent Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 239000007859 condensation product Substances 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 2
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241000189705 Dunedin group Species 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical class OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C09B49/00—Sulfur dyes
- C09B49/04—Sulfur dyes from amino compounds of the benzene, naphthalene or anthracene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Paints Or Removers (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMI.PATENTAMI.
PATENTSCHRIFTPATENT LETTERING
■- ΛΙ 282502 KLASSE 22 d. GRUPPE■ - ΛΙ 282502 CLASS 22 d. GROUP
Verfahren zur Darstellung von Küpenfarbstoffen.Process for the preparation of vat dyes.
Zusatz zum Patent 263382*).Addition to patent 263382 *).
Patentiert im Deutschen Reiche vom 7. Oktober 1913 ab. Längste Dauer: 7.September 1926.Patented in the German Empire on October 7, 1913. Longest duration: September 7, 1926.
In der Patentschrift 265195, Zusatz zum Patent 263382 und dessen weiteren Zusätzen
(Patente 265196, 270401, 281520) sind Küpenfarbstoffe
beschrieben, welche durch Einführung von Schwefel in das Molekül der Kondensationsprodukte
aus Halogenchinonen und Arylaminen unter Austritt des Halogens am Chinonkern entstehen. Diese schwefelhaltigen
Küpenfarbstoffe können durch Behandlung der erwähnten Kondensationsprodukte mit Metallsulfiden,
Metallsulfhydraten, Salzen der Thiokohlensäure, Schwefelwasserstoff oder ähnlich
wirkenden Substanzen hergestellt werden.
Es wurde nun die Beobachtung gemacht, daß Salze, der hydroschwefligen Säure auch
als Einführungsmittel von Schwefel in das Molekül der Halogenchinonarylide, zweckmäßig
in basischen organischen Verdünnungsmitteln, dienen können. Die entstehenden Einwirkungsprodukte
sind Küpenfarbstoffe, welche den nach den genannten Patentschriften dargestellten
ähnlich sind.In patent specification 265195, addendum to patent 263382 and its other additions (patents 265196, 270401, 281520) vat dyes are described which are formed by introducing sulfur into the molecule of the condensation products of haloquinones and arylamines with the escape of the halogen at the quinone nucleus. These sulfur-containing vat dyes can be produced by treating the condensation products mentioned with metal sulfides, metal sulfhydrates, salts of thiocarbonic acid, hydrogen sulfide or similar substances.
It has now been observed that salts of hydrosulphurous acid can also serve as a means of introducing sulfur into the molecule of the haloquinonearylides, expediently in basic organic diluents. The resulting action products are vat dyes, which are similar to those shown in the patents mentioned.
i. 20 Teile des Kondensationsproduktes aus Chloranil und Anilin werden in 120 Teilen Pyridin mit 12 Teilen Natriumhydrosulfit (80 prozentiges Pulver) so lange zum Sieden erhitzt, bis eine Probe des Reaktionsproduktes sich in konzentrierter Schwefelsäure nicht mehr mit blauvioletter, sondern blaustichig roter Farbe löst. Die Aufarbeitung geschieht durch Filtrieren und Waschen des Rückstandes mit heißem Wasser. Der entstandene Farbstoff färbt Wolle in farbstarken leuchtend braunen 3^ Tönen von großer Echtheit.i. 20 parts of the condensation product of chloranil and aniline in 120 parts of pyridine with 12 parts of sodium hydrosulfite (80 percent powder) are heated to the boil until a sample of the reaction product dissolves in concentrated sulfuric acid no longer blue-violet, but bluish red color. Working up is done by filtering and washing the residue with hot water. The resulting dye dyes wool in strong, bright brown 3 ^ shades of great fastness.
2. 23 Teile des Kondensationsproduktes aus Chloranil und p-Toluidin werden in 120 Teilen Pyridin mit 11 Teilen Natriumhydrosulfit (80 prozentiges Pulver) etwa 5 Stunden zum Sieden erhitzt. Der nach Beispiel 1 aufgearbeitete Farbstoff färbt Wolle in farbstarken rotbraunen echten Tönen.2. 23 parts of the condensation product of chloranil and p-toluidine are in 120 parts of pyridine with 11 parts of sodium hydrosulfite (80 percent powder) heated to boiling for about 5 hours. According to example 1 Recycled dye dyes wool in strong red-brown real tones.
An Stelle von Pyridin können auch andere geeignete Verdünnungsmittel genommen werden.Other suitable diluents can also be used in place of pyridine.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE282502C true DE282502C (en) |
Family
ID=538147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT282502D Active DE282502C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE282502C (en) |
-
0
- DE DENDAT282502D patent/DE282502C/de active Active
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