CH258770A - Process for the production of a new vat dye. - Google Patents
Process for the production of a new vat dye.Info
- Publication number
- CH258770A CH258770A CH258770DA CH258770A CH 258770 A CH258770 A CH 258770A CH 258770D A CH258770D A CH 258770DA CH 258770 A CH258770 A CH 258770A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- new
- vat dye
- dye
- new vat
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- 239000000975 dye Substances 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 2
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- PMOCDYOEOUEPAN-UHFFFAOYSA-N 1-nitro-9,10-dioxoanthracene-2-carboxylic acid Chemical compound C1=CC=C2C(=O)C3=C([N+]([O-])=O)C(C(=O)O)=CC=C3C(=O)C2=C1 PMOCDYOEOUEPAN-UHFFFAOYSA-N 0.000 description 1
- VVYCXFHFPHAKAY-UHFFFAOYSA-N 5-amino-1,4-bis[(4-methoxyphenyl)methylamino]anthracene-9,10-dione Chemical compound NC1=C2C(C=3C(=CC=C(C3C(C2=CC=C1)=O)NCC1=CC=C(C=C1)OC)NCC1=CC=C(C=C1)OC)=O VVYCXFHFPHAKAY-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- AIOLRLMFOWGSPL-UHFFFAOYSA-N chembl1337820 Chemical compound C1=CC=C2C(N=NC3=C4C=CC(=CC4=CC(=C3O)S(O)(=O)=O)S(O)(=O)=O)=CC=CC2=C1 AIOLRLMFOWGSPL-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Küpenfarbstoffes. Die vorliegende Erfindung bezieht sich auf ein Verfahren zur lIerstellung eines neuen Küpenfarbstoffes, gemäss welch-ein 5- Amino-1,4-di-p-,anisylaminoa.nthrachinon mit einem. sich von der 1-Nit-roanthrachinon-2- (,arbonsäure ableitenden Acylierungsmittel zur Umsetzung ggebracht wird.
Der neue Farbstoff ist ein rotes Pulver, welehes sich in konz. Schwefelsäure unter Bildung ein-er olivgrünen Lösung löst und eine rotbraun gefärbte, Küpe ergibt.
Als Acylierungsmittel, welches sich von der 1-Nitroanthrachinon-2-ca.rbonsäure ablei tet, kann man beispielsweise das Acylehlorid verwenden.
<I>Beispiel:</I> <B>78</B> Teile 5-Amino-1,4-di-p-anisylarnino- anthrachinon, 49 Teile 1-Nitroa-uthrachinon- 2-earbonsäurechlorid und<B>100</B> Teile o-Dichlor- benzol werden während acht Stunden unter Rühren auf<B>18,00 C</B> erhitzt. Das ausgefallene Produkt wird abfiltriert, hierauf zuerst mit o-Diehlorbenzol und dann mit Äthanol ge- waschen und getrocknet.
Wird das Produkt in Schwefel-säure gelöst, so entsteht eine oliv grüne Lösung; aus einer rotbraunen Küpe. färbt dieser Farbstoff Baumwolle in bor deauxroten Tönen.
Das 5-Amino-1,4-di-p-a.nisylaminoa.nthra- ehinon (Smp. <B>3180 C)</B> wird durch Reduktion von 5-Nitro-1,4-di-p-anisylaminoa.nt-hrachinon (Smp, <B>3100 C)</B> erhalten; die, Reduktion kann mittels, Natriumsulfid erfolgen.
Process for the production of a new vat dye. The present invention relates to a process for the production of a new vat dye, according to which-a 5-amino-1,4-di-p-, anisylaminoa.nthraquinone with a. from the 1-nitroanthraquinone-2- (, carboxylic acid-derived acylating agent to react.
The new dye is a red powder, which is in conc. Sulfuric acid dissolves to form an olive-green solution and gives a red-brown colored vat.
The acylating agent, which is derived from 1-nitroanthraquinone-2-carboxylic acid, can be used, for example, as acyl chloride.
<I> Example: </I> <B> 78 </B> parts of 5-amino-1,4-di-p-anisylamino-anthraquinone, 49 parts of 1-nitroa-uthraquinone-2-carboxylic acid chloride and <B> 100 Parts of o-dichlorobenzene are heated to <B> 18.00 C </B> for eight hours while stirring. The precipitated product is filtered off, then washed first with o-diehlobenzene and then with ethanol and dried.
If the product is dissolved in sulfuric acid, an olive green solution is created; from a red-brown vat. this dye dyes cotton in bordeaux red tones.
The 5-amino-1,4-di-pa.nisylaminoa.nthra- ehinon (melting point <B> 3180 C) </B> is obtained by reducing 5-nitro-1,4-di-p-anisylaminoa.nt -hrachinone (m.p., 3100 C) obtained; the reduction can be carried out using sodium sulfide.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB258770X | 1945-10-18 | ||
| CH253013T | 1946-10-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH258770A true CH258770A (en) | 1948-12-15 |
Family
ID=25729702
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH258770D CH258770A (en) | 1945-10-18 | 1946-10-18 | Process for the production of a new vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH258770A (en) |
-
1946
- 1946-10-18 CH CH258770D patent/CH258770A/en unknown
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