CH194667A - Process for the preparation of a new anthraquinone dye. - Google Patents
Process for the preparation of a new anthraquinone dye.Info
- Publication number
- CH194667A CH194667A CH194667DA CH194667A CH 194667 A CH194667 A CH 194667A CH 194667D A CH194667D A CH 194667DA CH 194667 A CH194667 A CH 194667A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- new
- dye
- anthraquinone dye
- new anthraquinone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000001000 anthraquinone dye Substances 0.000 title description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 6
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 235000011118 potassium hydroxide Nutrition 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
- C09B1/545—Anthraquinones with aliphatic, cycloaliphatic or araliphatic ether groups
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 189647. Verfahren zur Darstellung eines neuen Anthrachinonfarbstoffes. Das vorliegende Verfahren betrifft die Darstellung eines neuen Anthrachinonfarb- stoffes und ist dadurch gekennzeichnet, dass man 1-Am.ino-4(2'4'-@dimethyl=6'-brom- anilido)anthrachinon-@2@sulfosäure :
in Gegen wart von Ätzkali, Pyridin und Nitrobenzol mit Glyzerin kondensiert und die erhaltene Verbindung mit Schwefelsäure behandelt. <I>Beispiel:
</I> Man löst 10 Teile Ätzkali in 100 Teilen Glyzerin durch gelindes Erwärmen, fügt 10 Teile 1-amino-4-(2',4'-,dimethyl-6'-brom)- phenylaminoanthraehinon-2,-s,tüfosaures Ka lium, 10 Teile Pyridin und 2 Teile Nitro- benzol hinzu und rührt bei 110 , bis eine in Wasser ,gezogene Probe keine blaue Lö sung mehr gibt.
Man verdünnt mit heissem Wasser, saugt ab und wäscht .gründlich aus. Die getrocknete Base wird in Monohydrat verestert und der entstandene Farbstoff durch Verdünnen der Reaktionsmasse mit Eis- und Salzwassermischung ausgefällt, filtriert,
gewaschen und in üblicher Weise nach der Neutralisation isoliert. Der neue Farbstoff besitzt die Formel
EMI0001.0049
und färbt Wolle in lebhaften rotstichig vio- letten Tönen von sehr guten Echtheiten an.
Additional patent to the main patent No. 189647. Process for the preparation of a new anthraquinone dye. The present process relates to the preparation of a new anthraquinone dye and is characterized in that 1-Am.ino-4 (2'4 '- @ dimethyl = 6'-bromo anilido) anthraquinone @ 2 @ sulfonic acid:
in the presence of caustic potash, pyridine and nitrobenzene condensed with glycerine and treated the compound obtained with sulfuric acid. <I> example:
</I> 10 parts of caustic potash are dissolved in 100 parts of glycerine by gentle heating, 10 parts of 1-amino-4- (2 ', 4' -, dimethyl-6'-bromo) - phenylaminoanthraehinon-2, -s, tüfosaures are added Add potassium, 10 parts pyridine and 2 parts nitrobenzene and stir at 110 until a sample taken in water no longer gives a blue solution.
It is diluted with hot water, suctioned off and thoroughly washed out. The dried base is esterified in monohydrate and the resulting dye is precipitated by diluting the reaction mass with an ice and salt water mixture, filtered,
washed and isolated in the usual way after neutralization. The new dye has the formula
EMI0001.0049
and dyes wool in lively reddish purple tones with very good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH194667T | 1936-06-18 | ||
| CH189647T | 1936-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH194667A true CH194667A (en) | 1937-12-15 |
Family
ID=25721825
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH194667D CH194667A (en) | 1936-06-18 | 1936-06-18 | Process for the preparation of a new anthraquinone dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH194667A (en) |
-
1936
- 1936-06-18 CH CH194667D patent/CH194667A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH194667A (en) | Process for the preparation of a new anthraquinone dye. | |
| DE642726C (en) | Process for the preparation of anthraquinone dyes | |
| DE638150C (en) | Process for the preparation of dyes of the anthraquinone series | |
| DE696424C (en) | Process for the preparation of anthraquinone dyes | |
| DE836385C (en) | Process for the preparation of acidic anthraquinone dyes | |
| DE656489C (en) | Process for the preparation of Py-C-alkyl-1- (N) -2-pyrazolone anthraquinones | |
| DE536294C (en) | Process for the preparation of Kuepen dyes of the anthraquinone series | |
| DE656380C (en) | Process for the preparation of leuco esters of dyes of the anthraquinone series | |
| DE673602C (en) | Process for the preparation of dyes of the anthraquinone series | |
| DE889198C (en) | Process for the preparation of dyes of the anthraquinone series | |
| CH186744A (en) | Process for the production of a new anthraquinone dye. | |
| CH183894A (en) | Process for the preparation of a dye. | |
| CH128170A (en) | Process for the preparation of a dye of the phenonaphtosafranine series. | |
| CH274703A (en) | Process for the production of a new dye of the anthraquinone series. | |
| CH199192A (en) | Process for the preparation of a new, water-soluble dye of the anthraquinone series. | |
| CH184188A (en) | Process for the preparation of a dye of the anthraquinone series. | |
| CH191743A (en) | Process for the preparation of 1: 4-di-p-n-butylaniline-5-hydroxyanthraquinone disulfonic acid. | |
| CH180059A (en) | Process for the production of a new acidic dye of the anthraquinone series. | |
| CH180697A (en) | Process for the preparation of a dye of the anthraquinone series. | |
| CH258590A (en) | Process for the production of a new wool dye. | |
| CH193252A (en) | Process for the production of an acidic wool dye. | |
| CH191742A (en) | Process for the preparation of 1: 4-di-p-iso-amylaniline anthraquinone disulfonic acid. | |
| CH242846A (en) | Process for the preparation of an acidic anthraquinone dye. | |
| CH158832A (en) | Process for the preparation of 1,4-diamino-2,3-dichloroanthraquinone sulfonic acid. | |
| CH183896A (en) | Process for the preparation of a dye. |