CH209109A - Process for the preparation of a new water-soluble derivative of the anthraquinone series. - Google Patents
Process for the preparation of a new water-soluble derivative of the anthraquinone series.Info
- Publication number
- CH209109A CH209109A CH209109DA CH209109A CH 209109 A CH209109 A CH 209109A CH 209109D A CH209109D A CH 209109DA CH 209109 A CH209109 A CH 209109A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- new water
- soluble derivative
- anthraquinone series
- anthraquinone
- Prior art date
Links
- 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 title claims description 5
- 150000004056 anthraquinones Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000004519 manufacturing process 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
- 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
- C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
- C09B1/285—Dyes with no other substituents than the amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 202249. Verfahren zur Herstellung eines neuen wasserlöslichen Derivates der Anthrachinonreihe. Es wurde gefunden, dass man ein neues wasserlösliches Derivat der Anthrachinon- reihe erhält, wenn: man 2 Mol Maleinsäure- anhydrid auf 1 Mol 1.4-Di-(ss-ogyäthyl- amino)-anthrachinon in Gegenwart einer ter tiären Base einwirken lässt.
Das so erhaltene Produkt stellt getrock net ein dunkles Pulver dar, das sich in ver dünnten Alkalien mit blauer Farbe löst und auf Acetatkunstseide sehr gleichmässige Drucke von reinblauem Farbton und von sehr guten Echtheitseigenschaften erzeugt.
<I>Beispiel:</I> 65 Teile 1.4-Di-(ss-ogyäthylamino)-an- thrachinon werden in 250 Teilen Pyridin mit 52 Teilen Maleinsäureanhydrid 1/2 Stunde zum Kochen erhitzt. Man isoliert das Pro dukt durch Eingiessen in Wasser und An säuern. Das gleiche Produkt entsteht, wenn statt Pyridin Dimethylanilin verwendet wird.
<B> Additional patent </B> to main patent No. 202249. Process for the production of a new water-soluble derivative of the anthraquinone series. It has been found that a new water-soluble derivative of the anthraquinone series is obtained if: 2 moles of maleic anhydride are allowed to act on 1 mole of 1,4-di- (ss-ogyäthylamino) anthraquinone in the presence of a tertiary base.
The product obtained in this way is a dark powder that dissolves in dilute alkalis with a blue color and produces very uniform prints of a pure blue shade and very good fastness properties on acetate silk.
<I> Example: </I> 65 parts of 1,4-di- (ss-ogyäthylamino) -anthrachinon are heated to boiling for 1/2 hour in 250 parts of pyridine with 52 parts of maleic anhydride. The product is isolated by pouring it into water and acidifying it. The same product is obtained if dimethylaniline is used instead of pyridine.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH209109T | 1937-12-20 | ||
| CH202249T | 1937-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH209109A true CH209109A (en) | 1940-03-15 |
Family
ID=25723786
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH209109D CH209109A (en) | 1937-12-20 | 1937-12-20 | Process for the preparation of a new water-soluble derivative of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH209109A (en) |
-
1937
- 1937-12-20 CH CH209109D patent/CH209109A/en unknown
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