CH190332A - Process for the preparation of a condensation product of the anthraquinone series. - Google Patents
Process for the preparation of a condensation product of the anthraquinone series.Info
- Publication number
- CH190332A CH190332A CH190332DA CH190332A CH 190332 A CH190332 A CH 190332A CH 190332D A CH190332D A CH 190332DA CH 190332 A CH190332 A CH 190332A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- condensation product
- anthraquinone series
- anthraquinone
- sulfoethanolamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 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 description 2
- 150000004056 anthraquinones Chemical class 0.000 title description 2
- 239000007859 condensation product Substances 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 4
- ZINRVIQBCHAZMM-UHFFFAOYSA-N 1-Amino-2,4-dibromoanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Br)=CC(Br)=C2N ZINRVIQBCHAZMM-UHFFFAOYSA-N 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 2
- 239000001000 anthraquinone dye Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- RMAHLMSLKZEADC-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=CC=C1.CN(C1=CC=CC=C1)C Chemical compound [N+](=O)([O-])C1=CC=CC=C1.CN(C1=CC=CC=C1)C RMAHLMSLKZEADC-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 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
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
- C09B1/343—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in the anthracene nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr.185420. Verfahren zur Darstellung eines Kondensationsproduktes der Anthrachinonreihe. Das vorliegende Verfahren betrifft die Darstellung eines Anthrachinonfarbstoffes und ist dadurch gekennzeichnet, dass man 1-Amino- 2,4-dibromanthrachiiion mit 1-Methyl-4-amino- benzol-2-sulfoäthanolamid kondensiert und die erhaltene Base durch Erhitzen mit Sulfit in die Sulfonsäure überführt.
<I>Beispiel:</I> 10 Teile 1.Amino-2,4-dibromanthrachinon, <B>15</B> Teile 1-Methyl-4-aminobenzol-2-sulfoätha- nolamid, 5 Teile Kaliumacetat, 0,3 Teile Kupferacetat werden in Gegenwart eines ge eigneten Lösungsmittels; wie Nitrobenzol- Dimethylanilin etc., so lange auf 120-150 erwärmt, bis die Kondensation nicht mehr weiter fortschreitet. Die Base wird auf übliche Weise isoliert und mit Sulfiten, vorzugsweise in Gegenwart von Phenol, bei Temperaturen von 100-150 behandelt.
Der erhaltene wasserlösliche Farbstoff be sitzt die Formel
EMI0001.0018
und färbt Wolle in lebhaften blauen Tönen an.
<B> Additional patent </B> to main patent number 185420. Process for the preparation of a condensation product of the anthraquinone series. The present process relates to the preparation of an anthraquinone dye and is characterized in that 1-amino-2,4-dibromanthrachiiion is condensed with 1-methyl-4-aminobenzene-2-sulfoethanolamide and the base obtained is converted into the sulfonic acid by heating with sulfite convicted.
<I> Example: </I> 10 parts of 1st amino-2,4-dibromoanthraquinone, <B> 15 </B> parts of 1-methyl-4-aminobenzene-2-sulfoethanolamide, 5 parts of potassium acetate, 0, 3 parts of copper acetate are in the presence of a suitable solvent; such as nitrobenzene dimethylaniline etc., heated to 120-150 until the condensation no longer proceeds. The base is isolated in the usual way and treated with sulfites, preferably in the presence of phenol, at temperatures of 100-150.
The resulting water-soluble dye has the formula
EMI0001.0018
and dyes wool in vivid blue tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH185420T | 1936-01-27 | ||
| CH190332T | 1936-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH190332A true CH190332A (en) | 1937-04-15 |
Family
ID=25721216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH190332D CH190332A (en) | 1936-01-27 | 1936-01-27 | Process for the preparation of a condensation product of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH190332A (en) |
-
1936
- 1936-01-27 CH CH190332D patent/CH190332A/en unknown
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