CH93744A - Process for the production of a vat dye of the anthraquinone series. - Google Patents
Process for the production of a vat dye of the anthraquinone series.Info
- Publication number
- CH93744A CH93744A CH93744DA CH93744A CH 93744 A CH93744 A CH 93744A CH 93744D A CH93744D A CH 93744DA CH 93744 A CH93744 A CH 93744A
- Authority
- CH
- Switzerland
- Prior art keywords
- vat dye
- production
- vat
- red
- parts
- Prior art date
Links
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 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 3
- 150000004056 anthraquinones Chemical class 0.000 title description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 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
- 239000000843 powder Substances 0.000 claims description 3
- KETQAJRQOHHATG-UHFFFAOYSA-N 1,2-naphthoquinone Chemical compound C1=CC=C2C(=O)C(=O)C=CC2=C1 KETQAJRQOHHATG-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 claims 1
- 235000011121 sodium hydroxide Nutrition 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical class [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000004575 stone Substances 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Kiipenfarbstoffes der Anthrachinonreihe. Es wurde gefunden, da.ss man einen neuen liiipenfarhstoff der Anthrachinonreilie her stellen kann, wenn man 1Mo1#1-Aminoanthra- chinon mit 1 Mol - 3-Broni-1:2-naphtochinon kondensiert und auf die 0-Chinongruppe des so erhaltenen Produktes 1 Mol # 2:
3-Diami- noanthrachinon einwirken lässt. Der so ge wonnene Küpenfarbstoff bildet ein rotes Pul ver, das sich in Nitrobenzol schwer mit ro ter, in Oleum und konz. Schwefelsäure mit grüner Farbe löst. Mit Hydrosulfit und Na tronlauge wird eine braunrote Küpe erhalten, aus welcher Baumwolle in satten, vorzüglich echten bordeaux Tönen gefärbt wird.
Bespiel: 14 Teile 3-Brom-1:2-naphtoclhinon werden zusammen mit 12 Teilen 1-Ami.noantlirachi- non, 8 Teilen entwässertem Na triumacetat. 1;!- Teil Kupferchlorid in 200 Teilen Eisessig (i Stunden unter Rückfluss gekocht. Nach dem Erkalten wird abgesaugt, der Rückstand mit heissem Wasser neutral gewaschen und getrocknet.
10 Teile dieses Kondensationsproduktes werden zusammen mit 7 Teilen 2:3-Diainino- antrachinon und 500 Teilen Nitrobenzol auf gekocht. Nach dem Abkühlen auf 100 wird mit 20 Teilen Eisessig versetzt, eine Stunde am Rückflusskühler weiter gekocht, warm filtriert und der Rückstand, nachdem er mit Alkohol und dann mit Wasser nachgewaschen worden ist. getrocknet.
Process for the preparation of a stone dye of the anthraquinone series. It has been found that a new lipene pigment of the anthraquinone range can be produced if 1Mo1 # 1-aminoanthraquinone is condensed with 1 mole of 3-bronio-1: 2-naphthoquinone and onto the 0-quinone group of the product thus obtained 1 mole # 2:
Lets 3-diaminoanthraquinone take effect. The vat dye obtained in this way forms a red powder that is difficult to mix with red in nitrobenzene, in oleum and conc. Dissolves sulfuric acid with a green color. With hydrosulfite and sodium hydroxide solution, a brown-red vat is obtained, from which cotton is dyed in rich, exquisitely genuine burgundy tones.
Example: 14 parts of 3-bromo-1: 2-naphtoclhinon together with 12 parts of 1-Ami.noantlirachinon, 8 parts of dehydrated sodium acetate. 1;! - part of copper chloride in 200 parts of glacial acetic acid (boiled under reflux for 1 hours. After cooling, it is filtered off with suction, the residue is washed neutral with hot water and dried.
10 parts of this condensation product are boiled together with 7 parts of 2: 3-diainino antrachinone and 500 parts of nitrobenzene. After cooling to 100, 20 parts of glacial acetic acid are added, the mixture is boiled for a further hour on the reflux condenser, filtered warm and the residue, after it has been washed with alcohol and then with water. dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH93280T | 1921-02-11 | ||
| CH93744T | 1921-02-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH93744A true CH93744A (en) | 1922-03-16 |
Family
ID=25704643
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH93744D CH93744A (en) | 1921-02-11 | 1921-02-11 | Process for the production of a vat dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH93744A (en) |
-
1921
- 1921-02-11 CH CH93744D patent/CH93744A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH93744A (en) | Process for the production of a vat dye of the anthraquinone series. | |
| CH98951A (en) | Process for the production of a vat dye of the anthraquinone series. | |
| CH93742A (en) | Process for the production of a vat dye of the anthraquinone series. | |
| CH106467A (en) | Process for the production of an indigoid dye of the anthracene series. | |
| CH156024A (en) | Process for the production of a new vat dye. | |
| CH197183A (en) | Process for the production of a vat dye. | |
| CH93743A (en) | Process for the production of a vat dye of the anthraquinone series. | |
| CH107134A (en) | Process for the production of an indigoid dye. | |
| CH106434A (en) | Process for the production of a new indigoid dye. | |
| CH107133A (en) | Process for the production of an indigoid dye. | |
| CH104243A (en) | Process for the production of a vat dye of the anthraquinone series. | |
| CH200539A (en) | Process for the production of a vat dye. | |
| CH104012A (en) | Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. | |
| CH165055A (en) | Process for the production of a new vat dye. | |
| CH103141A (en) | Process for the production of a new indigoid dye. | |
| CH195558A (en) | Process for the preparation of a nitrogen-containing condensation product of the anthrone series. | |
| CH105397A (en) | Process for the production of an indigoid dye. | |
| CH93280A (en) | Process for the production of a vat dye of the anthraquinone series. | |
| CH184489A (en) | Process for the preparation of a dye of the dioxazine series. | |
| CH121500A (en) | Process for the production of a new vat dye. | |
| CH185350A (en) | Process for the preparation of a dye of the dioxazine series. | |
| CH101096A (en) | Process for the production of an indigoid dye. | |
| CH197182A (en) | Process for the production of a vat dye. | |
| CH207452A (en) | Process for the preparation of a condensation product. | |
| CH216598A (en) | Process for the production of a vat dye. |