DE61711C - Process for the preparation of dyes from the indigo series. (2 - Google Patents
Process for the preparation of dyes from the indigo series. (2Info
- Publication number
- DE61711C DE61711C DENDAT61711D DE61711DA DE61711C DE 61711 C DE61711 C DE 61711C DE NDAT61711 D DENDAT61711 D DE NDAT61711D DE 61711D A DE61711D A DE 61711DA DE 61711 C DE61711 C DE 61711C
- Authority
- DE
- Germany
- Prior art keywords
- indigo
- preparation
- dyes
- indigo series
- blue
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 238000000034 method Methods 0.000 title claims description 4
- 229940097275 Indigo Drugs 0.000 title description 7
- 235000000177 Indigofera tinctoria Nutrition 0.000 title description 7
- 240000007871 Indigofera tinctoria Species 0.000 title 1
- 239000000975 dye Substances 0.000 title 1
- COHYTHOBJLSHDF-BUHFOSPRSA-N Indigo dye Chemical compound N\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-BUHFOSPRSA-N 0.000 claims description 4
- 241001062009 Indigofera Species 0.000 description 6
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CZZZABOKJQXEBO-UHFFFAOYSA-N 2,4-Xylidine Chemical group CC1=CC=C(N)C(C)=C1 CZZZABOKJQXEBO-UHFFFAOYSA-N 0.000 description 1
- 229960000583 Acetic Acid Drugs 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N Chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N Indigo Blue Chemical compound N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000001590 oxidative Effects 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-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
- C09B7/00—Indigoid dyes
- C09B7/02—Bis-indole indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Ersetzt man in dem Verfahren des Haupt-Patents No. 54626 das daselbst angewendete Phenylglykokoll durch das homologe m-Xylylglykokoll (Xylylglycin), so erhält man in ganz analoger Weise zunächst eine Leukoverbindung, deren alkalische Lösung an der Luft einen neuen Indigofarbstoff abscheidet. Derselbe stellt sehr wahrscheinlich ein Homologes des gewöhnlichen Indigos dar.If one replaces in the process of the main patent no. 54626 used there Phenylglycoll by the homologous m-xylylglycoll (xylylglycine) is obtained in whole analogously, first a leuco compound, its alkaline solution in the air deposits a new indigo dye. It is very likely to be a homologue of the common indigo.
Das m-Xylylglykokoll erhält man z. B. durch Erhitzen von 2 Th. m-Xylidin mit 1 Th. Monöchloressigsäure und 7 Th. Wasser am RückflufskUhler während 4 bis 5 Stunden als eine sich beim Erkalten krystallinisch ausscheidende Masse. Nach dem Umkrystallisiren zeigt es den Schmelzpunkt von etwa 1340.The m-xylylglycocoll is obtained z. B. by heating 2 parts of m-xylidine with 1 part of monochloroacetic acid and 7 parts of water on a reflux cooler for 4 to 5 hours as a crystalline mass which separates out on cooling. After recrystallization it shows the melting point of about 134 0th
Die Ueberführung des m-Xylylglycins in den neuen Indigofarbstoff vollzieht sich nach Maisgabe der Beschreibung des Haupt-Patents durch Verschmelzen mit etwa dem doppelten Gewicht eines Aetzalkalis bei ca. 270 bis 3000 C, Auflösen der Schmelze in Wasser und Oxydation der zunächst entstandenen Leukoverbindung, z. B. durch den Sauerstoff der Luft.The conversion of the m-xylylglycine into the new indigo dye takes place according to the description of the main patent by fusing with about twice the weight of a caustic alkali at approx. 270 to 300 0 C, dissolving the melt in water and oxidizing the leuco compound initially formed, z. B. by the oxygen in the air.
Der so dargestellte neue Indigofarbstoff ist eine dem gewöhnliehen Indigo sehr ähnliche blaue kupferglänzende Masse. Er krystallisirt aus heifsem Anilin in langen, feinen Nadeln, während Indigo daraus in kleinen, länglichen Täfelchen bezw. derberen Prismen sich abscheidet. Er unterscheidet sich von letzterem ferner charakteristisch durch seine gröfsere Löslichkeit in den meisten üblichen Lösungsmitteln ; so löst er sich z. B. schon in kaltem Alkohol, Aether, Benzol, Eisessig, Anilin u. s. f. mit blauer Farbe auf, während Indigo selbst unter gleichen Bedingungen sich nicht oder nur spurenweise löst. In heifsem Paraffin löst er sieh mit violettblauer (Indigo mit violettrother) Farbe, in rauchender Schwefelsäure (10 pCt. freies Anhydrid enthaltend) mit gelbbrauner (Indigo mit blauer) Farbe auf. Die mittelst Küpe erzeugten Ausfärbungen des neuen Farbstoffes besitzen eine grünere Nuance als diejenigen des gewöhnlichen Indigos.The new indigo dye thus represented is very similar to the common indigo blue shiny copper mass. It crystallizes from hot aniline in long, fine needles, while indigo from it respectively in small, elongated tablets. coarser prisms are deposited. It also differs from the latter characteristically by its larger size Solubility in most common solvents; so he dissolves z. B. already in cold Alcohol, ether, benzene, glacial acetic acid, aniline, etc. have a blue color, while indigo even under the same conditions it does not dissolve or only dissolves in traces. In hot paraffin it dissolves it with violet-blue (indigo with violet-red) color, in fuming sulfuric acid (Containing 10 pCt. Free anhydride) with a yellow-brown (indigo with blue) color. The colorations of the new dye produced by means of the vat have a greener shade than those of the common indigo.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE61711C true DE61711C (en) |
Family
ID=335755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT61711D Active DE61711C (en) | Process for the preparation of dyes from the indigo series. (2 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE61711C (en) |
-
0
- DE DENDAT61711D patent/DE61711C/en active Active
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