CH279178A - Process for the preparation of a vivid violet milled dye of the anthraquinone series. - Google Patents
Process for the preparation of a vivid violet milled dye of the anthraquinone series.Info
- Publication number
- CH279178A CH279178A CH279178DA CH279178A CH 279178 A CH279178 A CH 279178A CH 279178D A CH279178D A CH 279178DA CH 279178 A CH279178 A CH 279178A
- Authority
- CH
- Switzerland
- Prior art keywords
- violet
- dye
- preparation
- anthraquinone series
- amino
- Prior art date
Links
- 238000000034 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
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 238000009963 fulling Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000203 mixture Substances 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
- C09B1/16—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines lebhaften violetten Walkfarbstoffes der Anthrachinonreihe. Gegenstand des vorliegendes Patentes ist ein Verfahren zur Herstellung eines lebhaften violetten Walkfarbstolles der Anthraehinon- reihe, das dadureh gekeiinzeiehnet ist, dass man <B>1 -</B> Ainino -'-) <B>-</B> broni <B>-</B> 4<B>-</B> (2'.4'.6'-trimetllyl,phenyl- iiiiiino)
-aiitlii-aeliinoii mit 4-Isooetyl-l-oxyben- zol in Gegenwart eines säurebindenden<B> </B> Hit- tels erhitzt und die entstandene Farbstoffbase sulfoniert.
<I>Beispiel:</I> P,'ine 31isehung von<B>10</B> Teilen einer 501,/oigeii Kalilauge,<B>16</B> Teilen 4-Isooctyl-l- oxybenzol und <B>50</B> Teilen Nitrobenzol wird auf <B>1501 C</B> erwärmt und dureh Uberleiten von litift entwässert.
Man trägt<B>16</B> Teile 1-Amino :2-1)i-otii-('2'.-l'.6'-trimethyl.phenylamiiio)-aii- thraebhion ein und rührt bei der angegebenen Temperatur, bis eine in Benzol gezo--elie Probe nielit mehr röter wird.
Naeh Abkühlen auf<B>100" C</B> verdünnt nian mit<B>1.00</B> Teilen -A1- Izoliol und filtriert bei Zimmertemperatur die auskristallisierte Base<B>ab.</B> Die Base ist das <B>1</B> -Aiiiino--'>- (4'-iso-oetylpheiio-x#7) <B>-</B> 4- (2.4'.6'-ti-i- meth <B>'</B> vll)Iieiiviaiiiiiio)
-anthrachiiioii. Man sul- fiert sie dareh Lösen von<B>1.0</B> Teilen in 45 Tei- len !)%igem Oleum und 1/2stündiges Rühren bei 450<B>C.</B> Der Farbstoff wird in üblieher Weise aufgearbeitet. Er ist ein violettes Pul ver, das sieh in Wasser mit violetter Farbe löst. Die Lösung in konzentrierter Sehwefel-: säure ist rot mit violettem. Stieh, auf Zusatz von Formaldehyd blau.
Der Farbstoff färbt Wolle aus sehwaeh saurem Bade lebhaft vio lett. Die Färbung ist ausgezeiehnet walkeeht.
Process for the preparation of a vivid violet milled dye of the anthraquinone series. The subject matter of the present patent is a process for the production of a lively violet fulled milled stole of the Anthraehinon series, which is denied that <B> 1 - </B> Ainino -'-) <B> - </B> broni <B > - </B> 4 <B> - </B> (2'.4'.6'-trimetllyl, phenyl- iiiiiino)
-aiitlii-aeliinoii heated with 4-isooetyl-l-oxyben- zene in the presence of an acid-binding <B> </B> heater and the resulting dye base sulfonated.
<I> Example: </I> P, a view of <B> 10 </B> parts of a 501% potassium hydroxide solution, <B> 16 </B> parts of 4-isooctyl-l-oxybenzene and <B > 50 </B> parts of nitrobenzene are heated to <B> 1501 C </B> and dehydrated by passing over litift.
16 parts of 1-amino: 2-1) i-otii - ('2' .- l'.6'-trimethyl.phenylamiiio) -aiithraebhione are introduced and the mixture is stirred at the stated temperature until a sample drawn in benzene no longer becomes redder.
After cooling to <B> 100 "C </B>, nian dilutes <B> 1.00 </B> parts -A1- izoliol and filters off the crystallized base <B> at room temperature. </B> The base is that < B> 1 </B> -Aiiiino - '> - (4'-iso-oetylpheiio-x # 7) <B> - </B> 4- (2.4'.6'-ti-i- meth <B. > '</B> vll) Iieiiviaiiiiiio)
-anthrachiiioii. They are sulphated to dissolve <B> 1.0 </B> parts in 45 parts!)% Oleum and stir for 1/2 hour at 450 ° C. The dye is worked up in the usual way . It is a purple powder that dissolves in water with a purple color. The solution in concentrated sehulphuric acid is red with purple. Stieh, blue on the addition of formaldehyde.
The dye dyes wool from slightly acidic baths vividly violet.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH279178T | 1949-06-03 | ||
| CH274524T | 1949-06-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH279178A true CH279178A (en) | 1951-11-15 |
Family
ID=25731564
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH279178D CH279178A (en) | 1949-06-03 | 1949-06-03 | Process for the preparation of a vivid violet milled dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH279178A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2822755A1 (en) * | 1977-05-26 | 1978-11-30 | Ciba Geigy Ag | NEW WATER-SOLUBLE ANTHRACHINONE DYES |
-
1949
- 1949-06-03 CH CH279178D patent/CH279178A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2822755A1 (en) * | 1977-05-26 | 1978-11-30 | Ciba Geigy Ag | NEW WATER-SOLUBLE ANTHRACHINONE DYES |
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