CH215146A - Process for the preparation of a new, water-soluble dye for dyeing and printing acetate silk. - Google Patents
Process for the preparation of a new, water-soluble dye for dyeing and printing acetate silk.Info
- Publication number
- CH215146A CH215146A CH215146DA CH215146A CH 215146 A CH215146 A CH 215146A CH 215146D A CH215146D A CH 215146DA CH 215146 A CH215146 A CH 215146A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- dye
- water
- dyeing
- acetate silk
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 title claims description 7
- 238000004043 dyeing Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 14
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 4
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- GUYMMHOQXYZMJQ-UHFFFAOYSA-N n-ethyl-3-methylaniline Chemical compound CCNC1=CC=CC(C)=C1 GUYMMHOQXYZMJQ-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000725 suspension 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines neuen, wasserlöslichen Farbstoffes zum Färben und Drucken von Acetatseide. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Darstellung eines neuen, wasserlöslichen Farbstoffes zum Fär ben und Drucken von Acetatseide, gemäss welchem diazotiertes 6-Chlor-2 :4-dinitrani- lin mit N-n-Butyl-N-sulfatäthyl-m-toluidin gekuppelt wird.
<I>Beispiel:</I> 6,9 Teile Natriumnitrit werden zu 150 Teilen 100%iger Schwefelsäure zugesetzt und umgerührt, bis alles in Lösung gegan gen ist. Zu dieser Lösung werden unter Rühren 21,8 Teile 6-Chlor-2 : 4-dinitroanilin innert 11/ -2 Stunden hinzugefügt. Nach dem noch kurze Zeit weitergerührt worden ist, wird die erhaltene Lösung auf<B>50-55'</B> C erwärmt und während 2 Stunden auf dieser Temperatur gehalten.
Hierauf wird auf ?0-25 C abgekühlt und die Lösung lang sam unter Rühren zu einer (Eis enthalten den) Lösung von 30,9 Teilen des Natrium- salzes von N-n-Butyl-N-sulfatäthyl-m-tolui- din (das auch N-n-Butyl-N-ss-hydroxyäthyl- m-toluidinschwefelsäureester genannt wird) in 400 Teilen Wasser, das 13,6 Teile Na triumacetat enthält, zugegeben.
Von Zeit zu Zeit wird Eis hinzugefügt, um die Tem peratur des kuppelnden Mediums auf oder unter 0 C zu erhalten, und allmählich wird eine 40%ige, wässrige Lösung von Natrium hydroxyd in dem Masse zugegeben, dass das kuppelnde Medium gerade noch auf Congo- rotpapier sauer reagiert.
Nachdem die ge samte schwefelsaure Lösung hinzugefügt worden ist, wird die Suspension des so er haltenen neuen Farbstoffes mit Natrium hydroxyd alkalisch gemacht, wobei hin und wieder zur vollständigen Umwandlung des Farbstoffes in sein Natriumsalz umgerührt wird; hierauf wird der Farbstoff abfiltriert und getrocknet. Wenn nötig, kann die feuchte Farbstoffpaste mit Wasser oder 5 % iger wässriger Natriumchloridlösung zwecks Ent fernung von anhaftendem @Tatriunisulfat vor dem Trocknen ausbelaugt werden.
Der neue. Farbstoff bildet ein dunkel braunes Pulver, das in heissem Wasser mit blä.ulich-violetter Farbe und in Lonzentrier- ter Schwefelsäure mit belblich-roter Farbr_- löslich ist. Er färbt A.cetatseide ans eirein neutralen oder alkalischen Färbefad, (las 1 % Natriumchlorid enthält, in Häulich- violettem Farbton von sehr guter Lichtecht heit.
Die Färbungen sind leicht ätzbar. Der Farbstoff ist auch zum Drucken von Acetat- seide vorzüglich geeignet.
Process for the preparation of a new, water-soluble dye for dyeing and printing acetate silk. The present invention relates to a process for the preparation of a new, water-soluble dye for dyeing and printing acetate silk, according to which diazotized 6-chloro-2: 4-dinitraniline is coupled with Nn-butyl-N-sulfatethyl-m-toluidine .
<I> Example: </I> 6.9 parts of sodium nitrite are added to 150 parts of 100% sulfuric acid and the mixture is stirred until everything has dissolved. 21.8 parts of 6-chloro-2: 4-dinitroaniline are added to this solution over the course of 11/2 hours with stirring. After stirring was continued for a short time, the solution obtained is heated to 50-55 ° C. and kept at this temperature for 2 hours.
It is then cooled to? 0-25 ° C. and the solution is slowly stirred, while stirring, to a solution (containing ice) of 30.9 parts of the sodium salt of Nn-butyl-N-sulfate ethyl-m-toluidine (that too Nn-butyl-N-ss-hydroxyäthyl- m-toluidine sulfuric acid ester is called) in 400 parts of water containing 13.6 parts of sodium acetate was added.
From time to time ice is added in order to keep the temperature of the coupling medium at or below 0 C, and gradually a 40% aqueous solution of sodium hydroxide is added to the extent that the coupling medium is just barely at Congo red paper reacts sourly.
After the entire ge sulfuric acid solution has been added, the suspension of the new dye obtained in this way is made alkaline with sodium hydroxide, stirring every now and then to completely convert the dye into its sodium salt; the dye is then filtered off and dried. If necessary, the moist dye paste can be leached with water or 5% aqueous sodium chloride solution to remove adhering @Tatriunisulfate before drying.
The new. The dye forms a dark brown powder which is soluble in hot water with a bluish-violet color and in lon-centered sulfuric acid with a yellowish-red color. It dyes acetate silk on a neutral or alkaline dye (which contains 1% sodium chloride, in a light-violet shade of very good lightfastness.
The colors are easily etchable. The dye is also eminently suitable for printing acetate silk.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB215146X | 1938-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH215146A true CH215146A (en) | 1941-06-15 |
Family
ID=10164212
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH215146D CH215146A (en) | 1938-04-04 | 1939-03-29 | Process for the preparation of a new, water-soluble dye for dyeing and printing acetate silk. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH215146A (en) |
-
1939
- 1939-03-29 CH CH215146D patent/CH215146A/en unknown
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