CH228825A - Process for the preparation of a dye of the stilbene series. - Google Patents
Process for the preparation of a dye of the stilbene series.Info
- Publication number
- CH228825A CH228825A CH228825DA CH228825A CH 228825 A CH228825 A CH 228825A CH 228825D A CH228825D A CH 228825DA CH 228825 A CH228825 A CH 228825A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- orange
- brownish
- parts
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 235000015277 pork Nutrition 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CLVIIRIMEIEKOQ-OWOJBTEDSA-N 4,4'-Dinitrostilbene Chemical compound C1=CC([N+](=O)[O-])=CC=C1\C=C\C1=CC=C([N+]([O-])=O)C=C1 CLVIIRIMEIEKOQ-OWOJBTEDSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 235000021286 stilbenes Nutrition 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 217235. Verfahren zur Herstellung eines Farbstoffes der Stilbenreihe. Es wurde .gefunden, dass lein neuer Parb- stoff der Stillbenreähe hergestellt werden kann, wenn. man den Farbstoff, der durch vorsichtige Reduktion. von 4,
4'-Dinitrostilben- 2,2'-#dä#sulfons#äure unter Verknüpfung zweier Moleküle erhalten wird, mit 1 Mal des Farb-
EMI0001.0024
NHz <SEP> stoffes <SEP> der <SEP> F9TSnel
<tb> I
<tb> HO <B><I>)-N</I></B>- <SEP> N-O-N <SEP> = <SEP> N-O-OH
<tb> ÖH <SEP> COOH kondensiert.
Der neue Farbstoff stellt in trockenem zustande ein dunkles, grün bronzierendes Pulver dar, das sich. in konzentrierter Schwe felsäure mit blanuer,
in Wasser mit bräunlich- orangem Farbe löst und Baumwolle aue glau- bersalzhaltigem Bade in braunstichig oiran- gen Tönen färbt, die beim Behandeln mit KurpifensaIzen noch etwas röter und .sehr gut was,
cheicht werden.
Der dem Verfahren als Ausgangsstoff dienende Stilbenfambstoff ist als ein Gemisch der Produkte der Formeln
EMI0001.0064
aufzufassen.
Die Kondensation kann beispielsweise urch Erhitzen der Komponenten in alka.- 12s:chem, vorzugsweise ätza.lkalische.m Me dium, offen :oder unter Druck, durchgeführt werden.
Beispiel: 6 Teile -des Farbstoffes, der erhalten wird, wenn man 45 Teile 4,4'-dinitrostilben-2,2'- di@sulfonsaures Natrium mit 7 Teilen Trau- benzuckes und 60 Teilen 30 % i:ger Natron lauge, in -ethva 400 Teilen Wasser gelöst, bei 70 bis 80 reduziert und :
den Farbstoff in be- kannter Weise durch Neutralisieren und Zu gabe von Natrium.chl.ori.d abscheidet und der durch Kuppeln in sodaalkalisther Lösung von 2,5 Teilen diazotiertem 4-Amino-4'-oxy-3'- carboxy-1,1'-az:o:
b,enzo,1 mit<B>1,3</B> Teilen 1- Amino-2,4-d-toxybe@nzol biergestellte und ab geschiedene Farbstoff werden in einem Ge misch von 100 Teilen -Wasser und 16 Tei len 30 öi.ger Natronlauge unter Rückfluss- kühlun.g gekoeht. Nach dem Erkalten wird abfiltriert und der Farbstoff zwecks 1R-ini- gung aus verdünnter Lauge umgefällt.
Additional patent to main patent No. 217235. Process for the production of a dye of the stilbene series. It has been found that a new parboil for breastfeeding can be produced if. one the dye made by careful reduction. of 4,
4'-Dinitrostilbene 2,2 '- # dä # sulfonic # acid is obtained by linking two molecules, with 1 time of the color
EMI0001.0024
NHz <SEP> substance <SEP> the <SEP> F9TSnel
<tb> I.
<tb> HO <B><I>)-N</I> </B> - <SEP> N-O-N <SEP> = <SEP> N-O-OH
<tb> ÖH <SEP> COOH condensed.
When dry, the new dye is a dark, green bronzing powder that is. in concentrated sulfuric acid with blanuer,
Dissolves in water with a brownish-orange color and stains cotton on a bath containing gelatinous salt in brownish-orange tones, which when treated with KurpifensaIzen a little redder and.
be cleaned.
The stilbene fiber used as starting material for the process is available as a mixture of the products of the formulas
EMI0001.0064
understand.
The condensation can be carried out, for example, by heating the components in alkali-chemical, preferably caustic-alkaline, medium, openly or under pressure.
Example: 6 parts of the dye which is obtained when 45 parts of 4,4'-dinitrostilben-2,2'-di @ sulfonic acid sodium with 7 parts of grape sugar and 60 parts of 30% i: ger sodium hydroxide solution are added in -ethva 400 parts of water dissolved, reduced at 70 to 80 and:
separates the dye in a known manner by neutralizing and adding sodium.chl.ori.d and the diazotized 4-amino-4'-oxy-3'-carboxy-1, by coupling in a soda-alkaline solution of 2.5 parts 1'-az: o:
b, enzo, 1 with <B> 1.3 </B> parts of 1-amino-2,4-d-toxybe @ nzol beer-produced and separated dye are mixed in a mixture of 100 parts of water and 16 parts of 30 A lot of sodium hydroxide solution is boiled under reflux cooling. After cooling, it is filtered off and the dye is reprecipitated from dilute lye for 1R cleaning.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH228825T | 1940-07-06 | ||
| CH217235T | 1941-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH228825A true CH228825A (en) | 1943-09-15 |
Family
ID=25725972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH228825D CH228825A (en) | 1940-07-06 | 1940-07-06 | Process for the preparation of a dye of the stilbene series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH228825A (en) |
-
1940
- 1940-07-06 CH CH228825D patent/CH228825A/en unknown
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