DE301599C - - Google Patents
Info
- Publication number
- DE301599C DE301599C DENDAT301599D DE301599DA DE301599C DE 301599 C DE301599 C DE 301599C DE NDAT301599 D DENDAT301599 D DE NDAT301599D DE 301599D A DE301599D A DE 301599DA DE 301599 C DE301599 C DE 301599C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- parts
- main patent
- compounds
- representation
- 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
- 239000000975 dye Substances 0.000 claims description 6
- 230000000875 corresponding Effects 0.000 claims description 3
- 230000001808 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- 239000003638 reducing agent Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- -1 aminobenzoylamino compounds Chemical class 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 150000002828 nitro derivatives Chemical class 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N Sodium sulfide Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Durch das Hauptpatent 289350 ist ein Verfahren zur Darstellung von Substantiven Azofarbstoffen geschützt, welches darin besteht, daß man die Diazoverbindungen der nach den Verfahren der Patentschriften 163040 Kl. 12 p, 250342 und 252376 der Kl. 12° erhältlichen Aminobenzoylaminoverbindungen bzw. der Sulfosäuren von Thiazolbasen selbst mit Aminoarylpyrazolonen kuppelt.The main patent 289350 describes a method for representing nouns azo dyes protected, which consists in the fact that the diazo compounds according to the process of patents 163040 cl. 12 p, 250342 and 252376 of class 12 ° available aminobenzoylamino compounds or sulfonic acids of thiazole bases itself coupling with aminoarylpyrazolones.
Es wurde gefunden, daß man diese Produkte auch derart erhalten kann, daß man an Stelle der Aminoarylpyrazolone die entsprechenden Nitroverbindungen verwendet und die so erhaltenen Nitroazofarbstoffe dann mit alkalischen Reduktionsmitteln behandelt. Diese Art der Darstellung der Farbstoffe hat den Vorzug, daß man die Nitroverbindungen auf einfachere Weise und mit besserer Ausbeute als die Aminoverbindungen darstellen kann.It has been found that these products can also be obtained in such a way that the corresponding nitro compounds are used in place of the aminoarylpyrazolones and the nitroazo dyes thus obtained are then treated with alkaline reducing agents. These Kind of representation of the dyes has the advantage that one uses the nitro compounds in a simpler manner and with better yield than the amino compounds.
64 Teile Di-p-aminobenzoyl-p-aminophenyl-64 parts of di-p-aminobenzoyl-p-aminophenyl-
harnstoffdisulfosäure werden, wie im Beispiel 1 des Hauptpatents angegeben, diazotiert. Die Diazoverbindung wird dann mit einer Lösung von 43,8 Teilen 1 · 3'-Nitrophenyl-3-methyl-5-pyrazolon, der 70 Teile Soda zugesetzt worden sind, gekuppelt. Die Kupplung erfolgt sofort. Zur Reduktion setzt man darauf 110 Teile Natronlauge von 300Be und 83 Teile, kristallisiertes Schwefelnatrium zu und erwärmt auf 75—8o°, wobei der Farbstoff fast vollkommen in Lösung geht. Nach etwa einstündigem Rühren bei dieser Temperatur ist die Reduktion beendet. Der Farbstoff wird mit Kochsalz ausgesalzen. Er zeigt die gleichen Eigenschaften, wie der entsprechende in dem Hauptpatent beschriebene.Urea disulfonic acid are, as indicated in Example 1 of the main patent, diazotized. The diazo compound is then coupled with a solution of 43.8 parts of 1x3'-nitrophenyl-3-methyl-5-pyrazolone to which 70 parts of soda have been added. The coupling takes place immediately. In order to reduce it, are employed 110 parts of sodium hydroxide solution of 30 0 Be and 83 parts of crystallized sodium sulphide to and heated at 75-8o °, wherein the dye almost completely dissolves. After about one hour of stirring at this temperature, the reduction is complete. The dye is salted out with table salt. It shows the same properties as the corresponding one described in the main patent.
Auf analoge Weise können die übrigen in dem Hauptpatent erwähnten Produkte dargestellt werden.The other products mentioned in the main patent can be represented in an analogous manner will.
Claims (1)
Publications (1)
Publication Number | Publication Date |
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DE301599C true DE301599C (en) |
Family
ID=555462
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DENDAT301599D Active DE301599C (en) |
Country Status (1)
Country | Link |
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DE (1) | DE301599C (en) |
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0
- DE DENDAT301599D patent/DE301599C/de active Active
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