CH209535A - Process for the preparation of a new derivative of an azo dye. - Google Patents
Process for the preparation of a new derivative of an azo dye.Info
- Publication number
- CH209535A CH209535A CH209535DA CH209535A CH 209535 A CH209535 A CH 209535A CH 209535D A CH209535D A CH 209535DA CH 209535 A CH209535 A CH 209535A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- preparation
- dye
- azo dye
- mol
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 claims description 10
- 239000000975 dye Substances 0.000 claims description 8
- JVMSQRAXNZPDHF-UHFFFAOYSA-N 2,4-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C(N)=C1 JVMSQRAXNZPDHF-UHFFFAOYSA-N 0.000 claims description 3
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 3
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical group C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 205164. Verfahren zur Herstellung eines neuen Derivates eines Azofarbstoffes. Es wurde gefunden, dass man ein neues Derivat eines Azofarbstoffes erhält, wenn man 1 Mol des Tetrakisazofarbatoffes, der erhalten wird durch Vereinigen eines Moleküls der 1,3-Diaminobenzol-4-sulfonsäure mit 1 Mol des dianotierten Trisazofarbstoffes aus diano tierter 2-Aminonaphthalin-4,8-disulfonsäure und 1-Amino-3-methylbenzol,
Weiterdiazotie- ren und Vereinigen mit einem zweiten Mole kül 1-Amino-3-methylbenzol und Wiederholen dieser Operation, mit 2 Mol Benzoylchlorid in Gegenwart einer tertiären Base acyliert.
Der neue Farbstoff stellt ein braunes Pul ver dar und färbt Baumwolle in echten braun orangen Tönen.
Beispiel: 1 Mol des Tetrakisazofarbstoffes, der er halten wird durch Vereinigen der 1,3-Diamino- benzol-4-sulfonsäure mit dein dianotierten Trisazofarbstoff aus dianotierter 2-Aminonaph- thalin-4,s.disulfonsäure und 1.Amino.3.methyl- benzol, Weiterdiazotieren und Vereinigen mit 1 Mol 1-Amino-3-methylbenzol und Wieder holen dieser Operation,
wird in der 10- bis 15fachen Menge Pyridin gelöst und bei 40<B>0</B> mit 2,5 Mol Benzoylchlorid versetzt. Man er wärmt allmählich auf<B>900</B> und hält diese Temperatur 1 Stunde. Nach dieser Zeit wird das Dibenzoylprodukt abgeschieden und ge trocknet.
<B> Additional patent </B> to main patent no. 205164. Process for the preparation of a new derivative of an azo dye. It has been found that a new derivative of an azo dye is obtained if 1 mol of the tetrakisazo carbate, which is obtained by combining a molecule of 1,3-diaminobenzene-4-sulfonic acid with 1 mol of the dianotated trisazo dye from diano-tated 2-aminonaphthalene 4,8-disulfonic acid and 1-amino-3-methylbenzene,
Further diazotization and combining with a second mol of 1-amino-3-methylbenzene and repeating this operation, acylated with 2 mol of benzoyl chloride in the presence of a tertiary base.
The new dye is a brown powder and dyes cotton in real brown-orange tones.
Example: 1 mole of the tetrakisazo dye that is obtained by combining 1,3-diamino-benzene-4-sulfonic acid with the dianotated trisazo dye from dianotated 2-aminonaphthalene-4, s.disulfonic acid and 1.Amino.3.methyl - benzene, further diazotizing and combining with 1 mol of 1-amino-3-methylbenzene and repeating this operation,
is dissolved in 10 to 15 times the amount of pyridine and mixed with 2.5 moles of benzoyl chloride at 40 0. It is gradually heated to <B> 900 </B> and held at this temperature for 1 hour. After this time, the dibenzoyl product is deposited and dried ge.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH209535T | 1937-01-26 | ||
| CH205164T | 1939-02-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH209535A true CH209535A (en) | 1940-04-15 |
Family
ID=25724122
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH209535D CH209535A (en) | 1937-01-26 | 1937-01-26 | Process for the preparation of a new derivative of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH209535A (en) |
-
1937
- 1937-01-26 CH CH209535D patent/CH209535A/en unknown
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