CH200372A - Process for the production of a condensation product. - Google Patents
Process for the production of a condensation product.Info
- Publication number
- CH200372A CH200372A CH200372DA CH200372A CH 200372 A CH200372 A CH 200372A CH 200372D A CH200372D A CH 200372DA CH 200372 A CH200372 A CH 200372A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- condensation product
- pyridine
- product
- disulfochloride
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 239000000047 product Substances 0.000 claims description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- GLERRXAHDZJSHM-UHFFFAOYSA-N n-[2-methyl-4-[(2-methylphenyl)diazenyl]phenyl]benzamide Chemical compound CC1=CC(N=NC=2C(=CC=CC=2)C)=CC=C1NC(=O)C1=CC=CC=C1 GLERRXAHDZJSHM-UHFFFAOYSA-N 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance 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
- 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
- C09B1/36—Dyes with acylated amino groups
- C09B1/46—Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound
- C09B1/467—Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound attached to two or more anthraquinone rings
-
- 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
- C09B1/325—Dyes with no other substituents than the amino groups
-
- 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
-
- 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
- C09B43/124—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters
- C09B43/132—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters having the carboxylic group directly attached to an aromatic carbocyclic ring
-
- 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
- C09B69/00—Dyes not provided for by a single group of this subclass
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Kondensationsproduktes. Es wurde gefunden, dass man ein neues Kondensationsprodukt erhält, wenn man auf 4-Benzoylamino-3,2'-dimethylazobenzol 1 Mol des Benzoesäure-3.5-disulfochlorids in Gegen wart von Pyridin einwirken lässt. Das neue Produkt bildet eine dunkle; zähflüssige Masse, die sich in kaltem Wasser klar auflöst und zum Bedrucken der pflanzlichen Faser ver wendet werden kann, indem gelbbraune Drucke erzielt werden.
<I>Beispiel:</I> 1,65 Teile 4-Benzoylamino-3,2'-dimethyl- azobenzol werden mit 2,3 Teilen Benzoesäure- 3. 5-disulfochlorid in 30 Teilen Pyridin 3 Stun den auf 110-115 erhitzt, wonach das un lösliche Ausgangsprodukt in Wasser löslich geworden ist: Hierauf destilliert man das Pyri- din im Vakuum weitgehendst ab. Den Rück stand nimmt man mit 100 Teilen Methyl alkohol auf, filtriert von wenig unlöslicher Substanz ab und dampft das Filtrat wieder- um ein. Man erhält so ein dunkles, zähflüssi ges Produkt, das sich in kaltem Wasser klar auflöst.
Beim Erwärmen der wässerigen Lö sung und beim Versetzen: derselben mit ver dünnter Natriumcarbonatlösung erfolgt rasch Spaltung, wobei sich das Spaltungsprodukt als der Ausgangsfarbstoff erweist.
Process for the production of a condensation product. It has been found that a new condensation product is obtained if 1 mol of benzoic acid-3,5-disulfochloride is allowed to act on 4-benzoylamino-3,2'-dimethylazobenzene in the presence of pyridine. The new product forms a dark one; viscous mass that dissolves clearly in cold water and can be used for printing on vegetable fibers by producing yellow-brown prints.
<I> Example: </I> 1.65 parts of 4-benzoylamino-3,2'-dimethyl-azobenzene are heated to 110-115 for 3 hours with 2.3 parts of benzoic acid 3.5-disulfochloride in 30 parts of pyridine , after which the insoluble starting product has become soluble in water: The pyridine is then largely distilled off in vacuo. The residue is taken up in 100 parts of methyl alcohol, little insoluble substance is filtered off and the filtrate is evaporated again. This gives a dark, viscous product which dissolves clearly in cold water.
When the aqueous solution is heated and when it is mixed with dilute sodium carbonate solution, cleavage occurs rapidly, with the cleavage product proving to be the starting dye.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH200372T | 1936-11-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH200372A true CH200372A (en) | 1938-10-15 |
Family
ID=4442279
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH202442D CH202442A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
| CH202440D CH202440A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
| CH202439D CH202439A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
| CH200372D CH200372A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
| CH202441D CH202441A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH202442D CH202442A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
| CH202440D CH202440A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
| CH202439D CH202439A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH202441D CH202441A (en) | 1936-11-11 | 1936-11-11 | Process for the production of a condensation product. |
Country Status (2)
| Country | Link |
|---|---|
| CH (5) | CH202442A (en) |
| FR (1) | FR828532A (en) |
-
1936
- 1936-11-11 CH CH202442D patent/CH202442A/en unknown
- 1936-11-11 CH CH202440D patent/CH202440A/en unknown
- 1936-11-11 CH CH202439D patent/CH202439A/en unknown
- 1936-11-11 CH CH200372D patent/CH200372A/en unknown
- 1936-11-11 CH CH202441D patent/CH202441A/en unknown
-
1937
- 1937-10-30 FR FR828532D patent/FR828532A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH202442A (en) | 1939-01-15 |
| CH202440A (en) | 1939-01-15 |
| FR828532A (en) | 1938-05-19 |
| CH202439A (en) | 1939-01-15 |
| CH202441A (en) | 1939-01-15 |
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