CH198345A - Process for the production of a condensation product. - Google Patents
Process for the production of a condensation product.Info
- Publication number
- CH198345A CH198345A CH198345DA CH198345A CH 198345 A CH198345 A CH 198345A CH 198345D A CH198345D A CH 198345DA CH 198345 A CH198345 A CH 198345A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- production
- yellow
- anisidide
- distribution
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 4
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 claims description 4
- 229920000297 Rayon Polymers 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000000227 grinding Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- NDDVNVNAPACOLF-UHFFFAOYSA-N n-ethyl-n-(2-methoxyethyl)aniline Chemical compound COCCN(CC)C1=CC=CC=C1 NDDVNVNAPACOLF-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 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
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/14—Styryl dyes
- C09B23/143—Styryl dyes the ethylene chain carrying a COOH or a functionally modified derivative, e.g.-CN, -COR, -COOR, -CON=, C6H5-CH=C-CN
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 195953. Verfahren zur Herstellung eines Kondensationsproduktes. Es wurde gefunden, dass man ein wert volles Kondensationsprodukt erhält, wenn man Cyanessigsäure-p-anisidid mit (N-Äthyl- N-methoxyäthyl)-p-aminobenzä,ldebyd kon densiert.
Das demgemäss erhaltene Kondensations produkt ist ein gelbes Pulver, das sich in organischen Lösungsmitteln, wie Aceton, Essigester, mit grüngelber Farbe löst und das, in geeignete Verteilung gebracht, z. B. durch Vermahlen mit Verteilungsmitteln, wie Sulfitzelluloseablauge, sulfonierten Rückstän den der Benzaldehydfabrikation und Wasäer, Acetatkunstseide in echten, grüngelben Tönen färbt.
Beispiel: 190 Teile Cyanessigsäure-p-anisidid wer den zusammen mit 207 Teilen (N-Äthyl-N- metboxyäthyl)-p-aminobenzaldehyd in etwa 2500 Teilen Alkohol gelöst und unter Zu satz einer Base, z. B. Piperidin oder etwas Alkali oder Natriumalkoholat, einige Zeit unter Rückfuss gekocht. Nach kurzem Kochen tritt intensive Gelbfärbung der Flüssigkeit durch das sich bildende Kondensationspro dukt ein. Man kocht so lange, bis die Farb- intensität nicht mehr zunimmt, was den End punkt der Reaktion anzeigt. Man lässt unter Rühren erkalten, wobei das Kondensations produkt sich ausscheidet.
Additional patent to main patent no. 195953. Process for the production of a condensation product. It has been found that a valuable condensation product is obtained if cyanoacetic acid p-anisidide is condensed with (N-ethyl-N-methoxyethyl) -p-aminobenzene, ldebyd.
The accordingly obtained condensation product is a yellow powder which dissolves in organic solvents such as acetone, ethyl acetate, with a greenish yellow color and which, brought into suitable distribution, eg. B. by grinding with distribution agents, such as sulfite cellulose liquor, sulfonated residues from the benzaldehyde production and Wasäer, acetate rayon in real, green-yellow tones.
Example: 190 parts of cyanoacetic acid-p-anisidide who together with 207 parts of (N-ethyl-N-metboxyäthyl) -p-aminobenzaldehyde dissolved in about 2500 parts of alcohol and added with a base, z. B. piperidine or some alkali or sodium alcoholate, boiled under reflux for some time. After a short boil, the liquid becomes intense yellow due to the condensation product that forms. Cook until the color intensity no longer increases, which indicates the end point of the reaction. The mixture is allowed to cool with stirring, the condensation product separating out.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH198345T | 1937-01-09 | ||
| CH195953T | 1937-01-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH198345A true CH198345A (en) | 1938-06-15 |
Family
ID=25722819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH198345D CH198345A (en) | 1937-01-09 | 1937-01-09 | Process for the production of a condensation product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH198345A (en) |
-
1937
- 1937-01-09 CH CH198345D patent/CH198345A/en not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |