DE125133C - - Google Patents
Info
- Publication number
- DE125133C DE125133C DENDAT125133D DE125133DA DE125133C DE 125133 C DE125133 C DE 125133C DE NDAT125133 D DENDAT125133 D DE NDAT125133D DE 125133D A DE125133D A DE 125133DA DE 125133 C DE125133 C DE 125133C
- Authority
- DE
- Germany
- Prior art keywords
- brown
- acid
- insoluble
- soluble
- condensation product
- 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
- 239000007859 condensation product Substances 0.000 claims description 7
- 150000002989 phenols Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- XNKFCDGEFCOQOM-UHFFFAOYSA-N 1,2-dinitronaphthalene Chemical compound C1=CC=CC2=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C21 XNKFCDGEFCOQOM-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229960004889 salicylic acid Drugs 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229960000583 Acetic Acid Drugs 0.000 description 1
- 229920001021 Polysulfide Polymers 0.000 description 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- -1 amidophenols Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000007965 phenolic acids Chemical class 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
- C07C65/03—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring
- C07C65/05—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring o-Hydroxy carboxylic acids
- C07C65/10—Salicylic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Color Printing (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
KLASSEGREAT
Ersetzt man in dem Verfahren des Haupt-Patentes die dort genannten Phenole durch Phenolderivate, wie Amidophenole, Phenolcarbonsäuren u. s. w., so gelangt man in derselben Weise zu alkalilöslichen Condensationsprodukten. If the phenols mentioned there are replaced in the process of the main patent Phenol derivatives, such as amidophenols, phenol carboxylic acids and so on, are obtained in the same Way to alkali-soluble condensation products.
40 Th. C1 a4-Dinitronaphtalin in Pastenform werden unter Umrühren in eine auf ca. 95° erhitzte Lösung von 100 Th. Salicylsäure und 200 Th. cone. Natronlauge eingetragen. Nach beendigter Reaction wird mit Wasser verdünnt, mit Salzsäure sauer gemacht und das in braunen Flocken zugleich mit unveränderter Salicylsäure ausfallende Condensationsprodukt abgenutscht. Nach dem Trocknen wird dasselbe durch Extraction mit Aether von unverändert gebliebener 'Salicylsäure getrennt.40 Th. C 1 a 4 -Dinitronaphtalin in paste form with stirring in a heated to about 95 ° solution of 100 Th. Salicylic acid and 200 Th. Cone. Caustic soda entered. When the reaction is complete, it is diluted with water, made acidic with hydrochloric acid, and the condensation product, which precipitates in brown flakes with unchanged salicylic acid, is sucked off. After drying, it is separated from salicylic acid which has remained unchanged by extraction with ether.
436 Th. Ct1 Ct4-Dinitronaphtalin in Pastenform werden in eine 95 ° heifse Lösung von 202 Th. p-Amidophenol in 1200 Th. Natronlauge von 400B. und 1200 Th. Wasser unter Umrühren allmählich eingetragen. Nachdem noch ca. 1 Stunde die Temperatur auf 95 bis ioo° gehalten war, wird mit Wasser verdünnt und das Condensationsprodukt mit verdünnter Salzsäure ausgefällt.436 Th. Ct 1 Ct 4 -Dinitronaphtalin in paste form in a torrid 95 ° solution of 202 Th. P-amidophenol gradually added while stirring into 1200 Th. Sodium hydroxide solution of 40 0 B. and 1200 Th. Water. After the temperature had been kept at 95 to 100 ° for about 1 hour, it is diluted with water and the condensation product is precipitated with dilute hydrochloric acid.
In derselben Weise verhalten sich auch andere Phenolderivate, z. B. p-Amidosalicylsäure.Other phenol derivatives behave in the same way, e.g. B. p-Amidosalicylic acid.
Die Körper sollen als Ausgangsmaterialien zur Herstellung von Farbstoffen dienen. So liefert z. B. das p-Amidophenolcondensationsprodukt mit Polysulfid und Chlorzink verschmolzen ein Schwarz, das Condensationsprodukt aus ρ-Amidosalicylsäure ' ein Braun. Die sonstigen Eigenschaften ergeben sich aus folgender Tabelle: .The bodies are supposed to serve as starting materials for the production of dyes. So delivers z. B. fused the p-amidophenol condensation product with polysulfide and zinc chloride a black, the condensation product from ρ-amidosalicylic acid 'a brown. The other properties result from the following table:.
aus H1 ^-Dinitro
naphtalin +Condensation product
from H 1 ^ -Dinitro
naphthalene +
Schwefelsäuremore concentrated
sulfuric acid
löslichvery difficult
soluble
löslichheavy
soluble
lauge .Baking soda
lye.
löslichheavy
soluble
löslichheavy
soluble
löslichheavy
soluble
löslichheavy
soluble
braunviolet
Brown
braunred
Brown
Claims (1)
Publications (1)
Publication Number | Publication Date |
---|---|
DE125133C true DE125133C (en) |
Family
ID=393877
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT125133D Active DE125133C (en) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE125133C (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5626910A (en) * | 1992-08-10 | 1997-05-06 | Mitsubishi Chemical Corporation | Surface-modified molded product of synthetic resin and process for producing it |
-
0
- DE DENDAT125133D patent/DE125133C/de active Active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5626910A (en) * | 1992-08-10 | 1997-05-06 | Mitsubishi Chemical Corporation | Surface-modified molded product of synthetic resin and process for producing it |
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