DE138563C - - Google Patents
Info
- Publication number
- DE138563C DE138563C DENDAT138563D DE138563DA DE138563C DE 138563 C DE138563 C DE 138563C DE NDAT138563 D DENDAT138563 D DE NDAT138563D DE 138563D A DE138563D A DE 138563DA DE 138563 C DE138563 C DE 138563C
- Authority
- DE
- Germany
- Prior art keywords
- alkali
- caustic
- soda
- phenol
- naphthol
- 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
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 11
- 239000003513 alkali Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 8
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- 239000003518 caustics Substances 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N Benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims 1
- 150000001491 aromatic compounds Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 229940092714 benzenesulfonic acid Drugs 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- GEHJYWRUCIMESM-UHFFFAOYSA-L Sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 6
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 150000001896 cresols Chemical class 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 235000010265 sodium sulphite Nutrition 0.000 description 3
- WHSXTWFYRGOBGO-UHFFFAOYSA-N 3-methylsalicylic acid Chemical compound CC1=CC=CC(C(O)=O)=C1O WHSXTWFYRGOBGO-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- DLGBEGBHXSAQOC-UHFFFAOYSA-N 2-hydroxy-5-methylbenzoic acid Chemical compound CC1=CC=C(O)C(C(O)=O)=C1 DLGBEGBHXSAQOC-UHFFFAOYSA-N 0.000 description 1
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-M naphthalene-2-sulfonate Chemical compound C1=CC=CC2=CC(S(=O)(=O)[O-])=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-M 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/15—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMTPATENT OFFICE
In der Patentschrift 133500 ist ein Verfahren zur Darstellung von Salicylsäure durch Behandlung eines Gemenges von Phenolnatrium und Natriumsulfit mit Kohlensäure beschrieben. Weitere Versuche haben nun gezeigt, dafs in ähnlicher Weise wie Salicylsäure auch andere o-Oxycarbonsäuren in bequemer und billiger Weise erhalten werden können, indem man das beim Verschmelzen eines Alkalisalzes sulfurirter aromatischer Kohlenwasserstoffe mit Aetzalkali entstehende Gemenge von Phenolalkali (der Begriff »Phenol« ist hier in weitem Sinne gebraucht, so dafs darunter auch Naphtole u. dergl. fallen) und Alkalisulfit entweder direct, oder nach Abtrennung eines Theiles des Alkalisulfits in bekannter Weise mit Kohlensäure behandelt und die ο - Oxycarbonsäure isolirt.In patent 133500 there is a method for the preparation of salicylic acid by treating a mixture of phenol sodium and Carbonated sodium sulfite described. Further experiments have now shown that in similar to salicylic acid, other o-oxycarboxylic acids can be used more conveniently and cheaply Manner can be obtained by sulphurizing this when an alkali salt is fused aromatic hydrocarbons with caustic alkali resulting mixtures of phenol alkali (The term "phenol" is used here in a broad sense, including naphthols and the like) and alkali sulphite either directly or after separating off part of the Alkali sulfite treated in a known manner with carbonic acid and the ο - oxycarboxylic acid isolated.
So z. B. erfolgt die Herstellung der o- und p-Kresotinsäure, der a- und ß-Oxynaphtoesäure in folgender Weise:So z. B. the production of o- and p-cresotinic acid, a- and ß-oxynaphthoic acid takes place in the following way:
200 kg o- oder ρ - toluolsulfosaures Natron oder α- oder ß-naphtalinsulfosaures Natron werden mit der erforderlichen Menge Aetznatron in bekannter Weise verschmolzen. Hierauf bringt man die Schmelze auf Eisenbleche und pulverisirt sie nach dem Erkalten. Das Pulver, das ein Gemisch von Kresol- bezw. Naphtolnatron mit Natriumsulfit und event, überschüssigem Aetznatron darstellt, kann direct unter den bekannten Bedingungen durch Ueberleiten von Kohlensäure in kresotinsaures bezw. oxynaphtoesaures Natron übergeführt werden, woraus die entsprechenden, bereits bekannten Säuren in üblicher Weise abgeschieden und gereinigt werden.200 kg of o- or ρ-toluenesulfonate of soda or α- or ß-naphthalenesulfonate of soda can be used fused with the required amount of caustic soda in a known manner. On that the melt is placed on iron sheets and pulverized after cooling. The powder, which is a mixture of cresol or. Naphthol soda with sodium sulfite and eventual excess Soda can be transferred directly under the known conditions of carbonic acid in cresotinic acid respectively. soda oxynaphthoate are transferred, from which the corresponding, already known acids are deposited in the usual way and getting cleaned.
Man kann auch die Schmelze mit ca. 300 bis 400 1 Wasser vermischen, worauf Kresolbezw. Naphtolnatron in Lösung übergeht, während ein Theil des Sulfits ungelöst bleibt und so entfernt werden kann.You can also mix the melt with about 300 to 400 liters of water, whereupon cresolbezw. Naphthol soda goes into solution, while part of the sulfite remains undissolved and so can be removed.
Die concentrirte Lösung von Kresol- bezw. Naphtolnatron und Natriumsulfit wird dann entweder direct zur Trockne verdampft und mit Kohlensäure behandelt, oder aber man versetzt die Lösung zur Ausnutzung des überschüssigen Aetznatrons mit so viel Kresol bezw. Naphtol, als sie noch aufzunehmen im Stande ist, und verdampft erst dann zur Trockne, worauf man in bekannter Weise mit Kohlensäure behandelt.The concentrated solution of cresol or Naphthol soda and sodium sulfite are then used either evaporated to dryness and carbonated, or one added the solution to utilize the excess caustic soda with as much cresol respectively. Naphthol, when it is still able to take up, and only then evaporates to dryness, whereupon one treated with carbonic acid in a known manner.
Bei der Schmelze kann man auch statt der Natronsalze die Kalisalze oder Gemische der Kali- und Natronsalze, und statt Aetznatron kann Aetzkali oder ein Gemisch von Aetznatron und Aetzkali verwendet werden, obwohl die Anwendung der Natronsalze natürlich am vortheilhaftesten ist.In the case of the melt, the potassium salts or mixtures of the can also be used instead of the sodium salts Potash and sodium salts, and instead of caustic soda, caustic potash or a mixture of caustic soda can be used and caustic potash can be used, although the application of the sodium salts is of course am is most beneficial.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE138563C true DE138563C (en) |
Family
ID=406364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT138563D Active DE138563C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE138563C (en) |
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0
- DE DENDAT138563D patent/DE138563C/de active Active
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