DE247272C - - Google Patents
Info
- Publication number
- DE247272C DE247272C DENDAT247272D DE247272DA DE247272C DE 247272 C DE247272 C DE 247272C DE NDAT247272 D DENDAT247272 D DE NDAT247272D DE 247272D A DE247272D A DE 247272DA DE 247272 C DE247272 C DE 247272C
- Authority
- DE
- Germany
- Prior art keywords
- cresol
- percent
- sulfuric acid
- pure
- crystallized
- 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
- RLSSMJSEOOYNOY-UHFFFAOYSA-N M-Cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 6
- IWDCLRJOBJJRNH-UHFFFAOYSA-N P-Cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 150000001896 cresols Chemical class 0.000 description 3
- ODLIHNXQTJXBDT-UHFFFAOYSA-N 2-hydroxy-6-methylbenzenesulfonic acid Chemical compound CC1=CC=CC(O)=C1S(O)(=O)=O ODLIHNXQTJXBDT-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 2
- 238000005987 sulfurization reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/86—Purification; separation; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTSCHRIFTPATENT LETTERING
JVl 247272 -KLASSE Mq. GRUPPEJVl 247272 - CLASS Mq. GROUP
Zusatz zum Patent 245892 vom 26. Januar 1911.Addendum to patent 245892 from January 26, 1911.
Patentiert im Deutschen Reiche vom 27. April 1911 ab. Längste Dauer: 25. Januar 1926.Patented in the German Empire on April 27, 1911. Longest duration: January 25, 1926.
Das heute als m-Kresol in den Handel gebrachte Produkt, welches durch Trennung
des Kresolgemisches gewonnen wird, enthält nur etwa 90 Prozent m-Kresol, während der
Rest aus p-Kresol besteht. Ebenso enthält, wie festgestellt wurde, das nach dem Hauptpatent
245892 gewonnene Produkt noch beachtenswerte Mengen der p-Verbindung.
Es wurde nun gefunden, daß reines m-Kresol dadurch erhalten werden kann, daß das nach
dem Verfahren des Hauptpatents aus einem Gemisch von m- und p-Kresol durch Einwirkung
einer zur Bildung der Monosulfosäuren beider Kresole erforderlichen Menge konzentrierter
oder rauchender Schwefelsäure oder auch mit weniger Schwefelsäure in der Kälte
oder unter mäßigem Erwärmen, Abscheidung der auskristallisierten m-Kresolmonosulfosäure
und Spaltung mit überhitztem Wasserdampf gewonnene m-Kresol. nochmals dem daselbst
geschützten Verfahren unterworfen wird. In derselben Weise kann auch das gewöhnliche
m-Kresol des Handels auf reines m-Kresol verarbeitet werden.The product marketed today as m-cresol, which is obtained by separating the cresol mixture, contains only about 90 percent m-cresol, while the rest consists of p-cresol. It was also found that the product obtained according to the main patent 245892 still contains considerable amounts of the p-compound.
It has now been found that pure m-cresol can be obtained by using the process of the main patent from a mixture of m- and p-cresol by the action of an amount of concentrated or fuming sulfuric acid required for the formation of the monosulfonic acids of both cresols or also with less sulfuric acid in the cold or with moderate heating, separation of the crystallized m-cresol monosulfonic acid and cleavage with superheated steam. is subjected again to the self-protected procedure. The usual commercial m-cresol can also be processed into pure m-cresol in the same way.
1000 kg gewöhnliches m-Kresol (bestehend aus etwa 90 Prozent m-Kresol und 10 Prozent p-Kresol) werden mit 900 kg konzentrierter Schwefelsäure (von 66° Be.) unter gutem Umrühren bei einer Temperatur unter ioo° sulfuriert. Nach Beendigung der Sulfurierung wird das Reaktionsgemisch abkühlen gelassen, wobei die Sulfosäure des m-Kresols auskristallisiert. Aus der auskristallisierten Sulfosäure läßt sich das reine m-Kresol durch Behandeln mit überhitztem Wasserdampf in guter Ausbeute abscheiden.1000 kg of ordinary m-cresol (consisting of about 90 percent m-cresol and 10 percent p-cresol) are mixed with 900 kg of concentrated sulfuric acid (from 66 ° Be.) under well stirring at a temperature below 100 ° sulfurized. After the sulfurization has ended the reaction mixture is allowed to cool, the sulfonic acid of the m-cresol crystallized out. The pure m-cresol can be passed through from the crystallized sulfonic acid Treat with superheated steam and separate in good yield.
500 kg nach dem Verfahren des Patents 245892 gewonnenes m-Kresol (92 Prozent m- und 8 Prozent p-Kresol enthaltend) werden mit 400 kg rauchender Schwefelsäure (mit einem Gehalt von 20 Prozent SO3) unter gutem Umrühren bei einer Temperatur unter ioo° sulfuriert. Nach beendigter Sulfurierung wird das Reaktionsgemisch mit 260 kg 5oprozentiger Schwefelsäure vermischt, im Extraktionsapparat das unsulfurierte Kresol mit Benzol ausgezogen und die Lösung dann langsam abkühlen gelassen. Die auskristallisierte m-Kresolsulfosäure liefert beim Behandeln mit überhitztem Wasserdampf reines m-Kresol in guter Ausbeute.500 kg of m-cresol (containing 92 percent m- and 8 percent p-cresol) obtained by the process of patent 245892 are mixed with 400 kg of fuming sulfuric acid (with a content of 20 percent SO 3 ) with thorough stirring at a temperature below 100 ° sulphurized. When the sulfurization is complete, the reaction mixture is mixed with 260 kg of 5% strength sulfuric acid, the unsulfurized cresol is extracted with benzene and the solution is then allowed to cool slowly. The crystallized m-cresol sulfonic acid gives pure m-cresol in good yield when treated with superheated steam.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE247272C true DE247272C (en) |
Family
ID=506079
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT247272D Active DE247272C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE247272C (en) |
-
0
- DE DENDAT247272D patent/DE247272C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE247272C (en) | ||
| DE2727345A1 (en) | PROCESS FOR THE PREPARATION OF 8-AMINO-1-NAPHTHOL-3,6-DISULPHONIC ACID | |
| AT63818B (en) | Process for the preparation of pure meta-cresol. | |
| DE2136700B2 (en) | Process for the production of pure m-cresol | |
| DE2403664C3 (en) | Process for the pure preparation of naphthalene | |
| DE245892C (en) | ||
| DE581829C (en) | Process for the extraction of fatty acids | |
| DE499523C (en) | Process for the production of ª ‡ -oxy acids from their nitriles | |
| DE738446C (en) | Process for the production of decacycles | |
| DE912092C (en) | Process for the production of sulfinic acids | |
| DE684240C (en) | Process for the production of synthetic tanning agents | |
| DE420393C (en) | Process for the preparation of phenols | |
| DE436443C (en) | Process for the preparation of an oxypyridinecarboxylic acid | |
| DE623496C (en) | ||
| DE480848C (en) | Process for the production of 2íñ3-diaminoanthraquinone | |
| DE925715C (en) | Process for the separation of 2,4-dimethyl-6-tert.-butylphenol from mixtures | |
| DE113063C (en) | ||
| AT87999B (en) | Process for the separation of emulsions, especially those which arise when washing sulphurized mineral oils. | |
| DE923249C (en) | Process for the preparation of p-xylylene dichloride | |
| DE515111C (en) | Process for the preparation of 3-nitro-5-ketotetrahydronaphthalene | |
| DE504830C (en) | Process for the production of dihydromorphine | |
| DE420646C (en) | Process for tanning animal skins | |
| DE268780C (en) | ||
| DE920668C (en) | Process for the manufacture of a herbicide in a stable, highly concentrated form | |
| AT220145B (en) | Process for the production of light colored long chain alkylbenzenesulfochlorides |