DE152652C - - Google Patents
Info
- Publication number
- DE152652C DE152652C DE1903152652D DE152652DA DE152652C DE 152652 C DE152652 C DE 152652C DE 1903152652 D DE1903152652 D DE 1903152652D DE 152652D A DE152652D A DE 152652DA DE 152652 C DE152652 C DE 152652C
- Authority
- DE
- Germany
- Prior art keywords
- cresol
- raw
- calcium
- lime
- acid
- 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.)
- Expired - Lifetime
Links
- 150000001896 cresols Chemical class 0.000 claims description 16
- -1 cresol calcium salts Chemical class 0.000 claims description 7
- RLSSMJSEOOYNOY-UHFFFAOYSA-N M-Cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 6
- 239000000920 calcium hydroxide Substances 0.000 claims description 6
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 6
- 235000011116 calcium hydroxide Nutrition 0.000 claims description 6
- AXCZMVOFGPJBDE-UHFFFAOYSA-L Calcium hydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims description 4
- 235000015450 Tilia cordata Nutrition 0.000 claims description 4
- 235000011941 Tilia x europaea Nutrition 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 239000004571 lime Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 230000001264 neutralization Effects 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 238000005755 formation reaction Methods 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- HPCHBRGFHNRVNO-UHFFFAOYSA-N [N+](=O)([O-])C(C1=CC(=CC=C1)O)([N+](=O)[O-])[N+](=O)[O-] Chemical compound [N+](=O)([O-])C(C1=CC(=CC=C1)O)([N+](=O)[O-])[N+](=O)[O-] HPCHBRGFHNRVNO-UHFFFAOYSA-N 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N P-Cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 159000000009 barium salts Chemical class 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 238000005406 washing 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
|v PATENTAMT.| v PATENT OFFICE.
M 152652 KLASSE 12 #. M 152652 CLASS 12 #.
Vorliegende Erfindung betrifft ein Verfahren zur Gewinnung eines hochprozentigen m-Kresols aus dem Rohkresol des Handels. Durch Versuche, die zu dem vorliegenden Verfahren führten, wurde festgestellt, daß das neutrale Kalksalz des m-Kresols wesentlich schwerer löslich ist als das entsprechende Salz des p-Kresols.. Die Löslichkeitsdifferenz ist verschiedenen Lösungsmitteln, wie Wasser,The present invention relates to a method for obtaining a high percentage m-cresol from the raw cresol of the trade. Through attempts that lead to the present It was found that the neutral calcium salt of m-cresol was essential is less soluble than the corresponding salt of p-cresol. The difference in solubility is different solvents, such as water,
ίο Kresol, Kresolcalciumlauge usw., gegenüber die gleiche.ίο cresol, cresol calcium hydroxide, etc., opposite the same.
Auf Grund dieser Beobachtung läßt sich das Trennungsverfahren folgendermaßen ausführen :Based on this observation, the separation process can be carried out as follows :
Man sättigt entweder Kresol mit Kalkhydrat bis zur Bildung von neutralen Kresolcalciumsalzen, läßt kristallisieren und trennt das auskristallisierte, an m - Kresolcalcium reiche Salz, welches event, noch mit Wasser oder m-Kresol ausgewaschen werden kann, von der Kresolcalciummutterlauge. Auch kann man das Rohkresol mit weniger Kalkhydrat versetzten und das ausgeschiedene neutrale Kalksalz von der jetzt vorwiegend aus freien Kresolen bestehenden Mutterlauge abpressen bezw. mit Benzol o. dgl. auswaschen. You either saturate cresol with hydrated lime until neutral cresol calcium salts are formed, lets crystallize and separates the crystallized salt rich in m - cresol calcium, which event, still with water or m-cresol can be leached from the cresol calcium mother liquor. Even you can add less hydrated lime to the raw cresol and the neutral lime salt that has separated out predominantly from the now Squeeze existing mother liquor from free cresols respectively. Wash out with benzene or the like.
i. 200 kg Rohkresol (von 96 Prozent Trinitro-m-Kresolausbeute), 70 kg Kalkhydrat, 250 kg Wasser ergaben 153 kg scharf ausgepreßtes trocknes Kresolcalcium, aus dem durch Säurezusatz ein Kresol mit einer Ausbeute von 125 Prozent an Trinitro-m-Kresol erhalten wurde.i. 200 kg raw cresol (from 96 percent Trinitro-m-cresol yield), 70 kg hydrated lime, 250 kg of water yielded 153 kg of sharply pressed dry cresol calcium, from which by adding acid a cresol with a yield of 125 percent of trinitro-m-cresol was obtained.
2. 80 kg Kalkhydrat mit 80 kg Wasser zu einem Brei verrührt und mit 400 kg Rohkresol versetzt, ergaben ein Kalksalz, das nach dem Absaugen und Auswaschen mit Benzol und Zersetzung mit Säure ein m-Kresol von 124 Prozent Ausbeute an Trinitro-m-Kresol ergab.2. 80 kg hydrated lime mixed with 80 kg water to a paste and 400 kg raw cresol added, resulted in a lime salt, which after suction and washing with benzene and decomposition with acid, a m-cresol of 124 percent yield of trinitro-m-cresol.
Das letztere Verfahren hat vor dem ersteren den Vorteil, daß man zur Zersetzung der Mutterlauge, die man naturgemäß wieder auf »Rohkresol« verarbeitet, nur sehr wenig Säure bedarf, da in ihr das Kresol neben nur wenig Kalksalz in freiem Zustand enthalten ist.The latter process has the advantage over the former that one can decompose the Mother liquor, which is naturally processed again on "raw cresol", has very little acid required, since it contains the cresol in addition to only a little free calcium salt is.
Wenngleich das vorliegende Verfahren auch nicht zu den reinen Komponenten führt, so hat es vor den bekannten Verfahren den Vorzug großer Einfachheit und Billigkeit, welche nicht nur durch die Billigkeit der Hilfsmaterialien (Kalk, Salzsäure, Kohlensäure, schweflige Säure o. dgl.) bedingt ist, sondern auch dadurch, daß bei den einfachen Operationen keinerlei Verluste durch Zersetzungen entstehen, wie solche z. B. bei Spaltung von Sulfosäuren unvermeidlich sind.Although the present process does not lead to the pure components either, so does it have the advantage of great simplicity and cheapness over the known processes, which not only because of the cheapness of the auxiliary materials (lime, hydrochloric acid, carbonic acid, sulphurous acid or the like), but also by the fact that in the simple Operations no losses due to decomposition arise, such as such. B. at Cleavage of sulfonic acids are inevitable.
Gegenüber der bekannten Trennung der Kresole mittels der Bariumsalze besitzt es den Vorteil, daß das technisch wichtige m-Kresol leicht hochprozentig dargestellt werden kann, da das m-Kresolcalcium ziemlich schwer in Wasser löslich und leicht kristallisierbar ist, während das entsprechendeCompared to the known separation of cresols by means of barium salts, it has the advantage that the technically important m-cresol is easily represented in high percentage because the m-cresol calcium is rather difficult to dissolve and easily soluble in water is crystallizable, while the corresponding
Bariumsalz sehr leicht löslich ist und nicht kristallisiert, daher auch nicht gereinigt werden kann.Barium salt is very easily soluble and does not crystallize, therefore it cannot be purified can.
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT19001D AT19001B (en) | 1903-02-10 | 1904-06-10 | Process for the production of m-cresol from raw cresol. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE152652C true DE152652C (en) |
Family
ID=419360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1903152652D Expired - Lifetime DE152652C (en) | 1903-02-10 | 1903-02-10 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE152652C (en) |
-
1903
- 1903-02-10 DE DE1903152652D patent/DE152652C/de not_active Expired - Lifetime
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