AT93947B - Process for the preparation of propylene thiohydrin or propylene ethylene thiohydrin. - Google Patents
Process for the preparation of propylene thiohydrin or propylene ethylene thiohydrin.Info
- Publication number
- AT93947B AT93947B AT93947DA AT93947B AT 93947 B AT93947 B AT 93947B AT 93947D A AT93947D A AT 93947DA AT 93947 B AT93947 B AT 93947B
- Authority
- AT
- Austria
- Prior art keywords
- thiohydrin
- propylene
- ethylene
- preparation
- chlorohydrin
- Prior art date
Links
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title claims description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 4
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 5
- VZIQXGLTRZLBEX-UHFFFAOYSA-N 2-chloro-1-propanol Chemical compound CC(Cl)CO VZIQXGLTRZLBEX-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 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
- 238000009835 boiling Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Propylenthiohydlin bzw. von Propylenäthylenthiohydrin.
Es wurde gefunden, dass sich das bisher noch unbekannte Propylenthiohydrin von der Zusammensetzung :
EMI1.1
EMI1.2
das so erhältliche, neue, sekundäre Propylenthiohydrin ähnlich wertvolle Eigenschaften wie das niedriger homologe Äthylenthiohydrin. Es ist sehr gut wasserlöslich und besitzt für viele organische Farbstoffe ein hohes Lösungsvermögen, so dass es vorzügliche Dienste, insbesondere im Farbstoffdruck leistet. Ähnlich verhält sich das Thiohydrin, das aus einem Gemenge von Äthylen-mit Propylenchlorhydrin durch Umsetzung mit Schwefelalkalien entsteht und das vermutlich aus einem Gemenge von Äthylenthiohydrin, Propylenthiohydrin und Äthylenpropylenthiohydrin gebildet wird.
Diese Feststellung ist von grosser technischer Wichtigkeit, weil dadurch direkt olefinische Gasgemische, wie sie besonders vorteilhaft im Ölgas, Blaugas und manchen Erdgasquellen vorliegen, für die Darstellung der Thiohydrine verwendet werden können.
Beispiel : In 1000 Teile einer n-Schwefelnatriumlösung lässt man 189 Teile Propylenchlorhydrin einlaufen, wobei sich die Reaktion durch Erwärmung bemerkbar macht. Es wird kurze Zeit zum Sieden erhitzt, im Vakuum eingedampft, vom Chlornatrium abgesaugt und das Rohthiohydrin im Vakuum destilliert. Bei 4 mm ist der Siedepunkt des Propylenthiohydrins 120 . Verwendet man an Stelle von Propylenehlorhydrin ein Gemenge von Propylen-und Äthylenehlorhydrin, so verläuft die Umsetzung und Aufarbeitung in ganz analoger Weise.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of propylenethiohydlin or propylenethiohydrin.
It has been found that the previously unknown propylene thiohydrin has the following composition:
EMI1.1
EMI1.2
the new, secondary propylene thiohydrin obtainable in this way has similarly valuable properties as the lower homologous ethylene thiohydrin. It is very soluble in water and has a high dissolving power for many organic dyes, so that it does an excellent job, especially in dye printing. The thiohydrin behaves similarly, which is formed from a mixture of ethylene and propylene chlorohydrin by reaction with sulfur alkalis and which is presumably formed from a mixture of ethylene thiohydrin, propylene thiohydrin and ethylene propylene thiohydrin.
This finding is of great technical importance because it allows direct olefinic gas mixtures, such as are particularly advantageous in oil gas, blue gas and some natural gas sources, to be used for the preparation of thiohydrins.
Example: 189 parts of propylene chlorohydrin are allowed to run into 1000 parts of an n-sulfur sodium solution, the reaction becoming noticeable by heating. It is heated to the boil for a short time, evaporated in vacuo, the sodium chloride is suctioned off and the crude thiohydrin is distilled in vacuo. At 4 mm, the boiling point of propylene thiohydrin is 120. If a mixture of propylene and ethylene chlorohydrin is used instead of propylene chlorohydrin, the reaction and work-up proceed in a completely analogous manner.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE93947X | 1921-08-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT93947B true AT93947B (en) | 1923-08-10 |
Family
ID=5644866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT93947D AT93947B (en) | 1921-08-27 | 1922-07-04 | Process for the preparation of propylene thiohydrin or propylene ethylene thiohydrin. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT93947B (en) |
-
1922
- 1922-07-04 AT AT93947D patent/AT93947B/en active
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