DE1019659B - Process for the continuous production of monomeric glycol sulfite - Google Patents
Process for the continuous production of monomeric glycol sulfiteInfo
- Publication number
- DE1019659B DE1019659B DEC10139A DEC0010139A DE1019659B DE 1019659 B DE1019659 B DE 1019659B DE C10139 A DEC10139 A DE C10139A DE C0010139 A DEC0010139 A DE C0010139A DE 1019659 B DE1019659 B DE 1019659B
- Authority
- DE
- Germany
- Prior art keywords
- glycol sulfite
- ethylene oxide
- sulfur dioxide
- continuous production
- monomeric glycol
- 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.)
- Pending
Links
- WDXYVJKNSMILOQ-UHFFFAOYSA-N 1,3,2-dioxathiolane 2-oxide Chemical compound O=S1OCCO1 WDXYVJKNSMILOQ-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 7
- 238000010924 continuous production Methods 0.000 title claims description 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 22
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/10—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms two oxygen atoms and one sulfur atom, e.g. cyclic sulfates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur kontinuierlichen Herstellung von monomerem Glykolsulfit Es ist bereits bekannt, monomeres Glykolsulfit herzustellen, indem man Äthylenoxyd und Schwefeldioxyd bei erhöhten Temperaturen gasförmig über Katalysatoren leitet. Nach diesem Verfahren setzt sich das Reaktionsgemisch jedoch nur unvollständig um.Process for the continuous production of monomeric glycol sulfite It is already known to produce monomeric glycol sulfite by adding ethylene oxide and sulfur dioxide passes gaseous over catalysts at elevated temperatures. According to this process, however, the reaction mixture only reacts incompletely.
Es wurde nun gefunden, daß man Glykolsulfit kontinuierlich herstellen kann, wenn man das Verfahren zur Herstellung von monomerem Glykolsulfit aus Äthylenoxyd und Schwefeldioxyd bei Temperaturen von 50 bis 170°C in Abwesenheit von Katalysatoren in flüssiger Phase durchführt.It has now been found that glycol sulfite can be produced continuously can, if one uses the process for the production of monomeric glycol sulfite from ethylene oxide and sulfur dioxide at temperatures from 50 to 170 ° C in the absence of catalysts carried out in the liquid phase.
Äthylenoxyd und Schwefeldioxyd werden dabei zweckmäßig in äquimolaren Mengen eingesetzt. Die Reaktion beginnt bereits bei weniger als 50°C. Im allgemeinen wird es jedoch zweckmäßig sein, hohe Temperaturen von 100°C und mehr, insbesondere Temperaturen von 130 bis 170°C, zu wählen. Um bei diesen Temperaturen das Gemisch von Äthylenoxyd und Schwefeldioxyd mit Sicherheit flüssig zu halten, muß man unter Druck arbeiten. Der erforderliche Druck ist j e nach der gewählten Reaktionstemperatur verschieden und muß beispielsweise bei 50°C mindestens 4 atü, bei 100'C mindestens 12 atü, bei 140°C mindestens 19 atü und bei 170°C mindestens 25 atü betragen.Ethylene oxide and sulfur dioxide are expediently in equimolar amounts Amounts used. The reaction starts at less than 50 ° C. In general however, it will be appropriate to use high temperatures of 100 ° C and more, in particular Temperatures from 130 to 170 ° C to choose. To at these temperatures the mixture To keep ethylene oxide and sulfur dioxide liquid with certainty, one must under Pressure work. The pressure required depends on the chosen reaction temperature different and must for example at 50 ° C at least 4 atmospheres, at 100'C at least 12 atmospheres, at 140 ° C at least 19 atmospheres and at 170 ° C at least 25 atmospheres.
Als Vorrichtung verwendet man ein einfaches Druckgefäß, beispielsweise ein Druckrohr, welches die Aufrechterhaltung der Reaktionstemperaturen von 50 bis 170°C gestattet. Dabei mischt man das Äthylenoxyd und Schwefeldioxyd zweckmäßig unmittelbar vor Eintritt in das Reaktionsgefäß und kann auf diese Weise die frei werdende Mischungswärme gleich für die Erwärmung des Reaktionsgemisches nutzbar machen.The device used is a simple pressure vessel, for example a pressure tube, which enables the maintenance of the reaction temperatures from 50 to 170 ° C permitted. It is advisable to mix the ethylene oxide and sulfur dioxide immediately before entering the reaction vessel and can in this way the free The heat of the mixture can be used for heating the reaction mixture do.
Verfahrensgemäß erzielt man, im Gegensatz zu den bekannten Verfahren, einen praktisch vollständigen Umsatz bei ausgezeichneten Ausbeuten an Glykolsulfit. Dadurch entfällt die Notwendigkeit, aus dem Reaktionsgemisch Äthylenoxyd und Schwefeldioxyd zurückzugewinnen. Es ist nicht erforderlich, einen Katalysator zu verwenden. Dadurch und durch das Arbeiten in flüssiger Phase kann die Reaktionsvorrichtung äußerst klein gehalten werden.According to the method, in contrast to the known methods, practically complete conversion with excellent yields of glycol sulfite. This eliminates the need to remove ethylene oxide and sulfur dioxide from the reaction mixture to win back. It is not necessary to use a catalyst. Through this and by operating in the liquid phase, the reaction device can be extremely capable can be kept small.
Beispiel In eine auf 140°C erhitzte Druckschlange von 29 mm lichter Weite und 13,51 Inhalt werden stündlich 3,5 kg Äthylenoxyd und 5,1 kg Schwefeldioxyd unter einem Druck von 25 atü flüssig eingeführt, wobei Äthylenoxyd und Schwefeldioxyd unmittelbar vor Eintritt in die Druckschlange zusammentreffen und sich dadurch bereits auf 50 bis 70°C erwärmen. Man erhält stündlich 8,6 kg eines Reaktionsproduktes, das praktisch frei von nicht umgesetztem Äthylenoxyd und Schwefeldioxyd ist und aus dem man stündlich durch Destillation 7,9 kg reines Glykolsulfit erhält. Kp. 173,5°C. Der Umsatz ist praktisch vollständig; die Ausbeute beträgt 92 °/o der Theorie.Example In a pressure coil heated to 140 ° C with a diameter of 29 mm Width and 13.51 content are 3.5 kg of ethylene oxide and 5.1 kg of sulfur dioxide per hour liquid introduced under a pressure of 25 atmospheres, with ethylene oxide and sulfur dioxide meet immediately before entering the pressure coil and thereby already heat to 50 to 70 ° C. 8.6 kg per hour of a reaction product are obtained which is practically free of unreacted ethylene oxide and sulfur dioxide and from which 7.9 kg of pure glycol sulfite are obtained per hour by distillation. Kp. 173.5 ° C. The conversion is practically complete; the yield is 92% of theory.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC10139A DE1019659B (en) | 1954-10-21 | 1954-10-21 | Process for the continuous production of monomeric glycol sulfite |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC10139A DE1019659B (en) | 1954-10-21 | 1954-10-21 | Process for the continuous production of monomeric glycol sulfite |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1019659B true DE1019659B (en) | 1957-11-21 |
Family
ID=7014694
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC10139A Pending DE1019659B (en) | 1954-10-21 | 1954-10-21 | Process for the continuous production of monomeric glycol sulfite |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1019659B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1188610B (en) * | 1961-07-27 | 1965-03-11 | Huels Chemische Werke Ag | Process for the preparation of monomeric cyclic sulfites of vicinal glycols with at least three carbon atoms |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB670159A (en) * | 1948-12-30 | 1952-04-16 | Saint Gobain | Improvements in the manufacture of glycol sulphite and its polymers |
-
1954
- 1954-10-21 DE DEC10139A patent/DE1019659B/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB670159A (en) * | 1948-12-30 | 1952-04-16 | Saint Gobain | Improvements in the manufacture of glycol sulphite and its polymers |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1188610B (en) * | 1961-07-27 | 1965-03-11 | Huels Chemische Werke Ag | Process for the preparation of monomeric cyclic sulfites of vicinal glycols with at least three carbon atoms |
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