US1975480A - Peocesg of pgepaking acetaldehyde - Google Patents
Peocesg of pgepaking acetaldehyde Download PDFInfo
- Publication number
- US1975480A US1975480A US1975480DA US1975480A US 1975480 A US1975480 A US 1975480A US 1975480D A US1975480D A US 1975480DA US 1975480 A US1975480 A US 1975480A
- Authority
- US
- United States
- Prior art keywords
- acetylene
- acetaldehyde
- liquid
- reaction
- pgepaking
- 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
- IKHGUXGNUITLKF-UHFFFAOYSA-N acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 title description 40
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 32
- 238000000034 method Methods 0.000 description 26
- 239000007788 liquid Substances 0.000 description 20
- 239000003054 catalyst Substances 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 14
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 12
- 238000009835 boiling Methods 0.000 description 10
- 239000002253 acid Substances 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 150000002731 mercury compounds Chemical class 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000012295 chemical reaction liquid Substances 0.000 description 6
- 230000001131 transforming Effects 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 230000003197 catalytic Effects 0.000 description 4
- 230000000875 corresponding Effects 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- -1 sulfuric. acid Chemical class 0.000 description 4
- RUTXIHLAWFEWGM-UHFFFAOYSA-H Iron(III) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 2
- 240000008881 Oenanthe javanica Species 0.000 description 2
- 235000000365 Oenanthe javanica Nutrition 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N acetylene Chemical compound C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000003247 decreasing Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004880 explosion Methods 0.000 description 2
- 229940032950 ferric sulfate Drugs 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 2
- 229940100892 mercury compounds Drugs 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000002912 waste gas Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/26—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydration of carbon-to-carbon triple bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
Definitions
- the present invention relates to a process of preparing acetaldehyde.
- reaction can be considerably accelerated also at these high temperatures by increasing the concentration of the gas within the reaction liquid, that is by working under a super pressure. Furthermore it is advantageous to cause a current of acetylene in excess to circulate through the reaction liquid.
- This process may be a continuous one.
- a fresh solution of the catalyst is continuously introduced at the part of the reaction vessel where the gas current enters, taking care that a corresponding quantity of the liquid is continuously removed so that the quantity of the liquid always remains constant.
- the liquid removed may be regenerated according to one of the known methods and returned to the apparatus.
- the gas current carries away the aldehyde formed and the water vapor.
- the aldehyde is then isolated according to known methods, for instance by a refrigerator or a washer, and the excess of gas is passed either into another reaction vessel or, in the cycle of the process, into the same vessel.
- PAUL B ROTH. HEINRICH ELVERT. FRANZ KARL STEINBERGER.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Patented Oct. 2 I934 success or PREPARING ACETALDEHYDE Paui E. Roth,.Heinrich Elvert, and Franz Karl Steinberger, Frankfort-on-the-Main-Hochst,
Germany, assign ersto ll. G. Farbenindustrie Aktiengeselischaft, Frankfort on the Main,
Germany j No Drawing. Application January 30, 1930,- Seri'aiNo. 424,733. In Germany February 15,
3 Claims.
The present invention relates to a process of preparing acetaldehyde.
In the processes hitherto known for preparing acetaldehyde from acetylene by introducing acetylene into aqueous solutions of strong acids, particularly sulfuric. acid, in the presence of a mercury compound, the transformation into acetaldehyde in unit time is a maximum when the process is conducted at temperatures of between 50 C. and 80 C.
The lower the temperature used, the more difficult it becomes to eliminate from the liquid the acetaldehyde which has been formed by the reaction. It has been found that a resinification easily occurs if care is not taken immediately to expel the aldehyde. This resinification is more liable to occur the lower the reaction temperature. For this reason, particularly if a low temperature, such as 50 C. or 60 C. is used, the liquid 2 containing the catalyst quickly becomes useless 'on account of the formation of mud. This inconvenience has been remedied in known processes in diiferent manners, for instance by causing a large excess of acetylene to circulate vigorously through the apparatus so that the aldehyde of low boiling point is carried away. At temperatures above 85 C., for instance between 85 C. and 90 C. or 100 0., or at the boiling temperature of the liquid containing the catalyst, the transformation occurs more slowly; but this process has the advantage of giving a superior yield, even a nearly quantitative yield, that is to say of decreasing the proportion of acetylene or of aldehyde lost by the resinification. A process permitting these high working temperatures is already known by the investigations of Erdmann and Kothner (see Zeitschrift fur anorganische Chemie 18, page 56, and Chemiker Zeitung 1898, page 869), but this process has the incontion is relatively slow.
We have now found that the reaction can be considerably accelerated also at these high temperatures by increasing the concentration of the gas within the reaction liquid, that is by working under a super pressure. Furthermore it is advantageous to cause a current of acetylene in excess to circulate through the reaction liquid.
By working with an acetylene gas of high percentage strength, the use of pressure is limited by the fact that the acetylene easily decomposes with explosion at a super pressure of more than 2 atmospheres over the normal atmospheric pressure. However, a super-pressure of about 1 or -1.5 atmospheres over the normal atmospheric venience mentioned above that the transformathe normal atmospheric pressure.
pressure may be used without danger. It has been found that the combined utilization of a temperature between C. and the boiling point of the solution containing the catalyst of a superpressure of l-1.5 atmospheres over the normal atmospheric pressure and of the circulation of acetylene in excess produces a surprising effect because not only a rapid transformation is obtained, but also a nearly quantitative yield. Moreover, the contact liquid possesses also a high stability; it has to be renewed orregenerated only after a considerable length of time, because, on account of the great volatility of the aldehyde at these temperatures, decomposition or resinification is nearly completely avoided.
This process may be a continuous one. For this purpose a fresh solution of the catalyst is continuously introduced at the part of the reaction vessel where the gas current enters, taking care that a corresponding quantity of the liquid is continuously removed so that the quantity of the liquid always remains constant. The liquid removed may be regenerated according to one of the known methods and returned to the apparatus.
The gas current carries away the aldehyde formed and the water vapor. The aldehyde is then isolated according to known methods, for instance by a refrigerator or a washer, and the excess of gas is passed either into another reaction vessel or, in the cycle of the process, into the same vessel.
The following example illustrates the invention, but is not intended to limit it thereto:
Into a reaction tower, which has been fed with hot, diluted sulfuric acid still containing some mercury compounds and oxidizing agents, such as ferric sulfate, there is blown a strong current of acetylene which was compressed to a superpressure of about 1.4 atmospheres over From the waste gases leaving the tower the acetaldehyde obtained is isolated according to lmown methods; the excess of acetylene is then reconducted into the acetylene compressor. The reaction which takes place according to the following equation of the reaction liquid. According to the pressure which is exerted upon the liquid, the temperature is adjusted to about 85 C.-95 C. The
process is made continuous by causing a fresh liquid containing the catalyst always to enter at the lower part of the tower, and the used liquid to leave the tower at the upper part. Thus nearly theoretical yields of acetaldehyde. are obtained.
We claim:
1. In the process of preparing. acetaldehyde from acetylene while employing a mercury compound catalyst in an acid aqueous solution, the improvement which comprises introducing concentrated acetylene in excess under a pressure of from 1 to 1.5 atmospheres over the normal atmospheric pressure into said catalytic solution at a temperature between 85 C. and the, boiling point of said solution in the; absence of an added organic solvent for the acetylene.
2. The process as defined in claim 1 wherein the temperature employed is one within the range of between 85 and 95 C.
3. In the process of preparing acetaldehyde from acetylene while employing a mercury compound catalyst in an acid aqueous solution, the improvement which comprises introducing concentrated acetylene in excess under a pressure of from 1 to 1.5 atmospheres over the normal atmospheric pressure into said catalytic solution at a temperature between 85 C. and the boiling point of said solution in the absence of an added organic solvent for the acetylene and introducing a fresh solution of the catalyst continuously into the reaction mixture while a corresponding quantity of the solution is continuously removed therefrom.
PAUL B. ROTH. HEINRICH ELVERT. FRANZ KARL STEINBERGER.
Publications (1)
Publication Number | Publication Date |
---|---|
US1975480A true US1975480A (en) | 1934-10-02 |
Family
ID=3426596
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US1975480D Expired - Lifetime US1975480A (en) | Peocesg of pgepaking acetaldehyde |
Country Status (1)
Country | Link |
---|---|
US (1) | US1975480A (en) |
-
0
- US US1975480D patent/US1975480A/en not_active Expired - Lifetime
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