US553593A - Marius otto and albert verley - Google Patents
Marius otto and albert verley Download PDFInfo
- Publication number
- US553593A US553593A US553593DA US553593A US 553593 A US553593 A US 553593A US 553593D A US553593D A US 553593DA US 553593 A US553593 A US 553593A
- Authority
- US
- United States
- Prior art keywords
- verley
- otto
- soda
- marius
- albert
- 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
- MWOOGOJBHIARFG-UHFFFAOYSA-N Vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 28
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 26
- 229940117960 vanillin Drugs 0.000 description 14
- 235000012141 vanillin Nutrition 0.000 description 14
- 230000003647 oxidation Effects 0.000 description 12
- 238000007254 oxidation reaction Methods 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 238000005868 electrolysis reaction Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000005712 crystallization Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing Effects 0.000 description 2
- WKOLLVMJNQIZCI-UHFFFAOYSA-M vanillate Chemical compound COC1=CC(C([O-])=O)=CC=C1O WKOLLVMJNQIZCI-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
Definitions
- the object of our invention is to obtain vanillin in a cheap and expeditious manner by synthesis.
- a solution of isoeugenate of soda or other convenient base
- This oxidation may be effected by electrolyzing an alkaline solution of isoeugenate of soda, either cold or warm, preferably at the temperature of an ordinary water-bath.
- This electrolysis may be conveniently effected by placing the solution of isoeugenate of soda in a vessel standing in a water-bath and connected with a vessel containing a solution of soda by a U shaped tube, which passes through the sides of the respective vessels at a convenient height above the bottoms of the vessels.
- Electrodes preferably of platinum are placed in the vessels and connected to the respective poles of a source of electricity, the electrode in the vessel containing the solution of isoeugenate of soda being at the bottom and connected by an insulated wire, so that the current may pass through the whole mass of the fluid and oxidize the isoeugenate of soda.
- the reaction which takes place is the oxidation of the isoeugenate of soda, as before explained, and thereby its change into vanillate of soda.
- the subsequent treatment with an acid (which may, for instance, be oxalic acid or sulphuric acid diluted with its own volume of water) forms a sodium salt in accordance with the acid used and sets free the vanillin.
- the quantity of hydrogen which is set free at the negative pole may be measured and from it be deduced the quantity of oxygen set free at the positive pole; or the test may be simply made by reference to the quantity of oxygen at the positive pole; but the invention is not limited, of course, in any way to any particular test.
- the solution of isoeugenate of soda is placed in the vessel A.
- a solution of soda serving merely as a conductor between the positive electrode a and the negative electrode b.
- These vessels are connected by a U-shaped tube O at a convenient distance above the bottoms of the vessels, so that while the liquid forms a continuous path closing the internal circuit of the electrolytic bath there will be no mingling of the products formed around the respective electrodes. This arrangement is adopted for economy and to increase the yield from the operation.
- the products of oxidation formed around the positive electrode are those utilized in our process of making vanillin, and it is preferred that they should not be contaminated by the products formed at the negative pole.
- the electric circuit is completed by connecting the terminals of electrodes at and I) respect ively with the positive and negative poles of an electric generator, preferably one furnishinga continuous current of low tension.
- the solution is treated with an acid which sets free the vanillin. It can be puritied with bisulphide of soda and by repeated crystallization, as may be found requisite.
Description
(No Model.)
M. OTTO & A. VERLEY.
MANUFACTURE OF VAN'ILLIN'. No. 553,593. Patented Jan. 28, 1896.
UNITED STATES PATENT OFFICE.
MARIUS OTTO AND ALBERT VERLEY, OF COURBEVOIE, FRANCE.
MANUFACTURE OF VANlLLlN.
SPECIFICATION forming part of Letters Patent No. 553,593, dated January 28, 1896. Application filed July 8, 1895. Serial No. 555,333. (No specimens.)
To all whom it may concern:
Be it known that we, MARIUS OTTO and ALBERT VERLEY, chemists, citizens of the French Republic, residing at 7 Quai de Seine, Courbevoie, (Seine,) in the Republic of France, have invented certain Improvements in the Manufacture of Vanillin, of which the following is a specification.
The object of our invention is to obtain vanillin in a cheap and expeditious manner by synthesis. To effect this object we oxidize a solution of isoeugenate of soda (or other convenient base) and treat the resulting product with an acid and separate the vanillin so produced. This oxidation may be effected by electrolyzing an alkaline solution of isoeugenate of soda, either cold or warm, preferably at the temperature of an ordinary water-bath. This electrolysis may be conveniently effected by placing the solution of isoeugenate of soda in a vessel standing in a water-bath and connected with a vessel containing a solution of soda by a U shaped tube, which passes through the sides of the respective vessels at a convenient height above the bottoms of the vessels. Electrodes, preferably of platinum, are placed in the vessels and connected to the respective poles of a source of electricity, the electrode in the vessel containing the solution of isoeugenate of soda being at the bottom and connected by an insulated wire, so that the current may pass through the whole mass of the fluid and oxidize the isoeugenate of soda. By this arrangement the oxidation is effected without any substantial mixing of the two liquids. The reaction which takes place is the oxidation of the isoeugenate of soda, as before explained, and thereby its change into vanillate of soda. The subsequent treatment with an acid (which may, for instance, be oxalic acid or sulphuric acid diluted with its own volume of water) forms a sodium salt in accordance with the acid used and sets free the vanillin.
To ascertain if the oxidation of the isoeugenate of soda is complete the quantity of hydrogen which is set free at the negative pole may be measured and from it be deduced the quantity of oxygen set free at the positive pole; or the test may be simply made by reference to the quantity of oxygen at the positive pole; but the invention is not limited, of course, in any way to any particular test.
The accompanying drawing illustrates diagrammatically an apparatus which may conveniently be used in carrying out our process.
The solution of isoeugenate of soda is placed in the vessel A. In the vessel B we place a solution of soda serving merely as a conductor between the positive electrode a and the negative electrode b. These vessels are connected by a U-shaped tube O at a convenient distance above the bottoms of the vessels, so that while the liquid forms a continuous path closing the internal circuit of the electrolytic bath there will be no mingling of the products formed around the respective electrodes. This arrangement is adopted for economy and to increase the yield from the operation. The products of oxidation formed around the positive electrode are those utilized in our process of making vanillin, and it is preferred that they should not be contaminated by the products formed at the negative pole. The electric circuit is completed by connecting the terminals of electrodes at and I) respect ively with the positive and negative poles of an electric generator, preferably one furnishinga continuous current of low tension.
When the oxidation is judged to be complete the solution is treated with an acid which sets free the vanillin. It can be puritied with bisulphide of soda and by repeated crystallization, as may be found requisite.
We claim-- The manufacture of vanillin by subjecting a solution of iso-eugenate of soda or other base to electrolysis and then treating by means of an acid.
In testimony whereof we have signed our names to this specification in the presence of two subscribing witnesses.
. MARIUS OTTO.
A. VERLEY. 'Witnesses:
J OINELLERMET, G. DEoHAus.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US553593A true US553593A (en) | 1896-01-28 |
Family
ID=2622332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US553593D Expired - Lifetime US553593A (en) | Marius otto and albert verley |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US553593A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3160161A (en) * | 1959-07-27 | 1964-12-08 | Imp Tobacco Co Ltd | Apparatus and method for recovering tobacco from cigarettes |
-
0
- US US553593D patent/US553593A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3160161A (en) * | 1959-07-27 | 1964-12-08 | Imp Tobacco Co Ltd | Apparatus and method for recovering tobacco from cigarettes |
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