US969661A - Process of generating formaldehyde. - Google Patents
Process of generating formaldehyde. Download PDFInfo
- Publication number
- US969661A US969661A US41973408A US1908419734A US969661A US 969661 A US969661 A US 969661A US 41973408 A US41973408 A US 41973408A US 1908419734 A US1908419734 A US 1908419734A US 969661 A US969661 A US 969661A
- Authority
- US
- United States
- Prior art keywords
- formaldehyde
- permanganate
- potash
- reacting
- derivatives
- 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
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title description 103
- 238000000034 method Methods 0.000 title description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 10
- 229940072033 potash Drugs 0.000 description 10
- 235000015320 potassium carbonate Nutrition 0.000 description 10
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000000249 desinfective effect Effects 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- DETXZQGDWUJKMO-UHFFFAOYSA-N 2-hydroxymethanesulfonic acid Chemical compound OCS(O)(=O)=O DETXZQGDWUJKMO-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- DSBZMUUPEHHYCY-UHFFFAOYSA-N 2-oxo-1,3,2-dioxathietan-4-one Chemical compound O=C1OS(=O)O1 DSBZMUUPEHHYCY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical class OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 description 1
- AXZAYXJCENRGIM-UHFFFAOYSA-J dipotassium;tetrabromoplatinum(2-) Chemical compound [K+].[K+].[Br-].[Br-].[Br-].[Br-].[Pt+2] AXZAYXJCENRGIM-UHFFFAOYSA-J 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000505 pernicious effect Effects 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910001487 potassium perchlorate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
Definitions
- the substituting groups of which are sulfurcontaining acids of a lower degree of oxidation than that of the ordinary sulfuric acid, for example, the sulfurous acid, hydrosulfurous acid, sulfoxylic acid derivatives, etc. protect formaldehyde against oxidation most effectively.
- the said acids more particularly in the form of their salts can easily form compounds with formaldehyde.
- These derivatives enter into reaction with permanganate of potash in a very violent way and with a greater generation of heat, than solutions of formaldehyde alone. At the same time, there takes place a very powerful generation of formaldehyde I and steam, if sufficient water has been added.
- permanganate In place of permanganate, other persalts, such as potassium perchlorate can be used with the same success.
- the sodium salt of the oxymethyl-sulfonic-acid can also be mixed with formaldehyde-solutions or with polymeric formaldehyde.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
UNITED STATES PATENT OFFICE.
HANS SCHNEIDER, 0F HAMBURG, GERMANY.
PROCESS OF GENERATING FORMALDEHYDE.
No Drawing. Application filed March 7,
To all whom it may concern:
Be it known that I, HANS SCHNEIDER, doctor of philosophy chemist, a subject of the German Emperor, and resident of Hamburg, Germany, have invented new and useful Processes of Generating Formaldehyde, of which the following is a specification.
It. is well known that the reaction of aqueous solutions of formaldehyde on permanganate of potash produces a violent reaction in which, in addition to considerable quantities of carbonic and formic acid, gaseous formaldehyde and water vapor are generated. This reaction has not been much used hitherto in practice for disinfecting rooms, the reason of which must be in the various disadvantages incident thereto. The chief of such disadvantages is the strong destructive action by oxidation of permanganate of potash on formaldehyde, whereby a great deal of the same is prevented from exercising its disinfecting action.
It has been found that formaldehyde de-' rivatives, the substituting group of which is more readily oxidized than the formaldehyde itself and thus protects the formaldehyde against the pernicious effect. of oxidation, are much more suitable for the purpose of disinfecting rooms, than formaldehyde itself. Among these substances, I found that the formaldehyde derivatives,
- the substituting groups of which are sulfurcontaining acids of a lower degree of oxidation than that of the ordinary sulfuric acid, for example, the sulfurous acid, hydrosulfurous acid, sulfoxylic acid derivatives, etc., protect formaldehyde against oxidation most effectively. As is well known, the said acids, more particularly in the form of their salts can easily form compounds with formaldehyde. These derivatives enter into reaction with permanganate of potash in a very violent way and with a greater generation of heat, than solutions of formaldehyde alone. At the same time, there takes place a very powerful generation of formaldehyde I and steam, if sufficient water has been added.
They are, therefore, much more suitable for disinfecting rooms, than formaldehyde solutions alone.
Of special importance is the fact, that by means of the process described, it is possible to vaporize simultaneously with the gasified formaldehyde, a much greater quantity of water than in the well known per- Specification of Letters Patent.
Patented Sept. 6, 1910..
1908. Serial No. 419,734.
manganateformaldehyde process. This point is of extreme importance, as from the investigations of Fliigge and other hygienic authorities, it has been shown, that formaldehyde has a reliable disinfecting action only in the presence of Water. Moreover, by the presence of a large quantity of steam in the atmosphere of the room, to be disin fected, it is possible to avoid the polymerization of the formaldehyde, which, as is Well known, easily takes place and impairs the disinfecting action.
Example: 26 kgs. of a 40% solution of bisulfite of soda are mixed with 7.5 kgs. of a 40% solution of formaldehyde. The mixture becomes heated by itself to about 50 or C., and the sodium salt of oxymethylsulfonic-acid is formed.
-'SO,Na on In this compound, the pungent smell of free formaldehyde has completely disappeared; on the contrary, it has a rather pleasant ester-like smell. -If 1 to 4 parts of the above solution are poured on one part of permanganate of potash (in powder or small crystals), after a few seconds, such a violent reaction takes place with strong generation of formaldehyde and steam, that after a few seconds there remains an almost dry residue.
In place of permanganate, other persalts, such as potassium perchlorate can be used with the same success. The sodium salt of the oxymethyl-sulfonic-acid can also be mixed with formaldehyde-solutions or with polymeric formaldehyde.
, I claim- 1. The process of producing formaldehyde which consists in reacting with a persalt containing a large amount of oxygen on formaldehyde derivatives the substituting groups of which are more readily oxidized than formaldehyde itself. I
The process of producing formaldehyde which consists in reacting with a pm salt containing a lar e amount of oxygen on formaldehyde derivatives the substituting groups of which are more readily oxidized than formaldehyde itself in the presence of other formaldehyde substances.
3. The process of producing formalde: hyde which consists inrea'cting with a peracid.
ing groups 0 salt containing a large amount of oxygen on formaldehyde derivatives the substituting grou s of which are sulfur-containing acids of a ower degree of oxidation than sulfuric hyde which consists in reacting with a persalt containing a large amount of oxygen on a formaldehydebisulfite substance.
6. The process of producing formaldehyde which consists in reacting with a persalt containing a large amount of oxygen on a formadehydebisulfite substance in the presence of other formaldehyde substances. 7. The process of producing formaldehyde which consists in reacting with permanganate of potash on formaldehyde derivatives the substituting groups of which are more readily oxidized than formaldehyde itself.
8. The process of producing formaldehyde which consists in reacting with permanganate of potash on formaldeh de cerivatives the substituting groups 0 which are more readilyoxidized than formaldederivat-ives the substitutdehyde substances.
9. The process of producing formaldevhyde which consists in reacting with permanganate of potash on formaldehyde derivatives the substituting groups of which are sulfur-containing acids of a,lower degree of oxidation than sulfuric acid.
10. The process of producing formaldehyde which consists in reacting with permanganate of potash on formaldehyde derivatives the substitutin groups of which are sulfur-containing aci s'of alower degree of oxidation than sulfuric acid in the presence of other formaldehyde substances.
1 1. The process of producing formaldehyde which consists in reacting with permanganate of potash on 'a formaldehydesulfite substance.
12. The process of prod'icing formaldehyde which consists in reacting with permanganate of potash on a formaldehydebisulfite substance in the presence-of other formaldehyde substances.v
" In testimony, that I claim the foregoing as my invention, I have signed my name in presence of two witnesses, this 20th day of February 1908.
P v I HANS SCHNEIDER.
Witnesses: I
ERNEST H. L. MUMMENH FF, Orro W. HEILMRICH. v
hyde itself in the presence of other formal-
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41973408A US969661A (en) | 1908-03-07 | 1908-03-07 | Process of generating formaldehyde. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41973408A US969661A (en) | 1908-03-07 | 1908-03-07 | Process of generating formaldehyde. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US969661A true US969661A (en) | 1910-09-06 |
Family
ID=3038051
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US41973408A Expired - Lifetime US969661A (en) | 1908-03-07 | 1908-03-07 | Process of generating formaldehyde. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US969661A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2438855A (en) * | 1942-02-25 | 1948-03-30 | Corn Prod Refining Co | Process of modifying starch |
| US4384002A (en) * | 1981-05-08 | 1983-05-17 | Stoller Benjamin B | Odorless, non-volatile formaldehyde for use as a pesticide |
-
1908
- 1908-03-07 US US41973408A patent/US969661A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2438855A (en) * | 1942-02-25 | 1948-03-30 | Corn Prod Refining Co | Process of modifying starch |
| US4384002A (en) * | 1981-05-08 | 1983-05-17 | Stoller Benjamin B | Odorless, non-volatile formaldehyde for use as a pesticide |
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