DE2007658A1 - Haloketone stabilisation with alkaline earth halides - Google Patents
Haloketone stabilisation with alkaline earth halidesInfo
- Publication number
- DE2007658A1 DE2007658A1 DE19702007658 DE2007658A DE2007658A1 DE 2007658 A1 DE2007658 A1 DE 2007658A1 DE 19702007658 DE19702007658 DE 19702007658 DE 2007658 A DE2007658 A DE 2007658A DE 2007658 A1 DE2007658 A1 DE 2007658A1
- Authority
- DE
- Germany
- Prior art keywords
- alkaline earth
- haloketone
- added
- alkali
- pref
- 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
- 125000005283 haloketone group Chemical group 0.000 title claims abstract description 10
- 150000004820 halides Chemical class 0.000 title claims abstract 3
- 230000006641 stabilisation Effects 0.000 title description 2
- -1 NaBr Chemical class 0.000 claims abstract description 11
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 10
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 claims abstract description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims abstract description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims abstract description 6
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims abstract description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical class ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 claims abstract description 3
- 235000010216 calcium carbonate Nutrition 0.000 claims abstract description 3
- MOIPGXQKZSZOQX-UHFFFAOYSA-N carbonyl bromide Chemical class BrC(Br)=O MOIPGXQKZSZOQX-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000001095 magnesium carbonate Substances 0.000 claims abstract description 3
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims abstract description 3
- 235000014380 magnesium carbonate Nutrition 0.000 claims abstract description 3
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims abstract description 3
- 239000011780 sodium chloride Substances 0.000 claims abstract description 3
- 239000007787 solid Substances 0.000 claims abstract description 3
- CCXQVBSQUQCEEO-UHFFFAOYSA-N 1-bromobutan-2-one Chemical compound CCC(=O)CBr CCXQVBSQUQCEEO-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910000039 hydrogen halide Inorganic materials 0.000 claims description 7
- 239000012433 hydrogen halide Substances 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 claims description 2
- VQFAIAKCILWQPZ-UHFFFAOYSA-N bromoacetone Chemical compound CC(=O)CBr VQFAIAKCILWQPZ-UHFFFAOYSA-N 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract description 3
- 239000011230 binding agent Substances 0.000 abstract 1
- 150000001649 bromium compounds Chemical class 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003491 tear gas Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 1
- 229910001508 alkali metal halide Inorganic materials 0.000 description 1
- 229910001615 alkaline earth metal halide Inorganic materials 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/86—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06D—MEANS FOR GENERATING SMOKE OR MIST; GAS-ATTACK COMPOSITIONS; GENERATION OF GAS FOR BLASTING OR PROPULSION (CHEMICAL PART)
- C06D7/00—Compositions for gas-attacks
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Combustion & Propulsion (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
"Halogenketon" Die Erfindung bezieht sich auf Halogenketone. Diese werden als Augenreizstoffe verwendet. "Haloketone" The invention relates to haloketones. These are used as eye irritants.
Die Halogenketone -im ursprünglichen Zustand helle, leicht bewegliche Flüssigkeiten- sind nicht unbegrenzt lagerstabil; sie neigen-zum Dunkelwerden und Verharzen.The halogen ketones - in their original state, light-colored, easily movable Liquids are not indefinitely stable in storage; they tend-to darken and Resinification.
Wahrscheinlich beginnt die Zersetzung der Halogenketone mit einer Abspaltung von Halogenwasserstoff, der dann seinerseits die weitere Veränderung des Halogenketons zu einem hochmolekularen Produkt katalysiert.The halogen ketones probably begin to decompose with one Elimination of hydrogen halide, which in turn makes the further change of the halogen ketone catalyzes to a high molecular weight product.
Es ist bekannt, daß Halogenwasserstoff bindende Stoffe, z.B.It is known that hydrogen halide binding substances, e.g.
die Erdalkalicarbonate (MgCO3, CaCO3, BaCO3) oder destilliertes Wasser, eine gewisse stabiliserende Wirkung ausüben.the alkaline earth carbonates (MgCO3, CaCO3, BaCO3) or distilled water, have a certain stabilizing effect.
Der erfindung liegt die aufgabe zugrunde, die Lagerstabilität der Halogenketone zu erhöhen.The object of the invention is to improve the storage stability of the Increase Haloketones.
Diese Aufgabe wird erfindungsgemäß dadurch gelöst, daß dem Halogenketon ein Alkali- und/oder Srdalkali-Halogenid zugesetzt wird.This object is achieved according to the invention in that the haloketone an alkali and / or alkaline earth metal halide is added.
Diese 3toffe haben die Eigenschaft, daß sie aufgrund des tIassenwirkangsgesetzes die Abspaltung von Halogenwasserstoff inhibieren.These substances have the property that they are based on the law of action inhibit the elimination of hydrogen halide.
Die Erfahrung zeigt, daß auf diesem lege die Haltbarkeit der Halogenketone größer ist als durch Zusatz von den Halogenwasserstoff bindenden stoffen.Experience shows that the shelf life of the halogen ketones is based on this is greater than by adding the hydrogen halide binding substances.
Handelt es sich bei dem Halogenketon um ein Chlorketon, dann sollte diesem erfindungsgemäß ein Alkali- und/oder Erdalkalichlorid, insbesondere Natriumchlorid, zugesetzt werden.If the halogen ketone is a chloroketone, then should this according to the invention an alkali and / or alkaline earth chloride, in particular sodium chloride, can be added.
Ensprechend wird erfindungsgemäß einem Bromketon ein Alkali-und/oder Erdalkalibromid, insbesondere Natriumbromid, zugesetzt.Accordingly, according to the invention, a bromoketone is an alkali and / or Alkaline earth bromide, especially sodium bromide, added.
Die erfindungsgemäßen Stoffe haben gegenüber den bekannten Zusätzen, (Carbonaten) den weiteren Vorteil, daß sie wasserlöslich sind. Es kann also den Halogenketon eine wässrige Lösung zugesetzt erden, was zur Folge hat, daß die Dosierung leichter möglich ist als bei Zusatz eines festen stoffes.The substances according to the invention have compared to the known additives, (Carbonates) have the further advantage that they are water-soluble. So it can do that Haloketone ground an aqueous solution added, which has the consequence that the dosage is easier than with the addition of a solid substance.
Da das Halogenketon spezifisch schwerer ist als Wasser, kann bei der Fertigung das Halogenketon mit der wässrigen Lösung überschichtet werden. Halogenwasserstoffdämpfe können infolgedessen nicht entweichen, was die Verarbeitung des Halogenketons erleichtert.Since the halogen ketone is specifically heavier than water, the Manufacturing the haloketone to be coated with the aqueous solution. Hydrogen halide vapors As a result, they cannot escape, which makes processing the halogen ketone easier.
Besonders gute Stabilisarionswirkungen erzielt man, wenn man dem Halogenketon zusätzlich einen den Halogenwasserstoff bindenden otoff, z.3. ein Erdalkalicarbonat, zusetzt.Particularly good stabilization effects are achieved when using the halogen ketone additionally an otoff binding the hydrogen halide, z.3. an alkaline earth carbonate, clogs.
Beispiel: Als Lagerzeit tis zum beginnenden Eindicken von Chloraceton wurde unter gleichen Lagerbedingungen (in Ampullen eingeschmolzen bei 65°C) gemessen: ohne Zusatz 10 Tage mit dest. Wasser 59 Tage mit BaCO3 76 Tage mit gesättigter NaCL-Lösung 83 TageExample: As a storage time until the chloroacetone begins to thicken was measured under the same storage conditions (melted in ampoules at 65 ° C): without addition 10 days with dist. Water 59 days with BaCO3 76 days with saturated NaCl solution 83 days
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702007658 DE2007658A1 (en) | 1970-02-13 | 1970-02-13 | Haloketone stabilisation with alkaline earth halides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702007658 DE2007658A1 (en) | 1970-02-13 | 1970-02-13 | Haloketone stabilisation with alkaline earth halides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2007658A1 true DE2007658A1 (en) | 1971-08-26 |
Family
ID=5762734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702007658 Pending DE2007658A1 (en) | 1970-02-13 | 1970-02-13 | Haloketone stabilisation with alkaline earth halides |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE2007658A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998002407A1 (en) * | 1996-07-17 | 1998-01-22 | Rhodia Limited | Stabilization of perfluoroalkyl alkyl ketones |
| DE4026469C3 (en) * | 1990-08-22 | 1999-04-29 | Weyl Gmbh | Process for stabilizing 1-chloroacetone |
-
1970
- 1970-02-13 DE DE19702007658 patent/DE2007658A1/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4026469C3 (en) * | 1990-08-22 | 1999-04-29 | Weyl Gmbh | Process for stabilizing 1-chloroacetone |
| WO1998002407A1 (en) * | 1996-07-17 | 1998-01-22 | Rhodia Limited | Stabilization of perfluoroalkyl alkyl ketones |
| US6531075B1 (en) | 1996-07-17 | 2003-03-11 | Rhodia Limited | Stabilization of perfluoroalkyl alkyl ketones |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE562820C (en) | Process for stabilizing low molecular weight chlorinated hydrocarbons | |
| DE2007658A1 (en) | Haloketone stabilisation with alkaline earth halides | |
| DE557081C (en) | Process for rendering harmless ª ‰, ª ‰ '- dichlorodiaethyl sulfide | |
| DE2317435B2 (en) | Process for the stabilization of methylene chloride, the methylene chloride stabilized in this way and its use | |
| DE1446379B2 (en) | Bath for powder-free etching of objects made of zinc, magnesium or their alloys | |
| DE916461C (en) | Process for the manufacture of hemostatic agents | |
| Bartlett et al. | Cis-and Trans-Chlorohydrins of Δ1-Methylcyclopentene | |
| DE753991C (en) | Polymerization process | |
| DE513424C (en) | Cellulose ester bronze varnish | |
| DE875405C (en) | Process for stabilizing reaction products of polymers or copolymers of conjugated dienes with sulfur dioxide, in particular against the action of light | |
| DE863836C (en) | Thixotropic, solvent-free coating or filling compound | |
| DE197166C (en) | ||
| DE512232C (en) | Process for the preparation of the hydrogen halide esters of penten-2-ol-4 | |
| DE876688C (en) | Liquids with a deep freezing point | |
| DE609264C (en) | Process for improving the mechanical properties of sheet-like structures made of polyvinyl chloride | |
| DE560124C (en) | Preservation of hydrogen peroxide | |
| DE1005953B (en) | Stabilizer for monomeric or partially polymerized vinyl compounds | |
| DE975582C (en) | Process for improving the durability of photographic silver halide emulsions | |
| DE517918C (en) | Process for the preservation of hydrocyanic acid | |
| DE1492613C3 (en) | Use of a calcium sorbate suspension for immersion preservation of food surfaces | |
| DE592527C (en) | Process for the preservation of hypersensitized photographic emulsions | |
| DE1446379C (en) | Bath for powder-free etching of objects made of zinc, magnesium or their alloys | |
| DE651211C (en) | Pre-bath for photographic desensitization, which contains colorless, water-soluble derivatives of the anthraquinones or phenanthrenequinones | |
| DE2143506A1 (en) | ||
| AT49653B (en) | Process for the preservation of tin-weighted silk. |