DE959091C - Stabilization of chlorovinyl ketones against decomposition that splits off hydrogen chloride - Google Patents
Stabilization of chlorovinyl ketones against decomposition that splits off hydrogen chlorideInfo
- Publication number
- DE959091C DE959091C DEW12829A DEW0012829A DE959091C DE 959091 C DE959091 C DE 959091C DE W12829 A DEW12829 A DE W12829A DE W0012829 A DEW0012829 A DE W0012829A DE 959091 C DE959091 C DE 959091C
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen chloride
- chlorovinyl
- ketones
- splits
- stabilization
- 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
Links
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
Description
Stabilisierung von Chlorvinylketonen gegen Chlorwasserstoff abspaltende Zersetzung Es ist bekannt, daß Chiorvinylketone, z. B. Chlorvinyl-methylketon oder Chlorvinyl-äthylketon, unbeständige Verbindungen sind. Schon bei ZimmertemperatuT innerhalb eines Tages zersetzt sich z. B.Stabilization of chlorovinyl ketones against those splitting off hydrogen chloride decomposition It is known that chlorovinyl ketones, e.g. B. chlorovinyl methyl ketone or Chlorovinyl ethyl ketone, are unstable compounds. Even at room temperature within a day, z. B.
Chlorvinyl-methylketon unter Abspaltung von Chlorwasserstoff zu einer schwarzen, zähflüssigen Masse.Chlorovinyl methyl ketone with elimination of hydrogen chloride to form a black, viscous mass.
Bei tiefer Temperatur ist die Beständigkeit der Ketone in fester Form etwas größer, doch verfärben sie sich schnell und spalten z. B. bei o" reichlich Chlorwasserstoff ab. Die höheren Keton, z. B. Chlorvinyl-äthylketon, sind zwar etwas beständiger, zersetzen sich jedoch auch verhältnismäßig schnell. Die geringe Beständigkeit der Chlorvinylketone verhindert eine Verwendung in- technischem Maßstabe und macht eine Lagerung in größeren Mengen unmöglich.At low temperatures, the stability of the ketones is in solid form somewhat larger, but they change color quickly and split z. B. at o "plentiful Hydrogen chloride. The higher ketones, e.g. B. Chlorvinyl ethyl ketone, are something more stable, but also decompose relatively quickly. The low resistance the chlorovinyl ketone prevents its use on an industrial scale and makes storage in larger quantities impossible.
Es wurde gefunden, daß eine Stabilisierung von Chlorvinylketonen, insbesondere Chlorvinyl-methylketon, gegen Chlorwasserstoff abspaltende Zersetzung auf Tage und oft auch auf Wochen gelingt, wenn man diesen geringe Mengen einer aromatischien Oxyverbindung, z. B. Phenol, Hydrochinon, zusetzt. Im allgemeinen genügen schon Mengen von etwa o,s%,.aber auch größere können angewandt werden. Da schon geringe Zusätze des Stabilisators ausreichend sind, wird dadurch die weitere Ver- arbeitung nicht gestört. Sollte dies jedoch der Fall sein, so werden die stabilisierten Chlorrinylketone abdestilliert, wobei der Stabilisator als Rückstand bleibt. Stabilisiert man z. B. Chlorvinyl-methylketon mit mit 45% Phenol oder Hydrochinon und destilliert es nach 8 Tagen ab, so ist es inzwischen nur schwach bräunlich geworden und hinterläßt nur einen unbedeutenden Rückstand, der auch den Stabilisator enthält. It has been found that a stabilization of chlorovinyl ketones, especially chlorovinyl methyl ketone, against decomposition that splits off hydrogen chloride for days and often also for weeks succeeds if you give these small amounts of an aromatic Oxy compound, e.g. B. phenol, hydroquinone added. In general, they are enough Quantities of about o, s%, but larger can also be used. Since already minor Additions of the stabilizer are sufficient, this is the further work not bothered. Should this be the case, however, the stabilized chlorine vinyl ketones distilled off, the stabilizer remaining as a residue. If one stabilizes z. B. Chlorvinyl methyl ketone with 45% phenol or hydroquinone and distilled it after 8 days, it has now only become slightly brownish and leaves behind only an insignificant residue, which also contains the stabilizer.
Es ist bekannt, nicht chlorhaltigen Vinylketonen, z. B. Vinyl-äthylketon und dessen Derivaten, Stabilisatoren, z. B. Hydrochinon, zur Verhinderung der Polymerisation zuzusetzen. Bei diesen kann die Cefahr der Abspaltung von Chlorwasserstoff nicht auf. treen, dagegen bei den monomeren Chlorvinylketonen, die sehr stark dazu neigen und dadurch unbrauchbar werden. Die Stabilisatoren gemäß der Erfindung dienen daher zu einem anderen Zweck wie bei den Vinylketonen. It is known that non-chlorine-containing vinyl ketones, e.g. B. vinyl ethyl ketone and its derivatives, stabilizers, e.g. B. hydroquinone, to prevent polymerization to add. With these, the risk of elimination of hydrogen chloride cannot on. treen, on the other hand with the monomeric chlorovinyl ketones, which have a very strong tendency to do so and thereby become unusable. The stabilizers according to the invention therefore serve for a different purpose than the vinyl ketones.
Die Chlorvinylketone dienen vor allem als Zwischenprodukte für pharmazeutische Präparate. The chlorovinyl ketones are mainly used as intermediate products for pharmaceuticals Preparations.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEW12829A DE959091C (en) | 1953-12-15 | 1953-12-15 | Stabilization of chlorovinyl ketones against decomposition that splits off hydrogen chloride |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEW12829A DE959091C (en) | 1953-12-15 | 1953-12-15 | Stabilization of chlorovinyl ketones against decomposition that splits off hydrogen chloride |
Publications (1)
Publication Number | Publication Date |
---|---|
DE959091C true DE959091C (en) | 1957-02-28 |
Family
ID=7594902
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEW12829A Expired DE959091C (en) | 1953-12-15 | 1953-12-15 | Stabilization of chlorovinyl ketones against decomposition that splits off hydrogen chloride |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE959091C (en) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH206429A (en) * | 1937-01-19 | 1939-08-15 | Ig Farbenindustrie Ag | Process for distilling and preserving vinyl methyl ketone. |
US2181102A (en) * | 1937-06-04 | 1939-11-21 | Dow Chemical Co | Stabilization of polymerizable vinyl compouds |
CH238333A (en) * | 1943-01-22 | 1945-07-15 | Ig Farbenindustrie Ag | Process for the preparation of 2-methyl-buten-1-one-3. |
DE859888C (en) * | 1941-06-19 | 1952-12-18 | Basf Ag | Process for the production of vinyl methyl ketone |
DE892455C (en) * | 1951-12-25 | 1953-10-08 | Basf Ag | Process for the stabilization of easily polymerizable substances against spontaneous polymerizations |
-
1953
- 1953-12-15 DE DEW12829A patent/DE959091C/en not_active Expired
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH206429A (en) * | 1937-01-19 | 1939-08-15 | Ig Farbenindustrie Ag | Process for distilling and preserving vinyl methyl ketone. |
US2181102A (en) * | 1937-06-04 | 1939-11-21 | Dow Chemical Co | Stabilization of polymerizable vinyl compouds |
DE859888C (en) * | 1941-06-19 | 1952-12-18 | Basf Ag | Process for the production of vinyl methyl ketone |
CH238333A (en) * | 1943-01-22 | 1945-07-15 | Ig Farbenindustrie Ag | Process for the preparation of 2-methyl-buten-1-one-3. |
DE892455C (en) * | 1951-12-25 | 1953-10-08 | Basf Ag | Process for the stabilization of easily polymerizable substances against spontaneous polymerizations |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE1249510B (en) | ||
DE1251020B (en) | Stabilization of polyvinyl chloride, copolymers of vinylidene chloride and vinyl chloride and halogenated ethylene polymers | |
DE959091C (en) | Stabilization of chlorovinyl ketones against decomposition that splits off hydrogen chloride | |
DEW0012829MA (en) | ||
DE656133C (en) | Process for stabilizing polyvinyl chloride | |
Ducci | Kinetische Reaktionsprozesse in Alginatbällchen. | |
DE1264069B (en) | Process for the production of copolymers based on styrene and acrylonitrile that are stable against the effects of light and heat | |
DE888167C (en) | Stabilizing agent for compounds containing halogen | |
DE753991C (en) | Polymerization process | |
DE758682C (en) | Process for the production of copolymers from vinyl sulfamides | |
DE751604C (en) | Polymerization process | |
DE925313C (en) | Process for stabilizing chlorinated rubber | |
DE1239679B (en) | Stabilization of acrylic acid amides or alpha-alkylacrylic acid amides against polymerization | |
DE924512C (en) | Process for the preparation of fluorine-substituted chloranil derivatives | |
DE812248C (en) | Process for the production of stable perborate | |
DE832146C (en) | Process for the stabilization of technical chloral | |
DE1243172B (en) | Stabilization of vinylidene chloride | |
US2465472A (en) | Stabilized ethyl cellulose composition | |
DE902313C (en) | Softening and gelatinizing agents | |
DE281225C (en) | ||
DE1142439B (en) | Non-toxic polyethylene molding compounds resistant to thermal oxidation | |
DE639788C (en) | Process for preparing durable solutions of active halogen containing compounds | |
DE946480C (en) | Stabilizing agent for halogen-containing high molecular weight compounds, especially polyvinyl chloride | |
DE834753C (en) | Solvent for fluorine- and chlorine-containing ethylene polymers | |
CH345340A (en) | Process for the production of organic tin compounds and their use |