Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1998-09-15
2000-07-25
Geist, Gary
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560178, 560179, 568318, 568350, C07C 6966, C07C 6972
Patent
active
060938447
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
This invention relates to a process for the production of alkaline earth metal salts of aliphatic .beta.-keto compounds by reaction of aliphatic .beta.-keto esters or .beta.-diketones with an alkaline earth metal hydroxide in the absence of a solvent to form the corresponding alkaline earth metal salts, the reaction being carried by introducing the powder-form alkaline earth metal hydroxide first and adding the .beta.-keto compound in portions.
DISCUSSION OF RELATED ART
Alkaline earth metal salts of aliphatic .beta.-keto compounds, such as for example calcium salts of ethyl acetoacetate and acetyl acetone, are normally used as nontoxic stabilizers for PVC instead of the toxic lead compounds. A process for the production of a calcium salt of ethyl acetoacetate by treatment of ethyl acetoacetate with metallic calcium in absolute ethanol is known from Z. h. Obsche Khim 42 403 (1972). The use of metallic calcium makes this process very complicated and expensive. Another process in which ethyl acetoacetate is treated with calcium carbonate or calcium oxide in absolute benzene is described in J. Chem. Soc., 1951, 2505. The reaction with calcium oxide is characterized by a very low reaction rate whereas the use of calcium carbonate involves relatively high costs and dosing problems. In both cases, extremely high viscosities occur during the reaction and the color of the products is too dark. DE 1 039 056 describes a process for the synthesis of alkaline earth metal salts of acetyl acetone in which acetyl acetone is treated with ammonia and the ketimine formed is reacted with a metal salt. Although, in this case, a relatively high reaction rate is achieved through the use of calcium hydroxide, high viscosities again occur during the reaction and the products are again dark in color. In addition, all the processes mentioned above use organic solvents although the use of such solvents should largely be avoided on ecological grounds. According to Compt. Rend., 157, 50 (1913), acetyl acetone may also be reacted with a metal hydroxide in aqueous solution. JP 51-54691 describes another process for the production of alkaline earth metal salts of aliphatic keto compounds in which the alkaline earth metal hydroxide is added in portions to the aliphatic .beta.-keto ester and/or .beta.-diketones in the absence of a solvent. The two processes do not use organic solvents. However, it has been found in these processes that a phase of extremely high viscosity occurs during the reaction, causing the mixer to come to a standstill. The process is therefore very difficult to handle, in addition to which caking of the product mixture can occur on the walls of the reactor. In addition, the product obtained is still relatively dark in color and consists of coarse particles.
Accordingly, the problem addressed by the present invention was to provide a solventless process which would give light-colored fine-particle products and in which the occurrence of an extremely high-viscosity phase could be avoided so that the reaction would be easier to control.
DESCRIPTION OF THE INVENTION
Accordingly, the present invention relates to a process for the production of alkaline earth metal salts of aliphatic .beta.-keto compounds by reaction of alkaline earth metal hydroxides with aliphatic .beta.-keto esters and/or .beta.-diketones in the absence of a solvent to form the corresponding alkaline earth metal salts, in which the reactor and the aliphatic .beta.-keto compound is added in portions and
It has now surprisingly been found that the occurrence of a high-viscosity phase can be avoided by adding the .beta.-keto compound in portions to the powder-form alkaline earth metal salt introduced first into the reactor. This makes the reaction easier to control and eliminates the caking of product on the walls of the reactor. In addition, the products obtained in yields of more than 90% are distinguished by a light color and consist of very fine particles.
Aliphatic .beta.-keto esters and aliphatic .beta.-diketones
The aliph
REFERENCES:
patent: 3474464 (1969-10-01), Matthews
patent: 5194671 (1993-03-01), Meier
Z.H. Obsche Khim 42, pp. 402-403 (1972).
J. Chem. Soc., (1951): pp. 2505-2506.
Compt. Rend., 157, pp. 50-52 (1913).
Klamann Joerg-Dieter
Sonnen Guido
Wollmann Gerhard
Deemie Robert W.
Geist Gary
Henkel Kommanditgesellschaft auf Aktien (KGaA)
Jaeschke Wayne C.
Murphy Glenn E.J.
LandOfFree
Method of producing alkaline-earth salts of aliphatic .beta.-ket does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method of producing alkaline-earth salts of aliphatic .beta.-ket, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method of producing alkaline-earth salts of aliphatic .beta.-ket will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1337637