Complexes of metal salts of organic acids and beta-diketones and methods for producing same
AssigneeCrompton Corporation
InventorsEdward Krainer, Michael H. Fisch, Ulrich Stewen, Radu Bacaloglu, Ilze Bacaloglu
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Abstract
Metal salts of organic acids complexed with β-diketone compounds are multifunctional complexes useful in the formulation of stabilizers for halogenated resins. These complexes may be used jointly with other low toxicity intermediates, such as zinc or magnesium intermediates, to form effective stabilizers that are non-toxic and exhibit better performance than other known stabilizers, including those containing toxic heavy metals such as cadmium or lead. The complex is prepared utilizing a Claisen condensation reaction and precipitation with water and heptane.
Claims27
A method of preparing a stabilizer complex which comprises reacting:
- a) a ketone of the structure:
- 5
- where R1 and R2 are selected from the group consisting of H, methyl, C1-C20 alkyl, C2-C20 alkenyl, aryl, aryl that is mono or poly substituted with C1-C15 alkyl, C1-C4 alkoxy, and phenylalkyl;
- b) an ester of the structure:
- 6
- where R4 is selected from the group consisting of C1-C5 alkyl, aryl, and aryl that is substituted with C1-C4 alkyl, and R3 is selected from the group consisting of aryl, substituted aryl, C1-C20 alkyl, and C2-C20 alkenyl;
- c) a base selected from the group consisting of calcium oxide, calcium hydroxide, barium oxide, barium hydroxide, potassium hydroxide, potassium oxide, sodium hydroxide and sodium oxide;
- and
- d) a solvent such as an aromatic hydrocarbon, alkyl or aryl ether, dialkylsulfoxide, or the same ester used for the condensation.
The method according to claim 2 further comprising contacting the reaction mixture containing the stabilizer complex with water to dissolve unreacted components and precipitate the stabilizer complex from the reaction mixture.
A method of preparing a stabilizer complex which comprises:
- a) reacting acetophenone with methyl benzoate and calcium oxide to provide a stabilizer complex precipitate;
- b) contacting the reaction mixture containing the stabilizer complex with water to dissolve unreacted calcium oxide as Ca(OH)2 and precipitate additional stabilizer complex from the reaction mixture;
- c) contacting the reaction mixture containing the stabilizer complex with organic solvent to remove methyl benzoate present on the stabilizer complex and precipitate additional the stabilizer complex from the reaction mixture;
- and,
- d) recovering the stabilizer complex which is substantially free of unreacted Ca(OH)2 and methyl benzoate.
Dependencies are inferred from the claim text.