Method for producing dialkylphosphinic acids and esters and salts thereof by means of acrylic acid derivatives and use thereof

US8664418B2 · kind B2 · utility

Assignee

• Clariant Finance (BVI) Limited · VG

Inventors

• Michael Hill · Barry, GB
• Harald Bauer · Ehningen, DE
• Werner Krause · Plantsville, US
• Martin Sicken · Cologne, DE

Key dates

• Filing date: Oct 6, 2009
• Grant date: Mar 4, 2014
• Expiry date: Jul 31, 2030

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C08K5/5313
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to a method for producing mono-carboxyfunctionalized dialkylphosphinic acids and esters and salts thereof, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the alkylphosphonic acid thus obtained, salt or ester (II) thereof is reacted with an α,β-unsaturated carboxylic acid derivative (V) to yield a mono-carboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst B, wherein R1, R2, R3, R4, R5, R6, R7 are the same or different and stand independently of each other, among other things, for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, and X and Y are the same or different and stand independently of each other for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalyst A is formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and cat…