Method for the production of beta-ketocarbonyl-functional organosilicon compounds

A process for preparing β-ketocarbonyl-functional organosilicon compounds, comprising:

• reacting diketene precursor compounds which eliminate diketenes of the formula
• where
• R3 is a hydrogen atom or a hydrocarbon radical having from 1 to 18 carbon atoms, with organosilicon compounds which contain at least one Si-bonded radical A of the formula
• —R1—NR2,
• per molecule, where
• R1 is a divalent C2-10 organic radical optionally containing one or more heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen,
• R2 is a hydrogen atom or a C1-100 radical which optionally contain nitrogen atoms, with the proviso that the radical A of the formula (II) has at least one primary amino group and optionally one or more secondary amino groups,
• the reaction taking place in the presence of at least one organic compound which retards or prevents the reaction of primary or secondary amino groups with β-ketocarbonyl compounds.

A β-ketocarbonyl-functional organosilicon compound containing at least one Si-bonded radical of the formula

• —R1—NH1-x(—Z)x-CH2CH2—NH(—Z) (IX)
• where
• Z is a radical of the formula —C(═O)—CHR3—C(═O)—CH2R3,
• R1 is a divalent C2-10 organic radical optionally containing one or more heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen,
• R3 is a hydrogen atom or a hydrocarbon radical having from 1 to 18 carbon atoms, with organosilicon compounds which contain at least one Si-bonded radical A of the formula
• —R1—NR22 (II)
• per molecule, where
• x is 0 or 1,
• per molecule,
• the β-ketocarbonyl-functional organosilicon compound prepared by the process of reacting diketene precursor compounds which eliminate diketenes of the formula
• where
• R3 is a hydrogen atom or a hydrocarbon radical having from 1 to 18 carbon atoms, with organosilicon compounds which contain at least one Si-bonded radical A of the formula
• —R1—NR22 (II)
• per molecule, where
• R1 is a divalent C2-10 organic radical optionally containing one or more heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen,
• R2 is a hydrogen atom or a C1-100 organic radical which optionally contain nitrogen atoms, with the proviso that the radical A of the formula (II) has at least one primary amino group and optionally one or more secondary amino groups,
• the reaction taking place in the presence of at least one organic compound which retards or prevents the reaction of primary or secondary amino groups with β-ketocarbonyl compounds.