Alkoxyamines originating from $g(b)-phoshorylated nitroxides and use thereof in radical polymerisation
AssigneeArkema France
InventorsJean Couturier, Oliver Guerret, Denis Bertin, Didier Gigmes, Sylvain Marque, Paul Tordo
Life of this patent
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Abstract
A subject-matter of the invention is alkoxyamines resulting from β-phosphorated nitroxides corresponding to the formula: These compounds can be used as initiators for the (co)polymerizations of at least one monomer which can be polymerized by the radical route.
Claims20
Alkoxyamines of formula:
- in which R represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 3, R1 represents a hydrogen atom or a residue:
- in which R3 represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 20, and R2 represents a hydrogen atom, a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 8, a phenyl radical, an alkali metal, such as Li, Na or K, H4N+, Bu4N+ or Bu3HN+, with the exception of the alkoxyamines of formula (I) in the formula of which R1=H and R2 represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 6.
Methyl-2-[N-(tert-butyl)-N-(diethoxyphosphoryl-2,2-dimethylpropyl)-aminoxy]propionic acid:
Sodium 2-methyl-2-[N-(tert-butyl)-N-(diethoxyphosphoryl-2,2-dimethyl-propyl)aminoxy]propionate:
Use as initiators for (co)polymerizations of at least one monomer which can be polymerized by the radical route under bulk, solution, emulsion, suspension or miniemulsion conditions of the alkoxyamines of formula:
- in which R represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 3, R1 represents a hydrogen atom or a residue:
- in which R3 represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 20, and R2 represents a hydrogen atom, a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 8, a phenyl radical, an alkali metal, such as Li, Na or K, H4N+, Bu4N30 or Bu3HN+, exhibiting a kinetic dissociation constant kd, measured at 120° C. by EPR, of greater than 0.05 s−1 and preferably of greater than 0.1 s−1.
(Co)polymers obtained by (co)polymerization of at least one monomer which can be polymerized by the radical route under bulk, solution, emulsion, suspension or miniemulsion conditions in the presence of an alkoxyamine of formula:
- in which R represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 3, R1 represents a hydrogen atom or a residue:
- in which R3 represents a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 20, and R2 represents a hydrogen atom, a linear or branched alkyl radical having a number of carbon atoms ranging from 1 to 8, a phenyl radical, an alkali metal, such as Li, Na or K, H4N+, Bu4N+ or Bu3HN+, exhibiting a kinetic dissociation constant kd, measured at 120° C. by EPR, of greater than 0.05 s−1 and preferably of greater than 0.1 s−1.
Dependencies are inferred from the claim text.