US 2006/0149011 A1 · N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds, their corresponding N-oxides and controlled radical polymerization therewith

Abstract

The present invention relates to selected 1-alkoxy-2,2,6,6 tetramethyl piperidine, 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,3,6 dimethyl piperidine derivatives which are substituted in the 4 position by two oxygen atoms forming an open chain or cyclic ketal structure, a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b) said piperidine derivatives. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers, and the use of 1-alkoxy-2,2,6,6 tetramethyl piperidine, 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,3,6 dimethyl piperidine derivatives which are substituted in the 4 position by two oxygen atoms forming an open chain or cyclic ketal structure for controlled polymerization. The intermediate N-oxyl derivatives, a composition of the N-oxyl derivatives with ethylenically unsaturated monomers and a free radical initiator, as well as a process for polymerization are also subjects of the present invention.

Claims9

Dependent claims

A polymerizable composition, comprising

a) at least one ethylenically unsaturated monomer or oligomer selected from the group consisting of ethylene, propylene, n-butylene, i-butylene, styrene, substituted styrene, conjugated dienes, acrolein, vinyl acetate, vinylpyrrolidone, vinylimidazole, maleic anhydride, (alkyl)acrylic acidanhydrides, (alkyl)acrylic acid salts, (alkyl)acrylic esters, (meth)acrylonitriles, (alkyl)acrylamides, vinyl halides and vinylidene halides and
b) a compound of formula Ia, IIa or IIIa
wherein
X is CH3CH-phenyl;
n is 1
Y and Y′ are independently C1-C12alkyl, C3-C12alkenyl. Phenyl or benzyl;
or
Y and Y′ together form one of the bivalent groups —C(R1)(R2)—CH(R3)—, CH(R1)—CH2C(R2)(R3)—, —CH(R2)—CH2—C(R1)(R3)— or —CH2—C(R1)(R2)—CH(R3)— wherein
R1 is hydrogen, C1-C12alkyl, COO—(C1-C12)alkyl or CH2OR4;
R2 and R3 are independently hydrogen, methyl, ethyl, or COO—(C1-C12)alkyl;
and
R4 is hydrogen, C1-C12alkyl, benzyl, or a monovalent acyl residue derived from an aliphatic, cycloaliphatic or aromatic monocarboxylic acid having up to 12 carbon atoms

9 more elements

Dependencies are inferred from the claim text.

N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds, their corresponding N-oxides and controlled radical polymerization therewith

Life of this patent

N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds, their corresponding N-oxides and controlled radical polymerization therewith

Life of this patent

Abstract

Claims9