| CPC C07F 7/10 (2013.01) [B60C 1/0016 (2013.01); C08F 236/10 (2013.01); C08K 3/04 (2013.01); C08K 3/36 (2013.01); C08L 19/006 (2013.01)] | 46 Claims |
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1. A method for the preparation of a functionalized conjugated diene selected from the group of compounds of formula (IIIa), (IIIb), (IIIc)
 wherein
R is an organylene group optionally containing one or more heteroatoms selected from an oxygen atom, a sulfur atom, a nitrogen atom, and a silicon atom, and R has at least 6 carbon atoms in formula (IIIa) and at least 5 carbon atoms in formula (IIIb) and formula (IIIc),
R1 is selected from
i) a single bond,
ii) one or more of an oxygen atom, a sulfur atom, a group NR6, and a group SiR7R8; and
iii) an organylene group optionally containing one or more selected from an oxygen atom, a sulfur atom, a group NR6, and a group SiR7R8;
R2, R3, R6, R7, R8 can be the same or different and represent an organyl group optionally containing one or more heteroatoms selected from an oxygen atom, a sulfur atom, a nitrogen atom, and a silicon atom; and
i) R4 and R5 can be the same or different and each R4 and R5 independently represents an organyl group optionally containing one or more heteroatoms selected from a silicon atom, an oxygen atom, a sulfur atom, and a nitrogen atom;
or
ii) R4 and R5 are bonded to each other to form a heterocyclic ring containing the nitrogen atom and at least one carbon atom and, optionally, one or more heteroatoms selected from a silicon atom, an oxygen atom, a sulfur atom, and a nitrogen atom,
the method comprising reacting, under Grignard conditions, a conjugated diene halide selected from the group of compounds of formula (IIa), (IIb), (IIc)
 wherein Y1 is selected from fluorine, chlorine, bromine, and iodine atoms,
with a compound of formula (IV)
 wherein Y2 is selected from fluorine, chlorine, bromine, and iodine atoms.
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