1,3-dipolar compound bearing an imidazole functional group
In a 1,3-dipolar compound of formula Q-A-B, Q comprises a dipole containing at least and preferably one nitrogen atom, A, which is preferably divalent, is an atom or a group of atoms connecting Q to B, and B comprises an imidazole ring. An unsaturated polymer modified by grafting the 1,3-dipolar compound is also disclosed.
1. A 1,3-dipolar compound of formula (I):
Q-A-B (I)
wherein Q consists of the unit corresponding to the formula (III)
in which four of the five symbols R 1 to R 5 , which are identical or different, are each an atom or a group of atoms and the fifth of the five symbols R 1 to R 5 denotes a direct attachment to A, where R 1 and R 5 are both other than H,
wherein A is an alkylene group containing from 1 to 20 carbon atoms or an arylene group containing from 6 to 20 carbon atoms connecting Q to B, and
wherein B consists of a ring of formula (II):
wherein Z and Y are each a hydrogen atom, R represents an atom or a group of atoms, and R′ denotes a direct attachment to A.
2. The 1,3-dipolar compound of claim 1 , wherein R represents a hydrogen atom or a carbon-based group containing from 1 to 20 carbon atoms which can contain at least one heteroatom.
3. The 1,3-dipolar compound of claim 1 , wherein R is an aliphatic group.
4. The 1,3-dipolar compound of claim 1 , wherein R is an alkyl group which contains from 1 to 12 carbon atoms.
5. The 1,3-dipolar compound of claim 1 , wherein R is a methyl.
6. The 1,3-dipolar compound of claim 1 , wherein four of the five symbols R 1 to R 5 , which are identical or different, are each an aliphatic group or an aromatic group.
7. The 1,3-dipolar compound of claim 1 , wherein R 1 , R 3 and R 5 are each an alkyl group of 1 to 6 carbon atoms.
8. The 1,3-dipolar compound of claim 1 , wherein R 1 , R 3 and R 5 are each a methyl or ethyl.
9. The 1,3-dipolar compound of claim 1 , wherein the 1,3-dipolar compound is 2,4,6-trimethyl-3-((2-methyl-1H-imidazol-1-yl)methyl)benzonitrile oxide or 2,4,6-triethyl-3-((2-methyl-1H-imidazol-1-yl)methyl)benzonitrile oxide.