Vinyl monomer, support matrix and its preparation
View Patent ↗A vinyl monomer of the structure R—B—Ar(—CH═CH 2 ) n (1) in which Ar is an aromatic ring (arylene group); n is an integer >0, in particular one or two; B is a bridge structure; R is a (C 2-30 )-hydrocarbon group carrying two or more protected or unprotected hydroxy groups. The monomer is characterized in that B comprises a chain of atoms linking R to Ar and consisting of 1–10 atoms selected from carbons and the heteroatoms ether oxygen, thioether sulphur or amino nitrogen, with the proviso that the terminal atom in B which is attached to R is one of the heteroatoms. A method for producing a polymer support matrix in which the vinylmonomer is one of the monomeric units. The support matrix as such is also claimed. The preferred method for producing the support matrices involves suspension polymerisation, the preferred form of matrix is beads. The matrix is cross-linked
1. In a method for producing a support matrix by copolymerising one or more monomers having one vinyl group (monomer I) with one or more vinyl monomers having two or more vinyl groups (monomer II), the improvement comprising adding a vinyl monomer (monomer III) having the formula:
R′—B′—Ar(—CH═CH 2 ) n (3)
in which
Ar is an aromatic ring (arylene group);
n is an integer >0;
B′ is a bridge structure selected from a single bond and bivalent groups comprising a chain of atoms linking R′ to Ar and consisting of 1–10 atoms, selected from carbons and the heteroatoms: ether oxygen, thioether sulphur or amino nitrogen, with the proviso that the terminal atom in B′ which is attached to R′ is one of the heteroatoms;
R′ is a (C 2-30 )-hydrocarbon group carrying two or more protected hydroxy groups; and
copolymerizing the monomers.
2. The method of claim 1 , wherein the hydroxy groups of monomer III are protected by groups rendering monomer III insoluble in water and the copolymerisation is run as a suspension polymerisation.
3. The method of claim 1 , wherein the copolymerisation is run under conditions resulting in beads.
4. The method of claim 1 , wherein the mixture of vinyl monomers includes a porogen.
5. The method of claim 1 , wherein the vinyl monomers are selected among acryl, methacryl monomers and vinyl benzene monomers.
6. The method of claim 1 , further comprising deprotecting protected hydroxy groups subsequent to the copolymerisation step.
7. A support matrix comprising a hydrocarbon-backbone having the repeating unit —CH 2 CH 2 —, having
(A) a plurality of inter- and/or intrachainly cross-linking bridges substituting hydrogens in the backbone and
(B) a plurality of identical or different groups of the structure
R′—B′—Ar— (4)
substituting a respective hydrogen in the backbone, wherein
Ar is an aromatic ring (arylene group);
B′ is a bridge structure selected from a single bond and bivalent groups comprising a chain of atoms linking R′ to Ar and consisting of 1–10 atoms, selected from carbons and the heteroatoms: ether oxygen, thioether sulphur or amino nitrogen, with the proviso that the terminal atom in B′ which is attached to R′ is one of the heteroatoms; and
R′ is a (C 2-30 )-hydrocarbon group carrying two or more protected hydroxy groups.
8. The support matrix of claim 7 , wherein the support matrix is in the form of a monolithic plug or particles.
9. The support matrix of claim 7 , wherein the support matrix is in the form of beads.
10. The support matrix of claim 7 , wherein the support matrix is porous.
11. The support matrix of claim 7 , further including plurality of R″ groups each of which
(a) substituting a respective hydrogen in the hydrocarbon backbone and
(b) comprising a group —A—X in which
X is a member of an affinity pair mediating affinity binding of the other member of the pair; and
A is an inert bridge structure.