Post-modification of a porous support
View Patent ↗The present invention relates to a method for post-modification of a porous polymeric polysaccharide support comprising one or more unreacted double bonds, which method includes to contact the polymeric support with a liquid phase comprising at least one grafting compound and to initiate a free radical reaction in the mixture obtained, wherein the grafting compound is comprised of a double bond as a reactive group coupled to a linear or cyclic chain of carbon, which optionally comprises one or more heteroatoms. An advantageous grafting compound is a vinyl ether or a hydroxyvinyl ether. The invention also encompasses a polymeric support that has been post-modified by the method according to the invention as well as the use of such a support, e.g. in chromatography.
1. A method for post-modification of a porous polymeric polysaccharide support including one of more unreacted double bonds, said method comprising
(a) contacting the polymeric support with a liquid phase comprising at least one grafting compound;
(b) initiating a free radical in the mixture obtained from step (a) between one or more double bonds on said polymeric support and one or more reactive groups on the grafting compound, and optionally
(c) washing the polymeric support to remove any excess of grafting compound;
wherein at least one grafting compound is represented by the general formula (I) below:
wherein
R=a C 1 to C 30 alkyl chain, optionally substituted with one or more hydroxyl, amine, carbonyl, ether, or oxygen;
R′=H or CH 3 ;
R″=a C 0 to C 30 alkyl chain or oxygen; and
X=O n , wherein n is an integer of 0–1, with the proviso that if R″ is oxygen, then n is 0, and if R″ is an alkyl chain, then n is 1.
2. The method of claim 1 , wherein the porous polymeric polysaccharide support is chemically cross-linked.
3. The method of claim 1 , wherein the reactive double bonds present on the polysaccharide have been provided by treatment thereof with a functional epoxide.
4. The method of claim 1 , wherein the support is comprised of one or more particles.
5. The method of claim 1 , wherein step (b) is performed by adding a free radical initiator in an amount sufficient to polymerise added grafting compound to the polymeric support.
6. The method of claim 1 , wherein in formula (I), R is a C 1 –C 10 alkyl chain, R′ is H, R″ is O and n is the integer 0.
7. The method of claim 1 , wherein in formula (I), R is a C 17 alkyl chain.
8. The method of claim 1 , wherein in formula (I), R is a C 1 –C 10 alkyl chain, R′ is H, R″ is CH 2 and n is the integer 1.
9. The method of claim 1 , wherein at least one grafting compound comprises one or more hydrophilic groups, which method comprises a further step for derivatisation of said hydrophilic group(s).
10. The method of claim 1 , wherein at least one grafting compound comprises one or more functional groups in addition to the reactive double bond, which functional group is available as a ligand on the surface of the so modified support.
11. A process for providing a separation medium with a predetermined hydrophobicity comprising the method of post-modification of claim 1 , wherein at least two grafting compounds of different hydrophobicity are used.
12. The process of claim 11 , wherein a first grafting compound is a hydroxy alkyl vinyl ether and a second grafting compound is a vinyl alkyl ether.
13. The process of claim 11 , wherein a first grafting compound is represented by formula (I) and a second grafting compound is a functional monomer of lower or higher hydrophobicity than the first grafting compounds.