Chromatographic separation material

1. A chromatographic separation material comprising:

a cross-linked, organic polymer particle, wherein the cross-linked organic polymer particle is a styrene-based cross-linked polymer and/or a (meth)acrylic-based polymer, and the weight of the cross-linking monomer is more than 10% of the total weight monomers; and

a cyclofructan compound of Formula (I):

wherein:

n is 1-3;

each L is, independently,

OR,

CR 3 ,

NR 2 R,

O—C(═O)—R,

O—C(═O)—NR 2 —R,

NR 3 C(═O)—NR 2 R, or

substituted with R;

each R is, independently,

H,

(C 1 -C 20 )alkyl group optionally substituted with 1-3 R 1 ,

(C 3 -C 20 )cycloalkyl group optionally substituted with 1-3 R 1 ,

(C 5 -C 50 )aryl group optionally substituted with 1-3 R 1 ,

heteroaryl group optionally substituted with 1-3 R 1 ,

(C 1 -C 20 )alkoxy (C 1 -C 20 )alkyl group,

H 2 C═CH—(when L is O—C(═O)—R),

H 2 C═C(CH 3 )—(when L is O—C(═O)—R),

alkylenyl-N═C═O;

arylenyl-N═C═O;

—SO 2 R 5 (when L is OR),

═SO 3 (when L is OR),

(C 5 -C 50 )aryl(C 1 -C 20 ) alkyl group optionally substituted with 1-3 R 1 , or saccharide residue lacking a hydroxy group (when L is OR), or a covalent bond to cross-linked organic polymer;

R 1 is, independently, (C 1 -C 10 )alkyl group optionally substituted with 1-3 R 6 , halo group, hydroxy group, —NR 3 R 4 , —COOR 2 , —COR 2 , nitro group, trihaloalkyl group, or —Si(OR 2 ) 3 ;

R 2 is, independently, H or (C 1 -C 10 )alkyl group;

R 3 is, independently, H or (C 1 -C 10 )alkyl group;

R 4 is, independently, H or (C 1 -C 10 )alkyl group;

R 5 is, independently, (C 1 -C 20 )alkyl group optionally substituted with 1-3 R 1 , (C 5 -C 50 )aryl optionally substituted with 1-3 R 1 , or heteroaryl optionally substituted with 1-3 R 1 ;

R 6 is, independently, halo group, hydroxyl group, —NR 3 R 4 , —COOR 2 , —COR 2 , nitro group, trihaloalkyl group or —Si(OR 2 ) 3 ;

wherein at least one R is a covalent bond to the cross-linked organic polymer particle, and

wherein the chromatographic separation material is selected from the group consisting of:

wherein Polymer is the cross-linked organic polymer particle, CF s is the cyclofructan compound of Formula (I) having 6, 7 or 8 fructose moieties, and IP is isopropyl.

2. The chromatographic separation material of claim 1 , wherein the cross-linked organic polymer particle comprises a specific surface area of 10 to 1200 m 2 /g.

3. The chromatographic separation material of claim 1 , wherein the cross-linked organic polymer particle comprises a pore volume of 0.1 to 3.0 ml/g.

4. A method of chromatographic separation comprising:

providing a stationary phase comprising the chromatographic separation material of claim 1 ; and

contacting the stationary phase with a mobile phase comprising an analyte so as to separate the analyte.

5. The method of claim 4 , wherein the stationary phase is provided by packing the stationary phase in a column.

6. The method of claim 5 , wherein the stationary phase fills the inside void of the column.

7. The method of claim 5 , wherein the stationary phase is packed along the inside walls of the column.

8. The method of claim 4 , wherein the mobile phase comprises a solvent and the analyte is carried in the solvent.

9. The method of claim 4 , wherein the analyte comprises an enantiomeric mixture.