Functional monomers for molecular recognition and catalysis

• US 20030166798A1
• Filed: 11/25/2002
• Published: 09/04/2003
• Est. Priority Date: 01/28/2000
• Status: Active Grant

• Current Assignee: Mip Technologies AB
• Original Assignee: Mip Technologies AB
• Inventors: Chenon, Karine, Sellergren, Borje, Hall, Andrew, Karmalkar, Rohini
• Granted Patent: US 6,870,021 B2
• Time in Patent Office: Days
• US Class Current: 525/540
• CPC Class Codes: C07B 57/00 Separation of optically-active compounds
• CPC Class Codes: C07C 257/12 having carbon atoms of amidino groups bound to hydrogen atoms
• CPC Class Codes: C07C 275/28 having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
• CPC Class Codes: C07D 213/73 Unsubstituted amino or imino radicals
• CPC Class Codes: C07D 213/75 Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 473/16 two nitrogen atoms
• CPC Class Codes: C07D 473/34 attached in position 6, e.g. adenine
• CPC Class Codes: C07D 475/08 with a nitrogen atom directly attached in position 2
• CPC Class Codes: C07F 9/224 Phosphorus triamides
• CPC Class Codes: C08F 267/00 Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated polycarboxylic acids or derivatives thereof as defined in group C08F22/00
• CPC Class Codes: C08F 273/00 Macromolecular compounds obtained by polymerising monomers on to polymers of sulfur-containing monomers as defined in group C08F28/00
• CPC Class Codes: C08F 275/00 Macromolecular compounds obtained by polymerising monomers on to polymers of monomers containing phosphorus, selenium, tellurium or a metal as defined in group C08F30/00
• CPC Class Codes: C08F 289/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
• CPC Class Codes: C08F 290/06 Polymers provided for in subclass C08G
• CPC Class Codes: C08F 291/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00

Abstract

The present invention refers to new classes of polymerisable monomers, to molecularly imprinted polymers obtainable by polymerisation of at least one of the monomers and a crosslinking monomer in the presence of a template molecule. The obtained polymers may be used for separation of enantiomers, diastereomers of the template molecule, and also for separation of the template molecule or template molecule analogues from structurally related compounds.

Claims

1. A polymerisable functional monomer, wherein said monomer is a strong hydrogen bond donating monomer that is unable to function as a hydrogen bond acceptor, preferably a N,N′

-disubstituted phenyl urea monomer of the formula

2. A molecularly imprinted polymer obtainable by polymerisation of a monomer according to claims 1 and a cross-linking monomer in the presence of a template molecule.

3. A polymer according to claim 2, wherein the template molecule is selected from the group consisting of a nucleotide or oligonucleotide, a polyelectrolyte such as a polysulfonic or polycarboxylic or mixed polysulfonic/polycarboxylic acid, a carboxylic acid, a phosphonic acid, a phosphoric or phosphinic acid, a sulfuric, sulfonic, sulfinic acid, an alcohol, an imide, a thiol, a ketone, an amide, a sulfonamide, a phosphonamide, a hydantoin, a barbiturate, an ether, a polyaromatic hydrocarbon, a phosphonate, an aldehyde.

4. Use of a polymer according to claim 2 or 3, for separation of enantiomers, diastereomers of the template molecule.

5. Use of a polymer according to claim 2 or 3, for separation of the template molecule or template molecule analogues from structurally related compounds.

6. Use of a polymer according to claim 2 or 3, for catalysing chemical reactions such as esterolysis, amidolysis, ester synthesis or amide synthesis.