Covalently reactive particles incorporated in a continous porous matrix

• US 5,993,935 A
• Filed: 10/11/1991
• Issued: 11/30/1999
• Est. Priority Date: 10/11/1991
• Status: Expired due to Term

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Hansen, Paul E., Campbell, John C., Walker, Margaret M., Heilmann, Steven M., Krepski, Larry R., Rasmussen, Jerald K., Coleman, Patrick L., Milbrath, Dean S., Hagen, Donald F.
• Primary Examiner(s): Dees, Jose' G.
• Assistant Examiner(s): Shelborne, Kathryne E.
• Application Number:
  US07/776,601
• Time in Patent Office: 2,972 Days
• Field of Search: 428/120, 428/163, 428/216, 428/217, 428/219, 428/223, 264/22, 264/175
• US Class Current: 428/120
• CPC Class Codes: B01J 20/28004 Sorbent size or size distribution, e.g. particle size
• CPC Class Codes: B01J 20/28026 Particles within, immobilised, dispersed, entrapped in or on a matrix, e.g. a resin
• CPC Class Codes: B01J 20/28028 Particles immobilised within fibres or filaments
• CPC Class Codes: B01J 20/28033 Membrane, sheet, cloth, pad, lamellar or mat
• CPC Class Codes: B01J 20/3204 Inorganic carriers, supports or substrates
• CPC Class Codes: B01J 20/3212 consisting of a polymer obtained by reactions otherwise than involving only carbon to carbon unsaturated bonds
• CPC Class Codes: B01J 20/3251 comprising at least two different types of heteroatoms selected from nitrogen, oxygen or sulphur
• CPC Class Codes: B01J 20/3255 comprising a cyclic structure containing at least one of the heteroatoms nitrogen, oxygen or sulfur, e.g. heterocyclic or heteroaromatic structures
• CPC Class Codes: C07K 16/065 Purification, fragmentation
• CPC Class Codes: C12N 11/082 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C12N 11/087 Acrylic polymers
• CPC Class Codes: G01N 33/54313 the carrier being characterised by its particulate form
• CPC Class Codes: Y10T 428/24182 Inward from edge of web or sheet
• CPC Class Codes: Y10T 428/24537 Parallel ribs and/or grooves
• CPC Class Codes: Y10T 428/24975 No layer or component greater than 5 mils thick
• CPC Class Codes: Y10T 428/24983 Hardness
• CPC Class Codes: Y10T 428/249923 Including interlaminar mechanical fastener
• CPC Class Codes: Y10T 428/249939 Two or more layers

Abstract

A composite article is provided having covalently reactive particles incorporated in a continuous, porous matrix. The reactive particles have surfaces of covalently reactive functional groups capable of directly forming covalent chemical bonds with ligands without need for an intermediate activation step. An adduct composite article is also provided comprising a continuous, porous matrix and derivatized particles dispersed therein. The derivatized particles comprise a direct, covalent reaction product of ligand with the covalently reactive particles. Methods of making and using the composite articles and adduct composite articles are also provided. Preferred covalently reactive functional groups are azlactone-functional groups of the formula: ##STR1## wherein: R¹ and R² independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R¹ and R² taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, and

n is an integer 0 or 1.

Claims

1. A composite article comprising:

covalently reactive particles incorporated within a continuous, porous matrix, said reactive particles having surfaces comprising covalently reactive functional groups capable of directly forming covalent chemical bonds with nucleophilic ligands without need for an intermediate activation step.

2. The composite article according to claim 1, wherein said covalently reactive particles are selected from the group consisting of chemically modified inorganic particles and organic polymeric particles.

3. The composite article according to claim 1, wherein said covalently reactive particles are selected from the group consisting of chemically modified agarose, chemically modified silica, copolymers of vinyl acetate, copolymers of acrylamide, copolymers of methacrylamide, and copolymers of methacrylates.

4. The composite article according to claim 1, wherein said covalently reactive functional groups are selected from the group consisting of epoxides, N-hydroxysuccinimide esters, sulfonyl esters, iodoacetyl groups, aldehyde groups, and imidazolyl carbamates.

5. The composite article according to claim 1, wherein said covalently reactive functional group is an azlactone-functional group having the formula:

##STR5## wherein R¹ and R² independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R¹ and R² taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, and

n is an integer 0 or 1.

6. The composite article according to claim 5, wherein said azlactone-functional group is contained in a coating on an inorganic particle.

7. The composite article according to claim 5, wherein said azlactone-functional group is present on surfaces of particles comprising copolymers including said azlactone-functional group.

8. The composite article according to claim 5, wherein said continuous, porous matrix is a web.

9. The composite article according to claim 8, wherein said continuous, porous matrix is a fibrous web.

10. The composite article according to claim 5, wherein said continuous, porous matrix is a microporous membrane.

11. The composite article according to claim 5, wherein said continuous, porous matrix is a microporous fiber.

12. The composite article according to claim 5, wherein said continuous, porous matrix is a nonwoven web having a permeable support fabric laminated to one or both sides of said nonwoven web.

13. The composite article according to claim 5, wherein said continuous, porous matrix is fibrillated polytetrafluoroethylene.

14. The composite article according to claim 5, wherein said covalently reactive particles have a size ranging from about 0.1 to about 1000 micrometers.

15. The composite article according to claim 5, wherein said covalently reactive particles are porous and when dry, have average pore sizes ranging from about 1 to 3000 Angstroms.

16. The composite article according to claim 5, wherein said covalently reactive functional group covalently couples ligands comprising biologically active material while retaining at least some biological activity.