Azlactone functional particles incorporated in a membrane formed by solvent phase inversion

• US 5,476,665 A
• Filed: 04/13/1994
• Issued: 12/19/1995
• Est. Priority Date: 04/13/1994
• Status: Expired due to Term

• Current Assignee: 3M Company
• Original Assignee: 3M Company
• Inventors: Dennison, Kathleen A.
• Primary Examiner(s): Kulkosky, Peter F.
• Application Number:
  US08/227,261
• Time in Patent Office: 615 Days
• Field of Search: 424/78.1, 424/78.3, 424/484, 424/486, 424/488, 521/25, 521/27, 514/772.1, 525/206, 523/336
• US Class Current: 424/484
• CPC Class Codes: A61K 47/6955 the form being a plaster, a bandage, a dressing or a patch
• CPC Class Codes: C12N 11/082 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C12N 11/089 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C12N 11/096 Polyesters; Polyamides
• CPC Class Codes: C12N 11/12 Cellulose or derivatives thereof
• CPC Class Codes: G01N 33/54313 the carrier being characterised by its particulate form

Abstract

A composite membrane is provided having covalently azlactone functional particles incorporated in a membrane formed by solvent phase inversion. The azlactone functional 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 membrane is also provided comprising the membrane and derivatized particles dispersed therein. The derivatized particles comprise a direct, covalent reaction product of ligand with the covalently azlactone functional particles. Methods of making and using the composite membranes and adduct composite membranes are also provided.

Claims

1. A composite membrane comprising:

azlactone functional particles incorporated within a membrane formed by solvent phase inversion, wherein said azlactone functional particles survive formation of the membrane to remain directly covalently reactive with ligands, wherein the membrane is a polymer comprising cellulose acetate, a polysulfone, a poly(ethersulfone), poly(vinylidene fluoride), poly(acrylonitrile), poly(vinyl acetate), poly(vinyl chloride), cellulose nitrate, ethylene vinyl acetate, and nylons, or combinations thereof, or a poly(N-vinyl lactam) in combination with at least one of the polymers.

2. The composite membrane according to claim 1, wherein said azlactone functional particles are reacted with said ligands.

3. The composite membrane according to claim 1, wherein said azlactone functional particles comprise azlactone functional groups having the formula:

##STR4## 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.

4. The composite membrane according to claim 3, wherein said azlactone-functional group is contained in a coating on an inorganic particle or is present on surfaces of particles comprising copolymers including said azlactone-functional group.

5. The composite membrane according to claim 4, wherein said azlactone functional particles have a size ranging from about 0.1 to about 1000 micrometers;

wherein said azlactone functional particles are porous; and

wherein said reactive functional group covalently couples ligands.

6. The composite membrane according to claim 5, wherein said ligand is selected from the group consisting of biologically active materials and ionically functional materials.

7. The composite membrane according to claim 6, wherein said biologically active material comprises substances which are biologically, immunochemically, physiologically, or pharmaceutically active, and wherein said biologically active material comprises proteins, peptides, polypeptides, antibodies, antigenic substances, enzymes, cofactors, inhibitors, lectins, hormones, receptors, coagulation factors, amino acids, histones, vitamins, drugs, cell surface markers, or substances which interact with them.

8. A method of forming a composite membrane of claim 1, comprising the steps of:

(a) dissolving polymer useful for the preparation of a membrane in a solvent to form a polymer solution;

(b) dispersing azlactone functional particles in the polymer solution;

(c) forming a membrane from the polymer with azlactone functional particles incorporated therein using solvent phase inversion.

9. The method according to claim 8, wherein said azlactone functional particles are reacted with ligand prior to said dispersing step to form an adduct composite membrane.

10. The method according to claim 8, further comprising the step (d) of reacting said azlactone functional particles with ligand after said forming step to form an adduct composite membrane.