# US 6,217,603 B1 · Methods of applying monomeric compositions effective as wound closure devices

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 6,217,603 B1
- Document ID: US6217603B1
- Status: Granted
- Kind: B1
- Application number: 08/920,876
- Filed: 1997-08-29
- Granted: 2001-04-17
- Earliest claimed: 1997-08-29
- Assignees: Closure Medical Corporation
- Inventors: Jeffrey G. Clark; Jeffrey C. Leung
- Web page: https://patentgrep.com/patent/US6217603B1

## CPC

- A61L 24/0021: {Plasticisers}
- A61L 24/06: obtained by reactions only involving carbon-to-carbon unsaturated bonds {(A61L24/043, A61L24/046 take precedence)}
- Y10T 428/3192: Next to vinyl or vinylidene chloride polymer
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A method of joining together in vivo living tissue surfaces includes (a) holding together at least two tissue surfaces to form abutted tissue surfaces, (b) applying across the abutted tissue surfaces an excessive amount of an adhesive composition comprising at least one monomer that forms a medically acceptable polymer with an applicator having a porous applicator tip; and (c) maintaining the tissue surfaces in contact in vivo until the composition polymerizes to form a thick film of polymerized composition on the abutted tissue surface.

## Claims

### Claim 1

A method of joining together surfaces, comprising:
(a) holding together at least two surfaces to form abutted surfaces,
(b) applying across said abutted surfaces an adhesive composition that is uniformly distributed comprising at least one monomer that forms a polymer with an applicator having a porous applicator tip; and
(c) maintaining said abutted surfaces in contact until said composition polymerizes to form a film of polymerized composition across said abutted surfaces.

### Claim 2 (depends on 1)

The method according to claim 1, wherein said surfaces are living tissue surfaces and said monomer forms a biocompatible polymer.

### Claim 3 (depends on 2)

The method according to claim 2, wherein said applicator tip has an average pore size of about 1 μm to about 500 μm.

### Claim 4 (depends on 2)

The method according to claim 2, wherein said applicator tip has an average pore size of about 1-140 μm and said composition has a viscosity of about 7 cPs at 25° C.

### Claim 5 (depends on 2)

The method according to claim 2, wherein said applicator tip has a porosity of not more than 80 percent.

### Claim 6 (depends on 2)

A method according to claim 2, wherein said adhesive composition comprises:
at least one monomer, which forms a biocompatible polymer;
at least one plasticizing agent present in the composition in an amount of from 0.5 wt. % to 16 wt. % of the composition; and
at least one acidic stabilizing agent having a pKa ionization constant of from about 0 to about 7.

### Claim 7 (depends on 2)

A method according to claim 2, wherein more than one application of said adhesive composition is provided across said abutted tissue surfaces.

### Claim 8 (depends on 7)

A method according to claim 7, wherein said adhesive composition applied across said abutted tissue surfaces is allowed to at least partially polymerize prior to subsequent applications of said adhesive composition.

### Claim 9 (depends on 7)

A method according to claim 7, wherein an adhesive composition having a monomer different from the monomer of a previous coating is applied as a subsequent coating.

### Claim 10 (depends on 2)

A method according to claim 2, wherein said adhesive composition polymerizes to form a flexible bridge across said abutted tissue surfaces.

### Claim 11 (depends on 2)

A method according to claim 2, wherein said film has a thickness of 0.1 mm to 3.0 mm.

### Claim 12

A film formed across abutted tissue surfaces made by a method comprising:
(a) holding together at least two living tissue surfaces to form abutted surfaces,
(b) applying across said abutted surfaces an adhesive composition that is uniformly distributed, comprising at least one monomer that forms a biocompatible polymer, with an applicator having a porous applicator tip; and
(c) maintaining said abutted surfaces in contact until said composition polymerizes to form a film of polymerized composition across said abutted surfaces.

### Claim 13 (depends on 2)

The method according to claim 2, wherein said applicator tip has at least one member selected from the group consisting of a polymerization initiator, a polymerization rate modifier, a cross-linking initiator and a cross-linking rate modifier for said adhesive composition disposed at least one of thereon and therein.

### Claim 14 (depends on 1)

The method according to claim 1, wherein said applicator tip is integral with said applicator.

### Claim 15 (depends on 1)

The method according to claim 1, wherein said applicator is selected from the group consisting of a syringe, a flexible cylinder, a tube, a pipette and an eyedropper.

### Claim 16 (depends on 2)

The method according to claim 2, wherein said at least one monomer is located in said applicator in a non-contacting relationship with said porous applicator tip prior to dispensing said adhesive.

### Claim 17 (depends on 2)

The method according to claim 2, wherein said applying step comprises:
applying pressure to express said composition to an end or part way to an end of said applicator tip;
releasing pressure to draw said composition back into said applicator; and
subsequently reapplying pressure to express said composition through said applicator tip in a continuous motion.

### Claim 18

A method of forming a biocompatible film across abutted tissue surfaces, comprising
(a) holding together at least two tissue surfaces to form abutted tissue surfaces,
(b) applying across said abutted tissue surfaces an adhesive biocompatible monomer composition with an applicator having a porous applicator tip, and
(c) allowing said composition to polymerize and form a biocompatible film across said abutted tissue surfaces having an in vivo film strength of at least 70 mmHg of pressure required to induce wound failure.

### Claim 19 (depends on 18)

A method according to claim 18, wherein said in vivo film strength is at least 90 mmHg of pressure required to induce wound failure.

### Claim 20 (depends on 18)

A method according to claim 18, wherein said in vivo film strength is at least 100 mmHg of pressure required to induce wound failure.

### Claim 21

A device for dispensing a polymerizable or cross-linkable monomer material from an applicator, comprising a porous applicator tip with an average pore size of about 1 μm to about 500 μm.

### Claim 22 (depends on 2)

The method according to claim 2, wherein said applicator tip has an average pore size of about 1-20 μm.

### Claim 23

A device for dispensing a polymerizable or cross-linkable monomer material composition, comprising an applicator containing said composition and having a porous applicator tip with an average pore size of about 1 μm to about 500 μm.

### Claim 24 (depends on 23)

A device according to claim 23, wherein said applicator tip has an average pore size of about 20 to about 140 μm and said monomer material composition has a viscosity of about 7 to about 250 cPs at 25° C.

### Claim 25 (depends on 23)

A device according to claim 23, wherein said applicator tip has an average pore size of about 1-20 μm.

### Claim 26 (depends on 23)

A device according to claim 23, wherein said applicator tip has a porosity of less than or equal to 80 percent.

### Claim 27 (depends on 23)

A device according to claim 23, wherein said applicator tip has disposed thereon or therein a polymerization or cross-linking initiator or rate modifier for said composition.

### Claim 28 (depends on 23)

A device according to claim 23, wherein said composition comprises an adhesive composition, comprised of at least one monomer that forms a medically acceptable polymer; at least one plasticizing agent present in the composition in an amount of from 0.5 wt. % to 16 wt. % of the composition; and at least one acidic stabilizing agent having a pKa ionization constant of from about 0 to about 7.

### Claim 29 (depends on 2)

A method according to claim 2, wherein said film has a thickness of at least 0.2 mm.

### Claim 30 (depends on 2)

A method according to claim 2, wherein said film has a thickness of at least 0.4 mm.
