# US 9,039,979 B2 · Apparatus and method of reacting polymers passing through metal ion chelated resin matrix to produce injectable medical devices

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- Number: US 9,039,979 B2
- Document ID: US9039979B2
- Status: Granted
- Kind: B2
- Application number: 13/202,348
- Filed: 2010-02-22
- Published: 2012-02-09
- Granted: 2015-05-26
- Earliest claimed: 2009-02-21
- Assignees: Sofradim Production
- Applicants: Sébastien Ladet; Philippe Gravagna
- Inventors: Sébastien Ladet; Philippe Gravagna
- Web page: https://patentgrep.com/patent/US9039979B2

## CPC

- B01J 19/18: Stationary reactors having moving elements inside (B01J19/08, B01J19/26 take precedence)
- A61B 17/00491: {Surgical glue applicators}
- B01F 25/43141: {composed of consecutive sections of helical formed elements}
- B01F 25/451: characterised by means for moving the materials to be mixed or the mixture
- B01F 25/4521: {the components being pressed through orifices in elements, e.g. flat plates or cylinders, which obstruct the whole diameter of the tube}
- B01F 33/5011: {portable during use, e.g. hand-held}
- B01F 33/50112: {of the syringe or cartridge type}
- B01J 14/005: {in the presence of catalytically active bodies, e.g. porous plates}
- B01J 19/0053: {Details of the reactor}
- B01J 19/0066: {Stirrers (mixing per se B01F)}
- C08G 63/66: Polyesters containing oxygen in the form of ether groups (C08G63/42, C08G63/58 take precedence)
- A61B 2017/00495: {for two-component glue}
- B01J 23/72: Copper
- B01J 2219/00761: Details of the reactor
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- A61B: DIAGNOSIS; SURGERY; IDENTIFICATION (usefulness limited to only animals A61D)
- B01F: MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING (mixing paints B44D3/06)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

The present disclosure relates to an apparatus and process for forming medical devices from an injectable composition. The apparatus includes a supply assembly configured to maintain and selective dispense a first precursor and a second precursor, a mixing assembly configured to mix the first and second precursors, and at least one catalyzing element including a transition metal ion to aid in the polymerization of the first and second precursors. The process includes dispensing a volume of the first precursor and a volume of the second precursor into a mixing assembly and mixing the first and second precursors. The first and second precursors each possess a core and at least one functional group known to have click reactivity with each other. The mixed precursors are contacted with a transition metal catalyst to produce a flowable composition for use as a medical device.

## Claims

### Claim 1

A process of forming an injectable medical device comprising:
dispensing a volume of a first precursor and a volume of a second precursor into a mixing assembly including at least one mixing element, the first precursor including a first core and at least one azide group and the second precursor including a second core and at least one alkyne group;
mixing the first and second precursors within the mixing assembly via the at least one mixing element wherein the mixing element further includes a transition metal ion chelating resin coating to catalyze a reaction between the at least one azide group and the at least one alkyne group to produce an injectable composition for use as an implantable medical device, wherein the mixing element is selected from the group consisting of a helical member, multiple planar blades, and multiple curved blades.

### Claim 2 (depends on 1)

The process according to claim 1, wherein the first precursor and optionally the second precursor comprises a polyol core.

### Claim 3 (depends on 2)

The process according to claim 2, wherein the polyol is selected from the group consisting of polyethers, polyesters, polyether-esters, polyalkanols, and combinations thereof.

### Claim 4 (depends on 2)

The process according to claim 2, wherein the polyol core comprises a bioabsorbable material.

### Claim 5 (depends on 1)

The process according to claim 1, wherein the transition metal catalyst is selected from copper, zinc, iron, aluminum, magnesium, and alloys thereof.

### Claim 6 (depends on 1)

A medical device formed in accordance with the process of claim 1, selected from the group consisting of wound closure devices, sealants, tissue-bulking devices, and adhesion barriers.

### Claim 7 (depends on 1)

The process according to claim 1, wherein the mixing element includes a plurality of openings to permit the flow of the first and second precursors therethrough.

### Claim 8 (depends on 1)

The process according to claim 1, wherein the mixing element is a single helical screw.

### Claim 9 (depends on 1)

The process of claim 1, wherein the transition metal ion chelating resin coating covers all of the mixing element.

### Claim 10

A process of forming an injectable medical device comprising:
dispensing a volume of a first precursor and a volume of a second precursor into a mixing assembly including at least one mixing element, the first precursor including a first core and at least one alkyne group and the second precursor including a second core and at least one azide group;
mixing the first and second precursors within the mixing assembly via the at least one mixing element wherein the mixing element further includes a transition metal ion chelating resin coating to catalyze a reaction between the at least one alkyne group and the at least one azide group to produce an injectable composition for use as an implantable medical device, wherein the mixing element is selected from the group consisting of a helical member, multiple planar blades, and multiple curved blades.

### Claim 11 (depends on 10)

The process according to claim 10, wherein the first precursor and optionally the second precursor comprises a polyol core.

### Claim 12 (depends on 11)

The process according to claim 11, wherein the polyol is selected from the group consisting of polyethers, polyesters, polyether-esters, polyalkanols, and combinations thereof.

### Claim 13 (depends on 11)

The process according to claim 11, wherein the polyol core comprises a bioabsorbable material.

### Claim 14 (depends on 10)

The process according to claim 10, wherein the transition metal catalyst is selected from copper, zinc, iron, aluminum, magnesium, and alloys thereof.

### Claim 15 (depends on 10)

A medical device formed in accordance with the process of claim 10, selected from the group consisting of wound closure devices, sealants, tissue-bulking devices, and adhesion barriers.

### Claim 16 (depends on 10)

The process according to claim 10, wherein the mixing element includes a plurality of openings to permit the flow of the first and second precursors therethrough.

### Claim 17 (depends on 10)

The process according to claim 10, wherein the mixing element is a single helical screw.

### Claim 18 (depends on 10)

The process of claim 10, wherein the transition metal ion chelating resin coating covers all of the mixing element.
