# US 12,180,616 B2 · Thermally and dimensionally stabilized electrospun compositions and methods of making same

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- Number: US 12,180,616 B2
- Document ID: US12180616B2
- Status: Granted
- Kind: B2
- Application number: 16/411,279
- Filed: 2019-05-14
- Published: 2019-10-31
- Granted: 2024-12-31
- Earliest claimed: 2014-01-30
- Assignees: Poly-Med, Inc.
- Applicants: Poly-Med, Inc.
- Inventors: Michael Scott Taylor; Seth Dylan McCullen
- Web page: https://patentgrep.com/patent/US12180616B2

## CPC

- D01F 6/84: from copolyesters
- D01D 1/02: Preparation of spinning solutions
- D01D 5/003: {the material being a polymer solution or dispersion (D01D5/0053 takes precedence)}
- D01F 6/625: {derived from hydroxy-carboxylic acids, e.g. lactones}
- D04H 1/435: Polyesters
- D04H 1/728: by electro-spinning {(electro-spinning methods and apparatus D01D5/0007)}
- D10B 2331/041: derived from hydroxy-carboxylic acids, e.g. lactones
- D10B 2331/06: polyethers
- D10B 2509/00: Medical; Hygiene
- Y10T 428/249921: Web or sheet containing structurally defined element or component
- D01F: CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01D: MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D04H: MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL (weaving D03; knitting D04B; braiding D04C; net-making D04G; sewing D05B; tufting D05C; finishing non-woven fabrics D06); FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING {; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION}(non-woven fabrics having an intermediate or external layer of a different kind, e.g. of woven fabric, B32B)
- D10B: INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Thermally stable absorbable fiber populations, i.e. fiber populations that do not undergo thermally induced crystallization, can be intermixed with thermally unstable fibers to yield a stabilizing effect without altering morphological properties of a fiber system. Via this, one may minimize thermally induced shrinkage and maintain physical properties of electrospun materials in the as-formed state.

## Claims

### Claim 1

A thermally stable electrospun material comprising:
a first population of fibers, the first population of fibers being thermally unstable fibers;
a second population of fibers, the second population of fibers being thermally stable fibers;
wherein the first population of fibers and the second population of fibers are independent from each other;
wherein the first population of fibers and the second population of fibers are co-mingled and distributed throughout the thermally stable electrospun material in a form of a fibrous mat with randomly oriented fibers;
wherein the thermally unstable fibers are present in the thermally stable electrospun material in an amount of 49% by weight or higher;
wherein the thermally stable fibers are present in the thermally stable electrospun material in an amount of from 13 to 49% by weight;
wherein the thermally stable electrospun material exhibits limited macroscopic changes in physical and mechanical properties at a temperature of about 50° C.; and
wherein the thermally stable electrospun material is dimensionally stable at a temperature of about 50° C.

### Claim 2 (depends on 1)

The thermally stable electrospun material of claim 1, wherein the thermally stable fibers comprise a bioabsorbable polyether-ester.

### Claim 3 (depends on 2)

The thermally stable electrospun material of claim 2, wherein the bioabsorbable polyether-ester comprises poly(para-dioxanone).

### Claim 4 (depends on 1)

The thermally stable electrospun material of claim 1, wherein the thermally unstable fibers comprise a bioabsorbable polyester.

### Claim 5 (depends on 4)

The thermally stable electrospun material of claim 4, wherein the bioabsorbable polyester is a copolymer derived from cyclic monomers selected from the group consisting of glycolide, L-lactide, E-caprolactone, para-dioxanone, trimethylene carbonate, and mixtures thereof.

### Claim 6 (depends on 5)

The thermally stable electrospun material of claim 5, wherein the bioabsorbable polyester is a copolymer of glycolide and L-lactide.

### Claim 7 (depends on 6)

The thermally stable electrospun material of claim 6, wherein the copolymer of glycolide and lactide has a monomer ratio of glycolide from 80 to 95 and lactide from 20 to 5.

### Claim 8

A multiple fiber population electrospun fabric in a form of a fibrous mat with randomly oriented fibers comprising:
a first population of fibers, the first population of fibers being a thermally stable polyether-ester comprising from 13 to 49% by weight of a thermally stable electrospun material;
a second population of fibers, the second population of fibers being a thermally unstable bioabsorbable polyester;
wherein the first population of fibers and the second population of fibers are dispersed throughout a three-dimensional structure of the multiple fiber population electrospun fabric; and
wherein the multiple fiber population electrospun fabric is dimensionally stable at a temperature of about 50° C.

### Claim 9 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the thermally stable polyether-ester comprises poly(para-dioxanone).

### Claim 10 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the thermally unstable bioabsorbable polyester comprises a poly(L-lactide-coglycolide) copolymer.

### Claim 11 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the thermally unstable bioabsorbable polyester is a copolymer derived from cyclic monomers selected from the group consisting of glycolide, L-lactide, E-caprolactone, para-dioxanone, trimethylene carbonate, and mixtures thereof.

### Claim 12 (depends on 1)

The thermally stable electrospun material of claim 1, wherein the thermally unstable fibers are present in an amount of from 49 to 85% by weight and the thermally stable fibers are present in an amount of from 15 to 49% by weight.

### Claim 13 (depends on 1)

The thermally stable electrospun material of claim 1, wherein the thermally unstable fibers are present in an amount of from 80 to 85% by weight and the thermally stable fibers are present in an amount of from 15 to 20% by weight.

### Claim 14 (depends on 1)

The thermally stable electrospun material of claim 1, wherein the thermally unstable fibers are present in an amount of from 60 to 80% by weight and the thermally stable fibers are present in an amount of from 20 to 40% by weight.

### Claim 15 (depends on 1)

The thermally stable electrospun material of claim 1, wherein the thermally unstable fibers are present in an amount of from 65 to 70% by weight and the thermally stable fibers are present in an amount of from 30 to 35% by weight.

### Claim 16 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the second population of fibers are present in an amount of from 49 to 85% by weight and the first population of fibers are present in an amount of from 15 to 49% by weight.

### Claim 17 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the second population of fibers are present in an amount of from 80 to 85% by weight and the first population of fibers are present in an amount of from 15 to 20% by weight.

### Claim 18 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the second population of fibers are present in an amount of from 60 to 80% by weight and the first population of fibers are present in an amount of from 20 to 40% by weight.

### Claim 19 (depends on 8)

The multiple fiber population electrospun fabric of claim 8, wherein the second population of fibers are present in an amount of from 65 to 70% by weight and the first population of fibers are present in an amount of from 30 to 35% by weight.
