# US 11,027,040 B2 · Method for manufacturing a porous film, porous film and method for tissue adhesion

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- Number: US 11,027,040 B2
- Document ID: US11027040B2
- Status: Granted
- Kind: B2
- Application number: 15/855,694
- Filed: 2017-12-27
- Published: 2018-07-05
- Granted: 2021-06-08
- Earliest claimed: 2016-12-29
- Assignees: Industrial Technology Research Institute
- Applicants: Industrial Technology Research Institute
- Inventors: Hsin-Hsin Shen; Ming-Chia Yang; Chia-Chi Ho; Fang-Jie Jang; Che-Yu Ou; Chi-Hsiang Liao; Brian Hsu; Tai-Horng Young
- Web page: https://patentgrep.com/patent/US11027040B2

## CPC

- A61L 24/0036: {Porous materials, e.g. foams or sponges}
- A61L 24/0015: {Medicaments; Biocides}
- A61L 24/0042: {Materials resorbable by the body}
- A61L 24/0089: {containing inorganic fillers not covered by groups A61L24/0078 or A61L24/0084}
- A61L 24/043: {Mixtures of macromolecular materials}
- A61L 2300/216: with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups
- 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)

## Abstract

The present disclosure provides a method for manufacturing a porous film, including: preparing a polymer mixture solution, wherein the polymer mixture solution includes polycaprolactone and at least one hydrophobic polymer; adding solid particles as a dispersing agent to the polymer mixture solution and mixing the solid particles with the polymer mixture solution, wherein the amount of solid particles added is enough to convert the polymer mixture solution into a solid mixture; drying the solid mixture to form a film; and washing the film with a washing fluid to remove the solid particles from the film to form the porous film, wherein the weight ratio of the polycaprolactone to the at least one hydrophobic polymer is about 1:0.1-10, and wherein the weight ratio of the polycaprolactone and the at least one hydrophobic polymer to the solid particles is about 1:0.01-250.

## Claims

### Claim 1

A method for manufacturing a non-fibrous porous film, comprising:
preparing a polymer mixture solution, wherein the polymer mixture solution comprises:
polycaprolactone (PCL); and
at least one hydrophobic polymer, which is selected from a group consisting of poly lactic acid (PLA), poly(lactic-co-glycolic acid (PLGA), poly(glycolic acid) (PGA), polyhydroxybutyrate (PHB), polydioxanone (PDS), poly(propylene fumarate) (PPF), polyanhydrides, polyacetals, poly(ortho esters), poly carbonates, polyurethanes, polyphosphazenes and polyphosphoester, wherein the molecular weight of the at least one hydrophobic polymer is about 10K-800K;
adding solid particles as a dispersing agent to the polymer mixture solution and mixing the solid particles with the polymer mixture solution, wherein the amount of solid particles added is enough to convert the polymer mixture solution into a solid mixture, wherein the particle size of the solid particles is about 50-250 μm;
drying the solid mixture to form a film; and
washing the film with a washing fluid to remove the solid particles from the film to form a porous film,
wherein the weight ratio of the polycaprolactone to the at least one hydrophobic polymer is about 1:0.1 to 1:10, and wherein the weight ratio of the polycaprolactone and the at least one hydrophobic polymer to solid particles is about 1:0.01 to 1:250, and
wherein the real density of the porous film is 1.5-5.0×103 g/cm2.

### Claim 2 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the porosity of the porous film is 80-99%, and the roughness of the porous film is 10-500 μm.

### Claim 3 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the thickness of the porous film is 10-1000 μm.

### Claim 4 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein a method for preparing the polymer mixture solution comprises:
dissolving the polycaprolactone in a first solvent to form a first solution, and dissolving the at least one hydrophobic polymer in a second solvent to form a second solution, wherein the first solvent and the second solvent are the same or different; and
mixing the first solution with the second solution to form the polymer mixture solution.

### Claim 5 (depends on 4)

The method for manufacturing a porous film as claimed in claim 4, wherein the first solvent comprises dichloromethane, chloroform or acetone, and the second solvent comprises dichloromethane, chloroform or acetone.

### Claim 6 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein a method for preparing the polymer mixture solution comprises:
dissolving the polycaprolactone and the at least one hydrophobic polymer in a solvent to form the polymer mixture solution.

### Claim 7 (depends on 6)

The method for manufacturing a porous film as claimed in claim 6, wherein the solvent comprises dichloromethane, chloroform or acetone.

### Claim 8 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the solid particles comprise chloride particles, oxide particles, hydroxide particles, fluoride particles, nitrate particles, sulfate particles, nitrite particles, ammonium salt, phosphate particles, silicate particles, carbonate particles or oxalate particles.

### Claim 9 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the solid particles are sodium chloride particles.

### Claim 10 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the at least one hydrophobic polymer is poly(lactic-co-glycolic acid).

### Claim 11 (depends on 10)

The method for manufacturing a porous film as claimed in claim 10, wherein the molecular weight of the poly(lactic-co-glycolic acid) is about 10K-240K.

### Claim 12 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the at least one hydrophobic polymer is poly(lactic-co-glycolic acid), and the solid particles are sodium chloride particles.

### Claim 13 (depends on 12)

The method for manufacturing a porous film as claimed in claim 12, wherein the molecular weight of the poly(lactic-co-glycolic acid) is about 10K-240K, and the particle size of the sodium chloride particles is about 50-250 μm.

### Claim 14 (depends on 12)

The method for manufacturing a porous film as claimed in claim 12, wherein a method for preparing the polymer mixture solution comprises:
dissolving the polycaprolactone in a first solvent to form a first solution, and dissolving the poly(lactic-co-glycolic acid) in a second solvent to form a second solution, wherein the first solvent and the second solvent are the same; and
mixing the first solution with the second solution to form the polymer mixture solution.

### Claim 15 (depends on 14)

The method for manufacturing a porous film as claimed in claim 14, wherein the weight ratio of the polycaprolactone to the poly(lactic-co-glycolic acid) is about 1:0.1 to 1:10, and the weight ratio of the polycaprolactone and the poly(lactic-co-glycolic acid) to the sodium chloride particles is about 1:0.01 to 1:200.

### Claim 16 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the washing fluid comprises water, hydrochloric acid, acetic acid, phosphoric acid or peroxy acid.

### Claim 17 (depends on 1)

The method for manufacturing a porous film as claimed in claim 1, wherein the polymer mixture solution further comprises at least one hydrophobic drug, wherein the weight ratio of the polycaprolactone, the at least one hydrophobic polymer and the at least one hydrophobic drug to solid particles is about 1:0.5 to 1:10.

### Claim 18 (depends on 17)

The method for manufacturing a porous film as claimed in claim 17, wherein the weight ratio of the polycaprolactone to the at least one hydrophobic drug is about 1:0.05 to 1:5.

### Claim 19 (depends on 17)

The method for manufacturing a porous film as claimed in claim 17, wherein the molecular weight of the at least one hydrophobic drug is about 50K-100K.

### Claim 20 (depends on 17)

The method for manufacturing a porous film as claimed in claim 17, wherein the at least one hydrophobic drug comprises citral, nitrogen mustard, cisplatin, paclitaxel or a combination thereof.

### Claim 21 (depends on 17)

The method for manufacturing a porous film as claimed in claim 17, wherein a method for preparing the polymer mixture solution comprises:
dissolving the polycaprolactone in a first solvent to form a first solution, and dissolving the at least one hydrophobic polymer and the at least one hydrophobic drug in a second solvent to form a second solution, wherein the first solvent and the second solvent are the same or different; and
mixing the first solution with the second solution to form the polymer mixture solution.

### Claim 22 (depends on 21)

The method for manufacturing a porous film as claimed in claim 21, wherein the first solvent comprises dichloromethane, chloroform or acetone, and the second solvent comprises dichloromethane, chloroform or acetone.

### Claim 23 (depends on 17)

The method for manufacturing a porous film as claimed in claim 17, wherein the at least one hydrophobic polymer is poly(lactic-co-glycolic acid), the at least one hydrophobic drug is citral, and the solid particles are sodium chloride particles.
