IP Library › Granted Patent US 9,982,127
Granted Patent B2
US 9,982,127 · App. 14/782,094 · Granted May 29, 2018

Composition for the preparation of a nanostructured biodegradable polymeric material, the material obtained and its applications

Inventors: Miriam Gallur Blanca (Paterna, ES); Natalia Ortuño Mansilla (Paterna, ES); Susana Aucejo Romero (Paterna, ES); María Jordá Beneyto (Paterna, ES); Ana Galet Domingo (Paterna, ES); Mercedes Hortal Ramos (Paterna, ES)
Assignee: ITENE, INSTITUTO TECNOLÓGICO DEL EMBALAJE, TRANSPORTE Y LOGÍSTICA
C08L67/04B29C35/16B29C39/003C08J5/18B29K2005/00B29K2035/00B29L2007/00C08J2367/04C08J2467/04C08L2201/06C08L2205/025C08L2205/03
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,982,127
App. No.
14/782,094
Granted
May 29, 2018
Kind
B2
Abstract

The composition comprises a mixture of: i) poly(L-, D-lactide) homopolymer and, optionally, poly(ε-caprolactone) homopolymer, and ii) poly(L-lactide) and poly(ε-caprolactone) diblock copolymer, where said copolymer has a molar mass of the L-lactide block of 20,000 g/mol to 200,000 g/mol and a molar mass of the ε-caprolactone block of 10,000 g/mol to 100,000 g/mol, with the molar ratio between the L-lactide block and the ε-caprolactone block of 2:1. The invention also refers to the nanostructured material obtained from this composition that is characterized by a nanostructure of two mutually self-assembled phases, one phase being formed by a polymeric matrix of poly(L-, D-lactide) units and the other phase by poly(ε-caprolactone) units self-assembled with the matrix and also its use for the manufacture of a plastic article in the form of a transparent film or thin sheet.

Claims (42)

1. Biodegradable composition for the preparation of a nanostructured biodegradable polymeric material, characterized in that the composition is a binary mixture of:

i) poly(L-, D-lactide) homopolymer (PLA) and

ii) poly(L-lactide-b-ε-caprolactone) diblock copolymer (CPB),

wherein the diblock copolymer (CPB) satisfies all the following conditions:

it has a molar mass of the L-lactide block of between 20,000 g/mol and 200,000 g/mol and a molar mass of the ε-caprolactone block of between 10,000 g/mol and 100,000 g/mol, and

it has a molar ratio between the L-lactide block and the ε-caprolactone block being 2:1,

wherein the biodegradable composition is made to reduce oxygen and water vapor permeability.

2. Biodegradable composition of claim 1 , wherein the ε-caprolactone block of the diblock copolymer (CPB) is in a concentration of between 10% and 90% of the weight of the poly(L-, D-lactide) homopolymer (PLA).

3. Biodegradable composition of claim 1 , wherein the diblock copolymer (CPB) consists of one L-Lactide block having one or more L-lactide stereoisomer units and one ε-caprolactone block having one or more ε-caprolactone monomer units.

4. Biodegradable composition of claim 1 , wherein the diblock copolymer (CPB) has a molar mass of the L-lactide block of 40,000 g/mol and a molar mass of the ε-caprolactone block of 20,000 g/mol.

5. Process for obtaining a nanostructured biodegradable polymeric material with the composition of claim 1 , wherein it comprises:

a) preparing a solution of poly(L-, D-lactide) homopolymer (PLA) of from 0.5% to 10% by weight, with a polar organic solvent at a temperature below the boiling point of the solvent used;

b) preparing a solution of poly(L-lactide-b-ε-caprolactone) diblock copolymer (CPB) of 0.5% to 10% by weight, with a polar organic solvent at a temperature below the boiling point of the solvent used;

c) mixing the solutions prepared in stages a) and b) keeping the temperature constant until homogenisation of the mixture components;

d) pouring the mixture obtained in stage c) on a flat surface and allowing the solvent to evaporate at ambient temperature until the formation of a film or thin sheet; and finally,

e) releasing the film or thin sheet of nanostructured biodegradable polymeric material from the flat surface.

6. Process for obtaining a nanostructured biodegradable polymeric material with the composition of claim 1 , wherein it comprises:

a) obtaining a film or thin sheet of nanostructured biodegradable polymeric material by:

a.1) the solution and evaporation method comprising

a.1.a) preparing a solution of poly(L-,D-lactide) homopolymer of from 0.5% to 10% by weight, with a polar organic solvent at a temperature below the boiling point of the solvent used;

a.1.b) preparing a solution of poly(L-lactide-b-ε-caprolactone) diblock copolymer (CPB) of 0.5% to 10% by weight, with a polar organic solvent at a temperature below the boiling point of the solvent used;

a.1.c) mixing the solutions prepared in stages a.1.a) and a.1.b) keeping the temperature constant until homogenisation of the mixture components; and

a.1.d) pouring the mixture obtained in stage a.1.c) on a flat surface and allowing the solvent to evaporate at ambient temperature until the formation of a film or thin sheet;

or

a.2) obtaining a binary mixture of poly(L-,D-lactide) homopolymer (PLA) and poly(L-lactide-b-ε-caprolactone) diblock copolymer (CPB) in the form of pellets, followed by drying, mixing the components and compression of the mixture between two plates by the application of pressure cycles until obtaining a film or thin sheet;

b) freezing the film or thin sheet obtained in stage a) with an inert gas;

c) milling the film or thin sheet to obtain a powder with a particle size of between 50 μm and 150 μm; and

d) placing the powder between two plates and moulding the mixture between two plates by applying cycles of pressure until obtaining a thin sheet of nanostructured biodegradable polymeric material with a thickness of between 175 and 225 μm.

7. Process for obtaining a nanostructured biodegradable polymeric material with the composition of claim 1 , wherein it comprises:

a) drying of the components of the composition; and

b) processing the dried components in a twin screw type extruder having a nozzle arranged for obtaining a film or thin sheet.

8. Nanostructured biodegradable polymeric material obtained from the composition defined in claim 1 .

9. Nanostructured biodegradable polymeric material of claim 8 , wherein it has a nanostructure of two mutually self-assembled phases, one phase being formed by a polymeric matrix of units of poly(L-, D-lactide) monomer and the other phase by units of poly(ε-caprolactone) monomer self-assembled with the matrix.

10. Nanostructured biodegradable polymeric material of claim 9 , wherein the phase formed by units of poly(ε-caprolactone) monomer have a nanometric morphology selected from spherical micelles, interconnected micelles and wormlike micelles.

11. Method for manufacturing a plastic article comprising shaping or semi-working the nanostructured biodegradable polymeric material of claim 10 for the development of containers or biomedical applications.

12. The method of claim 11 , wherein the article is a film or thin sheet.

13. Plastic article, film or thin sheet comprising the nanostructured biodegradable polymeric material of claim 8 .

14. Biodegradable composition of claim 2 , wherein the ε-caprolactone block of the diblock copolymer (CPB) is in a concentration of between 20% and 80% of the weight of the poly(L-, D lactide) homopolymer (PLA).

15. Biodegradable composition of claim 2 , wherein the ε-caprolactone block of the diblock copolymer (CPB) is in a concentration of between 20% and 40% of the weight of the poly(L-, D lactide) homopolymer (PLA).

16. Biodegradable composition of claim 1 , made to have a permeability to oxygen of up to 40% lower than of that of pure PLA with an identical ratio between the L- and D-lactide stereoisomer units, and made to have a permeability to water vapor of up to 15% lower than of that of pure PLA with an identical ratio between the L- and D-lactide stereoisomer units.

17. Biodegradable composition of claim 1 , made to have a permeability to oxygen from 370 cm 3 /m 2 ·day to 80 cm 3 /m 2 ·day, and made to have a permeability to water vapor from 150 mg/m 2 ·day to 30 mg/m 2 ·day.

18. Nanostructured biodegradable polymeric material of claim 8 , wherein ε-caprolactone block of the diblock copolymer (CPB) is present in a molar volume (Vm) within the range from 3.26% to 32.65% with respect of the total molar volume of the nanostructured material.

Priority Claims (1)
EP 13382126 · Apr 4, 2013 · regional
Continuity (1)
Related Publication 20160060453A1 · Mar 3, 2016