Liquid crystalline polymers

• US 6,696,075 B2
• Filed: 08/30/2002
• Issued: 02/24/2004
• Est. Priority Date: 03/13/2000
• Status: Expired due to Term

• Current Assignee: Brown University
• Original Assignee: Brown University
• Inventors: Jong, Yong S., Chickering, Donald E., Edwards, Edwin E., Mathiowitz, Edith, Jacob, Jules S.
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): DI NOLA BARON, LILIANA
• Application Number:
  US10/231,723
• Publication Number:
  US 20030228367A1
• Time in Patent Office: 543 Days
• Field of Search: 424/426, 424/422, 424/423, 424/489, 514/772.1
• US Class Current: 424/426
• CPC Class Codes: B29C 55/00 Shaping by stretching, e.g. drawing through a die; Apparatus therefor B29C61/08 takes precedence
• CPC Class Codes: B29C 55/18 by squeezing between surfaces, e.g. rollers
• CPC Class Codes: B29K 2105/0079 Liquid crystals
• CPC Class Codes: C09K 19/38 Polymers

Abstract

Methods for inducing a thermoplastic polymer, which can be non-mesogenic, to exhibit liquid crystalline properties have been developed. The method includes the steps of (a) heating the polymer from an initial temperature below its glass transition temperature (Tg) to a temperature greater than its Tg and below its melting temperature (Tm); (b) exposing the polymer to a pressure greater than about 2 metric tons/in², preferably between about 2 and 10 metric tons/in², preferably for at least about one minute, while maintaining the temperature greater than its Tg; and (c) cooling the polymer below the Tg while maintaining the elevated pressure. Unlike many prior art transition processes which are reversible, this process provides a liquid crystal state that can be maintained for years at ambient conditions. In a preferred embodiment, the plastics are bioerodible thermoplastic polymers, such as polyanhydrides, some polyesters, polyamides, and polyaromatics. The liquid crystalline polymers can be used in the controlled release or retention of substances encapsulated in the polymers. The polymer can be in a variety of forms including films, film laminants, and microparticles. In a preferred embodiment, the LC polymers are used to encapsulate therapeutic, diagnostic, or prophylactic agents for use in medical or pharmaceutical applications.

Claims

1. A composition comprising

a non-mesogenic polymer which exhibits liquid crystalline properties at a temperature below the glass transition temperature of the polymer, wherein a liquid crystalline state is stable at atmospheric conditions and room temperature, and

an encapsulated agent.

2. The composition of claim 1 wherein the encapsulated agent is an active agent for use in medical or pharmaceutical applications.

3. The composition of claim 1 wherein the encapsulated agent is selected from the group consisting of perfumes, flavoring agents, coloring agents, sunscreens, and pesticides.

4. A method for release of an encapsulated agent comprising

providing to a release site a composition comprising

a) a polymer which exhibits liquid crystalline properties at a temperature below the glass transition temperature of the polymer, wherein a liquid crystalline state is stable at atmospheric conditions and room temperature, and

b) an agent encapsulated in the polymer.

5. The method of claim 4 wherein the agent is an active agent for use in medical or pharmaceutical applications.

6. The method of claim 4 wherein the agent is selected from the group consisting of scents, flavoring agents, coloring agents, sunscreens, and pesticides.

7. An article for the release of an encapsulated agent comprising a polymer which exhibits liquid crystalline properties at a temperature below the glass transition temperature of the polymer and the agent encapsulated in the polymer,

wherein the polymer is in a form selected from the group consisting of films, laminants, coatings, slabs, microparticles, containers for packaging of food or drugs, and orthopedic or prosthetic devices, and wherein a liquid crystalline state is stable at atmospheric conditions and room temperature.

8. A monolithic composition for controlled delivery of an active agent made using a process comprising

providing a polymer which contains substantially no liquid crystalline phase,

heating the polymer above its glass transition temperature and then subjecting the polymer to a pressure sufficient to induce a liquid crystalline phase in at least a portion of the polymer, and

combining the polymer with the active agent,

wherein the liquid crystalline phase is stable at atmospheric conditions and room temperature.

9. The composition of claim 8 wherein the polymer is water-insoluble.

10. The composition of claim 8 wherein the polymer is water-soluble.

11. The composition of claim 8 wherein the polymer is combined with the active agent to form a mixture before the step of inducing the liquid crystalline phase.

12. The composition of claim 8 wherein the polymer is combined with the active agent after the step of inducing the liquid crystalline phase.

13. The composition of claim 8 wherein the mixture of polymer and active agent is heated above the melting temperature of the active agent and then cooled before the step of inducing the liquid crystalline phase.