Porous hydrogels

• US 6,653,420 B2
• Filed: 01/05/2001
• Issued: 11/25/2003
• Est. Priority Date: 01/05/2000
• Status: Expired due to Term

• Current Assignee: Alcon Incorporated
• Original Assignee: Novartis Ag
• Inventors: Domschke, Angelika Maria, Francis, Vimala Mary
• Primary Examiner(s): Zalukaeva, Tatyana
• Application Number:
  US09/755,443
• Publication Number:
  US 20020004573A1
• Time in Patent Office: 1,054 Days
• Field of Search: 526/320, 526/258, 526/328.3, 623/6.11, 524/91, 524/359, 524/558
• US Class Current: 526/258
• CPC Class Codes: A61L 27/16 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: A61L 27/56 Porous materials, e.g. foams or sponges
• CPC Class Codes: C08F 2/06 Organic solvent
• CPC Class Codes: C08F 2/44 Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
• CPC Class Codes: C08J 2201/0462 using organic solvents
• CPC Class Codes: C08J 2300/00 Characterised by the use of unspecified polymers
• CPC Class Codes: C08J 9/26 by elimination of a solid phase from a macromolecular composition or article, e.g. leaching out
• CPC Class Codes: G02B 1/043 Contact lenses

Abstract

The present invention relates to a process for the manufacture of a porous polymer, wherein a composition comprising a polymerizable component, a porogen having an inverse temperature dependent solubility and a solvent are polymerized at a temperature around the cloud point temperature of the composition. The porous polymers obtainable according to the process of the invention are useful, for example, as materials for the manufacture of biomedical devices and prostheses, including ophthalmic devices such as contact lenses or artificial corneas.

Claims

1. Process for the manufacture of a hydratable porous polymer comprising the steps of:

(a) providing a homogeneous composition at a temperature below the cloud point temperature of the composition comprising

(i) a polymerizable component that comprises at least one polymerizable hydrophilic monomer or macromer,

(ii) a porogen having an inverse temperature dependent solubility which can be retained in the composition, wherein the porogen is an inert material, and

(iii) a solvent;

(b) subjecting the composition to a polymerization reaction at a temperature around the cloud point temperature of the composition; and

(c) removing the porogen from the resulting porous polymer at a temperature below the cloud point temperature of the composition.

2. A process according to claim 1, wherein the polymerizable component comprises one or more different hydrophilic monomers selected from the group consisting of acrylic and methacrylic acid, a C₁-C₁₈-alkyl ester of acrylic or methacrylic acid which may be substituted in the alkyl portion by hydroxy, acrylamide and a N-mono- or N,N-di-C₁-C₄-alkylacrylamide, a 5- or 6-membered heteroaromatic or heteroaliphatic monomer having one N-atom and in addition no further heteroatom or an additional N- or O- heteroatom, a 5 to 7-membered lactame, a sulfocontaining monomer having from 2 to 18 C-atoms, vinyl acetate and vinyl alcohol.

3. A process according to claim 1, wherein the polymerizable component comprises one or more different hydrophilic monomers selected from the group consisting of hydroxyethyl acrylate, hydroxyethyl methacrylate, N-vinyl pyrrolidone, acrylic acid, methacrylic acid, acrylamide, N,N-dimethyl acrylamide, N-acryloyl morpholine, vinyl acetate, vinyl alcohol, methallylsulfonic acid, styrenesulfonic acid, sulfopropylmethacrylate, sulfopropylacrylate, 2-acrylamido-2-methylpropanesulfonic acid, vinyl sulfonic acid, and a suitable salt thereof.

4. A process according to claim 2, wherein the polymerizable component in addition comprises a low molecular weight crosslinker.

5. A process according to claim 1, wherein the polymerizable component consists of from 80 to 99.5% by weight of one or more ethylenically unsaturated monomers and from 0.5 to 20% by weight of a low molecular weight crosslinker.

6. A process according to claim 1, wherein the porogen is a block copolymer of polyethylene oxide (PEO) and polypropylene oxide (PPO) of the formula PEO-PPO-PEO or PPO-PEO-PPO.

7. A process according to claim 1, wherein the solvent of the composition of step (a) comprises water.

8. A process according to claim 1, wherein the composition according to step (a) comprises from 20 to 90% of a polymerizable component (i), from 5 to 40% of a porogen (ii), and from 5 to 60% of a solvent, in each case by weight relative to the entire composition.

9. A process according to claim 1, wherein in step (b) the composition of step (a) is photopolymerized in the presence of a photoinitiator.

10. A process according to claim 1, wherein in step (b) the composition of step (a) is photopolymerized at a temperature of from 30 to 40°

C.