Polyurethane polyene compositions

• US 4,496,535 A
• Filed: 05/07/1984
• Issued: 01/29/1985
• Est. Priority Date: 11/12/1980
• Status: Expired due to Term

• Current Assignee: Tyndale Plains-Hunter, Ltd.
• Original Assignee: Tyndale Plains-Hunter, Ltd.
• Inventors: Johnston, Christian W., Gould, Francis E.
• Primary Examiner(s): Thomas, Alexander S.
• Application Number:
  US06/607,676
• Time in Patent Office: 267 Days
• Field of Search: 525/28, 525/454, 525/455, 525/539, 525/920, 525/937, 528/75, 528/904, 424/28, 424/16, 424/19, 204/159.13, 428/36, 428/907, 428/423.1, 428/343, 351/160 H
• US Class Current: 424/402
• CPC Class Codes: A61K 9/2031 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers
• CPC Class Codes: A61L 15/24 Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof A61L15/225 takes precedence
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: A61L 17/04 Non-resorbable materials
• CPC Class Codes: A61L 27/16 obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: B01D 71/54 Polyureas; Polyurethanes
• CPC Class Codes: B01D 71/78 Graft polymers
• CPC Class Codes: C08F 220/20 of polyhydric alcohols or phenols , e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
• CPC Class Codes: C08F 283/006 on to polymers provided for in C08G18/00 C08F283/004 takes precedence
• CPC Class Codes: C08F 299/065 from polyurethanes with side or terminal unsaturations
• CPC Class Codes: C08G 18/6674 with compounds of group C08G18/3203
• CPC Class Codes: C08G 2210/00 Compositions for preparing hydrogels
• CPC Class Codes: C08L 51/00 Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds for ABS polymers C08L55/02; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 51/08 grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: G02B 1/043 Contact lenses
• CPC Class Codes: H01M 50/414 Synthetic resins, e.g. thermoplastics or thermosetting resins
• CPC Class Codes: H01M 50/489 Separators, membranes, diaphragms or spacing elements inside the cells, characterised by their physical properties, e.g. swelling degree, hydrophilicity or shut down properties
• CPC Class Codes: Y02E 60/10 Energy storage using batteries
• CPC Class Codes: Y10T 428/1397 Single layer [continuous layer]
• CPC Class Codes: Y10T 428/28 : Web or sheet containing structurally defined element or component and having an adhesive outermost layer
• CPC Class Codes: Y10T 428/31551 : Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]

Abstract

Shaped three-dimensional structures formed of polyurethane polyene compositions obtained by reacting from about 10 to about 50 parts by weight of a polyene in the presence of about 100 parts by weight of a hydrophilic polyurethane resin. The resulting products will swell and increase in weight upon immersion in water and are permeable to gases, moisture vapor, ions, and other low molecular weight species. The hydrophilic polyurethane polyene compositions may be molded to form shaped products that are dimensionally stable after repeated exposure to boiling water and exhibit memory.

Claims

1. As an article of manufacture, a shaped, three-dimensional structure formed of a hydrophilic polyurethane polyene composition comprising from about 10 to about 50 parts by weight of a polyene selected from the group consisting of polyallyl esters having the formula:

##STR7## wherein n is a whole number larger than 1 and smaller than 4, and R is the residue of a polybasic acid; and

polyacrylic esters having the formula;

##STR8## wherein n is a whole number larger than 2 and smaller than 7, R is hydrogen or a methyl radical and A is the residue of a polyhydric alcohol; and

about 100 parts by weight of a hydrophilic polyurethane resin.

2. The article of manufacture as defined in claim 1 wherein the structure is a film.

3. The article of manufacture as defined in claim 2 wherein the film contains a medicament.

4. The article of manufacture as defined in claim 1 wherein the structure is a burn dressing in the form of a film.

5. The article of manufacture as defined in claim 1 wherein the structure is in the form of an implant containing a medicament.

6. The article of manufacture as defined in claim 5 wherein the medicament is a hormone.

7. The article of manufacture as defined in claim 5 wherein the medicament is a steroid.

8. The article of manufacture as defined in claim 1 wherein the structure is in the form of an intrauterine device.

9. The article of manufacture as defined in claim 8 wherein the intrauterine device contains a contraceptive composition.

10. The article of manufacture as defined in claim 9 wherein the contraceptive is lactic acid.

11. The article of manufacture as defined in claim 1 wherein the structure is in the form of a diaphragm.

12. The article of manufacture as defined in claim 1 wherein the structure is in the form of a canula.

13. The article of manufacture as defined in claim 12 wherein the canula has distributed throughout its mass is a medicament.

14. The article of manufacture as defined in claim 1 wherein the structure is in the form of an oral delivery system containing a pharmacologically active agent.

15. The article of manufacture as defined in claim 1 wherein the structure is in the form of a gas permeable membrane.

16. The article of manufacture as defined in claim 1 wherein the structure is in the form of a moisture-vapor permeable membrane.

17. The article of manufacture as defined in claim 1 wherein the structure has been molded.

18. The article of manufacture as defined in claim 1 wherein the structure is a contact lens.

19. The article of manufacture as defined in claim 18 wherein the structure is cast into the form of a contact lens.

20. The article of manufacture as defined in claim 1 wherein the structure is a corneal prosthesis.

21. The article of manufacture as defined in claim 1 wherein the structure is a surgical drape in the form of a film.

22. The article of manufacture as defined in claim 21 wherein the film is coated on at least one side with an adhesive.

23. The article of manufacture as defined in claim 1 wherein the structure is in the form of a dialysis membrane.