Generation of amphiphilic network with an ability to distinguish the transport of IGG and insulin

Patent metadata

Field	Value
Publication number	US-9587063-B2
Application number	US-201414896074-A
Country	US
Kind code	B2
Filing date	Jun 5, 2014
Priority date	Jun 5, 2013
Publication date	Mar 7, 2017
Grant date	Mar 7, 2017

Abstract

A method of preparing an amiphiphilic co-network comprising preparing a molecularly-bimodal crosslinkable amphiphilic graft by polymerizing a dihydrocarbylacrylamide monomer in the presence of a first asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture and a second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture where the molar mass ratio between average molar mass of the first asymmetric-telechelic monomer mixture polydihydrocarbylsiloxane and average molar mass of the second asymmetric-telechelic monomer mixture polydihydrocarbylsiloxane is between 1:2 and 1:20; and crosslinking the molecularly-bimodal crosslinkable amphiphilic graft with a siloxane compound that includes at least two Si—H bonds.

First claim

What is claimed is:

1. A method of preparing an amiphiphilic co-network comprising
preparing a molecularly-bimodal crosslinkable amphiphilic graft by polymerizing a dihydrocarbylacrylamide monomer in the presence of a first asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture and a second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture where the molar mass ratio between average molar mass of the first asymmetric-telechelic monomer mixture polydihydrocarbylsiloxane and average molar mass of the second asymmetric-telechelic monomer mixture polydihydrocarbylsiloxane is between 1:2 and 1:20; and
crosslinking the molecularly-bimodal crosslinkable amphiphilic graft with a siloxane compound that includes at least two Si—H bonds.

2. The method of claim 1 , where the second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture is 0.1% to 10% of the total asymmetric-telechelic polydihydrocarbylsiloxane monomer.

3. The method of claim 1 , where the first asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture includes:

where each R 1 is individually a monovalent organic group, each R 2 is individually a divalent organic group, and each m is individually an integer from about 190 to about 320 units.

4. The method of claim 3 , where the first asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture is prepared by reacting a vinyl telechelic polydihydrocarbylsiloxane with a disiloxane acrylate with a telechelic polydihydrocarbylsiloxane to disiloxane acrylate molar ratio of less than 1:2; where the vinyl telechelic polydihydrocarbylsiloxane is defined by the formula

where each R 1 is individually a monovalent organic group, and wherein the disiloxane acrylate defined by the formula

where each R 1 is individually a monovalent organic group, and R 2 is a divalent organic group.

5. The method of claim 3 , where each R 1 is an alkyl group of 1 to 6 carbon atoms.

6. The method of claim 1 , where the second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture includes the following:

where each R 1 is individually a monovalent organic group, each R 2 is individually a divalent organic group, and each n is individually an integer from about 1100 to about 1900.

7. The method of claim 6 , where the second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture is prepared by reacting a vinyl telechelic polydihydrocarbylsiloxane with a disiloxane acrylate with a telechelic polydihydrocarbylsiloxane to disiloxane acrylate molar ratio of less than 1:2; where the vinyl telechelic polydihydrocarbylsiloxane is defined by the formula

where each R 1 is individually a monovalent organic group, and each n is individually an integer from about 1100 to about 1900; and wherein the disiloxane acrylate defined by the formula

where each R 1 is individually a monovalent organic group, and R 2 is a divalent organic group.

8. The method of claim 6 , where each R 1 is an alkyl group of 1 to 6 carbon atoms.

9. The method of claim 1 , where the dihydrocarbylacrylamide monomer is defined by the formula

where each R 3 is individually a monovalent organic group.

10. The method of claim 9 , where the dihydrocarbylacrylamide monomer is defined by the formula

11. The method of claim 1 , where the dihydrocarbylacrylamide monomer is between 40 and 60 wt % of the total weight of the dihydrocarbylacrylamide monomer, first asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture, and second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture.

12. The method of claim 1 , where the step of crosslinking the molecularly-bimodal crosslinkable amphiphilic graft with a siloxane compound that includes at least two Si—H bonds includes the use of a Karstedt catalyst to facilitate crosslinking.

13. The method of claim 1 , where the siloxane compound that includes at least two Si—H bonds is defined by the formula

where each R 1 is individually a monovalent organic group, q is an integer from about 1 to about 2000 and p is an integer from about 1 to about 2000.

14. The method of claim 13 , where each R 1 is an alkyl group of 1 to 6 carbon atoms.

15. An amiphiphilic co-network prepared by the method of claim 1 .

16. A bio-artificial organ comprising
a housing with a plurality of holes on the housing, over the plurality of holes, an amiphiphilic co-network prepared by
preparing molecularly-bimodal crosslinkable amphiphilic graft by polymerizing a dihydrocarbylacrylamide monomer in the presence of a first asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture and a second asymmetric-telechelic polydihydrocarbylsiloxane monomer mixture where the molar mass ratio between average molar mass of the first asymmetric-telechelic monomer mixture polydihydrocarbylsiloxane and average molar mass of the second asymmetric-telechelic monomer mixture polydihydrocarbylsiloxane is between 1:2 and 1:20; and
crosslinking the molecularly-bimodal crosslinkable amphiphilic graft with a siloxane compound that includes at least two Si—H bonds.

17. The bioartifical organ of claim 16 , where the housing comprises
a first disc with a with a first raised ring around the perimeter of the disc and a concentric smaller second raised ring within the first raised ring, and
a second disc with a raised ring, the raised ring of the second disc situated between the first and second raised rings of the first disc,
wherein a void is present between the first disc, the second raised ring of the first disc, and the second disc, and the first disc, the second disc or both discs include a plurality of holes that connect to said void.

18. The bioartifical organ of claim 17 , where the first raised ring and second raised ring of the first disc includes a cut out portion, and
the raised ring of the second disc includes a cutout portion aligned with the cut out portion of the first disc.

Assignees

• Univ Akron

Inventors

• Cakmak Mukerrem
• Nugay Turgut
• Nugay Nihan
• Kennedy Joseph

Classifications

• C08F290/068 Primary

  Polysiloxanes · CPC title

• A61L27/16

  obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• C08F220/54

  Amides {, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide} · CPC title

• C08F230/08

  containing silicon · CPC title

• C08G77/38

  Polysiloxanes modified by chemical after-treatment · CPC title