3D Printable Hydrogel Materials

Patent metadata

Field	Value
Publication number	US-2017327813-A1
Application number	US-201715594312-A
Country	US
Kind code	A1
Filing date	May 12, 2017
Priority date	May 13, 2016
Publication date	Nov 16, 2017
Grant date	—

Abstract

Hydrogel compositions including a polymer uniformly embedded with a loading agent are provided. Also provided are methods for extrusion printing hydrogel compositions to provide extruded hydrogel compositions, which can be crosslinked to provide crosslinked hydrogel structures. Also provided are methods for using crosslinked hydrogel structures in chemical processes.

First claim

1 . A polymer of Formula (I):

wherein
a is selected to provide a poly(ethylene glycol) block polymer with an M n of about 500 to about 50,000;
R 1 is C 1-12 alkyl, C 1-12 alkyl-OR or C 1-12 alkyl-NR 2 , wherein each R is independently hydrogen or C 1-12 alkyl;

(Y) b2 is absent or a glycidyl ether derivative of the structure:

wherein
R 2 is C 1-12 alkenyl;

each b 1 and b 2 are independently selected to provide a random glycidyl ether derived copolymer with an M n about 100 to about 30,000; and
A is hydrogen or a (meth)acrylate derivative of the structure:

wherein
R 3 is hydrogen or methyl; and
d is 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12;

provided that
(a) when (Y) b2 is the glycidyl ether derivative, A is hydrogen; and
(b) when (Y)b 2 is absent, A is the (meth)acrylate derivative.

2 . The polymer of claim 1 , having the structure of Formula (II):

3 . The polymer of claim 2 , wherein
R 1 is C 1-6 alkyl; and R 2 is C 2-6 alkenyl.

4 . The polymer of claim 2 , having the structure of Formula (IIa):

5 . The polymer of claim 4 , wherein R 1 is C 1-6 alkyl.

6 . The polymer of claim 2 , having the structure of Formula (IIb):

7 . The polymer of claim 2 , having the structure of Formula (IIc):

8 . The polymer of claim 1 , having the structure of Formula (III):

9 . The polymer of claim 8 , wherein R 1 is C 1-6 alkyl.

10 . The polymer of claim 8 , having the structure of Formula (IIIa):

11 . The polymer of claim 8 , having the structure of Formula (IIIb):

12 . The polymer of claim 8 , having the structure of Formula (IIIc):

13 . A hydrogel composition comprising the polymer of claim 1 and an aqueous media.

14 . The hydrogel composition of claim 13 , further comprising a photoinitiator.

15 . The hydrogel composition of claim 14 , further comprising a living cell.

16 . A crosslinked hydrogel structure comprising:
the polymer of claim 1 ; an aqueous media; and a living cell;
wherein the polymer includes crosslinks derived from the alkene groups of R 2 in different polymer chains, or the polymer includes crosslinks derived from the alkene groups of the (meth)acrylate derivative in different polymer chains.

17 . A method for forming a crosslinked hydrogel structure, the method comprising subjecting the hydrogel composition of claim 15 to UV light to initiate crosslinking between and the alkene groups of R 2 in different polymer chains, or between the alkene groups of the (meth)acrylate derivative in different polymer chains.

18 . A method for extrusion printing a polymer composition, the method comprising:
(a) obtaining a hydrogel composition comprising the polymer of claim 1 , an aqueous media, a photoinitiator and living cells; and (b) extrusion printing the composition to provide an extruded hydrogel composition.

19 . The method of claim 18 , wherein the method further comprises subjecting the extruded hydrogel composition to UV light to initiate crosslinking between and the alkene groups of R 2 in different polymer chains, or between the alkene groups of the (meth)acrylate derivative in different polymer chains to form a crosslinked hydrogel structure.

20 . A method for performing a chemical reaction catalyzed by living cells, the method comprising:
(a) subjecting the crosslinked hydrogel structure of claim 16 to a reactant capable of undergoing chemical reaction; and (b) recovering the product of the chemical reaction.

Assignees

• Univ Washington

Inventors

• Cattolico Rose Ann
• Deodato Chloe Ramos
• Nelson Alshakim
• Ono Robert Jun
• Saha Abhijit
• Johnston Trevor Gerald
• Karis Dylan Gary

Classifications

• C08G2650/38

  containing oxygen in addition to the ether group · CPC title

• C08G65/30

  Post-polymerisation treatment, e.g. recovery, purification, drying · CPC title

• C08G65/33351

  acyclic · CPC title

• C08G65/2609

  containing aliphatic hydroxyl groups · CPC title

• C08G2210/00

  Compositions for preparing hydrogels · CPC title