Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same

Patent metadata

Field	Value
Publication number	US-10962879-B2
Application number	US-201816045621-A
Country	US
Kind code	B2
Filing date	Jul 25, 2018
Priority date	Aug 31, 2016
Publication date	Mar 30, 2021
Grant date	Mar 30, 2021

Abstract

According to several embodiments, a composition of matter includes: a three-dimensional structure comprising photo polymerized molecules. At least some of the photo polymerized molecules further comprise one or more protected click-chemistry compatible functional groups; and at least portions of one or more surfaces of the three-dimensional structure are functionalized with one or more of the protected click-chemistry compatible functional groups.

First claim

What is claimed is:

1. A composition of matter, comprising:
a three-dimensional structure comprising pattern-wise photo polymerized molecules;
wherein at least some of the photo polymerized molecules comprise one or more protected click-chemistry compatible functional groups; and
wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with one or more of the protected click-chemistry compatible functional groups.

2. The composition of matter as recited in claim 1 , wherein the one or more protected click-chemistry compatible functional groups are selected from a group consisting of: an alkyne coupled to a protecting group and an azide coupled to the protecting group; and
wherein the protecting group is selected from a group consisting of: a trimethylsilyl, a triethylsilyl, a t-butyl dimethylsilyl, a triisopropylsilyl, and a 2-(2-hydroxypropyl)alkyne.

3. The composition of matter as recited in claim 1 , wherein the three-dimensional structure is structurally characterized by features having a feature size on a scale of several hundred nanometers to several millimeters.

4. The composition of matter as recited in claim 3 , wherein the features are independently selected from the group consisting of: protrusions, depressions, voids, lattices, channels, pockets, pillars, points, overhangs, cantilevers, and positive features extending away from a surface of the three-dimensional structure.

5. The composition of matter as recited in claim 1 , wherein the three-dimensional structure is spatially arranged as an octahedral truss.

6. The composition of matter as recited in claim 1 , wherein the three-dimensional structure is porous throughout a bulk thereof.

7. The composition of matter as recited in claim 1 , wherein the three-dimensional structure is porous throughout one or more predetermined portions of a bulk thereof.

8. The composition of matter as recited in claim 1 , wherein at least some of the photo polymerized molecules comprise one or more deprotected click-chemistry compatible functional groups.

9. The composition of matter as recited in claim 8 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with one or more of the deprotected click-chemistry compatible functional groups.

10. The composition of matter as recited in claim 1 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with hydrophobic moieties via the click-chemistry compatible functional groups.

11. The composition of matter as recited in claim 1 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with hydrophilic moieties via the click-chemistry compatible functional groups.

12. The composition of matter as recited in claim 1 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with at least one pharmacophore via the click-chemistry compatible functional groups.

13. The composition of matter as recited in claim 1 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with silica dioxide nanoparticles via the click-chemistry compatible functional groups.

14. The composition of matter as recited in claim 1 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with at least one antibiotic via the click-chemistry compatible functional groups.

15. The composition of matter as recited in claim 1 , wherein at least portions of one or more surfaces of the three-dimensional structure are functionalized with at least one antibacterial compound via the click-chemistry compatible functional groups.

16. The composition of matter as recited in claim 15 , wherein the antibacterial compound comprises either or both of: silver ions, and fimbrolides.

17. The composition of matter as recited in claim 1 , wherein at least some of the click-chemistry compatible functional groups are present in the form of a self-assembled monolayer (SAM).

18. The composition of matter as recited in claim 1 , wherein the click-chemistry compatible functional groups are protected via a trialkylsilyl group or a 2-(2-hydroxypropyl) group attached thereto.

19. The composition of matter as recited in claim 18 , wherein the trialkylsilyl group is selected from the group consisting of: trimethylsilyl (TMS), triethylsilyl (TES), t-butyldimethylsilyl (TBS), triisopropylsilyl (TIPS), and combinations thereof.

Assignees

• L Livermore Nat Security Llc

Inventors

• Campbell Patrick
• Duoss Eric
• Oakdale James

Classifications

• B33Y70/00

  Materials specially adapted for additive manufacturing · CPC title

• G03F7/012

  Macromolecular azides; Macromolecular additives, e.g. binders {(G03F7/0085 takes precedence)} · CPC title

• G03F7/027

  Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) · CPC title

• G03F7/0037 Primary

  Production of three-dimensional images · CPC title

• G03F7/20

  Exposure; Apparatus therefor (photographic printing apparatus for making copies G03B27/00) · CPC title