IP Library Granted Patent US 10,962,879
Granted Patent B2
US 10,962,879 · App. 16/045,621 · Granted Mar 30, 2021

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

Inventors: Patrick Campbell (Oakland, CA); Eric Duoss (Dublin, CA); James Oakdale (Castro Valley, CA)
Assignee: Lawrence Livermore National Security, LLC
G03F7/0037B33Y70/00G03F7/008G03F7/012G03F7/025G03F7/027G03F7/038G03F7/0755G03F7/20
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Quick Facts
Patent No.
US 10,962,879
App. No.
16/045,621
Granted
Mar 30, 2021
Kind
B2
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.

Claims (23)

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.

Assignments (2)
CONFIRMATORY LICENSE Recorded Apr 1, 2021
From: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
To: U.S DEPARTMENT OF ENERGY
Reel/Frame 055810/0359 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2018
From: CAMPBELL, PATRICK; DUOSS, ERIC; OAKDALE, JAMES
To: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
Reel/Frame 047073/0438 →
Continuity (2)
Division 15253640 · Aug 31, 2016
Related Publication 20180329296A1 · Nov 15, 2018
Cited By (1)
US 12,487,521