Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same
Abstract
According to various embodiments, systems, methods, and computer program products for click-chemistry compatible structures, additive manufacturing resins for forming the same, and method of formation of such structures and resins, as well as techniques for functionalizing click-chemistry compatible structures are disclosed. The inventive structures generally include a plurality of photo polymerized molecules structurally arranged according to a three-dimensional pattern, while surfaces of the structure are functionalized with one or more click-chemistry compatible molecules each having one or more click-chemistry compatible functional groups. The structures may be formed from single- or dual-component resins, each having unique synthetic pathways. The resulting structures may be functionalized for utility in a wide range of applications by leveraging click chemistry to further functionalize the structure with organic additives also compatible with click-chemistry reaction schemes.
- Inventors:
- Issue Date:
- Research Org.:
- Lawrence Livermore National Laboratory (LLNL), Livermore, CA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1735110
- Patent Number(s):
- 10732502
- Application Number:
- 15/253,654
- Assignee:
- Lawrence Livermore National Security, LLC (Livermore, CA)
- Patent Classifications (CPCs):
-
A - HUMAN NECESSITIES A01 - AGRICULTURE A01N - PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61K - PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
- DOE Contract Number:
- AC52-07NA27344
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 08/31/2016
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE
Citation Formats
Campbell, Patrick, Duoss, Eric B., and Oakdale, James S.. Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same. United States: N. p., 2020.
Web.
Campbell, Patrick, Duoss, Eric B., & Oakdale, James S.. Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same. United States.
Campbell, Patrick, Duoss, Eric B., and Oakdale, James S.. Tue .
"Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same". United States. https://www.osti.gov/servlets/purl/1735110.
@article{osti_1735110,
title = {Click-chemistry compatible structures, click-chemistry functionalized structures, and materials and methods for making the same},
author = {Campbell, Patrick and Duoss, Eric B. and Oakdale, James S.},
abstractNote = {According to various embodiments, systems, methods, and computer program products for click-chemistry compatible structures, additive manufacturing resins for forming the same, and method of formation of such structures and resins, as well as techniques for functionalizing click-chemistry compatible structures are disclosed. The inventive structures generally include a plurality of photo polymerized molecules structurally arranged according to a three-dimensional pattern, while surfaces of the structure are functionalized with one or more click-chemistry compatible molecules each having one or more click-chemistry compatible functional groups. The structures may be formed from single- or dual-component resins, each having unique synthetic pathways. The resulting structures may be functionalized for utility in a wide range of applications by leveraging click chemistry to further functionalize the structure with organic additives also compatible with click-chemistry reaction schemes.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2020},
month = {8}
}
Works referenced in this record:
Click-Chemistry Compatible Structures, Click-Chemistry Functionalized Structures, and Materials and Methods for Making the Same
patent-application, March 2018
- Campbell, Patrick; Duoss, Eric; Oakdale, James
- US Patent Application 15/253640; 20180059540
The impact of 1,2,3-triazoles in the design of functional coatings
journal, January 2015
- Kantheti, Sasidhar; Narayan, Ramanuj; Raju, K. V. S. N.
- RSC Advances, Vol. 5, Issue 5
Click-Chemistry Compatible Structures, Click-Chemistry Functionalized Structures, and Materials and Methods for Making the Same
patent-application, November 2018
- Campbell, Patrick; Duoss, Eric; Oakdale, James
- US Patent Application 16/045621; 20180329296
Synthesis of clickable hydrogels and linear polymers by type II photoinitiation: Synthesis of clickable hydrogels
journal, August 2014
- Murtezi, Eljesa; Ciftci, Mustafa; Yagci, Yusuf
- Polymer International, Vol. 64, Issue 5
Quorum sensing inhibitory activities of surface immobilized antibacterial dihydropyrrolones via click chemistry
journal, February 2014
- Ho, Kitty K. K.; Chen, Renxun; Willcox, Mark D. P.
- Biomaterials, Vol. 35, Issue 7
Stealth macromolecular platforms for the design of MRI blood pool contrast agents
journal, January 2011
- Grogna, Mathurin; Cloots, Rudi; Luxen, André
- Polymer Chemistry, Vol. 2, Issue 10
Metal-catalyzed azide-alkyne “click” reactions: Mechanistic overview and recent trends
journal, June 2016
- Wang, Changlong; Ikhlef, Djamila; Kahlal, Samia
- Coordination Chemistry Reviews, Vol. 316
Ring opening reaction of epoxides with diphenyl phosphorazidate
journal, September 1999
- Mizuno, Masanori; Shioiri, Takayuki
- Tetrahedron Letters, Vol. 40, Issue 39
Low temperature cross-linked, high performance polymer gate dielectrics for solution-processed organic field-effect transistors
journal, January 2015
- Li, Shengxia; Feng, Linrun; Zhao, Jiaqing
- Polymer Chemistry, Vol. 6, Issue 32
Pattern Forming Method
patent-application, May 2013
- Iida, Kenichi; Ito, Toshiki
- US Patent Application 13/682619; 20130137252
The promotion of antimicrobial activity on silicon substrates using a “click” immobilized short peptide
journal, January 2014
- Wang, Lin; Chen, Junjian; Shi, Lin
- Chem. Commun., Vol. 50, Issue 8
Direct conversion of epichlorohydrin to glycidyl azide polymer
patent, January 1990
- Ahad, Elie
- US Patent Document 4,891,438
Surface modification of UV-cured epoxy resins by click chemistry
journal, July 2010
- Durmaz, Yasemin Yuksel; Sangermano, Marco; Yagci, Yusuf
- Journal of Polymer Science Part A: Polymer Chemistry, Vol. 48, Issue 13
Click Chemistry beyond Metal-Catalyzed Cycloaddition
journal, June 2009
- Becer, C. Remzi; Hoogenboom, Richard; Schubert, Ulrich S.
- Angewandte Chemie International Edition, Vol. 48, Issue 27
Propargyl-Functional Aliphatic Polycarbonate Obtained from Carbon Dioxide and Glycidyl Propargyl Ether
journal, July 2013
- Hilf, Jeannette; Frey, Holger
- Macromolecular Rapid Communications, Vol. 34, Issue 17
Holographic Sensor Based on a Volume Hologram in a Porous Medium
patent-application, April 2009
- Lowe, Christopher Robin; Davidson, Colin Alexander Bennett; Blyth, Jeffrey
- US Patent Application 12/340104; 20090098467
Method of Making Propargyl Acrylate
patent, May 1966
- Cohen, Murray S.; Kaplan, Sidney I.
- US Patent Document 3,254,115
Rapid Thiol-Yne-Mediated Fabrication and Dual Postfunctionalization of Micro-Resolved 3D Mesostructures
journal, May 2015
- Quick, Alexander S.; de los Santos Pereira, Andres; Bruns, Michael
- Advanced Functional Materials, Vol. 25, Issue 24
Thiol–ene “click” reactions and recent applications in polymer and materials synthesis: a first update
journal, January 2014
- Lowe, Andrew B.
- Polym. Chem., Vol. 5, Issue 17
Compounds for the treatment of inflammatory disorders
patent-application, September 2007
- Yu, Wensheng; Tong, Ling; Chen, Lei
- US Patent Application 11/653676; 20070219218
Copper-catalyzed azide–alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(i) acetylides
journal, January 2010
- Hein, Jason E.; Fokin, Valery V.
- Chemical Society Reviews, Vol. 39, Issue 4
Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide–alkyne “click” chemistry☆
journal, June 2008
- Lutz, J.; Zarafshani, Z.
- Advanced Drug Delivery Reviews, Vol. 60, Issue 9
Thiol–ene photocrosslinked hybrid vesicles from co-assembly of POSS and poly(ether amine) (PEA)
journal, January 2011
- Yu, Bing; Jiang, Xuesong; Qin, Ning
- Chemical Communications, Vol. 47, Issue 44
Enzymatic Production of (Meth)Acrylic Acid Esters
patent-application, August 2008
- Haring, Dietmar; Meisenbur, Uwe; Hauer, Bernhard
- US Patent Application 11/995628; 20080200631
Photosensitive resin composition for sandblast resist
patent, May 1998
- Takehana, Hiroshi; Yamamoto, Tetsuo; Obiya, Hiroyuki
- US Patent Document 5,756,261
Design and optimization of a light-emitting diode projection micro-stereolithography three-dimensional manufacturing system
journal, December 2012
- Zheng, Xiaoyu; Deotte, Joshua; Alonso, Matthew P.
- Review of Scientific Instruments, Vol. 83, Issue 12
Synthesis of glycopolymers via click reactions
journal, April 2011
- Slavin, Stacy; Burns, James; Haddleton, David M.
- European Polymer Journal, Vol. 47, Issue 4
Triazole-forming waterborne polyurethane composites fabricated with silane coupling agent functionalized nano-silica
journal, September 2011
- Sun, Daoxing; Miao, Xiao; Zhang, Kejie
- Journal of Colloid and Interface Science, Vol. 361, Issue 2
Tandem Photoinduced Cationic Polymerization and CuAAC for Macromolecular Synthesis
journal, October 2015
- Doran, Sean; Yilmaz, Gorkem; Yagci, Yusuf
- Macromolecules, Vol. 48, Issue 20
Electrochemical Study of Substituted Triazoles Adsorption on Mild Steel
journal, September 2000
- Bentiss, Fouad; Traisnel, Michel; Vezin, Hervé
- Industrial & Engineering Chemistry Research, Vol. 39, Issue 10
Barnacle Cement as Surface Anchor for “Clicking” of Antifouling and Antimicrobial Polymer Brushes on Stainless Steel
journal, May 2013
- Yang, Wen Jing; Cai, Tao; Neoh, Koon-Gee
- Biomacromolecules, Vol. 14, Issue 6
Multiblock sequence-controlled glycopolymers via Cu(0)-LRP following efficient thiol–halogen, thiol–epoxy and CuAAC reactions
journal, January 2014
- Zhang, Qiang; Anastasaki, Athina; Li, Guang-Zhao
- Polym. Chem., Vol. 5, Issue 12
On-Surface Azide–Alkyne Cycloaddition on Cu(111): Does It “Click” in Ultrahigh Vacuum?
journal, January 2013
- Bebensee, Fabian; Bombis, Christian; Vadapoo, Sundar-Raja
- Journal of the American Chemical Society, Vol. 135, Issue 6
Tailor Made Side-Chain Functionalized Macromolecules by Combination of Controlled Radical Polymerization and Click Chemistry
journal, January 2009
- Krieg, Andreas; Becer, C. Remzi; Hoogenboom, Richard
- Macromolecular Symposia, Vol. 275-276, Issue 1