Chemical copatterning strategies using azlactone-based block copolymers

Masigol, Mohammadali; Barua, Niloy; Retterer, Scott T.; Lokitz, Bradley S.; Hansen, Ryan

doi:10.1116/1.4991881

Title: Chemical copatterning strategies using azlactone-based block copolymers

Journal Article · Fri Sep 01 00:00:00 EDT 2017 · Journal of Vacuum Science and Technology B

DOI:https://doi.org/10.1116/1.4991881· OSTI ID:1427670

Masigol, Mohammadali ^[1]; Barua, Niloy ^[1];

^[2];

^[2]; Hansen, Ryan ^[1]

Kansas State Univ., Manhattan, KS (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

Interfaces can be modified with azlactone-functional polymers in order to manipulate the chemical surface reactivity. Azlactone groups are highly reactive toward amine, thiol, and alcohol nucleophiles, providing a versatile coupling chemistry for secondary surface modification. Azlactone-based surface polymers have been explored in numerous applications, including chemical and biological capture, sensing, and cell culture. These applications often require that the polymer is copatterned within a chemically or biologically inert background; however, common fabrication methods degrade azlactone groups during processing steps or result in polymer films with poorly controlled thicknesses. Here, the authors develop fabrication strategies using parylene lift-off and interface-directed assembly methods to generate microscale patterns of azlactone-based block copolymer in chemically or biologically inert backgrounds. The functionality of azlactone groups was preserved during fabrication, and patterned films appeared as uniform, 80–120nm brushlike films. The authors also develop a patterning approach that uses a novel microcontact stamping method to generate cross-linked, three-dimensional structures of azlactone-based polymers with controllable, microscale thicknesses. The authors identify the benefits of each approach and expect these polymers and patterning strategies to provide a versatile toolbox for developing synthetic interfaces with tuned chemical and physical features for sensing, cell culture, or material capture applications.

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1427670

Alternate ID(s):: OSTI ID: 1378117

Journal Information:: Journal of Vacuum Science and Technology B, Vol. 35, Issue 6; ISSN 2166-2746

Publisher:: American Vacuum Society/AIPCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 5 works

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References (32)

Assessing Chemical Transformation of Reactive, Interfacial Thin Films Made of End-Tethered Poly(2-vinyl-4,4-dimethyl azlactone) (PVDMA) Chains Aden, Bethany; Kite, Camille M.; Hopkins, Benjamin W. Macromolecules, Vol. 50, Issue 2 https://doi.org/10.1021/acs.macromol.6b01999	journal	January 2017
Nanopatterned Smart Polymer Surfaces for Controlled Attachment, Killing, and Release of Bacteria Yu, Qian; Cho, Janghwan; Shivapooja, Phanindhar ACS Applied Materials & Interfaces, Vol. 5, Issue 19, p. 9295-9304 https://doi.org/10.1021/am4022279	journal	September 2013
Surface-initiated controlled polymerization as a convenient method for designing functional polymer brushes: From self-assembled monolayers to patterned surfaces Olivier, Aurore; Meyer, Franck; Raquez, Jean-Marie Progress in Polymer Science, Vol. 37, Issue 1 https://doi.org/10.1016/j.progpolymsci.2011.06.002	journal	January 2012
Fabrication and Selective Functionalization of Amine-Reactive Polymer Multilayers on Topographically Patterned Microwell Cell Culture Arrays Broderick, Adam H.; Azarin, Samira M.; Buck, Maren E. Biomacromolecules, Vol. 12, Issue 6 https://doi.org/10.1021/bm200296a	journal	April 2011
Preparation and characterization of azlactone functionalized polymer supports and their application as scavengers Guyomard, Aurélie; Fournier, David; Pascual, Sagrario European Polymer Journal, Vol. 40, Issue 10 https://doi.org/10.1016/j.eurpolymj.2004.05.005	journal	October 2004
Degradable Amine-Reactive Coatings Fabricated by the Covalent Layer-by-Layer Assembly of Poly(2-vinyl-4,4-dimethylazlactone) with Degradable Polyamine Building Blocks Zayas-Gonzalez, Yashira M.; Lynn, David M. Biomacromolecules, Vol. 17, Issue 9 https://doi.org/10.1021/acs.biomac.6b00975	journal	August 2016
Peptide Conjugation to a Polymer Coating via Native Chemical Ligation of Azlactones for Cell Culture Schmitt, Samantha K.; Trebatoski, David J.; Krutty, John D. Biomacromolecules, Vol. 17, Issue 3 https://doi.org/10.1021/acs.biomac.5b01682	journal	February 2016
Poly(azlactone)s: versatile scaffolds for tandem post-polymerisation modification and glycopolymer synthesis Jones, Mathew W.; Richards, Sarah-Jane; Haddleton, David M. Polym. Chem., Vol. 4, Issue 3 https://doi.org/10.1039/C2PY20757E	journal	January 2013
Amidine-Functionalized Poly(2-vinyl-4,4-dimethylazlactone) for Selective and Efficient CO ₂ Fixing Barkakaty, Balaka; Browning, Katie L.; Sumpter, Bobby Macromolecules, Vol. 49, Issue 5 https://doi.org/10.1021/acs.macromol.5b02483	journal	February 2016
Polyethylene Glycol Coatings on Plastic Substrates for Chemically Defined Stem Cell Culture Schmitt, Samantha K.; Xie, Angela W.; Ghassemi, Raha M. Advanced Healthcare Materials, Vol. 4, Issue 10 https://doi.org/10.1002/adhm.201500191	journal	May 2015
Surface-Anchored Poly(2-vinyl-4,4-dimethyl azlactone) Brushes as Templates for Enzyme Immobilization Cullen, Sean P.; Mandel, Ian C.; Gopalan, Padma Langmuir, Vol. 24, Issue 23 https://doi.org/10.1021/la8024952	journal	October 2008
Nonleaching Bacteria-Responsive Antibacterial Surface Based on a Unique Hierarchical Architecture Yan, Shunjie; Shi, Hengchong; Song, Lingjie ACS Applied Materials & Interfaces, Vol. 8, Issue 37 https://doi.org/10.1021/acsami.6b08436	journal	September 2016
Microstructured Block Copolymer Surfaces for Control of Microbe Adhesion and Aggregation Hansen, Ryan; Shubert, Katherine; Morrell-Falvey, Jennifer Biosensors, Vol. 4, Issue 1 https://doi.org/10.3390/bios4010063	journal	March 2014
Lectin-Functionalized Poly(glycidyl methacrylate)- block -poly(vinyldimethyl azlactone) Surface Scaffolds for High Avidity Microbial Capture Hansen, Ryan R.; Hinestrosa, Juan Pablo; Shubert, Katherine R. Biomacromolecules, Vol. 14, Issue 10 https://doi.org/10.1021/bm4011358	journal	September 2013
Self-Assembly and Post-Fabrication Functionalization of Microphase Separated Thin Films of a Reactive Azlactone-Containing Block Copolymer Choi, Jonathan W.; Carter, Matthew C. D.; Wei, Wei Macromolecules, Vol. 49, Issue 21 https://doi.org/10.1021/acs.macromol.6b01734	journal	October 2016
Manipulating Interfaces through Surface Confinement of Poly(glycidyl methacrylate)- block -poly(vinyldimethylazlactone), a Dually Reactive Block Copolymer Lokitz, Bradley S.; Wei, Jifeng; Hinestrosa, Juan Pablo Macromolecules, Vol. 45, Issue 16 https://doi.org/10.1021/ma300991p	journal	July 2012
Dilute Solution Properties and Surface Attachment of RAFT Polymerized 2-Vinyl-4,4-dimethyl Azlactone (VDMA) Lokitz, Bradley S.; Messman, Jamie M.; Hinestrosa, Juan Pablo Macromolecules, Vol. 42, Issue 22 https://doi.org/10.1021/ma9015399	journal	November 2009
Highly Selective Protein Patterning on Gold−Silicon Substrates for Biosensor Applications Veiseh, Mandana; Zareie, M. Hadi; Zhang, Miqin Langmuir, Vol. 18, Issue 17 https://doi.org/10.1021/la025529j	journal	July 2002
Elaboration of micro-domains of supported bilayer membranes using micro-contact printing Chalmeau, J.; Salomé, L.; Thibault, C. Microelectronic Engineering, Vol. 84, Issue 5-8 https://doi.org/10.1016/j.mee.2007.01.246	journal	May 2007
Controlling condensation and frost growth with chemical micropatterns Boreyko, Jonathan B.; Hansen, Ryan R.; Murphy, Kevin R. Scientific Reports, Vol. 6, Issue 1 https://doi.org/10.1038/srep19131	journal	January 2016
Surface Engineering and Patterning Using Parylene for Biological Applications Tan, Christine P.; Craighead, Harold G. Materials, Vol. 3, Issue 3 https://doi.org/10.3390/ma3031803	journal	March 2010
Nanoscale Resolution, Multicomponent Biomolecular Arrays Generated By Aligned Printing With Parylene Peel-Off Tan, Christine P.; Cipriany, Benjamin R.; Lin, David M. Nano Letters, Vol. 10, Issue 2 https://doi.org/10.1021/nl903968s	journal	February 2010
Cell and Protein Compatibility of Parylene-C Surfaces Chang, Tracy Y.; Yadav, Vikramaditya G.; De Leo, Sarah Langmuir, Vol. 23, Issue 23 https://doi.org/10.1021/la7017049	journal	October 2007
Stochastic Assembly of Bacteria in Microwell Arrays Reveals the Importance of Confinement in Community Development Hansen, Ryan H.; Timm, Andrea C.; Timm, Collin M. PLOS ONE, Vol. 11, Issue 5 https://doi.org/10.1371/journal.pone.0155080	journal	May 2016
The effect of retinal pigment epithelial cell patch size on growth factor expression Vargis, Elizabeth; Peterson, Cristen B.; Morrell-Falvey, Jennifer L. Biomaterials, Vol. 35, Issue 13 https://doi.org/10.1016/j.biomaterials.2014.01.016	journal	April 2014
Soft lithography for micro- and nanoscale patterning Qin, Dong; Xia, Younan; Whitesides, George M. Nature Protocols, Vol. 5, Issue 3 https://doi.org/10.1038/nprot.2009.234	journal	February 2010
Stamps, inks and substrates: polymers in microcontact printing Kaufmann, Tobias; Ravoo, Bart Jan Polymer Chemistry, Vol. 1, Issue 4 https://doi.org/10.1039/b9py00281b	journal	January 2010
Functional dendrimer modified ultra-hydrophilic trapping copolymer network towards highly efficient cell capture Zhang, Peiming; Gao, Mingxia; Zhang, Xiangmin Talanta, Vol. 153 https://doi.org/10.1016/j.talanta.2016.03.044	journal	June 2016
Lectin functionalized ZnO nanoarrays as a 3D nano-biointerface for bacterial detection Zheng, Laibao; Wan, Yi; Qi, Peng Talanta, Vol. 167 https://doi.org/10.1016/j.talanta.2017.03.007	journal	May 2017
Heparin micropatterning onto fouling-release perfluoropolyether-based polymers via photobiotin activation Credi, Caterina; De Marco, Carmela; Molena, Elena Colloids and Surfaces B: Biointerfaces, Vol. 146 https://doi.org/10.1016/j.colsurfb.2016.06.020	journal	October 2016
Evaporation Stains: Suppressing the Coffee-Ring Effect by Contact Angle Hysteresis Li, Yueh-Feng; Sheng, Yu-Jane; Tsao, Heng-Kwong Langmuir, Vol. 29, Issue 25 https://doi.org/10.1021/la400948e	journal	June 2013
Advanced printing and deposition methodologies for the fabrication of biosensors and biodevices Gonzalez-Macia, Laura; Morrin, Aoife; Smyth, Malcolm R. The Analyst, Vol. 135, Issue 5 https://doi.org/10.1039/b916888e	journal	January 2010

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