Probing Thermoresponsive Polymerization-Induced Self-Assembly with Variable-Temperature Liquid-Cell Transmission Electron Microscopy

Matter - Tập 4 - Trang 722-736 - 2021
Georg M. Scheutz1, Mollie A. Touve2, Andrea S. Carlini2,3, John B. Garrison1, Karthikeyan Gnanasekaran2, Brent S. Sumerlin1, Nathan C. Gianneschi2,4,3
1George & Josephine Butler Polymer Research Laboratory, Center for Macromolecular Science & Engineering, Department of Chemistry, University of Florida, Gainesville, FL 32611, USA
2Department of Chemistry, International Institute of Nanotechnology, Chemistry of Life Processes Institute, Simpson Querrey Institute, Lurie Cancer Center, Chicago, IL, USA
3Department of Chemistry & Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, USA
4Department of Materials Science & Engineering, Department of Biomedical Engineering, Department of Pharmacology, Northwestern University, Evanston, IL 60208, USA

Tài liệu tham khảo

Bates, 2016, 50th anniversary perspective: block polymers—pure potential, Macromolecules, 50, 3, 10.1021/acs.macromol.6b02355 Vaughn, 1951, Properties of some newly developed nonionic detergents, J. Am. Oil Chem. Soc., 28, 294, 10.1007/BF02648649 Allen, 1999, Nano-engineering block copolymer aggregates for drug delivery, Colloids Surf. B, 16, 3, 10.1016/S0927-7765(99)00058-2 Mai, 2012, Self-assembly of block copolymers, Chem. Soc. Rev., 41, 5969, 10.1039/c2cs35115c Foster, 2019, Getting into shape: reflections on a new generation of cylindrical nanostructures' self-assembly using polymer building blocks, J. Am. Chem. Soc., 141, 2742, 10.1021/jacs.8b08648 Tanner, 2011, Polymeric vesicles: from drug carriers to nanoreactors and artificial organelles, Acc. Chem. Res., 44, 1039, 10.1021/ar200036k Antonietti, 2005, Vesicles and liposomes: a self-assembly principle beyond lipids, Adv. Mater., 15, 1323, 10.1002/adma.200300010 Mable, 2015, Framboidal ABC triblock copolymer vesicles: a new class of efficient Pickering emulsifier, Chem. Sci., 6, 6179, 10.1039/C5SC02346G Pochan, 2004, Toroidal triblock copolymer assemblies, Science, 306, 94, 10.1126/science.1102866 Warren, 2014, Polymerization-induced self-assembly of block copolymer nano-objects via RAFT aqueous dispersion polymerization, J. Am. Chem. Soc., 136, 10174, 10.1021/ja502843f Yu, 1998, Morphogenic effect of solvent on crew-cut aggregates of amphiphilic diblock copolymers, Macromolecules, 31, 1144, 10.1021/ma971254g Derry, 2016, In situ small-angle X-ray scattering studies of sterically-stabilized diblock copolymer nanoparticles formed during polymerization-induced self-assembly in non-polar media, Chem. Sci., 7, 5078, 10.1039/C6SC01243D Brotherton, 2019, In situ small-angle X-ray scattering studies during reversible addition-fragmentation chain transfer aqueous emulsion polymerization, J. Am. Chem. Soc., 141, 13664, 10.1021/jacs.9b06788 Takahashi, 2020, Unraveling the kinetics of the structural development during polymerization-induced self-assembly: decoupling the polymerization and the micelle structure, Polym. Chem., 11, 1514, 10.1039/C9PY01810G Parkatzidis, 2020, Recent developments and future challenges in controlled radical polymerization: a 2020 update, Chem, 6, 1575, 10.1016/j.chempr.2020.06.014 Wu, 2016, In situ environmental TEM in imaging gas and liquid phase chemical reactions for materials research, Adv. Mater., 28, 9686, 10.1002/adma.201602519 Ruska, 1942, Beitrag zur übermikroskopischen Abbildung bei höheren Drucken, Kolloid-Z., 100, 212, 10.1007/BF01519549 Wu, 2020, Liquid-phase electron microscopy for soft matter science and biology, Adv. Mater., 32, e2001582, 10.1002/adma.202001582 Patterson, 2015, Soft nanomaterials analysed by in situ liquid TEM: towards high resolution characterisation of nanoparticles in motion, Perspect. Sci., 6, 106, 10.1016/j.pisc.2015.10.003 Williamson, 2003, Dynamic microscopy of nanoscale cluster growth at the solid–liquid interface, Nat. Mater., 2, 532, 10.1038/nmat944 Parent, 2017, Directly observing micelle fusion and growth in solution by liquid-cell transmission electron microscopy, J. Am. Chem. Soc., 139, 17140, 10.1021/jacs.7b09060 Parent, 2018, Tackling the challenges of dynamic experiments using liquid-cell transmission electron microscopy, Acc. Chem. Res., 51, 3, 10.1021/acs.accounts.7b00331 Proetto, 2014, Dynamics of soft nanomaterials captured by transmission electron microscopy in liquid water, J. Am. Chem. Soc., 136, 1162, 10.1021/ja408513m Touve, 2018, Polymerization-induced self-assembly of micelles observed by liquid cell transmission electron microscopy, ACS Cent. Sci., 4, 543, 10.1021/acscentsci.8b00148 Early, 2020, Direct observation of micelle fragmentation via in situ liquid-phase transmission electron microscopy, ACS Macro Lett., 9, 756, 10.1021/acsmacrolett.0c00273 Li, 2019, Dynamics of amphiphilic block copolymers in an aqueous solution: direct imaging of micelle formation and nanoparticle encapsulation, Nanoscale, 11, 2299, 10.1039/C8NR08922A Nagamanasa, 2017, Liquid-cell electron microscopy of adsorbed polymers, Adv. Mater., 29, 1703555, 10.1002/adma.201703555 Wang, 2020, Intermediate states of molecular self-assembly from liquid-cell electron microscopy, Proc. Natl. Acad. Sci. U S A, 117, 1283, 10.1073/pnas.1916065117 Ianiro, 2019, Liquid-liquid phase separation during amphiphilic self-assembly, Nat. Chem., 11, 320, 10.1038/s41557-019-0210-4 Hill, 2015, Expanding the scope of RAFT polymerization: recent advances and new horizons, Macromolecules, 48, 5459, 10.1021/acs.macromol.5b00342 Canning, 2016, A critical appraisal of RAFT-mediated polymerization-induced self-assembly, Macromolecules, 49, 1985, 10.1021/acs.macromol.5b02602 Liu, 2019, 100th anniversary of macromolecular science viewpoint: heterogenous reversible deactivation radical polymerization at room temperature. Recent advances and future opportunities, ACS Macro Lett., 8, 1660, 10.1021/acsmacrolett.9b00870 Charleux, 2012, Polymerization-induced self-assembly: from soluble macromolecules to block copolymer nano-objects in one step, Macromolecules, 45, 6753, 10.1021/ma300713f Wan, 2009, One-pot synthesis of nanomaterials via RAFT polymerization induced self-assembly and morphology transition, Chem. Commun. (Camb.), 5883, 10.1039/b912804b Carmean, 2017, Ultra-high molecular weights via aqueous reversible-deactivation radical polymerization, Chem, 2, 93, 10.1016/j.chempr.2016.12.007 Carmean, 2020, Ultrahigh molecular weight hydrophobic acrylic and styrenic polymers through organic-phase photoiniferter-mediated polymerization, ACS Macro Lett., 9, 613, 10.1021/acsmacrolett.0c00203 Easterling, 2019, Block copolymer sequence inversion through photoiniferter polymerization, ACS Macro Lett., 8, 1461, 10.1021/acsmacrolett.9b00716 Wang, 2018, Longer-lasting electron-based microscopy of single molecules in aqueous medium, ACS Nano, 12, 8572, 10.1021/acsnano.8b04190 Smith, 2017, Colloidal covalent organic frameworks, ACS Cent. Sci., 3, 58, 10.1021/acscentsci.6b00331 Figg, 2017, Tuning hydrophobicity to program block copolymer assemblies from the inside out, Macromolecules, 50, 935, 10.1021/acs.macromol.6b02754 Blanazs, 2011, Mechanistic insights for block copolymer morphologies: how do worms form vesicles?, J. Am. Chem. Soc., 133, 16581, 10.1021/ja206301a Figg, 2015, Polymerization-induced thermal self-assembly (PITSA), Chem. Sci., 6, 1230, 10.1039/C4SC03334E Delaittre, 2007, Nitroxide-mediated aqueous dispersion polymerization: from water-soluble macroalkoxyamine to thermosensitive nanogels, Macromol. Rapid Commun., 28, 1528, 10.1002/marc.200700230 Ma, 2019, Visible light initiated thermoresponsive aqueous dispersion polymerization-induced self-assembly, Macromolecules, 52, 1033, 10.1021/acs.macromol.8b02490 Wang, 2017, Temperature-induced morphological transitions of poly(dimethylacrylamide)–poly(diacetone acrylamide) block copolymer lamellae synthesized via aqueous polymerization-induced self-assembly, Macromolecules, 50, 7222, 10.1021/acs.macromol.7b01644 Blanazs, 2012, Sterilizable gels from thermoresponsive block copolymer worms, J. Am. Chem. Soc., 134, 9741, 10.1021/ja3024059 Warren, 2018, Critical dependence of molecular weight on thermoresponsive behavior of diblock copolymer worm gels in aqueous solution, Macromolecules, 51, 8357, 10.1021/acs.macromol.8b01617 Le, 2019, Straightforward access to biocompatible poly(2-oxazoline)-coated nanomaterials by polymerization-induced self-assembly, Chem. Commun. (Camb.), 55, 3741, 10.1039/C9CC00407F Ratcliffe, 2019, A single thermoresponsive diblock copolymer can form spheres, worms or vesicles in aqueous solution, Angew. Chem. Int. Ed., 58, 18964, 10.1002/anie.201909124 Wang, 2018, Alkyl α-hydroxymethyl acrylate monomers for aqueous dispersion polymerization-induced self-assembly, ACS Macro Lett., 7, 1461, 10.1021/acsmacrolett.8b00839 Roy, 2010, Future perspectives and recent advances in stimuli-responsive materials, Prog. Polym. Sci., 35, 278, 10.1016/j.progpolymsci.2009.10.008 Roy, 2013, New directions in thermoresponsive polymers, Chem. Soc. Rev., 42, 7214, 10.1039/c3cs35499g Penfold, 2019, Emerging trends in polymerization-induced self-assembly, ACS Macro Lett., 8, 1029, 10.1021/acsmacrolett.9b00464 Delaittre, 2012, Synthesis by nitroxide-mediated aqueous dispersion polymerization, characterization, and physical core-crosslinking of pH- and thermoresponsive dynamic diblock copolymer micelles, Polym. Chem., 3, 1526, 10.1039/c2py20084h Xu, 2018, Exploiting wavelength orthogonality for successive photoinduced polymerization-induced self-assembly and photo-crosslinking, ACS Macro Lett., 7, 1376, 10.1021/acsmacrolett.8b00741 Chen, 2019, pH- and reductant-responsive polymeric vesicles with robust membrane-cross-linked structures: in situ cross-linking in polymerization-induced self-assembly, Macromolecules, 52, 1140, 10.1021/acs.macromol.8b02081 Qu, 2016, In situ cross-linking of vesicles in polymerization-induced self-assembly, ACS Macro Lett., 5, 316, 10.1021/acsmacrolett.6b00066 Thompson, 2012, Can polymersomes form colloidosomes?, J. Am. Chem. Soc., 134, 12450, 10.1021/ja305789e Mukherjee, 2015, Self-healing hydrogels containing reversible oxime crosslinks, Soft Matter, 11, 6152, 10.1039/C5SM00865D Gallow, 2011, Cloud point suppression in dilute solutions of model gradient copolymers with prespecified composition profiles, J. Polym. Sci. B Polym. Phys., 49, 629, 10.1002/polb.22226 Maibaum, 2004, Micelle formation and the hydrophobic effect, J. Phys. Chem. B, 108, 6778, 10.1021/jp037487t Chandler, 2005, Interfaces and the driving force of hydrophobic assembly, Nature, 437, 640, 10.1038/nature04162 Petersen, 2009, Strong temperature dependence of water reorientation in hydrophobic hydration shells, J. Chem. Phys., 130, 214511, 10.1063/1.3142861 Southall, 2002, A view of the hydrophobic effect, J. Phys. Chem. B, 106, 521, 10.1021/jp015514e Ben-Amotz, 2016, Water-mediated hydrophobic interactions, Annu. Rev. Phys. Chem., 67, 617, 10.1146/annurev-physchem-040215-112412 Piffoux, 2018, Monitoring the dynamics of cell-derived extracellular vesicles at the nanoscale by liquid-cell transmission electron microscopy, Nanoscale, 10, 1234, 10.1039/C7NR07576F Delaittre, 2009, Formation of polymer vesicles by simultaneous chain growth and self-assembly of amphiphilic block copolymers, Chem. Commun. (Camb.), 2887, 10.1039/b903040a Touve, 2019, Self-assembling peptides imaged by correlated liquid cell transmission electron microscopy and MALDI-imaging mass spectrometry, Nat. Commun., 10, 4837, 10.1038/s41467-019-12660-1 Carlini, 2019, UV-responsive cyclic peptide progelator bioinks, Faraday Discuss., 219, 44, 10.1039/C9FD00026G D'Agosto, 2003, Molecular weight and functional end group control by RAFT polymerization of a bisubstituted acrylamide derivative, Macromolecules, 36, 621, 10.1021/ma025646l Sheiko, 2001, Visualization of macromolecules—a first step to manipulation and controlled response, Chem. Rev., 101, 4099, 10.1021/cr990129v Gnanasekaran, 2020, In situ Ni2+ stain for liposome imaging by liquid-cell transmission electron microscopy, Nano Lett., 20, 4292, 10.1021/acs.nanolett.0c00898 Guice, 2007, Reversible phase transformations in concentrated aqueous block copolymer solutions of poly(methyl acrylate)-b-poly(hydroxyethyl methacrylate-co-dimethylaminoethyl methacrylate), Macromolecules, 40, 9053, 10.1021/ma0713097 Touve, 2019, Block copolymer amphiphile phase diagrams by high-throughput transmission electron microscopy, Macromolecules, 52, 5529, 10.1021/acs.macromol.9b00563 Park, 2015, Minimum cost multi-way data association for optimizing multitarget tracking of interacting objects, IEEE Trans. Pattern Anal. Mach. Intell., 37, 611, 10.1109/TPAMI.2014.2346202