研究领域

Energy Science Materials Chemistry Organic Chemistry Organometallic Chemistry Sensor Science Sustainable Chemistry

I. New Methods for the Chain-Growth Synthesis of p-Conjugated Polymers Organic p-conjugated polymers are promising materials for thin-film solar cells, light-emitting diodes, and transistors because they exhibit tunable optical and electrical properties and can be solution-processed onto large, flexible substrates. However, these materials have several limitations and synthetic methods that provide access to new polymers are needed. Although a Ni-catalyzed chain-growth method was recently reported, the narrow substrate scope, highly monomer-specific reaction conditions, and inefficient cross-propagation between two monomers has limited its utility. My group’s approach to overcome these challenges has involved (i) elucidating the chain-growth mechanism and competing reaction pathways and (ii) developing alternative ligands/catalysts for improved reactivity. II. Synthesis and Characterization of Gradient p-Conjugated Copolymers Organic p-conjugated polymers are an increasingly important class of materials because of their widespread application in electronic devices. Although there have been extensive studies aimed at controlling their physical, optical and electronic properties through synthetic modifications, processing conditions, and device designs, little is known about the effect of copolymer sequence because these materials have been synthetically inaccessible. The ability to tailor properties by simply altering the copolymer sequence should provide a powerful new design strategy for preparing the next-generation of tunable organic materials. We have been targeting gradient copolymers, which exhibit continuously changing composition along the polymer chain, because of their anticipated ability to stabilize polymer blends. These novel copolymers will exhibit unique physical, optical and electronic properties when self-assembled in solution and blended in films. III. Developing Stimuli-Responsive Materials based on Gelation Molecular gels are increasingly being investigated for diverse applications, including chemical sensing, bioresponsive materials, regenerative medicine, and environmental remediation. Despite these successes, recent efforts to either improve gel properties or extend their applications have been significantly limited because gelation remains a largely unpredictable phenomenon. It was recently estimated that over 1000 small-molecule based gelators have been reported in the literature, although most of these gelators were either discovered serendipitously or through extensive combinatorial screening methods. It has been difficult to elucidate design principles from this data set because seemingly subtle changes to these gelator structures have had unpredictable and often detrimental effects on their gelation ability. My group’s approach to overcome these challenges has involved (i) creating, testing, and modifying a new gelator design strategy and (ii) identifying the key structure-property relationships relevant to gelation.

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Zurcher, D. M.; McNeil, A. J. Tools for Identifying Gelator Scaffolds and Solvents. J. Org. Chem. 2015, ASAP. [PDF] Palermo, E. F.; McNeil, A. J. Gradient Sequence π-Conjugated Copolymers. In Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties; Lutz, J.-F., Meyer, T. Y., Ouchi, M., Sawamoto, M., Eds.; ACS Symposium Series 1170; American Chemical Society: Washington, DC, 2014; pp 287–299. [PDF] Zurcher, D. M.; Adhia, Y. J.; Romero, J. D.; McNeil, A. J. Modifying a Known Gelator Scaffold for Nitrite Detection. Chem. Commun. 2014, 50, 7813–7816. [PDF] Li, A.; Amonoo, J.; Huang, B.; Goldberg, P. K.; McNeil, A. J.; Green, P. F. Enhancing photovoltaic performance using an all-conjugated random copolymer to tailor bulk and interfacial morphology of the P3HT:ICBA active layer. Adv. Funct. Mater. 2014, 24, 5594–5602. [PDF] Berto, T.; Xu, N; Lee, S. R.; McNeil, A. J.; Alp, E.; Zhao, J.; Richter-Addo, G.; Lehnert, N. Characterization of the Bridged Hyponitrite Complex {[Fe(OEP)]2(mu-N2O2)}: Reactivity of Hyponitrite Complexes and Biological Relevance. Inorg. Chem. 2014, 53, 6398–6414. [PDF] Carter, K. K.; Rycenga, H. B.; McNeil, A. J. Improving Hg-triggered Gelation via Structural Modifications. Langmuir 2014, 30, 3522–3527. [PDF] Palermo, E. F.; Darling, S. B.; McNeil, A. J. Conjugated Gradient Copolymers Suppress Phase Separation and Improve Stability in Bulk Heterojunction Solar Cells. J. Mater. Chem. C 2014, 2, 3401–3406. [PDF] Bremmer, S. C.; McNeil, A. J.; Soellner, M. B. Enzyme-triggered Gelation: Targeting Proteases with Internal Cleavage Sites. Chem. Commun. 2014, 50, 1691–1693. [PDF] Bryan, Z. J.; McNeil, A. J. Conjugated Polymer Synthesis via Catalyst-transfer Polycondensation (CTP): Mechanism, Scope and Applications. Macromolecules 2013, 46, 8395–8405. [PDF] Palermo, E. F.; van der Laan, H. L.; McNeil, A. J. Impact of π-Conjugated Gradient Sequence Copolymers on Polymer Blend Morphology. Polym. Chem. 2013, 4, 4606–4611. [PDF] Bryan, Z. J.; McNeil, A. J. Evidence for a Preferential Intramolecular Oxidative Addition in Ni-catalyzed Cross-coupling Reactions and their Impact on Chain-growth Polymerizations. Chem. Sci. 2013, 4, 1620-1624. [PDF] Lee, S. R.; Bloom, J. W. G.; Wheeler, S. E.; McNeil, A. J. Accelerating Ni(II) Precatalyst Initiation using Reactive Ligands and its Impact on Chain-growth Polymerizations. Dalton Trans. 2013, 42, 4218-4222. [PDF] Palermo, E. F.; McNeil, A. J. Impact of Copolymer Sequence on Solid-state Properties for Random, Gradient, and Block Copolymers Containing Thiophene and Selenophene. Macromolecules 2012, 45, 5948-5955. [PDF] Chen, J.; Wu, W.; McNeil, A. J. Detecting a Peroxide-based Explosive using Molecular Gelation. Chem. Commun. 2012, 48, 7310-7312. [PDF] Bremmer, S. C.; Chen, J.; McNeil, A. J.; Soellner, M. B. A General Method for Detecting Protease Activity via Gelation and its Application to Artificial Clotting. Chem. Commun. 2012, 48, 5482-5484. [PDF] Bryan, Z. J.; Smith, M. L.; McNeil, A. J. Chain-growth Polymerization of Aryl Grignards Initiated by a Stabilized NHC-Pd Precatalyst. Macromol. Rapid Commun. 2012, 33, 842-847. [PDF] Lee, S. R.; Bryan, Z. J.; Wagner, A. M.; McNeil, A. J. Effect of Ligand Electronic Properties on Precatalyst Initiation and Propagation in Ni-catalyzed Cross-coupling Polymerizations. Chem. Sci. 2012, 3, 1562-1566. [PDF] Adhia, Y. J.; Schloemer, T. H.; Perez, M. T.; McNeil, A. J. Using Polymeric Additives to Enhance Molecular Gelation: Impact of Poly(acrylic acid) on Pyridine-based Gelators. Soft Matter 2012, 8, 430-434. [PDF] Muro-Small, M. L.; Chen, J.; McNeil, A. J. Dissolution Parameters Reveal Role of Structure and Solvent in Molecular Gelation. Langmuir 2011, 27, 13248-13253. [PDF] Moy, C. L.; Kaliappan, R.; McNeil, A. J. Aryl Trihydroxyborate Salts: Thermally Unstable Species with Unusual Gelation Abilities. J. Org. Chem. 2011, 76, 8501-8507. [PDF]