Cyclic poly(phthalaldehyde) (cPPA) is a metastable and stimuli responsive polymer that undergoes rapid solid state depolymerization and has been utilized as a packaging and encapsulating material for transient applications. However, the early onset thermal depolymerization of cPPA severely hinders the fabrication and processing of plastic parts. Herein, the thermally triggered depolymerization of cPPA was investigated and tailored to enable thermal processing and molding of cPPA at moderate temperatures below the thermal depolymerization temperature. Stabilization of cPPA at elevated temperature was accomplished by removal of the latent Lewis acid catalyst BF and by addition of radical inhibitors and a Lewis base. Addition of a plasticizer to the stabilized cPPA enabled the fabrication of a monolithic solid polymer via hot press molding. Importantly, it is shown that the thermally processed cPPA retains its stimuli responsive depolymerization capability and will enable future work in the fabrication of bulk plastic parts that depolymerize and disintegrate on demand.
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http://dx.doi.org/10.1021/acsmacrolett.7b00769 | DOI Listing |
ACS Appl Mater Interfaces
August 2024
School of Chemical and Biomolecular Engineering, Georgia Institute of Technology, Atlanta, Georgia 30332, United States.
Microcapsules with a cyclic polyphthalaldehyde (cPPA) shell and oil core were fabricated by an emulsification process. The low ceiling temperature cPPA shell was made phototriggerable by incorporating a photoacid generator (PAG). Photoactivation of the PAG created a strong acid which catalyzed cPPA depolymerization, resulting in the release of the core payload, as quantified by H NMR.
View Article and Find Full Text PDFACS Omega
January 2024
Department of Mechanical Engineering, Koç University, Rumelifeneri Yolu, Sarıyer, Istanbul 34450, Turkey.
Electronics that disintegrate after stable operation present exciting opportunities for niche medical implant and consumer electronics applications. The disintegration of these devices can be initiated due to their medium conditions or triggered by external stimuli, which enables on-demand transition. An external stimulation method that can penetrate deep inside the body could revolutionize the use of transient electronics as implantable medical devices (IMDs), eliminating the need for secondary surgery to remove the IMDs.
View Article and Find Full Text PDFACS Polym Au
August 2023
Department of Chemical and Biomolecular Engineering, Beckman Institute for Advanced Science and Technology, Department of Chemistry, Department of Materials Science and Engineering and Materials Research Laboratory, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, United States.
Ring polymers have fascinated scientists for decades, but experimental progress has been challenging due to the presence of linear chain contaminants that fundamentally alter dynamics. In this work, we report the unexpected slow stress relaxation behavior of concentrated ring polymers that arises due to ring-ring interactions and ring packing structure. Topologically pure, high molecular weight ring polymers are prepared without linear chain contaminants using cyclic poly(phthalaldehyde) (cPPA), a metastable polymer chemistry that rapidly depolymerizes from free ends at ambient temperatures.
View Article and Find Full Text PDFACS Appl Mater Interfaces
February 2021
Faculty of Materials Science and Engineering, Technion - Israel Institute of Technology, Haifa 3200003, Israel.
We present a novel maskless device fabrication technique for rapid prototyping of two-dimensional (2D)-based electronic materials. The technique is based on a thermally activated and self-developed cyclic polyphthalaldehyde (c-PPA) resist using a commercial Raman system and 532 nm laser illumination. Following the successful customization of electrodes to form field effect transistors based on MoS monolayers, the laser-induced electronic doping of areas beneath the metal contacts that were exposed during lithography was investigated using both surface potential mapping and device characterization.
View Article and Find Full Text PDFSoft Matter
June 2020
Beckman Institute for Advanced Science and Technology, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA. and Department of Materials Science and Engineering, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
Monodisperse, stimuli-responsive microcapsules are required for applications involving precise delivery of chemical payloads but are difficult to fabricate with high throughput and control over capsule geometry and shell wall properties, especially in the presence of organic solvents. In this paper, we adapt a facile technique based on the interfacial tension of immiscible phases for the generation of monodisperse emulsion templates and microcapsules. In this technique, either one (single emulsion) or two (double emulsion) dispersed phases are simultaneously delivered while reciprocating across the interface of a stationary immiscible continuous phase.
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