Your browser doesn't support javascript.
loading
Azomethine-Containing Pyrrolo[3,2-b]pyrrole Copolymers for Simple and Degradable Conjugated Polymers.
Bartlett, Kimberley A; Charland-Martin, Ariane; Lawton, Jonathan; Tomlinson, Aimée L; Collier, Graham S.
Afiliación
  • Bartlett KA; Department of Chemistry and Biochemistry, Kennesaw State University, Kennesaw, GA, 30144, USA.
  • Charland-Martin A; Department of Chemistry and Biochemistry, Kennesaw State University, Kennesaw, GA, 30144, USA.
  • Lawton J; Department of Chemistry and Biochemistry, University of North Georgia, Dahlonega, GA, 30597, USA.
  • Tomlinson AL; Department of Chemistry and Biochemistry, University of North Georgia, Dahlonega, GA, 30597, USA.
  • Collier GS; Department of Chemistry and Biochemistry, Kennesaw State University, Kennesaw, GA, 30144, USA.
Macromol Rapid Commun ; 45(1): e2300220, 2024 Jan.
Article en En | MEDLINE | ID: mdl-37449343
ABSTRACT
Conjugated polymers have received significant attention as potentially lightweight and highly tailorable alternatives to inorganic semiconductors, but their synthesis is often complex, produces toxic byproducts, and they are not typically designed to be degradable or recyclable. These drawbacks necessitate dedicated efforts to discover materials with design motifs that enable targeted and efficient degradation of conjugated polymers. In this vein, the synthetic simplicity of 1,4-dihydropyrrolo[3,2-b]pyrroles (DHPPs) is exploited to access azomethine-containing copolymers via a benign acid-catalyzed polycondensation protocol. Polymerizations involve reacting a dialdehyde-functionalized dihydropyrrolopyrrole with p-phenylenediamine as the comonomer using p-toluenesulfonic acid as a catalyst. The inherent dynamic equilibrium of the azomethine bonds subsequently enabled the degradation of the polymers in solution in the presence of acid. Degradation of the polymers is monitored via NMR, UV-vis absorbance, and fluorescence spectroscopies, and the polymers are shown to be fully degradable. Notably, while absorbance measurements reveal a continued shift to higher energies with extended exposure to acid, fluorescence measurements show a substantial increase in the fluorescence response upon degradation. Results from this study encourage the continued development of environmentally-conscious polymerizations to attain polymeric materials with useful properties while simultaneously creating polymers with structural handles for end-of-life management or/and recyclability.
Asunto(s)
Palabras clave

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Asunto principal: Polímeros / Tiosemicarbazonas Idioma: En Revista: Macromol Rapid Commun Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Asunto principal: Polímeros / Tiosemicarbazonas Idioma: En Revista: Macromol Rapid Commun Año: 2024 Tipo del documento: Article País de afiliación: Estados Unidos