Fluorescent Molecular Logic Gates and Pourbaix Sensors in Polyacrylamide Hydrogels

Molecules. 2022 Sep 13;27(18):5939. doi: 10.3390/molecules27185939.

Abstract

Polyacrylamide hydrogels formed by free radical polymerisation were formed by entrapping anthracene and 4-amino-1,8-naphthalimide fluorescent logic gates based on photoinduced electron transfer (PET) and/or internal charge transfer (ICT). The non-covalent immobilisation of the molecules in the hydrogels resulted in semi-solid YES, NOT, and AND logic gates. Two molecular AND gates, examples of Pourbaix sensors, were tested in acidic aqueous methanol with ammonium persulfate, a strong oxidant, and displayed greater fluorescence quantum yields than previously reported. The logic hydrogels were exposed to aqueous solutions with chemical inputs, and the fluorescence output response was viewed under 365 nm UV light. All of the molecular logic gates diffuse out of the hydrogels to some extent when placed in solution, particularly those with secondary basic amines. The study exemplifies an effort of taking molecular logic gates from homogeneous solutions into the realm of solid-solution environments. We demonstrate the use of Pourbaix sensors as pE-pH indicators for monitoring oxidative and acidic conditions, notably for excess ammonium persulfate, a reagent used in the polymerisation of SDS-polyacrylamide gels.

Keywords: fluorescence; hydrogel; internal charge transfer; molecular logic gate; photoinduced electron transfer; polyacrylamide.

MeSH terms

  • Acrylic Resins
  • Amines
  • Ammonium Sulfate
  • Anthracenes
  • Coloring Agents*
  • Hydrogels / chemistry
  • Methanol*
  • Oxidants

Substances

  • Acrylic Resins
  • Amines
  • Anthracenes
  • Coloring Agents
  • Hydrogels
  • Oxidants
  • polyacrylamide gels
  • ammonium peroxydisulfate
  • Ammonium Sulfate
  • Methanol

Grants and funding

The research was funded by the University of Malta and the Endeavour Scholarship Scheme, partly financed by the European Social Fund (ESF)-Operational Programme II–Cohesion Policy 2014–2020 “Investing in human capital to create more opportunities and promote the well-being of society”.