4.8 Article

1,8-Naphthalimide-Based Polymers Exhibiting Deep-Red Thermally Activated Delayed Fluorescence and Their Application in Ratiometric Temperature Sensing

Journal

ACS APPLIED MATERIALS & INTERFACES
Volume 12, Issue 17, Pages 20000-20011

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acsami.0c05257

Keywords

naphthalimide; TADF; deep-red fluorescence; Cu(0)-RDRP; thermoresponsive material

Funding

  1. Natural Sciences and Engineering Council of Canada (NSERC)
  2. British Columbia Knowledge Development Fund (BCKDF)
  3. Canada Foundation for Innovation (CFI)
  4. NSERC
  5. Canada Research Chairs Program

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A series of naphthalimide (NAI)-based red-emissive thermally activated delayed fluorescence (TADF) acrylic monomers has been designed and synthesized. When copolymerized with a host material by Cu(0)-reversible deactivation radical polymerization (Cu(0)-RDRP), polymers exhibiting orange to deep-red TADF were obtained with quantum yields of up to 58% in solution and 31% in the solid state. These emitters exhibit dual emission consisting of high-energy prompt fluorescence from the NM acceptor (lambda(max) = 340 nm in toluene) and red-delayed fluorescence from the charge-transfer process (lambda(max) = 633-711 nm in toluene). This dual emissive property was utilized to create red-to-blue temperature-responsive polymers by copolymerization of NAI-DMAC with N-isopropylacrylamide and a blue fluorescent dopant. These polymers exhibit red TADF at room temperature and blue fluorescence at 70 degrees C, with a high ratiometric fluorescent thermal response of 32 +/- 4% K-1. Such systems are anticipated to have utility in bioimaging, drug delivery, and temperature sensing, further expanding the range of applications for red TADF materials.

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