Fluorescent Phosphorus Dendrimers: Towards Material and Biological Applications

Abstract

Fluorescent derivatives of phosphorhydrazone dendrimers are reviewed. Diverse types of fluorophores have been used, such as pyrene, naphthol, anthracene, dansyl, diketone, phthalocyanine, maleimide, julolidine, rhodamine, fluorescein, or fluorene derivatives. The fluorescent groups can be located either as terminal groups on the surface, at the core, linked to the core (off‐center), or to the branches of the dendritic structure. After fundamental research on their synthesis, these compounds have been used in the fields of catalysis, nanomaterials, OLEDs, sensors and biology/nanomedicine, in particular for monitoring transfection, or for their anti‐inflammatory or anti‐cancer properties.

Novel Dicyano-Phenylenevinylene Fluorophores for Low-Doped Layers: A Highly Emissive Material for Red OLEDs

“…Organic light-emitting devices (OLEDs) are widely regarded as next-generation technology for lighting devices [1,2] and displays [3,4], and as cutting-edge technology in bio-medicines [5,6], in security and communications [7,8], and in biological and environmental applications [9,10,11,12].…”

Recent advances in development of dendritic polymer‐based nanomedicines for cancer diagnosis

“…Fluorescent phosphorus dendrimers have gained attention in optical imaging, which were recently reviewed (Qiu et al, 2019). A set of perylenediimide‐cored polylysine (PDI‐PLL) fluorescent dendrimers of different generations (from PDI‐PLL‐G1 to PDI‐PLL‐G8) were prepared in a divergent growth manner (Figure 10).…”

Design, Synthesis and Self‐Assembly of Functional Amphiphilic Metallodendrimers

“…A methanol solution (4 mL) of N-Boc-ethylenediamine 3 (1.00 g, 6.26 mmol) was added dropwise to a stirred solution of ethyl acrylate 4 (2.67 mL, 25.05 mmol) in methanol (4 mL) at 0°C. The reaction mixture was allowed to reach room temperature and was kept stirred for 2 d. The volatiles were removed by evaporation and the resulting product dried under vacuum for 3 d, providing compound 5 as a viscous pale yellow oil 13 [43] To a cold solution (0°C) of ethylenediamine 1 (5.70 mL, 85.49 mmol) in methanol (10 mL), a methanol solution (10 mL) of ethyl ester-terminated amidoamine dendron 5 (2.05 g, 5.70 mmol) was added dropwise within 1 h. The resulting reaction mixture was allowed to reach room temperature and was kept stirred for 5 d. The reaction solvent was removed by evaporation, after which the excess ethylenediamine 1 was removed by azeotropic distillation with toluene/methanol, followed by vacuum distillation to remove the remaining toluene. The desired product was further dried under vacuum for 2 d to afford product D1G1 as a viscous amber oil (2.10 g, 95 %).…”

“…1 H NMR (500 MHz, CD 3 OD) δ: 6.92 (d, J = 2.0 Hz, 2H), 6.47 (t, J = 2.0 Hz, 1H), 3.85 (s, 3H). 13 C NMR (126 MHz, CD 3 OD) δ: 167.2, 158.3, 131.5, 107.3, 106.7, 51.0. (10).…”