1,2‐Dihydrophosphete: A Platform for the Molecular Engineering of Electroluminescent Phosphorus Materials for Light‐Emitting Devices

Abstract

The discovery and molecular engineering of novel electroluminescent materials is still a challenge in optoelectronics. In this work, the development of new π-conjugated oligomers incorporating a dihydrophosphete skeleton is reported. Variation of the substitution pattern of 1,2-dihydrophosphete derivatives and chemical modification of their P atoms afford thermally stable derivatives, which are suitable emitters to construct organic light-emitting diodes (OLEDs). The optical and electrochemical properties of these new P-based oligomers have been investigated in detail and are supported by DFT calculations. The OLED devices exhibit good performance and current-independent CIE coordinates.

Blue Electrofluorescence Properties of Furan–Silole Ladder Pi-Conjugated Systems

“…High Resolution Mass Spectrometry and elemental analysis also confirmed the proposed structure. However, under similar conditions, the reaction with Ph 2 SiCl 2 provided only negligible amount of compound 4, as already published by Ohshita et al [14] This might be due to the low reactivity of the dilithiated intermediate 1Li. Thus, the procedure was modified to prepare compounds 4-6 from the reaction of 1Li with highly reactive and less bulky SiCl 4 .…”

“…Following the successful incorporation of thiophene oligomers and polymers in opto-electronic devices, [1][2][3] new derivatives featuring B [4,5], N [6,7], O [8,9], Si [10] or P [11][12][13][14][15][16][17][18][19] have been developed. In particular, siloles (silacyclopentadienes) found promising applications in the field of organic light emitting devices (OLEDs) [20][21][22][23].…”

Naphthyl-Fused Phosphepines: Luminescent Contorted Polycyclic P-Heterocycles

“…Indeed, the Pa tom can be involved in various bondings ituations (s 3 ,l 3 -phosphane, s 2 ,l 3 -phosphaalkene, s 4 ,l 5 -phosphorus ylide, etc. [4] However,P -heterocycles are not limited to the phosphole family and during the last few years, other p-systems based on phosphetenes (four-membered unsaturated Pr ing), [5] phosphaphenalenes/phosphinines (six-membered Pr ing) [6] or phosphepines (seven-membered Pr ings) [7] have startedt ob es tudied in the context of molecular materials. [2] Furthermore, the specific reactivity of the s 3 ,l 3 -P atom affords an almostu nlimitedw ay of tuning its properties.…”

Phosphorus‐Containing Polycyclic Aromatic Hydrocarbons

“…[37] Furthermore, the diversity of conjugated P-heterocycles (three-membered phosphirenes, [38] four-membered phosphetes, [39] five-membered phospholes, [40] six-membered phosphinines, [41] seven-membered phosphepines), [42] -P), make this heteroatom highly versatile and adept to the tuning of the physicalproperties of p systemsand PAHs, in particular.…”

“…[36] The high reactivityo ft he phosphorus atom toward or- www.chemphyschem.org ganic reagents and transition metals offers an almost unlimited way of tuning the properties of organophosphorus derivatives. [37] Furthermore, the diversity of conjugated P-heterocycles (three-membered phosphirenes, [38] four-membered phosphetes, [39] five-membered phospholes, [40] six-membered phosphinines, [41] seven-membered phosphepines), [42] as well as the variety of bondingm odes (s 3 ,l 3 -P; s 4 ,l 5 -P; s 2 ,l 3 -P), make this heteroatom highly versatile and adept to the tuning of the physicalproperties of p systemsand PAHs, in particular.…”