Organic materials with long‐lived, color‐tunable phosphorescence are potentially useful for optical recording, anti‐counterfeiting, and bioimaging. Herein, we develop a series of novel host–guest organic phosphors allowing dynamic color tuning from the cyan (502 nm) to orange red (608 nm). Guest materials are employed to tune the phosphorescent color, while the host materials interact with the guest to activate the phosphorescence emission. These organic phosphors have an ultra‐long lifetime of 0.7 s and a maximum phosphorescence efficiency of 18.2 %. Although color‐tunable inks have already been developed using visible dyes, solution‐processed security inks that are temperature dependent and display time‐resolved printed images are unprecedented. This strategy can provide a crucial step towards the next‐generation of security technologies for information handling.
Figure 2. Steroid based host matrix in realizing RTP emission. (a) Chemical structures of steroid host and second amino-substituted deuterated carbon as well as the design principle in realizing the RTP emission. Reproduced with permission. 39 Copyright 2013, Wiley. (b) Chemical structures of host 4, guest 3, and dispersant 5 as well as the application in thermal reversible recording materials. Reproduced with permission. 40 Copyright 2013, Wiley. (K r = phosphorescent decay rate, K q = rate of quenching long-lived triplet excitons).
Organic near-infrared room temperature phosphorescence materials have unparalleled advantages in bioimaging due to their excellent penetrability. However, limited by the energy gap law, the near-infrared phosphorescence materials (>650 nm) are very rare, moreover, the phosphorescence lifetimes of these materials are very short. In this work, we have obtained organic room temperature phosphorescence materials with long wavelengths (600/657–681/732 nm) and long lifetimes (102–324 ms) for the first time through the guest-host doped strategy. The guest molecule has sufficient conjugation to reduce the lowest triplet energy level and the host assists the guest in exciton transfer and inhibits the non-radiative transition of guest excitons. These materials exhibit good tissue penetration in bioimaging. Thanks to the characteristic of long lifetime and long wavelength emissive phosphorescence materials, the tumor imaging in living mice with a signal to background ratio value as high as 43 is successfully realized. This work provides a practical solution for the construction of organic phosphorescence materials with both long wavelengths and long lifetimes.
The control of the emission properties of doping materials through molecular design makes organic materials potentially promising candidates for many optoelectronic applications and devices. However, organic doping systems with high quantum yields and persistent luminescence processes have rarely been reported, and their luminescence mechanisms are still not well established. Here we developed a series of purely organic heavy-atom-free doping systems. The guest molecules can dope either donor or acceptor matrixes, both leading to an enhanced fluorescence (Φ = 63−76%) and room-temperature phosphorescence (Φ = 7.6−14.5%, τ = 119−317 ms) under ambient conditions. XRD measurements and density functional calculations results indicated ultralong phosphorescence was determined by both the cocrystalline state and the energy levels between the host and guest materials. The doping materials are fairly stable to light, heat, and humidity. This work may provide unique insight for designing doping systems and expanding the scope of organic phosphorescence applications.
Organic host-guest doping materials with room temperature phosphorescence (RTP) phenomenon have attracted considerable attention. However, it was still challenging to investigate their corresponding luminescence mechanism, because host-guest system very difficult...
Monotonous luminescence has always been a major factor limiting the application of organic room‐temperature phosphorescence (RTP) materials. Enhancing and regulating the intermolecular interactions between the host and guest is an effective strategy to achieve excellent phosphorescence performance. In this study, intermolecular halogen bonding (CN⋅⋅⋅Br) was introduced into the host–guest RTP system. The interaction promoted intersystem crossing and stabilized the triplet excitons, thus helping to achieve strong phosphorescence emission. In addition, the weak intermolecular interaction of halogen bonding is sensitive to external stimuli such as heat, mechanical force, and X‐rays. Therefore, the triplet excitons were easily quenched and colorimetric multi‐stimuli responsive behaviors were realized, which greatly enriched the luminescence functionality of the RTP materials. This method provides a new platform for the future design of responsive RTP materials based on weak intermolecular interactions between the host and guest molecules.
Pure organic room-temperature phosphorescent (RTP) materials have been suggested to be promising bioimaging materials due to their good biocompatibility and long emission lifetime. Herein, we report a class of RTP materials. These materials are developed through the simple introduction of an aromatic carbonyl to a tetraphenylpyrrole molecule and also exhibit aggregation-induced emission (AIE) properties. These molecules show non-emission in solution and purely phosphorescent emission in the aggregated state, which are desirable properties for biological imaging. Highly crystalline nanoparticles can be easily fabricated with a long emission lifetime (20 μs), which eliminate background fluorescence interference from cells and tissues. The prepared nanoparticles demonstrate two-photon absorption characteristics and can be excited by near infrared (NIR) light, making them promising materials for deep-tissue optical imaging. This integrated aggregation-induced phosphorescence (AIP) strategy diversifies the existing pool of bioimaging agents to inspire the development of bioprobes in the future.
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