Dynamic Ultralong Organic Phosphorescence by Photoactivation

Gu, Long; Shi, Huifang; Gu, Mingxing; Ling, Kun; Ma, Huili; Cai, Suzhi; Song, Lulu; Ma, Chaoqun; Li, Hai; Xing, Guichuan; Hang, Xiao‐Chun; Li, Jiewei; Gao, Ya‐Ru; Yao, Wei; Shuai, Zhigang; An, Zhongfu; Liu, Xiaogang; Huang, Wei

doi:10.1002/anie.201712381

Cited by 278 publications

(183 citation statements)

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“…[14,15] To realize the single-component CP-OURTP in purely organic small molecules,weherein propose aone-stone-twobirds strategy through flexible chiral chain engineering by direct bonding ac hiral center to ap hosphor capable of RTP emission for (1) efficient chirality transfer and (2) dynamically self-adaptive aggregation coupling upon photo-activation for OURTP.Specifically,the chiral chain can successfully introduce the chiral character to the aromatic group for CP-RTPa nd effectively manipulate the molecular arrangement and packing mode in aggregated structures for enhancing the solid-state chiral emission. [23] Moreover,t he flexible chain that can be driven by external stimuli will dynamically tune the molecular stacking under photon irradiation for more effective aggregation coupling in solid states, [24] which is beneficial to stabilize the highly active excited triplet excitons for high-performance CP-OURTP.…”

Section: Introductionmentioning

confidence: 99%

Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence

et al. 2020

Angew Chem Int Ed

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Purely organic materials showing room temperature phosphorescence (RTP) and ultralong RTP (OURTP) have recently attracted much attention. However, it is challenging to integrate circularly polarized luminescence (CPL) into RTP/OURTP. Here, we show a strategy to realize CPL‐active OURTP (CP‐OURTP) by binding an achiral phosphor group directly to the chiral center of an ester chain. Engineering of this flexible chiral chain enables efficient chirality transfer to carbazole aggregates, resulting in strong CP‐OURTP with a lifetime of over 0.6 s and dissymmetry factor of 2.3×10−3 after the conformation regulation upon photo‐activation. The realized CP‐OURTP is thus stable at room temperature but can be deactivated quickly at 50 °C to CP‐RTP with high CPL stability during the photo‐activation/thermal‐deactivation cycles. Based on this extraordinary photo/thermal‐responsive and highly reversible CP‐OURTP/RTP, a CPL‐featured lifetime‐encrypted combinational logic device has been successfully established.

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Section: Introductionmentioning

confidence: 99%

Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence

et al. 2020

Angew Chem Int Ed

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“…

population of the excited triplet via a spinforbidden intersystem crossing from singlet to triplet. In any case, the phosphors must be contained in a rigid environment, inducing a restriction of molecular motion, be it a crystalline structure [11][12][13] or the use of an external host trapping the luminophore in the amorphous phase. In the literature, two main approaches have been developed to overcome those issues and achieve persistent RTP in aerated atmosphere.

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confidence: 99%

Blue‐Light‐Absorbing Thin Films Showing Ultralong Room‐Temperature Phosphorescence

et al. 2019

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population of the excited triplet via a spinforbidden intersystem crossing from singlet to triplet. Moreover, the excited triplet can be quenched quite easily by molecular oxygen or deactivated through nonradiative pathways ( Figure 1A). In the literature, two main approaches have been developed to overcome those issues and achieve persistent RTP in aerated atmosphere. In any case, the phosphors must be contained in a rigid environment, inducing a restriction of molecular motion, be it a crystalline structure [11][12][13] or the use of an external host trapping the luminophore in the amorphous phase. [14,15] In both systems, much progress has been achieved, and efficient materials have been developed reporting long-lasting phosphorescence and high phosphorescence quantum yield. In 2017, Shoji et al. revealed the exceptional phosphorescence properties of a series of simple crystalline arylboronic esters, with lifetimes up to 1.73 s, which is-to the best of our knowledge-one of the longest values ever reported for metal-free organic phosphors. [16] Earlier this year, Su et al. designed an organic molecule that is able to participate in multiple hydrogen bondings. After dispersion into polyvinyl alcohol (PVA) to create drop-coating thin films and long irradiation under strong UV light (65 min, 254 nm), an intense phosphorescence (Φ p up to 11.23%) associated with a long lifetime (up to 0.71 s) could be observed at room temperature in aerated atmosphere. In fine, these films could be used to print and encode information. [17] These examples, as for most of the studies reporting URTP pure organic systems described in the literature, work only with excitation in the UV range to trigger the phosphorescence response. This represents a clear limitation and makes these materials hardly suitable for potential mass commercial purpose. The only exception has been reported by Huang and co-workers in 2017. [18] In this work, the authors describe the rational design of new phosphorescent organic crystalline powders, characterized by very long emission lifetimes (up to 0.84 s), due to the derivatives ability to form H aggregates. For one crystalline target with absorption strength ranging up to 450 nm, phosphorescence could be obtained after excitation with a commercial white light-emitting diode (LED). But the long-term stability of such crystalline structures is unclear and unreliable, and the elaboration of thin films from such materials can be laborious, which makes them impractical for the development of smart tags or security devices.The development of organic materials displaying ultralong room-temperature phosphorescence (URTP) is a material design-rich research field with growing interest recently, as the luminescence characteristics have started to become interesting for applications. However, the development of systems performing under aerated conditions remains a formidable challenge. Furthermore, in the vast majority of molecular examples, the respective absorption bands of the compounds are in the near ultraviolet (...

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“…[6] To date,many investigations on the relationship between UOP behavior and molecular packing have been reported. [11] Despite great success in studying the relationship between the phosphorescence properties and molecular packing modes,the underlying mechanism for the UOP is still unclear, owing to the complex factors that influence phosphorescence.T herefore,adeeper understanding of the effective molecular packing is of great importance. [11] Despite great success in studying the relationship between the phosphorescence properties and molecular packing modes,the underlying mechanism for the UOP is still unclear, owing to the complex factors that influence phosphorescence.T herefore,adeeper understanding of the effective molecular packing is of great importance.…”

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confidence: 99%

Manipulating the Stacking of Triplet Chromophores in the Crystal Form for Ultralong Organic Phosphorescence

Gan

Wang

et al. 2019

Angewandte Chemie

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Provided here is evidence showing that the stacking between triplet chromophores playsacritical role in ultralong organic phosphorescence (UOP) generation within ac rystal. By varying the structure of afunctional unit, and different onoff UOP behavior was observed for each structure.R emarkably,24CPhCz, having the strongest intermolecular interaction between carbazole units exhibited the most impressive UOP with along lifetime of 1.06 sand aphosphorescence quantum yield of 2.5 %. 34CPhCz showed dual-emission UOP and thermally activated delayed fluorescence (TADF) with amoderately decreased phosphorescence lifetime of 770 ms,w hile 35CPhCz only displayed TADF owing to the absence of strong electronic coupling between triplet chromophores.T his study provides an explanation for UOP generation in crystal and new guidelines for obtaining UOP materials.

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Dynamic Ultralong Organic Phosphorescence by Photoactivation

Cited by 278 publications

References 60 publications

Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence

Stimuli‐Responsive Circularly Polarized Organic Ultralong Room Temperature Phosphorescence

Blue‐Light‐Absorbing Thin Films Showing Ultralong Room‐Temperature Phosphorescence

Manipulating the Stacking of Triplet Chromophores in the Crystal Form for Ultralong Organic Phosphorescence

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