Single‐Photon Near‐Infrared‐Responsiveness from the Molecular to the Supramolecular Level via Platination of Pentacenes

Han, Yifei; Yin, Yueru; Wang, Fan; Wang, Rui

doi:10.1002/anie.202103125

Cited by 30 publications

(13 citation statements)

References 77 publications

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“…For example: Wang et al . reported some light‐responsive supramolecular polymers regulated from the molecular to the supramolecular level; [ 5‐6 ] Qin and Yang et al . reported some “turn‐on” photo‐switchable fluorescent metallacycles; [ 7‐8 ] Han et al .…”

Section: Background and Originality Contentmentioning

confidence: 99%

Photooxidation of IR‐820 by Calixpyridinium‐Induced Assembled Material and Its pH‐Controlled Visual Multicolor Luminescence

2022

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In this work, a spherical calixpyridinium-IR-820 supramolecular assembled material was fabricated based on the calixpyridiniuminduced IR-820 aggregation. This assembled material exhibited a well visible light responsiveness by the photodecomposition of aggregated IR-820 accompanied by an obvious color change. Such photochromic material has many potential applications. More interestingly, the photodecomposition of aggregated IR-820 was significantly promoted, although the aggregated photosensitizers usually exhibited a lower photoreactivity. This approach can be further extended to construct various visible-light responsive supramolecular assembled materials and potentially applied in many fields. Herein, benefitting from the pH-dependent luminescent properties of calixpyridinium and the photodegradation products of IR-820, a pH-controlled visual multicolor luminescence was achieved, which was perfectly applied in the detection of pH from 5 to 10 by naked eyes.

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Section: Background and Originality Contentmentioning

confidence: 99%

Photooxidation of IR‐820 by Calixpyridinium‐Induced Assembled Material and Its pH‐Controlled Visual Multicolor Luminescence

2022

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“…As previously reported, acenes and σ-platinated acenes undergo photo-induced endoperoxidation in the presence of oxygen (Supplementary Figs. 39 − 40 , 43 ) 40 , 41 . In this regard, we sought to modulate the sequential energy transfer process of 1 / 2/3 via photo-irradiation.…”

Section: Resultsmentioning

confidence: 99%

“…We envisage that σ-platinated (hetero)acenes represent suitable candidates since various acene and heteroacene derivatives can be synthesized with broad spectral coverage 37 – 39 . These σ-platinated acenes are prone to aggregate with each other due to their structural similarity, guaranteeing the proximity of D/A pairs in the resulting supramolecular copolymers 40 – 42 . The Pt(II) units prevent severe stacking of (hetero)acenes to avoid aggregation-caused emission quenching, and thereby maintain sufficient emission intensity at the aggregated state.…”

Section: Introductionmentioning

confidence: 99%

A bioinspired sequential energy transfer system constructed via supramolecular copolymerization

Han

Zhang

et al. 2022

Nat Commun

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Sequential energy transfer is ubiquitous in natural light harvesting systems to make full use of solar energy. Although various artificial systems have been developed with the biomimetic sequential energy transfer character, most of them exhibit the overall energy transfer efficiency lower than 70% due to the disordered organization of donor/acceptor chromophores. Herein a sequential energy transfer system is constructed via supramolecular copolymerization of σ-platinated (hetero)acenes, by taking inspiration from the natural light harvesting of green photosynthetic bacteria. The absorption and emission transitions of the three designed σ-platinated (hetero)acenes range from visible to NIR region through structural variation. Structural similarity of these monomers faciliates supramolecular copolymerization in apolar media via the nucleation-elongation mechanism. The resulting supramolecular copolymers display long diffusion length of excitation energy (> 200 donor units) and high exciton migration rates (~1014 L mol−1 s−1), leading to an overall sequential energy transfer efficiency of 87.4% for the ternary copolymers. The superior properties originate from the dense packing of σ-platinated (hetero)acene monomers in supramolecular copolymers, mimicking the aggregation mode of bacteriochlorophyll pigments in green photosynthetic bacteria. Overall, directional supramolecular copolymerization of donor/acceptor chromophores with high energy transfer efficiency would provide new avenues toward artificial photosynthesis applications.

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“…These results revealed that the photochromic behavior of CIT-Z stems from the subtle molecular conformation variation of the TPE group. With the help of the Gaussian 16 43 software package, TD-DFT computations 35 were carried out using simulation of the absorption spectra of CIT-Z before and after UV-light irradiation. The crystal data for calculation were collected from the same crystal at the same position before and after irradiation.…”

Section: Resultsmentioning

confidence: 99%

“…Theoretical Computations. To elucidate the photochromic behavior of CIT-Z, time-dependent density functional theory (TD-DFT) 35 computations using the single-crystal data before and after UV-light irradiation were performed with the TPSSh functional. During TD-DFT computations, light elements (C, O, N, and H) were described by 6-311G* basis sets, while heavy atoms (Cu and I) were described by SDD.…”

Section: Methodsmentioning

confidence: 99%

Reversible Photochromic Coordination Polymer by Phototriggered Subtle Molecular Conformation Variations

et al. 2021

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Photochromic materials are constructed with molecules accompanied by structural change after triggering by light, which are of great importance and necessity for various applications. However, because of space-confinement effects, molecule stacking of these photoresponsive chromophores within coordination polymers (CPs) always results in an efficiency decrement and a response delay, and this phenomenon will lead to a poor photochromic property. Herein, a CP (named CIT-E) with a 3-fold-interpenetrating network structure, which was prepared with (Z)-1,2-diphenyl-1,2-bis[4-(pyridin-3-ylmethoxy)phenyl]ethene (1Z) and a CuI cluster, showed fast reversible photochromic behavior. Under UV-light illumination, the color of CIT-Z changed from pale yellow to reddish brown. With the illumination of green light, the polymer could return to its initial color within 10 s. To reveal the mechanism of reversible photochromic behavior of CIT-Z, single-crystal structures of each color state were fully studied, and other scientific study methods were also used, such as time-dependent density functional theory calculation and control experiments. It was found that, with light illumination, this behavior of CIT-Z was the result of a ligand-to-metal charge-transfer process, and this process was triggered by subtle molecular conformation variation of tetraphenylethylene. It should be noted that CIT-Z has high thermal and chemical stability, which are excellent advantages as smart photoresponsive materials. As a proof of concept, a uniform thin film with such a fascinating photochromic property allows applications in invisible anticounterfeiting and dynamic optical data storage. Overall, the present study opens up a new avenue toward reversible photochromic materials.

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Single‐Photon Near‐Infrared‐Responsiveness from the Molecular to the Supramolecular Level via Platination of Pentacenes

Cited by 30 publications

References 77 publications

Photooxidation of IR‐820 by Calixpyridinium‐Induced Assembled Material and Its pH‐Controlled Visual Multicolor Luminescence

Photooxidation of IR‐820 by Calixpyridinium‐Induced Assembled Material and Its pH‐Controlled Visual Multicolor Luminescence

A bioinspired sequential energy transfer system constructed via supramolecular copolymerization

Reversible Photochromic Coordination Polymer by Phototriggered Subtle Molecular Conformation Variations

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