Energy‐Transfer Properties of a [2.2]Paracyclophane‐Based Through‐Space Dimer

Morisaki, Yasuhiro; Kawakami, Nozomi; Nakano, Tatsuya; Chujo, Yoshiki

doi:10.1002/chem.201303108

Cited by 19 publications

(8 citation statements)

References 38 publications

(20 reference statements)

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“…According to eq (1), the values of E eff were evaluated as 95% from P1 and 73% from P2 by using the observed intensity of the emission maxima in the models and the polymers, respectively. These values are relatively lower than those of the D-A dyads with the covalent bond in close proximity [9]. These data represent the energy transfer should be suppressed via the cardo structure.…”

Section: Resultsmentioning

confidence: 76%

Synthesis of dual-emissive polymers based on ineffective energy transfer through cardo fluorene-containing conjugated polymers

Yeo

Tanaka

Chujo

2015

Polymer

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a b s t r a c tWe describe here the design and synthesis of the conjugated polymers containing dye-modified cardo fluorenes for the dual emissions. Mono and di-substituted cardo fluorenes with boron dipyrromethene (BODIPY) were introduced into alternating conjugated polymers using bis-thienyl-benzothiadiazole as a comonomer for constructing the donor (D)-acceptor (A) pairs through the main-chains. The polymeric products showed good solubility in the common organic solvents and good film-formability. Strong emissions were obtained from the synthesized polymers in both solution and film states. In particular, multi-color emissions in green and red regions derived from each component were observed from the solutions containing the synthesized polymers. From the emission lifetime measurements, it was found that the energy transfer should be suppressed between the side and the main-chains, leading to the dual emission from the polymers. Furthermore, we also observed that the synthesized polymers have the light-harvesting antenna (LHA) effects and the color tunability by changing the number of BODIPY dyes tethered to the cardo fluorene.

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Section: Resultsmentioning

confidence: 76%

Synthesis of dual-emissive polymers based on ineffective energy transfer through cardo fluorene-containing conjugated polymers

Yeo

Tanaka

Chujo

2015

Polymer

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“…Interestedly, although the overlap of the spectra between the emission of pyrene and the absorption of the polymer main‐chain should be smaller than that of DPA, the insufficient energy transfer was observed in PF‐PY‐TBT comparing to that in PF‐DPA‐TBT . There is possibility that the transient dipole moment in the pyrene unit might have an unfavorable direction, leading to the decrease of the energy transfer efficiency . Because of the connection to the cardo fluorene, it should be intrinsically difficult to form the parallel distribution toward the transition moment of the main‐chain conjugation.…”

Section: Resultsmentioning

confidence: 99%

Energy transfer through heterogeneous dyes‐substituted fluorene‐containing alternating copolymers and their dual‐emission properties in the films

Yeo

Tanaka

Chujo

2015

J. Polym. Sci. Part A: Polym. Chem.

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We report synthesis of the modified fluorene polymers tethered to the heterogeneous types of the fluorescent dyes at the cardo carbon for obtaining the dual‐emissive solid materials. A series of the alternating fluorene copolymers modified with pyrene or 9,10‐diphenylanthracene and BODIPY at the cardo carbon based on the red‐emissive donor–acceptor structure were prepared, and their characteristics were examined. From the measurements of the optical properties, the energy transfer efficiencies were evaluated. In summary, variable energy transfer efficiencies were observed between the side chains and from the side chain to the main chain. It was indicated that the energy transfer efficiencies were strongly depended on the types of the energy donor and the detection conditions as such in the solution or film. Furthermore, it was found that the cardo fluorene units can contribute to the suppression of the energy transfer in the condensed state. Finally, the dual‐emissive polymers were obtained in the film states. This is the first example, to the best of our knowledge, not only to offer systematic information on the energy transfer between the dye molecules and the polymer main‐chains via the cardo structure but also to demonstrate the polymer‐based optical materials with the dual‐emission properties. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 2026–2035

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“…As a result, photoexcited energy transfer occurs efficiently from donor-to-acceptor π-electron systems with energy transfer efficiency over 99.9% and a rate constant of about 10 12 s −1 when [2.2]pCp is applied to polymers as a skeleton to construct singlemolecular wires. 10,11 Another representative characteristic of [2.2]pCp and its derivatives is their remarkable photophysical properties. The presence of a shoulder in the UV-vis spectrum arising from the lower energy level compared with isolated analogue is observed in both oligomers, such as pg-CP(PV 2 ) 2 and pg-CP(PV 3 ) 2 , 12 with [2.2]pCp cores and polymers such as pg-poly(PE 3 ) 13 ( Figure 1a) with a through-space conjugated [2.2]pCp backbone.…”

Section: Introductionmentioning

confidence: 99%

Through-Space Conjugation: A Thriving Alternative for Optoelectronic Materials

Li¹,

Shen²,

Zhao³

et al. 2019

CCS Chem

139

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Efficient electronic coupling is the key to constructing optoelectronic functional π systems. Generally, the delocalization of π electrons must comply with the framework constructed by covalent bonds (typically σ bonds), representing classic through-bond conjugation. However, through-space conjugation offers an alternative that achieves spatial electron communication with closely stacked π systems instead of covalent bonds thus enabling multidimensional energy and charge transport. Because of the ever-accelerating advances of through-space conjugation studies, researchers are inspired greatly by the beauty of through-space conjugated systems and their potential in high-tech applications. In this mini review, we introduce some representative and newly developed π systems having the through-space conjugation feature. In addition to discussing the profound impacts of through-space conjugation on the luminescence properties and charge transport, we will review some impressive findings of distinctive molecules with attractive characteristics, such as aggregation-induced emission, thermally activated delayed fluorescence, bipolar charge transport, and multichannel. These achievements may bring about new breakthroughs of theory, materials, and devices in the fields of organic electronics and molecular electronics.

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Energy‐Transfer Properties of a [2.2]Paracyclophane‐Based Through‐Space Dimer

Cited by 19 publications

References 38 publications

Synthesis of dual-emissive polymers based on ineffective energy transfer through cardo fluorene-containing conjugated polymers

Synthesis of dual-emissive polymers based on ineffective energy transfer through cardo fluorene-containing conjugated polymers

Energy transfer through heterogeneous dyes‐substituted fluorene‐containing alternating copolymers and their dual‐emission properties in the films

Through-Space Conjugation: A Thriving Alternative for Optoelectronic Materials

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