Solid-state AIEnh-circularly polarised luminescence of chiral perylene diimide fluorophores

Taniguchi, Ayano; Kaji, Daiki; Hara, Nobuyuki; Murata, Ryosuke; Akiyama, Shogo; Harada, Takunori; Sudo, Atsushi; Nishikawa, Hiroyuki; Imai, Yoshitane

doi:10.1039/c8ra09785b

Cited by 26 publications

(33 citation statements)

References 54 publications

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“…This also suggests that it is possible to control the CPL properties by changing the environment of the chiral compound without using an enantiomer. Taniguchi et al (2019) reported the observation of aggregation-induced enhanced (AIEnh) CPL of chiral perylene diimide fluorophores in a KBr pellet, a PMMA film and a myo-IPU-film. Louis et al (2019) reported mechano-responsive CPL by thermal annealing and smearing of a solid-state sample.…”

Section: Introductionmentioning

confidence: 99%

Temperature-Dependent Circularly Polarized Luminescence Measurement Using KBr Pellet Method

Kondo¹,

Suzuki²,

Watanabe³

et al. 2020

Front. Chem.

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Circularly polarized luminescence (CPL) spectroscopy measures the difference in luminescence intensity between left-and right-circularly polarized light, and is often used to analyze the structure of chiral molecules in their excited state. Recently, it has found an increasing range of applications in the analysis of molecules that emit circularly polarized light and can be employed in 3D displays. Thus, the number of articles focusing on CPL spectroscopy has increased dramatically. However, since the luminescence dissymmetry factor (g lum ) for organic compounds is generally <|0.01|, CPL spectrometers must offer high sensitivity and produce spectra that are artifact-free for chiral molecules. Until now, the principal targets of CPL measurements have been solution samples. However, for practical device applications, it is also necessary to be able to measure the CPL spectra of solid-state samples. In addition, since electronic devices often operate at high temperatures, it is important to evaluate the thermal dependence of the CPL characteristics. Moreover, in the measurement of solid-state samples, the degree of anisotropy of the samples must be evaluated, because a large degree of anisotropy can cause artifacts. Therefore, we describe methods to evaluate the degree of anisotropy of solid-state samples and their high-temperature applications.

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Section: Introductionmentioning

confidence: 99%

Temperature-Dependent Circularly Polarized Luminescence Measurement Using KBr Pellet Method

Kondo¹,

Suzuki²,

Watanabe³

et al. 2020

Front. Chem.

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“… Ultraviolet‐visible (UV‐vis) absorption spectral (dotted lines) and photoluminescence (PL) (solid lines) profiles recorded for ( R , R )‐ BPP (black lines), [36] ( R , R )‐ Ethy (green lines), ( R , R )‐ BPP‐Ph (blue lines), and ( R , R )‐ BPP‐EthyPh (red lines) in their (a) CHCl 3 solution (1.0×10 −4 M) and (b) PMMA‐film states. λ ex =450 nm for ( R , R )‐ BPP , 470 nm for ( R , R )‐ Ethy , 456 nm for ( R , R )‐ BPP‐Ph , and 456 nm for ( R , R )‐ EthyPh .…”

Section: Resultsmentioning

confidence: 99%

“… Circular dichroism (CD) spectral profiles recorded for ( R , R )‐ BPP (black lines), [36] ( R , R )‐ Ethy (green lines), ( R , R )‐ BPP‐Ph (blue lines), and ( R , R )‐ BPP‐EthyPh (red lines) in their (a) CHCl 3 solution (1.0×10 −4 M) and (b) PMMA‐film states.…”

Section: Resultsmentioning

confidence: 99%

Circularly Polarized Luminescence from π‐Conjugated Chiral Perylene Diimide Luminophores: The Bay Position Effect

et al. 2021

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Three types of chiral perylene diimide luminophores bearing ethynyl, phenyl, and ethynylphenyl substituents (BPP‐Ethy, BPP‐Ph, and BPP‐EthyPh) at the bay positions were prepared. The chiroptical properties of the compounds in their solution (in CHCl3) and polymethyl methacrylate (PMMA)‐film solid states were investigated. Similar to the chiral BPP molecules bearing no substituents at the bay position, BPP‐Ethy, BPP‐Ph, and BPP‐EthyPh luminophores emitted no clear circularly polarized luminescence (CPL) in CHCl3 solution. In contrast, the chiral BPP‐Ethy, BPP‐Ph, and BPP‐EthyPh luminophores exhibited intense aggregation‐induced enhanced CPL (AIEnh‐CPL) in the PMMA‐film state; BPP exhibited similar properties. Although the four luminophores were of the same absolute configurations, the CPL signs of the chiral BPP‐EthyPh were opposite to those of BPP, BPP‐Ethy, and BPP‐Ph. This could be attributed to the effects of the substituents at the bay position.

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“…[11,12,15] Notably, the absolute PLQY of CNC-QNR-PU films was observed to be 6.5%, which is an order of magnitude higher than that of other polymer-based emissive chiro-optical films. [62][63][64] Remarkably, when the films were stretched, they showed no asymmetric CPL emission, yet linearly polarized light emission parallel to the stretching direction was observed (Figure 4c; Figure S20, Supporting Information).…”

Section: Mechanically-triggered Dynamic Light Polarizationmentioning

confidence: 99%

Dynamic Chiro‐Optics of Bio‐Inorganic Nanomaterials via Seamless Co‐Assembly of Semiconducting Nanorods and Polysaccharide Nanocrystals

Kang

Biesold

Lee

et al. 2021

Adv Funct Materials

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This study demonstrates a novel chiral organization of multi-materials from semiconducting quantum nanorods (QNRs) co-assembled into chiral nematic polysaccharide (cellulose) nanocrystals for active manipulation of chirooptical light emission properties in elastomeric materials. Highly emissive anisotropic QNRs with dimensions and surface chemistry commensurate with those of biological nanocrystals facilitate seamless co-assembly into an integrated chiral nematic organization due to preferable enthalpic interactions and pairing processes. The resulting freestanding highly emissive bio-inorganic elastomeric materials exhibit vivid iridescence and emission with a strong optical activity that manifests itself in active and tunable chiral photoluminescence with unusually large asymmetry. Intriguingly, large-strain reversible mechanical deformation of physically crosslinked elastomers endows fully reversible alternation of helical structural configuration and corresponding linearly and circularly polarized photoluminescence. This study provides a platform to render dynamic optical functionality with reconfigurable light propagation/emission in bio-inorganic elastomers for futuristic applications in chiral lasing, biosensing, optical gauges, and holographic display.

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Solid-state AIEnh-circularly polarised luminescence of chiral perylene diimide fluorophores

Abstract: Chiral N,N′-bis(1-phenylethyl)perylene-3,4,9,10-tetracarboxylic acid diimide (BPP) exhibits solid-state aggregation-induced enhanced circularly polarized luminescence (AIEnh-CPL) in KBr, PMMA, and myo-IPU matrices..

Cited by 26 publications

References 54 publications

Temperature-Dependent Circularly Polarized Luminescence Measurement Using KBr Pellet Method

Temperature-Dependent Circularly Polarized Luminescence Measurement Using KBr Pellet Method

Circularly Polarized Luminescence from π‐Conjugated Chiral Perylene Diimide Luminophores: The Bay Position Effect

Dynamic Chiro‐Optics of Bio‐Inorganic Nanomaterials via Seamless Co‐Assembly of Semiconducting Nanorods and Polysaccharide Nanocrystals

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