Boron Diiminate with Aggregation‐Induced Emission and Crystallization‐Induced Emission‐Enhancement Characteristics

Yoshii, Ryousuke; Hirose, Amane; Tanaka, Kazuo; Chujo, Yoshiki

doi:10.1002/chem.201402946

Cited by 155 publications

(85 citation statements)

References 35 publications

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“…54 Similar to ketoiminates, diiminates also exhibited AIE properties. The emission spectra showed marginal luminescence in THF (Φo0.01), while crystallization led to large increases in the emission intensities; these results clearly indicate that synthesized boron diiminates are AIE-active molecules.…”

Section: Versatility Of Boron Diketonates K Tanaka and Y Chujomentioning

confidence: 99%

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

2015

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The synthesis and application of organoboron complexes are a highly relevant topic owng to their unique characteristics. Based on their emissive properties, these complexes have been used to make novel optical materials and devices; boron β-diketonate is a simple and robust organoboron complex. From a series of recent studies, unique and versatile optical properties have been reported. In this review, we introduce the results of primarily recent studies on boron diketonate and related compounds containing polymers and particularly explain their optical properties. Initially, the multi-emission of boron diketonate derivatives and its application to biotechnology are explained. Next, the formation of nanostructures and its emission properties are demonstrated. The modulation of optical properties by mechanical stress is also presented. Finally, recent progress in the development of solid-emissive materials are shown with boron diketonates and their derivatives, which have aggregation-induced emission properties. The versatility of boron diketonates as a building block for the preparation of functional optical materials is the focus of this review.

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Section: Versatility Of Boron Diketonates K Tanaka and Y Chujomentioning

confidence: 99%

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

2015

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“…Interestingly, boron diiminate derivatives exhibited not only AIE characteristics but also CIE characteristics (in THF: PL quantum efficiency Φ lum < 0.01, in the crystal states: Φ lum = 0.110.23, in the amorphous states: Φ lum = 0.02). 28 CIE is a strong emission of a π-conjugated system and can be induced efficiently only in the crystal states. Tang et al originally presented CIE-active organic compounds.…”

Section: ¹1mentioning

confidence: 99%

“…20 As some the examples, we demonstrate boron compounds and POSS materials here. By using boron compounds as one of functional units of element-blocks, the resulting materials showed unique properties, such as high electron transportation 21,22 and near-infrared (NIR) luminescence, 2325 aggregation-induced emission (AIE) 2639 and crystallization-induced emission (CIE) 28,4043 properties. In the case of POSS materials, we succeeded in preparing room-temperature ionic liquids (ILs) exhibiting good thermal stability for the first time.…”

Section: Introductionmentioning

confidence: 99%

Creative Synthesis of Organic–Inorganic Molecular Hybrid Materials

Gon

Tanaka

Chujo

2017

Bulletin of the Chemical Society of Japan

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This manuscript describes a series of our research based on the concept of an organicinorganic molecular hybrid material. Homogeneous organicinorganic hybridization is accomplished by mixing organic components and inorganic ones at a molecular level. Based on the strategy, a great number of hybrid materials have been synthesized and brand-new properties have been developed. Organicinorganic hybrid materials insure the realization of the collaboration of organic features and inorganic features. We recently suggested a new concept of organic inorganic hybrid materials named 'element-blocks'. This concept provides the idea that an element-level design and combinations of the functional units can create innovative materials. Herein, we demonstrate synthetic methods and examples of the organicinorganic hybrid materials, and we introduce our recent work based on the concept of element-blocks.

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“…[6][7][8] Recently, the aggregation induced emission (AIE) characteristics of small molecules and polymers has been proposed. [9][10][11][12] Tetraphenylethene (TPE) [13][14][15] with its propellershaped structure is one of the most studied examples for aggregation induced emission characteristics. Very recently, the TPE based molecules have been synthesized and investigated by Misra et al [16][17][18] The rational molecular design of the TPE based molecules makes it potential uses in non-doped OLEDs with a good color contrast.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, aggregation-induced emission, solvatochromism and mechanochromism of fluorinated benzothiadiazole bonded to tetraphenylethenes

Hsu

Weng

2018

RSC Adv.

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Compounds consisting of unsubstituted, monofluoro and difluoro substituted benzothiadiazole bonded to two tetraphenylethenes were successfully prepared by palladium catalyzed Suzuki-Miyaura cross-coupling reaction of their corresponding co-monomers. All compounds exhibited aggregation-induced emission characteristics when the water fraction was higher than 60% in the THF/water mixtures. The emission maximum for the three compounds was blue-shifted when the water content reached 90% compared to that in THF solution. The intensity of emission maximum of difluorinated benzothiadiazole linked with two tetraphenylethenes was 2.5 times higher in 90% water compared to those in THF solution.Surprisingly, two liquid crystal phases with two distinct emission colors were observed only for the compound containing difluorinated benzothiadiazole bonded to two tetraphenylethene. All compounds showed remarkable solvatochromic properties in selected solvents with different polarities. The powder XRD results and mechanochromism of the compounds suggested that the solid state structures can change from one form to another by grinding, fuming or annealing processes.

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Boron Diiminate with Aggregation‐Induced Emission and Crystallization‐Induced Emission‐Enhancement Characteristics

Cited by 155 publications

References 35 publications

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

Creative Synthesis of Organic–Inorganic Molecular Hybrid Materials

Synthesis, characterization, aggregation-induced emission, solvatochromism and mechanochromism of fluorinated benzothiadiazole bonded to tetraphenylethenes

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