Controllable intramolecular interaction of 3D arranged π-conjugated luminophores based on a POSS scaffold, leading to highly thermally-stable and emissive materials

Gon, Masayuki; Sato, Keita; Tanaka, Kazuo; Chujo, Yoshiki

doi:10.1039/c6ra14971e

Cited by 28 publications

(20 citation statements)

References 53 publications

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“…By radially distributing luminescent chromophores on the rigid cube through the rigid linker,i tw as expected to disturb phase transfer in the amorphous state because of high symmetry,e ven in the absence of stacking interactions. [51] Therefore, undesired molecular interactions that induced ACQ could be suppressed. The synthesis of boron ketoiminatew as performed according to ap reviously reported procedure.…”

Section: Resultsmentioning

confidence: 99%

Heat‐Resistant Mechanoluminescent Chromism of the Hybrid Molecule Based on Boron Ketoiminate Modified Octasubstituted Polyhedral Oligomeric Silsesquioxane

Suenaga

Tanaka

Chujo

2016

Chemistry A European J

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The development of a heat-resistant mechanoluminescent chromic (MLC) dye based on an organic-inorganic hybrid molecular scaffold is reported. Luminescent organoboron complexes were introduced into polyhedral oligomeric silsesquioxane (POSS) at each vertex through the rigid linker structure in the Suzuki-Miyaura cross-coupling reaction. From optical measurements, it was found that the crystalline state of the modified POSS showed orange emission. By adding mechanical forces to the sample, regular structures collapsed. Correspondingly, the emission color turned to yellow. Interestingly, the yellow-emissive amorphous state can be preserved during heating. By radially distributing luminescent chromophores on the rigid cube, both optical and thermal properties can be modulated to realize heat- resistant MLC behavior. POSS can contribute not only to expressing the MLC behavior, but also to improving thermal stability in the amorphous state. This is the first example, to the best of our knowledge, to offer the rational design of a heat-resistant MLC material.

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Section: Resultsmentioning

confidence: 99%

Heat‐Resistant Mechanoluminescent Chromism of the Hybrid Molecule Based on Boron Ketoiminate Modified Octasubstituted Polyhedral Oligomeric Silsesquioxane

Suenaga

Tanaka

Chujo

2016

Chemistry A European J

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“…We have recently proposed a new concept for material design based on an "element-block" which is a minimum functional unit containing heteroatoms. 1,2 Creation of a wide variety of materials with unique functions originating from heteroatoms can be expected by the connection and assembly even with the single type of element-blocks and resulting element-block polymers are promised to show not only superior properties to those of conventional organic materials but also diverse functions originating from the combination with element-blocks. Because of positive effects of boron complexation as mentioned above, we have also explored luminescent boron element-blocks and found unique optical and electronic properties from conjugated polymers consisting of boron element-blocks.…”

Section: Introductionmentioning

confidence: 99%

Modulation of the solid-state luminescent properties of conjugated polymers by changing the connecting points of flexible boron element blocks

Tanaka

Chujo

2020

Polym J

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A flexible molecule is known to be unfavorable for designing a luminescent dye because its excitation state would be rapidly decayed through molecular motions. Meanwhile, we recently found that some of flexible boron complexes, which potentially show larger degree of structural relaxation in the excited state, and their polymers exhibit unique optical properties with high environmental sensitivity by adding structural restriction, such as aggregation-induced emission (AIE) and luminochromism triggered by external stimuli. Moreover, it was shown that these optical properties were drastically changed by modulating the connecting points in polymers. In this review, recent progresses in the developments of luminescent polymer films with stimuli-responsiveness are illustrated. In particular, influence of the alteration of connecting points on luminescent behaviors is explained. It is demonstrated that polymerization is a versatile strategy not only for transforming a class of non-emissive molecules to luminescent dyes but also for precisely regulating optical properties of film materials which are promised to be applied as a scaffold for advanced chemical sensors.

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“…[1][2][3][4][5][6][7][8] In this connection, they have been extensively investigated, especially in materialc hemistry. [1][2][3][4][5][6][7][8] In this connection, they have been extensively investigated, especially in materialc hemistry.…”

Section: Introductionmentioning

confidence: 99%

“…Due to their unique properties such as aw ell-definedh ighly symmetric nanostructure and thermal stability, POSS molecules (POSS = polyhedralo ligomeric silsesquioxane)h ave been widely used as versatile buildingb locks for the construction of hybrid materials. [1][2][3][4][5][6][7][8] In this connection, they have been extensively investigated, especially in materialc hemistry. [9][10][11][12] Recently,t he synthesis of functionalizeds ilsesquioxanes cages( SQs) containing other heteroatomsa nd functional groupsh as been strongly developed by many scientists.…”

Section: Introductionmentioning

confidence: 99%

Introduction of Boron Functionalities into Silsesquioxanes: Novel Independent Methodologies

Kaźmierczak

Kuciński

Stachowiak

et al. 2018

Chemistry A European J

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Owing to their versatile application possibilities, silsesquioxanes (SQs) are of considerable interest for creating hybrid inorganic-organic materials. In this report, two novel and independent strategies for the direct attachment of boron functionalities to silsesquioxanes are presented. Encouraged by our previous work concerning the synthesis of borasiloxanes through the catalyst-free dehydrogenative coupling of silanols and boranes, we decided to apply our method to a synthesis of various boron-functionalized silsesquioxanes. During our tests, we also investigated the activity of scandium(III) triflate, which we have previously used as an excellent catalyst for the obtaining of Si-O-Si and Si-O-Ge moieties. As a result, we also discovered a novel approach for the O-borylation of Si-OH groups in silsesquioxanes with allylborane. Both routes are highly chemoselective and efficiently lead to the obtaining of Si-O-B moiety under air atmosphere and at room temperature.

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Controllable intramolecular interaction of 3D arranged π-conjugated luminophores based on a POSS scaffold, leading to highly thermally-stable and emissive materials

Abstract: This manuscript describes the inorganic cubic core as an advantageous scaffold for realizing solid-state emissive materials with high thermal stability.

Cited by 28 publications

References 53 publications

Heat‐Resistant Mechanoluminescent Chromism of the Hybrid Molecule Based on Boron Ketoiminate Modified Octasubstituted Polyhedral Oligomeric Silsesquioxane

Heat‐Resistant Mechanoluminescent Chromism of the Hybrid Molecule Based on Boron Ketoiminate Modified Octasubstituted Polyhedral Oligomeric Silsesquioxane

Modulation of the solid-state luminescent properties of conjugated polymers by changing the connecting points of flexible boron element blocks

Introduction of Boron Functionalities into Silsesquioxanes: Novel Independent Methodologies

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