Study on the solution and solid-state fluorescence of novel BF<sub>2</sub>complexes with (Z)-2-[phenanthridin-6(5H)-ylidene]-1-phenylethanone and its derivatives as ligands

Wu, Ding-Er; Lü, Xiaolin; Xia, Min

doi:10.1039/c5nj00926j

Cited by 23 publications

(22 citation statements)

References 85 publications

(4 reference statements)

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“…Furthermore, it was implied that the nitrogen atom could contribute to suppressing ACQ by partially disordering π‐stacking at the boron complex moiety. Based on these results, we designed ketoiminate complexes by employing fused structures in order to realize constant emission efficiencies in the solid state, such as the amorphous and crystal forms, as well as in solution. By introducing the fused structure at the nitrogen atom in the ketoiminate ligand, molecular motions should be effectively suppressed.…”

Section: Resultsmentioning

confidence: 99%

Design and Luminescence Chromism of Fused Boron Complexes Having Constant Emission Efficiencies in Solution and in the Amorphous and Crystalline States

2017

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Mechanochromic luminescent molecules often suffer from critical loss of luminescence intensity during phase transitions in the solid state. In this study, we present mechanochromic luminescent molecules that can provide clear color changes with constant emission intensity during phase transitions. It was reported that the class of aggregation‐induced emission (AIE)‐active boron complexes can present intense emission by freezing intramolecular motions. According to this mechanism, we designed a complex with a fused ligand to preserve the enhanced emission in the aggregated state in the AIE during phase transitions between the solution, amorphous, and crystalline states. From optical measurements, it was shown that the synthesized boron complexes present bright emission in various phases. In particular, as we expected, the luminescence color was clearly altered during phase transition, whereas the emission intensity changed only slightly. Finally, we also found that diverse luminescence colors were obtained from each polymorph and for various substituents as induced by the substituent effect. The results in the series of mechanistic studies show that electronic interactions and π–π interactions can modulate the electronic conjugation system of the complexes without causing loss of emission efficiency.

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Section: Resultsmentioning

confidence: 99%

Design and Luminescence Chromism of Fused Boron Complexes Having Constant Emission Efficiencies in Solution and in the Amorphous and Crystalline States

2017

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“…1 HNMR (CDCl 3 ,4 00 MHz): d = 7.95 (s, 2H), 7.62 (m, 2H), 7.51 (m, 3H), 7.28 (m, 4H), 2.03 (m, 24 H), 1.28 ppm (m, 36 H); 13 CNMR (100 MHz, CDCl 3 ): d = 139. 9,130.4,129.9,128.0,127.3,123.4,122.9,120.3,110.0,104.3,15.0,8.3 ppm;31 PNMR (120 MHz,CDCl 3…”

Section: Synthesis Ofmentioning

confidence: 99%

“…Severaln ew approaches involving different methods to afford rigid and twisted molecules with high luminescencei ns olution and in the solid state have been reported in the literature. [5][6][7][8][9][10] The introductiono f bulky substituents on the periphery,c onjugation-induced rigidity,l ocking of the aromatic rings with heteroatoms,h ydrogen bondinga nd metal ionc omplexation are some of the strategies used to afford molecules with high luminescence in the solid state and in solution. [5][6][7][8][9][10] Coordination-driven self-assembly is ap otential approach to assembled esired buildingb locks in as pecific pattern to obtainm olecular architectures with desirable properties.…”

Section: Introductionmentioning

confidence: 99%

Aggregation‐Induced Emission of Platinum(II) Metallacycles and Their Ability to Detect Nitroaromatics

Chowdhury

Howlader

Mukherjee

2016

Chemistry A European J

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Two new acceptors containing platinum-carbazole (1) and platinum-triphenylamine (2) backbones with bite angles of 90° and 120°, respectively, have been synthesised and characterised. Reactions of the rigid acceptor 1 with linear dipyridyl-based donors (3 and 4) generated [4+4] self-assembled molecular squares (5 and 6), and similar treatments with acceptor 2 instead of 1 yielded [6+6] self-assembled molecular hexagons (7 and 8). The metallacycles were characterised by multinuclear NMR spectroscopy ((1) H and (31) P) and ESI-MS. The geometries of the metallacycles were optimised by using the PM6 method. When aggregates of the metallacycles were formed by adding hexane solutions in dichloromethane, aggregation-induced emission was observed for metallacycles 5 and 7, and aggregation-caused quenching was observed for metallacycles 6 and 8. The formation of aggregates was verified by dynamic light scattering and TEM analyses. Macrocycles 5 and 7 are white-light emitters in THF. Moreover, their high luminescence in both solution and the solid state was utilised for the recognition of nitroaromatic explosives.

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“…The general method of the synthesis of tetramethylammonium phenyltriethylborate salt (B6) and dyes 1, 2, 3 and 4 together with their spectral characteristic are described elsewhere [26][27][28][29][30]. Solvents and monomers [trimethylolpropane triacrylate (TMPTA), 1,6-hexanediol diacrylate (HDODA), lauryl acrylate (LA)] were obtained commercially from Aldrich Chemical Co. and used as received.…”

Section: Experimental Materials and Methodsmentioning

confidence: 99%

Difluoroboranyl derivatives as efficient panchromatic photoinitiators in radical polymerization reactions

Jędrzejewska

Ośmiałowski

2017

Polym. Bull.

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Photoinitiating systems based on BF 2 derivatives and tetramethylammonium phenyltriethylborate salt were tested in photopolymerization reactions through the photo-DSC method. The good rates of TMPTA polymerization and final monomer conversion were obtained for tested system. The effect of the type of heterocycle on their properties was revealed. The excited state processes, investigated by nanosecond flash photolysis, lie on a fast excited state photoinitiated cleavage leading to reactive species. A triplet state is observed for investigated derivatives.

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Study on the solution and solid-state fluorescence of novel BF₂complexes with (Z)-2-[phenanthridin-6(5H)-ylidene]-1-phenylethanone and its derivatives as ligands

Abstract: A family of novel N,O-chelated BF2 complexes with intense solution and solid-state emission were synthesized and their photophysical properties were studied.

Cited by 23 publications

References 85 publications

Design and Luminescence Chromism of Fused Boron Complexes Having Constant Emission Efficiencies in Solution and in the Amorphous and Crystalline States

Design and Luminescence Chromism of Fused Boron Complexes Having Constant Emission Efficiencies in Solution and in the Amorphous and Crystalline States

Aggregation‐Induced Emission of Platinum(II) Metallacycles and Their Ability to Detect Nitroaromatics

Difluoroboranyl derivatives as efficient panchromatic photoinitiators in radical polymerization reactions

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Study on the solution and solid-state fluorescence of novel BF2complexes with (Z)-2-[phenanthridin-6(5H)-ylidene]-1-phenylethanone and its derivatives as ligands

Abstract: A family of novel N,O-chelated BF2 complexes with intense solution and solid-state emission were synthesized and their photophysical properties were studied.

Cited by 23 publications

References 85 publications

Design and Luminescence Chromism of Fused Boron Complexes Having Constant Emission Efficiencies in Solution and in the Amorphous and Crystalline States

Design and Luminescence Chromism of Fused Boron Complexes Having Constant Emission Efficiencies in Solution and in the Amorphous and Crystalline States

Aggregation‐Induced Emission of Platinum(II) Metallacycles and Their Ability to Detect Nitroaromatics

Difluoroboranyl derivatives as efficient panchromatic photoinitiators in radical polymerization reactions

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Study on the solution and solid-state fluorescence of novel BF₂complexes with (Z)-2-[phenanthridin-6(5H)-ylidene]-1-phenylethanone and its derivatives as ligands