Effects of intramolecular hydrogen bonding on the conformation and luminescence properties of dibenzoylpyridine-based thermally activated delayed fluorescence materials

2019 ◽  
Vol 7 (42) ◽  
pp. 13104-13110 ◽  
Author(s):  
Jayabalan Pandidurai ◽  
Jayachandran Jayakumar ◽  
Natarajan Senthilkumar ◽  
Chien-Hong Cheng
Keyword(s):  
Hydrogen Bonding ◽  
Crystal Structures ◽  
Linear Chain ◽  
Intramolecular Hydrogen Bonding ◽  
Delayed Fluorescence ◽  
Chain Conformation ◽  
Thermally Activated Delayed Fluorescence ◽  
Thermally Activated ◽  
Intramolecular Hydrogen ◽  
First Time

The crystal structures show a U shape for 26DAcBPy and 26DPXZBPy and a linear chain conformation for 25DAcBPy; for the first time, we reveal that the conformations are the result of intramolecular hydrogen bonding of these molecules.

Synthesis of 2', 6'-Dihydroxychalcones by Using Tetrahydropyran-2-yl and Trialkylsilyl Protective Groups; the Crystal Structure Determination of 2',6'-Dihydroxy-2,4,6-trimethoxychalcone

1989 ◽  
Vol 42 (7) ◽  
pp. 1103 ◽  
Author(s):  
CO Miles ◽  
L Main ◽  
BK Nicholson
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Intramolecular Hydrogen Bonding ◽  
Silyl Ether ◽  
X Ray ◽  
Protective Groups ◽  
Intramolecular Hydrogen ◽  
First Time ◽  
Mild Acid

Two improved general routes to 2′,6′-dihydroxychalcones are described in which the final step is protective-group removal from O 2′ under mild acid conditions. The first involves base-catalysed condensation of benzaldehydes with 2′-hydroxy-6′-tetrahydropyran-2-yloxyacetophenone, the second ring-opening of 5-hydroxyflavanones with 1,8-diazabicyclo[5.4.0]undec-7-ene in the presence of a trialkylchlorosilane to trap out the chalcone as a bis silyl ether. Chalcones prepared by the first route are 2',6'-dihydroxychalcone (1), and its 4-methoxy (2), 3,4-dimethoxy (3), 3,4,5-trimethoxy (4), and 2,4,6-trimethoxy (5) derivatives. The 4-chloro derivative (6) and the chalcone from hesperetin are prepared by the second method. .The X-ray crystal structure of 2',6'-dihydroxy-2,4,6-trimethoxychalcone (5), the first for a 2',6′-dihydroxychalcone, is reported, the hydrogen involved in intramolecular hydrogen-bonding between the carbonyl and phenolic oxygens being located for the first time for any 2'-hydroxychalcone derivative. The O 6' involved in the intramolecular hydrogen-bonding is also hydrogen-bonded intermolecularly to the hydrogen of the other (2'-)hydroxy group of a neighbouring molecule in the lattice. 13C n.m.r. data are the first reported for a series of 2',6'-dihydroxychalcones.

Two terphenyl-based diol hosts and corresponding solvent inclusions with dimethylformamide and acetonitrile

2015 ◽  
Vol 71 (9) ◽  
pp. 768-775
Author(s):  
Hendrik Klien ◽  
Wilhelm Seichter ◽  
Konstantinos Skobridis ◽  
Edwin Weber
Keyword(s):  
Hydrogen Bonding ◽  
Crystal Structures ◽  
Solvent Molecule ◽  
Intramolecular Hydrogen Bonding ◽  
Host Lattice ◽  
Solvent Free ◽  
Guest Molecules ◽  
Solvent Molecules ◽  
Intramolecular Hydrogen ◽  
Supramolecular Aggregates

Having reference to an elongated structural modification of 2,2′-bis(hydroxydiphenylmethyl)biphenyl, (I), the two 1,1′:4′,1′′-terphenyl-based diol hosts 2,2′′-bis(hydroxydiphenylmethyl)-1,1′:4′,1′′-terphenyl, C44H34O2, (II), and 2,2′′-bis[hydroxybis(4-methylphenyl)methyl]-1,1′:4′,1′′-terphenyl, C48H42O2, (III), have been synthesized and studied with regard to their crystal structures involving different inclusions,i.e.(II) with dimethylformamide (DMF), C44H34O2·C2H6NO, denoted (IIa), (III) with DMF, C48H42O2·C2H6NO, denoted (IIIa), and (III) with acetonitrile, C48H42O2·CH3CN, denoted (IIIb). In the solvent-free crystals of (II) and (III), the hydroxy H atoms are involved in intramolecular O—H...π hydrogen bonding, with the central arene ring of the terphenyl unit acting as an acceptor. The corresponding crystal structures are stabilized by intermolecular C—H...π contacts. Due to the distinctive acceptor character of the included DMF solvent species in the crystal structures of (IIa) and (IIIa), the guest molecule is coordinated to the hostviaO—H...O=C hydrogen bonding. In both crystal structures, infinite strands composed of alternating host and guest molecules represent the basic supramolecular aggregates. Within a given strand, the O atom of the solvent molecule acts as a bifurcated acceptor. Similar to the solvent-free cases, the hydroxy H atoms in inclusion structure (IIIb) are involved in intramolecular hydrogen bonding, and there is thus a lack of host–guest interaction. As a result, the solvent molecules are accommodated as C—H...N hydrogen-bonded inversion-symmetric dimers in the channel-like voids of the host lattice.

Benzothienopyrimidine as a co-planar type rigid acceptor for high external quantum efficiency in thermally activated delayed fluorescence emitters

2019 ◽  
Vol 7 (25) ◽  
pp. 7643-7653 ◽  
Author(s):  
Chan Seok Oh ◽  
Ha Lim Lee ◽  
Wan Pyo Hong ◽  
Jun Yeob Lee
Keyword(s):  
Hydrogen Bonding ◽  
Quantum Efficiency ◽  
External Quantum Efficiency ◽  
High Efficiency ◽  
Delayed Fluorescence ◽  
Planar Structure ◽  
Thermally Activated Delayed Fluorescence ◽  
Thermally Activated

Thermally activated delayed fluorescence (TADF) emitters based on a new benzothienopyrimidine acceptor, which is rigid and can form a co-planar structure via hydrogen bonding, were developed as high-efficiency TADF emitters.

Temperature-responsive conversion of thermally activated delayed fluorescence and room-temperature phosphorescence of carbon dots in silica

2020 ◽  
Vol 8 (17) ◽  
pp. 5744-5751 ◽  
Author(s):  
Yuqiong Sun ◽  
Jinkun Liu ◽  
Xiaoliang Pang ◽  
Xuejie Zhang ◽  
Jianle Zhuang ◽  
...  
Keyword(s):  
Room Temperature ◽  
Delayed Fluorescence ◽  
Temperature Sensing ◽  
Room Temperature Phosphorescence ◽  
Thermally Activated Delayed Fluorescence ◽  
Thermally Activated ◽  
Temperature Responsive ◽  
Potential Applications ◽  
First Time ◽  
Fingerprint Detection

The unique temperature-responsive afterglow characteristics of CDs was reported for the first time, which can meet multiple potential applications in rapid fingerprint detection, temperature sensing, and advanced temperature-responsive anti-counterfeiting and encryption.

Mechanochromic luminescent materials of bimetallic Cu(i) complexes showing thermally activated delayed fluorescence

2020 ◽  
Vol 8 (45) ◽  
pp. 16160-16167
Author(s):  
Xing-Wei Chen ◽  
Li-Hua He ◽  
Peng Ju ◽  
Jing-Lin Chen ◽  
Sui-Jun Liu ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Delayed Fluorescence ◽  
Luminescent Materials ◽  
Thermally Activated Delayed Fluorescence ◽  
Thermally Activated ◽  
Luminescence Color

Reversible mechanochromism is related to the breaking and restoring of hydrogen-bonding and luminescence color is tunable via the substituent.

Asymmetric-triazine-cored triads as thermally activated delayed fluorescence emitters for high-efficiency yellow OLEDs with slow efficiency roll-off

2016 ◽  
Vol 4 (42) ◽  
pp. 9998-10004 ◽  
Author(s):  
Yepeng Xiang ◽  
Shaolong Gong ◽  
Yongbiao Zhao ◽  
Xiaojun Yin ◽  
Jiajia Luo ◽  
...  
Keyword(s):  
Quantum Efficiency ◽  
External Quantum Efficiency ◽  
High Efficiency ◽  
Delayed Fluorescence ◽  
High Luminance ◽  
Thermally Activated Delayed Fluorescence ◽  
Thermally Activated ◽  
First Time

Two asymmetric-triazine triads are demonstrated for the first time as yellow TADF emitters exhibiting a peak external quantum efficiency of 13.0% and an ultra-slow efficiency roll-off of 11.5% at high luminance.

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