Topological and packing mode modification for solid-state emission enhancement of bis(perfluorostyryl)furan derivatives

2016 ◽  
Vol 40 (8) ◽  
pp. 6728-6734 ◽  
Author(s):  
Alexandre Faurie ◽  
Charlotte Mallet ◽  
Magali Allain ◽  
W. G. Skene ◽  
Pierre Frère
Keyword(s):  
Solid State ◽  
Emission Property ◽  
Furan Derivatives ◽  
Emission Enhancement ◽  
Intermolecular Contacts

An unsymmetrical bis(perfluorostyryl)furan was designed for enhancing solid-state emission property by multiplying the type and the quantity of the intermolecular contacts.

Synthesis and Spectroscopic Characteristics of Ligands Based on Quinolin-8-Ol as Useful Precursors for Alq3 Type Complexes

2021 ◽  
Vol 903 ◽  
pp. 168-173
Author(s):  
Elmārs Zariņš ◽  
Deins Alksnis ◽  
Patricija Paulsone ◽  
Karlis Balodis ◽  
Aivars Vembris ◽  
...  
Keyword(s):  
Solid State ◽  
Light Emission ◽  
Emission Property ◽  
Blue Luminescence ◽  
Reaction Conditions ◽  
Aggregation Induced Emission ◽  
Chemical Structures ◽  
Emission Enhancement ◽  
Spectroscopic Characteristics ◽  
Reliable Methods

In order to develop reliable methods for the synthesis of various 5-substituted-8-oxyquinoline derivatives for the preparation of Alq3-type complexes, we have improved the reaction conditions on some syntheses described in the literature, successfully synthesized new ligands based on quinolin-8-ol and characterized their chemical structures by NMR. Some of the synthesized quinolin-8-ol derivatives containing incorporated bulky triphenyl or tert-butyl groups showed blue luminescence in the solid state due to the possible aggregation induced emission enhancement (AIEE) with a maximum wavelength around 510 nm. More detailed light-emission property investigation of the mentioned bulky group containing compounds is currently underway.

scholarly journals Nitrile-Substituted 2-(Oxazolinyl)-Phenols: Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Fluorophores

2020 ◽  
Author(s):  
Dominik Göbel ◽  
Daniel Duvinage ◽  
Tim Stauch ◽  
Boris Nachtsheim
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
Density Functional ◽  
Intramolecular Proton Transfer ◽  
Crystal Structure Analysis ◽  
Quantum Yields ◽  
Functional Theory ◽  
Emission Properties ◽  
Emission Enhancement

Herein, we present minimalistic single-benzene, excited-state intramolecular proton transfer (ESIPT) based fluorophores as powerful solid state emitters. The very simple synthesis gave access to all four regioisomers of nitrile-substituted 2(oxazolinyl)phenols (MW = 216.1). In respect of their emission properties they can be divided into aggregation-induced emission enhancement (AIEE) luminophores (1-CN and 2-CN), dual state emission (DSE) emitters (3-CN) and aggregation-caused quenching (ACQ) fluorophores (4‐CN). Remarkably, with compound 1-CN we discovered a minimalistic ESIPT based fluorophore with extremely high quantum yield in the solid state ΦF = 87.3% at λem = 491 nm. Furthermore, quantum yields in solution were determined up to ΦF = 63.0%, combined with Stokes shifts up till 11.300 cm–1. Temperature dependent emission mapping, crystal structure analysis and time-dependent density functional theory (TDDFT) calculations gave deep insight into the origin of the emission properties.<br>

Dimethyl-, Disilyl- and Digermylsulfide: Different Intermolecular Contacts in the Solid State

2004 ◽  
Vol 59 (6) ◽  
pp. 635-638 ◽  
Author(s):  
Norbert W. Mitzel ◽  
Udo Losehand
Keyword(s):  
Solid State ◽  
Low Temperature ◽  
Crystal Structures ◽  
X Ray Diffraction ◽  
X Ray ◽  
Intermolecular Contacts

The compounds (H3C)2S, (H3Si)2S and (H3Ge)2S have been crystallised in situ on a diffractometer and their crystal structures determined by low-temperature X-ray diffraction. The molecules are present as monomers in the crystals. The aggregation of the molecules through secondary intermolecular contacts in the crystal is different: (H3C)2S is weakly associated into dimers by S···S contacts, whereas (H3Si)2S and (H3Ge)2S form Si···S and Ge···S contacts in an ice-analogous aggregation motif. Important geometry parameters are (H3C)2S: C-S 1.794(av) Å , C-S-C 99.2(1)°; (H3Si)2S: Si- S 2.143(1) Å , Si-S-Si 98.4°; (H3Ge)2S Ge-S 2.223(2) and 2.230(2) Å , Ge-S-Ge 98.2(1)◦.

scholarly journals Distinguishing tautomerism in the crystal structure of (Z)-N-(5-ethyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene)-4-methylbenzenesulfonamide using DFT-D calculations and13C solid-state NMR

2014 ◽  
Vol 70 (8) ◽  
pp. 784-789 ◽  
Author(s):  
Xiaozhou Li ◽  
Andrew D. Bond ◽  
Kristoffer E. Johansson ◽  
Jacco Van de Streek
Keyword(s):  
Crystal Structure ◽  
Solid State ◽  
Solid State Nmr ◽  
Density Functional ◽  
Acta Cryst ◽  
Protonation Site ◽  
Nmr Spectrum ◽  
Compound C ◽  
Intermolecular Contacts ◽  
Thiadiazole Ring

The crystal structure of the title compound, C11H13N3O2S2, has been determined previously on the basis of refinement against laboratory powder X-ray diffraction (PXRD) data, supported by comparison of measured and calculated13C solid-state NMR spectra [Hanganet al.(2010).Acta Cryst.B66, 615–621]. The molecule is tautomeric, and was reported as an amine tautomer [systematic name:N-(5-ethyl-1,3,4-thiadiazol-2-yl)-p-toluenesulfonamide], rather than the correct imine tautomer. The protonation site on the molecule's 1,3,4-thiadiazole ring is indicated by the intermolecular contacts in the crystal structure: N—H...O hydrogen bonds are established at the correct site, while the alternative protonation site does not establish any notable intermolecular interactions. The two tautomers provide essentially identical Rietveld fits to laboratory PXRD data, and therefore they cannot be directly distinguished in this way. However, the correct tautomer can be distinguished from the incorrect one by previously reported quantitative criteria based on the extent of structural distortion on optimization of the crystal structure using dispersion-corrected density functional theory (DFT-D) calculations. Calculation of the13C SS-NMR spectrum based on the correct imine tautomer also provides considerably better agreement with the measured13C SS-NMR spectrum.

Alkylation-, Heating-, and Doping-Induced Emission Enhancement of a Polyaromatic Tube in the Solid State

2018 ◽  
Vol 13 (5) ◽  
pp. 515-519 ◽  
Author(s):  
Kiyonori Kuroda ◽  
Masafumi Otsuki ◽  
Kohei Yazaki ◽  
Yoshihisa Sei ◽  
Munetaka Akita ◽  
...  
Keyword(s):  
Solid State ◽  
Emission Enhancement

scholarly journals Emission solvatochromic, solid-state and aggregation-induced emissive α-pyrones and emission-tuneable 1H-pyridines by Michael addition–cyclocondensation sequences

2019 ◽  
Vol 15 ◽  
pp. 2684-2703 ◽  
Author(s):  
Natascha Breuer ◽  
Irina Gruber ◽  
Christoph Janiak ◽  
Thomas J J Müller
Keyword(s):  
Solid State ◽  
Michael Addition ◽  
Photophysical Properties ◽  
Ethyl Cyanoacetate ◽  
Product Formation ◽  
Quantum Yields ◽  
Substitution Pattern ◽  
Fluorescence Quantum Yields ◽  
Emission Enhancement ◽  
Donor Acceptor

Starting from substituted alkynones, α-pyrones and/or 1H-pyridines were generated in a Michael addition–cyclocondensation with ethyl cyanoacetate. The peculiar product formation depends on the reaction conditions as well as on the electronic substitution pattern of the alkynone. While electron-donating groups furnish α-pyrones as main products, electron-withdrawing groups predominantly give the corresponding 1H-pyridines. Both heterocycle classes fluoresce in solution and in the solid state. In particular, dimethylamino-substituted α-pyrones, as donor–acceptor systems, display remarkable photophysical properties, such as strongly red-shifted absorption and emission maxima with daylight fluorescence and fluorescence quantum yields up to 99% in solution and around 11% in the solid state, as well as pronounced emission solvatochromism. Also a donor-substituted α-pyrone shows pronounced aggregation-induced emission enhancement.

scholarly journals The role of Li+ in the upconversion emission enhancement of (YYbEr)2O3 nanoparticles

Nanoscale ◽  
2018 ◽  
Vol 10 (33) ◽  
pp. 15799-15808 ◽  
Author(s):  
Mengistie L. Debasu ◽  
Jesse C. Riedl ◽  
J. Rocha ◽  
Luís D. Carlos
Keyword(s):  
Solid State ◽  
Solid State Reaction ◽  
Upconversion Emission ◽  
Emission Enhancement

Li+-doped (Y0.97−xYb0.02Er0.01Lix)2O3 nanoparticles, x = 0.000–0.123, are prepared by a solid-state reaction; Li+-induced upconversion enhancement is quantitatively assessed.

Pyrrolo[2,3-b]quinoxaline with 2-(2-aminoethyl)pyridine chain highly selective fluorescent receptor for Zn2+ exhibiting a dual fluorescence and AIEE in crystalline state

CrystEngComm ◽  
2015 ◽  
Vol 17 (3) ◽  
pp. 498-502 ◽  
Author(s):  
Katarzyna Ostrowska ◽  
Łukasz Dudek ◽  
Jarosław Grolik ◽  
Marlena Gryl ◽  
Katarzyna Stadnicka
Keyword(s):  
Charge Transfer ◽  
Solid State ◽  
Crystalline State ◽  
Intramolecular Charge Transfer ◽  
Zinc Ion ◽  
Dual Fluorescence ◽  
Aggregation Induced Emission ◽  
Emission Enhancement

The article describes the synthesis of selective dual emissive intramolecular charge transfer (ICT) receptor for zinc ion in acetonitrile, exhibiting aggregation induced emission enhancement (AIEE) in solid state.

Strategy to enhance solid-state fluorescence and aggregation-induced emission enhancement effect in pyrimidine boron complexes

2015 ◽  
Vol 44 (7) ◽  
pp. 3326-3341 ◽  
Author(s):  
Yasuhiro Kubota ◽  
Kouhei Kasatani ◽  
Hiroki Takai ◽  
Kazumasa Funabiki ◽  
Masaki Matsui
Keyword(s):  
Solid State ◽  
Enhancement Effect ◽  
Strong Fluorescence ◽  
Aggregation Induced Emission ◽  
Emission Enhancement ◽  
Boron Complexes ◽  
Solid State Fluorescence

Although non-, trifluoromethyl-, and cyano-substituted derivatives showed AIEE effects, methoxy- and dimethylamino-substituted analogues resulted in relatively strong fluorescence in solution.

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