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Search for "photoluminescence" in Full Text gives 79 result(s) in Beilstein Journal of Organic Chemistry.
Deep-blue emitting 9,10-bis(perfluorobenzyl)anthracene
Beilstein J. Org. Chem. 2025, 21, 515–525, doi:10.3762/bjoc.21.39
- photochemical reaction. Its structure was elucidated by NMR spectroscopy and single crystal X-ray diffractometry. The latter revealed no π–π interaction between neighboring ANTH cores. A combination of high photoluminescence quantum yield (PLQY) of 0.85 for 9,10-ANTH(BnF)2, its significantly improved
- ANTH and the –C6F5 group might provide the desired spatial isolation of the ANTH (and other PAH) cores, and result in enhanced photoluminescence by disrupting close π–π stacking in the solid state. In addition, air- and photostability might also be improved due to the steric and electronic properties
- -emitting device. The photophysical data of ANTH and 9,10-disubstituted anthracene derivatives are summarized in Table 1. The measured photoluminescence quantum yield, PLQY (Φf) of ANTH in cyclohexane is in agreement with the literature values of 0.28–0.36 [32][33][34][35]. An increase in Φf was previously
Red light excitation: illuminating photocatalysis in a new spectrum
Beilstein J. Org. Chem. 2025, 21, 296–326, doi:10.3762/bjoc.21.22
- ]. These new isoelectronic tris(diisocyanide)Cr(0) complexes, [Cr(LMes)3] (Mes = mesityl) and [Cr(LPyr)3] (Pyr = pyrenyl), display remarkably high metal-to-ligand charge transfer (MLCT) lifetimes of up to 47 ns and photoluminescence quantum yields as high as 1.04%. This surpasses previously reported first
Synthesis and characterizations of highly luminescent 5-isopropoxybenzo[rst]pentaphene
Beilstein J. Org. Chem. 2025, 21, 270–276, doi:10.3762/bjoc.21.19
- properties were investigated by UV–vis absorption and fluorescence spectroscopy in compassion to pristine BPP and its oxidation product, benzo[rst]pentaphene-5,8-dione (BPP-dione). BPP-OiPr exhibited a significantly enhanced photoluminescence quantum yield (PLQY), reaching 73% in comparison to pristine BPP
- by scanning electron microscopy. The intriguing optical properties of BPP and its derivatives may lead to their application as fluorophores. Keywords: benzo[rst]pentaphene; intramolecular charge transfer; nanocrystals; photoluminescence; polycyclic aromatic hydrocarbon; Introduction Polycyclic
- ], perylene [18][19], and coronene [20]. Besides their limited accessibility in the past, the lack of attention to BPP can presumably be ascribed to its low photoluminescence quantum yield (PLQY). We recently reported a PLQY of 13% for pristine BPP and revealed a symmetry-forbidden nature of its first excited
Synthesis, structure and π-expansion of tris(4,5-dehydro-2,3:6,7-dibenzotropone)
Beilstein J. Org. Chem. 2025, 21, 1–7, doi:10.3762/bjoc.21.1
- orange solution in common organic solvents, and its solution in cyclohexane exhibits very weak orange photoluminescence with a quantum yield as low as 3.9 × 10−4 upon excitation at 400 nm. Such a low photoluminescence quantum yield may be attributed to the conformational motions of the helicene moieties
Synthesis, characterization, and photophysical properties of novel 9‑phenyl-9-phosphafluorene oxide derivatives
Beilstein J. Org. Chem. 2024, 20, 3299–3305, doi:10.3762/bjoc.20.274
- HRMS spectrometry were in full agreement with the expected structures, and single-crystal X-ray diffraction analysis was conducted to confirm the structure of compound 7-H. Moreover, the photophysical properties of these PhFlOP derivatives were determined by UV–vis absorption and photoluminescence
- CCDC 2256875. The crystallographic details are summarized in Table 1, and the structure of 7-H is shown in Figure 1 as an ORTEP diagram. Photophysical properties In order to investigate the photophysical properties of the PhFlOP-based molecules 7, UV−vis absorption and photoluminescence (PL) studies
Efficient synthesis of fluorinated triphenylenes with enhanced arene–perfluoroarene interactions in columnar mesophases
Beilstein J. Org. Chem. 2024, 20, 3263–3273, doi:10.3762/bjoc.20.270
- fluorescence emission spectroscopies reveal green photoluminescence with fluorescence quantum yields of up to 33% for the Fn derivatives. The J-aggregation for the inner fluorine-substituted dimers Gnm is energetically and stereoelectronically more favorable and G66 exhibits thin-film fluorescence with a large
- . Photophysical properties: UV–vis absorption and photoluminescence UV–vis absorption and fluorescence spectra of the synthesized fluorine polycyclic aromatic hydrocarbons Fn and Gnm were measured in solution (in various solvents) and thin film and the results are summarized in Figure 6 and Table S7 in Supporting
Tunable full-color dual-state (solution and solid) emission of push–pull molecules containing the 1-pyrindane moiety
Beilstein J. Org. Chem. 2024, 20, 3016–3025, doi:10.3762/bjoc.20.251
- maxima of compounds 1a–i were bathochromically shifted to 409–525 nm (Figure 5, right) and showed similar behavior to that described above. The photoluminescence spectra of stilbazoles 1a–i in toluene were characterized by a maximum in the range of 459–598 nm (Figure 6, left), associated with an emission
- was observed. Conclusion A method for the synthesis of new push–pull stilbazoles of the type D–π–A was developed. The obtained compounds represent a rare class of benzylidene derivatives of 1-pyrindane. They were characterized by an unusual type of photoluminescence in two states (dual-state emission
- dimethylene bridge in arylidene derivatives of pyrindane 1 led to an increase in the emission quantum yield and caused an appearance of solid-state photoluminescence, in contrast to the previously synthesized analogues (stilbazoles A, Figure 1) without such a bridge (Tables S3 and S4, Supporting Information
Synthesis of benzo[f]quinazoline-1,3(2H,4H)-diones
Beilstein J. Org. Chem. 2024, 20, 2708–2719, doi:10.3762/bjoc.20.228
- properties All synthesized compounds exhibit photoluminescence by excitation with UV light. Hence, we studied the photophysical properties of all obtained derivatives 5 by steady-state absorption and fluorescence spectroscopy. The influence of the substitution pattern on the photophysical properties is
- various functional groups. The optical properties of as-prepared derivatives were investigated by steady-state absorption and photoluminescence spectroscopy. The photophysical properties are strongly altered by the presence N,N-dimethylaniline functional groups on the scaffold, which leads to strongly
Photoluminescence color-tuning with polymer-dispersed fluorescent films containing two fluorinated diphenylacetylene-type fluorophores
Beilstein J. Org. Chem. 2024, 20, 2682–2690, doi:10.3762/bjoc.20.225
- luminescent materials, particularly after the 2001 discovery of aggregation-induced emission. This study focuses on fluorinated diphenylacetylene-based luminescent molecules, revealing that specific molecular modifications can enhance fluorescence and achieve a wide range of photoluminescence colors. A simple
- and effective luminescence color-tuning method is proposed to investigate the photoluminescence behavior of two-component polymer dispersion films blended with two types of fluorinated diphenylacetylenes, namely blue- and yellow- or red-fluorescent fluorinated diphenylacetylenes. It is confirmed that
- white-light-emitting materials. Keywords: energy transfer; fluorinated diphenylacetylenes; photoluminescence; polymer-dispersed films; white luminescence; Introduction Luminescent materials in lighting and display devices have become indispensable in daily life [1][2][3]. In recent years, organic
Synthesis and optical properties of bis- and tris-alkynyl-2-trifluoromethylquinolines
Beilstein J. Org. Chem. 2024, 20, 1246–1255, doi:10.3762/bjoc.20.107
- accordance with similar poly-alkynylated molecules from the literature [31][36]. Differences in the absorption and photoluminescence spectra of 6a, 9a and 12a can be explained by the different positions of the alkyne moieties (Figure 5). All absorption spectra exhibit a broad first absorption band with
Synthesis and properties of 6-alkynyl-5-aryluracils
Beilstein J. Org. Chem. 2024, 20, 898–911, doi:10.3762/bjoc.20.80
- synthesized by other methods and the single Suzuki reaction on uracil is well studied [42][69][70][71]. Physical properties The photophysical properties of selected derivatives were investigated by steady-state absorption and photoluminescence spectroscopy. The influence of the substitution pattern on the
- based on the same starting material. Furthermore, we could demonstrate a high tolerance towards different functional groups and their combinations. The physical properties of selected derivatives were investigated by steady-state absorption and photoluminescence spectroscopy. The corresponding data
Facile approach to N,O,S-heteropentacycles via condensation of sterically crowded 3H-phenoxazin-3-one with ortho-substituted anilines
Beilstein J. Org. Chem. 2024, 20, 336–345, doi:10.3762/bjoc.20.34
- compounds 5a–c in toluene before irradiation (no emission) and c) during irradiation (photoluminescence, λex = 365 nm) at room temperature. UV–vis (solid lines) and fluorescence emission (dashed, λex = 365 nm) spectra of compounds 6a,b in toluene (c = 2 10−5 M, l = 1 cm) at room temperature. UV–vis
Perspectives on push–pull chromophores derived from click-type [2 + 2] cycloaddition–retroelectrocyclization reactions of electron-rich alkynes and electron-deficient alkenes
Beilstein J. Org. Chem. 2024, 20, 125–154, doi:10.3762/bjoc.20.13
- physicochemical properties of the family of these compounds that have been investigated is provided to clarify their potential for future applications. Keywords: click chemistry; donor–acceptor conjugate; intramolecular charge transfer; photoluminescence; photoinduced electron transfer; Introduction Push–pull
- column. In 62, unlike 59 and 60, thermally induced racemization was observed and kinetic parameters were obtained (ΔG‡298 K = 25.4 kcal mol−1), which were similar to those reported for 57 and 58 [133]. Photoluminescence properties Most anilino-substituted TCBD molecules exhibit negligible fluorescence in
- . Notably, a rigid molecular environment, which induces constraints on molecular motions, serves to mitigate nonradiative losses in push–pull chromophores. Li et al. synthesized an oligo(p-phenylenevinylene)-based TCBD derivative denoted as 65, which is noteworthy for its lack of photoluminescence in
Aromatic systems with two and three pyridine-2,6-dicarbazolyl-3,5-dicarbonitrile fragments as electron-transporting organic semiconductors exhibiting long-lived emissions
Beilstein J. Org. Chem. 2023, 19, 1867–1880, doi:10.3762/bjoc.19.139
- -dicarbazolyl-3,5-dicarbonitrile. The compounds are synthesized by Sonogashira coupling reactions and characterized by steady-state and time-resolved luminescence spectroscopy. The compounds show efficient intramolecular charge transfer (ICT) from the donor to the acceptor. The photoluminescence (PL) spectra of
- the solutions of the compounds showed non-structured emission peaks in the visible region, which are attributed to ICT emission. The PL intensities of the solutions of the compounds are enhanced after deoxygenation, which is indicative of TADF. The photoluminescence quantum yields and TADF properties
- small singlet–triplet splitting and a fair photoluminescence quantum yield (PLQY). The optimized organic light-emitting diode (OLED) based on 13 wt % CPC doped in 1,3-bis(9H-carbazol-9-yl)benzene (mCP) as host exhibited maximum current efficiency, power efficiency, and external quantum efficiency (EQE
Charge carrier transport in perylene-based and pyrene-based columnar liquid crystals
Beilstein J. Org. Chem. 2023, 19, 1755–1765, doi:10.3762/bjoc.19.128
- derivatives are among the most investigated due to their easy functionalization, high chemical and thermal stability, strong photoluminescence, and n-type semiconductor character. They tend to adopt columnar organization due to the strong π–π interaction of the rigid cores, providing a path for the efficient
- ≈3.5 Å for all mesophases. Absorption and photoluminescence (PL) of 1 and 2 are presented in Figure 3 for solution and spin-coated film. Compound 1 shows the three well-defined bands typical of perylene absorption and PL in solution. The absorption becomes broader and the PL destructured and red
- columnar hexagonal mesophase stable at room temperature, and compound 2 is pyrene-based crystalline with columnar rectangular order preserved at room temperature. Photoluminescence lifetime measurements indicated that molecular aggregation and π-stacking interactions dominate the photophysics of films
Organic thermally activated delayed fluorescence material with strained benzoguanidine donor
Beilstein J. Org. Chem. 2023, 19, 1289–1298, doi:10.3762/bjoc.19.95
- benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10−5 s−1 and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a
- : guanidine; organic; photoluminescence; TADF; yellow; Introduction Thermally activated delayed fluorescence (TADF) is a photoluminescence mechanism where excitons undergo thermally-assisted reverse-intersystem crossing from an excited triplet state to a higher-lying in energy singlet state to emit delayed
- and LUMO energy levels indicates the potential suitability of 4BGIPN material for application not only as emitter in the emitting layer but also as an electron transport layer in the fabrication of OLEDs. Photophysical properties and theoretical considerations UV–vis and photoluminescence (PL) spectra
The effect of dark states on the intersystem crossing and thermally activated delayed fluorescence of naphthalimide-phenothiazine dyads
Beilstein J. Org. Chem. 2023, 19, 1028–1046, doi:10.3762/bjoc.19.79
- emitters [32][33]. However, the most popular optical spectroscopic methods previously used in this area, such as the very often used transient photoluminescence spectral measurement or the luminescence lifetime measurement, are unable to detect the dark states of the TADF emitters, i.e., the 3LE and 3CS
- were studied by steady state UV–vis absorption spectroscopy, transient photoluminescence spectroscopy, nanosecond/femtosecond transient absorption spectroscopy, electrochemistry, as well as DFT/TDDFT computations. We observed experimental evidence for the spin–vibronic coupling effect in the TADF
- Ltd., U.K.). Fluorescence quantum yields (ΦF) were measured by an absolute photoluminescence quantum yield spectrometer (Quantaurus-QY Plus C13534-11, Hamamatsu Ltd., Japan). Luminescence lifetimes of compounds were measured with an OB920 luminescence lifetime spectrometer (Edinburgh Instruments Ltd
Construction of hexabenzocoronene-based chiral nanographenes
Beilstein J. Org. Chem. 2023, 19, 736–751, doi:10.3762/bjoc.19.54
- HPLC suggested four main peaks were detected, belonging to two pairs of enantiomers. Notably, one pair of enantiomers can transform to the thermodynamically more stable (M,M,P)-91 and (P,P,M)-91 enantiomers after 16 hours heating. Compared to structures 82 and 86, the photoluminescence quantum yields
pH-Responsive fluorescent supramolecular nanoparticles based on tetraphenylethylene-labelled chitosan and a six-fold carboxylated tribenzotriquinacene
Beilstein J. Org. Chem. 2023, 19, 635–645, doi:10.3762/bjoc.19.45
- aromatic rotors of the TPE molecules in aggregates, which blocks nonradiative decay channels and enables the formation of radiative transitions, resulting in high fluorescent properties of the aggregates [27]. Additionally, the photoluminescence (PL) intensity is significantly increased with an increased
CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
Beilstein J. Org. Chem. 2023, 19, 349–379, doi:10.3762/bjoc.19.29
- medicinal chemistry. Owing to the strong absorption in the visible region, these 18π-electron systems also demonstrate excellent photoluminescence properties. Therefore, porphyrin hybrids have been widely used as efficient sensitizers for PDT applications and dye-sensitized solar cells (DSSCs). Because the
Naphthalimide-phenothiazine dyads: effect of conformational flexibility and matching of the energy of the charge-transfer state and the localized triplet excited state on the thermally activated delayed fluorescence
Beilstein J. Org. Chem. 2022, 18, 1435–1453, doi:10.3762/bjoc.18.149
- were recorded with an FS5 spectrofluorometer (Edinburgh instruments Ltd., U.K.). Fluorescence quantum yields (ΦF) were measured by an absolute photoluminescence quantum yield spectrometer (Quantaurus-QY Plus C13534-11, Hamamatsu Ltd., Japan). Luminescence lifetimes of compounds were recorded with an
Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells
Beilstein J. Org. Chem. 2022, 18, 1311–1321, doi:10.3762/bjoc.18.136
- films, both emitters showed good photoluminescence quantum yields of 71% and 61%, and delayed lifetimes of 316.6 μs and 241.7 μs, respectively, for DiKTa-OBuIm and DiKTa-DPA-OBuIm, leading to reverse intersystem crossing rates of 2.85 × 103 s−1 and 3.04 × 103 s−1. Light-emitting electrochemical cells
- for other donor decorated MR-TADF emitters [34][35][36]. The photoluminescence quantum yield, ΦPL, in MeCN for DiKTa-OBuIm is 48% which decreases in air to 34%. The emission is much weaker in DiKTa-DPA-OBuIm, reflecting both the smaller oscillator strength of the transition to S1 and the greater non
Mechanochemical bottom-up synthesis of phosphorus-linked, heptazine-based carbon nitrides using sodium phosphide
Beilstein J. Org. Chem. 2022, 18, 1203–1209, doi:10.3762/bjoc.18.125
- S5a, blue) and g-h-PCN300 (Figure S5a, teal) showing a similar, also red-shifted maximum at 525 nm. Additionally, photoluminescence (PL) measurements showed an initially reduced absorption intensity for g-h-PCN (Figure S5b, blue) compared to that of g-CN (Figure S5b, purple) with further reduction
- notable in absorption for g-h-PCN300 (Figure S5b, teal). This reduction in photoluminescence has previously been reported for phosphorus-doped carbons and carbon nitrides [52], as the addition of Lewis basic heteroatoms improves the stability of excitons, slowing the rate of recombination. Time-resolved
Thermally activated delayed fluorescence (TADF) emitters: sensing and boosting spin-flipping by aggregation
Beilstein J. Org. Chem. 2022, 18, 1177–1187, doi:10.3762/bjoc.18.122
- base fumes, etc. [10][11]. However, the fluorescence quantum yield of such emitters in the solid state is relatively low due to the aggregation-caused quenching (ACQ) effect [12][13][14] and limits practical applications. Hence, metal-free emitters with high photoluminescence quantum yield (PLQY) in
- . (TL: toluene, DIO: 1,4-dioxane, THF: tetrahydrofuran, DCM: dichloromethane). Transient photoluminescence decay (λex = 375 nm) of (a) BPy-pTC and (b) BPy-p3C in degassed THF (10 µM) at room temperature. AIEE studies: Emission spectra (λex = 375 nm, 10 µM) of (a) BPy-pTC and (d) BPy-p3C in THF with
- aggregates formed in a 90 vol % water/THF mixture. Normalized fluorescence at room temperature and phosphorescence spectra at 77 K (λex = 375 nm, 10 µM) of (a) BPy-pTC and (b) BPy-p3C aggregates in 90 vol % water/THF mixture. Transient photoluminescence decay (λex = 375 nm, 20 µM) of (a) BPy-pTC and (b) BPy
Electrochemical and spectroscopic properties of twisted dibenzo[g,p]chrysene derivatives
Beilstein J. Org. Chem. 2022, 18, 963–971, doi:10.3762/bjoc.18.96
- , a strong photoluminescence was observed for DBC-H and DBC-Si. Keywords: DFT calculation; dibenzo[g,p]chrysenes; fluorescent compounds; oxidation; polycyclic aromatic hydrocarbon (PAH); twisted acenes; Introduction Polycyclic aromatic hydrocarbons (PAHs) have attracted interest as potential
- °, both the HOMO and LUMO are lower than those for DBC-H. Although it is not perpendicular, the lower energy levels for HOMO and LUMO can be accounted for by the ineffective conjugation of the MeO group. Spectroscopic properties Absorption and photoluminescence spectra and the simulations of absorption
- HOMO to LUMO and HOMO-1 to LUMO+1 (see Tables S1–S6 in Supporting Information File 1). The trend for the order of optical band gap is roughly consistent with that of the HOMO–LUMO gap obtained from DFT calculation [52]. In the photoluminescence spectra, the luminescence of DBC-Br was very weak. On the
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