- Two-phase activated colorimetric and ratiometric fluorescent sensor for visual detection of phosgene via AIE coupled TICT processes
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In this paper, we specifically designed and synthesized an excellent colorimetric and ratiometric fluorescent sensor DPA-CI for rapid and convenient detection of the highly toxic phosgene. DPA-CI was developed by incorporated a diphenylamine (DPA) and a 2
- Hu, Qinghua,Gong, Tao,Mao, Yu,Yin, Qiang,Wang, Yuyuan,Wang, Hongqing
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Read Online
- Facile construction of boranil complexes with aggregation-induced emission characteristics and their specific lipid droplet imaging applications
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A rational strategy was reported to construct boranil complexes (DPFB derivatives) with unique aggregation-induced emission effects by installing phenyl rings in the anil ligand as the intramolecular rotors. In view of the good biocompatibility and suitab
- Zhao, Na,Ma, Chengcheng,Yang, Weiyao,Yin, Wei,Wei, Jiahui,Li, Nan
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- Acquiring High-Performance Deep-Blue OLED Emitters through an Unexpected Blueshift Color-Tuning Effect Induced by Electron-Donating -OMe Substituents
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A series of blue-emissive 7-(diphenylamino)-4-phenoxycoumarin derivatives bearing -CF3, -OMe, or -N(Me)2 substituents on the phenoxy subunit were synthesized. Although both the -CF3 and -N(Me)2 modifications wer
- Peng, Song,Zhao, Yihuan,Fu, Caixia,Pu, Xuemei,Zhou, Liang,Huang, Yan,Lu, Zhiyun
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- Rational design of coumarin fluorophore with solvatochromism, AIE and mechanofluorochromic enhancement properties
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A new fluorophore 7-(diphenylamino)coumarin-4-yl pivalate (DPACP) with solvatochromism, aggregation-induced emission (AIE) and mechanofluorochromic (MFC) enhancement characteristics was rationally designed and synthesized by attaching bulky diphenylamine electron-donor and pivalate ester electron-acceptor to coumarin. With solvent polarity increase from n-hexane to acetonitrile, this molecular displayed a bathochromic shift in the emission wavelength (from 436 nm to 553 nm) and a decrease in the quantum yield (from 81.1% to 2.8%), indicating solvatochromic effect. Also, the AIE behaviors were observed in CH3CN/water and THF/water mixture systems. For example, the PL intensity increased 6 times in mixed solvent (CH3CN: water = 10 : 90) compared to that in pure CH3CN. Moreover, the emission of original powder samples was red-shifted (from 438 nm to 483 nm) with fluorescence enhancement (the solid-state quantum yield increase from 19% to 28%) upon grinding, and the emission behaviors of grinding powder samples could be reverted to original state by wetting with n-hexane. Furthermore, the relationship among the molecular structure, intermolecular interactions and emission properties was investigated by single-crystal diffraction analysis. DPACP had a twisted conformation because of steric hindrance from diphenylamine and pivalate ester groups, which played a decisive role in realizing AIE and MFC enhancement behaviors. The absence of π-π stacking observed in single-crystal structure was the main reason for the AIE property. The MFC enhancement property could be ascribed to the disturbance of weak electrostatic interaction of adjacent molecules upon grinding. The bulky group of pivalate ester was first used to construct MFC molecule, and this work provided insights for developing AIE and MFC materials based on conventional planar fluorophore which was always subject to ACQ effect.
- Chu, Wendao,Jiang, Weidong,Liu, Xiaoqiang,Shu, Jun,Xu, Bin,Zhang, Kaiming
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- Formation of 3-Aminophenols from Cyclohexane-1,3-diones
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meta-Aminophenols are formed by the action of DBU on 3-amino-2-chlorocyclohex-2-en-1-ones at room temperature in MeCN. The chloro compounds are generated by treating 3-aminocyclohex-2-en-1-ones with the easily prepared halogenating agent BnNMe3·ICl2 in Me
- Szymor-Pietrzak, Damian,Khan, Muhammad N.,Pagès, Ana?s,Kumar, Ajay,Depner, Noah,Clive, Derrick L. J.
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p. 619 - 631
(2020/12/23)
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- Aggregation-induced emission type fluorescent materials, preparation method and application
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The invention discloses aggregation-induced emission type fluorescent materials, a preparation method and an application. The general structural formula of the fluorescent materials is shown in the description, wherein R represents a hydrogen atom, cyano
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- STILBENE AND FUSED STILBENE DERIVATIVES AS SOLAR CELL DYES
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The present application discloses stilbene derivative compounds and phenyl- benzofuran compositions, useful in the manufacture of dye-sensitized solar cells and other similar technology.
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Paragraph 0084
(2018/12/02)
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- Hypervalent Iodine-Promoted Aromatization of Exocyclic β-Enaminones for the Synthesis of meta-N,N-Diarylaminophenols
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A metal- and additive-free milder cascade approach for the synthesis of meta-N,N-diarylaminophenols (DAAP) starting from exocyclic β-enaminones has been developed. The feasibility of the process is rationalized by the suitable molecular geometry of β-enaminones for tandem N-arylative α-iodination and aromatization under milder basic conditions. Furthermore, the developed strategy has been extended to the synthesis of meta-N-benzyl-N-arylaminophenols (BAAP). 4-Ethylpropionyl-2-cyclohexenone has been explored to give 7-diarylaminochroman-2-one (DAAC) by employing a similar one-pot approach. The plausible mechanistic steps were deduced based upon isolation of a stable intermediate and structural identification through X-ray crystallographic analysis. (Figure presented.).
- Bhattacherjee, Dhananjay,Thakur, Vandna,Shil, Arun K.,Das, Pralay
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supporting information
p. 2202 - 2208
(2017/07/07)
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- Deep red emitting triphenylamine based coumarin-rhodamine hybrids with large Stokes shift and viscosity sensing: Synthesis, photophysical properties and DFT studies of their spirocyclic and open forms
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We designed and synthesized triphenylamine based and coumarin fused rhodamine hybrid dyes and characterized using 1H, 13C NMR and HR-LCMS analysis. Both the newly synthesized hybrid dyes were found to show red shifted absorption as well as emissions and large Stokes shift (40–68 nm) as compared to the small Stokes shift (25–30 nm) of reported dyes Rhodamine B and 101. Photophysical properties of these dyes were studied in different solvents and according to the solvents acidity or basicity they preferred to remain in their spirocyclic or open form in different ratio. We studied the spirocyclic as well as open form derivatives of these dyes for their viscosity sensitivity in three different mixture of solvents i.e. polar-protic [EtOH-PEG 400], polar-aprotic [toluene-PEG 400] and non-polar-aprotic [toluene-paraffin]. They are found to show very high viscosity sensitivity in polar-protic mixture of solvents [EtOH-PEG 400] and hence concluded that both polarity as well as viscosity factor worked together for the higher emission enhancement rather than only viscosity factor. As these dyes showed very high viscosity sensitivity in their spirocyclic as well as open form, they can be utilized as viscosity sensors in visible as well as deep red region. We also correlated our experimental finding theoretically by using Density Functional theory computations.
- Kothavale, Shantaram,Jadhav, Amol G.,Sekar, Nagaiyan
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p. 329 - 341
(2016/11/23)
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- Red emitting triphenylamine based rhodamine analogous with enhanced Stokes shift and viscosity sensitive emission
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Four novel structural hybrid analogues of Rhodamine B and Rhodamine 101 are synthesized by condensing N-substituted amino phenols with keto-acids of N-substituted phenols in presence of trifluoroacetic acid and are characterized by spectroscopic methods. Triphenylamine based derivatives show large Stokes shift (47 nm–69 nm) and red shifted emission (close to Near Infrared region) as compared to parent Rhodamine B and Rhodamine 101. These N-phenyl substituted dyes exhibited negative solvatochromism and pronounced viscosity sensitivity (14–24 folds increase in emission intensity) as compared to parent rhodamines. Polarity graphs and mathematically calculated charge transfer descriptors are in good correlations with observed trends. Computed values obtained by Density Functional Theory are in good agreement with the experimental results.
- Jadhav, Amol G.,Kothavale, Shantaram,Sekar, Nagaiyan
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- BENZOFURAN DERIVATIVES FOR THE TREATMENT OF CNS AND OTHER DISORDERS
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The present application discloses 2-phenyl benzofuran derivative compounds and compositions, and methods for treating ocular diseases, neurological disorders and protein aggregation-related disorders in patients using the compounds and compositions as dis
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Paragraph 0124
(2017/05/28)
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- Organic electroluminescent element
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Disclosed is an organic electroluminescent element (1) provided with a positive electrode (10), a negative electrode (20), and a light-emitting layer (50) which is disposed between both the electrodes (10, 20), the light-emitting layer being liquid at ordinary temperatures and including a calbazole dielectric shown by formula (4) or the like and rubrene or the like. Thus, the organic EL element provided with the liquid light-emitting layer that can be maintained in a liquid state both when driven and when not driven can be provided.
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Paragraph 0222-0224
(2016/10/08)
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- Polycyclic aromatic compound
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The present invention addresses the problem of providing a novel polycyclic aromatic compound and an organic electroluminescent element using the same. The above problem is solved by providing a novel polycyclic aromatic compound in which a plurality of aromatic rings are connected by boron atoms, oxygen atoms, or the like, thereby increasing the number of options for organic EL element materials, and also solved by providing a superior organic EL element using said novel polycyclic aromatic compound as an organic EL element material.
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Paragraph 0861; 0862; 0863
(2016/10/08)
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- Novel triphenylamine based rhodamine derivatives: Synthesis, characterization, photophysical properties and viscosity sensitivity
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Five novel triphenylamine based deep red to NIR emitting rhodamine derivatives were synthesized and characterized by 1H and 13C NMR spectroscopy and elemental analysis. The photophysical properties of all these derivatives were studied in their spirocyclic as well as open form. Hydroxyl substituted derivatives were found to show red shifted emissions as compared to the plain rhodamine derivatives, while triphenylamine substituted derivatives showed larger Stokes shift and emission in the NIR region. All these newly synthesized rhodamine derivatives show comparatively larger Stokes shift (44-135 nm) than the commercially available Rhodamine B and Rhodamine 101. In their open form they are found to exhibit different emission color from pink (619 nm) to dark blue (719 nm) in day as well as UV-light. We also studied the interconversion of dye RH-2 from its spirocyclic to open form with the addition of acid (TFA in toluene). They are studied for their viscosity sensitivity and found to show very high fluorescence enhancement in polar viscous media such as ethanol-glycerol in their open form.
- Kothavale, Shantaram,Sekar, Nagaiyan
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p. 100271 - 100280
(2016/11/09)
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- Synthesis and photoluminescent properties of 7-N,N-diphenylamino-3- benzoheterocyclic coumarin derivatives
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Two new 7-N,N-diphenylamino-3-benzoheterocyclic coumarin derivatives containing electron-transporting benzotriazolyl or benzoxazolyl moiety, 3-(1-benzotriazole)-7-N,N-diphenylaminocoumarin (BTDC) and 3-(2-benzoxazole)-7- N,N-diphenylaminocoumarin (BODC),
- Yu, Tianzhi,Zhao, Ming,Li, Aiwen,Zhao, Yuling,Zhang, Hui,Fan, Duowang
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p. 2259 - 2266
(2013/06/05)
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- Novel efficient blue fluorophors with small singlet-triplet splitting: Hosts for highly efficient fluorescence and phosphorescence hybrid WOLEDs with simplified structure
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The exact hosts for F-P hybrid WOLEDs have been first demonstrated following a new design strategy for blue fluorophors with small singlet-triplet splitting. Two novel compounds DPMC and DAPSF exhibit efficient blue fluorescence, high triplet energies and good conductivities. These merits allow us to use new simplified device designs to achieve high efficiency, slow efficiency roll-off and stable emission color. Copyright
- Zheng, Cai-Jun,Wang, Jing,Ye, Jun,Lo, Ming-Fai,Liu, Xiao-Ke,Fung, Man-Keung,Zhang, Xiao-Hong,Lee, Chun-Sing
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p. 2205 - 2211
(2013/06/27)
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- Synthesis of novel side-chain triphenylamine polymers with azobenzene moieties via RAFT polymerization and investigation on their photoelectric properties
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Two novel and well-defined polymers, poly[6-(5-(diphenylamino)-2-((4- methoxyphenyl)diazenyl)phenoxy)hexyl methacrylate] (PDMMA) and poly[6-(4-((3-ethynylphenyl)diazenyl) phenoxy)hexyl methacrylate] (PDPMMA), which bear triphenylamine (TPA) incorporated t
- Sun, Yan,Zhou, Nianchen,Zhang, Wei,Li, Yaowen,Cheng, Zhenping,Zhu, Jian,Zhang, Zhengbiao,Zhu, Xiulin
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experimental part
p. 3788 - 3796
(2012/09/22)
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- Synthetic strategies to derivatizable triphenylamines displaying high two-photon absorption
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(Chemical Equation Presented) A versatile synthetic strategy to access a set of highly fluorescent π-conjugated triphenylamines bearing a functional linker at various positions on one phenyl ring is described. These compounds were designed for large two-photon absorption (2PA) and in particular for labeling of biomolecules. The monoderivatized trisformylated or trisiodinated intermediates described herein allow introduction of a large variety of electron-withdrawing groups required for large 2PA as well as a panel of chemical functions suitable for coupling to biomolecules. The monoderivatized three-branched compounds and in particular the benzothiazole (TP-3Bz) series show remarkable linear (high extinction coefficients and high quantum yield) and nonlinear (high 2-photon cross sections) optical properties. Interestingly the presence of functional side chains does not disturb the two-photon absorption. Finally, monoderivatized two-branched derivatives also appear to be valuable candidates. Altogether the good optical properties of the new derivatizable π-conjugated TPA combined with their small size and their compatibility with bioconjugation protocols suggest that they represent a new chemical class of labels potentially applicable for the tracking of biomolecules using two-photon scanning microscopy.
- Lartia, Remy,Allain, Clemence,Bordeau, Guillaume,Schmidt, Falk,Fiorini-Debuisschert, Celine,Charra, Fabrice,Teulade-Fichou, Marie-Paule
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p. 1732 - 1744
(2008/09/18)
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- 6-N,N-diphenylaminobenzofuran-derived pyran containing fluorescent dyes: A new class of high-brightness red-light-emitting dopants for OLED
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Dye-doped organic light-emitting diode of ITO/α-NPB (70 nm)/Bebq 2-1 (7 nm)/BCP (5 nm)/Bebq2 (33 nm)/LiF (1 nm)/AI (150 nm) shows red electroluminescence with the efficiency of 2.9 cd/A at 100 cd/m 2 and maximum brightness
- Leung, Man-Kit,Chang, Chin-Chuan,Wu, Meng-Hsiu,Chuang, Kai-Hsiang,Lee, Jiun-Haw,Shieh, Shwu-Ju,Lin, Shien-Chang,Chiu, Chi-Feng
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p. 2623 - 2626
(2007/10/03)
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- Ortho-substituent effect on fluorescence and electroluminescence of arylamino-substituted coumarin and stilbene
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(Matrix presented) Newly synthesized arylamino-substituted coumarins and stilbenes show enhanced fluorescence emission (bluer and brighter) both in solution and in solid film. Pure blue efficient electroluminescence with 2.7% and 4.1% of external quantum
- Chen, Chao-Tsen,Chiang, Chih-Long,Lin, Yu-Chung,Chan, Li-Hsin,Huang, Chien-Huang,Tsai, Zong-Wei,Chen, Chin-Ti
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p. 1261 - 1264
(2007/10/03)
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