2294-79-3Relevant academic research and scientific papers
Red non-doped electroluminescent dyes based on arylamino fumaronitrile derivatives
Zhang, Wenguan,He, Zhiqun,Mu, Linping,Zou, Ye,Wang, Yongsheng,Zhao, Shengmin
, p. 86 - 92 (2010)
A diarylamine, 2-(phenylamino)-9,9-diethylfluorene and three red fluorescent dyes based on arylamino fumaronitrile derivatives, bis(4-(N-(1-naphthyl)phenylamino)-phenyl)fumaronitrile (1-NPAFN, 5a), bis(4-(N-(2-naphthyl)phenylamino)phenyl)-fumaronitrile (2-NPAFN, 5b) and bis(4-(N-(9,9-diethyl-2-fluorenyl)phenylamino)-phenyl)fumaronitrile (EFPAFN, 5c), were prepared. The red dyes showed strong red photoluminescence upon excitation which centered at around 635, 650, 658?nm for 1-NPAFN, 2-NPAFN and EFPAFN in solid film respectively. Fluorescence concentration quenching of red dyes was suppressed. Thermal stability and energy levels were also measured. Multilayer non-doped electroluminescent devices were fabricated using the red dyes (5b, 5c) as red emitters. Device performance kept relatively constant at a wide current density level in the range of 20-150?mA/cm2.
Carbazole functionalized new bipolar ligand for monochromatic red light-emitting europium(iii) complex: combined experimental and theoretical study
Rajamouli,Dwaraka Viswanath,Giri,Jayasankar,Sivakumar
, p. 3112 - 3123 (2017)
A carbazole functionalized novel class of bipolar ligand and their corresponding β-diketonate Eu(iii) complex was designed, synthesized and characterized successfully. The photoluminescence results show that the efficient energy transfer occurs from the ligand to the europium(iii) center metal ion, and a narrow band red emission with apt CIE color gamut is observed. TD-DFT calculations were performed to know the energies of the singlet (1S) and triplet (3T) levels for the bipolar ligand and good overlap between the ligand triplet level and Eu(iii) excited level is shown. The PL quantum yield was found to be 44.4%, and the lifetime of the complex was investigated, which is found to be 0.53 ms in chloroform solution. HOMO and LUMO energy level energies (redox reaction) were calculated from the electrochemical analysis for the Eu(iii)-complex, and the values were 5.7 and 3.0 eV, respectively. The synthesized Eu(iii) complex was doped with polymethylmethacrylate in different percentage ratios, and it was found that the concentration variation influenced on intensity as well as symmetry. The complex is stable up to 270 °C as observed from differential scanning calorimetry-thermogravimetric analysis, which signifies that it is a promising candidate for further investigations.
Efficient near ultraviolet emissive (CIE: Y < 0.06) organic light-emitting diodes based on phenanthroimidazole-alkyl spacer-carbazole fluorophores: Experimental and theoretical investigation
Tagare, Jairam,Boddula, Rajamouli,Sudheendran, Sujith Swayamprabha,Dubey, Deepak Kumar,Jou, Jwo-Huei,Patel, Sabita,Vaidyanathan, Sivakumar
, p. 16834 - 16844 (2020)
Efficient near ultraviolet light-emitting materials are of particular importance in organic light emitting devices (OLEDs) because of their potential for application in high-quality flat panel displays and white OLEDs. In the present investigation, a seri
Novel imidazole-alkyl spacer-carbazole based fluorophores for deep-blue organic light emitting diodes: Experimental and theoretical investigation
Boddula, Rajamouli,Dubey, Deepak Kumar,Jou, Jwo-Huei,Patel, Sabita,Tagare, Jairam,Vaidyanathan, Sivakumar,Yadav, Rohit Ashok Kumar
, (2021)
A series of fluorescent emitters based on Imidazole-Alkyl spacer-Carbazole were designed and synthesized by connecting donor and acceptor moieties through alkyl spacer. In these design strategy we have chosen carbazole as electron rich and imidazole as electron deficient with deferent functional black (phenyl and phenyl substituted) at the N1 position of imidazole moiety. All the fluorophores were structurally confirmed by spectroscopic methods (NMR, MASS, and FTIR). The photophysical, electrochemical and electroluminescence properties were thoroughlyexamined. All the fluorophores showed good thermal stability and near-UV emission with high photoluminescence quantum yield (PLQY)of ~59% in the solid state. All the synthesized compounds feature Commission International de L'Eclairage (CIE) coordinates of y 0.08 for a particular doping concentration, which is very close to the National Television Standards Committee (NTSC) standard blue (0.14, 0.08). Solution-processed organic light emitting diode (OLED) device consisting of molecule BIPOCz displays a maximum external quantum efficiency EQE of 1.9% with CIE coordinates of (0.17, 0.07). All these results reveal that this work provides novel approaches for realizing ultra-deep-blue emission with high performance.
Fluorene Derivatives Bearing Two to Seven Phthalimidomethyl Groups: Syntheses, Crystal Structures and Conversion to Amines
Seidel, Pierre,Seichter, Wilhelm,Schwarzer, Anke,Mazik, Monika
, p. 2901 - 2914 (2021)
Fluorene derivatives containing four to seven phthalimidomethyl groups (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl-methyl groups) were prepared from 9H-fluorene, 9,9-diethyl-9H-fluorene as well as from 2,7- and 2,4,7-functionalized 9,9-diethyl-9H-fluorenes by using the conditions of the Tscherniac-Einhorn reaction. By reacting the 9,9-diethyl substituted fluorenes with N-(hydroxymethyl)phthalimide the 2,4,6,7- and 2,3,4,6,7-substituted derivatives were obtained. In the absence of the ethyl groups, as in the case of 9H-fluorene, the formation of the sixfold and sevenfold substituted compounds was observed (1,2,3,5,7,8- and 1,2,3,4,6,7,8-substituted fluorenes). It should be noted that one position in the bay region of the fluorene skeleton (position 4 or 5) remains unsubstituted in each of the prepared four- to sevenfold substituted 9H-fluorenes. The conversion of the phthalimidomethyl substituted 9,9-diethyl-9H-fluorenes into the corresponding amines takes place with excellent yields. The solid-state structures of the compounds bearing phthalimidomethyl groups were determined by single-crystal X-ray diffraction analysis. The crystal structures are characterized by the presence of C?H???O, C?H???π and π???π interactions as well as C=O???π contacts. In the case of the chloroform and dichloromethane solvates the Cl???O=C, Cl???Cl, and Cl???π halogen bonds as well as the C?H???Cl hydrogen bonds influence furthermore the crystal packing. Ten-membered supramolecular motifs of the graph set (Formula presented.) (10), which are created by the C?H???O bonds, can be recognized in some crystal structures. The manuscript provides information about the synthetic routes to new fluorene derivatives and their molecular structures as well as the patterns of noncovalent interactions in the crystalline state.
Fluorene Derivatives Bearing Halogenomethyl Groups: Synthesis, Molecular Structures, and Halogen/Hydrogen Bonding Patterns in the Crystalline State
Seidel, Pierre,Schwarzer, Anke,Mazik, Monika
, p. 1493 - 1502 (2019)
9,9-Diethylfluorenes bearing chloromethyl, bromomethyl, and iodomethyl groups in the 2, 4, and 7 positions of the aromatic skeleton were prepared and their solid-state structures determined by single-crystal X-ray diffraction analysis. The prepared fluorenes represent not only valuable starting materials for a wide range of fluorene-based compounds but are also interesting objects for the analysis of the supramolecular motifs in the crystalline state. The X-ray diffraction experiments revealed that the asymmetric unit of each structure contains one molecule, featuring similar conformations, but differ in their modes of non-covalent intermolecular bonding. The crystal structures of the chloromethyl and bromomethyl substituted compounds 1 and 2 are primarily stabilized by Hal···Hal and C–H···Hal contacts, whereas the packing of the iodine substituted analogous compound 3 is influenced by triangular I3 synthons, C–H···π interactions and to a less degree by C–H···I contacts. The manuscript provides information about new synthetic routes, new molecules as well as about halogen/hydrogen bonding patterns and other noncovalent interactions in the crystalline state. Concerning the syntheses, the efficient one-step synthesis of 9,9-diethylfluorene-2,4,7-tricarbaldehyde (8) is also worthy of particular mention.
PHOTOSENSITIVE COLORED RESIN COMPOSITION FOR COLOR FILTER, CURED PRODUCT, COLOR FILTER AND DISPLAY DEVICE
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Paragraph 0276; 0277; 0286; 0287, (2021/02/05)
A photosensitive colored resin composition for color filter, comprising a color material, an alkali-soluble resin, a photopolymerizable compound, a photoinitiator and a solvent, wherein the photoinitiator contains a compound represented by the following general formula (1): (the symbols in the general formula (1) are as described in the Description.)
Asymmetric fluorene oxime ester compound, preparation method thereof and photosensitive composition (by machine translation)
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Paragraph 0081-0084, (2020/01/25)
The asymmetric fluorenone oxime ester compound provided by the invention can effectively regulate and control the steric hindrance, of the asymmetric fluorene oxime. ester compound, so that the asymmetric fluorene oxime ester 9,9 - compound has excellent
Preparation method of 2-acetyloximido-9,9-diethylfluorene
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Paragraph 0026; 0027, (2018/04/01)
The invention relates to a preparation method of 2-acetyloximido-9,9-diethylfluorene. The preparation method comprises the following steps: enabling fluorene and bromoethane to react in the presence of triethylamine and dichloromethane at 5 DEG C to 15 DEG C to obtain a compound 1; enabling the compound 1 and acetyl chloride to react in the presence of the dichloromethane and aluminum trichloride at -5 DEG C to 5 DEG C to prepare a compound 2; enabling the compound 2 and hydroxylamine hydrochloride to be subjected to reflowing reaction in the presence of methanol to prepare the 2-acetyloximido-9,9-diethylfluorene. By optimizing a synthetic route, technological conditions and the like, the yield and the purity of the 2-acetyloximido-9,9-diethylfluorene are high, so that the 2-acetyloximido-9,9-diethylfluorene is suitable for industrial production and is suitable for being used as a photoinitiator of chips of electronic equipment including computers, mobile phones and the like.
Controlled Energy Transfer from a Ligand to an EuIII Ion: A Unique Strategy to Obtain Bright-White-Light Emission and Its Versatile Applications
Boddula, Rajamouli,Singh, Kasturi,Giri, Santanab,Vaidyanathan, Sivakumar
supporting information, p. 10127 - 10130 (2017/09/12)
A new diphenylamine-functionalized ancillary-ligand-coordinated europium(III) β-diketonate complex showed incomplete photoexcitation energy transfer from a ligand to a EuIII ion. A solvatochromism study led to a balancing of the primary colors to obtain single-molecule white-light emission. Thermal-sensing analysis of the europium complex was executed. The europium complex, conjugated with a near-UV-light-emitting diode (395 nm), showed appropriate white-light-emission CIE color coordinates (x = 0.34 and y = 0.33) with a 5152 K correlated color temperature.
