1714-29-0Relevant articles and documents
Effects of substituents on absorption and fluorescence properties of trimethylsilylethynyl- and tert-butylethynyl-pyrenes
Furuyama, Taniyuki,Maeda, Hajime,Segi, Masahito,Ueno, Ryota
, (2020)
Effects of substituents introduced at 1-position of trimethylsilylethynyl- and tert-butylethynyl-pyrenes on absorption and fluorescence properties were investigated. Fluorescence intensities of 1.0 × 10–5 M CH2Cl2 solutions of these pyrene derivatives were significantly larger than that of pyrene. Absorption of a silyl derivative having a formyl group shifted to longer wavelengths as the solvent polarity increased, whereas that of the carbon analog shifted to shorter wavelengths. On the other hand, in the solvent dependence of fluorescence, both fluorescence of them shifted to longer wavelengths as the polarity of the solvent increased. Fluorescence spectra of pyrene derivatives synthesized in this study at saturated concentrations in CH2Cl2 exhibited excimer emissions in the longer wavelength regions compared to that of unsubstituted pyrene. Fluorescence quantum yields of silicon analogs were higher than that of the corresponding carbon analogs in both solution and solid states. From the results of molecular orbital calculations, it was clarified that the effects of the substituents at the 1-position on the pyrene ring on the absorption and fluorescence properties can be explained by the properties of the molecular orbitals corresponding to the respective electron transitions.
Novel ethynyl-pyrene substituted phenothiazine based metal free organic dyes in DSSC with 12% conversion efficiency
Nagarajan, Bhanumathi,Kushwaha, Suman,Elumalai, Ramachandran,Mandal, Sudip,Ramanujam, Kothandaraman,Raghavachari, Dhamodharan
, p. 10289 - 10300 (2017)
Six new dyes based on phenothiazine conjugated to an ethynyl-pyrene moiety are synthesized and characterized. Dye-sensitized solar cells are fabricated using these dyes with and without a co-adsorbent, chenodeoxychloicacid. Simple molecular engineering around the phenothiazine moiety enabled a maximum of 12% photoconversion efficiency with one of the dyes.
3-pyrenylacrylates: Synthetic, photophysical, theoretical and electrochemical investigations
Reimann, Sebastian,Sharif, Muhammad,Wittler, Kai,Knoepke, Leif R.,Surkus, Annette-E.,Roth, Christian,Ludwig, Ralf,Langer, Peter
, p. 367 - 377 (2013)
The Mizoroki-Heck coupling of 1-bromopyrene with acrylates provides a convenient access to a variety of 3-pyrenylacrylates in very good yields (up to 93%). Their photophysical properties combined with solvatochromic effects were studied. In addition, electrochemical oxidation potentials were determined by DPV (differential pulse voltammetry) measurements. The fine structure of the absorbance spectra obtained from photophysical measurements are compared with the results of theoretical calculations performed by time dependent TD-B3LYP methods using the 6-31G* basis set.
Pyrene terminal functionalized perylene diimide as non-fullerene acceptors for bulk heterojunction solar cells
Liu, Xin,Luo, Guoping,Cai, Xinyi,Wu, Hongbin,Su, Shi-Jian,Cao, Yong
, p. 83155 - 83163 (2015)
Two perylene diimide (PDI) based small molecules with different terminal groups of pyrene and tert-butyl pyrene, namely P1 and P2, respectively, were designed and synthesized as the acceptor materials in organic solar cells (OSCs). The impacts of the different terminal groups combined with the PDI core on the optical absorption and fluorescence, electrochemical properties, film morphology, and solar cell performance were studied thoroughly. The two compounds possess a broad absorption covering the wavelength range of 400-650 nm and a relatively high LUMO energy level of 3.77 eV. Power conversion efficiency (PCE) of the OSCs based on P2 as the acceptor material and PTB7 as the donor material (1 : 1, w/w) is 0.41%. In contrast, a PCE of 1.35% was achieved for the device based on P1 as the acceptor and PTB7 as the donor (1 : 1, w/w).
The synthesis of polyarene-modified 5-phenyl-2,2'-bipyridines via the methodology and aza-Diels-Alder reaction
Kovalev, Igor S.,Kopchuk, Dmitry S.,Khasanov, Albert F.,Zyryanov, Grigory V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.
, p. 117 - 118 (2014)
Nucleophilic substitution of hydrogen () in 6-phenyl-3-(2-pyridyl)-1,2,4- triazine under the action of lithium derivatives of polynuclear arenes followed by aza-Diels-Alder reaction with norbornadiene or morpholinocyclopentene gives the novel polyarenemodified photoluminescent 5-phenyl-2,2'-bipyridine ligands.
Synthesis and optoelectronic properties of novel organosoluble polynorbornenes containing asymmetric pyrenyl and electroactive substituents via ring-opening metathesis polymerization
Lian, Wei-Ren,Ho, Crystal,Huang, Ying-Chi,Liao, Yi-An,Wang, Kun-Li,Liaw, Der-Jang,Lee, Kueir-Rarn,Lai, Juin-Yih
, p. 5350 - 5357 (2011)
Novel polynorbornenes, poly(NBPYTPA), and poly(HNBPYTPA), containing chromophoric and electroactive groups were synthesized by ring-opening metathesis polymerization using Grubbs' catalysts and followed hydrogenation, respectively. The glass transition temperatures (Tg) of poly(NBPYTPA) and hydrogenated poly(HNBPYTPA) were 195 and 165 °C, respectively. The 10% weight-loss temperatures of hydrogenated poly(HNBPYTPA) and poly(NBPYTPA) were up to 465 and 420 °C, respectively. The photoluminescence emission spectra of poly(HNBPYTPA) showed strong solvatochromic property, revealing that poly(HNBPYTPA) underwent remarkable bathochromic shifts with an increase in solvent polarity. The cyclic voltammogram of poly(HNBPYTPA) film cast onto an indium tin oxide (ITO)-coated glass substrate exhibited two reversible oxidation redox couples at 0.8 and 1.2 V versus Ag/Ag+ in acetonitrile solution. The electrochromic characteristics of poly(HNBPYTPA) showed reversibility, with color changes from yellow to blue and then to red upon the application of potentials from 0 to 1.3 V.
Bis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis
He, Xinxin,Wang, Xinyan,Tse, Ying-Lung Steve,Ke, Zhihai,Yeung, Ying-Yeung
, p. 12632 - 12642 (2021/10/21)
Lewis acids are frequently employed in catalysis but they often suffer from high moisture sensitivity. In many reactions, catalysts are deactivated because of the problem that strong Lewis acids also bond to the products. In this research, hydrolytically stable bidentate Lewis acid catalysts derived from selenonium dicationic centers have been developed. The bis-selenonium catalysts are employed in the activation of imine and carbonyl groups in various transformations with good yields and selectivity. Lewis acidity of the bis-selenonium salts was found to be stronger than that of the monoselenonium systems, attributed to the synergistic effect of the two cationic selenonium centers. In addition, the bis-selenonium catalysts are not inhibited by strong bases or moisture.
Naphthoselenodiazole delayed-fluorescence material and preparation method thereof
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Paragraph 0016-0018, (2021/07/28)
The invention belongs to the technical field of photoelectric display devices, and particularly relates to a naphthoselenodiazole delayed-fluorescence material and a preparation method thereof. The naphthoselenodiazole delayed-fluorescence material provided by the invention has a structural formula as shown in a formula (I) which is described in the specification. The invention also provides a preparation method of the naphthoselenodiazole delayed-fluorescence material. The preparation method comprises the following steps: carrying out a substitution reaction on a compound as shown in the formula (II) and a compound as shown in the formula (III) to prepare the compound as shown in the formula (I). The naphthoselenodiazole delayed-fluorescence material and the preparation method thereof provided by the invention solves the technical problems that existing red TADF materials are relatively difficult to synthesize and device efficiency is not high.
Pyridylquinoxaline delayed-luminescence derivative and preparation method thereof
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Paragraph 0033-0035, (2021/07/28)
The invention relates to the technical field of photoelectric display devices, in particular to a pyridylquinoxaline delayed-luminescence derivative and a preparation method thereof. The pyridylquinoxaline delayed-luminescence derivative provided by the invention has a structure as shown in a formula (I) which is described in the specification. The invention also provides a preparation method of the pyridylquinoxaline delayed-luminescence derivative. The preparation method comprises the step that a compound as shown in a formula (II) and a compound as shown in a formula (V) are subjected to a substitution reaction to prepare the compound as shown in the formula (I). The pyridylquinoxaline delayed-luminescence derivative and the preparation method thereof provided by the invention solve the technical problems that existing red TADF materials are relatively difficult to synthesize and device efficiency is not high.