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1055-23-8

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1055-23-8 Usage

Physical Form

Solid

Uses

9,9'-Bianthracene is a useful research chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 1055-23-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,5 and 5 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1055-23:
(6*1)+(5*0)+(4*5)+(3*5)+(2*2)+(1*3)=48
48 % 10 = 8
So 1055-23-8 is a valid CAS Registry Number.

1055-23-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 9,9'-Bianthracene

1.2 Other means of identification

Product number -
Other names 9,9‘-Bianthracene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1055-23-8 SDS

1055-23-8Relevant articles and documents

Oxidation-state-dependent photochemistry of sulfur-bridged anthracenes

Christensen, Peter R.,Patrick, Brian O.,Caron, Elise,Wolf, Michael O.

, p. 12946 - 12950 (2013)

What's up sulfur? The photochemical reactivity, including a mechanistic study of sulfur-bridged anthracenes is reported. The oxidation state of the bridging sulfur (SOn) dictates the excited-state behavior of these molecules (see picture). Copyright

Reversible mechanochromic luminescence of phenothiazine-based 10,10′-bianthracene derivatives with different lengths of alkyl chains

Xue, Pengchong,Yao, Boqi,Liu, Xuhui,Sun, Jiabao,Gong, Peng,Zhang, Zhenqi,Qian, Chong,Zhang, Yuan,Lu, Ran

, p. 1018 - 1025 (2015)

A series of 10,10′-bis(2-(N-alkylphenothiazine-3-yl)vinyl)-9,9′-bianthracene compounds (PVBAn, n = 2, 8, 12 and 16) with different lengths of N-alkyl chains have been designed and synthesized to systematically investigate the effect of chain length on their solid-state fluorescence properties. The results showed that these compounds emitted strong fluorescence in solution and in the solid state. Their emission wavelengths were also strongly affected by solvent polarity, indicating intramolecular charge transfer (ICT) transitions. Interestingly, the fluorescence emission and grinding-induced spectral shifts of PVBAn solids are alkyl length-dependent. PVBA2 shows the smallest fluorescence and absorption spectrum shifts under mechanical force stimuli. Homologues with longer alkyl chains exhibit similar mechanochromic behaviors and larger fluorescence contrasts after grinding. Moreover, the fluorescence emission of ground solid PVBA16 can recover at room temperature, but other compounds need high temperatures for fluorescence to be restored. Differential scanning calorimetry experiments reveal that the cold-crystallization temperature difference is responsible for thermal restoration behaviors. This work demonstrates the feasibility of tuning the solid-state optical properties of fluorescent organic compounds by combining the simple alteration of chemical structure and the physical change of aggregate morphology under external stimuli.

EXPERIMENTAL STUDY OF DIMERIZATION OF RADICAL ANIONS OF AROMATIC CARBONYL COMPOUNDS

Mendkovich, A. S.,Churilina, A. P.,Rusakov, A. I.,Gul'tyai, V. P.

, p. 1572 - 1577 (1991)

The rate constants of dimerization (k1) of radical anions of acetophenone, 1-acetylnaphthalene, 9-acetylanthracene, 9-formylanthracene, and anthracene in DMF containing 0.02 M tetrabutyloammonium bromide were determined by differential cyclic voltammetry.It was shown that the values of k1 of the radical anions investigated are correlated with the values of the boundary electron density on the reaction sites, which in turn increase symbatically with an increase in the size of the aryl fragment or on incorporation of electron-acceptor functional groups in the anthracene nucleus.

A laser desorption ionization mass spectrometry investigation of triarylboranes and tri-9-anthrylborane photolysis products

Ramsey, Brian G.,Bier, Mark E.

, p. 962 - 971 (2005)

Laser desorption ionization (LDI) mass spectra have been obtained for the photolysis products of tri-9-anthrylborane (TAB) in the solvents toluene, cyclohexene, and tetrahydrofuran; and for the solid triarylboranes: TAB, trimesitylborane (TMB), and tri-(2,6-dimethylphenyl)borane (TXyB). The major single solution photolysis product of TAB is 9,9′-dianthryl. Other products are rationalized in terms of an anthrylborylene intermediate (AnthB:). LDI mass spectrometry of the triarylboranes yields molecular ions in good abundance, providing a simple and selective method of characterization. Fragmentation patterns in some cases are interpreted in terms of photochemical reactions prior to ionization.

Diphenylanthracene Dimers for Triplet-Triplet Annihilation Photon Upconversion: Mechanistic Insights for Intramolecular Pathways and the Importance of Molecular Geometry

Olesund, Axel,Gray, Victor,M?rtensson, Jerker,Albinsson, Bo

, p. 5745 - 5754 (2021)

Novel approaches to modify the spectral output of the sun have seen a surge in interest recently, with triplet-triplet annihilation driven photon upconversion (TTA-UC) gaining widespread recognition due to its ability to function under low-intensity, noncoherent light. Herein, four diphenylanthracene (DPA) dimers are investigated to explore how the structure of these dimers affects upconversion efficiency. Also, the mechanism responsible for intramolecular upconversion is elucidated. In particular, two models are compared using steady-state and time-resolved simulations of the TTA-UC emission intensities and kinetics. All dimers perform TTA-UC efficiently in the presence of the sensitizer platinum octaethylporphyrin. The meta-coupled dimer 1,3-DPA2 performs best yielding a 21.2% upconversion quantum yield (out of a 50% maximum), which is close to that of the reference monomer DPA (24.0%). Its superior performance compared to the other dimers is primarily ascribed to the longer triplet lifetime of this dimer (4.7 ms), thus reinforcing the importance of this parameter. Comparisons between simulations and experiments reveal that the double-sensitization mechanism is part of the mechanism of intramolecular upconversion and that this additional pathway could be of great significance under specific conditions. The results from this study can thus act as a guide not only in terms of annihilator design but also for the design of future solid-state systems where intramolecular exciton migration is anticipated to play a major role.

Effect of molecular conformation on the efficiency of the spin orbital charge recombination-induced intersystem crossing in bianthryls

Chen, Kepeng,Dong, Yu,Geng, Xinyu,Liu, Lang,Sukhanov, Andrey A.,Voronkova, Violeta K.,Zhao, Jianzhang,Zhao, Xiaoyu

, (2021)

Two bianthryl dyads, with the two units connected at either the 2- or 9- positions of the anthryl moiety, were studied to establish the relationship between orientation of the anthryl moieties and the electronic coupling and intersystem crossing (ISC) efficiency. The anthryl moieties in the two dyads adopt a close-to-orthogonal geometry, with dihedral angles of 90° (9,9′-bianthryl) and 106° (2,9′-bianthryl) at the ground state, respectively. The charge transfer (CT) emission efficiency and the fluorescence lifetimes are clearly dependent on the electronic coupling between the two anthryls, and stronger coupling lead to higher fluorescence quantum yields (34% vs. 9%) and shorter luminescence lifetimes (13.9 ns vs. 38.6 ns). The bianthryl with more orthogonal geometry shows higher singlet oxygen quantum yields ΦΔ (9,9′-bianthryl, ΦΔ = 53%) than 2,9′-bianthryl (ΦΔ = 32%). Moreover, highly solvent polarity-dependent fluorescence emission and ΦΔ were observed for the dyads (ΦΔ = 22–53%), which is different from the trend of the monomer anthracene, thus we propose the spin-orbit charge transfer ISC (SOCT-ISC) is responsible for the triplet state productions of the dyads. Interestingly, we found that inducing a heavy atom (Br) does not increase the ISC yield of anthracene. ISC in bianthryls was also confirmed with nanosecond transient absorption spectroscopy, the featured T1→Tn absorption at ca. 433 nm was observed, and the triplet state lifetime are long (9,9′-bianthryl, τT = 353 μs; 2,9′-bianthryl, τT = 493 μs, in acetonitrile).

A new thiosemicarbazone fluorescent probe based on 9,9′-bianthracene for Hg2+ and Ag+

Chen, Zhen-E,Zhang, Hai,Iqbal, Zafar

, p. 34 - 40 (2019)

A new 9,9′-bianthracene-based thiosemicarbazone (D1) has been successfully synthesized and utilized for chemosensors. The properties of D1 were systematically investigated by UV–Vis, fluorescence titration and theoretical calculations. As a result, D1 exhibits a characteristic fluorescence quenching phenomenon in the presence of Hg2+ or Ag+ compared to other metal cations (Na+, K+, Mg2+, Ba2+, Al3+, Zn2+, Fe2+, Pb2+, Cu2+, Co2+, Cd2+, Ni2+ and Mn2+). The detection limits of Hg2+ and Ag+ reach 6.62 × 10?7 M and 1.99 × 10?5 M, respectively. This is mainly attributed to the Hg2+ (or Ag+) forms a stable five-membered ring with the N atom in Schiff base C[dbnd]N and the S atom in thiourea. The results suggest that the probe D1 is a promising candidate for chemosensors in aqueous media due to its highly selectivity for Hg2+ and Ag+.

Weinshenker,Greene

, p. 506 (1968)

Co-crystals of 9,9′-bianthracene-10,10′-dicarboxylic acid with linear bidentate basic ligand molecules: Synthesis, crystal structure, and properties based on the layer structure exfoliated by water

Azumaya, Isao,Hikawa, Hidemasa,Kikkawa, Shoko,Okayasu, Misaki

, p. 497 - 505 (2020)

Co-crystals of 9,9′-dianthracene-10,10′-dicarboxylic acid (1) with the linear bidentate bases 9,9′-biacridine (bac), phenazine (phez), 4,4′-dipyridine (dpy), and DABCO (dabco) were synthesized. In the crystal structures of the co-crystals of 1 and bac, phez, and dpy, one-dimensional (1D) structures were formed through the hydrogen bonding between the acid and the base. For each combination of the acid and the bases, several kinds of polymorphic co-crystals with a similar structure were obtained. Among them, a combination of 1 and dabco gave three kinds of co-crystals which had a layered structure. In one of the co-crystals, a phenomenon where layers of the crystals could be exfoliated by dropping water was observed. The two-dimensional (2D) fingerprinting plot of the co-crystals showed that the major interaction to form the 1D structure was O-H?N hydrogen bonding and that to form the layered structure was the CH-π interaction, and the influence of the latter interaction on the robustness of the crystal was stronger than the former in the co-crystals.

Two different charge transfer states of photoexcited 9,9'-bianthryl in polar and nonpolar solvents characterized by nanosecond time-resolved near-IR spectroscopy in the 4500-10 500 cm-1 region

Asami, Nobuyuki,Takaya, Tomohisa,Yabumoto, Soshi,Shigeto, Shinsuke,Hamaguchi, Hiro-O,Iwata, Koichi

, p. 6351 - 6355 (2010)

Transient absorption spectra of 9,9'-bianthryl (BA) in heptane, in acetonitrile, and in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide (bmimTf2N) are observed with a nanosecond time-resolved near-IR absorption spectrometer for the wavenumber range of 4500-10-500 cm -1(2200-950 nm). In nonpolar heptane solution, a broad absorption band is observed at 6700 cm-1(1500 nm), in addition to a strong absorption band of the locally excited (LE) state centered at 9800 cm -1(1020 nm). The broad band is assigned to a partial charge transfer (PCT) band. The decay time constants of the PCT band and the LE band are both (13 ±1) ns. The agreement of the two decay constants strongly suggests that the PCT state is in equilibrium with the LE state in heptane. In acetonitrile, an absorption band of the charge transfer (CT) state is observed at 8000 cm-1(1250 nm). This band decays in (41 ± 2) ns. In bmimTf2N, the CT band appears at 8500 cm-1(1180 nm) and decays in (34 ±1) ns. The difference in peak position for the CT bands in acetonitrile and in bmimTf2N, and the PCT bands in heptane, is explained well by the model based on the charge resonance between the two equivalent electronic structures of the CT state.

Orthogonal Oriented Bisanthrancene-Bridged Bis(Triarylamine) Diradical Dications: Isolation, Characterizations and Crystal Structures

Wang, Lei,Zhang, Li,Fang, Yong,Zhao, Yue,Tan, Gengwen,Wang, Xinping

, p. 1708 - 1711 (2019)

Two bis(triarylamine) diradical dication salts 12+2[Al(ORF)4]? and 22+2[Al(ORF)4]? bridged with an orthogonal oriented bisanthrancene motif were synthesized. Their solid state and electronic structures were investigated by various experimental approaches in conjunction with theoretical calculations. Superconducting quantum interference device measurements and density functional theory calculations reveal that both of 12+ and 22+ feature open-shell singlet ground states with rather small singlet-triplet energy gaps; thus, they can be regarded as nearly pure diradicals (biradicals). Their diradical characters are enhanced by the orthogonal configuration of the bisanthrancene moiety which demonstrates the importance of the geometry of bridging units in turning the electronic structures of bis(triarylamine) dications.

Research on carbon-carbon coupling reactions of haloaromatic compounds mediated by zerovalent nickel complexes. Preparation of cyclic oligomers of thiophene and benzene and stable anthrylnickel(II) complexes

Zhou, Zhen-hua,Yamamoto, Takakazu

, p. 119 - 127 (1991)

Dehalogenative carbon-carbon coupling reactions of 3,4-dibromothiophene, 1,2-dihalobenzenes and 9-bromoanthracene using zerovalent nickel complexes as a dehalogenating reagent produced respectively cyclotetrathiophene, triphenylene and 9,9'-bianthracene in good yields.However, two extremely stable arylnickel(II) complexes, Ni(10-X-9-anthryl)X(PPh3)2 (X = Br, Cl), where the 10-C-X bond in the anthryl groups was inert against excess Ni0 complexes, were obtained by oxidative addition of 9,10-dihaloanthracenes to the Ni0 complexes.Under similar reaction conditions 9,10-dihaloanthracenes did not undergo carbon-carbon coupling reactions.

Bigot,van Krevelen

, p. 322 (1960)

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