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1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

950779-13-2

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  • 4,4,5,5-tetramethyl-2-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyren-1-yl]-1,3,2-dioxaborolane

    Cas No: 950779-13-2

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950779-13-2 Usage

Chemical structure

A synthetic organic compound derived from pyrene, a polycyclic aromatic hydrocarbon, with two boron atoms in its structure.

Functional groups

Contains 4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl groups attached to the 1 and 6 positions of the pyrene core.

Organic synthesis

Used as a building block for the synthesis of organic semiconductors and light-emitting materials.

Materials science

Valuable research tool for the development of advanced materials with applications in optoelectronics, photovoltaics, and organic light-emitting diodes.

Suzuki-Miyaura cross-coupling

The presence of boron atoms in its structure makes it useful for this widely used carbon-carbon bond-forming reaction in organic chemistry.

Stability

As a synthetic compound, it is stable under normal laboratory conditions and can be stored for extended periods when properly sealed.

Solubility

Likely soluble in common organic solvents such as dichloromethane, tetrahydrofuran, and dimethyl sulfoxide due to its nonpolar nature.

Purity

Typically synthesized with high purity, which is essential for its use in advanced materials research and development.

Safety

As with any chemical compound, proper handling and storage are necessary to minimize risks. It is important to follow safety guidelines and use appropriate personal protective equipment when working with 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene.

Synthesis

The compound is synthesized through a series of chemical reactions, likely involving the formation of the boron-containing groups and their subsequent attachment to the pyrene core.

Characterization

Its structure and purity can be confirmed using various analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and elemental analysis.

Check Digit Verification of cas no

The CAS Registry Mumber 950779-13-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,5,0,7,7 and 9 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 950779-13:
(8*9)+(7*5)+(6*0)+(5*7)+(4*7)+(3*9)+(2*1)+(1*3)=202
202 % 10 = 2
So 950779-13-2 is a valid CAS Registry Number.

950779-13-2Relevant articles and documents

Cationic Nitrogen-Doped Helical Nanographenes

Xu, Kun,Fu, Yubin,Zhou, Youjia,Hennersdorf, Felix,Machata, Peter,Vincon, Ilka,Weigand, Jan J.,Popov, Alexey A.,Berger, Reinhard,Feng, Xinliang

, p. 15876 - 15881 (2017)

Herein, we report the design and synthesis of a series of novel cationic nitrogen-doped nanographenes (CNDNs) with nonplanar geometry and axial chirality. Single-crystal X-ray analysis reveals helical and cove-edged structures. Compared to their all-carbon analogues, the frontier orbitals of the CNDNs are energetically lower lying, with a reduced optical energy gap and greater electron-accepting behavior. Cyclic voltammetry shows all the derivatives to undergo quasireversible reductions. In situ spectroelectrochemical studies prove that, depending on the number of nitrogen dopants, either neutral radicals (one nitrogen dopant) or radical cations (two nitrogen dopants) are formed upon reduction. The concept of cationic nitrogen doping and introducing helicity into nanographenes paves the way for the design and synthesis of expanded nanographenes or even graphene nanoribbons with cationic nitrogen dopants.

Systematic energy band gap control of pyrene based donor-acceptor-donor molecules for efficient chemosensor

Kim, So-Yeon,Kim, Min-Ji,Ahn, Mina,Lee, Kyeong-Min,Wee, Kyung-Ryang

, (2021)

We have successfully prepared a series of pyrene based donor-acceptor-donor (D-A-D) molecules, 1,6-bis[(N,N-p-(R)-diphenylamino)phenyl]pyrene (R = CN (Py-CN), F (Py-F), H (Py-H), Me (Py-Me), and OMe (Py-OMe)), containing N,N-bis(p-(R)-phenyl)aniline as an electron donor and pyrene as an electron acceptor by using the Suzuki-Miyaura cross-coupling reaction in good yield and fully characterized. By introducing various N,N-bis(p-(R)-phenyl)aniline derivatives with electron-donating or electron-withdrawing R groups, the energy band gaps of Py-R were systematically controlled and emission colors were efficiently tuned from blue to yellow (441–536 nm). Absorption spectra of all Py-R compounds showed intramolecular charge transfer (ICT) transitions in the range of 350–450 nm in the ground state. Solvent-dependent emission spectra confirmed the substituent dependence of charge transfer ability in the excited state. Then, the charge transfer tendencies by the substituents were quantitatively observed using the Lippert-Mataga equation. The HOMO and LUMO energy levels of synthesized Py-R compounds were found in the range of ?5.44 to ?5.97 eV and ?2.68 to ?2.97 eV respectively from cyclic voltammetry (CV) experimental. Theoretical studies were conducted using density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations to provide a basis for interpreting experimental data. Experimental and calculated values were found to be well correlated with the Hammett constants (σpara) and confirmed that the energy band gap was systematically controlled by the substituent effect. Furthermore, pyrene based D-A-D compounds with controllable band gap were employed as selective chemosensors to detect nitro explosives, and especially Py-CN demonstrated efficient sensing ability for ortho-nitroaniline (o-NA) by fluorescence quenching strategy.

Module-Patterned Polymerization towards Crystalline 2D sp2-Carbon Covalent Organic Framework Semiconductors

Jin, Enquan,Geng, Keyu,Fu, Shuai,Addicoat, Matthew A.,Zheng, Wenhao,Xie, Shuailei,Hu, Jun-Shan,Hou, Xudong,Wu, Xiao,Jiang, Qiuhong,Xu, Qing-Hua,Wang, Hai I.,Jiang, Donglin

supporting information, (2022/01/13)

Despite rapid progress over the past decade, most polycondensation systems even upon a small structural variation of the building units eventually result in amorphous polymers other than the desired crystalline covalent organic frameworks. This synthetic dilemma is a central and challenging issue of the field. Here we report a novel approach based on module-patterned polymerization to enable efficient and designed synthesis of crystalline porous polymeric frameworks. This strategy features a wide applicability to allow the use of various knots of different structures, enables polycondensation with diverse linkers, and develops a diversity of novel crystalline 2D polymers and frameworks, as demonstrated by using the C=C bond-formation polycondensation reaction. The new sp2-carbon frameworks are highly emissive and enable up-conversion luminescence, offer low band gap semiconductors with tunable band structures, and achieve ultrahigh charge mobilities close to theoretically predicted maxima.

Pyrene derivatives with two types of substituents at positions 1, 3, 6, and 8-fad or necessity?

Zych, Dawid,Slodek, Aneta

, p. 24015 - 24024 (2019/08/13)

1,3,6,8-Tetrasubstituted pyrene derivatives with two types of substituents in an asymmetry or axial symmetry pattern have been prepared and characterized. To the best of our knowledge, these compounds are compared for the first time to their analogs containing the same substituent at all four positions, which explains the need for their synthesis. We present information on the chemistry of pyrenes, which are substituted in the non-K region, to help obtain the most efficient materials. Moreover, theoretical studies were extended to analogs which contain the first type of substituent at positions 1 and 3, whereas the second type of substituent is located at positions 6 and 8, for which the synthesis is nontrivial. The obtained data show which trend these kinds of molecules will follow.

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

-

Paragraph 0162-0166, (2019/11/29)

Of a typic a.a typa/a.sub .aβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbeteqa/a a.sub .beteqa/a.sub 1. (by machine translation)

Organic light emitting compound and application thereof and organic electroluminescent device

-

Paragraph 0156-0159, (2019/09/16)

The invention relates to the field of organic electroluminescent devices, and discloses an organic luminescent compound and application thereof and an organic electroluminescent device. The compound has a structure shown in a formula (I). The organic luminescent compound can regulate and control the HOMO energy level and LUMO energy level of an organic electroluminescent material, and simultaneously the organic luminescent compound has higher fluorescence quantum yield, thereby improving the luminescent efficiency and prolonging the service life of the material.

BISTRIAZINE COMPOUND AND METHOD FOR PRODUCING THE SAME, AND WAVELENGTH CONVERSION EMISSION FILM PREPARED THEREWITH

-

Paragraph 0169; 0170; 0171, (2018/10/16)

PROBLEM TO BE SOLVED: To provide a wavelength conversion emission film prepared with an organic fluorescent material that has high workability, has a maximum absorption wavelength in an ultraviolet region, and emits visible light. SOLUTION: A wavelength conversion emission film contains a bistriazine compound represented by formula (1a) as a component (Ar1 is a C14-22 divalent fused-ring aromatic hydrocarbon group; R1-R5 independently represent H, C1-12 alkoxy or C1-12 alkylsulfanyl). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

BORON CONTAINING ORGANIC/HYBRID SCINTILLATION MATERIALS FOR GAMMA AND NEUTRON DETECTION

-

Paragraph 0096; 0097, (2016/07/27)

The invention is directed to a method for making a boron containing compound, a method for making a plastic scintillator and a method for forming a neutron detecting material, and the materials made therein. Methods of use are also disclosed.

PYRENE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

-

Paragraph 0155-0157, (2016/10/10)

The present invention relates to a novel pyrene derivative and an organic electroluminescent device using the same. More specifically, the pyrene derivative, which has different substituted groups with a pyrene structure at the center, exhibits excellent light emitting properties due to having superior stability and high color purity. Also, the organic electroluminescent device using the pyrene derivative can be operated with low voltage and provide high efficiency, thereby being usefully used in a full color display.(2) Substrate(3) Positive electrode(4) Hole injection and transport layer(5) Fluorescent and phosphate light emitting layer(6) Hole inhibition layer(7) Electron injection and transport layer(8) Negative electrodeCOPYRIGHT KIPO 2015

Reversible "off-on" fluorescent probe for anions based on a facile two-component ensemble

Wang, Xiaoju,Feng, Liheng,Zhang, Liwei

, p. 318 - 323 (2013/03/29)

A specific fluorescent switch for anions was successfully constructed. The novel sensing switch is a two-component ensemble, which was combined using a water-soluble conjugated polyelectrolyte and a boronic acid functionalized pyridine salt. In the ensemble, the polyelectrolyte is used as a fluorescent signal unit, and the pyridine boronic acid acts as receptor and quencher. The two-component ensemble shows a fluorescence reversible "off-on" response toward cyanide and phosphate anions based on different binding ways. Furthermore, the facile design and construction of this ensemble presents a novel opportunity for obtaining an efficient and practical probe.

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