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4,7-bis(phenylethynyl)-2,1,3-benzothiadiazole is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

871306-21-7

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871306-21-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 871306-21-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,7,1,3,0 and 6 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 871306-21:
(8*8)+(7*7)+(6*1)+(5*3)+(4*0)+(3*6)+(2*2)+(1*1)=157
157 % 10 = 7
So 871306-21-7 is a valid CAS Registry Number.

871306-21-7Relevant academic research and scientific papers

Deciphering the dynamics of organic nanoaggregates with AIEE effect and excited states: Lipophilic benzothiadiazole derivatives as selective cell imaging probes

Neto, Brenno A.D.,Sodre, Elaine R.,Guido, Bruna C.,De Souza, Paulo E.N.,MacHado, Daniel F.S.,Carvalho-Silva, Valter H.,Chaker, Juliano A.,Gatto, Claudia C.,Correa, Jose R.,De A. Fernandes, Talita

, p. 12614 - 12634 (2020)

An aggregation-induced emission enhancement (AIEE) effect in fluorescent lipophilic 2,1,3-benzothiadiazole (BTD) derivatives and their organic nanoaggregates were studied. A set of techniques such as single-crystal X-ray, dynamic light scattering (DLS), e

Butterfly-shaped π-extended benzothiadiazoles as promising emitting materials for white OLEDs

Wang, Zaibin,Peng, Zhixing,Huang, Kai,Lu, Ping,Wang, Yanguang

, p. 6706 - 6713 (2019)

A series of butterfly-shaped D-A-D and D-A-A compounds composed of a benzothiadiazole core and corresponding terminal alkynes were synthesized. Their photophysical properties in different states (solution, film, crystal, and powder) were investigated. Meanwhile, the linear-shaped compounds were prepared accordingly for the comparative investigation of their photophysical properties. Three phenomena (aggregation caused quenching, crystal induced emission, and aggregation induced emission enhancement) were all observed for the butterfly-shaped compounds. Although the linear-shaped compounds emitted brighter light in pristine powders with higher quantum yields, the butterfly-shaped compounds formed crystals and emitted colorful light from 473 nm to 622 nm in the crystalline state. Moreover, most of them exhibited a mechanochromic character. The color of 2POZ-56 could be reversibly tuned from yellow to red by grinding and fuming. Furthermore, polymorphism-dependent emission was observed for 2POZ-56, allowing for its use as an emissive layer in white organic light emitting diodes.

Synthesis and optical properties of polymers with bithiophene condensed with disilacyclohexadiene rings and benzothiadiazole

Naka, Akinobu,Takase, Sakino,Ohshita, Joji,Adachi, Youhei,Ishikawa, Mitsuo

, (2019)

New types of polymers composed of bithiophene condensed with disilacyclohexadiene rings and benzothiadiazole were prepared by the platinum-catalyzed dehydrogenative bissilylation. UV–Vis absorption and fluorescence properties of these polymers have been i

Efficient access to materials-oriented aromatic alkynes: Via the mechanochemical Sonogashira coupling of solid aryl halides with large polycyclic conjugated systems

Feng, Chi,Gao, Yunpeng,Ito, Hajime,Kubota, Koji,Seo, Tamae

, p. 430 - 438 (2022/01/22)

Sonogashira coupling represents an indispensable tool for the preparation of organic materials that contain C(sp)-C(sp2) bonds. Improving the efficiency and generality of this methodology has long been an important research subject in materials science. Here, we show that a high-temperature ball-milling technique enables the highly efficient palladium-catalyzed Sonogashira coupling of solid aryl halides that bear large polyaromatic structures including sparingly soluble substrates and unactivated aryl chlorides. In fact, this new protocol provides various materials-oriented polyaromatic alkynes in excellent yield within short reaction times in the absence of bulk reaction solvents. Notably, we synthesized a new luminescent material via the mechanochemical Sonogashira coupling of poorly soluble Vat Red 1 in a much higher yield compared to those obtained using solution-based conditions. The utility of this method was further demonstrated by the rapid synthesis of a fluorescent metal-organic framework (MOF) precursor via two sequential mechanochemical Sonogashira cross-coupling reactions. The present study illustrates the great potential of Sonogashira coupling using ball milling for the preparation of materials-oriented alkynes and for the discovery of novel functional materials.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

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Paragraph 0117; 0128; 0130-0132, (2016/10/08)

The present invention provides a novel compound capable of improving light emitting efficiency, stability, and lifespan of an element, an organic electronic element using the same, and an electronic device thereof. The organic electronic element comprises a first electrode, a second electrode, and an organic matter layer located between the first electrode and the second electrode, wherein the organic matter layer comprises the compound.(140) Hole transport layer(130) Hole injection layer(120) Positive electrode(110) Substrate(160) Electron transport layer(180) Negative electrode(170) Electron injection layer(141) Buffer layer(150) Light emitting layer(151) Auxiliary light emitting layerCOPYRIGHT KIPO 2015

Novel 10,13-disubstituted dipyrido[3,2-a:2′,3′-c]phenazines and their platinum(II) complexes: Highly luminescent ICT-type fluorophores based on D-A-D structures

Shigehiro, Tatsuya,Yagi, Shigeyuki,Maeda, Takeshi,Nakazumi, Hiroyuki,Fujiwara, Hideki,Sakurai, Yoshiaki

supporting information, p. 5195 - 5198 (2014/12/10)

Novel donor-acceptor-donor (D-A-D) π-conjugated molecules based on a dipyrido[3,2-a:2′,3′-c]phenazine (dppz) skeleton were synthesized, and their luminescent properties were investigated. Introduction of various aryl substituents to the 10- and 13-positio

Intramolecular cyclization of ortho-alkynylanilines by Rh(I)-catalyzed hydroamination to yield benzo(dipyrroles)

Clentsmith, Guy K.B.,Field, Leslie D.,Messerle, Barbara A.,Shasha, Adelle,Turner, Peter

supporting information; experimental part, p. 1469 - 1471 (2009/06/08)

The methylene-bridged Rh(I) dicarbonyl complex, [Rh(bim) (CO)2+ BPh4-] (1) (bim = bis(N-methylimidazol-2-yl)methane), is an effective catalyst for the intramolecular hydroamination of selected ortho-alkynylanilines to give a range of benzo(dipyrroles).

Luminescent 2,1,3-benzothiadiazole-based liquid crystalline compounds

Vieira, André A.,Cristiano, Rodrigo,Bortoluzzi, Adailton J.,Gallardo, Hugo

, p. 364 - 371 (2008/09/18)

A series of fluorescent 2,1,3-benzothiadiazole-based liquid crystals bearing a π-extended aromatic portion through C{triple bond, long}C triple bond was synthesized and characterized. The X-ray structure of the rigid core was performed. The mesomorphism a

New sensitive fluorophores for selective DNA detection

Neto, Brenno A. D.,Lapis, Alexandre A. M.,Mancilha, Fabiana S.,Vasconcelos, Igor B.,Thum, Caroline,Basso, Luiz A.,Santos, Diogenes S.,Dupont, Jairton

, p. 4001 - 4004 (2008/02/12)

4,7-Disubstituted benzothiadiazoles containing 1-arylethynyl and 4-methoxyphenyl groups are selective photoluminescent "light up" probes to duplex DNA with unprecedented sensibility in both spectrophotometric and spectrofluorimetric measurements.

Photophysical and electrochemical properties of π-extended molecular 2,1,3-benzothiadiazoles

DaSilveira Neto, Brenno A.,Lopes, Aline Sant'Ana,Ebeling, Gunter,Gon?alves, Reinaldo S.,Costa, Valentim E. U.,Quina, Frank H.,Dupont, Jairton

, p. 10975 - 10982 (2007/10/03)

The reaction of 4,7-dibromo-2,1,3-benzothiadiazole with arylboronic acids (phenyl, 1-naphthyl, 4-methoxyphenyl, 4-chlorophenyl and 4- trifluoromethylphenyl) in the presence of catalytic amounts of a NCP-pincer palladacycle affords photoluminescent π-extended 4,7-diaryl-2,1,3- benzothiadiazoles 4a-e in high yields. These 4,7-diaryl-2,1,3-benzothiadiazoles exhibit high fluorescent quantum yields, high electron affinities and adequate band gap values for testing as OLEDs. The 4,7-bis-naphthyl-2,1,3- benzothiadiazole 4b presents two different lifetimes (bi-exponential decay) due to the presence of two atropisomers. The Sonogashira coupling reaction of 4,7-diethynyl-2,1,3-benzothiadiazole 6 with the corresponding halo-aryl compounds (iodobenzene, 1-bromonaphthalene, 4-iodoanisole, 4-bromo-N,N- dimethylaniline and 2-bromopyridine) afforded the photoluminescent π-extended 4,7-bis-alkynylaryl-2,1,3-benzothiadiazoles 7a-e, also in high yields. These 4,7-diethynyl-2,1,3-benzothiadiazoles also present high fluorescent quantum yields, high electron affinities and adequate band gap values for testing as OLEDs. The 4,7-disubstituted-2,1,3-benzothiadiazoles 4a-e and 7a-e exhibit different electrochemical behavior. The presence of two ethynyl spacers in 2,1,3-benzothiadiazoles 7a-e shifts the reduction potentials to less cathodic values and also results in two well-defined and distinct reduction processes.

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