850881-09-3 Usage
Description
2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is an organic compound that serves as a versatile reagent in various chemical reactions and material synthesis processes. It is characterized by its unique structure, which includes a thiophene ring and a boron-containing dioxaborolane group, making it a valuable component in the development of advanced materials for optoelectronics and photovoltaics.
Uses
Used in Chemical Synthesis:
2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used as a reagent for Suzuki-Miyaura cross-coupling reactions, which are essential for the formation of carbon-carbon bonds in the synthesis of complex organic molecules.
Used in Solar Cell Technology:
In the solar cell industry, 2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used for p-type/n-type switching of ambipolar bithiazole-benzothiadiazole-based polymers, enabling the development of high-performance solar cells with improved charge transport properties.
Used in Semiconductor Functionalization:
2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is utilized in the hierarchical self-assembly of semiconductor functionalized peptide a-helices, which contributes to the advancement of optoelectronic properties in various applications.
Used in Photovoltaic Material Preparation:
2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used in the preparation of photovoltaic materials, polymers, and thiophene-based compounds with photophysical, electrochemical, and fluorescent properties, which are crucial for the development of efficient solar energy conversion systems.
Used in Polymer Solar Cells:
In the polymer solar cell industry, 2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is employed in the synthesis of low band gap poly(1,4-arylene-2,5-thienylene)s with benzothiadiazole units, which are essential for enhancing the light absorption and power conversion efficiency of solar cells.
Used in Dye-Sensitized Solar Cells:
2-(3-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is also used in the preparation of dithienothiophene-based dyes for dye-sensitized solar cells, contributing to the development of cost-effective and high-performance solar energy conversion technologies.
Check Digit Verification of cas no
The CAS Registry Mumber 850881-09-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,5,0,8,8 and 1 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 850881-09:
(8*8)+(7*5)+(6*0)+(5*8)+(4*8)+(3*1)+(2*0)+(1*9)=183
183 % 10 = 3
So 850881-09-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H27BO2S/c1-6-7-8-9-10-13-11-12-20-14(13)17-18-15(2,3)16(4,5)19-17/h11-12H,6-10H2,1-5H3
850881-09-3Relevant articles and documents
Dithienopyrrole-based oligothiophenes for solution-processed organic solar cells
Weidelener, Martin,Wessendorf, Cordula D.,Hanisch, Jonas,Ahlswede, Erik,Goetz, Guenther,Linden, Mika,Schulz, Gisela,Mena-Osteritz, Elena,Mishra, Amaresh,Baeuerle, Peter
, p. 10865 - 10867 (2013)
Isomeric dicyanovinylene-terminated oligothiophenes 1 and 2 comprising a central dithienopyrrole (DTP) unit have been developed for solution-processed small molecule organic solar cells (SMOSCs) giving the highest power conversion efficiency of 4.8% for DTP-based oligomeric materials. The Royal Society of Chemistry 2013.
Molecular engineering of face-on oriented dopant-free hole transporting material for perovskite solar cells with 19% PCE
Rakstys, Kasparas,Paek, Sanghyun,Gao, Peng,Gratia, Paul,Marszalek, Tomasz,Grancini, Giulia,Cho, Kyung Taek,Genevicius, Kristijonas,Jankauskas, Vygintas,Pisula, Wojciech,Nazeeruddin, Mohammad Khaja
supporting information, p. 7811 - 7815 (2017/07/13)
Through judicious molecular engineering, novel dopant-free star-shaped D-π-A type hole transporting materials coded KR355, KR321, and KR353 were systematically designed, synthesized and characterized. KR321 has been revealed to form a particular face-on organization on perovskite films favoring vertical charge carrier transport and for the first time, we show that this particular molecular stacking feature resulted in a power conversion efficiency over 19% in combination with mixed-perovskite (FAPbI3)0.85(MAPbBr3)0.15. The obtained 19% efficiency using a pristine hole transporting layer without any chemical additives or doping is the highest, establishing that the molecular engineering of a planar donor core, π-spacer and periphery acceptor leads to high mobility, and the design provides useful insight into the synthesis of next-generation HTMs for perovskite solar cells and optoelectronic applications.
Continuous flow synthesis of organic electronic materials-case studies in methodology translation and scale-up
Seyler, Helga,Haid, Stefan,Kwon, Tae-Hyuk,Jones, David J.,Baeuerle, Peter,Holmes, Andrew B.,Wong, Wallace W. H.
, p. 151 - 156 (2013/04/10)
The continuous flow synthesis of functional thiophene derivatives was examined. Methodology for the lithiation of thiophene building blocks was developed using a commercial bench-top flow reactor. In addition, the advantages of flow processing were demonstrated in the synthesis of a high performance organic dye in gram scale.
