1004784-50-2

Usage

Uses

Used in Organic Electronics:
4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is used as a building block for the synthesis of functional materials in organic electronics due to its electron-deficient nature and high thermal stability, which contribute to the development of materials with improved electronic properties.
Used in Optoelectronics:
In the optoelectronics industry, 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is utilized as a component in the development of materials with advanced optical properties, enhancing the performance of optoelectronic devices.
Used in Photovoltaics:
4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is employed as a key component in the synthesis of materials for photovoltaic applications, where its thermal stability and electronic properties contribute to the efficiency and performance of solar cells.
Used in Organic Light-Emitting Diodes (OLEDs):
In the field of OLEDs, 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is used as a material for the development of organic light-emitting diodes, leveraging its electronic and optical properties to improve device performance and efficiency.
Used in Organic Field-Effect Transistors (OFETs):
4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is utilized as a material in the fabrication of organic field-effect transistors, where its thermal stability and electronic properties are crucial for enhancing the performance and reliability of these transistors.

Upstream product

• 251-41-2 thieno[3,2-b]thiophene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 25240-59-9 pinacolboronic acid 
• 10294-34-5 boron trichloride 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1448993-76-7 methyl 5-bromo-2-(thieno[3,2-b]thiophen-2-yl)benzoate 
• 1448993-77-8 5-bromo-2-(thieno[3,2-b]thiophen-2-yl)benzoic acid 

Relevant academic research and scientific papers

Asymmetric supercapacitor devices based on dendritic conducting polymer and activated carbon

Dendritic conducting polymers(CPs) are a novel class of porous pseudocapacitive electrode materials assembled with the combination of highly reversible redox active triphenylamine(TPA) and thiophene, 3-methylthiophene, selenophene and thieno[3,2-b]thiophen moieties. Due to the unique combination of three dimensional conducting network, fast redox reversible reactions, porous morphology, high thermal and electrochemical stability have fetched these pseudocapacitive polymers to exhibit high specific capacitance and emerged as an ideal candidate for energy storage devices. The electrochemical performance of as-prepared polymers showed specific capacitance of 278, 257, 246 and 315 Fg?1 for poly tris[4-(2-thienyl)phenyl]amine (P1), poly tris(4-(3-methylthiophene-2-yl)phenyl)amine (P2), poly tris(4-(selenophen-2-yl)phenyl)amine (P3) and poly tris(4-thieno[3,2-b]thiophen-2-yl) phenyl)amine (P4) respectively with low internal resistance. An insertion of selenophene and thieno(3,2-b)thiophene linkers in TPA block showed enhanced electrochemical performance than the thiophene-TPA pair. Furthermore, asymmetric supercapacitors were assembled with the polymer as cathode and activated carbon as an anode and the detailed electrochemical characterizations has been investigated. This research may shed light on designing new redox active psuedocapacitors and other electrochemical devices.

PHOSPHONATE COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS

Compounds, methods of use, and processes for making inhibitors of complement Factor D comprising Formula (I), or a pharmaceutically acceptable salt or composition thereof wherein R12 or R13 on the A group is a phosphonate substituent (R32) are provided. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade. The inhibitors of Factor D described herein reduces the excessive activation of complement.

ARYL, HETEROARYL, AND HETEROCYCLIC COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS

Compounds, methods of use, and processes for making inhibitors of complement Factor D comprising Formula I, or a pharmaceutically acceptable salt or composition thereof wherein R12 or R13 on the A group is an aryl, heteroaryl or heterocycle (R32) are provided. The inhibitors of Factor D described herein reduce the excessive activation of complement.

NEW THIENOPYRIMIDINE DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Compounds of formula (I): wherein R1, R2, R3, R4, R5, R6, R7, R12, X, A and n are as defined in the description.

Mechanistic studies into amine-mediated electrophilic arene borylation and its application in MIDA boronate synthesis

Direct electrophilic borylation using Y2BCl (Y2 = Cl2 or o-catecholato) with equimolar AlCl3 and a tertiary amine has been applied to a wide range of arenes and heteroarenes. In situ functionalization of the ArBCl2 products is possible with TMS 2MIDA, to afford bench-stable and easily isolable MIDA-boronates in moderate to good yields. According to a combined experimental and computational study, the borylation of activated arenes at 20 C proceeds through an S EAr mechanism with borenium cations, [Y2B(amine)] +, the key electrophiles. For catecholato-borocations, two amine dependent reaction pathways were identified: (i) With [CatB(NEt 3)]+, an additional base is necessary to accomplish rapid borylation by deprotonation of the borylated arenium cation (σ complex), which otherwise would rather decompose to the starting materials than liberate the free amine to effect deprotonation. Apart from amines, the additional base may also be the arene itself when it is sufficiently basic (e.g., N-Me-indole). (ii) When the amine component of the borocation is less nucleophilic (e.g., 2,6-lutidine), no additional base is required due to more facile amine dissociation from the boron center in the borylated arenium cation intermediate. Borenium cations do not borylate poorly activated arenes (e.g., toluene) even at high temperatures; instead, the key electrophile in this case involves the product from interaction of AlCl3 with Y2BCl. When an extremely bulky amine is used, borylation again does not proceed via a borenium cation; instead, a number of mechanisms are feasible including via a boron electrophile generated by coordination of AlCl3 to Y2BCl, or by initial (heteroarene)AlCl3 adduct formation followed by deprotonation and transmetalation.

Molecular engineering of organic sensitizers with planar bridging units for efficient dye-sensitized solar cells

Here comes the sun: Three highly efficient organic sensitizers with sterically hindered fluorenyl units and planar indenothiophene derivatives were designed and synthesized (see figure). Devices based on one of these compounds, JK-303, gave overall conversion efficiencies of 8.69, 9.04, 7.27, and 5.82 % using I-/I3-, CoII/CoIII, polymer gel, and solid-state electrolytes, respectively. These efficiencies are some of the highest reported for DSSCs based on organic sensitizers. Copyright

PROCESS FOR THE BORYLATION OF ARENES AND HETEROARYLS

This invention relates to a novel process for the borylation of arenes and heteroaryls. The present invention also provides novel borenium cations, which act as electrophiles for electrophilic substitution on the arene or heteroaryl ring, as well as to methodology for the preparation of these cations.

Simple inexpensive boron electrophiles for direct arene borylation

Electrophilic direct borylation is facilitated, and arene substrate scope enhanced, by using electrophiles derived from inexpensive reagents; specifically an amine, BCl3 and AlCl3.

SUBSTITUTED BENZODITHIOPHENES AND BENZODISELENOPHENES

The invention relates to alkynyl substituted benzodithiophenes and benzodiselenophenes, their use especially as semiconductors or charge transport materials in optical, electro-optical or electronic devices and to such devices comprising these materials.