85903-00-0

Basic information

• Product Name: 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde
• Synonyms: 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde;benzo[1,2-b:4,5-b']dithiophene-2,6-dicarbaldehyde
• CAS NO: 85903-00-0
• Molecular Formula: C₁₂H₆O₂S₂
• Molecular Weight: 246.3
• Mol File: 85903-00-0.mol

Chemical Properties

• Boiling Point: 486.4±40.0 °C(Predicted)
• Appearance: /
• Density: 1.539±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde(85903-00-0)
• EPA Substance Registry System: 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde(85903-00-0)

Safety Data

• Hazardous Substances Data: 85903-00-0(Hazardous Substances Data)

Usage

Uses

Used in Optoelectronic Applications:
2,6-Benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde serves as a crucial building block in the synthesis of organic materials for optoelectronic applications. Its role in the development of OLEDs (organic light-emitting diodes) is significant due to its ability to enhance the efficiency and performance of these devices.
Used in Organic Photovoltaic Devices:
In the field of organic photovoltaics, 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde is utilized for its contribution to the improvement of charge transport and overall device performance, making it an integral component in solar energy conversion technologies.
Used in Organic Electronics and Materials Science:
Beyond its direct applications, 2,6-benzo[1,2-b:4,5-b']dithiophenedicarbaldehyde holds potential in the broader domain of organic electronics and materials science. Its unique structural and electronic properties make it a valuable asset for the research and development of new materials with tailored properties for specific applications in electronic devices and systems.

Upstream product

• 2591-86-8 N-Formylpiperidine 
• 267-65-2 benzo[1,2-b:4,5-b']dithiophene 
• 68-12-2 N,N-dimethyl-formamide 

Relevant articles and documents

Switching on and off Interlayer Correlations and Porosity in 2D Covalent Organic Frameworks

Two-dimensional covalent organic frameworks (2D COFs) attract great interest owing to their well-defined pore structure, thermal stability, high surface area, and permanent porosity. In combination with a tunable chemical pore environment, COFs are intriguing candidates for molecular sieving based on selective host-guest interactions. Herein, we report on 2D COF structures capable of reversibly switching between a highly correlated crystalline, porous and a poorly correlated, nonporous state by exposure to external stimuli. To identify COF structures with such dynamic response, we systematically studied the structural properties of a family of two-dimensional imine COFs comprising tris(4-aminophenyl)benzene (TAPB) and a variety of dialdehyde linear building blocks including terephthalaldehyde (TA) and dialdehydes of thienothiophene (TT), benzodithiophene (BDT), dimethoxybenzodithiophene (BDT-OMe), diethoxybenzodithiophene (BDT-OEt), dipropoxybenzodithiophene (BDT-OPr), and pyrene (Pyrene-2,7). TAPB-COFs consisting of linear building blocks with enlarged π-systems or alkoxy functionalities showed significant stability toward exposure to external stimuli such as solvents or solvent vapors. In contrast, TAPB-COFs containing unsubstituted linear building blocks instantly responded to exposure to these external stimuli by a drastic reduction in COF layer correlation, long-range order, and porosity. To reverse the process we developed an activation procedure in supercritical carbon dioxide (scCO2) as a highly efficient means to revert fragile nonporous and amorphous COF polymers into highly crystalline and open porous frameworks. Strikingly, the framework structure of TAPB-COFs responds dynamically to such chemical stimuli, demonstrating that their porosity and crystallinity can be reversibly controlled by alternating steps of solvent stimuli and scCO2 activation.

Oriented Films of Conjugated 2D Covalent Organic Frameworks as Photocathodes for Water Splitting

Light-driven water electrolysis at a semiconductor surface is a promising way to generate hydrogen from sustainable energy sources, but its efficiency is limited by the performance of available photoabsorbers. Here we report the first time investigation of covalent organic frameworks (COFs) as a new class of photoelectrodes. The presented 2D-COF structure is assembled from aromatic amine-functionalized tetraphenylethylene and thiophene-based dialdehyde building blocks to form conjugated polyimine sheets, which π-stack in the third dimension to create photoactive porous frameworks. Highly oriented COF films absorb light in the visible range to generate photoexcited electrons that diffuse to the surface and are transferred to the electrolyte, resulting in proton reduction and hydrogen evolution. The observed photoelectrochemical activity of the 2D-COF films and their photocorrosion stability in water pave the way for a novel class of photoabsorber materials with versatile optical and electronic properties that are tunable through the selection of appropriate building blocks and their three-dimensional stacking.

METAL-FREE PHOTOSENSITIZERS

The present invention relates to metal-free organic photosensitizers and to the process for their preparation; the use of such compounds for manufacturing solar cells is contemplated as well.