1313876-00-4

Basic information

• Product Name: 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole
• Synonyms: 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole;4,7-dibroMo-5,6-bis-(dodecyloxyl)benzo-2,1,3-thiadiazole;4,7-Dibromo-5,6-bis(dodecyloxy)-2,1,3-benzothiadiazole;4,7-dibromo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole
• CAS NO: 1313876-00-4
• Molecular Formula: C₃₀H₅₀Br₂N₂O₂S
• Molecular Weight: 662.6032
• Mol File: 1313876-00-4.mol

Chemical Properties

• Melting Point: 59.0 to 63.0 °C
• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole(1313876-00-4)
• EPA Substance Registry System: 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole(1313876-00-4)

Safety Data

• Hazardous Substances Data: 1313876-00-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics:
2,1,3-Benzothiadiazole, 4,7-dibromo-5,6-bis(dodecyloxy)is used as a key component in the development of organic electronic devices, such as organic field-effect transistors, due to its high electron mobility and good stability. The presence of bromine atoms also allows for various synthetic transformations, further expanding its potential applications in materials science and organic chemistry.
Used in Photovoltaics:
In the photovoltaic industry, 2,1,3-Benzothiadiazole, 4,7-dibromo-5,6-bis(dodecyloxy)is utilized in the fabrication of organic solar cells. Its high electron mobility and good stability contribute to the efficiency and performance of these solar cells. The dodecyloxy groups enhance the solubility of the compound, making it easier to process during the device fabrication process.
Used in Materials Science:
The unique structure of 2,1,3-Benzothiadiazole, 4,7-dibromo-5,6-bis(dodecyloxy)also makes it a valuable material in materials science. The bromine atoms facilitate various synthetic transformations, allowing for the development of new materials with improved properties and potential applications in various fields.

Upstream product

• 1313875-99-8 5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole 
• 42244-53-1 1,2-bisdodecyloxybenzene 
• 120-80-9 benzene-1,2-diol 
• 143-15-7 1-dodecylbromide 
• 171418-24-9 1,2-bis(dodecyloxy)-4,5-dinitrobenzene 
• 190435-62-2 4,5-bis(dodecyloxy)benzene-1,2-diamine 

Downstream Products

• 1334686-71-3 4,7-bis(5-bromothiophen-2-yl)-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole 
• 1400694-87-2 4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-bis(dodecyloxy)-2,1,3-benzothiadiazole 
• 1400694-88-3 4,7-bis((3,4-bis(dodecyloxy)phenyl)ethynyl)-5,6-bis(dodecyloxy)-2,1,3-benzothiadiazole 

Relevant articles and documents

New moderate bandgap polymers containing alkoxysubstituted-benzo[c][1,2,5] thiadiazole and thiophene-based units

Alkoxysubstituted benzo[c][1,2,5]thiadiazole electron accepting units were prepared and copolymerized with various thiophene-based electron donating monomers to produce new low bandgap polymers P1-4. The materials showed broad absorption in the range from

Electrochromic π-Conjugated Copolymers Derived from Azulene, Fluorene, and Dialkyloxybenzothiadiazole

A series of random π-conjugated copolymers P1, P2, and P3 were synthesised from 1,3-dibromoazulene, 4,7-dibromo-5,6-bis(dodecyloxy)benzo-2,1,3- thiadiazole, and 9,9-dioctylfluorene-2,7-bis(trimethyleneborate) via Suzuki coupling reactions. The copolymers

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A series of donor-acceptor conjugated polymers incorporating benzodithiophene (BDT) as donor unit and phenanthrenequnioxaline as acceptor unit with different side chains have been designed and synthesized. For polymer P1 featuring the BDT unit and alkoxy

A facile synthesis of low-band-gap donor-acceptor copolymers based on dithieno[3,2-b:2′,3′-d]thiophene

A facile and scalable synthetic route to a soluble dithieno[3,2-b:2′, 3′-d]thiophene (DTT) unit has been developed, which utilizes a Stille coupling reaction to efficiently synthesize the bisthienyl sulfide intermediate. This simplifies the overall DTT synthesis to only four steps with a 44% yield and facilitates its use as a donor unit in low-band-gap polymers. Solution processable alternating D-π-A-π polymers (DTTBTO and DTTDPP) have been synthesized with DTT as the donor unit and either a benzothiodiazole derivative (BTO) or fused ring 1,4-diketopyrrolo[3,4-c]pyrrole (DPP) serving as the acceptor unit. The ability to tailor the structure of these donor-acceptor systems permits a detailed understanding of structure/property relationships for band-gap engineering, absorbance, Voc, and efficiency to be developed and applied to the design of high-performance organic solar cells.

2,1,3-Benzoxadiazole and 2,1,3-benzothiadiazole-based fluorescent compounds: Synthesis, characterization and photophysical/electrochemical properties

Six new fluorescent compounds derived from 2,1,3-benzoxadiazole and 2,1,3-benzothiadiazole heterocycles with varying numbers of alkoxy chains were successfully synthesized. Sonogashira cross-coupling was used as the key synthetic step to link the central and terminal aromatic units through an acetylenic linker unit which ensures molecular planarity and extension of the conjugation. All of the synthesized compounds showed UV-vis absorption in the 426-437 nm range with reasonably high molar extinction coefficients. All six compounds emit in the green region of the visible spectrum with reasonably large Stokes shifts (95-107 nm) and medium emission efficiencies (Φf = 0.27-0.32). Electrochemical studies showed that the compounds have closely spaced HOMO and LUMO energy levels and that they may present good electron transporting properties.

Electrochromic devices and thin film transistors from a new family of ethylenedioxythiophene based conjugated polymers

New electrochromic conjugated polymers and their corresponding devices based on EDOT (ethylenedioxythiophene) are described. The best of these polymers display response times on the order of 1s and high switchable contrast in the visible and near-infrared