4,8-Dibromobenzo[1,2-c:4,5-c']bis[[1,2,5]thiadiazole] TCI D4086

Name: TCI D4086 165617-59-4 4,8-Dibromobenzo[1,2-c:4,5-c']bis[[1,2,5]thiadiazole]
Brand: TCI
SKU: TCI2510D408624571
Price: 4310250.0 IDR
Availability: InStock

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Berat 1g 5g

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Description

TCI D4086, CAS 165617-59-4, is 4,8-Dibromobenzo[1,2-c:4,5-c']bis[[1,2,5]thiadiazole], commonly referred to among materials researchers as brominated BBT. The compound belongs to the polymer/macromolecule semiconductor building blocks group within the Materials Science category and functions as a very strong electron-accepting unit. Its structure consists of a central benzene core flanked on two sides by 1,2,5-thiadiazole rings, producing a flat conjugated system with high electron affinity, together with two bromine atoms at the 4 and 8 positions that serve as connection points for cross-coupling reactions.

The key characteristic that makes this compound valuable is its ability to reduce the band gap dramatically when combined with electron-donor units in donor–acceptor copolymers. The two thiadiazole rings exert far stronger electron withdrawal than a single benzothiadiazole, so the resulting polymers can absorb and emit light well into the near-infrared region. The rigid, planar structure also supports orderly π–π stacking, an important factor for charge carrier mobility in thin films. Meanwhile, the two aromatic bromine atoms make the molecule ready for palladium-catalysed cross-coupling chemistry such as Suzuki and Stille reactions.

In Indonesian laboratories, this building block is typically used in university and institutional materials chemistry groups working on organic electronics, conjugated polymer synthesis, and near-infrared active materials. It is normally handled in small-scale synthesis under inert atmosphere, then carried forward into polymerisation or coupling steps followed by thin-film fabrication and optoelectronic characterisation. Because it is a specialised research chemical rather than a routine reagent, it is usually ordered per project need for defined synthetic campaigns.

Laboratory Applications

Donor–acceptor copolymer synthesis: the strong dual-thiadiazole acceptor core pairs with donor comonomers to produce low band gap conjugated polymers for organic electronics research.
Near-infrared absorbing and emitting materials: the very high electron affinity pushes polymer absorption and emission into the near-infrared, supporting studies on NIR-active semiconducting layers.
Suzuki cross-coupling chemistry: the two aromatic bromine atoms at the 4 and 8 positions act as reliable reactive handles for palladium-catalysed carbon–carbon bond formation.
Stille cross-coupling polymerisation: the same dibromo functionality allows controlled step-growth coupling with stannylated donor units to build extended conjugated backbones.
Thin-film charge transport studies: the rigid planar aromatic framework promotes ordered π–π stacking, which researchers exploit when investigating charge carrier mobility in deposited films.

Specifications

Brand: TCI
CAS number: 165617-59-4
Chemical name: 4,8-Dibromobenzo[1,2-c:4,5-c']bis[[1,2,5]thiadiazole]
Product code: D4086
Category: Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
Pack sizes: available in research-scale packaging according to manufacturer catalogue listing
Storage: keep in a cool, dry place in the tightly closed original container

Handling and Storage

Store the material in its tightly closed original container in a cool, dry, well-ventilated area away from direct sunlight, heat sources, moisture, and strong oxidising agents. Amber glass or the supplier's original packaging is suitable, and storage under an inert atmosphere helps preserve material quality for sensitive synthetic work. Handle the compound in a fume hood using nitrile gloves, safety goggles, and a laboratory coat, and avoid generating or inhaling dust during weighing and transfer. Use clean, dry spatulas and glassware, reseal the container promptly after each use, and label all working solutions clearly. Consult the manufacturer safety data sheet before use and dispose of residues and contaminated materials through the approved chemical waste channel of the laboratory.