TCI
1,7-Dibromo-3,4,9,10-perylenetetracarboxylic Dianhydride TCI D3871
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Description
TCI D3871 1,7-Dibromo-3,4,9,10-perylenetetracarboxylic Dianhydride is a functional material building block from the perylene family, carrying two bromine atoms at the bay positions and two anhydride groups at both ends of its aromatic framework. The perylene core is an extended pi-conjugated system that serves as the backbone of many n-type organic semiconductors. In materials science laboratories, this compound acts as a key starting material for preparing perylene diimide derivatives, functional dyes, and semiconducting polymers designed specifically according to research requirements.
Its main advantage lies in two complementary reaction sites. The anhydride groups are readily condensed with primary amines to form imides, allowing researchers to attach side chains that govern solubility, molecular packing, and thin-film morphology. Meanwhile, the bromine atoms at the bay positions open a pathway for further functionalization through metal-catalyzed cross-coupling reactions such as Suzuki, Stille, or Sonogashira. Bay-position substitution also twists the perylene framework, suppressing excessive aggregation and shifting both absorption characteristics and orbital energy levels.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic electronics, functional dyes, and polymer chemistry. It suits synthetic work where a dye or semiconductor structure must be tailored step by step, from imide formation to coupling at the bay positions, and it fits laboratories that prepare their own perylene derivatives rather than purchasing finished materials.
Laboratory Applications
- Perylene diimide synthesis: the terminal anhydride groups condense readily with primary amines, giving researchers direct control over side-chain structure and final derivative properties.
- Organic semiconductor development: the extended pi-conjugated perylene core forms the backbone of n-type semiconducting materials studied in thin-film and device-oriented research.
- Cross-coupling functionalization: the bay-position bromine atoms serve as reactive handles for Suzuki, Stille, or Sonogashira couplings to install tailored aromatic substituents.
- Functional dye preparation: the perylene chromophore supports the synthesis of dyes whose absorption behaviour can be shifted through bay-position substitution.
- Semiconducting polymer building blocks: the dibrominated framework can be incorporated into polymer chains, enabling custom macromolecular semiconductors for research-scale material design.
Specifications
- Brand: TCI
- CAS number: 118129-60-5
- Category: Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
- Chemical class: brominated perylenetetracarboxylic dianhydride, a perylene-family functional material building block
- Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
- Storage note: keep in a tightly closed original container, protected from moisture and light
Handling and Storage
Store the material in its tightly closed original container in a cool, dry place, protected from moisture and direct light, since the anhydride functional groups are sensitive to water and may hydrolyse on prolonged exposure to humid air. Amber glass or the supplier's original packaging is suitable; avoid transferring the solid into containers that cannot be sealed properly. Handle the powder in a fume hood or well-ventilated area to prevent inhalation of dust, and wear gloves, safety glasses, and a laboratory coat. Use clean, dry spatulas when weighing, reseal the container immediately after use, and consult the manufacturer's safety data sheet before starting any procedure.
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