4H-Cyclopenta[2,1-b:3,4-b']dithiophene TCI C3021

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Berat 200mg 1g

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Description

4H-Cyclopenta[2,1-b:3,4-b']dithiophene, commonly abbreviated as CPDT, is a small molecule semiconductor building block composed of two thiophene rings bridged by a single cyclopentane ring. This bridged architecture is what makes it one of the most important donor units in organic electronics research. Because both thiophene rings are locked into the same plane, the molecule is rigid and coplanar, so pi electron delocalization proceeds efficiently and the band gap of materials constructed from it can be pushed to a narrower value.

The characteristic that makes CPDT such a widely chosen unit is the sp³ carbon bridge at the C4 position, which is readily deprotonated and alkylated. Researchers routinely install long alkyl chains at that position to improve the solubility of the resulting polymers in organic solvents without disturbing the conjugated system, an advantage that is difficult to achieve with other donor units. In addition, the alpha positions on both thiophene rings are highly responsive to halogenation, stannylation, and borylation, so the compound is ready to be carried into Stille and Suzuki polymerizations. The electron rich nature of the dithiophene core also makes it a suitable partner for electron accepting units.

In Indonesian laboratories, this building block is typically found in university and institutional research groups working on organic electronics and functional polymer materials. It is used at the synthesis bench where conjugated monomers are prepared, functionalized, and then advanced into polymerization steps, with the resulting materials characterized by the spectroscopic and electrochemical instrumentation available in the same facility. Because it serves as a starting intermediate rather than a finished device material, it is generally ordered in small research quantities.

Laboratory Applications

Donor–acceptor conjugated polymer synthesis: the electron rich dithiophene core pairs with electron accepting comonomers to produce low band gap polymers for organic electronic studies.
Stille and Suzuki cross-coupling polymerization: the alpha positions of both thiophene rings accept stannylation or borylation cleanly, giving monomers ready for step-growth coupling chemistry.
Alkylation chemistry at the C4 bridge: the sp³ bridging carbon is easily deprotonated and alkylated, letting researchers tune polymer solubility without perturbing the conjugated backbone.
Organic photovoltaic material development: the rigid coplanar structure promotes efficient pi electron delocalization, a property sought when designing light absorbing donor materials for organic solar cell research.
Small molecule semiconductor building block studies: the compound serves as a core scaffold for structure–property investigations comparing bridged donor units across different conjugated material systems.

Specifications

Brand: TCI
CAS number: 389-58-2
Category: Materials Science > Material Building Blocks > Small Molecule Semiconductor Building Blocks
Product code: TCI C3021
Pack sizes: available in research scale quantities; please confirm the currently offered pack size when ordering.
Storage note: store in a cool, dark place in a tightly sealed container.

Handling and Storage

Store the material in its original tightly closed container in a cool, dark, and well ventilated place, away from heat, direct sunlight, and sources of ignition. Amber glass or the supplier's original packaging is preferred to limit light exposure, and containers should be kept sealed to avoid moisture uptake and contamination between uses. Handle in a fume hood while wearing safety glasses, gloves, and a laboratory coat, and avoid inhalation of dust or contact with skin and eyes. Weigh and transfer with clean, dry spatulas, close the container promptly after use, and consult the manufacturer's safety data sheet before handling or disposal.