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4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane

CAS Number 1260865-91-5

Boronates, Materials, Monomers, OLED Materials, Porous Organic Frameworks, Semiconducting Molecules


Product Code B4061-500mg
Price $78 ex. VAT

A tetraphenylethylene building block

functionalized with a pinacolborane for the synthesis of fluorescent macromolecules in applications of OLEDs and optics


Overview | Product Information | Related Products


4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane (CAS number 1260865-91-5) is a tetraphenylethylene derivative substituted with a pinacolborane. 4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane can be easily attached to a molecular scaffold through coupling reactions such as Suzuki-Miyaura coupling. By having a propeller-shaped structure, tetraphenylethylene is one of the most studied molecule for aggregation induced emission (AIE). A benzothiadiazole capped with two tetraphenylethylenes shows AIE characteristics.

4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane is also widely used for synthesizing electroluminescent dyes in applications of OLEDs. The resulting tetraphenylethylene-thienothiophene demonstrates maximum luminescence of 400 cd/m2 and luminous efficiency of 1.3 cd/A.

Tetraphenylehylene building block

Tetraphenylehylene building block

for the synthesis of AIE and OLED materials

Facile reactions

Facile reactions

Bpin possesses excellent reactivity

High purity

High purity

>98% pure

Worldwide shipping

Quick and reliable shipping

General Information

CAS Number 1260865-91-5
Chemical Formula C32H31BO2
Full Name 4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane
Molecular Weight 458.41 g/mol
Synonyms 4,4,5,5-tetramethyl-2-[4-(1,2,2-triphenylvinyl)phenyl]-1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-[4-(1,2,2-triphenylethenyl)phenyl]-1,3,2-dioxaborolane, TPE-Bpin
Classification or Family AIE materials, Tetraphenylethylene building blocks, OLEDs

Chemical Structure


4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane chemical structure, CAS 1260865-91-5
4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane chemical structure, CAS 1260865-91-5

Product Details

Purity > 98%
Melting Point N/A
Appearance White to off-white powder

MSDS Documentation

4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane MSDS Sheet4,4,5,5-Tetramethyl-2-[4-(triphenylvinyl)phenyl]-1,3,2-dioxaborolane MSDS Sheet

References

  • The effect of different binding sites on the optical and electronic properties of tetraphenylethylene-substituted thiophene isomers, J. Li et al., J. Mater. Chem. C, 5, 2552 (2017); DOI: 10.1039/c6tc05653a.
  • Platinum-based metallomesogens bearing a Pt(4,6-dfppy)(acac) skeleton: synthesis, photophysical properties and polarised phosphorescence application, X. Yang et al., Dalton Trans., 47, 13368 (2018); DOI: 10.1039/c8dt03017k.
  • Synthesis, characterization, aggregation-induced emission, solvatochromism and mechanochromism of fluorinated benzothiadiazole bonded to tetraphenylethenes, C. -Y. Yu et al., RSC Adv., 8, 12619 (2018); DOI: 10.1039/c8ra01448e.

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