13638-82-9

Usage

Uses

Used in Organic Electronic Devices:
1,3,6,8-Tetraphenylpyrene is used as a semiconductor material in organic electronic devices due to its highly conjugated structure, which contributes to its electronic properties.
Used in Organic Light-Emitting Diodes (OLEDs):
1,3,6,8-Tetraphenylpyrene is used as a fluorescent material in OLEDs for its ability to emit light upon electrical stimulation, enhancing the performance and efficiency of these devices.
Used in Photodynamic Therapy for Cancer Treatment:
1,3,6,8-Tetraphenylpyrene is used as a photosensitizer in photodynamic therapy, where it can absorb light and generate reactive oxygen species to kill cancer cells upon exposure to specific wavelengths of light.
Used in Environmental Management:
1,3,6,8-Tetraphenylpyrene is acknowledged as an environmental pollutant, and its management in terms of use and disposal is crucial to minimize its impact on human health and the environment. Efforts are made to reduce its release into the environment and to mitigate its adverse effects, such as cancer and reproductive toxicity.

InChI:InChI=1/C40H26/c1-5-13-27(14-6-1)35-25-36(28-15-7-2-8-16-28)32-23-24-34-38(30-19-11-4-12-20-30)26-37(29-17-9-3-10-18-29)33-22-21-31(35)39(32)40(33)34/h1-26H

Upstream product

• 34244-14-9 1-chloropyrene 
• 71-43-2 benzene 
• 1714-29-0 1-bromopyrene 
• 81-29-8 1,3,6,8-tetrachloropyrene 
• 7446-70-0 aluminium trichloride 
• 128-63-2 1,3,6,8-tetrabromopyrene 
• 98-80-6 phenylboronic acid 
• 129-00-0 pyrene 

Downstream Products

• 13638-83-0 1,4,5,8-Tetrabenzoyl-naphthalin 

Relevant academic research and scientific papers

Unusual photoluminescence characteristics of tetraphenylpyrene (TPPy) in various aggregated morphologies

We found that 1,3,6,8-tetraphenylpyrene (TPPy) demonstrates unusual photoluminescence (PL) characteristics in the solid-state morphologies. We investigated the PL characteristics of TPPy in various morphologies including powder, deposited film, and soluti

Tetraphenylpyrene-bridged silsesquioxane-based fluorescent hybrid porous polymer with selective metal ions sensing and efficient phenolic pollutants adsorption activities

A silsesquioxane based fluorescent porous polymer (PCS-TPPy) was easily prepared by Friedel-Crafts reaction of tetraphenylpyrene (TPPy) with octavinylsilsesquioxane (OVS) using AlCl3 as catalyst. PCS-TPPy exhibited a high porosity with a Brunau

Photophysical properties of 1,3,6,8-tetraarylpyrenes and their cation radicals

The synthesis of 1,3,6,8-tetraaryl substituted pyrenes is described. The substituents on the aryl groups influence the optoelectronic properties of the pyrene core indicating a strong coupling between the aryl groups and the pyrene core. Electronic absroption spectra of the cation radicals generated in solution by the single electron oxidation of pyrenes reaffirmed the coupling of the aryl rings with the pyrene. The aryl groups at 1,3,6,8-positions completely inhibit the π-stacking of pyrene core in solution. Crystal structure of the cation radical salt of tetraphenyl shows charge delocalization between neutral pyrene unit and two cationic pyrene cores. Complete inhibition of the pyrene core stacking is observed in the solid state of cation radical when the dendritic pentaphenyl groups surround the pyrene core.

Solid-state Suzuki-Miyaura cross-coupling reactions: Olefin-accelerated C-C coupling using mechanochemistry

The Suzuki-Miyaura cross-coupling reaction is one of the most reliable methods for the construction of carbon-carbon bonds in solution. However, examples for the corresponding solid-state cross-coupling reactions remain scarce. Herein, we report the first broadly applicable mechanochemical protocol for a solid-state palladium-catalyzed organoboron cross-coupling reaction using an olefin additive. Compared to previous studies, the newly developed protocol shows a substantially broadened substrate scope. Our mechanistic data suggest that olefin additives might act as dispersants for the palladium-based catalyst to suppress higher aggregation of the nanoparticles, and also as stabilizer for the active monomeric Pd(0) species, thus facilitating these challenging solid-state C-C bond forming cross-coupling reactions.

Regioselective Substitution at the 1,3- and 6,8-Positions of Pyrene for the Construction of Small Dipolar Molecules

This article presents a novel asymmetrical functionalization strategy for the construction of dipolar molecules via efficient regioselective functionalization along the Z-axis of pyrene at both the 1,3- and 6,8-positions. Three asymmetrically substituted

Synthesis and structure of trans-bis(1,4-dimesityl-3-methyl-1,2,3-triazol- 5-ylidene)palladium(II) dichloride and diacetate. Suzuki-Miyaura coupling of polybromoarenes with high catalytic turnover efficiencies

trans-Bis(1,4-dimesityl-3-methyl-1,2,3-triazol-5-ylidene)palladium(II) dichloride has been shown to be an excellent catalyst for the multiple Suzuki-Miyaura coupling reactions of polybromoarenes to the corresponding fully substituted polyarylarenes. The reactions proceeded in excellent yields and with high turnover numbers. With 1,4-dibromobenzene the catalyst was found to be active for up to 13 consecutive cycles with a turnover number of 1260. The polyarylarenes were obtained in pure form after crystallization once without recourse to chromatographic purification. The single-crystal X-ray structures of the chloro (1) as well as the corresponding acetato (2) complexes are also reported and compared with the corresponding complexes of 1,4-diphenyl-3-methyl- 1,2,3-triazol-5-ylidene as the ligand.