35438-63-2

Basic information

• Product Name: 3-Perylenecarboxaldehyde
• Synonyms: 3-Perylenecarboxaldehyde
• CAS NO: 35438-63-2
• Molecular Formula: C₂₁H₁₂O
• Molecular Weight: 280.31938
• Mol File: 35438-63-2.mol
• Article Data: 20

Chemical Properties

• Melting Point: 234.0 to 238.0 °C
• Boiling Point: 527.0±19.0 °C(Predicted)
• Appearance: /
• Density: 1.349±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly)
• Stability: Air Sensitive
• CAS DataBase Reference: 3-Perylenecarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Perylenecarboxaldehyde(35438-63-2)
• EPA Substance Registry System: 3-Perylenecarboxaldehyde(35438-63-2)

Safety Data

• Hazardous Substances Data: 35438-63-2(Hazardous Substances Data)

Usage

Description

3-Perylenecarboxaldehyde, also known as 3-PCA, is a polycyclic aromatic compound and a derivative of perylene. It is a yellow to orange crystalline solid that is commonly used as a dye and pigment in the production of various materials such as plastics, paints, and inks. 3-PCA is also utilized as a fluorescent probe for detecting oxidative stress and reactive oxygen species in biological systems. Additionally, it has potential applications in organic synthesis for the preparation of various functionalized perylene derivatives. 3-Perylenecarboxaldehyde is known for its strong absorption in the UV-visible region, making it useful in a wide range of industrial and research applications.

Uses

Used in Dye and Pigment Industry:
3-Perylenecarboxaldehyde is used as a dye and pigment for its yellow to orange crystalline solid properties, contributing to the coloration of materials such as plastics, paints, and inks.
Used in Biological Research:
3-Perylenecarboxaldehyde is used as a fluorescent probe for detecting oxidative stress and reactive oxygen species in biological systems, aiding in the study and understanding of these processes.
Used in Organic Synthesis:
3-Perylenecarboxaldehyde is used in organic synthesis for the preparation of various functionalized perylene derivatives, expanding its applications in research and industry.
Used in Industrial Applications:
3-Perylenecarboxaldehyde is utilized in a wide range of industrial applications due to its strong absorption in the UV-visible region, making it a valuable component in various processes and products.

Upstream product

• 198-55-0 PERYLENE 
• 4885-02-3 Dichloromethyl methyl ether 
• 67-56-1 methanol 
• 7732-18-5 water 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 95-50-1 1,2-dichloro-benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 24471-47-4 3-Methyl-perylen 
• 24471-30-5 3-(hydroxymethyl)perylene 
• 182140-95-0 3-chloromethylperylene 
• 1261467-84-8 C₅₇H₅₇BF₂N₂ 
• 1265554-71-9 3-perilenylmetilen-4′-ethylaniline 
• 1160604-36-3 3-(bromomethyl)perylene 
• 1159397-50-8 3-(azidomethyl)perylene 
• 1313483-32-7 C₄₃H₃₅N₃O₄ 
• 1355024-12-2 tert-butyl (S)-1-(((perylen-3-yl)methoxy)carbonyl)-2-phenylethylcarbamate 
• 1355024-14-4 cyclohexyl (perylen-3-yl)methyl carbonate 
• 1355024-15-5 2-isopropyl-5-methylcyclohexyl (perylen-3-yl)methyl carbonate 
• 1355024-05-3 (perylen-3-yl)methyl 2-phenylacetate 
• 1355024-06-4 (perylen-3-yl)methyl 4-methylbenzoate 
• 1355024-08-6 (perylen-3-yl)methyl 4-methoxybenzoate 

Relevant articles and documents

Photoinduced symmetry-breaking charge separation: The direction of the charge transfer

Even flow: Photoinduced symmetry-breaking charge separation takes place in a few picoseconds in a 1,3-bis(perylene)propane dyad in polar solvents. Polarized transient absorption measurements show that the direction of the charge flow is random and entirely governed by the fluctuations of the solvent orientation around the dyad. Copyright

Fabrication and characteristics of fullerene-perylene dyad based organic photovoltaic cell

Fullerene is an acceptor material which is used most usually in organic photovoltaic cell. By the way, the reduction of electron mobility and the phase separation of conducting polymer and fullerene in the actual bulk heterojunction photovoltaic cell limi

Radical-Enhanced Intersystem Crossing in Perylene-Oxoverdazyl Radical Dyads

Attaching stable radicals to organic chromophores is an effective method to enhance the intersystem crossing (ISC) of the chromophores. Herein we prepared perylene-oxoverdazyl dyads either by directly connecting the two units or using an intervening phenyl spacer. We investigated the effect of the radical on the photophysical properties of perylene and observed strong fluorescence quenching due to radical enhanced ISC (REISC). Compared with a previously reported perylene-fused nitroxide radical compound (triplet lifetime, τT=0.1 μs), these new adducts show a longer-lived triplet excited state (τT=9.5 μs). Based on the singlet oxygen quantum yield (ΦΔ=7 %) and study of the triplet state, we propose that the radical enhanced internal conversion also plays a role in the relaxation of the excited state. Femtosecond fluorescence up-conversion indicates a fast decay of the excited state (a strong spin-spin exchange interaction between the two units. Femtosecond transient absorption (fs-TA) spectra confirmed direct triplet state population (within 0.5 ps). Interestingly, by fs-TA spectra, we observed the interconversion of the two states (D1?Q1) at ～80 ps time scale. Time-resolved electron paramagnetic resonance (TREPR) spectral study confirmed the formation of the quartet sate. We observed triplet and quartet states simultaneously with weights of 0.7 and 0.3, respectively. This is attributed to two different conformations of the molecule at excited state. DFT computations showed that the interaction between the radical and the chromophore is ferromagnetic (J>0, 0.05～0.10 eV).

BORON-CONTAINING CYCLIC EMISSIVE COMPOUNDS AND COLOR CONVERSION FILM CONTAINING THE SAME

The present disclosure relates to novel photoluminescent complexes comprising a BODIPY moiety covalently bonded to a blue light absorbing moiety, a color conversion film comprising the photoluminescent complex, and a back-light unit using the same.

Fluorescence upconversion by triplet-triplet annihilation in all-organic poly(methacrylate)-terpolymers

Fluorescence upconversion by triplet-triplet annihilation is demonstrated for a fully polymer-integrated material, i.e. in the limit of restricted diffusion. Organic sensitizer and acceptor are covalently attached to a poly(methacrylate) backbone, yielding a metal-free macromolecular all-in-one system for fluorescence upconversion. Due to the spatial confinement of the optically active molecular components, i.e. annihilator and sensitizer, UC by TTA in the constrained polymer system in solution is achieved at exceptionally low averaged annihilator concentrations. However, the UC quantum yield in the investigated systems is found to be low, highlighting that only chromophores in specific local surroundings yield upconversion in the limit of restricted diffusion. A photophysical model is proposed taking the heterogeneous local environment within the polymers into account.