PERYLENE

Perylene is a five-ring aromatic compound recognized for its intense fluorescence and efficient light-absorbing behavior.
Perylene's derivatives are extensively investigated for high-performance dyes, molecular probes, and optoelectronic materials.
Perylene also serves as an important model for studying π–π interactions, charge transport, and the behavior of condensed aromatic molecules.

CAS Number: 198-55-0
EC Number: 205-900-9
Molecular Formula: C20H12
Molecular Weight: 252.32 g/mol

Synonyms: PERYLENE, 198-55-0, peri-Dinaphthalene, Perilene, Dibenz[de,kl]anthracene, alpha-Perylene, Dibenz(de,kl)anthracene, DTXSID4047753, 5QD5427UN7, NSC-6512, CHEBI:29861, Peri Dinaphthalene, RefChem:171884, DTXCID9027736, 205-900-9, Perylen, MFCD00004142, F0123-0004, Perylene (purified by sublimation), 69736-15-8, CCRIS 1231, HSDB 6767, NSC 6512, EINECS 205-900-9, UNII-5QD5427UN7, .alpha.-Perylene, Dibenz[de,kl]anthracene (purified by sublimation); Peri-dinaphthalene (purified by sublimation), Perylene 10 microg/mL in Acetonitrile, Perylene, >=99%, PERYLENE [HSDB], PERYLENE [IARC], PERYLENE [MI], SCHEMBL26440, Perylene, analytical standard, SCHEMBL150633, SCHEMBL989382, orb2939900, SCHEMBL1046556, SCHEMBL1047442, SCHEMBL1047443, SCHEMBL1081612, SCHEMBL1353143, SCHEMBL1683365, SCHEMBL2236436, SCHEMBL2237193, SCHEMBL2405885, SCHEMBL2407073, SCHEMBL2407910, SCHEMBL2408262, SCHEMBL2408383, SCHEMBL2408476, SCHEMBL2408688, SCHEMBL2408908, SCHEMBL2409577, SCHEMBL2410185, SCHEMBL2410430, SCHEMBL2411403, SCHEMBL2413155, CHEMBL4296691, SCHEMBL29906043, MSK4339, NSC6512, SMSSF-0061159, Perylene 10 |Ig/mL in Cyclohexane, SBB061396, TYD-00680, Perylene 10 microg/mL in Cyclohexane, AKOS003617771, Perylene, sublimed grade, >=99.5%, FD52493, HY-W090294, AS-17363, SY049661, Perylene 2000 |Ig/mL in Dichloromethane, DB-045012, Perylene 2000 microg/mL in Dichloromethane, CS-0134016, NS00007842, P0078, P1629, ST45022189, C19497, F468678, Q417674, Tris(dibenzoylmethane)mono(1,10-phenanthroline)europium(lll), InChI=1/C20H12/c1-5-13-6-2-11-17-18-12-4-8-14-7-3-10-16(20(14)18)15(9-1)19(13)17/h1-12, 1911335, 198-55-0, 205-900-9, a-Perylene, Dibenz(de,kl)anthracene, dibenz[de,kl]anthracene, peri-Dinaphthalene, Perylen, Perylene, Pérylène, 1-PERYLENYL, 61062-94-0, 98%, EINECS 205-900-9, perilene, PERYLEN-1-YL, PERYLEN-2-YL, PERYLEN-3-YL, perylene, purified by sublimation, α-Perylene

Perylene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12, occurring as a brown solid.
Perylene or its derivatives may be carcinogenic, and it is considered to be a hazardous pollutant.

In cell membrane cytochemistry, perylene is used as a fluorescent lipid probe.
Perylene is the parent compound of a class of rylene dyes.

Perylene is an ortho- and peri-fused polycyclic arene comprising of five benzene rings that is anthracene in which the d,e and k,l sides are fused to benzene rings.
Perylene is an ortho- and peri-fused polycyclic arene and a member of perylenes.

A 20-carbon dibenz(de,kl)anthracene that can be viewed as a naphthalene fused to a phenalene or as dinaphthalene.
Perylene is used as fluorescent lipid probe in the cytochemistry of membranes and is a polycyclic hydrocarbon pollutant in soil and water.
Derivatives may be carcinogenic.

The polycyclic aromatic hydrocarbon perylene is a hydrophobic fluorescent probe.
Perylene is highly photostable and displays blue fluorescence.

Perylene is used as a dye for spectroscopic studies.
Perylene is used as a fluorescent and a chemiluminescent agent in the cytochemistry of membranes.

Perylene serves as a blue-emitting dopant material in organic light emitting diodes.
Perylene finds application as an organic photoconductor.

Perylene, which is a polycyclic aromatic hydrocarbon composed of four linearly fused benzene rings, is commonly used as a pigment and dye in a variety of applications, including printing inks, plastics, and textiles.
In addition, Perylene has potential uses in solar cells as photosensitizers and as fluorescent probes in biochemistry and materials science.
Perylene's rigid planar structure endows it with unique electronic and optical properties, making it a versatile and important compound in many fields of chemistry and materials science.

Perylene is a polycyclic aromatic hydrocarbon known for its vibrant color and unique properties, making it a valuable compound in various applications.
With its excellent thermal stability and high fluorescence, Perylene is widely utilized in the production of organic light-emitting diodes (OLEDs), where it serves as a key component in enhancing light emission efficiency.

Additionally, Perylene's strong photostability and chemical resistance make it an ideal choice for use in dyes and pigments, particularly in coatings and plastics, where durability and color retention are essential.
Researchers also leverage Perylene in the field of organic photovoltaics, where its ability to facilitate charge transport can significantly improve solar cell performance.

Moreover, Perylene's unique structure allows it to be used in the development of advanced materials, such as sensors and nanocomposites, which are increasingly important in modern technology.
Perylene's versatility and effectiveness in enhancing the properties of various formulations make Perylene a sought-after compound for professionals in the chemical and materials industries.

Perylene is a polycyclic aromatic hydrocarbon composed of five fused benzene rings arranged in a rigid, highly conjugated aromatic structure.
Perylene is known for its strong fluorescence, extended π-electron system, and useful photophysical properties, making it important in organic electronics and materials research.
Perylene is widely studied in fluorescence spectroscopy, organic semiconductors, dyes and pigments, photovoltaic materials, and as a model compound in PAH research.

Uses of Perylene:
Perylene is used in the development of fluorescent dyes and pigments because of its strong fluorescence and photochemical stability.
Perylene is widely studied in organic electronics, including organic light-emitting diodes, field-effect transistors, and semiconductor materials.

Perylene derivatives are also used in solar-cell and photovoltaic research due to their favorable electron-transfer properties.
Perylene serves as a fluorescent probe and reference compound in spectroscopy and photophysical studies.

Perylene is employed in analytical chemistry as a standard for the detection and quantification of polycyclic aromatic hydrocarbons.
Perylene is also investigated in nanomaterials, supramolecular chemistry, molecular electronics, and advanced optoelectronic systems.

Perylene has been used as a standard along with a mixture of polycyclic aromatic hydrocarbons (PAHs) to determine the spatial distribution and sources of PAHs in surface sediments of rivers.
Perylene is used as a fluorescent and a chemiluminescent agent in the cytochemistry of membranes.

Perylene serves as a blue-emitting dopant material in organic light emitting diodes.
Perylene finds application as an organic photoconductor.

Perylene is used to manufacture organic semiconductors.
Perylene is used in the manufacture of organic semiconductors.
Perylene is used as fluorescent lipid probe in the cytochemistry of membranes.

Perylene is widely utilized in research focused on:

Organic Electronics:
Perylene is a key component in organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), providing high efficiency and stability, which are crucial for developing advanced display technologies and solar cells.

Dyes and Pigments:
Perylene is used to create vibrant dyes and pigments in various applications, including textiles and coatings, due to its excellent color properties and lightfastness.

Fluorescent Probes:
In biochemical research, perylene serves as a fluorescent probe for studying molecular interactions and dynamics, offering high sensitivity and specificity in detecting biomolecules.

Nanotechnology:
Perylene is employed in the synthesis of nanostructured materials, enhancing the performance of sensors and catalysts, which are vital in environmental monitoring and energy conversion.

Polymer Composites:
Perylene is used in the formulation of polymer composites to improve mechanical and thermal properties, making it suitable for applications in aerospace and automotive industries.

Industry Uses:
Binder

Reactions of Perylene:
Like other polycyclic aromatic compounds, perylene is reduced by alkali metals to give a deeply colored radical anion and a dianion.
The diglyme solvates of these salts have been characterized by X-ray crystallography.

Emission of Perylene:
Perylene displays blue fluorescence.
Perylene is used as a blue-emitting dopant material in OLEDs, either pure or substituted.

Perylene can also be used as an organic photoconductor.
Perylene has an absorption maximum at 434 nm, and as with all polycyclic aromatic compounds, low water solubility (1.2×10−5 mmol/L).
Perylene has a molar absorptivity of 38,500 M−1 cm−1 at 435.7 nm.

Structure of Perylene:
The perylene molecule consists of two naphthalene molecules connected by a carbon-carbon bond at the 1 and 8 positions on both molecules.
All of the carbon atoms in perylene are sp2 hybridized.
The structure of perylene has been extensively studied by X-ray crystallography.

Biology of Perylene:
Naturally occurring perylene quinones have been identified in lichens Laurera sanguinaria and Graphis haematites.

Stability and Reactivity of Perylene:

Chemical Stability:
Stable under normal ambient and recommended storage conditions.

Reactivity:
Generally low reactivity under normal conditions.

Conditions to Avoid:
Excessive heat, open flames, ignition sources, and dust formation.

Incompatible Materials:
Strong oxidizing agents.

Hazardous Decomposition Products:
Thermal decomposition or combustion may produce carbon monoxide, carbon dioxide, and irritating fumes.

Handling and Storage of Perylene:

Safe Handling:
Handle with adequate ventilation.
Avoid inhalation of dust and contact with skin and eyes.
Wash thoroughly after handling.

Storage Conditions:
Store in a tightly closed container in a cool, dry, and well-ventilated place away from incompatible materials and ignition sources.

First Aid Measures of Perylene:

Inhalation:
Move the affected person to fresh air.
Seek medical attention if symptoms persist.

Skin Contact:
Wash thoroughly with soap and water and remove contaminated clothing.

Eye Contact:
Rinse cautiously with plenty of water for several minutes.
Remove contact lenses if present and easy to do.

Ingestion:
Rinse mouth with water.
Seek medical advice if discomfort occurs.

Firefighting Measures of Perylene:

Suitable Extinguishing Media:
Use dry chemical powder, carbon dioxide, foam, or water spray.

Specific Hazards:
Combustion may generate carbon oxides and irritating smoke or fumes.

Protective Equipment:
Firefighters should wear self-contained breathing apparatus and suitable protective clothing.

Accidental Release Measures of Perylene:

Personal Precautions:
Avoid dust generation and direct contact.
Ensure adequate ventilation and wear suitable protective equipment.

Environmental Precautions:
Prevent release into drains, surface water, and soil.

Cleanup Methods:
Carefully sweep or collect spilled material without generating dust and transfer it to a suitable closed container.

Exposure Controls/Personal Protective of Perylene:

Engineering Controls:
Provide adequate general or local exhaust ventilation.

Eye Protection:
Wear safety glasses or chemical safety goggles.

Hand Protection:
Use suitable protective gloves.

Skin Protection:
Wear appropriate protective clothing.

Respiratory Protection:
Use an appropriate particulate respirator if dust exposure cannot be adequately controlled.

Hygiene Measures:
Wash hands thoroughly after handling and before eating or drinking.

Identifiers of Perylene:
Product Name: Perylene
CAS No.: 198-55-0
Molecular Weight: 252.31
MDL No.: MFCD00004142
Purity/ Specification: 95%
Molecular Formula: C20H12
Storage: Inert atmosphere, room temperature
SMILES Code:: C12=CC=CC(C3=CC=CC4=C3C5=CC=C4)=C1C5=CC=C2
UV: 410, 436 nm (in THF)
FL: 471 nm (in THF)

Empirical Formula (Hill Notation): C20H12
CAS Number: 198-55-0
Molecular Weight: 252.31
NACRES: NA.47
PubChem Substance ID: 24898154
UNSPSC Code: 12171500
EC Number: 205-900-9
MDL number: MFCD00004142
Beilstein/REAXYS Number: 1911335

CAS Number: 198-55-0
Beilstein Reference: 1911335
ChEBI: CHEBI:29861
ChEMBL: ChEMBL4296691
ChemSpider: 8788
ECHA InfoCard: 100.005.365
EC Number: 205-900-9
Gmelin Reference: 104944
KEGG: C19497
PubChem CID: 9142
RTECS number: SE3794000
UNII: 5QD5427UN7
CompTox Dashboard (EPA): DTXSID4047753
InChI: InChI=1S/C20H12/c1-5-13-6-2-11-17-18-12-4-8-14-7-3-10-16(20(14)18)15(9-1)19(13)17/h1-12H
Key: CSHWQDPOILHKBI-UHFFFAOYSA-N
SMILES: c1ccc5cccc4c5c1c2cccc3cccc4c23

Product Number: P0078
Purity / Analysis Method : >98.0%(GC)
Molecular Formula / Molecular Weight: C20H12 = 252.32 
Physical State (20 deg.C): Solid
Storage Temperature : Room Temperature (Recommended in a cool and dark place, <15°C)
CAS RN: 198-55-0
Reaxys Registry Number: 1911335
PubChem Substance ID: 87574341
SDBS (AIST Spectral DB): 3151
Merck Index (14): 7184
MDL Number: MFCD00004142

CAS: 198-55-0
IUPAC Name: perylene
Molecular Formula: C20H12
InChI Key: CSHWQDPOILHKBI-UHFFFAOYSA-N
SMILES: C1=CC2=C3C(C=CC=C3C3=C4C(C=CC=C24)=CC=C3)=C1
Molecular Weight (g/mol): 252.32

Properties of Perylene:
Chemical formula: C20H12
Molar mass: 252.316 g·mol−1
Appearance: Brown solid
Melting point: 276 to 279 °C (529 to 534 °F; 549 to 552 K)
Magnetic susceptibility (χ): −166.8·10−6 cm3/mol

Product Name: Perylene, ≥99%
assay: ≥99%
form: powder or crystals
mp: 276-279 °C (lit.)
fluorescence: λex 400 nm; λem 445 nm (CH3CN:H2O (8:2))
storage temp.: room temp
SMILES string: c1cc2cccc3c4cccc5cccc(c(c1)c23)c45
InChI: 1S/C20H12/c1-5-13-6-2-11-17-18-12-4-8-14-7-3-10-16(20(14)18)15(9-1)19(13)17/h1-12H
InChI key: CSHWQDPOILHKBI-UHFFFAOYSA-N

Molecular Weight: 252.3 g/mol
XLogP3-AA: 5.8
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Rotatable Bond Count: 0
Exact Mass: 252.093900383 Da
Monoisotopic Mass: 252.093900383 Da
Topological Polar Surface Area: 0 Ų
Heavy Atom Count: 20
Complexity: 304
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Specifications of Perylene:
Appearance: Light yellow to Brown powder to crystal
Purity(GC): min. 98.0 %

Assay (HPLC): ≥98.0%
Appearance (Color): Yellow to orange to brown or orange-brown
Melting Point (clear melt): 272-280?C
Form: Powder

Names of Perylene:

Preferred IUPAC name:
Perylene

Other names:
peri-Dinaphthalene
Perilene
Dibenz[de,kl]anthracene