24471-30-5

Usage

Uses

Used in Photoreceptor Coating Industry:
3-Perylenemethanol is utilized as a sensitizing agent in the production of photoreceptor coatings, which are essential for xerographic and electrostatic printing applications. Its role in enhancing the sensitivity and performance of these coatings is crucial for the efficiency and quality of the printing process.
Used in Organic Light-Emitting Diodes (OLEDs):
Leveraging its strong fluorescence, 3-Perylenemethanol is studied for its potential use in OLEDs. Its properties make it a promising candidate for improving the efficiency and performance of these devices, which are widely used in display and lighting technologies.
Used in Biological Imaging:
3-Perylenemethanol's fluorescent characteristics have also positioned it as a candidate for use as a fluorescent probe in biological imaging. This application can aid in the visualization and study of biological processes at the molecular level, contributing to advancements in both research and diagnostics.
Used in Chemical Research:
Due to its structural and electronic properties, 3-Perylenemethanol serves as an interesting model compound in the study of polycyclic aromatic hydrocarbons. This role is vital for understanding the behavior and potential applications of similar compounds in various fields of chemistry and materials science.

Upstream product

• 1355024-16-6 (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (perylen-3-ylmethyl) carbonate 
• 1374018-55-9 (perylen-3-yl)methyl 4-(4-(1,5-dichloropentan-3-yl)phenyl)butanoate 
• 1355024-10-0 t-butyl 3-(((perylen-3-yl)methoxy)carbonyl)propylcarbamate 
• 1355024-09-7 perylen-3-ylmethyl 2-((tert-butoxycarbonyl)amino)acetate 
• 67-56-1 methanol 
• 198-55-0 PERYLENE 
• 35438-63-2 perylene-3-carbaldehyde 

Downstream Products

• 182140-95-0 3-chloromethylperylene 
• 1160604-36-3 3-(bromomethyl)perylene 
• 1159397-50-8 3-(azidomethyl)perylene 
• 1374018-55-9 (perylen-3-yl)methyl 4-(4-(1,5-dichloropentan-3-yl)phenyl)butanoate 
• 1355024-08-6 (perylen-3-yl)methyl 4-methoxybenzoate 
• 1355024-06-4 (perylen-3-yl)methyl 4-methylbenzoate 
• 1355024-05-3 (perylen-3-yl)methyl 2-phenylacetate 
• 1355024-12-2 tert-butyl (S)-1-(((perylen-3-yl)methoxy)carbonyl)-2-phenylethylcarbamate 
• 1266621-23-1 cyclo{[D-Phe-L-MeN-γ-Acp-D-Glu(Per)-L-MeN-γ-Acp]2-} 
• 1313483-32-7 C₄₃H₃₅N₃O₄ 

Relevant academic research and scientific papers

Fluorescence Colour Control in Perylene-Labeled Polymer Chains Trapped by Nanotextured Silicon

The ability to modulate, tune, and control fluorescence colour has attracted much attention in photonics-related research fields. Thus far, it has been impossible to achieve fluorescence colour control (FCC) for material with a fixed structure, size, surrounding medium, and concentration. Here, we propose a novel approach to FCC using optical tweezers. We demonstrate an optical trapping technique using nanotextured Si (black-Si) that can efficiently trap polymer chains. By increasing the laser intensity, the local concentration of perylene-labelled water-soluble polymer chains increased inside the trapping potential. Accordingly, the excimer fluorescence of perylene increased while the monomer fluorescence decreased, evidenced by a fluorescence colour change from blue to orange. Using nanostructure-assisted optical tweezing, we demonstrate control of the relative intensity ratio of fluorescence of the two fluorophores, thus showing remote and reversible FCC of the polymer assembly.

PHOTOLYTIC COMPOUNDS AND TRIPLET-TRIPLET ANNIHILATION MEDIATED PHOTOLYSIS

The invention provides novel photolytic compounds and prodrugs, nanoparticles and compositions thereof, and methods of conducting photolysis mediated by triplet-triplet annihilation.

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.

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.

Organic photoredox catalyst with substrate-capture ability: A perylene derivative bearing urethane moiety for reductive coupling of ketones and aldehydes under visible light

A perylene derivative bearing a urethane moiety served as an efficient photoredox catalyst for the reductive coupling of ketones and aldehydes under visible light, implicating that the urethane moiety captured substrates through hydrogen bonds to lower the LUMO levels of the captured substrates, thus promoting single electron transfer from the reductant anion radical of the perylene moiety to the substrates.

Energy down converting organic fluorophore functionalized mesoporous silica hybrids for monolith-coated light emitting diodes

The covalent attachment of organic fluorophores in mesoporous silica matrices for usage as energy down converting phosphors without employing inorganic transition or rare earth metals is reported in this article. Triethoxysilylpropyl-substituted derivatives of the blue emitting perylene, green emitting benzofurazane, and red emitting Nile red were synthesized and applied in the synthesis of mesoporous hybrid materials by postsynthetic grafting to commercially available MCM-41. These individually dye-functionalized hybrid materials are mixed in variable ratios to furnish a powder capable of emitting white light with CIE chromaticity coordinates of x = 0.33, y = 0.33 and an external quantum yield of 4.6% upon irradiation at 410 nm. Furthermore, as a proof of concept two different device setups of commercially available UV light emitting diodes, are coated with silica monoliths containing the three triethoxysilylpropyl-substituted fluorophore derivatives. These coatings are able to convert the emitted UV light into light with correlated color temperatures of very cold white (41100 K, 10700 K) as well as a greenish white emission with correlated color temperatures of about 5500 K.

Thiol-Activatable Triplet-Triplet Annihilation Upconversion with Maleimide-Perylene as the Caged Triplet Acceptor/Emitter

Efficient thiol-activated triplet-triplet annihilation (TTA) upconversion system was devised with maleimide-caged perylene (Py-M) as the thiol-activatable triplet acceptor/emitter and with diiodoBodipy as the triplet photosensitizer. The photophysical processes were studied with steady-state UV-vis absorption spectroscopy, fluorescence spectroscopy, electrochemical properties, and nanosecond transient absorption spectroscopy. The triplet acceptor/emitter Py-M shows week fluorescence (φF = 0.8%), and no upconversion (φUC = 0%) was observed. The quenching of fluorescence of Py-M is due to photoinduced electron-transfer (PET) process from perylene to maleimide-caging unit, which quenches the singlet excited state of perylene. The fluorescence of Py-M was enhanced by 200-fold (φF = 97%) upon addition of thiols such as 2-mercaptoethanol, and the φUC was increased to 5.9%. The unique feature of this thiol-activated TTA upconversion is that the activation is based on addition reaction of the thiols with the caged acceptor/emitter, and no side products were formed. The previously reported cleavage approach gives side products which are detrimental to the TTA upconversion. With nanosecond transient absorption spectroscopy, we found that the triplet excited state of Py-M was not quenched by any PET process, which is different from singlet excited state (fluorescence) of Py-M. The results are useful for study of the triplet excited states of organic chromophores and for activatable TTA upconversion.

Perylen-3-ylmethyl: Fluorescent photoremovable protecting group (FPRPG) for carboxylic acids and alcohols

Perylen-3-ylmethyl demonstrated as a new fluorescent photoremovable protecting group (FPRPG) for carboxylic acids and alcohols. Carboxylic acids including amino acids were protected as their corresponding esters by coupling with FPRPG, perylen-3-ylmethyl. Photophysical studies of caged esters showed that they all exhibited strong fluorescence properties and their fluorescence quantum yields were in the range of 0.85-0.95. Irradiation of the caged esters using visible light (≥410 nm) in aqueous acetonitrile released the corresponding carboxylic acids in high chemical (94-97%) and quantum (0.072-0.093) yields. The results obtained from the photolysis of the caged ester in different solvents indicated that solvent has influence on the rate of photorelease. Further, we also explored the ability of FPRPG, perylen-3-ylmethyl for the protection of alcohols and phenols.

Highly efficient and directional homo-and heterodimeric energy transfer materials based on fluorescently derivatized α,γ(γ)-cyclic octapeptides

Cyclic octapeptides composed of α-amino acids alternated with cis-3-aminocycloalkanecarboxylic acids, self-assemble as drumlike dimers through β-sheet-like, backbone-to-backbone hydrogen bonding. Heterodimerization appears to be significantly more favored

Molecular implementation of sequential and reversible logic through photochromic energy transfer switching

Photochromic spiropyrans modified with fluorophores were investigated as molecular platforms for the achievement of fluorescence switching through modulation of energy transfer. The dyads were designed in such a way that energy transfer is only observed for the open forms of the photochrome (merocyanine and protonated merocyanine), whereas the closed spiropyran is inactive as an energy acceptor. This was made possible through a deliberate choice of fluorophores (4-amino-1,8-naphthalimide, dansyl, and perylene) that produce zero spectral overlap with the spiro form and considerable overlap for the merocyanine forms. From the Foerster theory, energy transfer is predicted to be highly efficient and in some cases of 100 % efficiency. The combined switching by photonic (light of I>530 nm) and chemical (base) inputs enabled the creation of a sequential logic device, which is the basic element of a keypad lock. Furthermore, in combination with an anthracene-based acidochromic fluorescence switch, a reversible logic device was designed. This enables the unambiguous coding of different input combinations through multicolour fluorescence signalling. All devices can be conveniently reset to their initial states and repeatedly cycled. Copyright