Home Carboxys 3,4,9,10-Perylenetetracarboxylic diimide

3,4,9,10-Perylenetetracarboxylic diimide

CAS No.:
81-33-4
Catalog Number:
AG0033I6
Molecular Formula:
C24H10N2O4
Molecular Weight:
390.3472
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
98%
In Stock USA
United States
$13
- +
25g
98%
In Stock USA
United States
$25
- +
100g
98%
In Stock USA
United States
$88
- +
500g
98%
In Stock USA
United States
$300
- +
Product Description
Catalog Number:
AG0033I6
Chemical Name:
3,4,9,10-Perylenetetracarboxylic diimide
CAS Number:
81-33-4
Molecular Formula:
C24H10N2O4
Molecular Weight:
390.3472
MDL Number:
MFCD00024144
IUPAC Name:
7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
InChI:
InChI=1S/C24H10N2O4/c27-21-13-5-1-9-10-2-6-15-20-16(24(30)26-23(15)29)8-4-12(18(10)20)11-3-7-14(22(28)25-21)19(13)17(9)11/h1-8H,(H,25,27,28)(H,26,29,30)
InChI Key:
KJOLVZJFMDVPGB-UHFFFAOYSA-N
SMILES:
O=c1[nH]c(=O)c2c3c1ccc1c3c(cc2)c2c3c1ccc1c3c(cc2)c(=O)[nH]c1=O
EC Number:
201-344-6
UNII:
63NLI8842L
NSC Number:
16842
Properties
Complexity:
735  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
390.064g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
390.354g/mol
Monoisotopic Mass:
390.064g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
92.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3  
Literature
Title Journal
Synthesis of donor-σ-perylenebisimide-acceptor molecules having PEG swallowtails and sulfur anchors. The Journal of organic chemistry 20121102
Evaluation of perylenediimide derivatives for potential therapeutic benefits on cancer chemotherapy. Chemical biology & drug design 20121101
Excitonic coupling in linear and trefoil trimer perylenediimide molecules probed by single-molecule spectroscopy. The journal of physical chemistry. B 20121025
Ambipolar transport in an electrochemically gated single-molecule field-effect transistor. ACS nano 20120828
Perylenediimide functionalized bridged-siloxane nanoparticles for bulk heterojunction organic photovoltaics. Nanoscale 20120807
Molecular arrangement and assembly guided by hydrophobic cavities inside DNA. Chemistry (Weinheim an der Bergstrasse, Germany) 20120723
Comparison of the electronic structure of different perylene-based dye-aggregates. Journal of computational chemistry 20120705
Spectroscopic properties, excitation, and electron transfer in an anionic water-soluble poly(fluorene-alt-phenylene)-perylenediimide copolymer. The journal of physical chemistry. B 20120628
Rational design of a phthalocyanine-perylenediimide dyad with a long-lived charge-separated state. Chemical communications (Cambridge, England) 20120625
Thickness dependence of amplified spontaneous emission in low-absorbing organic waveguides. Applied optics 20120601
Photoinduced electron transfer and nonlinear absorption in poly(carbazole-alt-2,7-fluorene)s bearing perylene diimides as pendant acceptors. The journal of physical chemistry. A 20120503
A TDDFT investigation of bay substituted perylenediimides: absorption and intersystem crossing. Journal of computational chemistry 20120430
Hierarchical supramolecular structuring and dynamical properties of water soluble polyethylene glycol-perylene self-assemblies. Physical chemistry chemical physics : PCCP 20120428
Regioisomers of perylenediimide: synthesis, photophysical, and electrochemical properties. The journal of physical chemistry. B 20120419
Charge transport in fibre-based perylene-diimide transistors: effect of the alkyl substitution and processing technique. Nanoscale 20120407
Light harvesting zinc naphthalocyanine-perylenediimide supramolecular dyads: long-lived charge-separated states in nonpolar media. Physical chemistry chemical physics : PCCP 20120314
Specific binding of telomeric G-quadruplexes by hydrosoluble perylene derivatives inhibits repeat addition processivity of human telomerase. Biochimie 20120301
Ortho-functionalized perylenediimides for highly fluorescent water-soluble dyes. Chemphyschem : a European journal of chemical physics and physical chemistry 20120301
The DNA three-way junction as a mould for tripartite chromophore assembly. Organic & biomolecular chemistry 20120128
Competition between singlet fission and charge separation in solution-processed blend films of 6,13-bis(triisopropylsilylethynyl)pentacene with sterically-encumbered perylene-3,4:9,10-bis(dicarboximide)s. Journal of the American Chemical Society 20120111
Sub-100 fs charge transfer in a novel donor-acceptor-donor triad organized in a smectic film. Physical chemistry chemical physics : PCCP 20120107
Down-regulation of the human VEGF gene expression by perylene monoimide derivatives. Bioorganic & medicinal chemistry letters 20120101
Naphthalene- and perylenediimides with hydroquinones, catechols, boronic esters and imines in the core. Organic & biomolecular chemistry 20111221
Amino acid derivatives of perylenediimide and their N-H···O peptide bond dipoles-templated solid state assembly into stacks. Organic & biomolecular chemistry 20111207
Efficient organic distributed feedback lasers with imprinted active films. Optics express 20111107
Supramolecular zinc phthalocyanine-imidazolyl perylenediimide dyad and triad: synthesis, complexation, and photophysical studies. Chemistry, an Asian journal 20111104
Self-assembly and microstructural control of a hexa-peri-hexabenzocoronene-perylene diimide dyad by solvent vapor diffusion. Small (Weinheim an der Bergstrasse, Germany) 20111017
Supramolecular polymers in aqueous medium: rational design based on directional hydrophobic interactions. Journal of the American Chemical Society 20111012
Tailored one- and two-dimensional self-assembly of a perylene diimide derivative in organic solvents. The journal of physical chemistry. B 20110818
Electronic energy migration in solid versus liquid host matrices for concentrated perylenediimide dye solutions. The journal of physical chemistry. A 20110707
Monovalent, clickable, uncharged, water-soluble perylenediimide-cored dendrimers for target-specific fluorescent biolabeling. Journal of the American Chemical Society 20110706
Cyclen-functionalized perylenebisimides as sensitive and selective fluorescent sensors for Pb2+ in aqueous solution. Chemical communications (Cambridge, England) 20110621
Fluorescence properties of photonic crystals doped with perylenediimide. Langmuir : the ACS journal of surfaces and colloids 20110621
Single-molecule switching with non-contact atomic force microscopy. Nanotechnology 20110617
Pathway-dependent self-assembly of perylene diimide/peptide conjugates in aqueous medium. Chemistry (Weinheim an der Bergstrasse, Germany) 20110523
Signal control by self-assembly of fluorophores in a molecular beacon--a model study. Organic & biomolecular chemistry 20110421
Interfacing strong electron acceptors with single wall carbon nanotubes. Journal of the American Chemical Society 20110330
Multi-electron-acceptor dyad and triad systems based on perylene bisimides and fullerenes. Chemistry (Weinheim an der Bergstrasse, Germany) 20110321
Synthesis and optical properties of triphenylene-based dendritic donor perylene diimide acceptor systems. The journal of physical chemistry. A 20110310
Manipulating photogenerated radical ion pair lifetimes in wirelike molecules using microwave pulses: molecular spintronic gates. Journal of the American Chemical Society 20110309
Nucleic acid-based fluorescent probes and their analytical potential. Analytical and bioanalytical chemistry 20110301
Energy transfer pathways in a rylene-based Triad. Chemphyschem : a European journal of chemical physics and physical chemistry 20110225
Molecular photovoltaics in nanoscale dimension. International journal of molecular sciences 20110101
Hydrophobic self-assembly of a perylenediimide-linked DNA dumbbell into supramolecular polymers. Journal of the American Chemical Society 20101110
Insulator base pairs for lighting-up perylenediimide in a DNA duplex. Chemistry (Weinheim an der Bergstrasse, Germany) 20101011
2,9-Di-3-pentyl-anthra[1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone. Acta crystallographica. Section E, Structure reports online 20101001
Multichromophoric phthalocyanine-(perylenediimide)(8) molecules: a photophysical study. Chemistry (Weinheim an der Bergstrasse, Germany) 20100903
Polarized emission and optical waveguide in crystalline perylene diimide microwires. Advanced materials (Deerfield Beach, Fla.) 20100901
Tailored Albumin-based Copolymers for Receptor-Mediated Delivery of Perylenediimide Guest Molecules. Macromolecular rapid communications 20100901
Synthesis of conjugated fluorene-alt-thiophene polymers with pendant perylenediimide units. The Journal of organic chemistry 20100806
DNA base-pair flipping with fluorescent perylenediimide pincers. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20100730
Use of side-chain incompatibility for tailoring long-range p/n heterojunctions: photoconductive nanofibers formed by self-assembly of an amphiphilic donor-acceptor dyad consisting of oligothiophene and perylenediimide. Chemistry, an Asian journal 20100705
Conducting supramolecular nanofibers and nanorods. Chemical Society reviews 20100701
Organic n-channel field-effect transistors based on arylenediimide-thiophene derivatives. Journal of the American Chemical Society 20100623
Tracer diffusion in silica inverse opals. Langmuir : the ACS journal of surfaces and colloids 20100615
A versatile molecular layer-by-layer thin film fabrication technique utilizing copper(I)-catalyzed azide-alkyne cycloaddition. Langmuir : the ACS journal of surfaces and colloids 20100615
Time-resolved EPR studies of charge recombination and triplet-state formation within donor-bridge-acceptor molecules having wire-like oligofluorene bridges. The journal of physical chemistry. A 20100513
Immobilizing water-soluble dendritic electron donors and electron acceptors-phthalocyanines and perylenediimides-onto single wall carbon nanotubes. Journal of the American Chemical Society 20100512
Influence of lipid heterogeneity and phase behavior on phospholipase A2 action at the single molecule level. Biophysical journal 20100505
Langmuir-Schaeffer films from a pi-pi stacking perylenediimide dye: organization and charge transfer properties. Langmuir : the ACS journal of surfaces and colloids 20100504
Electron hopping among cofacially stacked perylenediimides assembled by using DNA hairpins. Angewandte Chemie (International ed. in English) 20100322
Annulation of tetrathiafulvalene to the bay region of perylenediimide. Organic letters 20100319
Electronic energy migration on different time scales: concentration dependence of the time-resolved anisotropy and fluorescence quenching of Lumogen Red in poly(methyl methacrylate). The journal of physical chemistry. A 20100318
Single-molecule redox blinking of perylene diimide derivatives in water. Journal of the American Chemical Society 20100224
Geometry and electronic coupling in perylenediimide stacks: mapping structure-charge transport relationships. Journal of the American Chemical Society 20100217
Interaction of heparin with cationic molecular probes: probe charge is a major determinant of binding stoichiometry and affinity. Bioorganic & medicinal chemistry letters 20100215
Photophysics and redox properties of rylene imide and diimide dyes alkylated ortho to the imide groups. The journal of physical chemistry. B 20100211
A highly sensitive, excimer-controlled molecular beacon. Angewandte Chemie (International ed. in English) 20100208
Competitive electron transfer and enhanced intersystem crossing in photoexcited covalent TEMPO-perylene-3,4:9,10-bis(dicarboximide) dyads: unusual spin polarization resulting from the radical-triplet interaction. The journal of physical chemistry. A 20100204
Combined experimental and theoretical study of the vibronic spectra of perylenecarboximides. The journal of physical chemistry. B 20100204
Synthesis and photophysical properties of a hydrogen-bonded phthalocyanine-perylenediimide assembly. Chemical communications (Cambridge, England) 20100107
Amplified spontaneous emission properties of semiconducting organic materials. International journal of molecular sciences 20100101
Understanding ground- and excited-state properties of perylene tetracarboxylic acid bisimide crystals by means of quantum chemical computations. Journal of the American Chemical Society 20091104
Multimode simulation of dimer absorption spectra from first principles calculations: application to the 3,4,9,10-perylenetetracarboxylic diimide dimer. The Journal of chemical physics 20091021
Photophysical properties of an alkyne-bridged bis(zinc porphyrin)-perylene bis(dicarboximide) derivative. The journal of physical chemistry. A 20091008
Photoinitiated charge transport through pi-stacked electron conduits in supramolecular ordered assemblies of donor-acceptor triads. Journal of the American Chemical Society 20090826
Understanding structure-mobility relations for perylene tetracarboxydiimide derivatives. Journal of the American Chemical Society 20090819
Conjugated dimeric and trimeric perylenediimide oligomers. Organic letters 20090806
Two-photon excited fluorescent probes for calcium based on internal charge transfer. Chemical communications (Cambridge, England) 20090714
Efficient deep-red light-emitting electrochemical cells based on a perylenediimide-iridium-complex dyad. Chemical communications (Cambridge, England) 20090714
Toward an n-type molecular wire: electron hopping within linearly linked perylenediimide oligomers. Journal of the American Chemical Society 20090701
Evolution of the triplet excited state in Pt(II) perylenediimides. The journal of physical chemistry. A 20090514
Synthesis and photophysical properties of donor- and acceptor-substituted 1,7-bis(arylalkynyl)perylene-3,4:9,10-bis(dicarboximide)s. The journal of physical chemistry. A 20090514
Self-assembly of optical molecules with supramolecular concepts. International journal of molecular sciences 20090501
Hydrophobic dimerization and thermal dissociation of perylenediimide-linked DNA hairpins. Journal of the American Chemical Society 20090429
Excited state, charge transfer, and spin dynamics in DNA hairpin conjugates with perylenediimide hairpin linkers. The journal of physical chemistry. A 20090423
Ultrafast intersystem crossing and spin dynamics of photoexcited perylene-3,4:9,10-bis(dicarboximide) covalently linked to a nitroxide radical at fixed distances. Journal of the American Chemical Society 20090318
Control over self-assembly through reversible charging of the aromatic building blocks in photofunctional supramolecular fibers. Journal of the American Chemical Society 20081112
Control of photoinduced electron transfer in zinc phthalocyanine-perylenediimide dyad and triad by the magnesium ion. The journal of physical chemistry. A 20081030
Charge-transfer and spin dynamics in DNA hairpin conjugates with perylenediimide as a base-pair surrogate. Journal of the American Chemical Society 20081022
Excitation energy dependence of photoinduced processes in pentathiophene-perylene bisimide dyads with a flexible linker. The journal of physical chemistry. A 20081016
Enhanced intersystem crossing via a high energy charge transfer state in a perylenediimide-perylenemonoimide dyad. The journal of physical chemistry. A 20080918
Silica passivation efficiency monitored by a surface-bound fluorescent dye. Langmuir : the ACS journal of surfaces and colloids 20080819
Self-assembly of perylenediimide and naphthalenediimide nanostructures on glass substrates through deposition from the gas phase. Journal of the American Chemical Society 20080806
Quantum mechanical methods applied to excitation energy transfer: a comparative analysis on excitation energies and electronic couplings. The Journal of chemical physics 20080721
Triplet formation involving a polar transition state in a well-defined intramolecular perylenediimide dimeric aggregate. The journal of physical chemistry. A 20080703
Highly efficient quenching of excimer fluorescence by perylene diimide in DNA. Chemical communications (Cambridge, England) 20080507
Novel fluorescent core-shell nanocontainers for cell membrane transport. Biomacromolecules 20080501
Photoinduced electron-transfer in perylenediimide triphenylamine-based dendrimers: single photon timing and femtosecond transient absorption spectroscopy. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20080501
A chiral pinwheel supramolecular network driven by the assembly of PTCDI and melamine. Chemical communications (Cambridge, England) 20080428
Layer-by-layer deposited multilayer films of oligo(pyrenebutyric acid) and a perylene diimide derivative: structure and photovoltaic properties. Langmuir : the ACS journal of surfaces and colloids 20080415
Tuning morphology and fluorescence of aggregated nanostructures of derived perylene diimide molecules. Journal of nanoscience and nanotechnology 20080401
Intramolecular electronic excitation energy transfer in donor/acceptor dyads studied by time and frequency resolved single molecule spectroscopy. The Journal of chemical physics 20080328
Excited singlet states of covalently bound, cofacial dimers and trimers of perylene-3,4:9,10-bis(dicarboximide)s. The journal of physical chemistry. A 20080320
Optically active supramolecular complex formed by ionic self-assembly of cationic perylenediimide derivative and adenosine triphosphate. Langmuir : the ACS journal of surfaces and colloids 20080101
Functionalized supramolecular nanoporous arrays for surface templating. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
Highly stable 3,4,9,10-perylenediimide radical anions immobilized in robust zirconium phosphonate self-assembled films. Langmuir : the ACS journal of surfaces and colloids 20071120
Perylenediimide nanowires and their use in fabricating field-effect transistors and complementary inverters. Nano letters 20070901
A tightly coupled bis(zinc(II) phthalocyanine)-perylenediimide ensemble to yield long-lived radical ion pair states. Organic letters 20070621
Amplified spontaneous emission in polymer films doped with a perylenediimide derivative. Applied optics 20070620
Diffusion and conformation of peptide-functionalized polyphenylene dendrimers studied by fluorescence correlation and 13C NMR spectroscopy. Biomacromolecules 20070501
Photoinitiated charge transport in supramolecular assemblies of a 1,7,N,N'-tetrakis(zinc porphyrin)-perylene-3,4:9,10-bis(dicarboximide). Journal of the American Chemical Society 20070321
Synthesis of a non-cationic, water-soluble perylenetetracarboxylic diimide and its interactions with G-quadruplex-forming DNA. Bioorganic & medicinal chemistry 20070101
Time-resolved EPR studies of photogenerated radical ion pairs separated by p-phenylene oligomers and of triplet states resulting from charge recombination. The journal of physical chemistry. B 20061221
Superabsorbing fullerenes: spectral and kinetic characterization of photoinduced interactions in perylenediimide-fullerene-C60 dyads. The journal of physical chemistry. A 20061214
Perylene-3,4:9,10-tetracarboxylic acid bisimide dye as an artificial DNA base surrogate. Organic letters 20060914
Self-assembled fluorescent hexaazatriphenylenes that act as a light-harvesting antenna. The Journal of organic chemistry 20060721
Light harvesting and efficient energy transfer in a boron-dipyrrin (BODIPY) functionalized perylenediimide derivative. Organic letters 20060622
Solvent induced different morphologies of bis(propyl)triethoxysilane substituted perylenediimide and their optical properties. Journal of colloid and interface science 20060515
Synthesis and characterization of long perylenediimide polymer fibers: from bulk to the single-molecule level. The journal of physical chemistry. B 20060420
Intramolecular electron transfer through the 20-position of a chlorophyll a derivative: an unexpectedly efficient conduit for charge transport. Journal of the American Chemical Society 20060412
Electron hopping in pi-stacked covalent and self-assembled perylene diimides observed by ENDOR spectroscopy. Journal of the American Chemical Society 20060215
Characterization of a novel water-soluble 3,4,9,10-perylenetetracarboxylic diimide in solution and in self-assembled zirconium phosphonate thin films. Langmuir : the ACS journal of surfaces and colloids 20060214
Conformationally gated switching between superexchange and hopping within oligo-p-phenylene-based molecular wires. Journal of the American Chemical Society 20050824
Tetrathiafulvalene in a perylene-3,4:9,10-bis(dicarboximide)-based dyad: a new reversible fluorescence-redox dependent molecular system. The Journal of organic chemistry 20050805
Time-resolved measurements of intramolecular energy transfer in single donor/acceptor dyads. The journal of physical chemistry. A 20050804
Water-soluble green perylenediimide (PDI) dyes as potential sensitizers for photodynamic therapy. Organic letters 20050707
Synthesis of supramolecular polymers by ionic self-assembly of oppositely charged dyes. Chemistry (Weinheim an der Bergstrasse, Germany) 20050204
Combining light-harvesting and charge separation in a self-assembled artificial photosynthetic system based on perylenediimide chromophores. Journal of the American Chemical Society 20041006
Self-assembly of supramolecular light-harvesting arrays from covalent multi-chromophore perylene-3,4:9,10-bis(dicarboximide) building blocks. Journal of the American Chemical Society 20040707
Three-dimensional orientational colocalization of individual donor--acceptor pairs. The Journal of chemical physics 20040615
Making a molecular wire: charge and spin transport through para-phenylene oligomers. Journal of the American Chemical Society 20040505
Dendronized perylenetetracarboxdiimides with peripheral triphenylamines for intramolecular energy and electron transfer. Chemistry (Weinheim an der Bergstrasse, Germany) 20040123
Bias-dependent visualization of electron donor (D) and electron acceptor (A) moieties in a chiral DAD triad molecule. Journal of the American Chemical Society 20031210
Perylenediimide-surfactant complexes: thermotropic liquid-crystalline materials via ionic self-assembly. Chemical communications (Cambridge, England) 20030407
The relationship between ligand aggregation and G-quadruplex DNA selectivity in a series of 3,4,9,10-perylenetetracarboxylic acid diimides. Biochemistry 20020924
Excited-state symmetry breaking in cofacial and linear dimers of a green perylenediimide chlorophyll analogue leading to ultrafast charge separation. Journal of the American Chemical Society 20020724
Properties