776289

N,N′-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide)

98% (HPLC)

• Synonym(s): 2,9-Di(pent-3-yl)-anthra[2,1,9-def,6,5,10-d′e′f′]diisoquinoline-1,3,8,10-tetrone, N,N′-Bis(ethylpropyl)perylene-3,4,9,10-tetracarboxylicdimide, N,N-Bis(ethylpropyl)perylene-3,4,9,10-tetracarboxylicdiimide, Anthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(1-ethylpropyl)-, PBI
• Empirical Formula (Hill Notation): C₃₄H₃₀N₂O₄
• CAS Number: 110590-81-3
• Molecular Weight: 530.61
• NACRES: NA.23
• PubChem Substance ID: 329767828
• UNSPSC Code: 12352103
• MDL number: MFCD00799275

Properties

• Quality Segment: 100
• assay: 98% (HPLC)
• form: powder
• mp: >450 °C
• λmax: 524, 488, 457 nm in dichloromethane
• SMILES string: CCC(CC)N1C(=O)c2ccc3c4ccc5C(=O)N(C(CC)CC)C(=O)c6ccc(c7ccc(C1=O)c2c37)c4c56
• InChI: 1S/C34H30N2O4/c1-5-17(6-2)35-31(37)23-13-9-19-21-11-15-25-30-26(34(40)36(33(25)39)18(7-3)8-4)16-12-22(28(21)30)20-10-14-24(32(35)38)29(23)27(19)20/h9-18H,5-8H2,1-4H3
• InChI key: AIPBSZJAQGGCPD-UHFFFAOYSA-N

Description

General description

N,N′-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide) (EP-PDI) is a perylenediimide derivative that has a planar backbone and π-conjugation. It is a thermally stable polymer with luminescence and photochemical properties. It acts as a pigment and has charge mobility of 1 cm²V^-1s^-1 which can be used in a variety of energy and chemical sensing based applications.

Application

EP-PDI (acceptor) blended with P3HT (donor) and PCBM (donor) can be used in the fabrication of organic photovoltaic devices and organic solar cells. It forms a mixture with tetrahydrofuran (THF) that shows high intensity fluorescence which can be used as a sensor for the detection of nitroaromatic compounds.

High electron transporting character; Perylenebis(dicarboximide)s (PDIs) can be used as air-stable n-type semiconductor materials for organic fieldeffect transistors (OFETs);
Perylene bisimide dye used for organic photovoltaics (OPVs). A PCE of 1.75% was demonstrated with the solvent vapor annealed films; representing the best among the solar cells based on the single molecule materials.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable