130296-47-8

Basic information

• Product Name: 2,9-bis(1-heptyloctyl)-anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone
• Synonyms: 2,9-bis(1-heptyloctyl)-anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone
• CAS NO: 130296-47-8
• Molecular Weight: 811.161
• Mol File: 130296-47-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,9-bis(1-heptyloctyl)-anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,9-bis(1-heptyloctyl)-anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone(130296-47-8)
• EPA Substance Registry System: 2,9-bis(1-heptyloctyl)-anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetrone(130296-47-8)

Safety Data

• Hazardous Substances Data: 130296-47-8(Hazardous Substances Data)

Upstream product

• 18618-64-9 pentadecan-8-amine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant articles and documents

Swallow-tail substituted liquid crystalline perylene bisimides: Synthesis and thermotropic properties

Tailor-made synthesis and structure-property relationship of several swallow-tail N-substituted perylene bisimide (PBI) dyes are presented. PBI derivatives were synthesized by two distinct synthetic approaches, the details being evaluated herein. All the PBIs carry either alkyl swallow-tail or oligoethylenglycolether (OEG) swallow-tail moieties as N-substituents, and many of them are unsymmetrically substituted. We avoided substitution at bay positions of the perylene core to maintain the planarity and strong π-π interactions, which favor intermolecular order and charge carrier transport. The thermotropic behavior, which is strongly influenced by the nature of the substituents was investigated using differential scanning calorimetry (DSC), polarization optical microscopy (POM), and X-ray diffraction measurements (XRD). The introduction of OEG swallow-tail units facilitates thermotropic liquid crystalline behavior in most cases and the unsymmetrical substitution allowed the tuning of the mesophase-width. The mesophases exhibit characteristic columnar hexagonal (Colh) packing arising from π-π interactions between cofacially orientated perylene molecules. Thus, the inherent tendency of PBI molecules for crystallization could be effectively suppressed by incorporating flexible OEG swallow-tail units only at imide positions. This molecular design was crucial to obtain liquid crystallinity and intracolumnar long-range order. The substituents did not influence the electronic energy levels such as HOMO and LUMO.

Synthesis and characterization of mesogenic triphenylene-perylene dyads with phenoxy-alkoxy linkers

Three novel triphenylene-perylene dyads with phenoxy-alkoxy linkers (PDI-OPhO-Cn-O- TP6, n = 6, 8, 10) have been synthesized and characterized by FT-IR, MS, 13C, and 1H NMR. The mesomorphic properties of these compounds were investigated by polarizing optical microscopy (POM) and differential scanning calorimetry (DSC). It was found that the dyads (PDI-OPhO-Cn-O-TP6, n = 6, 8) only showed thermotropic columnar mesophase in the heating process, while the dyad (PDI-OPhO-C10-O-TP6) showed enantiotropic columnar mesophase in both heating and cooling processes.

Heterologous perylene diimide arrays: Potential non-fullerene acceptors in organic solar cells

A new family of perylene diimide (PDI) arrays, heterologous ones (di-PDI and tri-PDI), were designed and efficiently synthesized by Suzuki cross-coupling reactions using two heterologous PDI monomers with different positions of bay- and ortho-substitution, respectively. The compounds exhibit unique photophysical and electrochemical properties and were successfully applied in non-fullerene organic solar cells with a superior power conversion efficiency of 4.55% for tri-PDI.