26872-64-0

Basic information

• Product Name: N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE
• Synonyms: N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE;2,9-Di(2-hydroxyethyl)-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone
• CAS NO: 26872-64-0
• Molecular Formula: C28H18N2O6
• Molecular Weight: 478.45
• Product Categories: electronic
• Mol File: 26872-64-0.mol

Chemical Properties

• Boiling Point: 811.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.635±0.06 g/cm3(Predicted)
• PKA: 14.05±0.10(Predicted)
• CAS DataBase Reference: N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE(26872-64-0)
• EPA Substance Registry System: N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE(26872-64-0)

Safety Data

• Hazardous Substances Data: 26872-64-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics Industry:
N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE is used as a key component in the manufacturing of organic light-emitting diodes (OLEDs) for its ability to enhance device performance and efficiency.
N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE is used as a material in the production of organic field-effect transistors (OFETs) due to its high electron mobility and thermal stability, which contribute to improved device performance.
N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE is used as a constituent in organic solar cells (OSCs) to improve their efficiency and stability, taking advantage of its electronic properties.
Used in Biomedical Imaging:
N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE is used as a fluorescent probe for detecting various molecules in biological systems, leveraging its unique optical properties for imaging applications.
Used in Research Applications:
N,N'-DI(2-HYDROXYETHYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE is used as a subject of study for its potential applications in various fields, including the development of new materials and technologies that can benefit from its electronic and optical characteristics.

Upstream product

• 5450-40-8 2-(2-hydroxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 141-43-5 ethanolamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant articles and documents

Synthesis, characterization, antioxidant and antitumor evaluation of new phthalocyanines containing peripherally functionalized fused heterocyclic compounds

Our work has been heavily engaged in the synthesis of novel phthalocyanines with various functional groups and/or heterocycles at peripheral and axial positions via the reaction of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) with 1,4-diazabicyclo[2.2.

Enhanced thermal properties in a hybrid graphene-alumina filler for epoxy composites

In this report, we synthesized a new kind of liquid-crystal perylenebisimide polyurethane (LCPBI). Noncovalently functionalized reduced graphene oxide (RGO) with LCPBI was prepared via π-π stacking interactions. The noncovalently functionalized graphene nanosheets (LCPBI/RGO) were used to improve the thermal properties of epoxy composites, with modified Al2O3 nanoparticles (Al2O3-APS) which were grafted with a silane coupling agent (KH-550). We demonstrated that the thermal conductivity of the epoxy composites could be improved by hybrid LCPBI/RGO and Al2O3-APS fillers. For instance, the thermal conductivity of the epoxy composite with 30 wt% Al2O3-APS and 0.3 wt% LCPBI/RGO was 0.329 W m-1 K-1, increased by 105.6% compared to that of the pure epoxy (0.16 W m-1 K-1). Meanwhile the glass transition temperature and storage modulus of epoxy composites with increasing hybrid fillers was improved, as well as the α-relaxation apparent activation energy.

Non-covalent hydrophilization of reduced graphene oxide used as a paclitaxel vehicle

Graphene oxide (GO) and reduced graphene oxide (RGO) are attractive materials due to their potential biomedical applications, especially as drug delivery vehicles because of their huge specific surface area. In the current study, GO and RGO were prepared. In addition, a perylene derivative, phosphorylcholine oligomer grafted perylene (Perylene-PCn), was synthesized following the atom transfer radical polymerization procedure. In order to determine their structures, the products were characterized carefully with Fourier transform infrared spectra, proton nuclear magnetic resonance, X-ray photoelectron spectroscopy, wide angle X-ray diffraction, thermogravimetric analysis, and atomic force microscopy etc. The properties including fluorescence and biocompatibility were also evaluated. Utilizing the p–p stacking interaction of RGO and the perylene moiety, water dispersible RGO/Perylene-PCn composites were fabricated and then investigated as a vehicle for anti-tumor paclitaxel (PTX). The anti-tumor effects of free PTX and PTX@RGO/Perylene-PCn were compared with an in vitro cytotoxicity assay. The results demonstrated that RGO/Perylene-PCn can be used as an anti-tumor agent delivery vehicle for potential oncology applications.

Greener Dye Synthesis: Continuous, Solvent-Free Synthesis of Commodity Perylene Diimides by Twin-Screw Extrusion

A continuous, scalable, and solvent-free method for the synthesis of various naphthalic imides and perylene diimides (PDIs) using twin-screw extrusion (TSE) is reported. Using TSE, naphthalic imides were obtained quantitatively without the need for excess amine reactant or product purification. With good functional-group tolerance, alkyl and benzyl amine derived PDIs (incl. commercial dyes) were obtained in 50–99 % yield. Use of K2CO3, enabled synthesis of more difficult aniline-derived PDIs. Furthermore, an automated continuous TSE process for Pigments Black 31 and 32 is demonstrated, with a throughput rate of about 1500 g day?1, corresponding to a space time yield of about 30×103 kg m?3 day?1, which is 1–2 orders of magnitude greater than for solvent-based batch methods. These methods provide substantial waste reductions and improved efficiency compared to conventional solvent-based methods.

Dipole-Moment-Driven Cooperative Supramolecular Polymerization

While the mechanism of self-assembly of π-conjugated molecules has been well studied to gain control over the structure and functionality of supramolecular polymers, the intermolecular interactions underpinning it are poorly understood. Here, we study the mechanism of self-assembly of perylene bisimide derivatives possessing dipolar carbonate groups as linkers. It was observed that the combination of carbonate linkers and cholesterol/dihydrocholesterol self-assembling moieties led to a cooperative mechanism of self-assembly. Atomistic molecular dynamics simulations of an assembly in explicit solvent strongly suggest that the dipole-dipole interaction between the carbonate groups imparts a macro-dipolar character to the assembly. This is confirmed experimentally through the observation of a significant polarization in the bulk phase for molecules following a cooperative mechanism. The cooperativity is attributed to the presence of dipole-dipole interaction in the assembly. Thus, anisotropic long-range intermolecular interactions such as dipole-dipole interaction can serve as a way to obtain cooperative self-assembly and aid in rationalizing and predicting the mechanisms in various synthetic supramolecular polymers. (Graph Presented).

Enhanced mechanical and thermal properties of epoxy with hyperbranched polyester grafted perylene diimide

A new kind of reactive toughening agent, named H20-g-PDI, has been successfully synthesized via hyperbranched polyester (H20) grafted to perylene diimide (PDI). The chemical structure of H20-g-PDI was characterized by Fourier transformed infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC), wide angle X-ray diffractometry (WAXD), respectively. The H20-g-PDI was used as a toughening agent to enhance the mechanical and thermal properties of the epoxy resin. The morphology, mechanical and thermal properties of the composite was systematically investigated. The experimental results revealed that the impact strength, tensile strength, flexural strength and flexural modulus of the epoxy resin modified by H20-g-PDI reached the highest values of 47.6 KJ m-2, 93.19 MPa, 128.8 MPa, and 2205 MPa, respectively. These were 81.33%, 68.1%, 62.0%, and 19.8% higher than the neat epoxy when the content of H20-g-PDI loading reached 1.5 wt%. In addition, the glass transition temperature (Tg) and thermal stability of the epoxy composite was also enhanced. Tg and the decomposition temperature (Td) of the epoxy composite was about 20 °C and 27 °C higher than the neat epoxy, respectively. It is suggested that the formation of H20-g-PDI is effective to enhance the mechanical and thermal properties due to the homogeneous dispersion and strong interaction between the H20-g-PDI and the epoxy matrix. This journal is

A "green" route to perylene dyes: Direct coupling reactions of 1,8-naphthalimide and related compounds under mild conditions using a "new" base complex reagent, t-BuOK/DBN

The direct coupling reactions of 1,8-naphthalimide compounds efficiently occurred at 130 or 170 °C without the intervention of the leuco form dyes in the presence of base complex reagent, t-BuOK/1,5-diazabicyclo[4.3.0]non-5-ene (DBN), to give the corresponding perylene dyes in good yields with >95% purities. A possible mechanistic speculation for these oxidative coupling reactions is briefly discussed.