804560-00-7

Basic information

• Product Name: MADN , 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene
• Synonyms: MADN , 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene;2-Methyl-9,10-di(naphthalen-3-yl)anthracene;2-Methyl-9,10-di-2-naphthalenylAnthracene;LT-E 410;2-methyl-9,10-di(naphthalen-2-yl)anthracene;2-Methyl-9,10-di(2-naphthyl)anthracene;2-methyl-9,10-bis(2-naphthyl)anthracene;2-Methyl-9,10-di
• CAS NO: 804560-00-7
• Molecular Formula: C₃₅H₂₄
• Molecular Weight: 444.56506
• Product Categories: OLED
• Mol File: 804560-00-7.mol

Chemical Properties

• Melting Point: 253-258°C
• Boiling Point: 607.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.192±0.06 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: MADN , 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: MADN , 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene(804560-00-7)
• EPA Substance Registry System: MADN , 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene(804560-00-7)

Safety Data

• Hazardous Substances Data: 804560-00-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronic Devices Industry:
MADN, 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene, is used as a blue host material and hole-transporting material (HTM) for the development of high-efficiency blue OLED devices. Its unique properties, such as ambipolar transporting ability and stable thin-film morphology, contribute to the enhanced performance and efficiency of these devices.

InChI:InChI=1S/C35H24/c1-23-14-19-32-33(20-23)35(29-18-16-25-9-3-5-11-27(25)22-29)31-13-7-6-12-30(31)34(32)28-17-15-24-8-2-4-10-26(24)21-28/h2-22H,1H3

Upstream product

• 84-54-8 2-methylanthracene-9,10-dione 
• 32316-92-0 naphthalene-2-boronic acid 
• 177839-45-1 9,10-dibromo-2-methyl-anthracene 
• 130-15-4 [1,4]naphthoquinone 
• 3319-24-2 2-methyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione 
• 613-12-7 2-methylanthracene 
• 580-13-2 2-bromonaphthalene 

Relevant articles and documents

Method for preparing 9, 10-assymetric di-substituted anthracene derivatives

The invention discloses a novel two-step synthesis method for preparing 9, 10-assymetric di-substituted anthracene derivatives. The novel two-step synthesis method has the advantages that the novel two-step synthesis method is short in path and low in cost as compared with three-step synthesis methods frequently used in literature; the purity of final products can be effectively controlled by theaid of the novel two-step synthesis method, and the purity of products can be obviously improved by the aid of the novel two-step synthesis method; the novel two-step synthesis method has a high commercialization value.

Synthesis and characterization of highly soluble blue emitting poly(2-vinylanthracene) with 9,10-di(2-naphthalenyl) and 9,10-di(3-quinolinyl) substituents

Two new blue fluorescent polymers poly(910-di(2-naphthalenyl)-2- vinylanthracene) (P(2ADN)) and poly(9,10-di(3-quinolinyl)-2-vinylanthracene) (P(3ADQ)), were polymerized from free radical solution addition polymerization with Mn = 21,500 and 15,400, respectively. The polymers are highly soluble in common organic solvents while P(3ADQ) is also soluble in polar solvents including a 1/1 mixture of ethanol/water. Both polymers are amorphous with excellent thermal stability (Tg (Midpoint) = 343 C and 298 C for P(2ADN) and P(3ADQ), respectively). P(2ADN) exhibited three prominent absorption bands in tetrahydrofuran (364, 383 and 403 nm) and is similar to that of P(3ADQ) (369, 384 and 404 nm). The solid-state Commission Internationale d'Eclairage (CIEx,y) color coordinates for illumination were (0.15, 0.10) for P(2ADN) and (0.15, 0.13) for P(3ADQ) which lied within the requirements for a true blue display color. The photoluminescence (PL) of the polymers red-shifted 16-17 nm from their respective pendant chromophore 2-methyl-9,10-di(2-naphthalenyl)anthracene (2MADN) and 2-methyl-9,10-di(3- quinolinyl)anthracene (3MADQ) and can be attributed to partial π-π stacking between the adjacent aromatic pendant groups in the polymer chains. The luminescences of 3MADQ and P(3ADQ) are sensitive to pH and the pKa for the alkalescent 3MADQ and P(3ADQ) calculated was 2.4 and 2.7, respectively. Both polymers have similar band-gap energy (Eg) between 2.88 and 2.91 eV, while the LUMO/HOMO for P(3ADQ) is shifted slightly downward -0.06 to -0.03 eV compared to P(2ADN). The mobility (μhole) of the two polymers were measured to be 4.0 × 10-7 and 10-8 cm 2/(V-s) for P(2ADN) and P(3ADQ), respectively.