N,N'-Dimethylquinacridone

Base Information

• Chemical Name: N,N'-Dimethylquinacridone
• CAS No.: 19205-19-7
• Molecular Formula: C22H16N2O2
• Molecular Weight: 340.38
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID50385814
• Nikkaji Number: J1.251.593F
• Wikidata: Q72472013
• Mol file: 19205-19-7.mol

Synonyms:19205-19-7;N,N'-Dimethylquinacridone;DMQA;N,N-Dimethylquinacridone;5,12-dimethylquinolino[2,3-b]acridine-7,14-dione;5,12-Dihydro-5,12-dimethylquino[2,3-b]acridine-7,14-dione;N,N/'-Dimethylquinacridone;Quino[2,3-b]acridine-7,14-dione, 5,12-dihydro-5,12-dimethyl-;5,12-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione;Ir(btb)2(acac);Cambridge id 5401649;N,N'-Dimethyl-quinacridone;SCHEMBL85776;trans-N,N'-dimethylquinacridone;DTXSID50385814;SCZWJXTUYYSKGF-UHFFFAOYSA-N;5,12-dimethylquinolino[2,3-b]acridine-7,14(5H,12H)-dione;MFCD00683078;AKOS000592948;AS-70978;D2687;D3227;FT-0686904;N,N'-Dimethylquinacridone, >96.0%(HPLC);T70491;AB00084027-01;A847599;N,N'-Dimethylquinacridone (purified by sublimation);N,N'-Dimethylquinacridone, (purified by sublimation);5,12-dihydro-5,12dimethylquino[2,3-b]acridine7,14-dione;5,12-Dimethyl-5,12-dihydroquino2,3-bacridine-7,14-dione;5,12-DIMETHYL-5,7,12,14-TETRAHYDRO-5,12-DIAZAPENTACENE-7,14-DIONE

Chemical Property of N,N'-Dimethylquinacridone

Chemical Property:

• Melting Point: 286 °C (dec.)(lit.)
• Boiling Point: 576.7 °C at 760 mmHg
• PKA: -2.58±0.20(Predicted)
• Flash Point: 274.5 °C
• PSA: 44.00000
• Density: 1.32 g/cm³
• LogP: 3.69680
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 340.121177757
• Heavy Atom Count: 26
• Complexity: 553

Purity/Quality:

99% ^*data from raw suppliers

N,N''-Dimethylquinacridone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=O)C3=CC4=C(C=C31)C(=O)C5=CC=CC=C5N4C
• Description: N,N'-Dimethylquinacridone (DMQA) is a green dopant material used in OLEDs. Highly stable and?longer-lifetime OLED devices have been achieved by using DMQA as the dopant to a double host (aminoanthracene and Alq3). It is believed that DMQA can prevent excimer formation, thus prolonging the the lifetime of the devices.

Technology Process of N,N'-Dimethylquinacridone

There total 4 articles about N,N'-Dimethylquinacridone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

Quinacridone (1047-16-1,42612-56-6,63440-25-5,65381-35-3,790240-46-9,67051-64-3) + Methyl benzenesulfonate (80-18-2) → N,N'-dimethylquinacridone (19205-19-7)

Guidance literature:

With sodium hydroxide; benzyltrimethylammonium chloride; In chlorobenzene; at 80 ℃; for 7h; Product distribution; other base, other solvent, with or without phase transfer;

Reference yield: 92.0%

Quinacridone (1047-16-1,42612-56-6,63440-25-5,65381-35-3,790240-46-9,67051-64-3) + methyl iodide (74-88-4) → N,N'-dimethylquinacridone (19205-19-7)

Guidance literature:

With potassium hydroxide; In various solvent(s); at 80 ℃; for 6h; Product distribution; other base, other solvent, with or without phase transfer;

Reference yield: 92.0%

Quinacridone (1047-16-1,42612-56-6,63440-25-5,65381-35-3,790240-46-9,67051-64-3) + dimethyl sulfate (77-78-1) → N,N'-dimethylquinacridone (19205-19-7)

Guidance literature:

With sodium hydroxide; quaternary ammonium salt; In chlorobenzene; at 80 ℃; for 5h; Product distribution; other base, other solvent, with or without phase transfer;

upstream raw materials:

Quinacridone

dimethyl sulfate

Methyl benzenesulfonate

methyl iodide

Refernces

• 1、 Pushkina, L. L.,Dubovaya, L. V.,Shelyapin, O. P.,Shein, S. M.. "METHYLATION OF LINEAR trans-QUINACRIDONE IN A TWO-PHASE CATALYTIC SYSTEM". . p. 1771 - 1775. Retrieved 2007/10/02.