Perylene Red

Base Information

• Chemical Name: Perylene Red
• CAS No.: 123174-58-3
• Deprecated CAS: 112100-07-9
• Molecular Formula: C₇₂H₅₈N₂O₈
• Molecular Weight: 1079.26
• Hs Code.: 29339900
• European Community (EC) Number: 815-742-8
• UNII: 1283KGS16D
• Nikkaji Number: J2.022.399E
• Wikidata: Q27251387
• Mol file: 123174-58-3.mol

Synonyms:Perylene Red;123174-58-3;Lumogen Red 300;KF-856;Basf ROT 300;N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxy-3,4,9,10-perylenetetracarboxylic Diimide;2,9-Bis(2,6-diisopropylphenyl)-5,6,12,13-tetraphenoxyanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;ROT 300;ROT-300;1283KGS16D;N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxyperylene-3,4:9,10-tetracarboxdiimide;1,6,7,12-Tetraphenoxy-N,N'-bis(2,6-diisopropylphenyl)-3,4,9,10-penylenedicaroximide;Anthra(2,1,9-def:6,5,10-d'E'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2,6-bis(1-methylethyl)phenyl)-5,6,12,13-tetraphenoxy-;UNII-1283KGS16D;SCHEMBL902459;ZZSIDSMUTXFKNS-UHFFFAOYSA-N;KF856;KF 856;MFCD21608638;AKOS030525211;AS-82426;B4394;CS-0145907;T70160;Q27251387;N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxy-;7,18-bis[2,6-di(propan-2-yl)phenyl]-11,14,22,26-tetraphenoxy-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone;N,N''-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxy-3,4,9,10-perylenetetracarboxylicDiimide

Chemical Property of Perylene Red

Chemical Property:

• PKA: 3.41±0.20(Predicted)
• PSA: 115.06000
• Density: 1.294±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 17.60420
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Heptane (Very Slightly), Methanol (Slightly)
• XLogP3: 17.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 14
• Exact Mass: 1078.41931681
• Heavy Atom Count: 82
• Complexity: 1940

Purity/Quality:

97% ^*data from raw suppliers

N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxy-3,4,9,10-perylenetetracarboxylic Diimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2C(=O)C3=CC(=C4C5=C(C=C6C7=C5C(=C(C=C7C(=O)N(C6=O)C8=C(C=CC=C8C(C)C)C(C)C)OC9=CC=CC=C9)C1=C(C=C(C3=C41)C2=O)OC1=CC=CC=C1)OC1=CC=CC=C1)OC1=CC=CC=C1
• Uses: N,N''-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxy-3,4,9,10-perylenetetracarboxylic Diimide has applications in the photosensors and optical detectors.

Technology Process of Perylene Red

There total 5 articles about Perylene Red 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:

3,4,9,10-perylene tetracarboxyxlic acid diimide (81-33-4) → bis(2,6-diisopropylphenyl)-5,6,12,13-tetraphenoxyanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H, 9H)-tetraone (112100-07-9,123174-58-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / water / 4 h / 210 °C

2: bromine / 4 h / 80 - 145 °C

3: potassium hydroxide / water / 6 h / Reflux

4: acetic acid / water / 12 h / 100 °C

With sulfuric acid; bromine; acetic acid; potassium hydroxide; In water;

Reference yield:

2,6-diisopropylbenzenamine (24544-04-5) + 1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1) → bis(2,6-diisopropylphenyl)-5,6,12,13-tetraphenoxyanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H, 9H)-tetraone (112100-07-9,123174-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: propionic acid / 24 h / 140 °C

2: potassium carbonate / N,N-dimethyl-formamide / 24 h / 140 °C

With potassium carbonate; propionic acid; In N,N-dimethyl-formamide;

Reference yield:

1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1) → bis(2,6-diisopropylphenyl)-5,6,12,13-tetraphenoxyanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H, 9H)-tetraone (112100-07-9,123174-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: propionic acid / 130 °C

2: 1-methyl-pyrrolidin-2-one; potassium carbonate / 90 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; potassium carbonate; propionic acid;

DOI:10.1002/chem.201604212

upstream raw materials:

1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride

2,6-diisopropylbenzenamine

3,4,9,10-perylene tetracarboxyxlic acid diimide

1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride

Downstream raw materials:

N-(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxyperylene-3,4:9,10-tetracarboxy-9,10-monoanhydride-3,4-monoimide

1,6,7,12-tetra(4-phenoxy)perylene-3,4:9,10-tetracarboxylic acid dianhydride