PenPTC

Base Information

• Chemical Name: PenPTC
• CAS No.: 76372-75-3
• Molecular Formula: C34H30N2O4
• Molecular Weight: 530.61
• Hs Code.: 2925290090
• European Community (EC) Number: 636-034-3
• DSSTox Substance ID: DTXSID30506080
• Nikkaji Number: J211.415A
• Wikidata: Q72472967
• Mol file: 76372-75-3.mol

Synonyms:76372-75-3;PenPTC;N,N'-Dipentyl-3,4,9,10-perylenedicarboximide;2,9-Dipentylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;7,18-dipentyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone;n,n'-bis(2,5-dipentyl)-3,4,9,10-perylene dicarboximide;SCHEMBL2671337;DTXSID30506080;AKOS027327721;AS-39331;CS-0433642;NN-DIPENTYL-34910-PERYLENEDICARBOX&;N,N'-Dipentyl-3,4,9,10-perylene dicarboximide;N,N'-Dipentyl-3,4,9,10-perylenedicarboximide, 98%;2,9-Dipentylanthra[2,1,9-def:6,5,10-d'e'f]diisoquinoline-1,3,8,10(2H,9H)-tetrone;2,9-Dipentylisoquinolino[4',5',6':6,5,10]anthra[2,1,9-def]isoquinoline-1,3,8,10(2H,9H)-tetrone

Chemical Property of PenPTC

Chemical Property:

• Melting Point: >300 °C
• Boiling Point: 734.1 °C at 760 mmHg
• Flash Point: 321.8 °C
• PSA: 78.14000
• Density: 1.337 g/cm³
• LogP: 6.34340
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 530.22055744
• Heavy Atom Count: 40
• Complexity: 907

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N′-Dipentyl-3,4,9,10-perylenedicarboximide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1C(=O)C2=C3C(=CC=C4C3=C(C=C2)C5=C6C4=CC=C7C6=C(C=C5)C(=O)N(C7=O)CCCCC)C1=O
• Uses: Electron-transporting (n-type) organic semiconductor suitable for fabrication of n-channel organic field-effect transistors (OFETs). OFETs with electron mobilities με ~ 10-2 cm2/Vs and current on/off ratios on the order of 104 were made based on 1-dimensional nanowires prepared from N,N′-Dipentyl-3,4,9,10-perylenedicarboximide.

Technology Process of PenPTC

There total 2 articles about PenPTC 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: 100.0%

n-Pentylamine (110-58-7) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → N,N’-bis(pentyl)-3,4:9,10-perylenebis(dicarboximide) (76372-75-3)

Guidance literature:

In N,N-dimethyl-formamide; for 4h; Reflux;

DOI:10.1002/ejoc.201100513

Reference yield: 11.0%

n-Pentylamine (110-58-7) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → N,N’-bis(pentyl)-3,4:9,10-perylenebis(dicarboximide) (76372-75-3) + N-pentyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide (78151-54-9)

Guidance literature:

In water; at 60 ℃; for 3.5h;

DOI:10.1246/bcsj.54.1191

Reference yield:

N,N’-bis(pentyl)-3,4:9,10-perylenebis(dicarboximide) (76372-75-3) → N,N'-dipentyl-1,6,7,12-tetra(p-tert-butylphenoxy)perylene-3,4:9,10-bis(dicarboximide) (949572-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuryl dichloride; iodobenzene; iodine / nitrobenzene / 8 h / 80 - 85 °C

2: potassium carbonate / 1-methyl-pyrrolidin-2-one / 14 h / 130 °C / Inert atmosphere

With sulfuryl dichloride; iodobenzene; iodine; potassium carbonate; In 1-methyl-pyrrolidin-2-one; nitrobenzene;

DOI:10.1002/ejoc.201100513

upstream raw materials:

n-Pentylamine

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

Downstream raw materials:

N,N'-dipentyl-1,6,7,12-tetra(p-tert-butylphenoxy)perylene-3,4:9,10-bis(dicarboximide)

1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4:9,10-tetracarboxylic acid dianhydride

Refernces

• 1、 Mumyatov, Alexander V.,Leshanskaya, Lidiya I.,Anokhin, Denis V.,Dremova, Nadezhda N.,Troshin, Pavel A.. "Organic field-effect transistors based on disubstituted perylene diimides: Effect of alkyl chains on the device performance". . p. 306 - 307. Retrieved 2015/02/02.
• 2、 -. "WRITABLE AND ERASABLE HIGH-DENSITY OPTICAL STORAGE MEDIA". Page/Page column 11. . Retrieved 2008/06/13.