6,13-Diphenylpentacene

Base Information

• Chemical Name: 6,13-Diphenylpentacene
• CAS No.: 76727-11-2
• Molecular Formula: C34H22
• Molecular Weight: 430.549
• European Community (EC) Number: 804-352-3
• DSSTox Substance ID: DTXSID30458575
• Nikkaji Number: J1.467.980D
• Wikidata: Q82281985
• Mol file: 76727-11-2.mol

Synonyms:6,13-diphenylpentacene;76727-11-2;Pentacene, 6,13-diphenyl-;6,13-DP-Penta;6,13-Diphenylpentacene, 98%;DTXSID30458575;PFCSVQKCECNEAZ-UHFFFAOYSA-N;BDA72711;MFCD22572658;AKOS025146633;AS-39324;D4469

Chemical Property of 6,13-Diphenylpentacene

Chemical Property:

• Melting Point: 254°C(lit.)
• PSA: 0.00000
• LogP: 9.63340
• XLogP3: 10.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 430.172150702
• Heavy Atom Count: 34
• Complexity: 570

Purity/Quality:

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

6,13-Diphenylpentacene >95.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=C4C=CC=CC4=CC3=C(C5=CC6=CC=CC=C6C=C52)C7=CC=CC=C7
• Uses: 6,13-diphenylpentacene is used as a small molecule electron donor or p-type semiconductor in solution processed organic solar cells. 1 Used as a red emitting dopant in organic light emitting diodes (OLEDs). 2 Used as a high mobility charge transport material in organic thin film transistors (OTFTs). Used as a small molecule electron donor or p-type semiconductor in solution processed organic solar cells.Used as a red emitting dopant in organic light emitting diodes (OLEDs).Used as a high mobility charge transport material in organic thin film transistors (OTFTs).

Technology Process of 6,13-Diphenylpentacene

There total 14 articles about 6,13-Diphenylpentacene 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: 88.0%

6,13-diphenyl-6,13-dihydropentacene-6,13-diol (76727-14-5) → 6,13-diphenyl-pentacene (76727-11-2)

Guidance literature:

With sodium phosphinate hydrate; acetic acid; sodium iodide; at 118 ℃; for 1.5h; Inert atmosphere; Darkness;

DOI:10.1021/ja804515y

Reference yield: 42.0%

2,3-didehydronaphthalene (19873-31-5) + 2,5-diphenyl-6H-1,3,4-oxadiazin-6-one (63617-45-8) → 6,13-diphenyl-pentacene (76727-11-2)

Guidance literature:

Reference yield: 37.0%

epidioxy-6,13 diphenyl-6,13 dihydro-6,13 pentacene (76727-09-8) → 6,13-diphenyl-pentacene (76727-11-2) + diphenyl-5b,12b dihydro-5b,12b dinaphto <2',3'-d:2,3-4,5> furo <3,2-b> furanne (76727-16-7) + diphenyl-5b,13a dihydro-5b,13a dinaphto <2',3'-e:2, 3-3,4> cyclobuta <1,2-b> (76727-17-8) + diphenyl-7,14 epoxy-7,14 dihydro-7,14 dinaphto <2,3-b:2',3'-e> oxepinne (76727-19-0)

Guidance literature:

In various solvent(s); for 0.5h; Heating;

DOI:10.1016/0040-4020(80)80116-5

upstream raw materials:

6,13-diphenyl-6,13-dihydropentacene-6,13-diol

5,7,12,14-tetrabromo-6,13-diphenyl-5,7,12,14-tetrahydro-pentacene

6,13-dibromo-6,13-diphenyl-6,13-dihydro-pentacene

acetone

Downstream raw materials:

6,13-diphenyl-5,14-dihydro-5,14-ethano-pentacene-15r,16c-dicarboxylic acid-anhydride

epidioxy-6,13 diphenyl-6,13 dihydro-6,13 pentacene

6,13-diphenyl-5,14-dihydropentacene

6,13-diphenyl-5,7,12,14-tetrahydro-pentacene

Refernces

• 1、 Kim, Yeong-Eun,Park, Jong-Wook. "Luminescent properties of pentacene derivatives with naphthalene moiety". . p. 137 - 143. Retrieved 2006.
• 2、 Jia, Zhiying,Li, Shi,Nakajima, Kiyohiko,Kanno, Ken-Ichiro,Song, Zhiyi,Takahashi, Tamotsu. "Application of zirconacyclopentadienes (metalla-heterocycles) and cross-coupling for the convenient preparative method of 6,13-disubstituted pentacene". . p. 1495 - 1506. Retrieved 2013/08/23.
• 3、 Ono, Katsuhiko,Totani, Hiroaki,Hiei, Takao,Yoshino, Akihiro,Saito, Katsuhiro,Eguchi, Katsuya,Tomura, Masaaki,Nishida, Jun-ichi,Yamashita, Yoshiro. "Photooxidation and reproduction of pentacene derivatives substituted by aromatic groups". . p. 9699 - 9704. Retrieved 2008/02/12.