4,4'-Bis(2,2-diphenylvinyl)-1,1'-biphenyl

Base Information

• Chemical Name: 4,4'-Bis(2,2-diphenylvinyl)-1,1'-biphenyl
• CAS No.: 142289-08-5
• Molecular Formula: C₄₀H₃₀
• Molecular Weight: 510.678
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID60573124
• Nikkaji Number: J749.473D
• Mol file: 142289-08-5.mol

Synonyms:142289-08-5;4,4'-BIS(2,2-DIPHENYLVINYL)-1,1'-BIPHENYL;DPVBi;4,4'-bis(2,2-diphenylethenyl)-1,1'-biphenyl;4,4'-bis(2,2-diphenylvinyl)biphenyl;1-(2,2-diphenylethenyl)-4-[4-(2,2-diphenylethenyl)phenyl]benzene;1,1'-Biphenyl, 4,4'-bis(2,2-diphenylethenyl)-;4,4'-Bis(2,2-diphenylvinyl)biphenyl (purified by sublimation);4,4'-Bis(2,2-diphenylethen-1-yl)biphenyl [DPVBi];C40H30;4,4-Bis(2,2-diphenylethen-1-yl)biphenyl;DTXSID60573124;BCP18973;MFCD03093280;AKOS005145800;AM84386;SB66423;AC-33690;AS-39357;4,4'-bis-(2,2-diphenyl-vinyl)-biphenyl;B2737;B5139;CS-0156576;4,4'-bis(2,2'-diphenylvinyl)-1,1'-biphenyl;4,4'-Bis(2,2-diphenylvinyl)biphenyl, 99.5%;4,4/'-Bis(2,2-diphenylvinyl)-1,1/'-biphenyl;4,4-Bis(2,2-diphenylethen-1-yl)biphenyl [DPVBi]

Chemical Property of 4,4'-Bis(2,2-diphenylvinyl)-1,1'-biphenyl

Chemical Property:

• Melting Point: 207 °C
• Boiling Point: 627.321 °C at 760 mmHg
• Flash Point: 338.552 °C
• PSA: 0.00000
• Density: 1.125 g/cm³
• LogP: 10.53140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 11.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 510.234750957
• Heavy Atom Count: 40
• Complexity: 668

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Bis(2,2-Diphenylvinyl)-1,1’-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC2=CC=C(C=C2)C3=CC=C(C=C3)C=C(C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6
• Description: DPVBi, 4,4 -bis(2,2 -diphenylvinyl)-1,1 -diphenyl, is a wide band gap small molecule semiconducting material, commonly?used?as a blue host-emitting material in OLEDs.

Technology Process of 4,4'-Bis(2,2-diphenylvinyl)-1,1'-biphenyl

There total 4 articles about 4,4'-Bis(2,2-diphenylvinyl)-1,1'-biphenyl 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: 92.0%

2-[(2,2-diphenyl-vinyl)-dimethyl-silanyl]-pyrimidine (851286-59-4) + 4,4'-diiodobiphenyl (3001-15-8) → 4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl (142289-08-5)

Guidance literature:

With tetrabutyl ammonium fluoride; bis(benzonitrile)palladium(II) dichloride; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1021/jo0477401

Reference yield: 90.0%

C38H30S4 + benzophenone (119-61-9) → 4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl (142289-08-5)

Guidance literature:

With titanocene(II) triethylphosphite complex; In tetrahydrofuran; for 3h; Heating;

DOI:10.1055/s-2007-984512

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl (142289-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / i-Pr₂NH / Pd[P(tBu)3]2 / toluene / 24 h / 80 °C

2: 46.2 mg / NaOH; H₂O / toluene / 90 °C

With sodium hydroxide; water; diisopropylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In toluene; 1: Mizoroki-Heck reaction;

DOI:10.1021/ol048217b

upstream raw materials:

2-[(2,2-diphenyl-vinyl)-dimethyl-silanyl]-pyrimidine

4,4'-diiodobiphenyl

benzophenone

bromobenzene

Refernces

• 1、 Itami, Kenichiro,Ohashi, Youichi,Yoshida, Jun-Ichi. "Triarylethene-based extended π-systems: Programmable synthesis and photophysical properties". . p. 2778 - 2792. Retrieved 2007/10/03.
• 2、 -. "Organic electroluminescence device, organic thin film, and triamine compound". . . Retrieved 2008/06/13.