930997

N4,N4′-Di(naphthalen-1-yl)-N4,N4′-bis(4-vinylphenyl)biphenyl-4,4′-diamine

• Synonyme(s) : VNPB, N-(4-Ethenylphenyl)-N-[4-[4-[(4-ethenylphenyl)-naphthalen-1-ylamino]phenyl]phenyl]naphthalen-1-amine, N4,N4′-Di(naphthalen-1-yl)-N4,N4′-bis(4-vinylphenyl)-[1,1′-biphenyl]-4,4′-diamine, N4,N4′-di(Naphthalen-1-yl)-N4,N4′-bis(4- vinylphenyl)biphenyl-4,4′-diamine, [1,1′-Biphenyl]-4,4′-diamine, N4,N4′-bis(4-ethenylphenyl)-N4,N4′-di-1-naphthalenyl, N4,N4′-di(Naphthalen-1-yl)-N4,N4′-bis(4- vinylphenyl)biphenyl-4,4′-diamine
• Formule empirique (notation de Hill): C₄₈H₃₆N₂
• Numéro CAS: 1010396-31-2
• Poids moléculaire : 640.81
• Numéro MDL: MFCD27978272

Propriétés

• Pureté: ≥97% (HPLC)
• Niveau de qualité: 100
• Solubilité: THF: soluble; chloroform: soluble; toluene: soluble
• λmax: 350 nm±5 nm in THF (UV)
• Fluorescence: λ_em 450 nm in THF (PL)
• Énergie orbitale: HOMO 5.3 eV ; LUMO 2.4 eV
• Chaîne SMILES: C=CC(C=C1)=CC=C1N(C2=CC=CC3=C2C=CC=C3)C(C=C4)=CC=C4C5=CC=C(N(C6=CC=C(C=C)C=C6)C7=CC=CC8=C7C=CC=C8)C=C5
• InChI: 1S/C48H36N2/c1-3-35-19-27-41(28-20-35)49(47-17-9-13-39-11-5-7-15-45(39)47)43-31-23-37(24-32-43)38-25-33-44(34-26-38)50(42-29-21-36(4-2)22-30-42)48-18-10-14-40-12-6-8-16-46(40)48/h3-34H,1-2H2
• Clé InChI: WTEWXIOJLNVYBZ-UHFFFAOYSA-N

Description

Application

N4,N4′-Di(naphthalen-1-yl)-N4,N4′-bis(4-vinylphenyl)biphenyl-4,4′-diamine, also known as VNPB, is a solution-processable Hole Transport / Electron Blocking Layer (HTL / EBL) material popularly used in organic electronics, such as OLEDs and perovskite solar cells .
In OLED devices, the use of VNPB enabled the maximum current efficiency of 22.2 Cd/A, compared to 9.7 Cd/A in the reference device without VNPB, and the device lifetime was extended by up to 74.8% . VNPB allowed a simple and additive-free strategy to prevent the formation of defects in solution processed thin-film stacks made of small-molecular materials.
In solar cells, VNPB increased open-circuit voltage (VOC) and power conversion efficiency (PCE) of wide-bandgap perovskite solar cells by changing the hole transport layer (HTL) from commonly used poly(bis(4-phenyl)(2,4,6-trimethylphenyl)amine) (PTAA) to in-situ cross-linked small mol. VNPB . PCEs of 24.9% and 25.4% have been achieved in perovskite/perovskite and perovskite/silicon tandem solar cells, resp.