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Spiro[9H-fluorene-9,9′-[9H]xanthene]-2,7-diamine

Name: Spiro[9<I>H</I>-fluorene-9,9′-[9<I>H</I>]xanthene]-2,7-diamine
Brand: ALDRICH

Synonym(s):

N,N,N′,N′-tetrakis(4-methoxyphenyl)spiro[fluorene-9,9′-xanthene]-2,7-diamine, X59

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About This Item

Empirical Formula (Hill Notation):

C₅₃H₄₂N₂O₅

CAS Number:

2095034-97-0

Molecular Weight:

786.91

MDL number:

MFCD32062475

UNSPSC Code:

12352116

NACRES:

NA.23

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Properties

description

Band gap: Eg = 3.05 eV (lit), Hole Mobility: 5.5 x 10^-5 cm²/Vs (lit)

assay

≥98%

form

powder

color

yellow

conductivity

1.9 x 10-4 S/cm (lit)

orbital energy

HOMO -5.15 eV , LUMO -2.10 eV

SMILES string

N(c%10ccc(cc%10)OC)(c9ccc(cc9)OC)c1cc2c(cc1)c3c(cc(cc3)N(c8ccc(cc8)OC)c7ccc(cc7)OC)C42c5c(cccc5)Oc6c4cccc6

InChI key

PDGJIZDXBRVKBB-UHFFFAOYSA-N

Description

General description

Spiro[9H-fluorene-9,9′-[9H]xanthene]-2,7-diamine (X59) is a hole transporting material (HTM), which has a spiro[fluorene-9,9′-xanthene] as a core component. It can be synthesized by Buchwald-Hartwig reaction. It shows a power conversion efficiency (PCE) of 19.8%.

Application

X59 can be used in the formation of hole transporting layer (HTL) for the fabrication of polymeric solar cells (PSCs) and perovskite solar cells.

X59 is a new hole transporting material (HTM) with spiro[fluorene-9,9′-xanthene] as the core moiety. An impressive power conversion efficiency (PCE) of 19.8% was achieved by using X59 as HTM in perovskite solar cell, which can compete with the record PCE by using the state-of-the-art-HTM Spiro-OMeTAD. The X59-based devices show negligible hysteresis and reasonable stability in dark and dry conditions at room temperature for over five weeks.

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This Item	906018	923192	674605
Sigma-Aldrich 904899 Spiro[9H-fluorene-9,9′-[9H]xanthene]-2,7-diamine	Sigma-Aldrich 906018 Spiro[9H-fluorene-9,9′-[9H]xanthene]-2,2′,7,7′-tetramine	Sigma-Aldrich 923192 Spiro-TTB	Sigma-Aldrich 674605 (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate
assay ≥98%	assay >98%	assay ≥99% (HPLC)	assay 95%
form powder	form solid	form -	form solid
description Band gap: Eg = 3.05 eV (lit), Hole Mobility: 5.5 x 10^-5 cm²/Vs (lit)	description -	description Hole Transport Layer, PL:409 nm (in THF) TGA:> 360 °C (0.5% weight loss) Tg: 146 °C	description -
orbital energy HOMO -5.15 eV , LUMO -2.10 eV	orbital energy -	orbital energy HOMO 5.2 eV , LUMO 1.9 eV	orbital energy -
color yellow	color beige	color -	color -
conductivity 1.9 x 10-4 S/cm (lit)	conductivity -	conductivity -	conductivity -

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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