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923192

Sigma-Aldrich

Spiro-TTB

greener alternative

≥99% (HPLC)

Synonym(s):

2,2′,7,7′- Tetrakis(N,N′-di-p-methylphenylamino)-9,9′-spirobifluorene, 2,2′,7,7′-Tetra(N, N-di-tolyl)amino-spiro-bifluorene, 2,2′,7,7′-Tetra(N,N-di-p-tolyl)amino-9,9-spirobifluorene, 2,2′,7,7′-Tetra(N,N-ditolylL)amino-9,9-spiro-bifluorene, 2,2′,7,7′-Tetrakis(di-p-tolylamino)-9,9′-spirobi[fluorene], 2,2′,7,7′-Tetrakis(di-p-tolylamino)spiro-9,9′-bifluorene, N2,N2,N2′,N2′,N7,N7,N7′,N7-Octa-p-tolyl-9,9′-spirobi[fluorene]-2,2′,7,7′-tetraamine

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About This Item

Empirical Formula (Hill Notation):
C81H68N4
CAS Number:
Molecular Weight:
1097.43
MDL number:
NACRES:
NA.23

description

PL:409 nm (in THF)
TGA:> 360 °C (0.5% weight loss)
Tg: 146 °C

Quality Level

assay

≥99% (HPLC)

mol wt

average mol wt 1097.43 g/mol

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

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loss

0.5% TGA, >360°C

transition temp

Tg 146 °C

solubility

THF: soluble

λmax

385 nm in THF

orbital energy

HOMO 5.2 eV 
LUMO 1.9 eV 

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product belongs to enabling category of greener alternatives, and has been enhanced for energy efficiency. Click here for more information.

Application

Spiro-TTB is a high-mobility organic semiconductor with strong donor character given its four substituted arylamine moieties that stabilize positively charged cationic states via mesomeric effects.
It has been successfully applied as transparent hole-transparent layer in solar cells, organic field-effect transistors (OFETs), and organic light emitting devices (OLEDs). In photovoltaics, spiro-TTB was used as organic hole selective layer between perovskite and the silicon cells, contributing to a 25.2% efficency perovskite/ silicon tandem solar cell. When used in OLEDs, spiro-TTB enabled applications in organic photodetectors (OPDs), imaging and lasing applications.
Spiro-TTB is used as a hole transport material in OLED devices, organic photovoltaics (OPVs), organic field-effect transistors (OFETs) and perovskite solar cells. It exhibits excellent hole injection and transport properties, enabling efficient charge transport from the anode to the emitting layers of the OLED structure. This contributes to improved device performance, stability, and overall efficiency.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Hyperbranched Polymers with High Transparency and Inherent High Refractive Index for Application in Organic Light-Emitting Diodes.
Wei Q, et al.
Advances in Functional Materials, 26, 2545-2553 (2016)
Yucheng Liu et al.
Advanced materials (Deerfield Beach, Fla.), 33(8), e2006010-e2006010 (2021-01-22)
Low ionic migration is required for a semiconductor material to realize stable high-performance X-ray detection. In this work, successful controlled incorporation of not only methylammonium (MA+ ) and cesium (Cs+ ) cations, but also bromine (Br- ) anions into the
Spiro-Linked Molecular Hole-Transport Materials for Highly Efficient Inverted Perovskite Solar Cells.
Wang C, et al.
Solar RRL, 4, 1900389-1900389 (2020)
Caroline Murawski et al.
Advanced materials (Deerfield Beach, Fla.), 31(42), e1903599-e1903599 (2019-09-06)
Fluorescence imaging is an indispensable tool in biology, with applications ranging from single-cell to whole-animal studies and with live mapping of neuronal activity currently receiving particular attention. To enable fluorescence imaging at cellular scale in freely moving animals, miniaturized microscopes
Comparison of Charge-Carrier Transport in Thin Films of Spiro-Linked Compounds and Their Corresponding Parent Compounds.
Saragi T P I, et al.
Advances in Functional Materials, 16, 966-974 (2006)

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