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Sigma-Aldrich

IR-806

Dye content 90 %

Synonym(s):

2-[2-[2-chloro-3-[2-[1,3-dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclopenten-1-yl]-ethenyl]-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium hydroxide, inner salt sodium salt

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About This Item

Empirical Formula (Hill Notation):
C37H44ClN2NaO6S2
Molecular Weight:
735.33
MDL number:
MFCD03427058
UNSPSC Code:
12352103
PubChem Substance ID:
57651465
NACRES:
NA.23

form

solid

composition

Dye content, 90%

mp

214-218 °C (lit.)

λmax

806 nm

SMILES string

[Na+].CC1(C)\C(=C\C=C2/CCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccccc4C3(C)C)=C2Cl)N(CCCCS([O-])(=O)=O)c5ccccc15

InChI

1S/C37H45ClN2O6S2.Na/c1-36(2)29-13-5-7-15-31(29)39(23-9-11-25-47(41,42)43)33(36)21-19-27-17-18-28(35(27)38)20-22-34-37(3,4)30-14-6-8-16-32(30)40(34)24-10-12-26-48(44,45)46;/h5-8,13-16,19-22H,9-12,17-18,23-26H2,1-4H3,(H-,41,42,43,44,45,46);/q;+1/p-1

InChI key

MIOUAELAUIYKFC-UHFFFAOYSA-M

Related Categories

General description

IR-806 is a near infrared (NIR) cyanine dye with an absorption peak in the range of 730-800 nm. It is a water soluble dye that is commonly used as an active medium in NIR dye lasers. It is a photo stable dye that is useful in biomedical applications.

Application

IR-806 can be used for a variety of applications such as dye sensitized solar cells (DSSCs), bio-imaging, and optical displays.

Features and Benefits

Water soluble, laser and near-IR dye

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Large assembly formation via a two-step process in a chromonic liquid crystal
Mills EA, et al.
The Journal of Physical Chemistry B, 116(45), 13506-13515 (2012)
Broadband dye-sensitized upconversion of near-infrared light
Zou W, et al.
Nature Photonics, 6(8), 560-560 (2012)
Dye-sensitized core/active shell upconversion nanoparticles for optogenetics and bioimaging applications
Wu X, et al.
ACS Nano, 10(1), 1060-1066 (2016)
A new water-soluble near-infrared croconium dye
Song X and Foley JW
Dyes and Pigments, 78(1), 60-64 (2008)
Benjamin R Mercado et al.
The journal of physical chemistry. B, 118(46), 13312-13320 (2014-11-05)
IR-806 is a near-infrared cyanine dye that undergoes a two-step assembly process in aqueous solutions. The final assemblies orientationally order into a liquid crystal at a very low concentration (∼0.6 wt % at room temperature). While the first step of
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