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Sigma-Aldrich

IR-806

Dye content 90 %

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

form

solid

Quality Level

100

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Multiple hybridized resonances of IR-806 chromonic molecules strongly coupled to Au nanorods
Zhang Y, et al.
Nanoscale, 7(18), 8503-8509 (2015)
Broadband dye-sensitized upconversion of near-infrared light
Zou W, et al.
Nature Photonics, 6(8), 560-560 (2012)
A new water-soluble near-infrared croconium dye
Song X and Foley JW
Dyes and Pigments, 78(1), 60-64 (2008)
Dye-sensitized core/active shell upconversion nanoparticles for optogenetics and bioimaging applications
Wu X, et al.
ACS Nano, 10(1), 1060-1066 (2016)
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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