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Sigma-Aldrich

Disperse Red 1

Dye content 95 %

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Synonym(s):
N-Ethyl-N-(2-hydroxyethyl)-4-(4-nitrophenylazo)aniline
Empirical Formula (Hill Notation):
C16H18N4O3
CAS Number:
2872-52-8
Molecular Weight:
314.34
Colour Index Number:
11110
Beilstein:
5353614
EC Number:
220-704-3
MDL number:
MFCD00007312
PubChem Substance ID:
24861232
NACRES:
NA.23

form

powder

composition

Dye content, 95%

mp

160-162 °C (lit.)

λmax

502 nm

SMILES string

CCN(CCO)c1ccc(cc1)\N=N\c2ccc(cc2)[N+]([O-])=O

InChI

1S/C16H18N4O3/c1-2-19(11-12-21)15-7-3-13(4-8-15)17-18-14-5-9-16(10-6-14)20(22)23/h3-10,21H,2,11-12H2,1H3/b18-17+

InChI key

FOQABOMYTOFLPZ-ISLYRVAYSA-N

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General description

Disperse Red 1 (DR1) is a non-linear optical (NLO) material which is a chromophore used as an azobenzene dye. It can form a dipole network that can enhance the electro-optic effect of the non-linear components and can also improve the photorefractive effect.

Application

DR1 dye can be incorporated into hydroxypropyl cellulose (HPC) matrix which can be used as a coating that finds potential application in light storage and photonics. It can also be used to evaluate the third order non-linear susceptibility (X(3)) for 1,3-indandione based glasses for use in optical frequency conversion. Polytetrafluoroethylene (PTFE) membranes modified using DR1 maintain the mass transport and diffusion properties under direct light irradiation and can be used for water desalination applications.

Features and Benefits

This benchmark dipolar chromophore was incorporated into aromatic polymers to obtain model electrooptic polymer films.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A calix (4) resorcinarene-based hyper-structured molecule bearing disperse red 1 as the chromophore with enhanced photorefractive performance under non-electric field.
Zong W, et al.
Dyes and Pigments, 160(10), 579-586 (2019)
Water desalination using visible light by disperse red 1 modified PTFE membrane.
Fujiwara M.
Desalination, 404(1), 79-86 (2017)
Reversible light-induced solubility of disperse red 1 dye in a hydroxypropyl cellulose matrix.
Pawlicka A, et al.
Cellulose, 25(3), 2083-2090 (2018)
Polymeric electrooptic composite based on Disperse Red and its derivatives for use in photonics
Burunkova YE, et al.
Journal of Optical Technology, 77(10), 643-648 (2010)
Arylmethylene-1, 3-indandione based molecular glasses: Third order optical non-linearity.
Seniutinas G, et al.
Dyes and Pigments, 95(1), 33-40 (2012)
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