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About This Item
Empirical Formula (Hill Notation):
C19H18N2O3
CAS Number:
Molecular Weight:
322.36
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
EC Number:
216-102-5
MDL number:
Quality Level
assay
98%
form
solid
mp
179-180 °C (lit.)
λmax
242 nm in ethanol
SMILES string
CN1c2ccccc2C(C)(C)C13Oc4ccc(cc4C=C3)[N+]([O-])=O
InChI
1S/C19H18N2O3/c1-18(2)15-6-4-5-7-16(15)20(3)19(18)11-10-13-12-14(21(22)23)8-9-17(13)24-19/h4-12H,1-3H3
InChI key
PSXPTGAEJZYNFI-UHFFFAOYSA-N
General description
1′,3′-Dihydro-1′,3′,3′-trimethyl-6-nitrospiro(2H-1-benzopyran-2,2′-(2H)-indole)(NitroBIPS) is a photochromic biocompatible spiropyran molecule that has six nitro groups positioned at the benzopyran section. It has a colourless leuco spiropyran form(SP) and coloured trans-merocyanine form(MC) that exhibits absorption peaks in the ultraviolet and visible regions respectively. NitroBIPS possesses a higher quantum yield in comparison to other spiropyran molecules and dissolves in a variety of solvents.
Application
NitroBIPS is used as a photochromic dye which can be incorporated in poly(vinylalcohol)(PVA) by electro-spinning to form PVA-spiropyran nanofibres. It has photo-responsive behaviour that may be useful in optical data storage applications. It can be used to dope liquid crystal to develop a coloured scattering device that is dual responsive and allows the initiation of electrohydrodynamic instabilities(EHDI). Addition of NitroBIPS can modify the transparency from 100% to 16%, providing a shielding effect which can be used for smart window applications. It may also be used to enhance the adhesion property of polystyrene(PS) on the glass substrate by improving the shear strength by a factor of 7.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
Graphene is the building block for carbon nanomaterials with different dimensionalities.
M J Jozwiakowski et al.
Pharmaceutical research, 4(5), 398-401 (1987-10-01)
The title compound (6-NO2-BIPS) is adsorptiochromic, becoming colored upon adsorption to a polar surface. Powders of 6-NO2-BIPS adsorbed to silica gel or silicic acid are suspended in glycerin, and the absorption spectrum of the adsorbate is recorded by conventional absorption
Direct structural determination of conformations of photoswitchable molecules by laser desorption-electron diffraction.
Andreas Gahlmann et al.
Angewandte Chemie (International ed. in English), 49(37), 6524-6527 (2010-08-18)
Preparation, characterization, and application of optical switch probes.
Petchprayoon C and Marriott G
Current Protocols in Chemical Biology, 2(3), 153-169 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 273619-1G | 04061826151730 |
