Synonym: 1′,3′,3′-trimethyl-6-nitrospiro[chromene-2,2′-indole]; 1,3,3-Trimethylindolino-6′-nitrobenzopyrylospiran; 1′,3′,3′-Trimethyl-6-nitrospiro[chromene-2,2′-indoline]
CAS Number: 1498-88-0
Empirical Formula (Hill Notation): C19H18N2O3
Molecular Weight: 322.36
EC Number: 216-102-5
MDL Number: MFCD00059175
Linear Formula: C19H18N2O3
Product Type: Chemical
| λmax |
242 nm in ethanol |
| assay |
98% |
| form |
solid |
| 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 |
| mp |
179-180 °C (lit.) |
| Quality Level |
100  |
| SMILES string |
CN1c2ccccc2C(C)(C)C13Oc4ccc(cc4C=C3)[N+]([O-])=O |
| 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. |
| 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. |
| Packaging: |
1 g in glass bottle |
| Purity |
98% |
| mp |
179-180 °C (lit.) |
| UNSPSC |
12352103 |
GHS07