1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
- CAS NO.:1498-88-0
- Empirical Formula: C19H18N2O3
- Molecular Weight: 322.36
- MDL number: MFCD00059175
- EINECS: 216-102-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 17:06:38
What is 1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN?
The Uses of 1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
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.
Purification Methods
This photochromic dye crystallises from absolute EtOH [Hinnen et al. Bull Soc Chim Fr 2066 1968, Ramesh & Labes J Am Chem Soc 109 3228 1987, Berman et al. J Am Chem Soc 81 5607 1959]. [Beilstein 27 III/IV 1460.]
Properties of 1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
Melting point: | 32°C |
Boiling point: | 460.98°C (rough estimate) |
Density | 1.2336 (rough estimate) |
refractive index | 1.6140 (estimate) |
storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
pka | 2.41±0.40(Predicted) |
form | powder to crystal |
color | Light yellow to Yellow to Green |
EPA Substance Registry System | Spiro[2H-1-benzopyran-2,2'-[2H]indole], 1',3'-dihydro-1',3',3'-trimethyl-6-nitro- (1498-88-0) |
Safety information for 1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
InChIKey | PSXPTGAEJZYNFI-UHFFFAOYSA-N |
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