1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN

1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
  • CAS No.:1498-88-0
Other grades of this product :
1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN Basic information
Product Name:1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN
Synonyms:1',3'-DIHYDRO-1',3',3'-TRIMETHYL-6-NITRO -SPIRO(2H-1BENZOPYRAN2,2'(2H)INDOLE)98%;1,3,3-Trimethylindolino-6-nitrobenzopyrylospirane;1',3',3'-trimethyl-6-nitroindolene-2-spiro-2-benzopyran;1,3,3-TRIMETHYLINDOLINO-6-NITROBENZOPYRYLOSPIRAN [PHOTOCHROMIC COMPOUND] 98+%;1,3,3-Trimethylindolino-6'-nitrobenzopyrylospiran [Photochromic Compound];1,3,3-trimethyl-6'-nitroindole-2-spiro-2'-benzopyran;1,3,3-Trimethyl-6'-nitrospiro[1H-indole-2(3H),2'-[2H][1]benzopyran];1,3,3-Trimethyl-6'-nitrospiro[1H-indole-2(3H),2'-[2H-1]benzopyran]
CAS:1498-88-0
MF:C19H18N2O3
MW:322.36
EINECS:216-102-5
Product Categories:Organic Electronics and Photonics;Photochromic and Thermochromic Dyes;Functional Materials;Photochromic Compounds;Spiropyrans (Photochromic);Photonic and Optical Materials
Mol File:1498-88-0.mol
1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN Chemical Properties
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
form powder to crystal
pka2.41±0.40(Predicted)
color Light yellow to Yellow to Green
InChIKeyPSXPTGAEJZYNFI-UHFFFAOYSA-N
EPA Substance Registry SystemSpiro[2H-1-benzopyran-2,2'-[2H]indole], 1',3'-dihydro-1',3',3'-trimethyl-6-nitro- (1498-88-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS WG9810000
HS Code 29349990
MSDS Information
1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN Usage And Synthesis
UsesNitroBIPS 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 Description1′,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 MethodsThis 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.]
1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN Preparation Products And Raw materials

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