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322547

Sigma-Aldrich

1,3-Dihydro-1,3,3-trimethylspiro[2H-indole-2,3′-[3H]naphth[2,1-b][1,4]oxazine]

≥98.0% (HPLC)

Synonym(s):

Photorome I

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About This Item

Empirical Formula (Hill Notation):
C22H20N2O
CAS Number:
27333-47-7
Molecular Weight:
328.41
MDL number:
MFCD00013318
UNSPSC Code:
12352103
PubChem Substance ID:
24859324
NACRES:
NA.23

Assay

≥98.0% (HPLC)

mp

128-130 °C (lit.)

SMILES string

CN1c2ccccc2C(C)(C)C13Oc4ccc5ccccc5c4N=C3

InChI

1S/C22H20N2O/c1-21(2)17-10-6-7-11-18(17)24(3)22(21)14-23-20-16-9-5-4-8-15(16)12-13-19(20)25-22/h4-14H,1-3H3

InChI key

CQTRKDFIQFOAQV-UHFFFAOYSA-N

Related Categories

General description

1,3-Dihydro-1,3,3-trimethylspiro[2H-indole-2,3′-[3H]naphth[2,1-b][1,4]oxazine] (Photorome I) is an organic photochromic material that is used as a spirooxazine dye for use in molecular electronics. This dye changes to blue on irradiating with UV light.

Application

General applications of photochromic dye include: dosimetric materials, light controlling filters, recording films in printing processes, decorative paints, optical recording media and molecular electronic devices.1
Photorome I is a photochromic dye that can be used as a smart colorant for a variety of applications which include optical switches, printing materials, and ophthalmic lenses.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Photochromic wool fabrics from a hybrid silica coating.
Cheng T, et al.
Textile Res., 77(12), 923-928 (2007)
Cellulose nanocrystals (CNC) as carriers for a spirooxazine dye and its effect on photochromic efficiency.
Sun B, et al.
Carbohydrate Polymers, 111(8), 419-424 (2014)
Interaction of a spirooxazine dye with latex and its photochromic efficiency on cellulosic paper.
Sun B, et al.
Carbohydrate Polymers, 95(1), 598-605 (2013)
Synthesis and properties of photochromic liquid-crystalline copolymers containing both spironaphthoxazine and cholesteryl groups.
Hattori H and Uryu T
Journal of Polymer Science Part A: Polymer Chemistry, 38(5), 887-894 (2000)
NMR studies of the structure of the photoinduced forms of photochromic spironaphthoxazines.
Delbaere S, et al.
J. Chem. Soc. Perkin Trans. II, 1499-1502 (1997)

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