133684-82-9Relevant articles and documents
Synthesis and Photochromic Characteristics of 1,3-Dihydrospiropyrimidobenzoxazines> and 1,3-Dihydrospirothiazolobenzoxazines>
Tardieu, Pascale,Dubest, Roger,Aubard, Jean,Kellmann, Arlette,Tfibel, Francis,et al.
, p. 1185 - 1197 (2007/10/02)
Two new series of 1,3-dihydrospiro derivatives were synthesized, the 1,3-dihydrospiropyrimidobenzoxazines> 4-10 and the 1,3-dihydrospirothiazolobenzoxazines> 11-17.These series extend the available range of photochromic properties (rate constant of thermal bleaching, UV/VIS spectrum of the opened coloured form, and photocoloration yield), an interesting feature of variable-transmission materials.The synthesis of these compounds (Scheme 1) required the preliminary synthesis of intermediate β-hydroxy-α-nitrosoheterocycles 18 and 19 (Scheme 2).Important amounts of a coloured, non-photochromic, stable secondary product (see 20) were formed in the condensation in the spiro series.The photochromic characteristics of the new derivatives were determined using a flash-photolysis apparatus coupled to a fast-scanning spectrometer.The role of the heteroatoms in the oxazine moiety and the role of substituents in the indole moiety were investigated quantitatively through the study of the photochromic properties and the solvent effects.The presence of an S-atom gives rise to interesting properties which open up new prospects for synthesis and applications.
Indolino-spiro-oxazine photochromic compounds with five-membered rings, method for their preparation, photochromic compositions and articles containing such compounds
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, (2008/06/13)
The new photochromic compounds of the invention have the formula of an indolino-spiro-oxazine comprising an indolinic part and an oxazine part, wherein said oxazine part comprises an unsaturated heterocycle with 5 links which comprises one or several atoms selected from nitrogen and sulphur. Preferably the heterocycle is orthocondensed with a benzenic ring of the oxazine part of the compound, and said heterocycle comprises an imine C=N-bond. The ozazine part may typically be comprised of a benzothiazol-oxazine group of of an indolino-oxazine group.