Described are novel photochromic 2H-naphtho[1,2-b]pyran compounds essentially characterized by having two adjacent moderate to strong electron donor substituents at the 8 and 9 positions or a fused heterocyclic group formed by the substituents coming together, weak to moderate electron donors at the
Described are novel photochromic 2H-naphtho[1,2-b]pyran compounds essentially characterized by having two adjacent moderate to strong electron donor substituents at the 8 and 9 positions or a fused heterocyclic group formed by the substituents coming together, weak to moderate electron donors at the 2 position and a rating of at least 80 in the Relative .DELTA.OD at Saturation Test. The compounds also have certain substituents at the 5 position and optionally at the 6 position of the naphtho portion of the compound. These compounds may be represented by the following graphic formula: [EQU1]Also described are polymeric organic host materials that contain or that are coated with such compounds. Optically clear articles such as ophthalmic lenses or adjacent plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., certain other naphthopyrans, benzopyrans, and spiro(indoline)type compounds, are also described.
대표청구항▼
kylaryl group, C3-C20 cycloalkyl, C4-C20 bicycloalkyl, C5-C20 tricycloalkyl and C1-C20 alkoxyalkyl, wherein said aryl group is phenyl or naphthyl; (iii) a nitrogen containing ring represented by the following graphic formula: [EQU15] wherein W is selected from the group consisting of -CH2-, -CH(R16)
kylaryl group, C3-C20 cycloalkyl, C4-C20 bicycloalkyl, C5-C20 tricycloalkyl and C1-C20 alkoxyalkyl, wherein said aryl group is phenyl or naphthyl; (iii) a nitrogen containing ring represented by the following graphic formula: [EQU15] wherein W is selected from the group consisting of -CH2-, -CH(R16)-, -C(R16)(R16)-, -CH(aryl)-, -C(aryl)2-, -C(R16)(aryl)-, and G is selected fron the group consisting of -W-, -O-, -S-, -S(O)-, -S(O2)-, -NH-, -NR16-) and -N-aryl, wherein R16 is C1-C6 alkyl, said aryl is phenyl or naphthyl, m is the integer 1, 2 or 3, and p is the integer 0, 1, 2 or 3 and when p is O, G is W; and (iv) a group represented by the following graphic formulae: [EQU16] wherein R17 is C1-C6 alkyl, C1-C6 alkoxy, fluoro or chloro, R18, R19 and R20 are each hydrogen, C1-C5 alkyl, phenyl or naphthyl, or the groups R18 and R19 come together to form a ring of 5 to 8 carbon atoms including the ring carbon atoms; and (d) in the 9 position, a group R4 being (c)(i) defined hereinbefore; or (e) R3 and R4 together form the following graphic formulae: [EQU17] wherein J and K are each oxygen or the group -NR14-; R14, R18 and R19 being the same as defined hereinbefore; and (f) in the 2 position, B and B' are weak to moderate electron donor substituents; provided that said naphthopyran demonstrates a rating of at least 80 in the Relative .DELTA.OD at Saturation Test.
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