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US 5,847,168 AGranted
Photochromic compounds
AssigneeVision-Ease Lens, Inc.
InventorFrank J. Hughes
Life of this patent
Estimating the term…
Abstract
A photochromic article that includes a host material and a photochromic amount of a naphthopyran compound, the naphthopyran compound represented by the formula: ##STR1## wherein R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", R.sub.5 ", R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are each selected from the following group: a stable organic radical, a heterocyclic group, halogen, a nitrogen-substituted group, and a nitrogen-substituted ring compound.
Claims15
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR9## wherein R.sub.1, R.sub.2, R.sub.6, and R.sub.7 are each hydrogen;
- wherein R.sub.4, R.sub.5, R.sub.9, R.sub.10, R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", and R.sub.5 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino;
- and
- wherein R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino, provided that at least one of R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " is selected from the group consisting of unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, nitro, morpholino, piperidino, and piperazino.
1 more element
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR10## ##STR11##
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR12## wherein R.sub.1, R.sub.2, R.sub.6, and R.sub.7 are each hydrogen;
- wherein R.sub.4, R.sub.5, R.sub.9, R.sub.10, R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", R.sub.5 ", R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino, provided that at least one of R.sub.4, R.sub.5, R.sub.9, and R.sub.10 is different from another of R.sub.4, R.sub.5, R.sub.9, and R.sub.10.
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR13## wherein R.sub.1, R.sub.2, R.sub.6, and R.sub.7 are each hydrogen;
- wherein R.sub.4, R.sub.5, R.sub.9, R.sub.10, R.sub.1 ', R.sub.2 ", R.sub.3 ', R.sub.4 ', R.sub.5 'R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", R.sub.5 ", R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino, provided that at least one of R.sub.4, R.sub.5, R.sub.9, and R.sub.10 is selected from the group consisting of alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino.
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR14## wherein R.sub.1, R.sub.2, R.sub.6, and R.sub.7 are each hydrogen;
- wherein R.sub.4, R.sub.5, R.sub.9, R.sub.10, R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", R.sub.5 ", R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino, provided that at least three of R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', and R.sub.5 ', at least three of R.sub.6 ', R.sub..sub.7 ', R.sub.8 ', R.sub.9 ', and R.sub.10 ', at least three of R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", and R.sub.5 ", or at least three of R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are selected from the group consisting of alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino.
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR15## wherein R.sub.1, R.sub.2, R.sub.6, and R.sub.7 are each hydrogen;
- wherein R.sub.4, R.sub.5, R.sub.9, and R.sub.10 are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino;
- and
- wherein R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", R.sub.5 ", R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, nitro, morpholino, piperidino, and piperazino, provided that at least one of R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.6 ', R.sub.7 ', R.sub.8 ', R.sub.9 ', R.sub.10 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", R.sub.5 ", R.sub.6 ", R.sub.7 ", R.sub.8 ", R.sub.9 ", and R.sub.10 " is selected from the group consisting of unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, nitro, morpholino, piperidino, and piperazino.
1 more element
A naphthopyran compound, the naphthopyran compound represented by the formula:
- ##STR16## wherein R.sub.1, R.sub.2, R.sub.6, and R.sub.7 are each hydrogen;
- wherein R.sub.4, R.sub.5, R.sub.9, R.sub.10, R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ', R.sub.1 ", R.sub.2 ", R.sub.3 ", R.sub.4 ", and R.sub.5 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino;
- and
- wherein R.sub.6 ', R.sub.7 ', R.sub.9 ', R.sub.10 ', R.sub.6 ", R.sub.7 ", R.sub.9 ", and R.sub.10 " are each selected from the group consisting of hydrogen, alkyl, alkoxy, unsubstituted phenyl, substituted phenyl, unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, halogen, amino, dialkylamino, nitro, morpholino, piperidino, and piperazino, provided that at least one of R.sub.6 ', R.sub.7 ', R.sub.9 ', R.sub.10 ', R.sub.6 ", R.sub.7 ", R.sub.9 ", and R.sub.10 " is selected from the group consisting of unsubstituted phenoxy, substituted phenoxy, naphthyl, naphthoxy, cycloalkyl, furyl, alkoyl, alkoyloxy, aroyl, aroyloxy, nitro, morpholino, piperidino, and piperazino.
1 more element
Dependencies are inferred from the claim text.