US4440672A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Photochromic composition resistant to fatigue
Assignee: AO Inc
•
Filing: 1982-03-22
•
Granted: 1984-04-03
•
Expires: 2002-03-22
Abstract
Abstract The organic photochromic composition of this invention comprises spiro [indoline-2,3'-[3H]-naphth [2,1-b] [1,4] oxazine] (SO) dye and an unconventional ultraviolet stabilizer. The ultraviolet stabilizer improves the light fatigue resistance of the SO dye and will not hinder the photocolorability of the photochromic composition.
Inventors
- 👤 Nori Y. C. Chu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 16:37
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/72; G03C1/73; G03C1/685
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
69 words
An organic photochromic composition comprising: at least one photochromic compound having the structural formula: ##STR6## wherein one of R 1 , R 2 , and R 3 is hydrogen, halogen, or lower alkoxy and the others are hydrogen, R 4 and R 5 are hydrogen, lower alkyl, lower alkoxy, or halogen, and R 6 is lower alkyl; and an ultraviolet stabilizer belonging to the class of singlet oxygen quenchers.
Claim 2
Dependent Claim
69 words
An organic photochromic composition comprising: at least one photochromic compound having the structural formula: ##STR6## wherein one of R 1 , R 2 , and R 3 is hydrogen, halogen, or lower alkoxy and the others are hydrogen, R 4 and R 5 are hydrogen, lower alkyl, lower alkoxy, or halogen, and R 6 is lower alkyl; and an ultraviolet stabilizer belonging to the class of singlet oxygen quenchers.
Claim 3
Dependent Claim
21 words
The composition of claim 1 wherein the singlet oxygen quencher comprises a complex of Ni 2+ ion with an organic ligand.
Claim 4
Dependent Claim
12 words
The composition of claim 2 wherein the Ni 2+ complex comprises [2,2'-Thiobis[4-(1,1,3,3-tetramethylbutyl)phenolato](butylamine)]nickel.
Claim 5
Dependent Claim
12 words
The composition of claim 2 wherein the Ni 2+ complex comprises Nickel[O-ethyl(3,5-di-tert-butyl-4-hydroxybenzyl)]phosphonate.
Claim 6
Dependent Claim
13 words
The composition of claim 2 wherein the Ni 2+ complex comprises Nickel dibutyldithiocarbamate.
Claim 7
Dependent Claim
12 words
The composition of claim 2 wherein the Ni 2+ complex comprises Bis(2,2'-thiobis-4-(1,1,3,3-tetramethylbutyl)phenolato)nickel.
Claim 8
Dependent Claim
21 words
The composition of claim 1 wherein R 1 is methoxy and R 4 , R 5 and R 6 are methyl.
Claim 9
Dependent Claim
29 words
The composition of claim 1 wherein R 1 , R 2 , R 3 , and R 4 are hydrogen; R 5 is methoxy and R 6 is methyl.
Claim 10
Dependent Claim
28 words
The composition of claim 1 wherein R 2 is bromine; R 1 and R 3 are hydrogen; and R 4 , R 5 and R 6 are methyl.
Claim 11
Dependent Claim
74 words
A photochromic article comprising: (a) a plastic host; (b) at least one photochromic compound having the structural formula: ##STR7## wherein one of R 1 , R 2 , and R 3 is hydrogen, halogen, or lower alkoxy and the others are hydrogen, R 4 and R 5 are hydrogen, lower alkyl, lower alkoxy or halogen, and R 6 is lower alkyl; and (c) an ultraviolet stabilizer belonging to the class of singlet oxygen quenchers.
Claim 12
Dependent Claim
74 words
A photochromic article comprising: (a) a plastic host; (b) at least one photochromic compound having the structural formula: ##STR7## wherein one of R 1 , R 2 , and R 3 is hydrogen, halogen, or lower alkoxy and the others are hydrogen, R 4 and R 5 are hydrogen, lower alkyl, lower alkoxy or halogen, and R 6 is lower alkyl; and (c) an ultraviolet stabilizer belonging to the class of singlet oxygen quenchers.
Claim 13
Dependent Claim
22 words
The photochromic article of claim 10 wherein the singlet oxygen quencher comprises a complex of Ni 2+ ion with an organic ligand.
Claim 14
Dependent Claim
13 words
The photochromic article of claim 10 wherein the host is cellulose acetate butyrate.
Claim 15
Dependent Claim
12 words
The photochromic article of claim 10 wherein the host is polycarbonate resin.
Claim 16
Dependent Claim
12 words
The photochromic article of claim 10 wherein the host is polymethyl methacrylate.
Claim 17
Dependent Claim
14 words
The photochromic article of claim 10 wherein the host is diethylene glycol bis(allyl carbonate).
Claim 18
Dependent Claim
12 words
The photochromic article of claim 10 wherein the photochromic compound comprises 1,3,3,4,5-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine].
Claim 19
Dependent Claim
12 words
The photochromic article of claim 10 wherein the photochromic compound comprises 1,3,3,5,6-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-napth[2,1-b][1,4]oxazine].
Claim 20
Dependent Claim
12 words
The photochromic article of claim 10 wherein the photochromic compound comprises 1,3,3,5,6-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine].
Claim 21
Dependent Claim
12 words
The photochromic article of claim 10 wherein the photochromic compound comprises 1,3,3-trimethyl-5-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine].
Claim 22
Dependent Claim
12 words
The photochromic article of claim 10 wherein the photochromic compound comprises 1,3,3,5,6-pentamethyl-8'-bromo-spiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine].
Claim 23
Dependent Claim
12 words
The photochromic article of claim 10 wherein the photochromic compound comprises 1,3,3,4,5-pentamethyl-8'-bromo-sprio[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine].
Claim 24
Dependent Claim
19 words
A photochromic article comprising: (a) diethylene glycol bis(allyl carbonate); (b) 1,3,3,5,6-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine]; and (c) a Ni 2+ singlet oxygen quencher.
Claim 25
Dependent Claim
19 words
A photochromic article comprising: (a) diethylene glycol bis(allyl carbonate); (b) 1,3,3,5,6-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine]; and (c) a Ni 2+ singlet oxygen quencher.
Claim 26
Dependent Claim
19 words
A photochromic article comprising: (a) diethylene glycol bis(allyl carbonate); (b) 1,3,3,4,5-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine]; and (c) a Ni 2+ singlet oxygen quencher.
Claim 27
Dependent Claim
19 words
A photochromic article comprising: (a) diethylene glycol bis(allyl carbonate); (b) 1,3,3,4,5-pentamethyl-9'-methoxyspiro[indoline-2,3'-[3H]-naphth[2,1-b][1,4]oxazine]; and (c) a Ni 2+ singlet oxygen quencher.
Claim 28
Dependent Claim
19 words
A photochromic article comprising: (a) diethylene glycol bis(allyl carbonate); (b) 1,3,3-trimethyl-5-methoxy-spiro[indoline2,3'-[3H]-naphth[2,1-b][1,4]oxazine]; and (c) a Ni 2+ singlet oxygen quencher.
Claim 29
Dependent Claim
19 words
A photochromic article comprising: (a) diethylene glycol bis(allyl carbonate); (b) 1,3,3-trimethyl-5-methoxy-spiro[indoline2,3'-[3H]-naphth[2,1-b][1,4]oxazine]; and (c) a Ni 2+ singlet oxygen quencher.
Claim 30
Dependent Claim
15 words
The photochromic article of claim 10, 23, or 24 wherein the article is a lens.
Claim 31
Dependent Claim
16 words
The photochromic article of claim 10, 23, or 24 wherein the article is an ophthalmic lens.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-04-03 | 1987-10-03 | 1988-04-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-04-03 | 1991-10-03 | 1992-04-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-04-03 | 1995-10-03 | 1996-04-03 | $7700.00 | Window Closed / Lapsed |