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US4496676A
Expired / Lapsed
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Ultraviolet-absorbing stabilizers substituted by an aliphatic hydroxyl group
Assignee: Novartis Corp
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Filing: 1982-09-30
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Granted: 1985-01-29
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Expires: 2002-09-30
Abstract
Abstract Ultraviolet-absorbing stabilizers of the formula E-(G-R) n , L-(G-E) m , or [G-E 1 -G-Q] p where E is a radical derived from an oxanilide, benzalmalonate, α-cyanocinnamate or o-hydroxyphenylbenzotriazole, E 1 is a radical derived from an oxanilide, G is --OCH 2 CHOH--, R is alkyl, phenyl or --CH 2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
Inventors
- 👤 Martin Dexter
- 👤 Roland A. E. Winter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 09:14
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/315; C08K5/04; C08K5/10; C08K5/11; C08K5/20; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475; C09; C09D; C09D7/00; C09D7/40; C09D7/48
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
159 words
An ultraviolet-absorbing, matrix-reactive compound having the formula E--(G--R).sub.n (I) L--(G--E).sub.m (II) or [G--E.sub.1 --G--Q].sub.p (III) wherein E or E 1 is a radical derived from an oxanilide, G is --OCH 2 --CHOH-- where E or E 1 is attached to the oxygen atom, R is alkyl of 1 to 18 carbon atoms, phenyl, p-tolyl or --CH 2 OT where T is alkyl of 1 to 20 carbon atoms or alkenyl of 3 to 20 carbon atoms, n is 1 or 2 m is 2 or 3, L, when m is 2, is a direct bond, alkylene of 1 to 6 carbon atoms, phenylene, or a radical selected from the group consisting of ##STR17## where R 1 and R 2 are independently alkyl of 1 to 6 carbon atoms or together are tetramethylene or pentamethylene, or L, when m is 3, is ##STR18## Q has the same meaning as L where m is 2, and p is 1 to 4.
Claim 2
Dependent Claim
159 words
An ultraviolet-absorbing, matrix-reactive compound having the formula E--(G--R).sub.n (I) L--(G--E).sub.m (II) or [G--E.sub.1 --G--Q].sub.p (III) wherein E or E 1 is a radical derived from an oxanilide, G is --OCH 2 --CHOH-- where E or E 1 is attached to the oxygen atom, R is alkyl of 1 to 18 carbon atoms, phenyl, p-tolyl or --CH 2 OT where T is alkyl of 1 to 20 carbon atoms or alkenyl of 3 to 20 carbon atoms, n is 1 or 2 m is 2 or 3, L, when m is 2, is a direct bond, alkylene of 1 to 6 carbon atoms, phenylene, or a radical selected from the group consisting of ##STR17## where R 1 and R 2 are independently alkyl of 1 to 6 carbon atoms or together are tetramethylene or pentamethylene, or L, when m is 3, is ##STR18## Q has the same meaning as L where m is 2, and p is 1 to 4.
Claim 3
Dependent Claim
30 words
A compound according to claim 1 wherein R is --CH 2 OT where T is alkyl of 1 to 20 carbon atoms or alkenyl of 3 to 20 carbon atoms.
Claim 4
Dependent Claim
16 words
A compound according to claim 2 wherein T is alkyl of 4 to 14 carbon atoms.
Claim 5
Dependent Claim
20 words
A compound according to claim 1 having the formula ##STR19## where T is alkyl of 4 to 14 carbon atoms.
Claim 6
Dependent Claim
29 words
A compound according to claim 1 selected from the group consisting of (a) 4,4'-di(3-n-butoxy-2-hydroxypropoxy)oxanilide; (b) 3,3'-di(3-n-butoxy-2-hydroxypropoxy)oxanilide; (c) 2,2'-di(3-n-butoxy-2-hydroxypropoxy)oxanilide; (d) 2,2'-di(3-n-dodecyloxy-2-hydroxypropoxy)oxanilide, (e) 2,2'-di(3-n-octyloxy-2-hydroxypropoxy)oxanilide; (f) 4,4'-di(3-n-dodecyloxy-2-hydroxypropoxy)oxanilide; (g) 4,4'-di(3-n-octyloxy-2-hydroxypropoxy)oxanilide; and (h) 3,3'-di(3-n-dodecyloxy-2-hydroxypropoxy)oxanilide.
Claim 7
Dependent Claim
25 words
A stabilized composition which comprises (a) a polymer, and (b) 0.1 to 5% by weight of said polymer of a compound according to claim 1.
Claim 8
Dependent Claim
27 words
A stabilized composition according to claim 6 which additionally contains 0.1 to 5% by weight, based on the polymer being stabilized, of a hindered amine light stabilizer.
Claim 9
Dependent Claim
20 words
A composition according to claim 7 where the hindered amine light stabilizer is bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate or bis(1,2,2,6,6-pentamethyl-4-piperidyl) 2-n-butyl-2-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
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) | 1988-01-29 | 1988-07-30 | 1989-01-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-01-29 | 1992-07-30 | 1993-01-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-01-29 | 1996-07-30 | 1997-01-29 | $7700.00 | Window Closed / Lapsed |