US4413096A
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α-Olefin copolymers containing pendant hindered amine groups
Assignee: BASF Corp
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Filing: 1982-01-26
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Granted: 1983-11-01
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Expires: 2002-01-26
Abstract
Abstract alpha -Olefin copolymers having recurring structural units of the formula <IMAGE> where preferably T is hydrogen, L1 is hydrogen, L2 is COOL3, L3 is lower alkyl, E is -COO-, G is a hindered amine moiety, a/a+b+c=0.50 to 0.99, b/a+b+c=0 to 0.49 and c/a+b+c=0.01 to 0.50, are useful as light stabilizers for polymeric substrates, particularly polyolefins.
Inventors
- 👤 Frank T. Fu
- 👤 Roland A. E. Winter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 17:03
CPC Classifications
C; C08; C08L; C08L23/00; C08L23/02; C08L23/04; C08L23/08; C08L23/0807; C08L23/0815; C08L23/10; C08L23/12; C08L23/0846; C08L23/0869
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
398 words
An α-olefin copolymer having recurring structural units, joined in essentially a random fashion, of the formula I ##STR19## wherein T is hydrogen, alkyl of 1 to 18 carbon atoms or mixtures thereof, L 1 is hydrogen or methyl, L 2 is hydroxyl, --OCOCH 3 or --COOL 3 , L 3 is hydrogen or alkyl of 1 to 6 carbon atoms, E is --COO--, --OCO--, --O-- or --CONR--, R is hydrogen, alkyl of 1 to 12 carbon atoms, aralkyl of 7 to 12 carbon atoms, cyclohexyl, hydroxyalkyl of 1 to 6 carbon atoms, alkoxyalkyl of 2 to 10 carbon atoms or dialkylaminoalkyl of 3 to 12 carbon atoms, G is a group containing an N-heterocyclic ring of the formula ##STR20## in which R 5 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 6 alkynyl, C 7 -C 12 aralkyl, --CH 2 CN, C 2 -C 21 alkoxyalkyl, an aliphatic acyl group having 1-4 carbon atoms or one of the groups --CH 2 COOR 7 or --COOR 8 in which R 7 is C 1 -C 12 alkyl, C 3 -C 8 alkenyl, phenyl, C 7 -C 8 aralkyl or cyclohexyl, and R 8 is C 1 -C 12 alkyl, phenyl, benzyl or cyclohexyl, and R 6 is hydrogen or C 1 -C 4 alkyl and X 1 is C 3 -C 12 alkylene, --CH 2 CH 2 OCH 2 CH 2 -- or a group of the formula --CH(R 10 )--CH 2 -- (VI), in which R 10 is hydrogen, methyl, ethyl, phenoxymethyl or phenyl, and X 2 is a group of the formula VI, in which R.sub. 10 is as defined above, or a group of the formula --CH 2 --CH(OH)--CH 2 -- (VII), R 11 is C 1 -C 18 alkyl or is cyclohexyl, phenyl or benzyl which are unsubstituted or substituted by C 1 -C 4 alkyl or C 1 -C 4 alkoxy, R 1 is alkoxy of 1 to 12 carbon atoms, phenoxy, ##STR21## or NR 2 R 3 where R 2 and R 3 are hydrogen, alkyl of 1 to 12 carbon atoms, cyclohexyl or benzyl, R 12 is hydrogen or hydroxyl, with the proviso that, when R 12 is hydroxyl, E is --OCO--, a+b+c=4 to 2600 a=2 to 2400 b=0 to 198 c=2 to 200 a/a+b+c=0.50 to 0.99 b/a+b+c=0 to 0.49, and c/a+b+c=0.01 to 0.50.
Claim 2
Dependent Claim
398 words
An α-olefin copolymer having recurring structural units, joined in essentially a random fashion, of the formula I ##STR19## wherein T is hydrogen, alkyl of 1 to 18 carbon atoms or mixtures thereof, L 1 is hydrogen or methyl, L 2 is hydroxyl, --OCOCH 3 or --COOL 3 , L 3 is hydrogen or alkyl of 1 to 6 carbon atoms, E is --COO--, --OCO--, --O-- or --CONR--, R is hydrogen, alkyl of 1 to 12 carbon atoms, aralkyl of 7 to 12 carbon atoms, cyclohexyl, hydroxyalkyl of 1 to 6 carbon atoms, alkoxyalkyl of 2 to 10 carbon atoms or dialkylaminoalkyl of 3 to 12 carbon atoms, G is a group containing an N-heterocyclic ring of the formula ##STR20## in which R 5 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 6 alkynyl, C 7 -C 12 aralkyl, --CH 2 CN, C 2 -C 21 alkoxyalkyl, an aliphatic acyl group having 1-4 carbon atoms or one of the groups --CH 2 COOR 7 or --COOR 8 in which R 7 is C 1 -C 12 alkyl, C 3 -C 8 alkenyl, phenyl, C 7 -C 8 aralkyl or cyclohexyl, and R 8 is C 1 -C 12 alkyl, phenyl, benzyl or cyclohexyl, and R 6 is hydrogen or C 1 -C 4 alkyl and X 1 is C 3 -C 12 alkylene, --CH 2 CH 2 OCH 2 CH 2 -- or a group of the formula --CH(R 10 )--CH 2 -- (VI), in which R 10 is hydrogen, methyl, ethyl, phenoxymethyl or phenyl, and X 2 is a group of the formula VI, in which R.sub. 10 is as defined above, or a group of the formula --CH 2 --CH(OH)--CH 2 -- (VII), R 11 is C 1 -C 18 alkyl or is cyclohexyl, phenyl or benzyl which are unsubstituted or substituted by C 1 -C 4 alkyl or C 1 -C 4 alkoxy, R 1 is alkoxy of 1 to 12 carbon atoms, phenoxy, ##STR21## or NR 2 R 3 where R 2 and R 3 are hydrogen, alkyl of 1 to 12 carbon atoms, cyclohexyl or benzyl, R 12 is hydrogen or hydroxyl, with the proviso that, when R 12 is hydroxyl, E is --OCO--, a+b+c=4 to 2600 a=2 to 2400 b=0 to 198 c=2 to 200 a/a+b+c=0.50 to 0.99 b/a+b+c=0 to 0.49, and c/a+b+c=0.01 to 0.50.
Claim 3
Dependent Claim
10 words
A copolymer according to claim 1 wherein T is hydrogen.
Claim 4
Dependent Claim
10 words
A copolymer according to claim 2 wherein b is zero.
Claim 5
Dependent Claim
11 words
A copolymer according to claim 2 wherein L 1 is hydrogen.
Claim 6
Dependent Claim
24 words
A copolymer according to claim 2 wherein L 2 is --COOL 3 , and L 3 is alkyl of 1 to 6 carbon atoms.
Claim 7
Dependent Claim
12 words
A copolymer according to claim 2 wherein E is --COO-- or --CONR--.
Claim 8
Dependent Claim
10 words
A copolymer according to claim 2 wherein --E--G is ##STR22##
Claim 9
Dependent Claim
10 words
A copolymer according to claim 2 which is ethylene/2,2,6,6-tetramethylpiperidin-4-yl acrylate.
Claim 10
Dependent Claim
10 words
A copolymer according to claim 2 which is ethylene/1,2,2,6,6-pentamethylpiperidin-4-yl acrylate.
Claim 11
Dependent Claim
9 words
A copolymer according to claim 2 which is ethylene/1-(2-acryloyloxyethyl)-3,3,5,5-tetramethylpiperazine-2,6-dione.
Claim 12
Dependent Claim
27 words
A composition of matter comprising an organic material subject to light-induced deterioration stabilized with from 0.05 to 5% by weight of a copolymer according to claim 1.
Claim 13
Dependent Claim
14 words
A composition according to claim 11 in which the organic material is a polyolefin.
Claim 14
Dependent Claim
11 words
A composition according to claim 12 wherein the polyolefin is polyethylene.
Claim 15
Dependent Claim
11 words
A composition according to claim 12 wherein the polyolefin is polypropylene.
Claim 16
Dependent Claim
12 words
A composition according to claim 11 wherein the copolymer is ethylene/2,2,6,6-tetramethylpiperidin-4-yl acrylate.
Claim 17
Dependent Claim
33 words
A method of stabilizing an organic material subject to light-induced deterioration which comprises incorporating in said material from 0.05 to 5% by weight of said material of a copolymer according to claim 1.
Claim 18
Dependent Claim
14 words
A method according to claim 16 in which the organic material is a polyolefin.
Claim 19
Dependent Claim
11 words
A method according to claim 17 wherein the polyolefin is polyethylene.
Claim 20
Dependent Claim
11 words
A method according to claim 17 wherein the polyolefin is polypropylene.
Claim 21
Dependent Claim
12 words
A method according to claim 16 wherein the copolymer is ethylene/2,2,6,6-tetramethylpiperidin-4-yl acrylate.
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) | 1986-10-31 | 1987-05-02 | 1987-11-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-10-31 | 1991-05-02 | 1991-11-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-10-31 | 1995-05-02 | 1995-11-01 | $7700.00 | Window Closed / Lapsed |