US4299926A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polymeric light stabilizers for plastics
Assignee: Novartis Corp
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Filing: 1980-08-05
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Granted: 1981-11-10
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Expires: 2000-08-05
Abstract
Abstract Condensation polymers or addition polymers which contain sterically hindered polyalkylpiperidine groups are proposed as light stabilizers for plastics. The polymers concerned are relatively low-molecular polymers and a difunctional derivatives of a polyalkylpiperidine is additionally used for the manufacture of these. The piperidine radical can be present in the main chain or as a side group of the polymeric stabilizer. Polymeric stabilizers of this type do not tend to migrate out of the plastic or to be removed by extraction; they are therefore very permanent in use.
Inventors
- 👤 Jean Rody
- 👤 Michael Rasberger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 04:55
CPC Classifications
C; C08; C08G; C08G85/00; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3225; C08G18/3246; C08G63/00; C08G63/68; C08G63/685; C08G69/00; C08G69/02; C08G69/26; C08G71/00; C08G71/02; C08G73/00; C08G73/06; C08G73/0622; C08G73/0627; C08G77/00; C08G77/48; C08G77/54; C08L; C08L101/00
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
401 words
A polyamine of the formula ##STR61## wherein A represents a divalent radical of the formulae XXXI to XXXIX, ##STR62## in which R represents hydrogen or alkyl of 1-5 C atoms, R' represents hydrogen, alkyl of 1-12 C atoms, allyl, benzyl, acetyl, acryloyl or crotonyl, X" is oxygen or NH, Z represents a direct bond, --CH 2 CH 2 -- or --OCH 2 CH 2 CH 2 --, Z 2 represents one of the radicals --N(R")--, --NR 3 --CO--NR 3 --, --NR 3 --CO--CO--NR 3 --, --NR 3 --CO--Z 3 --CO--NR 3 --, alkylene of 4-10 C atoms, p-xylylene, ##STR63## -O-alkylene-O- of 1-10 C atoms, -O-alkenylene-O- of 4-8 C atoms or -O-xylylene-O-, in which R 3 represents hydrogen, alkyl of 1-12 C atoms, cyclohexyl, benzyl or aryl of 6-14 C atoms, R" represents alkanoyl of 1-8 C atoms or alkenoyl of 3-5 C atoms and Z 3 represents alkylene of 1-10 C atoms or phenylene, B" represents an alkylene radical of 2-12 C atoms, an alkenylene radical of 4-8 C atoms, a xylylene or hexahydroxylylene radical, a cyclohexylene radical or a radical of the formula --CH 2 CH 2 OCH 2 CH 2 -- or --CH 2 CH 2 O-phenylene-OCH 2 CH 2 -, R 5 is hydrogen, methyl or phenyl, Z 5 represents alkylene or alkenylene of 4-8 C atoms, p-xylylene or a group of the formula ##STR64## wherein R 5 is as previously defined, Z 7 is alkylene of 2-12 C atoms, arylene of 6-12 C atoms, 4,4'-dicyclohexylenemethane or a radical -phenylene-Z 4 -phenylene- in which Z 4 represents --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 --, Z 7' represents alkylene or alkenylene of 4-8 C atoms or p-xylylene and Z 8 represents an alkylene radical of 1-6 C atoms or phenylene, Y represents hydrogen, alkyl of 1-12 C atoms, cyclohexyl, benzyl, or a polyalkylpiperidine radical of the formula ##STR65## wherein R, R' and Z are as previously defined and F is alkenylene of 4-8 C atoms, xylylene, hexahydroxylylene or one of the radicals ##STR66## --CH 2 --CH(OH)--CH 2 --, --CH 2 --CH(OH)--CH 2 --O--Z 10 --O--CH 2 --CH(OH)--CH 2 -- or --CH 2 CH 2 --O--CH 2 CH 2 -- in which Z 10 represents alkylene of 2-6 C atoms, --CH 2 CH 2 --O--CH 2 CH 2 --, cyclohexylene, phenylene or ##STR67## and n denotes a value of from 2 to about 50.
Claim 2
Dependent Claim
401 words
A polyamine of the formula ##STR61## wherein A represents a divalent radical of the formulae XXXI to XXXIX, ##STR62## in which R represents hydrogen or alkyl of 1-5 C atoms, R' represents hydrogen, alkyl of 1-12 C atoms, allyl, benzyl, acetyl, acryloyl or crotonyl, X" is oxygen or NH, Z represents a direct bond, --CH 2 CH 2 -- or --OCH 2 CH 2 CH 2 --, Z 2 represents one of the radicals --N(R")--, --NR 3 --CO--NR 3 --, --NR 3 --CO--CO--NR 3 --, --NR 3 --CO--Z 3 --CO--NR 3 --, alkylene of 4-10 C atoms, p-xylylene, ##STR63## -O-alkylene-O- of 1-10 C atoms, -O-alkenylene-O- of 4-8 C atoms or -O-xylylene-O-, in which R 3 represents hydrogen, alkyl of 1-12 C atoms, cyclohexyl, benzyl or aryl of 6-14 C atoms, R" represents alkanoyl of 1-8 C atoms or alkenoyl of 3-5 C atoms and Z 3 represents alkylene of 1-10 C atoms or phenylene, B" represents an alkylene radical of 2-12 C atoms, an alkenylene radical of 4-8 C atoms, a xylylene or hexahydroxylylene radical, a cyclohexylene radical or a radical of the formula --CH 2 CH 2 OCH 2 CH 2 -- or --CH 2 CH 2 O-phenylene-OCH 2 CH 2 -, R 5 is hydrogen, methyl or phenyl, Z 5 represents alkylene or alkenylene of 4-8 C atoms, p-xylylene or a group of the formula ##STR64## wherein R 5 is as previously defined, Z 7 is alkylene of 2-12 C atoms, arylene of 6-12 C atoms, 4,4'-dicyclohexylenemethane or a radical -phenylene-Z 4 -phenylene- in which Z 4 represents --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 --, Z 7' represents alkylene or alkenylene of 4-8 C atoms or p-xylylene and Z 8 represents an alkylene radical of 1-6 C atoms or phenylene, Y represents hydrogen, alkyl of 1-12 C atoms, cyclohexyl, benzyl, or a polyalkylpiperidine radical of the formula ##STR65## wherein R, R' and Z are as previously defined and F is alkenylene of 4-8 C atoms, xylylene, hexahydroxylylene or one of the radicals ##STR66## --CH 2 --CH(OH)--CH 2 --, --CH 2 --CH(OH)--CH 2 --O--Z 10 --O--CH 2 --CH(OH)--CH 2 -- or --CH 2 CH 2 --O--CH 2 CH 2 -- in which Z 10 represents alkylene of 2-6 C atoms, --CH 2 CH 2 --O--CH 2 CH 2 --, cyclohexylene, phenylene or ##STR67## and n denotes a value of from 2 to about 50.
Claim 3
Dependent Claim
144 words
A polyamine of the formula ##STR68## wherein A represents a radical of the formula --CH 2 --CH(OH)--CH 2 --Z 11 --CH 2 --CH(OH)--CH 2 -- and Z 11 represents a radical of the formula LXVII to LXX ##STR69## in which R, R', Z 5 and Z are as defined in claim 1, B' represents a xylylene or hexahydroxylylene radical, a cyclohexylene or 4,4'-dicyclohexylmethane radical, an arylene radical of 6-12 C atoms or a -phenylene-Z 4 -phenylene- radical, in which Z 4 represents --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 --, X' represents --O-- or --NY--, F represents an alkylene radical of 2-12 C atoms, arylene of 6-12 C atoms, xylylene, hexahydroxylylene, a cyclohexylene or 4,4'-dicyclohexylmethane radical or a radical -phenylene-Z 4 -phenylene, Y is as defined in claim 1 and n denotes a value of 2 to about 50.
Claim 4
Dependent Claim
246 words
A polyamine of the formula ##STR70## in which G represents a radical of the formula ##STR71## wherein R represents hydrogen or alkyl of 1-5 C atoms and R' represents hydrogen, alkyl of 1-12 C atoms, alkenyl of 3-8 C atoms, alkinyl of 3-6 C atoms, aralkyl of 7-12 C atoms, alkanoyl of 1-8 C atoms or alkenoyl of 3-5 C atoms, Z represents a direct bond, the group --CH 2 --CH 2 -- or the group --OCH 2 CH 2 CH 2 -- and F is alkenylene of 4-8 C atoms, xylylene, hexahydroxylylene, ##STR72## --CH 2 --CH(OH)--CH 2 --, --CH 2 --CH(OH)--CH 2 --O--Z 10 --O--CH 2 --CH(OH)--CH 2 -- or --CH 2 CH 2 --O--CH 2 CH 2 -- in which Z 10 represents alkylene of 2-6 C atoms, --CH 2 CH 2 --O--CH 2 CH 2 --, cyclohexylene, phenylene, ##STR73## --CH 2 --CH(OH)--CH 2 --Z 11 --CH 2 --CH(OH)--CH 2 --, in which Z 11 represents a radical of the formula LXVII to LXX ##STR74## in which R, R', Z 5 and Z are as defined in claim 50, B' represents an alkylene radical of 2-12 C atoms, a xylylene or hexahydroxylylene radical, a cyclohexylene or 4,4'-dicyclohexylmethane radical, an arylene radical of 6-12 C atoms or a -phenylene-Z 4 -phenylene- radical, in which Z 4 represents --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 --, X' represents --O-- or --NY-- and n represents a value of 2 to about 50.
Claim 5
Dependent Claim
75 words
A polyamine of the formula ##STR75## in which G represents alkyl of 1-18 C atoms, cycloalkyl of 5-12 C atoms, aralkyl of 7-12 C atoms or aryl or alkaryl of 6-12 C atoms, F represents a radical --CH 2 --CH(OH)--CH 2 --Z 11 --CH 2 --CH(OH)--CH 2 --, in which Z 11 is a group of formula LVII to LVIX as defined in claim 3 and n denotes a value of 1 to about 50.
Claim 6
Dependent Claim
13 words
A polyamine according to claim 1 in which R is hydrogen or methyl.
Claim 7
Dependent Claim
10 words
A polyamine according to claim 1 in which Ris hydrogen.
Claim 8
Dependent Claim
11 words
A polyamine according to claim 2 in which Y is hydrogen.
Claim 9
Dependent Claim
12 words
A polyamine according to claim 1 wherein R' represents hydrogen or methyl.
Claim 10
Dependent Claim
12 words
A polyamine according to claim 2 wherein R' represents hydrogen or methyl.
Claim 11
Dependent Claim
12 words
A polyamine according to claim 3 wherein R' represents hydrogen or methyl.
Claim 12
Dependent Claim
12 words
A polyamine according to claim 4 wherein R' represents hydrogen or methyl.
Claim 13
Dependent Claim
10 words
A polyamine according to claim 1 wherein R' is hydrogen.
Claim 14
Dependent Claim
78 words
A polyamine according to claim 3 in which G represents a 2,2,6,6-tetramethylpiperidin-4-yl radical and F is alkenylene of 4-8 C atoms, xylylene, hexahydroxylylene or one of the radicals ##STR76## --CH 2 --CH(OH)--CH 2 --, --CH 2 --CH(OH--CH 2 --O--Z 10 --O--CH 2 CH(OH)--CH 2 -- or --CH 2 CH 2 --O--CH 2 CH 2 --, in which Z 10 represents alkylene of 2-6 C atoms, --CH 2 CH 2 --O--CH 2 CH 2 --, cyclohexylene, phenylene or ##STR77##
Claim 15
Dependent Claim
20 words
A plastic stabilised against photodegradation which contains 0.005 to 5% by weight of at least one compound of claim 1.
Claim 16
Dependent Claim
20 words
A plastic stabilised against photodegradation which contains 0.005 to 5% by weight of at least one compound of claim 2.
Claim 17
Dependent Claim
20 words
A plastic stabilised against photodegradation which contains 0.005 to 5% by weight of at least one compound of claim 3.
Claim 18
Dependent Claim
20 words
A plastic stabilised against photodegradation which contains 0.005 to 5% by weight of at least one compound of claim 4.
Claim 19
Dependent Claim
18 words
A stabilised plastic according to claim 14 which contains 0.01 to 1% by weight of the polymeric stabiliser.
Claim 20
Dependent Claim
18 words
A stabilised plastic according to claim 15 which contains 0.01 to 1% by weight of the polymeric stabiliser.
Claim 21
Dependent Claim
18 words
A stabilised plastic according to claim 16 which contains 0.01 to 1% by weight of the polymeric stabiliser.
Claim 22
Dependent Claim
18 words
A stabilised plastic according to claim 17 which contains 0.01 to 1% by weight of the polymeric stabiliser.
Claim 23
Dependent Claim
23 words
A stabilised plastic according to claim 14 wherein the plastic is selected from the group consisting of polyolefine, styrene polymer, polyurethane or polyamide.
Claim 24
Dependent Claim
23 words
A stabilised plastic according to claim 15 wherein the plastic is selected from the group consisting of polyolefine, styrene polymer, polyurethane or polyamide.
Claim 25
Dependent Claim
23 words
A stabilised plastic according to claim 16 wherein the plastic is selected from the group consisting of polyolefine, styrene polymer, polyurethane or polyamide.
Claim 26
Dependent Claim
23 words
A stabilised plastic according to claim 17 wherein the plastic is selected from the group consisting of polyolefine, styrene polymer, polyurethane or polyamide.
References Cited (Backward Citations)
US3383365A
Cited
US3640928A
Cited
US3705126A
Cited
US3684765A
Cited
US3840494A
Cited
US3941744A
Cited
GB1393616A
Cited
US3859293A
Cited
US4021432A
Cited
US3790525A
Cited
US3940363A
Cited
US3929804A
Cited
US3939168A
Cited
US3850877A
Cited
FR2200380A1
Cited
US3904581A
Cited
US3901853A
Cited
USB559701I5
Cited
US3974127A
Cited
US4001190A
Cited
DE2611208A1
Cited
US4104248A
Cited
US4102870A
Cited
US4145512A
Cited
US4153596A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-11-09 | 1985-05-11 | 1985-11-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-09 | 1989-05-11 | 1989-11-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-09 | 1993-05-11 | 1993-11-10 | $7700.00 | Window Closed / Lapsed |