US4232131A
Expired / Lapsed
US
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Polymeric light stabilizers for plastics
Assignee: BASF Corp
•
Filing: 1978-11-13
•
Granted: 1980-11-04
•
Expires: 1998-11-13
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 derivative 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 or 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
2026-10-23 18:22
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: 23
Claim 1
Independent Claim
80 words
A polyamide, the recurrent molecular unit of which contains a polyalkylpiperidine radical of the formula ##STR61## or is substituted by a polyalkylpiperidine side group of the formula ##STR62## in which R denotes hydrogen or alkyl with 1-5 C atoms and R' denotes hydrogen, alkyl with 1-12 C atoms, alkenyl with 3-8 C atoms, alkinyl with 3-6 C atoms, aralkyl with 7-12 C atoms, alkanoyl with 1-8 C atoms or alkenoyl with 3-5 C atoms, and copolymers thereof with polyalkylpiperidine-free components.
Claim 2
Dependent Claim
80 words
A polyamide, the recurrent molecular unit of which contains a polyalkylpiperidine radical of the formula ##STR61## or is substituted by a polyalkylpiperidine side group of the formula ##STR62## in which R denotes hydrogen or alkyl with 1-5 C atoms and R' denotes hydrogen, alkyl with 1-12 C atoms, alkenyl with 3-8 C atoms, alkinyl with 3-6 C atoms, aralkyl with 7-12 C atoms, alkanoyl with 1-8 C atoms or alkenoyl with 3-5 C atoms, and copolymers thereof with polyalkylpiperidine-free components.
Claim 3
Dependent Claim
56 words
A polyamide, the recurrent molecular unit of which contains a polyalkylpiperidine radical of the formula ##STR63## or is substituted by a polyalkylpiperidine side group of the formula ##STR64## in which R denotes hydrogen or an alkyl radical with 1-5 C atoms and R' denotes hydrogen, alkyl with 1-12 C atoms, allyl, benzyl, acetyl, acryloyl or crotonyl.
Claim 4
Dependent Claim
56 words
A polyamide, the recurrent molecular unit of which contains a polyalkylpiperidine radical of the formula ##STR63## or is substituted by a polyalkylpiperidine side group of the formula ##STR64## in which R denotes hydrogen or an alkyl radical with 1-5 C atoms and R' denotes hydrogen, alkyl with 1-12 C atoms, allyl, benzyl, acetyl, acryloyl or crotonyl.
Claim 5
Dependent Claim
133 words
A polyamide according to claim 1 or 2, of the general formula I or II ##STR65## in which n denotes a value from 2 to about 50, X and X' denote NY and Y denotes hydrogen, alkyl with 1-18 C atoms, cycloalkyl with 5-12 C atoms, aralkyl with 7-11 C atoms, aryl with 6-14 C atoms or a polyalkylpiperidine radical of the formula VIII ##STR66## in which R and R' are as defined in claim 50 and Z represents a direct bond, the group --CH 2 CH 2 -- or the group --OCH 2 CH 2 CH 2 --; A, B and D denote divalent organic radicals, and wherein in each of the formulae I and II, at least one polyalkylpiperidine radical is present in the main chain or as a side group.
Claim 6
Dependent Claim
341 words
A polyamide according to claim 3 of the general formula I, in which X and X' denote NY and Y represents hydrogen, alkyl with 1-12 C atoms, cyclohexyl, benzyl or a polyalkylpiperidine radical of the formula VIII, A denotes one of the radicals of the formulae IX to XVII ##STR67## in which R denotes hydrogen or alkyl with 1-5 C atoms, R' denotes hydrogen, alkyl with 1-12 C atoms, allyl, benzyl, acetyl, acryloyl or crotonyl, m is 1, 2 or 3, p is zero or 1, R 4 denotes hydrogen, alkyl with 1-12 C atoms, allyl, benzyl or 3,5-di-tert.butyl-4-hydroxybenzyl, X" is oxygen or NH, Z denotes a direct bond, --CH 2 CH 2 -- or --OCH 2 CH 2 CH 2 --, Z 1 denotes --CH 2 --, --CH 2 CH 2 -- or --CO--Z 12 -- and Z 12 denotes one of the radicals --CH 2 CH 2 --, --(CH 2 ) 3 --, --CH═CH--, ##STR68## Z 2 denotes 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 with 4-10 C atoms, p-xylylene, ##STR69## --O--alkylene--O-- with 1-10 C atoms, --O--alkenylene--O-- with 4-8 C atoms or --O--xylylene--O--, in which R 3 denotes hydrogen, alkyl with 1-12 C atoms, cyclohexyl, benzyl or aryl with 6-14 C atoms, R" denotes alkanoyl with 1-8 C atoms or alkenoyl with 3-5 C atoms and Z 3 denotes alkylene with 1-10 C atoms or phenylene, and B' represents an alkylene radical with 2-12 C atoms, a xylylene or hexahydroxylylene radical, a cyclohexylene or 4,4'-dicyclohexylmethane radical, an arylene radical with 6-12 C atoms or a --phenylene--Z 4 --phenylene-- radical, in which Z 4 denotes --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 --, and B represents an alkylene radical with 2-12 C atoms, arylene with 6-12 C atoms, xyxylene, hexahydroxylylene, a cyclohexylene or 4,4-dicyclohexylmethane radical or a radical --phenylene--Z 4 --phenylene-- in which Z 4 is --CH 2 --, >C(CH 3 ) 2 , --O-- or --SO 2 --.
Claim 7
Dependent Claim
192 words
A polyamide according to claim 3 of the general formula I in which X and X' are NY, Y is as defined in claim 4, n denotes a value from 2 to about 50, A denotes a direct bond, alkylene or phenyl-substituted, benzyl-substituted or hydroxydialkylbenzyl-substituted alkylene with 1-12 C atoms, arylene with 6-12 C-atoms, cycloalkylene with 6-12 C-atoms or a radical of the formulae IX to XVII as defined in claim 4 and B represents one of the radicals of the formulae XXXI to XXXIX ##STR70## in which R, R', Z and Z 2 are as defined in claim 4, B" has the same meaning as B in claim 4, R 5 is hydrogen, methyl or phenyl, Z 5 represents alkylene or alkenylene with 4-8 C atoms, p-xylylene of a group of the formula ##STR71## wherein Z 7 is alkylene with 2-12 C-atoms, arylene with 6-12 C-atoms, 4,4'-dicyclohexylenemethane or a radical-phenylene --Z 4 --phenylene-- in which Z 4 has the meaning indicated in claim 4 and Z 7' denotes alkylene or alkenylene with 4-8 C-atoms or p-xylylene, Z 8 is alkylene with 1-6 C-atoms or phenylene and X" is O or NH.
Claim 8
Dependent Claim
59 words
A polyamide according to claim 3 of the general formula I, in which X is NY and X' is NH or NY, A is as defined in claim 5, B is as defined in claim 53 and Y is a polyalkylpiperidine radical of the formula XL ##STR72## in which R and R 1 are as defined in claim 3.
Claim 9
Dependent Claim
57 words
A polyamide according to claim 3 of the general formula II, in which X is NH and --X--D--CO-- represents a group of the formulae LX, LXI or LXII ##STR73## in which m, and R' are as defined in claim 3 and Z 9 denotes --CH 2 CH 2 -- or --OCH 2 CH 2 CH 2 --.
Claim 10
Dependent Claim
27 words
A copolymer according to claim 1 which consists of one of the structural units listed in claims 4, 5, 6 or 7 and a polyalkylpiperidine-free structural unit.
Claim 11
Dependent Claim
20 words
A copolymer according to claim 8 in which the proportion of the polyalkylpiperidine-free component is at most 50 mol %.
Claim 12
Dependent Claim
13 words
A polyamide according to claim 1 in which R is hydrogen or methyl.
Claim 13
Dependent Claim
11 words
A polyamide according to claim 1 in which R is hydrogen.
Claim 14
Dependent Claim
15 words
A polyamide according to one of claims 4 or 5 in which Y is hydrogen.
Claim 15
Dependent Claim
19 words
A polyamide according to one of claims 4, 5, 6 or 7 in which R' denotes hydrogen or methyl.
Claim 16
Dependent Claim
11 words
A polyamide according to claim 13 in which R' is hydrogen.
Claim 17
Dependent Claim
12 words
A polyamide according to claim 6 in which R 3 is hydrogen.
Claim 18
Dependent Claim
102 words
A polyamide according to claim 4 of the general formula I, in which X and X' are NH, B represents an alkylene radical with 2-12 C atoms, arylene with 6-12 C atoms, xylylene, hexahydroxylylene, a cyclohexylene or 4,4-dicyclohexylmethane radical or a radical phenylene--Z 4 --phenylene--, in which Z 4 is --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 , and A represents one of the radicals XIV, XV or XVI, in which R and R' denote hydrogen or methyl, Z represents a direct bond and Z 1 , Z 2 and B' are as defined in claim 4.
Claim 19
Dependent Claim
69 words
A polyamide according to claim 5, of the general formula I, in which X and X' are NH, A represents alkylene with 1-12 C atoms or arylene with 6-12 C atoms and B represents a radical of the formula XXXVI or XXXVIII, in which R and R' are hydrogen or methyl, Z represents a direct bond and Z 5 is alkylene or alkenylene with 4-8 C atoms or p-xylylene.
Claim 20
Dependent Claim
81 words
A polyamide according to claim 6, of the general formula I, in which X is NY and X' is NH or NY, Y is a tetramethylpiperidine radical of the formula XLa ##STR74## A denotes alkylene with 1-12 C atoms or arylene with 6-12 C atoms and B denotes alkylene with 2-12 C atoms, arylene with 6-12 C atoms, 4,4'-dicyclohexylenemethane or phenylene--Z 4 --phenylene, in which Z 4 represents --CH 2 --, C(CH 3 ) 2 , --O-- or --SO 2 --.
Claim 21
Dependent Claim
20 words
A plastic stabilised against photodegradation which contains 0.005 to 5% by weight of at least one polyamide of claim 1.
Claim 22
Dependent Claim
18 words
A stabilised plastic according to claim 19 which contains 0.01 to 1% by weight of the polymeric stabiliser.
Claim 23
Dependent Claim
25 words
A plastic according to claim 19 or 20 in which said plastic is selected from the group consisting of polyolefine, styrene polymer, polyurethane or polyamide.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-11-04 | 1984-05-05 | 1984-11-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-04 | 1988-05-05 | 1988-11-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-04 | 1992-05-05 | 1992-11-04 | $7700.00 | Window Closed / Lapsed |