US4233412A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polymeric light stabilizers for plastics
Assignee: BASF Corp
•
Filing: 1978-11-07
•
Granted: 1980-11-11
•
Expires: 1998-11-07
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 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
2026-10-23 14:28
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: 22
Claim 1
Independent Claim
80 words
A polyester, 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 polyester, 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 polyester, 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 polyester, 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
58 words
A polyester according to claim 1 of the general formula I or II ##STR65## wherein A, B and D denote divalent organic radicals, n has a value of from 2 to about 50, and, 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
336 words
A polyester according to claim 3 of the general formula I, in which X and X' denote oxygen and A denotes one of the radicals of the formulae IX to XVII ##STR66## 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, preferably zero, R 4 denotes hydrogen, alkyl with 1-12 C atoms, allyl, benzyl or 3,5-di-tert.butyl-4-hydroxybenzyl, X" is oxygen or preferably NH, Z denotes a direct bond or --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--, ##STR67## 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 ##STR68## -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, but preferably H, 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 in which B denotes an alkylene radical with 2-12 C atoms, an alkenylene radical with 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 --.
Claim 7
Dependent Claim
215 words
A polyester according to claim 3 of the formula I, in which X and X' are oxygen, 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 formula IX to XVII defined in claim 4 and B represents one of the radicals of the formulae XVIII to XXX ##STR69## in which R, R', X", R 3 , Z, Z 2 and B' have the meanings indicated in claim 4, R 5 is hydrogen, methyl or phenyl, Z 5 represents alkylene or alkenylene with 4-8 C atoms, p-xylylene or a group of the formula ##STR70## Z 6 represents one of the groups --CH 2 CH 2 --, --OCH 2 CH(R 5 )--N(R 3 )--CH 2 --CH(R 5 )--, --CH 2 CH 2 --N(R 3 )--CH 2 CH(R 5 )-- or --O--(CH 2 ) 3 --N(R 3 )--CH 2 CH(R 5 )--, 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, Z 7' denotes alkylene or alkenylene with 4-8 C atoms or p-xylylene and B" has the same meaning as B in claim 4.
Claim 8
Dependent Claim
59 words
A polyester according to claim 3 of the general formula II, in which X is oxygen and -X-D-CO- represents one of the radicals of the formulae L to LIX ##STR71## in which m, X", Z, R, R' and Z 12 have the same meaning as in claim 4 and R 5 has the same meaning as in claim 5.
Claim 9
Dependent Claim
26 words
A copolymer according to claim 1, which consists of one of the structural units listed in claims 4, 5 or 6 and a polyalkylpiperidine-free structural unit.
Claim 10
Dependent Claim
20 words
A copolymer according to claim 7 in which the proportion of the polyalkylpiperidine-free component is at most 50 mol %.
Claim 11
Dependent Claim
13 words
A polyester according to claim 1 in which R is hydrogen or methyl.
Claim 12
Dependent Claim
11 words
A polyester according to claim 1 in which R is hydrogen.
Claim 13
Dependent Claim
18 words
A polyester according to one of claims 4, 5 or 6 in which R' denotes hydrogen or methyl.
Claim 14
Dependent Claim
11 words
A polyester according to claim 11 in which R' is hydrogen.
Claim 15
Dependent Claim
16 words
A polyester according to one of claims 4 or 6 in which R 3 is hydrogen.
Claim 16
Dependent Claim
115 words
A polyester according to claim 4 of the general formula I, in which X and X' are oxygen, B denotes an alkylene radical with 2-12 C atoms, an alkenylene radical with 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 -- and A denotes one of the radicals of the formulae XIV, XV or XVI, in which R and R' denote hydrogen or methyl, Z is a direct bond, M is 1 or 2 and Z 1 , Z 2 and B' have the meaning given in claim 4.
Claim 17
Dependent Claim
127 words
A polyester according to claim 5 of the general formula I, in which X and X' are oxygen, A represents alkylene or phenyl-substituted or benzyl-substituted alkylene with 1-15 C atoms or arylene with 6-12 C atoms and B represents one of the radicals of the formulae XVIII, XXI, XXV or XXX in which R, R' and R 5 are hydrogen or methyl, B" denotes an alkylene radical with 2-12 C atoms, an alkenylene radical with 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 -- and Z 2 , Z 5 and Z 6 have the meaning given in claim 5.
Claim 18
Dependent Claim
56 words
A polyester according to claim 6 of the general formula II, in which -X-D-CO- represents a radical of the formula L, LV, LVI or LVII, in which R, R 3 and R 5 are hydrogen or methyl, m is 1 or 2, Z denotes a direct bond and Z 12 represents, 1,2-ethylene, 1,3-propylene, vinylene or o-phenylene.
Claim 19
Dependent Claim
20 words
A plastic stabilised against photodegradation which contains 0.005 to 5% by weight of at least one polyester of claim 1.
Claim 20
Dependent Claim
18 words
A stabilised plastic according to claim 17 which contains 0.01 to 1% by weight of the polymeric stabilizer.
Claim 21
Dependent Claim
25 words
A plastic according to claim 17 or 18 in which the plastic is selected from the group consisting of polyolefine, styrene polymer, polyurethane or polyamide.
Claim 22
Dependent Claim
18 words
A stabilised plastic according to claim 18 which contains 0.02 to 0.5% by weight of the polymeric stabiliser.
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
US3850877A
Cited
US3929804A
Cited
US3939168A
Cited
FR2200380A1
Cited
US3904581A
Cited
USB559701I5
Cited
US3974127A
Cited
US4001190A
Cited
US3901853A
Cited
DE2611208A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-11-11 | 1984-05-12 | 1984-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-11 | 1988-05-12 | 1988-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-11 | 1992-05-12 | 1992-11-11 | $7700.00 | Window Closed / Lapsed |