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US4299926A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymeric light stabilizers for plastics

Assignee: Novartis Corp
•
Filing: 1980-08-05
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Granted: 1981-11-10
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Expires: 2000-08-05
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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.

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

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