US4857595A
Expired / Lapsed
US
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Polymer bound hindered amine light stabilizers
Assignee: Arkema Inc
•
Filing: 1987-08-12
•
Granted: 1989-08-15
•
Expires: 2007-08-12
Abstract
Abstract Polymer bound hindered amine light stabilizers are prepared by reacting hindered amine light stabilizers containing reactive hydrazide functionalities with anhydride containing polymers or copolymers. The reactions may be carried out in an inert solvent or in a melt blending step. The polymer bound hindered amine light stabilizers are useful alone or may also be used to stabilize other polymers, copolymers or polymer blends against the deleterious effects of heat and/or light.
Inventors
- 👤 Robert T. Kazmierzak
- 👤 Ronald E. MacLeay
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 02:37
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/30
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
76 words
A polymer with recurring units selected from ##STR8## or both in which the units occur either in the polymer backbone, or as pendant units, or both and wherein R 1 and R 2 are independently selected from hydrogen, alkyl of 1 to 6 carbons, cycloakyl of 5 to 7 carbons, phenyl, chlorine, or bromine, x is an integer of 0 or 1, and ##STR9## represents the residue of a hydrazido substituted hindered amine light stabilizer group.
Claim 2
Dependent Claim
76 words
A polymer with recurring units selected from ##STR8## or both in which the units occur either in the polymer backbone, or as pendant units, or both and wherein R 1 and R 2 are independently selected from hydrogen, alkyl of 1 to 6 carbons, cycloakyl of 5 to 7 carbons, phenyl, chlorine, or bromine, x is an integer of 0 or 1, and ##STR9## represents the residue of a hydrazido substituted hindered amine light stabilizer group.
Claim 3
Dependent Claim
357 words
The polymer bound hindered amine light stabilizer composition of claim 1 wherein G has the structure ##STR10## where R 4 is selected from hydrogen, oxyl, hydroxyl, alkyl of 1 to 20 carbons, alkenyl or alkynyl of 3 to 8 carbons, aralkyl of 7 to 12 carbons, aliphatic acyl of 1 to 10 carbons, aromatic acyl of 7 to 13 carbons, alkoxycarbonyl of 2 to 9 carbons, aryloxycarbonyl of 7 to 15 carbons, alkyl, aryl, cycloalkyl or aralkyl substituted carbamoyl of 2 to 13 carbons, hydroxyalkyl of 1 to 5 carbons, 2-cyanoethyl, epoxyalkyl of 3 to 10 carbons, or poly(oxyalkylene) of 4 to 30 carbons, R 5 is selected from hydrogen or alkyl of 1 to 4 carbons, R 6 is hydrogen, hydroxyl, or alkoxy of 1 to 4 carbons, and when R 6 is hydrogen, X is a divalent radical selected from --Z--R 7 --C(═O)--N(R 8 )--, --Z--C(═O)--N(R 8 )--, --Z--C(═O)--R 9 --C(═O)--N(R 8 )--, --R 7 --C(═O)--N(R 8 )--, or --C(═O)--N(R 8 )--, and Z is --O--, --N(R 10 )--, or --N(R 12 )--R 11 --N(R 12 )-- and when R 6 is hydroxyl or alkoxy, X is a divalent radical selected from --R 7 --C(═O)--N(R 8 )-- or --C(═O)--N(R 8 )-- and R 7 is an alkylene diradical of 1 to 4 carbons, R 8 is selected from hydrogen, primary or secondary alkyl of 1 to 8 carbons, aralkyl of 7 to 12 carbons or cycloalkyl of 5 to 12 carbons, R 9 is selected from a direct bond, or a substituted or unsubstituted radical of alkylene of 1 to 14 carbons, oxydialkylene of 4 to 10 carbons, thiodialkylene of 4 to 10 carbons, alkenylene of 2 to 10 carbons, o, m, or p-phenylene wherein the substituents are selected from lower alkyl, lower alkoxy, hydroxy, bromine, chlorine, mercapto or lower alkylmercapto, R 10 and R 12 are selected from hydrogen, alkyl of 1 to 10 carbons, aryl of 6 to 12 carbons or cycloalkyl of 5 to 12 carbons and R 10 may also be a radical of the formula ##STR11## or a 2-cyanoethyl radical and R 11 is alkylene of 2 to 12 carbons.
Claim 4
Dependent Claim
97 words
The polymer bound hindered amine light stabilizer composition of claim 2 wherein R 4 is hydrogen, methyl, acetyl, benzoyl, 2-hydroxyethyl or benzyl, R 5 is hydrogen or methyl, R 6 is hydrogen, X is selected from --Z--C(═O)--N(R 8 )--, --Z--R 7 --C(═O)--N(R 8 )-- or --Z--C(═O)--R 9 --C(═O)--N(R 8 )--, Z is --O-- or --N(R 10 )--, R 7 is --(CH 2 ) b --, R 8 is hydrogen or methyl, R 9 is a direct bond or alkylene diradical of 1-7 carbons, b is 1 or 2 and R 10 is hydrogen or a 2,2,6,6-tetramethyl-4-piperidinyl radical.
Claim 5
Dependent Claim
46 words
The composition of claim 3 wherein R 4 is hydrogen or methyl, X is --Z--R 7 --C(═O)--N(R 8 )--, Z is --N(R 10 )--, R 5 , R 6 , R 8 and R 10 are hydrogen, and R 7 is --(CH 2 ) b --.
Claim 6
Dependent Claim
14 words
The composition of claim 4 wherein R 4 is hydrogen and b is 1.
Claim 7
Dependent Claim
14 words
The composition of claim 4 wherein R 4 is hydrogen and b is 2.
Claim 8
Dependent Claim
39 words
The composition of claim 3 wherein R 4 is hydrogen, methyl, or acetyl, X is --Z--C(═O)--R 9 --C(═O)--N(R 8 )--, Z is --N(R 10 )--, and R 5 , R 6 , R 8 and R 10 are hydrogen.
Claim 9
Dependent Claim
17 words
The composition of claim 7 wherein R 4 is hydrogen and R 9 is a direct bond.
Claim 10
Dependent Claim
17 words
The composition of claim 7 wherein R 4 is hydrogen and R 9 is a 1,2-ethylene diradical.
Claim 11
Dependent Claim
17 words
The composition of claim 7 wherein R 4 is hydrogen and R 9 is a 1,4-butylene diradical.
Claim 12
Dependent Claim
17 words
The composition of claim 7 wherein R 4 is hydrogen and R 9 is a 1,7-heptylene diradical.
Claim 13
Dependent Claim
17 words
The composition of claim 7 wherein R 4 is acetyl and R 9 is a direct bond.
Claim 14
Dependent Claim
42 words
The composition of claim 3 wherein X is --Z--C(═O)--R 9 --C(═O)--N--(R 8 )--, Z is --N(R 10 )--, R 4 , R 5 , R 6 and R 10 are hydrogen, R 8 is methyl and R 9 is a direct bond.
Claim 15
Dependent Claim
29 words
The composition of claim 3 wherein X is --Z--C(═O)--N(R 8 )--, Z is --O--, R 4 is methyl and R 5 , R 6 and R 8 are hydrogen.
Claim 16
Dependent Claim
33 words
The composition of claim 3 wherein X is --Z--C(═O)--N(R 8 )--, Z is --N(R 10 )-- and R 4 , R 5 , R 6 , R 8 and R 10 are hydrogen.
Claim 17
Dependent Claim
40 words
A polymer composition comprising a synthetic polymer which is subject to thermal, oxidative, or actinic light degradation and an effective amount of the composition of claim 1 to stabilize the polymer composition against the degradative effects of heat or light.
Claim 18
Dependent Claim
24 words
The composition of claim 16 wherein the synthetic polymer or copolymer is selected from polystyrene, rubber-modified polystyrene, polyolefins, polyphenylene ether, polyamide or mixtures thereof.
Claim 19
Dependent Claim
11 words
The composition of claim 17 wherein the synthetic polymer is polypropylene.
Claim 20
Dependent Claim
11 words
The composition of claim 17 wherein the synthetic polymer is polyethylene.
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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) | 1992-08-14 | 1993-02-13 | 1993-08-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-08-14 | 1997-02-13 | 1997-08-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-08-14 | 2001-02-13 | 2001-08-15 | $7700.00 | Window Closed / Lapsed |