Patent US4185003A successfully refreshed from Google Patents.
US4185003A
Expired / Lapsed
US
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Stabilized copolyetheresters
Assignee: EIDP Inc
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Filing: 1978-02-16
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Granted: 1980-01-22
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Expires: 1998-02-16
Abstract
Abstract Thermoplastic copolyetherester elastomers are stabilized against heat and light aging by incorporating into the copolyetherester effective concentrations of a phenolic antioxidant and a hindered amine photostabilizer of the formula ##STR1## where R 1 is hydrogen or an alkyl radical of 1-12 carbon atoms, R 2 and R 3 are alkyl radicals of 1-12 carbon atoms, benzyl, or 3,5-di-tert-butyl-4-hydroxybenzyl.
Inventors
- 👤 Guenther K. Hoeschele
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 23:03
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435; C08K5/0008; C08K5/005; C08K5/20
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
226 words
A copolyetherester composition stabilized against oxidative degradation due to exposure to heat and light, said composition consisting essentially of a copolyetherester consisting essentially of a multiplicity of recurring long chain ester units and short chain ester units joined head-to-tail through ester linkages, said long chain ester units being represented by the formula ##STR9## and said short chain ester units being represented by the formula ##STR10## where G is a divalent radical remaining after the removal of terminal hydroxyl groups from a poly(alkylene oxide)glycol having a number average molecular weight of about 400-6000 and a carbon to oxygen atomic ratio of about 2.5-4.3; R is a divalent radical remaining after removal of carboxyl groups from an aromatic dicarboxylic acid having a molecular weight less than about 300, and D is a divalent radical remaining after removal of hydroxyl groups from a diol having a molecular weight less than about 250; provided said short chain ester units amount to about 15-95 percent by weight of said copolyetherester and effective concentrations of a phenolic antioxidant and a hindered amine photostabilizer of the formula ##STR11## where R 1 represents hydrogen or an alkyl radical of 1-12 carbon atoms and R 2 and R 3 represent an alkyl radical of 1-12 carbon atoms, benzyl, or 3,5-di-tert-butyl-4-hydroxybenzyl with the proviso that at least one of R 2 and R 3 is 3,5-di-tert-butyl-4-hydroxybenzyl.
Claim 2
Dependent Claim
226 words
A copolyetherester composition stabilized against oxidative degradation due to exposure to heat and light, said composition consisting essentially of a copolyetherester consisting essentially of a multiplicity of recurring long chain ester units and short chain ester units joined head-to-tail through ester linkages, said long chain ester units being represented by the formula ##STR9## and said short chain ester units being represented by the formula ##STR10## where G is a divalent radical remaining after the removal of terminal hydroxyl groups from a poly(alkylene oxide)glycol having a number average molecular weight of about 400-6000 and a carbon to oxygen atomic ratio of about 2.5-4.3; R is a divalent radical remaining after removal of carboxyl groups from an aromatic dicarboxylic acid having a molecular weight less than about 300, and D is a divalent radical remaining after removal of hydroxyl groups from a diol having a molecular weight less than about 250; provided said short chain ester units amount to about 15-95 percent by weight of said copolyetherester and effective concentrations of a phenolic antioxidant and a hindered amine photostabilizer of the formula ##STR11## where R 1 represents hydrogen or an alkyl radical of 1-12 carbon atoms and R 2 and R 3 represent an alkyl radical of 1-12 carbon atoms, benzyl, or 3,5-di-tert-butyl-4-hydroxybenzyl with the proviso that at least one of R 2 and R 3 is 3,5-di-tert-butyl-4-hydroxybenzyl.
Claim 3
Dependent Claim
18 words
The composition of claim 1 wherein R 1 is hydrogen or an alkyl radical of 1-4 carbon atoms.
Claim 4
Dependent Claim
21 words
The composition of claim 1 wherein R 2 and R 3 are alkyl radicals of 1-6 carbon atoms, benzyl or 3,5-di-tert-butyl-4-hydroxybenzyl.
Claim 5
Dependent Claim
10 words
The composition of claim 1 wherein the photostabilizer is bis(1,2,2,6,6-pentamethyl-4-piperidinyl)n-butyl-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
Claim 6
Dependent Claim
10 words
The composition of claim 1 wherein the photostabilizer is bis(2,2,6,6-tetramethyl-4-piperidinyl)bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
Claim 7
Dependent Claim
15 words
The composition of claim 1 wherein the phenolic antioxidant is N,N'-hexamethylenebis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), N,N'-trimethylenebis-(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide) or mixtures thereof.
Claim 8
Dependent Claim
15 words
The composition of claim 3 wherein the phenolic antioxidant is N,N'-hexamethylenebis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), N,N'-trimethylenebis-(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide) or mixtures thereof.
Claim 9
Dependent Claim
15 words
The composition of claim 4 wherein the phenolic antioxidant is N,N'-hexamethylenebis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), N,N'-trimethylenebis-(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide) or mixtures thereof.
Claim 10
Dependent Claim
93 words
A process for producing the stabilized copolyetherester composition of claim 1 which comprises reacting said poly(alkylene oxide)glycol, said dicarboxylic acid and said diol in the presence of effective amounts of a phenolic antioxidant that is stable and substantially nonvolatile during polymerization and a hindered amine photostabilizer having the formula: ##STR12## where R 1 is hydrogen or an alkyl radical containing 1-12 carbon atoms; R 2 and R 3 are alkyl radicals containing 1-12 carbon atoms, benzyl or 3,5-di-tert-butyl-4-hydroxybenzyl with the proviso that at least one of R 2 and R 3 is 3,5-di-tert-butyl-4-hydroxybenzyl.
Claim 11
Dependent Claim
18 words
The process of claim 9 wherein R 1 is hydrogen or an alkyl radical of 1-4 carbon atoms.
Claim 12
Dependent Claim
21 words
The process of claim 9 wherein R 2 and R 3 are alkyl radicals of 1-6 carbon atoms, benzyl or 3,5-di-tert-butyl-4-hydroxybenzyl.
Claim 13
Dependent Claim
12 words
The process of claim 9 wherein the photostabilizer is bis(1,2,2,6,6-pentamethyl-4-piperidinyl)n-butyl-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate or bis(2,2,6,6-tetramethyl-4-piperidinyl)bis(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.
Claim 14
Dependent Claim
15 words
The process of claim 9 wherein the phenolic antixoidant is N,N'-hexamethylenebis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), N,N'-tri-methylenebis-(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide) or mixtures thereof.
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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) | 1983-01-21 | 1983-07-23 | 1984-01-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-21 | 1987-07-23 | 1988-01-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-21 | 1991-07-23 | 1992-01-22 | $7700.00 | Window Closed / Lapsed |