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US5115075A
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Amide and hydroxymethyl functionalized polyethers as thermoplastic barrier resins
Assignee: Dow Chemical Co
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Filing: 1990-05-08
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Granted: 1992-05-19
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Expires: 2010-05-08
Abstract
Abstract Polyethers having improved barrier to oxygen are normally solid, thermoplastic polyethers having aromatic ether repeating units in their backbones and pendent hydroxyl moieties and pendent amido, N-substituted amido and/or hydroxyalkyl moieties. Such polyethers are prepared by reacting diglycidyl ethers of dihydric aromatic compounds such as diglycidyl ether of bisphenol A with dihydric phenols having pendent amido, N-substituted amido and/or hydroxyalkyl moieties such as 2,2-bis(4-hydroxyphenyl)acetamide and 3,5-dihydroxybenzamide.
Inventors
- 👤 David J. Brennan
- 👤 Jerry E. White
- 👤 Anthony P. Haag
- 👤 Shari L. Kram
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 04:18
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/62; C08G59/621; C07; C07C; C07C235/00; C07C235/02; C07C235/32; C07C235/34; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
142 words
A thermoplastic polyether having repeating units represented by the formula: ##STR34## wherein each A is individually a divalent aromatic moiety represented by one of the formulae: ##STR35## wherein Ar is arylene, X is amido, N-substituted amido or hydroxyalkyl and R2 is hydrogen or hydrocarbyl or substituted hydrocarbyl wherein the hydrocarbyl is a monovalent hydrocarbon selected from alkyl, cycloalkyl, aralkyl or aryl and the substitutent (s) is (are) a monovalent moiety which is inert in the reactions used to prepare the copolyether; each B is individually a divalent aromatic moiety different from A; R1 is hydrogen or a monovalent hydrocarbon; and X is a number sufficient to reduce the oxygen permeability of the polyether to a value which is measurably lower than that of a polyether consisting of repeating units represented by the formula: ##STR36## wherein B and R1 are as previously defined.
Claim 2
Dependent Claim
142 words
A thermoplastic polyether having repeating units represented by the formula: ##STR34## wherein each A is individually a divalent aromatic moiety represented by one of the formulae: ##STR35## wherein Ar is arylene, X is amido, N-substituted amido or hydroxyalkyl and R2 is hydrogen or hydrocarbyl or substituted hydrocarbyl wherein the hydrocarbyl is a monovalent hydrocarbon selected from alkyl, cycloalkyl, aralkyl or aryl and the substitutent (s) is (are) a monovalent moiety which is inert in the reactions used to prepare the copolyether; each B is individually a divalent aromatic moiety different from A; R1 is hydrogen or a monovalent hydrocarbon; and X is a number sufficient to reduce the oxygen permeability of the polyether to a value which is measurably lower than that of a polyether consisting of repeating units represented by the formula: ##STR36## wherein B and R1 are as previously defined.
Claim 3
Dependent Claim
48 words
The polyether of claim 1 wherein each B is individually a divalent aromatic moiety selected from the group consisting of carbonyldiphenylene, m-phenylene, sulfonyldiphenylene, p-phenylene, isopropylidene diphenylene, biphenylene, biphenylene oxide, methylenediphenylene, biphenylene sulfide, naphthylene, biphenylenecyanomethane, 3,3'-dialkylidiphenylene-isopropylidene, 3,3',4,4'-tetraalkydiphenylene-isopropylidene, bis (N-phenyleneamido)alkylene and the corresponding alkyl-substituted derivatives of the divalent aromatic moieties.
Claim 4
Dependent Claim
15 words
The polyether of claim 1 wherein x is a number from about 0.05 to 1.
Claim 5
Dependent Claim
16 words
The polyether of claim 1 wherein each R1 is individually hydrogen, alkyl, cycloalkyl, aralkyl, or aryl.
Claim 6
Dependent Claim
9 words
The polyether of claim 2 wherein A is 3,5-benzamide.
Claim 7
Dependent Claim
29 words
The polyether of claim 5 wherein B is propylidenediphenylene; each R1 is individually hydrogen, methyl, ethyl or propyl; and x is a number from about 0.1 to about 0.5.
Claim 8
Dependent Claim
39 words
The polyether of claim 6 which is represented by the formula: ##STR37## wherein Y is predominantly hydroxy and Y' is predominantly ##STR38## or a monovalent organic terminating group, and n is a whole number from 10 to about 1000.
Claim 9
Dependent Claim
20 words
The polymer of claim 7 wherein A is 3,5- benzamide, B is propylidenediphenylene, x is 0.5, and n is 200-400.
Claim 10
Dependent Claim
12 words
The polymer of claim 1 in the form of a barrier container.
Claim 11
Dependent Claim
12 words
The polymer of claim 2 in the form of a barrier film.
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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) | 1995-05-19 | 1995-11-18 | 1996-05-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-05-19 | 1999-11-18 | 2000-05-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-05-19 | 2003-11-18 | 2004-05-19 | $7700.00 | Window Closed / Lapsed |