US4501879A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyesteramides and containers having improved gas barrier properties formed therefrom
Assignee: Eastman Chemical Co
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Filing: 1984-03-26
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Granted: 1985-02-26
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Expires: 2004-03-26
Abstract
Abstract The present invention provides novel polyesteramides and containers having improved gas barrier properties formed therefrom. The novel polyesteramides comprise the reaction product of a diamine having 2 to about 20 carbon atoms, a diol containing up to about 24 carbon atoms, and a dicarboxylic acid component. The dicarboxylic acid component consists essentially of about 5 to 100 mole % of a specified first, heteroatom-containing dicarboxylic acid, and 0 to about 95 mole % of a second dicarboxylic acid containing up to about 24 carbon atoms. In the polyesteramide, the diamine component comprises about 10 to 90 mole % of the total diamine and diol components. The present invention further provides containers, such as molded containers, films, coextruded articles, laminated articles, etc., formed from the polyesteramides of the present invention.
Inventors
- 👤 Robert B. Barbee
- 👤 Roy K. Bass
- 👤 Burns Davis
- 👤 Larry A. Minnick
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 20:47
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/44
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
131 words
A novel polyesteramide having improved gas barrier properties which comprises the reaction product of (A) a diamine having 2 to about 20 carbon atoms; (B) a diol containing up to about 24 carbon atoms; and (C) a dicarboxylic acid component consisting essentially of (i) about 5 to 100 mole percent of a first, heteroatom-containing dicarboxylic acid of the formula HO.sub.2 CCH.sub.2 X(RX).sub.y CH.sub.2 CO.sub.2 H wherein X represents --O--, --S--, or ##STR5## y is 0 or 1, and R represents an aromatic moiety comprising 6 to about 24 carbon atoms, and (ii) 0 to about 95 mole percent of a second dicarboxylic acid containing up to about 24 carbon atoms, wherein component (A) comprises about 10 to 90 mole percent of the total of components (A) and (B) in said polyesteramide.
Claim 2
Dependent Claim
131 words
A novel polyesteramide having improved gas barrier properties which comprises the reaction product of (A) a diamine having 2 to about 20 carbon atoms; (B) a diol containing up to about 24 carbon atoms; and (C) a dicarboxylic acid component consisting essentially of (i) about 5 to 100 mole percent of a first, heteroatom-containing dicarboxylic acid of the formula HO.sub.2 CCH.sub.2 X(RX).sub.y CH.sub.2 CO.sub.2 H wherein X represents --O--, --S--, or ##STR5## y is 0 or 1, and R represents an aromatic moiety comprising 6 to about 24 carbon atoms, and (ii) 0 to about 95 mole percent of a second dicarboxylic acid containing up to about 24 carbon atoms, wherein component (A) comprises about 10 to 90 mole percent of the total of components (A) and (B) in said polyesteramide.
Claim 3
Dependent Claim
12 words
The polyesteramide of claim 1 wherein said diamine comprises an aliphatic diamine.
Claim 4
Dependent Claim
22 words
The polyesteramide of claim 2 wherein said aliphatic diamine comprises 1,2-ethylenediamine, 1,3-propylenediamine, 1,6-hexylenediamine, 1,12-dodecylenediamine, piperazine, 1,4-cyclohexanebismethylamine, p-xylylenediamine, m-xylylenediamine, or a mixture thereof.
Claim 5
Dependent Claim
12 words
The polyesteramide of claim 1 wherein said diamine comprises an aromatic diamine.
Claim 6
Dependent Claim
20 words
The polyesteramide of claim 4 wherein said diamine comprises m-phenylenediamine, p-phenylenediamine, methylenebisaniline, a toluenediamine, a naphthalenediamine, or a mixture thereof.
Claim 7
Dependent Claim
15 words
The polyesteramide of claim 5 wherein said diamine comprises m-phenylenediamine, p-phenylenediamine, or a mixture thereof.
Claim 8
Dependent Claim
19 words
The polyesteramide of claim 1 wherein said diamine comprises m-phenylenediamine, p-phenylenediamine, 1,6-hexylenediamine, piperazine, m-xylylenediamine, p-xylylenediamine, or a mixture thereof.
Claim 9
Dependent Claim
12 words
The polyesteramide of claim 1 wherein said diol comprises an aliphatic glycol.
Claim 10
Dependent Claim
26 words
The polyesteramide of claim 8 wherein said glycol comprises ethylene glycol, propylene glycol, 1,4-butanediol, neopentyl glycol, 1,6-hexanediol, 1,2-cyclohexanedimethanol, 1,3-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, diethylene glycol, or a mixture thereof.
Claim 11
Dependent Claim
40 words
The polyesteramide of claim 1 wherein said diol comprises a heteroatom-containing diol of the formula HOCH.sub.2 CH.sub.2 XRXCH.sub.2 CH.sub.2 OH wherein X represents --O--, --S--, or ##STR6## and R represents an aromatic moiety comprising 6 to about 24 carbon atoms.
Claim 12
Dependent Claim
9 words
The polyesteramide of claim 10 wherein R represents phenylene.
Claim 13
Dependent Claim
9 words
The polyesteramide of claim 10 wherein X represents --O--.
Claim 14
Dependent Claim
18 words
The polyesteramide of claim 10 wherein said heteroatom-containing diol comprises 1,2-, 1,3-, or 1,4-bis(2-hydroxyethoxy)benzene, or a mixture thereof.
Claim 15
Dependent Claim
22 words
The polyesteramide of claim 1 wherein said R group of said first dicarboxylic acid is selected from the group consisting of ##STR7##
Claim 16
Dependent Claim
25 words
The polyesteramide of claim 1 wherein said first dicarboxylic acid comprises iminodiacetic acid, oxydiacetic acid, thiodiacetic acid, 1,4-phenylenedioxydiacetic acid, 1,3-phenylenedioxydiacetic acid, or a mixture thereof.
Claim 17
Dependent Claim
9 words
The polyesteramide of claim 1 wherein X represents --O--.
Claim 18
Dependent Claim
27 words
The polyesteramide of claim 1 wherein said second dicarboxylic acid comprises isophthalic acid, terephthalic acid, 1,4-cyclohexanedicarboxylic acid, sebacic acid, succinic acid, adipic acid, or a mixture thereof.
Claim 19
Dependent Claim
19 words
The polyesteramide of claim 17 wherein said second dicarboxylic acid comprises isophthalic acid, adipic acid or a mixture thereof.
Claim 20
Dependent Claim
26 words
The polyesteramide of claim 1 wherein component (A) comprises about 15 to 75 mole percent of the total of components (A) and (B) in said polyesteramide.
Claim 21
Dependent Claim
26 words
The polyesteramide of claim 19 wherein component (A) comprises about 20 to 60 mole percent of the total of components (A) and (B) in said polyesteramide.
Claim 22
Dependent Claim
19 words
The polyesteramide of claim 1 wherein said polyesteramide exhibits a glass transition temperature of at least about 40° C.
Claim 23
Dependent Claim
9 words
A container formed from the polyesteramide of claim 1.
Claim 24
Dependent Claim
10 words
A molded container formed from the polyesteramide of claim 1.
Claim 25
Dependent Claim
9 words
A film formed from the polyesteramide of claim 1.
Claim 26
Dependent Claim
9 words
A coextruded article comprising the polyesteramide of claim 1.
Claim 27
Dependent Claim
9 words
A laminated article comprising the polyesteramide of claim 1.
Claim 28
Dependent Claim
150 words
A novel polyesteramide having improved gas barrier properties and a glass transition temperature of at least about 40° C. which comprises the reaction product of (A) a diamine component comprising 1,2-ethylenediamine, 1,3-propylenediamine, 1,6-hexylenediamine, 1,12-dodecylenediamine, piperazine, 1,4-cyclohexanebismethylamine, p-xylylenediamine, m-xylylenediamine, m-phenylenediamine, p-phenylenediamine, methylenebisaniline, a toluenediamine, a naphthalenediamine, or a mixture thereof; (B) a diol component comprising an aliphatic glycol containing up to about 12 carbon atoms; and (C) a dicarboxylic acid component consisting essentially of (i) about 5 to 100 mole percent of a first, heteroatom-containing diacid comprising iminodiacetic acid, oxydiacetic acid, thiodiacetic acid, 1,4-phenylenedioxydiacetic acid, 1,3-phenylenedioxydiacetic acid, or a mixture thereof, and (ii) about 0 to 95 mole percent of a second diacid comprising isophthalic acid, terephthalic acid, 1,4-cyclohexanedicarboxylic acid, sebacic acid, succinic acid, adipic acid, or a mixture thereof, wherein component (A) comprises about 20 to 60 mole percent of the total of components (A) and (B) in said polyesteramide.
Claim 29
Dependent Claim
150 words
A novel polyesteramide having improved gas barrier properties and a glass transition temperature of at least about 40° C. which comprises the reaction product of (A) a diamine component comprising 1,2-ethylenediamine, 1,3-propylenediamine, 1,6-hexylenediamine, 1,12-dodecylenediamine, piperazine, 1,4-cyclohexanebismethylamine, p-xylylenediamine, m-xylylenediamine, m-phenylenediamine, p-phenylenediamine, methylenebisaniline, a toluenediamine, a naphthalenediamine, or a mixture thereof; (B) a diol component comprising an aliphatic glycol containing up to about 12 carbon atoms; and (C) a dicarboxylic acid component consisting essentially of (i) about 5 to 100 mole percent of a first, heteroatom-containing diacid comprising iminodiacetic acid, oxydiacetic acid, thiodiacetic acid, 1,4-phenylenedioxydiacetic acid, 1,3-phenylenedioxydiacetic acid, or a mixture thereof, and (ii) about 0 to 95 mole percent of a second diacid comprising isophthalic acid, terephthalic acid, 1,4-cyclohexanedicarboxylic acid, sebacic acid, succinic acid, adipic acid, or a mixture thereof, wherein component (A) comprises about 20 to 60 mole percent of the total of components (A) and (B) in said polyesteramide.
Claim 30
Dependent Claim
19 words
The polyesteramide of claim 27 wherein said diamine comprises m-phenylenediamine, p-phenylenediamine, 1,6-hexylenediamine, piperazine, m-xylylenediamine, p-xylylenediamine, or a mixture thereof.
Claim 31
Dependent Claim
15 words
The polyesteramide of claim 28 wherein said diamine comprises m-phenylenediamine, p-phenylenediamine, or a mixture thereof.
Claim 32
Dependent Claim
26 words
The polyesteramide of claim 27 wherein said glycol comprises ethylene glycol, propylene glycol, 1,4-butanediol, neopentyl glycol, 1,6-hexanediol, 1,2-cyclohexanedimethanol, 1,3-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, diethylene glycol, or a mixture thereof.
Claim 33
Dependent Claim
46 words
The polyesteramide of claim 27 wherein said diol component further comprises at least about 10% by weight of a heteroatom-containing diol of the formula HOCH 2 CH 2 OROCH 2 CH 2 OH wherein R represents an aromatic moiety comprising 6 to about 14 carbon atoms.
Claim 34
Dependent Claim
18 words
The polyesteramide of claim 31 wherein said heteroatom-containing diol comprises 1,2-, 1,3-, or 1,4-bis(2-hydroxyethoxy)benzene, or a mixture thereof.
Claim 35
Dependent Claim
20 words
The polyesteramide of claim 27 wherein said first diacid comprises oxydiacetic acid, 1,3-phenylenedioxydiacetic acid, 1,4-phenylenedioxydiacetic acid, or a mixture thereof.
Claim 36
Dependent Claim
18 words
The polyesteramide of claim 27 wherein said second diacid comprises isophthalic acid, adipic acid, or a mixture thereof.
Claim 37
Dependent Claim
19 words
The polyesteramide of claim 27 wherein said polyesteramide exhibits a glass transition temperature of at least about 50° C.
Claim 38
Dependent Claim
9 words
A container formed from the polyesteramide of claim 27.
Claim 39
Dependent Claim
10 words
A molded container formed from the polyesteramide of claim 27.
Claim 40
Dependent Claim
9 words
A film formed from the polyesteramide of claim 27.
Claim 41
Dependent Claim
9 words
A coextruded article comprising the polyesteramide of claim 27.
Claim 42
Dependent Claim
9 words
A laminated article comprising the polyesteramide of claim 27.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-02-26 | 1988-08-27 | 1989-02-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-02-26 | 1992-08-27 | 1993-02-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-02-26 | 1996-08-27 | 1997-02-26 | $7700.00 | Window Closed / Lapsed |