US5286837A
Expired / Lapsed
US
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Process for increasing stability of poly(esteramides)
Assignee: 3M Co
•
Filing: 1992-12-08
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Granted: 1994-02-15
•
Expires: 2012-12-08
Abstract
Abstract Process for treating poly(esteramides) to improve the heat and storage stability thereof. Polymer is optionally suspended in a liquid medium, treated with an amide group-containing solvent, and then separated from the solvent and liquid medium (if any). Also, poly(esteramides) treated in this process and devices and articles comprising such poly(esteramides).
Inventors
- 👤 Thomas H. Barrows
- 👤 Myhanh T. Truong
- 👤 Paul R. Suszko
- 👤 David W. Stegink
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 18:48
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/48; A; A61; A61L; A61L17/00; A61L17/06; A61L17/10; A61L31/00; A61L31/04; A61L31/06; C08G69/44; C08G69/46
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
203 words
A process for treating poly(esteramide) polymer to increase the stability thereof, said process comprising: a) providing a polymer having the following formula: ##STR2## wherein 1) R 1 and R 6 are identical or different and are hydrogen or methyl; 2) R 3 and R 5 are identical or different and are selected from the group consisting of the following, which are linear or branched, alkylene, alkylene having 1 or 2 nonadjacent catenary oxygen or sulfur atoms, alkenylene, cycloalkylene and arylene; said members of the group having up to 25 carbon atoms in the cyclic compounds and from 2 to 25 carbon atoms in the non-cyclic compounds; 3) R 2 and R 4 are identical or different and are hydrogen or alkyl having 1 to 4 carbon atoms or R 2 and R 4 together are linear or branched alkylene having one to four carbons forming with N--R 3 --N a heterocyclic group having 5 or 6 ring atoms; 4) a and b are independently zero or one; and 5) n having an average value from about 10 to about 400; b) treating said polymer with an amide group-containing solvent; and c) separating said polymer from said amide group-containing solvent to yield stabilized polymer.
Claim 2
Dependent Claim
203 words
A process for treating poly(esteramide) polymer to increase the stability thereof, said process comprising: a) providing a polymer having the following formula: ##STR2## wherein 1) R 1 and R 6 are identical or different and are hydrogen or methyl; 2) R 3 and R 5 are identical or different and are selected from the group consisting of the following, which are linear or branched, alkylene, alkylene having 1 or 2 nonadjacent catenary oxygen or sulfur atoms, alkenylene, cycloalkylene and arylene; said members of the group having up to 25 carbon atoms in the cyclic compounds and from 2 to 25 carbon atoms in the non-cyclic compounds; 3) R 2 and R 4 are identical or different and are hydrogen or alkyl having 1 to 4 carbon atoms or R 2 and R 4 together are linear or branched alkylene having one to four carbons forming with N--R 3 --N a heterocyclic group having 5 or 6 ring atoms; 4) a and b are independently zero or one; and 5) n having an average value from about 10 to about 400; b) treating said polymer with an amide group-containing solvent; and c) separating said polymer from said amide group-containing solvent to yield stabilized polymer.
Claim 3
Dependent Claim
27 words
The process of claim 1 wherein said amide group-containing solvent is selected from at least one of the following: N-methylpyrrolidone, N-methylformamide, N-methylacetamide, formamide, N,N-dimethylformamide, N,N-dimethylacetamide, and tetramethylurea.
Claim 4
Dependent Claim
12 words
The process of claim 1 wherein said amide group-containing solvent is N-methylpyrrolidone.
Claim 5
Dependent Claim
15 words
The process of claim 1 further comprising suspending said polymer in a non-reactive liquid medium.
Claim 6
Dependent Claim
13 words
The process of claim 4 wherein said liquid medium is an aprotic liquid.
Claim 7
Dependent Claim
24 words
The process of claim 4 wherein said liquid medium is one or more of the following: methyl chloroacetate, toluene, chlorobenzene, xylene, 1,1,2-trichloroethane, or 1,4-dioxane.
Claim 8
Dependent Claim
11 words
The process of claim 4 wherein said liquid medium is toluene.
Claim 9
Dependent Claim
20 words
The process of claim 4 further comprising substantially removing said liquid medium and amide group-containing solvent from said stabilized polymer.
Claim 10
Dependent Claim
19 words
The process of claim 4 wherein said liquid medium is a solvent for but is non-reactive with diacid chloride.
Claim 11
Dependent Claim
14 words
The process of claim 4 wherein said liquid medium is a non-solvent for diamidediol.
Claim 12
Dependent Claim
11 words
The process of claim 4 wherein said liquid medium is anhydrous.
Claim 13
Dependent Claim
20 words
The process of claim 4 wherein said liquid medium has a boiling point between about 70° and about 150° C.
Claim 14
Dependent Claim
20 words
The process of claim 4 wherein said liquid medium has a boiling point between about 90° and about 120° C.
Claim 15
Dependent Claim
20 words
The process of claim 4 wherein said stabilized polymer contains about 1.0 weight percent or less of said liquid medium.
Claim 16
Dependent Claim
20 words
The process of claim 4 wherein said stabilized polymer contains about 0.05 weight percent or less of said liquid medium.
Claim 17
Dependent Claim
14 words
The process of claim 1 wherein said stabilized polymer is yielded in dry form.
Claim 18
Dependent Claim
13 words
The process of claim 1 wherein R 3 is a two carbon alkylene.
Claim 19
Dependent Claim
25 words
The process of claim 1 wherein said treating comprises extracting said polymer with said amide group-containing solvent and said separating comprises filtering said stabilized polymer.
Claim 20
Dependent Claim
25 words
The process of claim 1 wherein said treating comprises dissolving said polymer in said amide group-containing solvent and said separating comprises precipitating said stabilized polymer.
Claim 21
Dependent Claim
15 words
The process of claim 19 wherein said stabilized polymer is precipitated by cooling the solution.
Claim 22
Dependent Claim
22 words
The process of claim 20 wherein said solution is cooled so as to maintain a substantially uniform temperature gradient throughout the solution.
Claim 23
Dependent Claim
9 words
The process of claim 1 further comprising vacuum drying.
Claim 24
Dependent Claim
21 words
The process of claim 1 wherein said stabilized polymer contains about 5.0 weight percent or less of said amide group-containing solvent.
Claim 25
Dependent Claim
21 words
The process of claim 1 wherein said stabilized polymer contains about 1.0 weight percent or less of said amide group-containing solvent.
Claim 26
Dependent Claim
21 words
The process of claim 1 wherein said stabilized polymer contains about 0.05 weight percent or less of said amide group-containing solvent.
Claim 27
Dependent Claim
65 words
The process of claim 1 wherein said polymer is made by: a) reacting a diamine with one or more of lactic or glycolic acid to form a diamidediol; and then b) reacting said diamidediol with a compound selected from the group consisting of: dicarboxylic acids, methyl and ethyl esters of dicarboxylic acids, diacid chlorides and anhydrides of a dicarboxylic acid; to form said poly(esteramide) polymer.
Claim 28
Dependent Claim
46 words
The process of claim 26 wherein in said step b), said diamidediol is suspended in a liquid medium when reacted with said compound, said liquid medium being a non-solvent for and non-reactive with said diamidediol and said compound, and being a non-reactive solvent for said compound.
Claim 29
Dependent Claim
11 words
The process of claim 27 wherein said liquid medium is toluene.
Claim 30
Dependent Claim
21 words
The process of claim 26 wherein said poly(esteramide) is synthesized and dissolved in an amide group-containing solvent in the same vessel.
Claim 31
Dependent Claim
8 words
A poly(esteramide) treated in accordance with claim 1.
Claim 32
Dependent Claim
175 words
A poly(esteramide) polymer having the following formula: ##STR3## wherein 1) R 1 and R 6 are identical or different and are hydrogen or methyl; 2) R 3 and R 5 are identical or different and are selected from the group consisting of the following, which are linear or branched, alkylene, alkylene having 1 or 2 nonadjacent catenary oxygen or sulfur atoms, alkenylene, cycloalkylene and arylene; said members of the group having up to 25 carbon atoms in the cyclic compounds and from 2 to 25 carbon atoms in the non-cyclic compounds; 3) R 2 and R 4 are identical or different and are hydrogen or alkyl having 1 to 4 carbon atoms or R 2 and R 4 together are linear or branched alkylene having one to four carbons forming with N--R 3 --N a heterocyclic group having 5 or 6 ring atoms; 4) a and b are independently zero or one; and 4) n having an average value from about 10 to about 400; said polymer containing trace amounts of an amide group-containing solvent.
Claim 33
Dependent Claim
175 words
A poly(esteramide) polymer having the following formula: ##STR3## wherein 1) R 1 and R 6 are identical or different and are hydrogen or methyl; 2) R 3 and R 5 are identical or different and are selected from the group consisting of the following, which are linear or branched, alkylene, alkylene having 1 or 2 nonadjacent catenary oxygen or sulfur atoms, alkenylene, cycloalkylene and arylene; said members of the group having up to 25 carbon atoms in the cyclic compounds and from 2 to 25 carbon atoms in the non-cyclic compounds; 3) R 2 and R 4 are identical or different and are hydrogen or alkyl having 1 to 4 carbon atoms or R 2 and R 4 together are linear or branched alkylene having one to four carbons forming with N--R 3 --N a heterocyclic group having 5 or 6 ring atoms; 4) a and b are independently zero or one; and 4) n having an average value from about 10 to about 400; said polymer containing trace amounts of an amide group-containing solvent.
Claim 34
Dependent Claim
20 words
The polymer of claim 31 wherein said polymer contains about 5.0 weight percent or less of an amide group-containing solvent.
Claim 35
Dependent Claim
20 words
The polymer of claim 31 wherein said polymer contains about 1.0 weight percent or less of said amide group-containing solvent.
Claim 36
Dependent Claim
20 words
The polymer of claim 31 wherein said polymer contains about 0.05 weight percent or less of said amide group-containing solvent.
Claim 37
Dependent Claim
19 words
The polymer of claim 31 wherein said polymer contains about 1.0 weight percent or less of said liquid medium.
Claim 38
Dependent Claim
19 words
The polymer of claim 31 wherein said polymer contains about 0.05 weight percent or less of said liquid medium.
Claim 39
Dependent Claim
13 words
The polymer of claim 11 wherein R 3 is a two carbon alkylene.
Claim 40
Dependent Claim
13 words
A device for in vivo implantation which comprises a polymer of claim 31.
Claim 41
Dependent Claim
8 words
An article comprising the polymer of claim 31.
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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) | 1997-02-14 | 1997-08-16 | 1998-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-02-14 | 2001-08-16 | 2002-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-02-14 | 2005-08-16 | 2006-02-15 | $7700.00 | Window Closed / Lapsed |