US4034015A
Expired / Lapsed
US
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Ester terminated terpolymers
Assignee: DSM Rim Nylon VOF
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Filing: 1974-10-22
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Granted: 1977-07-05
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Expires: 1994-10-22
Abstract
Abstract Lactam-polyol-polyacyl lactam or lactam-polyol-acyl polylactam terpolymers having up to 100% ester end group termination, and both ester linkages and amide linkages between the monomeric segments are disclosed. Also disclosed is a process for preparing the above terpolymer comprising reacting together a lactam, polyol, polyacyl lactam or acyl polylactam, and an alcohol in the presence of a basic lactam polymerization catalyst.
Inventors
- 👤 Ross M. Hedrick
- 👤 James D. Gabbert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:33
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/42; C08G63/00; C08G63/91; C08G69/44
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
174 words
A lactam-polyol-polyacyl lactam block terpolymer or a lactam-polyol-acyl polylactam block terpolymer having at least about 5% ester end group termination and the general formula: ##STR15## wherein (O--Z) z is a polymeric moiety and Z is a hydrocarbon or substituted hydrocarbon group said group being alkylene, arylene, alkylene carbonyl, arylene carbonyl, and mixtures thereof; A and A' are acyl groups selected from ##STR16## R is a divalent hydrocarbon group; n is an integer equal to zero or one; E is an amide group of the formula ##STR17## or an ester group of the formula --O--R' where the --O--R' is the residual of a monohydric functional alcohol; and Y is an alkylene or substituted alkylene having from about 3 to about 14 carbon atoms; R' is an aliphatic or substituted aliphatic hydrocarbon wherein the ester group is attached to other than a cyclic or aromatic radical: x, x', x", and x"' are integers and the total number of x' s is equal to 2w+ 2; and z and w are integers equal to one or more.
Claim 2
Dependent Claim
174 words
A lactam-polyol-polyacyl lactam block terpolymer or a lactam-polyol-acyl polylactam block terpolymer having at least about 5% ester end group termination and the general formula: ##STR15## wherein (O--Z) z is a polymeric moiety and Z is a hydrocarbon or substituted hydrocarbon group said group being alkylene, arylene, alkylene carbonyl, arylene carbonyl, and mixtures thereof; A and A' are acyl groups selected from ##STR16## R is a divalent hydrocarbon group; n is an integer equal to zero or one; E is an amide group of the formula ##STR17## or an ester group of the formula --O--R' where the --O--R' is the residual of a monohydric functional alcohol; and Y is an alkylene or substituted alkylene having from about 3 to about 14 carbon atoms; R' is an aliphatic or substituted aliphatic hydrocarbon wherein the ester group is attached to other than a cyclic or aromatic radical: x, x', x", and x"' are integers and the total number of x' s is equal to 2w+ 2; and z and w are integers equal to one or more.
Claim 3
Dependent Claim
36 words
A block terpolymer according to claim 1 wherein the lactam portion of the terpolymer is formed from a lactam of the formula ##STR18## where Y is an alkylene group having at least about 3 carbon atoms.
Claim 4
Dependent Claim
12 words
A block terpolymer according to claim 2 wherein the lactam is ε-caprolactam.
Claim 5
Dependent Claim
19 words
A block terpolymer according to claim 1 wherein the polyol portion of the terpolymer is formed from alkylene glycol.
Claim 6
Dependent Claim
24 words
A block terpolymer according to claim 4 wherein said alkylene glycol is a polyalkyelen glycol having a molecular weight of at least about 1000.
Claim 7
Dependent Claim
14 words
A block terpolymer according to claim 5 wherein said polyalkylene glycol is polyethylene glycol.
Claim 8
Dependent Claim
14 words
A block terpolymer according to claim 5 wherein said polyalkylene glycol is polypropylene glycol.
Claim 9
Dependent Claim
14 words
A block terpolymer according to claim 5 wherein said polyalkylene glycol is polytetramethylene glycol.
Claim 10
Dependent Claim
19 words
A block terpolymer according to claim 1 wherein the polyol portion of the terpolymer is formed from polybutadiene diol.
Claim 11
Dependent Claim
19 words
A block terpolymer according to claim 1 wherein the polyol portion of the terpolymer is formed from a polyester.
Claim 12
Dependent Claim
13 words
A block terpolymer according to claim 10 wherein said polyester is polycaprolactone diol.
Claim 13
Dependent Claim
22 words
A block terpolymer according to claim 1 wherein the acyl groups of all of said ester and amide linkages are carbonyl groups.
Claim 14
Dependent Claim
17 words
A copolymer according to claim 3 wherein said block terpolymer is of the repeating AB block structure.
Claim 15
Dependent Claim
21 words
A copolymer according to claim 1 wherein said terpolymer is a caprolactam-polyalkylene glycol block polymer with phthaloyl linkages between the blocks.
Claim 16
Dependent Claim
215 words
A process for preparing a lactam-polyol-polyacyl lactam block terpolymer or a lactam-polyol-acyl polylactam block terpolymer or a lactam-polyol-acyl polylactam block terpolymer having the general formula: ##STR19## wherein (O--Z) z is a polymeric moiety and Z is a hydrocarbon or substituted hydrocarbon group said group being alkylene, arylene, alkylene carbonyl, arylene carbonyl, and mixtures thereof; A and A' are acyl groups selected from ##STR20## R is a divalent hydrocarbon group; n is an integer equal to zero or one; E is an imide group of the formula ##STR21## or an ester group of the formula --O--R'; where the --O--R' is the residual of a monohydric functional alcohol. Y is an alkylene or substituted alkylene having from about 3 to about 14 carbon atoms; R' is an aliphatic or substituted aliphatic hydrocarbon wherein the ester group is attached to other than a cyclic or aromatic radical; x, x', x", and x'" are integers and the total number of x' s is equal to 2 w+ 2; and z and w are integers equal to one or more, comprising mixing together lactam monomer, polyol, monohydric alcohol, basic lactam polymerization catalyst and polyacyl lactam or acyl polylactam and polymerizing the lactam, polyol and polyacyl lactam or acyl polylactam to form block terpolymer, having at least 5% ester group termination.
Claim 17
Dependent Claim
215 words
A process for preparing a lactam-polyol-polyacyl lactam block terpolymer or a lactam-polyol-acyl polylactam block terpolymer or a lactam-polyol-acyl polylactam block terpolymer having the general formula: ##STR19## wherein (O--Z) z is a polymeric moiety and Z is a hydrocarbon or substituted hydrocarbon group said group being alkylene, arylene, alkylene carbonyl, arylene carbonyl, and mixtures thereof; A and A' are acyl groups selected from ##STR20## R is a divalent hydrocarbon group; n is an integer equal to zero or one; E is an imide group of the formula ##STR21## or an ester group of the formula --O--R'; where the --O--R' is the residual of a monohydric functional alcohol. Y is an alkylene or substituted alkylene having from about 3 to about 14 carbon atoms; R' is an aliphatic or substituted aliphatic hydrocarbon wherein the ester group is attached to other than a cyclic or aromatic radical; x, x', x", and x'" are integers and the total number of x' s is equal to 2 w+ 2; and z and w are integers equal to one or more, comprising mixing together lactam monomer, polyol, monohydric alcohol, basic lactam polymerization catalyst and polyacyl lactam or acyl polylactam and polymerizing the lactam, polyol and polyacyl lactam or acyl polylactam to form block terpolymer, having at least 5% ester group termination.
Claim 18
Dependent Claim
27 words
A process according to claim 15 wherein said polyol, alcohol, and polyacyl lactam or acyl polylactam are reacted before said lactam is added to the polymerization mixture.
Claim 19
Dependent Claim
29 words
A process according to claim 8 wherein said polyol, alcohol, and polyacyl lactam of acyl polylactam are reacted before said lactam polymerization catalyst is added to the polymerization mixture.
Claim 20
Dependent Claim
26 words
A process according to claim 15 wherein said polymerization catalyst is an alkali metal or alkaline earth metal lactam or a halogenated alkaline earth metal lactam.
Claim 21
Dependent Claim
14 words
A process according to claim 18 wherein said polymerization catalyst is a bromomagnesium lactam.
Claim 22
Dependent Claim
12 words
A process according to claim 15 wherein said alcohol is functionally monohydric.
Claim 23
Dependent Claim
24 words
A process according to claim 20 wherein said monohydric functional alcohol has the formula ROH where R is an aliphatic or substituted aliphatic hydrocarbon.
Claim 24
Dependent Claim
26 words
A process according to claim 20 wherein said functionally monohydric alcohol having the formula ROH is comprised of polymeric R groups which are soluble in lactam.
Claim 25
Dependent Claim
40 words
A process according to claim 20 wherein said alcohol presence is from about 5% to about 150% of the molar equivalents of excess imide groups from acyl polylactam or polyacylactam based on the molar equivalents of hydroxyl from polyol present.
Claim 26
Dependent Claim
18 words
A process according to claim 21 wherein said alcohol is at least one of decyl, 2-octano, and 1-propanol.
Claim 27
Dependent Claim
14 words
A process according to claim 15 wherein said acyl polylactam is an acyl bis-lactam.
Claim 28
Dependent Claim
14 words
A process according to claim 15 wherein said polyacyl lactam is a bis-acyl lactam.
Claim 29
Dependent Claim
13 words
A process according to claim 20 wherein said bis-acyl lactam is terephthaloyl bis-caprolactam.
Claim 30
Dependent Claim
13 words
A process according to claim 20 wherein said bis-acyl lactam is isophthaloyl bis-caprolactam.
Claim 31
Dependent Claim
30 words
A process according to claim 15 wherein the polymerization reaction of the lactam, polyol and polyacyl lactam is carried out at a temperature from about 90° to about 190° C.
Claim 32
Dependent Claim
37 words
A process according to claim 15 wherein the polymerizing is carried out at an initial temperature of about 70° to about 100° C. and is increased to about 150° to about 180° C. during the polymerization reaction.
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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) | 1980-07-04 | 1981-01-03 | 1981-07-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-04 | 1985-01-03 | 1985-07-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-04 | 1989-01-03 | 1989-07-05 | $7700.00 | Window Closed / Lapsed |