US4775718A
Expired / Lapsed
US
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Modified polyester, methods of preparing same and compositions comprising said modified polyester
Assignee: Kraton Polymers US LLC
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Filing: 1986-12-31
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Granted: 1988-10-04
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Expires: 2006-12-31
Abstract
Abstract An elastomeric homopolymer or copolymer is reacted with or, in effect, grafted onto an unsaturated polyester and the reaction product or graft polymer may then be used in a thermosetting unsaturated polyester resin composition. The chemical linkage between the elastomeric polymer and the unsaturated polyester is a cyclic structure comprising 6 carbon atoms. The chemical bond is achieved by first treating the elastomeric polymer to incorporate a conjugated diolefin structure and then adding the conjugated diolefin group to an ethylenically unsaturated group in the polyester or a monomeric dienophile. When added to a monomeric dienophile, the polyester is then grafted onto the elastomeric polymer at the site of the monomeric dienophile. The chemical linkage or bonding occurs through a 4+2 Diels Alder addition. The reaction or grafting effectively incorporates an elastomer segment into the thermosetting polyester resin composition and imparts improved surface characteristics and impact resistance without risk of destructive phase separation which has, heretofore, occurred when thermoplastic elastomers were incorporated into thermosetting polyester resin compositions.
Inventors
- 👤 Antonius A. Broekhuis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:19
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G81/00; C08G81/02; C08G81/024; C08G81/027; C08F; C08F297/00; C08F297/02; C08F297/04; C08F299/00; C08F299/02; C08F299/026; C08G63/12; C08G63/52; C08G63/54; C08G63/553
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
31 words
An unsaturated polyester modified by having at least one elastomeric polymer segment chemically bonded thereto via a Diels-Alder 4+2 addition, said chemical bond comprising a cyclic member containing 6 carbon atoms.
Claim 2
Dependent Claim
31 words
An unsaturated polyester modified by having at least one elastomeric polymer segment chemically bonded thereto via a Diels-Alder 4+2 addition, said chemical bond comprising a cyclic member containing 6 carbon atoms.
Claim 3
Dependent Claim
17 words
The polyester of claim 1 wherein said unsaturated polyester comprises unsaturated dicarboxylic acid or anhydride monomer units.
Claim 4
Dependent Claim
23 words
The polyester of claim 2 wherein said elastomeric polymer segment is a homopolymer of a diolefin having from 4 to 12 carbon atoms.
Claim 5
Dependent Claim
28 words
The polyester of claim 2 wherein said elastomeric polymer segment is a copolymer of an alkenyl-substituted aromatic hydrocarbon and a diolefin having from 4 to 12 carbon atoms.
Claim 6
Dependent Claim
12 words
The polyester of claim 4 wherein said copolymer is a block copolymer.
Claim 7
Dependent Claim
25 words
The polyester of claim 5 wherein said block copolymer comprises a single block comprising an alkenyl-substituted aromatic hydrocarbon and a single block comprising a diolefin.
Claim 8
Dependent Claim
32 words
The polyester of claim 1 wherein one carbon atom in said conjugated diolefin linkage required for the Diels-Alder 4+2 addition was contained in a diolefin monomeric unit of said elastomeric polymer segment.
Claim 9
Dependent Claim
40 words
The polyester of claim 1 wherein one of the carbon atoms in the conjugated diene linkage required for the Diels-Alder 4+2 addition was contained in the alkenyl portion of an alkenyl-substituted aromatic hydrocarbon monomer unit of said elastomeric polymer segment.
Claim 10
Dependent Claim
44 words
A thermosetting unsaturated polyester resin composition comprising an unsaturated polyester having at least one segment of an elastomeric homopolymer or copolymer chemically bonded thereto via a Diels-Alder 4+2 addition, said chemical bond comprising a cyclic structure containing 6 carbon atoms, and a vinyl monomer.
Claim 11
Dependent Claim
44 words
A thermosetting unsaturated polyester resin composition comprising an unsaturated polyester having at least one segment of an elastomeric homopolymer or copolymer chemically bonded thereto via a Diels-Alder 4+2 addition, said chemical bond comprising a cyclic structure containing 6 carbon atoms, and a vinyl monomer.
Claim 12
Dependent Claim
25 words
The thermosetting unsaturated polyester resin of claim 9 wherein said elastomeric polymer is a homopolymer of a diolefin containing from 4 to 12 carbon atoms.
Claim 13
Dependent Claim
31 words
The thermosetting unsaturated polyester resin composition of claim 9 wherein said elastomeric polymer is a copolymer of an alkenyl-substituted aromatic hydrocarbon and a diolefin having from 4 to 12 carbon atoms.
Claim 14
Dependent Claim
16 words
The thermosetting unsaturated polyester resin composition of claim 11 wherein said copolymer is a block copolymer.
Claim 15
Dependent Claim
31 words
The thermosetting unsaturated polyester resin composition of claim 12 wherein said block copolymer comprises a single block comprising alkenyl-substituted aromatic hydrocarbon monomer units and a single block comprising diolefin monomer units.
Claim 16
Dependent Claim
20 words
The thermosetting unsaturated polyester resin composition of claim 9 wherein said unsaturated polyester comprises vinyl substituted monocarboxylic acid monomer units.
Claim 17
Dependent Claim
50 words
A thermosetting unsaturated polyester resin composition comprising an unmodified unsaturated polyester, and unsaturated polyester modified by having at least one segment of an elastomeric homopolymer or copolymer chemically bonded thereto via a Diels-Alder 4+2 addition, said chemical bond comprising a cyclic structure containing 6 carbon atoms, and a vinyl monomer.
Claim 18
Dependent Claim
50 words
A thermosetting unsaturated polyester resin composition comprising an unmodified unsaturated polyester, and unsaturated polyester modified by having at least one segment of an elastomeric homopolymer or copolymer chemically bonded thereto via a Diels-Alder 4+2 addition, said chemical bond comprising a cyclic structure containing 6 carbon atoms, and a vinyl monomer.
Claim 19
Dependent Claim
26 words
The thermosetting unsaturated polyester resin of claim 15 where in said elastomeric polymer is a homopolymer of a diolefin containing from 4 to 12 carbon atoms.
Claim 20
Dependent Claim
31 words
The thermosetting unsaturated polyester resin composition of claim 15 wherein said elastomeric polymer is a copolymer of an alkenyl-substituted aromatic hydrocarbon and a diolefin having from 4 to 12 carbon atoms.
Claim 21
Dependent Claim
16 words
The thermosetting unsaturated polyester resin composition of claim 17 wherein said copolymer is a block copolymer.
Claim 22
Dependent Claim
31 words
The thermosetting unsaturated polyester resin composition of claim 18 wherein said block copolymer comprises a single block comprising alkenyl-substituted aromatic hydrocarbon monomer units and a single block comprising diolefin monomer units.
Claim 23
Dependent Claim
22 words
The thermosetting unsaturated polyester resin composition of claim 15 wherein said unmodified unsaturated polyester comprises unsaturated dicarboxylic acid or anhydride monomer units.
Claim 24
Dependent Claim
21 words
The thermosetting unsaturated polyester resin composition of claim 15 wherein said unmodified unsaturated polyester comprises vinyl substituted monocarboxylic acid monomer units.
Claim 25
Independent Claim
80 words
A method of reacting or grafting an elastomeric polymer with or onto an unsaturated polyester comprising the steps of: (a) treating a preformed elastomeric polymer so as to incorporate a conjugated diolefin group; (b) reacting said conjugated diolefin group with an ethylenically unsaturated group in an unsaturated polyester via a Diels-Alder 4+2 addition so as to chemically combine said elastomeric polymer and said unsaturated polyester through a cyclic hydrocarbon structure comprising 6 carbon atoms; and (c) recovering a modified polyester.
Claim 26
Independent Claim
80 words
A method of reacting or grafting an elastomeric polymer with or onto an unsaturated polyester comprising the steps of: (a) treating a preformed elastomeric polymer so as to incorporate a conjugated diolefin group; (b) reacting said conjugated diolefin group with an ethylenically unsaturated group in an unsaturated polyester via a Diels-Alder 4+2 addition so as to chemically combine said elastomeric polymer and said unsaturated polyester through a cyclic hydrocarbon structure comprising 6 carbon atoms; and (c) recovering a modified polyester.
Claim 27
Dependent Claim
22 words
The process of claim 22 wherein said elastomeric polymer is a homopolymer of a diolefin having from 4 to 12 carbon atoms.
Claim 28
Dependent Claim
27 words
The process of claim 22 wherein said elastomeric polymer is a copolymer of an alkenyl-substituted aromatic hydrocarbon and a diolefin having from 4 to 12 carbon atoms.
Claim 29
Dependent Claim
12 words
The process of claim 24 wherein said copolymer is a block compolymer.
Claim 30
Dependent Claim
27 words
The process of claim 25 wherein said block copolymer contains a single block comprising alkenyl-substituted aromatic hydrocarbon monomer units and a single block comprising diolefin monomer units.
Claim 31
Dependent Claim
55 words
The process of claim 22 wherein said elastomeric polymer contains a lithium atom bonded to a terminal carbon atom and said diolefin group is produced by first reacting the lithium alkyl with a 2,3-ethylenically unsaturated aldehyde or ketone and thereafter neutralizing the resulting salt with an acid to produce an alcohol which is then dehydrated.
Claim 32
Dependent Claim
16 words
The process of claim 27 wherein said lithium alkyl is reacted with a 2,3-ethylenically unsaturated aldehyde.
Claim 33
Dependent Claim
10 words
The process of claim 28 wherein said aldehyde is acrolein.
Claim 34
Dependent Claim
71 words
A process for grafting an unsaturated polyester onto an elastomeric polymer comprising the steps of: (a) treating a preformed elastomeric polymer so as to incorporate a conjugated diolefin group; (b) reacting said elastomeric polymer containing said conjugated diolefin with an unsaturated dicarboxylic acid or a vinyl substituted monocarboxylic acid via a 2+4 Diels-Alder addition; and (c) using the reaction product from step (b) as a monomer in a polyester polymerization process.
Claim 35
Dependent Claim
71 words
A process for grafting an unsaturated polyester onto an elastomeric polymer comprising the steps of: (a) treating a preformed elastomeric polymer so as to incorporate a conjugated diolefin group; (b) reacting said elastomeric polymer containing said conjugated diolefin with an unsaturated dicarboxylic acid or a vinyl substituted monocarboxylic acid via a 2+4 Diels-Alder addition; and (c) using the reaction product from step (b) as a monomer in a polyester polymerization process.
Claim 36
Dependent Claim
47 words
The process of claim 30 wherein said elastomeric polymer is reacted with an unsaturated dicarboxylic acid and the reaction product then substituted for a portion of unsaturated dicarboxylic acid used in a process to produce a polyester by condensing an unsaturated dicarboxylic acid with a polyhydric alcohol.
Claim 37
Dependent Claim
47 words
The process of claim 30 wherein said elastomeric polymer is reacted with a vinyl-substituted monocarboxylic acid and the reaction product then substituted for a portion of vinyl-substituted monocarboxylic acid monomer in a process wherein a polyester is produced by condensing a vinyl-substituted monocarboxylic acid with a polyepoxide.
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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) | 1991-10-04 | 1992-04-04 | 1992-10-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-10-04 | 1996-04-04 | 1996-10-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-10-04 | 2000-04-04 | 2000-10-04 | $7700.00 | Window Closed / Lapsed |