US4366301A
Expired / Lapsed
US
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Crosslinkable thermoplastic polyurethane resins containing ethylenic side groups
Assignee: Societe Nationale des Poudres et Explosifs
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Filing: 1981-04-30
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Granted: 1982-12-28
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Expires: 2001-04-30
Abstract
Abstract The invention relates to the field of crosslinkable thermoplastic polyurethane resins containing ethylenic side groups. This resin preferably results from the reaction of (a) an organic diisocyanate, (b) a saturated linear diol, (c) a diol having a molecular weight of less than 300, and (d) an unsaturated diol consisting of the acrylic or methacrylic acid ester of a trihydric alcohol, of the formula: <IMAGE> in which R3=Me or H and n is an integer between 1 and 4. 2,3-Dihydroxypropyl acrylate will preferably be used. The polyurethane resin according to the invention can be processed in accordance with the well-known traditional processes for thermoplastics, while at the same time being capable of undergoing crosslinking, by virtue of their unsaturated side groups, to form a three-dimensional lattice. Application to profiles and prepregs.
Inventors
- 👤 Patrice M. Le Roy
- 👤 Jacky P. Pattein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 19:59
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/675; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31598
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
208 words
Crosslinkable thermoplastic polyurethane resin containing ethylenic side groups, which is the product of the reaction of: (a) an organic diisocyanate, (b) a long-chain saturated linear diol having a molecular weight of between 450 and 4,000, (c) an aliphatic, cycloaliphatic or aromatic compound having a molecular weight of less than 300, which contains 2 to 20 carbon atoms and possesses two groups having at least one hydrogen atom which is active towards the NCO groups, and (d) an unsaturated diol consisting of the acrylic or methacrylic acid ester of a trihydric alcohol, of the formula: ##STR13## in which R 1 and R 2 , which are identical or different, are hydrogen, a lower alkyl group, an aryl group or a halogen, R 3 is hydrogen, a lower alkyl, aryl or cycloalkyl group or a halogen and n is 1, 2, 3 or 4 the diisocyanate compound (a) being present in a ratio NCO: group having at least one H which is active towards the NCO groups, which is less than or equal to 1.1, the molar ratio diol (b): compounds (c)+(d) being between 0 and 10 and the molar ratio compound (c): unsaturated diol (d) being between 0 and 10 if b≠0 and between 1 and 10 if b=0.
Claim 2
Dependent Claim
208 words
Crosslinkable thermoplastic polyurethane resin containing ethylenic side groups, which is the product of the reaction of: (a) an organic diisocyanate, (b) a long-chain saturated linear diol having a molecular weight of between 450 and 4,000, (c) an aliphatic, cycloaliphatic or aromatic compound having a molecular weight of less than 300, which contains 2 to 20 carbon atoms and possesses two groups having at least one hydrogen atom which is active towards the NCO groups, and (d) an unsaturated diol consisting of the acrylic or methacrylic acid ester of a trihydric alcohol, of the formula: ##STR13## in which R 1 and R 2 , which are identical or different, are hydrogen, a lower alkyl group, an aryl group or a halogen, R 3 is hydrogen, a lower alkyl, aryl or cycloalkyl group or a halogen and n is 1, 2, 3 or 4 the diisocyanate compound (a) being present in a ratio NCO: group having at least one H which is active towards the NCO groups, which is less than or equal to 1.1, the molar ratio diol (b): compounds (c)+(d) being between 0 and 10 and the molar ratio compound (c): unsaturated diol (d) being between 0 and 10 if b≠0 and between 1 and 10 if b=0.
Claim 3
Dependent Claim
29 words
Polyurethane resin according to claim 1, wherein the compound (c) is a member selected from the group consisting of saturated or unsaturated diols and a mixture of these compounds.
Claim 4
Dependent Claim
23 words
Polyurethane resin according to claim 1, wherein the unsaturated diol (d) has the formula: ##STR14## R 3 and n having the same meaning.
Claim 5
Dependent Claim
16 words
Polyurethane resin according to claim 3, wherein the unsaturated diol (d) is 2,3-dihydroxypropyl acrylate or methacrylate.
Claim 6
Dependent Claim
24 words
Polyurethane resin according to claim 1, having a molecular weight of between 15,000 and 100,000, wherein the ratio NCO:OH is between 0.95 and 1.1.
Claim 7
Dependent Claim
22 words
Polyurethane resin according to claim 1, having a molecular weight of less than 15,000, wherein the ratio NCO:OH is less than 0.95.
Claim 8
Dependent Claim
31 words
Polyurethane resin according to claim 1, which is mixed with a reactive diluent system comprising at least one unsaturated monomeric compound which can be polymerised by addition onto the said resin.
Claim 9
Dependent Claim
21 words
Preimpregnated materials which comprise a fibrous substance impregnated with a mixture containing at least one polyurethane resin according to claim 1.
Claim 10
Dependent Claim
10 words
Materials obtained by crosslinking the resins according to claim 1.
Claim 11
Dependent Claim
24 words
The thermoplastic polyurethane resin according to claim 1, wherein said long chain saturated linear diol (b) has a molecular weight between 500 and 2,500.
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) | 1985-12-27 | 1986-06-28 | 1986-12-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-12-27 | 1990-06-28 | 1990-12-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-12-27 | 1994-06-28 | 1994-12-28 | $7700.00 | Window Closed / Lapsed |