Thermally stable monomers and methods of use thereof
US-2025289929-A1 · Sep 18, 2025 · US
US9708437B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9708437-B2 |
| Application number | US-201514805094-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 21, 2015 |
| Priority date | Nov 21, 2014 |
| Publication date | Jul 18, 2017 |
| Grant date | Jul 18, 2017 |
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A resin formulation is provided. The resin formulation includes carboxy anhydride at 100 parts by weight, first diisocyanate having the following formula (I) at 20-90 parts by weight, second diisocyanate having the following formulas (II), (III) or a combination thereof at 45-103 parts by weight, and bismaleimide (BMI) at 50-200 parts by weight. A resin polymer and a composite material including the resin polymer are also provided. In formulas (I), (II) and (III), A includes benzene or cyclohexane, Q includes C1-C12 alkylene, —O—, —S— or —SO 2 —, X includes —H, —CH 3 or —CH 2 CH 3 , R 1 includes —H, —CH 3 or —CH 2 CH 3 , and E includes —H, —CH 3 or —CH 2 CH 3 .
Opening claim text (preview).
What is claimed is: 1. A resin formulation, comprising: 100 parts by weight of a carboxy anhydride; 20-90 parts by weight of a first diisocyanate having the following formula (I); 45-103 parts by weight of a second diisocyanate having the following formulae (II), (III) or a combination thereof; and 50-200 parts by weight of a bismaleimide (BMI), wherein formulae (I), (II) and (III) are as follows: wherein A is independently benzene or cyclohexane, Q is C1-C12 alkylene, —O—, —S— or —SO 2 —, X is independently —H, —CH 3 or —CH 2 CH 3 , R 1 is independently —H, —CH 3 or —CH 2 CH 3 , and E is independently —H, —CH 3 or —CH 2 CH 3 . 2. The resin formulation according to claim 1 , wherein the carboxy anhydride has the following formula: wherein A is benzene or cyclohexane, R is —H, —CH 3 or —COOH, and q ranges from 0 to 8. 3. The resin formulation according to claim 1 , wherein the first diisocyanate having formula (I) and the second diisocyanate having formula (II) have a weight ratio of 25-75:55-115. 4. The resin formulation according to claim 1 , wherein the first diisocyanate having formula (I) and the second diisocyanate having formula (II) have a weight ratio of 30-65:65-105. 5. The resin formulation according to claim 1 , wherein the first diisocyanate having formula (I) and the second diisocyanate having formula (III) have a weight ratio of 25-75:40-100. 6. The resin formulation according to claim 1 , wherein the first diisocyanate having formula (I) and the second diisocyanate having formula (III) have a weight ratio of 30-65:50-90. 7. The resin formulation according to claim 1 , wherein the first diisocyanate having formula (I), the second diisocyanate having formula (II) and the second diisocyanate having formula (III) have a weight ratio of 80-300:100:10-1000. 8. The resin formulation according to claim 1 , wherein the first diisocyanate having formula (I), the second diisocyanate having formula (II) and the second diisocyanate having formula (III) have a weight ratio of 150-200:100:50-600. 9. The resin formulation according to claim 1 , wherein Q is —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 6 —, —(CH 2 ) 8 —, —(CH 2 ) 12 — or —C(CH 3 ) 2 —. 10. The resin formulation according to claim 1 , wherein the bismaleimide has the following formulae: wherein R 1 is independently —(CH 2 ) 2 —, —(CH 2 ) 6 —, —(CH 2 ) 8 —, —(CH 2 ) 12 —, —CH 2 —C(CH 3 ) 2 —CH 2 —CH(CH 3 )—CH 2 —CH 2 —, 11. The resin formulation according to claim 1 , further comprising inorganic powders at 50-200 parts by weight. 12. The resin formulation according to claim 1 , wherein the resin formulation comprising: 25-70 parts by weight of the first diisocyanate; 50-103 parts by weight of the second diisocyanate; and 80-180 parts by weight of the bismaleimide (BMI). 13. The resin formulation according to claim 11 , wherein the inorganic powders comprise silicon oxide, aluminum oxide, magnesium oxide or a combination thereof. 14. A resin polymer prepared by a method, comprising: mixing a carboxy anhydride, a first diisocyanate, a second diisocyanate and a bismaleimide (BMI) and polymerizing the mixture to form the resin polymer, wherein the first diisocyanate has the following formula (I) and the second diisocyanate has the following formulae (II), (III) or a combination thereof, wherein the carboxy anhydride is at 100 parts by weight, the first diisocyanate is at 20-90 parts by weight, the second diisocyanate is at 45-103 parts by weight, and the bismaleimide (BMI) is at 50-200 parts by weight, wherein A is independently benzene or cyclohexane, Q is C1-C12 alkylene, —O—, —S— or —SO 2 —, X is independently —H, —CH 3 or —CH 2 CH 3 , R 1 is independently —H, —CH 3 or —CH 2 CH 3 , and E is independently —H, —CH 3 or —CH 2 CH 3 . 15. The resin polymer according to claim 14 , wherein the first diisocyanate having formula (I) and the second diisocyanate having formula (II) have a weight ratio of 25-75:55-115. 16. The resin polymer according to claim 14 , wherein the first diisocyanate having formula (I) and the second diisocyanate having formula (III) have a weight ratio of 25-75:40-100. 17. The resin polymer according to claim 14 , wherein the first diisocyanate having formula (I), the second diisocyanate having formula (II) and the second diisocyanate having formula (III) have a weight ratio of 80-300:100:10-1000. 18. The resin polymer according to claim 14 , wherein Q is —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 6 —, —(CH 2 ) 8 —, —(CH 2 ) 12 — or —C(CH 3 ) 2 —. 19. A composite material, comprising: a substrate; and a resin polymer according to claim 14 formed on the substrate. 20. The composite material according to claim 19 , wherein the substrate comprises fiber or metal.
containing condensed aromatic rings · CPC title
having three carboxylic acid groups · CPC title
Silica · CPC title
containing only one alkylene bisphenyl group · CPC title
containing imide groups (C08G18/3821 takes precedence) · CPC title
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