Synthesis of cross-linked plant-oil based polymers using bismaleimides as crosslinkers
A method of preparing a plant oil based polymer comprising heating a plant oil in the presence of a bismaleimide crosslinker in the substantial absence of a solvent at a temperature at or above the melting temperature of the bismaleimide crosslinker, where the bismaleimide crosslinker is defined by the formula where R 1 is a divalent organic group.
1. A method of preparing a plant oil based polymer comprising heating a plant oil in the presence of a bismaleimide crosslinker in the substantial absence of a solvent at a temperature of 130° C. to 200° C. to thereby form a plant oil based polymer in one step, where the bismaleimide crosslinker is defined by the formula
where R l is a divalent organic group.
2. The method of claim 1 , where the method is performed in less than 5% solvent.
3. The method of claim 1 , where the method is performed in the absence of a solvent.
4. The method of claim 1 , where at least 22% maleimine groups of the bismaleimide crosslinker react with the plant oil through an ene reaction.
5. The method of claim 1 , where the plant oil is a fatty acid, fatty ester, glycerolipid or combination thereof.
6. The method of claim 1 , where the plant oil is a glycerolipid and the glycerolipid is a triglyceride.
7. The method of claim 1 , where the plant oil is selected from soybean oil, linseed oil, corn oil, cotton seed oil, palm oil, and peanut oil.
8. The method of claim 1 , where the bismaleimide crosslinker is defined by the formula
where R 2 is a divalent organic group and each p is individually 0 to about 36 units, and n is about 1 to about 10 units.
9. The method of claim 1 , where the bismaleimide crosslink is defined by the formula
where each R 3 is individually a divalent organic group and each n is individually about 1 to about 10 units.
10. The method of claim 1 , where the bismaleimide crosslinker is selected from the group consisting of
where each p is individually 0 to about 36 units, and
where n is about 1 to about 10.
11. A method of preparing a plant oil based polymer comprising heating a reaction mixture consisting essentially of a plant oil and a bismaleimide crosslinker at a temperature of 130° C. to 200° C. to thereby form a plant oil based polymer in one step, where the bismaleimide crosslinker is defined by the formula
where R l is a divalent organic group.
12. A method of preparing a plant oil based polymer comprising:
(i)preparing a reaction mixture that is essentially solvent free by combining a plant oil and a bismaleimide crosslinker;
(ii) heating said reaction mixture at a temperature of 130° C. to 200° C. until a crosslinked polymer is formed, where the bismaleimide crosslinker is defined by the formula
where R 1 is a divalent organic group.
13. A method of preparing a plant oil based polymer comprising
heating a plant oil in the presence of a bismaleimide crosslinker in the substantial absence of a solvent to a temperature at or above the melting temperature of the bismaleimide crosslinker, where the bismaleimide crosslinker is defined by the formula
where R 2 is a divalent organic group and each p is individually 0 to about 36 units, and n is about 1 to about 10 units.
14. A method of preparing a plant oil based polymer comprising heating a plant oil in the presence of a bismaleimide crosslinker in the substantial absence of a solvent to a temperature at or above the melting temperature of the bismaleimide crosslinker, where the bismaleimide crosslink is defined by the formula
where each R 3 is individually a divalent organic group and each n is individually about 1 to about 10 units.