Alicyclic diepoxy compound having bis-spironorbornane structure, method for producing the same, and use thereof
An alicyclic diepoxy compound represented by the following general formula (1): (in the general formula (1), R 1 and R 2 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, and a fluorine atom, and n represents an integer of 2 to 5).
1. An alicyclic diepoxy compound represented by the following general formula (1):
(in the general formula (1), R 1 and R 2 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, and a fluorine atom, and n represents an integer of 2 to 5).
2. The alicyclic diepoxy compound according to claim 1 , wherein
n in the general formula (1) is 2 or 3.
3. The alicyclic diepoxy compound according to claim 1 , wherein
n in the general formula (1) is 2.
4. A method for producing an alicyclic diepoxy compound having a bis-spironorbornane structure represented by the following general formula (1), the method comprising:
epoxidizing one carbon-carbon unsaturated bond in a compound having a norbornene structure represented by the following general formula (2) to obtain an alicyclic monoepoxy compound represented by the following general formula (3); and
epoxidizing another carbon-carbon unsaturated bond in the obtained compound to obtain the alicyclic diepoxy compound represented by the following general formula (1):
(in the general formula (2), R 1 and R 2 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, and a fluorine atom, and n represents an integer of 2 to 5);
(in the general formula (3), R 1 and R 2 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, and a fluorine atom, and n represents an integer of 2 to 5); and
(in the general formula (1), R 1 and R 2 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, and a fluorine atom, and n represents an integer of 2 to 5).
5. The method for producing an alicyclic diepoxy compound according to claim 4 , wherein
n in the general formula (1) is 2 or 3.
6. The method for producing an alicyclic diepoxy compound according to claim 4 , wherein
n in the general formula (1) is 2.
7. The method for producing an alicyclic diepoxy compound according to claim 4 , wherein
an epoxidation reaction is conducted in the presence of a hydrogen peroxide solution, a heteropoly acid catalyst, and a surfactant.
8. An alicyclic monoepoxy compound represented by the following general formula (3):
(in the general formula (3), R 1 and R 2 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 10 carbon atoms, and a fluorine atom, and n represents an integer of 2 to 5).
9. The alicyclic monoepoxy compound according to claim 8 , wherein
n in the general formula (3) is 2 or 3.
10. The alicyclic monoepoxy compound according to claim 8 , wherein
n in the general formula (3) is 2.