Rubber composition, modified polymer, and tire
An object of the present invention is to provide a modified polymer that can realize a rubber composition having excellent low heat build-up and that has excellent productivity, a rubber composition containing the modified polymer, and a tire produced using the rubber composition. The modified polymer of the present invention is obtained by reacting a modifier having a nitrone group and a carboxy group with a conjugated diene polymer not containing a tetrasubstituted olefin and/or a trisubstituted olefin.
1. A rubber composition comprising a diene-based rubber and a modified polymer, the modified polymer being a modified polymer obtained by reacting a modifier having a nitrone group and a carboxy group with a conjugated diene polymer not containing a tetrasubstituted olefin and/or a trisubstituted olefin, and the modified polymer having a five-membered ring structure which is formed by a cycloaddition reaction between an unsaturated bond of the conjugated diene polymer and the nitrone group of the modifier and is represented by one of Formula (1) or (2)
2. The rubber composition according to claim 1 , wherein the modifier is a nitrone represented by Formula (a):
wherein, m and n each independently represent an integer of 0 to 5, and a sum of m and n is 1 or greater.
3. The rubber composition according to claim 1 , wherein the modifier is at least one type of a nitrone compound selected from the group consisting of N-phenyl-α-(4-carboxyphenyl)nitrone, N-phenyl-α-(3-carboxyphenyl)nitrone, N-phenyl-α-(2-carboxyphenyl)nitrone, N-(4-carboxyphenyl)-α-phenylnitrone, N-(3-carboxyphenyl)-α-phenylnitrone, and N-(2-carboxyphenyl)-α-phenylnitrone.
4. The rubber composition according to claim 1 , wherein the conjugated diene polymer is at least one type selected from the group consisting of butadiene rubber, styrene-butadiene rubber, and nitrile rubber.
5. The rubber composition according to claim 1 , wherein an amount of the modifier is from 0.01 to 2.0 mol % of double bonds of the conjugated diene polymer.
6. The rubber composition according to claim 1 , wherein an amount of the modifier is more than 1 mass % with respect to the conjugated diene polymer.
7. A tire comprising the rubber composition described in claim 1 .
8. A modified polymer obtained by reacting a modifier having a nitrone group and a carboxy group with a conjugated diene polymer not containing a tetrasubstituted olefin and/or a trisubstituted olefin, the modified polymer having a five-membered ring structure which is formed by a cycloaddition reaction between an unsaturated bond of the conjugated diene polymer and the nitrone group of the modifier and is represented by one of Formula (1) or (2)
9. The modified polymer according to claim 8 , wherein the modifier is a nitrone represented by Formula (a):
wherein, m and n each independently represent an integer of 0 to 5, and a sum of m and n is 1 or greater.
10. The modified polymer according to claim 8 , wherein the modifier is at least one type of a nitrone compound selected from the group consisting of N-phenyl-α-(4-carboxyphenyl)nitrone, N-phenyl-α-(3-carboxyphenyl)nitrone, N-phenyl-α-(2-carboxyphenyl)nitrone, N-(4-carboxyphenyl)-α-phenylnitrone, N-(3-carboxyphenyl)-α-phenylnitrone, and N-(2-carboxyphenyl)-α-phenylnitrone.
11. The modified polymer according to claim 8 , wherein the conjugated diene polymer is at least one type selected from the group consisting of butadiene rubber, styrene-butadiene rubber, and nitrile rubber.
12. The modified polymer according to claim 8 , wherein an amount of the modifier is from 0.01 to 2.0 mol % of double bonds of the conjugated diene polymer.
13. The modified polymer according to claim 8 , wherein an amount of the modifier is more than 1 mass % with respect to the conjugated diene polymer.
14. The rubber composition according to claim 2 , wherein the modifier is at least one type of a nitrone compound selected from the group consisting of N-phenyl-α-(4-carboxyphenyl)nitrone, N-phenyl-α-(3-carboxyphenyl)nitrone, N-phenyl-α-(2-carboxyphenyl)nitrone, N-(4-carboxyphenyl)-α-phenylnitrone, N-(3-carboxyphenyl)-α-phenylnitrone, and N-(2-carboxyphenyl)-α-phenylnitrone.
15. The rubber composition according to claim 2 , wherein the conjugated diene polymer is at least one type selected from the group consisting of butadiene rubber, styrene-butadiene rubber, and nitrile rubber.
16. The rubber composition according to claim 2 , wherein an amount of the modifier is from 0.01 to 2.0 mol % of double bonds of the conjugated diene polymer.
17. The rubber composition according to claim 2 , wherein an amount of the modifier is more than 1 mass % with respect to the conjugated diene polymer.
18. A tire comprising the rubber composition described in claim 2 .
19. The modified polymer according to claim 9 , wherein the modifier is at least one type of a nitrone compound selected from the group consisting of N-phenyl-α-(4-carboxyphenyl)nitrone, N-phenyl-α-(3-carboxyphenyl)nitrone, N-phenyl-α-(2-carboxyphenyl)nitrone, N-(4-carboxyphenyl)-α-phenylnitrone, N-(3-carboxyphenyl)-α-phenylnitrone, and N-(2-carboxyphenyl)-α-phenylnitrone.
20. The modified polymer according to claim 9 , wherein the conjugated diene polymer is at least one type selected from the group consisting of butadiene rubber, styrene-butadiene rubber, and nitrile rubber.