Compounds, rubber blends containing the compound, vehicle tires containing the rubber blend in at least one component, processes for preparing the compound, and the use of the compound as an anti-aging agent and / or antioxidant.

Abstract

The present invention relates to a compound, a rubber blend containing the compound, a vehicle tire comprising the rubber blend in at least one component, a process for preparing the compound, and the use of the compound as an antiaging agent and / or antioxidant. The compound according to the invention has the following formula (I): JPEG2025504011000026.jpg18170 (in the formula, R 1 xi) an aromatic group optionally having a substituent selected from the group consisting of a halogen group, a cyano group, an ester group, a ketone group, an ether group, and a thioether group, and xii) a linear, branched, and cyclic aliphatic C3-C 12 R 1 is optionally a divalent group attached to a monovalent benzene ring; and R 2 is a linear, branched and cyclic aliphatic C1-C cyclic alkyl group, optionally having one or more halogen substituents; 12 groups, optionally having one or more halogen substituents, aryl groups, and halogen groups, with fluorine, bromine and chlorine being preferred, cyano groups, ester groups, ketone groups, ether groups and thioether groups, and m has the value 0 or 1 or 2 or 3.

Claims

1. Formula II): 【Chemistry 1】 (In the formula, R １ is an aromatic group; and R ２ These are linear, branched, and cyclic aliphatic carbon atoms having one or more halogen substituents optionally. １ ~C １２ The structure of a group (selected from the group consisting of an aryl group, halogen group, cyano group, ester group, ketone group, ether group, and thioether group having one or more halogen substituents, and m has a value of 0), The following formula 【Chemistry 2】 The structure, or Formula IV): 【Transformation 3】 (In the formula, R2 is selected from the group consisting of linear, branched, and cyclic aliphatic C1 to C12 groups having one or more halogen substituents, or aryl groups, halogen groups, cyano groups, ester groups, ketone groups, ether groups, and thioether groups having one or more halogen substituents, and m has a value of 0) A compound having the following properties.

2. R １ The compound according to claim 1, characterized in that the group is a phenyl group.

3. Formula III) 【Chemistry 4】 The compound according to claim 1 or 2, characterized by having the structure.

4. A rubber mixture containing the compound described in claim 1.

5. A rubber mixture containing the compound described in claim 1, wherein the rubber mixture comprises at least one diene rubber.

6. A vehicle tire comprising the rubber mixture according to claim 4 as at least one component.

7. A vehicle tire comprising the rubber mixture according to claim 4 in at least one outer component, wherein the outer component is a tread, a sidewall and / or a flange profile.

8. Use of the compound according to claim 1 as an anti-aging stabilizer and / or an ozone degradation inhibitor.

9. Use of the compound according to claim 1 as an aging stabilizer and / or ozone degradation inhibitor in vehicle tires, other industrial rubber articles, oils and / or lubricants.

10. Use of the compound according to claim 1 for manufacturing rubber articles.

11. Use of the compound according to claim 1 in oils and lubricants.

12. The following are the steps in this method: a1) Equation A1): 【Transformation 5】 The steps of providing the substance and b1) Formula B1): 【Transformation 6】 The steps of providing the substance and c1) In the presence of an ionic liquid, the substances from steps a1) and b1) are reacted to obtain formula I): 【Transformation 7】 (In the formula, R １ xi) an aromatic group having optionally substituted with a ketone group, and xii) cyclic aliphatic C ３ -C １２ selected from the group consisting of groups, and for both of said xi) and xii), R １ is optionally a divalent group bonded to the benzene ring in the formula with one valence; and R ２ These are linear, branched, and cyclic aliphatic carbon atoms having one or more halogen substituents optionally. １ ~C １２ The steps of obtaining a substance having a group (selected from the group consisting of an aryl group, halogen group, cyano group, ester group, ketone group, ether group and thioether group having one or more halogen substituents, and m having a value of 0) A method for producing the compound according to claim 1, including the following:

13. Step c1) followed by step d1): d1) Step of extraction with an organic solvent The method according to claim 12, characterized in that the following continues.

14. The method according to claim 12 or 13, characterized in that 0.8 to 0.95 equivalents of the substance of formula B1) are used per equivalent of the substance of formula A1).

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