Screen phenol compound and its manufacturing method and use as anti-oxidant

Abstract

The invention relates to a screen phenol compound shown in the formula (I) and its manufacturing method and use as an anti-oxidant. Groups in the formula (I) are defined in the specification. Through use of the screen phenol compound as an anti-oxidant, a lubricating oil composition with excellent high-temperature antioxidation performances can be prepared.

Description

technical field

[0001] The present invention relates to a novel shielding phenol compound. Specifically, the present invention relates to a shielded phenolic compound containing sulfur and aromatic amines, a method for its manufacture and its use as an antioxidant. Background technique

[0002] Oxidation stability of oil is one of the most important indicators of oil performance. For example, for almost all lubricating oils, antioxidants must be added to prolong service life. Moreover, with the rapid development of modern automobiles and machinery industries, the power of engines and mechanical equipment continues to increase, the operating temperature of lubricating oils increases further, and the oxidation problem becomes more prominent. At the same time, the quality level of lubricating oil continues to improve, requiring lubricating oil to further extend the oil change interval, which puts forward higher requirements for the high-temperature oxidation stability of lubr...

Examples

no. 1 approach

[0465] According to the first embodiment, in order to carry out the first step, the phenol compound represented by the general formula (X) and the amine compound represented by the general formula (Y) are combined in the general formula (A Y ) in the presence of an aldehyde compound represented by ) (coupling reaction).

[0466] According to the present invention, in the manufacturing method of the shielded phenolic compound, in the first step, the phenolic compound represented by the general formula (X) and the general formula (A Y ) The molar ratio of the aldehyde compound represented by ) is generally 1:0.1-10, preferably 1:0.5-5.0, more preferably 1:0.8-2.0.

[0467] According to the present invention, in the manufacturing method of the masked phenol compound, the first step may be performed in the presence of a solvent. As the solvent, for example, C 2-10 Aliphatic nitrile (such as acetonitrile, etc.), C 6-20 Aromatic hydrocarbons (such as benzene, toluene, xylene and ...

no. 2 approach

[0474] According to this second embodiment, in order to carry out the first step, the phenol compound represented by the general formula (X) and the amine compound represented by the general formula (Y) are combined in the general formula (A YY ) in the presence of a polyhalogenated compound (coupling reaction).

[0475] According to the present invention, in the manufacturing method of the shielded phenolic compound, in the first step, the phenolic compound represented by the general formula (X) and the general formula (A YY ) The molar ratio of polyhalogenated compounds represented by ) is generally 1:0.1-10, preferably 1:0.2-5.0, more preferably 1:0.3-3.0.

[0476] According to the present invention, in the manufacturing method of the masked phenol compound, the first step may be performed in the presence of a solvent. As the solvent, for example, C 2-10 Aliphatic nitrile (such as acetonitrile, etc.), C 6-20 Aromatic hydrocarbons (such as benzene, toluene, xylene and cum...

no. 3 approach

[0482] According to the third embodiment, in order to carry out the first step, the phenol compound represented by the general formula (X) and the amine compound represented by the general formula (Y) are combined in the general formula (A YYY ) in the presence of a polycarboxylic acid or a derivative thereof (coupling reaction).

[0483] According to the present invention, in the manufacturing method of the shielded phenolic compound, in the first step, the phenolic compound represented by the general formula (X) and the general formula (A YYY ) The molar ratio of the polycarboxylic acid or its derivatives represented by ) is generally 1:0.1-10, preferably 1:0.2-5.0, more preferably 1:0.3-3.0.

[0484] According to the present invention, in the manufacturing method of the masked phenol compound, the first step may be performed in the presence of a solvent. As the solvent, for example, C 2-10 Aliphatic nitriles (such as acetonitrile, etc.) and C 6-20 Aromatic hydrocarbons (...

technical field

[0001] The present invention relates to a novel shielding phenol compound. Specifically, the present invention relates to a shielded phenolic compound containing sulfur and aromatic amines, a method for its manufacture and its use as an antioxidant. Background technique

[0002] Oxidation stability of oil is one of the most important indicators of oil performance. For example, for almost all lubricating oils, antioxidants must be added to prolong service life. Moreover, with the rapid development of modern automobiles and machinery industries, the power of engines and mechanical equipment continues to increase, the operating temperature of lubricating oils increases further, and the oxidation problem becomes more prominent. At the same time, the quality level of lubricating oil continues to improve, requiring lubricating oil to further extend the oil change interval, which puts forward higher requirements for the high-temperature oxidation stability of lubr...

Examples

no. 1 approach

[0465] According to the first embodiment, in order to carry out the first step, the phenol compound represented by the general formula (X) and the amine compound represented by the general formula (Y) are combined in the general formula (A Y ) in the presence of an aldehyde compound represented by ) (coupling reaction).

[0466] According to the present invention, in the manufacturing method of the shielded phenolic compound, in the first step, the phenolic compound represented by the general formula (X) and the general formula (A Y ) The molar ratio of the aldehyde compound represented by ) is generally 1:0.1-10, preferably 1:0.5-5.0, more preferably 1:0.8-2.0.

[0467] According to the present invention, in the manufacturing method of the masked phenol compound, the first step may be performed in the presence of a solvent. As the solvent, for example, C 2-10 Aliphatic nitrile (such as acetonitrile, etc.), C 6-20 Aromatic hydrocarbons (such as benzene, toluene, xylene and ...

no. 2 approach

[0474] According to this second embodiment, in order to carry out the first step, the phenol compound represented by the general formula (X) and the amine compound represented by the general formula (Y) are combined in the general formula (A YY ) in the presence of a polyhalogenated compound (coupling reaction).

[0475] According to the present invention, in the manufacturing method of the shielded phenolic compound, in the first step, the phenolic compound represented by the general formula (X) and the general formula (A YY ) The molar ratio of polyhalogenated compounds represented by ) is generally 1:0.1-10, preferably 1:0.2-5.0, more preferably 1:0.3-3.0.

[0476] According to the present invention, in the manufacturing method of the masked phenol compound, the first step may be performed in the presence of a solvent. As the solvent, for example, C 2-10 Aliphatic nitrile (such as acetonitrile, etc.), C 6-20 Aromatic hydrocarbons (such as benzene, toluene, xylene and cum...

no. 3 approach

[0482] According to the third embodiment, in order to carry out the first step, the phenol compound represented by the general formula (X) and the amine compound represented by the general formula (Y) are combined in the general formula (A YYY ) in the presence of a polycarboxylic acid or a derivative thereof (coupling reaction).

[0483] According to the present invention, in the manufacturing method of the shielded phenolic compound, in the first step, the phenolic compound represented by the general formula (X) and the general formula (A YYY ) The molar ratio of the polycarboxylic acid or its derivatives represented by ) is generally 1:0.1-10, preferably 1:0.2-5.0, more preferably 1:0.3-3.0.

[0484] According to the present invention, in the manufacturing method of the masked phenol compound, the first step may be performed in the presence of a solvent. As the solvent, for example, C 2-10 Aliphatic nitriles (such as acetonitrile, etc.) and C 6-20 Aromatic hydrocarbons (...

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