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US 2025/0034476 A1Published application
Organic phosphorus compound, preparation method therefor, and uses thereof
AssigneesChina Petroleum & Chemical Corporation, Research Institute of Petroleum Processing, Sinopec
InventorsXiaowei CHEN, Kecheng WEI
Life of this patent
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Abstract
An organophosphorus compound has a structure represented by the general formula (I): The functional groups are defined in the description. The organophosphorus compound has prominent bearing capacity and excellent antiwear and antifriction performances, and can be used as an extreme pressure antiwear additive and used in lubricating oil and lubricating grease.
Claims14
A process for preparing an organophosphorus compound, which comprises the following steps:
- step A of subjecting a phenol compound represented by the general formula (X) to an epoxidation reaction or a sulfurization reaction or an optional hydrogenation reaction, the molar ratio of the phenol compound represented by the general formula (X) to the epoxidizing agent is 1:1-10 (preferably 1:2-5);
- the epoxidation reaction temperature is 0° C.-100° C. (preferably 10° C.-80° C.), or the molar ratio of the phenol compound represented by the general formula (X) or the product of step B to the sulfurizing agent is 1:1-6 (preferably 1:2-4);
- the sulfurization reaction temperature is 100° C.-240° C. (preferably 140° C.-190° C.), the conditions of the optional hydrogenation reaction comprise:
- hydrogen pressure:
- 1.0-6.0 MPa (preferably 3.0-4.0 MPa), temperature:
- 60° C.-260° C. (preferably 180° C.-220° C.), time:
- 0.5-10 h (preferably 3-5 h);
- and
- step B of reacting the product obtained in step A with a phosphorous compound represented by the general formula (X′);
- wherein, in the general formula (X), groups R1″, R2″, R3″, R4″ and R5″ are, identical to or different from each other, each independently selected from H, and a group represented by the general formula (Y), wherein at least one group is a group represented by the general formula (Y);
- wherein group R1″ is selected from single bond and C1-C20 linear or branched alkylene (preferably selected from single bond and C1-C4 linear or branched alkylene);
- groups R2″ in m repeating units are, identical to or different from each other, each independently selected from single bond and C1-C20 linear or branched alkylene (preferably each independently selected from single bond and C1-C4 linear or branched alkylene);
- group R3″ is selected from hydrogen and C1-C20 linear or branched alkyl (preferably selected from hydrogen and C1-C4 linear or branched alkyl);
- groups R4″ in m repeating units are, identical to or different from each other, each independently selected from hydrogen and C1-C20 linear or branched alkyl (preferably each independently selected from hydrogen and C1-C4 linear or branched alkyl);
- groups R5′″ in m repeating units are, identical to or different from each other, each independently selected from hydrogen and C1-C20 linear or branched alkyl (preferably each independently selected from hydrogen and C1-C4 linear or branched alkyl);
- m is a positive integral number (preferably a positive integral number of 1-10, more preferably a positive integral number of 1-3), and the total carbon number in formula (Y) is 10-20;
- groups G′ present in the general formula (X′) are, identical to or different from each other, each independently selected from O, S and NR0′ or absence (the absence of group G′ means that P is a tervalent P atom), wherein R0′ is selected from H, C6-C20 aryl, C1-C20 linear or branched alkyl C6-C20 aryl and C1-C30 linear or branched alkyl (preferably selected from phenyl, C1-C14 alkyl phenyl and C1-C20 linear or branched alkyl);
- groups G′ present in the general formula (X′) are, identical to or different from each other, each independently selected from single bond, O, S and NR0′, wherein R0′ is selected from H, C6-C20 aryl, C1-C20 linear or branched alkyl C6-C20 aryl and C1-C30 linear or branched alkyl (preferably selected from phenyl, C1-C14 alkyl phenyl and C1-C20 linear or branched alkyl);
- groups R in the general formula (X′) are independently selected from single bond, C1-C20 linear or branched alkylene and C6-C20 arylene (preferably selected from single bond, C1-C10 linear or branched alkylene, C6-C10 arylene);
- groups G′″ present in the general formula (X′) are, identical to or different from each other, each independently selected from A, —N(R0′)2 and RZ;
- wherein group RZ is each independently selected from H, C1-C30 linear or branched alkyl, C1-C30 linear or branched alkoxyl, C6-C20 aryl, C1-C20 linear or branched alkyl C6-C20 aryl (preferably each independently selected from H, C1-C10 linear or branched alkyl, C1-C10 linear or branched alkoxyl, C6-C10 aryl, C1-C14 alkyl phenyl), groups R0′ are each independently selected from H, C6-C20 aryl, C1-C20 linear or branched alkyl C6-C20 aryl and C1-C30 linear or branched alkyl (preferably each independently selected from phenyl, C1-C14 alkyl phenyl and C1-C20 linear or branched alkyl), wherein groups A are each independently selected from F, Cl, Br, I and OH (preferably each independently selected from Cl and Br), wherein at least one group G″ is A;
- in the general formula (X′), n0 is an integral number of 0-10, preferably an integral number of 0-5, more preferably 0, 1, 2, 3 or 4, the conditions for reacting the phenol compound represented by the general formula (X) or the product of step A obtained from subjecting the phenol compound represented by the general formula (X) to the epoxidation reaction or the sulfurization reaction or the optional hydrogenation reaction with the phosphorous compound represented by the general formula (X′) comprise:
- the molar ratio of the phosphorous compound represented by the general formula (X′) to the phenol compound represented by the general formula (X) or the product of step A is 1:1-10 (preferably 1:1-5);
- the reaction temperature is 50° C.-150° C. (preferably 60° C.-100° C.).
21 more elements
Dependencies are inferred from the claim text.