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Amine oligomer anti-oxidant and preparation method thereof

A technology of oligomers and antioxidants, applied in additives, lubricating compositions, petroleum industry, etc., can solve the problems of weak antioxidant performance, poor solubility, low thermal decomposition temperature, etc., and achieve excellent oxidation resistance, good The effect of solubility and good thermal stability

Inactive Publication Date: 2016-07-06
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The technical scheme of the present invention is to overcome the deficiencies in the prior art that the anti-oxidation performance is not strong, the solubility in various base oils is poor, the performance of the antioxidant is unstable and the thermal decomposition temperature is low, and An amine oligomer antioxidant and its preparation method are proposed. The method selects the same or different amine compounds and obtains oligomers of amine compounds, mainly dimers, under the action of an oxidation coupling catalyst. , the substance is an effective high-temperature anti-oxidation additive, which has good solubility and excellent high-temperature anti-oxidation performance in various base oils

Method used

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  • Amine oligomer anti-oxidant and preparation method thereof
  • Amine oligomer anti-oxidant and preparation method thereof
  • Amine oligomer anti-oxidant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] In a 500ml four-necked flask equipped with a reflux condenser and a thermometer, add 0.1mol of dioctyldiphenylamine and 0.1mol of butyloctyldiphenylamine, then add 100ml of petroleum ether as a solvent, and add 0.1mol of Peracetic acid and 0.1mol of potassium permanganate, the reaction temperature is between 65-70 ° C, reflux for 9 hours, after the reaction, dilute the product with a diluent, wash with water until neutral, and then distill under reduced pressure to obtain a brown-gray solid product.

Embodiment 2

[0073] Add 0.1mol of octyl N-phenyl-α-naphthylamine and 0.1mol of butyloctyldiphenylamine in a 500ml four-neck flask equipped with a reflux condenser and a thermometer, then add 100ml of sherwood oil as a solvent, and stir Add 0.1 mol of peracetic acid and 0.1 mol of potassium permanganate under the condition, the reaction temperature is between 65-70 ℃, reflux reaction for 6 hours, after the reaction, dilute the product with diluent, wash with water until neutral, then reduce Pressure distillation gives a brown semi-flowing liquid product.

[0074] Test results such as figure 1 and figure 2 Shown:

[0075] figure 1 Be that example 2 obtains the infrared spectrogram of amine oligomer antioxidant. Among them, the weak absorption peak at 1054cm-1 is the absorption peak of -N-N- bond, near 1605cm-1 is the in-plane vibration peak of -C=C- in the benzene ring, and near 2953 and 2909cm-1 is the C-H bond on the benzene ring Stretching vibration peak, near 3396cm-1 may be the vi...

Embodiment 3

[0078] Add 0.2mol alkyl N-phenyl-α-naphthylamine in the 500ml four-neck flask that reflux condenser and thermometer are housed, then add 100ml sherwood oil as solvent, add the peracetic acid of 0.11mol under the condition of stirring, The reaction temperature is between 65-70°C, and the reaction is carried out under reflux for 8 hours. After the reaction, the product is diluted with a diluent, washed with water until neutral, and then distilled under reduced pressure to obtain a dark brown solid product.

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Abstract

The invention belongs to the technical field of organic polymer compounds and discloses an amine oligomer anti-oxidant and a preparation method thereof. The amine oligomer anti-oxidant is prepared from an alkylated diphenylamine compound and an N-phenyl-alpha-naphthylamine compound through a reaction. The preparation method comprises 1, adding the alkylated diphenylamine compound and the N-phenyl-alpha-naphthylamine compound into a container, 2, adding an organic solvent into the container and carrying out stirring, 3, carrying out a reaction process at a reaction temperature of 40-160 DEG C, 4, adding an oxidation coupling catalyst into the reaction system along with stirring, 5, carrying out a backflow reaction process for 2-10h, and 6, after the reaction, diluting the product through a diluent, carrying out water washing until pH is 7 and carrying out reduced pressure distillation to obtain a taupe solid product. The amine oligomer anti-oxidant has a high thermolysis temperature, provides excellent oxidation resistance for a lubricant and can be individually used as an anti-oxidant or be combined with other additives.

Description

Background technique [0001] The invention belongs to the field of lubricants, and relates to an amine oligomer antioxidant and a preparation method thereof. technical field [0002] Aromatic amine antioxidants are one of the earliest antioxidant components used in lubricating oils. At present, the amine compounds used as lubricant antioxidants mainly include phenylenediamine antioxidants, diphenylamine antioxidants, and phenyl-α-naphthylamine antioxidants. The use temperature of amine antioxidants is higher than that of hindered phenols, especially the high-temperature oxidation resistance of alkylated diphenylamine antioxidants is very good, and can be used in synthetic oils of esters as the lubrication of jet turbine engines It can also be used in mineral oil base oils to prepare various grades of general-purpose internal combustion engine oils. In recent years, with the in-depth research on the oxidation mechanism of oil products and the development of amine antioxidant...

Claims

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Application Information

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IPC IPC(8): C10M133/12C10M133/54C10N30/08C10N30/10C10N40/25C10N50/10
Inventor 薛卫国周旭光李涛
Owner PETROCHINA CO LTD
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