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Synthesis method for liquid phenolic ester type antioxidants

A technology of antioxidant and synthesis method, applied in chemical instruments and methods, preparation of organic compounds, additives, etc., can solve the problems of unsustainable antioxidant effect, low thermal weight loss temperature, unsuitable use, etc., and achieves obvious antioxidant effect. Good biodegradability and good environmental protection effect

Active Publication Date: 2013-12-11
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The manufacturing process is simple and the cost is low, but it is volatile, the anti-oxidation effect is not long-lasting, and the temperature of thermal weight loss is low, so it is not suitable for use at high temperatures
This is also the shortcoming of most hindered phenolic antioxidants

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Weigh 15g of tripentaerythritol industrial product (the mass fraction of tripentaerythritol is 80%, and dipentaerythritol 20%) and 12.25g of β-3,5-di-tert-butyl-4-hydroxyphenylpropionic acid are placed in a mixer with an electric stirrer and a thermometer. , water separator and condenser in a 250mL three-necked flask, then add 1.5% tin protochloride by catalyst mass fraction, 70mL xylene as a solvent, control the temperature at 120°C, react for 5h, cool to room temperature, and obtain A mixture of compounds and toluene;

[0018] Then add 38.88g of heptanoic acid as a unit fatty acid, control the temperature at 168°C, react for 6.5h, and cool to room temperature;

[0019] Wash with distilled water until neutral, and then distill off water, xylene and excess heptanoic acid under reduced pressure to obtain a clear, light-colored, easy-flowing liquid phenolic ester antioxidant with an acid value of 0.15 mgKOH / g.

Embodiment 2

[0021] Weigh 15g of tripentaerythritol industrial product (the mass fraction of tripentaerythritol is 50%, dipentaerythritol 30%, pentaerythritol 20%) and 16.60g of β-3,5-di-tert-butyl-4-hydroxyphenylpropionic acid are placed in the belt Add catalyst (mass fraction) 1.0% p-toluenesulfonic acid to a 250mL three-necked flask with electric stirring, thermometer, water separator and condenser, then add 80mL toluene as a solvent, control the temperature at 110°C, react for 4 hours, and cool to room temperature , to obtain a mixture of compounds containing antioxidant groups and toluene;

[0022] Then add 46.65 g of octanoic acid as a unit fatty acid, control the temperature at 173° C., react for 7.5 hours, and cool to room temperature;

[0023] Wash with distilled water until neutral, then distill off water, toluene and excess octanoic acid under reduced pressure to obtain a clear, light-colored, easy-flowing liquid phenolic ester antioxidant with an acid value of 0.18 mgKOH / g.

Embodiment 3

[0025] Weigh 15g of tripentaerythritol industrial product (67% of tripentaerythritol, 24% of dipentaerythritol, and 9% of pentaerythritol in mass fraction) and 14.21g of β-3,5-di-tert-butyl-4-hydroxyphenylpropionic acid into the belt Add a catalyst (mass fraction) 0.3% p-toluenesulfonic acid to a 250mL three-necked flask with an electric stirrer, a thermometer, a water separator and a condenser, then add a solvent of 70mL benzene, control the temperature at 120°C, react for 5 hours, and cool to room temperature , to obtain a mixture of compounds containing antioxidant groups and benzene;

[0026] Then add 74.18 g of isohexadecanic acid as a unit fatty acid, control the temperature at 180°C, react for 8 hours, and cool to room temperature;

[0027] Wash with distilled water until neutral, then distill off water, benzene and excess isohexadecanoic acid under reduced pressure to obtain a clear, light-colored, easy-flowing liquid phenolic ester antioxidant with an acid value of 0....

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Abstract

The present invention provides a synthesis method for liquid phenolic ester type antioxidants. According to the method, beta-3,5-ditertbutyl-4-hydroxy phenyl propionic acid and one or a plurality of hydroxyl groups of tripentaerythritol are subjected to esterification to obtain a polyhydroxy compound with antioxidation groups; the compound and a mono-fatty acid are subjected to complete esterification to obtain six phenolic ester type antioxidants. According to the present invention, the synthesized antioxidants are the phenol antioxidants, a large amount of alkyl chains are embedded in the structure, the synthesized antioxidants have good antioxidation effects, the compatibility of the antioxidants and the base oil of the lubricating oil is improved, and the good dispersibility in the base oil is ensured; when the synthesized products are adopted as the ester compounds, good lubricating performances are provided, the lubricating effect of the base oil is not affected, high biodegradability is provided, and the requirement of green environmental protection is met.

Description

technical field [0001] The invention relates to a method for synthesizing a liquid phenolic ester type antioxidant. Background technique [0002] Monopentaerythritol, dipentaerythritol and tripentaerythritol are fine chemical intermediates, which are widely used in high-grade lubricants and their additives, polyurethane, PVC heat stabilizers, plasticizers, fireproofing agents, coatings, inks, cosmetics, etc., especially Dipentaerythritol and tripentaerythritol have incomparable advantages over single pentaerythritol in high-grade aviation lubricants, photosensitive coatings and inks. Tripentaerythritol fatty acid ester is a high-grade lubricating oil base oil, which is widely used in aerospace and precision instruments. [0003] Oxidative deterioration occurs in most industrial organic materials such as lubricating oil and cutting fluid. During the use of lubricating oil, due to frequent or long-term contact with air at high temperature, it will oxidize and deteriorate, re...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C10M129/95C10M129/74C10M177/00C07C67/08C07C69/003C10N30/10
Inventor 吾满江·艾力张乐涛蔡国星马莉古丽米热·吐尔地
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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