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Liquid antioxidant and its preparing method

An antioxidant and liquid technology, applied in the field of antioxidants and their preparation, can solve the problems of high volatility and low molecular weight, and achieve the effects of strong antioxidant properties, improved production efficiency, and cost savings

Active Publication Date: 2005-05-04
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing liquid phenolic ester antioxidants generally have low molecular weight and high volatility; if the linear higher alcohol is used as the reaction raw material according to the above method, only solid phenolic ester antioxidants can be obtained

Method used

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  • Liquid antioxidant and its preparing method
  • Liquid antioxidant and its preparing method
  • Liquid antioxidant and its preparing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] This example is the preparation of Guerbet alcohol.

[0026] 500g of decanol is put into the reaction flask, which is equipped with a mechanical stirrer, a thermometer, a water separator, and a condenser. Add 15 grams of KOH and 1.0 grams of nickel, heat to 250°C as soon as possible under full stirring, and reflux for four hours to remove the water generated during the reaction, cool and filter, and distill to obtain C20 Grignard alcohol.

[0027] C24 Grignard alcohol and C16 Grignard alcohol that can be prepared in the same way, but the reaction raw materials are changed to dodecyl alcohol and octanol.

Embodiment 2

[0029] 0.5 moles of C20 Grignard alcohol 149g and 0.5 moles of β-(3,5-di-tert-butyl-4-hydroxyphenyl) methyl propionate 146g prepared in Example 1 were placed in a 500ml four-necked reaction flask, The reaction bottle is equipped with a mechanical stirrer, a thermometer, a water separator, and a condenser. Add 1.25 g of 0.15 mole lithium hydroxide, heat, depressurize to 0.085 MPa, temperature is 160°C, react for 4.2 hours, heat up to 240°C, distill under reduced pressure to remove unreacted raw materials, cool to room temperature, filter to obtain light yellow liquid Product 259.32g, yield 92.95%. The product is used for chromatography-mass spectrometry, and the unreacted β-(3,5-di-tert-butyl-4-hydroxyphenyl) methyl propionate content is determined to be 5.5%, the product is 93.0%, the product molecular weight is 558, and the mass spectrum molecular ion peak It is 558.7, and the relative abundance is 37%, (the instrument is American TRACEMS mass spectrometer, quadrupole mass s...

Embodiment 3

[0031] 0.5 moles of C20 Grignard alcohol 149g and 0.7 moles of β-(3,5-di-tert-butyl-4-hydroxyphenyl) methyl propionate 146g prepared in Example 1 were placed in the same reaction as in Example 2 1.25 g of titanium tetraisopropoxide was added to the bottle, heated, depressurized to 0.087 MPa, and reacted for 3.6 hours at a temperature of 160°C. Cool down to 110°C, add 10ml of water, stir, slowly heat up to reflux to 140°C, remove water, heat up to 240°C, distill under reduced pressure to remove unreacted raw materials, cool to room temperature, filter to obtain 251.6g of light yellow liquid product, and collect The rate is 90.18%. The product content was determined to be 95.0% by gas chromatography.

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Abstract

Then invention relates to a kind of liquid anti-oxidant with the structure of type (1). Among (1), R1 and R2 is C1-C8 alkyl, m is 0, 1, 2 or 3, and A is C12-C32 alkyl with a branched chain; the branched chain is in beta of fundamental chain, and C number difference of branched chain and fundamental chain is 4. In the invention, make oxyphenyl carboxylic ester react with Guerber alcohol of 10-32 C number in the condition of catalyst, in 80-240deg.C, in order to get the liquid anti-oxidant. The liquid anti-oxidant is liquid in ordinary temperature, and it has low condensation point, low volatilization, and high oxygen resistance, so that it is convenient for practical application and allotment.

Description

technical field [0001] The present invention relates to antioxidant and its preparation. Background technique [0002] With the development of petrochemical, rubber and plastic products, polymer materials and food processing industries, the requirements for antioxidants are getting higher and higher. There are oxidation problems in the manufacture, storage, processing and use of various organic materials. Adding antioxidants is to prevent the aging of materials and make them have the necessary antioxidant capacity. Therefore, the requirements for the properties of antioxidants are: (1) Solubility; (2) volatility; (3) stability; (4) non-discoloration and pollution; (5) physical properties. [0003] Phenolic ester antioxidant is a kind of widely used antioxidant, its production process is simple, but its molecular weight is low, and most of them are solid. A method for preparing phenolic ester type antioxidants from methyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate and ...

Claims

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Application Information

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IPC IPC(8): C09K15/06
Inventor 梁宇翔陈晓伟汪孟言
Owner CHINA PETROLEUM & CHEM CORP
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