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Polymer type anti-oxidant, preparation method thereof, and application thereof

A technology of antioxidants and polymers, applied in the field of polymer antioxidants and their preparation, can solve the problems of low relative content of low-molecular compounds, difficulty in large-scale industrial production, and unsatisfactory antioxidant performance, and achieve excellent The effects of extraction resistance, easy process control, and good application prospects

Active Publication Date: 2012-06-27
SOUTH CHINA UNIV OF TECH
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  • Abstract
  • Description
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Problems solved by technology

However, the current preparation of polymer antioxidants mainly grafts or connects low-molecular compounds with antioxidant effects into polymer molecular chains through free radical polymerization, because low-molecular compounds with antioxidant effects hinder free radical polymerization. Therefore, the reaction conditions are relatively harsh, and the relative content of low-molecular compounds in the obtained polymer antioxidant is relatively small, and the antioxidant performance is not ideal, so it is difficult to realize large-scale industrial production

Method used

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  • Polymer type anti-oxidant, preparation method thereof, and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0036] Add 10.00 g of hydroxyl-terminated polybutadiene (Krayville (Guangzhou) Chemical Co., Ltd., brand LBH2000, number average molecular weight 1.8- 2.5×10 3 ) and 5.00g of toluene, after stirring evenly, raise the temperature to 40°C, add 0.01g of dibutyltin dilaurate, add 2.02g of isophorone diisocyanate dropwise to the above reactant within 30min, keep the temperature for 270min , to prepare adducts. Subsequently, the temperature of the adduct was raised to 75°C, 0.31g of dibutyltin dilaurate was added, and 3.26g of 2,2'-thiobis(4-methyl-6-tert-butylphenol) and 10.00 A solution of g toluene was added dropwise to the above-mentioned adduct, and the reaction was kept for 360 minutes. After the reaction, excess methanol was added to the reaction system to precipitate the product, and the supernatant was removed to obtain a light yellow emulsion. Dissolved in toluene, precipitated in methanol, and filtered cyclically for 5 times, and dried in vacuum to obtain a polymer-typ...

Embodiment 2

[0041] According to the method and process conditions in Example 1, the reaction temperature of hydroxyl-terminated polybutadiene and isophorone diisocyanate is increased to 45°C, and the adduct and 2,2'-thiobis(4-methyl- 6-tert-butylphenol) The reaction temperature was reduced to 60°C, and the amount of 2,2'-thiobis(4-methyl-6-tert-butylphenol) was increased to 6.53g. The experimental results are shown in Table 1. It can be seen that the prepared polymer antioxidant has excellent resistance to thermo-oxidative aging and extraction resistance.

Embodiment 3

[0043] According to the method and process conditions in Example 1, 2,2'-thiobis(4-methyl-6-tert-butylphenol) becomes 2,2'-methylenebis(4-methyl-6- tert-butylphenol), its consumption is 3.10g; in the reaction of adduct and 2,2'-methylene bis(4-methyl-6-tert-butylphenol), the consumption of dibutyltin dilaurate is reduced to 0.23 g, the reaction temperature is increased to 80°C, and the amount of the prepared polymer-type antioxidant polybutadiene with hydroxyl-terminated polybutadiene connected to 2,2'-methylene bis(4-methyl-6-tert-butylphenol) in natural rubber Makes 6 servings. The experimental results are shown in Table 1.

[0044] It can be seen that the aging coefficient of natural rubber vulcanizate added with 1 part of 2,2′-methylene bis(4-methyl-6-tert-butylphenol) is 0.54, and it drops to 0.37 after 24 hours of boiling water extraction at 100°C (See Comparative Example 2), while the aging of natural rubber vulcanizate with polymer-type antioxidant polybutadiene term...

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Abstract

The invention relates to the field of a polymer type anti-oxidant, and provides a polymer type anti-oxidant, a preparation method thereof, and an application thereof. According to the invention, under the effect of a catalyst dibutyltin dilaurate, hydroxyl-terminated polybutadiene and isophorone diisocyanate are subject to a reaction under a temperature of 30 to 50 DEG C, such that an adduct is synthesized; the adduct is subject to a reaction with a low-molecular bisphenol anti-oxidant under a temperature of 60 to 80 DEG C, such that the polymer type anti-oxidant is prepared. The thermal oxidative aging resistance of the polymer type anti-oxidant is better than that of the corresponding low-molecular bisphenol anti-oxidant. Also, the polymer type anti-oxidant has an excellent extraction resistance. The anti-oxidant can be widely applied in rubber materials.

Description

technical field [0001] The invention relates to the field of polymer antioxidants, in particular to a polymer antioxidant and its preparation method and application. Background technique [0002] During storage, processing, and use, polymer materials are easily affected by heat, oxygen, ozone, mechanical force, etc., and their structure and performance will change, gradually losing their use value. This phenomenon is called aging of polymer materials. In particular, due to the large number of double bonds in the rubber molecular chain, the problem of thermo-oxidative aging is more prominent. In order to inhibit, prevent or delay the occurrence of oxidation reactions, some antioxidants that can delay oxidative aging are usually added. At present, the most commonly used antioxidants include phenols, amines, phosphorus-containing and sulfur-containing antioxidants, among which hindered phenols and aromatic amines are the two most effective main antioxidants. However, due to t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/75C08G18/62C08G18/32C08L7/00C08L9/06C08L9/00C08L9/02C08L75/04C08K13/02
Inventor 曾幸荣王永洪李红强郭建华吴文剑
Owner SOUTH CHINA UNIV OF TECH
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