Aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine as well as preparation and application of aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine

The technology of aralkyl resorcinol and m-phenylenediamine is applied in the field of modified vulcanized rubber composition, which can solve the problems of affecting the vulcanization speed of rubber and reducing the reactivity, so as to improve vulcanization performance and aging performance, promote vulcanization, The effect of increasing the vulcanization rate

Active Publication Date: 2014-12-24
SINO LEGEND CHINA CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although resorcinol has three reactive sites and is highly reactive with methylene donors hexamethylenetetramine (HEXA) and hexamethoxymethylmelamine (HMMM), chemical modification of resorcinol Finally, whether the functional group is connected to the benzene ring or the hydroxyl group, the reactivity of the generated resorcinol derivatives with the methylene donor will be greatly reduced. The addition of these modified resorcinol resins to the rubber formula will seriously affect the rubber properties. vulcanization rate

Method used

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  • Aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine as well as preparation and application of aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine
  • Aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine as well as preparation and application of aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine
  • Aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine as well as preparation and application of aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] To a 500 ml round bottom reaction flask (equipped with stirrer, thermometer, reflux condenser and dropping funnel), add 110.1 g (1.0 mol) of resorcinol and 1.0 g of p-toluenesulfonic acid (PTSA), Heat up to 120-130°C. Then 52.1 g (0.4 mol) of styrene was added dropwise at 125-135° C. over a period of 30-45 minutes. After the styrene addition was complete, the reaction mixture was maintained at the same temperature for 15 minutes. Add 10.8 grams (0.1 moles) of m-phenylenediamine in the reaction mixture, then slowly add 48.6 grams (0.6 moles) of 37% formaldehyde solution dropwise in the reaction flask within 45 to 60 minutes, and the temperature is controlled at 95 ~120°C. After the dropwise addition, reflux at 98 to 102°C for 15 minutes, add 1.05 grams of 20% NaOH aqueous solution to neutralize the PTSA catalyst, distill at atmospheric pressure to 150°C, and finally remove low-molecular substances by vacuum distillation to obtain formula (I) The aralkylresorcinol alde...

Embodiment 2

[0044] To a 500 ml round bottom reaction flask (equipped with stirrer, thermometer, reflux condenser and dropping funnel), add 110.1 g (1.0 mol) of resorcinol and 1.0 g of p-toluenesulfonic acid (PTSA), Heat up to 120-130°C. Then 52.1 g (0.4 mol) of styrene was added dropwise at 125-135° C. over a period of 30-45 minutes. After styrene was added dropwise, the reaction mixture was maintained at the same temperature and continued for 15 minutes, and 1.05 grams of 20% NaOH aqueous solution was added to neutralize the PTSA catalyst, and then 10.8 grams (0.1 mole) of m-benzene was added to the reaction mixture. Diamine, then slowly add 48.6 grams (0.6 moles) of 37% formaldehyde solution to the reaction flask dropwise within 45 to 60 minutes, and the temperature is controlled at 95 to 120°C. After the dropwise addition, reflux at 98-102°C for 15 minutes, distill at atmospheric pressure to 150°C, and finally remove low-molecular substances by vacuum distillation to obtain resin A2. ...

Embodiment 3

[0046] To a 500 ml round bottom reaction flask (equipped with stirrer, thermometer, reflux condenser and dropping funnel), add 110.1 g (1.0 mol) of resorcinol and 1.0 g of p-toluenesulfonic acid (PTSA), Heat up to 120-130°C. Then, 52.1 g (0.6 mol) of styrene was added dropwise at 125-135°C over a period of 30-45 minutes. After the styrene addition was complete, the reaction mixture was maintained at the same temperature for 15 minutes. Add 16.2 grams (0.15 moles) of m-phenylenediamine in the reaction mixture, then slowly add 50.3 grams (0.62 moles) of 37% formaldehyde solution to the reaction flask in 45 to 60 minutes, and the temperature is controlled at 95 ~120°C. After the dropwise addition, reflux at 98-102°C for 15 minutes, add 1.05 g of 20% NaOH aqueous solution to neutralize the PTSA catalyst, distill at atmospheric pressure to 150°C, and finally remove low-molecular substances by vacuum distillation to obtain resin A2, resin The S.P of the resin is 115°C; HPLC analy...

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Abstract

The invention discloses aralkyl resorcinol aldehyde compound resin modified by m-phenylenediamine as well as a preparation method and an application of the aralkyl resorcinol aldehyde compound resin modified by the m-phenylenediamine. The invention also discloses a modified vulcanized rubber combination. The modified vulcanized rubber combination is prepared from the following components including the aralkyl resorcinol aldehyde compound resin modified by the m-phenylenediamine as a methylene acceptor, a methylene donor and rubber components selected from natural rubber or synthetic rubber. The aralkyl resorcinol aldehyde compound resin modified by the m-phenylenediamine is excellent in rubber vulcanizing performance and ageing resistance and has wide application prospects.

Description

technical field [0001] The invention relates to the field of rubber, and relates to a m-phenylenediamine-modified aralkyl resorcinol aldehyde compound resin, a preparation method and application thereof, and a modified vulcanized rubber composition and application thereof. Background technique [0002] In the production of reinforced rubber products such as tires and hoses, various reinforcing materials such as rayon, nylon, polyester, steel wire and glass fiber have been used to increase the strength of rubber products. Wire for this purpose requires brass or zinc plating. The basic requirement for effective reinforcement is that the reinforcing material is tightly bonded to the rubber. Only when the maximum bond between the rubber and the reinforcing material is produced, the rubber or rubber compound can achieve maximum strength. Because rubber products are continuously flexed and exposed to high temperatures during use, such as car tires, it is difficult to achieve good...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G14/073C08L61/34C08L7/00
Inventor 陈新
Owner SINO LEGEND CHINA CHEM
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