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Amino-functionalized solution polymerized styrene-butadiene copolymer and preparation method thereof

A technology of amine-based functional copolymers, applied in rolling resistance optimization, transportation and packaging, special tires, etc., can solve the problems of long preparation time of copolymers, low actual content of functional groups, limited industrialization potential, etc., and achieve good industrialization development Potential, preparation method is simple and easy, the effect of good industrial adaptability

Active Publication Date: 2017-08-22
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the low copolymerization activity of this type of functionalized monomer, the preparation time of the copolymer is long, the actual content of functional groups in the copolymer is low, and the functionalized monomer raw material used needs to be synthesized through a complicated process, so its industrialization potential is extremely high. limited

Method used

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  • Amino-functionalized solution polymerized styrene-butadiene copolymer and preparation method thereof
  • Amino-functionalized solution polymerized styrene-butadiene copolymer and preparation method thereof
  • Amino-functionalized solution polymerized styrene-butadiene copolymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Preparation of random copolymer of 4-(piperidinylmethyl)styrene and butadiene. Take a clean 100mL double-branch three-neck polymerization bottle, and repeat the extraction-gas lamp baking-nitrogen filling treatment three times, and then add 0.9g 4-(piperidinylmethyl)styrene monomer and 30ml butadiene to it in sequence Hexane solution (concentration of 7g / 100ml), 0.16ml N,N-dimethyltetrahydrofurfurylamine in cyclohexane solution (concentration of 0.5mol / L), stir evenly, heat up to 50℃, add 0.3 0.33ml of mol / L n-Buli initiator, react for 3h. After the polymerization is completed, the reaction is terminated with ethanol, and then a large amount of industrial alcohol is used to precipitate the polymer, which is dried in a vacuum oven to obtain a 4-(piperidylmethyl)styrene-butadiene random copolymer. The measured conversion rate was 100%, Mn=30900, MWD=1.08.

Embodiment 2

[0033] Preparation of 4-(piperidinylmethyl)styrene and styrene random polymer. Take a clean 100mL double-branch three-neck polymerization bottle, and repeat the extraction-gas lamp baking-nitrogen filling treatment three times, and then add 30ml cyclohexane and 0.9g 4-(piperidylmethyl)styrene monomer to it in turn , 2.1g styrene, 0.16ml N,N-dimethyltetrahydrofurfurylamine in cyclohexane solution (concentration 0.5mol / L), stir evenly, heat up to 50℃, add 0.3mol / L n-Buli 0.33ml initiator, react for 3h. After the polymerization is completed, the reaction is terminated with ethanol, and then a large amount of ethanol is used to precipitate the polymer, which is dried in a vacuum oven to obtain a 4-(piperidylmethyl)styrene-styrene random copolymer. The measured conversion rate was 100%, Mn=31000, MWD=1.10.

Embodiment 3

[0035] Preparation of ternary random copolymer of 4-(piperidylmethyl)styrene, styrene and butadiene. Take a clean 100mL double-branch three-neck polymerization bottle, and repeat the extraction-gas lamp baking-nitrogen filling treatment three times, and then add 0.5g 4-(piperidylmethyl)styrene monomer and 0.4g benzene to it in sequence Ethylene, 30ml butadiene in cyclohexane solution (concentration of 7g / 100ml), 0.16ml of tetrahydrofurfuryl alcohol ethyl ether in cyclohexane solution (concentration of 0.5mol / L), stir evenly, warm up to 50℃, add 0.33ml of 0.3mol / L n-Buli initiator was reacted for 3h. After the polymerization, the reaction is terminated with ethanol, and then a large amount of ethanol is used to precipitate the polymer, which is dried in a vacuum oven to obtain a 4-(piperidylmethyl)styrene-styrene-butadiene ternary random copolymer. The measured conversion rate was 100%, Mn=32000, MWD=1.11.

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Abstract

The invention relates to an amino-functionalized styrene-butadiene copolymer and a preparation method thereof. The structure of the copolymer is as follows (shown in the description). The copolymer is prepared from styrene, butadiene and 4-(piperidyl methyl)styrene and is prepared through copolymerization under initiation of alkyl lithium. The method is simple and is easy to carry out, has the advantages of mild conditions, fewer side effects and high industrial adaptability for an existing anion polymerization device. Vulcanized rubber prepared by the copolymer has high tensile strength, high wetness and slide resistance and low rolling resistance, and is novel high-performance green tread rubber.

Description

[0001] Technical field: [0002] The invention belongs to the field of synthetic rubber, and mainly relates to the synthesis of solution-polymerized styrene butadiene rubber by an anionic polymerization method. [0003] Background technique: [0004] As the largest synthetic rubber variety, styrene-butadiene rubber (SBR) can be prepared by free radical emulsion polymerization (ESBR) or by negative ion solution polymerization (SSBR). The latter has better resilience, The comprehensive performance of heat generation, abrasion resistance and hysteresis loss showed a rapid upward trend, and the output exceeded one million tons. At present, SSBR has developed to the third generation, and functional modification technology is its characteristic. By introducing polar groups into the rubber chain, it improves the interaction with the filler and promotes the dispersion of the filler in the rubber matrix, so that SSBR rubber has the characteristics of high wet skid resistance, low rolling res...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F236/10C08F212/08C08F212/14C08L15/00C08K13/02C08K3/22C08K3/06C08K5/09C08K3/04B60C1/00
CPCB60C1/0016C08F212/08C08F236/10C08K3/04C08K3/06C08K3/22C08K5/09C08K13/02C08K2003/2296C08F212/14C08L15/00Y02T10/86
Inventor 鲁建民何洋韩丙勇季院珍
Owner BEIJING UNIV OF CHEM TECH
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