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A kind of amine functionalized solution-polymerized styrene-butadiene copolymer and preparation method thereof

A technology of amine-based functional copolymers, which is applied in the fields of rolling resistance optimization, transportation and packaging, and special tires. It can solve the problems of low actual content of functional groups, long preparation time of copolymers, and limited industrialization potential. The preparation method is simple Ease of operation, good industrial development potential and good industrial adaptability

Active Publication Date: 2019-05-28
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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  • A kind of amine functionalized solution-polymerized styrene-butadiene copolymer and preparation method thereof
  • A kind of amine functionalized solution-polymerized styrene-butadiene copolymer and preparation method thereof
  • A kind of amine functionalized solution-polymerized styrene-butadiene copolymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Preparation of 4-(piperidinylmethyl)styrene, butadiene random copolymer. Take a clean 100mL double-branched three-necked polymerization bottle, pump it out-gas lamp baking-nitrogen filling treatment, repeat three times, and then add 0.9g 4-(piperidinylmethyl)styrene monomer, 30ml butanediol to it in sequence hexane solution (concentration: 7g / 100ml), 0.16ml N,N-dimethyltetrahydrofurfurylamine cyclohexane solution (concentration: 0.5mol / L), stir evenly, heat up to 50°C, add 0.3 mol / L n-Buli initiator 0.33ml, 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, and dried in a vacuum oven to obtain a 4-(piperidinylmethyl)styrene-butadiene random copolymer. The measured conversion was 100%, Mn=30900, MWD=1.08.

Embodiment 2

[0028] 4-(piperidinylmethyl)styrene, preparation of styrene random polymer. Take a clean 100mL double-branched three-necked polymerization bottle, pump it out-gas lamp baking-nitrogen filling treatment, repeat three times, and then add 30ml cyclohexane, 0.9g 4-(piperidinylmethyl)styrene monomer to it in sequence , 2.1g styrene, 0.16ml N,N-dimethyltetrahydrofurfurylamine cyclohexane solution (concentration: 0.5mol / L), stir evenly, heat up to 50°C, add 0.3mol / L n-Buli Initiator 0.33ml, reaction 3h. After the polymerization is finished, the reaction is terminated with ethanol, and then a large amount of ethanol is used to precipitate the polymer, and dried in a vacuum oven to obtain a 4-(piperidinylmethyl)styrene-styrene random copolymer. The measured conversion rate was 100%, Mn=31000, MWD=1.10.

Embodiment 3

[0030] Preparation of terpolymer of 4-(piperidinylmethyl)styrene, styrene, butadiene. Take a clean 100mL double-branched three-necked polymerization bottle, pump it out-gas lamp baking-nitrogen filling treatment, repeat three times, and then add 0.5g 4-(piperidinylmethyl)styrene monomer, 0.4g benzene Ethylene, 30ml of butadiene in cyclohexane (concentration: 7g / 100ml), 0.16ml of tetrahydrofurfuryl alcohol ethyl ether in cyclohexane (concentration: 0.5mol / L), stir evenly, heat up to 50°C, add 0.33ml of 0.3mol / L n-Buli 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, and dried in a vacuum oven to obtain a 4-(piperidinylmethyl)styrene-styrene-butadiene terpolymer 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

Technical field: [0001] 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. Background technique: [0002] 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 than the former, The comprehensive properties of heat generation, wear resistance and hysteresis loss show a rapid upward trend, and the output exceeds one million tons. At present, SSBR has been developed to the third generation, and functional modification technology is its characteristic. By introducing polar groups into the rubber chain, the interaction with the filler is improved, and the dispersion of the filler in the rubber matrix is ​​promoted, so that the SSBR rubber has the characteristics of high wet skid resistance, ...

Claims

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Application Information

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Patent Type & Authority Patents(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