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Polyhydroxy polybutadiene liquid rubber and controllable preparation method thereof

A technology of polyhydroxy polybutadiene and aldehyde-terminated polybutadiene, which is applied in the field of polyhydroxy polybutadiene liquid rubber and its controllable preparation, can solve the problem of no industrialization prospect, complex process, and difficulty in realizing large quantities Production and other issues, to achieve a wide range of industrial application prospects, the effect of simple and efficient process

Inactive Publication Date: 2016-05-25
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] FlavienLeroux et al. obtain polyhydroxy polybutadiene (Macromolecules2015, 48, 3843-3852) in the chain by means of ring-opening metathesis polymerization. The process is complicated, and the second-generation and third-generation Gubbs catalysts are used, which makes it difficult to achieve mass production and has no industrialization prospects

Method used

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  • Polyhydroxy polybutadiene liquid rubber and controllable preparation method thereof
  • Polyhydroxy polybutadiene liquid rubber and controllable preparation method thereof
  • Polyhydroxy polybutadiene liquid rubber and controllable preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Take 5.00g of nickel-based butadiene rubber (BR9000), dissolve it completely in 100mL of tetrahydrofuran, the rubber concentration is 50g / L, keep the temperature at 30°C, add m-chloroperoxybenzoic acid under vigorous stirring, the amount of m-chloroperoxybenzoic acid is 2% of the butadiene structural unit in nickel-based butadiene rubber (BR9000), the reaction time is 6 hours, and the product is precipitated with a large amount of ethanol and dried in vacuum. product by 1 HNMR showed that the epoxy rate was 2.0%.

[0055] Take 4.00g of the above-mentioned epoxidized butadiene rubber, completely dissolve it in 100mL of tetrahydrofuran, the rubber concentration is 40g / L, keep the temperature at 30°C, add periodic acid under vigorous stirring, the molar ratio of periodic acid to epoxy group is 1 :2, reacted for 30 minutes. The product can be filtered to obtain high cis-1,4 content epoxidized terminal aldehyde polybutadiene liquid rubber, and the product is passed through...

Embodiment 2

[0058] Take 5.00g of cobalt-based butadiene rubber (Taipol), dissolve it completely in 200mL of cyclohexane, the rubber concentration is 25g / L, keep the temperature at 50°C, add m-chloroperoxybenzoic acid and m-chloroperoxybenzoic acid under vigorous stirring The dosage is 4% of the butadiene structural unit in cobalt-based butadiene rubber (Taipol), the reaction time is 4 hours, and the product is precipitated with a large amount of ethanol and dried in vacuum. product by 1 HNMR showed that the epoxy rate was 4.0%.

[0059] Take 4.00g of the above-mentioned epoxidized butadiene rubber, completely dissolve it in 100mL of dichloromethane, the rubber concentration is 40g / L, keep the temperature at 10°C, add periodic acid under vigorous stirring, the molar ratio of periodic acid to epoxy group The ratio is 1:4, and the reaction time is 40 minutes. The product can be filtered to obtain high cis-1,4 content epoxidized aldehyde-terminated polybutadiene liquid rubber, and the epoxy...

Embodiment 3

[0062] Take 5.00g of neodymium-based butadiene rubber (BR9100), dissolve it completely in 100mL of toluene, the rubber concentration is 50g / L, keep the temperature at 70°C, and add (1S,2S)-(+)-[1,2- Cyclohexanediamine nitrogen-N,N'-bis(3,5-di-tert-butyl salicylidene)] manganese(III) chloride 0.005g, the amount of sodium hypochlorite is butyl in neodymium-based butadiene rubber (BR9100) 8% of the diene structural unit, the reaction time is 2 hours, the product is precipitated with a large amount of ethanol and dried in vacuo. product by 1 HNMR showed that the epoxy rate was 8.0%.

[0063] Take 4.00g of the above epoxidized butadiene rubber, completely dissolve it in 100mL of toluene, the rubber concentration is 40g / L, keep the temperature at 50°C, add periodic acid under vigorous stirring, the molar ratio of periodic acid to epoxy group is 1 :8, reacted in 50 minutes. The product can be filtered to obtain high cis-1,4 content epoxidized aldehyde-terminated polybutadiene liqu...

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Abstract

The invention discloses a polyhydroxy polybutadiene liquid rubber and a controllable preparation method thereof. According to the method, the polyhydroxy polybutadiene liquid rubber is prepared by carrying out oxidative pyrolysis and a reduction-process on commercialized cis-1,4-polybutadiene rubber. The number-average molecular weight of the polyhydroxy polybutadiene liquid rubber prepared from the cis-1,4-polybutadiene rubber is adjustable within the range of 1000-15000 g / mol; the molecular weight distribution is 1.2-3.0; the cis-1,4 content is greater than 90%; the glass transition temperature is -100 to -80 DEG C; the hydroxy functionality is 5-30; and the hydroxy groups are distributed on the head and tail ends of the polybutadiene molecular chain and in the molecular chain. Under the background of overstocked unvulcanized cis-1,4-polybutadiene rubber and increasingly deficient petroleum resources, the polyhydroxy polybutadiene liquid rubber prepared by cis-1,4-polybutadiene rubber oxidative pyrolysis has very important practical meanings.

Description

technical field [0001] The invention relates to a method for preparing polyhydroxy polybutadiene liquid rubber from butadiene rubber, in particular to a method for preparing high cis-1,4 content epoxidized aldehyde-terminated polybutadiene liquid rubber by a one-pot method The method, and then prepare polyhydroxy polybutadiene liquid rubber. Background technique [0002] The polymerization methods of 1,3-butadiene include 1,4-polymerization and 1,2-polymerization to generate cis-1,4, trans-1,4 or 1,2-vinyl polybutadiene ( PBDs), whose performance mainly depends on the microstructure of the polymer. Among these different isomers, high cis-1,4 polybutadiene has become an important industrial product because of its excellent rubber properties, that is, butadiene rubber. High-cis 1,4-polybutadiene rubber (butadiene rubber, BR) has particularly excellent cold resistance, wear resistance and elasticity, and also has good aging resistance; it is compatible with natural rubber, ne...

Claims

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Application Information

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IPC IPC(8): C08C19/02C08C19/00C08C19/08C08C19/06C08F36/06
CPCC08C19/02C08C19/00C08C19/06C08C19/08C08F36/06
Inventor 介素云李伯耿周勤灼
Owner ZHEJIANG UNIV
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