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Method for preparing poly (conjugated diene) by using pyridine imine iron catalyst and application of poly (conjugated diene)

A technology of polyconjugated diene and pyridinium iron, which is applied in the application field of polyconjugated diene, can solve the problems such as unsatisfactory strength, and achieve the effects of increasing crosslinking density, good biocompatibility and simple preparation

Active Publication Date: 2022-07-01
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Polyfarnesene with a lower molecular weight is a flowing viscous liquid. Although it has good flow processability, its strength cannot meet the requirements of high-performance rubber products. It is mainly used in the field of adhesives

Method used

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  • Method for preparing poly (conjugated diene) by using pyridine imine iron catalyst and application of poly (conjugated diene)
  • Method for preparing poly (conjugated diene) by using pyridine imine iron catalyst and application of poly (conjugated diene)
  • Method for preparing poly (conjugated diene) by using pyridine imine iron catalyst and application of poly (conjugated diene)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Embodiment 1: The method for preparing polyconjugated diene with pyridineimide iron catalyst in this embodiment is carried out according to the following steps:

[0026] Under anhydrous and anoxic conditions, pyridineimine hydrazine catalyst A (10 μmol, 1 equiv, 5.20 mg), cocatalyst MAO (5 mmol, 500 equiv, 3.33 mL), β-farnesene monomer solution (20 mmol, 2000 equiv, 5.1 mL) was added to 5 mL of toluene, and after polymerization at 25°C for 90 min, 1 mL of 2,6-di-tert-butyl-4-methylphenol in ethanol (2,6-di-tert-butyl-4-methylphenol) was added. 1 wt% phenol) and 10 mL of a mixed solution of methanol and concentrated hydrochloric acid (v / v = 50:1) to quench the reaction, pour off the clear liquid, wash three times with ethanol, and then dry at 40 °C for 24 h to constant weight to obtain Poly-beta-farnesene.

[0027] Results: The yield of poly-β-farnesene in this example was >99%, and the microstructural composition of the polymer was: 52% 1,4-polyβ-farnesene and 48% 3,4-...

Embodiment 2

[0030] Embodiment 2: The method for preparing polyconjugated diene with pyridineimide iron catalyst in this embodiment is carried out according to the following steps:

[0031] Under anhydrous and oxygen-free conditions, pyridineimine hydrazine catalyst B (10 μmol, 1 equiv, 5.48 mg), cocatalyst MAO (5 mmol, 500 equiv, 3.33 mL), β-farnesene monomer solution (20 mmol, 2000 equiv, 5.1 mL) was added to 5 mL of toluene, and after polymerization at 25°C for 90 min, 1 mL of 2,6-di-tert-butyl-4-methylphenol in ethanol (2,6-di-tert-butyl-4-methylphenol) was added. 1 wt% phenol) and 10 mL of a mixed solution of methanol and concentrated hydrochloric acid (v / v = 50:1) to quench the reaction, pour off the clear liquid, wash three times with ethanol, and then dry at 40 °C for 24 h to constant weight to obtain Poly-beta-farnesene.

[0032] Results: The yield of poly-β-farnesene in this example was >99%, and the microstructure selectivity of the polymer was: 58% for 1,4-polyβ-farnesene and ...

Embodiment 3

[0033] Embodiment 3: The method for preparing polyconjugated diene with pyridineimide iron catalyst in this embodiment is carried out according to the following steps:

[0034] Under anhydrous and oxygen-free conditions, pyridineimine hydrazine catalyst C (10 μmol, 1 equiv, 5.48 mg), cocatalyst MAO (5 mmol, 500 equiv, 3.33 mL), β-farnesene monomer solution (20 mmol, 2000 equiv, 5.1 mL) was added to 5 mL of toluene, and after polymerization at 25°C for 90 min, 1 mL of 2,6-di-tert-butyl-4-methylphenol in ethanol (2,6-di-tert-butyl-4-methylphenol) was added. 1 wt% phenol) and 10 mL of a mixed solution of methanol and concentrated hydrochloric acid (v / v = 50:1) to quench the reaction, pour off the clear liquid, wash three times with ethanol, and then dry at 40 °C for 24 h to constant weight to obtain Poly-beta-farnesene.

[0035] Results: The yield of poly-β-farnesene in this example was 90%, and the microstructure selectivity of the polymer was: 50% of 1,4-poly-β-farnesene and 5...

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Abstract

The invention relates to a method for preparing poly (conjugated diene) by using a pyridine imine iron catalyst and application of the poly (conjugated diene). The invention belongs to the field of polymer synthesis. The purpose of the present invention is to prepare a poly-conjugated diene having a medium content of 3, 4 structure and a medium molecular weight by means of a simple and environmentally friendly iron-based catalyst, and to provide an application of the poly-conjugated diene. The preparation method comprises the following steps: under anhydrous and anaerobic conditions, adding a main catalyst, a cocatalyst and a conjugated diene monomer into a solvent, carrying out a stirring polymerization reaction, adding a quenching agent and an anti-aging agent into the system after the reaction is finished, carrying out a quenching reaction, washing and drying to obtain the poly conjugated diene, the microstructure of the obtained poly (conjugated diene) contains 40-60% of 3, 4-structure, the number-average molecular weight of the obtained poly (conjugated diene) is 40.0 * 10 < 4 > g / mol to 80.0 * 10 < 4 > g / mol, the molecular weight distribution is 1.5-2.5, the glass transition temperature Tg is-90 DEG C to-60 DEG C, and the obtained poly (conjugated diene) is used for manufacturing high-performance tires and protective clothing products.

Description

technical field [0001] The invention belongs to the field of polymer synthesis, and in particular relates to a method for preparing polyconjugated diene by using a pyridineimide iron catalyst and the application of the polyconjugated diene. Background technique [0002] Terpene monomers or isoprenoid compounds come from a wide variety of sources. It can generally be extracted from plants, and the biorenewability of terpene monomers has attracted more and more attention. With the expansion of the research field of terpene monomer polymerization, farnesene monomer with 15 carbon atoms has gradually become an ideal monomer for the preparation of rubber products, adhesives and other industrial products. [0003] The microstructure and molecular weight of polymers are important factors that affect their properties and properties. At present, polyfarnesene mainly has a 1,4-structure and a 3,4 structure, of which the 3,4 structure has more double bonds, which is beneficial to its...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F136/22C08F4/70
CPCC08F136/22C08F4/7006Y02T10/86
Inventor 王庆刚匡佳王亮憨振宇
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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