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Coordination polymerization preparation method of 1, 4-poly 3-methylene cyclopentene

A technology of methylenecyclopentene and coordination polymerization is applied in the field of coordination polymerization preparation of 1,4-poly3-methylenecyclopentene, and can solve the problem of no 3-methylenecyclopentene and the like

Active Publication Date: 2017-10-24
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, there are no other literature and patent reports on the polymerization of 3-methylene cyclopentene monomer

Method used

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  • Coordination polymerization preparation method of 1, 4-poly 3-methylene cyclopentene
  • Coordination polymerization preparation method of 1, 4-poly 3-methylene cyclopentene
  • Coordination polymerization preparation method of 1, 4-poly 3-methylene cyclopentene

Examples

Experimental program
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Embodiment 1

[0072] Under anhydrous and oxygen-free conditions, the rare earth compound 1 (8.8mg, 10μmol), [Ph 3 C][B(C 6 f 5 ) 4 ] (9.2mg, 10μmol) and Ai i Bu 3 (0.2mL×0.25M) in toluene solution 2mL was added to 25mL toluene solution (3mL) containing 3-methylenecyclopentene (0.16g, 2mmol) monomer at 25°C. After stirring at high speed for 1 minute, a small amount of ethanol solution was added to terminate the polymerization reaction. Then the reaction solution was poured into a small amount of 100ml methanol containing hydrochloric acid and stabilizer (BHT) for sedimentation. The obtained polymer was dried in a vacuum oven at 40° C. for 48 hours to obtain a polymer with a net weight of 0.16 g (yield 100%). The H NMR spectrum of the obtained polymer ( 1 H NMR) and carbon nuclear magnetic spectrum ( 13 C NMR) such as figure 1 As shown, it can be known that 1,4-poly-3-methylenecyclopentene was successfully prepared.

Embodiment 2～47

[0073] Examples 2-47: The experimental procedure of this series of examples is the same as that of Example 1, and the polymerization reaction conditions and the change conditions of the catalytic system are described in Table 1 in detail.

[0074] Table 1. Preparation of 1,4-poly-3-methylenecyclopentene by coordination polymerization

[0075]

[0076]

[0077] D in Table 1 represents organoboron salt [Ph 3 C][B(C 6 f 5 ) 4 ], E represents organoboron salt [NEt 3 H][B(C 6 f 5 ) 4 ], F stands for organoboron salt [PhNMe 2 H][B(C 6 f 5 ) 4 ].

[0078] The types and proportions of the rare earth compounds, organoboron salts and alkylaluminum compounds, and the solvents used in the above examples can be any combination defined in the above technical solutions, and will not be listed here.

[0079] From the polymerization data of Examples 1-47, it can be concluded that when the catalyst solution provided by the present invention catalyzes the polymerization reactio...

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Abstract

The invention relates to a coordination polymerization preparation method of 1, 4-poly 3-methylene cyclopentene, and belongs to the technical field of catalysts. The preparation method provided by the invention comprises the following steps: using a rare earth compound shown as a general formula (A), a cocatalyst organoboron salt and an alkylaluminum compound to form a catalyst solution, and polymerizing 3-methylene cyclopentene to obtain crystalline 1, 4-poly 3-methylene cyclopentene with different molecular weights.Through the adoption of the preparation method provided by the invention, the 1, 4-poly 3-methylene cyclopentene with various molecular weights, having the number average molecular weight being smaller than 169*10<4>, can be efficiently prepared, and the 1, 4-structural unit content of the obtained 1, 4-poly 3-methylene cyclopentene is higher than 97%.

Description

technical field [0001] The invention relates to the technical field of catalysts, in particular to a preparation method for coordination polymerization of 1,4-poly-3-methylenecyclopentene. Background technique [0002] Reducing dependence on petroleum resources and developing new polymer materials derived from renewable resources have become an inevitable trend in the sustainable development of the polymer field. Compared with various polyether biopolymer materials that have been deeply studied, the development of terpene-based polymer materials has received less attention. This is because the structural characteristics of terpenes make it more difficult to prepare polymers by coordination polymerization. Therefore, there is a need to convert terpenes into monomers suitable for coordination polymerization. Recently, the Hillymer group in the United States used Grubbs catalyst to convert β-myrcene into 3-methylene cyclopentene, and then used a cationic initiator to realize ...

Claims

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Application Information

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IPC IPC(8): C08F132/04C08F4/52
CPCC08F132/04C08F4/52
Inventor 崔冬梅李世辉刘博刘东涛
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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