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Metal complex for catalysis of caprolactone polymerization

A metal complex, caprolactone technology, applied in the direction of organic chemistry, etc., can solve the problem that metal catalysts have not been reported, and achieve the effect of high catalytic activity

Inactive Publication Date: 2016-09-28
安徽红太阳新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, such metal catalysts coordinated by thiourea derivatives have not been reported.

Method used

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  • Metal complex for catalysis of caprolactone polymerization
  • Metal complex for catalysis of caprolactone polymerization
  • Metal complex for catalysis of caprolactone polymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] In Examples 11-15, the metal complexes in the above-mentioned Example 3 were used as catalysts, and bulk polymerization was carried out under different temperature conditions. 5.7 g (50 mmol) of ε-caprolactone were respectively placed in a 50 mL flask, and 0.2 mmol of the metal complex in Example 1 and 0.1 mmol of benzyl alcohol were added. Heating in an oil bath at 5 temperatures, constant temperature reaction for 1 hour, cooling, sampling and analysis, the conversion rate was measured by liquid chromatography, and the molecular weight was measured by GPC (polystyrene as a standard sample). The experimental results of Examples 11-15 are shown in Table 2.

[0047] The ε-caprolactone monomer described in Examples 11-15 is a product with higher purity after rectification in the production process of caprolactone. It can be seen that the high reaction temperature is conducive to the acceleration of the reaction, but the molecular weight distribution gradually increases, a...

Embodiment 3

[0062] Examples 31-34 use the metal complex of the above-mentioned Example 3 as a catalyst to catalyze the bulk polymerization of 4 different cyclic esters. 4 kinds, 5g of cyclic esters were respectively placed in 50mL flasks, 1mg of the polymerization inhibitor in Example 3 was added, heated in an oil bath at 120°C, reacted for 4 hours, cooled, and the content of cyclic esters was analyzed by sampling. Calculate the cyclic ester conversion rate (ie polymerization rate) with this, the experimental result of embodiment 31-34 is shown in Table 5, and thiourea metal salt is lower to other cyclic esters except valerolactone, lactide catalytic activity, may be different from Ring monomer ring tension dependent.

[0063] Polymerization of different cyclic ester monomers in table 5

[0064]

[0065]

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Abstract

The invention discloses a metal complex for efficient controllable ring opening of Epsilon-caprolactone, and specifically relates to thiourea metal salt. The metal complex is suitable for bulk polymerization and melt polymerization process of Epsilon-caprolactone and also suitable for slow controllable polymerization in a solution. The design of molecular weight of polycaprolactone is based on the ratio of a monomer to an initiator in the reaction system. The initiator is alcohol containing active hydroxyl terminal. The alcohol used as a co-initiator and the metal complex together have a synergistic effect on the catalysis system. The metal complex has rich selections of functional groups and is suitable for multiple polymerization conditions.

Description

technical field [0001] The invention relates to the field of organic chemical catalysis, in particular to a metal catalyst coordinated by a thiourea derivative, specifically a metal complex that catalyzes the polymerization of caprolactone. Background technique [0002] In the context of serious environmental problems and shortage of petroleum resources, biodegradable plastics have received widespread attention. Among them, polycaprolactone has become a hot spot for research and development. Polycaprolactone is a hydrophobic, semi-crystalline polymer whose crystallinity decreases with the molecular weight of the polymer, and the polymer can be degraded by microorganisms. The raw materials of polycaprolactone industry are renewable biological materials, and the final products of its degradation are also water and carbon dioxide, which can be completely biodegraded and are one of the most competitive biodegradable materials. [0003] The synthesis of early polyester is mainl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C335/08C07C335/18C07C335/16C08G63/85C08G63/83C08G63/08
CPCC07C335/08C07C335/16C07C335/18C08G63/823C08G63/83C08G63/85
Inventor 郭畅唐定良陈永福李健陶峻
Owner 安徽红太阳新材料有限公司
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