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Synthesis method of polycyclic norbornene derivative

A technology for norbornene and a synthesis method, applied in the field of CO7C, can solve the problems of difficulty in suppressing oligomers such as trimerization and tetramerization, increase separation and purification cost and energy consumption, and difficulty in suppressing by-products, etc., and achieve excellent chemical resistance. excellent optical properties, moisture resistance, and high recycling rate

Pending Publication Date: 2022-05-13
广东华锦达新材科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the current synthesis process of norbornene derivatives, the reaction efficiency is low, and the obtained polycyclic norbornene derivatives can continue to react with conjugated olefins, such as cyclopentadiene, to obtain trimers, polymers By-products such as substances affect the reaction yield
[0005] In order to reduce by-products, such as CN105541529A, CN105541529A, etc., two methods are currently used: one is to add solvent to dilute to reduce the generation of polymers, but the existence of solvents increases the cost and energy consumption of separation and purification on the one hand, and on the other hand It is also difficult to suppress the generation of by-products, which affects the reaction yield. The second is to add a polymerization inhibitor. Although the addition of a polymerization inhibitor can suppress the generation of polymers, it is difficult to suppress the generation of oligomers such as trimerization and tetramerization. Its heavy component by-products still occupy a high level

Method used

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  • Synthesis method of polycyclic norbornene derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] After debugging the temperature control systems, instruments and valves of the device, replace the reactor with nitrogen and check the device for leaks. Use a metering pump to add cyclopentene and dicyclopentadiene in a molar ratio of 2.5:1 to the reactor, and inject 1.5MPa high-purity nitrogen into the reactor. Set the reactor temperature to 250 °C. After the temperature reaches the set temperature, the pressure in the reactor reaches 4.8 MPa. Under this condition, stop heating after 1 hour of reaction, and pass water to the cooling coil to cool down to stop the reaction. The crude product is taken out, and the crude product is rectified and separated, and the obtained cyclopentene light components and non-target heavy components are returned to the reactor for recycling, and the target product yield is recorded as 66.2% (the weight of the target product accounts for the added The mass percent of the total weight of cycloolefins and dicyclopentadiene). The purity of ...

Embodiment 2

[0034] After debugging the temperature control systems, instruments and valves of the device, replace the reactor with nitrogen and check the device for leaks. Use a metering pump to add 1-methylcyclopentene and dicyclopentadiene to the reactor at a molar ratio of 2:1, and inject a mixture of nitrogen and hydrogen with a hydrogen volume content of 50% into the reactor to 1.5 MPa. Set the reactor temperature to 260 °C. After the temperature reaches the set temperature, the pressure in the reactor reaches 4.9 MPa. Under this condition, stop heating after 1.5 hours of reaction, and pass water to the cooling coil to cool down to stop the reaction. The crude product was taken out, and the crude product was separated by rectification, and the obtained 1-methylcyclopentene light component and non-target heavy component were returned to the reactor for recycling, and the yield of the target product was measured to be 51.5%. The purity of the target product obtained through rectificat...

Embodiment 3

[0038] After debugging the temperature control systems, instruments and valves of the device, replace the reactor with nitrogen and check the device for leaks. Use a metering pump to add cyclohexene and dicyclopentadiene in a molar ratio of 3:1 to the reactor, and inject a hydrogen-nitrogen mixture with a hydrogen volume content of 60% to 1.5 MPa into the reactor. Set the reactor temperature to 190 °C. After the temperature reaches the set temperature, the pressure in the reactor reaches 3.1 MPa. Under this condition, stop heating after 1 hour of reaction, and pass water to the cooling coil to cool down to stop the reaction. The crude product was taken out, and the crude product was rectified and separated, and the obtained cyclohexene light component and non-target heavy component were returned to the reactor for recycling, and the yield of the target product was measured to be 55.5%. The purity of the target product obtained through rectification as measured by gas chromato...

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Abstract

The invention relates to C07C, in particular to a synthetic method of a polycyclic norbornene derivative. Comprising the following steps: heating dicyclopentadiene and cycloolefin to 190-260 DEG C in a reaction kettle under the protection of protective gas, carrying out heat preservation reaction for 1-5 hours, and then separating to obtain a light component, an intermediate component and a heavy component, and the intermediate component is a polycyclic norbornene derivative. The invention provides a preparation method of a polycyclic norbornene derivative. The polycyclic norbornene derivative can be used for preparing a high polymer material through a ring-opening metathesis reaction. The polycyclic norbornene derivative can be used for preparing a high-performance high polymer material which has excellent optical properties and moisture resistance and also has excellent chemical resistance of polyolefin and transparency and molding processability of amorphous resin.

Description

technical field [0001] The present invention relates to C07C, and more specifically, the present invention relates to a method for synthesizing polycyclic norbornene derivatives. Background technique [0002] Cycloolefins such as norbornene can be used in the synthesis of various plastics and rubbers to achieve specific functions through ring-opening metathesis polymerization. As the main monomer in cycloolefin polymers, how to efficiently synthesize norbornene and other norbornene derivatives has always been a concern in the industry. There have been many literatures and patent reports on the synthesis of norbornene, including liquid-phase method and gas-phase method, and there are many industrialized cases. Among them, the French Elf Atochem Co., Ltd. (ElfAtochem) was the first to realize the industrial production of norbornene. And with the continuous development and expansion of the application of norbornene compounds, the demand will gradually increase. [0003] my c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C2/50C07C13/61C07C4/22C07C13/15
CPCC07C2/50C07C4/22C07C2603/68C07C2603/66C07C13/15C07C13/61
Inventor 彭思瀚于明泉吴义友左洪亮刘阳黄杰
Owner 广东华锦达新材科技有限公司
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