Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Tricyclodecane diol preparation method and product thereof

A technology of tricyclodecanediol and dicyclopentadiene, which is applied in the field of preparation of tricyclodecanediol, can solve problems such as high boiling point of products, deactivation, and high cost of catalysts, and achieve simplified process flow and low cost. Advantages, effects of good industrial prospects

Pending Publication Date: 2020-04-03
广东希必达新材料科技有限公司
View PDF7 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of rhodium-catalyzed hydroformylation of high-carbon alkenes has a high boiling point of the product, and it is difficult to separate the rhodium catalyst from the product. The separation process is prone to rhodium loss and deactivation, which makes it difficult to recycle the catalyst, and the cost of the catalyst is expensive. its industrial use

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0028] The first aspect of the present invention provides a kind of preparation method of tricyclodecanediol, the steps of described preparation method are as follows:

[0029] Step a: Dicyclopentadiene, the substance of formula (1), is subjected to a hydration reaction under the action of a resin catalyst to obtain hydroxydihydrodicyclopentadiene, the substance of formula (II);

[0030] Step b: under the action of a catalyst, the substance of formula (II) is hydrogenated to obtain tricyclodecanediol of the following formula (III);

[0031] ,,.

[0032] Wherein, the resin catalyst is a cation exchange resin, and the cation exchange resin is selected from 732 cation exchange resin, DH cation exchange resin, 061 cation exchange resin, D072 cation exchange resin, 734 cation exchange resin, D001 cation exchange resin, JK008 cation exchange resin one or more of.

Embodiment approach

[0033] As an embodiment of the present invention, the cation exchange resin is 732 cation exchange resin or 061 cation exchange resin.

[0034] As a preferred mode of the present invention, the cation exchange resin is 732 cation exchange resin.

[0035] The concrete steps of described step a are as follows:

[0036] (1) The resin catalyst is dispersed in distilled water, and then dicyclopentadiene is added dropwise to the distilled water containing the resin catalyst;

[0037] (2) After the dropwise addition, continue the heat preservation reaction for 1 to 6 hours. After the reaction is completed, filter the catalyst, let stand for liquid separation, and distill the upper organic phase to obtain hydroxydihydrodicyclopentadiene.

[0038] Wherein, the amount of the resin catalyst is 1%-10% of the mass of dicyclopentadiene; more preferably 2%-6%.

[0039] The amount of distilled water is 0.5-1.5 times the mass of dicyclopentadiene; more preferably 0.8-1.2 times.

[0040] The...

Embodiment 1

[0055] Add 1g of domestic 732 resin into a 500mL four-necked flask filled with 100mL of deionized water, heat it to 80°C, then start to add 100g of dicyclopentadiene dropwise, control the temperature at about 100°C, and add the dropping time for about 1.5 hours. After completion, keep warm at about 100°C and react for 2 hours. After cooling down to room temperature, filter the resin catalyst. The resin catalyst can be regenerated and used repeatedly. The reaction liquid is phase-separated, and the upper organic phase is distilled under reduced pressure to obtain about 107.3 g of the product, with a yield of about 95%.

[0056] Add 20g of hydroxydicyclopentadiene and 100mL of toluene to a 250mL autoclave successively, then add catalyst cobalt acetylacetonate 100mg, ruthenium acetylacetonate 10mg, manganese powder 80mg, airtight, nitrogen replacement three times, and then use synthesis gas (hydrogen: carbon monoxide = 2: 1) Replaced twice, replenish the synthesis gas to 3MPa, ra...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a preparation method of tricyclodecane diol. The preparation method comprises the following steps: a, carrying out a hydration reaction on a substance dicyclopentadiene represented by a formula (1) under the action of a resin catalyst to obtain a substance hydroxydihydrodicyclopentadiene represented by a formula (II); and b, under the action of a catalyst, hydrogenating thesubstance represented by the formula (II) to obtain the tricyclodecane diol represented by a formula (III). According to the synthesis method of the novel tricyclodecane diol, cheap and easily-available dicyclopentadiene in chemical industry is used as a raw material, and a common rhodium catalyst is not used as the catalyst, so that the reaction has the cost advantage, and good industrial prospects are achieved.

Description

technical field [0001] The invention relates to a method for preparing tricyclodecanediol, and more particularly to a method for preparing novel tricyclodecanediol from dicyclopentadiene. Background technique [0002] Dicyclopentadiene (DCPD) can synthesize high value-added fine chemicals tricyclodecane unsaturated monoaldehyde or tricyclodecane dicarbaldehyde through hydroformylation reaction. Methanol is an important chemical raw material. The benzene- and formaldehyde-free unsaturated amorphous polyester resin composite developed from tricyclodecane dimethanol has the characteristics of anti-yellowing and low viscosity, and has been widely used in water-based dispersants, coating compositions, lubricating oils, etc. a wide range of applications. Tricyclodecane dimethanol can be used as an intermediate in the synthesis of excellent strength solvent-free paints, heat and corrosion resistant polyesters and epoxy resin hardeners, such as tricyclodecane dimethanol diacrylate...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/37C07C29/17
CPCC07C29/04C07C29/17C07C35/37
Inventor 李燕平徐飞飞左洪亮刘阳张晓超李红仙
Owner 广东希必达新材料科技有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com