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Epoxy-terminated vinyl ether monomer as well as preparation method and application thereof

A technology of epoxy-terminated vinyl ether and hydroxy-terminated alkenyl ether, which is applied in the field of epoxy-terminated vinyl ether monomer and its preparation, can solve the problems of environmental protection, slow reaction rate, brittle dielectric constant of materials, etc.

Pending Publication Date: 2020-10-30
重庆市化工研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process of this method is long, the amount of polyether cannot be accurately controlled, and the growth of ether bonds will cause the material to become brittle and the dielectric constant to increase
It is also possible to use epoxy resin to react with silicon hydrogen / mercaptan to synthesize epoxy end-group materials, but the reaction rate of silicon hydrogen / mercaptan and epoxy group is very slow, and the commonly used organic amine catalysts often lead to gelation, resulting in less than stable liquid resin
Although it can be synthesized by solvent method, it can inhibit the branching reaction, but it is neither economical nor environmentally friendly, and the catalyst still remains in the resin, which is not conducive to the long-term preservation of the resin.

Method used

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  • Epoxy-terminated vinyl ether monomer as well as preparation method and application thereof
  • Epoxy-terminated vinyl ether monomer as well as preparation method and application thereof
  • Epoxy-terminated vinyl ether monomer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1 Synthesis of 2-vinyloxyethyl glycidyl ether and its application in polysulfide rubber

[0033] Take 176g of ethylene glycol monovinyl ether, 88g of sodium hydroxide, and 370g of epichlorohydrin, feed them into a 2L reaction kettle, add 1.5g of tetrabutylammonium bromide, 0.5g of hydroquinone, and 0.1g of hydrogenated Sodium, quickly closed reactor. Start stirring, use the heat of reaction to heat up to 55°C, then turn on the heating device to quickly raise the temperature to 105°C, keep the total pressure in the kettle constant (the pressure after constant is 0.6kPa) and keep it warm for 3 hours, then cool down to 50°C and keep it warm for 3 hours to discharge. Distillation under reduced pressure can obtain 260g 2-vinyloxyethyl glycidyl ether product, its structure is 99.0% purity.

[0034]Dithiol-terminated liquid polysulfide rubber (relative molecular mass 1000, mercapto group content is 6.6%) 500g and 40g 2-vinyloxyethyl glycidyl ether are mixed at room ...

Embodiment 2

[0036] Example 2 Synthesis of 2-vinyloxybutyl glycidyl ether and its application on polysiloxane

[0037] Take hydroxybutyl vinyl ether (H 2 C=CHO(CH 2 ) 4 OH) 348g, potassium hydroxide 168g, epichlorohydrin 416g, feed in 3L reactor, add 5g benzyltriethylammonium chloride successively, 1g polyethylene glycol (4000), 1g hydroquinone, 0.5g sodium ethoxide, quickly close the reaction kettle. Turn on the stirring, use the heat of reaction to heat to 65°C, then turn on the heating to quickly raise the temperature to 115°C, keep the total pressure in the kettle constant (the pressure after constant is 1.4kPa) and keep it warm for 6 hours, then cool it down to 50°C and keep it warm for 3 hours to discharge. Crude distillation recovers epichlorohydrin, vacuum distillation obtains hydroxybutyl vinyl ether and 2-vinyloxybutyl glycidyl ether mixture, and rectification can be separated to obtain 400g 2-vinyloxybutyl glycidyl ether product, 98.5% purity.

[0038] Hydrogen-terminated s...

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Abstract

The invention relates to an epoxy-terminated vinyl ether monomer as well as a preparation method thereof. The preparation method comprises the following steps: 1, hydroxyl-terminated vinyl ether withthe molecular structural formula shown in the specification and epoxy-terminated chloroalkane with the molecular structural formula shown in the specification are taken as raw materials for standby application, R1 is H or-(CH2) n-, n is 1-5, R2 is straight chain-(CH2) n- (n is 2-7) or alkyl with a branched chain, R3 is-(CH2) n-, and n is 1-4; and 2) in a closed environment, the raw materials in the step 1), strong base, an initiator and a phase transfer catalyst are added for reacting to obtain the target product. The ether monomer provided by the invention has an epoxy-terminated and vinyl-terminated structure; the monomer is high in activity, unsaturated groups can be copolymerized easily, -SiH / -SH / -OH can be subjected to an addition reaction easily, the epoxy-terminated end-capping modification process becomes simple, a material modified with the monomer has an epoxy-terminated group and can be easily subjected to block grafting and graft grafting with epoxy resin, and possibility is provided for further modification of follow-up materials.

Description

technical field [0001] The invention relates to the field of chemical industry, in particular to an epoxy-terminated vinyl ether monomer and its preparation method and application. Background technique [0002] With the continuous development of polymer material technology, the performance requirements of polymer materials are getting higher and higher. End-group epoxy group modification is a common resin modification method. The access of epoxy group can maintain the original characteristics of the material, and has the characteristics of low viscosity and good flexibility. The chemical activity of epoxy group makes It can react with all compounds containing active hydrogen, which provides the possibility for the modification of other compounds and expands the development and application of this kind of products in different fields. [0003] Huang Shiqiang and others mentioned in the literature that the epoxy-terminated silicone softener can endow the fabric with excellent...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/28C07D303/24C08G75/029C08G77/38
CPCC07D301/28C07D303/24C08G75/029C08G77/38
Inventor 向英唐聪龙星昕王剑宇兰剑平王娟张丹
Owner 重庆市化工研究院有限公司
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