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Cyclocarbonate-terminated linetype compound

A carbonate-based compound technology, applied in the field of organic synthesis, can solve the problems of high viscosity of cyclocarbonate, brittleness of non-isocyanate polyurethane, poor oil resistance, etc., and achieve the effect of mild reaction conditions, simple process, simple and stable system

Inactive Publication Date: 2015-05-20
ZHONGBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, by bisphenol A epoxy resin directly with CO 2 The cyclocarbonate obtained by the reaction has a high viscosity, and the non-isocyanate polyurethane obtained after curing with diamine has disadvantages such as brittleness, poor toughness, and poor oil resistance.

Method used

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  • Cyclocarbonate-terminated linetype compound
  • Cyclocarbonate-terminated linetype compound
  • Cyclocarbonate-terminated linetype compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040]

[0041] The R1 is a residue of diethylene glycol;

[0042] R2 is -(CH 2 ) x -, X=1;

[0043] R3 is the residue of epoxy resin E-44.

[0044] Put 106g of diethylene glycol and 184g of 2-mercaptoacetic acid into a 500ml four-necked flask with an oil-water separator, add 75ml of benzene, 0.9g of p-toluenesulfonic acid, heat and reflux until the esterification reaction is completed, and obtain the intermediate product terminal mercapto Diethylene glycol acetate.

[0045] Put 64g of diethylene glycol-terminated thioglycolate and 220g of epoxy resin E-44 into a 500ml three-necked flask, add 0.28g of triethanolamine, and react at 5°C for about 2 hours to obtain the corresponding epoxy-terminated linear compound .

[0046] Then 250g of the product obtained in the previous step is transferred to a 500ml autoclave, and 1.25g of tetraethylammonium bromide is added, and CO 2 Gas until the pressure in the kettle reaches 1.5MPa, heat to 120°C, and react for 8 hours to obtai...

Embodiment 2

[0048]

[0049] The R1 is a residue of diethylene glycol;

[0050] R2 is -(CH 2 ) x -, X=2;

[0051] R3 is the residue of epoxy resin E-44.

[0052] Put 106g of diethylene glycol and 212g of 3-mercaptopropionic acid into a 500ml four-necked flask with an oil-water separator, add 75ml of benzene, 3.2g of p-toluenesulfonic acid, heat and reflux until the esterification reaction is completed, and obtain the intermediate product terminal Diethylene glycol mercaptopropionate.

[0053] Put 70g of diethylene glycol-terminated mercaptopropionate and 220g of epoxy resin E-44 into a 500ml three-necked flask, add 1.45g of N-methyldiethanolamine, and react at 5°C for about 2 hours to obtain the corresponding terminal Epoxy-based linear compounds.

[0054] Then 250g of the product obtained in the previous step is transferred to a 500ml autoclave, and 2.5g of tetraethylammonium bromide is added, and CO 2 Gas until the pressure in the kettle reaches 1.5MPa, heat to 120°C, and react ...

Embodiment 3

[0056]

[0057]The R1 is a residue of polyethylene glycol;

[0058] R2 is -(CH 2 ) x -, X=1;

[0059] R3 is the residue of epoxy resin E-51.

[0060] The residue of polyethylene glycol is -CH 2 -CH 2 -[-O-CH 2 -CH 2 -] x -;x=3.14~21.3;

[0061] R2 is -(CH 2 ) z -, z=1 or 2;

[0062] R3 is the residue of epoxy resin NPEF-170, E-44 or E-51.

[0063] E-44 or E-51 belongs to bisphenol A type epoxy resin, the general formula is

[0064]

[0065] E-44 molecular weight is 430, E-51 molecular weight is 380

[0066] NPEF-170 belongs to bisphenol F type epoxy resin, the general formula is

[0067]

[0068] Put 100g of polyethylene glycol with a molecular weight of 200 and 92g of 2-mercaptoacetic acid into a 500ml four-neck flask with an oil-water separator, add 55ml of toluene and 1.5g of p-toluenesulfonic acid, and heat to reflux until the esterification reaction is completed to obtain an intermediate product Polyethylene glycol (200) thioglycolate.

[0069] Pu...

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Abstract

The invention relates to a synthetic method of a cyclocarbonate-terminated linetype compound. A novel cyclocarbonate-terminated linetype compound basis material, which has both elasticity of polysulfide rubber and rigidity of epoxy resin, is synthesized by polyether glycol, a sulfhydryl-terminated carboxylic acid, bisphenol A epoxy resin and CO2; and via diamines curing treatment, a novel high molecular material is obtained, which is integrated with the characteristics of epoxy resin, polyurethane and polysulfide rubber, and has the advantages of being excellent in oil resitance and chemical resistance, and good in weatherability and ultraviolet resistance.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a linear compound containing a terminal ring carbonate group. Background technique [0002] Cyclocarbonate is an organic solvent with high boiling point and high polarity and excellent performance. It is widely used in the fields of desulfurization and decarbonization in industrial sectors such as organic synthesis, cosmetics, metal extraction and natural gas purification, urea synthesis and hydrogen production. In recent years, the market demand for cyclic carbonate as an intermediate of transesterification has surged. In particular, it was discovered that cyclocarbonate can be used as an excellent medium for high-energy batteries and capacitors, and the market demand for this alone is as high as 2 to 3 million tons. [0003] Synthetic methods of cyclocarbonate mainly include o-diol method, o-chlorohydrin method, epoxy compound-CO 2 Insertion. The latter...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/00C08G65/48C07D317/36
Inventor 程原赵本波袁晓艳李婧周复军
Owner ZHONGBEI UNIV