Itaconic acid-based epoxy resin composition and method for preparing cured substance

Abstract

The invention discloses an itaconic acid-based epoxy resin composition which comprises the components in parts by weight: 100 parts of itaconic acid-based epoxy resin, 5-150 parts of curing agent, 0-6 parts of curing accelerator, 0.1-10 parts of radical initiator and 0.1-100 parts of double-bond-containing component, wherein the double-bond-containing component is more flexible in performance adjustment; the itaconic acid-based epoxy resin not only has two epoxy groups so as to be cured under the action of the epoxy resin curing agent, but also has double bonds so as to be capable of carrying out free radical polymerization under the action of the radical initiator; and furthermore the double-bond-containing component is more flexible in performance adjustment. The invention also discloses a method for preparing an itaconic acid-based epoxy resin cured substance from the itaconic acid-based epoxy resin composition; and the curing method is simple, easy to implement, good in controllability and high in operability.

Description

technical field

[0001] The invention relates to the field of bio-based epoxy resins, in particular to an itaconic acid-based epoxy resin composition and a method for preparing a cured itaconic acid-based epoxy resin. Background technique

[0002] Epoxy resin has excellent mechanical properties, high temperature resistance, corrosion resistance, adhesion and electrical insulation, and is widely used in automobiles, construction, electronics, aviation and other fields. However, the current epoxy resins are mainly synthesized from petroleum resources. With the depletion of petroleum resources, finding sustainable, high-quality and cheap petroleum substitutes is the key to the existence and development of the polymer industry. Bio-based epoxy resin uses renewable resources as the main raw material, which not only reduces the consumption of petrochemical products in the plastics industry, but also avoids the emission of a large amount of CO due to the production of petroleum-bas...

Examples

Embodiment 1

[0056] (1) Mix 100g of itaconic acid, 1000g of epichlorohydrin and 3g of tetrabutylammonium bromide, and react at 90°C for 5 hours under the protection of nitrogen, then cool down to 60°C, add 65g of sodium hydroxide and The solution that 100g deionized water is made, continue to react for 2 hours, wash with water, remove unreacted epichlorohydrin, water etc. under reduced pressure, obtain itaconic acid-based epoxy resin, pass infrared spectrogram and hydrogen nuclear magnetic resonance spectrogram Characterization, the obtained itaconic acid-based epoxy resin is shown in the structure of formula I, the average value of n is 0.41, and the epoxy value of the itaconic acid-based epoxy resin is 0.625.

[0057] (2) 100g of itaconic acid-based epoxy resin synthesized above, 20g of polyether amine (D400), 90g of polyamide (Guangzhou Xingpengwei Trading Co., Ltd., grade 650), 10g of amidoamine (Tianjin Runsheng Chemical Trading Co., Ltd., Ancamine 2443), 1g cyclohexanone peroxide and...

Embodiment 2

[0059] (1) Mix 100g of itaconic acid, 200g of epichlorohydrin and 3g of tetrabutylammonium bromide, and react at 100°C for 4 hours under the protection of nitrogen, then cool down to 60°C, add 65g of sodium hydroxide and The solution that 100g deionized water is made, continue to react for 2 hours, wash with water, decompress and distill off unreacted epichlorohydrin, water etc., characterize by infrared spectrogram and hydrogen nuclear magnetic resonance spectrogram, obtain the compound shown in the structure of formula I Itaconic acid-based epoxy resin, the average value of n is 1.73, and the epoxy value is 0.354.

[0060] (2) Mix 100g of itaconic acid-based epoxy resin synthesized above, 17.5g of 4,4′-diaminodiphenylmethane, 2g of dibenzoyl peroxide and 20g of divinylbenzene, and first cure at 90°C 4 hours, and then cured at 130°C for 8 hours to obtain a cured product of itaconic acid-based epoxy resin. The impact strength of the cured product of itaconic acid-based epoxy r...

Embodiment 3

[0062] (1) First mix 100g of itaconic acid and 200g of chloroform evenly, then add 200g of thionyl chloride and 0.5g of pyridine and mix evenly, then react at 50°C for 5 hours under the protection of an inert gas, and distill under reduced pressure to remove Unreacted thionyl chloride and chloroform, get itaconic acid chloride; Add 500g of chloroform, 100g pyridine and 100g 2,3-glycidyl alcohol in the itaconic acid chloride, under inert gas protection, Reacted at 20°C for 6 hours, washed with water, and distilled under reduced pressure to remove the solvent to obtain diglycidyl itaconate, characterized by infrared spectrum and hydrogen nuclear magnetic resonance spectrum, the diglycidyl itaconate obtained is as shown in the structure of formula I Shown, n is 0, and the epoxy value is 0.825. In the infrared spectrum, there is 2980cm -1 、1710cm -1 、1630cm -1 、1030cm -1 and other characteristic absorption peaks; 1 H NMR (CD 3 Cl is the solvent), there are characteristic che...

technical field

[0001] The invention relates to the field of bio-based epoxy resins, in particular to an itaconic acid-based epoxy resin composition and a method for preparing a cured itaconic acid-based epoxy resin. Background technique

[0002] Epoxy resin has excellent mechanical properties, high temperature resistance, corrosion resistance, adhesion and electrical insulation, and is widely used in automobiles, construction, electronics, aviation and other fields. However, the current epoxy resins are mainly synthesized from petroleum resources. With the depletion of petroleum resources, finding sustainable, high-quality and cheap petroleum substitutes is the key to the existence and development of the polymer industry. Bio-based epoxy resin uses renewable resources as the main raw material, which not only reduces the consumption of petrochemical products in the plastics industry, but also avoids the emission of a large amount of CO due to the production of petroleum-bas...

Examples

Embodiment 1

[0056] (1) Mix 100g of itaconic acid, 1000g of epichlorohydrin and 3g of tetrabutylammonium bromide, and react at 90°C for 5 hours under the protection of nitrogen, then cool down to 60°C, add 65g of sodium hydroxide and The solution that 100g deionized water is made, continue to react for 2 hours, wash with water, remove unreacted epichlorohydrin, water etc. under reduced pressure, obtain itaconic acid-based epoxy resin, pass infrared spectrogram and hydrogen nuclear magnetic resonance spectrogram Characterization, the obtained itaconic acid-based epoxy resin is shown in the structure of formula I, the average value of n is 0.41, and the epoxy value of the itaconic acid-based epoxy resin is 0.625.

[0057] (2) 100g of itaconic acid-based epoxy resin synthesized above, 20g of polyether amine (D400), 90g of polyamide (Guangzhou Xingpengwei Trading Co., Ltd., grade 650), 10g of amidoamine (Tianjin Runsheng Chemical Trading Co., Ltd., Ancamine 2443), 1g cyclohexanone peroxide and...

Embodiment 2

[0059] (1) Mix 100g of itaconic acid, 200g of epichlorohydrin and 3g of tetrabutylammonium bromide, and react at 100°C for 4 hours under the protection of nitrogen, then cool down to 60°C, add 65g of sodium hydroxide and The solution that 100g deionized water is made, continue to react for 2 hours, wash with water, decompress and distill off unreacted epichlorohydrin, water etc., characterize by infrared spectrogram and hydrogen nuclear magnetic resonance spectrogram, obtain the compound shown in the structure of formula I Itaconic acid-based epoxy resin, the average value of n is 1.73, and the epoxy value is 0.354.

[0060] (2) Mix 100g of itaconic acid-based epoxy resin synthesized above, 17.5g of 4,4′-diaminodiphenylmethane, 2g of dibenzoyl peroxide and 20g of divinylbenzene, and first cure at 90°C 4 hours, and then cured at 130°C for 8 hours to obtain a cured product of itaconic acid-based epoxy resin. The impact strength of the cured product of itaconic acid-based epoxy r...

Embodiment 3

[0062] (1) First mix 100g of itaconic acid and 200g of chloroform evenly, then add 200g of thionyl chloride and 0.5g of pyridine and mix evenly, then react at 50°C for 5 hours under the protection of an inert gas, and distill under reduced pressure to remove Unreacted thionyl chloride and chloroform, get itaconic acid chloride; Add 500g of chloroform, 100g pyridine and 100g 2,3-glycidyl alcohol in the itaconic acid chloride, under inert gas protection, Reacted at 20°C for 6 hours, washed with water, and distilled under reduced pressure to remove the solvent to obtain diglycidyl itaconate, characterized by infrared spectrum and hydrogen nuclear magnetic resonance spectrum, the diglycidyl itaconate obtained is as shown in the structure of formula I Shown, n is 0, and the epoxy value is 0.825. In the infrared spectrum, there is 2980cm -1 、1710cm -1 、1630cm -1 、1030cm -1 and other characteristic absorption peaks; 1 H NMR (CD 3 Cl is the solvent), there are characteristic che...

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