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Itaconic acid glycidyl ester, and preparation method and application thereof

A technology of glycidyl ester and itaconic acid, applied in the field of epoxy resin and its preparation, to achieve the effects of enriching structure, saving resources and reducing dependence on petroleum resources

Active Publication Date: 2012-03-21
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

In this patented technology, there are technical benefits compared to previous methods such as traditional ones (petrol) due to their low cost but they lack certain qualities like solubility and reactivity towards different types of reactive compounds found within glue grease. Glycerol ester oil also shows some improvements over current alternatives including biodiesel fuel derived from vegetables. Overall, these advancements lead to improved performance and functionality of cured epoxide compositions made by combining biological based components called glicidium acids.

Problems solved by technology

Technologies aimed towards developing novel compounds containing both hydrophobicity and electrostatic characteristics were developed during the past decade due primarily to their potential benefits over fossil fuel usage. Natural rubber latex was identified as one candidate substance because they could potentially provide more affordable alternatives compared to conventional cements while maintaining environmental friendliness. However, current methods require expensive chemistry processes and produce waste streams after disposal. Therefore, alternative solutions involving naturally occurring resources like plants would offer better options than those based upon fossils.

Method used

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  • Itaconic acid glycidyl ester, and preparation method and application thereof
  • Itaconic acid glycidyl ester, and preparation method and application thereof
  • Itaconic acid glycidyl ester, and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0037] Under nitrogen protection, 100 parts by weight of itaconic acid (Qingdao Langyatai Group Co., Ltd., purity greater than 99.5%), 700 parts by weight of epoxy bromopropane and 4 parts by weight of tetrabutylammonium bromide are fully mixed, and the ℃ for 5 hours, then cooled to 60 ℃, added 30 parts by weight of sodium hydroxide and 100 parts by weight of deionized water to form a reaction system, continued to react for 2 hours, after the reaction system dropped to room temperature, added 150 parts by weight of deionized water each time Ionized water was used to wash for 4 times in total. Then remove the solvent with a rotary evaporator, and dry it in vacuum at 50° C. for 12 hours to obtain 152 parts by weight of glycidyl itaconate

[0038] Glycidyl itaconate prepared above is carried out structural characterization, and its infrared spectrogram is as follows figure 1 As shown, the hydrogen NMR spectrum is shown as figure 2 Shown, is the compound of formula I structure....

Embodiment 2

[0044] Under nitrogen protection, 100 parts by weight of itaconic acid (Qingdao Langyatai Group Co., Ltd., purity greater than 99.5%), 200 parts by weight of epoxybromopropane and 2 parts by weight of cetyltrimethylammonium bromide are fully Mix and react at 140°C for 3 hours, then lower the temperature to 70°C, add 50 parts by weight of potassium hydroxide and 50 parts by weight of deionized water to form a reaction system, and continue to react for 5 hours. After the reaction system drops to room temperature, add 200 parts by weight of deionized water were used for washing for 3 times in total. Then, the solvent was removed by a rotary evaporator, and vacuum-dried at 50° C. for 12 hours to obtain 102 parts by weight of glycidyl itaconate.

[0045] The structure of the glycidyl itaconate prepared above was characterized, and its infrared spectrum and proton magnetic resonance spectrum were basically consistent with those in Example 1, and it was a compound with the structure ...

Embodiment 3

[0051] Under nitrogen protection, 100 parts by weight of itaconic acid (Qingdao Langyatai Group Co., Ltd., purity greater than 99.5%), 800 parts by weight of epoxy chloropropane and 15 parts by weight of tetramethylammonium chloride are fully mixed, and ℃ for 5 hours, then cooled to 60 ℃, added 50 parts by weight of lithium hydroxide and 100 parts by weight of deionized water to form a reaction system, continued to react for 3 hours, after the reaction system dropped to room temperature, added 180 parts by weight of deionized water each time Ionized water was used to wash for 3 times in total. Then, the solvent was removed by a rotary evaporator, and vacuum-dried at 50° C. for 12 hours to obtain 132 parts by weight of glycidyl itaconate.

[0052] The structure of the glycidyl itaconate prepared above was characterized, and its infrared spectrum and proton magnetic resonance spectrum were basically consistent with those in Example 1, and it was a compound with the structure of ...

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Abstract

The invention discloses an itaconic acid glycidyl ester, which is a compound having a structure shown as a formula I, wherein n represents an average degree of polymerization and satisfies a relation of: 0<n<=10. The epoxy resin has low viscosity and high epoxy value and can be used as an active epoxy resin diluent, when mixed with a market sale common epoxy resin, to reduce viscosity of the market sale common epoxy resin, so as to facilitate curing molding of the epoxy resin. The invention also discloses a preparation method of the itaconic acid glycidyl ester. The method comprises the stepsof: mixing well 100 weight parts of itaconic acid, 200-800 weight parts of epoxy halogenated propane and a catalyst under protection of nitrogen; reacting at 90-140 DEG C for 1-5h; cooling to 60-75 DEG C; adding alkaline compound and water; continuing to react for 2-5 h; washing, depriving solvent and drying to obtain the itaconic acid glycidyl ester. The preparation technology is simple, has strong maneuverability and good process controllability and is easy for industrialized practice.

Description

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Claims

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Application Information

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Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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