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Alicyclic epoxy compounds, preparing method thereof and applications of the compounds

A cycloaliphatic epoxy compound technology, which is applied in the field of compound preparation, can solve the problems of lack of chemical resistance, corrosion of microcircuits, poor application of mechanical properties and processing properties, etc.

Inactive Publication Date: 2014-11-26
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, when the above four kinds of epoxy resins for encapsulation are applied to electronic packaging materials, there are many deficiencies.
For example, epoxy resin contains aromatic groups, which cannot well resist carbonization and ultraviolet light irradiation under the action of electric arc; the reason for the condensation of epichlorohydrin and phenol in the preparation process itself leads to the existence of a very small amount of chlorine in the material, which will cause adverse reactions. Corrosion of microcircuits; or due to the lack of outstanding chemical resistance, impact resistance, mechanical properties and processing properties in the resin, it cannot be well applied to epoxy varieties that meet the development of integrated circuit packaging

Method used

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  • Alicyclic epoxy compounds, preparing method thereof and applications of the compounds
  • Alicyclic epoxy compounds, preparing method thereof and applications of the compounds
  • Alicyclic epoxy compounds, preparing method thereof and applications of the compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] When the starting materials for the reaction are limonene and aliphatic diols, the preparation method of the alicyclic epoxy compound is as follows:

[0076] (1) Add 10mmol of limonene, 11mmol of 1,4-butanediol and 2.0mmol of ferric chloride to 45mL of chloroform solvent cooled in an ice bath, magnetically stir for 60 minutes, and then raise the temperature to 25°C, pass a developing agent (from petroleum Ether: ethyl acetate is composed of 3:1 by volume) TLC monitors the progress of the reaction until the raw material disappears or no longer decreases on the TLC plate. Water is added to terminate the reaction, the aqueous layer is extracted with dichloromethane, the organic layers are combined, and the pressure is reduced. The solvent is distilled off; the product is purified by column chromatography (the eluent is petroleum ether: ethyl acetate in a volume ratio of 3:1).

[0077] The obtained product was detected by nuclear magnetic resonance, and the data obtained are as ...

Embodiment 2

[0090] When the starting materials for the reaction are limonene and aliphatic diols, the preparation method of the alicyclic epoxy compound is as follows:

[0091] (1) Add 10mmol of limonene, 13mmol of 1,3-propanediol and 2.5mmol of ferric chloride to 50mL of acetonitrile solvent cooled in an ice bath, the resulting mixture was stirred magnetically for 30 minutes and then heated to 35°C, passed through a developing agent (from petroleum Ether: ethyl acetate is composed of 3:1 by volume) TLC monitors the reaction process. When the raw materials disappear or no longer decrease on the TLC plate, the reaction is terminated by adding water, the water layer is extracted with dichloromethane, the organic layers are combined, and the vacuum distillation is performed The solvent is removed; the product is purified by column chromatography (the eluent is petroleum ether: ethyl acetate in a volume ratio of 5:1).

[0092] The obtained product was detected by nuclear magnetic resonance, and th...

Embodiment 3

[0105] When the reaction starting materials are limonene and alicyclic olefin monoalcohol, the preparation method of the alicyclic epoxy compound is as follows:

[0106] (1) Add 10mmol of limonene, 10mmol of cyclohexenyl alcohol and 2.0mmol of anhydrous ferric trichloride to 45mL of dichloromethane solvent cooled in an ice bath, magnetically stirred for 40 minutes and then heated to 45°C. It is composed of petroleum ether: ethyl acetate in a volume ratio of 4:1) TLC monitors the reaction process until the raw material disappears on the TLC plate or no longer decreases by adding water to terminate the reaction. After extracting the aqueous layer with dichloromethane, the organic layers are combined, and The residual solvent in the organic layer is distilled off under reduced pressure, and the obtained crude product is purified by column chromatography eluent (petroleum ether: ethyl acetate in a volume ratio of 3:1);

[0107] The obtained product was detected by nuclear magnetic reso...

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Abstract

The invention discloses alicyclic epoxy compounds, a preparing method thereof and applications of the compounds. The alicyclic epoxy compounds are prepared by adopting a natural product limonene as a raw material. A cyclic structure in the limonene is introduced into the alicyclic epoxy compounds. When a reaction initial compound is an aliphatic dihydric alcohol, the alicyclic epoxy compounds are prepared by subjecting the limonene and the aliphatic dihydric alcohol to hydroxyl alcoholization, then performing esterification with a cyclic anhydride, and finally performing epoxidation. When a reaction initial compound is an aliphatic olefin monohydric alcohol, the aliphatic epoxy compounds are prepared by subjecting the limonene and the aliphatic olefin monohydric alcohol to esterification, and performing epoxidation. The alicyclic epoxy compounds are prepared by subjecting alicyclic epoxy compounds to epoxidation by organic peroxy acids and are free of organochlorine, inorganic chlorine, other inorganic ions and aromatic groups. When being used for electronic packaging materials, the alicyclic epoxy compounds can achieve an objective of protecting microcircuits, and can prevent carbonization and ultraviolet irradiation under arcing. In addition, the alicyclic epoxy compounds are prepared by adopting the natural product limonene as the raw material, and have characteristics of low pollution and easily available materials.

Description

[0001] The patent application of the present invention is a divisional application with application number "201210105462.0". The original application date is "April 11, 2012", the application number is "201210105462.0", and the title of the invention is "an alicyclic epoxy compound and Its preparation method and application". Technical field [0002] The invention belongs to the field of compound preparation, and particularly relates to an alicyclic epoxy compound and a preparation method and application thereof. Background technique [0003] Compared with metal and ceramic electronic packaging materials, polymer packaging materials have excellent electrical insulation, light weight, low cost, small expansion coefficient, good dielectric properties, easy processing, suitable for mass production, excellent thermal conductivity and reliability, etc. advantage. Polymer packaging materials are divided into thermoplastic polymer packaging materials and thermosetting polymer packaging ...

Claims

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Application Information

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IPC IPC(8): C07D303/40C07D303/28C07D301/14H01L23/29
CPCC07D303/40C07D301/14C07D303/28H01L23/293
Inventor 许凯郭莹陈鸣才蔡华轮刘新付子恩
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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