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Method of preparing hydrogenated terpinene maleic anhydride glycidyl ester type epoxy resin

A technology of glycidyl ester and hydrogenated terpene, which is applied in the field of manufacturing hydrogenated terpene maleic anhydride glycidyl ester epoxy resin, can solve the problems of thermal stability, poor UV resistance and weather resistance, dark color and the like, and achieves a simple manufacturing process. , Simplify the synthesis process steps, the effect of the reaction is good

Inactive Publication Date: 2007-10-17
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because the molecular structure of terpene maleic anhydride contains carbon-carbon double bonds, the synthesized epoxy resin is usually darker in color, yellow or yellowish brown, and has poor thermal stability, UV resistance and weather resistance.

Method used

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  • Method of preparing hydrogenated terpinene maleic anhydride glycidyl ester type epoxy resin
  • Method of preparing hydrogenated terpinene maleic anhydride glycidyl ester type epoxy resin
  • Method of preparing hydrogenated terpinene maleic anhydride glycidyl ester type epoxy resin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] In a four-necked bottle equipped with a thermometer, a stirrer, and a condenser, add 66.3 parts by mass of HTMA, 7.5 parts by mass of H 2 O and 260.4 parts by mass of ECH are mixed and heated to an azeotropic reflux state for 2.5 hours, then 1 part by mass of catalyst benzyltriethylammonium chloride is added, and reflux is continued for about 2 hours; then the temperature is lowered to about 50°C, and the Within 2 hours, a total of 21.3 parts by mass of solid NaOH was added in batches to close the ring of the reactant, and then the temperature was raised to about 70° C. for 2 hours. Wash with hot water until neutral, remove NaCl, and distill off excess ECH under reduced pressure to obtain the product as a light yellow transparent liquid with a yield of 94.8% and an epoxy value of 0.37eq / 100g.

Embodiment 2

[0023] In a four-necked bottle equipped with a thermometer, a stirrer, and a condenser, add 83.1 parts by mass of HTMA, 9.7 parts by mass of H 2 O and 261.4 parts by mass of ECH, mixed and heated to azeotropic reflux state, maintained for 2.5 hours, then added 1 part by mass of catalyst tetrabutylammonium chloride, continued to reflux for about 3 hours; then cooled to about 50 ° C, in 2 hours A total of 27 parts by mass of solid NaOH was added in batches to close the ring of the reactant, and then the temperature was raised to about 75° C. for 2 hours. Wash with hot water until neutral, remove NaCl, and distill off excess ECH under reduced pressure to obtain the product as a light yellow transparent liquid with a yield of 92.6% and an epoxy value of 0.36eq / 100g.

Embodiment 3

[0025] In a four-necked bottle equipped with a thermometer, a stirrer, and a condenser, add 66.6 parts by mass of HTMA, 6.6 parts by mass of H 2 O and 313.8 parts by mass of ECH are mixed and heated to an azeotropic reflux state for 2.5 hours, then 1 part by mass of catalyst benzyltriethylammonium chloride is added, and reflux is continued for about 2 hours; then the temperature is lowered to about 50°C, and the Within 2 hours, a total of 21.4 parts by mass of solid NaOH was added in batches to close the ring of the reactants, and then the temperature was raised to about 70° C. for 2 hours. Wash with hot water until neutral, remove NaCl, and evaporate excess ECH under reduced pressure to obtain the product as a light yellow transparent liquid with a yield of 96.3% and an epoxy value of 0.37eq / 100g.

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Abstract

The invention discloses a producing method for hydrogenated terpinene malaic anhydride glycidyl ester type epoxy resin;epoxy resin of glycidyl ester, including following steps: first, mixing the hydrogenated terpinene malaic anhydride, epoxy chloro propane and water for a reaction in an azeotropic reflux stage for 0.5-3 hours, adding catalyst and reacting for 0.5-5hours; second, cooling above reactant down to less than 50 DEG C, adding alkali 8 to 12 times, reacting for 0.5-8 hours at 30-90 DEG C, washing by hot water to neutrality, lamination after laying aside, removing water layer, then reduced pressure distillation, removing excessive chloroepoxy propane, getting the product. Wherein, in the first step, the reaction temperature of the reflex stage is 90-120 DEG C, and the catalyst is quaternary ammonium with a dose 0.1%-3% of HTMA mass. In the third step, the alkali is solid or 20-50% water solution by mass concentration of sodium hydroxide or potassium hydroxide with a dose of 1-4 times of HTMA molar quantitiy. The reaction material has a excessive chloroepoxy propane and has no other solvent in the reaction.

Description

technical field [0001] The present invention relates to a kind of preparation method of saturated alicyclic epoxy resin, relate in particular to a kind of method of preparation hydrogenated terpene maleic anhydride glycidyl ester type epoxy resin. Background technique [0002] Terpene maleic anhydride (TMA) is an adduct of dipentene and maleic anhydride, which is a by-product of natural turpentine or synthetic camphor, and is usually used as an intermediate for important fine chemicals such as epoxy resin curing agents and pesticide synergists. It can also be used to synthesize terpene maleic anhydride glycidyl ester epoxy resin. Because the molecular structure of terpene maleic anhydride contains carbon-carbon double bonds, the synthesized epoxy resin is usually darker in color, yellow or yellowish brown, and has poor thermal stability, UV resistance and weather resistance. [0003] HTMA is the hydrogenation product of TMA, which is a compound with a saturated bridged ring...

Claims

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Application Information

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IPC IPC(8): C08G59/02C08G59/68
Inventor 孔振武吴国民储富祥
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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