Preparation and separation method of high-purity p-acrylic pimaric acid

Abstract

The invention relates to a preparation and separation method of high-purity p-acrylic pimaric acid and discloses a preparation and separation method of p-acrylic pimaric acid. The preparation and separation method comprises steps as follows: 1) rosin and acrylic acid are taken as raw materials and subjected to a Diels-Alder reaction under the microwave-assisted condition, and acrylic acid modified rosin is obtained; 2) acrylic pimaric acid is obtained through purification; 3) a p-acrylic pimaric acid product is prepared from the acrylic acid modified rosin or acrylic pimaric acid serving as a raw material through cyclodextrin modified silica gel column chromatography with benzene and ethyl acetate in different volume ratios as developing solvents and has the purity higher than 95%. The method is simple, convenient, efficient and high in repeatability, the obtained p-acrylic pimaric acid has high purity and can be used as a high-purity chemical material or an intermediate, and additional utilization values of rosin can be effectively increased.

Description

technical field [0001] The invention relates to a preparation method of rosin derivative propylene pimaric acid, in particular to a product with p-propylene pimaric acid (para-propylene pimaric acid) with a purity greater than 95% and a preparation method thereof. Background technique [0002] Rosin is an important renewable resource in my country, and its output and export volume have always ranked first in the world, but there are relatively few intensively processed products. Therefore, the development of high value-added products of rosin is of great significance to my country's rosin industry. The main component of rosin is resin acid, which usually contains a carboxyl functional group. Through chemical modification, the carboxyl group of resin acid can undergo various structural changes to form a variety of rosin-based derivative chemicals. Propylenepimaric acid is the modified product of rosin, contains two carboxyl functional groups, can prepare multiple novel rosin...

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Problems solved by technology

Cao Qifeng et al. (Cao Qifeng, Zhu Changchun, Song Wensheng, et al. Synthesis of acrylic acid modified rosin. China Adhesives, 2007,16(12):26-28) synthesized acrylic acid modified rosin, but only discussed acrylic modified rosin The acid value and softening point of rosin did not give the GC content of APA under optimized conditions, and did not separate and characterize the specific structure of the product; Lin Mingtao et al. (Lin Mingtao, Wang Jifu, Liu Yupeng, et al. Research. Applied Chemical Industry, 2012,41(5):802-806) has studied in detail the reaction of each resin acid in the reaction process of rosin resin acid and acrylic acid Diels-Alder. In the process of addition, even if acrylic acid is excessive, abietic acid Type resin acid also can not participate in reaction fully, and unreacted resin acid and abietic acid content have accounted for 2% and 7% respectively, and deduced by theory that the ratio of the substance amount of para-position product and meta-position product is 4:1, However, no specific separation and analysis of the two isomers

The results of the propylene pimaric acid obtained by the above method are not ideal, or the usage of the solvent is large, the cost is high, or it has to be separated by repeated recrystallization, the operation is cumbersome, and the separation effect is not good.

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