%A LIU Yanfang, RUI Jian, XU Xu, GU Wen, WANG Shifa %T Synthesis and Catalytic Performance of Isolongifolenone Sulfonic Acid %0 Journal Article %D 2018 %J Chemistry and Industry of Forest Products %R 10.3969/j.issn.0253-2417.2018.02.018 %P 133-138 %V 38 %N 2 %U {http://www.cifp.ac.cn/CN/abstract/article_2457.shtml} %8 2018-04-28 %X Isolongifolenone sulfonic acid (IFSA) was synthesized by sulfonation of isolongifolenone using concentrated sulfuric acid as the sulfonation reagent and isolongifolenone as the starting material, and the catalysis effect of IFSA was investigated by catalyzing the esterification reaction of dipropylene glycol methyl ether (DPM) and acetic acid (HAc). Effects of the charging sequence, dosage of sulfuric acid, reaction temperature, and the amount of acetic anhydride on the sulfonation reaction were examined, and the suitable sulfonation conditions were determined as follows:the reactants mole ratio of isolongifolenone and H2SO4 1:1.4; acetic anhydride was used as the solvent, and the mass ratio of isolongifolenone/acetic anhydride was 1:2.0; sulfonation temperature 40℃,reaction time 40 min. The yield of IFSA reached 82.36% in the aforesaid conditions. The catalysis effect of IFSA was compared with other catalysts by catalyzing esterification reaction of dipropylene glycol methyl ether (DPM) and acetic acid (HAc), and test results showed that IFSA was the best than others. Effects of DMP/HOAC molar ratio, dose of IFSA, esterification temperature and time on the esterification reaction were examined, and the suitable esterification conditions were as follows:the molar ratio of DPM and HAc 1:1.5, the mass ratio of isolongifolenone sulfonic acid and DPM 0.045:1, cyclohexane as the water-carrying reagent, esterification temperature 90℃, esterification time 6 h. The yield of dipropylene glycol methyl ether acetate (DPMA) reached 96.69% at the aforesaid esterification conditions. In addition, the yield of DPMA was still maintained at more than 90.07% when IFSA was reused for 3 times. Qualitative analysis, quantitative analysis, and structure characterization of the products were carried out by GC, GC-MS, HPLC, FT-IR, 1H NMR, 13C NMR, X-ray single crystal diffraction methods.