3，9-双{2-[3-(3-叔丁基-4-羟基-5-甲基苯基)丙烯酸]-1，1-二甲基}-2，4，8，10-四氧杂螺环[5．5]十一烷的合成

以3-(3-叔丁基-4-羟基-5-甲基苯基)-丙酸甲酯(KY-250)与3,9-双(1,1-二甲基-2-羟基乙基)-2,4,8,10-四氧杂螺环5.5]十一烷(螺环二醇)为原料,有机锡为催化剂,采用酯交换法在常压下合成了抗氧剂3,9-双{2-3-(3-叔丁基-4-羟基-5甲基苯基)丙烯酸]-1,1-二甲基)-2,4,8,10-四氧杂螺环5.5]十一烷(AO-80),产物结构经IR和核磁共振(~1H NMR,~(13)C NMR)进行了确证。较佳合成条件为:反应时间8 h,反应温度190℃,n (KY-250):n(螺环二醇):n(有机锡)=2.2:1:0.044。适宜的重结晶溶剂是w(CH_3OH)=9O%的甲醇溶液,与粗产物的质量比为7:1,收率为72%,产物质量分数大于99.6%。

SYNTHESIS OF 3,9-BIS{2-[3-(3-tert-BUTYL-4-HYDROXY-5-METHYLPHENYL)-PROPIONYLOXY]-1,1-DIMETHYL}-2,4,8,10-TETRAOXASPIRO[5.5] UNDECANE

3,9-Bis{2-3-(3-tert-butyl-4-hydroxy-5-methylphenyl)-propionyloxy]-1,1-dimethyl}-2,4,8, 10-tetraoxaspiro5.5]undecane(AO-80)was synthesized using methyl 3-(3-tert-butyl-4-hydroxy-5- methylphenyl)propionate(KY-250)and 3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspi- ro5.5]undecane(spiroglycol)as starting materials and organotin as catalyst by transesterification. The obtained optimal reaction conditions were:reaction time 8 h,reaction temperature 190℃,n(KY- 250):n(spiroglycol):n(organotin)=2.2:1:0.044.The product was purified by recrystalliza- tion.The suitable solvent for the reerystalization was 90% methanol and the mass ratios of methanol to crude AO-80 were 7:1.Under above conditions,the yield and purity of the product were≥72% and≥99.6%,respectively.The structure of the product was characterized by IR,~1H NMR and ~(13)C NMR.