1,4-亚甲基-1,4,4a,9a-四氢芴的合成研究

Study on Synthesis of 1,4-Methano-1,4,4a,9a-tetrahydrofluorene

以茚(Indene)和双环戊二烯(DCPD)为原料,通过Diels-Alder双烯加成反应制备非晶型环烯烃共聚物(COC)光学材料单体1,4-亚甲基-1,4,4a,9a-四氢芴(Ind-CPD)。考察了茚(Indene)和双环戊二烯(DCPD)物质的量比、反应温度、压力和时间对加成反应的影响,确定较佳的工艺条件:茚与双环戊二烯的物质的量比为2.2∶1,反应时间3h,反应温度180℃,反应压力0.2MPa。在此条件下,Ind-CPD产品收率为80.5%(以原料茚计),纯度为99.5%[面积归一化法(GC)],三环戊二烯(TCPD)和寡聚物的生成得到有效控制。产物结构经过1 H NMR和MS表征。

1,4-Methano-1,4,4a,9a-tetrahydrofluorene(Ind-CPD)was synthesized from indene and dicyclopentadiene by Diels-Alder dienes addition reaction,and it was a valuable intermediate of cyclic olefin copolymer optical materials.The effects of reaction conditions on the yield of Ind-CPD were investigated,and the optimized conditions were as follows:the polymerization temperature was 180 ℃,the reaction time was 3hand the pressure was 0.2MPa.Under the optimized conditions,the yield of Ind-CPD reached80.5% and the purity was higher than 99.5% [by area normalization method(GC)].The impurities such as tricyclopentadiene and polymers were controlled effectively.The obtained Ind-CPD was identified by 1 H NMR and MS.