α-甲基苯乙烯二聚体的合成及应用

Synthesis and application of α-methyl styrene dimer

以α-甲基苯乙烯(α-MS)为原料,分别高选择性地合成了-MS线性二聚体(Ⅰ)和α-MS环状二聚体(Ⅱ),并再以Ⅱ为原料,两步法合成了光引发剂KIP150(Ⅲ)。研究结果表明,以对甲苯磺酸为催化剂,在30℃下反应24h,产物Ⅰ收率88.0%,纯度大于99.8%;同样以对甲苯磺酸为催化剂,在100℃下反应7 h,产物Ⅱ收率98.0%,纯度大于99.8%;化合物Ⅱ经酰基化反应和羟基化反应即可得产物Ⅲ,总收率高于70.0%,纯度可达95.0%以上。实验中采用LC-MS、1H NMR、GC、HPLC等分析方法对各反应产物进行结构确定和纯度测定。

Linear dimer,product（Ⅰ） and cyclic dimer,product（Ⅱ） of α-methyl styrene（α-MS） were synthesized with high selectivity from α-MS,and macromolecular photoinitiator KIP150,product（Ⅲ） was prepared from α-MS cyclic dimer in two steps.The results indicated that in the presence of p-toluenesulfonic acid,the yield of product（Ⅰ） was more than 88.0% and the purity was up to 99.8% at reaction temperature 30 ℃ for 24h.Moreover,in the presence of p-toluenesulfonic acid and at reaction temperature 100 ℃ for 7h,the yield of product（Ⅱ） was up to 98.0% and the purity was more than 99.8%.The yield of product（Ⅲ） was more than 70.0% when synthesized via Friedel-Crafts acylation and hydroxylation reaction with α-MS cyclic dimer,and the purity was up to 95.0%.The products and intermediates were characterized by LC-MS,1H NMR,GC and HPLC.