α-甲基苯乙烯二聚体的合成及应用

化工进展

α-甲基苯乙烯二聚体的合成及应用

宋国强1，金晓蓓1，胡春青2，陈昕1

1常州大学制药与生命科学学院，江苏常州 213164；2常州强力电子新材料股份有限公司，江苏常州 213011

出版日期:2012-09-05 发布日期:2012-09-25

Synthesis and application of α-methyl styrene dimer

SONG Guoqiang1，JIN Xiaobei1，HU Chunqing2, CHEN Xin1

1School of Pharmacy & Life Science，Changzhou University，Changzhou 213164，Jiangsu，China； 2Changzhou Tronly New Electronic Materials Co．，Ltd．，Changzhou 213011，Jiangsu，China

Online:2012-09-05 Published:2012-09-25

摘要/Abstract

摘要： 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。

关键词: α-甲基苯乙烯, α-MS线性二聚体, α-MS环状二聚体, 大分子光引发剂, KIP150

Abstract: 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.

Key words: α-methyl styrene(α-MS), α-MS linear dimer, α-MS cyclic dimer, macromolecular photoinitiator, KIP150

宋国强1，金晓蓓1，胡春青2，陈昕1. α-甲基苯乙烯二聚体的合成及应用[J]. 化工进展.

SONG Guoqiang1，JIN Xiaobei1，HU Chunqing2, CHEN Xin1. Synthesis and application of α-methyl styrene dimer[J]. Chemical Industry and Engineering Progree.