2-丁基-1,2-辛二醇的合成研究

Study on the Synthesis of 2-butyl-1,2-octanediol

以2-丁基-1-辛烯为原料,通过HCOOH和H_(2)O_(3)催化羟基化反应合成2-丁基-1,2-辛二醇,详细研究实验条件对各产物选择性的影响。研究表明:合成的2-丁基-1,2-辛二醇与2-丁基-1-辛醇有着相同的支链结构,具有替代2-丁基-1-辛醇合成各类支链化合物的潜力。采用FTIR和GCMS对产物结构进行表征,确定产物中不仅含有2-丁基-1,2-辛二醇,还存在2-丁基-1-环氧辛烷、5-十一酮、2-丁基-2-辛烯醇、2-丁基辛醛、2-丁基辛酸等其它物质。通过单因素实验得出优化反应条件是n(H_(2)O_(2))/n(2-丁基-1-辛烯)=1.5、n(HCOOH)/n(2-丁基-1-辛烯)=3.5、反应温度30℃、反应时间6 h,该条件下的2-丁基-1-辛烯的转化率和2-丁基-1,2-辛二醇的选择性分别达到99.2%和72.8%.2-丁基-1,2-辛二醇的合成,弥补了格尔伯特反应合成2-丁基-1-辛醇的不足,开辟了一条煤炭资源化利用合成高附加值精细化学品的新途径。

2-Butyl-1-octene was used as the raw material for synthesis of 2-butyl-1,2-octanediol by hydroxylation catalyzed by HCOOH and H_(2)O_(2), and the effect of experimental conditions on the selectivity of each product was investigated. It is showed that the synthesized 2-butyl-1,2-octanediol and 2-butyl-1-octanol had the same branched structure, having the potential replacing 2-butyl-1-octanol to synthesize various branched compounds. The structure of products was characterized by FTIR and GCMS. It was determined that the products containes not only 2-butyl-1,2-octanediol, but also 2-butyl-1-epoxyoctane, 5-undecone, 2-butyl-2-octenol, 2-butyloctanal, 2-butyloctanoic acid, and other substances. By single factor experiments, the optimized reaction conditions were obtained as follows: n(H_(2)O_(2))/n(2-butyl-1-octene)=1.5, n(HCOOH)/n(2-butyl-1-octene)=3.5, reaction temperature was 30 ℃, reaction time was 6 h, and the conversion of 2-butyl-1-octene and the selectivity of 2-butyl-1,2-octanediol reached respectively 99.2% and 72.8% under these conditions. The synthesis of 2-butyl-1,2-octanediol makes up for the deficiency of the Guerbert reaction to synthesize 2-butyl-1-octanol and opens up a new way to synthesize high value-added fine chemicals by coal resource utilization.