Synthesis Of Borneol / Borneol Diene From Turpentine Extract And Its Copolymerization With Carbon Monoxide

In this paper,we studied the synthesis of borneol / bornadiene from ?-pinene.Norbornene / bornadiene as comonomer reacted with CO respectively,get the new material-polyketone.The structure and thermodynamic properties of the polyketone were characterized,and some progresses have been made.Which provides theoretical basis for preparing new materials from renewable natural resources.The main results are as follows:The distillation process of the turpentine was optimized by using PRO / II simulation software,and the economically and rationally parameters of the distillation operation were obtained.The purity of ?-pinene was 94.85%,and the purity of ?-pinene was 97.03% in turpentine oil,according to the operational conditions.2-chlorobenzene and 2,6-dichlororbornane as the intermediate products were synthesized by using ?-pinene as the reaction raw material,and their structures were characterized.Then 2-Chlorobenzene and 2,6-dichloroborane were used to prepare norbornene and norbornadiene using conventional chemical synthesis.Borneol and bornadiene were characterized by FI-IR and GC-MS,the optimum synthesis conditions were obtained as follows: 0.1 mol 2-chloroborane(2,6-dichloroborane),0.3 mol(0.6 mol)C4H9KO as the elimination reagent,DMF as the solvent,the reaction temperature was 120 ?,the reaction time was 240 min,and the conversion of the raw material was complete.The selectivity of the product was 100%.Based on the experiments,the mechanism of the isomerization rearrangement reaction of ?-pinene to 2-chloroborane and 2,6-dichloroborane was studied,which is the rearrangement reaction of Wagner-Meier-Wie in acidic conditions.The heterogeneous catalyst Pd / C catalyzed the copolymerization of borneol / bornadiene with CO in ionic liquid.The structure and thermodynamic properties of the products were characterized by FI-IR,GPC,TG,DSC and elemental analysis.Taking the copolymerization of bornadiene with CO as the main line,the effects of various factors on the copolymerization were investigated by the experiments of pressure,temperature,time,amount of catalyst and ionic liquid,and the activity of the catalyst was evaluated.The optimum reaction was obtained,as follows: 5.6 g bornadiene,40 g 0.2% Pd / C catalyst,a small amount of p-benzoquinone,80 g ionic liquid,high purity CO gas was introduced until the pressure reached 3.5 MPa,and the reaction was carried out at 60 ?for 2 h.The effects of recycled catalyst and the ionic liquidon on the reaction were investigated,the negative effects of recycled catalyst and the ionic liquidon on the copolymerization were little,so the recovery of ionic liquid and catalyst is feasible.