Synthetic Process Of The N-Hydroxy Succinimide Succinate Of Polyethelene Glycol、Loading Thr And The Application As A Catalyst

Polyethylene glycol is a polymer compound made from ethylene glycol monomer,which is widely used because it is linear and has no toxicity,no immunogenicity and good biocompatibility.Functionalized polyethylene glycol also plays an important role in the field of biomacromolecules,organic small molecules and hydrogels.Pegylation modification can significantly improve the nature of modified molecules,increasing its application value.However,because of its high market price,there is no report to clarify the large-scale production of polyethylene glycol derivatives.As a polymer without any purification reports,it still has many difficulties in the subsequent treatment of polyethylene glycol.Currently,the only way for the purity detection of polyethylene glycol derivatives is UV analysis,which is not accurate and hence has a great impact on the evacuation of our synthetic product.Therefore the synthesis of 4-armed polyethylene glycol succinimide succinate was carried out,and its large-scale synthesis conditions optimization was researched also,which not only has important theoretical research value also has a certain economic value.Based on the optimization of the synthesis conditions of N-hydroxysuccinimide succinate of polyethylene glycol,including the reaction time,reaction temperature and the amount of reaction solvent,the 4-armed polyethylene glycol succinimide succinate was produced on a large scale,resulting in more than 90% yield.By using the optimized post-treatment procedures,which include freezing treatment,different solvent re-dissolving and suction filtering,the reaction impurities were removed on a large extent,therefore the increased purity of the product has achieved the industrial standard.For the part of product evaluation,we not only demonstrated the loading rate of the product by hydrogel experiment,but also successfully calculated the purity of polyethylene glycol derivative using elemental analysis instead of UV analysis,which is another achievement besides our optimization of the synthetic procedure of N-hydroxysuccinimide succinate of polyethylene glycol for the large-scale application.In addition,N-hydroxysuccinimide succinate of polyethylene glycol threonine and the corresponding small molecule acetoxy threonine were synthesized.The catalysis in the process of propanol and nitrostyrene were compared also.The experimental results showed that,in dichloromethane,no additives,room temperature and reaction 24 h,The experimental results would achieved the best catalytic effect.Polyethylene glycol succinate threonine catalyzed reaction obtained by the dr were higher than acetoxy threonine,The yield was consistent with that of small molecule catalysis,the catalytic capacity was not significantly decreased,Which provided a new way to improve the performance of the catalyst.