Synthesis Of Tween Thermoregulated Ligands And Its Performance

Temperature phase transfer catalysis is the use of temperature control ligan complexes and transition metals as catalysts,it can be used in the catalytic process in aqueous / organic two-phase system conducted.A novel temperature control ligan was synthesized by cyanuric chloride、non-ionic surfactant(Tween-80、Tween-20) and ethylene diamin, synthesis temperature control of the ligand and CuCl2 ? 2 H2 O reaction, can form complex Cu2 + / Tween- 80- L- EN and Cu2 + / Tween- 20- L- EN, this kind of complex has reverse atom transfer radical polymerization(R- ATRP) catalyst, and then apply this kind of complex in reverse atom transfer radical polymerization.Start with 3 get together cyanogen chloride and Tween- 80 as the raw material synthesis temperature ligand intermediates(CT80), got C3N3Cl3 and Tween- 80 mole ratio was 1.2:1.0, solvent-free reaction, theta = 20 ℃, the best reaction conditions of t = 41 h as intermediates(CT80) the cloud point of 42 ℃, the yield reached 19%; With 3 get together cyanogen chloride and Tween- 20 for temperature control ligand materials synthesis intermediates(CT20), got C3N3Cl3 and Tween- 20 mole ratio was 1.2:1.0, solvent-free reaction, theta = 30 ℃, optimum reaction conditions of t = 18.3 h as intermediates of cloud point for 42 ℃, the yield reached 15%.And temperature control ligand intermediates(CT80) as raw material, and ethylenediamine nucleophilic substitution reaction synthesis temperature ligand(CTE80), the solvent V(water) : V(THF) = 1.5:2, theta = 55 ℃, t = 10 h, the reaction system pH value control at about 8 best reaction condition, temperature control of the ligand(CTE80) the cloud point of 53 ℃, the yield reached 19%; With temperature control ligand intermediates(CT20) as raw material, and ethylenediamine nucleophilic substitution reaction synthesis temperature ligand(CTE20), the solvent V(water) : V(THF) = 1.5:2, theta = 55 ℃, t = 8 h, reaction system pH value control at about 8 optimum reaction conditions, the temperature control of ligand(CTE20) cloud point of 59 ℃, the yield reached 19%.Respectively using two kinds of temperature control ligand reaction with CuCl2 ? 2 H2 O, get Cu2 + / Tween- 80- L- EN and Cu2 + / Tween- 20- L- EN two kinds of temperature control ligand complex, the two kinds of complex application in R- ATRP system, polymerization reaction after six hours after monomer conversion rate no longer change, raise the temperature to 53 ℃ temperature control ligand cloud point temperature and 59 ℃, the two systems of monomer conversion rate was significantly increased by nearly 10% and 7%, the final monomer conversion rate were 95.93% and 95.93% respectively, which verified the two temperature control ligands on acrylamide R- ATRP reaction temperature control function.