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通过溴乙酰溴与9-氨基吖啶(9-AA)的酰胺化反应,合成了带有2个活性溴原子的新型荧光性引发剂9-AA-Br。核磁共振氢谱(1 H-NMR)测定表明其结构明确。以氯化亚铜(CuCl)/四氮杂十四员大环冠醚(Me6[14]aneN4)为催化体系,由9-AA-Br引发N-异丙基丙烯酰胺(NIPAAm)进行原子转移自由基聚合(ATRP),成功合成了结构明确、分子量可控的双臂型PNIPAAm大分子荧光探针,由紫外分光光度计测得其最低临界溶解温度(LCST)在32℃左右,且随着溶液浓度及聚合物分子量的增加而降低。温度低于LCST时,PNIPAAm大分子荧光探针在溶液中能进行自组装形成胶束,由透射电镜(TEM)观察表明,胶束的大小在500nm左右,该聚合物胶束还具有pH敏感性,在碱性条件下随着pH的增大,荧光发射峰变强。
A novel fluorescent 9-AA-Br with two active bromine atoms was synthesized by amidation of bromoacetyl bromide with 9-aminoacridine (9-AA). Nuclear magnetic resonance (1 H-NMR) measurement showed that the structure was clear. The catalytic effect of CuCl / Me 4 [14] aneN4 on N-isopropylacrylamide (NIPAAm) induced by 9-AA-Br Free radical polymerization (ATRP), the double-arm PNIPAAm macromolecule fluorescent probe with well-defined and controlled molecular weight was successfully synthesized. The lowest critical solution temperature (LCST) measured by UV spectrophotometer was about 32 ℃, Solution concentration and polymer molecular weight decreases. When the temperature is below LCST, the PNIPAAm macromolecular fluorescent probe can self-assemble in solution to form micelles. The transmission electron microscopy (TEM) shows that the size of the micelles is about 500 nm, and the polymer micelles also have pH sensitivity , Under alkaline conditions with the increase of pH, the fluorescence emission peak becomes stronger.