Synthesis and application of moisture-stable methallylsilanated phosphorylcholine as a surface modifier

Facile syntheses of alkoxysilanated phosphorylcholines as surface modifiers: CuAAC and thiol-ene “click” reactions

“…reported method. 15 Methoxy-silanated modiers were more active than ethoxy-silanated modiers, and trimethoxysilanated PCs (2a, 2f) gave the highest loading rates. Furthermore, loading rates were also affected by the steric effects of the PC tail-moiety.…”

“…15 Methoxy-silanated modiers were more active than ethoxy-silanated modiers, and trimethoxysilanated PCs (2a, 2f) gave the highest loading rates. 15 Methoxy-silanated modiers were more active than ethoxy-silanated modiers, and trimethoxysilanated PCs (2a, 2f) gave the highest loading rates.…”

“…15 These attributes led us to propose that the CuAAC reaction would be appropriate for the synthesis of alkoxysilanated PC. 10 As the most explored "click" reaction to date, CuAAC reaction has quickly found applications in polymer, biological and applied materials chemistry.…”

“…14 Especially, our group recently reported the syntheses and application of methallylsilanated PCs as surface modiers via a CuAAC reaction. 15 These attributes led us to propose that the CuAAC reaction would be appropriate for the synthesis of alkoxysilanated PC. Besides CuAAC reaction, we found that the thiol-ene "click" reaction was widely used to synthesize dendrimers, functionalized bio-molecules, biomacromolecules, and new polymeric materials for applications ranging from lithography to porous microparticles.…”

“…First, 3-azidopropylalkoxysilanes (1a-d, Table 1) were synthesized from 3-chloropropylalkoxysilanes using reported methods, 20 and propargylphosphorylcholine (PPC) was synthesized as reported in our previous work. 15 Equimolar amounts of 3-azidopropylalkoxysilane and PPC (1 mmol) were mixed in the presence of CuI/DIPEA (2 mmol/4 mmol). Then, these reactants were dissolved in ethanol under argon.…”