supernatant of PS particles after EDC coupling with 1-adamantylamine
hydrochloride was collected and concentrated by rotary evaporation.
The resulting product was resuspended in 1 mL of deuterated water
(D2O) with 1 mM trimethylsilylpropionic acid (TMSP) as
the internal standard. A Bruker 500 MHz NMR system was used for obtaining
the 1H NMR spectra. The characteristic Ad peaks at 1.6
ppm in supernatant samples were integrated to the TMSP peak at 0 ppm
to calculate the concentration of unreacted Ad left in each sample.
Ad left within the dispersion of PS particles could then be determined
by the difference between the Ad added to the reaction mixture compared
to the unreacted Ad left in the supernatant.