Poly(2-(4-iodo-2

3

5

6-tetrafluorophenoxy)ethyl methacrylate) (PIPEMA) and poly(3-(3-pyridyl)propyl methacrylate) (PPyPMA) were designed and synthesized with iodotetrafluorophenoxy group as halogen-bonding donor and pyridyl group as halogen-bonding acceptor.After layer-by-layer assembly and verification with UV-Vis absorption spectroscopy

a halogen-bonded PIPEMA/PPyPMA multilayer film was successfully assembled in acetone and methyl ethyl ketone (MEK)

while PIPEMA and PPyPMA were not assembled into a multilayer film in tetrahydrofuran (THF) or chloroform.The PIPEMA/PPyPMA multilayer film was further characterized with quartz crystal microbalance

atomic force microscope and surface profiler.The PIPEMA/PPyPMA multilayer film assembled in MEK is stable in water with pH values between 3 and 13 because the two polymers can not be dissolved in water.In contrast

the polymer film was desorbed in THF

chloroform and pyridine with maximum film loss greater than 97%.In order to improve the stability of a multilayer film in organic solvents

two approaches were applied.(1) A PIPEMA/PPyPMA multilayer film was cross-linked with 1

3-dibromopropane.As for the cross-linked film

the maximum film loss in THF is less than 6%.(2) A copolymer bearing both hydrogen-bonding donor and halogen-bonding donor was designed and synthesized.As for a multilayer film of the copolymer and PPyPMA

the film loss in THF decreased to 46%.