Covalent Hydrophobization |
esterification |
carbonyl chlorides,
acid anhydrides |
anhydrous |
undergoes side
reactions |
sensors, mechanical reinforcement, biomedical
materials, (super)hydrophobic
interfacial materials |
(487−493) |
|
darboxylic acids, active
esters (potentially activating agents
for in situ generation) |
anhydrous/aqueous |
reaction byproduct that decreases yields |
|
(490) |
|
darbamate formation |
isocyanate |
anhydrous |
causes side reactions |
polyurethane composites |
(494) |
|
etherification |
alkyl chlorides |
anhydrous |
may cause phase separation, side reactions
depending on substrates
and reaction conditions |
introduction of functional groups,
e.g., carboxymethylation |
(495−501) |
|
epoxides |
aqueous/anhydrous |
causes side reactions |
introduction of functional
groups, e.g., quaternization |
(495−500) |
chlorination (potential subsequent etherification) |
thionyl chloride |
anhydrous |
causes
side reactions |
further modification |
|
|
oxidation (potential subsequent amination) |
periodate |
aqueous |
solvent |
further modification |
(503) |
amidation |
EDC/NHS or comparable coupling agents, primary or secondary
amines |
aqueous |
solvent |
selective
modification, biomolecule immobilization |
(504−507) |
amination |
aldehyde/keto-groups
on cellulose, amines, reducing agent |
aqueous/anhydrous |
solvent |
protein immobilization |
(503,508) |
|
silylation |
chlorosilanes |
anhydrous |
causes side reactions |
stable
dispersion in organic media |
(509−511) |
|
alkoxysilanes |
anhydrous/aqueous |
solvent |
porous hydrophobic adsorbent materials |
(512,513) |
|
polymer grafting (ATRP) |
ATRP-agent,
vinyl monomers |
anhydrous/aqueous |
solvent |
tailor-made reinforced hydrogels |
(514,515) |
polymer
grafting (ROP) |
epoxides/cyclic lactones |
anhydrous |
chain transfer agent giving rise to bulk
ROP |
covalent composite materials |
(416) |
Noncovalent Hydrophobization |
polymer adsorption |
hydrogen bond acceptors, countercharge carrying polymers, hemicelluloses |
anhydrous/aqueous |
dispersion medium, antisolvent |
thermoplastic polymer composite materials |
(516, 517, 518, 424, 519−528) |
counterion exchange |
surfactants,
quaternary ammonium ions, |
aqueous |
dispersion
medium, antisolvent |
cellulose dispersion in nonpolar
media |
(424, 522, 529−534) |