Hello! I am attempting interfacial polymerization with hexanediamine and a diacyl chloride with HSP parameters of D 18.0, P 11.3, H 6.8 (predicted). I have attempted polymerization with hexanediamine and NaOH in water and the diacyl chloride in dry tetrachloroethane or DCM. The organic phase is slightly cloudy due to incomplete solubilisation but TLC post-filtration confirms at least partial solubilisation. Some white material begins to form at the interface but nothing close to a film that can be pulled with tweezers. I have also added a few drops of DMSO to organic phase to achieve complete solubilization but same result. I am concerned the acyl chloride is simply hydrolyzing as it is highly soluble in water (diacid is almost only soluble in water). I will confirm this with nmr but was hoping someone may have suggestions.. I was maybe thinking diethyl ether/ DMSO solvent system??
thanks for your help!
Dear Lorenz Manker, the question as it is is really broad and non-specific. Please give additional details. May be these links will be helpfull. My Regards
https://doi.org/10.1002/app.11257
https://www.researchgate.net/post/What_happen_changing_organic_solvent_in_interfacial_polymerization
https://doi.org/10.1016/j.memsci.2019.04.038
Hello, thank you for your response. To clarify the question: is it possible to do interfacial polymerization with a hydrophilic acyl chloride? If not, do you have other biphasic system recommendations?
Since you are dealing with hydrophilic reactants obviously you have to choose a hydrophobic solvent such as n-hexane. Please check the attached file and the references therein. My Regards
Welll unfortuntaley, the hydrophilic acyl chloride is not soluble in the obvious hydrophobic solvents
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