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Synthesis And Functionalization Of P-menthane-1,8-diamine Hyperbranched Poly(Ether Amine)

Posted on:2018-10-27Degree:MasterType:Thesis
Country:ChinaCandidate:X Q YiFull Text:PDF
GTID:2321330518985817Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
p-Menthane-1,8-diamine is a primary double faculties degrees alicyclic diamine as two amino groups are attached to the tertiary carbon atoms,which is derived from monoterpene compounds.And it is reactive and appropriate to synthesis hyperbranched polymer.In this study,the hyperbranched poly(ether amine)were successfully synthesized through nucleophilic addition/ring opening reaction of the diamine and diepoxy monomers.The HPEAs exhibited very sharp response to temperature and pH.Then the organic silicon hybrid hydrogels were prepared through functionalizing periphery amino group of HPEAs and its adsorption property were also studied briefly.The p-menthane-1,8-diamine(GC content 99.9 %)were prepared through the reaction of?-terpene with acetonitrile under the catalysis of 60 % sulfuric acid and then hydrolysis in the presence of sodium hydroxide,followed by rectification.And characterized by FT-IR,GC-MS and 1H NMR.The hyperbranched poly(ether amine)s were successfully synthesized through nucleophilic addition/ring opening reaction of the p-menthane-1,8-diamine and PEO-DE ?PPO-DE via one-pot synthesis.In the solutions,the obtained HPEAs can response to the change of temperature and pH sharply.The phase transition are rapid with in 2.5 ?.The obtained statistics of tunable cloud point(CP)presents a linear relationship to the PO/EO content and increased with the decreasing of pH or the increasing of PEO content.The self-assemble behavior of were well revealed by dynamic light scatting(DLS)and transmission electron microscopy(TEM).The HPEA disperses completely as nano-particles in pH solutions at room temperature(< CP),and can sharply aggregates into micro-micelles at a higher temperature(>CP).The property and adsorption behavior of the organic silicon hybrid hydrogels were studied.On the basic study above,the periphery amino groups of HPEAs were functionalized.The organic silicon groups were introduced through the click reaction,following hydrolysis in purewater.The porous structure of the interior hybrid hydrogels were observed by scanning electron microscope and the equilibrium swelling ratio(ESR)were also measured,increased with the increasing of PEO content.Besides we studied the adsorption behavior of hybrid hydrogels in three dyes(MO,NR,PS)solution and its adsorption capacities increased with higher initial concentration of dyes,while the pH values had less influence on it.Furthermore,the adsorption kinetics and the adsorption isotherm were studied and discussed in detail.And the fitting calculation results proved that the adsorption followed by Pseudo-second-order model and Langmuir isotherm perfectly,which indicated that the adsorption process was well-regulated monolayer adsorption.
Keywords/Search Tags:p-menthane-1,8-diamine, stimuli-responsive, hyperbranched poly(ether amine), hybrid hydrogels, adsorption
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