Abstract
AbstractIn this work, a chain of reactions has been proposed as a new heterogeneous technique, based on the use of natural treated clays as an environmentally friendly catalysts for the synthesis of poly(1,4-bis(methacryloyl)piperazine). We first synthesized the monomer; 1,4-bis(methacryloyl)piperazine (NBMP) in bulk (without solvent) by the condensation of heterocyclic secondary amines piperazine with methacrylic anhydride catalyzed by maghnite-H+at room temperature during 2 h. After that, we have polymerized anionically the obtained NBMP in an ice bath using anionic catalyst maghnite-Na+at 0°C, the reaction took place in 24 h. The poly(1,4-bis(methacryloyl)piperazine) and NBMP structure was characterized and confirmed by infrared spectroscopy,1H and13C nuclear magnetic resonance spectroscopies. Thermal properties of the polymer were determined using thermogravimetric analysis. The yield of the reaction was 72% and 59% for the monomer and polymer synthesis respectively. The effect of the weight content of the catalyst on the reaction yield was studied. A polymerization mechanism has been suggested showing the role of maghnite as a catalyst during the reaction courses.
Highlights
RApotbmbcayeniurbolscoclsle(nlykptmtiihvorcoea(eefmswdrctseiuhetDeied:trsaecnh;ecocIdaoenrn1mlosuyy,df4lbttoahae-ncsbyrriayoasli1n)sttl4pvaeuw(a,mewilr2mopyna0esreil1tktthnr)8hst,a;eerbazatesafcyeicaoncrrptcreyoteehihplg)pdott.aeeheeyindWcrenlcla)eAoaepzoposnyiiruyfpfsndilinseerer1atser4nhsttaa,wesez2caascisi0taKCdAythntnii1hisnnoluen9eoae↔ntd.yainsmhonqswl(s2feivuNoetAi4ohsieytfBprirha,.∗ozbcModhsIa.enaalnbsecdPWymstbt:ar(p)ieeeys1oLeteras,ehleneino4iernndecfo---:txoin1cpr7aurVINNMMMpTXBreRlGodRBMa3.saaalA–7DsrMgggyRp,hhh(iT–Pwa–1Nn–nnn5itfB–eXaiiirAnhrttt,M-saeeed1uer2tr-,ariar–cP14HNesmiyl-d)dpae+pnbdo–a+i–lsaoiagaisrp–tfpl(mrgyufymemoarmorcnaaavlaanetyacgnoirgltm(tagohmh1Aniihlso,nneae4lcinnmtgicvta-ortiebireeicltpaycrieritsiylrttanaro(ertiemrnniybsaexAolalecat),enleplttyasahdeaFisenypdnai-blsedclcfbyir-renaydyAazeluNc∗oiaina.yadrellWC)mpleiapdpeerTasczoirnnibeV)e such how that the map T acts onX anhydride catalyzed by maghnite-H+ at room temperature during 2 h
The novelty of this study is to design a green process to polymerize 1,4-bis(methacryloyl)piperazine, using a heterogeneous clay catalyst obtained by a chemical modification of the raw maghnite. The advantage of this new catalyst is in its reusability, ease of separation and handling under mild conditions
TGA analysis was carried out using a Perkin Elmer STA6000 device (USA)
Summary
RApotbmbcayeniurbolscoclsle(nlykptmtiihvorcoea(eefmswdrctseiuhetDeied:trsaecnh;ecocIdaoenrn1mlosuyy,df4lbttoahae-ncsbyrriayoasli1n)sttl4pvaeuw(a,mewilr2mopyna0esreil1tktthnr)8hst,a;eerbazatesafcyeicaoncrrptcreyoteehihplg)pdott.aeeheeyindWcrenlcla)eAoaepzoposnyiiruyfpfsndilinseerer1atser4nhsttaa,wesez2caascisi0taKCdAythntnii1hisnnoluen9eoae↔ntd.yainsmhonqswl(s2feivuNoetAi4ohsieytfBprirha,.∗ozbcModhsIa.enaalnbsecdPWymstbt:ar(p)ieeeys1oLeteras,ehleneino4iernndecfo---:txoin1cpr7aurVINNMMMpTXBreRlGodRBMa3.saaalA–7DsrMgggyRp,,hhh(iT–Pwa–1Nn–nnn5itfB–eXaiiirAnhrttt,M-saeeed1uer2tr--,ariar–cP14HNesmiyl-d)dpae+pnbdo–a+i–lsaoiagaisrp–tfpl(mrgyufymemoarmorcnaaavlaanetyacgnoirgltm(tagohmh1Aniihlso,nneae4lcinnmtgicvta-ortiebireeicltpaycrieritsiylrttanaro(ertiemrnniybsaexAolalecat),enleplttyasahdeaFisenypdnai-blsedclcfbyir-renaydyAazeluNc∗oiaina.yadrellWC)mpleiapdpeerTasczoirnnibeV)e such how that the map T acts on. Applied Sciences, University of Oran 1 Ahmed BeniBseallas,tBaPn1d52a4rd ordeprriontegaosef itnhheibeiitgoerns v[9a]l.ues of A∗ (see [7, Proposition 8.7]). The novelty of this study is to design a green process to polymerize 1,4-bis(methacryloyl)piperazine, using a heterogeneous clay catalyst (maghnite-Na+) obtained by a chemical modification of the raw maghnite. The advantage of this new catalyst is in its reusability, ease of separation and handling under mild conditions. Maghnite has acid sites of Brönsted and Lewis type These active sites responsible for priming chemical reactions can be created by binding high charge density cations such as protons on the surface of layers [18,19,20]. Proton-loaded maghnite has been successfully used as a heterogeneous catalyst for many polymerization reactions [21,22,23]
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