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Studies On The Synthesis And Inclusion Properties Of Calix[4]arene Derivatives

Posted on:2009-06-02Degree:MasterType:Thesis
Country:ChinaCandidate:D HuaFull Text:PDF
GTID:2131360308478130Subject:Polymer Chemistry and Physics
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Recently, one new type macrocyclic compounds-calixarenes aroused people's interest, for its special structures and function, become the third generation host supermolecules after crownethers and cyclodextrins. Calixarenes are more easily to be chemically modified than crownethers and cyclodextrins, which can obtain all kinds of functional derivatives, attract studiers'tremendous interest. But one type of calixarene with liquid crystal properties are studied fewly. With the development of liquid crystal chemistry, studying the calixarene function materal with liquid crystal properties not only exploit the two comparative independence studying fieles of calixarenes and liquid crystals; but also promote the new materals'exploiture. This is a new theme relating to liquid crystal chemistry, chemistry, physics, electronics, macromolecule. This will enrich the content of liquid crystal chemistry, promote our international status in the field of liquid crystal chemistry. At the same time using the heat-resistant properties, light-resistant properties, chemistry reagent-resistant of calixare-nes and the dynamo properties, mashing properties of macromolecule materals, more liquid crystal materals can be synthesized.In this paper, calix [4] arenas and their derivatives were synthesized according to some relative references, including derivatives with mesogenic unitsω-[4-(p-ethoxybenzoloxy) phenolxycarbonyl]valeric acid (m1);ω-[4-(p-ethoxybenzoloxy)phenoxycarbonyl]pelargonic acid(m2);monocholesterylsuccinate(m3);monocholesterylhexanedioi(m4);monocholesteryldec-anedioic(m5), the derivatives including four{ω-[4-(p-ethoxy benzoloxy) phenoxycarbonyl]va-lericacid}-tert-butylcalix[4]arene ester(Ml); four{ω-[4-(p-ethoxybenzoloxy) phenoxycarbon-yl]valericacid}calix[4]arene ester(M2);ω-[4-(p-ethoxybenzoloxy)phenoxycarbonyl]pelargon-icacid}-tert-butylcalix[4]areneester(M3);ω-[4-(p-ethoxy-benzoloxy)phenoxycarbonyl]pelarg-onicacid}calix[4]arene ester(M4); four(monocholesterylsuccinate)-tert-butylcalix[4]arene est-er(M5); four(monocholesterylsuccinate)calix[4]arene ester(M6); four(monocholesterylhexan-edioic)-tert-butylcalix[4]arene ester(M7); four(monocholesterylhex anedioic)calix[4]arene es-ter(M8); four(monocholesteryldecanedioic)-tert-butylcalix[4]arene ester(M9); four(monocho-lesteryldecanedioic)calix[4]arene ester(M10). Another derivatives with fatty acid chain (4-do-decyl-11-acyloxybenzoic acid; 4-tetradecyl-13-acyloxybenzoic acid; 4-hexadecane-15-acylo-xybenzoic acid and 4-octadecanoic-17-acyloxybenzoic acid), their derivatives including four (4-dodecyl-11-acyloxybenzoic acid; 4-tetradecyl-13-acyloxybenzoic acid; 4-hexadecane-15-acyloxybenzoic acid; 4-octadecanoic-17-acyloxybenzoic acid)-tert-butylcalix[4]arene ester); four(4-dodecyl-11-acyloxybenzoic acid; 4-tetradecyl-13-acyloxybenzoic acid; 4-hexadecane-15-acyloxybenzoic acid; 4-octadecanoic-17-acyloxybenzoic acid)calix[4]arene ester). All mo-nomers and compounds'structures were confirmed by FT-IR spectra and 1H-NMR, their mesonmorphic phase behavior was investigated by differential scanning calorimetry(DSC), polarizing optical microscopy(POM).Lastly, solid inclusion complexes of calix[4]arene and their derivatives with three small organic molecules(phenol, p-Toluidine, p-nitroaniline) were synthesized by ultrasonic wave meth-od according to some relative references; This paper studies the conditions of formation,meth-ods of characterization and preparation of inclusion complexes of calix[4]arene by using UV-vis and FT-IR spectrum. The FT-IR spectrum present that nine inclusion complexes were synthesized successfully; The UV spectrum indicated that calix [4]arenas and their derivatives reduced the conjugate extent of the three objects, which caused the increasing of ingpermeati-on rate.
Keywords/Search Tags:calix[4]arene, derivative, synthesis, liquid crystal, inclusion complex
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