Polymeric calixarenes. Synthesis, polymerisation and Na+ complexation of a calix[4]arene methacrylate

Harris, Stephen J.; Barrett, Geraldine; McKervey, M. Anthony

doi:10.1039/c39910001224

Cited by 61 publications

(17 citation statements)

References 8 publications

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“…28 Harris and coworkers reported on the polymerization and Na ϩ complexation of calix [4]arene methacrylate. 29 Gravett and Guillet synthesized a water-soluble, calixarene-containing polymer and demonstrated its photophysical properties. 30 Zhong et al 31 reported the synthesis and properties of calixcrown telomers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and binding properties of calix[4]arene telomers

Yilmaz

Memon

1999

J. Polym. Sci. A Polym. Chem.

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Section: Introductionmentioning

confidence: 99%

Synthesis and binding properties of calix[4]arene telomers

Yilmaz

Memon

1999

J. Polym. Sci. A Polym. Chem.

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“…It is known that the dipropargyl derivatives of bisphenols are attractive building blocks for resins for use as advanced composites, adhesives, coatings, and electronics applications (12). Hence polymerization of the propargyl calix [4]arenes was studied (13).…”

Section: Polymerization Of the Propargyl Calix[4]arene Derivativesmentioning

confidence: 99%

“…Hence polymerization of the propargyl calix [4]arenes was studied (13). The polymerization of 2a or 2b was performed by heating in diphenyl ether for 6 h at 120°C and then for 2 h at 150-160°C without a catalyst (12,13). The polymerization proceeded without evolution of any volatiles and produced a solid thermoset resin 5.…”

Section: Polymerization Of the Propargyl Calix[4]arene Derivativesmentioning

confidence: 99%

Propargyl calix[4]arenes and their complexes with silver(I) and gold(I)

Xu¹,

Vittal²,

Puddephatt³

1996

Can. J. Chem.

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A calix [4]arene 10 has been substituted at the lower rim by reaction with propargyl bromide to give either the 1,3-bis(propargy1) derivative 20, which is formed regioselectively, or the tetrakis(0-propargyl)calix [4]arene 3 under different reaction conditions. The molecular structure of 2b has been characterized by X-ray analysis (monoclinic, space group P2,lc, Z = 4, a = 10.960(1), b = 24.302(3), c = 10.673(1) A, P = 112.99(8)", R = 0.05 16). The molecules of 20 in the crystal are arranged in a "head-to-head, tail-to-tail" manner with aphenyl substituent of one molecule partly enclosed in the bowlic cavity of another. Since the two OCH,CECH groups are accessible, 2b can be polymerized by heating to 250°C and the polymerized propargyl calix[4]arene derivatives are stable up to 460°C. Compound 3 exists as a mixture of conformers, the ratio of partial cone to 1,3-alternate conformations being 4: 1 or 2: 1, dependent on the preparative conditions. These propargyl calix[4]arene derivatives can be further derivatized to form silver(1) or gold (1)

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“…For instance the higher reactivity of one hydroxy group with respect to the others is important for the construction of larger molecular assemblies such as functional polymers 10) . Thus, polyacrylates 11) , polyamides 12) , and polysiloxanes 13) carrying calix [4]arenes derivatives as side groups linked to the macromolecular chains have been described. Since these polymers are completely insoluble in selected organic solvents and nevertheless show good binding properties for metal cations, it is easy to separate the polymer-metal complexes after precipitation by just filtration from the reaction mixture 14) .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of bisphenol-A copolyethers and copolyesters carrying calix[4]arene units in the main chains and their binding properties towards silver cations

Dondoni¹,

Ghiglione

Marra

et al. 1999

Macromol. Chem. Phys.

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SUMMARY: A modified interfacial polycondensation between bisphenol-A and 1,3-dimethoxy lower-rim substituted calix [4]arene derivatives with dibromomethane in the presence of tetrabutylammonium hydrogen sulfate as phase transfer catalyst (PTC) leads to copolyethers with variable M -w values depending on the reaction temperature and the amount of PTC. The calix [4]arene content in the polymer chains depends on the phenolic monomer ratios. The polycondensation reaction of the same comonomers with terephthaloyl chloride but in the absence of the above PTC affords the corresponding copolyester. The soluble fraction of this polymeric material in CHCl 3 showed M -w of ca. 21 000 and a variable calix[4]arene content depending on the phenolic monomer ratio as well. The binding properties of the copolyethers toward silver ions are ten-fold higher than those of a model tetraalkoxy calix [4]arene derivative. It is suggested that this increased receptor ability is due to the change of the original cone conformation of the macrocyclic monomer into the partialcone conformation by incorporation in the polymer.

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Polymeric calixarenes. Synthesis, polymerisation and Na+ complexation of a calix[4]arene methacrylate

Cited by 61 publications

References 8 publications

Synthesis and binding properties of calix[4]arene telomers

Synthesis and binding properties of calix[4]arene telomers

Propargyl calix[4]arenes and their complexes with silver(I) and gold(I)

Synthesis and characterization of bisphenol-A copolyethers and copolyesters carrying calix[4]arene units in the main chains and their binding properties towards silver cations

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