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Tailoring Pore Size and Chemical Interior of near1 nm Sized Pores in a Nanoporous Polymer Based on a Discotic Liquid Crystal

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ABSTRACT

A triazine based disc shaped moleculewith two hydrolyzable units,imine and ester groups, was polymerized via acyclic diene metathesisin the columnar hexagonal (Colhex) LC phase. Fabricationof a cationic nanoporous polymer (pore diameter ∼1.3 nm) linedwith ammonium groups at the pore surface was achieved by hydrolysisof the imine linkage. Size selective aldehyde uptake by the cationicporous polymer was demonstrated. The anilinium groups in the poreswere converted to azide as well as phenyl groups by further chemicaltreatment, leading to porous polymers with neutral functional groupsin the pores. The pores were enlarged by further hydrolysis of theester groups to create ∼2.6 nm pores lined with −COONasurface groups. The same pores could be obtained in a single stepwithout first hydrolyzing the imine linkage. XRD studies demonstratedthat the Colhex order of the monomer was preserved afterpolymerization as well as in both the nanoporous polymers. The porousanionic polymer lined with −COOH groups was further convertedto the −COOLi, −COONa, −COOK, −COOCs,and −COONH4 salts. The porous polymer lined with−COONa groups selectively adsorbs a cationic dye, methyleneblue, over an anionic dye.

No MeSH data available.


(a) FT-IR spectra of the nonporous polymer, the porouspolymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with different aldehydes. (b) FT-IR spectra of the diazonium linedporous polymer, Pore-N2Cl, and its further modificationto the porous polymers containing azide (−N3) andphenyl (−Ph) groups at the pore surface (Pore-N3 and Pore-Ph). (c) Wide-angle XRD patterns of the porous polymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with benzaldehyde and Triz-3CHO.
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fig4: (a) FT-IR spectra of the nonporous polymer, the porouspolymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with different aldehydes. (b) FT-IR spectra of the diazonium linedporous polymer, Pore-N2Cl, and its further modificationto the porous polymers containing azide (−N3) andphenyl (−Ph) groups at the pore surface (Pore-N3 and Pore-Ph). (c) Wide-angle XRD patterns of the porous polymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with benzaldehyde and Triz-3CHO.

Mentions: Performing XRD on the films showed thatthe diffraction pattern of the porous polymer was the same as thenative polymer film. However, the lattice spacing, d100, increased from 4.21 to 4.39 nm upon removal of thetemplate, which we attributed to the reduction of the cross-link densityand concomitant stress relaxation (Figure 4c). This result indicates structural integrityand the formation of nanopores with an estimated pore diameter of∼1.3 nm (Figure 3, path a, and Figure S4).


Tailoring Pore Size and Chemical Interior of near1 nm Sized Pores in a Nanoporous Polymer Based on a Discotic Liquid Crystal
(a) FT-IR spectra of the nonporous polymer, the porouspolymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with different aldehydes. (b) FT-IR spectra of the diazonium linedporous polymer, Pore-N2Cl, and its further modificationto the porous polymers containing azide (−N3) andphenyl (−Ph) groups at the pore surface (Pore-N3 and Pore-Ph). (c) Wide-angle XRD patterns of the porous polymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with benzaldehyde and Triz-3CHO.
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Related In: Results  -  Collection

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Show All Figures
getmorefigures.php?uid=PMC5391558&req=5

fig4: (a) FT-IR spectra of the nonporous polymer, the porouspolymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with different aldehydes. (b) FT-IR spectra of the diazonium linedporous polymer, Pore-N2Cl, and its further modificationto the porous polymers containing azide (−N3) andphenyl (−Ph) groups at the pore surface (Pore-N3 and Pore-Ph). (c) Wide-angle XRD patterns of the porous polymerfilm, Pore-NH3Cl, and after reacting Pore-NH3Cl with benzaldehyde and Triz-3CHO.
Mentions: Performing XRD on the films showed thatthe diffraction pattern of the porous polymer was the same as thenative polymer film. However, the lattice spacing, d100, increased from 4.21 to 4.39 nm upon removal of thetemplate, which we attributed to the reduction of the cross-link densityand concomitant stress relaxation (Figure 4c). This result indicates structural integrityand the formation of nanopores with an estimated pore diameter of∼1.3 nm (Figure 3, path a, and Figure S4).

View Article: PubMed Central - PubMed

ABSTRACT

A triazine based disc shaped moleculewith two hydrolyzable units,imine and ester groups, was polymerized via acyclic diene metathesisin the columnar hexagonal (Colhex) LC phase. Fabricationof a cationic nanoporous polymer (pore diameter ∼1.3 nm) linedwith ammonium groups at the pore surface was achieved by hydrolysisof the imine linkage. Size selective aldehyde uptake by the cationicporous polymer was demonstrated. The anilinium groups in the poreswere converted to azide as well as phenyl groups by further chemicaltreatment, leading to porous polymers with neutral functional groupsin the pores. The pores were enlarged by further hydrolysis of theester groups to create ∼2.6 nm pores lined with −COONasurface groups. The same pores could be obtained in a single stepwithout first hydrolyzing the imine linkage. XRD studies demonstratedthat the Colhex order of the monomer was preserved afterpolymerization as well as in both the nanoporous polymers. The porousanionic polymer lined with −COOH groups was further convertedto the −COOLi, −COONa, −COOK, −COOCs,and −COONH4 salts. The porous polymer lined with−COONa groups selectively adsorbs a cationic dye, methyleneblue, over an anionic dye.

No MeSH data available.