Ordered nanostructures from self‐assembly of H‐shaped coil–rod–coil molecules

Abstract

A new class of p-conjugated, skewed H-shaped oligomers, consisting of biphenyl, phenylene vinylene, and phenylene ethynylene units as the rigid segment, were synthesized via Sonogashira coupling and Wittig reactions. The coil segments of these molecules were composed of poly(ethylene oxide) (PEO) or PEO with lateral methyl groups between the rod and coil segment, respectively. The experimental results revealed that the lateral methyl groups attached to the surface of the rod and coil segments dramatically influenced the selfassembling behavior of the molecules in the crystalline phase. H-shaped rod-coil molecules containing a lateral methyl group at the surface of the rod and PEO coil segments self-assemble into a two-dimensional columnar or a three-dimensional bodycentered tetragonal nanostructures in the crystalline phase, whereas molecules lacking a lateral methyl group based on the PEO coil chain self-organize into lamellar or hexagonal perforated lamellar nanostructures. V C 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 85-92

Supramolecular Nanoparticles via Single-Chain Folding Driven by Ferrous Ions

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structure, resulting from accurate molecular weight, tacticity, monomer sequence, and so forth. [7][8][9][10][11][12][13] Diverse crosslinking strategies, including covalent bonding, [14][15][16][17][18][19][20][21][22][23][24] dynamic covalent bonding, [25][26][27] and supramolecular interaction, [ 2,[28][29][30][31] have been adopted to achieve intramolecular collapsing. Especially, to prepare single-chain nanoparticles via intramolecular noncovalent interaction is analogous to many folding process in nature and pave the way to understanding the behavior of biomacromolecules.

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“…Hawker and co-workers reported self-complementary hydrogen bonding units to prepare supramolecular single-chain nanoparticles. [ 28 ] Later, hydrogen bonding interaction, [ 9,29,[31][32][33][34] host-guest interaction, [ 30,35 ] hydrophobic interaction, [ 8,36,37 ] and metal coordination interaction [38][39][40] have also been exploited to achieve intramolecular collapsing. With interest growing in fabricating single-chain nanoparticles via noncovalent interaction, an easy and effi cient synthetic method is needed to achieve intramolecular collapsing.The metal coordination interaction is a useful method to prepare supramolecular nanoparticles.…”

Facile Fabrication of Electrochromic Poly(amine‐amide) and Poly(amine‐imide) Films Via Carbazole‐Based Oxidative Coupling Electropolymerization

“…The synthetic route and chemical structures of the diamide-dicarbazole and dimide-dicarbazole monomers are shown in Scheme 1 . According to a previously reported procedure, [ 14 ] N -(4-aminophenyl)carbazole ( Cz-NH2 ) was synthesized by the cesium fl uoride-mediated condensation of carbazole with p -fl uoronitrobenzene, followed by a Pd/Ccatalyzed hydrazine reduction. Cz6F-DA and CzSO2-DA were synthesized from Cz-NH2 with 2,2-bis(4-carboxyphenyl)hexafl uoropropane and bis(4-carboxyphenyl) sulfone, respectively, using triphenyl phosphite (TPP) and pyridine as condensing agents.…”

Three‐dimensional crystalline supramolecular nanostructures from self‐assembly of rod–coil molecules incorporating lateral carboxyl group in the middle of the rod segment

“…one‐dimensional (1‐D) lamellar, two‐dimensional (2‐D) columnar and three‐dimensional (3‐D) bundles. This is achieved by modifying non‐covalent driving parameters such as hydrophobic and hydrophilic effects, electrostatic interactions, hydrogen bonding, molecular shapes, cross‐sectional areas and microphase segregation . Lee and co‐workers have shown that rod–coil molecules incorporating lateral methyl groups in the middle of the rod segments spontaneously organise into hexagonal nanostructures in the liquid crystalline phase .…”