Inter- and intra-molecular H-bonds induced different nanostructures from a multi-H-bonding (MHB) amphiphile: nanofibers and nanodisksElectronic supplementary information (ESI) available: experimental data, AFM, SEM images, XRD, FT-IR and CD spectra of gels I and II, and molecular models. See http://www.rsc.org/suppdata/cc/b4/b402956a/

Gao, Peng; Zhan, Chuanlang; Liu, Lizhu; Zhou, Yanbiao; Liu, Minghua

doi:10.1039/b402956a

Cited by 52 publications

(9 citation statements)

References 19 publications

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“…The peak at 1720 cm À1 is assigned to the C=O stretchingv ibration of hydrogen bonded ÀCOOH groups (dimers), confirming the intermolecular hydrogen bonding between ÀCOOH groups. [23] These hydrogen bonding interactions are also presenti nP G microsheets, as indicated by the peaks of 3349, 1727, 1628, and 1536 cm À1 .A fter adding Mm, some interactions in the aggregates were replaced. Peaks at 3471 and 3423cm À1 are assigned to the stretching vibrations of amines in Mm, of which relative intensities decreased greatly when incorporating with PG ( Figure S5 in the Supporting Information), revealing the presence of hydrogen bonding between Mm and ÀCOOH of PG.…”

Section: Resultsmentioning

confidence: 96%

Self‐Assembly of Organic Building Blocks with Directly Exfoliated Graphene to Fabricate Di‐ and Tricomponent Hybrids

et al. 2015

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In this work, we developed a strategy to fabricate self‐assembled aggregates encapsulating graphene from direct exfoliation of graphite. Naphthalene‐anhydride‐appended glutamic acid (NG) and pyrene‐appended glutamic acid (PG) were utilized to exfoliate graphite to generate few‐layer graphene in basic aqueous media. Acidification‐triggered self‐assembly of PG could encapsulate graphene sheets to give graphene@microsheet hybrids. Melamine (Mm) was introduced to induce the morphological transformation of PG from microsheets to twisted fibers with columnar packing. In the presence of graphene, this transformation allowed the fabrication of twisted‐fiber‐encapsulated graphene (graphene@twist fiber). Tricomponent hybrids were also built up via in situ preparation of gold nanoparticles (AuNPs) on the negatively charged surface of few‐layer graphene during the self‐assembly process. This study presents an approach to construct directly exfoliated graphene‐based hybrids through self‐assembly.

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Section: Resultsmentioning

confidence: 96%

Self‐Assembly of Organic Building Blocks with Directly Exfoliated Graphene to Fabricate Di‐ and Tricomponent Hybrids

et al. 2015

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“…A new peak at 1725 cm À1 that appears for native Fmoc-Glu gel (Figure 9) is due to the C=O stretching vibration of Hbonded carboxyl groups, and indicates formation of intermolecular H-bonds between carboxyl groups. [47] H-bonded carboxylic acids (dimer, cyclic dimer, or other forms) give rise to carboxyl bands at 1725-1700 cm À1 and a broad hydroxyl band around 3000 cm À1 . In Figure 9, compared with pure compound, only the native gel shows a carboxyl band at 1725 cm À1 and broad OH band at 3000 cm À1 , and thus the inter-carboxyl H-bonds are confirmed.…”

Section: Mechanism Analysismentioning

confidence: 99%

Melamine as an Effective Supramolecular Modifier and Stabilizer in a Nanotube‐Constituted Supergel

Xing

Chu

et al. 2014

Chemistry An Asian Journal

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Self-assembly of N-fluorenyl-9-methoxycarbonyl glutamic acid (Fmoc-Glu) in water generates metastable single-wall nanotubes. These nanotubes entangle and bundle together to form unstable gels that shrink with time and finally result in lamellar crystalline precipitates. Melamine (Mm) was employed as a supramolecular modifier and stabilizer to improve the stability of the nanotubes. Mm interacts with the carboxyl-rich surfaces of the nanotubes via H-bonds and static electronic forces to diminish the high affinity of individual nanotubes and facilitate Fmoc-Glu supergelation (critical gelation concentration <0.1 wt %). Although the basic process of nanotube formation is not disturbed, Mm inverts the supramolecular helicity of nanotubes from P to M.

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“…Organogels have unique applications, which are not possible for hydrogels, and these organic-based gels are currently an area of active research. − The peptide-based block copolymer organogel formation is similar to that of hydrogels, typically through noncovalent interactions such as hydrogen bonding, π–π stacking, van der Waals interactions, and solvophobic interactions. − …”

Section: Introductionmentioning

confidence: 99%

Thermoreversible Gel–Sol Behavior of Rod–Coil–Rod Peptide-Based Triblock Copolymers

et al. 2012

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A series of peptide-based triblock copolymers consisting of poly(γ-benzyl-L -glutamate)-b -poly-(dimethylsiloxane)-b-poly(γ-benzyl-L-glutamate) [PBLG-b-PDMS-b-PBLG] were synthesized using ring-opening polymerization (ROP). The chemical structure and degree of polymerizations were evaluated by 1 H NMR. These triblock copolymers form thermoreversible gels in toluene with critical gel concentration as low as 1.5 wt % and following trends which correlate directly with the secondary structure of the peptidic block. Fourier transform infrared spectroscopy (FTIR) studies indicate that the α-helical content is increased while β-sheets and random coil contents are systematically decreased with increasing volume fraction of the PBLG blocks. The gel−solution transition behavior of the triblock copolymers was examined using modulated dynamic light scattering (MDLS). It was observed that all the gels undergo gel−solution transition around 50 °C and revert back to its original state when cooling down to room temperature. Dye diffusion and diffusing wave spectroscopy (DWS) experiments showed a reduced mobility of both the dye molecules and tracer particles in the gels compared to that in solution state. The rheological studies on the organogels indicate that increasing molecular weight of the PBLG blocks or concentration of the triblock copolymers increase the gel strength considerably. Using transmission electron microscopy (TEM), the morphology of the organogels was shown to be prevalently formed by nanofibrils, with an average thickness in the range of 6−12 nm.

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Abstract: An MHB amphiphile, N-stearoyl-l-glutamic acid (C(18)-Glu), forms disk- and fiber-like nanostructures respectively in hydrophilic and hydrophobic environments due to the inter- and intra-molecular H-bonds.

Cited by 52 publications

References 19 publications

Self‐Assembly of Organic Building Blocks with Directly Exfoliated Graphene to Fabricate Di‐ and Tricomponent Hybrids

Self‐Assembly of Organic Building Blocks with Directly Exfoliated Graphene to Fabricate Di‐ and Tricomponent Hybrids

Melamine as an Effective Supramolecular Modifier and Stabilizer in a Nanotube‐Constituted Supergel

Thermoreversible Gel–Sol Behavior of Rod–Coil–Rod Peptide-Based Triblock Copolymers

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