Synthesis of linear poly(4‐vinylbenzaldehyde) by means of anionic living polymerization of 1,3‐dimethyl‐2‐(4‐vinylphenyl)imidazolidine and subsequent hydrolysis

Hirao, Akira; Ishino, Yoshiaki; Nakahama, Seiichi

doi:10.1002/macp.1986.021870113

Cited by 34 publications

(21 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Energy decomposition approach was conducted for the minimum interaction energy as ΔE = ΔE Pauli + ΔE Elec + ΔE Orb + ΔE Disp , where

Δ E_{E l e c}

corresponds to the classical electrostatic interaction between the unperturbed charge distributions of ion and graphene. The Pauli repulsion

Δ E_{P a u l i}

comprises the destabilizing interactions between occupied orbitals of ion and graphene . The orbital interaction energy

Δ E_{O r b}

accounts for charge transfer and polarization between ion and graphene .…”

Section: Resultsmentioning

confidence: 99%

Multiscale Simulation of the Interaction and Adsorption of Ions on a Hydrophobic Graphene Surface

Chen

Yang

2018

ChemPhysChem

View full text Add to dashboard Cite

The adsorption of ions on a graphene surface is very important to control relevant graphene-based processes. In this work, a multiscale simulation was carried out to study the adsorption of Na /Cl ions on graphene by combining quantum mechanics calculations and molecular dynamics (MD) simulations. The interaction energies of the ions with graphene were computed using density functional theory (DFT). It was found that the ions show strong interaction with a graphene cluster and the overwhelming portion of the interaction energy is the ion-π orbital interaction. The large orbital interaction can be ascribed to the two contributions arising from the ion-induced polarization of graphene and the charge transfer between ion and graphene. Their different contribution degrees reveal that the polarization effect plays a main role on the orbital interaction for ion adsorption. Comparatively, for Na/Cl atom adsorption, the charge transfer shows large part to the orbital interaction with weak atom-induced polarization. The obtained interaction energies were applied to develop new interaction potentials between ion and graphene, and then MD simulations were used to study the interfacial adsorption behavior of Na /Cl aqueous solution onto the graphene surface. Due to enhanced ion-π interactions, Na /Cl cooperatively demonstrates a strong ion adsorption layer through direct contact with the hydrophobic graphene surface. Our simulation result presents a new understanding of ion-graphene interactions.

show abstract

“…Energy decomposition approach was conducted for the minimum interaction energy as ΔE = ΔE Pauli + ΔE Elec + ΔE Orb + ΔE Disp , where

Δ E_{E l e c}

corresponds to the classical electrostatic interaction between the unperturbed charge distributions of ion and graphene. The Pauli repulsion

Δ E_{P a u l i}

comprises the destabilizing interactions between occupied orbitals of ion and graphene . The orbital interaction energy

Δ E_{O r b}

accounts for charge transfer and polarization between ion and graphene .…”

Section: Resultsmentioning

confidence: 99%

Multiscale Simulation of the Interaction and Adsorption of Ions on a Hydrophobic Graphene Surface

Chen

Yang

2018

ChemPhysChem

View full text Add to dashboard Cite

show abstract

“…To the best of our knowledge, aminals have only been utilized in the carbanionic polymerization in a single work by Hirao et al to mask the aldehyde functionality of 4‐vinylbenzaldehyde. The aminal group was stable during the carbanionic polymerization and could be easily removed by subsequent acidic hydrolysis to release the aldehyde functionalities at the polymer . Very recently, our group introduced the aminal protecting group to conveniently synthesize α‐amino‐ω‐hydroxyl heterobifunctional PEG via acid‐labile “sacrificial” star polymers …”

Section: Methodsmentioning

confidence: 99%

Aminal Protection of Epoxide Monomer Permits the Introduction of Multiple Secondary Amine Moieties at Poly(ethylene glycol)

Blankenburg

Frey

2019

Macromol. Rapid Commun.

View full text Add to dashboard Cite

In contrast to acetal groups, aminal moieties are almost unknown in polymer chemistry. The aminal‐protected isopropyl‐hexahydro‐pyrimidine glycidyl amine (PyGA) for the anionic ring‐opening polymerization (AROP) is introduced. The monomer is prepared in a two‐step synthesis and can be polymerized in a well‐controlled manner under AROP conditions. Several poly(ethylene glycol) block and triblock copolymers are synthesized in a molecular weight range from 2 700 to 11 400 g mol−1 with up to 11 mol% PyGA. The molecular weight distributions are monomodal with low dispersity (Đ = Mw/Mn) below 1.2. After the polymerization, the acid‐labile hexahydro‐pyrimidine rings can be conveniently cleaved in acidic media, liberating two secondary amines per PyGA monomer unit. The released 1,3‐diamine functionalities can be addressed via post‐polymerization modification and show complexation of copper(II) ions in aqueous solution. The compounds are promising for water‐soluble catalyst systems, the removal of transition metals from water, and as a building block for complexing polyethers for biomedical application.

show abstract

“…Energy decomposition analysis (EDA) based on Morokuma is employed to reveal the isomer differences and the extended transition state (ETS) of Ziegler and Rauk

Δ E_{Int} = Δ E_{elest} + Δ E_{Pauli} + Δ E_{orb}

…”

Section: Computational Methods and Detailsmentioning

confidence: 99%

How different is pyrimidine as a core component of DNA base from its diazine isomers: A DFT study?

Chatterjee

Wang

2016

Int J of Quantum Chemistry

View full text Add to dashboard Cite

Recent photoemission spectroscopic (X‐ray photoemission spectra) study revealed less dramatic chemical changes for pyrimidine (PyM, 1, 3‐diazine) with in its ionization potential. Present systematic study using density functional theory calculations shows that PyM is indeed quite different from its diazine isomers (PyD, 1, 2‐diazine and PyA, 1, 4‐diazine). It is discovered that the most stable isomer PyM is relaxed from C2V to C1 point symmetry with a total electronic energy deduction of −15.86 kcal.mol−1. Although not substantial, PyM has the smallest molecule shape (electronic spatial extent) and the largest HOMO‐LUMO energy gap of 5.65 eV; only one absorption band in the region of 200–300 nm of the UV‐Vis spectrum but three clusters of chemical shift in the carbon and hydrogen NMR spectra. The energy decomposition analyses revealed that the interaction energy (ΔEInt) of PyM is preferred over PyA by 4.08 kcal.mol−1 and over PyD by 22.32 kcal.mol−1, with the preferred NCN bond revealed by graph theory.

show abstract

Synthesis of linear poly(4‐vinylbenzaldehyde) by means of anionic living polymerization of 1,3‐dimethyl‐2‐(4‐vinylphenyl)imidazolidine and subsequent hydrolysis

Cited by 34 publications

References 7 publications

Multiscale Simulation of the Interaction and Adsorption of Ions on a Hydrophobic Graphene Surface

Multiscale Simulation of the Interaction and Adsorption of Ions on a Hydrophobic Graphene Surface

Aminal Protection of Epoxide Monomer Permits the Introduction of Multiple Secondary Amine Moieties at Poly(ethylene glycol)

How different is pyrimidine as a core component of DNA base from its diazine isomers: A DFT study?

Contact Info

Product

Resources

About