A soluble ladder copolymer from m-phenylenediamine and ethoxyaniline

Li, Xin‐Gui; Duan, Wei; Huang, Mei‐Rong; Yang, Yuliang; Zhao, Dongyuan; Qi-wu, Dong

doi:10.1016/s0032-3861(03)00584-6

Cited by 41 publications

(34 citation statements)

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“…[25,27] The p-phenylenediamine and m-phenylenedi-A C H T U N G T R E N N U N G amine compounds are important and also cheap derivatives of aniline, and exhibit a high oxidative polymerization yield. [25][26][27][28] Many =NÀ groups on the PpPD and PmPD chains may efficiently bind Pb 2 + ions.…”

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confidence: 99%

“…[25][26][27][28] Many =NÀ groups on the PpPD and PmPD chains may efficiently bind Pb 2 + ions. [25][26][27] For this purpose, the fine, nontoxic, and odor-free microparticles were prepared by a simple oxidative precipitation polymerization from p-and m-phenylenediamines and their structure was characterized by IR spectroscopy, wide-angle X-ray diffraction analysis, and laser particle-size analysis. In particular, various important factors affecting the Pb 2 + adsorption onto the microparticles, such as pH, concentration, and temperature of Pb 2 + solution, as well as adsorption time, the structure and dosage of the microparticles, were systematically investigated by using batch experiments.…”

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confidence: 99%

“…These facts prove that the molecular structure of PpPD is different from that of PmPD (Scheme 1). [26,27,29] The supramolecular structures of PpPDA C H T U N G T R E N N U N G (HCl) and PmPD-A C H T U N G T R E N N U N G (H 2 O) microparticles have been characterized by wide-angle X-ray diffraction studies (Figure 2), which show different amorphous structure characteristics that are coincident with the molecular structure. The spectrum of PpPD shows a broad diffraction peak centered at the Bragg angle of 258, together with several sharp peaks at 20.48, 22.78, and 29.28 that are ascribed to a very small amount of residual inorganic salt (the reductive product of the oxidant (NH 4 (base) procured after a treatment with NH 4 OH also does not exhibit any sharp diffraction peaks (Figure 2 d).…”

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Rapid and Effective Adsorption of Lead Ions on Fine Poly(phenylenediamine) Microparticles

Huang

Peng

2006

Chemistry A European J

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Fine microparticles of poly(p-phenylenediamine) (PpPD) and poly(m-phenylenediamine) (PmPD) were directly synthesized by a facile oxidative precipitation polymerization and their strong ability to adsorb lead ions from aqueous solution was examined. It was found that the degree of adsorption of the lead ions depends on the pH, concentration, and temperature of the lead ion solution, as well as the contact time and microparticle dose. The adsorption data fit the Langmuir isotherm and the process obeyed pseudo-second-order kinetics. According to the Langmuir equation, the maximum adsorption capacities of lead ions onto PpPD and PmPD microparticles at 30 degrees C are 253.2 and 242.7 mg g(-1), respectively. The highest adsorptivity of lead ions is up to 99.8 %. The adsorption is very rapid with a loading half-time of only 2 min as well as initial adsorption rates of 95.24 and 83.06 mg g(-1) min(-1) on PpPD and PmPD particles, respectively. A series of batch experiment results showed that the PpPD microparticles possess an even stronger capability to adsorb lead ions than the PmPD microparticles, but the PmPD microparticles, with a more-quinoid-like structure, show a stronger dependence of lead-ion adsorption on the pH and temperature of the lead-ion solution. A possible adsorption mechanism through complexation between Pb(2+) ions and ==N-- groups on the macromolecular chains has been proposed. The powerful lead-ion adsorption on the microparticles makes them promising adsorbents for wastewater cleanup.

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Rapid and Effective Adsorption of Lead Ions on Fine Poly(phenylenediamine) Microparticles

Huang

Peng

2006

Chemistry A European J

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“…1 H NMR spectra gave evidence of open rings in the ladder structure due to the presence of -NH 2 groups on phenazine unit [43,44]. They also reported that the 1 H NMR spectrum of PmPDA had not been obtained because of the limited solubility of this compound [45]. However, later they reported the characterization of this polymer by 13 C NMR of solids giving also evidence of open rings [46].…”

Section: Critical Micellar Concentrationmentioning

confidence: 99%

Diaminium salt as reactive amphiphile for the synthesis of poly(m-phenylenediamine) and paraffin microencapsulation

et al. 2015

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Poly(m-phenylenediamine) (PmPDA) was synthesized via an oxidative polymerization using benzene-1,3-diaminium dodecyl sulfate (P2) as the monomer. P2 is a new concept of reactive surfactant because, unlike conventional polymerizable surfactants where the polymerizable group is a carbon-carbon double bond, therein, the polymer chain propagates through the diaminium group. Polymerization in aqueous micellar solution, chloroform/water interface, and xylene/water emulsion allowed successful synthesis of PmPDA. Infrared and UV-vis spectroscopy revealed that PmPDA share chemical structure, based on phenazine with open segments, rich in quinoid rings (pernigraniline-like), and partially doped, regardless of the method of synthesis. Conversely, electron microscopy exhibited important effect on morphology (nanofibers, pot-like, and globular nanoparticles) as a function of polymerization method and temperature. Additionally, cyclic voltammetry indicated electroactivity in all products, showing reduced/semioxidized and semi-oxidized/oxidized redox transitions with differences concerning synthesis method and temperature. A paraffin/PmPDA core-shell composite was obtained by emulsion polymerization method taking advantage of P2 amphiphilic properties. Electron microscopy evidenced microencapsulation, whereas thermal properties (melting temperature, melting enthalpy, thermal stability, and viscosity as function of temperature) suggested promising properties for the design of form-stable phase change materials.

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“…The reaction scheme is in agreement with that observed during the NO adsorption study, the surface oxidation of NO to NO 2 -with the appearance N 2 O 4 followed by absorption at the amine active site (NO 2 -NH 2 -). [43][44][45] . The 10 vol % solution shows an increase in the broadband absorbance intensity, in Figure 4-12(c), corresponding to a greater amount of conjugated  electrons in solution.…”

Section: 2mentioning

confidence: 99%

Metal Monolithic Amine-grafted Zeolite for CO{sub 2} Capture

Chuang¹

2011

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A soluble ladder copolymer from m-phenylenediamine and ethoxyaniline

Cited by 41 publications

References 24 publications

Rapid and Effective Adsorption of Lead Ions on Fine Poly(phenylenediamine) Microparticles

Rapid and Effective Adsorption of Lead Ions on Fine Poly(phenylenediamine) Microparticles

Diaminium salt as reactive amphiphile for the synthesis of poly(m-phenylenediamine) and paraffin microencapsulation

Metal Monolithic Amine-grafted Zeolite for CO{sub 2} Capture

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