Polymeric aminomethylphosphonic acids - 2. Polychelatogenes for separation of transition metal ions by membrane filtration

Riedelsberger, Kerstin; Jaeger, Werner; Friedrich, Alwin

doi:10.1163/156855500750198717

Cited by 8 publications

(5 citation statements)

References 30 publications

(29 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Complexes between metal ions and several types of phosphorus-containing molecules have found uses as flame retardants and adhesives to metals, bone, and dentin, selective binders to metals, hydraulic fracturing agents, liquid crystals, optical materials, and components in cosmetics 9b. Also, several phosphorus-containing chemical warfare agents are known to be deactivated by complexation with metal ions .…”

Section: Introductionmentioning

confidence: 99%

Organogels with Fe(III) Complexes of Phosphorus-Containing Amphiphiles as Two-Component Isothermal Gelators

et al. 2006

View full text Add to dashboard Cite

The properties of thermally reversible organogels in which the gelators consist of a phosphonic acid monoester, phosphonic acid, or phosphoric acid monoester and a ferric salt are probed by IR and NMR spectroscopies, optical microscopy, X-ray diffraction, rheology, and light and small-angle neutron scattering (SANS) techniques. This is one of a small number of two-component molecular gelator systems in which gelation can be induced isothermally. The data indicate that complexation between the phosphonate moieties and Fe(III) is accompanied by their in situ polymerization to form self-assembled fibrillar networks that encapsulate and immobilize macroscopically the organic liquid component. From SANS measurements, the cross-sectional radii of the cyclindrical fibers are ca. 15 A. The efficiencies of the gelators (based on the diversity of the liquids gelated, the minimum concentration of gelator required to make a gel at room temperature, and the temporal and thermal stabilities of the gels) have been determined. With a common ferric salt and liquid component, phosphonic acid monoesters are generally more efficient than phosphinic acids or phosphoric acid esters. Of the phosphonic acid monoesters, monophosphonates are better gelator components than bisphosphonates, and introduction of an omega-hydroxy group on the alkyl chain directly attached to phosphorus reduces significantly gelation ability. Several of the gels are stable for very long periods at room temperature. When heated, they revert to sols over wide temperature ranges. The structures of the gelator complexes and the mechanism of their formation and transformation to gels in selected liquids are examined as well.

show abstract

Section: Introductionmentioning

confidence: 99%

Organogels with Fe(III) Complexes of Phosphorus-Containing Amphiphiles as Two-Component Isothermal Gelators

et al. 2006

View full text Add to dashboard Cite

show abstract

“…Besides their flame‐retardant properties, phosphorus derivatives are used for their adhesive properties to metals, bone, and dentin 3, 4. Polymers with selective metal‐binding capacity have also been reported 5, 6. Phosphorus‐containing monomers with phosphoric acid, phosphonic acid, and phosphinic acid esters have been synthesized and used as dentin adhesives 7, 8.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and copolymerization of new phosphorus‐containing acrylates

Avcı

Albayrak

2003

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

Two phosphorus-containing acrylate monomers were synthesized from the reaction of ethyl ␣-chloromethyl acrylate and t-butyl ␣-bromomethyl acrylate with triethyl phosphite. The selective hydrolysis of the ethyl ester monomer with trimethylsilyl bromide (TMSBr) gave a phosphonic acid monomer. The attempted bulk polymerizations of the monomers at 57-60°C with 2,2Ј-azobisisobutyronitrile (AIBN) were unsuccessful; however, the monomers were copolymerized with methyl methacrylate (MMA) in bulk at 60°C with AIBN. The resulting copolymers produced chars on burning, showing potential as flame-retardant materials. Additionally, ␣-(chloromethyl)acryloyl chloride (CMAC) was reacted with diethyl (hydroxymethyl)phosphonate to obtain a new monomer with identical ester and ether moieties. This monomer was hydrolyzed with TMSBr, homopolymerized, and copolymerized with MMA. The thermal stabilities of the copolymers increased with increasing amounts of the phosphonate monomer in the copolymers. A new route to highly reactive phosphorus-containing acrylate monomers was developed. A new derivative of CMAC with mixed ester and ether groups was synthesized by substitution, first with diethyl (hydroxymethyl)phosphonate and then with sodium acetate. This monomer showed the highest reactivity and gave a crosslinked polymer. The incorporation of an ester group increased the rate of polymerization. The relative reactivities of the synthesized monomers in photopolymerizations were determined and compared with those of the other phosphorouscontaining acrylate monomers. Changing the monomer structure allowed control of the polymerization reactivity so that new phosphorus-containing polymers with desirable properties could be obtained.

show abstract

“…PZA 6 has demonstrated remarkable efficiency as a potential antiscalant additive in rO plants; it has been found to be an effective antiscalant even at a meager concentration of 5 ppm. Polymeric aminomethylphosphonic acids, prepared using Butler's cyclopolymerization protocol, have been utilized as chelating agents for separation of transition metal ions [39,40]; the current work involving the corresponding polymer of aminoalkyldicaroboxylic acid also holds similar prospects for utilization as polychelatogenes. Glutamic acid has three pK a values of 2.1, 4.07, and 9.47, while the corresponding values for an rU in 5 were determined to be 10.94, 5.25, and…”

Section: Discussionmentioning

confidence: 99%

A glutamic acid-based polymer keeping intact the integrity of all the three original functionalities of the amino acid

Jamiu

Al‐Muallem

Ali

2016

Designed Monomers and Polymers

View full text Add to dashboard Cite

Dimethyl glutamate, on treatment with allyl bromide, afforded dimethyl N,N-diallylglutamate which upon alkaline ester hydrolysis followed by acidification with aqueous HCl gave N,N retaining the integrity of all the three functionalities of glutamic acid. Under the influence of pH, the repeating units of triprotic acid (+) in II were equilibrated to those of water-insoluble diprotic polyzwitterionic acid (±) III, water-soluble monoprotic poly(zwitterion-anion) (±−) IV, and its conjugate base polydianion (=) V. The critical salt concentration required to promote water solubility of (±) III has been determined to be 0.548 M NaCl, 0.271 M NaBr, 0.133 M NaI. The basicity constants of the carboxyl groups and trivalent nitrogen in (=) V have been determined. A 5 ppm and 20 ppm concentrations of III are effective in inhibiting the precipitation of CaSO 4 from its supersaturated solution with a ≈100% scale inhibition efficiency at 40 °C for a duration of over 3 and 16 h, respectively.

show abstract

Polymeric aminomethylphosphonic acids - 2. Polychelatogenes for separation of transition metal ions by membrane filtration

Cited by 8 publications

References 30 publications

Organogels with Fe(III) Complexes of Phosphorus-Containing Amphiphiles as Two-Component Isothermal Gelators

Organogels with Fe(III) Complexes of Phosphorus-Containing Amphiphiles as Two-Component Isothermal Gelators

Synthesis and copolymerization of new phosphorus‐containing acrylates

A glutamic acid-based polymer keeping intact the integrity of all the three original functionalities of the amino acid

Contact Info

Product

Resources

About