Chelation ion‐exchange study of copolymer resin derived from 8‐hydroxyquinoline 5‐sulphonic acid,oxamide, and formaldehyde

Copolymers (8‐HQ5‐SAOF) were synthesized by the condensation of 8‐hydroxyquinoline 5‐sulphonic acid (8‐HQ5‐SA) and oxamide (O) with formaldehyde (F) in the presence of acid catalyst. Four different copolymers were synthesized by using varied molar proportion of the reacting monomers. Copolymer resin composition has been determined on the basis of their elemental analysis and average molecular weights of these resins were determined by conductometric titration in nonaqueous medium. Viscometric measurement in dimethyl sulphoxide (DMSO) has been carried out with a view to ascertain the characteristic functions and constants. Electronic spectra, FTIR, and proton nuclear magnetic resonance spectra were studied to elucidate the structures. The newly synthesized copolymer proved to be a selective chelating ion‐exchange copolymer for certain metals. The chelating ion‐exchange properties of this synthesized copolymer was studied for different metal ions such as Fe³⁺, Cu²⁺, Ni²⁺, Co²⁺, Zn²⁺, Cd²⁺, and Pb²⁺. A batch equilibrium method was used in the study of the selectivity of metal ion uptake involving the measurements of the distribution of a given metal ion between the copolymer sample and a solution containing the metal ion only for representative copolymer 8‐HQ5‐SAOF‐I due to economy of space. The study was carried out over a wide pH range, shaking time, and in media of various ionic strengths. The copolymer showed a higher selectivity for Fe³⁺, Cu²⁺, and Ni²⁺ ions than for Co²⁺, Zn²⁺, Cd²⁺, and Pb²⁺ ions. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Synthetic resin. XII. Synthesis and characterization of new terpolymer resins derived from 8‐hydroxyquinoline 5‐sulfonic acid,melamine, and formaldehyde

Terpolymers 8‐hydroxyquinoline 5‐sulphonic acid–melamine–formaldehyde (8‐HQ5‐SAMF) were synthesized through the condensation of 8‐hydroxyquinoline 5‐sulfonic acid and melamine with formaldehyde in the presence of an acid catalyst. Four different terpolymers were synthesized with various molar proportions of the reacting monomers. The terpolymer resin compositions were determined on the basis of elemental analysis. The number‐average molecular weights of these resins were determined by conductometric titration in a nonaqueous medium; viscometric measurements in dimethyl sulfoxide were carried out to ascertain the characteristic functions and constants. Ultraviolet–visible, Fourier transform infrared, ¹H‐NMR, and ¹³C‐NMR spectroscopy and thermogravimetric analysis were used to elucidate the structures. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Terpolymer resin II: Synthesis,characterization, and ion‐exchange properties of 2,4‐dihydroxyacetophenone–dithiooxamide–formaldehyde terpolymers

Terpolymers have been prepared by the condensation of 2,4‐dihydroxyacetophenone (2,4‐HA) and dithiooxamide (D) with formaldehyde (F) in the presence of hydrochloric acid as catalyst with varying the molar proportions of the reactant. Compositions of the terpolymer have been determined by elemental analysis. The number average molecular weight has been determined by conductometric titration in nonaqueous medium. Intrinsic viscosities of the solution of the terpolymer have been determined in N,N‐dimethyl formamide (DMF). The terpolymers have been characterized by UV–visible, IR, and proton NMR spectra. Chelation ion‐exchange properties have also been studied employing the batch equilibrium method. It was employed to study selectivity of metal ion uptake over a wide pH range and in media of various ionic strength. The overall rate of metal uptake follows the order: Fe³⁺ > Cu²⁺ > Ni²⁺ > Co²⁺ = Zn²⁺. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Chelation ion‐exchange properties of copolymer resin derived from 4‐hydroxyacetophenone,oxamide, and formaldehyde

A copolymer (4‐HAOF) prepared by condensation of 4‐hydroxyacetophenone and oxamide with formaldehyde in the presence of an acid catalyst proved to be a selective chelating ion‐exchange copolymer for certain metals. Chelating ion‐exchange properties of this copolymer were studied for Fe³⁺, Cu²⁺, Ni²⁺, Co²⁺, Zn²⁺, Cd²⁺, Pb²⁺, and Hg²⁺ ions. A batch equilibrium method was employed in the study of the selectivity of metal‐ion uptake involving the measurements of the distribution of a given metal ion between the copolymer sample and a solution containing the metal ion. The study was carried out over a wide pH range and in media of various ionic strengths. The copolymer showed a higher selectivity for Fe³⁺ ions than for Co²⁺, Zn²⁺, Cd²⁺, Pb²⁺, Cu²⁺, Ni²⁺, and Hg²⁺ ions. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 787–790, 2003     

Resin I: Synthesis,characterization, and ion‐exchange properties of terpolymer resins derived from 2,4‐dihydroxypropiophenone,biuret, and formaldehyde

Terpolymers (2,4‐DHPBF) were synthesized by the condensation of 2,4‐dihydro‐xypropiophenone, biuret, and formaldehyde in the presence of acid catalyst with varying the molar ratio of reacting monomers. Terpolymer composition has been determined on the basis of their elemental analysis and their number–average molecular weight of these resin were determined by conductometric titration in nonaqueous medium. The viscosity measurements were carried out in N,N‐dimethyl formamide which indicate normal behavior. IR spectra were studied to elucidate the structure. The terpolymer resin has been further characterized by UV–visible and ¹H‐NMR spectra. The newly synthesized terpolymers proved to be selective chelating ion‐exchange terpolymers for certain metals. The chelating ion‐exchange properties of this terpolymer was studied for Fe (III), Cu (II), Hg (II), Cd (II), Co (II), Zn (II), Ni (II), and Pb (II) ions. A batch equilibrium method was employed in the study of the selectivity of metal ion uptake involving the measurement of the distribution of a given metal ion between the terpolymer sample and a solution containing the metal ion. The study was carried out over a wide pH range and in media of various ionic strengths. The terpolymer showed a higher selectivity for Fe (III), Hg (II), Cd (II), and Pb (II) ions than for Cu (II), Co (II), Zn (II), and Ni (II) ions. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Terpolymer resin–III: Synthesis and characterization of 8‐hydroxyquinoline–dithiooxamide–formaldehyde terpolymer resins

Terpolymer resins (8‐HQDF) were synthesized by the condensation of 8‐hydroxyquinoline (8‐HQ) and dithiooxamide (D) with formaldehyde (F) in the presence of acid catalyst and using varied molar ratios of reacting monomers. Terpolymer resins compositions have been determined on the basis of their elemental analysis and the number average molecular weights of these resins were determined by conductometric titration in non‐aqueous medium. Viscometric measurements in dimethyl formamide (DMF) have been carried out with a view to ascertain the characteristic functions and constants. The UV‐visible, FTIR, and proton nuclear magnetic resonance (H⁺ NMR) spectra were studied to elucidate the structure. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Synthesis of resin IV: Salicylic acid,diaminonaphthalein, and formaldehyde terpolymer and its ion exchange

This article reports the synthesis, characterization, and ion exchange properties of a terpolymer. The terpolymer resin salicylic acid‐diaminonaphthalein‐formaldehyde (SDNF) was synthesized by the condensation of salicylic acid and diaminonaphthalein with formaldehyde in the presence of a hydrochloric acid catalyst. Terpolymer resin was characterized by elemental analysis, infrared (IR) spectroscopy, nuclear magnetic resonance spectroscopy, and UV–Visible spectral studies. The number average molecular weight of the resin was determined by nonaqueous conductometric titration. Chelation ion exchange properties have also been studied for Fe³⁺, Cu²⁺, Ni²⁺, Co²⁺, Zn²⁺, Cd²⁺, Pb²⁺ ions employing a batch equilibrium method. It was employed to study the selectivity of metal ion uptake involving the measurements of distribution of a given metal ion between the polymer sample and a solution containing the metal ion. The study was carried out over wide pH range and in a media of various ionic strengths. The terpolymer showed higher selectivity for Fe³⁺, Cu²⁺, and Ni²⁺ions than for Co²⁺, Zn²⁺, Cd²⁺, and Pb²⁺ ions. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Curing behavior and thermal property of epoxy resin with boron‐containing phenol‐formaldehyde resin

The curing reaction of bisphenol‐A epoxy resin (BPAER) with boron‐containing phenol–formaldehyde resin (BPFR) was studied by isothermal and dynamic differential scanning calorimetry (DSC). The kinetic reaction mechanism in the isothermal reaction of BPAER‐BPFR was shown to follow autocatalytic kinetics. The activation energy in the dynamic cure reaction was derived. The influence of the composition of BPAER and BPFR on the reaction was evaluated. In addition, the glass transition temperatures (T_gs) were measured for the BPAER‐BPFR samples cured partially at isothermal temperatures. With the curing conditions varying, different glass transition behaviors were observed. By monitoring the variation in these T_gs, the curing process and the thermal property of BPAER–BPFR are clearly illustrated. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 76: 1054–1061, 2000     

Synthesis,characterization, and thermal degradation studies of copolymer resin derived from p-cresol,melamine, and formaldehyde

Copolymers (p-CMF) synthesized by the condensation of p-cresol and melamine with formaldehyde in the presence of an acid catalyst and using varied molar proportion of the reacting monomers. Copolymer resin compositions were determined on the basis of their elemental analysis. The number average molecular weight of these copolymers was determined by conductometric titration in nonaqueous media. Solution viscosity measurements in dimethyl sulfoxide (DMSO) were carried out to ascertain the characteristic functions and constants of the copolymer resins. The copolymer resins were further characterized byUV–visible absorption spectra in the nonaqueous medium, Infra-red (IR) spectra, and the nuclear magnetic resonance (NMR) spectra. Thermal studies of the resins were carried out to determine their mode of decomposition, the activation energy (E_a), order of reaction (n), frequency factor (Z), entropy change (ΔS), free energy change (ΔF), and apparent entropy change (S*). Thermal decomposition curves were discussed with careful attention of minute details. The Freeman-Carroll and Sharp-Wentworth methods have been used to calculate thermal activation energy and thermal stability. Thermal activation energy (E_a) calculated with these methods are in agreement with each other. The data from the Freeman-Carroll methods have been used to determine various thermodynamic parameters. The order of thermal stability of copolymers has been determined using TGA. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Copolymer resin. VII. 8‐hydroxyquinoline‐5‐sulfonic acid–thiourea–formaldehyde copolymer resins and their ion‐exchange properties

8‐Hydroxyquinoline‐5‐sulfonic acid–thiourea–formaldehyde copolymer resins were synthesized through the condensation of 8‐hydroxyquinoline‐5‐sulfonic acid and thiourea with formaldehyde in the presence of hydrochloric acid as a catalyst and with various molar ratios of the reacting monomers. The resulting copolymers were characterized with UV‐visible, IR and 1H‐NMR spectral data, employed to determine the reactivity of monomers. The average molecular weights of these resins were determined with vapor pressure osmometry and conductometric titration in a nonaqueous medium. The chelation ion‐exchange properties were also studied with the batch equilibrium method. The resins were proved to be selective chelating ion‐exchange copolymers for certain metals. The chelation ion‐exchange properties of these copolymers were studied for Cu²⁺, Ni²⁺, Co²⁺, Pb²⁺, and Fe³⁺ ions. The study was carried out over a wide pH range and in media of various ionic strengths. The copolymers showed a higher selectivity for Fe³⁺ ions than for Cu²⁺, Ni²⁺, Co²⁺, and Pb²⁺ ions. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Amelioration of acrylonitrile–butadiene copolymer properties using natural rubber graft p‐aminophenol

A two‐roll mill machine was used for the grafting of p‐aminophenol (pAP) onto natural rubber (NR). The prepared NR graft p‐aminphenol (NR‐g‐pAP) was characterized by ¹H NMR and IR spectroscopy techniques. The goal of this article is to study the effect of commercial antioxidants, N‐phenyl‐N′‐(1,3‐dimethylbutyl)‐p‐phenylenediamine (6PPD) and N‐phenyl‐N′‐isopropyl‐p‐phenylenediamine (IPPD), and the prepared NR‐g‐pAP, on the mechanical properties of acrylonitrile–butadiene (NBR) vulcanizates, the fluid compatibility of NBR vulcanizates, the hydraulic brake and clutch fluid dot, the diffusion out for NBR vulcanizate components, and the compression recovery of NBR vulcanizates. This study indicates that the NBR copolymer vulcanizate which contains the prepared NR‐g‐pAP has good protection against mechanical stress and the diffusion out of NBR vulcanizate components. The 6PPD and the prepared NR‐g‐pAP ameliorates the fluid compatibility of the oil seals, which is based on NBR as elastomer, and the hydraulic brake and clutch fluid dot. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 2007     

Synthesis,cationic polymerization and curing reaction with epoxy resin of 3,9‐di(p‐methoxybenzyl)‐1,5,7,11‐tetra‐oxaspiro(5,5)undecane

A new spiro ortho carbonate, 3,9‐di(p‐methoxybenzyl)‐1,5,7,11‐tetra‐oxaspiro(5,5)undecane was prepared by the reaction of 2‐methoxybenzyl‐1,3‐propanediol with di(n‐butyl)tin oxide, following with carbon disulfide. Its cationic polymerization was carried out in dichloromethane using BF₃‐OEt₂ as catalyst. The [¹H], [¹³C]NMR and IR data as well as elementary analysis of the polymers obtained indicated that it underwent double ring‐opening polymerization. The polymerization mechanism is discussed. The curing reaction of bisphenol A type epoxy resin in the presence of the monomer and a curing agent was investigated. DSC measurements were used to follow the curing process. In the case of boron trifluoride‐o‐phenylenediamine (BF₃‐OPDA) as curing agent, two peaks were found on the DSC curves, one of which was attributed to the polymerization of the epoxy group, and the other to the copolymerization of the monomer with the isolated epoxy groups or homopolymerization. However, when BF₃‐H₂NEt was used as curing agent, only one peak was present. IR measurement of the modified epoxy resin with various weight ratios of epoxy resin/monomer was performed in the presence of BF₃‐H₂NEt as curing agent. The results demonstrate that the conversion of epoxy group increases as the content of monomer increases. The curing process and the structure of the epoxy resin network are discussed. © 2000 Society of Chemical Industry     

New thermosetting resin from poly(p‐vinylphenol) based benzoxazine and epoxy resin

Poly(p‐vinylphenol) (VP) based benzoxazine was prepared from VP, formaline, and aniline. The curing behavior of the benzoxazine with the epoxy resin and the properties of the cured resin were investigated. Consequently, the curing reaction did not proceed at low temperatures, but it proceeded rapidly at higher temperatures without a curing accelerator. The reaction induction time or cure time of the molten mixture from VP based benzoxazine and epoxy resin was found to decrease, compared with those from conventional bisphenol A based benzoxazine and epoxy resin. The curing reaction rate of VP based benzoxazine and epoxy resin increased more than that of conventional bisphenol A based benzoxazine and epoxy resin. The properties of the cured resin from neat resins and from reinforced resins with fused silica were evaluated. The cured resins from VP based benzoxazine and epoxy resin showed good heat resistance, mechanical properties, electrical insulation, and water resistance compared to the cured resin from VP and epoxy resin using imidazole as the catalyst. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 79: 555–565, 2001     

Adsorption of selenite and selenate ions onto thiourea‐formaldehyde resin

In the present work, thiourea‐formaldehyde (TUF) chelating resin was synthesized and used in the adsorptions of selenite (SeO) and selenate (SeO) ions. The effects of initial acidity and initial selenium concentrations on the adsorptions were examined by batch technique. The synthesized resin was applied to the elemental analysis to determine its composition. FT‐IR spectra and SEM/EDS were also recorded before and after selenite adsorption. It was found that selenite and selenate ions were adsorbed onto TUF resin at strong acidic conditions (3–5M HCl). The adsorption capacities of the resin were calculated as 833.3 mg g^?1 TUF resin for selenite ions and 526.3 mg g^?1 TUF resin for selenate. All the adsorption data obtained for both selenite and selenate ions fitted well to the Langmuir isotherm. It was seen that the adsorption mechanisms in the both adsorptions were governed by the reduction of selenite or selenate to elemental selenium, Se⁰. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011.     

Kinetics of thermal degradation studies of some new terpolymers derived from 2,4‐dihydroxypropiophenone,oxamide, and formaldehyde

The terpolymers (2,4‐DHPOF) have been synthesized by the condensation of 2,4‐dihydroxypropiophenone with oxamide and formaldehyde in the presence of 2M HCl as catalyst with varying proportions of reactants. Terpolymer composition has been determined on the basis of their elemental analysis. The terpolymer has been characterized by UV‐visible, IR, and ¹H NMR spectra. The thermal decomposition behavior of some new terpolymers was studied using thermogravimetric analysis in air atmosphere at heating rate of 10°C/min. Thermal decomposition curves are discussed with careful attention to minute details. The Freeman–Carroll and Sharp–Wentworth methods have been used to calculate activation energy and thermal stability. Thermal activation energy (E_a) calculated with the help of these methods are in agreement with each other. Thermodynamic parameters such as free energy change (ΔF), entropy change (ΔS), apparent entropy change (S*), and frequency factor (z) are also determined on the basis of the TG curves and by using data of the Freeman–Carroll method. The Freidman method evaluated the variation in the apparent activation energy changes by isoconversional (model‐free) kinetic methods. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Resin I: Synthesis and characterization of 2,2′‐dihydroxybiphenyl–urea–formaldehyde terpolymers

Terpolymer resins (BPhUF) were synthesized by the condensation of 2,2′‐dihydroxybiphenyl [BPh] and urea [U] with formaldehyde [F] in the presence of an acid catalyst and using varied molar ratios of reacting monomers. Terpolymer resin compositions have been determined on the basis of their elemental analysis and the number average molecular weights of these resins were determined by conductometric titration in nonaqueous medium. Viscometric measurements in dimethyl formamide have been carried out with a view to ascertain the characteristic functions and constants. UV‐VIS, IR, and NMR spectra were studied to elucidate the structure. studied to elucidate the structure. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 1605–1610, 2005     

Anticorrosive properties of epoxy resin coatings cured by aniline/p‐phenylenediamine copolymer

Aniline/p‐phenylenediamine copolymer [poly(ANI‐co‐p‐PDA)] was prepared by chemical oxidative polymerization. FTIR and ¹H‐NMR analysis indicate that the poly(ANI‐co‐p‐PDA) is oligomer with end‐capped amino groups, which can cure epoxy resin. The anticorrosion performance of carbon steel (CS) samples coated by epoxy resin coating cured with poly(ANI‐co‐p‐PDA) and epoxy resin coating cured with triethylenetetramine exposed to 5 wt % NaCl and 0.1 mol/L HCl aqueous solution is studied by the potentiodynamic polarization and electrochemical impedance spectroscopy. The results show that the CS coated by epoxy resin coating cured with poly (ANI‐co‐p‐PDA) has more excellent corrosion protection than that of epoxy resin coating cured with triethylenetetramine. Raman spectroscopy analysis indicates that the surface of CS coated by epoxy resin coating cured with poly(ANI‐co‐p‐PDA) forms passive layer, which is composed of α‐Fe₂O₃. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Ion exchange resins from phenol/formaldehyde resin‐modified lignin

Phenol/formaldehyde resin, commonly sulfonated, is used as ion exchanger. Lignin, which is the phenolic polymer matrix in wood, was isolated from olive stone biomass by alkaline hydrolysis of weak ether bonds (Kraft lignin, KRL). It was then hydroxymethylated (KRLH) with an aqueous solution of formaldehyde. Novolac resin (N) was synthesized from phenol and formaldehyde under acidic conditions. KRL or KRLH was incorporated into phenol/formaldehyde during polymerization (N‐KRL, N‐KRLH). The products of polymerization (N, N‐KRL and N‐KRLH) were sulfonated with concentrated H₂SO₄ (1:3 w/w as typical proportion according to literature or 1:6 w/w as an excess of H₂SO₄) and then cross‐linked with formaldehyde. The different products were characterized by IR spectroscopy, swelling in ethanol, acetone and in an aqueous solution of 1 N NaOH. The ion‐exchange capacity, the moisture retention capacity and the titration curves of the sulfonated and cured products were determined. The ion‐exchange capacity and the uptake of metal ions (mainly Co²⁺ and Cu²⁺) detected by atomic absorption spectroscopy, on the sulfonated materials, prepared in an excess of H₂SO₄, is higher for N‐KRL and N‐KRLH than for N and it takes place at the same rate or faster. The latter shows a medium acidic behaviour according to the titration curves, in contrast with the sulfonated N‐KRLH and N‐KRL which show a strongly acidic behaviour. © 2001 Society of Chemical Industry     

Retention properties of arsenate anions of water‐soluble polymers by a liquid‐phase polymer‐based retention technique

The retention properties of arsenic ions from an aqueous solution by water‐soluble cationic polymers and cationic–anionic copolymers were investigated. Poly[(3‐methacryloylamine)propyl]trimethylammonium chloride [P(ClMPTA)] and poly[(3‐methacryloylamine)propyl]trimethylammonium chloride–co–acrylic acid [P(ClMPTA‐co‐AA] were synthesized by radical polymerization. The copolymers were prepared with feed mole ratios of ClMPTA to AA of 1 : 1, 1 : 2, and 2 : 1. The copolymer compositions were evaluated by FTIR spectroscopy, TG‐DSC, and elemental analysis. The liquid‐phase polymer‐based retention (LPR) technique was used. This technique consists of retention of arsenate anions by the quaternary ammonium salt of a water‐soluble polymer in a filtration membrane cell. It was shown that the polymers could bind H₂AsO species from an aqueous solution more selectively at pHs of 6 and 8, than at a pH of 4. An increase in the polymer concentration was associated with increased retention capacity but not linearly. At the highest concentration the influence of pH was better observed. Investigation of copolymers showed the concerted action of polycations and polyanions on the ability to retain arsenic. At the lowest pH, the role of ionic strength of the media had a remarkable effect on the retention ability, independently of copolymer composition. At a pH of 6 a copolymer polycation/polyanion composition of 2 : 1 had the highest selective effect. At a pH of 8, a nonequimolar copolymer composition showed the same efficiency for the retention of arsenate species. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 102: 2677–2684, 2006     

Lead removal from aqueous solutions by 732 cation‐exchange resin

Kinetics and thermodynamics of the removal of Pb²⁺ from an aqueous solution by 732 cation‐exchange resin in hydrogen type (732‐CR) were studied in the temperature range of 298–328 K and Pb²⁺ concentration range of 5–50 mol/m³. The effects of ion exchange temperature and initial lead ion concentration on the time evolution of the experimental concentration for the metal ion were investigated. Ion exchange kinetics of Pb²⁺ onto 732‐CR follow the Nernst‐Planck equation and unreacted‐core model (UCM). The diffusion coefficients of counter ions and the efficient diffusion coefficient of lead ions within the resin were calculated. The results show that the ion exchange process is favoured under the particle diffusion control mechanism. The ion exchange isotherm data agreed closely with the Langmuir isotherm. The maximum monolayer exchange capacity for Pb²⁺ was found to be 484.0 mg/g at 308 K. Thermodynamic studies show that Pb²⁺ onto 732‐CR is spontaneous and exothermic in nature. The ion exchange processes were verified by Energy Disperse Spectroscopy (EDS).