Effect of the stereochemical structure of poly(methacrylic acid) molecules on their interaction with organic ions in aqueous solutions

Krakovyak, M. G.; Ануфриева, Е. В.; Sycheva, E. A.; Sheveleva, T. V.

doi:10.1021/ma00078a042

Cited by 6 publications

(9 citation statements)

References 3 publications

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“…A simple procedure consisting of removal of polymerization solvent, addition of small amount of HCl-MeOH, methylation of diazomethane in benzene, and removal of benzene insoluble part (HC1 salt of amine) readily gave the PMMA (benzene solution) from the polymerization mixture. The polymerizations in MeOH and CHC1 3 without using amines exhibited different stereochemical features which are consistent with the previous report (23). The presence of amines resulted in increased iso-and heterotacticity (mm and mr) at the expense of syndiotacticity (IT) in both MeOH and CHC1 3 .…”

Section: Methacrylic Acid Polymerization In the Presence Of Aminessupporting

confidence: 90%

Stereochemical Control of Free-Radical Polymerization of Vinyl Monomers

Nakano

Okamoto

1998

ACS Symposium Series

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This chapter describes stereoregulation methods for free-radical polymerization based on (I) rationally designed monomers, (II) chiral initiators and chain-transfer agents, (III) reaction conditions (monomer concentration, temperature, solvent), and (IV) template molecules.Method I includes polymerization of bulky methacrylates giving highly isotactic polymers. Method II in volves menthol-based peroxides and thiols that can control helicity in 1-phenyldibenzosuberyl methacrylate polymerization. Method ΙII was effective for triphenylmethyl methacrylate polym erization where isotacticity content of resulting polymer was con trollable in the range >99-64%. Method IV was realized for methacrylic acid polymerization in the presence of amine com pounds.Stereoregulation by free-radical polymerization has been achieved only in limited cases. On the other hand, stereochemical control of polymerization is an important topic in macromolecular chemistry because polymer properties are often significantly influenced by main-chain configuration and conformation, and various effective methods and catalysts for stereoregulation have been found for anionic, coordination, and related polymerizations (7,2). However, because free-radical polymerization is applicable to much wider range of monomers and generally less expensive compared with the other polymerizations (J), it will be a powerful and practical tool for pro ducing various types of polymers having ordered structures once effective methods for stereocontrol are developed. This article describes our recent studies on configurational and conformational control of free-radical polymerization.

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Section: Methacrylic Acid Polymerization In the Presence Of Aminessupporting

confidence: 90%

Stereochemical Control of Free-Radical Polymerization of Vinyl Monomers

Nakano

Okamoto

1998

ACS Symposium Series

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“…The synthesis of isotactic‐rich PMAA ( mm/mr/rr driad = 16/49/35 mol %) by using diaminocyclohexane as the template molecule to form the pseudo‐divinyl monomer was reported 33. In the case of diaminocyclohexane, MAA and diaminocyclohexane were connected by ionic bond.…”

Section: Resultsmentioning

confidence: 99%

“…The template molecule must have two functional groups, which can form hydrogen bonding with MAA, with a short distance apart from each other. The tacticity control of PMAA by using the pseudo‐divinyl monomer with MAA and acetyl diaminocyclohexane has been reported 23. However, the resulting PMAA was atactic, because the hydrogen bond between MAA and amide group was too weak to control the arrangement of vinyl groups.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of syndiotactic poly(methacrylic acid) by free‐radical polymerization of the pseudo‐divinyl monomer formed with methacrylic acid and catechol

Saito

2012

J of Applied Polymer Sci

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Syndiotactic poly(methacrylic acid) (Syn‐PMAA, r diad = 91 mol %) was synthesized by free radical polymerization of methacrylic acid (MAA) with catechol. The pseudo‐divinyl monomer was formed with one catechol and two MAA molecules by the hydrogen bonding between OH groups of catechol and COOH group of MAA. When the free radical polymerization of the pseudo‐divinyl monomer was carried out, intra‐ and intermolecular addition proceeded with racemic addition. The hydrogen bonding was the driving force to control tacticity. We discussed the effects of solvent, temperature, and the concentrations of MAA and catechol on the pseudo‐divinyl monomer formation. The highly syndiotactic PMAA was successfully obtained. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

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“…At pH values in excess of 8, on the other hand, deprotonation of the amine units occur allowing hydrophobic forces of attraction to dominate which serve to collapse the chain. (The fact that dyes can be solubilized by the compact conformation of polyelectrolytes has been recognized in other systems in the literature, most notably PMAA [72,73,75,78].) The fact that the binding strength of the dye was observed to maximize at pH 8 was considered to reflect two separate effects: (1) at pH 7, the polyelectrolyte is protonated which results in strong binding to the negatively charged MO and (2) by pH 8.5, the degree of protonation reduces significantly, whereas the hydrophobicity increases and the PDMAEMA undergoes a coil collapse.…”

Section: Polystyrene Sulfonic Acidmentioning

confidence: 96%

“…Water-soluble probes have also been reported to undergo marked changes in their fluorescence characteristics when dispersed in polyelectrolyte solutions [18,52,61,[72][73][74][75][76][77][78]. For example, the cationic dye, auramine O (AuO) is virtually nonfluorescent in aqueous solution but an increase in intensity is observed in the presence of PMAA at low pH as a result of enhanced binding in the hypercoiled state [72,73,75,78].…”

Section: Steady-state Spectroscopymentioning

confidence: 99%

Optical Properties of Polyelectrolytes

Swanson

2010

Photochemistry and Photophysics of Polymer Materials

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A polyelectrolyte can be defined as a macromolecule with ionizable repeat units, which can consequently display pH-dependent behavior when dissolved in aqueous solution.As the term polyelectrolyte can also be extended to encompass natural biopolymers, which contain ionizable groups such as peptides, proteins, and DNA, it is perhaps not surprising that synthetic polyelectrolytes are often used as simple models for more complex biological systems. Indeed, many of the photophyscial techniques discussed in this chapter were developed by biologists and biophysicists interested in the conformational behavior and interactions of biopolymers [1].

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Effect of the stereochemical structure of poly(methacrylic acid) molecules on their interaction with organic ions in aqueous solutions

Cited by 6 publications

References 3 publications

Stereochemical Control of Free-Radical Polymerization of Vinyl Monomers

Stereochemical Control of Free-Radical Polymerization of Vinyl Monomers

Synthesis of syndiotactic poly(methacrylic acid) by free‐radical polymerization of the pseudo‐divinyl monomer formed with methacrylic acid and catechol

Optical Properties of Polyelectrolytes

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