Cyclopolymerization and cyclocopolymerization

Butler, George B.

doi:10.1021/ar00083a005

Cited by 211 publications

(256 citation statements)

References 68 publications

Supporting

Mentioning

248

Contrasting

Order By: Relevance

“…A typical example is the cyclopolymerization of diallyldimethylammonium chloride (DADMAC) leading to water-soluble polymers with five-membered pyrrolidinium rings as structural units of the polymer chain and a cis : trans ratio of the isomeric pyrrolidinium rings of 6: 1 [17]. Similar results have been obtained with other diallylamine derivatives [ 16,18,19]. The larger amount of the ci s isomer can be explained by application of orbital symmetry considerations [20].…”

Section: Acryloylaminomethylphosphonicmentioning

confidence: 76%

“…In general, the polymerization of diallyl-N compounds proceeds as a cyclopolymerization resulting in soluble linear polymers [ 16]. A typical example is the cyclopolymerization of diallyldimethylammonium chloride (DADMAC) leading to water-soluble polymers with five-membered pyrrolidinium rings as structural units of the polymer chain and a cis : trans ratio of the isomeric pyrrolidinium rings of 6: 1 [17].…”

Section: Acryloylaminomethylphosphonicmentioning

confidence: 99%

See 1 more Smart Citation

Polymeric aminomethylphosphonic acids - 1. Synthesis and properties in solution

Riedelsberger

Jaeger

1998

Designed Monomers and Polymers

View full text Add to dashboard Cite

Abstract-Three water-soluble polyaminomethylphosphonic acids were obtained by radical polymerization in aqueous solution. The corresponding monomers were synthesized by different procedures. A Mannich-type reaction of diallylamine, formaldehyde, and phosphorous acid leads to diallylaminomethylphosphonic acid. Reaction of diallyl formamide and phosphorous acid results in diallylaminomethyldiphosphonic acid. Acryloylaminomethylphosphonic acid was prepared by acylation of aminomethylphosphonic acid. The diallyl compounds polymerize via cyclopolymerization, leading to polymers containing substituted pyrrolidinium rings as units of the macromolecule. Both the monomers and the polymers form zwitterionic structures in aqueous solution within a limited pH range. This was proved by 31 P-, 1H-and 13C-NMR spectroscopy, as well as by FT-IR measurements. The monomers are water-soluble without limitations, but the polymers are insoluble in a pH range near their isoelectric point, which was determined by turbidimetry and viscometry. An improvement of the solubility was achieved after the addition of inorganic salts. As expected, the monomeric and polymeric acryloyl compounds form no zwitterionic structure; both are soluble over the whole pH range investigated.

show abstract

Section: Acryloylaminomethylphosphonicmentioning

confidence: 76%

Section: Acryloylaminomethylphosphonicmentioning

confidence: 99%

Polymeric aminomethylphosphonic acids - 1. Synthesis and properties in solution

Riedelsberger

Jaeger

1998

Designed Monomers and Polymers

View full text Add to dashboard Cite

show abstract

“…However, with an appropriate monomer design and optimized polymerization conditions, a soluble polymer can be obtained through a process called cyclopolymerization in which an alternating intramolecular-intermolecular chain propagation produces a series of cyclic molecules along the polymer chain. 1,2 To achieve this, monomers are generally designed such that thermodynamically favored five-or six-membered rings are formed. However, with an elaborate monomer design, large macrocycles can be produced, thus resulting in polymeric materials with the capacity of molecular recognition.…”

Section: Introductionmentioning

confidence: 99%

Twisting poly(3-substituted thiophene)s: cyclopolymerization of gemini thiophene monomers through catalyst-transfer polycondensation

Zhao

Nagura

Takeuchi

et al. 2016

Polym J

View full text Add to dashboard Cite

Polythiophenes are an important class of materials in the field of organic electronics. The molecular structures of polythiophenes have a critical role in determining device performance; therefore, substantial efforts have been devoted to controlling their regioregularity, molecular weight and polydispersity. Herein, we demonstrate a new approach for controlling another structural parameter, the dihedral angle. We exploited the unique polymerization mechanism of cyclopolymerization: an alternating intramolecular-intermolecular chain propagation that produces a series of cyclic molecules along the polythiophene chain. We designed gemini thiophene monomers in which two thiophene monomers are tethered by an alkylene strap and we processed the monomers by using the catalyst-transfer polycondensation method. We found that the dihedral angle in the polythiophene is dictated by the size of the macrocycle formed.

show abstract

“…The synthesis of conjugated polymer via the cyclopolymerization of dipropargyl monomers has been very interesting method for the introduction of conjugated system in the polymer main chain via an alternating intramolecularintermolecular chain propagation [16,17]. 1,6-Heptadiyne itself had been polymerized by various initiator systems to give poly(1,6-heptadiyne) with a polyene cyclic structure [17].…”

Section: Introductionmentioning

confidence: 99%

Electro‐Optical and Electrochemical Properties of a Conjugated Polymer Prepared by the Cyclopolymerization of Diethyl Dipropargylmalonate

Gal

Lee

Lyoo

et al. 2008

International Journal of Photoenergy

View full text Add to dashboard Cite

The electro-optical and electrochemical properties of poly(diethyl dipropargylmalonate) were measured and discussed. Poly(diethyl dipropargylmalonate) prepared by (NBD)PdCl 2 catalyst was used for study. The chemical structure of poly(diethyl dipropargylmalonate) was characterized by such instrumental methods as NMR ( 1 H-, 13 C-), IR, and UV-visible spectroscopies to have the conjugated cyclopolymer backbone system. The microstructure analysis of polymer revealed that this polymer have the six-membered ring moieties majorly. The photoluminescence peak of polymer was observed at 543 nm, which is corresponded to the photon energy of 2.51 eV. The cyclovoltamograms of the polymer exhibited the irreversible electrochemical behaviors between the doping and undoping peaks. It was found that the kinetics of the redox process of this conjugated cyclopolymer might be controlled by the diffusion-control process from the experiment of the oxidation current density of polymer versus the scan rate.

show abstract

Cyclopolymerization and cyclocopolymerization

Cited by 211 publications

References 68 publications

Polymeric aminomethylphosphonic acids - 1. Synthesis and properties in solution

Polymeric aminomethylphosphonic acids - 1. Synthesis and properties in solution

Twisting poly(3-substituted thiophene)s: cyclopolymerization of gemini thiophene monomers through catalyst-transfer polycondensation

Electro‐Optical and Electrochemical Properties of a Conjugated Polymer Prepared by the Cyclopolymerization of Diethyl Dipropargylmalonate

Contact Info

Product

Resources

About