Synthesis of hyperbranched polymers via proton-transfer polymerization of acrylate monomer containing two hydroxy groups

Kadokawa, Jun‐ichi; Kaneko, Yoshirō; Yamada, Shigeo; Ikuma, K.; Tagaya, Hideyuki; Chiba, Koji

doi:10.1002/(sici)1521-3927(20000401)21:7<362::aid-marc362>3.0.co;2-f

Cited by 31 publications

(27 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This equation describes satisfactorily our own and known literature data [11,13,15] for HEA and other hydroxyalkylacrylates polymerizations under the action of different initiators and temperatures (Fig. 2).…”

Section: Chain Propagationsupporting

confidence: 93%

“…A new wave of interest to proton-transfer anionic polymerization of vinyl monomers bearing groups with mobile hydrogen atom appeared recently [11][12][13][14][15][16][17][18][19][20] initiated by the promising synthetic technique that allows preparing valuable products for technical and biomedical applications. Proton-transfer anionic polymerization can be used for the preparation of a family of macromonomers with different heterochain backbone and related comb-like, superbranched and crosslinked polymers on the basis of vinyl monomers containing groups with mobile hydrogen atom.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Proton-transfer anionic polymerization of vinyl monomers

Розенберг¹

2004

Designed Monomers and Polymers

View full text Add to dashboard Cite

Kinetic features and the mechanism of proton-transfer anionic polymerization of vinyl monomers (2-hydroxyethylacrylate (HEA) and l-hydroxyethylmethacryl ate (HEMA) bearing groups with mobile hydrogen atom are discussed. It is established that polymerization combines features of chain growth and step growth polymerization. The living chain polymerization mechanism dominates at heterogeneous proceeding of the reaction. The peculiarities of the HEA and HEMA polymerization mechanism under the action of alkaline metals and their alcoholates are established. Polymerization initiated by tert-BuOLi is accompanied by a transesteri cation reaction with formation, along with macromonomer as main target product, of polyester di(met)acrylates,polyester diols and macrocycles. In addition to the transesteri cation reaction at HEMA polymerization initiated by potassium, formation of carbon chain fragments caused by interaction of enolate anion with double bond is revealed.

show abstract

Section: Chain Propagationsupporting

confidence: 93%

Section: Introductionmentioning

confidence: 99%

Proton-transfer anionic polymerization of vinyl monomers

Розенберг¹

2004

Designed Monomers and Polymers

View full text Add to dashboard Cite

show abstract

“…The architecture of the polymer prepared by SCVP of HEMA also depends on the ratio of initiator to monomer. The proton‐transfer process33–38 would happen in the SCVP of HEMA when the ratio of initiator to monomer was less than 1. Scheme outlines the proposed mechanism for the polymerization.…”

Section: Resultsmentioning

confidence: 99%

Hyperbranched polymers generated from oxyanionic vinyl polymerization of commercially available methacrylate inimers

Jia

Yan

2005

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

Hyperbranched polymethacrylates were prepared by means of oxyanionic vinyl polymerization of commercially available monomers, including hydroxyethyl methacrylate (HEMA) and poly(ethylene glycol) methacrylate (PEG-MA). Hyperbranched polymethacrylates with high molecular weight were obtained with the complex of potassium hydride and 18-crown-6 as the initiator. The effect of 18-crown-6 is very important, and only oligomer can be obtained in the polymerization without 18crown-6. The molecular structure of the hyperbranched polymers was confirmed with 1 H NMR and 13 C NMR spectra. The ratio of initiator to monomer significantly affects the architecture of the resultant polymers. When the ratio of initiator to monomer equals 1 in the oxyanionic vinyl polymerization of HEMA, the degree of branching of the resulting polymer was calculated to be around 0.49. V V C 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 3502-3509, 2005

show abstract

“…6). [4][5][6][7][8][9][10] Conclusion. This work demonstrates the accessibility of poly(ester-ether)s from alkyl acrylates and diols by an auto-tandem catalysis.…”

Section: Scheme 1 Tandem Polymerisation Of Acrylates With Diolsmentioning

confidence: 96%

“…Again, DBU performed better than DMAP ( Table 2, to 2400 Da. [4][5][6][7][8][9] Thus, it can be assumed that by tuning the reaction conditions or changing the catalyst not only for the homopolymerisation of HEA but also for the herein presented auto-tandem polymerisation, higher molecular masses might be accessible. Mechanistically, the reaction is initiated either by deprotonation of the alcohol or by nucleophilic attack of the base/nucleophile on the Michael acceptor in a 1,4-or 1,2-fashion, generating a strongly basic zwitterion, which can subsequently deprotonate an alcohol.…”

Section: Scheme 1 Tandem Polymerisation Of Acrylates With Diolsmentioning

confidence: 99%