Cationic polymerization of selected α- and β-substituted vinyl ethers

Nuyken, Oskar; Aechtner, Stefan

doi:10.1007/bf00299645

Cited by 14 publications

(13 citation statements)

References 7 publications

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“…The polymer of NVC obtained by the cationic palladium complex is in lower molecular but better M w / M n , which is quite different from the preparation by using the platinum complex [5]. As for 2,3-dihydro-4Hpyran, the polymer was obtained as a copolymer 4 due to the combination of the ring-opening and six-member ring units of pyran, which is similar to the cationic polymerization reported by Nuyken [10]. However, this kind of ring opening reaction does not appear in the furan frame.…”

Section: Resultssupporting

confidence: 47%

“…Other related monomers such as butyl vinyl ether, 2,3dihydrofuran, 2,3-dihydro-4H-pyran and N-vinylcarbazole (NVC) can be polymerized by the cationic iminepalladium complexes and the results are summarized in Table 2 [10]. In all instances, the reactions proceed smoothly to provide the corresponding polymer in excellent yields, except trimethylsilyl vinyl ether.…”

Section: Resultsmentioning

confidence: 99%

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Ligand effect on the cationic palladium complexes in polymerization of vinyl ethers

Chen

Reddy

Liu

2002

Journal of Organometallic Chemistry

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Section: Resultssupporting

confidence: 47%

Section: Resultsmentioning

confidence: 99%

Ligand effect on the cationic palladium complexes in polymerization of vinyl ethers

Chen

Reddy

Liu

2002

Journal of Organometallic Chemistry

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“…E-mail: nuyken@ch.tum.de ring strain and cis-conformation at the double bond [3]. The crosslinking of 2,3-dihydrohydrofuran by free radical process has also been described by R. A. Moore et al [4]. In the present paper, 2,3-dihydrofuran type monomers, which have monoand bifunctionality were synthesized and examined with respect to their reactivity towards photochemically generated acids.…”

Section: Introductionmentioning

confidence: 90%

Synthesis and photoinitiated cationic polymerization of mono- and bifunctional 2,3-dihydrofuran derivatives

Nuyken

Braun

2001

Designed Monomers and Polymers

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Mono-and bifunctional monomers with 2,3-dihydrofuran moieties were synthesized by Heck-reaction of 2,5-dihydrofuran with various aryliodides. The bifunctional monomers contained either rigid phenyl and biphenyl or exible ether linkages. The synthesized monomers were polymerized by photoinduced cationic polymerization by using triphenylsulphonium-hexa uorophosphate as the photoacid generator. Depending upon the type of monomers used, soluble polymers and insoluble networks were readily formed. The thermal properties of the polymers were studied via Differential Scanning Calorimetry (DSC) and Scanning Thermal Analysis (STA).

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“…In fact, the alkyl substituent on the double bond of an enol ether greatly affects its polymerizability and behavior even in cationic homopolymerization. For example, the living cationic polymerization of α‐methyl VEs or β‐methyl VEs was achieved only at temperatures much lower than those for VEs due to frequent side reactions . Cyclic enol ethers, β‐substituted VE analogues, have distinct polymerization reactivities compared with their acyclic counterparts.…”

Section: Introductionmentioning

confidence: 99%

Controlled cationic alternating copolymerization of various enol ethers and benzaldehyde derivatives: Effects of enol ether structures

Ishido

Kanazawa

Kanaoka

et al. 2014

J. Polym. Sci. Part A: Polym. Chem.

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Significant structural effects of enol ether monomers were demonstrated in cationic alternating copolymerizations with benzaldehyde derivatives (BzAs). a-Methyl, b-methyl, b,b-dimethyl, and cyclic enol ethers were copolymerized with BzAs by the EtSO 3 H/GaCl 3 system with 1,4-dioxane in toluene at 278 C. b-Methyl and cyclic monomers, b-monosubstituted compounds, induced copolymerizations with BzAs, some of which were well controlled to yield alternating copolymers with controlled molecular weights (MWs) and narrow MW distributions. Conversely, an a-methyl vinyl ether (VE) did not copolymerize with BzAs at all, probably due to its high reactivity and unfavorable ketal linkage formations. In addition, a b,b-dimethyl VE underwent only cyclotrimerizations because of its larger steric repulsion. The product alternating copolymers, especially those with cyclic units, exhibited improved thermal properties compared to those with simple VEs units. Under appropriate conditions, the alternating copolymers selectively degraded into the corresponding cinnamaldehyde derivatives by acid hydrolysis.

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Cationic polymerization of selected α- and β-substituted vinyl ethers

Cited by 14 publications

References 7 publications

Ligand effect on the cationic palladium complexes in polymerization of vinyl ethers

Ligand effect on the cationic palladium complexes in polymerization of vinyl ethers

Synthesis and photoinitiated cationic polymerization of mono- and bifunctional 2,3-dihydrofuran derivatives

Controlled cationic alternating copolymerization of various enol ethers and benzaldehyde derivatives: Effects of enol ether structures

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