Microstructural studies of poly(7-oxabicyclo[2.2.1]hept-2-ene) derivatives prepared from selected ruthenium catalysts

Benedicto, Alto D.; Novak, Bruce M.; Grubbs, Robert H.

doi:10.1021/ma00048a006

Cited by 49 publications

(27 citation statements)

References 4 publications

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“…Our NMR study on kinetics of ROMP of exo,exo-ONDAMe (Fig. 4) leads to very similar polymer spectra as earlier reported [38,40,41], indicating that our choice of CDCl 3 as the solvent for NMR does not bear on the ROMP itself. Checking our NMR results against literature is a crucial requirement in view of our intended parallelism and a reliable comparison with results from Raman spectroscopy.…”

Section: Monitoring Of Polymerization By 1 H Nmrsupporting

confidence: 80%

First FT-Raman and 1H NMR comparative investigations in ring opening metathesis polymerization

Ding

Monsaert

Drozdzak

et al. 2009

Vibrational Spectroscopy

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Section: Monitoring Of Polymerization By 1 H Nmrsupporting

confidence: 80%

First FT-Raman and 1H NMR comparative investigations in ring opening metathesis polymerization

Ding

Monsaert

Drozdzak

et al. 2009

Vibrational Spectroscopy

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“…Therefore, the cis-trans isomerism must be determined from the 1 H NMR spectra. Ivin 48 and Grubbs 52 have reported that the cis to trans double bond content in the polymer can be determined by an integration of the 1 H NMR signals of olefinic protons. The 1 H NMR signal assigned to a trans configuration in a disubstituted alkene is always downfield from that of a cis configuration.…”

Section: Resultsmentioning

confidence: 99%

Enantioseparation of doubly functionalized polar norbornenes by HPLC and their ruthenium‐catalyzed ring‐opening metathesis polymerization

Nishihara

Doi

Izawa

et al. 2009

J. Polym. Sci. A Polym. Chem.

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Doubly fuctionalized polar norbornenes bearing the cyano and ester groups in 2,3‐positions are synthesized and enantiomers are separated by high performance liquid chromatography (HPLC) with a chiral stationary phase. These optically active monomers are polymerized by ruthenium carbene catalysts, and high yields of the polymers were obtained. The chiral monomer bearing ethyl ester gave an optically active polymer of lower, but opposite sign of optical rotation (monomer [α]D = +61.0°, polymer [α]D = −3.1°). The circular dichroism (CD) of the obtained chiral polymers gave a Cotton effect. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 485–491, 2010

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“…An analysis revealed that the double bonds formed between the rings are 56% cis configuration in these catalyst systems. 35 Cis contents for homopolymers B (55%) and C (60%) were determined similarly. …”

Section: Homopolymerization Of Monomers A-cmentioning

confidence: 99%

Living Ring-Opening Metathesis Polymerization of Exo-Norbornenes Bearing Both Cyano and Ester Functionalities by a Well-Defined Ruthenium Catalyst

Nishihara

Inoue

Saitô

et al. 2007

Polym J

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ABSTRACT:Exo-ethyl 3-cyanobicyclo[2.2.1]hept-5-ene-2-carboxylate (A) and exon butyl 3-cyanobicyclo[2.2.1]-hept-5-ene-2-carboxylate (B) bearing both cyano and ester groups were subjected to homopolymerization by ringopening metathesis polymerization with a well-defined Ru catalyst, (H 2 IMes)(3-bromopyridine) 2 Cl 2 Ru=CHPh (3) (H 2 IMes = N,N 0 -bis(mesityl)-4,5-dihydroimidazol-2-ylidine) at low temperature. The characterization of the synthesized homopolymers by GPC analyses showed a value of a number-average molecular weight (M n ) as high as 296,000 and a narrow polydispersity index (< 1:06). The results imply that the initiator 3 had a compatibility of the polar functional groups and promoted fairly well-defined living polymerization. The glass transition temperatures of the homopolymers obtained from monomer A were significantly higher than those observed for polymers from monomer B obtained under the same reaction conditions. The rates of homopolymerizations of monomer A, B, and the parent norbornene (C) were determined by the monitoring the consumption of the monomers by the 1 H NMR spectra. It was revealed that the polymerization rate for the homopolymerization of monomer A was almost same as that of monomer B, but much slower than that of C. On the basis of the successful homopolymerization, the synthesis of block and random copolymers derived from monomers A, B, and C via living polymerization using catalyst 3 was also accomplished.

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Microstructural studies of poly(7-oxabicyclo[2.2.1]hept-2-ene) derivatives prepared from selected ruthenium catalysts

Cited by 49 publications

References 4 publications

First FT-Raman and 1H NMR comparative investigations in ring opening metathesis polymerization

First FT-Raman and 1H NMR comparative investigations in ring opening metathesis polymerization

Enantioseparation of doubly functionalized polar norbornenes by HPLC and their ruthenium‐catalyzed ring‐opening metathesis polymerization

Living Ring-Opening Metathesis Polymerization of Exo-Norbornenes Bearing Both Cyano and Ester Functionalities by a Well-Defined Ruthenium Catalyst

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