2011•Journal of Macromolecular Science Part ARequires access

ROMP of Functionalized Cyclooctene and Norbornene Derivatives and their Copolymerization with Cyclooctene

Joseba Alonso-Villanueva, José Luis Vilas‐Vilela, Isabel Moreno, José Manuel Laza, M. C. Rodriguez, Luis Manuel León

Open publisher page 13 citations

Abstract

In this work, two novel monomers, a cyclooctene and a norbornene derivative, including the trifluoromethylphenyl ester group, are prepared by chemical modification of 1,5-cyclooctadiene and 5-norbornene-2-carboxylic acid, respectively. The ring-opening metathesis polymerization of each one of these monomers, as well as the commercial carboxylic acid, is confirmed in the presence of Grubbs’ second generation catalyst in CH2Cl2. The three functionalized monomers are subsequently copolymerized with cis-cyclooctene in order to obtain modified polycyclooctenes. Solubility is enhanced by the incorporation of the functional group. The thermal properties of the obtained homopolymers and copolymers are studied by DSC and TGA, showing that crystalline behavior strongly depends on the cyclooctene content.

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What this paper is about

In this work, two novel monomers, a cyclooctene and a norbornene derivative, including the trifluoromethylphenyl ester group, are prepared by chemical modification of 1,5-cyclooctadiene and 5-norbornene-2-carboxylic acid, respectively. The ring-opening metathesis polymerization of each one of these monomers, as well as the commercial carboxylic acid, is confirmed in the presence of Grubbs’ second generation catalyst in CH2Cl2. The three functionalized monomers are subsequently copolymerized with cis-cyclooctene in order to obtain modified polycyclooctenes. Solubility is enhanced by the incorporation of the functional group. The thermal properties of the obtained homopolymers and copolymers are studied by DSC and TGA, showing that crystalline behavior strongly depends on the cyclooctene content.

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Available abstract

In this work, two novel monomers, a cyclooctene and a norbornene derivative, including the trifluoromethylphenyl ester group, are prepared by chemical modification of 1,5-cyclooctadiene and 5-norbornene-2-carboxylic acid, respectively. The ring-opening metathesis polymerization of each one of these monomers, as well as the commercial carboxylic acid, is confirmed in the presence of Grubbs’ second generation catalyst in CH2Cl2. The three functionalized monomers are subsequently copolymerized with cis-cyclooctene in order to obtain modified polycyclooctenes. Solubility is enhanced by the incorporation of the functional group. The thermal properties of the obtained homopolymers and copolymers are studied by DSC and TGA, showing that crystalline behavior strongly depends on the cyclooctene content.

Key concepts: ROMP, Norbornene, Cyclooctene, Copolymer, Polymer chemistry, Monomer, Metathesis, Polymerization

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