2018•Polymer Science Series BRequires access

Epoxidation of Multiblock Copolymers of Norbornene and Cyclooctene

Aleksandr A. Morontsev, Yu. I. Denisova, M. L. Gringolts, М. П. Филатова, G. А. Shandryuk, Eugene Sh. Finkelshtein, Ya. V. Kudryavtsev

Open publisher page 18 citations

Abstract

The epoxidation of double bonds in random multiblock copolymers of norbornene and cyclooctene is studied for the first time. The initial copolymers with different composition and average block length are synthesized via the cross-metathesis reaction between polynorbornene and polycyclooctene in the presence of the first-generation Grubbs catalyst. New multiblock copolymers containing oxirane fragments in the backbone are obtained with a yield of 85–92% through epoxidation conducted under the action of m -chloroperbenzoic acid in toluene. The kinetics of epoxidation of polynorbornene, polycyclooctene, and their multiblock copolymers in deuterochloroform and deuterobenzene is investigated via the in situ monitoring of transformation of double bonds using 1 Н NMR spectroscopy. It is shown that on the whole the modification of cyclooctene units occurs more easily in copolymers than that in the homopolymer. The thermal properties of epoxidized homo- and copolymers are examined. It is found that upon epoxidation the glass-transition temperature and the melting temperature of multiblock copolymers increase by 40–50 and 20–30°С, respectively, wherein the degree of crystallinity and the temperature of melting grow with the length of the cyclooctene block.

About this research paper

What this paper is about

The epoxidation of double bonds in random multiblock copolymers of norbornene and cyclooctene is studied for the first time. The initial copolymers with different composition and average block length are synthesized via the cross-metathesis reaction between polynorbornene and polycyclooctene in the presence of the first-generation Grubbs catalyst. New multiblock copolymers containing oxirane fragments in the backbone are obtained with a yield of 85–92% through epoxidation conducted under the action of m -chloroperbenzoic acid in toluene. The kinetics of epoxidation of polynorbornene, polycyclooctene, and their multiblock copolymers in deuterochloroform and deuterobenzene is investigated via the in situ monitoring of transformation of double bonds using 1 Н NMR spectroscopy. It is shown that on the whole the modification of cyclooctene units occurs more easily in copolymers than that in the homopolymer. The thermal properties of epoxidized homo- and copolymers are examined. It is found that upon epoxidation the glass-transition temperature and the melting temperature of multiblock copolymers increase by 40–50 and 20–30°С, respectively, wherein the degree of crystallinity and the temperature of melting grow with the length of the cyclooctene block.

Why it matters

OpenAlex reports 18 citations for this work. Citation counts describe recorded attention and do not establish research quality.

Key contribution

A contribution statement is not available in the OpenAlex record.

Method / approach

Method details are not available in the OpenAlex metadata.

Main findings

Findings are not separately available in the OpenAlex metadata.

Limitations

Limitations are not available in the OpenAlex metadata.

Applications

Application details are not available in the OpenAlex metadata.

Available abstract

The epoxidation of double bonds in random multiblock copolymers of norbornene and cyclooctene is studied for the first time. The initial copolymers with different composition and average block length are synthesized via the cross-metathesis reaction between polynorbornene and polycyclooctene in the presence of the first-generation Grubbs catalyst. New multiblock copolymers containing oxirane fragments in the backbone are obtained with a yield of 85–92% through epoxidation conducted under the action of m -chloroperbenzoic acid in toluene. The kinetics of epoxidation of polynorbornene, polycyclooctene, and their multiblock copolymers in deuterochloroform and deuterobenzene is investigated via the in situ monitoring of transformation of double bonds using 1 Н NMR spectroscopy. It is shown that on the whole the modification of cyclooctene units occurs more easily in copolymers than that in the homopolymer. The thermal properties of epoxidized homo- and copolymers are examined. It is found that upon epoxidation the glass-transition temperature and the melting temperature of multiblock copolymers increase by 40–50 and 20–30°С, respectively, wherein the degree of crystallinity and the temperature of melting grow with the length of the cyclooctene block.

Key concepts: Cyclooctene, Norbornene, Copolymer, Grubbs' catalyst, Polymer chemistry, Crystallinity, Double bond, Materials science

Related papers

Back to paper searchBrowse research topicsOriginal source
Epoxidation of Multiblock Copolymers of Norbornene and Cyclooctene — Research Paper | ScholarLens