, volume 31 , issue 2 , pages 314-321

Application of the Diels−Alder Reaction to Polymers Bearing Furan Moieties. 2. Diels−Alder and Retro-Diels−Alder Reactions Involving Furan Rings in Some Styrene Copolymers

Cécile Goussé ¹

A. Gandini ¹

P. W. Hodge ¹

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Matériaux Polymères, Ecole Française de Papeterie et des Industries Graphiques (INPG), BP 65, 38402 Saint Martin d'Hères, France, and Chemistry Department, University of Manchester, Oxford Road, Manchester M13 9PL, UK |

Publication type: Journal Article

Publication date: 1998-01-01

American Chemical Society (ACS)

Macromolecules

scimago Q1

wos Q1

SJR: 1.352

CiteScore: 9.0

Impact factor: 5.2

ISSN: 00249297, 15205835

DOI: 10.1021/ma9710141

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Materials Chemistry

Organic Chemistry

Inorganic Chemistry

Polymers and Plastics

Abstract

Styrene copolymers containing various amounts of a novel comonomer bearing a pendant furan ring were synthesized and characterized before being submitted to Diels−Alder reactions with either a monomaleimide or a bismaleimide. Spectroscopic evidence, supported by data from model compounds, indicated that the resulting linear and cross-linked products contained extensive percentages of adduct structures formed from the furan moieties. Both types of materials were then heated in a solvent containing a large excess of 2-methylfuran in order to induce the retro-Diels−Alder and the coupling of the released maleimides with the furanic additive. The reaction proceeded as expected and the original copolymers could be recovered from the treatment. The interest in the general strategy reported here resides in the possibility of recycling cross-linked polymers by a simple thermal treatment conducted in the presence of a suitable trap.

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Pavlov Alexander

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DSc in Chemistry

120 publications, 1 985 citations

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Bauman Moscow State Technical University

Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences

Mendeleev University of Chemical Technology of Russia

Research interests

Digital Chemistry

Digital Materials Science

Molecular magnetism

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Mutlu Hatice

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University of Upper Alsace

Karlsruhe Institute of Technology

Ankara University

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Goussé C., Gandini A., Hodge P. W. Application of the Diels−Alder Reaction to Polymers Bearing Furan Moieties. 2. Diels−Alder and Retro-Diels−Alder Reactions Involving Furan Rings in Some Styrene Copolymers // Macromolecules. 1998. Vol. 31. No. 2. pp. 314-321.

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RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/ma9710141

UR - https://doi.org/10.1021/ma9710141

TI - Application of the Diels−Alder Reaction to Polymers Bearing Furan Moieties. 2. Diels−Alder and Retro-Diels−Alder Reactions Involving Furan Rings in Some Styrene Copolymers

T2 - Macromolecules

AU - Goussé, Cécile

AU - Gandini, A.

AU - Hodge, P. W.

PY - 1998

DA - 1998/01/01

PB - American Chemical Society (ACS)

SP - 314-321

IS - 2

VL - 31

SN - 0024-9297

SN - 1520-5835

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{1998_Goussé,

author = {Cécile Goussé and A. Gandini and P. W. Hodge},

title = {Application of the Diels−Alder Reaction to Polymers Bearing Furan Moieties. 2. Diels−Alder and Retro-Diels−Alder Reactions Involving Furan Rings in Some Styrene Copolymers},

journal = {Macromolecules},

year = {1998},

volume = {31},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://doi.org/10.1021/ma9710141},

number = {2},

pages = {314--321},

doi = {10.1021/ma9710141}

}

MLA

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Goussé, Cécile, et al. “Application of the Diels−Alder Reaction to Polymers Bearing Furan Moieties. 2. Diels−Alder and Retro-Diels−Alder Reactions Involving Furan Rings in Some Styrene Copolymers.” Macromolecules, vol. 31, no. 2, Jan. 1998, pp. 314-321. https://doi.org/10.1021/ma9710141.

Publisher

American Chemical Society (ACS)

Journal

Macromolecules

scimago Q1

wos Q1

SJR

1.352

CiteScore

9.0

Impact factor

5.2

ISSN

00249297 (Print)

15205835 (Electronic)