Donor-Acceptor Complexes in Copolymerization. XLVII. Alternating Diene-Dienophile Copolymers. 8. Preparation of Equimolar Cyclopentadiene-Maleic Anhydride Copolymers through Copolymerization and Retrograde Isomerization of Diels-Alder Adducts
- 1 August 1974
- journal article
- research article
- Published by Taylor & Francis in Journal of Macromolecular Science: Part A - Chemistry
- Vol. 8 (5), 981-993
- https://doi.org/10.1080/00222337408066413
Abstract
An equimolar cyclopentadiene-maleic anhydride copolymer was formed by the addition of t-butyl hydroperoxide to the molten Diels-Alder adducts at 175 to 285[ddot] C. The same copolymer was formed by the high temperature copolymerization of maleic anhydride, in the presence of the hydroperoxide, with cyclopentadiene per se or as generated in situ from dicyclopentadiene. The copolymer resulted from the homopolymerization of the comonomer complex which underwent excitation under the influence of the catalyst. The copolymer, softening point 290 to 320[ddot] C, was saturated and had a proposed norbornane-2, 3-dicarboxylic anhydride repeating unit with 5, 7 linkage.Keywords
This publication has 10 references indexed in Scilit:
- Donor-Acceptor Complexes in Copolymerization. XXXVI. Alternating Diene-Dienophile Copolymers. 4. Copolymerization of Furan and 2-Methylfuran with Maleic AnhydrideJournal of Macromolecular Science: Part A - Chemistry, 1972
- Donor-Acceptor Complexes in Copolymerization. XXXV. Alternating Diene-Dienophile Copolymers. 3. Copolymerization of cis- and trans-1, 3-Pentadiene with Maleic Anhydride and Acrylonitrile… AlEt1.5CI1.5Journal of Macromolecular Science: Part A - Chemistry, 1972
- Donor-Acceptor Complexes in Copolymerization. XVIII. Alternating Diene–Dienophile Copolymers. 1. Conjugated Diene–Maleic Anhydride Copolymers through Radical-Catalyzed PolymerizationJournal of Macromolecular Science: Part A - Chemistry, 1971
- Alternating diene‐dienophile copolymers. II. A proposed mechanism for the effect of radicals on the polymerization of comonomer charge‐transfer complexesJournal of Polymer Science Part B: Polymer Letters, 1971
- Studies of polymers from cyclic dienes. IV. Determination of the structure of polycyclopentadieneJournal of Polymer Science Part A-1: Polymer Chemistry, 1968
- Cyclic unsaturated compounds. XX. On the question of the mechanism or endo-exo-isomerization of cyclopentadienemaleic anhydride adducts (bicyclo-/2,2,1/-hept-2-ene-5,6-dicarbonic acids anhydrides)Tetrahedron Letters, 1966
- Mechanism of the Diels-Alder Reaction. The Question of the “Internal” Pathway for the Thermal endo-exo Isomerizations of the 5-Norbornene-2,3-dicarboxylic Anhydrides1Journal of the American Chemical Society, 1965
- The Stereochemistry and Mechanism of the Diels-Alder Reaction. An “Internal” Mechanism for the Interconversion of endo-exo Isomers1,2Journal of the American Chemical Society, 1956
- ON THE STEREOCHEMISTRY AND MECHANISM OF THE DIELS-ALDER REACTION1Journal of the American Chemical Society, 1955
- The Rearrangement of endo-3,6-Methylene-1,2,3,6-tetrahydro-cis-phthalic AnhydrideJournal of the American Chemical Society, 1951