The oligomerization of dicyclopentadiene (DCPD, mixture of endo and exo isomers), 9,10-dihydrodicyclopentadiene (H-DCPD), exo-DCPD, and endo-DCPD catalyzed by TiCl4/Et2AlCl is studied. Oligomers containing 2,3-enchained units are obtained in good yields. The endo-DCPD is less reactive than the exo isomer, exhibiting a reactivity comparable with that of the partially saturated H-DCPD. While all the products obtained from the oligomerization of the exo isomer and H-DCPD are amorphous, from the endo isomer, at low DCPD/Ti ratio, a crystalline, stereoregular tetramer having a 2,3-exo-disyndiotactic structure is obtained. The results show that the presence of the double bond in the cyclopentene ring, the spatial disposition of the cyclopentene, and the oligomerization conditions play a fundamental role to give a unique crystalline material. Hydrogenation and epoxidation of the obtained products are reported as well.

Addition Oligomerization of Dicyclopentadiene: Reactivity of Endo and Exo Isomers and Postmodification / G. Zanchin, G. Leone, I. Pierro, A. Rapallo, W. Porzio, F. Bertini, G. Ricci. - In: MACROMOLECULAR CHEMISTRY AND PHYSICS. - ISSN 1022-1352. - 218:11(2017 Mar 21), pp. 1600602.1-1600602.8.

Addition Oligomerization of Dicyclopentadiene: Reactivity of Endo and Exo Isomers and Postmodification

G. Zanchin;
2017

Abstract

The oligomerization of dicyclopentadiene (DCPD, mixture of endo and exo isomers), 9,10-dihydrodicyclopentadiene (H-DCPD), exo-DCPD, and endo-DCPD catalyzed by TiCl4/Et2AlCl is studied. Oligomers containing 2,3-enchained units are obtained in good yields. The endo-DCPD is less reactive than the exo isomer, exhibiting a reactivity comparable with that of the partially saturated H-DCPD. While all the products obtained from the oligomerization of the exo isomer and H-DCPD are amorphous, from the endo isomer, at low DCPD/Ti ratio, a crystalline, stereoregular tetramer having a 2,3-exo-disyndiotactic structure is obtained. The results show that the presence of the double bond in the cyclopentene ring, the spatial disposition of the cyclopentene, and the oligomerization conditions play a fundamental role to give a unique crystalline material. Hydrogenation and epoxidation of the obtained products are reported as well.
addition oligomerization; dicyclopentadiene; functionalization; titanium
Settore CHIM/05 - Scienza e Tecnologia dei Materiali Polimerici
21-mar-2017
Article (author)
File in questo prodotto:
File Dimensione Formato  
macp.201600602.pdf

accesso riservato

Tipologia: Publisher's version/PDF
Dimensione 646.86 kB
Formato Adobe PDF
646.86 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/591800
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 13
  • ???jsp.display-item.citation.isi??? 15
social impact