Noncatalytic organic synthesis of epsilon-caprolactam and decomposition ofnylon 6 using supercritical water

Citation
O. Sato et Y. Ikushima, Noncatalytic organic synthesis of epsilon-caprolactam and decomposition ofnylon 6 using supercritical water, KOBUNSH RON, 58(10), 2001, pp. 533-540
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
KOBUNSHI RONBUNSHU
ISSN journal
03862186 → ACNP
Volume
58
Issue
10
Year of publication
2001
Pages
533 - 540
Database
ISI
SICI code
0386-2186(2001)58:10<533:NOSOEA>2.0.ZU;2-2
Abstract
Noncatalytic Beckmann rearrangement of cyclohexanone-oxime into epsilon -ca prolactam was confirmed to be significantly promoted near the critical temp erature in subcritical and supercritical water (scH(2)O). A high-pressure a nd high-temperature FT-IR was further used to study the reactivities, in wh ich it has been demonstrated that scH(2)O acts effectively in place of conv entional acid catalysts. The rate constant for the formation of epsilon -ca prolactam significantly increases as the temperature approaches the critica l temperature of H2O. Furthermore, in the flow-reaction system nylon 6 was successfully decomposed to epsilon -caprolactam in scH(2)O at 653 K and 25 MPa, in which the yield of epsilon -caprolactam reached 91% even in short r eaction times ranging from 6 to 7 min.