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Highly chemoselective hydrogenation of 2-ethylanthraquinone to 2-ethylanthrahydroquinone catalyzed by palladium metal dispersed inside highly lipophilic functional resins.

Functional resins are cross-linked organic polymers widely used in the field of ion-exchange, but are also employed as industrial catalysts in about eighteen commercial processes. In a few of these processes, they actually act as supports of catalytically active metal particles. Most hydrogen peroxi... Full description

Journal Title: Chemistry (Weinheim an der Bergstrasse Germany), July 2, 2002, Vol.8(13), pp.2962-2967
Main Author: Biffis, Andrea
Other Authors: Ricoveri, Rossana , Campestrini, Sandro , Kralik, Milan , Jeràbek, Karel , Corain, Benedetto
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0947-6539
Link: http://search.proquest.com/docview/72782981/?pq-origsite=primo
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title: Highly chemoselective hydrogenation of 2-ethylanthraquinone to 2-ethylanthrahydroquinone catalyzed by palladium metal dispersed inside highly lipophilic functional resins.
format: Article
creator:
  • Biffis, Andrea
  • Ricoveri, Rossana
  • Campestrini, Sandro
  • Kralik, Milan
  • Jeràbek, Karel
  • Corain, Benedetto
subjects:
  • Harz
  • Harzpolymerisation
  • Heterogenes Material
  • Katalyse
  • Wasserstoffperoxid
  • Palladium
  • Chinone
  • Hydrierung
  • Chemoselektivität
  • Chemistry
ispartof: Chemistry (Weinheim an der Bergstrasse, Germany), July 2, 2002, Vol.8(13), pp.2962-2967
description: Functional resins are cross-linked organic polymers widely used in the field of ion-exchange, but are also employed as industrial catalysts in about eighteen commercial processes. In a few of these processes, they actually act as supports of catalytically active metal particles. Most hydrogen peroxide is currently produced by the selective hydrogenation of 2-ethylanthraquinone (EAQ) to 2-ethylanthrahydroquinone (EAHQ), followed by treatment with dioxygen, this produces hydrogen peroxide and regenerates 2-ethylanthraquinone. The authors have developed novel catalysts for this process that are based on palladium supported on very lipophilic functional resins and that are able to promote a chemoselectivity for EAHQ slightly but definitely superior to that provided by an industrial catalyst under identical conditions. This finding demonstrates the potential of variations of the lipophilic/hydrophilic character of the support as a tool for the improvement of the chemoselectivity of resin-based metal catalysts. The results point out the effectiveness of suitable tailor-made resin supports in providing lipophilic microenvironments around catalytically active metal particles that are able to improve the chemoselectivity of the latter in the reduction of EAQ. It is important to note that the peculiar three-dimensional structure of the swollen resin support is of chief importance in order to achieve this effect. Simple surface lipophilization of conventional catalysts on inorganic supports turns out to be detrimental both in terms of activity and chemoselectivity. It must also be stressed that the chemical structure of the investigated resin supports was not optimized; we are confident that their finer tuning should lead to chemoselectivities approaching 100 %. Finally, the optimization of this new generation of catalyst also implies the maximization of their catalytic activity and long-term mechanical stability. Both these issues can, in principle, be achieved by switching to suitably designed resins containing permanent pores.
language: eng
source:
identifier: ISSN: 0947-6539
fulltext: fulltext
issn:
  • 09476539
  • 0947-6539
url: Link


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titleHighly chemoselective hydrogenation of 2-ethylanthraquinone to 2-ethylanthrahydroquinone catalyzed by palladium metal dispersed inside highly lipophilic functional resins.
creatorBiffis, Andrea ; Ricoveri, Rossana ; Campestrini, Sandro ; Kralik, Milan ; Jeràbek, Karel ; Corain, Benedetto
contributorBiffis, Andrea (correspondence author) ; Biffis, Andrea (record owner)
ispartofChemistry (Weinheim an der Bergstrasse, Germany), July 2, 2002, Vol.8(13), pp.2962-2967
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descriptionFunctional resins are cross-linked organic polymers widely used in the field of ion-exchange, but are also employed as industrial catalysts in about eighteen commercial processes. In a few of these processes, they actually act as supports of catalytically active metal particles. Most hydrogen peroxide is currently produced by the selective hydrogenation of 2-ethylanthraquinone (EAQ) to 2-ethylanthrahydroquinone (EAHQ), followed by treatment with dioxygen, this produces hydrogen peroxide and regenerates 2-ethylanthraquinone. The authors have developed novel catalysts for this process that are based on palladium supported on very lipophilic functional resins and that are able to promote a chemoselectivity for EAHQ slightly but definitely superior to that provided by an industrial catalyst under identical conditions. This finding demonstrates the potential of variations of the lipophilic/hydrophilic character of the support as a tool for the improvement of the chemoselectivity of resin-based metal catalysts. The results point out the effectiveness of suitable tailor-made resin supports in providing lipophilic microenvironments around catalytically active metal particles that are able to improve the chemoselectivity of the latter in the reduction of EAQ. It is important to note that the peculiar three-dimensional structure of the swollen resin support is of chief importance in order to achieve this effect. Simple surface lipophilization of conventional catalysts on inorganic supports turns out to be detrimental both in terms of activity and chemoselectivity. It must also be stressed that the chemical structure of the investigated resin supports was not optimized; we are confident that their finer tuning should lead to chemoselectivities approaching 100 %. Finally, the optimization of this new generation of catalyst also implies the maximization of their catalytic activity and long-term mechanical stability. Both these issues can, in principle, be achieved by switching to suitably designed resins containing permanent pores.
subjectHarz ; Harzpolymerisation ; Heterogenes Material ; Katalyse ; Wasserstoffperoxid ; Palladium ; Chinone ; Hydrierung ; Chemoselektivität ; Chemistry;
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