UATEC - Unidade de Transferência de Tecnologia

Asymmetric heterogeneous catalysts: new methodology that allows the effective immobilisation of a high cost commercial bis (oxazoline) onto porous solid supports

Posted by UATEC - Unidade de Transferência de TecnologiaResponsive · Patents for licensing · Portugal

Summary of the technology

The present invention presents the following advantages in relation to the existent technologies: the materials prepared by this methodology are efficient heterogeneous catalysts in the asymmetric benzoylation of 1,2-diols, and eventually in other asymmetric organic transformations, can be easily filtered at the end of the liquid phase reaction and reused in more catalytic cycles without loss of catalytic activity and enantioselectivity.

Description of the technology

The aim of the present invention is a methodology that allows the effective immobilisation of a high cost commercial bis(oxazoline) onto porous solid supports , acting therefore as an asymmetric heterogeneous catalyst of several liquid phase organic reactions. The copper(II) bis(oxazoline) complex is a known efficient homogeneous catalyst, for example for the kinetic resolution of 1,2-diols, but it can not be easily separated from the reaction media at the end of the reaction and the ligand is of high cost. When immobilized in a porous support it can be easily separated by simple filtration at the end of liquid phase reactions and reused in more catalytic cycles of organic reactions, in some cases without significant loss of catalytic activity and enantioselectivity, such as in the case of hydrobenzoin benzoylation . The present invention is useful for the preparation of asymmetric heterogeneous catalysts for example the kinetic resolution of 1,2-diols in liquid phase. But it can eventually be used as efficient asymmetric heterogeneous catalysts for other organic reactions of pharmaceutical and agrochemical interest.

Specifications

A copper(II) complex with a commercial chiral bis(oxazoline) anchored onto porous solid supports, such as ordered mesoporous silica materials and their respective carbon replicas, acts as an enantioselective heterogeneous catalyst of several organic reactions. The copper(II) bis(oxazoline) complex acts as a known homogeneous catalyst, but it can not be easily separated from the reaction media and the ligand is of high cost. When immobilised in a porous support it can be easily separated by simple filtration and reused in more catalytic cycles of organic reactions, in some cases without significant loss of catalytic activity and enantioselectivity, such as in the case of hydrobenzoin benzoylation. The university search companies in the pharmaceutical and agrochemical area.

Main advantages of its use

  • Easy separation from the reaction media at the end of the reaction
  • Immobilisation of the homogeneous catalyst in a porous support
  • Production cost reduction and application at industrial scale
  • Reutilisation of the high cost homogeneous catalysts/industrial application

Applications

  • The technology fins application in the pharmaceutical and agrochemical industry, namely in organic compounds synthesis for pharmaceutical and agrochemical utilization.

Related keywords

  • Organic Chemistry
  • Biochemistry / Biophysics Technology
  • Agro chemicals
  • Organic Substances
  • Biochemistry / Biophysics Market
  • Pharmaceuticals/fine chemicals
  • heterogeneous catalysis
  • asymmetric catalysis
  • organic reactions
  • organic chemistry
  • hydrobenzoin benzoylation
  • agrochemicals
  • Water
  • 2-diols
  • Organic compounds
  • Mesoporous supports

About UATEC - Unidade de Transferência de Tecnologia

Technology Transfer Office from Portugal

The University of Aveiro is a young and innovative university, which fosters entrepreneurship and technology and knowledge transfer, with expertise in a wide range of knowledge areas namely IT, Life Sciences (Biology, Chemistry, Biochemistry, Health, Environmental Sciences), Nanotechnology and Materials Science, Mechanics, Physics, Mathematics, Building, Design and Management. UATEC is the Technology Transfer Office of University of Aveiro. This office engages in value adding activities such as start-up and spin-off creation, support to university-industry cooperation (sponsored research and consultancy services), IP protection and prosecution, licensing, marketing, among others. It covers four main interrelated functional areas – Intellectual Property Management, Licensing, Entrepreneurship, and Industry Liaison.

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