Summary
- Closed for EoI
- Profile Type
- Technology offer
- POD Reference
- TODE20230918006
- Term of Validity
- 18 September 2023 - 17 September 2025
- Company's Country
- Germany
- Type of partnership
- Research and development cooperation agreement
- Investment agreement
- Targeted Countries
- All countries
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General information
- Short Summary
- The new mechanochemical process developed by scientists at a German university describes the synthesis of hydroxyaryl ketones in which, for the first time, the Fries rearrangement is carried out in the liquid and solid phases in ball mills and extruders. The rearrangement is carried out while avoiding solvents both at room temperature and at elevated temperatures. This can increase safety, while reducing costs. The university offers a license and/or a technology coopeation agreement.
- Full Description
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Classic Fries rearrangement uses Lewis acids such as AlCl3 in a solvent to convert aromatic ester to hydroxy aryl ketones. Since controlling the reaction in the solvent requires high temperatures and subsequent processing to painstakingly separate undesired by-products, the overall process requires a great deal of energy and resources.
Explanation Fries rearrangement:
In Fries rearrangement, certain chemical molecules or groups of atoms in a compound are rearranged to form a new compound (without adding or taking away new atoms).
The new mechanochemical method developed by scientists at a German university synthesis of hydroxy aryl ketones and the first process in which a Fries rearrangement process is performed in the liquid and solid phases in ball mills and extruders. The rearrangement also avoids solvents at both room temperature and high temperatures, enhancing safety and reducing costs. In the midterm, the reaction will also use solid-acid catalysts such as acidic oxides to avoid corrosive, environmentally harmful catalysts and thus by-products and waste products.
Hydroxy aryl ketones are of great importance in the pharmaceutical and perfume industries. The class of hydroxybenzophenones is especially important in the manufacture of paints, resins, plastic, and rubber.
The Fries rearrangement itself can be used to manufacture a wide range of pharmaceuticals. Paracetamol, a widely-used antipyretic and analgesic, is one substance that can be synthesized with a Fries rearrangement. Other medicinal products that can be manufactured are salbutamol and octopamine (sympathomimetic drugs), sotalol (a beta blocker), bamethan (a vasodilator), and dyclonine (a topical anesthetic). All of the medicinal products named above are derived from 4’-Hydroxyacetophenones, which can be manufactured from the corresponding phenyl acetate using a Fries rearrangement.
The fundamental feasibility of a Fries rearrangement with mechanochemistry has been demonstrated in the model compound of phenylacetylene in both ball mills and extruders. Scientists can currently implement phenylacetylene with a 70% yield with the ratio of para-isomer to ortho-isomers controlled by process parameters.
The university offers a license agreement to companies active in the pharmaceutical or paint industry as well as in fine chemicals. If there is interest in further development of the process, the university also offers technological cooperation. - Advantages and Innovations
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The main advantages and innovative aspects of this invenation are:
- Environmentally friendly, solvent-free manufacturing method
- Efficient, low-cost method
- No by-products or waste products - Stage of Development
- Lab tested
- Sustainable Development Goals
- Goal 9: Industry, Innovation and Infrastructure
- IPR status
- IPR applied but not yet granted
- IPR notes
- The invention has been granted priority registration with the German Patent and Trademark Office.
Partner Sought
- Expected Role of a Partner
- The university offers a license agreement to companies active in the pharmaceutical or paint industry as well as in fine chemicals. If there is interest in further development of the process, the university also offers technological cooperation.
- Type and Size of Partner
- Big company
- SME 50 - 249
- SME 11-49
- SME <=10
- Other
- Type of partnership
- Research and development cooperation agreement
- Investment agreement
Dissemination
- Technology keywords
- 06001015 - Pharmaceutical Products / Drugs
- 02007004 - Colours and varnish
- 02007006 - Fine Chemicals, Dyes and Inks
- Market keywords
- 05007002 - Pharmaceuticals/fine chemicals
- Targeted countries
- All countries
