The Industrial Phase-Transfer Catalysis Experts

PTC Tip of the Month E-Newsletter

PTC Tip of the Month - February 2013

PTC, Permanganate & Recycle

By Marc Halpern, the leading expert in industrial phase-transfer catalysis.

One of the earliest PTC publications was called “Purple Benzene”. A crown ether was used to dissolve potassium permanganate in benzene. There are other publications that describe the use of the more affordable quats with permanganate to perform a variety of selective oxidations. This PTC Tip of the Month will discuss how we may be able to commercialize PTC-permanganate oxidations.

There are two reasons that permanganate is not used commercially as much as it should and these problems can be solved.

The two reasons are cost and environmental.

The byproduct of permanganate oxidation is manganese dioxide, a solid that cannot be thrown away easily. It usually must be landfilled or recycled.

In a meeting at Informex last week, I learned that Carus Chemical in Illinois will take back the manganese dioxide and convert it back to potassium permanganate if minimum quantities are met. This obviously affects the net cost of the permanganate and it also solves the problem of what to do with the large amount of the brown solid MnO2 that is generated. The alternative is disposal in a landfill, an obvious showstopping disadvantage.

If your company needs to perform a commercial scale oxidation for which selectivity can only be achieved using permanganate, you should consider outsourcing the oxidation to an organic chemical manufacturer that has relatively easy access to the Carus plant. Carus will perform the conversion of MnO2 back to KMnO4 if the quantity is at least 2 truckloads per year.

PTC Organics works with a strategic alliance partner in Indiana about 2 hours from the Carus plant.

Since the combination of [1] phase-transfer catalysis and permanganate provides unique selectivity performance for certain oxidations and [2] PTC Organics can develop and commercialize such oxidations in a manufacturing facility close enough to the Carus plant to enable perpetual recycle of the manganese, you should contact us to explore viable oxidations with permanganate.

This combination of PTC, permanganate and manganese recycle should help you expand the scope of commercial organic transformations that your company can now feasibly perform.

If you’re not sure if PTC can help your reaction, now fill out the form shown at http://phasetransfer.com/projectform.pdf and send it to Marc Halpern by fax at +1 856-222-1124 or by E-mail of a scanned copy. If we do not have a secrecy agreement already in place, please use “R-groups” instead of the exact chemical structures.

About Marc Halpern

Marc Halpern

Dr. Halpern is founder and president of PTC Organics, Inc., the only company dedicated exclusively to developing low-cost high-performance green chemistry processes for the manufacture of organic chemicals using Phase Transfer Catalysis. Dr. Halpern has innovated PTC breakthroughs for pharmaceuticals, agrochemicals, petrochemicals, monomers, polymers, flavors & fragrances, dyes & pigments and solvents. Dr. Halpern has provided PTC services on-site at more than 260 industrial process R&D departments in 37 countries and has helped chemical companies save > $200 million. Dr. Halpern co-authored five books including the best-selling “Phase-Transfer Catalysis: Fundamentals, Applications and Industrial Perspectives” and has presented the 2-day course “Practical Phase-Transfer Catalysis” at 50 locations in the US, Europe and Asia.

Dr. Halpern founded the journal “Industrial Phase-Transfer Catalysis” and “The PTC Tip of the Month” enjoyed by 2,100 qualified subscribers, now beyond 130 issues. In 2014, Dr. Halpern is celebrating his 30th year in the chemical industry, including serving as a process chemist at Dow Chemical, a supervisor of process chemistry at ICI, Director of R&D at Sybron Chemicals and founder and president of PTC Organics Inc. (15 years) and PTC Communications Inc. (20 years). Dr. Halpern also co-founded PTC Interface Inc. in 1989 and PTC Value Recovery Inc. in 1999. His academic breakthroughs include the PTC pKa Guidelines, the q-value for quat accessibility and he has achieved industrial PTC breakthroughs for a dozen strong base reactions as well as esterifications, transesterifications, epoxidations and chloromethylations plus contributed to more than 100 other industrial PTC process development projects.

Dr. Halpern has dedicated his adult life to his family and to phase-transfer catalysis (in that order!).

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