Ionic liquid onium salts are sometimes used as phase-transfer catalysts. Tributyloctylphosphonium trifluoromethanesulfonate was cited as such a catalyst in the June 2014 PTC Tip of the Month as a liquid at the wall temperature of the thin film distillation unit that facilitated its separation. Normally, this catalyst in the bromide form would be an effective phase-transfer catalyst for I-Reactions since it has 20 carbon atoms, a polarizable phosphorous at the core and a q-value of only 0.89.
If you need expertise about choosing the best phase-transfer catalyst for a PTC application and/or understanding the theory and practical impact of PTC I-Reactions and T-Reactions, attend the 2-day PTC course “Industrial Phase-Transfer Catalysis” or inquire about PTC Process Consulting.
About Marc Halpern
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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!).