Contents: PTC Tip of the Month, PT Catalyst of the Month, PTC Reaction of the Month, Challenge, Subscribe/Unsubscribe
of the Month - Guideline
for Using Water-Sensitive Reactants with PTC
Compounds such as PCl3 and CH3SO2Cl ("MSC"; see PTC Reaction of the Month below) are very water sensitive but surprisingly can be used very successfully in PTC systems. Unfortunately, often PTC is not even considered (by non-PTC experts) for such very water-sensitive reactants due to the obvious potential for hydrolysis. PTC Organics has developed highly effective PTC reactions of water-sensitive reactants and we would like to share the following simple guideline. If your reactant candidate is more stable than MSC at room temperature based on the decomposition curve and conditions shown below (i.e., in the green region of the graph; one data point is enough), then expert choice of PTC reaction conditions may deliver impressively high performance. Contact PTC Organics about your challenging water-sensitive applications.
Top PTC Resources
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Catalyst of the Month - Methyl
Tributyl Ammonium Chloride
Very high reactivity for PTC T-Reactions with high ionic strength (often 3-10X vs TBAB); extremely easy separation by extraction into water (often 100-1000X vs TBAB) greatly minimizing aqueous waste generation; lower cost than TBAB (both per kg and per mole); overall excellent replacement for TBAB in ~20% of existing commercial TBAB applications.
Often low reactivity for PTC I-Reactions with dilute aqueous phase; slightly less thermally stable than TBAB in the presence of strong base.
Reactivity Parameters (Contact PTC Organics for explanation)
C# = 13; Accessibility q-value = 1.75
Availability, Samples and Competitive Quotes
Available as a 75% aqueous solution (standard) or 98% solid (more expensive). Request samples and quotes from: Cognis, Dishman, Nehachem, Rutherford, Sachem
PTC Reaction of the Month - Reaction
of Methanesulfonyl Chloride
To reinforce the guideline for using water-sensitive compounds with PTC described in this month's "Tip," we share with you results of a PTC reaction (not commercial) developed in PTC Organics' lab. Catalysts, solvents and inexpensive inorganic bases screened are common and commercially available materials.
Production Costs Too High?
Increase Yield: Could a 5-10% yield increase significantly increase profit (e.g., is your current yield < 88%)?
Reduce Cycle Time: Does your current process take > 8 hours? Want to eliminate isolation of intermediates?
Replace Strong Base with NaOH: Are you using alkoxides (e.g., methylate, t-butoxide), Na hydride, Na amide?
Improve Selectivity: Do you need to improve product assay or simplify workup? Too much hydrolysis?
Reduce Excess Reactants: Are you using > 10% excess of any expensive and/or hazardous reactant?
Replace Solvent for Easier Workup: Are you using DMSO, NMP, DMF, DMAC or undesirable solvent?
Increase Reactor Volume Efficiency: Does solvent and/or water take up > 50% of your reactor volume?
Other Challenges: Competing with China and India? Too much waste? Working with water-sensitive compounds?
If you answered "Yes" to even one question above and your reaction type is one of 35 on the PTC Reaction list, then Phase-Transfer Catalysis may help you achieve BREAKTHROUGH process improvement and improve profit margin (competing with China & India?).
INQUIRY & GIFT OF APPRECIATION: Contact Marc Halpern at PTC Organics by E-mail, website, telephone (+1 856-222-1146) or fax (+1 856-222-1124) to inquire about using PTC to improve process performance. If your inquiry is for an active commercial process at your industrial company in North America, Europe or Japan then we will send you a GIFT OF APPRECIATION, the CD-ROM "The Best of Industrial Phase-Transfer Catalysis" (offer valid while quantities last; 100 as of August 2003). PTC Organics reserves the right to distribute "The Best of Industrial Phase-Transfer Catalysis" to selected industrial chemists, engineers and managers. DO NOT DISCLOSE PROPRIETARY SPECIFIC REACTION INFORMATION WITHOUT A SECRECY AGREEMENT.
As the world leader in industrial phase-transfer catalysis, PTC Organics offers PTC Breakthrough Process Screening for rapid and highly effective evaluation of breakthrough high-performance low-cost phase-transfer catalysis processes.
Seminar via Telephone & PowerPoint
PTC Organics is offering to selected qualified companies a private session of the PTC tele-seminar entitled "Reducing Cost of Manufacture of Organic Chemicals Using Phase-Transfer Catalysis." If your company qualifies, the seminar will be conducted by telephone with a PowerPoint presentation (to be sent prior to the seminar) and can be accessed from anywhere in the world. Register by contacting Marc Halpern at tel 856-222-1146 (US) or by E-mail.
PTC Organics reserves the right to determine the participating companies which will be selected from the industrial customers or potential industrial customers of PTC Organics.
- Meet PTC Organics
Informex Corporate Excellence Conference - September 15-16, 2003 in Cambridge, Maryland, USA
CPhI - October 27-29, 2003 in Frankfurt, Germany
Informex 2004 - January 19-22, 2004 in Las Vegas, Nevada, USA
PTC Organics is a member of SOCMA
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performing any PTC reactions read this important message
Organic chemical reactions are inherently dangerous. Moreover, phase-transfer catalysis may provide rate and other enhancements which can intensify associated hazards. Under no circumstances should anyone perform any procedure on any scale based in whole or in part on any of the contents of this E-mail before thoroughly establishing safe operating procedures and performing a full and competent hazardous operations analysis with the participation of qualified technical personal trained in chemical, engineering, safety, industrial hygiene and environmental disciplines and sciences.
The list of PTC Tip of the Month subscribers will not be sold, rented or transferred and will be used only by PTC Communications, Inc. and PTC Organics, Inc. to provide information related to Phase-Transfer Catalysis. PTC Communications, Inc. reserves the right to distribute the PTC Tip of the Month to selected industrial chemists, engineers and managers.
PTC Tip of the Month #12 - September 2003
Copyright 2003 PTC Communications, Inc.
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