FROM QUININE TO RESVERATROL (via LSD) A Chemical Adventure Philip L. Kumler 5/31/2007

GROWING UP IN COLUMBUS  Born 5/23/41 in Columbus, Ohio  St. Agatha’s Grade School  Runner up in Columbus spelling bee  St. Charles Borromeo Prep School   Chemistry Teacher John Rectenwald Graduated in 1958 at age 17.

Phil at age 3 and 4

Phil in 8 th Grade (Football Champions)

THE MIAMI YEARS (1958-62)        Entered Miami Univ. in 1958 at 17 Declared Chemistry as major.

Semester #1 GPA = 3.35

Semester #2 GPA = 1.83!!!!

Final cumulative GPA = 3.24

Graduated in 1962 at 21 (Math minor) Highlights  Linus Pauling lecture; Organic Chem

THE PROCTER & GAMBLE YEARS     Part-time & summers 1961-64.

Research Division  Antiperspirant Development Industrial Soap & Chemical Products Division  Develop uses for by-product alkyl halides Highlights  Sweat boxes and diazomethane

THE PURDUE YEARS (1962-63)       My first major professional mistake!

Entered Fall of 1962 ( 300 grad students) Became engaged Fall of 1962 Summer 1963: Wedding & P&G Left Purdue in December 1963 Highlights  TAing; Organic synthesis; P Chem

THE WABASH MONTHS     Jan - June 1964 Faculty Assistant at Wabash College General & Organic Chem labs and recitations (occasional lectures) First contact with GREAT teachers   Professor Ed Haenisch Professor Quentin R. Peterson

THE TRANSITION SUMMER (1964)  Work at P&G (Ivorydale Tech Ctr)  Received employment offer  Son Mark born 7/27/64  Contemplate “new” grad school  What is life like as a married grad student and father.

THE ROCHESTER YEARS (1964-67)        Finally the “right choice” for grad school  PhD mentor: Professor Marshall Gates Editor of J Am Chem Soc First total synthesis of morphine Great teacher and role model Wicked poker player Wonderful friend Seminar on Amine Oxide photochemistry

THE INFAMOUS TWO-PART THESIS   Part B : Studies Directed Toward a Synthesis of Quinine   Two years of experimental work Minimal positive results  No publications Part A: Photochemical Behavior of Stilbazole and Some of Its Derivatives    One year experimental work Great results Two publications (but not until 1970)

A YEAR IN COPENHAGEN(1967-68)    NATO Postdoc at H.C. Oersted Institute   Professor Ole Buchardt 7 publications resulted   6 photochemistry 1 NMR/p chem (restricted rotation) My first “new” car (Volvo 122S) Extensive travel throughout Europe  Still-born daughter Kirsten

THE CHICAGO YEARS (1968-70)    My second major professional mistake.

Postdoc fellow with Prof. N.C. Yang  Physical photochemistry  Only one publication from 2 years Horrible job search experiences  My one & only time on a snowmobile

THE FORK IN THE ROAD (1970)   Two year job search  Both academic and industrial   6 interview trips 4 job offers The critical choice    Industrial research at Eastman Kodak Asst. Prof. at Saginaw Valley College Considerable salary difference

THE SAGINAW YEARS     Saginaw Valley College then Valley State College then Valley State University Saginaw Saginaw Asst. Prof. of Chem (1970-73) Assoc.Prof. of Chem (1973-76) Department Chair (1972-76)

SOME SAGINAW HIGHLIGHTS  First independent research paper    9 Earlier papers from PhD & Postdocs With undergraduate author Thomas Harris J. Org.Chem. 37 1830 (1972)  First research involving polymers  Lisa Denny  First research on organoselenium  Walter Stanley

A UNIQUE PAPER

SAGINAW HIGHLIGHTS

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    3 Publications in J.Chem. Educ First research using ESR Start of long-standing collaboration with Raymond F. Boyer   Dow Chemical (Father of polystyrene) Midland Macromolecular Institute Frank A. Landee Award for Excellence in Teaching (1975)

SAGINAW HIGHLIGHTS

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  ESR of Polymers (with Boyer)  16 manuscripts (1975-80)   2 Book Chapters Steve Keinath, Lisa Denny 13 Undergrad research students    6 earned PhD degrees (Chem & Mat. Sci.) 1 MS in Chem 1 MD

FREDONIA EARLY YEARS (1976-83)     Hired in 1976 as Assoc. Prof. & Chair Served as chair until 1983 Promoted to Professor in 1980 Faculty/staff present upon arrival   (Jerry Supple), Dave Dingledy, Gilbert Moos, Byron Thumm, Maurice Neveu, Roy Keller, George Evans Sylvia Clarke, Brenda Onnen

FREDONIA EARLY YEARS (1976-83)    Faculty/staff hired during chairmanship  Thomas Harris , James Bowser, Tim Eckert, Jack Gaasch, Robert Leiby  Andrea Domst, Rosemary Patterson Initiated several new research areas   DSC studies on polymers (T ll ) Thermal stability of polymers  IR spectroscopy of polymers The Infamous National Fuel Incident

FREDONIA EARLY YEARS (1976-83)  27 Undergraduate research students  13 Earned PhD’s  5 Polymer or Material Science     4 Organic Chem 2 Inorganic Chem 1 Analytical Chem 1 Physical Chem   4 earned MS (2 Chem, 2 Polymer Science) 1 earned MD

FREDONIA EARLY YEARS (1976-83)  Supervised two MS theses:  “Carbon Monoselenide: Photogeneration and Trapping Experiments”; Seloka Phirwa (1979)  Currently Professor ofChemistry; University of Witwasersand  “Spectrophotometric Analysis of the Pesticides Dursban and Diazinon; Andrew Mathuthu (1982)  Deceased

FREDONIA EARLY YEARS (1976-83)      NSF Grant (1977): Varian 60 MHz NMR SUNY Research Grant (1978)  “Synthesis & Study of Carbon Monoselenide” Visiting Professor at MMI (summer 1980) Visiting Professor CWRU (summer 1981) Project Director “Odor Study at the Fredonia Wastewater Treatment Plant (summer 1981)

FREDONIA EARLY YEARS (1976-83)     Participant Microcomputers in Science Education; Northeastern Univ. (1982) Appointed Coordinator for Microcomputer Training (Fredonia 1983) Taught two-week workshops  Aug 1983, Jan 1984, Jun 1984, Aug 1984 First sabbatical leave (1983-84)  Spent on campus

PHIL IN 1980

FREDONIA YEARS (1983-89)   Visiting Scientist; MMI; Midland,MI.

 Summer 1986, 87, 88, 89 Chancellor’s Award for Excellence in Teaching (SUNY 1986)   Divorced 1987 Stopped smoking in 1989

FREDONIA YEARS (1983-89)    Supervised 21 research students 17 undergrad; 4MS    Higher Degrees earned PhD = 8 (4 in PS, 2 in Org, 1 Anal, 1 Inorg) MS = 9 (5 in PS; 4 in Chem) MBA = 1

FREDONIA YEARS (1983-89)  Active Research Areas      Polymer Synthesis Thermal Analysis of Inks Continuing ESR of Polymers Continuing DSC of Polymers Continuing IR of Polymers

FREDONIA YEARS (1983-89)  Supervised 4 MS theses:  “A Clinical Assay for Catechol O-Methyl Transferase Activity”; Mary C.Powers

(1984)  “Synthesis of Poly(dichlorophosphazene) and Its High Polymeric Components”; Jun Hsien-Lai (1986)  “Characterization of Potentially Photochromic and Liquid Crystalline Polymers; Steven E. Swanson (1988)  “Laboratory Methods for Predicting the Performance of Inks and Fountain Solutions in Offset Lithographic Printing; Robert W. Johnson (1989).

SABBATICAL AT BUFFALO (1989-90)   Visiting Professor; Department of Chemistry and Industry-University Center for Biosurfaces Supervised Professor Joe Gardella’s research group (1 postdoc, 6 grads, 2 undergrads) while he was a rotator at NSF.

SABBATICAL AT BUFFALO (1989-90)  New Techniques Learned       Spin-coating of polymers Plasma treating of polymers ESCA of polymer surfaces TOF-SIMS of polymer surfaces Langmuir-Blodgett films ATR-FTIR of polymer surfaces

FREDONIA YEARS (1990-98)  Project Director; NSF-ILI; “Thermal Analysis Instrumentation” (1990).

 Acquired thermal suite (DSC, TGA, TMA)  Project Director; NSF-RUI; “Surface Modification of Various Polymeric Substrates by One-Step Photografting of Hydrophilic Polymers” (1991)

FREDONIA YEARS (1990-98)    Co-PI; NSF-ILI; “High-Field NMR Instrumentation” (1998).

 Acquired Varian 300 MHz NMR Visiting Scientist MMI (summer 1991) Review Panelist; NSF-ILI (1991-93)  Began to date Rosemary Kempf

FREDONIA YEARS (1990-98)   Supervised 20 undergrads & 1 MS  2 PhDs (1 Chem, 1 Micobiology)   7 MS degrees (5 Chem, 1 Forensic Science, 1 Food Science) 1 MD/PhD 7 Published papers  Langmuir, Polymer Preprints (2), Macromolecules (3), Materials Chemistry and Physics

A SEATTLE ADVENTURE (1998-99

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 Visiting Professor; Dept. of Chemistry; Seattle University (summer 1998)  Visiting Professor; Dept. of Chemistry; Univ. of Washington; (Jan-Aug 1999); Niels H. Anderson  Visiting Professor; Dept. of Chemistry; Seattle University (summer 1998)

A SEATTLE ADVENTURE (1998-99)       Taught Organic Chem to 300 students Learned/used peptide chem, HPLC, circular dichroism, peptide folding, dynamic NMR Research poster at Structural Biology Symposium Extensive comparison of Starbucks vs Seattle’s Best Adopted Melissa Patterson 9/27/98 Married Rosemary Kempf 7/2/99

THE LATER YEARS (2000-2006)  17 Undergraduate research students       5 pursuing PhDs 1 MS student 1 DN student 2 employed 6 still in BS program 2 unknown

THE LATER YEARS (2000-2006)  Active Research Areas  Thermal Analysis of Polymers  Foster, Wilger, Ander    Automated Peptide Synthesis  Marr, Gawlik, Dove The Mitsunobu Reaction  Gawlik Analysis of PAHs in sealcoats  Kaczor

THE LATER YEARS (2000-2006)  Resveratrol Related Projects   Extraction of Resveratrol from Concord Grapes (Ender) HPLC and/or GC Analysis of Resveratrol  Hite, Slate, Hochman-Miga   MS of Resveratrol & Derivatives  Landis, Grant, Ott Photochem. of Resveratrol & Derivatives  Lindstrom, Lemon, Wilger

THE LATER YEARS (2000-2006)  A wonderful and productive collaboration with T. Lee Servatius

THE MICROWAVE CAMPAIGN       Challenge by alumnus Greg Roth E-mail campaign for 3 weeks in 2003 Acquired $8500 in alumni donations College supplied $1600 Microwave reactor installed March 2004 Has been used in several courses and several research projects

THE MICROWAVE CAMPAIGN

THE LATER YEARS (2000-2006)  FREDONIA-CASE PARTNERSHIP (CLiPS)       Initiated Fredonia’s interaction with Case Western Reserve on a $19 million NSF grant. (Center for Layered Polymer Systems) Fredonia is one of four primarily undergraduate partner institutions (Fredonia, Ohio Northern, RIT, and Rose Hulman) Fredonia will receive $120,000 during the first five years of the program.

Henry Milliman will be first CLiPS supported PhD student from Fredonia.

Two Fredonia students there this summer (John King & Christine Ander).

Dr. Cheryl Campo and Dr. Philip Kumler

ALUMNI ACTIVITIES      Redesign of alumni portion of web page (with Sherri Mason and Matt Fountain) Automatic notification when alumni update records on web site Personal e-mail to each alumnus updating web records Established CHEMALUMNI listserv in 2003 with 120 subscribers Current CHEMALUMNI subscribers = 325+

THE FINAL YEAR (2006)

 Retirement dinner held at Old North State Cafe; April 17, 2006

THE FINAL YEAR (2006)

 One of 44 faculty within SUNY to receive a Research & Scholarship Award on May 3, 2006.

THE FINAL YEAR (2006)

 Surprise retirement party at Point Gratiot on July 29, 2006 attended by 90+ people.

The Kumler Award

    Endowment fund at about 60% of total needed for permanent endowment.

To be awarded annually to the chemistry/biochemistry major presenting the best senior seminar.

I was primarily responsible for developing this capstone experience and was the main instructor for 25 years.

First recipient is Henry Milliman

The Kumler Award

PUBLISHING HISTORY (a)  40 Published manuscripts       Polymer Preprints (12) Macromolecules (8) Journal of Organic Chemistry (4) Acta Chemica Scandinavia (4) J. Am. Chem. Soc. (3) J. Chemical Education (3)

PUBLISHING HISTORY (b)        J. Chem. Soc. Chem. Commun. (2) J. Macromol. Sci. (Physics) (1) Polymer. Eng. & Sci. (1) European Polymer Journal (1) Org. Coatings & Plastics Reprints (1) Langmuir (1) Materials Chemisty & Physics (1)

PUBLISHING HISTORY (c)  BOOK CHAPTERS  “T g of Polymers by the Electron Spin Probe Technique” in Midland Macromolecular Monographs    “ ESR Studies of Glassy State Motions Using Nitroxide Probes” in Macromolecular Physics “Paramagnetic Probe Techniques” in Methods of Experimental Physics: Polymer Physics “ESR Spin-Probe Studies of Polymer Transitions” Molecular Motion in Polymers by ESR.

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INSTRUMENTS ACQUIRED     Varian ESR Spectrometer to SVC (1972) Varian 60MHz NMR (NSF-ISEP; 1972) TA Instruments Thermal Analysis Instruments (NSF-ILI; 1990) Varian 300MHz NMR (NSF-ILI; 1998)  With Konrad Kabza

INSTRUMENTS ACQUIRED  The following were arranged donations:      Two Automated Peptide Synthesizers Three HPLC Systems (one diode array) Quest 210 Automated Synthesizer X-Ray Fluorescence Spectrometer Triple quad MS with ESI interface

RESEARCH STUDENTS FURTHER EDUCATION   PhD Degrees (25)  Chem (15), Polym Sci (6), Mat Sci (3) Microbiology (1) MD Degrees (3)  Master Degrees (24)  Chem (14), Polym Sci (6),MBA (2), Forensics (1), Food Sci (1)  Currently pursuing degrees(8)  PhD (5), MS (1), Other doctoral (2)

THE KUMLER SYMPOSIUM

 SPECIAL THANKS TO  Holly Lawson       Sherri Mason All Chemistry Faculty Andrea Domst & Shirley Woch All presenters All attendees My wife Rosemary