ISOTOPICS The Cleveland Section of the American Chemical Society Volume 86 Issue 8 On Deck: January 19, 2011 Sterle’s Slovenian Country House Past Chair’s Night Speaker: TBD November 2010 November Meeting Notice Wednesday, November 17, 2010 Strosacker Hall, Baldwin-Wallace College 4:30 pm 5:30 pm 6:30 pm 7:30 pm Executive Committee Meeting Social Hour Dinner Presentation Not Just a Pretty Face: Today’s Functional Coatings Cleveland ACS Officers Chair: Dr. Mekki Bayachou Department of Chemistry Cleveland State University Phone: 216-875-9716 m.bayachou@csuohio.edu Chair-Elect: John Protasiewicz Department of Chemistry Case Western Reserve Univ. Phone: 216-368-5060 protasiewicz@case.edu Treasurer: Theresa Nawalaniec Michael Schwartz Library Cleveland State University Phone: 216-687-3504 t.nawalaniec@csuohio.edu Secretary: Alice McFarland mcfarlands1@earthlink.net Cleveland Section Web Site: http://www.csuohio.edu/sciences /dept/cleveland_acs/ Morgan Sibbald, PhD, Sherwin-Williams Company Paints and coatings are generally known for serving two key functions: decoration and protection. We rely on these coatings to add color and character to our homes, to the cars we drive, and to many other surfaces in the world around us. At the same time, these coatings are protecting these surfaces from a variety of environmental hazards, including water, UV light, and biological growth (mold and mildew). What more can coatings do for us? Recent advances in materials and technology integration have enabled a new generation of coatings which are described as functional or ―smart‖ coatings. Functional coatings may clean themselves, may heal themselves from damage, or may pro-actively make our indoor spaces more comfortable or more livable. This presentation will describe the basic chemistries and materials of coatings formulations and will highlight several examples of functional coatings that are improving the way we live. DINNER RESERVATIONS REQUIRED: Please RSVP by contacting John Protasiewicz, by phone at 216-368-5060 or by e-mail at protasiewicz@case.edu by 5 pm on Friday, November 12. (For phone reservations, please clearly spell your last name and leave a return phone number). Cost of the dinner is $20 for members & guests, $5 for students, and $10 for retirees/unemployed. Checks made out to ―Cleveland ACS‖ are greatly appreciated. Dinner will include Salad Bar, Soup of the Day, Roast Beef, Herb Baked Chicken, Pasta Primavera, Au Gratin Potatoes, Vegetables of the Day, Assorted Rolls and Muffins, Coffee, Tea, Pop, and Dessert Buffet. Page 2 Isotopics November 2010 Directions to Baldwin-Wallace College Baldwin-Wallace College Strosacker Hall 120 East Grand Street Berea, OH 44017 American Chemical Society Cleveland Section Exit I-80 at I-71, US 42 Take I-71 north approximately 2 miles to the Bagley Rd. exit , #235 Left onto E. Bagley Rd. Left onto Tressel St. Right onto E. Grand St. Immediate left into Union parking lot From West (via I-80) Take I-80 (Ohio Turnpike) to I-71 north at Strongsville Take I-71 north approximately 2 miles to the Bagley Rd. exit, #235 Left onto E. Bagley Rd. Left onto Tressel St. Right onto E. Grand St. Immediate left into Union parking lot From South (via I-77, or I-71) From North (via I-71) I-71 south toward Columbus Exit I-71 south at Bagley Rd., Exit 235 Right onto E. Bagley Rd. Left onto Tressel St. Right onto E. Grand St. Immediate left into Union parking lot *** ROAD CLOSING UPDATE *** Please note that during 2010 sections of both Front Street and Eastland Road will be closed north of Bagley Road. From East (via I-90) I-90 west to I-271 south Take Exit 27 to 480 west to I-71 south Exit I-71 south at Bagley Rd., Exit 235 Right onto E. Bagley Rd. Left onto Tressel St. Right onto E. Grand St. Immediate left into Union parking lot From East (via I-80 or I-76) I-80 or I-76 west to I-80 (Ohio Turnpike) west I-77 north to Rt. 18 Medina Take Rt. 18 west to I-71 north Exit I-71 north at Bagley Rd., Exit 235 Left onto E. Bagley Rd. Left onto Tressel St. Right onto E. Grand St. Immediate left into Union parking lot Speaker Bio Morgan Sibbald is a technology scout for The Sherwin-Williams Company, a global developer, manufacturer, distributor, and retailer of paints and coatings. He is responsible for developing partnerships with business, academic, and government resources in order to accelerate Sherwin-Williams’ product development. This includes leading a government contracting program to leverage federal and state funding that aligns with strategic interests. He has also been a champion for ―green chemistry‖ and developing programs that support sustainability. He joined Sherwin-Williams in 2005 as an R&D manager for longer-term technology development initiatives. Morgan received his PhD in Analytical Chemistry from Iowa State University (Ames, IA) and his bachelor’s degree in chemistry from James Page 3 Isotopics November 2010 Madison University (Harrisonburg, VA). Prior to Sherwin-Williams, he worked for The Goodyear Tire & Rubber Company, Chemical Division, in both technical and management roles. At Goodyear, he had R&D responsibilities in diverse product areas including tire elastomers, food grade polymers, latex foam, asphalt modifiers, and adhesives. Selected from ACS Discoveries! Toward a new generation of superplastics Macromolecules Scientists are reporting an in-depth validation of the discovery of the world’s first mass producible, low-cost, organoclays for plastics. The powdered material, made from natural clay, would be a safer, more environmentally friendly replacement for the compound widely used to make plastics nanocomposites. A report on the research appears in ACS’ Macromolecules, a bi-weekly journal. Miriam Rafailovich and colleagues focused on a new organoclay developed and patented by a team of scientists headed by David Abecassis. The scientists explain that so-called quaternary aminetreated organoclays have been pioneering nanoparticles in the field of plastics nanotechnology. Just small amounts of the substances make plastics flame retardant, stronger, and more resistant to damage from ultraviolet light and chemicals. They also allow plastics to be mixed together into hybrid materials from plastics that otherwise would not exist. However, quaternary amine organoclays are difficult to produce because of the health and environmental risks associated with quaternary amines, as well as the need to manufacture them in small batches. These and other disadvantages, including high cost, limit use of the materials. The new organoclay uses resorcinol diphenyl phosphate (which is normally a flame retardant), to achieve mass producible organoclays which can be made in continuous processing. In addition these organoclays are cheaper, generate less dust, and are thermostable to much higher temperatures (beyond 600 degrees Fahrenheit). This clay has also been proven to be superior for flame retardance applications. In addition, unlike most American Chemical Society Cleveland Section quaternary amine based organoclays, it works well in styrene plastics, one of the most widely used kinds of plastic. Nobel Prizes in 2010 Involve Chemicals By Leopold May The Nobel Prize in Chemistry 2010 was for palladium-catalyzed cross couplings in organic synthesis. It was awarded jointly to Richard F. Heck, 79, who is retired from the University of Delaware and living in the Philippines, Akira Suzuki, 80, Professor Emeritus of Hokkaido University in Sapporo, Japan, and Ei-Ichi Negishi, 75, Professor of Purdue University for more efficient ways of linking carbon atoms together to build the complex molecules. Cross couplings involve reaction between two chemically distinct partners allowing control over both halves of the resulting molecule Cross coupling reactions often involve aryl, alkenyl, or alkyl halides or pseudohalides as one reaction partner with a much greater variety in the other reaction partner. This cross-coupling has vastly improved the possibilities for creating complex molecules, for example, natural products. One reaction is the Suzuki–Miyaura cross coupling of 1-aryltriazenes and boronic acids catalyzed by the polymersupported Pd–NHC catalyst. For another chemical composed only of carbons, graphene, the Nobel Prize in Physics was awarded to two Russian-born scientists, Andre Geim, 51, a Dutch national and Konstantin Novoselov, 36, a dual citizen of Great Britain and Russia. They first worked together in the Netherlands before moving to the University of Manchester, Great Britain, where they reported isolating graphene in 2004. By applying Scotch tape to graphite, they pulled off thin flakes that consist of one, several, or many layers of graphene. To locate the rare onelayer flakes, they deposited the layers on a silicon dioxide substrate of just the right thickness. When they shone light on the substrate, they were able to distinguish the one-layered graphene by its interference fringes. Graphene may find use as a sensor for gases and should find many applications in the electronic industry. Page 4 Isotopics November 2010 Really Old CRC Handbook Available On-Line By David W. Ball Recently, David Strecker of Rockwell Automation, Inc., gave his deceased father's old CRC Handbook to me. The Handbook was the 13th edition, and it copyright date is 1928. I was rather taken aback when I realized what Dave had given me. Can you imagine the amount of progress that has been made in chemistry and physics since that edition was published? Most of quantum mechanics, semiconductors, lasers, materials, several elements, the list goes on. With the help of the Cleveland State University Library (especially Theresa Nawalaneic and Joanne Cornelius), the entire book was scanned and digitized and is now available for anyone to download and view. It can be found at http://site.ebrary.com/lib/clevelandstatedr/docDet ail.action?docID=10416285 or by going to http://site.ebrary.com/lib/clevelandstatedr/home.a ction and searching for ―handbook of chemistry‖. No one is under any impression that the data in this CRC Handbook is the best currently available. However, it represents a snapshot of the state of physical science over 80 years ago, and so is a fascinating historical document. Any interested party is welcome to look it up and peruse its pages and relive some history. The periodic table of the time is particular interesting and bears viewing, as this was before the f block was recognized as a separate section of the periodic table. Also, in case anyone is interested: Back then, the owner’s name could be embossed on the cover. This particular CRC Handbook was originally the property of one Maurice A. Knight, who was a rather successful chemical businessman in northeast Ohio. His company specialized in corrosion-resistant construction materials. The Knight Company has since been bought out by the Koch Chemical Technology Group and lives on as Koch Knight LLC. Knight’s home in Akron is an estate of some renown and located across from the Stan Hywet Hall and Gardens. Even better known may be Knight’s father, Charles M. Knight, chair American Chemical Society Cleveland Section of the Chemistry Department of Buchtel College, which eventually became the University of Akron and after whom UAkron’s chemistry building is named. There’s more to the history of this particular volume than the information between its covers! Many thanks to Dave Strecker for his kind and thoughtful donation, and to Theresa Nawalaniec and Joanne Cornelius of the CSU Michael Schwartz Library for arranging for its digitization and posting on-line. Enjoy, all! Call for Nomination: The Morley Medal The Cleveland Section annually sponsors a regional award, which consists of the Morley Medal and an honorarium of $2,000. The next presentation of the Morley Medal will take place at the meeting of the Cleveland Section ACS in May 2010. The award is presented at a banquet, at which time the recipient will deliver the Edward W. Morley Lecture for that year. Travel expenses for the medalist and spouse will be provided. The purpose of the award is to recognize significant contributions to chemistry through achievements in research, teaching, engineering, research administration and public service, outstanding service to humanity, or to industrial progress. The area of eligibility includes those parts of the United States and Canada within about 250 miles of Cleveland. The contributions for which the award is given should have been made by the awardee when a resident of this area, or if a major contribution was made elsewhere, the nominee should have continued to make contributions while a resident of this area. Nominations may be made by any member of the American Chemical Society, The Chemical Society or the Chemical Institute of Canada. Nominations for the Morley Medal should include a letter of nomination and curriculum vitae including the candidate's education, professional experience & activities, awards & honors, offices held and specifics on significant contributions. Page 5 Isotopics November 2010 The letter of nomination should highlight these significant contributions. A representative list of references to the candidate's more important contributions, an evaluation of the significance of these achievements, and a listing of the nominee's most significant publications and patents are also appropriate. Strong seconding letters are suggested. The specific reference for every publication or patent is neither required nor encouraged. Electronic submissions are preferred. American Chemical Society Cleveland Section 21000 Brookpark Road Cleveland, OH 44135 Ph: 216-433-5032 E-mail: kenneth.w.street@nasa.gov Deadline for receipt of nominations is December 10, 2010. Send nomination and supporting material to: Dr. Kenneth Street Chair, Cleveland Section Awards Committee NASA-GRC MS 23-2 November Historical Events in Chemistry By Leopold May The Catholic University of America, Washington, DC Nov. 3, 1921 American Association of Textile Chemists and Colorists was founded on this date. Nov. 9, 1994 Three atoms of element 110 were created at GSI in Darmstadt, Germany on this day. Nov. 15, 1953 Stanley L. Miller published a paper ―A production of amino acids under possible primitive Earth conditions‖ in Science, 1953, 117, 528-529 describing an experiment in which he added together methane, ammonia, water, and hydrogen and subjected the mixture to a high-frequency spark for a week, which produced milligram quantities of glycine, alanine, and other amino acids. Nov. 25, 1960 Fifty years ago on this date, the first atomic reactor for research and development began operation at Richland, Washington. Nov. 30, 1948 Chlorotetracycline, a broad-spectrum antibiotic, was isolated by B. M. Duggar, American Cyanamid Corporation, on this date. Page 6 Isotopics November 2010 American Chemical Society Cleveland Section Chemistry is for the Birds - 10 By Dwight Chasar In previous discussions I talked about the pigments based upon melanins, carotenes, and porphyrins that contribute to the various colors in birds. More recent research has shown that other chemical structures also contribute to specific bird body parts or specific species. It has been shown that chemical variations on pterins (I) and purines (II) contribute to yellow, orange and red in some bird irises. They can differ in oxidation states around the ring atoms and have various organic groups attached about the parent ring structure. These compounds are deposited into chromatophores in the avian iris in the crystalline form and thus serve as reflective platelets. When both structures are deposited together, they brighten the colors. Examples are the yellow irises of owls and the red irises of pigeons. O O N HN H2N N H2N H N N HN N O HN N N H N N I II A more recent discovery has been of a new class of pigments called psittacofulvins (III) which contribute to the yellows, oranges and reds of the feathers of South American parrots like the scarlet macaw. They absorb light maximally at shorter wavelengths than do the carotenoids. It appears that these compounds are made directly at the feather from fatty acids which means that the fatty acid needs to be reduced to form the aldehyde functional group and oxidized to form the complete conjugated double bond structure. The chemical name is derived from the scientific taxonomic family name for parrots—Psittacidae. n=1-4 H3C O n III H Chemistry Humor Submitted by Daniel Scheiman Two guys were taking chemistry at the University of Massachusetts. They did pretty well on all the quizzes, midterms and exams and had a solid "A" going into the final. They were so confident that the weekend before finals they decided to go out and party. They had a great time, however, they were hung over the next day and didn't make it to the final on time. After the final, they met with the professor to explain why they were late. They told him that they "had a flat tire" on their way to school. They didn't have a spare and couldn't get help for a long time, that's why they were late in getting to campus. The professor thought it over and told them they could make up the final the next day. The two guys were relieved. The next day the professor placed them in separate rooms and handed them the test booklet. They looked at the first problem which was worth 5 points. It was a simple question involving molarity calculations. "Cool" they thought." This is gonna be easy". They answered the question and turned the page. They were not prepared, however, for what they saw on the next page. It said: (95 points) Which tire? http://www.angelfire.com/md2/chmfunpage/index.html Page 7 Isotopics November 2010 American Chemical Society Cleveland Section ISOTOPICS STAFF Editor: Daniel Tyson Day-Glo Color Corporation Phone: 216-391-7384 daniel_s_tyson@yahoo.com Business and Advertising: Alice McFarland mcfarlands1@earthlink.net Associate Editor Dwight Chasar dwight.chasar@yahoo.com Associate Editor Richard L. Middaugh Phone: 440-785-0293 rlmiddaugh@ameritech.net Associate Editor Dr. Lily Ng Cleveland State University Phone: 216-687-2467 l.ng@csuohio.edu Associate Editor Daniel Scheiman QSC/NASA GRC Phone: 216-433-3223 daniel.a.scheiman@nasa.gov Associate Editor Meenakshi Hardi Phone: 440-941-6467 minaxie@gmail.com Isotopics is looking to highlight local chemistry professionals, companies, teachers, research groups, students, events, and more. If you have an idea for an Isotopics article, please contact the editor. Isotopics is also looking for local members to join our staff. Time commitments for staff members are minimal (a few hours a year!) and your contributions will be invaluable to our local section. If you are interested in joining Isotopics, please contact the editor.