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Introduction of macromolecular science/polymeric materials into the foundational course in organic chemistry PDF

180 Pages·2013·4.182 MB·English
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Preview Introduction of macromolecular science/polymeric materials into the foundational course in organic chemistry

1 Introduction of Macromolecular 0 0 w 1.f 5 Science/Polymeric Materials 1 1 3- 1 0 2 into the Foundational Course in k- b 1/ 2 0 1 Organic Chemistry 0. 1 oi: d 3 | 1 0 2 2, 2 er b m e v o N b): e W e ( at D n o ati c bli u P In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. 1 0 0 w 1.f 5 1 1 3- 1 0 2 k- b 1/ 2 0 1 0. 1 oi: d 3 | 1 0 2 2, 2 er b m e v o N b): e W e ( at D n o ati c bli u P In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. 1151 ACS SYMPOSIUM SERIES Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry 1 0 0 w 1.f 5 1 1 3- 1 Bob A. Howell, Editor 0 2 k- Central Michigan University b 1/ 2 Mt. Pleasant, Michigan 0 1 0. 1 oi: d 3 | 1 0 2 2, 2 er b m e v o N b): e W e ( at D on Sponsored by the cati ACS Division of Chemical Education bli u P AmericanChemicalSociety,Washington,DC DistributedinprintbyOxfordUniversityPress In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. LibraryofCongressCataloging-in-PublicationData 1 Introductionofmacromolecularscience/polymericmaterialsintothefoundationalcourse 0 0 inorganicchemistry/BobA.Howell,editor,CentralMichiganUniversity,Mt.Pleasant, w 1.f Michigan;sponsoredbytheACSDivisionofChemicalEducation. 15 pagescm.-- (ACSsymposiumseries;1151) 1 3- Includesbibliographicalreferencesandindex. 01 ISBN978-0-8412-2878-8(alk.paper) 2 k- 1. Macromolecules--Congresses.2. Polymers--Congresses.3. Chemistry,Organic-- b 1/ Congresses. I.Howell,B.A.(BobbyAvery),1942-editorofcompilation.II.American 2 0 ChemicalSociety.DivisionofChemicalEducation,sponsoringbody. 1 0. QD380.I642013 1 oi: 547’.7--dc23 3 | d 2013041536 1 0 2 2, 2 er mb ThepaperusedinthispublicationmeetstheminimumrequirementsofAmericanNational ve Standard for Information Sciences—Permanence of Paper for Printed Library Materials, o N ANSIZ39.48n1984. b): We Copyright©2013AmericanChemicalSociety e ( at DistributedinprintbyOxfordUniversityPress D n atio AllRightsReserved. ReprographiccopyingbeyondthatpermittedbySections107or108 c oftheU.S.CopyrightActisallowedforinternaluseonly,providedthataper-chapterfeeof ubli $40.25plus$0.75perpageispaidtotheCopyrightClearanceCenter,Inc.,222Rosewood P Drive,Danvers,MA01923,USA.Republicationorreproductionforsaleofpagesinthis bookispermittedonlyunderlicensefromACS.Directtheseandotherpermissionrequests toACSCopyrightOffice,PublicationsDivision,115516thStreet,N.W.,Washington,DC 20036. Thecitationoftradenamesand/ornamesofmanufacturersinthispublicationisnottobe construedasanendorsementorasapprovalbyACSofthecommercialproductsorservices referenced herein; nor should the mere reference herein to any drawing, specification, chemicalprocess, orotherdataberegardedasalicenseorasaconveyanceofanyright or permission to the holder, reader, or any other person or corporation, to manufacture, reproduce,use,orsellanypatentedinventionorcopyrightedworkthatmayinanywaybe relatedthereto. Registerednames,trademarks,etc.,usedinthispublication,evenwithout specificindicationthereof,arenottobeconsideredunprotectedbylaw. PRINTEDINTHEUNITEDSTATESOFAMERICA In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. Foreword The ACS Symposium Series was first published in 1974 to provide a mechanism for publishing symposia quickly in book form. The purpose of the series is to publish timely, comprehensive books developed from the ACS sponsoredsymposiabasedoncurrentscientificresearch. Occasionally,booksare 1 00 developed from symposia sponsored by other organizations when the topic is of w 1.f keeninteresttothechemistryaudience. 5 1 1 3- Beforeagreeingtopublishabook,theproposedtableofcontentsisreviewed 1 0 forappropriateandcomprehensivecoverageandforinteresttotheaudience. Some 2 bk- papersmaybeexcludedtobetterfocusthebook;othersmaybeaddedtoprovide 1/ 2 comprehensiveness. When appropriate, overview or introductory chapters are 0 1 0. added. Draftsofchaptersarepeer-reviewedpriortofinalacceptanceorrejection, 1 oi: andmanuscriptsarepreparedincamera-readyformat. d 13 | As a rule, only original research papers and original review papers are 0 2, 2 included in the volumes. Verbatim reproductions of previous published papers er 2 arenotaccepted. b m e v o N b): ACSBooksDepartment e W e ( at D n o ati c bli u P In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. ix interiorofthehouse(Figure1). several polymers are utilized just for wall construction to say nothing of the with an acrylate polymer applied as a latex containing a suitable pigment. Thus polymer. The surface of the dry wall facing the interior of the house is coated containing gypsum as a main component held in place by sheets of a cellulosic and is constructed from dry wall (sheet rock). Dry wall is a layered structure insulation, an inorganic polymer. The next layer forms the interior of the wall with a phenol-formaldehyde adhesive. Beneath the sheeting is spun fiberglass Thesheetingisplywoodwhichiscomprisedofthinwoodlaminatesheldtogether insulation,coveringthesheetingisusuallyabarrierlayerofTyvec,apoly(amide). insulation. This insulation is made from foamed poly(styrene). Beneath the 01 require maintenance. Beneath the vinyl siding is 2 or 4 inches of styrofoam 0 pr color, is durable (lasts longer than other components of the house) and does not 1. 15 siding, i.e., poly(vinyl chloride) [PVC]. It can be pigmented in any attractive 1 3- isstronglydependentonthesematerials. Theexteriorofthehomeisoftenvinyl 1 20 in several simple illustrations. For example, the construction of a modern home k- b The importance of polymeric materials in modern society may be reflected 1/ 02 well-beingofsociety. 1 0. the central role that these materials occupy in their daily lives and the overall 1 oi: to stimulate student interest and enthusiasm for the course and to emphasize d 3 | oforganicchemistry. Inclusionofsometreatmentofpolymericmaterialsserves 1 0 polymeric materials can be used to illustrate many of the fundamental concepts 2 2, formed by simple, easily-understood organic reactions. The preparation of 2 er commonly used by the consuming public are organic in composition and are b m e doneforthefoundationalorganicchemistrycourse. Mostcommercialpolymers v No beapartofallfoundationalcoursesinchemistry. Thisis, perhaps, mostreadily b): guidelines contain the expectation that a treatment of polymeric materials will e W recognized by the ACS Committee on Profesional Training. Current committee ate ( will work in a polymer or a polymer-related area. This situation has been D n thatmostchemistrygraduates,atwhateverleveltheydecidetoseekemployment, o ati materials are largely responsible by the quality of life that everyone enjoys and c bli training in the area of polymeric materials. This despite the fact that these u P Currently most undergraduate programs in chemistry provide inadequate in Foundational Chemistry Courses TheNeedToProvideSomeIntroductiontoPolymericMaterials Preface In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. x of polymeric materials. In the interior, the dash is from PVC. Seat covers may components. In fact, its construction is strongly dependent on the availability The automobile sitting in the driveway also contains many polymeric items,medicines,andthelikethatmaybepresentinthehome. reflect polymeric components of food packaging, the food itself, personal care poly(tetrafluorethylene) [Teflon]. And this is but a partial listing and does not or poly(propylene). The non-stick surface on baking and fry pans is made from Simplekitchenutensils(bowls,pitchers,etc.) maybemadefrompoly(ethylene) and coated with a poly(siloxane) or fluorocarbon polymer to resist staining. original shape. Covers for couches are woven from nylon fiber (very durable) backedintoarefrigeratorthehousingdoesnotdentorbreakbutreboundstoits from ABS. These housings are lightweight, resilient and durable. If a chair is appliances(washer/drierunits,dishwashers,refrigerators,freezers,etc)aremade 1 is much durable and resisitant to damage than is wood. Housings for common 0 pr0 materialcanbegiventheappearanceofanycommonwoodgrainbut,ofcourse, 51. furniture may be from an acrylonitrile-butadiene-styrene (ABS) polymer. This 1 3-1 Light coverings are from general purpose poly(styrene). Surfaces of tables and 1 0 also be from PVC. Carpets are made nylon or acrylic fiber [poly(acrylonitrile)]. 2 k- kitchen and bathroom and portions of the roofing shingles. Window blinds may b 21/ Plumbing pipe for the house is constructed from PVC, as is the tile in the 0 1 0. 1 oi: 3 | d Figure1. PolymericComponentsofaTypicalHomeWall 1 0 2 2, 2 er b m e v o N b): e W e ( at D n o ati c bli u P In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. xi 1 0 0 pr 1. 5 1 1 3- 1 0 Mt. Pleasant,MI48859-0001 2 bk- CentralMichiganUniversity 21/ DepartmentofChemistry 0 0.1 BobA.Howell 1 oi: d 3 | 1 thebeginningorganicchemistrycoursearedescribedinthechaptersthatfollow. 0 2 2, that polymeric materials and concepts have successfully been incorporated into 2 er enhance student interest in and enthusiasm for organic chemistry. Several ways b m role that organic chemistry and polymeric materials play in their lives, and to e ov concepts of organic chemistry, to broaden student awareness of the prominent N b): beginning course in organic chemistry. All of these serve to illustrate important We chemistry. Therearemanywaysthatpolymericmaterialsmaybeincludedinthe e ( of polymeric materials should form a component of foundational courses in at D GDP and provides employment for most chemists. Clearly, some treatment n o materials but the polymer industry makes a significant ccontribution to US ati blic Not only is modern society dependent upon the availability of polymeric u listing. P materials in supporting the modern lifestyle should be apparent from this brief food or several others. However the pervasiveness, and utility of polymeric Similarexamplescouldbedrawnfromtheareasofmedicine,personalcare, mentionseveralelastomerscontainedinthetires. siloxanepolymers,protectivecoatingsfrompoly(urethane),andonandon,notto covers from poly(propylene), gaskets from neoprene [poly(chloroprene)] or fromnylon,fueltanksfrompoly(ethylene),wiringinsulationfromPVC,battery poly(styrene), bumpersfrompoly(carbonate), exhaustmanifoldsandbrakelines from ABS, fenders and valve covers from poly(propylene), light covers from [Delrin]. Polymers are prominent in other areas as well. Side panels are made Gears in dashboard instruments are made from nylon or poly(oxymethylene) befromthesamematerial. Theseatsthemselvesaremadefrompoly(urethane). In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. Editor’s Biography Bob A. Howell BobHowellisanativeofwesternNorthCarolina(AsheCounty). Hereceived theB.A.degreeinchemistryatBereaCollege(1964),aPh.D.inphysical-organic chemistry at Ohio University (1971), and completed a postdoctoral assignment 1 00 with Professor Walter Trahanovsky at Iowa State University (1971-74). He is ot 1. currentlyProfessor,DepartmentofChemistry,CentralMichiganUniversity,where 5 11 hehastaughtthesophomore-levelorganicchemistrycourseforoverthirtyyears. 3- 1 Enhancingstudentinterestinandenthusiasmforthiscoursehasbeenalongtime 0 2 k- goal. Demonstratingtheimportanceoforganicchemistry/polymericmaterialsin b 1/ the daily lives of students has been an effective means of engaging the student 2 10 and promoting student performance. In addition to this course, he has taught a 0. 1 rangeofcoursesincludingIndustrialChemistryandPolymerChemistry, aswell doi: asupper-levelorganicchemistrycourses. Hehastwicebeentherecipientofmajor 3 | teachingawards. 1 0 2 His research interests are broad-ranging in the area of organic/polymer 2, 2 chemistry. Acurrentmajorfocusisthedevelopmentofnon-toxic,biodegradable, er b environmentally-friendlyflameretardantsbasedonrenewablebiomaterials. m ve He has long been active in several professional societies, most prominently o N theAmericanChemicalSociety(ACS)andtheNorthAmericanThermalAnalysis eb): Society (NATAS). He is currently a member of several ACS committees and W e ( the NATAS Executive Board. He is Fellow of both the ACS and NATAS and at is the 2012 recipient of the NATAS award for outstanding achievement, which D n recognizes distinguished accomplishment in the field of thermal analysis of atio generallywideinterestandimpact. c bli u P ©2013AmericanChemicalSociety In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013. ©2013AmericanChemicalSociety connectionbetweenteachingmaterialandtherealworld. Society programs to utilize polymers to enhance this natural andtheefforttoassistteachersandvariousAmericanChemical presented material describing PolyEd and its many programs in the curriculum materials called organic chemistry. Here is that science is important and pervasive. It is clearly apparent between material presented to students at all levels and reality worldofpractice. Itservesasaclearandpersuasiveconnection 1 Polymersareanaturalbridgebetweenteachingmaterialandthe 0 0 h engineering and to all of the major disciplines of chemistry. c 51. in science, medicine, environment, communications, and 1 3-1 also do polymers. Polymers are a bridge to many topic areas 1 0 Just as chemistry stands at the apex of most of science, so 2 k- b 1/ 2 0 1 0. 1 oi: *E-mail: [email protected] 3 | d BocaRaton,Florida33431 01 4DepartmentofChemistryandBiochemistry,FloridaAtlanticUniversity, 2 2, Wisconsin54481 2 er 3Department of Chemistry, University of Wisconsin,-Stevens Point, b m Oregon97207 e Nov 2DepartmentofChemistry,PortlandStateUniversity,Portland, b): Michigan48859-0001 We 1DepartmentofChemistry,CentralMichiganUniversity,Mt. Pleasant, e ( at D and Charles E. Carraher, Jr. n *,4 o Bob A. Howell, Warren T. Ford, John P. Droske, ati 1 2 3 c bli u P Committee Chemistry Content and the Polymer Education Topics Within the Foundational Organic Integration of Macromolecular/Polymeric Chapter 1 In Introduction of Macromolecular Science/Polymeric Materials into the Foundational Course in Organic Chemistry; Howell, B.; ACS Symposium Series; American Chemical Society: Washington, DC, 2013.

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