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Degradable Polymers and Materials. Principles and Practice PDF

441 Pages·2006·36.962 MB·English
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1 0 Degradable Polymers and s.org 9.fw0 c3 2012 | http://pubs.a0.1021/bk-2006-09 Materials ust 9, doi: 1 Aug06 | 2 on 3, 20 42 3.35.mber by 89.16e: Septe d at eD adn oo wnlcati Dobli u P In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. 1 0 s.org 9.fw0 c3 a9 2012 | http://pubs.0.1021/bk-2006-0 ust 9, doi: 1 Aug06 | 2 on 3, 20 42 3.35.mber by 89.16e: Septe d at eD adn oo wnlcati Dobli u P In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. ACS SYMPOSIUM SERIES 939 Degradable Polymers and Materials 1 0 s.org 9.fw0 Principles and Practice c3 a9 2012 | http://pubs.0.1021/bk-2006-0 August 9, 06 | doi: 1 KishPlaannt iCc T. eKchhneomlogainesi L, iEmditietdo r 2 on 3, 20 Carmen Scholz, Editor 42 3.35.mber University of Alabama in Huntsville by 89.16e: Septe d at eD adn oo wnlcati Dobli u P Sponsored by the ACS Division of Polymer Chemistry, Inc. American Chemical Society, Washington, DC In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. Library of Congress Cataloging-in-Publication Data American Chemical Society. Meeting (229th : 2005 : San Diego, Calif.) Degradable polymers and materials : principles and practice / Kishan C. Khemani, editor, Carmen Scholz, editor. p. cm.—(ACS symposium series ; 939) "Developed from a symposium sponsored by the Division of Agricultural and Food Chemistry, Inc. at the 229th National Meeting of the American Chemical Society, San Diego, California, March 13-17,2005"—T.p. verso. "Sponsored by the ACS Division of Agricultural and Food Chemistry, Inc. 1 s.org 9.fw00 IInScBluNd-e1s3 :b 9ib7l8io-g0r-a8p4h1ic2a-l3 r9e7fe2r-e2n c(easlk a.n pda ipnedre)x . c3 a9 August 9, 2012 | http://pubs.06 | doi: 10.1021/bk-2006-0 QTN62haP0et8i. o1S0p1n I1o'.a9a..c PpKl0Pi ee64Sohtr42ytle ayA3.mun m—D4sdae4einadvrd risci,d —s 2K ii22onfiB0on s 0 hritoo h5aIdfin n seA f Cgogpr.rar,mu idcb1aaul9ttiliic5tooua5nnrt-— ia olIS InCac. nioSemdnnc cgehFeerooestl—soszs ,d etPC hCse.eah rr memmmaeniinnse,tin rm1cy9eu, 6mIn3o c-fr .eIP IIqaVIu.p .iAe rTermm itfleo2eern0r.i ct0VsPa6 .nr 0iS on4Ceft2e hr7Aidee2m ms2L.i eicbrairlca aryn 2 on 3, 20 Materials, ANSI Z39.48-1984. by 89.163.35.4e: September 2 CADloils ptRyrirbiigguhhtettsd © Rb y2es0 Oe0rx6vf eoAdrdm. ReUreincpiarvoneg rCsraihtpyeh mPicirc eacslos Spoyciniegt yb eyond that permitted by Sections 107 or d at 108 of the U.S. Copyright Act is allowed for internal use only, provided that a per- aden D chapter fee of $33.00 plus $0.75 per page is paid to the Copyright Clearance Center, Inc., wnlocatio 2of2 2p aRgoesse wino tohdis D broivoek, Dis apnevremrsit,t eMdA o 0n1ly9 2u3n,d UerS Alic. eRnesep ufbrolimca tAioCnS o. rD rierpercotd tuhcetsieo na nfodr ostahleer Doubli permission requests to ACS Copyright Office, Publications Division, 1155 16th Street, P N.W., Washington, DC 20036. The citation of trade names and/or names of manufacturers in this publication is not to be construed as an endorsement or as approval by ACS of the commercial products or services referenced herein; nor should the mere reference herein to any drawing, specification, chemical process, or other data be regarded as a license or as a conveyance of any right or permission to the holder, reader, or any other person or corporation, to manufacture, reproduce, use, or sell any patented invention or copyrighted work that may in any way be related thereto. Registered names, trademarks, etc., used in this publication, even without specific indication thereof, are not to be considered unprotected by law. PRINTED IN THE UNITED STATES OF AMERICA In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. Foreword The ACS Symposium Series was first published in 1974 to pro­ vide a mechanism for publishing symposia quickly in book form. The 1 0 s.org 9.fw0 pouprepdo sfer oomf tAheC sSe rsipeos nisso troe dp usbylmispho tsimia eblya,s ecdo mopnr echuernrseinvte sbcoioenksti fdiecv reel­­ c3 a9 2012 | http://pubs.0.1021/bk-2006-0 sotaeeutnhadetriscre hnio.sc r OeBrg.ea cevncfioaiezsrwaeiot einaodgan lrfsleo yerw, i nbahgpoe pontr koots hp pearu iraetbot ledpi seiahcvn eaidsl o bcopoofeo mdkk ep,f errteonhhm eie n npstsreyoirmvepespo tos cetsoodiva et tshrapaebgo lceenh soaoenfmr edcid os ftnbor­yyr ust 9, doi: 1 interest to the audience. Some papers may be excluded to better focus Aug06 | the book; others may be added to provide comprehensiveness. When 2 on 3, 20 acphpaproteprrsia atere, opveeerr-vrieevwie wore di nptrroiodru ctoto rfyin acl haacpcteerpst anarcee aodrd reedj.e cDtiroanf,t sa nodf 42 3.35.mber manuscripts are prepared in camera-ready format. by 89.16e: Septe papers aAres ian crluulde,e do ninly t hoer ivgoinlualm reess.e Varecrhb aptiamp erresp aronddu cotriiognins aol fr epvreievwi­ d at ously published papers are not accepted. eD adn oo wnlcati Doubli ACS Books Department P In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. Preface A revolution is in the making in the world, where scientists are working very hard to discover viable biodegradable and natural renewable resource-based alternatives to the fossil-fuel-based, non- degradable polymers and materials. This movement is driven by the 1 0 cs.org 39.pr0 gagroewnciinegs igne nmeoraslt caowuanrternieess st haamt coonngv ethneti ocnoanl spulmasetrisc parnodd ugcotsv,e arnltmhoeungtahl a9 ugust 9, 2012 | http://pubs.6 | doi: 10.1021/bk-2006-0 uTpahmnsrahoeoivimfrbseue l al iec,slt mr h ealfaTsiaurfn terhete t h,eh2d d ae0w otar m ia yapnteoereugxeadrb a r telassrsrie pscunamse p goorepaocpunlti etieadtcethdtrorseo ayu,db ct sts yhh wiet eadw timithats ehmes ir o cu tamamnhsglyseoeseuss- rttesbehteto a imanno siotengsbhn,da v me- biaidolrunpee usdlge ats inr snbtaevht deyitiec hare dosbesro no lienvlmrio neeepne drarongsubo ftsa,ro dt tunuruhmyndtce a , ti srrtlsb.i,iet nteratweecela aihrazmuiinnecssgddeh. A0 3.35.42 on mber 23, 20 otwhfi ett hh getr holeiwmiri intpeglda dsatinisccd o lrinatttpeeinrd tpl yro odfb elwpemloertsli,dn iwgt irddaiewd p nmloaats ttteiacrkisea- lc losoonnusgru cbmee.if noCgroe cm ombmoinmset udmn wiatjiioethsr 9.16epte plastics manufacturers had launched research programs aimed at 8S ed by Date: mdeovsetlloy painimg ebdi oadt emgraakdianbgl eh ypdorloylmysearbsl.e A plothlyomugehrs ,t hseu cihn iatsia lp oelfyfeosrttes rsw aenrde Downloadblication pshoilfyt ahmaisd ebse,e bni otodwegarradd tahbel eu svei ao tfh ree nuseew aobf lael irpehsaotuicrc me oranwom mearste, rtihael sr,e scuecnht u P as starches and proteins. The 22 main chapters in this symposium series book describe various aspects of current research and development related to design, synthesis, properties, processing, applications, degradation, and biodégradation of a variety of novel polymers and materials. This book was developed from the more than 65 papers presented at the spring meeting of the American Chemical Society (ACS) that was held in San xi In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. Diego, California in March 2005. The tremendous success of the symposium and the lively discussions that followed every presentation attested to the growing interest in this area. A need for a book such as this was quite apparent at the conclusion of the symposium. Because we were restricted by the size of the book by our publisher, the ACS Books Department, we had to make a careful and judicious selection of symposium presentations that were to be included in this book and that could benefit the R&D community. We sincerely regret that we were unable to include all of the symposium presentations in this book. In the end, we selected chapters that highlight the key areas of activities in this fascinating field. The contributing authors, from all around the world, 1 are recognized leaders in their respective fields. 0 cs.org 39.pr0 workersT, hrees eaaurtchhoerrss ,a nscdie tnhteis tesd iatonrds eonfg tihniese rbso owko rsiknincegr eilny t hhoisp ean thda rte tlhatee d a9 2012 | http://pubs.0.1021/bk-2006-0 pbfiuioerdlsdeugsirt a wodifal lb nfleoin vpdeol l,yt hmeinsev ribrsoo aonnmkd e vmnetraaytlle yrui asbelsefu.n ilg nan, da sh ewlpeflul la isn dtehgeriard awbolrek a anndd ugust 9, 6 | doi: 1 Kishan C. Khemani Carmen Scholz n A200 Chief Science Officer Associate Professor 35.42 ober 23, P47o5ly1m AermRaersoosuar cSet.rceoemt DUenpivaerrtmsiteyn to fo Af Clahbaemmiast ry 3.m 9.16epte Santa Barbara, CA 93110 in Huntsville 8S John Wright Drive, MSB 333 ed by Date: Huntsville, AL 35899 oadon wnlcati Dobli u P xii In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. Overview People in developed countries have enjoyed a modern, highly industrialized society since the middle of the last century. Many convenient and industrial products are available at low costs. These products (such as synthetic polymers including plastics, fibers, rubber, and other chemicals) are derived mainly from a petroleum source. In such a society, everything is governed by the economic factors for maintaining a convenient daily life. As a result, however, a serious problem arose: an environmental problem of the Earth! This is more or less related with natural resources, energy (including global warming), foods, and population problems, which we now face. 1 0 In the area of polymers, the best possible ways to solve the above acs.org 939.pr0 Aprso ba lesimm pisle d eexfainmitpelley, tnhoen -udseeg roafd dabegler adwaabsltee pploalsytmicesr bs raonudg hrte laabteodu t ma asteerriioaulss. 2012 | http://pubs.0.1021/bk-2006-0 cdrpeoauanmrlssiuazugeimn egpa ttisgootr unedt ehioneef s sceuirnnusvt datiehirn oiaspn bemdlterieor nelsetco,u tcimowien th ayian.cn dhRd oeiactshr eeena rt d lywfeos,h simgsitinela i nnrpyegso opallunourdlctyi eompsnr ee.wr p Riaslrlce iidnehugnec tlipivsn atgsur iso athutroees ugust 9, 6 | doi: 1 dgperoagldyraumdaeallrbysl, e riedppeolalaylclmye erdspe.e rtirvAoelsde u smhfr-oobwmasn e dri enn eptwhoialsyb mlebe orosr.ek s,o Audr ecgetrsya pdiaacbraelle eecxxopamemcmpteloedd ittiyos A0 3.35.42 on mber 23, 20 pavuoatrloiyom(ulaosc btwiilcea sya.s c.i NdD)a,et guwrraahdli acbhpl oeils y fmainceetru sap lolwlyyi lmul seefrdisn dwi ni lnlt hecewo nptparicrbakucattgeici natgol abinpedpttuleisrct raymti oaantnesdr i aiilnns 9.16epte for biomedical and drug-delivery applications. ed by 8Date: S contrFiibnuatliloyn, s It oh tihgihsl ys yamppporesciuiamte anthde foor rgthaen izpeurbs licfoatri onth eoifr thvee rpyr etsiemnetelyd oadon papers. This book suggests to the readers an important direction of future wnlcati research into polymeric materials. Polymer scientists should always take into Doubli account the environmental problems, which are one of the most important P and serious problems confronting the 21st century. Shiro Kobayashi Distinguished Professor R&D Center for Biobased Materials Kyoto Institute of Technology Matsugasaki, Sakyo-ku Kyoto 6068585 Japan xiii In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006. Chapter 1 Introduction Carmen Scholz1 and Kishan Khemani2 1Department of Chemistry, University of Alabama in Huntsville, 301 Sparkman Drive, Huntsville, AL 35899 2Plantic Technologies Ltd., Unit 2, Angliss Park Estate, 227-231 Fitzgerald 1 Road, Laverton North, Victoria 3026, Australia 0 cs.org 39.ch0 a9 2012 | http://pubs.0.1021/bk-2006-0 Introduction ugust 9, 6 | doi: 1 This book describes some recent developments in natural and synthetic A0 degradable and biodegradable polymers and materials, including their synthesis 2 on 3, 20 and assembly, characterization and degradation studies, as well as the design and 42 3.35.mber esuxsptlaoinraatbiolen aoppf liscuactiho nms attoe rcioalnsv efnotrio nsaple cpiofliycm aenrds aanldte mrnaatteivriea lse.c Toh-fer itewnednlyty afnivde 89.16Septe chapters in this book have been written by world's leading researchers in their by e: respective areas. Here, these chapters have been organized in the order such that ed Dat they describe advances in natural polymers, natural and synthetic polymers, oadon polymer synthesis, characterization and finally degradation mechanisms. wnlcati Doubli Several chapters of this book are dedicated to natural polymers, which are P inherently biodegradable due to their natural origin. Chemical modifications of natural polymers lead to enhanced properties, typically tailored to specific applications and it is often possible to sustain biodegradability despite chemical conversions of the natural polymers. Since ester bonds readily undergo hydrolysis, various polyesters are considered (bio)degradable and are the focus of many studies that aim at the synthesis of novel, environmentally benign materials, from biomedical materials to lubricants and packaging. In many cases the judicious placement of selected co-monomers within the polyester backbone guarantees a controlled, time-dependent degradability. While it is easy to claim 2 © 2006 American Chemical Society In Degradable Polymers and Materials; Khemani, K., et al.; ACS Symposium Series; American Chemical Society: Washington, DC, 2006.

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Most books are stored in the elastic cloud where traffic is expensive. For this reason, we have a limit on daily download.