Regioselective Bromination at Methylol Groups in Wool Keratin and Cotton Cellulose.pdf

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1、TextileResearchJournalhttp://trj.sagepub.com/RegioselectiveBrominationatMethylolGroupsinWoolKeratinandCottonCelluloseIrvingI.ZidermanTextileResearchJournal198151:777DOI:10.1177/004051758105101206Theonlineversionofthisarticlecanbefoundat:http://trj.sagepub.com/content/51/12/777Publishedby:http:

2、//www.sagepublications.comAdditionalservicesandinformationforTextileResearchJournalcanbefoundat:EmailAlerts:http://trj.sagepub.com/cgi/alertsSubscriptions:http://trj.sagepub.com/subscriptionsReprints:http://www.sagepub.com/journalsReprints.navPermissions:http://www.sagepub.com/journalsPermissi

3、ons.navCitations:http://trj.sagepub.com/content/51/12/777.refs.html>>VersionofRecord-Dec1,1981WhatisThis?Downloadedfromtrj.sagepub.comatDonghuaUniversityonDecember3,2011777RegioselectiveBrominationatMethylolGroupsinWoolKeratinandCottonCellulose1IRVINGI.ZIDERMANIsraelFiberInstitute,91080Jerusal

4、em,IsraelABSTRACTUsefulpropertiesareimpartedtotextilefabricsbyregioselectivederivatizationwithoutsignificantlyimpairingtheirquality.Wovencottonandwoolfabricsandawoolenknitwerebrominatedattheprimaryhydroxyl(C-6andL-serineresidue,respectively)withHanessian’sN-bromosuccinimide/triphenylphosphiner

5、eagent,givingadegreeofsubstitutionof5%and94%,respectively,forcottonandwool.Additionofsodiumbromidetothereactionmixturedidnotenhancethebrominecontentoftheproduct.Thebrominatedtextileswereofexcellentqualityandstability,andnoodorwasdetected.72%ofthebromineincorporatedintothewoolwasstabletofivedry

6、cleaningcycles.Tenaqueouslaunderingsremovedallthebrominefromthewool.Thebrominatedfabricsexhibitedadiminishedflammability.Thebrominatedwoolwasmoth-resistant.’.Introductionhydroxylconcentrationof1.47mol/kg[5]inwoolkeratinincludesbothL-threonineandL-serinemoi-~

7、alfiberseties,thelattercomprising60%[12,21ofthetotal:.thefunctionalcanbeimprovedbychemicallyalteringthustheL-serineresiduescontainamethylolconcen-groups.pendanttothemainpolymerchain.Usually,trationof0.9mol!kg.I-Ianessianetal.[7]describe