Epoxy-Chemistry-Introduction---Copy

EpoxyChemistryIntroductionAdvancedMaterialsWhyepoxyadhesive?
AdvancedMaterialsUsuallyhighstrengthadhesivesBondwelltometals,ceramics,compositesGoodenvironmentalresistanceDisplayversatilecuringbehaviourNovolatilesevolvedduringcureCanbeformulatedtoprovidehighTgAdvancedMaterialsEPOXY–FUNCTIONALGROUPoROxiraneRing(orEpoxy/Epoxidering)EpoxyResinshaveoneormoreoxirane(orepoxide)groupsAdvancedMaterialsEPOXYRESINSBISPHENOLSEPOXYBISPHENOLFEPOXYCHHOCH2OOCH2OBISPHENOLAEPOXYCOCh2OOCH2OCH3CH3CYCLOALIPHATICEPOXYAdvancedMaterialsBISPHENOLATYPEEPOXYAdhesionHeatresistance/rigidityAdhesionAdhesionDGEBA:DiglycidylofBisphenolA环氧氯丙烷环氧氯丙烷环氧氯丙烷环氧氯丙烷/表氯醇表氯醇表氯醇表氯醇AdvancedMaterialsPHENOLICEPOXYBetterheatresistanceandhighercrosslinkingdensitythanbisphenol(A/F/E)typeepoxyAdvancedMaterialsCYCLOALIPHATICEPOXYAdvantage:LowshrinkageGoodweatherabilityGooddielectricpropertiesLowviscosityApplications:EncapsulantsGooddielectricpropertiesLowviscosityAdvancedMaterialsSILOXANEEPOXYAdvantage:MoistureresistanceFlexibilityGooddielectricpropertiesUseassoftsegmenttogetherwithDGEBA,whichcanbeconsideredashardsegmentAdvancedMaterialsDICNewEpoxyStructuresAdvancedMaterialsInadditiontoepoxyresin,whatmayanepoxyadhesiveformulationcontain?
AdvancedMaterialsoHardeneroFilleroDiluentoPlasticiseroFlexibiliseroTougheneroAdditives-Catalystoraccelerator-Surfactant-Couplingagent-Adhesionpromoter-Flameretardant-Foamingagent-Colorant-RheologymodifierAdvancedMaterialsEpoxyResinTypes:ChemicalStructurePurposeLimitationsHuntsmanexamplenameBisphenolAMostcommonepoxyresintype,lowcost,easyhandlingKnowntocrystalliseLimitedTgpotentialAralditeGY260AdvancedbisphenolASemi-solidtohardsoliddependingon‘n’IncreasesviscosityandflexibilityLimitedTgpotentialAralditeGT6071BisphenolFReducesviscosity,oftenusedwithbisphenolAtopreventcrystallisationKnowntocrystalliseLimitedTgpotentialAralditeGY282Epoxyphenolnovolacresin.Liquidtosoliddependingon‘n’RaisesTgandchemicalresistanceIncreasingTgattheexpenseofductilityAralditeEPN1180AdvancedMaterialsEpoxyResinTypes:ChemicalStructurePurposeLimitationsHuntsmanexamplenameGlycidylamineresin.RaisesTgsignificantlywithoutviscositypenaltyIncreasesTgattheexpenseofductilityReducesstoragelifeIncreasescostAralditeMY721Glycidylamine-glycidyletherresin.RaisesTgsignificantlyReducesviscosityIncreasesTgattheexpenseofductilityReducesstoragelifeIncreasescostAralditeMY0510Trifunctionalglycidyletherresin.RaisesTgsignificantlyGoodstoragestabilityIncreasesTgattheexpenseofductilityIncreasescostIncreasesviscosityTactix742CycloaliphaticresinRaisesTgGoodstoragestabilityReducesviscosityIncreasesTgattheexpenseofductilityIncreasescostPoorreactivitywithaminocureatives,goodwithacidcure.AralditeCY179AdvancedMaterialsDiluents(Lowviscosityepoxyfunctionalmaterials):ChemicalstructurePurposeLimitationsChemicalidentReadilyreducesviscosityReducesTgandincreasesreactivity1,4-butanedioldiglycidyletherReducesviscositywithminimumimpactonTgViscosityreductionlimitedTrimethylolpropaneglycidyletherReducesviscositywithnoimpactonTgHighlydermatiticmaterial,notusedformanyyearsResorcinoldiglycidyletherReadilyreducesviscosityLowcostReducesTgstronglyReducescross-linkdensitysodiminishingmechanicalpropertiesTertiarybutylphenolglycidyletherAdvancedMaterialsEPOXYCURINGMECHANISMADDITIONPOLYMERIZATION:Curingagentsshouldbeaddedstoichiometricallysoastogetepoxyreactedcompletely
Amines:primaryamine;secondaryamine
Phenols
Anhydrides
MercaptoAdvancedMaterialsEPOXYCURINGMECHANISM(cont)CATALYZEDPOLYMERIZATION:1)Anionic2)CationicCATIONICEPOXYCURE:RingopeningbyastrongprotonicacidANIONICEPOXYCURE:RingopeningbyelectrondonorAdvancedMaterialsEpoxyEquivalentWeight(环氧当量)EEW=Mw:MolecularWeightofResinNumberofEpoxyGroupin1moleResinEEWvaluedenotesweightofresin(g)thatincludes1moleoffunctionalreactivegroupUnit:g/eqCOCh2OOCH2OCH3CH3Mw=340g/mol;EEW=340/2=170g/eqEXAMPLE:!What’sthetheoreticalquantityfor1,3-Benzenedimethanaminetocure200gepoxy(EEW=100g/eq)?Mw=136g/molNofepoxygroups=200/100=2molNfor1,3-Benzenedimethanamineneeded=2/4=0.5molW=136x0.5=68gAdvancedMaterialsEpoxyCuringAgentHot!AdvancedMaterialsHardenersTypes:ChemicalstructurePurposeLimitationsChemicalidentGoodreactivityatRT,lowviscosity,moderateTgLimitedTgpotentialandductility,limitedpotlifeTriethylenetetramine(TETA)GoodreactivityatRT,moderateTgLimitedTgpotential,crystallinesolid1,6-hexamethylenediamineHighTgpotentialRequirespostcuretoattainhighTg1,2-diaminocyclohexane(DAC)HighTgpotentialRequirespostcuretoattainhighTg4,4/-diaminocyclohexylmethane(PACM)HighTgpotentialSolidpowder,dispersiblefor1-componentproductsRequirespostcuretoattainhighTg4,4/-diaminodiphenylsulphone(DDS)AdvancedMaterialsHardenersTypes:ModerateTgpotential,solidpowder,canbeblendedtoliquifyRequiresheatcurePhenylimidazoleModerateTgpotential,solidpowder,dispersiblefor1componentproducts.LowtoxRequiresheatcure,150CunlessacceleratoraddedDicyandiamideHighTgpotentialliquid.Forlongpotlife2componentproductsRequirescatalystandpostcuretoachievehighTgHexahydrophthalicanhydrideModerateTgpotential,solidfor1compone