Upload
others
View
0
Download
0
Embed Size (px)
Citation preview
HighPerformanceBiobasedPolyamidesDesignedfromRenewableFeedstockMay2017
Dr.FrederykNgantungDirector,BusinessDevelopment
Copyright2017,ElevanceRenewableSciences,Inc.AllrightsreservedinthispresentaAonasawholeandtheindividualslidesandcontentthereon.
AgendaOlefinmetathesisofnaturaloils
SpecialtypolyamidestodayNewdevelopmentsSummary
2
Novelrenewablebuildingblocks
3
Plantoilmetathesisenablesnewbuildingblocksneverbeforeaccessibleatscale
UnsaturatedC10MethylEster
UnsaturatedC12MethylEster
C18DiesterandDiacid
ElevanceProprietaryOlefinMetathesisProcess
PlantOilFeedstock
BiorefineryGresik,Indonesia
Capacity:180,000MT
Elevanceisthefirstcompanytocommercializeplantoilmetathesisatscale.
Modifiedoil
Oil
C10andC12unsaturatedmethylesters
4
Uniquemid-chainunsaturatedestersunlocknewperformancepossibiliJes
DifuncJonal(ester&olefin) Highpurity BiobasedUniqueinternal&alphaolefins
DerivaAzewithknownesterchemistry
DerivaAzewithknownolefinchemistry
UnsaturaAonofmid-chainestersoffernewproperAes&reacAvity:beWersolvency,low-tempoperability(pourpoint),higherCMC,beWerstability,etc.
AgendaOlefinmetathesisofnaturaloilsSpecialtypolyamidestoday
NewdevelopmentsSummary
PA11andPA12areselectedwhenreliabilityoverJmeisneeded
6
AutomoJvefuellines
Oilandgaspipelines
Source:DuPont
SporJnggoods
PA12reliesonbutadiene
• ThePA12monomer,laurolactam,isderivedfrombutadiene• Consequently,availabilityandpricingofbutadienedirectlyimpactPA12• Infact,inthepast12months,thepriceofbutadienehasincreasedby200-300%
Source:ICIS
200%increase300%increase
VolaAlityinthepriceofbutadieneimpactsthevolaAlityinthepriceofPA12
7
PA11reliesoncastoroil
• ThemonomerofPA11(11-Aminoundecanoicacid)isderivedfromcastoroil• India,ChinaandBrazilproduced93%oftheworld’ssupplyofcastoroil
• TotalcastorproducAonvariesannuallyduetofluctuaAonsinrainfall• InFY15,domesAcspeculaAoninthecastorseedsdrovethecastoroil
pricesagainstthefundamentals
Source:LipidInsights.2016;9:1–12,HDFCSecuriAes
8
CastorOil
Steamcrack 1)Hydrobrominate
2)AminatePA11
TobesuccessfulinPA11space,onehastosecurecastoroilfeedstockglobally&stably
11-Aminoundecanoicacid(PA11monomer)
Polymerize
DoweneedanotherPAbeyondPA11andPA12?
9
• HighdemandforpolyamideintheautomoAveindustryimpactsthegrowthofthepolyamidemarket
• Backin2012,therewasadisrupAoninPA12supplyduetoanexplosioninMarl,Germany
• Recoveryinoilandgaspricealongwithgrowthinsolarcellswillincreasedemandformoisture-resistantpolyamide
Highdemandfromkeymarkets+PastsupplydisrupAon=NeedforalternaAve/addiAonalsupplyofspecialtyPA
AgendaOlefinmetathesisofnaturaloilsSpecialtypolyamidestodayNewdevelopments
Summary
PA10representsahigh-performancealternaJvetoPA11andPA12butPA10isnotcommercialtoday
11
n=10
CarriereFJ,SekiguchiH.ThermalproperAesofaminoacidtypepolyamides.Chem.zves=1976,30,281.Chainlengthofpolyamide
Mel=n
gtemperature
• LowmelAngpoint(Tm)providesimprovedprocessabilityandflexibility• PA10hassimilarmelAngpointasPA11andPA12• However,theabsenceofPA10monomeratcommercialscaletodayhas
precludeditsavailabilityasanalternaAvetoPA11andPA12
ComparaJvedataofPA10,PA11,andPA12
12
Source:MakromolekulareChemie,44-6;64-70,1961
43
46
37
0 10 20 30 40 50
PA10
PA11
PA12
GlasstransiJontemperatureTg(oC)
1.051
1.038
1.029
1 1.01 1.02 1.03 1.04 1.05 1.06
PA10
PA11
PA12
Densityρ(g/cm3)
Polyamide10hasverysimilarphysicalpropertyasPA11andPA12
ElevanceenablesnewsupplyofPA10monomer
13
Precursor Aminodecanoicacid
Notcommercialtodaypolymerize Polyamide
10
• Polyamide10(homopolymer)isnotcommercialtodaybecausethereisnocommercialroutetoproduceitsmonomer,aminodecanoicacid
• ElevanceistheonlycompanyintheworldthatcanproduceunsaturatedC10MEbuildingblockwhichcanbefurtherderivaAzedintoPA10monomers
• TheunitoperaAonsrequiredtoconvertunsaturatedC10MEbuildingblockintoPA10isindustriallypracAced
HydrobrominaAonandaminaAon
Hydrolysis/SaponificaAon
R=CH3UnsaturatedC10ME
Naturaloilbased
PA10marketisenabledbyElevance’snaturaloilmetathesisbuildingblocks
Commerciallyavailable Notcommercialtoday
Ourbuildingblockis:
14
An alternative to castor and butadiene
Enabling new, high-performance polyamide
Biobased
Cost competitive $
C18diacidasapolyamidebuildingblock
15
C18diacidis~106-foldlesssolubleinwaterthanC6diacidC18diacidis>1000-foldlesssolubleinwaterthanC12diacid
Adaptedfrom“DicarboxylicAcids,”Kirk-OthmerEncyclopediaofChemicalTechnology2010,1-18.
ValueproposiJonofaC18diacidforpolyamides
16
• ImprovedhydrolyAcstability• Increasedtoughnessandflexibility
• ImprovedopAcalclarity
• Increasedsolventresistance
AgendaOlefinmetathesisofnaturaloilsSpecialtypolyamidestodayNewdevelopmentsSummary
Leverage
complementarycapabiliJes
CreaJngdifferenJated
growthopportuniJes
Reducedevelopmentinvestmentandrisk
Progressingmutual
sustainabilitygoals
CollaboraJvebusinessmodel
18
Summary:Elevanceoffersanovelbuildingblockforspecialtypolyamide10monomers
19
• NewbuildingblocksproducedfromnaturaloilsofferavaluableopAontopetrochemicalroutes
• Monomersforpolyamide10canbederivedfromElevancebuildingblocks
• PA10isaspecialtypolymerthatmayserveasanalternaAvetoPA11and/orPA12
• ElevanceisacAvelyseekingcollaboraAonswithpolyamideproducerstointroducePA10totheworld
Acknowledgments
20
• Dr.PaulBerAn• RustyPiWman
Thankyou
Dr.FrederykNgantungDirector,BusinessDevelopment+1-630-633-6722+1-415-272-9452Frederyk.Ngantung@elevance.com
®