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

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•  ImprovedhydrolyAcstability•  Increasedtoughnessandflexibility

•  ImprovedopAcalclarity

•  Increasedsolventresistance

AgendaOlefinmetathesisofnaturaloilsSpecialtypolyamidestodayNewdevelopmentsSummary

Leverage

complementarycapabiliJes

CreaJngdifferenJated

growthopportuniJes

Reducedevelopmentinvestmentandrisk

Progressingmutual

sustainabilitygoals

CollaboraJvebusinessmodel

18

Summary:Elevanceoffersanovelbuildingblockforspecialtypolyamide10monomers

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•  NewbuildingblocksproducedfromnaturaloilsofferavaluableopAontopetrochemicalroutes

•  Monomersforpolyamide10canbederivedfromElevancebuildingblocks

•  PA10isaspecialtypolymerthatmayserveasanalternaAvetoPA11and/orPA12

•  ElevanceisacAvelyseekingcollaboraAonswithpolyamideproducerstointroducePA10totheworld

Acknowledgments

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•  Dr.PaulBerAn•  RustyPiWman

Thankyou

Dr.FrederykNgantungDirector,BusinessDevelopment+1-630-633-6722+1-415-272-9452Frederyk.Ngantung@elevance.com

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