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Biobased Technologies as the Forefront for the Value Addition to the Palm Oil Industry A NIDUS PORTFOLIO COMPANY Corporate 1005 N Warson Road, Suite 401 St. Louis, MO 63132 Laboratory 505 S Rosa Road, Suite 112 Madison, WI 53719 BIOMALAYSIA 2015 Kuala Lampur August 17 - 19, 2015

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Biobased Technologies as the Forefront for the Value Addition to the Palm Oil Industry

A NIDUS PORTFOLIO COMPANY

Corporate 1005 N Warson Road, Suite 401 St. Louis, MO 63132

Laboratory 505 S Rosa Road, Suite 112 Madison, WI 53719

BIOMALAYSIA 2015 Kuala Lampur

August 17 - 19, 2015

Biological material derived from living, or recently living organisms.

• Wood • Lignocellulose

• Non-Wood • Oil, Sugar, Starch

• Animal • Fats, Proteins

2

What is Biomass?

22M

http://www.indexmundi.com/agriculture/?commodity=palm-oil&

Bagasse 189 (Top 10 Markets)

Pulp 95 (Top 4 Markets)

POEFBs 22 (SE Asian Markets)

Mass in dry MMT/yr

BZ 53M

CN 15M

IN 25M

VN 32M TH 14M

MX 14M

AU 14M

CO 9M

PK 4M

US 9M

http://www.nationmaster.com/country-info/stats/Energy/Bagasse/Production

http://www.forestindustries.se/documentation/statistics_ppt_files/international/global_pulp_production_by_region

NA 46M

CA 16M

AS 15M EU 18M

3

Primary Industry By-Product Plentiful and Geographically Dispersed

Aggregated Biomass

• 5.0M hectares cultivated – 19.6 M tonnes crude palm oil/year

• 1,000 kg Fresh Fruit Bunch Yield – 234 kg Empty Fruit Bunch – 225 kg Crude Palm Oil – 180 kg Fibre – 180 kg Sludge – 73 kg Wet Shell – 67 kg Kernals

• 20M tonnes Empty Fruit Bunches/year available for conversion • Does not include fronds, trunks, or other biomass types

http://bepi.mpob.gov.my/index.php/statistics/production/125-production-2014/659-production-of-crude-oil-palm-2014.html4

Malaysia Oil Palm Biomass

http://lipidlibrary.aocs.org/processing/palmoil/index.htm

http://www.mpob.gov.my/en/palm-info/environment/520-achievements

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Lignocellulosic Biomass

Cellulose

“Native” Lignin

Hemicellulose

BHMF

Glucose

HMF

Furfural

Biomass to Chemicals Opportunities

Value Addition

Dissolving Pulp Paper Pulp

DMF

Ethanol (by others)

Ethanol (by others)

Xylose

Levulinic Acid GVL

FDCA BHMTHF

Forest Products Lab Collaboration

University of Tennessee Collaboration

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Economic Opportunity - Malaysia

http://www.renewablematter.eu/art/44/The_War_for_Biomass

http://bepi.mpob.gov.my/index.php/statistics/production/125-production-2014/659-production-of-crude-oil-palm-2014.html

0

5,000,000

10,000,000

15,000,000

20,000,000

25,000,000

2007 2008 2009 2010 2011 2012 2013 2014

Palm Oil Production (tonnes)

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Product Price (USD/mt) HMF Derivatives 7,000 Furfural 1,400 Pulp (Dissolving) 800 Lignin (Product) 600+ Palm Oil 500 Pulp (Paper) 450 Glucose 320 Lignin (Fuel) 100

Diversification Opportunity

0

200

400

600

800

1000

1200

1400

Jul-

10

Dec

-10

Ma

y-1

1

Oct

-11

Mar

-12

Au

g-1

2

Jan

-13

Jun

-13

No

v-1

3

Ap

r-14

Sep

-14

Feb

-15

Jul-

15

Palm Oil Price (USD)

Producing a variety of high value chemicals and materials

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Palm Oil Revenues ~USD 2,000/Hectare/Year Biomass Conversion Revenues ~USD 750/Hectare/Year (lignin as fuel)

~USD 1,000/Hectare/Year (lignin as product)

Additive Revenues – EFB’s only

Product Line Extension Strategy

Capturing and retaining more value in Malaysia

• Biomass Conversion Premise – USD 190 - 260 Revenue/mt (moist) EFB

• GDP Contribution from 50% EFB Conversion – USD 3.8B - 5.2B

• Question? – How to transform abundant EFBs (and other biomass)

into a resource to make higher value products?

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Biomass Use to Increase Malaysia’s GDP

• Aqueous Enzymatic Hydrolysis – Enzymes used to catalyze biomass deconstruction

• Aqueous Acid Hydrolysis – Protic acid used to catalyze biomass deconstruction

• Aqueous Supercritical Hydrolysis – Supercritical water (374 Deg C and 221 bar) used to catalyze biomass deconstruction

• Pyrolysis – Thermochemical decomposition of biomass at high temperatures absent oxygen

• Gasification – Biomass conversion into carbon monoxide, hydrogen, and carbon dioxide

• Hydrothermal Liquifaction – Biomass conversion into bio-oil or biocrude under moderate temperature and high

pressure

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Biomass Conversion Alternatives

• Organic Liquid Phase Catalysis – Same hydrolysis chemistry, novel solvent

• Gamma Valerolactone (GVL)

• Peer reviewed technology – Published in Science and Green Chemistry journals

• Renewable and Environmentally Friendly – Made from biomass – Food additive in low concentrations

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GlucanBio Biomass Conversion

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• Gamma-Valerolactone (GVL)

– Increased reactivity of mineral acids:

• Hydrolysis reaction rates (100 X vs. water)

• Dehydration reaction rates (30 X vs. water)

• Low severity hydrolysis (time, temperature and acid concentration)

– Biomass flexibility - Works with a variety of lignocellulosic biomass types

• Can use “wet” biomass or mixes of biomass

– Solubilizes lignin/humins for subsequent recovery

• Minimizes formation of solids inside the reactor

– High concentrations of furfural and C6 sugars can be achieved

– Biomass fractionation – Separate C5 , C6 sugars, and lignin streams

• Sugars are suitable for fermentation or production of furans

– Stable under reaction conditions

GVL Solvent Advantages

Summary of C5 extraction from Various Malaysian Samples using Triversa ProcessTM

0

10

20

30

40

50

60

70

80

90

100

Yie

ld (

%)

C5 sugars Furfural

Biomass Analysis – C5 Extraction

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EFB, 2nd Layer Bark, Coconut Shell, Mesocarp Fibers and PK Shells are competitive with traditional sources of furfural (corn cobs, oat hulls, bagasse)

The cellulosic fraction (C6 sugars) can be converted into glucose in minutes

0

10

20

30

40

50

60

70

80

90

100

7 17 27 37 47 57

Yie

ld (

%)

Time (min)

Levulinic acid

HMF

Glucose

270-300 kg of glucose can be produced from MT of dry EFB

EFB pulp

Cellulose to Glucose – Minutes vs. Days

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Biomass Analysis

Sago Pith Hexosan (C6) = 55.8% (Starch = 33%) Pentosan (C5)= 9.7%

Sago Bark Hexosan (C6) = 38.7% Pentosan (C5)= 16.7%

Nipah Leaves Hexosan (C6) = 25.2% Pentosan (C5)= 15.0%

Wood Chips Hexosan (C6) = 37.8% Pentosan (C5)=12.1%

Sago 2nd Layer Bark Hexosan (C6) = 39.6% Pentosan (C5)= 22.9%

Empty Fruit Bunches Hexosan (C6) = 34.2% Pentosan (C5)= 22.5%

Coconut Shell Hexosan (C6) = 25.3% Pentosan (C5)= 25.0%

Coconut Husk Hexosan (C6) =19.9% Pentosan (C5)= 14.2%

Pentosan (C5) -> Xylan (major) + (Mannan+Galactan) (minor) + Arabinan

Structural Carbohydrate Analysis of Malaysian Biomass

Mesocarp Fibers Hexosan (C6) = 30.3% Pentosan (C5)= 26.6%

Palm Kernel Shells Hexosan (C6) = 21.9% Pentosan (C5)= 25.9%

Oil Palm Stalks Hexosan (C6) = 36.0% Pentosan (C5)= 25.7%

Oil Palm Rachis Hexosan (C6) = 28.3% Pentosan (C5)= 21.7%

Decanted Cake Hexosan (C6) = 16.9% Pentosan (C5)= 11.9%

Pruned Leaves Hexosan (C6) = 17.5% Pentosan (C5)= 15.1%

Structural Carbohydrate Analysis of Malaysian Biomass

Pentosan (C5) -> Xylan (major) + (Mannan+Galactan) (minor) + Arabinan

Biomass Analysis

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GlucanBio’s

Triversa ProcessTM Hat Trick

Simultaneous Deconstruction and Refinement

$

Three Product Co-Production

= Cost Disruption

High Biomass Loading

No Enzymes or Microbes

Proprietary Technology

>95% C5

> 90% C6

> 95% L

Product Purity Furfural >98%

Cellulose >96% Lignin >98%

Pure Diverse High

Yielding Revenue Hat Trick

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GlucanBio Techno-Economics

• 50,000+ (dry) mt/yr size-scale • Reasonable biomass logistics • Complements oil palm mill by-product production

• Partnering Model • GlucanBio provides technology • Biomass owner provides capital • Biomass owner and GlucanBio partner to make money

• Modest Capital • ~USD 45M

• Products and Expandable Platform • Furfural, glucose, lignin for fuel • Future glucose and lignin upgrades to specialty products

• Attractive IIR • ~+20% with lignin as fuel • 30%+ with lignin as product

Team of Experienced Problem Solvers

Larry Clarke

CEO Jeff Fornero, Ph.D

VP Engineering

David Alonso, Ph.D

Director R&D

Sikander Hakim, Ph.D

Engineer R&D

James Dumesic,

Ph.D Founder,

Brent Shanks, Ph.D

Founder, Director,

CBiRC,

Duke Leahey, Ph.D

IP & Licensing

• 170 years of commercialization experience • 630 scientific publications with 29,000 citations • Early stage engineering scale-up and IP management experience

Advisory Board

Vicki Gonzalez

Managing Partner

Nidus Partners

Terry Sutter

Aurora Capital

Victoria Holt

CEO, Proto Labs

Peter Keeling

Founder

A NIDUS PORTFOLIO COMPANY

Larry Clarke [email protected]

314-258-0192

For more information:

Private Investment

Winner - Sofinnova Partners Renewable Chemistry Start-up Award