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Public
Dr. Olivier Larlus
Clariant BU Catalysts
Petrochemicals
15.11.2016
New Technologies for cost-efficient Paraxylene Production
OLIVIER LARLUSERNST KÖHLERMATTHIAS WYZYCKI
13th Global Petrochemicals Summit
November 14-16, 2016
Lisbon (Portugal)
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Overview
2
– Clariant and its Petrochemical Catalysts at a Glance
– PX Market Fundamentals
– Zeolites - Indispensable Tool for Aromatics Production
– Clariant - Full-Scope Partner for Aromatics Production
� Adsorptive PX Separation
� Xylene Isomerization
� TDP & Transalkylation
� Aromatics Purification
− The Clariant advantage
Public, New Technologies for cost-efficient Paraxylene Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Clariant focuses on creating value through innovation and sustainability
Public, New Technologies for cost-efficient Paraxylene Production3
Clariant in Numbers
Sales 2015 (CHF m)from continuing operations
5,807
EBITDA 2015 (CHF m) before exceptionals
853
Net result 2015 (CHF m)from continuing operations
227
14.7%EBITDA margin 2015before exceptionals
Business Areas
4Employees 2015
17,213
formerSüd-Chemie
Care Chemicals
Catalyst
Plastics & Coatings
Natural Resources
Portfolio with leading Market PositionsFour Business Areas
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Clariant Focus Areas in Petrochemicals
Public, New Technologies for cost-efficient Paraxylene Production4
Benzene
Steam CrackerSteam Cracker
NaphthaReformingNaphtha
Reforming
Xylene Isomerization
AROMATICSCOMPLEXPX RecoveryZeoSorb ® PXTransalkylation/DisproportionationTransMax ®
Xylene IsomerizationISOXYL®
BTX PurificationTonsil ® Clays
Gas
CrudeOil
StyreneMonomer
Toluene
Xylenes
Benzene
PX
Residue
Ethylene
Cru
de D
istil
latio
n
BTXRecovery
BTXRecoveryAromatization
CPA
Clariant Zeolite Catalysts/Adsorbents Clariant Zeolite Catalysts/Adsorbents
HeavyNaphtha
EB
Cumene
FCC Offgas PurificationOleMax®
FCC Offgas PurificationOleMax®
Selective HydrogenationOleMax®
Monomer PurificationActiSorb ®
Selective HydrogenationOleMax®
Monomer PurificationActiSorb ®
LightNaphtha Propylene
DehydrogenationStyroMax ®
DehydrogenationStyroMax ®
TA PurificationH2Max®
TA PurificationH2Max®
PTA
C2= OxidationSynDox ®
C2= OxidationSynDox ®
EthyleneOxide
PolymerizationPolyMax ®
PolymerizationPolyMax ®
PolyethylenePolypropylene
Epoxidation (HPPO)OxyMax ®
PropyleneOxide
Propane Dehydro (PDH)Catofin ®
Propane Dehydro (PDH)Catofin ®
Methanol
C2=/C3=
OxidationOxidation
PyGas HDTOleMax®
PyGas HDTOleMax®
FCCUFCCU
C2= AlkylationEBUF®
C3= AlkylationPolyMax ®
TransMax ®
Methanol-to-PropyleneMTP®
Public
Dr. Olivier Larlus
Clariant BU Catalysts
Petrochemicals
15.11.2016
PX Market Fundamentals
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Public, New Technologies for cost-efficient Paraxylene Production6
PX MarketStrong Growth in Polyester-based Products
Scheme and numbers (w/o formulas and pictures) from ICISAromatics in Time of Volatility - Have Fundamentals Changed?May 8, 2015
Paraxylene
PTA
PET Melt Phase
MEG(Mono Ethylene Glycol)
PET Resin
Polyester Fibre
Polyester Film
28%
65%
7%
Market Share 2014
Growth Rate2014-2020
4.7%
4.4%
6.1%
5.1%
38,000 kta45-50 bn US$
(2014)
DMT
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
PX Market: The Future of Aromatics is bright
Long-termICIS: As a result of mobility, urbanization, environmental and innovation trends: - Benzene consumption: +55%- PX use for polyester: +100% (2014 to 2030. ICIS – Dec 3, 2015).
Short/mid-term“PX oversupply remains on paper and there may not be enough capacity in 2018 and beyond“ (HIS - Ashish Pujari – 37th APIC, May 18-20, 2016, Singapore )
Public, New Technologies for cost-efficient Paraxylene Production7
40
80
2014 2030
Global Paraxylene Market
Million tons
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Zeolites – Unique PropertiesAcidity & Shape Selectivity
Public, New Technologies for cost-efficient Paraxylene Production8
Product Shape SelectivityExample: Xylene Isomerization
Reactant Shape SelectivityExample: Catalytic Dewaxing
Transition State Shape SelectivityExample: Transalkylation
+
+
+
Al3+ Si4+
Na+( K+)
O2-
Al3+Si4+
H+
O2-
as synthesized
H-Zeolite
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Indispensable Tool for Aromatics Production
Clariant has 30 years Experience in Zeolite R&D and Manufacture
FAU MAZLTLFER LTA
MEL SODMTWMORMFI
AEL ERICHAAFI BEA
9 Public, New Technologies for cost-efficient Paraxylene Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Clariant CatalystsGlobal Zeolite Catalyst & Adsorbent Operations
Palo Alto
10
NeedhamLittle Ferry
Louisville
Sasolburg
Richards Bay
Baroda
Cochin
TokyoToyamaNovara
HeufeldMunich
Moosburg
Bitterfeld
ShanghaiNanjing
JinshanPanjing
Daegu
Sao PauloSuzano
Singapore
Qatar
Moscow
Severodonetsk
Includes JV operationsZeolite (Catalyst/Adsorbent) Site
Public, New Technologies for cost-efficient Paraxylene Production
Bitterfeld (Germany)
Louisville, KY (USA)
Richards Bay (RSA)
Vadodara (India)
Public
Dr. Olivier Larlus
Clariant BU Catalysts
Petrochemicals
15.11.2016
Clariant -A Full-Scope Partner forAromatics Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
TA/TDPTransMax®
XyleneIsomerization
ISOXYL®
C8+
A
Paraxylene
NaphthaPyrolysis Gasoline
Ortho-xylene
LE‘s
Ben
zene
Col
umn
Toluene
C11+
CatalyticReformer
Tol
uene
Col
umn
Hea
vy A
rom
atic
sC
olum
n
Ref
orm
ate
Spl
itter
Xyl
ene
Col
umn
OX
Col
umn
Deh
epta
nize
r
BenzeneC6/C7 Raffinate
ExtractionGT-BTX
Public, New Technologies for cost-efficient Paraxylene Production12
Clariant Products for Aromatics Production
Toluene Methyl.TM™
MeOH
HDTHDMax®
SHUOleMax®
ClayTonsil ®
PX RecoveryZeoSorb® PX
ClayTonsil ®
Cla
yT
onsi
l®
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Public, New Technologies for cost-efficient Paraxylene Production13
Paraxylene Adsorptive Separation
Xylene Isomerization (EB Dealkylation)
Xylene Isomerization (EB Isomerization)
Toluene Disproportionation
Heavy Aromatics Transalkylation
Toluene Methylation
Aromatics Purification (Clay Treatment)
ZeoSorb ® PX-200
ISOXYL® MPH
ISOXYL® EBI-610
TransMax ® 302
TransMax ® 501
TM® 101
Tonsil ® CO & APT
Clariant Products for Aromatics Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
TA/TDPTransMax®
XyleneIsomerization
ISOXYL®
C8+
A
Paraxylene
NaphthaPyrolysis Gasoline
Ortho-xylene
LE‘s
Ben
zene
Col
umn
Toluene
C11+
CatalyticReformer
Tol
uene
Col
umn
Hea
vy A
rom
atic
sC
olum
n
Ref
orm
ate
Spl
itter
Xyl
ene
Col
umn
OX
Col
umn
Deh
epta
nize
r
BenzeneC6/C7 Raffinate
ExtractionGT-BTX
14
Toluene Methyl.TM™
MeOH
Confidential, TransMax Catalysts for TDP/Transalkylation
HDTHDMax®
SHUOleMax®
ClayTonsil ®
PX RecoveryZeoSorb® PX
ClayTonsil ®
Cla
yT
onsi
l®
Clariant Products for Aromatics Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Paraxylene Adsorptive SeparationHow it works
Public, New Technologies for cost-efficient Paraxylene Production15
• Large pore zeolite (ø = 7.4 Å) with high adsorption capacity
• Preferential adsorption in the pores based on sterichindrance, orientation of isomers and electronic environment
• Commercial Conditions:
5.8 Å 6.8 Å 6.8 Å 5.8 Å
Process Simulated Moving Bed (SMB)Adsorbent Size & Shape 0.4-0.8 mm SpheresOperating Temperature [°C] 177Operating Pressure [barg] 9Desorbent p-DEB 0.5 mm
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Paraxylene Adsorptive SeparationZeoSorb® PX-200: Advantage from binderless Zeolite
Binderless Zeolite Adsorbent provides 100% active Material, i.e. higher selective pore volume (SPV) and thus higher adsorption capacity than binder-containing adsorbents
Public, New Technologies for cost-efficient Paraxylene Production
Carrier before Zeolitization
Binder
Zeolite Crystal
Granule consisting of Zeolite and Binder
Carrier after Zeolitization
Zeolite Crystal
Granule consisting of 100% Zeolite
Clariant proprietary Zeolitization Technology
16
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
0.5 mm
2. Adsorption Capacity
- High selective porevolume (SPV)
- Low non-selective porevolume (NSPV)
Paraxylene Adsorptive SeparationZeoSorb® PX-200: Key Differentiators
Public, New Technologies for cost-efficient Paraxylene Production17
1. PX Selectivity
Optimized β values(selectivities of PX over the other C8 aromatics and the solvent)
3. Physical Properties
- Bulk crush strength
- Attrition
- Particle size
4. Mass transfer
- Porosity (micro/macro)
- Mass transfer coefficient
ZeoSorb ® PX-200
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Paraxylene Adsorptive SeparationZeoSorb® PX-200 - Performance Testing
Public, New Technologies for cost-efficient Paraxylene Production18
Available to Clariant Clients to demonstrate PX recovery and purity
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
TA/TDPTransMax®
XyleneIsomerization
ISOXYL®
C8+
A
Paraxylene
NaphthaPyrolysis Gasoline
Ortho-xylene
LE‘s
Ben
zene
Col
umn
Toluene
C11+
CatalyticReformer
Tol
uene
Col
umn
Hea
vy A
rom
atic
sC
olum
n
Ref
orm
ate
Spl
itter
Xyl
ene
Col
umn
OX
Col
umn
Deh
epta
nize
r
BenzeneC6/C7 Raffinate
ExtractionGT-BTX
19
Toluene Methyl.TM™
MeOH
HDTHDMax®
SHUOleMax®
ClayTonsil ®
PX RecoveryZeoSorb® PX
ClayTonsil ®
Cla
yT
onsi
l®
Public, New Technologies for cost-efficient Paraxylene Production
Clariant Products for Aromatics Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Mixed Xylenes
Ethylbenzene (EB)C8 aromatics always contain ethylbenzene (EB) in the range of a few percent up to over 20%.
EB can’t be separated from xylenes, so it needs to be converted.
ISOXYL® MPH
EB Dealkylation
ISOXYL® EBI
EB Isomerization
Xylene IsomerizationISOXYL® Catalyst Options
20 Public, New Technologies for cost-efficient Paraxylene Production
Pt
H2�
+ C2H4
Pt
H2�
+ C2H6
H+
Zeolite
H+
Zeolite
H+
Zeolite
H+
Zeolite Pt
H2�
Pt
H2�
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Xylene Isomerization / EB DealkylationISOXYL® MPH - Strong & reliable Performance
– Careful selection of the zeolite and innovative processing steps
– Unique manufacturing technology
– Long-term experience in zeolite R&D and manufacture
21 Public, New Technologies for cost-efficient Paraxylene Production
– EB Conversion (EBC): 70-80 %
– Xylene Loss (XL): < 1.5 %
– PXATE: > 100 %
– Successfully put into commercial operation
– Expected life time 10 years+
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Xylene Isomerization / EBI IsomerizationThe all-new ISOXYL EBI-610
Fine balance between protonic sites of the zeolite and the hydrogenation power of the noble metal function results in high EB conversion and excellent selectivity.
Public, New Technologies for cost-efficient Paraxylene Production22
ISOXYL EBI-610
incorporates Clariant’s
vast expertise in zeolite
R&D and manufacture
– Less hydraulic load on the PX separation section
– Improved plant economics by preserving aromatic rings to an excellent level.
– EB Conversion (EBC) up to 40 %
– C8 Ring Loss (C8RL) down to 2.0 %
– PXATE > 92 %
– EBATE > 60 %
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
TA/TDPTransMax®
XyleneIsomerization
ISOXYL®
C8+
A
Paraxylene
NaphthaPyrolysis Gasoline
Ortho-xylene
LE‘s
Ben
zene
Col
umn
Toluene
C11+
CatalyticReformer
Tol
uene
Col
umn
Hea
vy A
rom
atic
sC
olum
n
Ref
orm
ate
Spl
itter
Xyl
ene
Col
umn
OX
Col
umn
Deh
epta
nize
r
BenzeneC6/C7 Raffinate
ExtractionGT-BTX
23
Toluene Methyl.TM™
MeOH
HDTHDMax®
SHUOleMax®
ClayTonsil ®
PX RecoveryZeoSorb® PX
ClayTonsil ®
Cla
yT
onsi
l®
Public, New Technologies for cost-efficient Paraxylene Production
Clariant Products for Aromatics Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
24
TDP & TransalkylationTransMax® Catalyst Options
CH3 CH3 CH3
CH3
+ +Toluene-rich FeedsTransMax ® 302
CH3 CH3
CH3
CH3 CH3
CH3
CH3
CH3
+ +
Tol./C9+Aromatics FeedsTransMax ® 501
Public, New Technologies for cost-efficient Paraxylene Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Xylenes Formation Ethylbenzene Formation
Tol + Tol � Bz + Xyl ET + Tol � EB + Xyl
Tol + TMB � Xyl + Xyl ET + ET � EB + EX
ET + Tol � Xyl + EB
EX � Xyl + C2
TMB + TMB � TeMB + Xyl
Benzene Formation Heavy Aromatics Formation
Tol + Tol � Bz + Xyl Tol + ET � Bz + A10
Tol + TMB � Bz + TeMB ET + ET � Tol + A11
PB � Bz + C3 ET + ET � EB + A10
Toluene Formation Tol + TMB � Bz + A10
ET � Tol + C2 TMB + TMB � Xyl + A10
ET + ET � Tol + A11 ET + TMB � Tol + A11
PB � Tol + C2 PB + Tol � Bz + A10
PB + Tol � ET + Tol
Public, New Technologies for cost-efficient Paraxylene Production25
Transalkylation of C9+A with TransMax®
Key Reactions in Transalkylation
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Transalkylation of C9+A with TransMax ®
Benzene Purity and Aromatics Ring Loss
− Hydrogenation of aromatic rings is the primary cause for benzene co-boilers and a prerequisite for ring opening/loss
− TransMax® advantage over other catalysts:
� Less rigorous and more selective hydrogenation function
� Zeolites have tailored cracking activity to preserve aromatic rings while ensuring maximum activity for TDP, transalkylation and dealkylation
26 Public, New Technologies for cost-efficient Paraxylene Production
TransMax® achieves outstanding benzene purity and ve ry low aromatics ring loss
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Transalkylation with TransMax®
Challenges & Objectives in TDP/Transalkylation
Public, New Technologies for cost-efficient Paraxylene Production27
TDP/TA Objectives
Xylenes Yield
Benzene Yield
Benzene Purity
AromaticRingLoss
Catalyst Life
Time
Total Conver-
sionTransMax ® catalysts meet all performance objectives in TDP& Transalkylation
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
TA/TDPTransMax®
XyleneIsomerization
ISOXYL®
C8+
A
Paraxylene
NaphthaPyrolysis Gasoline
Ortho-xylene
LE‘s
Ben
zene
Col
umn
Toluene
C11+
CatalyticReformer
Tol
uene
Col
umn
Hea
vy A
rom
atic
sC
olum
n
Ref
orm
ate
Spl
itter
Xyl
ene
Col
umn
OX
Col
umn
Deh
epta
nize
r
BenzeneC6/C7 Raffinate
ExtractionGT-BTX
28
Toluene Methyl.TM™
MeOH
HDTHDMax®
SHUOleMax®
ClayTonsil ®
PX RecoveryZeoSorb® PX
ClayTonsil ®
Cla
yT
onsi
l®
Public, New Technologies for cost-efficient Paraxylene Production
Clariant Products for Aromatics Production
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
29
Total Savings > € 1,500,000 per year
ApplicationVolume [m3]
Life Time Increase[months]
Tonsil ®
Product
Reformate Bottom 2 x 235 3 � 5 APT-MX
BT Treatment 2 x 240 8 � 14 APT-BT
p-Xylene Rerun 4 x 165 15 � 22 APT-PX
Tonsil ® APT Series• Higher Activity• Longer Service Life• Higher Selectivity • Faster Start-up (Low Moisture)
800 KTA PX Plant
Aromatics PurificationInnovative Clay Catalysts - Tonsil® APT
Public, New Technologies for cost-efficient Paraxylene Production
Public
Dr. Olivier Larlus
Clariant BU Catalysts
Petrochemicals
15.11.2016
The Clariant Advantage
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
– All catalysts extensively tested by client’s against the market leaders
– Fully commercial conditions with genuine feed
– All products exceeded or matched the performance of the market leaders
– Clariant products & services excelled in terms of performance-cost ratio
31
0
0,2
0,4
0,6
0,8
1
1,2
1,4
1,6
1,8
Per
form
ance
/Cos
t-R
ato
Other Catalyst Clariant
Public, New Technologies for cost-efficient Paraxylene Production
The Clariant AdvantageCost Efficiency
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
The Clariant AdvantageTechnical Service
Public, New Technologies for cost-efficient Paraxylene Production32
− Full-scope service for all aromatics facilities, incl.
SMB units, by professionals
− On-site assistance for loading and start-up
− Plant optimization
− Regular technical service visits
− On-site assistance for trouble-shooting
− Physical and chemical analysis of used catalyst
− Process simulation (entire complex)
− Catalyst testing in pilot plant
− Adsorbent testing in SMB
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Public, New Technologies for cost-efficient Paraxylene Production33
Clariant does not just sell catalysts but provides comprehensive (full-scope) packages of technologies, products and services:
PX Products &
Services
Catalysts
Clays
Design & Engineer-
ing
Technical Service
Extract.Distillat-
ion
PX Adsorbent
This offering is peerless in the
industry, especially when it comes
to cost efficiency
The Clariant AdvantageFull-Scope Technology Packages
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Disclaimer
Public, New Technologies for cost-efficient Paraxylene Production
This presentation contains certain statements that are neither reported financial results nor other historical information. This presentation also includes forward-looking statements. Because these forward-looking statements are subject to risks and uncertainties, actual future results may differ materially from those expressed in or implied by the statements. Many of these risks and uncer-tainties relate to factors that are beyond Clariant’sability to control or estimate precisely, such as future market conditions, currency fluctuations, the behavior of other market participants, the actions of governmental regulators and other risk factors such as: the timing and strength of new product offerings; pricing strategies of competitors; the Company’s ability to continue to receive adequate products from its vendors on acceptable terms, or at all, and to continue to obtain sufficient financing to meet its liquidity needs; and changes in the
political, social and regulatory framework in which the Company operates or in economic or technological trends or conditions, including currency fluctuations, inflation and consumer confidence, on a global, regional or national basis.
Readers are cautioned not to place undue reliance on these forward-looking statements, which speak only as of the date of this document. Clariant does not undertake any obligation to publicly release any revisions to these forward-looking statements to reflect events or circumstances after the date of these materials.
34
Dr. Olivier Larlus, Clariant BU Catalysts, Petrochemicals, 15.11.2016
Public, New Technologies for cost-efficient Paraxylene Production35
Dr. Ernst Koehler
Global Product Manager Aromatics
Clariant Produkte (Deutschland) GmbH
Phone: +49-89-5110-492
Mobile: +49-160-9018-4111
Matthias Wyzycki
Head of Sales EMEA
Clariant Produkte (Deutschland) GmbH
Phone: +49-89-5110-339
Mobile: +49-160-9070-7516
Thank you for your Attention!
Dr. Olivier Larlus
Project Leader R&D
Clariant Produkte (Deutschland) GmbH
Phone: +49 8061 4903 761