S170718teh Proceedings1

1-Hexene Co-Monomer for
Polyethylene: Technology and

Modularization Option
Valrie GEORGES, Prosernat

Gildas ROLLAND, Axens
Agenda
Searching for an Optimized 1-Hexene Solution
Modul a r
AlphaHexol
Polyethylene Co-Monomers Market
Outlook
1-Hexene Comonomer Production
Technology
Axens Modularization Solution
Efficiency
Axens' Iran Seminar - Petrochemicals Day - 27 Tir 1396 (18 July 2017) 2
Agenda
Modul a r
AlphaHexol
Outlook
Technology
Efficiency
Polyethylenes Market Outlook
Their market is growing fast +4.2160
% +2.9% +5.4%
140
120
WORLD
LLDPE
100
80 LDPE
60 HDPE
40
20
0
2016 2025 Source: Axens
50
+4.6% +3.0% +6.6%
Middle East & Africa

40
30
20
10
0
2016 2025
27% 33%
24% 30%
29% 35%
Polyethylenes Market Outlook
Their market is growing fast +4.2160
% +2.9% +5.4%
LLDPE and HDPE main drivers 140
120
WORLD
LLDPE
Selection=f (properties / application) 100
80 LDPE
Mechanical resistance, 60 HDPE
Translucence, 40
20
Properties=f (co-monomer type, %) 2016 2025 Source: Axens
Co-monomers for LL and H 50

+4.6% +3.0% +6.6%
Middle East & Africa

40
1-butene 30
1-hexene 20
Co-monomers demand growing

10
0
2016 2025
27% 33%
24% 30%
29% 35%
Iran Ethylene Production Outlook
1-Butene & 1-Hexene Sourcing
Tabriz 1-Hexene?
No installed production in Iran
Mahabad
Ethylene availability: yes
Large ethylene crackers
ARPC Shazand West ethylene pipeline
Khorramabad
MTO & Makran development area
BIPC
AKPC
Marun Why? Where? How?
Bandar Imam Gachsaran
JAM
Arya Sasol
Kavian
Morvarid
Operating ethylene plant
Assaluyeh
West ethylene pipeline
1-hexene plant
Positive Elements for 1-Hexene Dvpt in Iran
Uptake
LLDPE and HDPE increasing demand worldwide and in Iran
Local and/or export markets accessibles
Strategic location of Iran
1-hexene liquid co-monomer
Production
On-purpose technology ready
High quality
High yield
Similarity to AlphaButol
AlphaHexol trimerization
process for 1-hexene
Agenda
Modul a r
AlphaHexol
Outlook
1-Hexene Co-Monomer Production
Technology
Efficiency
Ethylene Trimerization Technology
Pathways to 1-hexene
Status Reason
Extraction from
steam cracker C6 cut Too many coboilers, contamination,
No expansion possible: specific to

Fischer Tropsch C6
olefins separation South African FT units. No further unit
of same kind to be built.
Full range process ~ Low purity, low yield
On-purpose High purity, high yield

trimerization Open licensing: available in Iran
Ethylene trimerization technology best candidate
Axens AlphaHexol Trimerization Technology
Among the suite of homogeneous catalysis licensing

Cyclohexane Dimersol AlphaButol AlphaHexol
> 100
Nb of ref. 36 38 33 1
Offered since 1976 1977 1987 2011
references
Extensive, continuous R&D involvement

Development started in the 60s
Researcher Pr Chauvin Nobel Prize in Chemistry 2005
Legacy to his team
Nobel Prize Laureate Yves Chauvin
From one benchmark to another?
Strong similarity AlphaHexol / AlphaButol
High performance processes
Quality
Key features for AlphaHexol polymer grade 1-hexene
1-hexene purity: > 99%
Yield towards 1-hexene: > 85%
Operation flexibility 1-hexene
AlphaButol know-how reused others
Pilot data sample GC
Chemistry
Homogeneous catalysis Near perfect distribution
Continuous poison control
Feed, catalyst
& products
by catalyst renewal
soluble together Ease of heat removal and
accurate temperature
Isomer specific control
Insaturation
L1 Controlled active metal
available for electronic configuration
reaction
L2
M Ensure desired isomer
L3 formation
Coordination
sphere
L4
Ligand
Chemistry catalyst precursor +
alkyl aluminium
Mechanism,
Same hybrid transfer
M 2 C2 H 4
principle
Same TEA alkyl aluminium
H
High selectivity
High product purity
No Cl, no aromatics M
M
C 2H 4
Evolution to switch from 1-butene to 1-hexene
Catalyst selection for C6 selectivity
Specific operating window: T,P, residence time
Among induced changes:
Thermal integration
Operation above waxes
melting point
Fouling elimination
Scheme and design
Ethylene

Reaction
Catalyst
Distillation
-olefin
neutralization and
Section Section
removal section Purges, by-

products
Spent catalyst
Catalysts and
alkyl aluminium
Moderate T, P ; use of carbon steel ; catalyst removal system,

conventional distillation
AlphaButol operators know-how re-used
Towards Standardization?
Catalysts and
alkyl aluminium
Alkyl aluminium TEA

Same for AlphaButol and
AlphaHexol
Mutualized in dual 1-butene +
1-hexene complex
Sophisticated although quite
standard section for all our
designs
Time and cost savings if
standardized to another level?
From Idea to Implementation
Operating
15 kta 1-butene
plant
Agenda
Modul a r
AlphaHexol
Outlook
Technology
Efficiency
Modularization: Some Definitions
PAU: Pre-Assembled Unit, Loose equipment: not pre-
physically transportable in assembled: ex. large
1 piece column, large drum,
h l, L, h, weight compliance
with transport and site
constraints
l
L
Interconnexions:
connecting lines and Module: sum of PAU
equivalent from PAU to constituting a signifying
others and loose block/unit
Example of NHT/CCR reformer Axens technologies with modularization approach
equipment
Ready to Plug In Concept Drivers?
Site specific decision depending on several factors
Safety Cost & Schedule Technical
Implementation Reduced time to No limitation due
within operating production, better NPV to hot, cold, off-
process units Skilled and adapted shore conditions
Workforce in tools & workforce at Remote area
dedicated yard efficiency troublefree
equipped Workforce availability Plot space
workshops ensured optimization
Harsh climates Price

Key constraints review allow identifying the

interest of modularization for each project
Advantages of Modularization through Axens
Axens one stop shop advantage
Detail Shipping,
Basic Tech
Engineeri installati
Design Services
ng on
Modulari
Procure
zation Start-Up
ment
study
Manufact
uring
1 process, 1 unit, 1 single point
responsibility: Axens
Know-how from project conception to operation
Shared know-how, process understanding and commitment

No losses (time, technical) at interfaces between various actors
Schedule efficient: better time to production thus NPV
Schedule Efficiency with Axens Modularization
Licensor and modularization Axens modular schedule timeline
or stick built option selection Stick built approach timeline
100% time
Basic saved Axens Time saving
engineering single source through modular Modular
EPC bidding
basic engineering unit
FEED + detail advanced
engineering
~30% production
Procurement
reduction of time
Site civil work Simulatneous
Simultaneous Successive
Equipment installation /
start of activites
activites project activities
module constr +
transport + installation schedule
Pre-comm/
comm
Trial fit and factory
Start-up & acceptance saves
test-run time
Successful
performance test.
Unit on stream
Schedule Efficiency with Axens Modularization
Licensor and modularization Axens modular schedule timeline
Detail Shipment
stick built option decision Stick built approach timeline
engineering
Basic
engineering
EPC bidding
FEED + detail
engineering
Procurement
Site
Trial fit assembly,
Site civil work
operation
Equipment installation /
module constr +
transport + installation
Pre-comm/
comm
Start-up &
test-run
alpha olefin 1-
butene unit example From modular design KOM to operation
References
Axens AlphaHexol
1 licensed unit, 25 kta
Modular Prosernat realizations
> 450, all processes included
~25 in Iran
Iran - Bandar Assalouyeh

Aromatics complex/CCR
item. (Axens technology)
Iran - South Pars 2 & 3.

TEG dehydration. (Prosernat technology)
Combination for Success
Modul a r
AlphaHexol
Performance trimerization technology
NPV optimization via modularization
Most advanced combination through
Axens single responsibility provider
Technolgy
Modular unit construction
Start-up and assistance
Thank you! And see you on Axens Blog
axens.net/blog

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1-Hexene Co-Monomer for

Polyethylene: Technology and

Valrie GEORGES, Prosernat

Middle East & Africa

LLDPE and HDPE main drivers 140

Properties=f (co-monomer type, %) 2016 2025 Source: Axens

Co-monomers for LL and H 50

Middle East & Africa

Co-monomers demand growing

No expansion possible: specific to

Full range process ~ Low purity, low yield

On-purpose High purity, high yield

Ethylene trimerization technology best candidate

Among the suite of homogeneous catalysis licensing

Extensive, continuous R&D involvement

Pilot data sample GC

Moderate T, P ; use of carbon steel ; catalyst removal system,

Alkyl aluminium TEA

Key constraints review allow identifying the

Know-how from project conception to operation

Shared know-how, process understanding and commitment

Iran - Bandar Assalouyeh

Iran - South Pars 2 & 3.

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