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Capa™ Caprolactone
intermediates for radiation
curable applications

{add value}
Perstorp Focus
Caprolactone derivatives are marketed
by Perstorp as Capa™
Production of monomer, polyols and
thermoplastics takes place in Warrington,
UK
Intermediates for Radcure applications
are a key market for Capa™ Polyols
Perstorp is committed to support growing
demand for Capa™ and has recently invested
in greatly increased capacity to meet
customers’ expectations.
Caprolactone Polyols
Unique aliphatic polyester polyols
Made via ring opening polymerisation – no by-products
This gives a tighter manufacturing specification than most other polyols
Very low acid values with premium grades having a negligible acid content
Controlled poly-dispersity
Relevant molecular weight ranges and functionalities for maximum versatility

Functionality
Reactivity
toward
isocyanates

Initiator
type

Capa™ 
Polyol

Low acid
value

Molecular
weight
Capa™
Capa™ Monomer
OHROH
Catalyst

Capa™ Polyol
Wide range of products – In excess of 30
commercial grades, with more under development.
The reaction is “ring opening”, so there are low
temperatures, less catalyst and no water, resulting
in clean product with a narrow mwt distribution
and clearly defined functionality.
Capa™ Polyols
Grades can be tailored depending on type of “initiator”.
“Initiator” represents only 4-6% by weight of a 2,000Mwt polycaprolactone,
but has significant effect on final properties.
The functionality of the “initiator” is repeated exactly in the resultant
polymer, so di-, tri- and multi functional polyols can be produced.
Capa 2 series – 200 – 8,000Mw
Diols

Capa 3 series – 300 – 3,000Mw
Triols
Why use Capa™?

Characteristics associated with Oligomers based on Capa™
(Capa™ Polyols can be used to produce polyester or urethane acrylate oligomers)
Advantages

Disadvantages

Flexibility

Availability

– Oligomers are flexible and tough.

– Problem is now solved.

Low Viscosity

Crystallinity

– Oligomers typically show lower
viscosity for equivalent Mwt.

– Urethane acrylates have
a tendency to crystalline
nature…

Durability
– Exterior durability.
– High abrasion resistance.
Control of Tg.
– Possibility for “soft feel”
Capa™ based urethane acrylate
Basic design

Acrylate
“end cap”

Aromatic
or aliphatic
Isocyanate

Capa™ Polyol
”backbone”

Aromatic
or aliphatic
Isocyanate

Acrylate
“end cap”
Control of Crystallinity

Co-polymer
modification of
polyol

Careful selection
of ”initiator”

Reduction of
crystallinity in
oligomers based
on Capa™
Experimental
Viscosity comparison (20% TPGDA)
Sample 1. = 1.1 Pas
Sample 2. = 1.2 Pas

Two samples were prepared for comparison;
Both use 2,000 mwt caprolactone
1. Based on 2,000 mwt (Capa™ 2200A)
2. Based on modified Caprolactone co-polymer (Capa™ 612065).
In each case the polyol was made into a polyurethane acrylate,
using IPDI and HEA.
Both samples appeared similar immediately after preparation.
Experimental
(cont.)
2 hours

“Unmodified” sample starts to look “opaque”.

2,5 hours

It begins to look white.

3 hours

It is completely white, really high viscours
but still not solid.

> 3 hours

It has become solid.

Nb. After 2 hours stored at
60C, both samples are
liquid once more.
The “modified” sample remains
clear throughout
Conclusions
High value applications
Urethane acrylates have long been favoured for cured film properties, but
high viscosity has been a problem.
Caprolactones have been shown to add technical benefit (such as resistance
and flexibility), but there have been barriers (such as crystallinity) to
addoption.
Maximum oligomer design flexibility can be achieved by use of Caprolactone
based urethane acrylates.
Our work has demonstrated the control which can be achieved by tailor
made Capa™ polyol design, resulting in low viscosity, high performance
urethane acrylates.
Recent plant expansion means that availability is no longer a problem.
Going Forward
Increased interest in low viscosity applications such as digital printing and
3-D modelling demands versatile, high performance oligomers.
Perstorp is dedicated to research to develop intermediates for new high tech
applications. We are currently running projects to investigate;
– Highly functional Capa™ based low viscosity acrylates, utilising existing
Perstorp Boltorn technology – aimed at requirements for low viscosity,
resistance, wetting properties and high functionality.
– Capa™ already has very good “green credentials”, but Perstorp is
investigating renewable sourced raw materials for polyol modifications.
– The possibility to control Tg and hardness by use of alternative
“initiators”, gives the possibility to design polyols for “soft feel”
applications or anti-abrasion coatings.
Thank You!

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Perstorp Capa™ for Radcure Applications

  • 1. Capa™ Caprolactone intermediates for radiation curable applications {add value}
  • 2. Perstorp Focus Caprolactone derivatives are marketed by Perstorp as Capa™ Production of monomer, polyols and thermoplastics takes place in Warrington, UK Intermediates for Radcure applications are a key market for Capa™ Polyols Perstorp is committed to support growing demand for Capa™ and has recently invested in greatly increased capacity to meet customers’ expectations.
  • 3. Caprolactone Polyols Unique aliphatic polyester polyols Made via ring opening polymerisation – no by-products This gives a tighter manufacturing specification than most other polyols Very low acid values with premium grades having a negligible acid content Controlled poly-dispersity Relevant molecular weight ranges and functionalities for maximum versatility Functionality Reactivity toward isocyanates Initiator type Capa™  Polyol Low acid value Molecular weight
  • 4. Capa™ Capa™ Monomer OHROH Catalyst Capa™ Polyol Wide range of products – In excess of 30 commercial grades, with more under development. The reaction is “ring opening”, so there are low temperatures, less catalyst and no water, resulting in clean product with a narrow mwt distribution and clearly defined functionality.
  • 5. Capa™ Polyols Grades can be tailored depending on type of “initiator”. “Initiator” represents only 4-6% by weight of a 2,000Mwt polycaprolactone, but has significant effect on final properties. The functionality of the “initiator” is repeated exactly in the resultant polymer, so di-, tri- and multi functional polyols can be produced. Capa 2 series – 200 – 8,000Mw Diols Capa 3 series – 300 – 3,000Mw Triols
  • 6. Why use Capa™? Characteristics associated with Oligomers based on Capa™ (Capa™ Polyols can be used to produce polyester or urethane acrylate oligomers) Advantages Disadvantages Flexibility Availability – Oligomers are flexible and tough. – Problem is now solved. Low Viscosity Crystallinity – Oligomers typically show lower viscosity for equivalent Mwt. – Urethane acrylates have a tendency to crystalline nature… Durability – Exterior durability. – High abrasion resistance. Control of Tg. – Possibility for “soft feel”
  • 7. Capa™ based urethane acrylate Basic design Acrylate “end cap” Aromatic or aliphatic Isocyanate Capa™ Polyol ”backbone” Aromatic or aliphatic Isocyanate Acrylate “end cap”
  • 8. Control of Crystallinity Co-polymer modification of polyol Careful selection of ”initiator” Reduction of crystallinity in oligomers based on Capa™
  • 9. Experimental Viscosity comparison (20% TPGDA) Sample 1. = 1.1 Pas Sample 2. = 1.2 Pas Two samples were prepared for comparison; Both use 2,000 mwt caprolactone 1. Based on 2,000 mwt (Capa™ 2200A) 2. Based on modified Caprolactone co-polymer (Capa™ 612065). In each case the polyol was made into a polyurethane acrylate, using IPDI and HEA. Both samples appeared similar immediately after preparation.
  • 10. Experimental (cont.) 2 hours “Unmodified” sample starts to look “opaque”. 2,5 hours It begins to look white. 3 hours It is completely white, really high viscours but still not solid. > 3 hours It has become solid. Nb. After 2 hours stored at 60C, both samples are liquid once more. The “modified” sample remains clear throughout
  • 11. Conclusions High value applications Urethane acrylates have long been favoured for cured film properties, but high viscosity has been a problem. Caprolactones have been shown to add technical benefit (such as resistance and flexibility), but there have been barriers (such as crystallinity) to addoption. Maximum oligomer design flexibility can be achieved by use of Caprolactone based urethane acrylates. Our work has demonstrated the control which can be achieved by tailor made Capa™ polyol design, resulting in low viscosity, high performance urethane acrylates. Recent plant expansion means that availability is no longer a problem.
  • 12. Going Forward Increased interest in low viscosity applications such as digital printing and 3-D modelling demands versatile, high performance oligomers. Perstorp is dedicated to research to develop intermediates for new high tech applications. We are currently running projects to investigate; – Highly functional Capa™ based low viscosity acrylates, utilising existing Perstorp Boltorn technology – aimed at requirements for low viscosity, resistance, wetting properties and high functionality. – Capa™ already has very good “green credentials”, but Perstorp is investigating renewable sourced raw materials for polyol modifications. – The possibility to control Tg and hardness by use of alternative “initiators”, gives the possibility to design polyols for “soft feel” applications or anti-abrasion coatings.