Polyurethane elastomers
(PUEs) containing trans-1,4-bis(isocyanatomethyl)cyclohexane
(1,4-H6XDI) have been synthesized by polymerizing 1,4-H6XDI with
poly(oxytetramethylene) glycol and 1,4-butanediol. The molecular
aggregation state and mechanical properties of these PUEs have been
compared with those exhibited by PUE analogues made of MDI and diols.
The hard segment chains in the 1,4-H6XDI-based PUEs are
found to readily crystallize and form strong hydrogen bonds due to
a high symmetry of 1,4-H6XDI molecule. Consequently, the
1,4-H6XDI-based PUEs exhibit well-organized hard segment
domains. This leads to their generally superior mechanical properties
as compared to those of the well-known MDI-based PUEs. 1,4-H6XDI’s lack of aromatic moieties is expected to greatly enhance
color stability of resulting PUEs. All the above features suggest
1,4-H6XDI could replace MDI in a range of applications.
We have developed and commercialized novel biomass-based diisocyanate 1,5-pentamethylendiisocyanate, (1,5-PDI, STABiO ® PDI ®) and the isocyanurate in which concept with high performance and sustainable material. 1,5-PDI and the isocyanurate which have been synthesized from biomass resource show high reactivity with alcohol and can be introduced high performance polyurethane compared to hexamethylene diisocyanate (HDI) , which have been produced from oil resource has one more carbon atoms than 1,5-PDI and the isocyanurate based polyurethane. This paper describes the properties of 1,5-PDI,the isocyanurate and polyurethane coatings prepared by them.
Trans-1,4-bis (isocyanatomethyl) cyclohexane (1,4-H 6 XDI) has been newly developed as a novel cycloaliphatic diisocyanate with a high symmetric chemical structure. The PUEs were prepared with 1,4-H 6 XDI, polyesterpolyol as a long chain polyol and 1,4-butanediol (BD) as a chain extender. As the representative aromatic and aliphatic diisocyanates, 4,4′-diphenylmethane diisocyanate (MDI) and dicyclohexyl methane-4,4′-diisocyanate (H 12 MDI) were also used as the control. As a result, it was revealed that 1,4-H 6 XDI-based PUEs achieved high elasticity such as higher impact resilience, lower compression set, improved heat resistant, and good light stability which was not able to be realized with the existing diisocyanates. The reason is explained that the hard segment chains of the 1,4-H 6 XDI-based PUEs crystallized well with formation of hydrogen bonds in the PUEs due to the symmetric structure of 1,4-H 6 XDI. Thus, the 1,4-H 6 XDI-based PUEs can provide superior properties such as mechanical and thermal properties and excellent light stability compared to existing diisocyanate-based PUEs by rheological evaluation.
We have developed and commercialized novel polyurethane (PU) with high elasticity and durability based on a cycloaliphatic diisocyanate controlled the stereoisomer structure. The diisocyanate is called FORTIMO TM trans-1,4-bis (isocyanatomethyl) cyclohexane (1,4-H 6 XDI). FORTIMO TM 1,4-H 6 XDI controlled with high trans isomer structure forms a well-organized hard segment phase. Therefore a micro-phase separation structure between soft segment and hard segment phases is progressed, resulting in an improved elasticity and heat resistance of PU elastomer. In addition, the light stability for long term of this PU is excellent due to an aliphatic structure. FORTIMO TM 1,4-H 6 XDI based PU achieve superior elasticity and durability which was not able to be realized with the existing diisocyanate. FORTIMO TM 1,4-H 6 XDI is applicable to various PUs, for example, not only thermoplastic, thermoset PU elastomers, but also water dispersed PU, micro-cellar and flexible PU foam with these advantages. This paper will describe the concept and examples of application of FORTIMO TM PU to industry.
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