Polyrotaxanes in Flexible Foams

Patent Title: POLYOL COMPOSITION FOR PRODUCING FLEXIBLE POLYURETHANE FOAM..

 Number/Link: US20160304689

Applicant/Assignee: Toyo Tire & Rubber

Publication date: 20-10-2016

Gist”: Polyrotaxanes in PU foam reduces ‘wobble’ when used in car seats

Why it is interesting: The use of polyrotaxanes in polyurethanes is not new and has been discussed before in this blog.  According to the current invention polyrotaxanes with OH-functional rings can be incorporated in flexible foams, where they are said to reduce tensile stress while having little impact on compressive properties. When these foams are used in (e.g.) vehicle seats that are subject to low frequency sideways vibrations, they should reduce the sense of “wobble” of the occupants. The theory is that under tension the rings slide along the axis molecule equalizing stresses. In the examples polyrotaxanes with 11000 to 20000 molecular weight PEG axis molecules are used with cyclodextrin rings having an OHv of 43 to 85.

Polyrotaxane-crosllinked polyurethane under stress (schematic)

Polyrotaxane-crosslinked polyurethane under stress (schematic)

Polyurethane Tissue Adhesives

Patent Title: URETHANE DECOMPOSING METHOD AND URETHANE DECOMPOSING AGENT

 Number/Link:  US2016/0257800

Applicant/Assignee: Obihiro University

Publication date: 8-09-2016 (priority PCT/JP)

Gist”: Prepolymer from ether-ester polyol and aliphatic isocyanate

Why it is interesting: There is a growing trend in current surgerical practice to replace sutures and staples with adhesives. These tissue adhesives need to have a particular set of properties, like the correct viscosity, hardening speed, biodegradability and toxic and allergenic properties. Current surgical adhesives are often cyanoacrylates, which react very fast, are brittle and show poor biodegradability, or protein-based adhesives which are costly and form weak bonds. According to this invention an improved polyurethane tissue adhesive can be prepared from an isocyanate-ended prepolymer based on an aliphatic isocyanate and a polyol.  The polyol is prepared from a starter polyol or amine which is reacted with a mixture of an alkoxide and about 10-20% of a  lactide (or glycolide or cyclic acid anhydride).  The lactide is randomly copolymerized with the alkoxide using DMC catalysis. The polyol is then reacted with an aliphatic isocyanate, pref. HDI or IPDI in a NCO/OH ratio of about 8:1. After that monomeric isocyanate is removed by thin film distillation down to less than 1% free monomer.
The adhesives are said to be fast, non-toxic, non-allergenic and biodegradable.

L-Lactide

L-Lactide

Polyether-Polyacetal Polyols

Patent Title: POLYETHER-ACETAL POLYOL COMPOSITIONS

 Number/Link:  WO2016/112274

Applicant/Assignee: Dow

Publication date: 14-07-2016

Gist”: Lewis-acid catalysis for polyactal-modified polyethers

Why it is interesting: According to this application, acetal-modified polyether polyols can be prepared by first reacting a (pref.) di- or trifunctional initiator with PO until about 500 eq. wt. using DMC catalysis. This ‘starter’ polyol is then further reacted (at a lower temperature) with PO using a (pref.) Boron-based lewis acid as catalyst, e.g. tris(pentafluorophenyl)borane. Under these conditions part of the epoxy will isomerize to the corresponding aldehyde.  The aldehyde can then co-polymerize such that part of the polyol will be functionalized with polyacetal. Polyurethanes prepared with these polyols are said to show improved modulus and other mechanical properties.

tris(pentafluorophenyl)borane

tris(pentafluorophenyl)borane

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