Polyurethane with Thermally Reversible Crosslinks

Patent Title: THERMALLY REVERSIBLE CROSSLINKED POLYURETHANE

 Number/Link: WO2016/018956

Applicant/Assignee: Lubrizol

Publication date: 4-02-2016

Gist”: Diels-Alder adducts of furan and maleimide are used as reversible crosslinks

Why it is interesting: Polyurethanes with thermally reversible crosslinks can be useful: these materials can be processed and recycled as thermoplastics while showing increased mechanical properties and the reduced compression set of thermosets. They can also show self-healing properties in certain circumstances.
According to this invention PU with thermally reversible crosslinks can be prepared by reacting a diisocyanate with a diol containing a furan functional group and then incorporating a polymaleimide. For example: the diol can be prepared by reacting furfurylmethacrylate with thioglycerol and the polymaleimide can be 1,1′-(methylenedi-4,1-phenylene)bismaleimide.
Interesting idea but very similar to WO2015119688 discussed before.

1,1'-(methylenedi-4,1-methylene)bismaleimide

1,1′-(methylenedi-4,1-phenylene)bismaleimide

SHSM Polyurethanes

Title: SHAPE-MEMORY-SELF-HEALING POLYMERS (SMSHPS)

 Number/Link: WO2015119688

Applicant/Assignee: University of Florida

Publication date: 13-08-2015

Gist”: Self-healing shape memory polyurethanes made by incorporation of DA adducts in-chain

Why it is interesting: According to this invention self-healing shape memory polyurethanes can be prepared by incorporating Diels-Alder (DA) adducts into the PU network such that the DA adducts do not contribute to the crosslinking.  In this manner the material can be heated above Tg without breaking crosslinks thereby inhibiting permanent distortion of the memorised shape. The Tg is also chosen such that it is lower than the temperature at which the retro-DA reaction readily occurs. The DA adducts can be introduced using a DA adduct-containing diol as for example the adduct of a furfuryl alcohol and N-(2-hydroxyethyl)maleimide.  The SHSM polyurethanes are said to be useful for coatings and moulded materials.

Diol containing a Diels-Alder adduct

Diol containing a Diels-Alder adduct

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