Polyurethane Elastomers from Modified Polybutadienols

Patent Title: POLYESTER-MODIFIED POLYBUTADIENOLS FOR PRODUCING POLYURETHANE ELASTOMERS AND THERMOPLASTIC POLYURETHANES

 Number/Link: WO2016/026807  (German)

Applicant/Assignee: BASF

Publication date: 25-02-2016

Gist”: Polybutadiene polyols are capped with caprolactone

Why it is interesting: Liquid hydroxy-terminated polybutadienes have been available for quite a while and their use in polyurethane elastomers and TPUs is known.  However, because of their immiscibility with isocyanates, polyols and most chain extenders they are notoriously difficult to process, resulting in elastomers that often show poor or inconsistent properties. According to this invention the problem can be solved by capping the polybutadienols with a few moles of cyclic ester, preferably with ε-caprolactone. The capped polyols are miscible with e.g. MDI and butanediol and the resulting elastomers show much improved properties compared to both polybutanedienol- and polycaprolactone- based elastomers.

Caprolactone

Epsilon-caprolactone

ε

Spirocyclic Chain Extenders in TPU

Patent Title: THERMOPLASTIC POLYURETHANE WITH HIGH HEAT RESISTANCE

 Number/Link: W02016025421  WO2016025423

Applicant/Assignee: Lubrizol

Publication date: 18-02-2016

Gist”: Use of spirocyclic chain extenders increases heat resistance of TPU

Why it is interesting: Both these patent applications are about the use of alkylene-substituted spirocyclic diols to improve the heat resistance of thermoplastic polyurethanes. In the WO..21 case the diol is used together with MDI and a polycarbonate diol resulting in high heat resistance TPU useful e.g for cable and wire coatings.  In the WO..23 case the spirocyclic diol is used together with MDI and a polyether polyol (PEGs) resulting in TPU with high heat resistance and moisture vapour transmission.  The spirocyclic diol used in the examples is 3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane.

3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane

3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane

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

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