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

1K Dual Cure Polyurethane Adhesive

Patent Title: DUAL CURE 1K PU ADHESIVE FORMULATIONS USING MATRIX ENCAPSULATED POLYAMINES

 Number/Link: W02016022346

Applicant/Assignee: Dow

Publication date: 11-02-2016

Gist”: Encapsulated polyamines are added to a moisture curing adhesive

Why it is interesting: One component (1K) PU adhesives are either NCO-ended prepolymers cured by atmospheric moisture, or OH-ended prepolymers containing encapuslated or blocked isocyanates and which are cured by heat.  According to this invention a 1K adhesive curable by both moisture and heat can be made by incorporating an encapuslated polyamine into a 1K mositure curing prepolymer. The amine is solid at room temperature (e.g. 1,12-dodecanediamine) and is mixed with a (semi-)crystalline termoplastic with a well defined melting point, e.g. a polyacrylate or polyolefine before being added to the adhesive. Dual cure 1K adhesives allow for heat-curing the adhesive at critical spots to providing stability to an assembly.  The adhesives are said to be especially useful for the automotive industry.

1,12-dodecanediamine

1,12-dodecanediamine

 

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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