Non-Isocyanate Poly(Amide-Hydroxyurethanes)

Patent Title: NON-ISOCYANATE POLYURETHANES AND METHODS OF MAKING AND USING THE SAME

 Number/Link: WO 2017/ 030880

Applicant/Assignee: ELEVANCE RENEWABLE SCIENCES

Publication date: 23-feb-2017

Gist”: Telechelic cyclocarbonate-alkylesters are reacted with diamines in the melt

Why it is interesting: According to this invention (ω-) unsaturated alkylesters can be converted to mono-cyclocarbonate alkylesters and then reacted with diamines to prepare thermoplastic poly(amide-hydroxyurethanes) (PAHU). For example methyl-9-decenoate was first epoxidized and then reacted with CO2 to produce 9,10-cyclic carbonate-methyl decanoate. After separation and washing the cyclocarbonate was reacted – in the melt- with a mixture of dodecane diamine and a PTMO diamine (Jeffamine THF-100). It is said that the unsaturated alkylesters can be prepared from natural oils using (cross- or self-) metathesis followed (or preceded) by transesterifaction with alkanols.

PAHU preparation scheme

PAHU preparation scheme

SiC-PU Nanocomposites

Patent Title: POLYURETHANE/UREA SILICON CARBIDE NANOCOMPOSITE

 Number/Link: WO2017/027231

Applicant/Assignee: 3M

Publication date: 16-feb-2017

Gist”: Surface modified SiC particles are dispersed in and covalently bound to a polyurethane matrix

Why it is interesting: Silicon carbide (carborundum) particles with an average particle size of about 500 nm are NCO-functionalized by reacting with a surface modfifying agent, e.g 2-triethoxysilylpropylisocyanate. The modified particles are then dispersed and covalently reacted into a polyurethane/polyurea matrix in an amount of 50-55% (w/w) on the composition. The composites can be made into highly erosion resistant films, for use on the outer surface of aircraft.

3-triethoxysilylpropylisocyanate

3-triethoxysilylpropylisocyanate

TPU from Gem-Dialkyl Cyclooctene

Patent Title: TELECHELIC PREPOLYMERS AND REACTION PRODUCTS THEREOF

 Number/Link: WO 2017/023506

Applicant/Assignee: University of Minnesota

Publication date: 9-feb-2017

Gist”:  Diols are made by ROM polymerization of gem-dialkyl cyclooctene together with a symmetrical diol as chain transfer agent

Why it is interesting: According to this application, thermoplastic polyurethanes containing geminal dialkyl groups have far superior thermal stability, oxidative-, hydrolytic- and barrier properties as compared to TPUs containing conventional soft segments. Diols containing gem-dialkyl groups are prepared by ring-opening metathesis polymerization (ROMP) of a gem-dialkyl cyclooctene with a suitable catalyst and in the presence of a symmetrical aliphatic olefin chain transfer agent having functional end groups. Examples are 5,5-dimethylcyclooct-1-ene and 1,8-oct-4-ene diol as the chain transfer agent.  The resulting diol is then reacted with (e.g.) 4.4′-MDI to prepare the TPU.

5,5-dimethylcyclooct-1-ene

5,5-dimethylcyclooct-1-ene

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