Modified Polyisocyanurates

Patent Title: MODIFIED POLYISOCYANURA TE PLASTIC AND METHOD FOR PRODUCTION THEREOF

 Number/Link: WO2017/182108 WO2017/182109  WO2017/182110  (German)  

Applicant/Assignee:  Covestro

Publication date: 26-october-2017

Gist”: Partially trimerized diisocyanates are modified with monofunctional isocyanate-reactive compounds before complete trimerization

Why it is interesting: This series of applications relates to transparent polyisocyanurate coatings with controlled hydrophilicty, hydrophobicity, high scratch resitance etc. According to the invention trimers of diisocanates are reacted with a sub-stoichiometric amount of monofunctional hydrophobic, hydrophilic or siloxane-containing compounds, and then completely trimerized. In the examples HDI-trimer (prepared by partially trimerzing HDI and removing the rest of the monomer by thin film distillation) is reacted with e.g. methoxyPEG 500, dodecanol, perfluoroheptanol and N-(3-trimethoxyxilylpropyl)foramide and then trimerized using potassium acetate as catalyst.  The materials can e.g. be used as anti-fog coatings on optical lenses or anti-fingerprint coatings on cell phones.

HDI-isocyanurate

Thiol-Crosslinked Poly(hydroxyurethanes)

Title: METHOD FOR PRODUCING OR CURING POLYMERS USING THIOL-ENE POLYADDITION REACTIONS

Number/Link: W2017/081120

Applicant/Assignee:  Henkel

Publication Date: 18-05-2017

“Gist”: Unsaturated PHU are crosslinked using polythiols

Why it is interesting: The invention is about poly(hydroxyurethanes) (PHU) containing alkylene groups that are crosslinked using thiol-ene ‘click’ polyaddition reactions. The unsaturated PHU are first prepared by aminolysis of cyclocarbonates using unsaturated amines. In an example di-trimethylolpropane is converted to di-trimethylolpropanedicarbonate using ethylchloroformiate.  The di-TMPDC is then reacted with 3-aminopropylvinylether to prepare the PHU, which is then crosslinked using pentaerithritol-tetra(3-mecaptopropionate) in the presence of a photoinitiator and UV light.  The invention is said to be useful for isocyanate-free adhesive- and coating systems.

Di-trimethylolpropanedicarbonate

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

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