PIR-Oxazolidone Foams from Natural Oils

Patent Title: METHOD FOR MANUFACTURING A POLYURETHANE-MODIFIED FOAM, FOAM OBTAINED, AND USES

Number/Link: US2018/0030196

Applicant/Assignee:  Soprema et al.

Publication date: 1 February 2018

Gist”: Unsaturated natural oils are epoxidized and reacted with an excess of isocyanate in the presence of a blowing agent.

Why it is interesting: Conventionally natural oils are incorporated into polyurethanes by first converting them to polyols (“NOPs”) by hydroformylation or epoxidation and ring opening and then reacting the NOPs with isocyanates. According to this invention the natural oils (preferably extracted from microalgae) are epoxidized and then mixed and heated with a (e.g. 3:1) excess of isocyanate (e.g. polymeric MDI) in the presence of a blowing agent (e.g. isopentane). It is said that oxazolidone rings from the isocyanate-epoxy reaction will form at the same time as isocyanurate rings and homopolymerized epoxides. The foams are said to be useful for thermal insulation applications.

oxazolidone

Formation of oxazolidone rings according to the invention

Polyurethane-Epoxy IPN Composites

Patent Title: POLYMER COMPOSITE THERMAL INTERFACE MATERIAL WITH HIGH THERMAL CONDUCTIVITY

 Number/Link: WO2016/079627

Applicant/Assignee: IBM

Publication date: 26-05-2016

Gist”: PU-Epoxy IPN particle composites show improved thermal conductivity

Why it is interesting: The application is about thermally conductive adhesives for use with electronic components. Commonly these materials consist of polymers filled with thermally- (but not electrically-) conductive particles such as AlN, BN and ZnO. According to the invention the thermal conductivity of these composites can be improved by using a polyurethane-epoxy true interpenetrating polymer network (IPN) as the matrix. In the examples a MDI-polycaprolactone prepolymer is mixed with a BPA diglycidylether prepolymer and boron nitride (BN) particles and crosslinked using trimethylolpropane and imidazole.  The thermal conductivity of the composite shows a synergy, meaning that it is clearly higher than the conductivities of both the PU or EP composites. The synergy is said to be due to an enhanced distribution of the BN particles and (because this is IBM and they are very clever) due to enhanced phonon scattering.

Bisphenol-A diglycidylether

Bisphenol-A diglycidylether

Modified Polyols for Improved PU Adhesives

Title: POLYOL COMPOSITIONS FOR HOT MELT ADHESIVES

 Number/Link:WO2015/127276

Applicant/Assignee: IFS Industries

Publication date: 27-08-2015

Gist”: Polyester diols are partially capped with bulky glycidyl esters

Why it is interesting: According to this invention polyester (or polyether) polyols which are partially capped with a bulky glycidyl ester can be used to improve the adhesive properties of (reactive) polyurethane (hotmelt) adhesives. Specifically the adhesion to materials with low surface energies like ABS or polyolefines is said to improve. In the examples polyester diols prepared from adipic acid and hexanediol with a Mn of about 3000 are partially capped with the glycidyl ester of neodecanoic acid (“Versatic Acid 10”) and used in PU adhesive formulations.

Glycidyl ester of neodecanoic acid

Glycidyl ester of neodecanoic acid

Superhydrophobic Polyurethane Coatings

Title: POLYMERS FOR MAKING SUPERHYDROPHOBIC SURFACES

 Number/Link: WO2015/047196

Applicant/Assignee: AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH

Publication date: 2-04-2015

Gist”: A comb polymer with hydrophobic side chains and an isocyanate-reactive backbone is reacted with an NCO-ended prepolymer.

Why it is interesting: Superhydrophobic surfaces show a contact angle (vs water) of 150° or more. Water therefore forms almost perfectly spherical droplets on such a surface which easily roll off: the so-called “lotus-effect”. Superhydrophobic surfaces can find important applications in e.g. automotive and aviation industries. The current invention relates to a superhydrophobic coating composition comprising a hydrophobic comb-polymer having an NCO-reactive backbone together with a polyurethane prepolymer.  The comb polymer is prepared by alkylating an unsaturated epoxy monomer with a nucleophile comprising a C8 to C20 alkyl group, followed by polymerization. The resulting comb polymer can then be combined with an NCO-ended polyurethane prepolymer to make a superhydrophobic coating composition. In an example hexadecylamine is reacted with glycidylmethacrylate resulting in 3-(hexadecylamino)-2-hydroxypropylmethacrylate which is then polymerized into a comb-like polymer. After separation and drying the comb polymer is combined with a commercial (solvent-based) polyurethane prepolymer to make the coating composition.

Glycidylmethacrylate

Glycidylmethacrylate

 

Hybrid Polyurethane-Epoxy Pultrusion System

Title: REINFORCED PULTRUDED POLYURETHANE AND PRODUCTION THEREOF

 Number/Link: US2013/0309924

Applicant/Assignee: Bayer

Publication date: 21-11-2013 (priority PCT/DE)

Gist”: A pultrusion matrix material is formulated from of an immiscible polyol blend together with one or more epoxides and MDI

Why it is interesting: Pultrusion matrix systems need a decent pot-life and, after curing, a high glass transition temperature and modulus. According to the invention this can be achieved by using an immiscible polyol mixture prepared from a) a relatively high MW PO polyol (e.g. PPG4000) and b) a blend of low MW polyols and chain extenders/crosslinkers, where the amount of a) is about 10-30% on the total polyol. This polyol system together with an epoxide (e.g. bisphenol A or the triglycidylether of trimethylolpropane) an  isocyanate (e.g polymeric MDI) and optional additives results in a system useful for a pultrusion process. The examples show a pot-life of about 30 minutes and a Tg of about 150°C. The immiscible high MW PO polyol probably forms a seperate phase, thus increasing the Tg of the hard phase.

Diagram of the Putrusion Process (Wikipedia)

Diagram of the Putrusion Process (Wikipedia)