Polyols from Epoxies and Cardanol

Title: CARDANOL MODIFIED EPOXY POLYOL

 Number/Link: WO2015/077944  WO2015/077945 WO2015/078178

Applicant/Assignee: Dow

Publication date: 4-06-2015

Gist”: Polyols are prepared by reacting an epoxy resin with  cashew nutshell liquid.

Why it is interesting: Cardanol is the main component of  cashew nutshell liquid which is a by-product of cashew nut processing. It is a “surfactant-like” phenolic compound which, when reacted with a polyepoxide, will result in a polyol with sec-OH groups. When used in polyurethane formulations these polyols will (unsurprisingly) be slow-reacting, highly hydrophobic and show compatibilizing properties vs apolar compounds. Dow have therefore filed three patent applications on PU systems containing these polyols: one on slowly-reacting PU systems for filament winding, one on highly hydrophobic PU elastomers and one on asphalt-PU compositions.
These are interesting polyols but they could be hard to process in my opinion.

Cardanol is reacted with bisphenol-A diglycidylether resulting in a diol according to the invention

Cardanol is reacted with bisphenol-A diglycidylether resulting in a diol according to the invention

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

 

Classic PU Patent of the Month: Bayer on Viscoelastic Flexible Foams (1988)

Title: Process for the preparation of cold-hardening flexible polyurethane foams having excellent deadening properties.

 Number/Link: EP0331941

Applicant/Assignee: Bayer

Publication date: 13-09-1989

Gist”: Highly damping flexible foams are made using a mixture of three specific polyols.

Why it is interesting: “Visco” or “memory” foams are currently known especially for their use in matresses and pillows.  Originally however these “dead” foams were developed as vibration damping materials for acoustic applications. The invention is based on the use of three specific polyols: (a) a ‘normal’ PO/EO-tipped triol with a hydroxyl value of about 28, (b) a ‘rigid’ all-PO triol with OHv of about 350 and (c) a ‘high EO’ triol with an EO content of about 75% and OHv of 36. The polyols are used in a ratio of about 25:15:60 (a:b:c) together with either TDI or MDI. Because the polyols are relatively immiscible the resulting foams have a soft-phase glass transition which is ‘smeared’ out over a temperature range controlled by polyol (a) at the low end and by (c) at the high end – ranging e.g. from -30°C to +10°C. This wide glass transition in turn results in a very wide damping frequency range.  A very clever idea that has been copied many times.

Polyurethane "memory foam"

Polyurethane “memory foam”

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