Natural Oil Polyols using Self-Metathesis

Patent Title: POLYOLS FORMED FROM SELF-METATHESIZED NATURAL OILS AND THEIR USE IN MAKING POLYURETHANE FOAMS

 Number/Link: US2017/0291983

Applicant/Assignee:  Trent Univ.

Publication date: 12 october 2017

Gist”: NOPs from self-metathesized soy oils

Why it is interesting: The use of metathesis chemistry to modify natural oils before converting them to polyols has been discussed before in this blog:  see e.g. US2015/0337073, to the same applicant, which relates to cross-metathesis of natural oils using (e.g.) 1-butene. The current case is about self-metathesis of unsaturated natural oils, resulting in ‘metathesis oligomers’ which are then (partially) epoxidated and hydroxylated to prepare the polyols. In the examples soybean oil is turned into polyols with OH values between about 100 and 250, which are used to make flexible foams with densities of more than 150 kg/m³.

Oligomer from self-metathesis of unsaturated triglycerid


PUDs for Superhydrophobic Coatings

Patent Title: Vegetable Oil-Modified, Hydrophobic Polyurethane Dispersions

 Number/Link: US20160009852

Applicant/Assignee: Rust-Oleum

Publication date: 14-01-2016

Gist”: PUDs containing saturated monoglycerids

Why it is interesting: Aqueous polyurethane dispersions are popular for use in environmentally friendly coating compositions. Because of the inherent presence of hydrophilic (often acid-) groups to stabilise these dispersions, the resulting coatings often lack hydrolytic stability. According to this invention, this can be improved by incorporating monoglycerids, prepared by reacting vegetable oils with glycerol followed by distillation, into the PU backbone.  A prepolymer is prepared by reacting the monoglicerids, together with a non-isocyanate urethane polyol (prepared from polyamines and monocyclic carbonates), a conventional long-chain polyol and dimethylolpropionic acid, with an excess of isocyanate. The prepolymer is then neutralized with an amine and subsequently reacted with a chain extender in water to make the PUD. Coatings made with these dispersions are said to be superhydrophobic and have a low friction coeficient.

Dimethylolpropionic acid

Dimethylolpropionic acid