All posts tagged NOP polyols

Natural Oil Polyols Using Metathesis Chemistry

Patent Title: METATHESIZED TRIACYLGLYCEROL POLYOLS FOR USE IN POLYURETHANE APPLICATIONS AND THEIR RELATED PROPERTIES

Number/Link: US2015/0337073

Applicant/Assignee: Trent University

Publication date: 26-11-2015

“Gist”: Palm oil is metathesized before hydroxylation.

Why it is interesting: Natural-oil based polyols (NOPs) prepared from unsaturated plant oils are well known in the PU industry. In this case however, the oil is first modified into a ‘metathesized triacylglycerol’ by cross-metathesis using (e.g.) 1,2-butene and an appropriate catalyst. The result is a complex mixture of triglycerids, the unsaturations of which are then epoxidized and hydrolyzed into the final polyol. In the examples palm-oil metathezised triacylglycerol (PMTAG) is compared to a commercially available soy-oil polyol when used to perpare both flexible and rigid foams. While the chemistry is interesting there does not appear to be much advantage to this type of NOP.

Metathesis reaction of triolein with butene

1 Comment

by Gerhard Bleys on November 27, 2015 • Permalink

Posted in Polyols

Tagged bio-based materials, Environment, flexible foam, metathesis, NOP polyols, polyester polyol, renewable materials, rigid foam

Posted by Gerhard Bleys on November 27, 2015

https://purpatents.com/2015/11/27/natural-oil-polyols-using-metathesis-chemistry/

PU Rigid Foams from Biomass Proteins

Title: POLYOLS FROM BIOMASS AND POLYMERIC PRODUCTS PRODUCED THEREFROM

Number/Link:WO2015/105542

Applicant/Assignee: Inventors

Publication date: 16-07-2015

“Gist”: Soy bean proteins are hydrolysed and reacted with diamines and cylocarbonates to produce “rigid” polyols.

Why it is interesting: During recent years a lot of research has been done on the use of renewable raw materials in polyurethanes. Most of this research was on the use of natural oils despite the fact that the availability of biomass proteins is much higher. Soybeans for example contain about twice as much protein (about 38% w/w) than oil (18%) and the price is about half that of the oil. According to this invention soybean proteins are hydrolysed into amino acids which are then reacted with ethylene diamine to make amine-ended monomers. These monomers are reacted with a cyclocarbonate (ethylene carbonate or glycerol carbonate) resulting in a mixture of hydroxyurethane oligomers. The mixture is a low viscous liquid with high hydroxyl value useful for the production of rigid foams.

Reaction sequence according to the invention

Polyurethane-Polyamides from Dimer Diacids

Title: A POLYOL BASED ON DIMER FATTY ACID RESIDUES AND THE CORRESPONDING POLYURETHANES

Number/Link:WO2015/097433

Applicant/Assignee: Croda

Publication date: 2-07-2015

“Gist”: Polyurethane/polyamide elastomers based on dimer diacids and long chain dicarboxylic acids

Why it is interesting: Polyurethane elastomers (and thermoplastic elastomers) based on dimer diacids or dimer diols are very hydrophobic and hydrolysis resistant but are relatively soft with lowish mechanical properties. According to this invention, using a blend of a dimer diacid (or -diol) and a (semi-) crystalline C17 to C32 dicarboxilic acid (or -diol) results in elastomers with greatly improved hardness and tensile strength while retaining flexibility and hydrolysis resistance. The C17 to C32 dicarboxylic acids can be prepared by a self-metathesis reaction of unsaturated fatty acid esters. In the examples a C36 dimer diacid is used together with 1,18-octadodecanoic acid (prepared by metathesis from methyl oleate). This is reacted ‘one shot’ with 4,4′ MDI and hexanediol or DEG, resulting in 85 shore A elastomers with high elongation and hydrolysis resistance.

A C36 dimer diacid

Innovation in Polyurethanes

All posts tagged NOP polyols

Natural Oil Polyols Using Metathesis Chemistry

PU Rigid Foams from Biomass Proteins

Polyurethane-Polyamides from Dimer Diacids

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