Hybrid Polyurethane-Peptide Dispersion

Patent Title: AQUEOUS PEPTIDE-STABILIZED POLYURETHANE DISPERSIONS

 Number/Link: W02016058909

Applicant/Assignee: Henkel; Max Planck Ges.

Publication date: 21-04-2016

Gist”: An NCO-ended prepolymer is reacted with a peptide mixture in water at correct pH

Why it is interesting: According to this invention a low-VOC, surfactant- free, stable dispersion can be prepared by reacting an isocyanate-ended preopolymer with an aqueous solution of peptides. The prepolymer is prepared from a polyether-, polyester- or PDMS diol and a surplus of (preferably) aliphatic isocyanate. The peptide mixture is obtained by hydrolysis or enzymatic cleaving of naturally occuring proteins and is dispersed in water at a pH well above the highest isoelectric point present in the mixture. This will ensure reaction of the isocyanate with the peptides instead of water.
Polymer-protein hybrids are interesting because they allow for unique properties not attainable with synthetic polymers alone, such as a selective and specific interaction with other biomolecules and a controlled response to external stimuli like pH and temperature.

Example of a tetrapeptide: Val-Gly-Ser-Ala. (Wikipedia)

Example of a tetrapeptide: Val-Gly-Ser-Ala. (Wikipedia)

 

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

Reaction sequence according to the invention

Renewable Polyurea from Lysinol

Title: NEW POLYMERS DERIVED FROM RENEWABLY RESOURCED LYSINOL

 Number/Link: US2014/275311

Applicant/Assignee: Du Pont

Publication date: 18-09-2014

Gist”: Use of lysinol as renewable monomer for nitrogen-containing polymers including polyurea.

Why it is interesting: Lysinol or 2,5-diamino-1-hexanol is an amino alcohol derived from the amino acid lysine by  hydrogenation.  Lysine itself is produced by fermentation from sugars.  Annual production of lysine is apparently in excess of 1 million tonnes and its derivative lysinol is therefore considered as a potentially interesting biorenenawable monomer for a number of nitrogen-containing polymers. This patent application claims lysinol-based polyamides, polyimides, polyureas and “urethane crosslinked” polyureas including foams. In the examples urethane-polyureas are produced by reacting lysinol with hexamethylenediisocyanate using DABCO as catalyst.

Preparation of the two lysionol enantiomers from lysine.

Preparation of the two lysinol enantiomers from lysine.

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