Polyols for Polyurethane Fibre-Reinforced Composite

Patent Title: PROCESS FOR PRODUCING FIBER COMPOSITE MATERIAL USING HYBRID POLYOL

Number/Link: WO2018/224592 (German)

Applicant/Assignee: BASF

Publication Date: 13 December 2018

“Gist”: Composite composition based on polyol prepared from initiator mixture comprising castor oil

Why it is interesting: Polyurethane composite production by filament winding, pultrusion and similar processes are known.  These PU systems need a low viscosity, good fibre-wetting properties, long open time and preferably a “snap cure” when activated.  According to this invention, such systems can be prepared from polyols which are made by alkoxylating an initiator mixture consisting of a (pref) 50/50 (w/w) mixture of a fat-based alcohol and an aliphatic trifunctional alcohol, using imidazole catalysis. In an example a castor oil/glycerol mixture is propoxylated to an OH value of  480 mg KOH/g.  Surprisingly this polyol shows a longer open time compared to the corresponding mixture of seperately initiated polyols.

castor oil

Main component of castor oil

Non-Isocyanate Polyurethanes from Sucrose-Fatty Acid Esters

Patent Title: BIOBASED CYCLIC CARBONATE FUNCTIONAL RESINS AND POLYURETHANE THERMOSETS THEREFROM

 Number/Link: US2016/0312060

Applicant/Assignee: NDSU

Publication date: 27-10-2016

Gist”: Epoxidized sucrose-fatty acid esters are reacted with CO2, then with polyamines

Why it is interesting:  Esters of unsaturated fatty acids and sucrose have been known since the 1960s and are useful in e.g. coatings.  Highly subsituted sucrose esters with an average of 7.7 fatty acid chains per molecule, a molecular weight of about 2400 and a relatively low viscosity of 300-400 mPa.s are commercially available. According to this invention, epoxidized sucrose-fatty acid esters can be further reacted with carbon dioxide resulting in a resin with a ‘pluraility’ of cyclocarbonate groups. Curing with polyamines results in highly crosslinked poly(hydroxyurethanes) useful for coatings, composites and adhesives.

Epoxidized sucrose-fatty acid ester

Epoxidized sucrose-fatty acid ester

 

 

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

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