Polyols from Proteins

Patent Title: POLYOLS FROM PROTEIN BIOMASS

 Number/Link: WO2016/094859

Applicant/Assignee: Inventors

Publication date: 16-06-2016

Gist”: Transamidation of protein with diamines followed by carbonation

Why it is interesting: Currently most renewable polyols are based on natural oils (NOPs) like soy-oil, but it is also possible to make polyols from proteins. According to this invention this can be accomplished by first cleaving the protein amide bonds by transamidation with an excess of low molecular weight polyamines using a boric acid derivative as catalyst. Then stripping the excess amines and reacting with cyclocarbonates. In an example soy-meal is reacted with ethylenediamine and then with ethylene carbonate resulting in a urethane polyol. The polyols have a high primary OH content, are auto-catalytic and are said to be useful for the production of PU resins and rigid foams.

Diol acoording to the invention. R is an amino acid residue.

Polyol according to the invention. R is an amino acid residue.

 

Polyurethanes from Mevalonolactone

Patent Title: POLYMERS PREPARED FROM MEVALONOLACTONE AND DERIVATIVES

 Number/Link: US2016/0130389

Applicant/Assignee: Visolis

Publication date: 12-05-2016

Gist”: Use of mevalonolactone derivatives as monomers for PU and other polymers

Why it is interesting: 3,5-Dihydroxy-3-methylvaleric acid and its corresponding lactone “mevalonolactone”, is a common metabolic intermediate and can be produced industrially by fermentation of biomass. Mevalonolactone can be converted to diacids, (unsaturated) diols, triols etc., which could be useful as a renewable and inexpensive feedstock for polymers like polyester, polyamides and polyurethanes. In an example mevalonolactone is reacted with ethanolamine resulting in the triol  3,5-dihydroxy-N-(2-hydroxyethyl)-3-methylpentanamide which is in turn reacted with 4,4′ MDI to make a model polyurethane.

Dihydroxymethylvaleric acid and its corresponding lactone

Dihydroxymethylvaleric acid and its corresponding lactone

Dianhydrohexitol-Based TPU

Patent Title: METHOD FOR PREPARING THERMOPLASTIC POLYURETHANE PELLET

 Number/Link:  WO2016/055731  (French)

Applicant/Assignee: Roquette Freres

Publication date: 14-04-2016

Gist”: Use of isosorbide as chain extender for TPU preparation

Why it is interesting: According to this invention the use of dianhydrohexitols as chain extender results in thermoplastic polyurethanes with improved overmoulding properties, notably improved colour, abrasion resistance and soft touch. In the examples TPUs prepared from 4,4’MDI, PTMEG 1000 and chain extended with isosorbide are compared to 1,4-butanediol extended TPUs. The isosorbide TPUs are softer with better abrasion resistance and -in my opinion surprisingly- have a somewhat brighter colour.

Isosorbide

Isosorbide

 

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