Polyurethane Dispersions with “Reversible Drying”

Title: RADIATION CURABLE AQUEOUS COMPOSITIONS WITH REVERSIBLE DRYING

 Number/Link: WO2014/111349

Applicant/Assignee: Allnex

Publication date: 24-07-2014

Gist”: PUDs from hydrophilic, low molecular weight PU can be re-dispersed after drying.

Why it is interesting: It is known that PUDs will coalesce into an insoluble film when dried, at least when the temperature is over the ‘minimum film forming temperature’ or MMFT.  This behaviour, while being useful in most coating- and adhesives applications, can be problematic when the PUDs are used for jet-printing inks because of irreverisble blocking of the print-head nozzles.  According to this invention re-dispersible PUDs can be made when the PU used is both sufficiently hydrophilic and of a low average molecular weight (pref. an Mn between 1000 and 5000, with a polydispersity between 2 and 4). The PU does need to be radiation curable so it can be crosslinked after drying.  In the examples a low NCO prepolymer is prepared from 1,6-hexanediisocyanate (HDI), 2,2-dimethylolpropionic acid, some polyester or polycarbonate polyol and an acrylic chainstopper like a propoxylated trimethylolpropane diacrylate. The (viscous) prepolymer is dispersed and neutralized by adding water containing NaOH or triethylamine. After drying the PUDs of the invention can be re-dispersed in water at 25°C.

Film-forming PU dispersion.

Film-forming PU dispersion.

Non-Isocyanate Polyurethane Using Thiol-Ene “Click Chemistry”

Title: POLY(HYDROXYL URETHANE) COMPOSITIONS AND METHODS OF MAKING AND USING THE SAME

 Number/Link: US20140182784

Applicant/Assignee:  Inventors but with US goverment interest

Publication date: 3-07-2014

Gist”: Crosslinked poly(hydroxyurethanes) are prepared by reacting a cyclic carbonate comprising a carbon-carbon double bond, a di-thiol and a polyamine.

Why it is interesting: According to this invention hydroxyurethanes are produced by first reacting a cyclic carbonate which has a double bond (e.g. 4-vinyl-1,3-dioxolan-2-one) with a dithiol (e.g. 1,6-hexanedithiol) using UV radiation and a UV initiator. The resulting di-carbonate is then reacted with a polyamine (e.g. diethylene triamine) resulting in a crosslinked poly(hydroxyurethane). Alternatively the carbonate-amine reaction can happen before the thiol-ene ‘click’ reaction. The materials can be used for binders and adhesives a.o.  The reactions have the advantage of being solvent-, catalyst- and isocyanate-free and having a high yield.

Thiol-ene reaction followed by carbonate-amine reaction

Thiol-ene reaction followed by carbonate-amine reaction

Fuel Resistant Polyurea

Title: POLYUREA COMPOSITIONS AND METHODS OF USE

 Number/Link: US20140171587

Applicant/Assignee: PRC DESOTO

Publication date: 19-06-2014 (priority PCT)

Gist”: Sulfur-containing polyformal polyols are prepolymerized with aliphatic diisocyanates and then cured with aromatic amines.

Why it is interesting: Sulfur-containing polyformal polyols are prepared from thiodiglycol and paraformaldehyde using acidic catalysis.  The polyols are then reacted with 4,4′-dicylcohexyl diisocyanate (H12MDI) to form a prepolymer which is subsequently cured with an aromatic amine like dimethylthiotoluenediamine. The resulting material is water and fuel resistant and can be used as a sealant in the aerospace industry.

H12MDI-thiodiglycol-polyformal adduct

H12MDI-thiodiglycol-polyformal adduct

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