Novel i-PEEP Polymers

Patent Title:  ISOCYANATE-MODIFIED POLYESTER-EPOXIDE POLYMER COMPOSITIONS

 Number/Link: WO2018/160217

Applicant/Assignee:  Stepan

Publication date: 7 September 2018

“Gist”: Polyester polyols are reacted with isocyanates and polyepoxies

Why it is interesting: The invention is related to isocyanate-modified polyester-epoxy polymers (i-PEEPs) which are said to be a “new class of polymers” useful as adhesives, coatings and elastomers.  The materials are prepared by reacting polyester polyols with both polyisocyanates and polyepoxies at an “i-PEEP index” (=(eqvs iso + eqvs epoxy)/eqvs polyol in %) of 100 to 200. The reaction can be run catalysed at room temperature or optionally un-catalyzed at 40 to 100°C. In the examples aromatic and aliphatic polyester polyols are reacted with polymeric MDI and BPA-DGE – based polyepoxide at different indices to produce elastomers with shore A hardness ranging between 30 and 95.
Interesting materials, although calling them a new class of polymers may be a bit exaggerated.

Bisphenol_A_diglycidyl_ether_200

Bisphenol-A diglycidylether (BPA-DGE)

 

PIR-Oxazolidone Foams from Natural Oils

Patent Title: METHOD FOR MANUFACTURING A POLYURETHANE-MODIFIED FOAM, FOAM OBTAINED, AND USES

Number/Link: US2018/0030196

Applicant/Assignee:  Soprema et al.

Publication date: 1 February 2018

Gist”: Unsaturated natural oils are epoxidized and reacted with an excess of isocyanate in the presence of a blowing agent.

Why it is interesting: Conventionally natural oils are incorporated into polyurethanes by first converting them to polyols (“NOPs”) by hydroformylation or epoxidation and ring opening and then reacting the NOPs with isocyanates. According to this invention the natural oils (preferably extracted from microalgae) are epoxidized and then mixed and heated with a (e.g. 3:1) excess of isocyanate (e.g. polymeric MDI) in the presence of a blowing agent (e.g. isopentane). It is said that oxazolidone rings from the isocyanate-epoxy reaction will form at the same time as isocyanurate rings and homopolymerized epoxides. The foams are said to be useful for thermal insulation applications.

oxazolidone

Formation of oxazolidone rings according to the invention

Aerogels from Isocyanates and Epoxies

Patent Title: ORGANIC AEROGELS BASED ON ISOCYANATE AND CYCLIC ETHER POLYMER NETWORKS

 Number/Link: WO2017016755

Applicant/Assignee: Henkel

Publication date: 2-feb-2017

Gist”: Isocyanate and epoxy are reacted in solvent and supercritically dried

Why it is interesting: While most ‘conventional’ aerogels are based on silica, organic aerogels, especially isocyanate-based aerogels, are also well known: polyurethane-, polyurea-, polyamide-, polyimide-, polycarbodiimide- and polyisocyanurate aerogels have all been reported. This invention adds another type of aerogel based on the reaction of isocyanates and cyclic ethers, esp. oxetanes and oxiranes. The isocyanate with a functionality of (pref.) 2 to 3, (e.g. 4,4′-MDI or methylidynetri-p-phenyletriisocyanate) is reacted with a cyclic ether  of (pref.) functionality of 2 to 3, (e.g. N,N-diglycidyl-4-glycidyloxianiline) in a suitable solvent (e.g. DMAc). After washing, the gel is dried with supercritical carbon dioxide. The materials are useful for thermal insulation and are said to have better mechanical properties compared to other organic aerogels.

N,N-Diglycidyl-4-glycidyloxyaniline

N,N-Diglycidyl-4-glycidyloxyaniline

 

 

Formic Acid Blown EPIC Foams

Patent Title: ISOCYANATE-BASED TEMPERATURE-RESISTANT FOAMS WITH HIGH FLAME RESISTANCE

 Number/Link: WO2016/131874

Applicant/Assignee: BASF, Covestro

Publication date: 25-08-2016

Gist”:  One shot rigid isocyanate-epoxy foams blown with formic acid

Why it is interesting: This is the first in a series of (at least) 3 patent applications apparently resulting from a cooperation between BASF and Covestro on epoxy-isocyanate (“EPIC”) foams.  The other applications are WO2016/131878 and WO2016/131880 published on the same date. More publications may follow.
The current invention is about temperature-resistant foams with reportedly very high mechanical properties prepared form a one-shot system comprising a (pref.) high functional MDI, a (pref.) bisphenol-A or bisphenol-F polyglycidylether, at least one reactive amine catalyst and a blowing agent comprising formic acid. The ratio of iso to epoxy groups is (pref.) 3:1 to 15:1. The resulting materials are post-cured at 200°C. The foams contain no, or very little, urethane or urea groups and are said to be especially useful in laminates a.o.  In the examples foams with densities of 25-35 kg/m³ with a thermal conductivity as low as 20 mW/mK are shown.

Bisphenol-F diglycidylether

Bisphenol-F diglycidylether