Non-Isocyanate Poly(Amide-Hydroxyurethanes)

Patent Title: NON-ISOCYANATE POLYURETHANES AND METHODS OF MAKING AND USING THE SAME

 Number/Link: WO 2017/ 030880

Applicant/Assignee: ELEVANCE RENEWABLE SCIENCES

Publication date: 23-feb-2017

Gist”: Telechelic cyclocarbonate-alkylesters are reacted with diamines in the melt

Why it is interesting: According to this invention (ω-) unsaturated alkylesters can be converted to mono-cyclocarbonate alkylesters and then reacted with diamines to prepare thermoplastic poly(amide-hydroxyurethanes) (PAHU). For example methyl-9-decenoate was first epoxidized and then reacted with CO2 to produce 9,10-cyclic carbonate-methyl decanoate. After separation and washing the cyclocarbonate was reacted – in the melt- with a mixture of dodecane diamine and a PTMO diamine (Jeffamine THF-100). It is said that the unsaturated alkylesters can be prepared from natural oils using (cross- or self-) metathesis followed (or preceded) by transesterifaction with alkanols.

PAHU preparation scheme

PAHU preparation scheme

TPU from Gem-Dialkyl Cyclooctene

Patent Title: TELECHELIC PREPOLYMERS AND REACTION PRODUCTS THEREOF

 Number/Link: WO 2017/023506

Applicant/Assignee: University of Minnesota

Publication date: 9-feb-2017

Gist”:  Diols are made by ROM polymerization of gem-dialkyl cyclooctene together with a symmetrical diol as chain transfer agent

Why it is interesting: According to this application, thermoplastic polyurethanes containing geminal dialkyl groups have far superior thermal stability, oxidative-, hydrolytic- and barrier properties as compared to TPUs containing conventional soft segments. Diols containing gem-dialkyl groups are prepared by ring-opening metathesis polymerization (ROMP) of a gem-dialkyl cyclooctene with a suitable catalyst and in the presence of a symmetrical aliphatic olefin chain transfer agent having functional end groups. Examples are 5,5-dimethylcyclooct-1-ene and 1,8-oct-4-ene diol as the chain transfer agent.  The resulting diol is then reacted with (e.g.) 4.4′-MDI to prepare the TPU.

5,5-dimethylcyclooct-1-ene

5,5-dimethylcyclooct-1-ene

TPU-Silicone TPVs

Patent Title: THERMOPLASTIC POLYURETHANE COMPOSITE MATERIAL COMPOSITION, THERMOPLASTIC POLYURETHANE COMPOSITE MATERIAL AND MANUFACTURING METHOD THEREOF, SHOE MATERIAL AND WEARABLE APPARATUS

 Number/Link: US2017 /0015825

Applicant/Assignee: Evermore Chem. Ind.

Publication date: 19-jan-2017

Gist”: A blend of TPU and unsaturated silicone gum is dynamically vulcanized

Why it is interesting: A thermoplastic polyurethane is blended (in a kneader) with 1 to 5% w/w of double-unsaturated silicone rubber gum. The blend is then dynamically vulcanized by extruding (and pelletizing) it together with a peroxide curing agent like e.g. 1,3-bis-(t-butylperoxyisopropyl)benzene. The resulting thermoplastic is said to have improved slip resistance without reducing the TPU properties like abrasion resitance and is therefore said to be especially useful for the production of shoe-soles. It is ‘contemplated’ that the resulting material is a semi-IPN, but (i.m.o.) it is more likely that a seperate crosslinked silicone  phase -and therefore a thermoplastic vulcanizate (TPV)- is formed.

perox

1,3-bis-(t-butylperoxyisopropyl)benzene

  • Pages

  • Categories

  • Enter your email address to follow this blog and receive notifications of new posts by email.

    Join 259 other subscribers
  • Follow Innovation in PU on Twitter