Spirocyclic Chain Extenders in TPU

Patent Title: THERMOPLASTIC POLYURETHANE WITH HIGH HEAT RESISTANCE

 Number/Link: W02016025421  WO2016025423

Applicant/Assignee: Lubrizol

Publication date: 18-02-2016

Gist”: Use of spirocyclic chain extenders increases heat resistance of TPU

Why it is interesting: Both these patent applications are about the use of alkylene-substituted spirocyclic diols to improve the heat resistance of thermoplastic polyurethanes. In the WO..21 case the diol is used together with MDI and a polycarbonate diol resulting in high heat resistance TPU useful e.g for cable and wire coatings.  In the WO..23 case the spirocyclic diol is used together with MDI and a polyether polyol (PEGs) resulting in TPU with high heat resistance and moisture vapour transmission.  The spirocyclic diol used in the examples is 3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane.

3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane

3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane

Flexible PU Foam with Very Low Resilience

Patent Title: LOW-RESILIENCE POLYURETHANE FOAM AND PRODUCTION METHOD THEREOF

 Number/Link: US2016/0024268

Applicant/Assignee: Mitsui

Publication date: 28-01-2016

Gist”: Use of trans-BIC in viscoelastic flex foam

Why it is interesting: According to this invention low resilience flexible foams can be produced by reacting a mixture of two (optionally three) polyether polyols, water, a crosslinker and a catalyst with 1,4-bis(isocyanatomethyl)cyclohexane (BIC) where the BIC consists of (pref) 90% or more of the trans isomer. Higher trans-isomer is said to result in higher airflow and a finer cellstructure. In the examples a high MW all-PO triol and a low MW EO/PO triol with 18% EO tip is used, together with BIC at an NCO index of 70%.  The resulting foams have a high airflow and a (very) low resilience at densities between 50 and 70 kg/m³. While trans-BIC is clearly an interesting aliphatic di-iso, it is not widely available.

trans-1,4-bis(isocyanatomethyl)cyclohexane

trans-1,4-bis(isocyanatomethyl)cyclohexane

TPU from Asymmetric Chain Extenders

Patent Title: THERMOPLASTIC POLYURETHANE

 Number/Link: WO2015/173337

Applicant/Assignee: Henkel

Publication date: 19-11-2015

Gist”: TPU is made using diols with 1 prim- and one sec-OH group

Why it is interesting: Thermoplastic polyurethanes (TPU) have many desirable properties but are notoriously difficult to process: they need a high processing temperature (>160°C ) and have a high melt viscosity requiring high shear processing equipment. According to the current invention the melt viscosity can be greatly reduced by using an asymmetric diol as chain extender (i.e. with one pimary and one secondary hydroxyl group) instead of a conventional symmetric diol. In the examples polyester-MDI TPUs extended with asymmetric diols (e.g. 1,3-butanediol or 2,2,4-trimethyl-1,3-pentanediol)  are shown to have a much lower melt viscosity compared to TPU extended with 1,4-butanediol. These TPUs are especially useful as hotmelt adhesives.

2,2,4,-trimethyl-1,3-pentanediol

2,2,4,-trimethyl-1,3-pentanediol

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