Hard-phase-modified thermoplastic polyurethane

Patent metadata

Field	Value
Publication number	US-11377552-B2
Application number	US-202017420451-A
Country	US
Kind code	B2
Filing date	Jan 3, 2020
Priority date	Jan 4, 2019
Publication date	Jul 5, 2022
Grant date	Jul 5, 2022

Abstract

A thermoplastic polyurethane can be obtained by a process involving a reaction of a thermoplastic polyester (PE-1) with a diamine (D1), to obtain a composition (Z1) containing an amide (PA-1), and a reaction of the obtained composition (Z1) with an isocyanate composition (I1), containing at least one polyisocyanate, and a polyol composition (P1). The diamine (D1) has a molecular weight in the range from 50 g/mol to 700 g/mol. A process can produce such a thermoplastic polyurethane, and shaped articles can be made containing the thermoplastic polyurethane.

First claim

The invention claimed is:

1. A thermoplastic polyurethane, obtained by a process comprising:
reacting at least one diamine (D1), having a molecular weight in the range from 50 g/mol to 700 g/mol, with a thermoplastic polyester (PE-1), to obtain an amide (PA-1), and
reacting an isocyanate composition (I1) comprising at least one polyisocyanate, the amide (PA-1), and a polyol composition (P1).

2. The thermoplastic polyurethane according to claim 1 , wherein the process comprises (i) and (ii):
(i) reacting the thermoplastic polyester (PE-1) with the at least one diamine (D1), to obtain a composition (Z1) comprising the amide (PA-1),
(ii) reacting the composition (Z1) obtained in (i) with the isocyanate composition (I1) comprising at least one polyisocyanate, and the polyol composition (P1).

3. The thermoplastic polyurethane according to claim 1 , wherein the at least one diamine (D1) is selected from the group consisting of compounds of formula (I) or (II):

wherein R1 and R2 are independently of one another selected from the group consisting of O—CH 3 , CH 2 CH 3 , S—CH 3 , NH—CH 3 , N(CH 3 ) 2 , and H,

or

wherein
a) X 1 ═X 2 ═Y 1 ═Y 2 ═H,
b) X 1 ═X 2 ═Y 1 ═Y 2 ═CH 3 ,
c) X 1 ═X 2 ═Y 1 ═Y 2 =isopropyl,
d) X 1 ═X 2 ═Y 1 ═Y 2 ═C 2 H 5 ,
e) X 1 ═X 2 ═Y 1 ═Y 2 =butyl,
f) X 1 ═X 2 ═Y 1 ═Y 2 =tert-butyl,
g) X 1 ═X 2 ═H and Y 1 ═Y 2 ═CH 3 ,
h) X 1 ═X 2 ═H and Y 1 ═Y 2 =isopropyl,
i) X 1 ═X 2 ═H and Y 1 ═Y 2 ═C 2 H 5 ,
j) X 1 ═X 2 ═H and Y 1 ═Y 2 =butyl, or
k) X 1 ═X 2 ═H and Y 1 ═Y 2 =tert-butyl; and
Z is selected from the group consisting of CH 2 , CHCH 3 , C(CH 3 ) 2 , O, and S.

4. The thermoplastic polyurethane according to claim 1 , wherein the at least one diamine (D1) has the formula (III):

wherein R1=R2=S—CH 3 or R1=R2=CH 2 CH 3 .

5. The thermoplastic polyurethane according to claim 1 , wherein the polyol composition (P1) comprises at least one polycarbonate polyol (PC1).

6. The thermoplastic polyurethane according to claim 1 , wherein the thermoplastic polyester (PE-1) has a molecular weight in the range from 1500 g/mol to 60000 g/mol.

7. The thermoplastic polyurethane according to claim 1 , wherein the thermoplastic polyester (PE-1) is selected from the group consisting of a polyalkylene terephthalate and poly-L-lactic acid.

8. The thermoplastic polyurethane according to claim 1 , wherein the thermoplastic polyester (PE-1) has a molecular weight in the range from 1000 g/mol to 5000 g/mol.

9. The thermoplastic polyurethane according to claim 1 , wherein the at least one polyisocyanate is selected from the group consisting of methylene diphenyl diisocyanate and an aliphatic diisocyanate.

10. The thermoplastic polyurethane according to claim 1 , wherein the thermoplastic polyurethane has a Shore hardness in the range from Shore 45 A to Shore 78 D.

11. A process for producing a thermoplastic polyurethane, the process comprising:
reacting at least one diamine (D1), having a molecular weight in the range from 50 g/mol to 700 g/mol, with a thermoplastic polyester (PE-1), to obtain an amide (PA-1), and
reacting an isocyanate composition (I1) comprising at least one polyisocyanate, the amide (PA-1), and a polyol composition (P1).

12. The process for producing a thermoplastic polyurethane according to claim 11 , the process comprising (i) and (ii):
(i) reacting the thermoplastic polyester (PE-1) with the at least one diamine (D1), to obtain a composition (Z1) comprising the amide (PA-1),
(ii) reacting the composition (Z1) obtained in (i) with the isocyanate composition (I1) comprising at least one polyisocyanate, and the polyol composition (P1).

13. A shaped article, comprising the thermoplastic polyurethane according to claim 1 .

14. The shaped article according to claim 13 , wherein the shaped article is selected from the group consisting of a film, a molding, a wheel/roller, a fiber, an automotive trim, a hose, a cable plug, a bellow, a trailing cable, a cable sheathing, a seal, a belt, and a damping element.

15. A shaped article, comprising the thermoplastic polyurethane obtained by the process according to claim 11 .

16. The shaped article according to claim 15 , wherein the shaped article is selected from the group consisting of a film, a molding, a wheel/roller, a fiber, an automotive trim, a hose, a cable plug, a bellow, a trailing cable, a cable sheathing, a seal, a belt, and a damping element.

Assignees

• Basf Se

Inventors

• Roy Nabarun
• Kempfert Dirk
• Muehren Oliver
• Bertels Alfons
• Hartwig Sebastian

Classifications

• C08G18/4236

  containing only aliphatic groups · CPC title

• C08L2203/12

  used for fibers · CPC title

• C08G18/4213

  from terephthalic acid and dialcohols · CPC title

• C08G18/831

  by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides (by aldehydes C08G18/84, by peroxides C08G18/86) · CPC title

• C08G18/73

  acyclic · CPC title