Granted Patent B2

US 12,258,437 · App. 17/416,032 · Granted Mar 25, 2025

Inventors: Andreas Emge (Lemfoerde, DE); Andre Meyer (Lemfoerde, DE); Sirus Zarbakhsh (Ludwigshafen, DE)

Assignee: BASF SE

C08G18/7671C03C25/16C03C25/326C08G18/3206C08G18/4845C08G18/6517C08G18/797C08G65/2654

Abstract

Claims (73)

1. A compact polyurethane having a density of ≥850 g/l, obtained by reacting at least the components:

i) a polyisocyanate composition; and

ii) a polyol composition, comprising at least one polyether polyol (ii.1) which

is obtained by reacting

ii.1.1) a polyol starter with a functionality of 3 to 6

with

ii.1.2) propylene oxide and/or butylene oxide,

in the presence of a boron-based, fluorine-containing Lewis acid catalyst (ii.1.3), wherein the polyether polyol (ii.1) has an equivalent molecular weight of 50 to 150 g/mol, and

ii.1.4) optionally further auxiliaries and/or additives.

2. The compact polyurethane according to claim 1 , wherein the boron-based, fluorine-containing Lewis acid catalyst of (ii.1.3) has the formula BR 1 R 2 R 3 , wherein R 1 , R 2 and R 3 are each independently selected from the group consisting of fluorine atom, perfluorinated C1 to C10 alkyl radical and perfluorinated C6 to C12 aryl radical.

3. The compact polyurethane according to claim 1 , wherein the polyether polyol (ii.1) has a hydroxyl number of more than 400 mg KOH/g;

and/or

wherein the polyether polyol (ii.1) has an equivalent molecular weight in the range from 50 to 140 g/mol.

4. The compact polyurethane according to claim 1 , wherein the polyol starter (ii.1.1) of the polyether polyol (ii.1) is a triol with a functionality of 3.

5. The compact polyurethane according to claim 1 , wherein the reaction of (ii.1.1) and (ii.1.2) is performed exclusively in the presence of a boron-based, fluorine-containing Lewis acid catalyst (ii.1.3) and no further alkoxylation catalysts are used.

6. The compact polyurethane according to claim 1 , wherein the polyether polyol (ii.1) has no ethylene oxide-based end groups.

7. The compact polyurethane according to claim 1 , wherein the polyol composition ii) comprises one or more further polyols, wherein the further polyol(s) is/are exclusively polyols which have been prepared without alkali metal-catalyzed or amine-catalyzed alkoxylation.

8. The compact polyurethane according to claim 1 , wherein the polyol starter (ii.1.1) of the polyether polyol (ii.1) is a triol of the formula (I)

wherein l, m, n and o are each independently an integer from the range from 1 to 6.

9. The compact polyurethane according to claim 1 , wherein the boron-based, fluorine-containing Lewis acid catalyst of (ii.1.3) has the formula BR 1 R 2 R 3 , wherein R 1 , R 2 and R 3 are each independently selected from the group consisting of fluorine atom, perfluorinated C1 to C10 alkyl radical and perfluorinated C6 to C12 aryl radical, wherein R 1 , R 2 and R 3 are identical and/or wherein the boron-based, fluorine-containing Lewis acid catalyst of (ii.1.3) is selected from the group consisting of boron trifluoride (BF 3 ), tris(pentafluorophenyl)borane (C 6 F 5 ) 3 B and mixtures of BF 3 and (C 6 F 5 ) 3 B.

10. The compact polyurethane according to claim 1 , wherein the polyether polyol (ii.1) has a hydroxyl number of more than 450 mg KOH/g and/or the polyether polyol (ii.1) has an equivalent molecular weight in the range from 55 to 135 g/mol.

11. The compact polyurethane according to claim 1 , wherein the polyether polyol (ii.1) has exclusively propylene oxide-based end groups and/or butylene oxide-based end groups.

12. The compact polyurethane according to claim 1 , wherein the polyol composition ii) comprises one or more further polyols selected from the group consisting of hydroxyl-functionalized hydrophobic compounds; oleochemical polyols, and polyetherols (polyether polyols) which have been alkoxylated in the presence of boron-containing Lewis acids, optionally polyesterols (polyester polyols) and optionally chain extenders.

13. A process for producing a compact polyurethane having a density of ≥850 g/l, comprising the reaction of at least the components:

i) a polyisocyanate composition; and

ii) a polyol composition, comprising at least one polyether polyol (ii.1) which

is obtained by reacting

ii.1.1) a polyol starter with a functionality of 3 to 6

with

ii.1.2)propylene oxide and/or butylene oxide,

in the presence of a boron-based, fluorine-containing Lewis acid catalyst (ii.1.3), wherein the polyether polyol (ii.1) has an equivalent molecular weight of 50 to 150 g/mol, and

ii.1.4) optionally further auxiliaries and/or additives.

14. The process for producing a compact polyurethane having a density of ≥850 g/l according to claim 13 , wherein the boron-based, fluorine-containing Lewis acid catalyst of (ii.1.3) has the formula BR 1 R 2 R 3 , wherein R 1 , R 2 and R 3 are each independently selected from the group consisting of fluorine atom, perfluorinated C1 to C10 alkyl radical and perfluorinated C6 to C12 aryl radical.

15. The process for producing a compact polyurethane having a density of ≥850 g/l according to claim 13 , wherein the polyether polyol (ii.1) has a hydroxyl number of more than 400 mg KOH/g;

and/or

wherein the polyether polyol (ii.1) has an equivalent molecular weight in the range from 50 to 140 g/mol.

16. The process for producing a compact polyurethane having a density of ≥850 g/l according to claim 13 , wherein the polyol starter (ii.1.1) of the polyether polyol of (ii.1) is a triol with a functionality of 3.

17. A compact polyurethane having a density of ≥850 g/l, obtained by the process according to claim 13 .

18. A method of using a compact polyurethane having a density of ≥850 g/l, obtained by reacting at least the components:

i) a polyisocyanate composition; and

ii) a polyol composition, comprising at least one polyether polyol (ii.1) which

is obtained by reacting

ii.1.1) a polyol starter with a functionality of 3 to 6

with

ii.1.2) propylene oxide and/or butylene oxide,

in the presence of a boron-based, fluorine-containing Lewis acid catalyst (ii.1.3), wherein the polyether polyol (ii.1) has an equivalent molecular weight of 50 to 150 g/mol, and

ii.1.4) optionally further auxiliaries and/or additives,

the method comprising using the compact polyurethane for the production of a fiber composite.

19. A fiber composite material comprising the following components:

a) a compact polyurethane having a density of ≥850 g/l, obtained by reacting at least the components:

i) a polyisocyanate composition; and

ii) a polyol composition, comprising at least one polyether polyol (ii.1)

which is obtained by reacting

ii.1.1) a polyol starter with a functionality of 3 to 6

with

ii.1.2) propylene oxide and/or butylene oxide,

in the presence of a boron-based, fluorine-containing Lewis acid catalyst (ii.1.3),

wherein the polyether polyol (ii.1) has an equivalent molecular weight of 50 to 150 g/mol, and

ii.1.4) optionally further auxiliaries and/or additives; and

b) fibers which are at least partially embedded in the compact polyurethane.

20. A process for producing a fiber composite, comprising:

1) providing fibers;

2) providing at least the components:

i) a polyisocyanate composition;

ii) a polyol composition, comprising at least one polyether polyol (ii.1) which is obtained by reacting

ii.1.1) a polyol starter with a functionality of 3 to 6

with

ii.1.2) propylene oxide and/or butylene oxide,

in the presence of a boron-based, fluorine-containing Lewis acid catalyst (ii.1.3); wherein the polyether polyol (ii.1) has an equivalent molecular weight of 50 to 150 g/mol, and

ii.1.4) optionally further auxiliaries and/or additives;

3) mixing components i) and ii) of 2) to obtain a reactive mixture;

4) impregnating the fibers with the reactive mixture obtained as per 3); and

5) curing the reactive mixture to obtain a fiber composite, wherein the polyurethane is compact and has a density of ≥850 g/1.

Assignments (3)

Priority Claims (1)

Continuity (1)

References Cited (31)