Polyurethanes having reduced aldehyde emission

• US 10,196,493 B2
• Filed: 11/27/2014
• Issued: 02/05/2019
• Est. Priority Date: 12/02/2013
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Otero Martinez, Iran, Partusch, Georg, Hagen, Christian
• Primary Examiner(s): Cooney, John M
• Application Number:
  US15/100,777
• Publication Number:
  US 20160304686A1
• Time in Patent Office: 1,531 Days
• CPC Class Codes: C08G 18/14 Manufacture of cellular products
• CPC Class Codes: C08G 18/2895 Compounds containing active methylene groups
• CPC Class Codes: C08G 18/482 Mixtures of polyethers containing at least one polyether containing nitrogen
• CPC Class Codes: C08G 18/725 Combination of polyisocyanates of C08G18/78 with other polyisocyanates
• CPC Class Codes: C08G 2101/00 Manufacture of cellular products
• CPC Class Codes: C08G 2110/0066 ≥ 150kg/m3
• CPC Class Codes: C08G 2110/0083 prepared using water as the sole blowing agent
• CPC Class Codes: C08J 2207/06 Electrical wire insulation
• CPC Class Codes: C08J 2375/08 from polyethers
• CPC Class Codes: C08J 9/0033 containing sulfur

Abstract

The present invention relates to a process for the production of polyurethanes where (a) polyisocyanate, (b) polymeric compounds having groups reactive toward isocyanates, (c) catalysts, (d) a CH-acidic compound of the general formula R¹—CH₂—R², where R¹ and R² independently of one another are an electron-withdrawing moiety of the general formula —C(O)—R³ or —CN, where the moiety R³ is selected from the group consisting of —NH₂, —NH—R⁴—NR⁵R⁶, OR⁷ or R⁸, where R⁴, R⁵, R⁶, R⁷, and R⁸ are independently selected from the group consisting of aliphatic, araliphatic or aromatic hydrocarbons, which may have substitution, and optionally (e) blowing agent, (f) chain extender and/or crosslinking agent, and (g) auxiliaries and/or additives are mixed to give a reaction mixture, and the reaction mixture is allowed to complete a reaction to give the polyurethane. The present invention further relates to polyurethanes produced by this process and to the use of these polyurethanes in the interior of means of transport.

Claims

1. A process for producing a polyurethane, the process comprising:

mixing

(a) a polyisocyanate,

(b) polymeric compounds having groups reactive toward isocyanates selected from the group consisting of a polyetherpolyol, a polyesterpolyol and a mixture thereof,

(c) catalysts, comprising incorporable amine catalysts,

(d) a CH-acidic compound of the general formula

R¹—

CH₂—

R²,

where R¹ and R² independently of one another are an electron-withdrawing moiety of the general formula —

C(O)—

R³, where the moiety R³ is selected from the group consisting of —

NH₂, —

NH—

R⁴—

NR⁵R⁶, OR⁷ and R⁸, where R⁴, R⁵, R⁶, R⁷, and R⁸ independently are selected from the group consisting of an aliphatic hydrocarbon, an araliphatic hydrocarbon, and an aromatic hydrocarbon, which optionally have substitution, and optionally

(e) a blowing agent,

(f) a chain extender and/or a crosslinking agent, and

(g) auxiliaries and/or additives

to give a reaction mixture, and

reacting the reaction mixture to give the polyurethane,

wherein the compound R¹—

CH₂—

R² has a molecular weight greater than 300 g/mol, and

wherein a molecular weight on the polymeric compounds b) is from 400 to 15,000 g/mol and a functionality of the polymeric compounds b) is from 2 to 8.

2. The process as claimed in claim 1, wherein the moiety R³ is —

NH—

R⁴—

NR⁵R⁶, OR⁷, or R⁸, and the moieties R⁴, R⁵, R⁶, R⁷, and R⁸ are each independently of one another an aliphatic hydrocarbon having from 1 to 15 carbon atoms, which may optionally be substituted.

3. The process as claimed in claim 1, wherein the groups reactive toward isocyanates are selected from the group consisting of —

OH, —

NH— and

—

NH₂ groups.

4. The process as claimed in claim 1, wherein the quantity of component (d), based on the total weight of components (a) to (f), is from 0.01 to 5% by weight.

5. The process as claimed in claim 1, wherein the polymeric compounds (b) having groups reactive toward isocyanates comprise polyetherols.

6. The process as claimed in claim 1, wherein the incorporable amine catalysts comprise a group reactive toward isocyanates, and one or more tertiary aliphatic amino groups.

7. The process as claimed in claim 6, wherein at least one tertiary amino group comprises two moieties selected mutually independently from a methyl and an ethyl moiety, and another organic moiety.

8. The process as claimed in claim 1, wherein the polyurethane is a polyurethane foam with an average density of from 20 to 850 g/L.

9. The process as claimed in claim 1, wherein the polyurethane is a compact polyurethane with an average density of more than 850 g/L.

10. The process as claimed in claim 9, wherein the polyurethane is cable-sheathing.

11. A polyurethane, produced by the process as claimed in claim 1.

12. An interior of means of transport, comprising

the polyurethane as claimed in claim 11.

13. The process as claimed in claim 1, wherein the CH-acidic compound (d) comprises more than one CH-acidic group.