IP Library Granted Patent US 9,982,085
Granted Patent B2
US 9,982,085 · App. 14/778,866 · Granted May 29, 2018

Production of polyurethane foams comprising polyolefin-based polyols

Inventors: Ruediger Landers (Essen, DE); Annegret Terheiden (Alpen, DE); Roland Hubel (Essen, DE)
Assignee: EVONIK DEGUSSA GMBH
C08G18/69C08G18/14C08G18/48C08G18/4829C08G18/698C08G18/7621C08J9/0028C08J9/0033C08J9/0042C08K5/5442C08G2101/005C08G2101/0008C08G2101/0083
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Quick Facts
Patent No.
US 9,982,085
App. No.
14/778,866
Granted
May 29, 2018
Kind
B2
Abstract

Described are a method of producing polyurethane foam comprising polyolefin-based polyols by using an additive composition comprising at least one ionic surfactant A selected from ionic surfactants of formula A − M + , where A − =anion selected from the group consisting of alkyl sulphates, aryl sulphates, sulphonates, polyether sulphates, polyether sulphonates, alkyl sulphonates, aryl sulphonates, alkyl carboxylates, aryl carboxylates, saccharinates and polyether phosphates, and M + =cation, and/or at least one ionic surfactant B selected from a quaternized ammonium compound, and also at least a tertiary amine compound C having a molar mass of at least 150 g/mol, and/or an oxazasilinane D, and also polyurethane foams thus obtained and their use.

Claims (30)

1. A method of producing polyurethane foams having a density of 25.1 kg/m 3 or less, said method comprising:

reacting one or more polyol components with one or more isocyanate components, which comprises using at least 15 wt % of polyolefin polyol comprising a unit diene of 4 to 10 carbon atoms wherein the polyolefin polyol comprises from 0.1 to 10% of olefinic double bonding in the polymer backbone, wherein the olefinic double bonding does not include double bonds in any aromatic groups in the polyolefin, based on the total amount of polyol used, in the presence of an additive composition wherein said additive composition is present in an amount from 0.001 to 10 parts by weight of total polyol used, said

additive composition comprising a mixture of:

a) an ionic surfactant B selected from a quaternized ammonium compound,

b) a tertiary amine compound C having a molar mass of at least 150 g/mol wherein from 0.001 to 5 parts by weight of said tertiary amine compound C is used per 100 parts by weight of total polyol used, and

c) an oxazasilinane D wherein a mass ratio of the sum total of said at least one tertiary amine compound C to the sum total of said at least one oxazasilinane D from 500:1 to 1:1

wherein the polyurethane foam has a density of 25.1 kg/m 3 or less.

2. The method according to claim 1 , wherein said one or more polyol components comprise at least 25 wt % of said polyolefin polyol, based on the total amount of polyol used, wherein a mass ratio of the sum total of said at least one tertiary amine compound C to the sum total of said at least one oxazasilinane D from 50:1 to 10:1 and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

3. The method according to claim 1 , wherein said polyolefin polyol is selected from the group consisting of polybutadiene polyol, hydrogenated polybutadiene polyol, polyisoprene polyol and mixtures thereof and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

4. The method according to claim 1 , wherein from 0.02 to 3 parts by weight of said tertiary amine compound C is used per 100 parts by weight of total polyol used and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

5. The method according to claim 1 , wherein said at least one oxazasilinane D is present in said additive composition, said at least one oxazasilinane D is a 2,2,4-trimethyl-1,4,2-oxazasilinane of formula (III)

and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

6. The method according to claim 5 , wherein a mass ratio of the sum total of said at least one tertiary amine compound C to the sum total of said at least one oxazasilinane D from 200:1 to 5:1.

7. The method according to claim 1 , wherein said additive composition comprises by way of ionic surfactant B at least an imidazolium compound of formula (IV),

where R represents alike or different, saturated or unsaturated, optionally alkoxylated hydrocarbon moieties of 1 to 30 carbon atoms and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

8. A method according to claim 1 , wherein said additive composition is present in an amount from 0.2 to 5 parts by weight of total polyol used and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

9. The method according to claim 1 , wherein said additive composition comprises

(i) a tertiary amine compound C, at least a compound of formula (V)

where

R 4 is a saturated or unsaturated hydrocarbon moieties of 5 to 30,

R 5 is a divalent alkyl of 2 or 3 carbon atoms,

R 6 is a alike or different, alkyl moieties of 1 to 3 carbon atoms

(ii) as said at least one ionic surfactant B, an imidazolium compound of formula (IV),

where R represents alike or different, saturated or unsaturated, optionally alkoxylated hydrocarbon moieties of 1 to 30 carbon atoms, and

(iii) as said at least one oxazasilinane a 2,2,4-trimethyl-1,4,2-oxazasilinane of formula (III)

wherein one polyol component used is a polyol mixture comprising at least 25 wt % of said polyolefin polyol, based on the total amount of polyol used.

10. The method according to claim 1 , wherein said one or more polyol components comprise at least 50 wt % of said polyolefin polyol, based on the total amount of polyol used and wherein the polyurethane foam has a density of 24.2 kg/m 3 .

11. The method according to claim 1 , wherein said one or more polyol components comprise at least 75 wt % of said polyolefin polyol, based on the total amount of polyol used and wherein the polyurethane foam has a density of 24.2 kg/m 3 or less.

12. The method according to claim 5 , wherein a mass ratio of the sum total of said at least one tertiary amine compound C to the sum total of said at least one oxazasilinane D from 50:1 to 10:1.

13. A method according to claim 1 , wherein said additive composition is present in an amount from 0.02 to 5 parts by weight of total polyol used and wherein no fatty acid ester sulphate is used in the method of claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Dec 27, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051428/0710 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 21, 2015
From: LANDERS, RUEDIGER; TERHEIDEN, ANNEGRET; HUBEL, ROLAND
To: EVONIK DEGUSSA GMBH
Reel/Frame 036613/0291 →
Priority Claims (1)
DE 10 2013 204 991 · Mar 21, 2013 · national
Continuity (1)
Related Publication 20160046757A1 · Feb 18, 2016