PU compositions containing complexed catalysts

Patent metadata

Field	Value
Publication number	US-9422388-B2
Application number	US-201313799044-A
Country	US
Kind code	B2
Filing date	Mar 13, 2013
Priority date	Apr 15, 2011
Publication date	Aug 23, 2016
Grant date	Aug 23, 2016

Abstract

The invention relates to a crosslinkable composition containing reactive polymers selected from among (i) prepolymers having reactive NCO groups or (ii) polymers which have reactive silane groups, optionally further additives and at least one metal-based catalyst, wherein the composition contains up to 10% by weight of retarding substance selected from among cyclic α-hydroxy ketones and/or triphenols having three adjacent OH groups.

First claim

What is claimed is:

1. A two component crosslinkable composition comprising:
a first part including reactive polymers selected from (i) prepolymers that possess reactive NCO groups or (ii) polymers that possess reactive silane groups; and
optional additives; and
a second part including at least one metal-based catalyst;
up to 10 wt % of a retarding substance selected from
5, 6 or 7 membered ring structures comprising a keto group bound to a ring atom of the ring structure and a hydroxy group bound to an adjacent ring atom and further comprising a substituent selected from: H; C1 to C12 alkyl groups; cyclic 5- or 6-membered ring alkyl groups; OH-substituted alkyl groups; alkyl groups with amino, ether, carboxyl, ester or amide groups; or aryl groups; and/or
triphenols containing three neighboring OH groups, and further comprising a substituent selected from: —OH; —COOH; -ester; C1 to C12 alkyl groups; cyclic 5- or 6-membered ring alkyl groups; cyclic 5- or 6-membered ring alkyl groups with amino, ether, carboxyl, ester or amide groups; OH-substituted alkyl groups; or aromatic 6-membered rings; and optional additives.

2. The composition according to claim 1 , wherein the catalyst is selected from Mn, Fe, Co, Ni, Ti, V, Zr, Sn, Pb or Bi compounds.

3. The composition according to claim 1 , wherein the retarding substance is an 1-alkyl substituted 2,3,4- or 3,4,5—OH triphenol.

4. The composition according to claim 1 , wherein the retarding substance is present in amounts of 0.25 to 4 mole per mole of the metal based catalyst.

5. The composition according to claim 1 , wherein the retarding substance possesses at least one COOH or ester group.

6. The composition according to claim 1 , wherein the retarding substance has a molar mass of less than 500 g/mol or is fixed on a solid carrier.

7. The composition according to claim 1 , being a two component polyurethane composition wherein the first part includes (i) prepolymers that possess reactive NCO groups and the second part includes an NCO reactive component, the metal based catalyst and the retarding substance.

8. Cured reaction products of the composition according to claim 7 , wherein the retarding substance after the crosslinking of the composition is chemically bound into the network of the polyurethane reaction products.

9. The composition according to claim 1 , wherein the reactive polymers are (ii) polymers that possess reactive silane groups.

10. A two component crosslinkable composition comprising:
a first part including reactive polymers selected from (i) prepolymers that possess reactive NCO groups or (ii) polymers that possess reactive silane groups, and optional additives; and
a second part including at least one metal-based catalyst, up to 10 wt % of a retarding substance, and optional additives;
wherein the retarding substance compound is selected from at least one of:
at least one of formulas (I), (II), (III), (IV), (V) or (VI), wherein one to three Ri groups can be comprised on the ring,

wherein X is NH, O or S,
each Ri is independently selected from C1 to C12 alkyl; cyclic 5- or 6-membered ring alkyl groups; OH-substituted alkyl groups, alkyl groups with one or more ether, ester, amide, carboxyl groups; aryl groups or hydrogen; and

compounds of general Formula (VII)

wherein Alkyl is a C1 to C3 group; and
compounds of general Formula (VIII)

wherein R 2 is selected from OH; COOH; ester; C1 to C12 alkyl groups; cyclic 5- or 6-membered ring alkyl groups; cyclic 5- or 6-membered ring alkyl groups with amino, ether, carboxyl, ester or amide groups; OH-substituted alkyl groups; or aromatic 6-membered rings.

11. The composition according to claim 10 , wherein the retarding substance compound is selected from Formulas (I), (II), (III), (IV), (V) or (VI), wherein one to three R 1 groups can be comprised on the ring,

wherein X is NH, O or S,
each R 1 is independently selected from C1 to C12 alkyl; cyclic 5- or 6-membered ring alkyl groups; OH-substituted alkyl groups, alkyl groups with one or more ether, ester, amide, carboxyl groups; aryl groups or hydrogen.

12. The composition according to claim 10 , wherein the retarding substance is selected from compounds of the general Formula (VIII)

wherein R 2 is selected from OH; C1 to C12 alkyl groups; cyclic 5- or 6-membered ring alkyl groups; cyclic 5- or 6-membered ring alkyl groups with amino, ether, carboxyl, ester or amide groups; OH-substituted alkyl groups; or aromatic 6-membered rings.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Eichelmann Holger
• Loschen Christoph
• Poel Andre Te
• Blodau Marcel
• Steinhausen Natalie

Classifications

• C08G18/792

  formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates · CPC title

• C09J175/06

  from polyesters · CPC title

• C08G18/7671

  containing only one alkylene bisphenyl group · CPC title

• C08G18/7664

  containing alkylene polyphenyl groups · CPC title

• C08G18/16

  Catalysts (catalysts in general B01J) · CPC title