Mixed alkoxysilyl functional polymers

• US 20040116639A1
• Filed: 08/25/2003
• Published: 06/17/2004
• Est. Priority Date: 02/22/2002
• Status: Active Grant

• Current Assignee: Henkel AG & Co KGaA
• Original Assignee: Henkel Corporation (Henkel AG & Co KGaA)
• Inventors: Bachon, Thomas, Klein, Johann, Lim, Thomas F., Beuer, Bernd
• Granted Patent: US 7,307,134 B2
• Time in Patent Office: Days
• US Class Current: 528/10
• CPC Class Codes: C08G 77/18 to alkoxy or aryloxy groups
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/26 nitrogen-containing groups
• CPC Class Codes: C08G 77/70 Siloxanes defined by use of the MDTQ nomenclature
• CPC Class Codes: C08K 5/5419 containing at least one Si—C bond
• CPC Class Codes: C08L 83/04 Polysiloxanes
• CPC Class Codes: C09J 143/04 Homopolymers or copolymers of monomers containing silicon

Abstract

This invention relates to silylated polymers having mixed alkoxy groups on the silyl portion thereof, methods of their preparation, and compositions and reaction products formed therefrom. These alkoxysilylated polymers can be crosslinked when expoesed to atmospheric moisture to become useful elastomers, sealants or adhesives. The presence of different alkoxy groups on the silicon atoms can control or otherwise moderate the cure speeds of these silylated polymers.

Claims

1. A curable polymer having the structure:

2. The polymer of claim 1, wherein R is a polymer selected from the group consisting of polyesters, polyethers, polyolefins, polyurethanes, polysiloxanes, poly(meth)acrylates, polyepoxides and combinations thereof.

3. The polymer of claim 1, wherein R is polypropylene oxide.

4. The polymer of claim 1, wherein A is a propylene group.

5. The polymer of claim 1, wherein R² is methyl.

6. A curable composition comprising:

(a) a polymer having the structure

wherein R is a hydrocarbon diradical which may include heteroatom and/or silicone-containing groups or linkages;

A and A′

may be each C_1-30 linear or branched, substituted or unsubstituted aliphatic groups or aromatic-containing groups, with or without interruption by a carboxy, carbamate, carbonate, ureido, urethane or sulfonate linkage;

n may be 0 or 1;

R¹ and R² may be each substituted or unsubstituted C_1-12 alkyl or aryl groups;

R³ is a C_1-12 alkyl, alkenyl, alkoxy, aminoalkyl or aryl group, or a (meth)acryloxyalkyl group.

(b) a catalyst.

12. The composition of claim 6, wherein the catalyst is a transition metal complex.

13. The composition of claim 6, wherein the catalyst is selected from the group consisting of tin catalysts, titanium catalysts, metal alkoxide catalysts and combinations thereof.

14. The composition of claim 6, wherein the catalyst is selected from the group consisting of bases, acids, and quaternary salts.

15. The composition of claim 6, wherein the catalyst is selected from the group consisting of amines, phosphines, dialkyl tin dicarboxylates, the titanates, tetraalkylphosphonium salts, metal oxides, and carboxylic acids.

7. The reaction product of:

(a) a polymer having at least one pendant or terminal alkoxysilyl group thereon and being a member selected from the group consisting of polyethers, polyolofins, polyesters, polyurethanes, polysiloxanes, poly(meth)acrylates, polyepoxides and combinations thereof; and

(b) a catalyst.

8. A method of making an alkoxysilyl endcapped polymer, comprising the steps of:

reacting a first reactant having the structure;

HO—

R—

OH

wherein R is a hydrocarbon diradical which may include heteroatom and/or silicone-containing groups or linkages, with a second reactant a silyl having one end terminating with an isocyanate group and another end terminating with at least two alkoxy groups attached to a silicon atom thereof, wherein R and the polymeric backbone of the second reactant are selected from the group consisting of polyesters, polyethers, polyolefins, polyurethanes, polysiloxanes, poly(meth)acrylates, polyepoxides and combinations thereof, and

providing for reaction as a third reactant a methoxy silane in amounts and for a time sufficient to achieve alkoxy exchange with said alkoxysilyl endcapped polymer.

9. The polymer of claim 8, wherein R is an alkylene oxide.

11. The method of claim 8, further including the step of compounding the resultant reaction product with a methoxy silane in amounts and for a time sufficient to allow for alkoxy exchange to take place.

10. A composition having controlled moisture cure speed comprising the reaction product of:

(a) an alkoxysilyl endcapped polymer having a backbone selected from the group consisting of polyesters, polyethers, polyolefins, polyurethanes, polysiloxanes, poly(meth)acrylates, polyepoxides and combinations thereof;

(b) an alkoxysilane present in sufficient amounts to permit alkoxy exchange with the alkoxysilyl endcapped polymer; and

(c) a catalyst.

16. The method of enhancing the rate of transesterification comprising permitting first and second reactants, each having a different alkoxy group pendant thereon to undergo transesterification in the presence of a titanium or metal alkoxide catalyst.

17. A composition having controlled moisture cure speed comprising the reaction product of:

(a) an alkoxysilyl endcapped polymer having a backbone selected from the group consisting of polyesters, polyethers, polyolefins, polyurethanes, polysiloxanes, poly(meth)acrylates, polyepoxides and combinations thereof;

(b) an alcohol present in sufficient amounts to permit alkoxy exchange with the alkoxysilyl endcapped polymer; and

(c) a catalyst.

18. A method of controlling the cure speed of an alkoxy silyl functional polymer, comprising the steps of:

providing an alkoxy silyl functional polymer having two or more different alkoxy groups;

providing a cure catalyst therefor; and

exposing the alkoxy silyl functional polymer and the catalyst to conditions sufficient to cure the alkoxy silyl functional polymer, wherein the identity and/or amount of the two or more different alkoxy groups controls the cure speed of the alkoxy silyl functional polymer having two or more different alkoxy groups thereon.