Bonding agent containing a silane reaction product

• US 8,263,185 B2
• Filed: 11/20/2006
• Issued: 09/11/2012
• Est. Priority Date: 11/20/2006
• Status: Expired due to Fees

• Current Assignee: Sika Technology Ag (Compagnie de Saint-Gobain SA)
• Original Assignee: Sika Technology Ag (Compagnie de Saint-Gobain SA)
• Inventors: Huck, Wolf-Rudiger
• Primary Examiner(s): ZIMMER, MARC S
• Application Number:
  US12/312,579
• Publication Number:
  US 20100323203A1
• Time in Patent Office: 2,122 Days
• Field of Search: 528/30
• US Class Current: 427/387
• CPC Class Codes: C08G 77/26 nitrogen-containing groups
• CPC Class Codes: C08G 77/28 sulfur-containing groups
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C08L 83/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
• CPC Class Codes: C09D 183/10 Block or graft copolymers containing polysiloxane sequences obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C09D151/08, C09D153/00
• CPC Class Codes: C09D 183/14 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms C09D183/10 takes precedence
• CPC Class Codes: C09D 4/00 Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
• CPC Class Codes: C09J 5/02 involving pretreatment of the surfaces to be joined
• CPC Class Codes: Y10T 428/31598 Next to silicon-containing [silicone, cement, etc.] layer
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane

Abstract

The invention relates to compositions comprising or consisting of a reaction product obtained from a reaction mixture of aminosilane of formula (I), a mecaptosilane of formula (II) and an epoxysilane of formula (III). Said compositions are suitable as bonding agents, especially in the form of primers. The compositions are highly adhesive and especially suitable for low-temperature applications and especially for sticking glass together.

Claims

1. A composition comprising:

a solvent; and

at least one reaction product obtained from a reaction mixture comprising;

at least one aminosilane of the formula (I)

2. The composition as claimed in claim 1, wherein a is 0 and R² is methyl or ethyl.

3. The composition as claimed in claim 1, wherein b is 0 and R²′

is methyl or ethyl.

4. The composition as claimed in claim 1, wherein c is 0 and R²″

is methyl or ethyl.

5. The composition as claimed in claim 1, wherein m and p are each 1 and n is 1 or 2.

6. The composition as claimed in claim 1, wherein the aminosilane has the formula (IV) or (V) or (VI) or (VII)

7. The composition as claimed in claim 1, wherein the mercaptosilane has the formula (VIII)

HS—

R^4′

—

Si(OR²)_(3-b)(R^3′

)_b 

 

(VIII)

where R^4′

is a linear or branched alkylene group having 1 to 6 carbon atoms.

8. The composition as claimed in claim 1, wherein the epoxy silane has the formula (IX) or (X)

9. The composition as claimed in claim 1, wherein the solvent is an organic solvent.

10. The composition as claimed in claim 1, wherein the solvent is water.

11. The composition as claimed in claim 1, wherein the composition further comprises a surfactant.

12. The composition as claimed in claim 1, wherein the composition further comprises an acid.

13. The composition as claimed in claim 1, wherein the epoxy silane of the formula (III) is used in a substoichiometric amount in relation to the mercaptosilane of the formula (II).

14. The composition as claimed in claim 1, wherein the aminosilane of the formula (I), the mercaptosilane of the formula (II) and the epoxy silane of the formula (III) are used in such a ratio that the number of epoxy groups is equal to or greater than the sum of the number of mercapto groups and the number of primary amino groups.

15. The composition as claimed in claim 1, wherein the reaction product comprises at least one compound of the formula (XI)

16. The composition as claimed in claim 1, wherein the reaction product comprises at least one compound of the formula (XII)

17. The composition as claimed in claim 1, wherein the reaction product comprises at least one compound with at least one structural element of the formula (XIII) and at least one compound with the structural element of the formula (XIV)

18. The composition as claimed in claim 1, wherein the reaction product comprises at least one compound with at least one structural element of the formula (XIII) and at least one compound with the structural element of the formula (XV)

19. A process for preparing a composition as claimed in claim 1, wherein the aminosilane of the formula (I) and the mercaptosilane of the formula (II) are initially charged and then the epoxy silane of the formula (III) is added.

20. The composition as claimed in claim 1, wherein the composition is an adhesion promoter.

21. The composition as claimed in claim 1, wherein the composition is a primer.

22. The composition as claimed in claim 1, wherein the composition is an adhesion promoter in an adhesive or sealant.

23. A process for improving the adhesion of a one-component moisture-curing polyurethane adhesive or sealant at a temperature of less than 5°

C., the process comprising applying a composition as claimed in claim 1 to a substrate.

24. A process for adhesive bonding or for sealing, comprising the steps of

i) applying a composition as claimed in claim 1 to a substrate S1 to be adhesive bonded or sealed,

ii) applying an adhesive or sealant to the composition which is present on the substrate S1 and has flashed off, and

iii) contacting the adhesive or sealant with a second substrate S2;

or

i′

) applying the composition to a substrate S1 to be adhesive bonded or sealed,

ii′

) applying an adhesive or sealant to the surface of a second substrate S2, and

iii'"'"') contacting the adhesive or sealant with the composition which is present on the substrate S1 and has flashed off;

or

i″

) applying the composition to a substrate S1 to be adhesive bonded or sealed,

ii″

) flashing off the composition, and

iii″

) applying an adhesive or sealant between the surfaces of the substrates S1 and S2, the second substrate S2 consisting of a material which is the same as or different than the substrate S1.

25. The process as claimed in claim 24, wherein step iii), iii′

) or iii″

) is followed by a step iv) for curing the adhesive or sealant.

26. The process as claimed in claim 24, wherein step i), i′

) or i″

) is performed at a temperature of 5°

C. to −

20°

C.

27. The process as claimed in claim 24, wherein at least one of the substrates S1 or S2 is glass or glass ceramic.

28. The process as claimed in claim 24, wherein the substrate S1 or S2 is glass or glass ceramic and the substrate S2 or S1 is a paint or a painted metal or a painted metal alloy.

29. An article produced by performing a process as claimed in claim 23.

30. The article as claimed in claim 29, wherein the article is a mode of transport, especially an automobile, bus, truck, rail vehicle, ship or aircraft.