Catalyzing amino-substituted organosilane ester primers

Patent metadata

Field	Value
Publication number	US-9902879-B2
Application number	US-201214348855-A
Country	US
Kind code	B2
Filing date	Sep 26, 2012
Priority date	Sep 29, 2011
Publication date	Feb 27, 2018
Grant date	Feb 27, 2018

Abstract

Methods for bonding a polymer surface (e.g., a fluoropolymer surface) to a substrate, including foam tape substrates, and articles produced thereby. The methods can include using a primer composition having an amidine catalyst in combination with an amino-substituted organosilane ester.

First claim

What is claimed is:

1. A bonded article comprising:
a composite element comprising a polymer and particulate dispersed in the polymer;
a primer layer consisting of an amino-substituted organosilane ester or ester equivalent and an amidine catalyst and optionally a solvent, wherein the amidine catalyst has a general formula:

wherein R1, R2, R3, and R4 are each independently selected from hydrogen, monovalent organic groups, monovalent heteroorganic groups, and combinations thereof; and
a first adhesive layer,
wherein the primer layer bonds together the composite element and the first adhesive layer.

2. The article of claim 1 , wherein the polymer is in the form of a polymer layer.

3. The article of claim 1 , wherein the polymer is a fluoropolymer.

4. The article of claim 3 , wherein the fluoropolymer is a copolymer of tetrafluoroethylene, hexafluoropropylene, and at least one olefin selected from the group consisting of ethylene, propylene, 1-butene, and combinations thereof.

5. The article of claim 3 , wherein the fluoropolymer is a copolymer of vinyl fluoride, vinylidene fluoride, and at least one olefin selected from the group consisting of ethylene, propylene, 1-butene, and combinations thereof.

6. The article of claim 1 , wherein the particulate is metal particulate.

7. The article of claim 6 , wherein the metal particulate comprises stainless steel.

8. The article of claim 6 , wherein the metal particulate comprises any of bismuth, chromium, copper, ferrous metal, tin, tungsten, zinc, or a mixture thereof.

9. The article of claim 1 , further comprising a foam layer.

10. The article of claim 9 , wherein the first adhesive layer is positioned between the primer layer and the foam layer.

11. The article of claim 9 , further comprising a second adhesive layer, wherein the foam layer is positioned between the first adhesive layer and the second adhesive layer.

12. The article of claim 11 , wherein the second adhesive layer is attached to a substrate.

13. The article of claim 12 , wherein the substrate is a release liner or a wheel.

14. The article of claim 1 , wherein the amidine catalyst is a bicyclic amidine.

15. The article of claim 14 , wherein the amidine catalyst is 1,8-diazabicyclo[5.4.0]undec-7-ene.

16. The article of claim 1 , wherein the amino-substituted organosilane ester or ester equivalent is present in an amount of from 70 weight percent to 95 weight percent relative to the total weight of the primer layer, and wherein the amidine catalyst is present in amount of from 5 weight percent to 30 weight percent relative wo the total weight of the primer layer.

17. The article of claim 1 , with the proviso that if the polymer is a copolymer of tetrafluoroethylene, hexafluoropropylene, and at least one olefin selected from the group consisting of ethylene, propylene, 1-butene, and combinations thereof and the particulate is stainless steel and the amino-substituted organosilane ester is 3-(2-aminoethyl)aminopropyl trimethoxysilane, then the amidine catalyst is not 1,8-diazabicyclo[5.4.0]undec-7-ene.

18. A bonded article comprising:
a composite element comprising a polymer and particulate dispersed in the polymer;
a primer layer consisting of an amino-substituted organosilane ester or ester equivalent and an amidine catalyst and optionally a solvent, wherein wherein the amidine catalyst has a general formula:

wherein R1, R2, R3, and R4 are each independently selected from hydrogen, monovalent organic groups, monovalent heteroorganic groups, and combinations thereof; and
a first adhesive layer,

wherein the primer layer bonds together the composite element and the first adhesive layer.

19. The article of claim 18 , wherein the time required for adhesion of the composite element and the first adhesive layer at room temperature is from 5 to 30 seconds.

Assignees

• 3M Innovative Properties Co

Inventors

• Jing Naiyong
• Rekow Peter O

Classifications

• F16F15/328

  Multiple weights on adhesive strip · CPC title

• B60B15/28

  Wheel-ballasting weights; Their attachment · CPC title

• B32B27/304

  comprising vinyl halide (co)polymers, e.g. PVC, PVDC, PVF, PVDF · CPC title

• B32B27/065

  of foam · CPC title

• C09J7/0257

  Chemistry & Metallurgy · mapped topic