ADHESIVE DETACKIFICATION

• US 20070284039A1
• Filed: 06/26/2007
• Published: 12/13/2007
• Est. Priority Date: 05/08/2001
• Status: Abandoned Application

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Landgrebe, Kevin, Stebbings, William, Perry, Dale
• Application Number:
  US11/768,577
• Publication Number:
  US 20070284039A1
• Time in Patent Office: Days
• US Class Current: 156/306.900
• CPC Class Codes: C08F 2/46 Polymerisation initiated by wave energy or particle radiation
• CPC Class Codes: C08F 2/48 by ultraviolet or visible light
• CPC Class Codes: C08F 220/12 of monohydric alcohols or phenols
• CPC Class Codes: C08F 222/103 of trialcohols, e.g. trimethylolpropane tri(meth)acrylate
• CPC Class Codes: C08F 8/30 Introducing nitrogen atoms or nitrogen-containing groups
• 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 4/00 Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
• CPC Class Codes: Y10T 428/24802 Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
• CPC Class Codes: Y10T 428/28 Web or sheet containing structurally defined element or component and having an adhesive outermost layer
• CPC Class Codes: Y10T 428/2809 including irradiated or wave energy treated component
• CPC Class Codes: Y10T 428/2839 with release or antistick coating

Abstract

The invention describes a method of curing a polymerizable material containing ethylenically unsaturated bonds at a temperature of 60° C. or less, comprising the steps of (a) providing a curative comprising an effective amount of a light-stable isomer of a 2,4,5-triarylimidazolyl dimer, such as bilophine; (b) activating said curative by application of an activator selected from the group consisting of solvent and friction; and (c) combining the activated curative with the polymerizable material. Articles comprising an adhesive having a detackified surface, such as adhesive bandages, a detackifying solution, a two-part adhesive system, and a fastening system are also provided.

Claims

1. A method of curing a polymerizable material containing ethylenically unsaturated bonds at a temperature of 60°

C. or less, comprising the steps of;

a) providing a curative comprising an effective amount of a light-stable isomer of a 2,4,5-triarylimidazolyl dimer;

b) activating said curative by application of an activator selected from the group consisting of solvent and friction; and

c) combining the activated curative with the polymerizable material.

2. The method of claim 1 wherein said 2,4,5-triarylimidazolyl dimer is a light-stable isomer of bilophine.

3. The method of claim 2 wherein said light-stable isomer of bilophine is 4-4′

bilophine.

4. The method of claim 1 wherein said curative additionally comprises an amine.

5. The method of claim 4 wherein step c) is performed in the presence of air or oxygen.

6. The method of claim 1 wherein said curative additionally comprises a secondary or tertiary amine.

7. The method of claim 1 wherein said curative additionally comprises a tertiary amine.

8. The method of claim 7 wherein said tertiary amine is N-methyl diethanolamine.

9. The method of claim 1 wherein said activator is solvent.

10. The method of claim 9 wherein said solvent is a liquid at the reaction temperature.

11. The method of claim 10 wherein said solvent is a reactive solvent selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, isopropyl methacrylate, n-hexyl acrylate, stearyl acrylate, allyl acrylate, glycerol diacrylate, glycerol triacrylate, ethyleneglycol diacrylate, diethyleneglycol diacrylate, triethyleneglycol dimethacrylate, 1,3-propanediol diacrylate, 1,3-propanediol dimethacrylate, trimethylolpropane triacrylate, 1,2,4-butanetriol trimethacrylate, 1,4-cyclohexanediol diacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, vinyl compounds, and mixtures thereof.

12. The method of claim 10 wherein said solvent is a non-reactive solvent selected from the group consisting of toluene, xylene, cumene, mesitylene, phenyl acetate, methyl benzoate, benzyl acetate, ethyl benzoate, ethyl acetate, benzyl alcohol, butanol, and propanol.

13. The method of claim 9 wherein said solvent comprises said polymerizable material.

14. The method of claim 1 wherein said activator is friction.

15. A method of detackifying an adhesive comprising the method of curing of claim 1.

16. An article comprising an adhesive having a surface that is detackified according to the method of claim 15.

17. A method of making an article comprising an adhesive having a detackified surface comprising the step of applying a curative to an adhesive surface of an article comprising an adhesive, said curative comprising a component selected from the group consisting of 2,4,5-triarylimidazole, bilophine and lophine radicals.

18. A detackifying solution comprising a light-stable bilophine;

a secondary or tertiary amine; and

a suitable solvent.

19. A fastening system comprising:

i) a two-part adhesive comprising a first part which comprises a light-stable isomer of a 2,4,5-triarylimidazolyl dimer and a second part which comprises a secondary or tertiary amine and a polymerizable material containing ethylenically unsaturated bonds, wherein said secondary or tertiary amine is N-methyl diethanolamine.

ii) a first element having a first surface bearing thereon the first part of the two-part adhesive; and

iii) a second element having a surface corresponding to and frictionally coupling with the first surface of the first element, which second element surface bears thereon the second part of the two-part adhesive;

wherein the first element and the second element are more securely fastened together relative to two such elements absent the two-part adhesive.