Two part hybrid adhesive

1. A two part polymerizable adhesive composition comprising an organoborane amine complex, a polyamine component, a free radically polymerizable component, and a polyisocyanate component, said composition comprising more than 60 wt % of the polyisocyanate component in a second part (B).

2. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, a polyamine component, and a free radically polymerizable component; and

a second part (B) comprising more than 50 wt % of a polyisocyanate component, wherein said first part (A) contains substantially no hydroxyl amine or nitrile-oxide based stabilizer.

3. The adhesive composition of claim 2 wherein said first part (A) comprises at least 20 wt % of a free radically polymerizable component.

4. The adhesive composition of claim 3 wherein the polyamine comprises 1,3 propane diamine.

5. The adhesive of claim 2 wherein,

part (A) comprises 2 to 60 wt % of a polyamine and 5 to 80 wt % of a free radically polymerizable component; and

part (B) comprises more than 50 wt % of a polyisocyanate component and up to less than 50 wt % of a free radically polymerizable component.

6. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, a polyamine component, and a free radically polymerizable component; and

a second part (B) comprising a polyisocyanate component, wherein said first part (A) contains substantially no hydroxyl amine or nitrile-oxide based stabilizer, wherein

part (A) comprises 20 to 40 wt % of a polyamine, 30 to 60 wt % of a free-radically polymerizable component, and 5 to 40 wt % of a polymeric thickener; and

part (B) comprises 50 to 80 wt % of a polyisocyanate, 15 to 45 wt % of a free radically polymerizable component, and 5 to 40% of polymeric thickener.

7. The adhesive of any of claims 1 and 2 to 6 which also comprises a tackifier.

8. A polymerizable adhesive composition consisting of an organoborane amine complex and a polyamine with a nitrogen to boron atomic ratio of less than 4, a polyisocyanate component, a free radically polymerizable component.

9. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, a polyamine component, and a free radically polymerizable component; and

a second part (B) comprising more than 50 wt % of a polyisocyanate component.

10. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, a polyamine component, and a free radically polymerizable component; and

a second part (B) comprising more than 50 wt % of an isocyanate-terminated prepolymer made from an excess of isocyanate with polyol or polyamine.

11. A polymerizable adhesive composition comprising an organoborane amine complex, a polyamine component, a free radically polymerizable component, a polyisocyanate component, said composition comprising more than 50 wt % of urea, and substantially no polyol.

12. A two part polymerizable adhesive composition comprising an organoborane amine complex, a polyamine component, a free radically polymerizable component, and an isocyanate-terminated prepolymer made from an excess of isocyanate with polyol or polyamine, said composition comprising more than 60 wt % of the polyisocyanate component in a second part (B).

13. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, a polyamine component, and a free radically polymerizable component; and

a second part (B) comprising more than 50 wt % of an isocyanate-terminated prepolymer made from an excess of isocyanate with polyol or polyamine, wherein said first part (A) contains substantially no hydroxyl amine or nitrile-oxide based stabilizer.

14. The adhesive composition of claim 13 wherein said first part (A) comprises at least 20 wt % of a free radically polymerizable component.

15. The adhesive composition of claim 13 wherein the polyamine comprises 1,3 propane diamine.

16. The adhesive of claim 13 wherein part (A) comprises 2 to 60 wt % of a polyamine and 5 to 80 wt % of a free radically polymerizable component; and part (B) comprises more than 50 wt % of an isocyanate-terminated prepolymer made from an excess of isocyanate with polyol or polyamine and up to less than 50 wt % of a free radically polymerizable component.

17. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, 20 to 40 wt % of a polyamine component, 30 to 60 wt % of a free radically polymerizable component and 5 to 40 wt % of a polymeric thickener; and

a second part (B) comprising 50 to 80 wt % of an isocyanate-terminated prepolymer made from an excess of isocyanate with polyol or polyamine, 15 to 45 wt o of a free radically polymerizable component, and 5 to 40% of polymeric thickener, wherein said first part (A) contains substantially no hydroxyl amine or nitrile-oxide based stabilizer.

18. The adhesive of any of claims 13 , 14 and 16 - 17 which also comprises a tackifier that is non-reactive with the components in the part in which it is used.

19. A polymerizable adhesive composition consisting of an organoborane amine complex and a polyamine with a nitrogen to boron atomic ratio of less than 4, an isocyanate-terminated prepolymer, a free radically polymerizable component.

20. A two part polymerizable adhesive composition comprising

a first part (A) comprising an organoborane amine complex component, a polyamine component, and a free radically polymerizable component; and

a second part (B) comprising more than 50 wt % of an isocyanate-terminated prepolymer made from an excess of isocyanate with polyol or polyamine.

21. The adhesive of claim 18 , wherein the tackifier is terpene phenol.