Composite shingle including polyketone

1. A composite shingle comprising:

a particle layer; and

a polyketone layer, comprising a polyketone in a range of from about 20 wt % to about 100 wt % of the polyketone layer proximate to the particle layer.

2. The composite shingle of claim 1 , further comprising an adhesive between the particle layer and the polyketone layer.

3. The composite shingle of claim 2 , wherein the adhesive comprises asphalt.

4. The composite shingle of claim 1 , wherein the polyketone layer comprises a polyketone in a range of from about 90 wt % to about 100 wt % of the polyketone layer.

5. The composite shingle of claim 4 , wherein the polyketone comprises a repeating unit having the structure according to Formula I:

wherein R 1 and R 2 are independently chosen from —H, —OH, substituted or unsubstituted (C 1 -C 20 ) hydrocarbyl.

6. The composite shingle of claim 5 , wherein the (C 1 -C 20 )hydrocarbyl is chosen from (C 1 -C 20 )alkyl, (C 1 -C 20 )alkenyl, (C 1 -C 20 )alkynyl, (C 1 -C 20 )acyl, (C 1 -C 20 )cycloalkyl, (C 1 -C 20 )aryl, and (C 1 -C 20 )alkoxy, combinations thereof.

7. The composite shingle of claim 4 , wherein the polyketone comprises repeating units according to Formula II:

wherein

R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 are independently chosen from —H, —OH, substituted or unsubstituted (C 1 -C 20 )hydrocarbyl,

a degree of polymerization of in and n are independently between 0 and land the repeating are in random, block, or alternating configuration.

8. The composite shingle of claim 7 , wherein the (C 1 -C 20 )hydrocarbyl is chosen from (C 1 -C 20 )alkyl, (C 1 -C 20 )alkenyl, (C 1 -C 20 )alkynyl, (C 1 -C 20 )acyl, (C 1 -C 20 )cycloalkyl, (C 1 -C 20 )aryl, and (C 1 -C 20 )alkoxy, combinations thereof.

9. The composite shingle of claim 7 , wherein R 10 is —CH 3 .

10. The composite shingle of claim 7 , wherein R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are each —H.

11. The composite shingle of claim 1 , further comprising an asphalt layer located between the particle layer and the polyketone layer.

12. The composite shingle of claim 1 , further comprising a reinforcing layer at least partially embedded in the polyketone layer.

13. A composite shingle comprising:

a particle layer comprising a plurality of particles disposed substantially in a plane;

an asphalt layer in direct contact with the particle layer;

a polyketone layer, comprising a polyketone in a range of from about 20 wt % to about 100 wt % of the polyketone layer in direct contact with the asphalt layer; and

an adhesive layer contacting the polyketone layer.

14. The composite shingle of claim 13 , wherein the polyketone comprises a repeating unit having the structure according to Formula I:

wherein R 1 and R 2 are independently chosen from —H, —OH, substituted or unsubstituted (C 1 -C 20 ) hydrocarbyl.

15. The composite shingle claim 14 , wherein the polyketone comprises repeating units according to Formula II:

wherein

R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 are independently chosen from —H, —OH, substituted or unsubstituted (C 1 -C 20 )hydrocarbyl,

a degree of polymerization of m and n are independently between 0 and 1 and the repeating are in random, block, or alternating configuration.

16. The composite shingle of claim 15 , wherein the asphalt layer comprises asphalt in a range of from about 30 wt % to about 100 wt % of the asphalt layer.

17. A method of making a composite shingle, the method comprising contacting a polyketone layer, comprising a polyketone in a range of from about 20 wt % to about 100 wt % of the polyketone layer with at least one of a particle layer, an asphalt layer, a reinforcing layer, and an adhesive layer.

18. The method of claim 17 , further comprising at least partially embedding the reinforcing layer in the polyketone layer.

19. The method of claim 17 , further comprising at least partially embedding the reinforcing layer in the asphalt layer.

20. The method of claim 17 , wherein the asphalt layer and the polyketone layer comprises adhesive disposed therebetween.