Monolayer carbon dioxide barrier PET bottles

1. A polymer composition, comprising:

a) a base polymer comprising a polyester or polypropylene; and

b) from about 0.1% to about 10% by weight of a compound having the formula:

wherein R 1 and R 8 are each independently chosen from:

ii) C 7 -C 12 linear, branched, or cyclic alkyl;

iii) C 2 -C 12 linear, branched, or cyclic alkenyl;

iv) C 2 -C 12 linear or branched alkynyl;

v) C 6 or C 10 aryl;

viii) —[C(R 10a )(R 10b )] y OR 11 ;

wherein R 11 is chosen from:

a) —H;

b) C 1 -C 12 linear, branched, or cyclic alkyl or C 1 -C 12 linear, branched, or cyclic haloalkyl; and

c) C 6 or C 10 aryl or C 7 -C 20 alkylenearyl;

ix) —[C(R 10a )(R 10b )] y N(R 12a )(R 12b );

wherein R 12a and R 12b are each independently chosen from:

a) —H;

b) —OR 13 ;

R 13 is hydrogen or C 1 -C 4 linear alkyl;

c) C 1 -C 12 linear, branched, or cyclic alkyl; and

d) C 6 or C 10 aryl; and

wherein when y is 0 R 12a and R 12b are not both a C 1 -C 12 linear, branched, or cyclic alkyl;

x) —[C(R 10a )(R 10b )] y C(O)R 14 ;

wherein R 14 is chosen from:

a) C 1 -C 12 linear, branched, or cyclic alkyl;

b) —OR 15 ;

wherein R 15 is hydrogen, C 1 -C 4 linear alkyl, or C 6 or C 10 aryl; and

c) —N(R 16a )(R 16b );

wherein R 16a and R 16b are each independently hydrogen, C 1 -C 12 linear, branched, or cyclic alkyl; or C 6 or C 10 aryl;

xi) —[C(R 10a )(R 10b )] y OC(O)R 17 ;

wherein R 17 is chosen from:

a) C 1 -C 12 linear, branched, or cyclic alkyl; and

b) —N(R 18a )(R 18b );

R 18a and R 18b are each independently hydrogen, C 1 -C 12 linear, branched, or cyclic alkyl; or C 6 or C 10 aryl;

xii) —[C(R 10a )(R 10b )] y NR 19 C(O)R 20 ;

wherein R 19 is chosen from:

a) —H; and

b) C 1 -C 4 linear, branched, or cyclic alkyl;

wherein R 20 is chosen from:

a) C 1 -C 12 linear, branched, or cyclic alkyl; and

b) —N(R 21a )(R 21b );

R 21a and R 21b are each independently hydrogen, C 1 -C 12 linear, branched, or cyclic alkyl; or C 6 or C 10 aryl;

xiii) —[C(R 10a )(R 10b )] y CN;

xiv) —[C(R 10a )(R 10b )] y NO 2 ;

xv) —[C(R 10a )(R 10b )] y SO 2 R 22 ;

R 22 is hydrogen, hydroxyl, C 1 -C 4 linear or branched alkyl; C 6 , C 10 , or C 14 aryl; or C 7 -C 15 alkylenearyl;

xvi) halogen; and

xvii) —[C(R 10a )(R 10b )] y (CH j′ X k′ ) h CH j X k ; wherein X is halogen, the index j is an integer from 0 to 2, the index k is an integer from 1 to 3, j+k=3; the index j′ is an integer from 0 to 2, the index k′ is and integer from 0 to 2, j′+k′=2; the index h is from 0 to 5; or

xviii) R 1 and R 8 together form a 6 membered ring containing from 4 to 6 carbon atoms and from 0 to 2 heteroatoms chosen from oxygen, sulfur, or nitrogen, wherein one or more of the carbon atoms can form a carbonyl unit; and

R 10a and R 10b are each independently hydrogen or C 1 -C 4 alkyl; and

the index y is from 0 to 5; and

wherein R 2 to R 7 are each hydrogen.

2. The composition according to claim 1 , wherein R 1 and R 8 are each independently chosen from:

i) C 7 -C 12 linear, branched, or cyclic alkyl, alkenyl, and alkynyl;

ii) C 1 -C 12 linear, branched, or cyclic alkoxy;

iii) C 1 -C 12 linear, haloalkyl;

iv) C 6 or C 10 aryl;

v) C 7 -C 20 alkylenearyl;

viii) —(CR 102a R 102b ) z OR 101 ;

ix) —(CR 102a R 102b ) z C(O)R 101 ;

x) —(CR 102a R 102b ) z C(O)OR 101 ;

xi) —(CR 102a R 102b ) z C(O)N(R 101 ) 2 ;

xii) —(CR 102a R 102b ) z N(R 101 ) 2 , wherein when z is 0 then R 101 is not C 1 -C 6 linear, branched, or cyclic alkyl;

xiii) halogen;

xiv) —(CR 102a R 102b ) z CN;

xv) —(CR 102a R 102b ) z NO 2 ;

xvi) —CH j X k ; wherein X is halogen, the index j is an integer from 0 to 2, j+k=3;

xvii) —(CR 102a R 102b ) z SR 101 ;

xviii) —(CR 102a R 102b ) z SO 2 R 101 and

xix) —(CR 102a R 102b ) z SO 3 R 101 ;

wherein each R 101 is independently hydrogen, C 1 -C 6 linear, branched, or cyclic alkyl, phenyl, or benzyl; R 102a and R 102b are each independently hydrogen or C 1 -C 4 linear or branched alkyl; the index z is from 0 to 4.

3. The composition according to claim 1 , wherein R 1 and R 8 together form a 6 membered ring containing from 4 to 5 carbon atoms and 1 or 2 heteroatoms chosen from oxygen, sulfur, or nitrogen, wherein one or more of the carbon atoms forms a carbonyl unit.

4. The composition according to claim 1 , wherein the compound is chosen from:

i) benzo[de]isochromen-1(3H)-one having the formula:

ii) 1H-benzo[de]isoquinoline-1,3(2H)-dione having the formula:

and

iii) 2,3-dihydro-1H-benzo[de]isoquinolin-1-one having the formula:

5. The composition according to claim 1 , further comprising from about 0.1% to about 10% by weight of an oxygen scavenger; wherein the oxygen scavenger is an N-allylic amine or N-benzylic amide.

6. The composition according to claim 1 , wherein the base polymer comprises a polyester.

7. The composition according to claim 6 , wherein the polyester base polymer comprises polyethylene terephthalate or a copolymer thereof.

8. The polymer composition of claim 1 , wherein the base polymer comprises polypropylene.

9. A preform comprising the composition according to any one of claims 1 , 2 , 3 , 4 and 5 - 8 .

10. An article of manufacture comprising the composition according to any one of claims 1 , 2 , 3 , 4 and 5 - 8 .

11. The article according to claim 10 , wherein the article is a monolayered article.

12. An article of manufacture, comprising:

a) a base polymer comprising a polyester or polypropylene;

b) from about 0.1% to about 10% by weight of a compound having the formula:

wherein R 1 and R 8 are each independently chosen from:

ii) C 7 -C 12 linear, branched, or cyclic alkyl;

iii) C 2 -C 12 linear, branched, or cyclic alkenyl;

iv) C 2 -C 12 linear or branched alkynyl;

v) C 6 or C 10 aryl;

viii) —[C(R 10a )(R 10b )] y OR 11 ;

wherein R 11 is chosen from:

a) —H;

b) C 1 -C 12 linear, branched, or cyclic alkyl or C 1 -C 12 linear, branched, or cyclic haloalkyl; and

c) C 6 or C 10 aryl or C 7 -C 20 alkylenearyl;

ix) —[C(R 10a )(R 10b )] y N(R 12a )(R 12b );

wherein R 12a and R 12b are each independently chosen from:

a) —H;

b) —OR 13 ;

R 13 is hydrogen or C 1 -C 4 linear alkyl;

c) C 1 -C 12 linear, branched, or cyclic alkyl; and

d) C 6 or C 10 aryl; and

wherein when y is 0, then R 12a and R 12b are not both a C 1 -C 12 linear, branched, or cyclic alkyl;

x) —[C(R 10a )(R 10b )] y C(O)R 14 ;

wherein R 14 is chosen from:

a) C 1 -C 12 linear, branched, or cyclic alkyl;

b) —OR 15 ;

wherein R 15 is hydrogen, C 1 -C 4 linear alkyl, or C 6 or C 10 aryl; and

c) —N(R 16a )(R 16b );

wherein R 16a and R 16b are each independently hydrogen, C 1 -C 12 linear, branched, or cyclic alkyl; or C 6 or C 10 aryl;

xi) —[C(R 10a )(R 10b )] y OC(O)R 17 ;

wherein R 17 is chosen from:

a) C 1 -C 12 linear, branched, or cyclic alkyl; and

b) —N(R 18a )(R 18b );

R 18a and R 18b are each independently hydrogen, C 1 -C 12 linear, branched, or cyclic alkyl; or C 6 or C 10 aryl;

xii) —[C(R 10a )(R 10b )] y NR 19 C(O)R 20 ;

wherein R 19 is chosen from:

a) —H; and

b) C 1 -C 4 linear, branched, or cyclic alkyl;

wherein R 20 is chosen from:

a) C 1 -C 12 linear, branched, or cyclic alkyl; and

b) —N(R 21a )(R 21b );

R 21a and R 21b are each independently hydrogen, C 1 -C 12 linear, branched, or cyclic alkyl; or C 6 or C 10 aryl;

xiii) —[C(R 10a )(R 10b )] y CN;

xiv) —[C(R 10a )(R 10b )] y NO 2 ;

xv) —[C(R 10a )(R 10b )] y SO 2 R 22 ;

R 22 is hydrogen, hydroxyl, C 1 -C 4 linear or branched alkyl; C 6 , C 10 , or C 14 aryl; or C 7 -C 15 alkylenearyl; and

xvi) halogen; and

xvii) —[C(R 10a )(R 10b )] y (CH j′ X k′ ) h CH j X k ; wherein X is halogen, the index j is an integer from 0 to 2, the index k is an integer from 1 to 3, j+k=3; the index j′ is an integer from 0 to 2, the index k′ is and integer from 0 to 2, j′+k′=2; the index h is from 0 to 5; or

xviii) R 1 and R 8 together form a 6 membered ring containing from 4 to 6 carbon atoms and from 0 to 2 heteroatoms chosen from oxygen, sulfur, or nitrogen, wherein one or more of the carbon atoms can form a carbonyl unit; and

R 10a and R 10b are each independently hydrogen or C 1 -C 4 alkyl; and

the index y is from 0 to 5; and

wherein R 2 to R 7 are each hydrogen.

13. The article according to claim 12 , wherein R 1 and R 8 are each independently chosen from:

i) C 7 -C 12 linear, branched, or cyclic alkyl, alkenyl, and alkynyl;

ii) C 1 -C 12 linear, branched, or cyclic alkoxy;

iii) C 1 -C 12 linear haloalkyl;

iv) C 6 or C10 aryl;

v) C 7 -C 20 alkylenearyl;

viii) —(CR 102a R 102b ) z OR 101 ;

ix) —(CR 102a R 102b ) z C(O)R 101 ;

x) —(CR 102a R 102b ) z C(O)OR 101 ;

xi) —(CR 102a R 102b )C(O)N(R 101 ) 2 ;

xii) —(CR 102a R 102b ) z N(R 101 ) 2 , wherein when z is 0 then R 101 is not C 1 -C 6 linear, branched, or cyclic alkyl;

xiii) halogen;

xiv) —(CR 102a R 102b ) z CN;

xv) —(CR 102a R 102b ) z NO 2 ;

xvi) —CH j X k ; wherein X is halogen, the index j is an integer from 0 to 2, j+k=3;

xvii) —(CR 102a R 102b ) z SR 101 ;

xviii) —(CR 102a R 102b ) z SO 2 R 101 and

xix) —(CR 102a R 102b ) z SO 3 R 101 ;

wherein each R 101 is independently hydrogen, C 1 -C 6 linear, branched, or cyclic alkyl, phenyl, or benzyls; R 102a and R 102b are each independently hydrogen or C 1 -C 4 linear or branched alkyl; the index z is from 0 to 4.

14. The article according to claim 12 , wherein R 1 and R 8 together form a membered ring containing from 4 to 5 carbon atoms and 1 or 2 heteroatoms chosen from oxygen, sulfur, or nitrogen, wherein one or more of the carbon atoms forms a carbonyl unit.

15. The article according to claim 12 , wherein the compound is chosen from:

i) benzo[de]isochromen-1(3H)-one having the formula:

ii) 1H-benzo[de]isoquinoline-1,3(2H)-dione having the formula:

and

iii) 2,3-dihydro-1H-benzo[de]isoquinolin-1-one having the formula:

16. The article according to claim 12 , further comprising from about 0.1% to about 10% by weight of an oxygen scavenger; wherein the oxygen scavenger is an N-allylic amide or N-benzylic amide.

17. The article according to claim 12 , wherein the base polymer comprises a polyester.

18. The article according to claim 17 , wherein the polyester base polymer comprises polyethylene terephthalate or a copolymer thereof.