Non-phthalate donor for polyolefin catalysts

1. A solid catalyst component for use in olefinic polymerization, the solid catalyst component comprising:

titanium;

magnesium;

a halogen; and

an internal electron donor compound;

wherein:

the internal electron donor compound is at least one compound represented by Formula (I):

R 1 is a group of formula:

E is —CR 6 R 7 —, O, S, —OS(═O) 2 O—, —OS(═O)O—, —S(═O)O—, —N(R 4 )—, —P(R 4 )—, —Si(R 5 ) 2 —;

R 2 and R 3 are individually H, OR 4 , SR 8 , NR 4 2 , PR 4 2 , Si(R 5 ) 2 , alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, or heteroaryl;

each R 4 is individually H, alkyl, or aryl;

each R 5 is individually H, OR 4 , alkyl, or aryl;

R 6 is H, alkyl, or cycloalkyl;

R 7 is H, alkyl, or cycloalkyl; and

R 8 is haloaryl, haloheteroaryl, or haloheterocyclyl;

R 17 , R 18 , R 19 , R 20 , R 21 , and R 22 are independently H, F, Cl, Br, I, CN, NO 2 , OR 4 , SR 4 , NR 4 2 , PR 4 2 , SiR 5 3 , alkyl, aryl, or where any two adjacent members of R 17 , R 18 , R 19 , R 20 , R 21 , and R 22 may join together to form a fused ring structure;

R 23 , R 24 , R 25 , R 26 , and R 27 are independently H, F, Cl, Br, I, CN, NO 2 , OR 4 , SR 4 , NR 4 2 , PR 4 2 , SiR 5 3 , alkyl, aryl, or where any two adjacent members of R 23 , R 24 , R 25 , R 26 , and R 27 may join together to form a fused ring structure; and

X is C, S, P, O, or NR Y , wherein R Y is H, alkyl, alkenyl, or alkynyl;

with the provisos that:

where E is O, R 2 and R 3 are not both OR 4 ; and

where R 2 is OR 4 , R 3 is not phenyl.

2. The solid catalyst component of claim 1 , wherein

E is CH 2 , O, S, or NR 4 ;

R 2 and R 3 are individually OR 4 , C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, C 3 -C 12 cycloalkyl, C 3 -C 12 heterocyclyl, C 5 -C 12 aryl, or C 4 -C 15 heteroaryl; and

R 4 is H, C 1 -C 12 alkyl, or C 5 -C 12 aryl.

3. The solid catalyst component of claim 1 , wherein

E is CH 2 , O, S, or NR 4 ;

R 2 and R 3 are individually OR 4 , C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, C 3 -C 12 cycloalkyl, C 3 -C 12 haloheterocyclyl, C 5 -C 12 haloaryl, or C 4 -C 15 haloheteroaryl; and

R 4 is H, C 1 -C 12 alkyl, or C 5 -C 12 aryl.

4. The solid catalyst component of claim 1 , wherein R 1 is formula:

5. The solid catalyst component of claim 1 , wherein R 1 is formula:

6. The solid catalyst component of claim 1 , wherein the internal electron donor compound is dibenzo[b,d]furan-4,6-diyl bis(furan-2-carboxylate); dibenzo[b,d]furan-4,6-diyl diheptanoate; dibenzo[b,d]furan-4,6-diyl dipentanoate; dibenzo[b,d]furan-4,6-diyl bis(2-methoxybenzoate); [6-(2-methylbenzoyl)oxydibenzofuran-4-yl]-2-methylbenzoate; [6-(4-ethoxybenzoyl)oxydibenzofuran-4-yl]-4-ethoxybenzoate; [6-(4-methoxybenzoyl)oxydibenzofuran-4-yl]-4-methoxybenzoate; (6-benzoyloxydibenzofuran-4-yl) benzoate; or [6-(cyclohexanecarbonyloxy)dibenzofuran-4-yl] benzoate.

7. The solid catalyst component of claim 1 , wherein the titanium comprises a titanium compound having at least one titanium-halogen bond and the internal electron donor compound supported on a magnesium halide crystal lattice.

8. The solid catalyst component of claim 1 , wherein the titanium comprises TiCl 3 or TiCl 4 .

9. The solid catalyst component of claim 1 , wherein the solid catalyst component further comprises at least one secondary internal donor compound selected from the group consisting of mono- or poly-carboxylic esters, ethers, ketones, organic compounds containing carboxylic and ether groups, organic compounds containing carboxylic groups and carbonyl groups, and organic compounds containing carboxylic groups, ether groups, and carbonyl groups.

10. A solid catalyst component for use in olefinic polymerization, the solid catalyst component comprising:

titanium;

magnesium;

a halogen;

an internal electron donor compound; and

at least one secondary internal donor compound;

wherein:

the internal electron donor compound is at least one compound represented by Formula (I):

R 1 is O, —CR 6 R 7 —, —N(R 4 )—, S, —P(R 4 )—, —Si(R 5 ) 2 —, cycloalkylene, alkenylene, alkynylene, heterocyclylene, arylene, or heteroarylene;

E is —CR 6 R 7 —, O, S, —OS(═O) 2 O—, —OS(═O)O—, —S(═O)O—, —N(R 4 )—, —P(R 4 )—, —Si(R 5 ) 2 —;

R 2 and R 3 are individually H, OR 4 , SR 8 , NR 4 2 , PR 4 2 , Si(R 5 ) 2 , alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclyl, aryl, or heteroaryl;

each R 4 is individually H, alkyl, or aryl;

each R 5 is individually H, OR 4 , alkyl, or aryl;

R 6 is H, alkyl, or cycloalkyl;

R 7 is H, alkyl, or cycloalkyl; and

R 8 is haloaryl, haloheteroaryl, or haloheterocyclyl;

with the provisos that:

where E is O, R 2 and R 3 are not both OR 4 ;

where R 2 is OR 4 , R 3 is not phenyl; and

where E is O and R 1 is naphthyl, R 2 and R 3 are not both substituted or unsubstituted phenyl; and

the at least one secondary internal donor compound is selected from the group consisting of:

a compound represented by general formula (II):

a compound represented by general formula (III):

a compound represented by general formula (IV):

a compound represented by general formula (V):

a compound represented by general formula (VI):

a compound represented by general formula (VII):

a compound represented by general formula (VIII):

wherein

R 30 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cycylic or acrylic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 31 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 32 , R 33 , R 34 , R 35 , R 36 , and R 37 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N=group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 38 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 39 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 40 , R 41 , R 42 , and R 43 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 44 , R 45 , and R 46 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N=group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 47 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 48 , R 49 , R 50 , and R 51 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N=group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 58 , and R 59 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 60 and R 61 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 62 , R 63 , R 64 , and R 65 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N=group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 66 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 67 is selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens;

R 68 and R 69 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N═ group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens; and

R 70 , R 71 , R 72 , and R 73 are each independently selected from the group consisting of a hydrogen; a halogen; and a linear or branched, cyclic or acyclic, saturated or non-saturated C 1 to C 22 hydrocarbyl group, wherein the hydrocarbyl group optionally contains a —O—, —NH—, or —S— group in place of a —CH 2 — group or a —N=group in place of a —C═ group, and wherein the hydrocarbyl group is optionally substituted by one or more halogens.

11. A catalyst system for use in olefinic polymerization, the catalyst system comprising:

the solid catalyst component of claim 9 ; and

an organoaluminum compound.

12. The catalyst system of claim 11 further comprising an organosilicon compound.

13. The catalyst system of claim 12 , wherein the organosilicon compound is represented by chemical formula (III):

R n Si(OR′) 4-n   (III)

wherein each R and R′ independently represent a hydrocarbon group, and n is an integer from 0 to 3.

14. A process of polymerizing or copolymerizing an olefin monomer, the process comprising:

providing the catalyst system of claim 12 ;

polymerizing or copolymerizing the olefin monomer in the presence of the catalyst system to form a polymer or a copolymer; and

recovering the polymer or the copolymer.

15. The solid catalyst component of claim 4 , wherein R 17 , R 18 , R 19 , R 20 , R 21 , and R 22 are independently H, F, Cl, Br, I, CN, NO 2 , OH, OC 1 -C 6 alkyl, NH 2 , or C 1 -C 6 alkyl.

16. The solid catalyst component of claim 5 , wherein R 23 , R 24 , R 25 , R 26 , and R 27 are independently H, F, Cl, Br, I, CN, NO 2 , OH, OC 1 -C 6 alkyl, NH 2 , or C 1 -C 6 alkyl.