# US 9,434,799 B2 · Procatalyst composition with substituted 1,2-phenylene aromatic diester internal donor and method

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- Number: US 9,434,799 B2
- Document ID: US9434799B2
- Status: Granted
- Kind: B2
- Application number: 14/724,300
- Filed: 2015-05-28
- Published: 2015-10-22
- Granted: 2016-09-06
- Earliest claimed: 2008-12-31
- Assignees: W. R. Grace & Co.-Conn.
- Applicants: W. R. Grace & Co.-Conn.
- Inventors: Linfeng Chen; Tak W. Leung; Tao Tao
- Web page: https://patentgrep.com/patent/US9434799B2

## CPC

- C08F 4/6494: {containing oxygen}
- C08F 4/76: selected from titanium, zirconium, hafnium, vanadium, niobium or tantalum
- C08F 110/06: Propene
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

Disclosed are procatalyst compositions having an internal electron donor which include a substituted phenylene aromatic diester and optionally an electron donor component. Ziegler-Natta catalyst compositions containing the present procatalyst compositions exhibit high activity and produce propylene-based olefins with broad molecular weight distribution.

## Claims

### Claim 1

A procatalyst composition comprising:
a combination of a magnesium moiety, a titanium moiety and an internal electron donor comprising a substituted phenylene aromatic diester having the structure (I):
wherein:
(A) R1-R14 are the same or different, each of R1-R14 is selected from the group consisting of hydrogen, a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a heteroatom, and combinations thereof, and at least one of R1-R14 is not hydrogen; and
(B) at least one or two, or three, or four R groups of R1-R4 is selected from a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a heteroatom, and combinations thereof.

### Claim 2 (depends on 1)

The procatalyst composition of claim 1
wherein at least one of R5-R14 is selected from the group consisting of a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a heteroatom, and combinations thereof.

### Claim 3 (depends on 1)

The procatalyst composition of claim 1 wherein at least one of R5-R14 is selected from the group consisting of a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a heteroatom and combinations thereof.

### Claim 4 (depends on 1)

The procatalyst composition of claim 1 wherein at least one of R5-R9 and at least one of R10-R14 is selected from the group consisting of a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a heteroatom, and combinations thereof.

### Claim 5 (depends on 1)

The procatalyst composition of claim 1 wherein R1 and R3 are the same or different and each is selected from the group consisting of a C1-C8 alkyl group, a C3-C6 group, a cycloalkyl group, and a substituted C3-C6 cycloalkyl group.

### Claim 6 (depends on 1)

The procatalyst composition of claim 1 wherein R1 and R3 are the same or different and each is selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a t-butyl group, an isobutyl group, a sec-butyl group, a 2,4,4-trimethylpentan-2-yl group, a cyclopentyl group, a cyclohexyl group, and combinations thereof.

### Claim 7 (depends on 1)

The procatalyst composition of claim 1 wherein R2 and R4 are hydrogen.

### Claim 8 (depends on 1)

The procatalyst composition of claim 1 wherein R1 is a methyl group and R3 is a t-butyl group.

### Claim 9 (depends on 1)

The procatalyst composition of claim 1 wherein each of R1 and R3 is an isopropyl group.

### Claim 10 (depends on 1)

The procatalyst composition of claim 1 wherein R1, R3 and R4 are hydrogen and R2 is selected from the group consisting of a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, and combinations thereof.

### Claim 11 (depends on 10)

The procatalyst composition of claim 10 wherein R2 is selected from the group consisting of C1-C8 alkyl group, a C3-C6 cycloalkyl group, and a substituted C3-C6 cycloalkyl group.

### Claim 12 (depends on 10)

The procatalyst composition of claim 10 wherein R2 is selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a t-butyl group, an isobutyl group, a sec-butyl group, a 2,4,4-trimethylpentan-2-yl group, a cyclopentyl group, and a cyclohexyl group.

### Claim 13 (depends on 11)

The procatalyst composition of claim 11 wherein R2 is selected from the group consisting of a methyl group and a t-butyl group.

### Claim 14 (depends on 1)

The procatalyst composition of claim 1 wherein R2 and R3 are hydrogen and R1 and R4 are the same or different, each of R1 and R4 is selected from the group consisting of a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, and combinations thereof.

### Claim 15 (depends on 14)

The procatalyst composition of claim 14 wherein R1 and R4 are the same or different and each is selected from the group consisting of a C1-C8 alkyl group, a C3-C6 cycloalkyl group, and a substituted C3-C6 cycloalkyl group.

### Claim 16 (depends on 14)

The procatalyst composition of claim 14 wherein R1 and R4 are the same or different and each is selected from the group consisting of a methyl group, an ethyl, an n-propyl group, an isopropyl group, a sec-butyl group, an isobutyl group, a cyclopentyl group, and a cyclohexyl group, and combinations thereof.

### Claim 17 (depends on 1)

The procatalyst composition of claim 1 comprising an electron donor component selected from the group consisting of a phthalate, a benzoate, a diether, and combinations thereof.

### Claim 18 (depends on 1)

A catalyst composition comprising:
the procatalyst composition of claim 1; and
a cocatalyst.

### Claim 19 (depends on 18)

The catalyst composition of claim 18 comprising a member selected from the group consisting of an external electron donor, an activity limiting agent, and combinations thereof.

### Claim 20 (depends on 18)

A process for producing an olefin-based polymer comprising:
contacting, under polymerization conditions, an olefin with the catalyst composition of claim 18; and
forming an olefin-based polymer.