IP Library Granted Patent US 9,441,058
Granted Patent B2
US 9,441,058 · App. 14/075,079 · Granted Sep 13, 2016

Procatalyst composition with substituted amide ester internal electron donor

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Quick Facts
Patent No.
US 9,441,058
App. No.
14/075,079
Granted
Sep 13, 2016
Kind
B2
Abstract

Disclosed are procatalyst compositions having an internal electron donor which includes a substituted amide ester and optionally an electron donor component. Ziegler-Natta catalyst compositions containing the present procatalyst compositions exhibit improved catalyst activity and/or improved catalyst selectivity and produce propylene-based olefins with broad molecular weight distribution.

Claims (27)

1. A procatalyst composition comprising:

a combination of a magnesium moiety, a titanium moiety and an internal electron donor comprising a substituted amide ester having the structure (II):

R 1 -R 6 are the same or different, each of R 1 -R 6 is selected from the group consisting of hydrogen and a hydrocarbyl group having 1-20 carbon atoms,

wherein at least one of R 1 -R 6 is a hydrocarbyl group having at least 2 carbon atoms, or

each of R 3 and R 5 is a hydrocarbyl group having 1-20 carbon atoms; and

R 11 -R 13 and R 21 -R 23 are the same or different, each of R 11 -R 13 and R 21 -R 23 is selected from the group consisting of hydrogen and a hydrocarbyl group having 1-20 carbon atoms.

2. The procatalyst composition of claim 1 wherein at least two of R 1 -R 6 are a hydrocarbyl group having at least 2 carbon atoms.

3. The procatalyst composition of claim 1 wherein each of R 1 and R 2 is a hydrocarbyl group with at least two carbon atoms.

4. The procatalyst composition of claim 1 wherein at least one of R 11 -R 13 and at least one of R 21 -R 23 is a hydrocarbyl group having 1-20 carbon atoms.

5. The procatalyst composition of any of claim 1 wherein each of R 1 and R 2 is are selected from the group consisting of an isopropyl group, an isobutyl group, a sec-butyl group, a cyclopentyl group, and a cyclohexyl group.

6. The procatalyst composition of claim 1 wherein each of R 1 , R 2 , R 4 , and R 6 is hydrogen and each of R 3 and R 5 is a methyl group.

7. A procatalyst composition comprising:

a combination of a magnesium moiety, a titanium moiety and an internal electron donor comprising a substituted amide ester having the structure (II):

wherein R 1 -R 6 , R 11 -R 13 , and R 21 -R 23 are the same or different, each of R 1 -R 6 , R 11 -R 13 , and R 21 -R 23 are is selected from the group consisting of hydrogen and a hydrocarbyl group having 1-20 carbon atoms,

wherein at least one of R 1 -R 6 is a hydrocarbyl group having 1-20 carbon atoms, and at least one of R 11 -R 13 and R 21 -R 23 is a hydrocarbyl group having 1-20 carbon atoms.

8. The procatalyst composition of claim 7 wherein each of R 1 and R 2 is a methyl group and each of R 12 and R 22 is selected from the group consisting of ethyl, butyl, and phenyl.

9. The procatalyst composition of claim 1 comprising a mixed external electron donor comprising the substituted amide ester of structure (II) and an electron donor component.

10. A catalyst composition comprising:

a procatalyst composition of claim 1 ; and

a cocatalyst.

11. The catalyst composition of claim 10 comprising an external electron donor selected from the group consisting of a silicon compound, a bidentate compound, a diether, a diol ester, a carboxylate, an amine, a phosphite, and combinations thereof.

12. The catalyst composition of claim 10 comprising two or more alkoxysilane external electron donors.

13. The catalyst composition of claim 10 comprising an activity limiting agent selected from the group consisting of a carboxylic acid ester, a diether, a diol ester, and combinations thereof.

14. A process for producing an olefin-based polymer comprising:

contacting, under polymerization conditions, an olefin with a catalyst composition comprising a procatalyst of claim 1 ; and

forming an olefin-based polymer comprising a substituted amide ester.

15. The process of claim 14 wherein the olefin is propylene, the process comprising forming a propylene-based polymer having a polydispersity index from about 5.0 to about 20.0.

Assignments (13)
NOTES SECURITY INTEREST Recorded Jan 29, 2026
From: W. R. GRACE & CO.-CONN.; ADVANCED REFINING TECHNOLOGIES LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 074532/0229 →
SECURITY INTEREST Recorded Apr 2, 2023
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 063199/0472 →
TERM LOAN SECURITY AGREEMENT Recorded Sep 23, 2021
From: W. R. GRACE & CO.-CONN.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 057594/0104 →
NOTES SECURITY AGREEMENT Recorded Sep 23, 2021
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 057594/0156 →
RELEASE OF SECURITY INTEREST Recorded Sep 23, 2021
From: GOLDMAN SACHS BANK USA
To: W. R. GRACE & CO.-CONN.
Reel/Frame 057594/0026 →
RELEASE OF SECURITY AGREEMENT RECORDED AT REEL/FRAME NO.: 032159/0384 Recorded Apr 3, 2018
From: GOLDMAN SACHS BANK USA, AS THE COLLATERAL AGENT
To: W.R. GRACE & CO.-CONN.
Reel/Frame 045832/0887 →
SECURITY INTEREST Recorded Apr 3, 2018
From: W. R. GRACE & CO.-CONN.
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 045828/0683 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME TO "KUANQIANG GAO" PREVIOUSLY RECORDED ON REEL 034146 FRAME 0159. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 16, 2015
From: CHEN, LINFENG; LEUNG, TAK W.; TAO, TAO; SHU, JAMES X.; GAO, KUANQIANG
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 035206/0974 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NATURE OF CONVEYANCE TO "CHANGE OF NAME" PREVIOUSLY RECORDED ON REEL 034207 FRAME 0340. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Dec 4, 2014
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 034743/0890 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2014
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 034207/0340 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 11, 2014
From: CHEN, LINFENG; LEUNG, TAK W.; TAO, TAO; GAO, KUANQUIANG; SHU, JAMES X.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 034146/0159 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 23, 2014
From: SHU, JAMES X., ESQ; DOW GLOBAL TECHNOLOGIES LLC
To: W.R. GRACE & CO. - CONN.
Reel/Frame 032957/0286 →
SECURITY AGREEMENT Recorded Feb 4, 2014
From: W.R. GRACE & CO.-CONN.
To: GOLDMAN SACHS BANK USA, AS THE COLLATERAL AGENT
Reel/Frame 032159/0384 →