IP Library Granted Patent US 8,604,144
Granted Patent B2
US 8,604,144 · App. 13/580,409 · Granted Dec 10, 2013

Procatalyst composition with substituted amide ester internal electron donor

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Quick Facts
Patent No.
US 8,604,144
App. No.
13/580,409
Granted
Dec 10, 2013
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 (23)

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;

each of R 12 and R 22 is a hydrocarbyl group having 1-20 carbon atoms; and

R 11 , R 13 , R 21 and R 23 are the same or different and 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 , R 21 and R 23 is a hydrocarbyl group having 1-20 carbon atoms.

5. The procatalyst composition 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. 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.

8. A catalyst composition comprising:

a procatalyst composition of claim 1 ; and

a cocatalyst.

9. The catalyst composition of claim 8 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.

10. The catalyst composition of claim 8 comprising two or more alkoxysilane external electron donors.

11. The catalyst composition of claim 8 comprising an activity limiting agent selected from the group consisting of a carboxylic acid ester, a diether, a diol ester, and combinations thereof.

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

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

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

13. The process of claim 12 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 (12)
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 AGREEMENT (NOTES) Recorded Aug 19, 2025
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 072520/0653 →
SECURITY INTEREST Recorded Feb 17, 2023
From: W.R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 062792/0510 →
RELEASE OF SECURITY INTEREST Recorded Sep 23, 2021
From: GOLDMAN SACHS BANK USA
To: W. R. GRACE & CO.-CONN.
Reel/Frame 057594/0026 →
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 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 →
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 →
CHANGE OF NAME Recorded Nov 6, 2013
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 031588/0848 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2013
From: CHEN, LINFENG; LEUNG, TAK W.; TAO, TAO; GAO, KUANQIANG; SHU, JAMES X., ESQ.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 031552/0953 →