IP Library › Granted Patent US 12,600,844
Granted Patent B2
US 12,600,844 · App. 17/997,119 · Granted Apr 14, 2026

Linear low density polyethylene for film applications

Inventors: Ru Xie (Baytown, TX); Matthew W. Holtcamp (Huffman, TX); David M. Fiscus (Houston, TX); Dongming Li (Houston, TX); Laughlin G. McCullough (League City, TX); Matthew S. Bedoya (Humble, TX); Kevin A. Stevens (Houston, TX); Yan Jiang (Houston, TX); Joseph A. Moebus (Houston, TX)
Assignee: ExxonMobil Chemical Patents Inc.
C08L23/0815C08F2/34C08F4/65925C08F4/7042C08F210/16C08J5/18C08F2500/27C08F2500/31C08F2500/38C08J2323/08C08L2203/16C08L2207/066C08L2314/06C08L2314/08
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Quick Facts
Patent No.
US 12,600,844
App. No.
17/997,119
Granted
Apr 14, 2026
Kind
B2
Abstract

The present disclosure generally relates to catalyst systems, polyethylene compositions, and uses of such compositions in, e.g., films. In an embodiment is provided a film that includes a polyethylene composition, comprising: ethylene and a C 3 -C 40 olefin comonomer, the polyethylene composition having at least 75 wt % ethylene content and from 0 wt % to 25 wt % of a C 3 -C 40 olefin comonomer content based upon the total weight of the composition as determined by GPC-IR5-LS-VIS, the film having: an average of MD and TD 1% secant modulus of 42,000 psi or greater as determined by ASTM D-882, and a Dart Drop Impact of greater than 400 g/mil, as determined by ASTM D1709. In another embodiment is provided a process for producing a polyethylene composition, comprising: introducing, under first polymerization conditions, ethylene and a C 3 -C 40 alpha-olefin to a catalyst system in a reactor, the catalyst system comprising a first catalyst compound, a second catalyst compound, and an activator; and forming a polyethylene composition.

Claims (47)

1 . A process for producing a polyethylene composition, comprising:

introducing, under first polymerization conditions, ethylene and a C 3 -C 40 alpha-olefin to a catalyst system in a reactor, the catalyst system comprising a first catalyst compound, a second catalyst compound, and an activator; and

forming a polyethylene composition, the first catalyst compound being represented by Formula (I)

wherein:

M is Ti, Hf, or Zr;

each of X 1 and X 2 is independently C 1 to C 20 hydrocarbyl radical, a functional group comprising elements from Groups 13 to 17 of the periodic table of the elements, or X 1 and X 2 join together to form a C 4 to C 62 cyclic or polycyclic ring structure;

each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 14 , R 15 , and R 16 is independently selected from hydrogen, halogen, C 1 -C 40 hydrocarbyl, substituted C 1 -C 40 hydrocarbyl, —NR′ 2 , —SR′, —OR′, —OSiR′3, or —PR′2, wherein each R′ is independently hydrogen, halogen, C 1 -C 10 alkyl, or C 6 -C 10 aryl, or one or more of R 1 and R 2 , R 2 and R 3 , R 3 and R 4 , R 4 and R 5 , R 1 and R 5 , R 14 and R 15 , and R 15 and R 16 join together to form a C 4 to C 62 cyclic or polycyclic ring structure;

each of R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 is independently selected from hydrogen, halogen, C 1 -C 40 hydrocarbyl, substituted C 1 -C 40 hydrocarbyl, aryl, substituted aryl, —NR′ 2 , —SR′, —OR′, —OSiR′ 3 , or —PR′ 2 , wherein each R′ is independently hydrogen, halogen, C 1 -C 10 alkyl, or C 6 -C 10 aryl, or one or more of R 7 and R 8 , R 8 and R 10 , and R 10 and R 12 are joined to form a saturated ring, unsaturated ring, substituted saturated ring, or substituted unsaturated ring;

and the second catalyst compound being represented by Formula (IIa) or Formula (IIb):

wherein:

each of R 6a , R 10a , R 11a , and R 15a are independently halogen, —CF 3 , or C 1 -C 22 -alkyl, C 2 -C 22 -alkenyl, C 6 -C 22 -aryl, arylalkyl (wherein alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms), NR′2, —OR′, —SiR″ 3 or five-, six- or seven-membered heterocyclyl comprising at least one atom selected from N, P, O and S;

each of R 1a and R 2a is independently hydrogen, C 1 -C 22 -alkyl, C 2 -C 22 -alkenyl, C 6 -C 22 -aryl, arylalkyl wherein alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, or five-, six- or seven-membered heterocycle comprising at least one atom selected from N, P, O and S, wherein each of R 1a and R 2a is optionally substituted by halogen, —NR′ 2 , —OR′ or —SiR″3, wherein R 1a optionally bonds with R 3a , and R 2a optionally bonds with R 5a in each case to independently form a five-, six- or seven-membered ring;

each of R 3a , R 4a , R 5a , R 7a , R 8a , R 9a , R 12a , R 13a , and R 14a is independently hydrogen, C 1 -C 22 -alkyl, C 2 -C 22 -alkenyl, C 6 -C 22 -aryl, arylalkyl wherein alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, halogen, —NR′ 2 , —OR′, —SiR″ 3 or five-, six- or seven-membered heterocyclyl comprising at least one atom selected from N, P, O and S; and

each of X 1a and X 2a is independently hydrogen, halogen, C 1 -C 20 -alkyl, C 2 -C 10 -alkenyl, C 6 -C 20 -aryl, arylalkyl wherein alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, —NR′ 2 , —OR′, —SR′, —SO 3 R′, —OC(O)R′, —CN, —SCN, β-diketonate, —CO, —BF 4 − , —PF 6 − or bulky non-coordinating anion, or X 1a and X 2a optionally bond to form a five- or six-membered ring;

wherein the catalyst system is formed by steps including first adding the catalyst compound represented by Formula (IIa) or Formula (IIb) to a silica support with a first solvent to form a pre-treated iron silica support, then contacting the pre-treated iron silica support with the activator, and then contacting the pre-treated iron silica support with the catalyst compound represented by Formula (I) with a second solvent, wherein the first solvent and the second solvent are optionally different or same.

2 . The process of claim 1 , further comprising

introducing, under second polymerization conditions, a third catalyst compound to the reactor, the third catalyst compound being represented by Formula (I), Formula (IIIa), or Formula (IIIb):

wherein:

each of R 1b , R 2b , R 3b , R 4b , R 5b , R 8b , R 9b , R 10b , R 13b , R 14b , and R 15b is independently hydrogen, C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 22 aryl, arylalkyl wherein alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, —OR 16b , —NR 17b 2 , halogen, —SiR 18b 3 or five-, six- or seven-membered heterocyclic ring comprising at least one atom selected from the group consisting of N, P, O and S;

each of R 6b , R 7b , R 11b , and R 12b , is independently C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 22 aryl, arylalkyl wherein alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, —OR 16b , —NR 17b 2 , halogen, —SiR 18b 3 or five-, six- or seven-membered heterocyclic ring comprising at least one atom selected from the group consisting of N, P, O and S;

each of R 16b , R 17b , and R 18b is independently hydrogen, C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 22 aryl, arylalkyl where alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, or —SiR 19b 3 , wherein each R 16b , R 17b , and R 18b is independently optionally substituted by halogen, or two R 16b radicals optionally bond to form a five- or six-membered ring, or two R 17b radicals optionally bond to form a five- or six-membered ring, or two R 18b radicals optionally bond to form a five- or six-membered ring;

each R 19b is independently hydrogen, C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 6 -C 22 aryl, arylalkyl where alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, or two R 19 radicals optionally bond to form a five- or six-membered ring;

each of E 1 , E 2 , and E 3 is independently carbon, nitrogen or phosphorus;

each of u 1 , u 2 , and u 3 is independently 0 if E 1 , E 2 , or E 3 is nitrogen or phosphorus, and each of u 1 , u 2 , and u 3 is independently 1 if E 1 , E 2 , or E 3 is carbon;

each of X 1b and X 2b is independently substituted hydrocarbyl, and the radicals X 1b and X 2b can be bonded with one another;

D is a neutral donor; and

t is 0 to 2.

3 . The process of claim 2 , wherein the third catalyst compound is

4 . The process of claim 2 , wherein a molar ratio of second catalyst to third catalyst can be from 95:5 to 5:95, from 80:20 to 20:80, from 70:30 to 30:70, from 60:40 to 40:60.

5 . The process of claim 1 , wherein each of X 1 and X 2 is independently hydrogen or halogen.

6 . The process of claim 1 , wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 is independently hydrogen, halide, alkoxide, C 1 to C 12 substituted or unsubstituted hydrocarbyl, or —R″—SiR′ 3 or —R″—CR′ 3 where R″ is C 1 to C 4 hydrocarbyl.

7 . The process of claim 1 , wherein M is hafnium.

8 . The process of claim 1 , wherein the first catalyst compound is one or more of:

9 . The process of claim 1 , wherein the first catalyst compound is

10 . The process of claim 1 , wherein:

each of X 1a and X 2a is independently halogen; and

each of R 6a and R 15a is independently halogen.

11 . The process of claim 1 , wherein:

each of R 1a and R 2a is independently C 1 -C 20 hydrocarbyl;

each of R 3a , R 4a , and R 5a is independently hydrogen;

each of R 8a , R 10a , R 11a and R 13a is C 1 -C 20 hydrocarbyl;

each of R 7a , R 9a , R 12a and R 14a is independently hydrogen, C 1 -C 22 -alkyl, C 2 -C 22 -alkenyl, C 6 -C 22 -aryl, arylalkyl where alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, halogen, —NR′ 2 , —OR′, —SiR″ 3 or five-, six- or seven-membered heterocycle comprising at least one atom selected from the group consisting of N, P, O and S;

R′ is optionally substituted by halogen, or two R′ radicals bond to form a five- or six-membered ring; and

each R″ is independently hydrogen, C 1 -C 22 -alkyl, C 2 -C 22 -alkenyl, C 6 -C 22 -aryl or arylalkyl where alkyl has from 1 to 10 carbon atoms and aryl has from 6 to 20 carbon atoms, or two R″ radicals optionally bond to form a five- or six-membered ring.

12 . The process of claim 1 , wherein the second catalyst compound is one or more of:

13 . The process of claim 1 , wherein the second catalyst compound is

14 . The process of claim 1 , wherein a molar ratio of first catalyst compound to second catalyst compound is from 1:1 to 5:1, or from 0.6:0.4 to 0.9:0.2.

Continuity (2)
Provisional Application 63018648 · May 1, 2020
Related Publication 20230174757A1 · Jun 8, 2023
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