Catalyst for olefin polymerization and production method for polar group-containing olefin-based polymers

Patent metadata

Field	Value
Publication number	US-11352453-B2
Application number	US-201816762595-A
Country	US
Kind code	B2
Filing date	Nov 7, 2018
Priority date	Nov 9, 2017
Publication date	Jun 7, 2022
Grant date	Jun 7, 2022

Abstract

A catalyst for olefin polymerization that contains a metal complex represented by general formula (C1) and a method for producing polyethylene, a copolymer of ethylene and an olefin having a polar group represented by general formula (1), or a copolymer of ethylene, an olefin having a polar group represented by general formula (1) and another monomer, using the aforementioned metal complex as a polymerization catalyst, wherein the symbols in formula (C1) and formula (1) are as defined in the specification.

First claim

The invention claimed is:

1. A catalyst for olefin polymerization containing a metal complex represented by the following general formula (C1):

wherein, M represents Pd, X represents a phosphorous atom (P) or arsenic atom (As), Y represents a divalent group selected from a substituted or unsubstituted methylene group (—CH 2 —), substituted or unsubstituted imino group (—NH—), oxy group (—O—) or substituted or unsubstituted silylene group (—SiH 2 —), R 5 represents a substituent selected from the group consisting of a hydrogen atom, halogen atom, hydrocarbon group having 1 to 30 carbon atoms, hydrocarbon group having 1 to 30 carbon atoms substituted with a halogen atom, hydrocarbon group having 2 to 30 carbon atoms substituted with an alkoxy group having 1 to 10 carbon atoms, hydrocarbon group having 7 to 30 carbon atoms substituted with an aryloxy group having 6 to 20 carbon atoms, hydrocarbon group having 3 to 30 carbon atoms substituted with an amido group having 2 to 10 carbon atoms, alkoxy group having 1 to 30 carbon atoms, aryloxy group having 6 to 30 carbon atoms, and acyloxy group having 2 to 10 carbon atoms, R 6 and R 7 respectively and independently represent an alkoxy group, aryloxy group, silyl group, amino group or hydrocarbon group having 1 to 120 carbon atoms optionally substituted with one or more substituents selected from a halogen atom, alkoxy group or aryloxy group, at least one of R 6 and R 7 represents a tertiary alkyl group represented by general formula (2):

wherein, R 8 , R 9 and R 10 respectively and independently represent a hydrocarbon group having 1 to 30 carbon atoms, R 8 , R 9 and R 10 may respectively bond to form a ring structure, and in the formula, bonds between the carbon atom and X in general formula (C1) are also indicated, R 6 and R 7 may respectively bond to form a ring structure, L represents an electron donating ligand, and q represents ½, 1 or 2.

2. The catalyst for olefin polymerization according to claim 1 , wherein R 6 and R 7 respectively and independently represent a tertiary alkyl group represented by general formula (2).

3. The catalyst for olefin polymerization according to claim 1 , wherein the tertiary alkyl group represented by general formula (2) is a t-butyl group, 1-adamantyl group, 2-methyl-2-butyl group, 2-methyl-2-pentyl group, 2-benzyl-2-propyl group, 2,5-dimethyl-2-hexyl group, 3-methyl-3-pentyl group or 2,3,3-trimethyl-2-butyl group.

4. The catalyst for olefin polymerization according to claim 1 , wherein Y in general formula (C1) represents a methylene group.

5. The catalyst for olefin polymerization according to claim 1 , wherein R 5 in general formula (C1) represents a methyl group, benzyl group, methoxy group, 2-acetoamidophenyl group or acetyloxy group.

6. A production method comprising conducting polymerization in the presence of a metal complex represented by general formula (C1) as a polymerization catalyst:

wherein, the symbols in the formula having the same meanings as the description of claim 1 , for producing polyethylene, a copolymer of ethylene and an olefin having a polar group represented by general formula (1):

wherein, R 1 represents a substituent selected from the group consisting of a hydroxy group, alkoxy group having 1 to 10 carbon atoms, aryloxy group having 6 to 20 carbon atoms, acyl group having 2 to 10 carbon atoms, ester group having 2 to 10 carbon atoms, oxycarbonyl group: R—O—(C═O)—, where R represents an organic group, acyloxy group having 2 to 10 carbon atoms, amino group, substituted amino group having 1 to 12 carbon atoms, substituted amido group having 2 to 12 carbon atoms, substituted pyridyl group having 5 to 10 carbon atoms, substituted pyrrolidyl group having 4 to 10 carbon atoms, substituted piperidyl group having 5 to 10 carbon atoms, substituted hydrofuryl group having 4 to 10 carbon atoms, substituted imidazolyl group having 4 to 10 carbon atoms, mercapto group, alkylthio group having 1 to 10 carbon atoms, arylthio group having 6 to 10 carbon atoms, epoxy group and a halogen atom, and n represents 0 or an arbitrary integer selected from 1 to 6, or a copolymer of ethylene, an olefin having a polar group represented by the aforementioned formula (1) and another monomer.

7. The production method according to claim 6 , wherein n in general formula (1) represents 0.

8. The production method according to claim 6 , wherein n in general formula (1) represents 1.

9. The production method according to claim 6 , wherein R 6 and R 7 respectively and independently represent a tertiary alkyl group represented by general formula (2).

10. The production method according to claim 6 , wherein the tertiary alkyl group represented by general formula (2) is a t-butyl group, 1-adamantyl group, 2-methyl-2-butyl group, 2-methyl-2-pentyl group, 2-benzyl-2-propyl group, 2,5-dimethyl-2-hexyl group, 3-methyl-3-pentyl group or 2,3,3-trimethyl-2-butyl group.

11. The production method according to claim 6 , wherein Y in general formula (C1) represents a methylene group.

12. The production method according to claim 6 , wherein a polymerization temperature is 100-180° C.

13. The production method according to claim 6 , wherein R 5 in general formula (C1) represents a methyl group, benzyl group, methoxy group, 2-acetoamidophenyl group or acetyloxy group.

Assignees

• Univ Tokyo
• Showa Denko Kk
• Japan Polyethylene Corp

Inventors

• Nozaki Kyoko
• Ito Shingo
• Kuroda Junichi
• Okumura Yoshikuni
• Hayashi Shinya
• MINAMI Yumiko
• Kobayashi Minoru
• Yasukawa Yuichiro

Classifications

• C08F4/80

  selected from iron group metals or platinum group metals · CPC title

• C08F218/02

  Esters of monocarboxylic acids · CPC title

• C08F4/7031

  PO · CPC title

• C08F210/02 Primary

  Ethene · CPC title

• C08F16/38 Primary

  by an acetal or ketal radical · CPC title