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METHOD FOR PRODUCING alpha-OLEFIN/(METH)ACRYLIC ACID ESTER COPOLYMER

A technology of acrylates and manufacturing methods, applied in chemical instruments and methods, compounds of elements of group 5/15 of the periodic table, compounds containing elements of group 8/9/10/18 of the periodic table, etc., can solve catalyst activity Insufficient, difficult to operate catalyst and other problems

Active Publication Date: 2020-11-20
JAPAN POLYETHYLENE CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its industrialization is problematic due to the use of nickel(0) and palladium(0) sources that are unstable in air, difficulty in handling the catalyst, and insufficient catalyst activity

Method used

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  • METHOD FOR PRODUCING alpha-OLEFIN/(METH)ACRYLIC ACID ESTER COPOLYMER
  • METHOD FOR PRODUCING alpha-OLEFIN/(METH)ACRYLIC ACID ESTER COPOLYMER
  • METHOD FOR PRODUCING alpha-OLEFIN/(METH)ACRYLIC ACID ESTER COPOLYMER

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0231] In the present invention, the olefin polymerization catalyst used in preparing the components (a) and (b) contacting method is not particularly limited.

[0232] Contacting the component (a) and (b) may be carried out in the presence or absence of the monomers used in the polymerization of olefins α- or α- olefins and (meth) acrylate copolymerized in the reactor or may be carried out in a vessel other than the reactor. And the contact may be carried out in an inert hydrocarbon solvent, for example, pentane, hexane, heptane, toluene, xylene and the like, and for example in an inert gas atmosphere such as nitrogen. Contacting can be performed at a temperature between -20 ℃ and the boiling point of the solvent, in particular, it may be carried out at a temperature between room temperature and the boiling point of the solvent.

[0233] 4.α- method of producing an olefin / (meth) acrylate copolymer

[0234] Α- olefin according to the present invention is a method for producing / ...

Embodiment

[0280] The present invention is described in detail in the Examples and Comparative Examples below. However, the present invention is not limited to these. Unless otherwise stated, purification is performed at a nitrogen atmosphere the following Synthesis Examples, and dehydrated and deoxygenated solvent used.

[0281] 1. Evaluation Methods

[0282] (1) Melting point Tm and crystallization temperature Tc:

[0283] To obtain a melting point Tm and the crystallization temperature Tc differential scanning calorimetry (DSC) by.

[0284] Using a differential scanning calorimeter PYRIS DIAMOND DSC, manufactured by Perkin Elmer, the samples (approximately 5mg) was melted at 210 ℃ 5 minutes. Then, at a rate of 10 ℃ / min temperature of the sample is lowered to -20 deg.] C, maintained at -20 ℃ 5 min, then warmed to 210 deg.] C at a rate of 10 ℃ / min to obtain a melting curve.

[0285] The peak top temperature of the main exothermic peak in the cooling stage melting curve is determined as ...

Synthetic example 1

[0302] (Synthesis Example 1): Synthesis of ligand B-423

[0303] 1 Synthesis of Ligand B-423 according to the following scheme.

[0304] In the chemical formula mentioned below, -OMOM represents methoxymethoxy group (-OCH 2 OCH 3 ), IPr represents an isopropyl group.

[0305] plan 1

[0306]

[0307] (I) Synthesis of Compound 2

[0308] Under a nitrogen atmosphere, n-hexane solution was gradually added n-butyllithium (166 ml, at 0 ℃ of 2,6-dimethoxybenzene (Compound 1,50g, 0.36mol) in dry THF (500ml) was 0.42 mol). Dropwise thereto at 0 ℃ iodine (96.5g, 0.38mol) in dry THF (200ml) solution for 40 minutes. The solution thus obtained was stirred at room temperature overnight. Then, thereto was added dropwise methanol (80ml). The mixture thus obtained was concentrated under reduced pressure. After addition of water (200ml) to the concentrated residue, the residue was extracted three times with ethyl acetate (250ml). The organic layer was collected from the mixture, dried Na 2 S 2 O...

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Abstract

The present invention is much more easily handleable than conventional catalysts, and enables the achievement of copolymerization of an alpha-olefin and a methacrylic acid ester with high activity. The above-described problem is solved by using a catalyst for olefin polymerization, which contains a metal complex that is characterized by being obtained by reacting a ligand having a specific structure with a transition metal compound that has a specific structure, while containing a transition metal selected from among nickel and palladium, in polymerization.

Description

Technical field [0001] The present invention relates to a method for producing an alpha-olefin / (meth) acrylate copolymer, which comprises phosphine phenolate ligand comprising a phosphine phenolate ligand having a particular structure (Nickel acethatonato- Olefin polymerization catalyst of the metal complex of Type Compound. Background technique [0002] A method of copolymerizing ethylene or (meth) acrylate copolymerization of vinyl acetate or (meth) acrylate as a vinyl monomer as a polarized group is a high temperature high pressure free radical. However, the disadvantage of this method is that since a plurality of branches are generated, the copolymer obtained is a copolymer having a low crystallinity, and therefore the strength of the obtained copolymer is low. Brookhart et al. Reported copolymers (see Non-Patent Document 1) by using a palladium complex with an alpha-diamine ligand as a catalyst (see Non-Patent Document 1). However, the copolymer obtained by this is a copol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F4/70C08F210/02C07F9/50C07F15/04
CPCC08F210/02C07F15/045C07F9/5728C07F9/5022C08F220/1804C08F2500/33C08F2500/34C08F2500/27C08F2500/02C08F2500/03C08F4/7031C08F4/7027C08F4/65912C08F4/7098
Inventor 小西洋平棚桥宏将大泷央士佐藤直正
Owner JAPAN POLYETHYLENE CORP