Polyolefin functional at one end

a functional polyolefin and polyolefin technology, applied in the field of single-chainend functionalized polyolefins, can solve the problems of high chemical stability of polyolefins, difficulty in controlling the structure of olefin chain moieties in the resultant polymers, and damage to the original physical properties of polyolefins

Inactive Publication Date: 2006-11-30
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0006] Accordingly, the present invention relates to a polyolefin which has a polar functional group at its single-terminal position and is useful for various purposes.

Problems solved by technology

On the other hand, high chemical stability of polyolefins is an obstacle for giving, thereto, high functionalities, typical examples of which include printability, paintability, heat resistance and impact resistance, and a function for improving compatibility thereof with other polar polymers.
However, according to these methods, it is generally difficult to control minutely the structure of olefin chain moieties in the resultant polymers.
As a result, excellent, original physical properties of polyolefin may be damaged.
However, in the case of polymerizing any olefin by living polymerization, chain transfer reaction of the growing polymer chain is frequently caused under ordinary conditions; therefore, it is very difficult to produce an olefin polymer by living polymerization.
Furthermore, monomers that can be polymerized are restricted in many cases.
It is particularly difficult to produce industrially important ethylene-based (co) polymers or block copolymers.
However, the two published documents neither disclose any polymer having a polar functional group only at its single terminal (single-chain-end functionalized polymer) nor any process for the production thereof.

Method used

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  • Polyolefin functional at one end
  • Polyolefin functional at one end
  • Polyolefin functional at one end

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0042] Into a glass reactor having an internal volume of 500 mL and purged sufficiently with nitrogen were charged 250 mL of toluene and 15.2 mmol of methylaluminoxane, the amount being an amount in terms of aluminum atoms therein. Thereto was added a solution of 21.3 mg (0.136 mmol) of Me2AlO—(CH2)4CH═CH2 in toluene. Thereto was added a solution of 88.9 mg (containing diethyl ether, 0.101 mmol) of a titanium complex, bis[N-(3-t-butylsalicylidene)-2,3,4,5,6-pentafluoroanilinate]titanium dichloride intoluene, and then the components were caused to react at 27° C. for 15 minutes. Thereafter, the reaction solution was cooled to 0° C. Thereafter, a mixed gas of ethylene and nitrogen (gas flow rate: ethylene, 5 L / h; and nitrogen, 50 L / h), the pressure of which was a normal pressure, was blown from the bottom of the reactor to the inside thereof so as to cause the components to react at 0° C. for 5 minutes. Thereafter, the supply of ethylene was stopped and methanol was added thereto, the...

example 2

[0043] Into a glass reactor having an internal volume of 500 mL and purged sufficiently with nitrogen were charged 250 mL of toluene and 10.0 mmol of methylaluminoxane, the amount being an amount in terms of aluminum atoms therein. The reaction solution was cooled to 0° C., and then thereto was added a solution of 10.7 mg (0.0685 mmol) of Me2AlO—(CH2)4CH═CH2 in toluene. Thereto was added a solution of 58.4 mg (containing the weight of diethyl ether, 0.0666 mmol) of a titanium complex, bis[N-(3-t-butylsalicylidene)-2,3,4,5,6-pentafluoroanilinate] titanium dichloride in toluene, and then the components were caused to react at 0° C. for 30 minutes. Thereafter, propylene (gas flow rate: 100 L / h), the pressure of which was a normal pressure, was blown from the bottom of the reactor to the inside thereof so as to cause the components to react at 0° C. for 105 minutes. Thereafter, the supply of propylene was stopped, and methanol was added thereto, thereby terminating the polymerization. A...

example 3

[0044] Propylene was polymerized under the same conditions as in Example 2 except that Me2AlO—(CH2)9CH═CH2 was used instead of Me2AlO—(CH2)4CH═CH2. The polymerization activity per mmol of titanium was 3.03 g, the number-average molecular weight (Mn) of the polymer was 8,200, and the ratio of the weight-average molecular weight (Mw) to the number-average molecular weight (Mn), (Mw / Mn), was 1.09. In the 1H NMR spectrum (FT, 270 MHz in C2D2Cl4, at 120° C.) of this polymer, a triplet corresponding to a methylene group adjacent to an OH group made its appearance near 3.64 ppm.

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Abstract

A single-chain-end functionalized polyolefin, which is represented by the following general formula (I):
P—X  (I)
wherein X is a group containing at least one element selected from oxygen, sulfur, nitrogen, phosphorus and halogens, P represents a polymer chain made mainly of an olefin composed only of carbon and hydrogen atoms, and X is bonded to a terminal of P, wherein the molecular weight distribution (Mw/Mn) obtained by gel permeation chromatography (GPC) is from 1.0 to 1.5.

Description

TECHNICAL FIELD [0001] The present invention relates to a novel single-chain-end functionalized polyolefin. BACKGROUND ART [0002] Polyolefins such as polyethylene (PE) and polypropylene (PP) are light and inexpensive and further have characteristics of having excellent physical properties and workability. On the other hand, high chemical stability of polyolefins is an obstacle for giving, thereto, high functionalities, typical examples of which include printability, paintability, heat resistance and impact resistance, and a function for improving compatibility thereof with other polar polymers. There are known methods for making up for such drawbacks and causing polyolefins to have functionalities. Examples thereof include a method of polymerizing an olefin with a polar monomer such as vinyl acetate or a methacrylic acid ester by radical polymerization; and a method of grafting a polar monomer such as maleic anhydride to a polyolefin in the presence of a peroxide. However, according...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08F4/06C08F8/00C08F10/00
CPCC08F10/00C08F8/20C08F110/02C08F8/00C08F110/06C08F4/64048
Inventor MAKIO, HARUYUKIFUJITA, TERUNORI
Owner MITSUI CHEM INC
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