Copolymer of olefin and conjugated diene, and process for producing same

一种共轭二烯、共聚物的技术，应用在烯烃与共轭二烯的共聚物领域，能够解决乙烯基量不充分、机械特性不充分、耐气候性、耐热性·耐臭氧性下降等问题

Active Publication Date: 2012-02-15
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] However, in the methods of the above-mentioned prior art, there are problems in that the amount of vinyl groups in the copolymer is not sufficient, or the unsaturated bond contained in the main chain becomes a problem that deteriorates the weather resistance, heat resistance, ozone resistance, etc. Causes of deterioration in physical properties, or insufficient molecular weight, resulting in insufficient mechanical properties, etc.
However, there are the following problems: the types of cyclic olefins that can be copolymerized in the above-mentioned catalytic system are limited, the polymerization activity is low, and copolymers with sufficient molecular weight and cyclic olefin content cannot be obtained; or in order to remove unreacted cyclic olefins after the reaction Like olefins, requiring a lot of energy, so poor economy, etc.
However, there are problems as follows: the incorporation efficiency of the cyclic olefin in the above catalyst system is poor, a large amount of cyclic olefin must be charged in order to obtain a polymer with a high cyclic olefin content, and the polymerization activity is insufficient.
However, in the above-mentioned prior art method, there is a problem that the unsaturated bonds contained in the main chain of the obtained copolymer cause deterioration of physical properties such as weather resistance, heat resistance, and ozone resistance.
[0016] In addition, in Macromolecular Symposia, 2006, (234), 1288 (non-patent literature 7), Macromolecular Chemistry and Physics, 2006, (207), 304 (non-patent literature 8), Macromolecules, 2005, 38, 5493 (non-patent literature 9), Macromolecules, 2004 (37), 238 (non-patent literature 10), Macromolecules, 2003 (36), 9067 (non-patent literature 11), Journal of the American Chemical Society, 2002, (124), 3502 (non-patent literature Document 12) and the like disclose a method for synthesizing an ethylene / butadiene copolymer having a ring structure on the main chain, but the copolymer obtained by this method contains 1,4-adduct or 1 , the unsaturated bond of the 3-adduct, so it is not ideal in terms of physical properties
In addition, there is no description about the molecular weight measurement results in the above documents
[0017] In addition, it is disclosed in Journal of the American Chemical Society, 2003, (125), 8970 (Non-Patent Document 13) that the synthetic main chain has a ring structure and does not contain 1,4-adducts or 1,3 -A method of ethylene / butadiene copolymers with unsaturated bonds in adducts, but in this method, the polymerization activity is not sufficient, and the molecular weight is also low, so it is not suitable for commercial production

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  • Copolymer of olefin and conjugated diene, and process for producing same
  • Copolymer of olefin and conjugated diene, and process for producing same
  • Copolymer of olefin and conjugated diene, and process for producing same

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[0146] [Preparation method of copolymer]

[0147] The production method of the copolymer of the present invention is a method for producing the above-mentioned copolymer. The method for producing a copolymer of the present invention is the method for producing a copolymer as described above, characterized in that at least ethylene and conjugated diene copolymerization.

[0148] (A): A transition metal compound having a transition metal atom selected from Groups IB, IIIB to VIIIB of the Periodic Table of Elements

[0149] (B): at least one compound selected from the following compounds, which are

[0150] (B-1) organometallic compounds,

[0151] (B-2) organoaluminum oxy compounds, and

[0152] (B-3) A compound that reacts with a transition metal compound (A) to form an ion pair

[0153] In addition, said (A) is also described as a component (A), and said (B) is also described as a component (B).

[0154] It should be noted that the copolymer of the present invention is a co...

Embodiment 1

[0869] Toluene and triisobutylaluminum (also denoted as iBu3Al) 0.2mmol, at 30°C, with 1.0kg / cm 2 The 1,3-butadiene in G saturates the liquid and gas phases. The above mixture was heated to 40°C, so that the internal pressure of the reactor was 1.1kg / cm 2 G, and then pressurized by ethylene gas to saturate the liquid phase and gas phase, so that the internal pressure of the reactor is 2.0kg / cm 2 ·G.

[0870] After that, 0.2 mL of dimethylsilyl {1-(2-methyl-4,5-benzindenyl)} synthesized by referring to the method described in J. Organomet. Chem. 2003, (688), 153 was added (2,7-di-tert-butylfluorenyl) toluene solution (10mmol / L) of zirconium dichloride (complex 1), then, add triphenylcarbenium tetrakis(pentafluoro Phenyl) borate (also denoted as Ph 3 CB(C 6 f 5 ) 4 ) in toluene solution (4mmol / L), start to polymerize. The toluene to be charged was finally adjusted to 5 mL in total. Continuously supply ethylene gas to keep the total pressure at 2.0kg / cm 2 • G, after al...

Embodiment 2

[0874] Toluene and dry methylalumoxane (Albemarle company The product obtained by distilling off the impurity in methylaluminoxane (20% by weight), that is, trimethylaluminum; also referred to as DMAO) in toluene solution (Al=1.32M), the amount of methylaluminoxane Converted to aluminum is 1.5mmol, at 30°C, use 1.0kg / cm 2 The 1,3-butadiene in G saturates the liquid and gas phases. The above mixture was heated to 40°C, so that the internal pressure of the reactor was 1.1kg / cm 2 G, and then pressurized by ethylene gas to saturate the liquid phase and gas phase, so that the internal pressure of the reactor is 9.0kg / cm 2 · G,.

[0875] After that, 0.2 mL of rac-dimethylsilyl-bis[1-(2-methyl-4-phenylindenyl)]dichloride synthesized according to the method described in Organometallics 1994, 13, p.954 was added Zirconium (rac-Dimethylsilyl-bis[1-(2-methyl-4-phenylindenyl)]zirconium dichloride) (complex 2) in toluene solution (2.5mmol / L), start polymerization. Toluene was added to...

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Abstract

Disclosed are: a copolymer having a double bond in a side chain thereof and having substantially no unsaturated bond in the main chain thereof, or a copolymer having a cyclic structure and having substantially no unsaturated bond in the main chain thereof; and a process for synthesizing the copolymer in an economically advantageous manner. The copolymer is produced by copolymerizing at least ethylene and conjugated dienes, wherein the content of constituent units derived from the conjugated dienes is 1 to 90 mol%, the content of a constituent unit derived from the 1,2-addition of a conjugated diene having a double bond in a side chain thereof is 0 to 90 mol%, the content of constituent units derived from the 1,4-addition of the conjugated dienes is 0 to 3 mol%, the content of constituent units derived from the 1,3-addition of the conjugated dienes is 0 to 3 mol%, and the total content of a constituent unit derived from the 1,2-addition of a conjugated diene having a 1,2-cyclopropane skeleton and a constituent unit derived from the 1,2-addition of a conjugated diene having a 1,2-cyclopentane skeleton is 4 to 100 mol%.

Description

technical field [0001] The present invention relates to a copolymer of olefin and conjugated diene, and a preparation method thereof. Background technique [0002] Olefin-based resins such as polyolefins and polyolefin-based elastomers are generally excellent in mechanical properties and the like, and therefore are used in various fields such as various molded articles. In recent years, the requirements for the physical properties of the above-mentioned olefinic resins have been diversified, and olefinic resins with various properties are expected, such as excellent rigidity, impact strength, weather resistance, heat resistance, cold resistance, crosslinking efficiency, and oil resistance. Olefin-based resins excellent in properties, adhesiveness, dyeability, wettability, and compatibility with other polar group-containing resins. [0003] In order to realize the above-mentioned performance, it is necessary to introduce into the polymer chain a functional group with excelle...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F210/02C08F4/645C08F4/6592C08F236/04
CPCC08F4/65908C08F4/65912C08F10/00C08F36/04C08F210/02C08F2420/02C08F2420/07C08F4/6592C08F236/06C08F2500/03C08F2500/20C08F4/65904C08F4/65927C08F4/64113C08F4/645C08F236/04
Inventor 道上宪司古井圣一三谷诚狩野武志
Owner MITSUI CHEM INC
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