Isoprene polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene

A polymerization catalyst, polyisoprene technology, applied in the field of polyisoprene synthesis, can solve problems such as low durability and difficulty in efficiently producing high molecular weight polymers

Active Publication Date: 2015-11-18
BRIDGESTONE CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the durability of synthetic polyisoprene is improved in this way, there is still the problem that synthetic polyisoprene is less durable than natural rubber under highly severe conditions
[0004] It has been found that it is d

Method used

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  • Isoprene polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene
  • Isoprene polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene
  • Isoprene polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0139] (Example 1: Method for producing synthetic polyisoprene A)

[0140] In a glove box under a nitrogen atmosphere, 7.9 μmol tris(tert-butoxy)gadolinium (Gd(OtBu) 3 ) (component (a)), 1.19 mmol of triisobutylaluminum (component (c)) and 5.0 g of toluene were charged into a 1L pressure-resistant glass reactor. After aging for 30 minutes, 7.9 μmol of triphenylcarbon tetrakis (pentafluorophenyl) borate (Ph 3 CB(C 6 f 5 ) 4 ) (component (b)) and aged for 15 minutes. Then the reactor was taken out from the glove box, 235.0 g of cyclohexane and 70 g of isoprene were added, and a polymerization reaction was performed at 25° C. for 15 hours. After the polymerization, 1 mL of an isopropanol solution containing 5% by mass of 2,2'-methylene-bis(4-ethyl-6-tert-butylphenol) (NS-5) was added to terminate the reaction. Further, the polymer was isolated using a large amount of methanol and vacuum-dried at 70° C., whereby synthetic polyisoprene A was obtained. The yield of the result...

Embodiment 2

[0141] (Example 2: Manufacturing method of synthetic polyisoprene B)

[0142] The same method as in Example 1 was used except that the polymerization was performed at 50° C. for 2 hours. As a result, synthetic polyisoprene B was obtained in a yield of 68 g.

Embodiment 3

[0143] (Example 3: Manufacturing method of synthetic polyisoprene C)

[0144] In a glove box under a nitrogen atmosphere, 7.9 μmol tris(tert-butoxy)gadolinium (Gd(OtBu) 3 ) (component (a)), 7.9 μmol 2-ethyl-1-hexanol (component (d)), 1.19 mmol triisobutylaluminum (component (c)) and 5.0 g toluene into 1L pressure-resistant glass reactor. After aging for 30 minutes, 7.9 μmol of triphenylcarbon tetrakis (pentafluorophenyl) borate (Ph 3 CB(C 6 f 5 ) 4 ) (component (b)) and aged for 15 minutes. Then, the reactor was taken out from the glove box, 235.0 g of cyclohexane and 70 g of isoprene were added, and a polymerization reaction was performed at 50° C. for 2 hours. After the polymerization, 1 mL of an isopropanol solution containing 5% by mass of 2,2'-methylene-bis(4-ethyl-6-tert-butylphenol) (NS-5) was added to terminate the reaction. Further, the polymer was separated using a large amount of methanol and vacuum-dried at 70° C., whereby synthetic polyisoprene C was obtain...

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Abstract

Provided is a polymerization catalyst composition that makes it possible to efficiently synthesize a polyisoprene having a high molecular weight. The isoprene polymerization catalyst composition is characterized by comprising: a rare earth element compound (component (a)) having a rare earth element-oxygen bond or a rare earth element-sulfur bond; an ionic compound (component (b)); and at least one compound (component (c)) selected from the group consisting of the compound that is represented by formula (X) and compounds comprising the repeating unit that is represented by formula (Y) (Formula (X): YR1 aR2 bR3 c. Formula (Y): (-Y(R1)O-). In the formulas, Y is a metal selected from among group 1, group 2, group 12, and group 13 elements of the period table, R1 and R2 are each a hydrocarbon group having a carbon number of 1-10 or a hydrogen atom, and R3 is a hydrocarbon group having a carbon number of 1-10. R1, R2, and R3 may be the same as or different from each other. When Y is a metal that is selected from among group 1 elements of the periodic table, a is 1 and b and c are 0. When Y is a metal that is selected from among group 2 and group 12 elements of the periodic table, a and b are 1 and c is 0. When Y is a metal that is selected from among group 13 elements of the periodic table, a, b, and c are 1.).

Description

technical field [0001] The present disclosure relates to isoprene polymerization catalyst compositions, methods of making synthetic polyisoprene, and synthetic polyisoprene made by the method. Background technique [0002] In recent years, under social demands for energy saving and resource saving, the demand for durable tires has led to the demand for rubber materials excellent in fracture resistance, abrasion resistance, and crack growth resistance. Natural rubber is known as a rubber excellent in these properties. However, considering the high price of natural rubber, it is necessary to develop synthetic rubber having the same durability as natural rubber. [0003] In order to improve durability by bringing the properties of synthetic polyisoprene closer to those of natural rubber, conventional efforts have been made to improve elongational crystallinity by hypercisizing synthetic polyisoprene (see e.g., Patent Literature 1 to 3). Although the durability of synthetic p...

Claims

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Application Information

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IPC IPC(8): C08F4/54C08F4/626C08F36/08
CPCC08F4/54C08F4/626C08F36/08C08F236/08C08F136/08C08F4/52
Inventor 会田昭二郎玉木悟
Owner BRIDGESTONE CORP
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