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Polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene

A polyisoprene and polymerization catalyst technology, applied in the field of polyisoprene synthesis, can solve the problems of reduced durability, high residual catalyst content, and impermanence, and achieve good durability

Active Publication Date: 2018-06-29
BRIDGESTONE CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the durability of the synthetic polyisoprene is improved in this way, a large amount of catalyst is required to obtain the desired amount of polyisoprene, which results in a high residual catalyst content in the synthetic polyisoprene
Hence the problem: Synthetic polyisoprene is less durable than natural rubber under highly severe conditions
Although there are known techniques of modifying the chain ends using tin tetrachloride or titanium tetrachloride at the time of polymer synthesis to increase molecular weight to improve durability, such techniques involve a large amount of gel and thus have the potential to actually lead to durable problem of reduced sex

Method used

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  • Polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene
  • Polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene
  • Polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene

Examples

Experimental program
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specific example

[0091] Compounds having OH groups are, for example, aliphatic or aromatic alcohols. Specific examples include dibutylhydroxytoluene, alkylated phenol, 4,4'-thiobis-(6-tert-butyl-3-methylphenol), 4,4'-butylenebis-(6-tert Butyl-3-methylphenol), 2,2'-methylenebis-(4-methyl-6-tert-butylphenol), 2,2'-methylenebis-(4-ethyl- 6-tert-butylphenol), 2,6-di-tert-4-ethylphenol, 1,1,3-tri-(2-methyl-4-hydroxy-5-tert-butylphenyl)butane, n- Octadecyl-3-(4-hydroxy-3,5-di-tert-butylphenyl)propionate, Tetrakis[methylene-3-(3,5-di-tert-butyl-4-hydroxyphenyl) ) propionate] methane, dilauryl thiodipropionate, distearyl thiodipropionate, and dimyristyl thiopropionate, but the compound is not limited to these. Specific examples of hindered phenolic compounds Triethylene glycol-bis[3-(3-tert-butyl-5-methyl-4-hydroxyphenyl)propionate], 1,6-hexanediol-bis[3- (3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-tert-butylaniline base)-1,3,5-triazine, pentaerythrito...

Embodiment

[0128] The following describe non-limiting examples according to the present disclosure.

[0129] (Example: Method for producing synthetic polyisoprene A)

[0130] In a glove box under a nitrogen atmosphere, 7.9 μmol of tris[bis(trimethylsilyl)amide]gadolinium (Gd[N(SiMe 3 ) 2 ] 3 ) (component (A)), 1.19 mmol of triisobutylaluminum (component (C)), and 5.0 g of toluene were charged into a 1 L pressure-resistant glass reactor. After aging for 30 minutes, 790 μmol of methylaluminoxane (P-MAO, manufactured by Tosoh Finechem Corporation) (component (B)) was added and aged for 15 minutes in terms of Al. The reactor was then removed from the glove box, 235.0 g of cyclohexane and 70 g of isoprene were added, and polymerization was carried out at 25°C for 15 hours. After the polymerization, 1 mL of an isopropanol solution having 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...

Embodiment 2

[0131] (Example 2: Manufacturing method of synthetic polyisoprene B)

[0132] 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 65 g.

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Abstract

A polymerization catalyst composition that enables efficient synthesis of high molecular weight polyisoprene under industrial conditions without excessive gelation is provided. The polymerization catalyst composition includes: Component (A): a rare earth element compound of formula (i): M-(NQ 1 )(NQ 2 )(NQ 3 ) (where M is at least one selected from lanthanoid, scandium, and yttrium, and NQ 1 , NQ 2 and NQ 3 are amide groups that are the same or different and each have a M-N bond; Component (B): a hydrocarbyl aluminoxane compound having a C1-20 hydrocarbon group; and Component (C): a compound of formula (X): YR 1 a R 2 b R 3 c (where Y is a metal selected from groups 1,2, 12 and 13 in a periodic table, R 1 and R 2 are C1-10 hydrocarbon groups or hydrogen atoms and R 3 is a C1-10 hydrocarbon group where R 1 , R 2 and R 3 are the same or different, and a=1, b=0 and c=0 in the case where Y is the metal selected from the group 1 in the periodic table, a=1, b=1 and c=0 in the case where Y is the metal selected from the groups 2 and 12 in the periodic table, and a=1, b=1 and c=1 in the case where Y is the metal selected from the group 13 in the periodic table).

Description

technical field [0001] The present disclosure relates to a polymerization catalyst composition, a method for producing synthetic polyisoprene using the polymerization catalyst composition, and synthetic polyisoprene produced by the method. Background technique [0002] With social demands for saving energy and resources in recent years, demands for durable tires have led to demands for rubber materials excellent in damage resistance, abrasion resistance, and crack growth resistance. Natural rubber is known as a rubber excellent in these properties. However, in view of the high price of natural rubber, it is necessary to develop synthetic rubber which is as durable as natural rubber. [0003] Traditional efforts have been made to improve durability by obtaining properties of synthetic polyisoprene closer to those of natural rubber: improving tensile crystallinity by making synthetic polyisoprene highly cis (e.g. , see patent literature (PTL) 1 to 3). Although the durabilit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F4/54C08F4/606C08F36/08
CPCC08F136/08C08F4/545
Inventor 会田昭二郎玉木悟
Owner BRIDGESTONE CORP