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Elastomeric copolymers based on [bis(trihydrocarbylsilyl)aminosilyl]-functionalized styrene and their use in the preparation of rubbers

A technology of styrene derivatives and copolymers, used in the production of elastomer copolymers and tires, can solve problems such as hydrolysis instability, and achieve the effect of reducing incorporation

Active Publication Date: 2018-10-23
SYNTHOS DWORY 7 SPOLA Z OGRANICZONA ODPOWIEDZIALNOSCIA SPOLKA JAWNA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, unlike N,N-bis(trimethylsilane) disclosed in Org.Lett.2001,3,2729 2 Compounds according to EP 2772515A1 are hydrolytically unstable under typical processing conditions compared to aniline derivatives

Method used

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  • Elastomeric copolymers based on [bis(trihydrocarbylsilyl)aminosilyl]-functionalized styrene and their use in the preparation of rubbers
  • Elastomeric copolymers based on [bis(trihydrocarbylsilyl)aminosilyl]-functionalized styrene and their use in the preparation of rubbers
  • Elastomeric copolymers based on [bis(trihydrocarbylsilyl)aminosilyl]-functionalized styrene and their use in the preparation of rubbers

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0151] The preparation of the polymer systems of the present invention generally and preferably comprises the following steps:

[0152] Step 1: Polymer Synthesis

[0153] The polymer is prepared by forming a solution of one or more anionically polymerizable monomers dissolved in a solvent, and initiating polymerization of the monomers with an alkyllithium initiator.

[0154] The copolymer preferably comprises:

[0155] -99.8 to 30% by weight of diene-derived units,

[0156] - 0 to 60% by weight of units derived from monovinylaromatic hydrocarbons, and

[0157] -0.5 to 2% by weight of units derived from styrene derivatives according to the invention.

[0158] The copolymers described according to the invention generally have a 1,2-microstructure content in the range of 5% to 100%, preferably 10% to 90%, most preferably 20% to 80%, based on the diene content.

[0159] In order to obtain a random structure of the copolymer and / or increase the vinyl structure content, especial...

Embodiment 1

[0172] Embodiment 1 (comparative example)

[0173] Cyclohexane (820 g) was added to the inertized 2 liter reactor followed by styrene (31 g) and 1,3-butadiene (117 g). Removal of inhibitors from styrene and 1,3-butadiene. Next, tetramethylethylenediamine (TMEDA, 2.21 mmol) was added, providing random incorporation of styrene monomer and increasing the vinyl content of the butadiene units. The solution inside the reactor was heated to 60°C and stirred continuously throughout the process. When the desired temperature was reached, n-butyllithium (0.045 mmol) was added to perform quenching of residual impurities. Then, n-butyllithium (0.845 mmol) was added to initiate the polymerization process. The reaction proceeded as an isothermal process for 60 minutes. After this, silicon tetrachloride (5.25×10 -5 mol) was added to the polymer solution as a coupling agent. Coupling was performed for 5 minutes. The solution was quenched with isopropanol (1 mmol) purged with nitrogen an...

Embodiment 2

[0174] Example 2 (Styrene Derivatives as Comonomers)

[0175]Cyclohexane (820 g) was added to an inertized 2 liter reactor followed by styrene (31 g), N-(dimethyl(vinylbenzyl)silyl) of formula (4) and (5) -N,N-Bis(trimethylsilyl)amine 50 / 50 (by weight) isomer mixture (0.6 g), and 1,3-butadiene (117 g). Removal of inhibitors from styrene and 1,3-butadiene. Next, 2,2-bis(2-tetrahydrofuryl)propane (DTHFP, 2.52 mmol) was added, providing random incorporation of styrene monomer and increasing the vinyl content of the butadiene units. The solution inside the reactor was heated to 60°C and stirred continuously throughout the process. When the desired temperature was reached, n-butyllithium (0.045 mmol) was added to perform quenching of residual impurities. Then, n-butyllithium (0.84 mmol) was added to initiate the polymerization process. The reaction was performed as an isothermal process for 60 minutes. After this, silicon tetrachloride (6.30×10 -5 mol) was added to the polyme...

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Abstract

The present invention relates to the use of specific styrene derivatives in the production of an elastomeric copolymer. The invention further relates to methods for producing an elastomeric copolymerand an elastomeric copolymer. Moreover, the invention relates to a method for preparing a rubber comprising vulcanizing the elastomeric copolymer, and a rubber as obtainable according to the method. Further, the invention relates to a rubber composition, a tire component comprising the rubber composition, and a tire comprising the tire component.

Description

technical field [0001] The present invention relates to the use of specific styrene derivatives in the production of elastomeric copolymers. The invention also relates to a method for producing the elastomeric copolymer and the elastomeric copolymer. Furthermore, the invention relates to a process for the production of rubber comprising vulcanization of an elastomeric copolymer, and to the rubber obtainable according to this process. Furthermore, the present invention relates to a rubber composition, a tire component including the rubber composition, and a tire including the tire component. Background technique [0002] It is important for elastomeric copolymers used in tires, hoses, power transmission belts and other industrial products to have good compatibility with fillers such as carbon black and silica. Such elastomeric copolymers can be functionalized with various compounds such as amines in order to obtain improved interaction with fillers. It has also been recogn...

Claims

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Application Information

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IPC IPC(8): C08F12/26C08F212/14C08F236/10C08F297/04C08L9/06B60C1/00
CPCB60C1/0016C08F297/044C08L9/06C08F212/26C08L9/00C08K3/36C08K3/04C08F236/10C08F212/08C08F2/44C08F12/26C08F30/08C08F212/14C08K3/16C08K3/34C08K5/5406C08K5/544C08F2500/24C08L9/02C08K5/0025C08F2500/21C08F2800/20
Inventor 巴特洛姆·杰诺沃斯基拉多斯劳·科扎克芭芭拉·罗巴克雅罗斯瓦夫·罗戈扎玛尔戈泽塔·沃伦尼帕韦尔·韦德
Owner SYNTHOS DWORY 7 SPOLA Z OGRANICZONA ODPOWIEDZIALNOSCIA SPOLKA JAWNA