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Modifier, modified conjugated diene-based polymer comprising same, and method for preparing polymer

A conjugated diene and polymer technology, applied in the field of modified conjugated diene polymers, can solve the problems of insufficient effect, poor dispersion performance, low affinity, etc. The effect of excellent tensile strength

Active Publication Date: 2021-07-30
LG CHEM LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, silica having a hydrophilic surface has the disadvantages of low affinity with rubber and poor dispersibility compared with carbon black having a hydrophobic surface, and in order to improve dispersibility or impart silica-rubber bonding feature, requires a separate silane coupling agent
Therefore, a method of introducing a functional group having affinity or reactivity with silica at the end of the rubber molecule has been achieved, but its effect is insufficient

Method used

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  • Modifier, modified conjugated diene-based polymer comprising same, and method for preparing polymer
  • Modifier, modified conjugated diene-based polymer comprising same, and method for preparing polymer
  • Modifier, modified conjugated diene-based polymer comprising same, and method for preparing polymer

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preparation example Construction

[0136] Preparation method of modified conjugated diene polymer

[0137] In addition, the present invention provides a preparation method of the modified conjugated diene polymer.

[0138] A method for preparing a modified conjugated diene polymer according to one embodiment of the present invention is characterized by comprising: making a conjugated diene monomer, or making an aromatic vinyl compound polymerizing a monomer and a conjugated diene-based monomer to prepare an organometallic-bonded living polymer (step S1); and reacting the living polymer with a modifier of a compound represented by the following formula 1 (step S2) .

[0139] [Formula 1]

[0140]

[0141] The definition of each substituent of Formula 1 is the same as above.

[0142] Step 1 is a step of preparing a living polymer incorporating an organometallic compound, and can be obtained by making a conjugated diene-based monomer, or an aromatic vinyl-based monomer and a conjugated diolefin in a hydroca...

preparation Embodiment 1

[0183] (1)N 1 ,N 1 -Dimethyl-N 3 Preparation of -(3-(trimethoxysilyl)propyl)propane-1,3-diamine

[0184] Add 1.22 g (10 mmol) of 3-chloro-N,N-dimethylpropan-1-amine and 3.59 g (20 mmol) of 3-(trimethoxysilyl) to a 1 L round bottom flask connected to a schlenk line yl) propan-1-amine, and the water was completely removed under reduced pressure. Then, under an argon atmosphere, 500 ml of pyridine was added thereto and reacted for 10 hours while refluxing to prepare intermediate N 1 ,N 1 -Dimethyl-N 3 -(3-(Trimethoxysilyl)propyl)propane-1,3-diamine (80% yield). After purification, observe 1 H NMR spectrum, and confirm the synthesis.

[0185] 1 H NMR (CDCl 3 , 500MHz): δ3.55(s, 9H), 2.53-2.55(m, 4H), 2.36-2.40(m, 2H), 2.15(s, 6H), 1.53-1.60(m, 2H), 1.50(s , 1H), 1.33-1.39 (m, 2H), 0.50-0.56 (m, 2H).

[0186] (2)N 1 ,N 1 -(piperazine-1,4-diylbis(propane-3,1-diyl))bis(N 3 ,N 3 -Dimethyl-N 1 Preparation of -(3-(trimethoxysilyl)propyl)propane-1,3-diamine)

[0187] To...

preparation Embodiment 2

[0193] (1)N 1 -(3-(Dimethoxy(methyl)silyl)propyl)-N 3 ,N 3 - Preparation of dimethylpropane-1,3-diamine

[0194] Add 1.22 g (10 mmol) of 3-chloro-N,N-dimethylpropan-1-amine and 3.27 g (20 mmol) of 3-(dimethoxy( methyl)silyl)propan-1-amine, and the water was completely removed under reduced pressure. Then, under an argon atmosphere, 500 ml of pyridine was added thereto and reacted for 10 hours while refluxing to prepare intermediate N 1 -(3-(Dimethoxy(methyl)silyl)propyl)-N 3 ,N 3 -Dimethylpropane-1,3-diamine (80% yield). After purification, observe 1 H NMR spectrum, and confirm the synthesis.

[0195] 1 H NMR (CDCl 3 ,500MHz): δ3.55(s,9H),2.53-2.55(m,4H),2.36-2.40(m,2H),2.15(s,6H),1.53-1.60(m,2H),1.50(s ,1H), 1.33-1.39(m,2H), 0.59-0.62(m,2H), 0.15(s,3H).

[0196] (2)N 1 , N 1 -(piperazine-1,4-diylbis(propane-3,1-diyl))bis(N 1 -(3-(Dimethoxy(methyl)silyl)propyl)-N 3 ,N 3 - Preparation of dimethylpropane-1,3-diamine)

[0197] To a 1 L round bottom flask connect...

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Abstract

The present invention relates to: a modifier which can be used for modifying a conjugated diene-based polymer, has excellent affinity with a filler, and can improve the compatibility of a conjugated diene-based polymer; a modified conjugated diene-based polymer comprising a functional group derived from the modifier; and a method for preparing the polymer. And a modified conjugated diene-based polymer containing a repeating unit derived from a conjugated diene-based monomer and, at at least one terminal thereof, a functional group derived from a modifier represented by Formula 1.

Description

technical field [0001] [Cross Reference to Related Application] [0002] This application claims the benefit of priority based on Korean Patent Application No. 10-2019-0119716 filed on September 27, 2019, the entire contents of which are incorporated herein by reference. [technical field] [0003] The present invention relates to a modifier that can be used to modify conjugated diene polymers, has excellent affinity with fillers and improves the coordination performance of conjugated diene polymers, comprising A functional group-modified conjugated diene polymer and a method for preparing the polymer. Background technique [0004] According to the recent demand for automobiles with low fuel consumption, conjugated diene-based polymers having modulation stability represented by wet skid resistance and low rolling resistance and excellent wear resistance and tensile properties are required as applications. Rubber material for tires. [0005] In order to reduce the rolling...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F8/42C08F236/10C08F212/08C07F7/18
CPCC08F8/42C07F7/1892C08F236/10C08F212/08C08C19/25C08C19/22C08C19/44C07F7/1804Y02T10/86C08F4/48C08F236/06C08L15/00C08L91/00C08L45/00C08L91/06C08K3/36C08K5/548C08K3/04C08K3/22C08K5/09C08K3/06C08K5/18C08K5/31C08K5/47C08F8/30C08F2800/20C08F2810/40
Inventor 朴贤钟金鲁马李鲁美
Owner LG CHEM LTD
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