Preparation method of anionic polymerization initiator, device for manufacturing anionic polymerization initiator and anionic polymerization initiator prepared therefrom

Patent metadata

Field	Value
Publication number	US-10301327-B2
Application number	US-201615577974-A
Country	US
Kind code	B2
Filing date	Jul 27, 2016
Priority date	Sep 17, 2015
Publication date	May 28, 2019
Grant date	May 28, 2019

Abstract

A method for preparing an anionic polymerization initiator, a device for manufacturing the same, and an anionic polymerization initiator prepared therefrom is provided. And the method for preparing an anionic polymerization initiator according to the present invention is characterized in that in a continuous reactor an amine compound of Formula 1 and/or Formula 2; an organometallic compound; and/or a conjugated diene compound are introduced in the form of a solution and reacted.

First claim

The invention claimed is:

1. A method for preparing an anionic polymerization initiator comprising a step of introducing at least one amine compound selected from compounds of Formulas 3 to 5 below and an organometallic compound into a continuous reactor and reacting them; and
a step of supplying a conjugated diene compound to the continuous reactor after the step of reacting the at least one amine compound and the organometallic compound,
wherein the organometallic compound comprises at least one selected from the group consisting of an organic alkali metal compound and an organic alkali earth metal compound,
the conjugated diene compound is at least one selected from 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene, 3-methyl-1,3-pentadiene, 1,3-heptadiene and 1,3-hexadiene, and
the anionic polymerization initiator is selected from compounds of Formulas 11, 14 and 15 below:

wherein,
R a and R b independently represent hydrogen or an alkyl group having 1 to 5 carbon atoms, and
m is an integer of 0 to 20,

wherein,
R 11 , R 12 , R 13 and R 14 each represent hydrogen, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an alkynyl group having 2 to 6 carbon atoms, and
a 1 is an integer of 0 to 10,

wherein,
R 10 represents an alkyl lithium having 1 to 20 carbon atoms,
R a and R b independently represent hydrogen or an alkyl group having 1 to 5 carbon atoms, and
m 1 is an integer of 0 to 10,

wherein,
R 14 represents hydrogen or an alkyl group having 1 to 6 carbon atoms,
R 16 represents an alkyl lithium having 1 to 20 carbon atoms,
a 1 is an integer of 0 to 10.

2. The method for preparing an anionic polymerization initiator according to claim 1 ,
wherein the molar ratio of the at least one amine compound and the organometallic compound is from 5:1 to 1:5.

3. The method for preparing an anionic polymerization initiator according to claim 1 ,
wherein the molar ratio of the at least one amine compound and the conjugated diene compound is from 1:1 to 1:100.

4. The method for preparing an anionic polymerization initiator according to claim 1 ,
wherein the continuous reactor comprises:
a mixer; and
a first inflow line and a second inflow line connected to said mixer, and
the first inflow line supplies the at least one amine compound, and the second inflow line supplies the organometallic compound.

5. The method for preparing an anionic polymerization initiator according to claim 4 ,
wherein the mixer comprises a first mixer and a second mixer connected in series, and
comprises first and second inflow lines connected to the first mixer; and a third inflow line connected to the second mixer, and
the third inflow line supplies the conjugated diene compound.

6. The method for preparing an anionic polymerization initiator according to claim 5 ,
wherein at least one of the first and second mixers is a static mixer.

7. The method for preparing an anionic polymerization initiator according to claim 6 ,
wherein the static mixers are each independently at least one selected from the group consisting of a plate mixer, a Kenics mixer and a Sulzer mixer.

8. The method for preparing an anionic polymerization initiator according to claim 5 ,
wherein at least one of the first and second mixers is a microreactor, and
said microreactor comprises a plurality of microchannels repeating branching and combining.

9. The method for preparing an anionic polymerization initiator according to claim 5 ,
wherein at least one of the first and second mixers is a structure in which a static mixer and a microreactor are connected.

10. The method for preparing an anionic polymerization initiator according to claim 5 ,
wherein the reaction temperature of the first mixer is from −80° C. to 100° C. and the reaction time is from 0.001 to 90 minutes, and
the reaction temperature of the second mixer is from 10° C. to 100° C. and the reaction time is from 1 to 60 minutes.

Assignees

• Lg Chemical Ltd

Inventors

• Choe Jae Hoon
• Choe Dong Cheol
• Kim Hyun Ju
• Kim Hyeon Hui
• Choi Jong Young
• Lee Jung Yong
• Jeong Woong Chan
• Shin Jong Min
• Kim Chan Joong
• Song Kwang Ho

Classifications

• C08F212/08 Primary

  Styrene · CPC title

• B60C1/00

  Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition · CPC title

• C08F2/44

  Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers · CPC title

• C08F2/50

  with sensitising agents · CPC title

• C07D211/80

  having two double bonds between ring members or between ring members and non-ring members · CPC title