US 12,084,538 B2
Method for producing polymer
Yoon Hyung Hur, Daejeon (KR); Je Gwon Lee, Daejeon (KR); Sung Soo Yoon, Daejeon (KR); No Jin Park, Daejeon (KR); Eun Young Choi, Daejeon (KR); Se Jin Ku, Daejeon (KR); Mi Sook Lee, Daejeon (KR); Hyung Ju Ryu, Daejeon (KR); Na Na Kang, Daejeon (KR); and Eung Chang Lee, Daejeon (KR)
Assigned to LG Chem, Ltd., Seoul (KR)
Appl. No. 16/630,159
Filed by LG Chem, Ltd., Seoul (KR)
PCT Filed Jul. 16, 2018, PCT No. PCT/KR2018/008016
§ 371(c)(1), (2) Date Jan. 10, 2020,
PCT Pub. No. WO2019/013600, PCT Pub. Date Jan. 17, 2019.
Claims priority of application No. 10-2017-0089866 (KR), filed on Jul. 14, 2017.
Prior Publication US 2020/0354487 A1, Nov. 12, 2020
Int. Cl. C08F 8/18 (2006.01); C08F 4/46 (2006.01); C08F 4/48 (2006.01); C08F 8/42 (2006.01); C08F 20/14 (2006.01); C08F 20/16 (2006.01); C08F 8/20 (2006.01); C08F 8/24 (2006.01)
CPC C08F 8/18 (2013.01) [C08F 4/46 (2013.01); C08F 4/461 (2013.01); C08F 4/463 (2013.01); C08F 4/48 (2013.01); C08F 4/484 (2013.01); C08F 8/42 (2013.01); C08F 20/14 (2013.01); C08F 20/16 (2013.01); C08F 8/20 (2013.01); C08F 8/24 (2013.01)] 10 Claims
OG exemplary drawing
 
1. A method for producing a polymer, comprising:
reacting a first mixture containing an aromatic compound having a double bond and a metal-containing compound to produce an aromatic organometal compound;
anionically polymerizing a monomer in the presence of the aromatic organometal compound to produce a polymer having a metal at a terminal thereof; and
reacting a second mixture of the polymer having a metal at the terminal thereof and a compound containing at least two halogen atom to form a polymer having a halogen atom at a terminal thereof,
wherein the metal-containing compound comprises an organometal compound and a metal halide, and a ratio (M2/M1) of a molar number (M2) of the metal halide to a molar number (M1) of the organometal compound in the mixture is in a range of 1 to 30,
wherein the compound containing a halogen atom is included in the second mixture in a molar ratio of 1 mol % to 10 mol % relative to the monomer forming the polymer having a metal at a terminal thereof,
wherein the monomer is represented by Formula 2,

OG Complex Work Unit Chemistry
wherein, R is hydrogen or an alkyl group,
X is an oxygen atom, a sulfur atom, —S(═O)2—, a carbonyl group, —C(═O)—X1— or —X1—C(═O)—, wherein X1 is an oxygen atom, a sulfur atom, —S(═O)2—, an alkylene group, an alkenylene group or an alkynylene group, and
Y is an alkylaryl group or an alkyloxyaryl group,
wherein the compound containing at least two halogen atoms is represented Formula 4,

OG Complex Work Unit Chemistry
wherein, R1 to R6 are each independently hydrogen, an alkenyl group, an alkynyl group, a haloalkyl group, a haloalkenyl group, a haloalkynyl group, an alkylene group, an alkenylene group or an alkynylene group, where the number of halogen atoms contained in R1 to R6 is two or more,
wherein the reaction of the first mixture to produce the aromatic organometal compound is performed at a temperature in a range of −60° C. to −36° C., and
wherein the reacting of the second mixture to form the polymer having a halogen atom at a terminal thereof is performed at a temperature in a range of −60° C. to −36° C.