US 12,115,261 B2
Block copolymer comprising hydrophilic first block, hydrophobic second block, and functional group capable of specifically binding to thiol
Won Jong Kim, Pohang-si (KR); and Dong Hyun Jang, Yongin-si (KR)
Assigned to GI CELL, INC., Gyeonggi-do (KR)
Appl. No. 17/278,272
Filed by GI CELL, INC., Seongnam-si (KR)
PCT Filed Dec. 17, 2019, PCT No. PCT/KR2019/017899
§ 371(c)(1), (2) Date Mar. 19, 2021,
PCT Pub. No. WO2020/130580, PCT Pub. Date Jun. 25, 2020.
Claims priority of application No. 10-2018-0163379 (KR), filed on Dec. 17, 2018.
Prior Publication US 2021/0346308 A1, Nov. 11, 2021
Int. Cl. C08G 81/00 (2006.01); A61K 9/51 (2006.01); A61K 31/704 (2006.01); A61K 35/15 (2015.01); A61K 35/17 (2015.01); A61K 47/34 (2017.01); A61P 35/00 (2006.01); C08G 65/333 (2006.01); C08G 73/02 (2006.01); C08G 81/02 (2006.01)
CPC A61K 9/5146 (2013.01) [A61K 31/704 (2013.01); A61K 35/15 (2013.01); A61K 35/17 (2013.01); A61K 47/34 (2013.01); A61P 35/00 (2018.01); C08G 65/33317 (2013.01); C08G 65/33331 (2013.01); C08G 73/0273 (2013.01); C08G 81/00 (2013.01); C08G 81/025 (2013.01)] 18 Claims
 
1. A block copolymer comprising:
a hydrophilic first block;
a hydrophobic second block; and
a functional group capable of specifically binding to thiol,
wherein the hydrophobic second block includes, in its main chain, a unit that is decomposed at a condition of pH 4.5 to 7, includes, in its main or side chain, a unit that becomes cationic at a condition of pH 4.5 to 7, or includes both units,
wherein the block copolymer is represented by Formula 5 and includes a functional group capable of specifically binding to thiol:

OG Complex Work Unit Chemistry
in the formula,
A1 and A3 are each independently selected from a C1 to C5 linear or branched alkylene group; a C2 to C5 linear or branched alkenylene group; and a C2 to C5 linear or branched alkynylene group,
A2 is selected from a C1 to C10 linear or branched alkylene group; a C2 to C10 linear or branched alkenylene group; and a C2 to C10 linear or branched alkynylene group,
B1 and B3 are each independently selected from a C1 to C10 linear or branched alkylene group; a C2 to C10 linear or branched alkenylene group; and a C2 to C10 linear or branched alkynylene group,
B2 and B4 are each independently selected from hydrogen; a C1 to C10 linear or branched alkyl group; a C2 to C10 linear or branched alkenyl group; a C2 to C10 linear or branched alkynyl group; a C1 to C10 linear or branched alkylene group; a C2 to C10 linear or branched alkenylene group; and a C2 to C10 linear or branched alkynylene group,
wherein B1 and B2 may be connected to each other to form a C3 to C20 alicyclic or aromatic ring, and
B3 and B4 may be connected to each other to form a C3 to C20 alicyclic or aromatic ring,
D1 and D4 are each independently a C1 or C2 alkylene group,
D2, D3, D5, and D6 are each independently selected from hydrogen; halogen; a hydroxyl group; and a methyl group,
L1 and L2 are linkers, and
p, q, and r are each independently an integer of 1 to 100.