US 11,951,449 B2
Method for preparing organic-inorganic hybrid microcapsule
Nojin Park, Daejeon (KR); Woo Sun Shim, Daejeon (KR); Junseok Yeom, Daejeon (KR); Jee Seon Kim, Daejeon (KR); Sangryeo Lee, Daejeon (KR); Chanjoong Kim, Daejeon (KR); Minchae Kim, Daejeon (KR); and Myeongho Kim, Daejeon (KR)
Assigned to LG HOUSEHOLD & HEALTH CARE LTD., Seoul (KR); and LG CHEM, LTD., Seoul (KR)
Appl. No. 17/257,159
Filed by LG HOUSEHOLD & HEALTH CARE LTD., Seoul (KR); and LG CHEM, LTD., Seoul (KR)
PCT Filed Jul. 2, 2019, PCT No. PCT/KR2019/008068
§ 371(c)(1), (2) Date Dec. 30, 2020,
PCT Pub. No. WO2020/009439, PCT Pub. Date Jan. 9, 2020.
Claims priority of application No. 10-2018-0077239 (KR), filed on Jul. 3, 2018; and application No. 10-2018-0077240 (KR), filed on Jul. 3, 2018.
Prior Publication US 2021/0138423 A1, May 13, 2021
Int. Cl. B01J 13/16 (2006.01); A61K 9/50 (2006.01); B01J 35/23 (2024.01); C09B 67/02 (2006.01); C09K 15/02 (2006.01); C09K 15/06 (2006.01); C09K 15/18 (2006.01); C09K 15/20 (2006.01); C11D 3/50 (2006.01)
CPC B01J 13/16 (2013.01) [A61K 9/5031 (2013.01); B01J 35/23 (2024.01); C09B 67/0097 (2013.01); C09K 15/02 (2013.01); C09K 15/06 (2013.01); C09K 15/18 (2013.01); C09K 15/20 (2013.01); C11D 3/505 (2013.01); C11D 2111/12 (2024.01)] 15 Claims
 
1. A method for preparing an organic-inorganic hybrid microcapsule comprising the steps of:
a first step of preparing a first continuous-phase solution containing inorganic nanoparticles and a second continuous-phase solution containing a polymer precursor 1 for reinforcing an outer wall;
a second step of preparing a dispersed-phase solution containing a polymer precursor 2 which reacts with the polymer precursor 1 or containing an active ingredient and the polymer precursor 2; and
a third step of forming a picketing emulsion by adding the dispersed-phase solution to the first solution, and then forming an outer wall of the capsule through interfacial polymerization by adding the second solution,
wherein the outer wall of the capsule comprises i) at least one polymer selected from the group consisting of polyamide, polyurethane, polyurea, polyester and poly(β-amino ester), and ii) inorganic nanoparticles; and
the polymer precursor 1 for reinforcing the outer wall and the polymer precursor 2 each independently contain at least one precursor for forming a polymer selected from the group consisting of polyamide, polyurethane, polyurea, polyester, and poly(β-amino ester),
wherein the polymer precursor 2 is at least one selected from the group consisting of a compound containing two or more acid chloride structures represented by the Chemical Formula 3, and a compound containing two or more chloroformate structures represented by the following Chemical Formula 5:

OG Complex Work Unit Chemistry
(in Chemical Formula 3, each R3 may independently comprise C1 to C50 alkylene, a C3 to C60 cyclic hydrocarbon group, or C1 to C50 alkylene and a C3 to C60 cyclic hydrocarbon group having or not having at least one acid chloride (-COCl) or at least one heteroatom)

OG Complex Work Unit Chemistry
(in Chemical Formula 5, each R5 may independently comprise C1 to C50 alkylene, a C3 to C60 cyclic hydrocarbon group, or C1 to C50 alkylene and a C3 to C60 cyclic hydrocarbon group having or not having at least one chloroformate (-OCOCl) or at least one heteroatom).