US 12,311,345 B2
Catalyst-supported organic-inorganic hybrid composite particles capable of regulating polyurethane reaction rate, and preparation method therefor
Min-Gu Han, Daejeon (KR); Keun-Deuk Lee, Daejeon (KR); Ki-Bong Lee, Daejeon (KR); Joo-Seung Chae, Daejeon (KR); Ha-neul Park, Daejeon (KR); Ju-Young Kim, Samcheok-si (KR); Ho-Young Jung, Gwangju (KR); and Na-Hye Kim, Samcheok-si (KR)
Assigned to AGENCY FOR DEFENSE DEVELOPMENT, Daejeon (KR)
Appl. No. 17/428,789
Filed by AGENCY FOR DEFENSE DEVELOPMENT, Daejeon (KR)
PCT Filed Feb. 7, 2020, PCT No. PCT/KR2020/001730
§ 371(c)(1), (2) Date Aug. 5, 2021,
PCT Pub. No. WO2020/162695, PCT Pub. Date Aug. 13, 2020.
Claims priority of application No. 10-2019-0014951 (KR), filed on Feb. 8, 2019.
Prior Publication US 2022/0118433 A1, Apr. 21, 2022
Int. Cl. B01J 31/12 (2006.01); B01J 31/06 (2006.01); C08G 18/83 (2006.01)
CPC B01J 31/12 (2013.01) [B01J 31/06 (2013.01); C08G 18/837 (2013.01)] 4 Claims
OG exemplary drawing
 
1. A method of preparing a catalyst-supporting organic-inorganic hybrid composite particle, the method comprising:
preparing a catalyst-supporting particle by mixing and reacting an alkoxy silane-functionalized polyurethane precursor represented by Chemical Formula 1 below with tetraethyl orthosilicate; and
preparing the catalyst-supporting organic-inorganic hybrid composite particle by supporting a catalyst on the catalyst-supporting particle,

OG Complex Work Unit Chemistry
wherein, in Chemical Formula 1, A comprises a hydrophobic segment and three or more hydroxy groups, B comprises two or more isocyanate groups, C comprises both a hydroxy group and an alkoxy silane group or both an amine group and an alkoxy silane group, and D comprises a hydrophilic segment and two or more hydroxy groups,
wherein A in Chemical Formula 1 is a polypropylene triol represented by Chemical Formula 3 below:

OG Complex Work Unit Chemistry
in Chemical Formula 3, m is an integer from 1 to 50, n is an integer from 0 to 50, and p is an integer from 0 to 50,
wherein B in Chemical Formula 1 is 2,4-toluene diisocyanate represented by Chemical Formula 4 below:

OG Complex Work Unit Chemistry
wherein C in Chemical Formula 1 is methoxy (polyethyleneoxy) propyl trimethoxysilane represented by Chemical Formula 12 below:

OG Complex Work Unit Chemistry
in Chemical Formula 12, n is an integer from 1 to 50, and Me is a methyl group, wherein D in Chemical Formula 1 polyethylene glycol represented by Chemical Formula 18 below:

OG Complex Work Unit Chemistry
in Chemical Formula 18, n is an integer from 1 to 50,
wherein the preparing of the catalyst-supporting particle comprises:
preparing a mixture by dissolving the alkoxy silane-functionalized polyurethane precursor and the tetraethyl orthosilicate in a solvent; and
preparing the catalyst-supporting particle by adding dropwise an aqueous acid solution into the mixture and allowing reaction to take place,
wherein the preparing of the mixture comprises mixing the alkoxy silane-functionalized polyurethane precursor with the tetraethyl orthosilicate in a weight ratio of 1:5 to 1:8.