US 12,448,345 B2
1,3-cyclohexanedione derivatives and 1,3-cyclopentanedione derivatives as buffering molecules in non-aqueous solutions
Fujie Tanaka, Okinawa (JP); and Muhammad Sohail, Okinawa (JP)
Assigned to Okinawa Institute of Science and Technology School Corporation, Okinawa (JP)
Appl. No. 17/769,124
Filed by OKINAWA INSTITUTE OF SCIENCE AND TECHNOLOGY SCHOOL CORPORATION, Okinawa (JP)
PCT Filed Oct. 15, 2020, PCT No. PCT/JP2020/038871
§ 371(c)(1), (2) Date Apr. 14, 2022,
PCT Pub. No. WO2021/075482, PCT Pub. Date Apr. 22, 2021.
Claims priority of provisional application 62/915,824, filed on Oct. 16, 2019.
Prior Publication US 2024/0132435 A1, Apr. 25, 2024
Int. Cl. C07C 49/657 (2006.01); C07C 49/603 (2006.01); C07C 49/613 (2006.01); C07D 209/34 (2006.01); C09K 15/06 (2006.01)
CPC C07C 49/657 (2013.01) [C07C 49/603 (2013.01); C07C 49/613 (2013.01); C07D 209/34 (2013.01); C09K 15/06 (2013.01); C07C 2601/14 (2017.05)] 10 Claims
 
1. In a method of buffering a non-aqueous solution comprising an organic solvent comprising adding a buffering molecule, the improvement wherein said buffering molecule is a compound presented by Formula I:

OG Complex Work Unit Chemistry
wherein R1 to R5 each are hydrogen oralkyl, cycloalkyl, aryl, heterocycloalkyl, heteroaryl, or acyl, which is optionally substituted with one or more substituents selected from the group consisting of alkyl, alkenyl, alkynyl, alkoxy, nitro, cyano, halogen, hydroxy, acyl, carboxyl, carboxyamide, carboxylic acid ester, haloalkyl, halo-alkoxy, aryl, heterocycloalkyl, and heteroaryl, or Formula II:

OG Complex Work Unit Chemistry
wherein R1 to R3 each are hydrogen or alkyl, cycloalkyl, aryl, heterocycloalkyl, heteroaryl, or acyl, which is optionally substituted with one or more substituents selected from the group consisting of alkyl, alkenyl, alkynyl, alkoxy, nitro, cyano, halogen, hydroxy, acyl, carboxyl, carboxyamide, carboxylic acid ester, haloalkyl, halo-alkoxy, aryl, heterocycloalkyl, and heteroaryl.