US 11,993,566 B2
Hydroformylation method
Yonghyun Kwon, Daejeon (KR); Hyunseok Nam, Daejeon (KR); Jihoon Kim, Daejeon (KR); Jangkeun Cho, Daejeon (KR); and Daeheung Choi, Daejeon (KR)
Assigned to LG Chem, Ltd., Seoul (KR)
Appl. No. 17/641,744
Filed by LG CHEM, LTD., Seoul (KR)
PCT Filed Jul. 26, 2021, PCT No. PCT/KR2021/009635
§ 371(c)(1), (2) Date Mar. 9, 2022,
PCT Pub. No. WO2022/025562, PCT Pub. Date Feb. 3, 2022.
Claims priority of application No. 10-2020-0095240 (KR), filed on Jul. 30, 2020.
Prior Publication US 2022/0306561 A1, Sep. 29, 2022
Int. Cl. C07C 45/50 (2006.01); B01J 31/18 (2006.01); B01J 31/22 (2006.01)
CPC C07C 45/50 (2013.01) [B01J 31/185 (2013.01); B01J 31/2208 (2013.01); B01J 2231/321 (2013.01); B01J 2531/822 (2013.01); B01J 2531/827 (2013.01); B01J 2531/845 (2013.01)] 8 Claims
 
1. A hydroformylation method, the method comprising:
reacting a raw-C5 feed with a synthetic gas in the presence of a catalyst composition to produce an aldehyde,
wherein the catalyst composition comprises a phosphorous-based ligand, a transition metal compound of Chemical Formula 1, and a solvent:
[Chemical Formula 11
M(L1)x(L2)y(L3)z  [Chemical Formula 1]
wherein in Chemical Formula 1,
M is selected from the group consisting of rhodium (Rh), cobalt (Co), iridium (Ir), ruthenium (Ru), iron (Fe), nickel (Ni), palladium (Pd), platinum (Pt) and osmium (Os);
L1, L2 and L3 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, carbonyl (CO), cyclooctadiene, norbornene, chlorine, triphenylphosphine (TPP) and acetylacetonato (AcAc); and
x, y and z are each independently an integer of 0 to 5, and x, y and z are not 0 at the same time;
wherein the solvent comprises one or more selected from the group consisting of tetraethylene glycol dimethyl ether (TEGDME), 1,2,4-trimethylbenzene and cumene; and
wherein the raw-C5 feed has a total weight ratio of less than 1,000 and the solvent has a total weight ratio of 500 or greater, based on a total weight of the transition metal compound.