Effect of Alkali Metal Nitrates on the Ru/C-catalyzed Ring Hydrogenation of m-Xylylenediamine to 1,3-Cyclohexanebis(methylamine)

Abstract

Ru/C-catalyzed hydrogenation of m-xylylene diamine into 1,3-cyclohexanebis(methylamine) was greatly accelerated by the presence of LiNO 3 , NaNO 2 , or NaNO 3 . It was found that the effect of the nitrate salt was significantly affected by the size of cation. The promoting effect of the nitrate salt increased with the decrease of the cation size: LiNO 3 ~ NaNO 3 > KNO 3 > CsNO 3 >> [1-butyl-3-methylimidazolium]NO 3 . XRD analysis of the recovered catalysts after the hydrogenation reactions showed that LiNO 3 and NaNO 3 were completely transformed into LiOH and NaOH, respectively, along with the evolution of NH 3 , while KNO 3 and CsNO 3 remained unchanged.

Efficient aqueous-phase hydrogenation of m-xylylenediamine to 1,3-cyclohexandimethylamine over a highly active and stable ruthenium catalyst

“…Compared with IPN hydrogenation, catalytic hydrogenation of MXDA avoids the formation of the intermediate imide, and has become the promising route for the industrial synthesis of 1,3-BAC. 12…”

Ru/g-C3N4 as an efficient catalyst for selective hydrogenation of aromatic diamines to alicyclic diamines

“…These value-added diamines have attracted great and growing interest as valuable feedstocks for manufacturing light stable polyurethane resins, curing agents, adhesives and coatings. 1 Specically, 1,4-cyclohexanediamine (CHDA) as an organic alicyclic amine with symmetrical structure is oen used in textiles, paper making, articial leather, plastic processing, liquid crystal material production, etc. CHDA is also an important chemical intermediate, which could be used to prepare alicyclic polyurethane from 1,4-dicyclohexyl diisocyanate (CHDI) and polyamide resin.…”