84-71-9Relevant articles and documents
Hydrogenation of dioctyl phthalate over a Rh-supported Al modified mesocellular foam catalyst
Lende, Avinash B.,Bhattacharjee, Saurav,Lu, Wei-Yuan,Tan, Chung-Sung
, p. 5623 - 5631 (2019)
A new catalyst was developed for selective hydrogenation of dioctyl phthalate (DOP) to produce the environmentally friendly plasticizer di(2-ethylhexyl)hexahydrophthalate (DEHHP) by incorporating rhodium via chemical fluid deposition into an aluminum-modified mesocellular foam (MCF). The Al-modified MCF containing a Si/Al molar ratio of 5 and 1 wt% Rh achieved 100% conversion of DOP to DEHHP with no side products at 80 °C and 68 atm H2 pressure in one hour reaction time. On the other hand, a 1 wt% Rh/MCF catalyst without any surface modification with Al yielded only 29% conversion. The interaction of Rh with the support became stronger when Al was incorporated onto the MCF support. An effective control of the acidity provided by Al by closely monitoring the Si/Al ratio was key in improving the catalytic activity of the Rh/Al-MCF catalysts.
Catalytic upcycling of PVC waste-derived phthalate esters into safe, hydrogenated plasticizers
Bals, Sara,De Vos, Dirk E.,Diefenhardt, Thomas,Jain, Noopur,Marquez, Carlos,Schlummer, Martin,Windels, Simon
, p. 754 - 766 (2022/02/02)
Recycling of end-of-life polyvinyl chloride (PVC) calls for solutions to deal with the vast amounts of harmful phthalate plasticizers that have historically been incorporated in PVC. Here, we report on the upcycling of such waste-extracted phthalate esters into analogues of the much safer diisononyl 1,2-cyclohexanedicarboxylate plasticizer (DINCH), via a catalytic one-pot (trans)esterification-hydrogenation process. For most of the virgin phthalates, Ru/Al2O3 is a highly effective hydrogenation catalyst, yielding >99% ring-hydrogenated products under mild reaction conditions (0.1 mol% Ru, 80 °C, 50 bar H2). However, applying this reaction to PVC-extracted phthalates proved problematic, (1) as benzyl phthalates are hydrogenolyzed to benzoic acids that inhibit the Ru-catalyst, and (2) because impurities in the plasticizer extract (PVC, sulfur) further retard the hydrogenation. These complications were solved by coupling the hydrogenation to an in situ (trans)esterification with a higher alcohol, and by pretreating the extract with an activated carbon adsorbent. In this way, a real phthalate extract obtained from post-consumer PVC waste was eventually completely (>99%) hydrogenated to phthalate-free, cycloaliphatic plasticizers. This journal is
Structure effect of activated carbon in Ru/AC catalysts for hydrogenation of phthalates
Xu, Yan,Wang, Yan,Wu, Chenguang,Huang, Huijiang,Zhang, Ying,Nan, Jun,Yu, Haibin,Zhao, Yujun
, (2019/10/16)
Activated carbon with different microporous surface area were used to prepare a series of Ru/AC catalysts for the hydrogenation of dioctyl phthalate (DOP) to dioctyl 1,2-cyclohexanedicarboxylate (DOCH). The presence of micropores benefit the dispersion of Ru, but Ru particles encapsulated into the micropores can be hardly accessed by DOP molecule. An appropriate microporous surface area of the support should be crucial important for the preparation of highly efficient catalyst for phthalates hydrogenation. The as-prepared 0.45%Ru/AC-2 catalyst (Micropore surface area = 604 m2/g) exhibited the best activity in DOP hydrogenation with a TOF of 1406 h?1 due to its suitable micropore surface area.