- Hydrogenation of dioctyl phthalate over a Rh-supported Al modified mesocellular foam catalyst
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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.
- Lende, Avinash B.,Bhattacharjee, Saurav,Lu, Wei-Yuan,Tan, Chung-Sung
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- An active and stable Ni/MMT-AE catalyst for dioctyl phthalate hydrogenation
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Several Ni/Montmorillonite (MMT) catalysts were prepared and evaluated in the hydrogenation of dioctyl phthalate to di(2-ethylhexyl) hexahydro-phthalate, an environmentally friendly plasticizer. Notably, a Ni/MMT-AE catalyst, which was prepared by the ammonia evaporation method, showed excellent activity and stability. It could be steadily used ten times under harsh reaction conditions, comparable to most of the noble metal catalysts. TEM results revealed that the active nickel species were highly dispersed on the surface of the MMT support with average particle sizes of 4.1 nm in the Ni/MMT-AE catalyst, resulting in its high activity. XPS and TPR results demonstrated the strong interaction between nickel and the MMT support, which could effectively inhibit the agglomeration and loss of the active nickel species during the reaction, accounting for its outstanding stability.
- Bai, Guoyi,Chen, Ligong,Li, Huafan,Nie, Shilin,Niu, Libo,Qin, Jingru,Wang, Yansu
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Read Online
- Catalytic upcycling of PVC waste-derived phthalate esters into safe, hydrogenated plasticizers
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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
- Bals, Sara,De Vos, Dirk E.,Diefenhardt, Thomas,Jain, Noopur,Marquez, Carlos,Schlummer, Martin,Windels, Simon
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p. 754 - 766
(2022/02/02)
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- Lubricant base oil for power transmission
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An object of the present invention is to provide a lubricant base oil for power transmission (in particular, a lubricant base oil for traction drives) having a high traction coefficient and a high flash point. The present invention relates to a lubricant base oil for power transmission comprising an alicyclic dicarboxylic acid diester compound represented by general formula (1): wherein R1 to R5 are the same or different, and each represents hydrogen or linear or branched C1-4 alkyl, and two R1, two R2, two R3, two R4, and two R5 may respectively be the same or different; and ring A is wherein R represents C1-3 alkyl, and n represents 0, 1, or 2; when n represents 2, R may be the same or different.
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Page/Page column 26-27; 30
(2021/03/17)
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- Structure effect of activated carbon in Ru/AC catalysts for hydrogenation of phthalates
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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.
- Xu, Yan,Wang, Yan,Wu, Chenguang,Huang, Huijiang,Zhang, Ying,Nan, Jun,Yu, Haibin,Zhao, Yujun
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- Preparation method of 1,2-cyclohexyl diformate plasticizer
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The invention provides a preparation method of a 1,2-cyclohexyl diformate plasticizer. According to the method, 1,2-cyclohexyl diformic acid and monohydric alcohol as raw materials are subjected to esterification for 0.5-48 h at the temperature of 80-250 DEG C under the action of catalysis, and a 1,2-cyclohexyl diformate product is obtained through reduced pressure distillation. 1,2-cyclohexyl diformate is a non-toxic plasticizer and can be applied to fields of the plastic industry, the rubber industry and the like instead of phthalate. The yield of the product prepared with the method is high, the product is easy to separate, and the method is environment-friendly and has good application prospect.
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Paragraph 0021
(2017/06/20)
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- Hydrogenation of dioctyl phthalate over supported Ni catalysts
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Di(2-ethylhexyl) hexahydrophthalate, an environmentally benign plasticizer of polyvinylchloride, could be produced through the hydrogenation of dioctyl phthalate (DOP). The hydrogenation of DOP was compared to that of toluene in this work by using supported nickel catalysts. While the surface acid/base properties significantly affected the activity of toluene hydrogenation, such effect was absent for the hydrogenation of DOP. Such different behavior might be due to the different electron charge distributions among the atoms in the two molecules. Thus, the active nickel surface area and pore size of catalysts might be the two major factors affecting the activity of hydrogenation of DOP.
- Zhao, Jie,Xue, Mingwei,Huang, Yuan,Shen, Jianyi
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experimental part
p. 30 - 34
(2012/03/08)
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- Method of preparing cyclohexanepolycarboxylic acid ester without phthalatic and plasticizer prepared by the same
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A method for preparing a kind of plasticizer containing cyclohexane poly carboxylic acid ester, particularly without phthalate, and with the advantage of effective shortening of reaction time, which method comprising having cyclohexane polycarboxylic acid or its derivatives, mono-alcohol and metal catalyst of tin and titanium or inorganic acid added together at the same time into a reactor to undergo a single stage of esterification at high temperature of 200?250° C., and a reaction mixture of cyclohexane polycarboxylic acid ester was obtained by the process which is applicably used as a plasticizer without phthalate and no hazard to the living beings and environment.
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Page/Page column 3
(2008/12/07)
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- Method of preparing cyclohexanepolycarobxylic acid ester without phthalatic and plasticizer prepared by the same
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A method for preparing a kind of plasticizer containing cyclohexane poly carboxylic acid ester, particularly without phthalate, and with the advantage of effective shortening of reaction time, which method comprising having cyclohexane polycarboxylic acid or its derivatives, mono-alcohol and metal catalyst of tin and titanium or inorganic acid added together at the same time into a reactor to undergo a single stage of esterification at high temperature of 200~250°C, and a reaction mixture of cyclohexane polycarboxylic acid ester was obtained by the process which is applicably used as a plasticizer without phthalate and no hazard to the living beings and environment.
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Page/Page column 4-5
(2008/12/07)
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- Dicarboxylic diester, process for producing the same, and refrigerating machine lubricating oil comprising the ester
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A diester represented by the formula wherein A represents a cyclohexane ring, cyclohexene ring or benzene ring, X is H or methyl group, RX and RY are the same or different and each is C3-C18 branched-chain alkyl group, C1-C18 straight-chain alkyl group, C2-C18 straight-chain alkenyl or C3-C18 cycloalkyl, provided that when A is a benzene ring, RX and RY are different from each other and —COORX and —COORY are attached to two adjacent carbon atoms of the benzene ring, and having the following properties: 1) a total acid number of 0.05 mgKOH/g or less, 2) a sulfated ash content of 10 ppm or less, 3) a sulfur content of 20 ppm or less, 4) a phosphorus content of 20 ppm or less, 5) a peroxide value of 1.0 meq/kg or less, 6) a carbonyl value of 10 or less; 7) a volume resistivity of 1×1011 Ω·cm or more, 8) a hydroxyl value of 3 mgKOH/g or less, and 9) a water content of 100 ppm or less, a process for preparing the same and a refrigerator lubricating oil comprising the diester.
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Page/Page column 31
(2010/02/10)
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