- Surface synergistic effect in well-dispersed Cu/MgO catalysts for highly efficient vapor-phase hydrogenation of carbonyl compounds
-
The highly efficient vapor-phase selective hydrogenation of carbonyl compounds (e.g. furfural (FAL) and dimethyl 1,4-cyclohexane dicarboxylate (DMCD)) to corresponding alcohols was achieved excellently over well-dispersed MgO-supported copper catalysts (Cu/MgO), which were prepared by an alternative separate nucleation and aging step method. The characterization results revealed that the structure and catalytic performance of the as-formed Cu/MgO catalysts were profoundly affected by Cu loading. Especially, the results confirmed that the decrease in the Cu loading could lead to the improvement of metal dispersion and the formation of more surface strong Lewis basic sites. In the vapor-phase selective hydrogenation of FAL to furfuryl alcohol (FOL) and DMCD to 1,4-cyclohexane dimethanol (CHDM), two Cu/MgO catalysts with Cu loadings of 27.6 wt% and 70.9 wt% exhibited superior catalytic performance with higher conversions (>97.3%) and selectivities to alcohols (>96.0%) compared to the other supported ones. The high efficiency of the as-formed Cu/MgO catalysts was mainly attributed to the surface synergistic catalytic effect between the catalytically active metallic copper species and the Lewis basic sites, which held the key to the hydrogenation reaction related to the hydrogen dissociation and the activation of the carbonyl groups.
- Liu, Hanwen,Hu, Qi,Fan, Guoli,Yang, Lan,Li, Feng
-
-
Read Online
- Conversion of bis(2-hydroxyethylene terephthalate) into 1,4-cyclohexanedimethanol by selective hydrogenation using RuPtSn/Al2O3
-
1,4-Cyclohexanedimethanol (CHDM) is a highly valued and widely used monomer in the polymer industry. Bis(2-hydroxyethylene terephthalate) (BHET), the product of glycolysis of waste PET, is an excellent raw material for the preparation of CHDM. Herein, a series of monometallic, bimetallic and trimetallic supported catalysts were prepared for the one-pot conversion of BHET into CHDM by the impregnation method and good performance was found over trimetallic RuPtSn/Al2O3 catalysts containing various active sites to catalyze the hydrogenation of the phenyl and carbonyl groups. The influences of various reaction parameters including temperature, pressure and time on the hydrogenation reaction were studied, and 100% conversion and 87.1% yield of CHDM were obtained with the trimetallic supported catalyst with Ru/Sn 1.5. Moreover, through the comparison between various methods for the preparation of CHDM, the conversion of BHET into CHDM by the one-pot method is considered one of the most competitive methods.
- Hou, Danfeng,Xin, Jiayu,Lu, Xingmei,Guo, Xiaonan,Dong, Huixian,Ren, Baozeng,Zhang, Suojiang
-
-
Read Online
- Single-step, highly active, and highly selective nanoparticle catalysts for the hydrogenation of key organic compounds
-
Pores for cluster catalysts: Nanoparticles of both Ru5Pt and Ru10Pt2, uniformly distributed along the inner walls of mesoporous silica, exhibit high catalytic performance in the single-step hydrogenation of dimethyl terephthalate (DMT, to 1,4-cyclohexanedimethanol (CHDM); see scheme), of benzoic acid (to cyclohexane carboxylic acid), and of naphthalene (in the presence of sulfur) to cisdecalin.
- Raja, Robert,Khimyak, Tetyana,Thomas, John Meurig,Hermans, Sophie,Johnson, Brian F. G.
-
-
Read Online
- Aluminum-doped zirconia-supported copper nanocatalysts: Surface synergistic catalytic effects in the gas-phase hydrogenation of esters
-
The efficient gas-phase selective hydrogenation of a series of esters to the corresponding alcohols was achieved over well-dispersed aluminum-doped zirconia-supported copper nanocatalysts (Cu/Al-ZrO2), which were prepared through a homogeneous coprecipitation route in the presence of cetyl trimethyl ammonium bromide. The characterization revealed that the structure and catalytic performance of Cu/Al-ZrO2 nanocatalysts were profoundly affected by the addition of Al. Compared with the Al-free catalyst, Al-doped materials had higher specific surface areas and smaller copper nanoparticles. In particular, the results confirmed that the incorporation of Al into the ZrO2 framework could form tetrahedrally coordinated Al3+ species, leading to the improvement of metal dispersion and the formation of more surface Lewis acid sites. In the gas-phase selective hydrogenation of dimethyl oxalate (DMO) to ethylene glycol (EG), 100% DMO conversion, 97.1% EG selectivity, and a high turnover frequency of 16.9'h-1 were achieved over Cu/Al-ZrO2 catalyst with a Al/(Cu+Zr+Al) mass ratio of 0.1. The high efficiency of Cu/Al-ZrO2 catalysts in DMO hydrogenation was attributed mainly to the surface synergistic catalytic effect between highly dispersed metallic copper species and strong Lewis acid sites, which promoted the hydrogenation reaction related to the ester groups, unlike the single case of Cu+Cu0 synergy reported previously that was found to control the extent of hydrogenation. The obtained catalysts displayed excellent catalytic performance in the gas-phase hydrogenation of other esters including dimethyl succinate, dimethyl maleate, dimethyl adipate, and 1,4-cycolhexane dicarboxylate. The effects of doping: The gas-phase hydrogenation of dimethyl oxalate (DMO) to ethylene glycol (EG) is conducted on well-dispersed Al-doped Zr-supported Cu nanocatalysts, achieving 100% conversion with 97.1% selectivity. The unprecedented catalytic performance is ascribed to the surface synergistic catalytic effect between active metallic Cu sites and strong Lewis acid sites. MG=Methyl glycolate, 1,2-BDO=1,2-butanediol.
- Hu, Qi,Fan, Guoli,Yang, Lan,Li, Feng
-
-
Read Online
- Single-step conversion of dimethyl terephthalate into cyclohexanedimethanol with Ru5PtSn, a trimetallic nanoparticle catalyst
-
Highly active and selective: A supported Ru5PtSn nanoparticle cluster (the picture shows an axial projection of a tomogram), prepared from the carbonyl cluster [PtRu5(CO)15(μ-SnPh 2)(μ6-C)], is an excellent catalyst in the single-step hydrogenation of dimethyl terephthalate to cyclohexanedimethanol under mild conditions (100°C, 20 bar H2). (Figure Presented).
- Hungria, Ana B.,Raja, Robert,Adams, Richard D.,Captain, Burjor,Thomas, John Meurig,Midgley, Paul A.,Golovko, Vladimir,Johnson, Brian F. G.
-
-
Read Online
- Lewis-base-promoted copper-based catalyst for highly efficient hydrogenation of dimethyl 1,4-cyclohexane dicarboxylate
-
The gas-phase hydrogenation of dimethyl 1,4-cyclohexane dicarboxylate to 1,4-cyclohexane dimethanol was performed on a well-dispersed Cr-free supported copper-based catalyst derived from a Cu-Mg-Al layered double hydroxide precursor, and achieved a lasting 100% conversion with 99.8% selectivity up to 200 hours. The unprecedented catalytic performance is ascribed to the synergistic effect between surface active Cu0 sites and Lewis base sites.
- Zhang, Shaoyan,Fan, Guoli,Li, Feng
-
-
Read Online
- Re/AC catalysts for selective hydrogenation of dimethyl 1, 4-cyclohexanedicarboxylate to 1, 4-cyclohexanedimethanol: Essential roles of metal dispersion and chemical environment
-
Rhenium, although viewed as one of the noble metals with lower-price, has been commonly used as doping element in the bimetallic catalysts due to its middlebrow to activate hydrogen. Its major role as catalyst is less frequently mentioned. In this work, rhenium has been decorated on the surface of activated carbon and used for the selective hydrogenation of dimethyl 1, 4-cyclohexanedicarboxylate (DMCD) to 1, 4-cyclohexanedimethanol (CHDM). Characterizations suggested that ReOx particles were anchored occupying the surface oxygenated groups on pre-functionalized carbon. Rhenium decoration modified both the textural and chemical properties of the samples. Electrons were easily transferred from Re to the neighboring C atoms as a result of the formation of fine ReOx particles. Medium strong acid sites were generated and rhenium species in the reduced states could be still maintained under appropriate rhenium dispersion. The moderate hydrogenation ability of rhenium catalyst partially restrained the excessive hydrogenation of CHDM to other by-products. Rational decoration of 5 wt% Re performed the better catalytic performance with complete conversion of diester and 66 % yield of diol. The specific rate reached 9.5×102 mmolDMCD?gRe-1?h-1 at 220 °C under 10 MPa H2.
- Dong, Yanan,Liang, Changhai,Luo, Jingjie,Qu, Enhui,Zhou, Yixue
-
-
Read Online
- A Highly Active Manganese Catalyst for Enantioselective Ketone and Ester Hydrogenation
-
A new hydrogenation catalyst based on a manganese complex of a chiral P,N,N ligand has been found to be especially active for the hydrogenation of esters down to 0.1 mol % catalyst loading, and gives up to 97 % ee in the hydrogenation of pro-chiral deactivated ketones at 30–50 °C.
- Widegren, Magnus B.,Harkness, Gavin J.,Slawin, Alexandra M. Z.,Cordes, David B.,Clarke, Matthew L.
-
-
Read Online
- Copper nanoparticles socketed in situ into copper phyllosilicate nanotubes with enhanced performance for chemoselective hydrogenation of esters
-
Copper nanoparticles exsoluted in situ under a reducing atmosphere at elevated temperatures are socketed into the parent copper phyllosilicate nanotubes and exhibit excellent catalytic performance and superior stability for the selective hydrogenation of various esters to alcohols.
- Gong, Xiaoxiao,Wang, Meiling,Fang, Huihuang,Qian, Xiaoqi,Ye, Linmin,Duan, Xinping,Yuan, Youzhu
-
-
Read Online
- The role of hydrotalcite-modified porous alumina spheres in bimetallic RuPd catalysts for selective hydrogenation
-
By utilizing alumina previously modified by in-situ growth of varying amounts of hydrotalcites, a series of heterogeneous bimetallic catalysts with constant low loading (0.3 wt.%) and identical Ru:Pd ratio (1:1) were prepared based on co-impregnation for selective hydrogenation of dimethyl terephthalate to dimethyl cyclohexane-1,4-dicarboxylate. Nanoparticles confined in the reticular structure were observed. The resulting candidates show the superior catalytic activity over that supported on the unmodified alumina, and reach the highest in the optimized sample RuPd/HTC-Al2O 3-1. This promotion and optimization effect could be ascribed to the improved dispersion and more supply of hydrogen and acid sites especially with medium strength.
- Chen, Jiali,Guo, Li,Zhang, Fazhi
-
-
Read Online
- Preparation of 1,4-cyclohexanedimethanol by selective hydrogenation of a waste PET monomer bis(2-hydroxyethylene terephthalate)
-
A new approach is developed for the preparation of 1,4-cyclohexanedimethanol (CHDM) by hydrogenation of bis(2-hydroxyethylene terephthalate) (BHET) obtained from waste poly(ethylene terephthalate) (PET). The influences of various reaction parameters including temperature, pressure and time, on the hydrogenation reaction were studied, and the 100% conversion of BHET and 78% yield of CHDM were achieved with Pd/C and Cu-based catalysts. X-ray diffraction, low temperature N2 adsorption-desorption and H2 temperature-programmed reduction were used to characterize the Cu-based catalysts, demonstrating that the Cu+/Cu0 species are the active sites. This study not only provides a new route for the production of CHDM, but also an approach for the efficient utilization of waste PET.
- Guo, Xiaonan,Xin, Jiayu,Lu, Xingmei,Ren, Baozeng,Zhang, Suojiang
-
-
Read Online
- Preparation method of 1, 4-cyclohexanedimethanol
-
The invention discloses a preparation method of 1, 4-cyclohexanedimethanol, which is characterized by comprising the following steps of: preparing a supported palladium-based catalyst by using an impregnation method or a liquid phase reduction method, preparing a copper-based catalyst by using a coprecipitation method, mixing the two catalysts, adding a mixture and dimethyl terephthalate into a 1, 4-dioxane solvent, and carrying out a catalytic hydrogenation reaction for preparing CHDM by a one-pot method under electromagnetic stirring, and filtering out the catalyst after the reaction is finished to obtain the product 1, 4-cyclohexanedimethanol. Compared with the prior art, the method has the advantages of good low-temperature reaction activity, high product selectivity and the like, under optimized conditions, the conversion rate of DMT reaches 100%, the yield of CHDM reaches 91% or above, and the research and application field of the reaction of generating CHDM through DMT liquid-phase hydrogenation is further widened.
- -
-
Paragraph 0025; 0030-0116
(2021/08/14)
-
- DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES
-
The application describes dihydropyrimidine derivatives which are useful in the treatment or prevention of HBV infection or of HBV-induced diseases, more particularly of HBV chronic infection or of diseases induced by HBV chronic infection, as well as pharmaceutical or medical applications thereof.
- -
-
Page/Page column 39; 100
(2020/01/24)
-
- Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids
-
Hydrogenation of aromatic dicarboxylic acids gave 100 % selectivity to respective cyclohexane dicarboxylic acid with 5 % Pd/C catalyst. 5 % Ru/C catalyst was observed to give over hydrogenation products at 493 K and at lower temperature (453 K) the selectivity for cyclohexane dicarboxylic acids was increased. Hydrogenation of phthalic acid with Ru-Sn/Al2O3 catalyst was observed to give phthalide instead of 1,2-benzene dimethanol or 2-hydroxy methyl benzoic acid. Ru-Sn/Al2O3 catalyst selectively hydrogenated the carboxylic group of cyclohexane dicarboxylic acids to give cyclohexane dimethanol. Use of proper catalysts and reaction conditions resulted in desired products.
- Shinde, Sunil B.,Deshpande, Raj M.
-
p. 1137 - 1142
(2019/04/05)
-
- A process for manufacturing 1,4-cyclohexanedimethanol
-
The present invention describes a method for reducing a manufacturing cost by innovatively reducing a total amount of energy by removing water which is a reaction solvent and recycling at least a part of removed water when manufacturing 1,4-cyclohexanedimethanol by hydrogenation of terephthalic acid.COPYRIGHT KIPO 2019
- -
-
Paragraph 0065; 0067-0091
(2019/10/08)
-
- Method for hydrogenating 1,4-cyclohexanedicarboxylic acid
-
The invention relates to a method for hydrogenating 1,4-cyclohexanedicarboxylic acid. According to the method, the problem of low yield of 1,4-cyclohexanedimethanol prepared by hydrogenation of the 1,4-cyclohexanedicarboxylic acid in the prior art is solved. The technical scheme is that the method for hydrogenating the 1,4-cyclohexanedicarboxylic acid comprises the following steps: taking water asa solvent; reacting the 1,4-cyclohexanedicarboxylic acid with hydrogen to obtain the 1,4-cyclohexanedimethanol in the presence of a hydrogenation catalyst, wherein the hydrogenation catalyst is prepared from a carrier, active components and cocatalysts, wherein the carrier is activated carbon; the active components comprise Ru; the cocatalysts comprise P. The method can be used for industrial production of producing the 1,4-cyclohexanedimethanol.
- -
-
Page/Page column 5-11
(2019/02/19)
-
- Method suitable for hydrogenation of 1,4-cyclohexanedicarboxylic acid
-
The invention relates to a method suitable for hydrogenation of 1,4-cyclohexanedicarboxylic acid. The problem that in the prior art, the yield is low when 1,4-cyclohexanedimethanol is prepared from the 1,4-cyclohexanedicarboxylic acid through hydrogenation is solved. By adopting the technical scheme that the method suitable for hydrogenation of the 1,4-cyclohexanedicarboxylic acid comprises the following steps that water serves as a solvent, and through a hydrogenation catalyst, the 1,4-cyclohexanedicarboxylic acid and hydrogen react to obtain the 1,4-cyclohexanedimethanol, wherein the hydrogenation catalyst comprises carriers, active components and promoters, activated carbon serves as the carriers, the active components comprise Co, and the promoters comprise P, the method can be used for industrial production of the 1,4-cyclohexanedimethanol.
- -
-
Paragraph 0027-0146; 0150
(2019/02/19)
-
- Hydrogenation method suitable for 1,4-cyclohexanedicarboxylic acid
-
The invention relates to a hydrogenation method suitable for 1,4-cyclohexanedicarboxylic acid. The problem that in the prior art, the yield is low when 1,4-cyclohexanedimethanol is prepared from the 1,4-cyclohexanedicarboxylic acid through hydrogenation is solved. By adopting the technical scheme that the hydrogenation method suitable for the 1,4-cyclohexanedicarboxylic acid comprises the following steps that water serves as a solvent, and through a hydrogenation catalyst, the 1,4-cyclohexanedicarboxylic acid and hydrogen react to obtain the 1,4-cyclohexanedimethanol, wherein the hydrogenationcatalyst comprises carriers, active components and promoters, activated carbon serves as the carriers, the active components comprise Co, and the promoters comprise Zn, the hydrogenation method can be used for industrial production of the 1,4-cyclohexanedimethanol.
- -
-
Paragraph 0027; 0032; 0034; 0039; 0041; 0046; 0048; 0053
(2019/02/19)
-
- Synthetic method of 1,4-cyclohexanedimethanol
-
The invention relates to a synthetic method of 1,4-cyclohexanedimethanol, and aims to solve the problem of low yield during preparation of the 1,4-cyclohexanedimethanol by hydrogenation of 1,4-cyclohexanedicarboxylic acid in the prior art. According to the technical scheme, the synthetic method of the 1,4-cyclohexanedimethanol comprises the following step: making the 1,4-cyclohexanedicarboxylic acid react with hydrogen in water serving as a solvent in the presence of a hydrogenation catalyst to obtain the 1,4-cyclohexanedimethanol, wherein the hydrogenation catalyst is prepared from a carrier,an active component and a promoter; the carrier is active carbon; the active component contains Ru; the promoter contains Zn. The synthetic method can be applied to the industrial production of the 1,4-cyclohexanedimethanol.
- -
-
Paragraph 0027; 0028; 0029; 0030; 0034-0146; 0150
(2019/02/19)
-
- Production method of 1,4-cyclohexanedimethanol
-
The invention relates to a production method of 1,4-cyclohexanedimethanol, and aims to solve the problem of low yield during preparation of the 1,4-cyclohexanedimethanol by hydrogenation of 1,4-cyclohexanedicarboxylic acid in the prior art. According to the technical scheme, the production method of the 1,4-cyclohexanedimethanol comprises the following step: making the 1,4-cyclohexanedicarboxylicacid react with hydrogen in water serving as a solvent in the presence of a hydrogenation catalyst to obtain the 1,4-cyclohexanedimethanol, wherein the hydrogenation catalyst is prepared from a carrier, an active component and a promoter; the carrier is active carbon; the active component contains Ru; the promoter contains P. The production method can be applied to the industrial production of the1,4-cyclohexanedimethanol.
- -
-
Paragraph 0027; 0028; 0029; 0030-0146; 0150
(2019/02/19)
-
- 1,4-cyclohexanedicarboxylic acid hydrogenation method
-
The invention relates to a 1,4-cyclohexanedicarboxylic acid hydrogenation method, and aims to solve the problem of low yield during preparation of 1,4-cyclohexanedimethanol by hydrogenation of 1,4-cyclohexanedicarboxylic acid in the prior art. According to the technical scheme, the 1,4-cyclohexanedicarboxylic acid hydrogenation method comprises the following step: making the 1,4-cyclohexanedicarboxylic acid react with hydrogen in water serving as a solvent in the presence of a hydrogenation catalyst to obtain the 1,4-cyclohexanedimethanol, wherein the hydrogenation catalyst is prepared from acarrier, an active component and a promoter; the carrier is active carbon; the active component contains Re; the promoter contains Zn. The production method can be applied to the industrial productionof the 1,4-cyclohexanedimethanol. The 1,4-cyclohexanedicarboxylic acid hydrogenation method can be applied to the industrial production of the 1,4-cyclohexanedimethanol.
- -
-
Page/Page column 5-11
(2019/02/19)
-
- Method for preparing 1,4-cyclohexanedimethanol through one-pot process catalytic hydrogenation
-
The invention relates to the technical field of heterogeneous catalysis, and especially discloses a method for preparing 1,4-cyclohexanedimethanol through one-pot process catalytic hydrogenation. Themethod for preparing 1,4-cyclohexanedimethanol through one-pot process catalytic hydrogenation comprises the following steps: activating a nickel-containing catalyst in a hydrogen atmosphere, and passivating the activated nickel-containing catalyst in air to obtain an activated-passivated nickel-containing catalyst; mixing a copper-containing catalyst with the activated-passivated nickel-containing catalyst, placing the obtained mixture in a dimetyl terephthalate and alcohol solvent mixed solution, and carrying out a hydrogenation reaction in a hydrogenation reaction kettle; and carrying out phase separation, distillation and purification on the obtained reaction product to obtain the above product. The preparation step of the 1,4-cyclohexanedimethanol through stepwise hydrogenation is simplified, so the preparation method of the 1,4-cyclohexanedimethanol is simple, and is easy to implement; and the preparation method has the advantages of simplicity in preparation of the hydrogenationcatalyst, low cost, and simple catalytic hydrogenation step.
- -
-
Paragraph 0015-0018
(2018/05/01)
-
- 1. 4 - Cyclohexane dimethyl mellow two different caprylate synthesis process (by machine translation)
-
The invention relates to a synthetic esters, in particular to a method for synthesizing 1, 4 - cyclohexane dimethyl mellow two different caprylate. The preparing step comprises: at superatmospheric pressure, 250 - 400 °C temperature, in the reaction kettle to join the phenyl acetic acid with (4 - methyl cyclohexyl) methanol, after the stirring, the full reaction, and to get the acetic acid-methyl (4 - methyl cyclohexyl); to a reaction system by adding Zn - Ge/C catalyst, hydrogen, hydrogen is charged into the hydrogenation reaction, the hydrogenation reaction period, control hydrogenation rate, the reaction kettle maintained at a temperature of 100 - 150 °C and pressure is maintained in the 1 - 3 mpa, after the end of the hydrogenation reaction, cooling to 90 - 100 °C, and slowly opening the exhaust port, to obtain 1, 4 - cyclohexyldimethanol; step a preparation of 1, 4 - cyclohexyldimethanol with unhydride added in a reaction vessel, then adding super strong acid catalyst SO4 2 - /TiO2 /Ce, the reaction temperature is 100 - 200 °C, reaction 5 - 15 h, reaction end-stop heating to obtain crude; post treatment of the product. This synthetic route is suitable for industrial production. (by machine translation)
- -
-
Paragraph 022; 0025-0026; 0035
(2018/03/23)
-
- Robust cobalt oxide catalysts for controllable hydrogenation of carboxylic acids to alcohols
-
The selective catalytic hydrogenation of carboxylic acids is an important process for alcohol production, while efficient heterogeneous catalyst systems are still being explored. Here, we report the selective hydrogenation of carboxylic acids using earth-abundant cobalt oxides through a reaction-controlled catalysis process. The further reaction of the alcohols is completely hindered by the presence of carboxylic acids in the reaction system. The partial reduction of cobalt oxides by hydrogen at designated temperatures can dramatically enhance the catalytic activity of pristine samples. A wide range of carboxylic acids with a variety of functional groups can be converted to the corresponding alcohols at a yield level applicable to large-scale production. Cobalt monoxide was established as the preferred active phase for the selective hydrogenation of carboxylic acids.
- Song, Song,Wang, Dong,Di, Lu,Wang, Chuanming,Dai, Weili,Wu, Guangjun,Guan, Naijia,Li, Landong
-
p. 250 - 257
(2018/02/20)
-
- PREPARATION METHOD OF 1,4-CYCLOHEXANEDICARBOXYLIC ACID AND PREPARATION METHOD OF 1,4-CYCLOHEXANEDIMETHANOL
-
The present invention relates to a method for producing 1,4-cyclohexanedicarboxylic acid and a method for producing 1,4-cyclohexanedimethanol. According to the present invention, the method ensures high conversion rates by allowing most of the reactants to participate in a reaction, improves economic feasibility and efficiency in the reaction by simplifying a reaction process, achieves high selectivity by minimizing by-products within a short period of time, and stably controls flow rate of reactants and products. To this end, the method for producing 1,4-cyclohexanedicarboxylic acid includes a step of bringing terephthalic acid and hydrogen gas into contact via counter current in the presence of a metal catalyst which is immobilized on a silica carrier and contains a palladium (Pd) compound.COPYRIGHT KIPO 2018
- -
-
Paragraph 0145; 0147
(2018/05/15)
-
- Preparation method for 1,4-cyclohexanedimethanol or 1,4-cyclohexanedicarboxylic acid
-
The invention relates to a preparation method for 1,4-cyclohexanedimethanol or 1,4-cyclohexanedicarboxylic acid. The preparation method for 1,4-cyclohexanedimethanol comprises the following steps: step 1, subjecting crotonaldehyde, formaldehyde and acrylate to a D-A cycloaddition reaction under base catalysis so as to produce ester group-substituted cyclohexene formaldehyde; and step 2, subjectinga resulting product to complete hydrogenation under the action of a transition metal catalyst to produce 1,4-cyclohexanedimethanol. The preparation method for 1,4-cyclohexanedicarboxylic acid comprises the following steps: step 1, subjecting crotonaldehyde, formaldehyde and acrylate to a D-A cycloaddition reaction under base catalysis so as to produce ester group-substituted cyclohexene formaldehyde; step 2, subjecting a double bond on the resulting product to hydrogenation so as to form an ester group-substituted cyclohexane formaldehyde or cyclohexane methanol; step 3, subjecting cyclohexane formaldehyde or cyclohexane methanol or a mixture thereof to a one-step oxidation reaction so as to form ester group-substituted cyclohexanecarboxylic acid; and step 4, carrying out hydrolysis on aresulting product of the previous step so as to produce 1,4-cyclohexanedicarboxylic acid. The invention provides novel processes for preparing the fine chemicals consisting of 1,4-cyclohexanedimethanol and 1,4-cyclohexanedicarboxylic acid from lignocellulose-based platform chemicals.
- -
-
Paragraph 0040; 0041; 0042; 0043; 0044; 0045
(2018/08/04)
-
- A process for preparing 1, 4 - cyclohexane dimethanol
-
The invention discloses a dual-function catalyst for hydrogenating benzene rings and reducing carbonyl. The dual-function catalyst comprises, by weight, 10-60% of copper oxide, 10-60% of nickel oxide, 28-80% of carriers and 0-2% of catalysis assisting components. The catalysis assisting components include at least one type of ZnO, MnO2, Cr2O3, MgO and Fe2O3. The invention further discloses a method for preparing the dual-function catalyst and application of the dual-function catalyst to catalytically hydrogenating the benzene rings, hydrogenating and reducing the carbonyl and preparing 1, 4-cyclohexyl dimethyl carbinol.
- -
-
Paragraph 0068; 0069; 0070; 0072
(2017/08/26)
-
- Method of combined production of 1,4-cyclohexane dimethanol and cyclohexyl-1,4-diformaldehyde
-
The invention relates to a method of combined production of 1,4-cyclohexane dimethanol and cyclohexyl-1,4-diformaldehyde and belongs to the technical field of chemical engineering synthesis. The method includes the steps of performing a reaction with dimethyl 1,4-cyclohexanedicarboxylate and hydrogen as raw materials under the effect of a catalyst, wherein molar ratio of H2 to ester is regulated to simultaneously prepare the 1,4-cyclohexane dimethanol and the cyclohexyl-1,4-diformaldehyde, wherein the catalyst is one or more selected from Ce, Cr, Cu, Mn, Zn and Zr; reaction temperature is 150-250 DEG C, reaction pressure is 2-6 MPa, the molar ratio of H2 to the dimethyl 1,4-cyclohexanedicarboxylate is 200-700; liquid space velocity of the dimethyl 1,4-cyclohexanedicarboxylate is 0.1-2.5/h; and the catalyst is one or more selected from Ce, Cr, Cu, Mn, Zn and Zr. The method has simple operations and low cost, and according to market demands, the products can be switched easily.
- -
-
Paragraph 0019; 0020; 0022; 0024; 0026; 0028; 0030; 0032
(2017/08/29)
-
- COMPOSITE METAL CATALYST COMPOSITION, AND METHOD AND APPARATUS FOR PREPARING 1,4-CYCLOHEXANEDIMETHANOL USING SAME
-
Disclosed are a composite metal catalyst composition capable of increasing efficiency and economic feasibility of a reaction through simplification of a reaction process, and providing 1,4-cyclohexanedimethanol with high purity for a shorter time while minimizing byproducts; and a method and apparatus for preparing 1,4-cyclohexanedimethanol with high purity using the same. The present invention provides a composite metal catalyst composition for converting an aromatic dicarboxylic acid into an alicyclic diol compound, the composition containing: a first metal catalyst including a palladium (Pd) compound; and a second metal catalyst including a ruthenium (Ru) compound, a tin (Sn) compound, and a platinum (Pt) compound, and a method and apparatus for preparing 1,4-cyclohexanedimethanol using the same.
- -
-
Paragraph 0119
(2017/05/07)
-
- METHOD FOR PREPARATION OF 1,4-CYCLOHEXANEDIALKANOL
-
This invention provides a method for preparation of 1,4-cyclohexanedialkanol by hydrogenation of dialkyl 1,4-cyclohexanedicarboxylate in the presence of a Cu/Mn/Al2O3heterogeneous catalyst and co-catalyst with low hydrogen feed ratio.
- -
-
Page/Page column 6; 7
(2017/10/25)
-
- Method for preparing 1,4-cyclohexanedimethanol through one-pot hydrogenation
-
The invention relates to a method for preparing 1,4-cyclohexanedimethanol through one-pot hydrogenation. Monomer 2-hydroxyethyl methyl terephthalate obtained by degrading high-molecular compound waste PET serves as the raw material, under the action of Ru, Pt and Sn three-metal supported catalyst, the temperature is raised step by step through the one-pot method, and 1,4-cyclohexanedimethanol is prepared through hydrogenation. Main active components of the catalyst are metal Ru, metal Pt is adopted as a first promoter component, and metal Sn is adopted as a second promoter component. The three-component catalyst is adopted in the method, the waste PET degraded monomers are converted into high-additional-value product 1,4-cyclohexanedimethanol through the one-pot method, the operation process of a two-step method is simplified, reaction time is shortened, production cost is lowered, and production efficiency is improved. Meanwhile, a novel high-additional-value method is provided for waste PET recycling.
- -
-
Paragraph 0023; 0024
(2016/10/07)
-
- 1, 4-cyclohexane dicarboxylic acid hydrogenation systems 1, 4-cyclohexane dimethanol
-
The invention relates to a method for preparing 1, 4-cyclohexanedimethanol through hydrogenation of 1, 4-cyclohexanedicarboxylic acid, which mainly solves the problem that a catalyst is short in service life. According to the method for preparing the 1, 4-cyclohexanedimethanol through hydrogenation of the 1, 4-cyclohexanedicarboxylic acid, in the presence of a catalyst, water is taken as a reaction medium, hydrogen and the 1, 4-cyclohexanedicarboxylic acid react at reaction temperature of 180-250 DEG C under reaction pressure of 8-15MPa so as to prepare the 1, 4-cyclohexanedimethanol, the catalyst comprises active components and a carrier, wherein the active component comprise Ru and Sn, the carrier is a mixture of Al2O3 and Nb2O5, and the mass ratio of Al2O3 to Nb2O5 is 100:(0.005-10). The method for preparing 1, 4-cyclohexanedimethanol through hydrogenation of 1, 4-cyclohexanedicarboxylic acid, which adopts the technical scheme, well solves the problem that the catalyst is short in service life, and can be used in industrial production.
- -
-
Paragraph 0013; 0014; 0022
(2016/10/07)
-
- Preparation method of 1,4-cyclohexanedimethanol
-
The invention discloses a preparation method of 1,4-cyclohexanedimethanol, which comprises the following steps: performing a primary hydrogenation reaction to terephthalic acid with a palladium-containing catalyst in a hydrogen atmosphere in a solvent of methanol to prepare 1,4-cyclohexane diformic acid; performing a secondary hydrogenation reaction to the 1,4-cyclohexane diformic acid with a copper- and zinc-containing catalyst in the hydrogen atmosphere in the solvent of methanol; and performing after-treatment after the reaction is finished to obtain the 1,4-cyclohexanedimethanol. The preparation method is simplified in operation steps and is increased in reaction yield.
- -
-
Paragraph 0014; 0016
(2016/10/31)
-
- 1, 4 - cyclohexanedimethanol manufacturing method
-
PROBLEM TO BE SOLVED: To provide a method for producing cycloalkanedimethanol which is a product having an arbitrary trans form content while maintaining a desired conversion rate, in a method for producing cycloalkanedimethanol by hydrogenating cycloalkanedicarboxylic acid in a liquid phase in the presence of a catalyst.SOLUTION: When a hydrogenation reaction of cycloalkanedicarboxylic acid being a raw material compound is carried out in a liquid phase in the presence of a catalyst to obtain cycloalkanedimethanol as a product, the method for producing cycloalkanedimethanol is characterized by obtaining cycloalkanedimethanol having a desired trans form content by controlling the hydrogenation reaction temperature and the hydrogenation reaction total pressure.
- -
-
Paragraph 0033-0034
(2017/06/02)
-
- PREPARATION METHOD OF 1,4-CYCLOHEXANEDIMETHANOL
-
The present invention relates to a method for producing 1,4-cyclohexanedimethanol including the steps of: reducing terephthalic acid in the presence of a first metal catalyst including a palladium (Pd) compound; and reducing the reduced product of terephthalic acid in the presence of a second metal catalyst including a ruthenium (Ru) compound, a tin (Sn) compound, and a platinum (Pt) compound at a weight ratio of 1 : 0.8 or 1.2 : 0.2-0.6.COPYRIGHT KIPO 2015
- -
-
Paragraph 0062-0069
(2016/12/12)
-
- METHOD OF PRODUCING ALCOHOL
-
PROBLEM TO BE SOLVED: To provide a method of continuously producing an alcohol by hydrogenating a carboxylic acid in the presence of a solid catalyst containing ruthenium and tin, which prevents tin, which is a constituent of the catalyst, from eluting and activity from lowering. SOLUTION: In the method of continuously producing an alcohol by hydrogenating a carboxylic acid in the presence of a solid catalyst containing ruthenium and tin, the concentration of the carboxylic acid to a reaction mixture of the exit of a reactor keeps under 60 mmol/kg. COPYRIGHT: (C)2015,JPO&INPIT
- -
-
Paragraph 0036-0043
(2018/10/27)
-
- METHOD FOR PRODUCING ALIPHATIC ALKYL ALCOHOL
-
PROBLEM TO BE SOLVED: To provide a production method capable of obtaining high selectivity with high reproducibility in a reduction (nuclear hydrogenation) reaction using a supported ruthenium catalyst. SOLUTION: Regarding a method in which, in the aromatic group of aromatic alkyl alcohol, the aromatic group is reduced in the presence of a catalyst, and corresponding aliphatic alkyl alcohol is produced. The catalyst is a catalyst supporting supported ruthenium, and the molar ratio of halogen atoms to ruthenium atoms included in the catalyst is 0.85 or lower. COPYRIGHT: (C)2015,JPO&INPIT
- -
-
Paragraph 0055-0063; 0065-0067
(2018/12/14)
-
- PROCESS FOR THE PREPARATION OF 1,4-CYCLOHEXANEDIMETHANOL FROM TEREPHTHALIC ACID
-
Disclosed is a process for the preparation of 1,4-cyclohexanedimethanol from terephthalic acid. Terephthalic acid is esterified with (4-methylcyclohexyl)methanol and the terephthalate ester hydrogenated to 1,4-cyclohexanedimethanol in a 2-stage process. The (4-methylcyclohexyl)methanol that is formed during the hydrogenation step is recycled to the esterification reaction. Also disclosed is a method for purifying and recovering the 1,4-cyclohexanedimethanol product.
- -
-
Paragraph 0110
(2013/03/26)
-
- HYDROXAMIC ACID DERIVATIVES AND THEIR USE IN THE TREATMENT OF BACTERIAL INFECTIONS
-
Antibacterial compounds of Formula I are provided: as well as stereoisomers and pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; use of such compounds in the treatment of bacterial infections and processes for the preparation of such compounds.
- -
-
Page/Page column 83; 84
(2012/12/13)
-
- Compositions for treatment of prostate cancers and methods of making and using the same
-
The present invention relates to compositions of a biocompatible polymer and an antineoplastic agent, and methods of using and making the same, for the treatment of prostate cancers. In certain embodiments, the polymer contains phosphorous linkages.
- -
-
-
- Compositions for treatment of head and neck cancers, and methods of making and using the same
-
The present invention relates to compositions of a biocompatible polymer and an antineoplastic agent, and methods of using and making the same, for the treatment of head and neck cancers. In certain embodiments, the polymer contains phosphorous linkages. In other embodiments, the antineoplastic agent is an antineoplastic taxane.
- -
-
-
- Compositions for sustained release of antineoplastic taxanes, and methods of making and using the same
-
The present invention relates to compositions containing a biocompatible polymer and an antineoplastic taxane, and methods of using and making the same. In certain embodiments, the polymer contains phosphorous-based linkages and may be biodegradable.
- -
-
-
- Compositions for sustained release of analgesic agents, and methods of making and using the same
-
The present invention relates to compositions of a biocompatible polymer containing an analgesic agent, and methods of making and using the same. In certain embodiments, the polymer contains phosphorous linkages.
- -
-
-
- DERMATOLOGICAL COMPOSITIONS AND METHODS
-
Disclosed are methods and compositions for regulating the melanin content of mammalian melanocytes; regulating pigmentation in mammalian skin, hair, wool or fur; treating or preventing various skin and proliferative disorders; by administration of various compounds, including alcohols, diols and/or triols and their analogues.
- -
-
-
- Compositions for treatment of malignant effusions, and methods of making and using the same
-
The present invention relates to compositions of a biocompatible polymer and an antineoplastic taxane, and methods of using and making the same, for the treatment of malignant effusions. In certain embodiments, the polymer contains phosphorous linkages.
- -
-
-
- REACTIVE ORGANOSILICON COMPOUNDS
-
Organosilicon compounds are described which contain a cyclic organic moiety between at least two reactive silane groups. The compounds are useful in coatings, adhesives, and sealants, and the like.
- -
-
-
- Method for blood coagulation on hard tissues
-
A method of using resorbable waxes for coagulation of blood on endogenous hard tissue, especially bone, which waxes consist of waxy polyester-oligomers of hydroxybarboxylic acids which are viscous to solid at body temperature. On the basis of their structure, these waxes are degradable by endogenous metabolic mechanism, wherein the rate of degradation can be adjusted.
- -
-
-
- Organotin-containing composition for the stabilization of polymers of vinyl chloride
-
An organotin-containing composition for the stabilization of polymers or copolymers of vinyl chloride in which there is incorporated a stabilizing amount of an organotin compound containing at least two tin atoms and which is a mercapto, hydroxy or alkoxy substituted ester of a mercapto acid substituted organotin mercapto acid diester.
- -
-
-
- Novel polytriazine compounds
-
Novel tetraalkyl piperidine radical containing polytriazine compounds are produced by reacting a dihalogen-triazine with a bifunctional compound containing amine, alcohol, mercaptan or phenol groups at least one of the bifunctional compounds containing a tetraalkyl piperidine radical. The compounds are valuable light stabilizers for synthetic polymers, particularly polyolefin in the form of fibers or films.
- -
-
-
