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Green Energy & Environment · 2020 · IF 6.395

COSMO-RS prediction and experimental verification of 1,5-pentanediamine extraction from aqueous solution by ionic liquids

Chenhao Jiang,Hongye Cheng,Zexian Qin,Ruizhuan Wang,Lifang Chen,Chen Yang,Zhiwen Qi,Xiucai Liu

1,5-Pentanediamine (PDA) produced by biological fermentation becomes popular, but the separation of PDA from the broth is a typical difficult problem. In this work, the performance of 200 ionic liquids (ILs), formed by combining 25 cations and 8 anions, in the extraction of PDA from aqueous solution were evaluated using COSMO-RS model. The extraction mechanism was investigated with the help of σ-profile and interaction energy analyses. Both the cation and anion have impacts on the extraction efficiency, where cation mainly influences the interaction of IL with PDA and anion affects the hydrophobicity of IL. The IL composed of long alkyl-chain in cation and the anion of [PF 6 ] - or [TF 2 N] - , which has the σ-profile more likely distributed in the nonpolar region but less distributed in the polar region, is favorable for extraction. The experimental liquid–liquid equilibrium demonstrated the effects of cation and anion on extraction performance, which validated the reliability of COSMO-RS model in IL screening for PDA extraction. The IL [IM-1,8][PF 6 ] could serve as a promising extractant for the downstream separation process of the biological production of PDA.

研究领域: 化学工程 · 生物技术 · 分离科学
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INORGANICA CHIMICA ACTA · 2023 · IF 2.8

Supramolecular Self-assemblies of inverted cucurbit[6]uril with 1,5-pentanediamine

Zhi-Nian Liu,Jian-Hang Hu,Yu Xiong,Jia-Yi Zhang,Run-Xin Hou,Chun-Rong Li,Tie-Hong Meng,Timothy J. Prior,Carl Redshaw,Xin Xiao

In this study, single crystal X-ray diffraction and 1 H NMR spectroscopy were used to examine the interaction of the guest 1,5-pentanediamine with inverted cucurbit[6]uril ( i Q[6]) in the presence of [ZnCl 4 ] 2− anion. The results show that [ZnCl 4 ] 2− and [Zn(H 2 O)Cl 3 ] − anions form a honeycomb framework structure, and i Q[6] forms a 1:1 complex with 1,5-pentanediamine. Inverted cucurbit[6]uril forms molecular chains via outer surface interactions, which in turn fill in the honeycomb framework structure. The amino groups at both ends of the 1,5-pentanediamine guest are situated at the entrance of the central cavity, while the alkyl chain part resides in the central cavity of the i Q[6].

CAS / MDL: 462-94-2
研究领域: 化学 · 材料科学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2024 · IF 3.8

Well-Defined CeO2 as Efficient Catalysts for the Green Synthesis of Pentamethylene Dicarbamate via Carbonylation of 1,5-Pentanediamine with Methyl Carbamate

Tiping Wei,Liguo Wang,Jiajun Zhang,Yan Cao,Xiang Hui,Jianhui Shi,Shuang Xu,Liyan Zhao,Peng He,Huiquan Li

Bio-based pentamethylene dicarbamate (PDC) belongs to N-substituted carbamates, which are important fine chemicals and organic intermediates. In this work, well-defined CeO2 rods, cubes, and octahedrons were successfully prepared to catalyze the synthesis of PDC by carbonylation of 1,5-pentanediamine (PDA) with methyl carbamate (MC). Among them, CeO2 rods with higher amounts of acid–base sites and abundant oxygen vacancies showed superior intrinsic activity in the PDA carbonylation reaction. In situ FTIR results showed that intermediate polyureas were readily formed in the reaction, and then, CeO2 rods promoted the alcoholysis of polyureas to PDC. In situ DRIFTS results indicated that the surface of CeO2 rods is more favorable for the adsorption and activation of the reactants. CeO2 rods can also be used for the efficient synthesis of a series of N-substituted carbamates. We believe that this work will contribute to the efficient, green, and sustainable production of N-substituted carbamates.

研究领域: 催化 · 化学工程 · 绿色化学 · 材料科学
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Frontiers in Bioengineering and Biotechnology · 2023 · IF 5.7

Separation, purification, and crystallization of 1,5-pentanediamine hydrochloride from fermentation broth by cation resin

Li Hui,Chen Xu,Tang Yibo,Yang Yue,He Feng,Wang Xin,Li Ganlu,Chen Kequan,Ouyang Pingkai,Yang Yuning

1,5-Pentanediamine hydrochloride (PDAH) was an important raw material for the preparation of bio-based pentamethylene diisocyanate (PDI). PDI has shown excellent properties in the application of adhesives and thermosetting polyurethane. In this study, PDAH was recovered from 1,5-pentanediamine (PDA) fermentation broth using a cation exchange resin and purified by crystallization. D152 was selected as the most suitable resin for purifying PDAH. The effects of solution pH, initial temperature, concentration of PDA, and adsorption time were studied by the static adsorption method. The equilibrium adsorption data were well fitted to Langmiur, Freundlich, and Temkin-Pyzhev adsorption isotherms. The adsorption free energy, enthalpy, and entropy were calculated. The experimental data were well described by the pseudo first-order kinetics model. The dynamic experiment in the fixed bed column showed that under optimal conditions, the adsorption capacity reached 96.45 mg g−1, and the recovery proportion of the effective section reached 80.16%. In addition, the crystallization of the PDAH solution obtained by elution proved that the crystal product quality of resin eluting solution was highest. Thus, our research will contribute to the industrial scale-up of the separation of PDAH.

研究领域: 化学工程 · 生化工程 · 环境科学
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