RESEARCH ON CHEMICAL INTERMEDIATES
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2022
·Vol. 49
·期 1
·241-252
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IF 3.134
Xing Qianqian,Zhao Jiancheng,Zhu Yulei,Hou Xianglin,Wang Yingxiong
5-Chloro-2-pentanone (5C2P) and its derivatives are widely utilized in the pharmaceutical and agrochemical industry. A new catalytic approach was proposed to convert 3-acetyl-1-propanol to 5C2P using bis(trichloromethyl)carbonate (triphosgene, BTC) as the efficient chlorine source. Various qualitative and quantitative nuclear magnetic resonance techniques ( 1 H, 13 C NMR), especially 1D selective gradient total correlation spectroscopy (Sel-TOCSY) and 2D heteronuclear single quantum correlation ( 1 H- 13 C HSQC) were used in the process. The reaction conditions, such as temperature, time, mole ratio, solvent as well as initiator were optimized. Experiment results showed that the yield of 5C2P reached a maximum of 97.93% in 1,2-dichloroethane at 80 °C after 2 h under the initiation of N,N-dimethylacetamide, and the optimal molar ratio of 3-acetyl-1-propanol to BTC was 1:0.4. The reaction mechanism was proposed and confirmed accordingly. Interestingly, an intermediate product of 1-(dimethylamino)ethyl carbonochloridate was observed, and its chemical structure was characterized by both Sel-TOCSY and 1 H- 13 C HSQC. This study enriched the catalytic reaction ways for the preparation of 5C2P.
研究领域:
有机化学
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药物化学
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合成化学
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DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
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2025
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IF 13.2
Hong-Hui Shu,Liu-Qi Shi,Hui-Qin Zhang,Yun Liu,Sheng-Li Han,Jing-Yi Rao,Cheng-Mei Liu
Functional polyamides have attracted much attention among researchers owing to the amide structure is widely found among naturally occurring peptides and proteins. In this study, the novel cationic biopolyamides (C-bioPAs) with excellent biocompatibility are prepared and proposed as removal agents for perfluoroalkyl and polyfluoroalkyl substances (PFAS) from water. Renewable bisfuran-based functional diacid/diamine monomers were employed to prepare a reactive polyamide with tertiary amine pendant groups through polycondensation. Subsequently, the precursor underwent quaternization modification with different alkyl bromides to obtain a series of C-bioPAs. The chemical structure of all newly prepared C-bioPAs was characterized using nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FTIR), and gel permeation chromatography (GPC). The thermal stability of C-bioPAs was assessed by using thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The C-bioPAs effectively remove PFAS from water, achieving a maximum removal efficiency of 99.8 %, rapid initial sorption rates (>2.964 mmol g -1 h −1 ), and short equilibrium times (<12 h). Attractively, the cationic bioPAs could be recycled and reused over 5 times without significant loss of removal efficiency, suggesting that they have the potential to be a sustainable and effective alternative to traditional cationic PFAS adsorbents.
研究领域:
环境科学
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材料科学
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高影响因子
ACS Applied Polymer Materials
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2025
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IF 4.7
Hong-Hui Shu,Yun Liu,Sheng-Li Han,Xiu-Qin Fang,Hui Xiong,Bi-Jin Xiong,Cheng-Mei Liu
Furan-bearing polyamide (FPA) is a potential alternative to its petroleum-based counterparts owing to its sustainability and convenient preparation process. However, most FPAs exhibited unsatisfactory mechanical properties because of the furan ring in the backbone, which depressed the formation of an intermolecular hydrogen-bonding network. To circumvent these defects, we introduced the ionic interaction into bisfuran-based long-chain polyamides for the first time. The pendant metal ions aggregate via microphase separation to form dynamic physical cross-linking sites, thereby significantly enhancing the thermal and tensile properties of the resulting biobased polyamide ionomers. The maximum tensile strength of the polyamide ionomer reaches 10.7 MPa, with an elongation at break of 177.5%. Notably, the mechanical and processability properties of the polyamide ionomers are synergistically optimized through regulation of the polymer chain network by alkali metal ions (Li+, Na+, K+, etc.). The polyamide ionomers exhibit excellent reprocessability with no significant decrease in tensile strength after three cycles of repeated processing. This study highlights the potential of polyamide ionomers for practical application, offering a sustainable and high-performance alternative to conventional petroleum-based polyamides.
研究领域:
高分子化学
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材料科学
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可持续材料
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生物基聚合物
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功能高分子
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聚合物改性
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物理交联
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高影响因子
Polymer Chemistry
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2024
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IF 4.1
Hong-Hui Shu,Yun Liu,Sheng-Li Han,Xiuqin Fang,Chang Wang,Cheng-Mei Liu
Biomass-based polyamides (bioPAs) are renewable materials that are viable alternatives to petroleum-based polyamides in the engineering field. However, the attention to designing functional bioPAs with tunable properties has been limited. Herein, by taking furfurylamine as the sole furan source, we first utilized amine-acid oxidative coversion to prepare bisfuranic diacid monomer directly from bisfuranic diamine monomer(amine-first strtegy), it was totally different to castor oil-based acid-first strategy of preparing PA1010. Then the as-prepared multifunctional diamine/diacid monomers underwent polycondensation to obtain all-furan based bioPAs with or without functinal pendant groups. The properties of bioPAs, incuding glass transition temperatue, degradation character, solubility, etc, can be regulated over a larger range through the design of the spacer structure between two furan rings on diamine monomers. Charged bioPAs with cationic or anionic groups were further developed by postpolymerization modification. The oppositely charged bioPAs, sharing an identical main chain structure but different pendent groups, formed porous polyelectrolyte complexes owing to their rigid main chain. Therefore, this research provides a novel strategy for preparing both functional and engineering furan-based bioPAs.
研究领域:
材料科学
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高分子化学
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可持续材料
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DOI
高影响因子
危险品化学品经营许可证（带存储）