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CHEMICAL ENGINEERING SCIENCE · 2014 · IF 2.613

Synthesis and properties of switchable polarity ionic liquids based on organic superbases and fluoroalcohols

Zhichang Liu,Pengcheng Hu,Xianghai Meng,Rui Zhang,Huiqing Yue,Chunming Xu,Yufeng Hu

Switchable polarity ionic liquids (SWILs) with low moisture sensitivity were successfully synthesized from organic amidine/fluoroalcohol and guanidine/fluoroalcohol via proton transfer reaction. The ionic liquids showed low polarity and could be converted into high-polarity fluoroalkylcarbonate ILs upon the treatment with CO 2 under mild conditions. Their high polarity state could also readily be reverted to the low polarity state by the removal of CO 2 with heating. Changes in the structures and physical properties resulting from the change from low polarity to high polarity were confirmed by NMR spectroscopy, FTIR spectrophotometry , UV–vis spectroscopy, and conductivity and miscibility measurements. These SWILs have potential applications in solute separation and solvent recovery.

研究领域: 化学 · 材料科学
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Sustainability · 2022 ·Vol. 14 ·期 23 ·15685 · IF 3.889

Study on Properties of Regenerated Fluorinated Polyurethane Rigid Foam Prepared by Degrading Waste Polyurethane

Da-Sheng Zhang,Xiao-Hua Gu,Si-Wen Liu,Yan Liu,Qing-Yun Zhou,Shang-Wen Zhu,Yan-Wei Zhu

Polyurethane (PU) has become one of the most widely used materials in the industrial field due to its excellent performance and wide range of applications. The increasing consumption of polyurethane materials has resulted in significant polyurethane waste. We can recycle waste polyurethane to obtain recycled polyurethane, but to make the recycled polyurethane meet different performance requirements in terms of utility and cost and enable the recycled polyether polyol to be further applied to high-end applications, it is necessary to improve the use value of recycled polyether polyol. In this paper, self-made Fluorodiol was added to the degradation process of waste polyurethane to obtain fluorinated regenerated polyether polyol. Recycled fluorinated polyurethane with excellent performance was prepared using fluorine-containing recycled polyether polyol. The regenerated fluorinated polyether polyols were characterized by infrared spectroscopy, viscosity, hydroxyl value, and GPC molecular weight distribution. The density, apparent morphology, water absorption, mechanical strength, thermal conductivity, and thermal stability of RFPU rigid foams with different fluorine contents were studied by scanning electron microscopy. The results show that when the addition of Fluorodiol was 8% of the mass of waste polyurethane, the density was 41.2 kg/m3, the immersion loss rate was 2.125%, the compressive strength was 0.315 Mpa, and the thermal conductivity was 0.0227 W/m·K. The RFPU prepared by Fluorodiol has low surface energy, good compressive strength, hydrolysis resistance, and is expected to be widely used in special insulation materials. Thus, the sustainable recycling of polyurethane is achieved.Keywords:fluoroalcohol;waste polyurethane;recycled polyurethane;recycling;sustainable material

研究领域: 材料科学 · 化学工程
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ACS Applied Polymer Materials · 2025 · IF 4.7

Highly Stable, Tough, Adhesive, Anticorrosive, and Antifouling Waterborne Polyurethane from Synergistic Perfluoroalcohol-Polysiloxane Modifications

Mingfei Li,Yujie Yang,Weifeng Jiang,Yi Yang,Jingcheng Hao

Waterborne polyurethanes (WPUs) have found extensive potential applications in industrial fields owing to their facile preparation and eco-friendliness. However, their relatively low hydrophobicity and mechanical strength normally make them nonideal for acting as protective coatings for solid surfaces, as well as adhesive materials for under-water operations. Here, we report one kind of WPU-based material synergistically modified with perfluoroalcohol and polysiloxane. The as-prepared WPU products can not only exhibit long-term colloidal stability after synthesis using a stepwise polymerization method but also readily be processed into functional coatings after directly spreading onto various solid substrates. The resultant polymeric thin films possess good thermal stability, strong hydrophobicity, and high mechanical strength. And all of these properties can be effectively tuned by controlling their internal silicon contents. The excellent hydrophobic and mechanical performances also enable them to act as efficient anticorrosive, antifouling, and under-water adhesive materials for solid surfaces. Our work may provide useful guidance for creating versatile and relatively clean polymeric coatings.

研究领域: 材料科学 · 表面工程
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2021 · IF 4.539

Fe3O4 liposome for photothermal/chemo-synergistic inhibition of metastatic breast tumor

Wenjun Hu,Qi Qi,Haiyan Hu,Changhai Wang,Qing Zhang,Zekang Zhang,Yueying Zhao,Xianglong Yu,Mingxue Guo,Shouying Du,Yang Lu

Tumor metastasis is the main reason for the high mortality rate of breast cancer patients and lymph node metastasis is the primary means of tumor spreading. Liposomes loaded with bufalin (BF), a steroidal inhibitor of various inflammatory signaling pathways in cancer, and superparamagnetic Fe 3 O 4 nanoparticles were developed to inhibit lymphatic metastasis in breast cancer. Fe 3 O 4 functioned as both a magnetic targeting and photothermal agent. In vivo studies using a mouse model of lymph metastatic breast cancer demonstrated that BF-Fe 3 O 4 -L(liposomes), administered by iv injection, accumulated in sentinel lymph nodes (SLNs) with high efficiency under magnetic direction and exhibited significant photothermal character under near-infrared (NIR) light irradiation. The combination of targeted delivery, photothermal and chemotherapeutic properties resulted in a 91% tumor inhibition rate in SLNs compared with untreated (PBS) controls and 81% lower incidence of pulmonary metastases formation. These findings reveal the significant potential of BF- Fe 3 O 4 -Ls for delivering -targeted, chemo-photothermal therapy in the treatment of metastasic cancer.

研究领域: 肿瘤学 · 纳米医学 · 药理学
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SENSORS AND ACTUATORS B-CHEMICAL · 2013 · IF 3.535

Impacts of meso-structure and organic loadings of fluoroalcohol derivatives/SBA-15 hybrids on nerve agent simulant sensing

Huimin Li,Qi Zheng,Jun Luo,Zhixuan Cheng,Jiaqiang Xu

This paper employed a measurement of quartz crystal microbalance (QCM) to investigate the effects of mesopore structures and amount of organic loadings of fluoroalcohol derivatives/SBA-15 (a kind of ordered mesoporous silica sieve) hybrids on the sensing behavior of nerve agent simulant DMMP (dimethyl methylphosphonate). The meso-structure and functional groups of silica-based mesoporous hybrids were examined by SAXS, TEM , N 2 adsorption–desorption isotherms and elemental analysis . The results show that much higher response value and sensitivity are achieved when the hybrid materials have relative higher pore volume and surface area. However, this effect only appears when the mesoporous hybrids have well-ordered porous structure , indicating that ordered meso-structure is critical in fabricating high-performance DMMP sensors. The reason is likely that the ordered meso-structure not only provides a larger number of contactable HFIP groups, but also facilitates molecules diffusion in porous structure. On the other hand, the specific interaction between HFIP/SBA-15 hybrids and DMMP vapor is greatly enhanced as the amount of fluoroalcohol derivatives increases. Therefore, the amount of organic functional groups incorporated plays an important role in determining the selectivity of sensors.

CAS / MDL: 34202-69-2
研究领域: 材料科学 · 化学传感器
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PROPELLANTS EXPLOSIVES PYROTECHNICS · 2022 ·Vol. 47 ·期 7 ·e202200048 · IF 2.134

Oxidizability Enhancement of Hydroxyl Terminated Polyether Polyurethane Elastomers via Fluoroalcohols Grafting

Chen Shen,Shi Yan,Xiaole Sun,Yanwei Tan,Yapeng Ou,Qingjie Jiao

A series of fluoroalcohol grafted hydroxyl-terminated polyether (HTPE) polyurethanes (PU) elastomers were synthesized by a two-step method. The reaction progress was investigated by chemical titration and Fourier transform infrared spectroscopy (FTIR). The glass transition temperature (Tg), mechanical properties, morphology, and thermal decomposition behavior were determined for the preliminary analysis of PUs; the oxidizability property was tested by the decomposition of PU/Al composites. The results of mechanical and morphology properties demonstrated that the mechanical strength of modified PU elastomers was effectively improved for microphase separation of the hard segment. The PU film with the optimized fluoroalcohol content shows excellent performance of 17.7 MPa (tensile strength) and 547 % (elongation at break) at room temperature. Analysis of the thermal behaviors suggests that the oxidation ability of the modified PU is enhanced by the strong electronegativity of fluorine. The oxidizing gas HF, CF x , released during fluoroalcohol decomposition reacts with the alumina shell, releasing internal reactive Al, which improves the activity of the aluminum. This study might provide a new idea for utilizing high-performance polymer binders in composite solid propellants and casting explosives.

研究领域: 材料科学 · 高分子化学
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LIFE SCIENCES · 2019 · IF 3.448

5,7,3′,4′-flavan-on-ol (taxifolin) protects against acetaminophen-induced liver injury by regulating the glutathione pathway

Cheng Hu,Jiawen Ye,Licong Zhao,Xiulong Li,Yu Wang,Xinhua Liu,Lingyun Pan,Lisha You,Long Chen,Yiqun Jia,Jiaqi Zhang

Taxifolin (TAX) reportedly exerts protective and therapeutic effects in liver. Herein, the effects of TAX against acetaminophen (APAP)-induced hepatotoxicity were investigated. Pharmacodynamics, pharmacology and metabolomics analyses of TAX were assessed on C57 mice and L-02 cells. TAX was administered for 7 days, and APAP was given on the last day to establish an acute liver injury model. ALT and AST levels were determined, and liver ROS, MDA, GST, GSH and GPX1 were analysed. The expression and protein abundance of GPX1, GPS-Pi, GCLC and GCLM were assessed by PCR and western blotting, and metabolic changes in cells and serum were investigated by UPLC-Q-Orbitrap-MS. Serum ALT and AST, and liver ROS, MDA, GST, GSH and GPX1 levels confirmed the protective effects of TAX. Besides, we found Only treating with TAX decreased the expression of CYP2E1 in mice liver tissue. TAX reversed the APAP-induced decrease in cell viability in L-02 cells, and reduced cellular ROS levels. Furthermore, TAX reversed the APAP-induced decrease in antioxidant enzymes at both mRNA and protein levels. Metabolomics analysis identified metabolites mainly related to glutathione metabolism (36 in vivo and 23 in vitro ). The concentration of glutathione, oxidized glutathione, carnitine, succinic acid, pyroglutamic acid, citrulline, taurine, palmitoleic acid, phytoshingosine-1-P and sphingosine-1-P were close to normal levels after treating with TAX. These results indicate that TAX prevents APAP-induced liver injury by inhibiting APAP metabolic activation mediated by CYP450 enzymes, modulating glutathione metabolism, and expression of related antioxidative signals. These properties could be harnessed to prevent or treat hepatotoxicity.

CAS / MDL: 7424-00-2
研究领域: 药理学 · 肝病学 · 代谢组学 · 毒理学
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Journal of CO2 Utilization · 2024 · IF 7.2

Fast and sustainable CO2 conversion to propylene carbonate using fluoroalcohol-based bifunctional ionic liquids: Insights from experiments and theoretical simulations

Mengmeng Xu,Guoying Zhao,Latif Ullah,Han Liu,Qilu Hu,Lina Jia,Ying Liu,Zhichang Liu,Haiyan Liu

We report on the metal-free and rapid catalytic conversion of carbon dioxide into cyclic carbonates under solventless conditions utilizing novel bifunctional fluoroalcohol-based ionic liquids (FBILs) as catalsyts. In the presence of 2.5 mol% 4-(1,1,1,3,3,3-hexafluoro-2-hydroxyisopropyl) phenyl trimethylammonium iodide (FBIL-1), under 0.1 MPa and 90 °C, excellent yield of propylene carbonate(>95%) was achieved in 1 h, which significantly shortens the reaction time, compared with the conventional catalysts. DFT calculations reveal that FBILs with fluorine-substituted hydroxyl groups exhibit stronger hydrogen bonding with epoxides compared to ILs lacking fluorine substitutions. The hydrogen bond length for ILF/PO is 1.658 Å, shorter than that for IL/PO (1.813 Å). This characteristic contributes to reducing the activation energy for the ring-opening reaction of epoxides. In the ILF/PO system, the reaction barrier is 88.72 kJ·mol −1 , lower than the 101.46 kJ·mol −1 barrier for IL/PO, allowing the former to more rapidly facilitate the fixation of carbon dioxide into cyclic carbonates. Besides high catalytic efficiency, these FBILs have the characteristics of a facile synthesis route and easy post-reaction recovery.

研究领域: 化学工程 · 材料科学 · 环境科学
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Polymers · 2017 ·Vol. 9 ·期 3 ·89 · IF 3.364

RAFT Polymerization of Styrene and Maleimide in the Presence of Fluoroalcohol: Hydrogen Bonding Effects with Classical Alternating Copolymerization as Reference

Fangjun Yao,Qingqing Liu,Zhengbiao Zhang,Xiulin Zhu

The impacts of hydrogen bonding on polymerization behavior has been of interest for a long time; however, universality and in-depth understanding are still lacking. For the first time, the effect of hydrogen bonding on the classical alternating-type copolymerization of styrene and maleimide was explored.N-phenylmaleimide (N-PMI)/styrene was chosen as a model monomer pair in the presence of hydrogen bonding donor solvent 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), which interacted with N-PMI via hydrogen bonding. Reversible addition-fragmentation chain transfer polymerization (RAFT) technique was used to guarantee the “living” polymerization and thus the homogeneity of chain compositions. In comparison with the polymerization in non-hydrogen bonding donor solvent (toluene), the copolymerization in HFIP exhibited a high rate and a slight deviation from alternating copolymerization tendency. The reactivity ratios of N-PMI and St were revealed to be 0.078 and 0.068, respectively, while the reactivity ratios in toluene were 0.026 and 0.050. These interesting results were reasonably explained by using computer simulations, wherein the steric repulsion and electron induction by the hydrogen bonding between HFIP and N-PMI were revealed. This work first elucidated the hydrogen bonding interaction in the classical alternating-type copolymerization, which will enrich the research on hydrogen bonding-induced polymerizations.Keywords:alternating copolymerization;hydrogen bonding;N-phenylmaleimide;fluoroalcohol;reversible addition-fragmentation chain transfer (RAFT) copolymerization

CAS / MDL: 75-89-8
研究领域: 高分子化学 · 物理化学
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POLYMER · 2024 · IF 4.1

Preparation and performance of hydrophobic two-component polyurethane clearcoats based on perfluoro alcohol modified polyisocyanate hardener

Zongzheng Zuo,Guangxin Gu,Shuxue Zhou

In this study, three perfluoro alcohol with different fluoroalkyl chain length, i.e., 3,3,3-trifluoro-1-propanol (TEOH1), 2-perfluorobutyl ethanol (TEOH4), 2-perfluorohexyl ethanol (TEOH6), were first reacted with polyisocyanate to get hardeners bearing various contents and lengths of fluoroalkyl chain. The fluorinated polyisocyanate hardener was then adopted to fabricate hydrophobic two-component polyurethane (2K PU) clearcoats. The highest water contact angles (WCAs) of the hydrophobic 2K PU clearcoats with no haze and non-sticky surface are 91.9°, 101.6° and 106°, achieved at the perfluoro alcohol dosage of 10 %, 20 % and 20 % for TEOH1, TEOH4 and TEOH6, respectively. Accelerated weathering and outdoor exposure tests were adopted to examine the hydrophobicity durability of the perfluoro alcohol-modified coatings, and dirt pick-up resistance (DPUR) outdoors was also monitored. All coatings showed decreased WCAs in weathering tests. Nevertheless, WCAs of coatings with ≥20 % TEOH4 and ≥5 % TEOH6 remained hydrophobicity after 228-day outdoor exposure. Loss of hydrophobicity is attributed to the oxidation of PU matrix, removal of free perfluoro alcohol-modified polyisocyanate and embedding of silicate dirt. Improved DPUR of 2K PU clearcoat was demonstrated outdoors after incorporation of perfluoro alcohol, especially for the cases with TEOH4 and TEOH6 under an adequate dosage. As a whole, longer fluoroalkyl chain favors the acquisition of both higher hydrophobicity, better hydrophobicity durability, and better outdoor DPUR.

CAS / MDL: 77-58-7
研究领域: 材料科学 · 表面化学
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