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ACS Omega · 2023 · IF 4.1

Point-to-Point Efficient Grafting Improved Compatibility of Boron-Based Fuel-Rich Propellants

Jie Liu,Deqi Wang,Guozhen Xu,Fengsheng Li

Due to the high mass calorific value, boron powder is widely used in energetic material systems such as solid propellants and ignition powders. Especially, boron powder has very broad application prospects in the field of fuel-rich propellants. However, due to the cross-linking reaction between the boric acid contained on the surface of boron powder and an adhesive called hydroxylated polybutadiene (HTPB), the viscosity of the propellant mixture system increases sharply, which seriously affects the preparation of the propellant. In this paper, “click chemistry” is intended to be used to graft the functional groups on the surface of boron powder to reduce the viscosity of the boron powder and HTPB in the initial mixing stage. In addition, a rheometer was used to test the viscosity of the boron powder and the HTPB system. The test results showed that compared to the viscosity of the raw boron powder system at 24.1 Pa·s, the mixing termination viscosity of the grafted sample was 17.1 Pa·s, a decrease of 29.0%.

研究领域: 材料科学 · 化学工程
✓ 已验证 DOI 高影响因子
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Polymers · 2022 ·Vol. 14 ·期 7 ·1426 · IF 4.967

Preparation of Stable POSS-Based Superhydrophobic Textiles Using Thiol–Ene Click Chemistry

Baoliang Wang,Lili Xing,Tieling Xing,Guoqiang Chen

In this study, a superhydrophobic fabric was synthesized by modifying the fiber’s surface with dopamine-containing hydroxyl functional groups. Furthermore, we introduced mercapto-based functional groups by the hydrolysis of mercaptopropylmethyldimethoxysilane (MPMDS) and finally grafted POSS and mercaptans using a thiol–ene click reaction. These processes generated a superhydrophobic fabric with a static contact and a sliding angle of 162° and 8°, respectively. The superhydrophobic fabric’s compact and regular micro-nano rough structure based on POSS and mercaptans provides stable fastness and durability, as well as high resistance to organic solvents, acid–base environments, mechanical abrasion, UV rays, and washing. Moreover, it can be used for self-cleaning and oil–water separation, and it has a wide range of applications in the coating industry.Keywords:dopamine;click chemistry;POSS;oil–water separation

研究领域: 材料科学 · 纺织工程 · 表面化学
✓ 已验证 DOI PubMed 高影响因子
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mAbs · 2018 · IF 5.165

N-terminal α-amino group modification of antibodies using a site-selective click chemistry method

De-zhi Li,Bing-nan Han,Rui Wei,Gui-yang Yao,Zhizhen Chen,Jie Liu,Terence C.W. Poon,Wu Su,Zhongyu Zhu,Dimiter S. Dimitrov,Qi Zhao

Site-specific conjugation of small molecules to antibody molecules is a promising strategy for generation of antibody-drug conjugates. In this report, we describe the successful synthesis of a novel bifunctional molecule, 6-(azidomethyl)-2-pyridinecarboxyaldehyde (6-AM-2-PCA), which was used for conjugation of small molecules to peptides and antibodies. We demonstrated that 6-AM-2-PCA selectively reacted with N-terminal amino groups of peptides and antibodies. In addition, the azide group of 6-AM-2-PCA enabled copper-free click chemistry coupling with dibenzocyclooctyne-containing reagents. Bifunctional 6-AM-2-PCA mediated site-specific conjugation without requiring genetic engineering of peptides or antibodies. A key advantage of 6-AM-2-PCA as a conjugation reagent is its ability to modify proteins in a single step under physiological conditions that are sufficiently moderate to retain protein function. Therefore, this new click chemistry-based method could be a useful complement to other conjugation methods.

CAS / MDL: 76-05-1
研究领域: 化学 · 生物化学 · 药学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MOLECULES · 2022 ·Vol. 27 ·期 15 ·5006 · IF 4.927

Optical Properties of New Third-Order Nonlinear Materials Modified by Click Chemistry

Yuzhen Zhao,Zhenhua Li,Qing Li,Yang Zhao,Ruijuan Yao,Cheng Ma,Yongming Zhang,Dong Wang

A high-yielding click reaction was used to synthesize a series of highly conjugated, symmetrical, as well as asymmetrical compounds with a benzene core. Cyclic voltammetry and ultraviolet/visible absorption spectroscopy were carried out, and proved that the side groups of the benzene derivatives played an important role in the energy gaps, and affected the third-order non-linear optical response. The maximum absorption wavelength of the series of benzene derivatives showed an obvious red-shift. Moreover, the addition of resilient electron-withdrawing groups significantly narrowed the energy levels as compared with precursors. The third-order nonlinear properties of this benzene derivative were tested by the Z-scan technique. The expected properties of this series of molecules were obtained, and it was found that the series of molecules undergoes a transition from reverse saturable absorption to saturable absorption, which has certain reference significance for a nonlinear optical field.Keywords:third-order nonlinear;click chemistry;optical properties

研究领域: 材料科学 · 光学
✓ 已验证 DOI PubMed 高影响因子
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NEW JOURNAL OF CHEMISTRY · 2024 · IF 2.7

Visualization of flax cell wall lignification using a novel click chemistry analogue of sinapyl alcohol

Haitao Yang,Wei Liu,Zhiyuan Sun,Lan Yao

Lignin is a crucial component of plant cell walls, supporting plant growth by providing mechanical strength, aiding water transport, and enhancing resistance to pathogens. Despite extensive research on lignin biosynthesis as a renewable resource, understanding the transport and deposition of its monomers remains challenging. In this study, a novel precursor monomer was designed, SALK (alkyne-tagged sinapyl alcohol surrogate), for tracking and localizing lignin in flax cells, aiming to explore the in vivo lignification process. First, dehydrogenation polymer (DHP) of SALK was synthesized and successfully verified its biocompatibility. After click chemistry to label fluorescent dyes, incorporation of novel lignin monomers during the polymerization process was detected and imaged successfully. The results indicated that the chemical reporter could provide detailed localization information during polymerization. It was found that lignification in the bast fibers (R) cells and fiber tracheids (FT) cells of flax was different. FT cells closer to the pith showed higher maturity and lower lignification degree. While R cells, regardless of their proximity to the pith, show a relatively consistent lignification trend. At the single-cell level, lignin deposition initiates at cell corners and the middle lamella, followed by secondary cell wall, with the highest lignin content in the secondary wall of mature cells. The results of this work reveal the potential of chemical reporters in providing detailed insights into the in vivo lignification process, advancing the technology for studying the formation and function of plant cell walls.

研究领域: 植物学 · 分子生物学
✓ 已验证 DOI 高影响因子
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JOURNAL OF POLYMER RESEARCH · 2016 ·Vol. 23 ·期 12 ·1-8 · IF 1.969

A simple, efficient and metal-free route to amphiphilic triblock copolymers containing PDMS and PEG segments: synthesis, characterization and self-assembly in aqueous media

Kong Zhineng,Wu Wenting,Yan Jing,Wu Baoying,Zhou Yan,Du Wenqi,Qi Zhengjian

Amphiphilic triblock copolymers containing PDMS and PEG segments were synthesized here by metal-free click chemistry. The structures of PEG-b-PDMS-b-PEG copolymers were characterized through FT-IR, 1 H NMR and GPC. The synthesis procedures of copolymers were carried out under benign conditions without any metal participation. And the self-assembly properties were discussed by fluorescent probe, DLS and TEM result in a lower critical aggregation concentration (CAC), nanoparticles size ranging from 127 nm to 172 nm and formulation of vesicle-like nanoparticles, respectively. Additionally, TGA shows that copolymers exhibits good thermal stability.

研究领域: 材料科学 · 化学工程 · 纳米技术
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ACS Applied Materials & Interfaces · 2011 · IF 2.925

Hepta(3,3,3-trifluoropropyl) Polyhedral Oligomeric Silsesquioxane-capped Poly(N-isopropylacrylamide) Telechelics: Synthesis and Behavior of Physical Hydrogels

Lei Wang,Ke Zeng,Sixun Zheng

Hepta(3,3,3-trifluoropropyl) polyhedral oligomeric silsesquioxane (POSS)-capped poly(N-isopropylacrylamide) (PNIPAAm) telechelics with variable lengths of PNIPAAm midblocks were synthesized by the combination of reversible addition−fragmentation chain transfer polymerization (RAFT) and the copper-catalyzed Huisgen 1,3-cycloaddition (i.e., click chemistry). The POSS-capped trithiocarbonate was synthesized and used as the chain transfer agent for the RAFT polymerization of N-isopropylacrylamide. The organic−inorganic amphiphilic telechelics were characterized by means of nuclear magnetic resonance spectroscopy (NMR) and gel permeation chromatography (GPC). Atomic force microscopy (AFM) shows that all the POSS-capped PNIPAAm telechelics exhibited microphase-separated morphologies, in which the POSS terminal groups were self-assembled into the microdomains and dispersed into the continuous PNIPAAm matrices. The POSS nanodomains could behave as the physical cross-linking sites and as a result the physical hydrogels were formed while these POSS-capped PNIPAAm telechelics were subjected to the solubility tests with water. These physical hydrogels possessed well-defined volume phase transition phenomena and displayed rapid reswelling and deswelling thermoresponsive behavior compared to control PNIPAAm hydrogel.

研究领域: 材料科学 · 高分子化学
✓ 已验证 DOI PubMed 高影响因子
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Polymer Chemistry · 2013 ·Vol. 5 ·期 2 ·607-613 · IF 5.231

One-step synthesis of polypyrazoles and self-assembled polypyrazole–copper catalysts for click chemistry

Longqiang Xiao,Shaojun Cai,Qingye Liu,Liqiong Liao,Xin Guo,Yan Li,Xiangxiang Jia,Feifei Li,Lijian Liu

Polypyrazoles with molecular weights in the range of 6500–9300 g mol−1 and yields in the range of 71.4–82.5% were synthesized successfully by catalyst-free 1,3-dipolar cycloaddition of bisdiazo compounds to bisalkynes under thermal conditions and lost merely 5% of their weights at temperatures higher than 298 °C. The porous polypyrazole–copper complex with pore diameters in the range of 1–2 μm was prepared by the coordination of polypyrazole and copper sulfate (CuSO4), which is a reusable catalyst for the Huisgen 1,3-diploar cycloaddition of alkynes and organic azides to give the corresponding triazoles with yields over 90%.

研究领域: 有机化学 · 材料科学 · 催化化学
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2017 ·Vol. 409 ·期 27 ·6421-6427 · IF 3.431

Click chemistry-mediated cyclic cleavage of metal ion-dependent DNAzymes for amplified and colorimetric detection of human serum copper (II)

Li Daxiu,Xie Jiaqing,Zhou Wenjiao,Jiang Bingying,Yuan Ruo,Xiang Yun

The determination of the level of Cu 2+ plays important roles in disease diagnosis and environmental monitoring. By coupling Cu + -catalyzed click chemistry and metal ion-dependent DNAzyme cyclic amplification, we have developed a convenient and sensitive colorimetric sensing method for the detection of Cu 2+ in human serums. The target Cu 2+ can be reduced by ascorbate to form Cu + , which catalyzes the azide-alkyne cycloaddition between the azide- and alkyne-modified DNAs to form Mg 2+ -dependent DNAzymes. Subsequently, the Mg 2+ ions catalyze the cleavage of the hairpin DNA substrate sequences of the DNAzymes and trigger cyclic generation of a large number of free G-quadruplex sequences, which bind hemin to form the G-quadruplex/hemin artificial peroxidase to cause significant color transition of the sensing solution for sensitive colorimetric detection of Cu 2+ . This method shows a dynamic range of 5 to 500 nM and a detection limit of 2 nM for Cu 2+ detection. Besides, the level of Cu 2+ in human serums can also be determined by using this sensing approach. With the advantages of simplicity and high sensitivity, such sensing method thus holds great potential for on-site determination of Cu 2+ in different samples. Sensitive colorimetric detection of copper (II) by coupling click chemistry with metal ion-dependentDNAzymes

研究领域: 生物化学 · 分析化学
✓ 已验证 DOI PubMed 高影响因子
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Journal of Natural Fibers · 2021 · IF 5.323

Click-based Chemical Modification of Cotton Fabric and Its Oil/Water Separation Application

Xu Meng,YANYAN Dong,WEISHOU Tan,YINGCHAO Xia,Liping Liang

The cotton fabric is esterified with a carboxylic acid (4-azidobenzoic acid) having an azide group to obtain a cotton fabric with an azide group on the surface. Then, the hydrophobic group-containing substance (1-heptyne) was modified on the surface of the cotton fabric through click chemistry, and a cotton fabric with super-hydrophobic and super-lipophilic properties was prepared. Scanning electron microscope (SEM), Fourier transform infrared spectrometer (FTIR), thermogravimetric/differential thermal analyzer (TG), and contact angle measuring instrument were used to characterize the surface morphology and hydrophobicity of the cotton fabric. The effect of pore size on the efficiency of oil-water separation was explored. The results show that the prepared cotton fabric has super-hydrophobic and super-lipophilic properties with a contact angle of up to 154.1°, and it has been successfully applied to oil/water separation. Even for different oil/water mixtures, the separation efficiency was better than 94% on average. The large pore size is beneficial to improve the efficiency of oil-water separation.

研究领域: 材料科学 · 纺织工程 · 化学工程
✓ 已验证 DOI 高影响因子
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BIOMACROMOLECULES · 2020 · IF 6.092

Click-Chemistry Approach toward Antibacterial and Degradable Hybrid Hydrogels Based on Octa-Betaine Ester Polyhedral Oligomeric Silsesquioxane

Jin Han,Qinyue Chen,Yupeng Shen,Zhixiong Liu,Xiaoyu Hao,Mingqiang Zhong,Zhengping Zhao,Michael R. Bockstaller

An efficient process for the synthesis of degradable hydrogels containing octa-betaine ester polyhedral oligomeric silsesquioxane (POSS) through efficient thiol–ene and Menschutkin click reactions was developed. The hydrogels exhibited a yield strength of 0.36 MPa and a compressive modulus of 4.38 MPa and displayed excellent flexibility as well as torsion resistance. Antibacterial efficacy of hydrogels (and degradation products) was evaluated using Escherichia coli (Gram-negative) and Staphylococcus aureus (Gram-positive). Efficacy was found to increase with the concentration of cetyl chloroacetate (CCA) in the hydrogel network, reaching 93% and 99% for Escherichia coli and Staphylococcus aureus, respectively. Degradation of hydrogels was observed in weak alkali conditions (pH = 8) and at physiological conditions (pH = 7.4). The degradation time of the hydrogels could be finely tuned by variation of the CCA content in the hydrogel and environmental stimulus. The tunable degradation behavior under physiological conditions combined with high antibacterial efficacy could render the presented materials interesting for tissue engineering applications.

CAS / MDL: 1122-58-3 36653-82-4
研究领域: 材料科学 · 生物医学工程
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MOLECULES · 2020 ·Vol. 25 ·期 8 ·1988 · IF 3.267

Mechanical and Thermal Properties of Polyether Polytriazole Elastomers Formed by Click-Chemical Reaction Curing Glycidyl Azide Polymer

Liming He,Jun Zhou,Yutao Wang,Zhongliang Ma,Chunlin Chen

Energetic binders are a research hot-spot, and much emphasis has been placed on their mechanical properties. In this study, propargyl-terminated ethylene oxide-tetrahydrofuran copolymer (PTPET) was synthesized. Then, PTPET and low-molecular-weight ester-terminated glycidyl azide polymer (GAP) were reacted by the click reaction without using catalysts to obtain a polyether polytriazole elastomer. Through tensile tests, where R = 0.5, the tensile strength reached 0.332 MPa, with an elongation at break of 897.1%. Swelling tests were used to measure the cross-linked network and showed that the cross-linked network regularity was reduced as R increased. The same conclusions were confirmed by dynamic mechanical analysis (DMA). In DMA curves, Tg was around −70 to −65 °C, and a small amount of crystallization appeared at between −50 and −30 °C, because locally ordered structures were also present in random copolymers, thereby forming localized crystals. Their thermal performance was tested by Differential Scanning Calorimeter (DSC) and Thermal Gravimetric Analyzer (TG), and the main mass loss occurred at around 350 to 450 °C, which meant that they were stable. In conclusion, the polyether polytriazole elastomer can be used as a binder in a composite propellant.Keywords:click chemical reaction;PTPET;GAP;polytriazole;thermo-mechanical properties

CAS / MDL: 865-47-4
研究领域: 材料科学 · 化学工程
✓ 已验证 产品关联 DOI PubMed 高影响因子
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