Article
Polymer Science
Rabia Arslan, Mehmet Atilla Tasdelen, Mehmet Arslan
Summary: This study reports a benign chemical modification method for poly(vinyl chloride) (PVC) using the Barbier reaction. By generating nucleophilic alkyl-magnesium chloride groups on the polymer backbone, the structure of PVC can be modified to improve its functionalization degree. The method is simple and can be easily adjusted to achieve the desired level of functionalization.
EUROPEAN POLYMER JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Yu-Jing Sheng, Min Su, Hang Xiao, Quan-Xi Shi, Xiao-Li Sun, Ruliang Zhang, Hongli Bao, Wen-Ming Wan
Summary: In this study, a one-pot synthesis of nonconjugated luminescent hyperbranched polymers is achieved via Barbier hyperbranching polymerization-induced emission (PIE) from an AB-type monomer. The resulting hyperbranched polytriphenylmethanols (HPTPM) exhibit tunable luminescent properties depending on the monomer structure and polymerization time.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Niels Weidmann, Rodolfo H. Nishimura, Johannes H. Harenberg, Paul Knochel
Summary: This method involves a halogen-lithium exchange reaction of (hetero)aromatic halides in the presence of various electrophiles, resulting in the formation of polyfunctional (hetero)arenes. The use of a flow set-up allows for the instant trapping of organolithiums with electrophiles, enabling the functionalization of (hetero)arenes containing highly sensitive functional groups such as esters that are not tolerated in batch conditions.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Multidisciplinary
Simon Sengupta, Philipp Schueler, Phil Liebing, Matthias Westerhausen
Summary: Magnesium and calcium are too inert to directly deprotonate amines, so alternative strategies are needed for the synthesis of bulky amides. N-bound trialkylsilyl groups have been used to facilitate metalation reactions. In situ Grignard reagent formation in THF with magnesium or calcium, hydryl halide, and imine allows the synthesis of amides with bulky silyl-free substituents. Ball milling protocols may lead to competing side reactions like aza-pinacol coupling reactions. Calcium is a better choice for in situ Grignard reagent formation and subsequent addition to imines, while heavier alkaline-earth metals strontium and barium are less selective, leading to competitive aza-pinacol coupling reactions. Solid-state molecular structures of [(Et2O)Mg(N(Ph)(CHPh2)(2)] and [(Et2O)(2)Ca(N(Ph)(CHPh2)(2)] have been determined.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Polymer Science
Dawei Lu, Xudong Zou, Liqin Ye
Summary: The disconnection approach, a widely used synthesis route, has been integral to contemporary organic chemistry for years. This article provides an introduction to constructing polymer main chains and emphasizes the importance of determining where to disconnect based on successful polymerization reactions to infer suitable monomers. By investigating specific bonds and structures in polymers, the article showcases specific linkers to inspire those involved in polymer synthesis.
POLYMERS FOR ADVANCED TECHNOLOGIES
(2023)
Article
Chemistry, Multidisciplinary
Johannes H. Harenberg, Niels Weidmann, Konstantin Karaghiosoff, Paul Knochel
Summary: The synthesis of functionalized acrylonitriles and alkenyl sulfides was successfully achieved by utilizing NaDA or NaTMP in a continuous flow setup, providing a new approach for organic synthesis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Jagadeesh Varma Nallaparaju, Tatsiana Nikonovich, Tatsiana Jarg, Danylo Merzhyievskyi, Riina Aav, Dzmitry G. Kananovich
Summary: In this study, a mechanochemical approach was used to synthesize organomagnesium halides, which overcame the low yields of the traditional method and allowed for the reaction of different organic halides with various electrophiles. This method is solvent-free, operationally simple, immune to air, and surprisingly tolerant to water and some weak Bronsted acids. Mechanistic studies revealed that mechanochemistry improves mass transfer and activates the surface of magnesium metal to facilitate the formation of transient organometallic intermediates.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Koji Kubota, Naoki Toyoshima, Daiyo Miura, Julong Jiang, Satoshi Maeda, Mingoo Jin, Hajime Ito
Summary: A novel strategy was developed to introduce a luminophore into generic polymers through mechanical stimulation, resulting in the successful incorporation of a luminophore into the polymer. This method allowed for the direct preparation of luminescent polymeric materials, potentially transforming existing commodity polymers into more valuable functional materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Polymer Science
Shaghayegh Hamzehlou, Fernando Ruiperez
Summary: This study investigates the amine exchange reaction mechanism in vitrimers using computational chemistry methods and explores the influence of acidic/basic conditions and chemical modifications on the reaction. The results highlight the significance of hydrogen bonds and molecular structure in the reaction, and propose a new approach to design vitrimers with controlled exchange kinetics through chemical modifications.
JOURNAL OF POLYMER SCIENCE
(2022)
Article
Chemistry, Physical
Fangjian Shang, Jianyong Liu, Panwang Zhou, Chaoyang Zhang
Summary: This study found that the product yield of 1-methyl-2,4,5-trinitroimidazole (MTNI) synthesis was affected by the order of group introduction, and the DFT method was used to investigate the synthesis mechanism. The results showed that the nitration reaction and methylation reaction were influenced by the order of introduction of different groups.
CHEMICAL PHYSICS LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Dong-Dong Liang, Sidharam P. Pujari, Muthusamy Subramaniam, Maarten Besten, Han Zuilhof
Summary: The SuFEx reaction between chiral di-sulfonimidoyl fluorides and diphenols is used to produce polysulfonimidates with configurational backbone chirality, allowing for the efficient synthesis of tailor-made chiral polymers with precise properties.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Chiara Dalla Valle, Francesco Sandri, Marco Zecca, Federico Rastrelli, Sandro Campestrini, Paolo Centomo
Summary: A new synthetic method for functionalizing styrenic cross-linked polymers with perfluorinated acyl chains has been reported, and the successful grafting of fluorinated moieties has been confirmed by {H-1}-C-13 and {F-19}-C-13 NMR characterizations. This type of polymer shows promise as a catalytic support for various reactions that require a highly lipophilic catalyst. Increasing the lipophilicity of the materials results in improved catalytic properties in the esterification reaction of stearic acid with methanol in a vegetable oil solution.
Review
Chemistry, Multidisciplinary
Yu-Jiao Chen, Liang-Tao Wu, Hang Xiao, Xiao-Li Sun, Wen-Ming Wan
Summary: The Barbier reaction, a classical name reaction for carbon-carbon bond formation, has been significant in organic chemistry for over 120 years. By introducing the Barbier reaction into polymer chemistry, a novel Barbier polymerization has been developed, expanding the libraries of methodology, monomers, chemical structures, and properties in polymerization, aggregation-induced emission (AIE), and non-traditional intrinsic luminescence (NTIL). This mini review focuses on the history, importance, molecular design strategies, functionalities, properties, and future outlook of Barbier polymerization, providing inspiration for scientists in different fields.
Article
Chemistry, Multidisciplinary
Louisa Rui Lin Ting, Yujie Peng, Boon Siang Yeo
Summary: The study achieved the electrocatalytic conversion of crotonaldehyde to crotyl alcohol and 1-butanol using specific catalysts, elucidating the mechanisms and structure-activity relationships and providing a new pathway for developing carbon-neutral high-value C-4 chemicals.
Article
Chemistry, Organic
Kogaku Kimura, Toyonobu Usuki
Summary: This study examined the synthesis of cnicin using the Evans syn aldol reaction, the indium-promoted diastereoselective Barbier reaction, and ring-closing metathesis (RCM). While RCM did not afford the natural form of cnicin as the major product, the synthesis of modified cnicin was achieved.
TETRAHEDRON LETTERS
(2022)
Article
Chemistry, Physical
Xiaoyun Zhang, Meng Zhang, Zhisong Zhang, Qing Li, Renqing Lv, Wei Wu
Summary: Three novel bis-Mannich bases were synthesized and evaluated for their corrosion inhibition behaviors on N80 steel in 15% HCl solution. The results showed that the inhibitors exhibited high efficiency in inhibiting corrosion, forming a compact adsorption layer on the steel surface.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Biochemistry & Molecular Biology
Hang Xiao, Tao Li, Xiao-Li Sun, Wen-Ming Wan, Hongli Bao, Qingrong Qian, Qinghua Chen
Summary: Pyrene molecules containing NBN-doped polycyclic aromatic hydrocarbons (PAHs) were synthesized through a simple and efficient intermolecular dehydration reaction. These compounds, including Pyrene-B (o-phenylenediamine) and Pyrene-B (1,8-diaminonaphthalene), exhibit varying luminescence properties. Pyrene-B (o-phenylenediamine) shows concentration-dependent luminescence and enhanced emission after grinding at solid state, while Pyrene-B (1,8-diaminonaphthalene) exhibits a turn-on type luminescence upon fluoride ion addition at lower concentration, as well as concentration-dependent stability.
Article
Chemistry, Multidisciplinary
Bo Song, Tianwen Bai, Dongming Liu, Rong Hu, Dan Lu, Anjun Qin, Jun Ling, Ben Zhong Tang
Summary: In this study, CO2-based polyesters were successfully degraded into high-value derivatives through controlled reaction conditions. The degradation process was visualized and applied in various fields such as bioimaging and waste recovery, solving the end-of-life issue of polymers.
Article
Polymer Science
Tao Li, Yu-Jing Sheng, Xiao-Li Sun, Wen-Ming Wan, Yanru Liu, Qingrong Qian, Qinghua Chen
Summary: The isosteric replacement of CC by B-N units in conjugated organic systems has attracted significant interest due to its desirable optical, electronic and sensory properties. In this study, a series of polymers with BNB-doped pi-system were synthesized and investigated for their structure, photophysical properties and metal ion detection. The polymers exhibited solvatochromic fluorescence and showed potential as metal fluorescence sensors.
Article
Chemistry, Multidisciplinary
Bin Liu, Bo Chu, Lixun Zhu, Haoke Zhang, Wang-Zhang Yuan, Zheng Zhao, Wen-Ming Wan, Xing-Hong Zhang
Summary: Clusteroluminescence (CL) materials, a class of luminescent materials with unique properties, have gained increasing attention for their theoretical significance and potential in biological applications. However, the emission mechanism remains a challenge, although through-space interaction has been proposed as a preliminary mechanism. This review summarizes the current understanding of CL materials and discusses strategies to achieve high quantum yield and adjustable emission color. The review also provides a perspective on the mechanism and application of CL materials, inspiring researchers in the development of new functional materials.
CHINESE CHEMICAL LETTERS
(2023)
Article
Polymer Science
Min Su, Meng-Qin Pu, Hang Xiao, Yu-Jiao Chen, Tao Li, Quan-Xi Shi, Yu-Jing Sheng, Hongli Bao, Wen-Ming Wan
Summary: This study demonstrates an intriguing new polymerization reaction, turbo-Grignard reagent mediated polymerization, which allows for the polymerization of styrene with narrow molecular weight distribution. It exhibits all-in-one characteristics of covalent-anionic-radical polymerization and shows compatibility with reactive hydrogen under mild conditions.
Article
Polymer Science
Hang Xiao, Quan-Xi Shi, Min Su, Xiao-Li Sun, Hongli Bao, Wen-Ming Wan
Summary: This study demonstrates a one-pot strategy for the molecular design of stimuli-responsive opposite emission/absorption polymer material with unique properties. The nontraditional intrinsic luminescence in the visible region is achieved through reversible addition-fragmentation chain transfer polymerization-induced emission (PIE) of a specific moiety. The opposite emission/absorption properties are derived from the carbocation-quinoid mechanism, enabling fluorescence encryption capability. This work provides a proof of concept for a novel polymer material that might inspire different fields.
Review
Chemistry, Multidisciplinary
Yu-Jiao Chen, Liang-Tao Wu, Hang Xiao, Xiao-Li Sun, Wen-Ming Wan
Summary: The Barbier reaction, a classical name reaction for carbon-carbon bond formation, has been significant in organic chemistry for over 120 years. By introducing the Barbier reaction into polymer chemistry, a novel Barbier polymerization has been developed, expanding the libraries of methodology, monomers, chemical structures, and properties in polymerization, aggregation-induced emission (AIE), and non-traditional intrinsic luminescence (NTIL). This mini review focuses on the history, importance, molecular design strategies, functionalities, properties, and future outlook of Barbier polymerization, providing inspiration for scientists in different fields.
Article
Chemistry, Multidisciplinary
X. Xiao, S. Yang, T. E, Y. Li
Summary: In this study, a photocatalyst (TiO2-Bi2Ti2O7-600℃) with double Z-scheme heterojunctions was successfully synthesized by growing mixed crystalline phase TiO2 on the surface of Bi2Ti2O7. The photo-ferroelectricity of Bi2Ti2O7 enhanced the carrier separation efficiency of the heterojunctions, while the interface-fused TiO2/Bi2Ti2O7 provided stability for carrier transport. Oxygen vacancies mainly existed in Bi-O structural units provided by Bi2Ti2O7, and the carrier separation efficiency of the double Z-scheme heterojunctions was significantly higher than that of the single Z-scheme heterojunctions. TiO2-Bi2Ti2O7-600℃ showed complete degradation of Rh-B (10 mg/L) in aqueous environment within 80 min, opening a new avenue for the design of new-generation photocatalysts in environmental wastewater applications.
MATERIALS TODAY CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yu-Jiao Chen, Liang-Tao Wu, Tai-An Li, Meng-Qin Pu, Xiao-Li Sun, Hongli Bao, Wen-Ming Wan
Summary: A novel Ketyl Mediated Polymerization (KMP) is developed by introducing ketyl radical anion species, which enables radical polymerization at the carbon radical site and anionic ring-opening polymerization at the oxygen anion site. Through KMP, organic synthesis and polymerization can be achieved simultaneously in one pot, resulting in the successful preparation of small molecules and polymers with low molecular weight distribution. This work expands the reaction mode and method libraries of organic chemistry and polymer chemistry, saving time, labor, resources, and energy.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yu-Jiao Chen, Meng-Qin Pu, Liang-Tao Wu, Xiao-Li Sun, Wen-Ming Wan
Summary: This study successfully demonstrated the nucleophilic substitution polymerization of 1,3-dicarbonyl compounds and showed the advantages of this method, such as faster reaction rates and milder reaction conditions. Additionally, it was found that this polymerization exhibits polymerization-induced emission characteristics, and nonconjugated polymers showed aggregation-induced emission dependent on their chemical structure. This work expands the libraries of monomers, methods, chemical structures, and properties in polymer chemistry, and may inspire advancements in polymerization methodology, polymerization-induced emission, aggregation-induced emission, and non-traditional intrinsic luminescence.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Polymer Science
Hong Xue, De-Shan Li, Hua-Wen Cai, Xiao-Li Sun, Wen-Ming Wan
Summary: Nontraditional intrinsic luminescent (NTIL) polymers are a new class of luminescent polymer materials. In this study, a series of aggregation-induced emission (AIE) type NTIL polymers were successfully synthesized through reversible addition-fragmentation chain transfer (RAFT) polymerization-induced emission (PIE). The triphenylmethyl azide moiety was found to be a novel PIE luminogen for the molecular design of NTIL polymers. These NTIL polymers showed potential applications in explosive detection and luminescence energy transfer.
Article
Chemistry, Multidisciplinary
M. Su, H. Xiao, Q. X. Shi, Y. J. Sheng, D. L. Li, W. M. Wan
Summary: This study demonstrates a strategy using N,N-dimethyl-triarylmethanol to design emission/absorption opposite materials with aggregation-induced emission, amorphization-induced emission, and multiresponsive behaviors. These materials show responsive properties towards various stimuli including strong acid, weak acid, water, alcohol, and C-H acids. The study also presents further applications in encryption and detection of carbonyl compounds, providing inspiration for different research areas.
MATERIALS TODAY CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yue Cheng, Yue-Dang Xia, Yi-Qing Sun, Yong Wang, Xue-Bo Yin
Summary: This study reports a single nanozyme with three-in-one functions for tumor therapy. By using metastable Cu2O nanoparticles as scaffolds and anchoring Au-Pt nanozyme on them, and then encapsulating the nanozyme with a metal-organic framework (MOF) for tumor microenvironment response and protein adsorption shielding, cascade catalytic chemodynamic therapy (CDT) is achieved by regulating the acidity and glutathione levels in the tumor.
ADVANCED MATERIALS
(2023)
Article
Polymer Science
Meng-Qin Pu, Min Su, Yu-Jiao Chen, Xiao-Li Sun, Wen-Ming Wan
Summary: This study demonstrates the compatibility of Barbier covalent-anionic-radical polymerization (CARP) with air and divinylbenzene (DVB). Narrow distributed polystyrenes with D as low as 1.09 are successfully prepared under mild conditions in air. Additionally, poly(para-divinylbenzene) with D of 1.29, which exhibits versatile postpolymerization modification properties, can be prepared using Barbier CARP of DVB. This work expands the method library for the preparation of polymers with low D without requiring rigorous conditions.
