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Multicomponent polymerization of elemental sulfur,difluoromethylene phosphobetaine and aryl silyl ethers toward aromatic poly(O,O′-monothiocarbonate)s

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Science China Chemistry 2025年

作者： Yongjiang Yu rongrong hu Ben Zhong Tang State Key Laboratory of Luminescent Materials and Devices Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates South China University of Technology School of Science and Engineering Shenzhen Institute of Aggregate Science and Technology The Chinese University of Hong Kong AIE Institute

Polythiocarbonates with similar structures to polycarbonates, have emerged as a group of promising sulfur-containing polymers with a range of practical applications, taking advantages of their excellent optical properties, good thermal stability and filmforming ability, and so on. However, the synthesis of polythiocarbonates generally suffered from mixed isomeric structures of repeating units, and hazardous sulfur-containing reagents. In this work, an efficient multicomponent reaction of elemental sulfur,difluoromethylene phosphobetaine（PDFA）, and aryl silyl ethers was designed with the assistance of organic base 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene（MTBD） to produce 12 kinds of O,O′-monothiocarbonate compounds in up to 93% yields,taking advantages of the unique chemical property of difluorocarbene, and the deprotection of silyl group by F-generated from PDFA. Most importantly, the MTBD-assisted multicomponent polymerization of bis（aryl silyl ether）s, elemental sulfur, and PDFA was developed, affording 12 kinds of poly（O,O′-monothiocarbonate）s with well-defined structures, high Mws of up to16900 g/mol and high yields（up to 99%）. These poly（O,O′-monothiocarbonate）s possessed good film-forming properties and thermal stability, high light refractive indices and transmittance. The facile synthesis of these polymonothiocarbonates might pave the way for the development of promising sulfur-containing polymer materials.

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Aggregation-induced Emission-active Hyperbranched Poly (tetrahydropyrimidine)s Synthesized from Multicomponent Tandem Polymerization

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Chinese Journal of Polymer Science 2019年第4期37卷 428-436,I0008页

作者： Yuzhang huang Ping Chen Bo Wei rongrong hu Ben Zhong Tang State Key Laboratory of Luminescent Materials and Devices Center for Aggregation-Induced EmissionSouth China University of Technology Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionThe Hong Kong University of Science & Technology

Hyperbranched polymer with highly branched three-dimensional topological structure, a large number of end groups, and multifaceted functionalities have gained much attention, while polymers with aggregation-induced emission(AIE) properties become a group of popular luminescent materials recently. The design and synthesis of AIE-active hyperbranched polymers, which combine the advantages of these two types of materials, are attractive but challenging. In this work, four hyperbranched poly(tetrahydropyrimidine)s were synthesized from the metal-free room temperature multicomponent tandem polymerization of diester group-activated internal alkyne,polyfunctional aromatic amines, and formaldehyde in methanol under the catalysis of acetic acid. Through different monomer combination and controlling the monomer loading order, hyperbranched polymers with various topological structures as well as sequences of different functional groups in the polymer backbone were obtained with high molecular weights(up to 3.0 × 10~4 g/mol) in high yields(up to 98%). The hyperbranched poly(tetrahydropyrimidine) emitted faintly in solution, while its luminescence was notably enhanced in the aggregated state, suggesting its typical aggregation-induced emission property. It is anticipated that the multicomponent polymerization may provide a synthetic platform for the construction of hyperbranched polyheterocycles with diverse structures and functionalities.

关键词： Hyperbranched polymer Multicomponent tandem polymerization Aggregation-induced emission Polyheterocycle

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Self-healing hyperbranched polytriazoles prepared by metal-free click polymerization of propiolate and azide monomers

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Science China Chemistry 2016年第12期59卷 1554-1560页

作者： Xin Wang rongrong hu Zujin Zhao Anjun Qin Ben Zhong Tang Guangdong Innovative Research Team State Key Laboratory of Luminescent Materials and Devices South China University of Technology Department of Chemistry Hong Kong Branch of National Engineering Research Center for Tissue Restoration & ReconstructionThe Hong Kong University of Science & Technology Clear Water Bay

The last decade has witnessed the quick develop of self-healing materials. As a newborn strategy, the alternative of irreversible covalent bond formation is, however, to be further developed. In this paper, self-healing hyperbranched poly(aroxycarbonyltriazole)based on such mechanism were prepared by our developed metal-free click polymerization of simplified dipropiolate and triazide. Thanks to their excellent processability and film-forming ability, high quality homogeneous films free from defects were obtained by casting. The cut films could be healed by stacking or pressing the halves together at room temperature and elevated temperature. Thus, this design concept for self-healing materials should be generally applicable to other hyperbranched polymers with reactive groups on their peripheries.

关键词： self-healing hyperbranched polytriazole metal-free click polymerization film

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Multicomponent Tandem Polymerization of Aromatic Alkynes, Carbonyl Chloride, and Fischer's Base toward Poly(diene merocyanine)s

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Chinese Journal of Chemistry 2019年第12期37卷 1264-1270页

作者： Xiaojuan Tang Lihui Zhang rongrong hu Ben Zhong Tang State Key Laboratory of Luminescent Materials and Devices Center for Aggregation-Induced EmissionSouth China University of TechnologyGuangzhouGuangdong 510640China Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Centre for Tissue Restoration and ReconstructionThe Hong Kong University of Science and TechnologyClear Water BayKowloonHong KongChina

Summary of main observation and conclusion Multicomponent polymerization(MCP)is a popular tool to construct polymers with diverse structure,simple operation,and high efficiency,which faces the challenges of limited product *** tandem polymerization(MCTP),combining two or multiple reactions in a one-pot fashion,could expand the scope of MCP and enrich the polymer ***,a one-pot three-component tandem polymerization of diynes,carbonyl chloride,and Fischer's base has been developed to afford conjugated poly(diene merocyanine)s with mild condition,satisfactory molecular weights(Mw up to 10900 g/mol)and yields(up to 81%).The polymers enjoy good solubility and high thermal *** unique emission behavior of the model compound and polymer show that they are aggregation-induced emission(AIE)-active,suggesting that the diene merocyanine moiety is a potential *** MCTP shows great potential in the preparation of functional polymer materials,which could build new AlE functional units directly from the polymerization,demonstrating its synthetic simplicity and elegance.

关键词： stability. cyanine polymerization

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Functional Hyperbranched Polythioamides Synthesized from Catalyst-free Multicomponent Polymerization of Elemental Sulfur

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Chinese Journal of Chemistry 2022年第6期40卷 725-733页

作者： Shangrun Liu Fengting Li Wenxia Cao rongrong hu Ben Zhong Tang State Key Laboratory of Luminescent Materials and Devices Guangdong Provincial Key Laboratory of Luminescence from Molecular AggregatesSouth China University of TechnologyGuangzhouGuangdong 510640China Shenzhen Institute of Molecular Aggregate Science and Engineering School of Science and EngineeringThe Chinese University of Hong KongShenzhen CityGuangdong 518172China AIE Institute GuangzhouGuangdong 510530China Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction The Hong Kong University of Science&TechnologyClear Water BayKowloonHong KongChina

Hyperbranched polymers with unique topological structures,large number of branching sites and terminal groups have attracted much attention,and are expected to possess advanced functionalities compared with their linear polymer *** devel-opment of hyperbranched polymers is hence highly desired but challenging,especially for sulfur-containing polymers which are at-tractive metal absorbents,optical materials,dielectric materials,and self-healing *** this work,six hyperbranched polythi-oamides with various topological structures,well-defined repeating units,satisfying yields(up to 99%),and high molecular weights(up to 101400 g/mol)were successfully designed and synthesized from the catalyst-free multicomponent polymerization of ele-mental sulfur,aromatic alkynes and aliphatic amines,through different monomer combination strategies based on the designed three-or four-functional alkyne and amine *** hyperbranched polythioamides possess unique luminescence property,and strong affinity toward Hg^(2+),which can be utilized in the fluorescence detection of Hg^(2+),as well as mercury removal from aque-ous solutions with high efficiency of 99.99%and low mercury residue of 0.1 *** polythioamides with unique struc-tures may be developed to a group of fascinating materials and find their potential applications as metal absorbents and optoelec-tronic materials.

关键词： Hyperbranched polymer Polythioamide Polymerization Sulfur Mercury

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Red fluorescent siloles with aggregation-enhanced emission characteristics

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Science China Chemistry 2016年第6期59卷 699-706,711+706页

作者： Bin Chen Han Nie rongrong hu Anjun Qin Zujin Zhao Ben-Zhong Tang State Key Laboratory of Luminescent Materials and Devices South China University of Technology Guangzhou 510640 China Department of Chemistry Hong Kong University of Science & Technology Kowloon Hong Kong China Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction Hong Kong China

A series of new red fluorescent siloles consisting of a silole core and dimesitylboranyl substituent connected with a furan, thiophene, and selenophene bridges were synthesized and characterized. The optical properties, electronic structures, and electroluminescence （EL） performances were investigated. The emission wavelengths were red-shifted from the siloles with furan, to those with thiophene, and then selenophene. The thiophene, and selenophene-containing siloles, （MesB）2DTTPS, and （MesB）zDSTPS, showed the typical aggregation-enhanced emission （AEE） feature, while furan-containing one, （MesB）2DFTPS, showed slight emission decrease as the aggregate formation. Theoretical calculations were carried out to explain the difference in the optical properties. Undoped OLEDs using these red siloles as light-emitting layers were fabricated. The device of （MesB）2DTTPS exhibited the best performance. It radiated red EL emission at 589 nm, and afforded good maximum luminance, current, power, and external quantum efficiency of 13300 cd m^-2, 4.3 cd A^-1, 2.9 lm W^-1, and 1.8%, respectively.

关键词： silole organoboron aggregation-enhanced emission red fluorescence organic light-emitting diodes

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Palaeoclimate of the Paleogene Dongying Formation in Bozhong Sag of Bohai Bay Basin

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Petroleum Research 2021年第4期6卷 368-378页

作者： Juan Zhang Chenchen Wang Jingmin Wang Linbo wang Yunqian Jia rongrong hu College of Earth Sciences Yangtze UniversityWuhan430100HubeiChina Laboratory of Reservoir Microstructure Evolution and Digital Characterization Wuhan430100HubeiChina Cooperative Innovation Center of Unconventional Oil and Gas Yangtze UniversityWuhan430100China School of Petroleum Engineering Yangtze UniversityWuhan430100China

It was showed that the sedimentary environment of lacustrine basins is more susceptible to basin size than that of marine basins,leading to frequent changes in sedimentary environment and large differences in sediment supply and *** on the comprehensive analysis of clay minerals,spore pollen,major elements and trace elements,the sedimentary environment of Dongying Formation and its evolution in Bozhong Sag were *** results showed that during the sedimentary period of Dongying Formation,the study area was in a subtropical warm and humid climate as a *** addition,the vertical distribution of spore pollen and algae was divided into four zones and each one represents different sedimentary *** zone I is characterized by a large number of spore pollen and algae,including juglanspollenites verus,ulmipollemites minor,abietineaepollenites and pinuspollenites,taxodiaceaepollenites hiatus,leiosphaeridia and granodiscus,and it indicates a relatively hot and dry climatic;Combination zone II mainly contains juglanspollenites verus,ulmipollemites minor,abietineaepollenites and pinuspollenites,pediastrum and *** with I,the number of spore pollen and algae decreases,but the number of pediastrum increases a lot,which represents warm and humid *** combination zone III is dominated by abietineaepollenites and pinuspollenites and chaetosphaeridium,and the species and quantity decrease *** indicates a relatively hot and humid climate at that *** zone IV contains a small amount of spore pollen and algae,and it means the climate was warm and humid at that *** frequent changes of sedimentary environment in lacustrine basins are influenceded by regional tectonic environment and basin *** S/A and E-T parameters,the paleoclimate in the study area was delineated and 10 sedimentary environment interfaces were identified,which further illustrated the characteristics of frequent fluctuati

关键词： Clastic rocks Spore pollen assemblage zone Sedimentary environment Bozhong sag Lacustrine basin

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A Silole-Based Efficient Electroluminescent Material with Good Electron-Transporting Potential

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Chinese Journal of Chemistry 2015年第8期33卷 842-846页

作者： Changyun QuanI Han Nie rongrong hu Anjun Qin Zujin Zhao Ben Zhong Tang Guangdong Innovative Research Team State Key Laboratory of Luminescent Materials andDevices South China University of Technology Gt4angzhou 510640 China Department of Chemistry The Hong Kong University of Seience & Technology Clear Water Bay Kowloon Hong Kong China

A new silole derivative, 2,5-bis（7-（dimesitylboranyl）-9,9-dimethylfluoren-2-yl）- 1 -methyl- 1,3,4-triphenylsilole （（MesBF）2MTPS）, is synthesized and characterized. （MesBF）2MTPS shows a good fluorescence efficiency of 15% in THF solution and a higher efficiency of 86% in solid film, presenting an aggregation-enhanced emission charac- teristic. It is thermally and morphologically stable, with high decomposition and glass-transition temperatures of 257 and 171 ℃, respectively. The LUMO energy level （-2.96 eV） of （MesBF）zMTPS is lower than that of TPBi, revealing its electron-transporting potential. Efficient organic light-emitting diodes （OLEDs） are fabricated using （MesBF）2MTPS as emitter, which radiates yellow light at 554 nm, and affords high maximum luminance, current efficiency, and external quantum efficiency of 48348 cd·m^-2, 12.3 cd·A^-1, and 4.1%, respectively.

关键词： silole aggregation-enhanced emission electroluminescence electron transporter organic light-emitting diodes

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Multistimuli-Responsive Luminescent Porous Organic Polymers with Chiroptical Properties and Acid-Induced Degradation

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Chinese Journal of Chemistry 2024年第16期42卷 1886-1894页

作者： Youling He Dongyang Fan Liang Zhang Dong Wang Ting Han rongrong hu Ben Zhong Tang Center for AIE Research Shenzhen Key Laboratory of Polymer Science and TechnologyGuangdong Research Center for Interfacial Engineering of Functional MaterialsCollege of Materials Science and EngineeringShenzhen UniversityShenzhenGuangdong 518060China College of Physics and Optoelectronic Engineering Shenzhen UniversityShenzhenGuangdong 518060China Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionThe Hong Kong University of Science and TechnologyClear Water BayKowloonHong Kong999077China State Key Laboratory of Luminescent Materials and Devices Guangdong Provincial Key Laboratory of Luminescence from Molecular AggregatesSouth China Universityof TechnologyGuangzhouGuangdong 510640China School of Science and Engineering Shenzhen Institute of Aggregate Science and TechnologyThe Chinese University of Hong KongShenzhen(CUHK-Shenzhen)Guangdong 518172China

Porous organic polymers(POPs)have attracted great attention in past *** diverse functional POPs have been developed,multistimuli-responsive POPs with excellent aggregate-state luminescence together with good chiroptical properties have rarely been ***,two pairs of Salen-type enantiomeric PoPs with multistimuli-responsive luminescence and chiral features were designed and synthesized by facile polycondensation reactions between polyfunctional aggregation-induced emission luminogen(AlEgen)-containing salicylaldehyde derivatives and chiral *** Salen units in polymer backbones as tetradentate ligands,a series of POP-metal complexes were further *** obtained POPs and metal complexes show good porosity,high thermal stability,and obvious circular dichroism ***,benefiting from the coexistence of AlEgen and Salen units in polymer structures,these POPs exhibit excellent luminescence performance in aggregate states and tunable fluorescence behaviors in response to external stimuli of Zn^(2+)ion,mechanical forces,organic solvent,and *** to the dynamic feature of Schiff base C=N bonds,the present POPs can efficiently undergo hydrolysis reactions under strong acidic conditions to reproduce the AlEgencontaining monomers,and such an acid-induced degradation process can be directly visualized and dynamically monitored via fluorescence *** properties collectively make the POPs candidate materials for applications in heterogeneous asymmetric catalysis,fluorescence sensing,biomedicine,etc.

关键词： Polymers Stimuli-responsive luminescence Porous polymers Chirality Aggregation-induced emission Fluorescence Schiff bases Degradation

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Extremely long-lived charge separation and related carrier spin excitation in CsPbBr_(3)perovskite quantum dots with an electron acceptor benzoquinone

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Nano Research 2024年第12期17卷 10649-10654页

作者： Lin Cheng rongrong hu Meizhen Jiang Yumeng Men Yang Wang Jinlei Li Tianqing Jia Zhenrong Sun Donghai Feng State Key Laboratory of Precision Spectroscopy East China Normal UniversityShanghai 200241China College of Sciences Shanghai Institute of TechnologyShanghai 201418China Collaborative Innovation Center of Extreme Optics Shanxi UniversityTaiyuan 030006China

The formation and evolution dynamics of charge separation(CS)in a complex of CsPbBr3 quantum dots(QDs)and 1,4-benzoquinone(BQ)molecules are measured with a high-sensitive pump-orientation-probe technique by which spin signals of the CS state are *** extraordinarily long-lasting CS is observed,with a characteristic time being up to a dozen days under ambient conditions,due to electron transferring from QDs to BQ *** the long-lived CS,spin coherences of both electrons and holes are detected at room temperature,with a spin dephasing time of 420 and 26 ps,*** long-lived CS and spin coherence have important implications for applications of perovskite nanomaterials in photocatalysis,photovoltaics,and spintronics.

关键词： charge separation perovskite quantum dots CsPbBr3 spin coherence pump-orientation-probe time-resolved ellipticity

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