Polymer Chemistry
·
2018
·Vol. 9
·期 13
·1674-1683
·
IF 4.927
Liguo Xu,Fan Zhou,Min Liao,Rongrong Hu,Ben Zhong Tang
The development of a new polymerization methodology affords polymer materials with new structures and functionalities. Multicomponent polymerizations (MCPs) as a facile tool for preparing multifunctional polymers with complicated structures have attracted increasing attention from polymer scientists, owing to their high efficiency, high atom economy, simple procedure, structural diversity, and environmental benefit. In this work, a series of efficient one-pot multicomponent polymerizations of diynes, disulfonyl azides, and N-protected isatins are developed to afford oxindole-containing poly(N-acylsulfonamide)s with advanced properties. After optimization of the polymerization conditions, the MCP can proceed smoothly at room temperature or 30 °C in dichloromethane/t-BuOH with CuI as the catalyst and LiOH as the base, generating poly(N-acylsulfonamide)s with high molecular weights of up to 30 600 g mol−1 in excellent yields of up to 98%. This MCP enjoys general applicability of a series of electron-rich or electron-deficient alkynes and alkyl group or aromatic group-substituted isatins, generating six poly(N-acylsulfonamide)s from different combination of monomers, and nitrogen gas as the only byproduct, demonstrating high atom economy and environmental benefit. The obtained poly(N-acylsulfonamide)s can be dissolved in alcohol or alcohol/water mixtures, but cannot be dissolved in THF or dichloromethane, which show opposite solubility after the polymers are acidified with HCl, indicating reversibly tunable hydrophilicity of the polymers. Furthermore, water can participate in the MCP as the fourth component when the MCP is conducted in DMF with CuI as the catalyst and Na2CO3 as the base, generating random copolymers consisting of 3-alkenyloxindole moieties and two chiral center-containing 3-hydroxyindole moieties in the backbone. Some of the oxindole-containing poly(N-acylsulfonamide)s exhibit yellow to red emission in their solid state. These MCPs provide an efficient approach for the synthesis of functional polymers with unique structures, which directly build the oxindole and N-acylsulfonamide moieties in situ, demonstrating high synthetic efficiency.
研究领域:
材料科学
·
高分子化学
✓ 已验证
DOI
高影响因子
SYNTHESIS-STUTTGART
·
2019
·Vol. 51
·期 23
·4425-4433
·
IF 2.867
Yong Jian,Ming Chen,Chao Yang,Wujiong Xia
A small molecule, namely nitroacenaphthene, is reported for the first time as a recyclable visible-light photocatalyst for the construction of the C=N bond from sulfonyl azides and amines. This scalable, site-selective protocol provides a convenient way to access various sulfonyl amidines under mild conditions. Two reaction pathways are proposed, according to different transformation patterns.
研究领域:
有机化学
·
光催化
✓ 已验证
DOI
高影响因子
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
·
2012
·
IF 2.947
Xing Li,Jijuan Su,Honghong Chang,Gong Li,Yanwei Li,Wenlong Wei
A simple and efficient method has been developed which describes KOH-oriented catalytic regioselective ring-opening reactions of various N -tosylaziridines with malonates. In the presence of 20 mol% KOH, most N -tosylaziridines can smoothly react with malonates to give the corresponding products in good to excellent yields (up to 99%) and with good to excellent regioselectivity under mild experimental conditions.
研究领域:
有机化学
·
合成化学
✓ 已验证
产品关联
DOI
高影响因子
BIOMACROMOLECULES
·
2024
·
IF 5.5
Lei Luo,Fei Liu,Zhiying Li,Siyuan Yue,Liang Wang,Shiling Zhang,Shanmeng Lin,Jinyan Luo,Meng Wang,Yichuan Zhang,Mohamed Abdelrahim,Qi Xing,Jin Geng
Nanoparticles (NPs) containing light-responsive polymers and imaging agents show great promise for controlled drug delivery. However, most light-responsive NPs rely on short-wavelength excitation, resulting in poor tissue penetration and potential cytotoxicity. Moreover, excessively sensitive NPs may prematurely release drugs during storage and circulation, diminishing their efficacy and causing off-target toxicity. Herein, we report visible-light-responsive NPs composed of an amphiphilic block copolymer containing responsive 4-acrylamide benzenesulfonyl azide (ABSA) and hydrophilic N,N′-dimethylacrylamide (DMA) units. The polymer pDMA-ABSA was loaded with the chemotherapy drug dasatinib and zinc tetraphenylporphyrin (ZnTPP). ZnTPP acted as an imaging reagent and a photosensitizer to reduce ABSA upon visible light irradiation, converting hydrophobic units to hydrophilic units and disrupting NPs to trigger drug release. These NPs enabled real-time fluorescence imaging in cells and exhibited synergistic chemophotodynamic therapy against multiple cancer cell lines. Our light-responsive NP platform holds great promise for controlled drug delivery and cancer theranostics, circumventing the limitations of traditional photosensitive nanosystems.
研究领域:
材料科学
·
药学
·
生物医学工程
·
纳米技术
·
癌症研究
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Polymer Chemistry
·
2021
·Vol. 12
·期 30
·4347-4358
·
IF 5.582
Junnan He,Nan Zheng,Ming Li,YuBin Zheng,Wangze Song
Multicomponent polymerization has emerged as a promising strategy to develop functional polymers with versatile structures. In this work, a Cu-catalyzed four-component polymerization was developed using diynes, sulfonyl azides, nucleophiles, and a variety of electrophiles including alkyl glyoxylates, nitroalkenes, and Morita–Baylis–Hillman adducts to successfully synthesize a library of α-functionalized poly(N-sulfonylimidates)s with a wide substrate scope and high molecular weights (up to 20 000 g mol−1) in high yields (up to 86%). Such α-functionalized poly(N-sulfonylimidates)s could be further post-modified or utilized for the design of multi-functional and biodegradable polymers.
研究领域:
高分子化学
·
材料科学
✓ 已验证
DOI
高影响因子
Polymer Chemistry
·
2019
·Vol. 11
·期 6
·1198-1210
·
IF 4.76
Junnan He,Nan Zheng,Dan Xie,Yubin Zheng,Wangze Song
Multicomponent polymerization (MCP), as a powerful synthetic tool, has been widely utilized to prepare diverse functional polymers for optical, electronic, and biomedical applications. Here, a Cu(I)-catalyzed MCP toward biodegradable polymers with diverse responsiveness in tumor microenvironments (TMEs) is developed using diynes, sulfonyl azides and a series of TME-responsive, cleavable diols. The resulting polymers showed high molecular weights (up to 12000 g mol−1) and high yields (up to 96%). The biodegradable polymers displayed excellent degradation performance in various simulated TMEs (reactive oxygen species, high reducing reagent, and low pH). One typical photosensitizer, tetraphenyl porphyrin (TPP), was conjugated to the side chains of the polymers for potential application in photodynamic therapy (PDT). The TPP-polymer conjugates displayed enhanced fluorescence intensity and higher singlet oxygen quantum yield than the TPP monomer due to the controlled conjugation efficiency and the unique MCP structure, which provided a complementary strategy to limit the undesired aggregation-caused-quenching (ACQ) effect of PDT.
研究领域:
聚合物化学
·
生物医学工程
·
材料科学
·
癌症治疗
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）