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Keywords = poly(acryloyl chloride)

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14 pages, 2744 KB  
Article
Synthesis and Properties of Photocurable Polymers Derived from the Polyesters of Glycerol and Aliphatic Dicarboxylic Acids
by Rui Hu, Weipeng Yao, Yingjuan Fu, Fuyuan Lu and Xiaoqian Chen
Polymers 2024, 16(9), 1278; https://doi.org/10.3390/polym16091278 - 2 May 2024
Cited by 1 | Viewed by 2361
Abstract
The rapid development of 3D printing technology and the emerging applications of shape memory elastomer have greatly stimulated the research of photocurable polymers. In this work, glycerol (Gly) was polycondensed with sebacic, dodecanedioic, or tetradecanedioic acids to provide precursor polyesters with hydroxyl or [...] Read more.
The rapid development of 3D printing technology and the emerging applications of shape memory elastomer have greatly stimulated the research of photocurable polymers. In this work, glycerol (Gly) was polycondensed with sebacic, dodecanedioic, or tetradecanedioic acids to provide precursor polyesters with hydroxyl or carboxyl terminal groups, which were further chemically functionalized by acryloyl chloride to introduce sufficient, photocurable, and unsaturated double bonds. The chemical structures of the acrylated polyesters were characterized by FT IR and NMR spectroscopies. The photoinitiated crosslinking behavior of the acrylated polyesters under ultraviolet irradiation without the addition of any photoinitiator was investigated. The results showed that the precursor polyesters that had a greater number of terminated hydroxyls and a less branched structure obtained a relatively high acetylation degree. A longer chain of aliphatic dicarboxylic acids (ADCAs) and higher ADCA proportion lead to a relatively lower photopolymerization rate of acrylated polyesters. However, the photocured elastomers with a higher ADCA proportion or longer-chain ADCAs resulted in better mechanical properties and a lower degradation rate. The glass transition temperature (Tg) of the elastomer increased with the alkyl chain length of the ADCAs, and a higher Gly proportion resulted in a lower Tg of the elastomer due to its higher crosslinking density. Thermal gravimetric analysis (TGA) showed that the chain length of the ADCAs and the molar ratio of Gly to ADCAs had less of an effect on the thermal stability of the elastomer. As the physicochemical properties can be adjusted by choosing the alkyl chain length of the ADCAs, as well as changing the ratio of Gly:ADCA, the photocurable polyesters are expected to be applied in multiple fields. Full article
(This article belongs to the Section Biobased and Biodegradable Polymers)
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13 pages, 4543 KB  
Article
Specific Alcohol-Responsive Photonic Crystal Sensors Based on Host-Guest Recognition
by Xiaolu Cai, Xiaojing Zhang, Jing Fan, Wenxiang Zheng, Tianyi Zhang, Lili Qiu and Zihui Meng
Gels 2023, 9(2), 83; https://doi.org/10.3390/gels9020083 - 18 Jan 2023
Cited by 5 | Viewed by 2602
Abstract
A photonic crystal material based on β-cyclodextrin (β-CD) with adsorption capacity is reported. The materials ((A-β-CD)-AM PC) consist of 3D poly (methyl methacrylate) (PMMA) colloidal microsphere arrays and hydrogels supplemented with β-cyclodextrin modified by acryloyl chloride. The prepared materials are then utilized for [...] Read more.
A photonic crystal material based on β-cyclodextrin (β-CD) with adsorption capacity is reported. The materials ((A-β-CD)-AM PC) consist of 3D poly (methyl methacrylate) (PMMA) colloidal microsphere arrays and hydrogels supplemented with β-cyclodextrin modified by acryloyl chloride. The prepared materials are then utilized for VOCs gas sensing. The 3D O-(A-β-CD)-AM PC was used to detect toluene, xylene, and acetone and the response was seen as the red-shift of the reflection peak. The 3D I-(A-β-CD)-AM PC was used to detect toluene, xylene, and acetone which occurred redshifted, while methanol, ethanol, and propanol and the peaks’ red-shifting was observed. However, among these, methanol gave the largest red-shift response The sensor has broad prospects in the detection of alcohol and the detection of alcohol-loaded drug releases in the future. Full article
(This article belongs to the Special Issue Advances in Gel-Based Devices and Flexible Electronics)
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13 pages, 4504 KB  
Article
Synthesis of a TEMPO-Substituted Polyacrylamide Bearing a Sulfonate Sodium Pendant and Its Properties in an Organic Radical Battery
by Junfeng Zhu, Ting Zhu, Huan Tuo and Wanbin Zhang
Polymers 2019, 11(12), 2076; https://doi.org/10.3390/polym11122076 - 12 Dec 2019
Cited by 11 | Viewed by 4760
Abstract
A novel nitroxyl radical polymer poly(TEMPO-acrylamide-co-sodium styrene sulfonate) (abbreviated as poly(TAm-co-SSS)) was synthesized using 4-acrylamido-2,2,6,6- tetramethylpiperidine (AATP) copolymerized with styrene sulfonate sodium (SSS). AATP was synthesized through a substitution reaction of acryloyl chloride. Meanwhile, poly(4-acrylamido-2,2,6,6-tetramethylpiperidine-1-nitroxyl radical) (PTAm) was prepared [...] Read more.
A novel nitroxyl radical polymer poly(TEMPO-acrylamide-co-sodium styrene sulfonate) (abbreviated as poly(TAm-co-SSS)) was synthesized using 4-acrylamido-2,2,6,6- tetramethylpiperidine (AATP) copolymerized with styrene sulfonate sodium (SSS). AATP was synthesized through a substitution reaction of acryloyl chloride. Meanwhile, poly(4-acrylamido-2,2,6,6-tetramethylpiperidine-1-nitroxyl radical) (PTAm) was prepared as a control sample. Then, the structures of products were characterized by nuclear magnetic resonance spectroscopy (1H-NMR), Fourier transform infrared spectroscopy (FT-IR), high performance liquid chromatography-mass spectrometry (HPLC-MS), differential scanning calorimetry (DSC), X-Ray photoelectron spectroscopy (XPS), and electron paramagnetic resonance (EPR), respectively. Additionally, the electrochemical impedance spectra (EIS) and the charge-discharge cycling properties were studied. The results demonstrated that the poly(TAm-co-SSS) with the side group of sodium sulfonate adjacent to TEMPO group exhibits a better charge-discharge cycling stability than that of the PTAm. Moreover, the charge specific capacity of the poly(TAm-co-SSS) is larger than that of the PTAm. Besides, the first coulombic efficiency of poly(TAm-co-SSS) is higher in comparison with that of PTAm. These superior electrochemical performances were ascribed to the synergistic effect of sulfonate ions group and nitroxyl radical structure, which benefits the improvement of charge carrier transportation of the nitroxyl radical polymers. Consequently, the nitroxyl radical poly(TAm-co-SSS) is promising for use in organic radical battery materials, based on the good electrochemical properties. Full article
(This article belongs to the Section Polymer Chemistry)
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18 pages, 12853 KB  
Article
Polymeric Amines and Ampholytes Derived from Poly(acryloyl chloride): Synthesis, Influence on Silicic Acid Condensation and Interaction with Nucleic Acid
by Elena N. Danilovtseva, Uma Maheswari Krishnan, Viktor A. Pal’shin and Vadim V. Annenkov
Polymers 2017, 9(11), 624; https://doi.org/10.3390/polym9110624 - 16 Nov 2017
Cited by 10 | Viewed by 10443
Abstract
Polymeric amines are intensively studied due to various valuable properties. This study describes the synthesis of new polymeric amines and ampholytes by the reaction of poly(acryloyl chloride) with trimethylene-based polyamines containing one secondary and several (1–3) tertiary amine groups. The polymers contain polyamine [...] Read more.
Polymeric amines are intensively studied due to various valuable properties. This study describes the synthesis of new polymeric amines and ampholytes by the reaction of poly(acryloyl chloride) with trimethylene-based polyamines containing one secondary and several (1–3) tertiary amine groups. The polymers contain polyamine side chains and carboxylic groups when the polyamine was in deficiency. These polymers differ in structure of side groups, but they are identical in polymerization degree and polydispersity, which facilitates the study of composition-properties relationships. The structure of the obtained polymers was confirmed with 13C nuclear magnetic resonance infrared spectroscopy, and acid-base properties were studied with potentiometry titration. Placement of the amine groups in the side chains influences their acid-base properties: protonation of the amine group exerts a larger impact on the amine in the same side chain than on the amines in the neighboring side chains. The obtained polymers are prone to aggregation in aqueous solutions tending to insolubility at definite pH values in the case of polyampholytes. Silicic acid condensation in the presence of new polymers results in soluble composite nanoparticles and composite materials which consist of ordered submicrometer particles according to dynamic light scattering and electron microscopy. Polymeric amines, ampholytes, and composite nanoparticles are capable of interacting with oligonucleotides, giving rise to complexes that hold promise for gene delivery applications. Full article
(This article belongs to the Collection Silicon-Containing Polymeric Materials)
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15 pages, 1143 KB  
Article
Biodegradable and Biocompatible PDLLA-PEG1k-PDLLA Diacrylate Macromers: Synthesis, Characterisation and Preparation of Soluble Hyperbranched Polymers and Crosslinked Hydrogels
by Alan Hughes, Hongyun Tai, Anna Tochwin and Wenxin Wang
Processes 2017, 5(2), 18; https://doi.org/10.3390/pr5020018 - 20 Apr 2017
Cited by 8 | Viewed by 8195
Abstract
A series of PDLLA-PEG1k-PDLLA tri-block co-polymers with various compositions, i.e., containing 2–10 lactoyl units, were prepared via ring opening polymerisation of d,l-lactide in the presence of poly (ethylene glycol) (PEG) (Mn = [...] Read more.
A series of PDLLA-PEG1k-PDLLA tri-block co-polymers with various compositions, i.e., containing 2–10 lactoyl units, were prepared via ring opening polymerisation of d,l-lactide in the presence of poly (ethylene glycol) (PEG) (Mn = 1000 g·mol−1) as the initiator and stannous 2-ethylhexanoate as the catalyst at different feed ratios. PDLLA-PEG1k-PDLLA co-polymers were then functionalised with acrylate groups using acryloyl chloride under various reaction conditions. The diacrylated PDLLA-PEG1k-PDLLA (diacryl-PDLLA-PEG1k-PDLLA) were further polymerised to synthesize soluble hyperbranched polymers by either homo-polymerisation or co-polymerisation with poly(ethylene glycol) methyl ether methylacrylate (PEGMEMA) via free radical polymerisation. The polymer samples obtained were characterised by 1H NMR (proton Nuclear Magnetic Resonance), FTIR (Fourier Transform Infra-red spectroscopy), and GPC (Gel Permeation Chromatography). Moreover, the diacryl-PDLLA-PEG1k-PDLLA macromers were used for the preparation of biodegradable crosslinked hydrogels through the Michael addition reaction and radical photo-polymerisation with or without poly(ethylene glycol) methyl ether methylacrylate (PEGMEMA, Mn = 475 g·mol−1) as the co-monomer. It was found that fine tuning of the diacryl-PDLLA-PEG1k-PDLLA constituents and its combination with co-monomers resulted in hydrogels with tailored swelling properties. It is envisioned that soluble hyperbranched polymers and crosslinked hydrogels prepared from diacryl-PDLLA-PEG1k-PDLLA macromers can have promising applications in the fields of nano-medicines and regenerative medicines. Full article
(This article belongs to the Special Issue Water Soluble Polymers)
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