ACS Omega
·
2025
·
IF 4.3
Cheng Liu,Yongliang Ding,Lieshun Cai,Mang Wu,Zhongkai Wang
Biobased closed-loop recyclable olefin-like materials are environmentally friendly and have promising application prospects. However, such materials are scarce, and especially the olefin-like materials developed so far are limited to polyester materials. Therefore, developing nonpolyester biobased olefin-like materials is of significant interest. In this study, a castor oil-based poly(ester amide) (PEA) with polyethylene-like properties and closed-loop recyclability was successfully prepared. The obtained PEA materials exhibit thermal and mechanical properties comparable to polyethylene and surpass those of previously reported linear poly(ester amide)s. Notably, PEA can be completely hydrolyzed to its precursors, N1,N10-bis(3-hydroxypropyl) decanediamide (DSE) and sebacic acid (SA), with yields of 73.1–75.8 and 92.8–96.2%, respectively. Further experiments demonstrated that repolymerization of recovered DSE and SA produced REPEA materials with mechanical properties equivalent to the original polymer. This study achieves closed-loop recycling for biobased linear nonpolyester materials, which offers a novel approach to design olefin-like sustainable materials.
研究领域:
材料科学
·
有机化学
·
环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF MEMBRANE SCIENCE
·
2024
·
IF 8.4
Mengfan Wang,Shao-Lu Li,Youcai Chen,Qiyu Duan,Dandan Cheng,Genghao Gong,Yunxia Hu
The integration of high permeability and exceptional selectivity, thereby overcoming the conventional “trade-off” effect, remains a persistent challenge for the practical implementation of organic solvent nanofiltration (OSN) membranes. Herein, at the molecular level of design, we utilized the 5,5′-diamino-2,2′-biphenol (amino-BIPOL) and diacyl chloride as IP monomers to prepare OSN membranes with high perm-selectivity. The amino-BIPOL, a contorted biphenol molecule with four reactive sites, serves as a molecular-level unit to hinder efficient packing of polymer chains and induce the formation of interconnected micropores in the resulting polyesteramide layers. By employing diacyl chloride terephthaloyl dichloride (TPC) and isophthaloyl dichloride (IPC) as the oil-phase cross-linker, two kinds of TFC membranes were prepared. The resulting membranes both present smooth surface morphology, with ultrathin and high microporous selective layer allowing for efficient mass transfer. Specifically, the methanol permeance of amino-BIPOL/TPC and amino-BIPOL/IPC membrane reaches up to 15.1 and 15.6 LMH/bar, while maintaining a molecular weight cut-off (MWCO) value of 300 and 373 Da, respectively. Overall, this work illustrates the different oil-phase cross-linkers will result in diverse nanofilm microstructure and thus with distinct perm-selectivity properties, offering new insights for the design and modification of advanced OSN membranes.
研究领域:
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
Biomaterials Science
·
2015
·Vol. 3
·期 7
·1134-1146
·
IF 3.831
Jiaolong Lv,Huanli Sun,Yan Zou,Fenghua Meng,Aylvin A. Dias,Marc Hendriks,Jan Feijen,Zhiyuan Zhong
Novel reductively degradable α-amino acid-based poly(ester amide)-graft-galactose (SSPEA-Gal) copolymers were designed and developed to form smart nano-vehicles for active hepatoma-targeting doxorubicin (DOX) delivery. SSPEA-Gal copolymers were readily synthesized via solution polycondensation reaction of di-p-toluenesulfonic acid salts of bis-L-phenylalanine 2,2-thiodiethanol diester and bis-vinyl sulfone functionalized cysteine hexanediol diester with dinitrophenyl ester of adipic acid, followed by conjugating with thiol-functionalized galactose (Gal-SH) via the Michael addition reaction. SSPEA-Gal formed unimodal nanoparticles (PDI = 0.10 − 0.12) in water, in which average particle sizes decreased from 138 to 91 nm with increasing Gal contents from 31.6 wt% to 42.5 wt%. Notably, in vitro drug release studies showed that over 80% DOX was released from SSPEA-Gal nanoparticles within 12 h under an intracellular mimicking reductive conditions, while low DOX release (<20%) was observed for reduction-insensitive PEA-Gal nanoparticles under otherwise the same conditions and SSPEA-Gal nanoparticles under non-reductive conditions. Notably, SSPEA-Gal nanoparticles exhibited high specificity to asialoglycoprotein receptor (ASGP-R)-overexpressing HepG2 cells. MTT assays using HepG2 cells showed that DOX-loaded SSPEA-Gal had a low half maximal inhibitory concentration (IC50) of 1.37 μg mL−1, approaching that of free DOX. Flow cytometry and confocal laser scanning microscopy studies confirmed the efficient uptake of DOX-loaded SSPEA-Gal nanoparticles by HepG2 cells as well as fast intracellular DOX release. Importantly, SSPEA-Gal and PEA-Gal nanoparticles were non-cytotoxic to HepG2 and MCF-7 cells up to a tested concentration of 1.0 mg mL−1. These tumor-targeting and reduction-responsive degradable nanoparticles have appeared as an interesting multi-functional platform for advanced drug delivery.
研究领域:
生物材料学
·
药物递送系统
·
肿瘤治疗
✓ 已验证
DOI
PubMed
高影响因子
Polymer Chemistry
·
2019
·Vol. 11
·期 6
·1211-1219
·
IF 4.76
Fu-Rong Zeng,Jing Xu,Lin-Hao Sun,Jimei Ma,Hong Jiang,Zi-Long Li
Poly(ester amide)s (PEAs) attract considerable attention owing to their intriguing properties. However, the establishment of precise structure–property relationship for PEAs is hindered by the ambiguous primary structures of these biologically important polymers. Herein, we propose polyesterification as an efficient strategy for the synthesis of copolymers of ε-caprolactone (CLo) and ε-caprolactam (CLa). Two sorts of AB-type monomers bearing halogen and carboxylic acid terminal groups, namely 6-bromohexanoic acid (1) and 6-(6-bromohexanamido)hexanoic acid (2), underwent nucleophilic substitution in a step-growth manner to furnish P(CLo) (P0) and P(CLo-alt-CLa) (P5), respectively. Moreover, random copolymers P1–P4 were also synthesized by copolymerization of 1 and 2 in predetermined feed ratios. Thermal properties, crystal structure, surface wettability, thermal responsiveness and degradation profiles of P0–P5 along with P(CLa) (P6) were investigated. The melting ranges of polymers P0–P6 become narrowed if the structural regularity is pronounced, and the melting temperatures (Tms) are fundamentally determined by chemical composition and sequence distribution. The crystal structures and morphologies of P0–P6 are influenced by their chemical compositions, and the unit cell changes from orthorhombic to α-monoclinic while increasing the molar fraction of the CLa unit. Moreover, alternating copolymer P5 shows upper critical solution temperature (UCST) behavior in dimethyl sulfoxide (DMSO).
研究领域:
高分子化学
·
材料科学
·
生物医学工程
✓ 已验证
DOI
高影响因子
MACROMOLECULES
·
2018
·
IF 5.914
Jian Zhang,Yu-Huan Wu,Jia-Chen Wang,Fu-Sheng Du,Zi-Chen Li
We describe a straightforward synthetic strategy for a new family of functional poly(ester–amide)s (PEAs) with tertiary ester linkages via the Passerini multicomponent polymerization (Passerini-MCP) of a diacid (A2), 1,6-diisocyanohexane (B2), and four kinds of electron-deficient ketones. First, Passerini three-component reactions (Passerni-3CR) of hexanoic acid and tert-butyl isocyanide with nine kinds of ketones were investigated to evaluate the reactivities of these ketones toward Passerni-3CR. Four electron-deficient ketones, 1,1,1-trifluoroacetone (1), 1,1,1-trifluoroacetophenone (2), ethyl pyruvate (3), and 2,3-butanedione (4), were found to be excellent oxo-compounds for this Passerini-3CR. Then, the Passerini-MCP of A2 and B2 with 1, 2, 3, and 4 in CH2Cl2 was performed to generate polymers P1–P4 with tertiary ester linkages and different electron-withdrawing substituents. Polymer P5 was also prepared by the Passerini-MCP of A2 and B2 with phenylacetaldehyde (5) for comparison. Size exclusion chromatography (SEC) verified the high molecular weights (Mn up to 30.6 kDa) of these polymers. The structures of these polymers were confirmed by 1H NMR, 13C NMR, 19F NMR, and matrix-assisted laser desorption ionization mass spectroscopy. Thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC) revealed that P1–P4 are less stable than polymer P5, and they are amorphous with variable glass transition temperatures (Tg) depending on the side groups. Hydrolytic degradation of P1, P4, and P5 in a mixture of acetonitrile and phosphate buffer (different pH) was investigated, and at the same pH, the degradation follows the order of P4 > P1 > P5. The static water contact angles of thin films formed by these polymers decreased from 96° (P1) to 78° (P2), 50° (P3), and finally to 32° (P4). Tensile properties of polymer P3 and P4 were characterized by dynamic mechanical analysis (DMA). P4 displayed a high tensile stress of 25 MPa with the elongation up to 200%.
研究领域:
高分子化学
·
材料科学
·
生物医学工程
✓ 已验证
DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2025
·
IF 8.5
Juan He,Yaqiong Zhang,Caoxing Huang,Chen Huang,Feng Jiang,Zhongkai Wang
Lignin contains numerous polar groups that contribute to various physical effects when combined with other polymer materials, enhancing cohesiveness and enabling the resultant materials to be utilized effectively as robust adhesive materials. This work incorporates homogenized lignin into plant oil-based poly(ester amide) (PEA) via in-situ melt polycondensation, yielding high-performance lignin/PEA composite adhesives. The addition of lignin significantly increases hydrogen bond formation within the cross-linked structures, strengthening internal interactions and improving the temperature tolerance of the composites. Notably, at a low lignin content (3 wt%), the composites exhibit enhanced mechanical properties, including increased tensile strength, elongation, and toughness. However, higher lignin content (14 wt%) reduces performance due to the self-aggregation of lignin particles. Moreover, these lignin/PEA composites can be easily recycled through physical and chemical methods without compromising their mechanical performance. High adhesion strength can be achieved over a wide temperature range from −196 to 100 °C, demonstrating exceptional adhesion behavior in harsh environments. Overall, integrating lignin and PEA through in-situ melt polycondensation offers a promising strategy for developing sustainable, recyclable adhesives for demanding applications under extreme conditions.
研究领域:
材料科学
·
可持续化学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF MEMBRANE SCIENCE
·
2025
·
IF 9
Fangzheng Yan,Zhi Wang,Ming Wang
The thin-film composite (TFC) nanofiltration (NF) membranes are extremely promising in the field of monovalent/divalent anionic salt separation. The selection of monomers with different reactive groups could enable the TFC NF membranes to be more suitable for monovalent/divalent anionic salt separation. In this study, a novel low-cost compound 4-hydroxypiperidine (HDP) was first utilized with piperazine (PIP) as an aqueous phase co-reactive monomer to fabricate poly (ester amide) (PEA) TFC NF membranes via interfacial polymerization. The addition of HDP made the PEA layer thinner, smoother, and more hydrophilic while also creating larger pores and increasing the surface negative charge density. The water permeance of the optimal membrane NF–1P1H (with a PIP: HDP ratio of 1:1) was 13.67 L·m −2 ·h −1 ·bar −1 , which was 70.24 % higher than that of NF–P (with a PIP: HDP ratio of 1:0). The NaCl/Na 2 SO 4 separation factor of NF–1P1H was 43.00, which was 73.39 % higher than that of NF–P. NF–1P1H also had excellent selectivity in the mixed salt solution. In addition, NF–1P1H demonstrated superior operational stability, anti-fouling performance, chlorine resistance, and sufficient pH stability after short-term acid-base immersion. Moreover, the water permeance of NF–1P2H (with a PIP: HDP ratio of 1:2) could reach 15.08L·m −2 ·h −1 ·bar −1 , which was 87.80 % higher than that of NF–P, and its separation factor was maintained at 27.12. This study presents a straightforward and efficient method for fabricating PEA TFC NF membranes with desirable water permeance and monovalent/divalent anionic salt separation performance.
研究领域:
材料科学
·
化学工程
·
膜技术
·
水处理
✓ 已验证
产品关联
DOI
高影响因子
DESALINATION
·
2024
·
IF 8.3
Yuliang Wu,Rui Meng,Chen Chen,Yuliang Chen,Libo Ba,Yijiang Liu,Weiwei Huang,Fei Yang,Yanshan Wang,Jun Cheng,Xuesong Yi,Heng Liang
Polyester-amide (PEA) thin film composite (TFC) nanofiltration (NF) membranes were widely researched due to their excellent chlorine resistance properties. However, the underlying transformation mechanism between the reactivity of monomers during membrane preparation and chlorine resistance effect of the membrane was still unclear. Herein, 2-Hydroxyethylhydrazine (2Hyd) and N-(2-Hydroxyethyl) ethylenediamine (N2Hyd) were respectively selected to react with trimesoyl chloride (TMC) for preparing PEA-TFC-NF membranes by interfacial polymerization. The characterization and multiscale simulations results revealed that the differences in monomer reactivity affected the crosslinked pathways of their amine and hydroxyl groups, leading to variations in the chlorine resistance of PEA active layer. Although the reactivity of 2Hyd was higher than N2Hyd, which was demonstrated by ∆E (HOMO-LUMO) , the chlorine resistance of NF-2Hyd membrane made by 2Hyd was worse. More polyamide bonds rapid formation on the surface of NF-2Hyd membrane due to 2Hyd with the higher activity, which limited the formation of more polyester crosslinked structures, resulting the poor chlorine resistance for NF-2Hyd. Meanwhile, the lower HOMO-LUMO energy and Stronger interaction energy with CIO − of the NF-2Hyd membrane also verified the weaker chlorine resistance. Overall, this work could provide a new insight into the selection of specific monomers for developing high chlorine resistance NF membranes.
研究领域:
材料科学
·
环境工程
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF POLYMER RESEARCH
·
2021
·Vol. 28
·期 8
·1-9
·
IF 3.097
He Tingwei,Liu Tao,Huang Junyao,Wang Xueli,He Yong,Ma Bomou
In this work, a novel poly(ester amide)s (PEAs) was designed and synthesized from dimethyl terephthalate (DMT), 3-amino-1-propanol (AP) and adipic acid (AA). Firstly, the aromatic diol monomer (BHTT) was synthesized by DMT and AP, it was characterized by 1 H NMR, 13 C NMR, FT-IR and DSC, respectively. Then, the BHTT and AA were used to synthesize the semi-aromatic PEAs with alternating structure by melt polymerization. The effects of polymerization temperature and time on the crystallization, thermal stability and amide transesterification of PEAs were fully investigated. It was found that the prepared PEAs are semi-crystalline polymer with melting point around 154–165 °C and decomposition temperature around 377–392 °C. Most important, the chemical structure of PEAs synthesized under different conditions was explored by 1 H NMR, 13 C NMR and DEPT spectra, which confirms the occurrence of amide transesterification during the melt polymerization process.
研究领域:
高分子化学
·
材料科学
✓ 已验证
DOI
高影响因子
WATER RESEARCH
·
2024
·
IF 11.4
Ruijun Zhang,Jie Yang,Jiayu Tian,Junyong Zhu,Bart Van der Bruggen
Polyester-amide (PEA) thin film composite (TFC) NF membranes have rapidly evolved towards a competitive performance, benefiting from their remarkable antifouling capability and superior chlorine resistance. In this report, a new concept of synergistic interfacial polymerization is explored, which promptly triggers the reaction between hydramines and trimesoyl chloride (TMC) in the presence of a trace amount of diamines. This rapid-start mode enables the formation of defect-free PEA films without the requirement of catalysis. A comprehensive characterization of physicochemical properties using high-resolution mass spectrometer (HRMS) reveals that the recombination and formation of a “hydramine-diamine” coupling unit plays a decisive role in activating the synergistic interfacial polymerization reaction with TMC molecules. Taking the pair of serinol and piperazine (PIP) as an example, the PEA-NF membrane fabricated with 0.1 w/v% serinol mixed with 0.04 w/v% PIP as water-soluble monomer and 0.1 w/v% TMC as oil phase monomer was found to have a pure water permeability (PWP) of 18.5 L·m −2 ·h −1 ·bar −1 and a MgSO 4 rejection of 95.5 %, which surpasses almost all the reported PEA NF membranes. Findings of the current research provide more possibilities for the low-cost and rapid synthesis of high-performance PEA membranes aiming for water purification.
研究领域:
材料科学
·
环境工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
·
2010
·Vol. 48
·期 23
·5364-5374
·
IF 3.971
You-Mei Bao,Xiao-Hui Liu,Xiu-Lan Tang,Yue-Sheng Li
A series of novel hyperbranched poly(ester-amide)s (HBPEAs) based on neutral α-amino acids have been synthesized via the “AD + CBB′” couple-monomer approach. The ABB′ intermediates were stoichiometrically formed through thio-Michael addition reaction because of reactivity differences between functional groups. Without any purification, in situ self-polycondensations of the intermediates at elevated temperature in the presence of a catalyst afforded HBPEAs with multihydroxyl end groups. The degrees of branching (DBs) of the HBPEAs were estimated to be 0.40–0.58 and 0.24–0.54 by quantitative 13 C NMR with two different calculation methods, respectively, depending on polymerization conditions and structure of monomers. The influences of catalyst, temperature, and intermediate structure on the polymerization process and molecular weights as well as properties of the resultant polymers were investigated. FTIR, NMR, and DEPT-135 NMR analyses revealed the branched structure of the resultant polymers. The HBPEAs possess moderately high molecular weights with broad distributions, glass transition temperatures in the range of −25.5 to 36.5 °C, and decomposition temperatures at 10% weight loss under nitrogen and air in the regions of 243.4–289.1 °C and 231.4–265.6 °C, respectively. Among them, those derived from D , L -phenylalanine display the lowest degree of branching, whereas the highest glass transition temperature and the best thermal stability. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010
研究领域:
高分子化学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
Regenerative Biomaterials
·
2021
·Vol. 8
·期 2
·
IF 6.353
Zhang Jianhua,Hu Junfei,Chen Baoshu,Zhao Tianbao,Gu Zhipeng
Wound healing dressing is increasingly needed in clinical owing to the large quantity of skin damage annually. Excessive reactive oxygen species (ROS) produced through internal or external environmental influences can lead to lipid peroxidation, protein denaturation, and even DNA damage, and ultimately have harmful effects on cells. Aiming to sufficiently contact with the wound microenvironment and scavenge ROS, superabsorbent poly (acrylic acid) and antioxidant poly (ester amide) (PAA/PEA) hybrid hydrogel has been developed to enhance wound healing. The physical and chemical properties of hybrid hydrogels were studied by Fourier-transform infrared (FTIR) absorption spectrum, compression, swelling, degradation, etc. Besides, the antioxidant properties of hybrid hydrogels can be investigated through the free radical scavenging experiment, and corresponding antioxidant indicators have been tested at the cellular level. Hybrid hydrogel scaffolds supported the proliferation of human umbilical vein endothelial cells and fibroblasts, as well as accelerated angiogenesis and skin regeneration in wounds. The healing properties of wounds in vivo were further assessed on mouse skin wounds. Results showed that PAA/PEA hybrid hydrogel scaffolds significantly accelerated the wound healing process through enhancing granulation formation and re-epithelialization. In summary, these superabsorbent and antioxidative hybrid hydrogels could be served as an excellent wound dressing for full-thickness wound healing.
研究领域:
生物材料学
·
医学
·
组织工程学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）