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glycolide
CHEMICAL ENGINEERING JOURNAL · 2026 · IF 12.5

End-capping enables phase-switchable cyclization to high-purity glycolide

Xiaofeng Xu,Dai Zhang,Yifei Wang,Wei Li,Jinghong Zhou,Xinggui Zhou,Yueqiang Cao

Degradable polyesters are attracting sustained interest as practical materials to mitigate plastic-waste accumulation, yet their large-scale deployment critically depends on access to high-purity cyclic ester monomers for ring-opening polymerization. Here we report a phase-switchable end-capping strategy for glycolide (GL) synthesis that couples cyclization and purification through spontaneous liquid-liquid phase separation (LLPS). In this route, a weakly polar and sufficiently non-volatile alcohol (ROH) end-caps glycolic acid oligomers to regulate chain length and suppress unproductive interchain reactions, while its low miscibility with GL enables built-in purification by direct collection of a GL-rich phase after depolymerization. Combining polarity descriptors and thermodynamic analysis with experimental validation establishes polarity–volatility design rules for ROH selection. Guided by these criteria, behenyl alcohol affords a GL-rich phase with consistently high purity (≥99%) and high recovery, and the ROH-rich phase can be recycled over multiple cycles without loss of product quality. Conceptual process simulations further indicate a reduced separation burden and improved process economics relative to conventional glycolic acid oligomer depolymerization. Beyond GL, the approach is extendable to other sufficiently polar cyclic esters, as demonstrated by LLPS-enabled isolation of l -lactide with 97.6% purity.

✓ 已验证 DOI 高影响因子
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Journal of Macromolecular Science Part B-Physics · 2022 · IF 1.366

Preparation and Characterization of Poly(lactide-co-glycolide-co-ε-caprolactone)- 1,4-Butanediamine-Modified Poly(lactide-co-glycolide)/Nano-Biaoactive Glass-β-Tricalcium Phosphate Composite Scaffolds

Meimei Guo,Zhihua Zhou,Wenjuan Liu,Tianlong Huang,Wei Wu,Jianglong Duan,Meiling Yi,Chao Zhang,Xiao He,Jinxing Chen,Jiaming Gu,Jianjun Fang

Polymer/bioceramic composite scaffolds have gained importance in treating bone defects. In this paper we described a novel degradable scaffold material for bone tissue repairing prepared by combining poly(lactide-co-glycolide-co-ε-caprolactone) (PLLGC) and 1,4-butanediamine-modified poly(lactide-co-glycolide) (BMPLGA) with nano-biaoactive glass (NBAG) and nano β-tricalcium phosphate (β-TCP). The composite scaffolds were characterized by using Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM) and transmission electron microscopy (TEM) techniques. The FTIR results indicated that the inorganic fillers of NBAG and β-TCP were successfully incorporated into the PLLGC/BMPLGA matrix. The influences of the inorganic filler content and freezing temperature on the porosity and compressive strength of the composite scaffolds were studied. The composite scaffolds showed an interconnected pore structure with the pore size ranging from 20 to 100 μm depending on the freezing temperature and the inorganic fillers. The compressive strength was enhanced with increasing content of the inorganic fillers and the freezing temperature; however, the porosity decreased. We suggest the PLLGC-BMPLGA/NBAG-β-TCP composite scaffolds have great potential for application in bone tissue regeneration.

研究领域: 生物材料 · 组织工程 · 高分子科学 · 生物医学工程 · 材料表征
✓ 已验证 DOI 高影响因子
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JOURNAL OF BIOACTIVE AND COMPATIBLE POLYMERS · 2017 · IF 1.31

Synthesis, characterisation and preliminary investigation of the haemocompatibility of poly(d,l-lactide-co-glycolide)–poly(ethyleneglycol)–poly(d,l-lactide-co-glycolide) copolymer for simvastatin delivery

Fengzhe Wang,Xuan Liu,Longbao Feng,Qiyu Zhu,Shina Yan,Rui Guo

The development of nanomedicine has provided advanced treatment opportunities for many diseases. Simvastatin, a widely used anti-lipidaemic drug, has potential for the treatment of orthopaedic diseases. However, the clinical application of simvastatin is limited because of its hydrophobicity and lack of distribution in osseous tissue. In this study, an amphiphilic nanoparticle, poly(d,l-lactide-co-glycolide)–poly(ethyleneglycol)–poly(d,l-lactide-co-glycolide), was synthesised to improve the biocompatibility of simvastatin. The haemocompatibility of the poly(d,l-lactide-co-glycolide)–poly(ethyleneglycol)–poly(d,l-lactide-co-glycolide) copolymer was investigated through its aggregation, morphology and lysis of human red blood cells, along with its impact on the clotting function according to the activated partial thromboplastin time, prothrombin time and thromboelastographic assays. The results demonstrated that the poly(d,l-lactide-co-glycolide)–poly(ethyleneglycol)–poly(d,l-lactide-co-glycolide) copolymer with a concentration lower than 10 mg/mL had little impact on the aggregation, morphology or lysis of red blood cells, or on blood coagulation. Therefore, the copolymer may be a strong alternative candidate as an effective and safe drug carrier.

研究领域: 生物材料学 · 药剂学 · 医学
✓ 已验证 DOI 高影响因子
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Journal of Macromolecular Science Part B-Physics · 2018 · IF 1.005

Synthesis and Characterization of Terpolymers of poly(L-lactide-glycolide-ε-caprolactone)

Yun Yang,Wenjuan Liu,Jianjun Fang,Yunhui Zhao,Yanmin Zhao,Tianlong Huang,Jiale Cui,Wei Wu,Xiaofei Li,Zhihua Zhou

Random terpolymers of poly(L-lactide-glycolide-ε-caprolactone) (PLLGC) was prepared by ring-opening polymerization of L-lactide, glycolide and ε-caprolactone monomers initiated with stannous octanoate. Fourier transform infrared spectra, nuclear magnetic resonance and gel permeation chromatography were employed to characterize the obtained PLLGC terpolymers. The effects of polymerization temperature, reaction time, the amount of initiator and the polymerization pressure on the weight average molecular mass and polydispersity index of the PLLGC were investigated. In addition, the water contact angle of the PLLGC was also tested. The characterization of chemical structure showed that the PLLGC was successfully synthesized. For instance, a PLLGC terpolymer with a weight average molecular mass of about 12.435 × 104 Da and a polydispersity index of 1.28 was obtained when the polymerization was conducted with a molar ratio of monomer to initiator ([M]/[I]) of 2000, polymerization temperature of 140 °C, polymerization pressure of 5.0 Pa and reaction time of 24 h. The random incorporation of ε-CL monomer units decreased the wettability of the PLGA copolymers.

研究领域: 高分子化学 · 生物医学材料 · 高分子合成与表征
✓ 已验证 DOI 高影响因子
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POLYMER · 2024 · IF 4.1

Ring-closing depolymerization of polyglycolide to glycolide through a synergistic transesterification strategy

Pei Zhang,Rulin Yang,Yuzhu Wang,Hongguang Sun,Guangqiang Xu,Qinggang Wang

The chemical recycling of plastics to monomers provides efficient assistance for sustainable development of plastics. For polyglycolide (PGA), it has gained widespread attention to be a highly promising plastic material due to its excellent performance. However, research on the ring-closing depolymerization of PGA has yet to break through. The depolymerization is mainly limited by the challenges brought by high crystallinity and melting point of PGA, and instability of glycolide (GL). In this work, a synergistic transesterification strategy is proposed to achieve efficient depolymerization of PGA to monomer GL. Utilizing the versatile catalyst zinc bis[bis(trimethylsilyl)amide] (Zn(HMDS)2) to promote simultaneous intramolecular and intermolecular transesterification, the random chain scission and back-biting depolymerization is achieved in succession. Therefore, the depolymerization product GL can be obtained in high yield and purity. This strategy will provide new research ideas for the chemical recycling of plastics.

CAS / MDL: 25322-68-3
研究领域: 材料科学 · 化学工程 · 环境科学
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Polymers · 2016 ·Vol. 8 ·期 6 ·218 · IF 2.944

Poly(lactide-co-glycolide)/Hydroxyapatite Porous Scaffold with Microchannels for Bone Regeneration

Ning Zhang,Yang Wang,Wenpeng Xu,Yong Hu,Jianxun Ding

Mass transfer restrictions of scaffolds are currently hindering the development of three-dimensional (3D), clinically viable, and tissue-engineered constructs. For this situation, a 3D poly(lactide-co-glycolide)/hydroxyapatite porous scaffold, which was very favorable for the transfer of nutrients to and waste products from the cells in the pores, was developed in this study. The 3D scaffold had an innovative structure, including macropores with diameters of 300–450 μm for cell ingrowth and microchannels with diameters of 2–4 μm for nutrition and waste exchange. The mechanical strength in wet state was strong enough to offer structural support. The typical structure was more beneficial for the attachment, proliferation, and differentiation of rabbit bone marrow mesenchymal stem cells (rBMSCs). The alkaline phosphatase (ALP) activity and calcium (Ca) deposition were evaluated on the differentiation of rBMSCs, and the results indicated that the microchannel structure was very favorable for differentiating rBMSCs into maturing osteoblasts. For repairing rabbit radius defectsin vivo, there was rapid healing in the defects treated with the 3D porous scaffold with microchannels, where the bridging by a large bony callus was observed at 12 weeks post-surgery. Based on the results, the 3D porous scaffold with microchannels was a promising candidate for bone defect repair.Keywords:poly(lactide-co-glycolide);hydroxyapatite;porous scaffold;microchannel;cell ingrowth;mass exchange;bone tissue engineering

CAS / MDL: 872-50-4
研究领域: 生物材料学 · 骨再生医学 · 组织工程学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Polymer-Plastics Technology and Materials · 2024 · IF 2.6

Silk Fibroin Material with Enhanced Performances Using Poly(D, L-Lactide-Co-Glycolide)

Jingwen Lan,Rukuan Liu,Sisi Liu,Airong Xu

Eco-friendly silk fibroin/poly(D,L-lactide-co-glycolide) (SF/PLGA) materials were successfully fabricated using a facile strategy. The materials were characterized by scanning electron micrograph (SEM), X-ray diffraction (XRD) and infrared spectra (IR). Systematic investigations were completed to examine the degradation rates in natural soil, cytocompatibility and thermostability of the materials. It is interesting to find that after SF was hybridized by PLGA, the thermostability and degradation rate increased. Meanwhile, the materials show good cytocompatibility. SEM, IR and XRD results reveal that there is hardly any interaction between SF and PLGA in the SF/PLGA material, and SF is physically mixed with PLGA. This study opens up a new horizon in the design and preparation of SF-based materials for promising applications in medical and biodegradable material fields.

CAS / MDL: 920-66-1 26780-50-7
研究领域: 生物材料 · 医学工程 · 环境科学
✓ 已验证 产品关联 DOI 高影响因子
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AICHE JOURNAL · 2026 · IF 4.4

Mechanistic insights into Ti/SiO2-catalyzed gas-phase synthesis of glycolide from methyl glycolate

Dai Zhang,Hang Zhu,Xiaofeng Xu,Yueqiang Cao,Wei Li,Jinghong Zhou,Xinggui Zhou

Gas-phase catalytic synthesis of glycolide (GL) from methyl glycolate (MG) offers a promising route for sustainable production of polyglycolic acid, yet suffers from unfavorable catalytic performances due to limited mechanistic understandings. Here, a series of Ti/SiO 2 catalysts supported on mesoporous materials with distinct pore structures were synthesized to elucidate the structure–performance–mechanism relationship. Among them, Ti/KIT-6 exhibited the highest MG conversion and GL yield, attributed to its large pore size, three-dimensional interconnected mesostructure, and well-dispersed tetrahedral Ti(IV) species. Comprehensive structure characterizations and mechanistic studies establish a linear correlation for MG conversion rate and GL formation rate with the tetrahedral Ti(IV) content, pointing to Ti(IV) as the intrinsic active sites. Further combining with temperature-programmed and in situ spectroscopy experiments, a possible reaction mechanism is proposed for MG-to-GL on the active site. This study provides mechanistic insights to guide design of Ti-based catalysts for gas-phase ester cyclization reactions.

✓ 已验证 产品关联 DOI 高影响因子
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Journal of Macromolecular Science Part B-Physics · 2017 · IF 0.828

Study on Direct Grafting Maleic Anhydride onto Poly(D,L-lactide-co-glycolide) Chains

Shan Bai,Zhenzhong Ouyang

Direct graft copolymerization of maleic anhydride (MAH) onto poly(D,L-lactide-co-glycolide) (PLGA) was performed by use of benzoyl peroxide (BPO) as initiator. Fourier transform infrared spectra, nuclear magnetic resonance, titration analysis of maleation extent and water contact angle were employed to characterize the obtained MPLGA. The effects of monomer concentration, initiator concentration and reaction temperature on the degree of maleation were investigated. The MPLGA scaffold was obtained by using NaCl as the porogen. The results showed that maleic anhydride was successfully grafted onto the PLGA chains. The monomer and initiator concentrations played an important role in the graft copolymerization; the extent of maleation first increased with increasing content of MAH and BPO and then declined. The extent of maleation continuously increased with increasing temperature to 100°C, and then the rate of increase decreased. The extent of maleation could be controlled in the range from 0.15 to 0.71% by adjusting the graft copolymerization conditions. The introduction of anhydride enhanced the water contact angle of PLGA. The MPLGA scaffold showed a network of interconnected pores ranging from 50 to 300 μm.

研究领域: 高分子化学 · 生物材料科学 · 高分子改性 · 组织工程
✓ 已验证 DOI 高影响因子
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Journal of Macromolecular Science Part B-Physics · 2021 · IF 1.504

In-vitro Degradation Behaviors of Poly(L-lactide-co-glycolide-co-ε-caprolactone) Microspheres

Meiling Yi,Zhihua Zhou,Wenjuan Liu,Tianlong Huang,Yanmin Zhao,Ping Chen,Ziwei Zhou,Dan Wang,Chao Zhang,Jianjun Fang

Among drug delivery systems, polymer microspheres have been proved to be the most promising carriers during the past several years. In this paper we describe the preparation of poly(L-lactide-co-glycolide-co-ε-caprolactone) (PLLGC) random terpolymer microspheres; their in-vitro degradation behaviors, including the changes of pH value, mass loss, molecular mass and surface morphology, were investigated during various degradation periods and compared with poly(lactic-co-glycolic acid) (PLGA) microspheres. The results showed that the introduction of the ε-caprolactone (ε-CL) unit reduced the degradation rate of the PLGA polymers. Therefore, we suggest the PLLGC microspheres with controllable degradation rate could supply a wider application future in drug delivery field than pure PLGA microspheres.

研究领域: 生物医学工程 · 药剂学 · 高分子科学 · 材料科学
✓ 已验证 DOI 高影响因子
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Journal of Macromolecular Science Part B-Physics · 2021 · IF 1.504

Preparation and Characterization of Poly(l-lactide-co-glycolide-co-ε-caprolactone) Porous Microspheres

Chao Zhang,Zhihua Zhou,Wenjuan Liu,Tianlong Huang,Yanmin Zhao,Ping Chen,Ziwei Zhou,Dan Wang,Meiling Yi,Jianjun Fang

Porous microspheres have interconnecting external and internal pore structure resulting in enormous specific surface area and have drawn attention for drug delivery. In this work, poly(l-lactide-co-glycolide-co-ε-caprolactone) (PLLGC) porous microspheres were prepared by a combined solvent evaporation and particle leaching method using gelatin as a porogen. The effects of preparation parameters on the morphologies of the porous microspheres were studied. The resultant microspheres showed porous surfaces and a three-dimensional internal network structure with interconnecting pores. The porous microsphere size decreased with increasing stirring speed and decreasing PLLGC concentration. There were fewer micropores on the surfaces of the microspheres with increasing temperature. The number of the pores and pore size on the surface of the microspheres increased with increasing gelatin content. By appropriate control of these factors (stirring speed 300 rpm, PLLGC solution concentration 1.0 wt%, temperature 0 °C, and gelatin concentration 7.5 wt%), a suitable porous microsphere, with a mean diameter of 200 μm, was prepared as a potential drug delivery agent.

研究领域: 材料科学 · 高分子科学 · 药剂技术 · 生物医学工程 · 药物递送系统
✓ 已验证 DOI 高影响因子
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ACS Biomaterials Science & Engineering · 2022 · IF 5.395

Amphiphilic Crosslinked Four-Armed Poly(lactic-co-glycolide) Electrospun Membranes for Enhancing Cell Adhesion

Jidong Dai,Zhigang Zhang,Katrien V. Bernaerts,Qianli Zhang,Tianzhu Zhang

Common poly(lactide-co-glycolide) (i-PLGA) has emerged as a biodegradable and biocompatible material in tissue engineering. However, the poor hydrophilicity and elasticity of i-PLGA lead to its limited application in tissue engineering. To this end, an amphiphilic crosslinked four-armed poly(lactic-co-glycolide) was prepared. First, four-armed PLGA (4A-PLGA) was synthesized by polymerizing l-lactide (LA) and glycolide (GA) with pentaerythritol as the initiator. Then, the hydrophilic polymer poly(glutamate propylene ester) (PGPE) was prepared through the esterification of glutamic acid and 1,2-propanediol. The hydrophilic 4A-PLGA–PGPE was finally synthesized through the condensation reaction of 4A-PLGA and PGPE with the aid of triphosgene. 4A-PLGA–PGPE was then used to prepare amphiphilic membranes by electrospinning. It was demonstrated that the mechanical properties and biocompatibility of 4A-PLGA were improved after the introduction of PGPE. Furthermore, the introduction of glutamate improved the hydrophilicity of 4A-PLGA, thus effectively promoting cell entry and adhesion, which makes the electrospun 4A-PLGA–PGPE membranes promising for tissue engineering.

研究领域: 生物材料 · 组织工程 · 高分子化学
✓ 已验证 DOI PubMed 高影响因子
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