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MACROMOLECULAR RAPID COMMUNICATIONS · 2025 · IF 4.3

Design and Synthesis of Biobased, Biodegradable Polyester for Chewing Gum

Jiao Li,Shuai Tang,Yonglai Lu,Zhao Wang,Liqun Zhang

Conventional chewing gum (CG) consisting of sweeteners and unbiodegradable chewing gum base (CGB) has caused severe pollution to the environment. To address this issue, this work designs and synthesizes a partially crosslinked biobased and biodegradable polyester elastomer to replace the high molecular weight rubber in traditional CG for elasticity, along with a biobased biodegradable polyester resin with a glass transition temperature ( T g ) of ≈38 °C to provide plasticity for CG. Subsequently, biobased biodegradable CG is prepared. Poly(1,3-propanediol/glycerol/sebacate/succinate) (PPGSeSu) elastomers with adjustable gel content and good elasticity are synthesized by adjusting the content of glycerol, and poly(2,3-butanediol/isosorbide/succinate) (PBIS) resins with a T g of 8–65 °C are prepared by tuning the molar ratio of isosorbide and 2,3-butanediol. As a result, fully biobased, biodegradable CG with similar performance to that of commercially available ones is achieved by using PPGSeSu-25%P (with 8.58% gel content) and PB 50 I 50 S ( T g = 38 °C). The biodegradation rate of the new CG is 75.52% after 97 d, and its chewing properties are comparable to those of commercially available CG according to the texture profile analysis results.

研究领域: 材料科学 · 环境科学 · 高分子化学
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Materials Science & Engineering C-Materials for Biological Applications · 2016 · IF 3.42

Synthesis of E7 peptide-modified biodegradable polyester with the improving affinity to mesenchymal stem cells

Qian Li,Dongming Xing,Lie Ma,Changyou Gao

As the most promising stem cell, bone marrow-derived mesenchymal stem cells (BMSCs) has attracted many attentions and applied widely in regenerative medicine. A biodegradable polyester with tunable affinity to BMSCs plays critical role in determining the properties of the BMSCs-based constructs. In this study, maleimide functionalized biodegradable polyester (P(MTMC-LA)) was synthesized through ring-opening copolymerization between l -lactide (LA) and furan-maleimide functionalized trimethylene carbonate (FMTMC) and a subsequent retro Diels-Alder reaction. P(MTMC-LA) was modified by different amounts of BMSCs specific affinity peptide (EPLQLKM, E7) through click-chemistry to investigate the effect on BMSCs. The E7 peptide modified P(MTMC-LA) was casted into films on glass slides and BMSCs were seeded onto the films. In vitro study showed that E7 peptide modified P(MTMC-LA) films supported BMSCs adhesion and proliferation compared to unmodified P(MTMC-LA) film. Besides, the adhesion and proliferation were enhanced by the increasing peptide grafting ratio. These results indicated that the novel biodegradable polyester can serve as a biomaterial with great potential application in tissue engineering and regenerative medicine.

研究领域: 生物材料学 · 再生医学 · 组织工程
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Polymers · 2022 ·Vol. 14 ·期 22 ·4895 · IF 4.967

Synthesis of Biodegradable Polyester–Polyether with Enhanced Hydrophilicity, Thermal Stability, Toughness, and Degradation Rate

Xuedong Lv,Haitao Lin,Zhengxiang Wang,Ruixue Niu,Yi Liu,Yen Wei,Liuchun Zheng

Novel poly(butylene succinate-butylene furandicarboxylate/polyethylene glycol succinate) (PBSF-PEG) was synthesized using two-step transesterification and polycondensation in the melt. There are characterized by intrinsic viscosity, GPC,1H NMR, DSC, TGA, tensile, water absorption tests, and water degradation at different pH. GPC analysis showed that PBSF-PEG had high molecular weight with average molecular weight (Mw) up to 13.68 × 104g/mol. Tensile tests showed that these polymers possessed good mechanical properties with a tensile strength as high as 30 MPa and elongation at break reaching 1500%. It should be noted that the increase of PEG units improved the toughness of the polyester material. In addition, the introduction of PEG promoted the water degradation properties of PBSF, and the copolymer showed a significantly faster water degradation rate when the PEG unit content was 20%. This suggests that the amount of PEG introduced could be applied to regulate the water degradation rate of the copolymers. Hence, these new polymers have great potential for application as environmentally friendly and sustainable plastic packaging materials.Keywords:biodegradable polyester;poly(butylene succinate);hydrolysis degradation;poly(ethylene glycol)

研究领域: 材料科学 · 环境科学
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JOURNAL OF APPLIED POLYMER SCIENCE · 2023 ·Vol. 140 ·期 29 ·e54063 · IF 3

Synthesis and properties of biodegradable aliphatic–aromatic polyesters derived from 4-hydroxybenzaldehyde

Huan Wang,Zhengzai Cheng,Lesly Dasilva Wandji Djouonkep,Linfeng Wang,Shuanpu Cai,Mario Gauthier

A novel biphenyl monomer, diethyl 6,6′-dimethoxy-[1,1′-bipheny]-3,3′-dicarboxylate (DDBD), was synthesized from 4-hydroxybenzaldehyde, a phenolic compound derived from lignin. A series of polyesters were prepared by polycondensation of the biphenyl monomer with hydroquinone bis(2-hydroxyethyl) ether and aliphatic diacids via a two-step melt polycondensation method. It was shown that the properties of the polyesters can be tuned by varying the length and the structure of the spacer in the aliphatic diacid monomers. Structure–property relations for these materials were investigated by Fourier-transform infrared spectroscopy, nuclear magnetic resonance spectroscopy, gel permeation chromatography (GPC), differential scanning calorimetry, thermogravimetric analysis, and dynamic mechanical analysis. GPC analysis showed that the weight-average molecular weight ( M w ) of the samples varied from 4.2–5.0 × 10 4 g/mol, while thermal analysis yielded T g values of 51–120°C, and 5% decomposition temperatures ( T d,5% ) of 327–389°C. All the samples exhibited a high yield strength (56–87 MPa). After 30 weeks of degradation in soil, the copolyesters had mass losses of up to 4.4%, and an investigation of the ecotoxicity of the copolyesters with Eisenia fetida yielded a survival rate of over 80% after 14 days for the different copolyesters, suggesting low toxicity in the environment. Overall, these copolyesters have good properties and would be suitable to replace petroleum-based commercial poly(ethylene terephthalate) packaging materials.

研究领域: 材料科学 · 环境科学
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JOURNAL OF WUHAN UNIVERSITY OF TECHNOLOGY-MATERIALS SCIENCE EDITION · 2022 ·Vol. 37 ·期 4 ·753-759 · IF 1.271

Degradable Polyesters based on Oxygenated Fatty Acid Monomer

Cheng Zhengzai,Li Yi,Djouonkep Lesly Dasilva Wandji,Zeng Sheng,Wang Huan,Wang Linfeng,Cai Shuanpu,Liu Panpan,Hu Hai,Yang Yingao,Li Jiaqi,Qin Jisong,Gauthier Mario

A series of degradable polyesters was synthesized via melt polymerization of 3,6-dioxaoctane-1,8-dioic acid and five different diols, catalyzed by antimony trioxide (Sb 2 O 3 ). The polymers were characterized by FT-IR and 1 H NMR spectroscopy, gel permeation chromatography (GPC) and differential scanning calorimetry (DSC) analysis. The polydispersity index (PDI = M w / M n ) of the polyesters ranged from 1.55 to 1.99, the weight-average molecular weight ( M w ) from 1.8 × 10 4 to 3.2 × 10 4 Da, the melting point from 63 to 123 °C, and the highest decomposition temperature observed was 363 °C. The influence of the structure of the polymer chain on hydrolytic degradability was investigated with tests performed at three different values of pH. The findings obtained provide useful insight for the molecular design and the synthesis of degradable polyesters.

CAS / MDL: 1309-64-4
研究领域: 材料科学 · 化学工程
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ADVANCED FUNCTIONAL MATERIALS · 2025 · IF 19

Photosynthesis-Inspired Enhancement of Cellulose Bioplastics Using Hemicellulose-Derived Biodegradable Polyesters

Qiang Xia,Hairong Wang,Yuanting Dai,Zijun Mao,Xiang Hao,Feng Peng

Plant growth relies on light, performing photosynthesis throughout their entire life cycle from seedlings to maturity. Plant cell wall strength increases continually due to the photosynthesis of polysaccharides like hemicellulose and their entanglement with cellulose fibers. Here, a photosynthesis-inspired strategy is presented that utilizes light-induced formation of hemicellulose-derived degradable polyester within cellulose fibers to create highly reinforced biocomposites. Photo in situ polymerization of diallyl glyoxylate xylose (DAGX), a stable carbohydrate derived from hemicellulose, within cellulose fibers produces a biocomposite with an interwoven degradable polyester/cellulose fiber structure, mimicking the architecture of plant cell walls. The light-oriented formation of an interpenetrating network structure enables the biocomposite to achieve a tensile strength of ≈43 MPa, surpassing most commercially available degradable and non-degradable plastics, exceeding that of cellulose fibers by fivefold. The biocomposite shows excellent water resistance at room temperature yet degrades quickly in hot water, enabling easy recycling of undamaged cellulose fibers for papermaking. Cost and life cycle analyses reveal that the biocomposite is more cost-effective than commercially available biodegradable plastics, along with a reduced environmental footprint. This study may unlock strategies to fabricate low-carbon bioplastics by leveraging the abundant and diverse natural polysaccharides library.

CAS / MDL: 22504-50-3
研究领域: 材料科学 · 生物化学 · 环境科学
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POLYMERS FOR ADVANCED TECHNOLOGIES · 2022 ·Vol. 34 ·期 3 ·918-927 · IF 3.348

Preparation of degradable aliphatic polyester elastomers with tunable strength and elasticity via photo-crosslinking

Feifei Kang,Yan Yang,Wenpin Wang,Zhibo Li

Degradable polyester elastomers are highly desirable for biomedical applications. Here, highly transparent and degradable aliphatic polyester elastomers were prepared using the ring-opening copolymerization (ROCP) of commercial monomers, followed by a photo-crosslinking process. A series of the semi-crystalline copolyester (PMBL-co-PBL-co-PCL) precursors with different molecular weights and pendent vinyl contents were synthesized by one-pot ROCP of α-methylene-γ-butyrolactone (MBL), ε-caprolactone (ε-CL) and γ-butyrolactone (γ-BL). Then, UV irradiation was applied to photo-crosslink the precursors to obtain several elastomers. The obtained aliphatic polyester elastomers (CPEs) displayed excellent mechanical properties with high tensile strength (11.3 MPa), high elongation at break (1300%) and high elastic recovery (about 99% after 10 hysteresis cycles). In addition, the elastomer showed much better stability than uncrosslinked (co)polyesters, but maintained degradability in the basic aqueous solution, with ~30% of the mass loss in 1 M NaOH solution after 30 days. Through efficient ROCP, we demonstrated a strategy to prepare degradable CPEs bearing high strength, good elasticity, excellent resilience and degradation capability, which can serve as sustainable elastomers for various applications.

CAS / MDL: 502-44-3 96-48-0
研究领域: 材料科学 · 生物医学工程
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Journal of Materials Chemistry B · 2023 ·Vol. 11 ·期 25 ·5846-5855 · IF 7

Enhanced hemocompatibility and antibacterial activity of biodegradable poly(ester-urethane) modified with quercetin and phosphorylcholine for durable blood-contacting applications

Tiantian Hao,Guangliang Niu,Hao Zhang,Yuzheng Zhu,Chunxia Zhang,Fanzhao Kong,Jing Xu,Zhaosheng Hou

This work developed innovative poly(ester-urethane) materials double-modified by quercetin (QC) and phosphorylcholine (PC) with improved antibacterial activity and hemocompatibility. The functional monomer of PC-diol was first synthesized via a click reaction between 2-methacryloyloxyethyl phosphorylcholine and α-thioglycerol; the NCO-terminated prepolymer was subsequently prepared by a one-pot condensation method of PC-diol, poly(ε-caprolactone) diol, and excess isophorone diisocyanate; finally, the prepolymer was chain-extended with QC to produce the linear products (PEU-PQs). 1H NMR, FT-IR, and XPS techniques confirmed the successful introduction of PC and QC, and the in-depth characterization of the cast PEU-PQ films was carried out. Although a low crystallinity was demonstrated by XRD and thermal analysis, the films exhibited excellent tensile stress and stretchability due to the interchain multiple hydrogen bonds. The introduction of PC groups enhanced the surface hydrophilicity, water absorption, and the in vitro hydrolytic degradation rate of the film materials. Inhibition zone tests presented that the QC-based PEU-PQs had effective antibacterial activity against E. coli and S. aureus. The biological evaluations of the materials were performed in vitro by protein absorption, platelet adhesion, and cytotoxic test and in vivo by subcutaneous implantation, which demonstrated superior surface hemocompatibility and biocompatibility. Collectively, the PEU-PQ biomaterials hold a prospective application in durable blood-contacting devices.

研究领域: 生物材料 · 生物医学工程 · 材料科学
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POLYMER BULLETIN · 2025 · IF 4

3-methylphenol alkoxy aluminum complexes for ring-opening polymerization of ε-caprolactone under mild conditions

Zhao Xuan,Yang Liu,Sun Xinyu,Zhou Kun,Yuan Shuai

A novel class of 3-methylphenol alkoxy aluminum complexes was developed for the ring-opening polymerization (ROP) of ε-caprolactone (ε-CL) under mild conditions (60 °C, 30 min). Through systematic optimization of Al/CL molar ratios (5:1000 ~ 4:1000), monomer concentrations (1 mol/L), and reaction parameters, high polymer yield (99.9% ± 0.1%) was achieved, yielding polycaprolactone (PCL) with tunable molecular weights (M n up to 34 kg/mol) and narrow dispersity (PDI = 1.38). Structural characterization via 1 H NMR and FTIR confirmed successful PCL formation. GPC analysis validated controlled chain growth and uniformity (PDI < 1.5), while thermal properties were assessed via DSC and TGA, showing semicrystalline behavior and high thermal stability. Kinetic studies showed linear molecular weight progression with polymer yield, while sequential monomer feeding experiments confirmed living polymerization characteristics, with M n increasing proportionally and maintaining low PDI. Compared to conventional metal-based systems, this catalytic platform operates at lower temperatures with reduced toxicity risks, enabling energy-efficient synthesis of biodegradable polyester for biomedical and packaging applications.

研究领域: 高分子化学 · 生物材料 · 药物递送 · 组织工程 · 可降解聚合物 · 生物医学工程
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MACROMOLECULES · 2019 · IF 5.997

Facile Synthesis of Aliphatic ω-Pentadecalactone Containing Diblock Copolyesters via Sequential ROP with l-Lactide, ε-Caprolactone, and δ-Valerolactone Catalyzed by Cyclic Trimeric Phosphazene Base with Inherent Tribasic Characteristics

Na Zhao,Chuanli Ren,Yong Shen,Shaofeng Liu,Zhibo Li

Degradable long-chain aliphatic polyesters are promising alternatives to polyolefins. The ring-opening polymerization (ROP) of ω-pentadecalactone (PDL) enables the synthesis of aliphatic polyesters with melting temperature close to low-density polyethylene (LDPE). However, this ROP reaction is of great challenge because of low ring strain of the PDL monomer. The occurrence of intra- and intermolecular transesterification reactions during ROP made it difficult to prepare well-defined block copolyesters for advanced properties. In this context, cyclic trimeric phosphazene base (CTPB) in combination with benzyl alcohol (BnOH) was proved to be an efficient initiator system for ROP of PDL, showing an excellent polymerization rate (TOF up to 600 h–1) at 80 °C. Well-defined diblock copolyesters, i.e., PPDL-b-PLLA, can be easily synthesized by sequential addition of PDL and l-lactide (L-LA). In contrast, sequential addition of PDL and ε-caprolactone (CL) or δ-valerolactone (VL) only led to the random copolyesters under the same conditions. On the other hand, CTPB is an inherent tribasic superbase and can be partially neutralized to decrease its basicity for better control over active lactones such as CL and VL. Hence, we introduced 0.33–1.0 equiv of benzoic acid (PhCOOH) relative to CTPB and demonstrated that it can diminish the transesterification during ROP of CL or VL. Based on this strategy, PPDL-b-PCL or PPDL-b-PVL diblock copolyesters were successfully prepared by sequential addition of monomers of CL or VL after ROP of PDL. The block copolyester structures were confirmed by the 13C NMR spectroscopy and DSC characterizations.

CAS / MDL: 100-51-6 82654-98-6
研究领域: 高分子化学 · 材料科学
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ACS Applied Materials & Interfaces · 2023 · IF 9.5

Shape Memory Polyester Scaffold Promotes Bone Defect Repair through Enhanced Osteogenic Ability and Mechanical Stability

Rui Du,Bin Zhao,Kun Luo,Man-Xi Wang,Quan Yuan,Lei-Xiao Yu,Ke-Ke Yang,Yu-Zhong Wang

Bone tissue engineering involving scaffolds is recognized as the ideal approach for bone defect repair. However, scaffold materials exhibit several limitations, such as low bioactivity, less osseointegration, and poor processability, for developing bone tissue engineering. Herein, a bioactive and shape memory bone scaffold was fabricated using the biodegradable polyester copolymer’s four-dimensional fused deposition modeling. The poly(ε-caprolactone) segment with a transition temperature near body temperature was selected as the molecular switch to realize the shape memory effect. Another copolymer segment, i.e., poly(propylene fumarate), was introduced for post-cross-linking and improving the regulation effect of the resulting bioadaptable scaffold on osteogenesis. To mimic the porous structures and mechanical properties of the native spongy bone, the pore size of the printed scaffold was set as ∼300 μm, and a comparable compression modulus was achieved after photo-cross-linking. Compared with the pristine poly(ε-caprolactone), the scaffold made from fumarate-functionalized copolymer considerably enhanced the adhesion and osteogenic differentiation of MC3T3-E1 cells in vitro. In vivo experiments indicated that the bioactive shape memory scaffold could quickly adapt to the defect geometry during implantation via shape change, and bone regeneration at the defect site was remarkably promoted, providing a promising strategy to treat bone defects in the clinic, substantial bone defects with irregular geometry.

研究领域: 组织工程 · 生物材料 · 骨科研究 · 再生医学
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