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Sustainable Polyamides Enabled by Controlled Ring-opening Polymerization of 4-Hydroxyproline-derived Lactams

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Chinese Journal of Polymer Science 2023年第5期41卷 728-734,I0008页

作者： Jian-Qun wang xian-hong wang You-Hua Tao Key Laboratory of Polymer Ecomaterials Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022China University of Science and Technology of China Hefei 230026China

Aliphatic polyamides have been considered as eco-friendly materials,useful for a wide range of applications.However,it still presents obstacle to produce sustainable aliphatic polyamides from abundant renewable sources.Herein,we describe that 4-hydroxyproline(4-HYP),a renewable resource,was readily converted to its corresponding bicyclic bridged lactam monomers bearing pendant Boc-protected secondary amino group,and oligo-ethylene glycol group.Lithium hexamethyldisilazide(LiHMDS)-mediated polymerization of the resulting monomers exhibited a controlled feature,affording sustainable aliphatic polyamides with number-average molecular weight up to 73 kg/mol and a low molecular weight distribution?<1.28.Overall,this work can lead to a novel kind of functional and sustainable polyamides with potential applications,including degradable plastics,and drug delivery.

关键词： Polyamides Renewable Ring-opening polymerization 4-Hydroxyproline

High-Performance Biodegradable PBAT/PPC Composite Film Through Reactive Compatibilizer

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Chinese Journal of Polymer Science 2023年第7期41卷 1051-1058页

作者： Feng-xiang Gao Yi Cai Shun-Jie Liu xian-hong wang University of Science and Technology of China Hefei230026China Key Laboratory of Polymer Ecomaterials Changchun Institute of Applied Chemistry CASChinese Academy of SciencesChangchun130022China

Poly(butylene adipate-co-terephthalate) (PBAT) is currently the largest commercial biodegradable plastics with good toughness and film forming properties, whereas, the inferior barrier and mechanical properties hinder its applications. Biodegradable poly(propylene carbonate) (PPC) with excellent barrier properties and high strength is a natural choice to address above issue. However, it is challenging to improve the compatibility of these two polymers. Herein, we prepared a reactive compatibilizer with double bond side group through terpolymerization of CO_(2)/propylene oxide/glycidyl methacrylate to enhance the properties of PBAT/PPC blends. Upon addition of 1 wt% compatibilizer, the PBAT/PPC blends (75/25, W/W) showed an increased water vapor barrier property changed from 424 g·m^(−2)·d^(−1) to 204 g·m^(−2)·d^(−1) compared to the control sample. Moreover, the tensile strength and elongation at break increased from 24.7 MPa to 30.3 MPa and from 858% to 1142%, respectively. The PBAT/PPC composite also displayed excellent biodegradability under composting conditions, as confirmed by the significantly decreased molecular weight. The present work provides an efficient way to barrier biodegradable film from PBAT of practical utilization.

关键词： Poly(butylene adipate-co-terephthalate) Poly(propylene carbonate) Reactive compatibilizer Barrier property Mechanical property

Cationic CO_(2)-based Waterborne Polyurethane with High Solid Content and Excellent Ageing Resistance

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Chinese Journal of Polymer Science 2022年第10期40卷 1183-1192,I0008页

作者： hong-Ming Zhang Guang-Ping Han Wan-Li Cheng Shun-Jie Liu xian-hong wang Key Laboratory of Bio-based Material Science and Technology(Ministry of Education) Northeast Forestry UniversityHarbin 150040China Key Laboratory of Polymer Ecomaterial Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 13022China

High solid content CO_(2)-based cationic waterborne polyurethanes(CWPUs)were prepared using CO_(2)-polyols as soft segment and Nmethyl diethanolamine(MDEA)as hydrophilic group.The resulting stable aqueous dispersion displayed a high solid content of 52%with a low MDEA loading of 3.52 wt%.This novel structural CWPU can provide excellent adhesive strength,whose T-peel strength could reach 173.48N/5cm,20%higher than that of ester-based cationic waterborne polyurethane(87.55 N/5cm).The CO_(2)-based CWPU film showed only 2 wt%swelling percentage after 240 min immersion in water,and no change was observed during its immersion in 5 wt%sodium hydroxide solution.The tensile strength of CO_(2)-WPUs dropped slowly to 91.2%after 480 min immersion in a 5 wt%sodium hydroxide solution,whereas that of esterbased CWPUs dropped quickly to 32%after 240 min and their mechanical properties were lost after 360 min immersion.Meanwhile,the retention of the tensile strength of the CO_(2)-CWPUs was 81.5%even after 720 min immersion in 10 wt%H_(2)O_(2) solution,while it was only ca.38%for the ester-based CWPUs.These results indicated that the cationic CO_(2)-based CWPU may be promising waterborne adhesive with outstanding ageing resistance due to its synergistic effect from carbonate and ether groups of CO_(2)-polyol structure.

关键词： Cationic waterborne polyurethane CO_(2)-polyol High solid content Hydrolysis/oxidation resistance

Copolymerization of PO/CO_(2)and Lactide by a Dinuclear Salen-Cr(Ⅲ)Complex:Gradient and Random Copolymers with Modificable Microstructure

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Chinese Journal of Polymer Science 2022年第9期40卷 1028-1033页

作者： Zhuang-Zhuang Liang xiang Li Chen-Yang Hu Ran-Long Duan xian-hong wang Xuan Pang Xue-Si Chen Key Laboratory of Polymer Ecomaterials Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022China School of Applied Chemistry and Engineering University of Science and Technology of ChinaHefei 230026China

Copolymerization of propylene oxide(PO)/carbon dioxide(CO_(2))and lactide(LA)is achievable to form new copolymers,combining the advantages of both poly(propylene carbonate)(PPC)and polylactide(PLA).In this study,we designed a dinuclear Salen-Cr(Ⅲ)complex,which showed higher efficiency for copolymerization of PO/CO_(2)and LA than that of mononuclear Salen-Cr(Ⅲ)complex.Besides,we successfully obtained gradient and random copolymers of PPC-PLA in one pot.Furthermore,by adjusting reaction temperature,block ratios of PPC/PLA in copolymers were controllable(block ratio of PPC/PLA=1.0 at 40℃,while block ratio of PPC/PLA=0.5 at room temperature).While increasing the reaction temperature to 60℃,conversion of LA was much faster than that of PO so that gradient copolymers were obtained.

关键词： Dinuclear Salen-Cr(Ⅲ)complex Poly(propylene carbonate) Polylactide Gradient and random copolymers

Steric Hindrance Ligand Strategy to Aluminum Porphyrin Catalyst for Completely Alternative Copolymerization of CO_2 and Propylene Oxide

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Chinese Journal of Polymer Science 2018年第2期36卷 252-260页

作者： Chun-Wei Zhuo Yu-Sheng Qin xian-hong wang Fo-Song wang Key Laboratory of Polymer Ecomaterial Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022China University of Science and Technology of China Hefei 230026China

Aluminum porphyrin complexes are heavy-metal-free and soil-tolerant green catalysts for the copolymerization of CO2 and propylene oxide（PO）, but they suffer from relatively poor poly（propylene carbonate）（PPC） selectivity. Herein, steric hindrance porphyrin ligand was used to enhance the PPC selectivity. Typically, a bulky anthracene-like group was incorporated into the porphyrin ring to form 5,10,15,20-tetra（1,2,3,4,5,6,7,8-octahydro-1,4：5,8-dimethanoanthracen-9-yl）porphyrin, the aluminum porphyrin complex with this ligand, in combination with bis（triphenylphosphine）iminium chloride as a co-catalyst, produced completely alternate PPC. Additionally, the obtained PPC showed high regioselectivity, with a head-to-tail linkage content（HT） of 92%. Therefore, we demonstrated that introduction of bulky steric ligand into the porphyrin ring could reduce the propylene oxide homopolymerization activity leading to excellent PPC selectivity, and improve regioselectivity for the PO ring-opening during the copolymerization.

关键词： Carbon dioxide Propylene oxide Porphyrin Aluminum Steric hindrance

Facile and Rapid Solid Phase Synthesis of Monodisperse Oligo(1,4-phenyleneethynylene)s

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Chinese Chemical Letters 2005年第6期16卷 719-722页

作者： Guo Rong LI xian hong wang Ji LI Xiao Jiang ZHAO Fo Song wang State Key Laboratory of Polymer Physics and Chemistry Changchun Institute of Applied ChemistryChinese Academy of SciencesGraduate School of the Chinese Academy of SciencesChangchun 130022

An extremely facile and rapid solid phase route free of column chromatographic purification for the synthesis of the soluble monodisperse oligo(1, 4-phenyleneethynylene)s up to～60  was presented.

关键词： Solid phase monodisperse oligo(1,4-phenyleneethynylene)s.

Sustainable Blends of Poly(propylene carbonate)and Stereocomplex Polylactide with Enhanced Rheological Properties and Heat Resistance

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Chinese Journal of Polymer Science 2020年第11期38卷 1267-1275,I0009页

作者： Yi Li Yan-Cun Yu Chang-Yu Han xian-hong wang De-Xin Huang School of Materials Science and Engineering Jilin Jianzhu UniversityChangchun 730778China Key Laboratory of Polymer Ecomaterials Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022China

Sustainable blends of poly(propylene carbonate)(PPC)and stereocomplex polylactide(sc-PLA)were prepared by melt blending equimolar poly(L-lactic acid)(PLLA)and poly(D-lactide acid)(PDLA)with PPC to form sc-PLA crystals in situ in the melt blending process.Differential seanning calorimetry analysis revealed that only sc-PLA,no homo-crystallization of PLLA or PDLA,formed in the PPC matrix as the sc-PLA con tent was more than 10 wt%.Very in triguingly,scan ning electronic microscopy observati on showed that sc-PLA was evenly dispersed in the PPC phase as spherical particles and the sizes of sc-PLA particles did not obviously increase with in creasing sc-PLA con tent.As a con seque nee,the rheological properties of PPC were greatly improved by incorporation of sc-PLA.When the sc-PLA con tent was 20 wt%,a percolati on n etwork structure was formed,and the blends showed solid-like behavior.The sc-PLA particles could reinforce the PPC matrix,especially at a temperature above the glass transition temperature of PPC.Moreover,the Vicat softening temperature of PPC/sc-PLA blends could be increased compared with that of neat PPC.

关键词： Sustainable Polymer blends Poly(propylene carbonate) Stereocomplex polylactide

Synthesis and Characterization of Ferroceneterminated Ruthenium Phenylacetylide Complexes with Alligator Clips

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Chinese Chemical Letters 2003年第1期14卷 35-38页

作者： Heng Wei LIN xian hong wang Xiao Jiang ZHAO Ji LI Fo Song wang State Key Laboratory of Polymer Physics and Chemistry Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022

Ferrocene-terminated trans-Ru(dppm)2 (dppm=Ph2PCH2PPh2)-containing molecular wires with alligator clips were prepared. They are suitable for self-assembly on gold electrode to investigate the influence of metal incor... 详细信息

关键词： Molecular wires ferrocene ruthenium phenylacetylide complexes.

A One-pot Procedure to Prepare Ethynylferrocene and Iodoethynylferrocene

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Chinese Chemical Letters 2001年第5期12卷 387-390页

作者： Ji Shan WU Chun Yan CHI xian hong wang Xiao Jiang ZHAO Ji LI Fo Song wang State Key Laboratory of Polymer Physics and Chemistry Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022

Ethynylferrocene and iodoethynylferrocene were prepared in high yield as 88-90% through a one-pot procedure. 1, 1'-diiodoferrocenylene was in-situ prepared from reaction of CHI3 PPh3, t-BuOK and ferrocenecarboxaldehyd... 详细信息

关键词： Ferrocene derivatives Wittig-type reaction.