One-pot sequence-selective synthesis of polylactone-containing block terpolymers based on renewable terpenoid-derived monomer and a simple organocatalyst
Article
Xie, Hongyan, Feng, Jiabing, Yang, Xiaoxia, Zhao, Yan, Song, Pingan, Wang, Hao and Xu, Zhiguang. 2022. "One-pot sequence-selective synthesis of polylactone-containing block terpolymers based on renewable terpenoid-derived monomer and a simple organocatalyst." Journal of Polymer Science. 60 (20), pp. 2889-2898. https://doi.org/10.1002/pol.20220188
| Article Title | One-pot sequence-selective synthesis of polylactone-containing block terpolymers based on renewable terpenoid-derived monomer and a simple organocatalyst |
|---|---|
| ERA Journal ID | 1678 |
| Article Category | Article |
| Authors | Xie, Hongyan, Feng, Jiabing, Yang, Xiaoxia, Zhao, Yan, Song, Pingan, Wang, Hao and Xu, Zhiguang |
| Journal Title | Journal of Polymer Science |
| Journal Citation | 60 (20), pp. 2889-2898 |
| Number of Pages | 9 |
| Year | 15 Oct 2022 |
| Publisher | John Wiley & Sons |
| Place of Publication | United States |
| ISSN | 0887-624X |
| 0887-6266 | |
| 1099-0488 | |
| 1099-0518 | |
| 2642-4150 | |
| 2642-4169 | |
| Digital Object Identifier (DOI) | https://doi.org/10.1002/pol.20220188 |
| Web Address (URL) | https://onlinelibrary.wiley.com/doi/10.1002/pol.20220188 |
| Abstract | In this work, we report the synthesis and polymerization performances of terpenoid-derived camphoric anhydride (CA). Utilizing simple organo-base tBuP2 as the catalyst, CA can polymerize with various epoxides by efficient and controlled ring-opening alternating copolymerization (ROAC) to afford perfectly alternating poly(CA-alt-epoxide). Kinetic study shows that the polymerization proceeds following zero-order dependence on the concentration of CA. The self-switchable terpolymerization from the mixture of CA, propylene oxide (PO) and ε-caprolactone (CL) is conducted under the catalysis of tBuP2. First, ROAC of CA and PO is carried out exclusively with benzyl alcohol as initiator. Then, block copolymer (BCP) poly(CA-alt-PO)-b-PCL is obtained via the sequential polymerizations after the complete consumption of CA. The followed ring-opening polymerization (ROP) of CL is initiated by the terminal hydroxyl of the ROAC-resulted poly(CA-alt-PO) polyester without external stimulus. During the process, the excess PO compound remains intact. The one-pot synthesis displays distinct living nature and perfect chemoselectivity. The as-prepared terpenoid-derived alternating and BCP's exhibit elevated thermal properties. |
| Keywords | organic catalysis; ring-opening alternating copolymerization; self-switchable polymerization; sequence selectivity; terpenoid-derived monomer |
| ANZSRC Field of Research 2020 | 401609. Polymers and plastics |
| Public Notes | Files associated with this item cannot be displayed due to copyright restrictions. |
| Byline Affiliations | Jiaxing University, China |
| Soochow University, China | |
| Centre for Future Materials |
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Cao, Zhenhu, Zhang, Yan, Song, Pingan, Cai, Yuanzheng, Guo, Qi, Fang, Zhengping and Peng, Mao. 2011. "A novel zinc chelate complex containing both phosphorus and nitrogen for improving the flame retardancy of low density polyethylene." Journal of Analytical and Applied Pyrolysis. 92 (2), pp. 339-346. https://doi.org/10.1016/j.jaap.2011.07.007Thermal stability and rheological behaviors of high-density polyethylene/fullerene nanocomposites
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Kahandawa, G. C., Epaarachchi, J. A., Wang, H., Followell, D. and Birt, P.. 2013. "Use of fixed wavelength Fibre-Bragg Grating (FBG) filters to capture time domain data from the distorted spectrum of an embedded FBG sensor to estimate strain with an artificial neural network." Sensors and Actuators A: Physical. 194, pp. 1-7. https://doi.org/10.1016/j.sna.2012.12.028Quantitative kinetic and structural analysis of geopolymers. Part 1. The activation of metakaolin with sodium hydroxide
Zhang, Zuhua, Wang, Hao, Provis, John L., Bullen, Frank, Reid, Andrew and Zhu, Yingcan. 2012. "Quantitative kinetic and structural analysis of geopolymers. Part 1. The activation of metakaolin with sodium hydroxide." Thermochimica Acta. 539, pp. 23-33. https://doi.org/10.1016/j.tca.2012.03.021Numerical simulation of porous structure in foam concrete on thermal insulation property
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Ho, Mei-po, Wang, Hao, Ho, Chun-kit and Lau, Kin-tak. 2012. "A study on the dynamic mechanical properties of silk fibre composites." Advanced Materials Research. 410, pp. 106-109. https://doi.org/10.4028/www.scientific.net/AMR.410.106Effects of ground granulated blast furnace slag on the mechanical and microstructure of fly ash-based geopolymer binders
Yang, T., Yao, X., Zhang, Z. and Wang, H.. 2012. "Effects of ground granulated blast furnace slag on the mechanical and microstructure of fly ash-based geopolymer binders." 8th Asian-Australasian Conference on Composite Materials (ACCM 2012): Composites: Enabling Tomorrow's Industry Today. Kuala Lumpur, Malaysia 06 - 08 Nov 2012 Kowloon, Hong Kong.Quantitative study of the reactivity of fly ash in geopolymerization by FTIR
Zhang, Zuhua, Wang, Hao and Provis, John L.. 2012. "Quantitative study of the reactivity of fly ash in geopolymerization by FTIR." Journal of Sustainable Cement-Based Materials. 1 (4), pp. 154-166. https://doi.org/10.1080/21650373.2012.752620Effect of degumming time on silkworm silk fibre for biodegradable polymer composites
Ho, Mei-po, Wang, Hao and Lau, Kin-tak. 2012. "Effect of degumming time on silkworm silk fibre for biodegradable polymer composites." Applied Surface Science. 258 (8), pp. 3948-3955. https://doi.org/10.1016/j.apsusc.2011.12.068Chemical treatments on plant-based natural fibre reinforced polymer composites: an overview
Kabir, M. M., Wang, H., Lau, K. T. and Cardona, F.. 2012. "Chemical treatments on plant-based natural fibre reinforced polymer composites: an overview ." Composites Part B: Engineering. 43 (7), pp. 2883-2892. https://doi.org/10.1016/j.compositesb.2012.04.053Interfacial bonding and degumming effects on silk fibre/polymer biocomposites
Ho, Mei-po, Wang, Hao, Lau, Kin-tak, Lee, Joong-hee and Hui, David. 2012. "Interfacial bonding and degumming effects on silk fibre/polymer biocomposites ." Composites Part B: Engineering. 43 (7), pp. 2801-2812. https://doi.org/10.1016/j.compositesb.2012.04.042Potential application of geopolymers as protection coatings for marine concrete III. Field experiment
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Ho, Mei-Po, Lau, Kin-tak, Wang, Hao and Bhattacharyya, Debes. 2011. "Mechanical properties of an injected silk fibre reinforced PLA composite." Bhattacharyya, D., Lin, R. J. T. and Srivatsan, T. S. (ed.) 19th International Symposium on Processing and Fabrication of Advanced Materials (PFAM XIX). Auckland, New Zealand 14 - 17 Jan 2011 Auckland, New Zealand.Flexural strength of sandwich panel with lignocellulosic composites intermediate layer: a statistic approach
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Wang, Hao and Shi, Zhiming. 2011. "In vitro biodegradation behavior of magnesium and magnesium alloy ." Journal of Biomedical Materials Research Part B: Applied Biomaterials. 98B (2), pp. 203-209. https://doi.org/10.1002/jbm.b.31769Numerical simulation of rolling process and microstructure evolution of AM50 Mg alloy during hot rolling process
Hua, Fuan, Zhang, Chaoyi, Li, Qiang, Yu, Baoyi, Liu, Weihua, Li, Runxia, Xie, Shuisheng, Huang, Guojie, Cheng, Lei, Fu, Yao and Wang, Hao. 2011. "Numerical simulation of rolling process and microstructure evolution of AM50 Mg alloy during hot rolling process ." Advanced Materials Research. 291-294, pp. 449-454. https://doi.org/10.4028/www.scientific.net/AMR.291-294.449Deformation behaviour of aluminum alloy A356 in semisolid state
Wang, H. and Ning, Z. L.. 2009. "Deformation behaviour of aluminum alloy A356 in semisolid state ." Aravinthan, Thiru, Karunasena, Warna (Karu) and Wang, Hao (ed.) 20th Australasian Conference on the Mechanics of Structures and Materials (ACMSM20). Toowoomba, Australia 02 - 05 Dec 2008 London, United Kingdom.Influence of casting temperature on the thermal stability of Cu- and Zr-based metallic glasses: theoretical analysis and experiments
Zhu, Z. W., Zhang, H. F., Wang, H., Ding, B. Z. and Hu, Z. Q.. 2008. "Influence of casting temperature on the thermal stability of Cu- and Zr-based metallic glasses: theoretical analysis and experiments." Journal of Materials Research. 23 (10), pp. 2714-2719. https://doi.org/10.1557/jmr.2008.0335Solidification microstructure modelling using cellular automaton method
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Fu, H. M., Qiu, D., Zhang, M. X., Wang, H., Kelly, P. M. and Taylor, J. A.. 2008. "The development of a new grain refiner for magnesium alloys using the edge-to-edge model." Journal of Alloys and Compounds. 456 (1-2), pp. 390-394. https://doi.org/10.1016/j.jallcom.2007.02.076Cu-based bulk amorphous alloy with larger glass-forming ability and supercooled liquid region
Fu, H. M., Zhang, H. F., Wang, H. and Hu, Z. Q.. 2008. "Cu-based bulk amorphous alloy with larger glass-forming ability and supercooled liquid region." Journal of Alloys and Compounds. 458 (1-2), pp. 390-393. https://doi.org/10.1016/j.jallcom.2007.03.114Study of biodegradation of pure magnesium
Ren, Yibin, Wang, Hao, Huang, Jingjing, Zhang, Bingchun and Yang, Ke. 2007. "Study of biodegradation of pure magnesium." Kim, Young-Ha, Cho, Chong-Su, Kang, Inn-Kyu, Kim, Suk Young and Kwon, Oh Hyeong (ed.) ASBM7: 7th Asian Symposium on Biomedical Materials. Jeju, Korea 20 - 23 Aug 2006 Switzerland. https://doi.org/10.4028/www.scientific.net/KEM.342-343.601The use of simulated games in an undergraduate course manufacturing processes
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Yao, Xiangdong, Wang, Hao, He, B. and Zhou, X.. 2005. "Modeling of columnar-to-equiaxed transition in solidified Al-Si alloys." Zhong, Z., Saka, H., Kim, T. H., Holm, E. A., Han, Y. and Xie, X. (ed.) 5th Pacific Rim International Conference on Advanced Materials and Processing (PRICM 5). Beijing, China 02 - 05 Nov 2004 Zurich, Switzerland. Scientific.Net. https://doi.org/10.4028/www.scientific.net/MSF.475-479.3141Formation and mechanical properties of Mg65Cu25Er10 and Mg65Cu15Ag10Er10 bulk amorphous alloys
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Fu, H. M., Zhang, H. F., Wang, Hao, Zhang, Qingsheng and Hu, Z. Q.. 2005. "Synthesis and mechanical properties of Cu-based bulk metallic glass composites containing in-situ TiC particles." Scripta Materialia. 52 (7), pp. 669-673. https://doi.org/10.1016/j.scriptamat.2004.10.031Preface to futures in mechanics of structures and materials conference. ACMSM20
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Wang, Hao and Ning, Zhiliang. 2007. "Magnesium thixotropic structure produced by controlled nucleation method ." Tezhong Zhuzao Ji Youse Hejin (Special Casting and Nonferrous Alloys).In-situ Si/Al composite produced by semisolid metal processing
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Wang, H., Estrin, Y., Fu, H. M., Song, G. L. and Zuberova, Z.. 2007. "The effect of pre-processing and grain structure on the bio-corrosion and fatigue resistance of magnesium alloy AZ31." Advanced Engineering Materials. 9 (11), pp. 967-972. https://doi.org/10.1002/adem.200700200Effects of carbon nanotubes and metal catalysts on hydrogen storage in magnesium nanocomposite
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Wang, Hao, Fu, H. M., Zhang, H. F. and Hu, Z. Q.. 2006. "In-situ Cu-based bulk metallic glass composite." International Journal of Modern Physics B. 20 (25-27), pp. 3963-3968. https://doi.org/10.1142/S0217979206040696The effect of Gd addition on the glass-forming ability of Cu-Zr-Al alloy
Fu, H. M., Wang, Hao, Zhang, H. F. and Hu, Z. Q.. 2006. "The effect of Gd addition on the glass-forming ability of Cu-Zr-Al alloy." Scripta Materialia. 55 (2), pp. 147-150. https://doi.org/10.1016/j.scriptamat.2006.03.052Modeling of semisolid structure formation in controlled nucleation method
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Wang, Hao. 2006. "In-situ Si/Al composite produced by semisolid metal processing ." Bandyopadhyay, Sri, Zeng, Q., Berndt, Christopher C., Rizkalla, S., Gowripalan, N. and Matison, Janison (ed.) ACUN-5 International Composites Conference. Sydney, Australia 11 - 14 Jul 2006 Sydney, Australia.Tungsten fibre reinforced Zr-based bulk metallic glass composites
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Zhu, Zhengwang, Zhang, Haifeng, Wang, Hao, Ding, Bingzhe, Hu, Zhuang-Qi and Huang, Han. 2009. "Influence of casting temperature on microstructures and mechanical properties of Cu50Zr45.5Ti2.5Y2 metallic glass prepared using copper mold casting [+ Erratum]." Journal of Materials Research. 24 (10), pp. 3108-3115. https://doi.org/10.1557/jmr.2009.0373Deformation behavior of semisolid A356 alloy prepared by low temperature pouring
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Ning, Z. L., Wang, H., Liu, H. H., Cao, F. Y., Wang, S. T. and Sun, J. F.. 2010. "Effects of Nd on microstructures and properties at the elevated temperature of a Mg-0.3Zn-0.32Zr alloy." Materials and Design. 31 (9), pp. 4438-4444. https://doi.org/10.1016/j.matdes.2010.04.021The role of casting temperature in preparation of bulk metallic glasses
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Ku, H., Wang, H., Pattarachaiyakoop, N. and Trada, M.. 2011. "A review on the tensile properties of natural fiber reinforced polymer composites ." Composites Part B: Engineering. 42 (4), pp. 856-873. https://doi.org/10.1016/j.compositesb.2011.01.010Cellular automaton modeling of semisolid microstructure formation
Li, Qiang, Yu, Baoyi, Zhang, Huawen, Li, Runxia, Wang, Feng, Xie, Shuisheng, Huang, Guojie and Wang, Hao. 2010. "Cellular automaton modeling of semisolid microstructure formation." China Foundry. 7 (2), pp. 143-148.Mechanical and thermal properties of untreated and chemically treated jute fibre reinforced composites
Kabir, Mohammad Mazedul, Islam, Md Mainul and Wang, Hao. 2010. "Mechanical and thermal properties of untreated and chemically treated jute fibre reinforced composites." 1st International Conference on Mechanical, Industrial and Energy Engineering (ICMIEE 2010) . Khulna, Bangladesh 23 - 24 Dec 2010 Khulna, Bangladesh.An investigation of spectral response of embedded Fibre Bragg Grating (FBG) sensors in a hollow composite cylindrical beam under pure torsion and combined loading
Kahandawa, Gayan C., Epaarachchi, Jayantha A., Wang, Hao, Followell, David, Birt, Peter, Canning, John and Stevenson, Michael. 2010. "An investigation of spectral response of embedded Fibre Bragg Grating (FBG) sensors in a hollow composite cylindrical beam under pure torsion and combined loading." Teh, Kian, Davies, Ian and Howard, Ian (ed.) 6th Australasian Congress on Applied Mechanics (ACAM 6). Perth, Western Australia 12 - 15 Dec 2010 Perth, Australia.Effects of the self distortions of embedded FBG sensors on spectral response due to torsional and combined loads
Kahandawa, Gayan C., Epaarachchi, Jayantha A., Wang, Hao and Canning, John. 2010. "Effects of the self distortions of embedded FBG sensors on spectral response due to torsional and combined loads." 3rd Asia-Pacific Workshop on Structural Health Monitoring (APWSHM 2010). Tokyo, Japan 30 Nov - 02 Dec 2010 Tokyo, Japan.Natural fibre composites with epoxidized vegetable oil (EVO) resins: a review
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Ren, Yibin, Huang, Jingjing, Yang, Ke, Zhang, Bingchun, Yao, Zhiming and Wang, Hao. 2005. "Study of bio-corrosion of pure magnesium." Jinshu Xuebao. 41 (11), pp. 1228-1232.Present status and future trends in production of semisolid materials
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Xu, Lihua, Fang, Zhengping, Song, Pingan and Peng, Mao. 2010. "Effects of corona discharge on the surface structure, morphology and properties of multi-walled carbon nanotubes." Applied Surface Science. 256 (21), pp. 6447-6453. https://doi.org/10.1016/j.apsusc.2010.04.033Biodegradable aliphatic/aromatic copolymers based on terephthalic acid and poly(L-lactic acid): Synthesis, characterization and hydrolytic degradation
Wang, Bing-tao, Zhang, Yan, Song, Pingan, Guo, Zhenghong, Cheng, Jie and Fang, Zhengping. 2010. "Biodegradable aliphatic/aromatic copolymers based on terephthalic acid and poly(L-lactic acid): Synthesis, characterization and hydrolytic degradation." Chinese Journal of Polymer Science. 28 (1), pp. 405-415. https://doi.org/10.1007/s10118-010-9032-yFunctionalization of carbon nanotubes by corona-discharge induced graft polymerization for the reinforcement of epoxy nanocomposites
Xu, Lihua, Fang, Zhengping, Song, Pingan and Peng, Mao. 2010. "Functionalization of carbon nanotubes by corona-discharge induced graft polymerization for the reinforcement of epoxy nanocomposites." Plasma Processes and Polymers. 7 (9), pp. 785-793. https://doi.org/10.1002/ppap.201000019Thermal degradation and flammability properties of HDPE/EVA/C60 nanocomposites
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Fu, Shenyuan, Song, Pingan, Yang, Haitang, Jin, Yongming, Lu, Fengzhu, Ye, Jiewang and Wu, Qiang. 2010. "Effects of carbon nanotubes and its functionalization on the thermal and flammability properties of polypropylene wood flour composites." Journal of Materials Science. 45 (13), pp. 3520-3528. https://doi.org/10.1007/s10853-010-4394-7Synthesis, characterization, and properties of degradable poly(l-lactic acid)/poly(butylene terephthalate) copolyesters containing 1,4-cyclohexanedimethanol
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