Studies on Microwave-assisted Ring-opening Polymerization and Property of Poly(9-phenyl-2,4,8,10-tetraoxaspiro-[5,5]undcane-3-one)

Fan Liu; Li-li Mei; Zhi-lin Tan; Guo-ping Yan; Jun-fang Guo; Qiao Zhang; Hui Liu; Jun Yang

doi:10.1007/s10118-016-1852-y

Your Location：

Home >

Browse articles >

Studies on Microwave-assisted Ring-opening Polymerization and Property of Poly(9-phenyl-2,4,8,10-tetraoxaspiro-[5,5]undcane-3-one)

PAPERS | Updated：2021-05-12

- Studies on Microwave-assisted Ring-opening Polymerization and Property of Poly(9-phenyl-2,4,8,10-tetraoxaspiro-[5,5]undcane-3-one)
- Chinese Journal of Polymer Science Vol. 34, Issue 11, Pages: 1330-1338(2016)
- Affiliations：
  
  School of Material Science and Engineering, Wuhan Institute of Technology, Wuhan 430074, China
- Author bio：
  
  Guo-ping Yan(鄢国平),E-mail:guopyan2006@163.com
- Funds：
- DOI：10.1007/s10118-016-1852-y
  CLC：
- Received：12 June 2016，
  
  Revised：2016-7-15，
  
  Accepted：11 August 2016，
  
  Published：2016-11
- Accepted：
Scan QR Code
Fan Liu, Li-li Mei, Zhi-lin Tan, et al. Studies on Microwave-assisted Ring-opening Polymerization and Property of Poly(9-phenyl-2,4,8,10-tetraoxaspiro-[5,5]undcane-3-one)[J]. Chinese Journal of Polymer Science, 2016, 34(11): 1330-1338.
DOI：

Fan Liu, Li-li Mei, Zhi-lin Tan, et al. Studies on Microwave-assisted Ring-opening Polymerization and Property of Poly(9-phenyl-2,4,8,10-tetraoxaspiro-[5,5]undcane-3-one)[J]. Chinese Journal of Polymer Science, 2016, 34(11): 1330-1338. DOI： 10.1007/s10118-016-1852-y.

摘要

Abstract

Poly(9-phenyl-2

10-tetraoxaspiro-[5

5]undcane-3-one) (PPTC) was synthesized by the microwave-assisted ring-opening polymerization (MROP) of a six-membered cyclic carbonate monomer 9-phenyl-2

10-tetraoxaspiro-[5

undcane-3-one (PTC) with tin(Ⅱ) 2-ethylhexanoate (Sn(Oct)

) or aluminum isopropoxide (Al(O

Pr)

) as the catalysts. The obtained polycarbonates were further reduced by apalladium/carbonate catalyst (10% Pd/C) to afford partly deprotected polycarbonates containing hydroxyl groups (HPPTC). These two types of polycarbonates were characterized by

H-NMR

Fourier transform infrared spectroscopy (FTIR)

gel permeation chromatography (GPC)

differential scanning calorimetry (DSC)

and automatic contact-angle measurements. The influence of the feed molar ratio of monomer-to-catalyst

the microwave irradiation power and the reaction time on the polymerization was also studied. The experimental results showed that HPPTC possessed significantly higher hydrophilicity and water absorption rate than PPTC.

关键词

Keywords

references

A.C. Albertsson, , M., J. Polym. Sci. Eklunds, . . Part A:Polym. Chem. , 1994 . 32 265 DOI: 10.1002/pola.1994.080320207 http://doi.org/10.1002/pola.1994.080320207 .

A.P. Pego, , A.A. Poot, , D.W. Grijpma, , J. Feijen, . . J. Biomater. Sci. Polym. Ed. , 2001 . 12 35 DOI: 10.1163/156856201744434 http://doi.org/10.1163/156856201744434 .

Y.K. Feng, , S.F., J. Polym. Sci. Zhang, . . Part A:Polym. Chem. , 2005 . 43 4819 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

A. Pascual, , J.P.K. Tan, , A. Yuen, , J.M.W. Chan, , D.J. Coady, , D. Mecerreyes, , J.L. Hedrick, , Y.Y. Yang, , H. Sardon, . . Biomacromolecules , 2015 . 16 ( 4 ): 1169 DOI: 10.1021/bm501836z http://doi.org/10.1021/bm501836z .

V. VanDelinder, , D.R. Wheeler, , L.J. Small, , M.T. Brumbach, , E.D. Spoerke, , I. Henderson, , G.D. Bachand, . . ACS Appl. Mater. Interfaces , 2015 . 7 ( 10 ): 5643 DOI: 10.1021/am508797h http://doi.org/10.1021/am508797h .

A.C. Engler, , J.M.W. Chan, , K. Fukushima, , D.J. Coady, , Y.Y. Yang, , J.L. Hedrick, . . ACS Macro Lett. , 2013 . 2 ( 4 ): 332 DOI: 10.1021/mz400069u http://doi.org/10.1021/mz400069u .

Y.C. Chung, , J.W. Choi, , S.J. Shin, , B.C. Chun, . . Fiber. Polym. , 2012 . 13 ( 7 ): 815 DOI: 10.1007/s12221-012-0815-3 http://doi.org/10.1007/s12221-012-0815-3 .

R. Zurita, , J. Puiggali, , L., J. Polym. Sci. Franco, . . Part A:Polym. Chem. , 2006 . 44 993 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

P. Dobrzynski, , J., J. Polym. Sci. Kasperczyk, . . Part A:Polym. Chem. , 2006 . 44 3184 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

J. Xu, , Z.L. Liu, , R.X. Zhuo, . . Chinese Chem. Lett. , 2006 . 10 1365 .

A.I. Kupchishin , B.G. Taipova, , A.A. Kupchishin . . Kozhamkulov, B.A. Mech. Compos. Mater. , 2015 . 51 ( 1 ): 115 DOI: 10.1007/s11029-015-9481-z http://doi.org/10.1007/s11029-015-9481-z .

L. Li, , F.H. Liu, , Z. Li, , X.Y. Song, , S.T. Yu, , S.W. Liu, . . Fiber. Polym. , 2013 . 14 ( 3 ): 365 DOI: 10.1007/s12221-013-0365-3 http://doi.org/10.1007/s12221-013-0365-3 .

B. Hu, , G.P. Yan, , R.X. Zhuo, , Y. Wu, , C.L. Fan, . . J. Appl. Polym. Sci. , 2008 . 107 3343 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

L.L. Mei, , G.P. Yan, , X.H. Yu, , S.X. Cheng, , J.Y. Wu, . . J. Appl. Polym. Sci. , 2008 . 108 93 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

T. Kawaguchi, , M. Nakano, , K. Juni, , S. Inoue, , Y. Yoshida, . . Chem. Pharm. Bull. , 1983 . 31 1400 DOI: 10.1248/cpb.31.1400 http://doi.org/10.1248/cpb.31.1400 .

Z.L. Liu, , J.M. Zhang, , R.X. Zhuo, . . Chem. J. Chinese Universities , 2003 . 24 1730 .

H. Chen, , G.P. Yan, , L. Li, , C.W. Ai, , X.H. Yu, . . J. Appl. Polym. Sci. , 2009 . 114 3087 DOI: 10.1002/app.v114:5 http://doi.org/10.1002/app.v114:5 .

K. Lu, , G.P. Yan, , H. Chen, , L. Li, , C.W. Ai, , X.H. Yu, . . Chinese Science Bulletin , 2009 . 54 3237 DOI: 10.1007/s11434-009-0493-8 http://doi.org/10.1007/s11434-009-0493-8 .

Z.M. Li, , G.P. Yan, , C.W. Ai, , Q. Zhang, , L. Li, , F. Liu, , X.H. Yu, , B. Zhao, . . J. Appl. Polym. Sci. , 2012 . 124 ( 5 ): 3704 DOI: 10.1002/app.v124.5 http://doi.org/10.1002/app.v124.5 .

G.P. Yan, , R.F. Zong, , L. Li, , T. Fu, , F. Liu, , X.H. Yu, . . Pharm. Res. , 2010 . 27 2743 DOI: 10.1007/s11095-010-0275-7 http://doi.org/10.1007/s11095-010-0275-7 .

B. Hu, , H.J. Du, , G.P. Yan, , R.X. Zhuo, , Y. Wu, , C.L. Fan, . . Drug Deliv. , 2014 . 21 ( 3 ): 204 DOI: 10.3109/10717544.2013.843609 http://doi.org/10.3109/10717544.2013.843609 .

B. Hu, , M.Y. Zhai, , G.P. Yan, , R.X. Zhuo, , Y. Wu, , C.L. Fan . . J. Drug Deliv. Sci. Tec. , 2014 . 24 ( 1 ): 57 DOI: 10.1016/S1773-2247(14)50008-1 http://doi.org/10.1016/S1773-2247(14)50008-1 .

Hu, B., Ke, X.J., Yan, G.P., Zhuo, R.X., Wu, Y., Fan, C.L. and Liu, Y.J., J. Appl. Polym. Sci., 2014, 131(5):Article first published online:24 OCT 2013, DOI: 10.1002/app.40048 http://dx.doi.org/10.1002/app.40048

B. Hu, , Y.Y. Tu, , G.P. Yan, , R.X. Zhuo, , S.E. Bottle, , Y. Wu, , C.L. Fan, , Y.J. Duan, . . Colloid. Surface. B: , 2011 . 84 ( 2 ): 550 DOI: 10.1016/j.colsurfb.2011.02.016 http://doi.org/10.1016/j.colsurfb.2011.02.016 .

P. Jiménez-Bonilla, , J. Salas-Arias, , M. Esquivel, , J.R. Vega-Baudrit, . . J. Polym. Environ. , 2014 . 22 ( 3 ): 393 DOI: 10.1007/s10924-014-0667-6 http://doi.org/10.1007/s10924-014-0667-6 .

D. Adam, . . Nature , 2003 . 421 571 DOI: 10.1038/421571a http://doi.org/10.1038/421571a .

L.Q. Liao, , L.J. Liu, , C. Zhang, , F. He, , R.X., J. Polym. Sci. Zhuo, . . Part A:Polym. Chem. , 2002 . 40 1749 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

L.Q. Liao, , L.J. Liu, , C. Zhang, , F. He, , R.X. Zhuo, . . J. Appl. Polym. Sci. , 2003 . 90 2657 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

D. Bogdal, , P. Penczek, , J. Pielichowski, , A. Prociak, . . Adv. Polym. Sci. , 2003 . 163 193 .

L. Zong, , S. Zhou, , N. Sgriccia, , M.C. Hawley, , L.C. Kempel, . . J. Microwave Power Electromagn. Energy , 2003 . 38 49 DOI: 10.1080/08327823.2003.11688487 http://doi.org/10.1080/08327823.2003.11688487 .

F. Wiesbrock, , R. Hoogenboom, , U.S. Schubert, . . Macromol. Rapid Commun. , 2004 . 25 1739 DOI: 10.1002/(ISSN)1521-3927 http://doi.org/10.1002/(ISSN)1521-3927 .

C. Zhang, , L.Q. Liao, , S. Gong, . . Green Chem. , 2007 . 9 303 DOI: 10.1039/b608891k http://doi.org/10.1039/b608891k .

R. Hoogenboom, , U.S. Schubert, . . Macromol. Rapid Commun. , 2007 . 28 368 DOI: 10.1002/(ISSN)1521-3927 http://doi.org/10.1002/(ISSN)1521-3927 .

Z.S. Xu, , Z.W. Deng, , X.X. Hu, , C.F., J. Polym. Sci. Yi, . . Part A:Polym. Chem. , 2005 . 43 2368 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

J. Canadell, , A. Mantecon, , V., J. Polym. Sci. Cadiz, . . Part A:Polym. Chem. , 2006 . 44 4722 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

J. Zhu, , X.L. Zhu, , Z.B. Zhang, , Z.P., J. Polym. Sci. Cheng, . . Part A:Polym. Chem. , 2006 . 44 6810 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

L.Q. Liao, , L.J. Liu, , C. Zhang, , F. He, , R.X. Zhuo, . . Chin. Chem. Lett. , 2003 . 12 761 .

K. Sándor, , B. Ildikó, , B. Jenö, , D. György, , D. Miklós, . . Macromol. Rapid Commun. , 2001 . 22 1063 DOI: 10.1002/(ISSN)1521-3927 http://doi.org/10.1002/(ISSN)1521-3927 .

S. Watanabe, , K. Hayama, , Y. Imai, . . Macromol. Rapid Commun. , 1993 . 14 481 DOI: 10.1002/marc.1993.030140804 http://doi.org/10.1002/marc.1993.030140804 .

Y. Imai, , N. Hisashi, , S. Watanabe, , K. Masaki, . . Polym. J. , 1996 . 28 256 DOI: 10.1295/polymj.28.256 http://doi.org/10.1295/polymj.28.256 .

J.M. Lu, , S.J. Ji, , N.Y. Chen, , Z.B. Zhang, , Z.R. Sun, , X.L. Zhun, , W.P. Shi, . . J. Appl. Polym. Sci. , 2003 . 87 1739 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

J.M. Lu, , S.J. Ji, , N.Y. Chen, , Z.B. Zhang, , Z.R. Sun, , X.L. Zhun, , W.P. Shi, . . J. Appl. Polym. Sci. , 2003 . 89 2611 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

K. Faghihi, , K. Zamani, , A. Mirsamie, , M.R. Sangi, . . Eur. Polym. J. , 2003 . 39 247 DOI: 10.1016/S0014-3057(02)00200-8 http://doi.org/10.1016/S0014-3057(02)00200-8 .

S. Mallakpour, , M.R. Zamanlou, . . J. Appl. Polym. Sci. , 2004 . 91 3281 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

S. Mallakpour, , F. Rafiemanzelat, . . J. Appl. Polym. Sci. , 2004 . 93 1647 DOI: 10.1002/(ISSN)1097-4628 http://doi.org/10.1002/(ISSN)1097-4628 .

A. Banihashemi, , H. Hazarkhani, , A., J. Polym. Sci. Abdolmaleki, . . Part A:Polym. Chem. , 2004 . 42 2106 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

C. Zhang, , L.J. Liu, , L.Q. Liao, , R.X. Zhuo, . . Polym. Prep. , 2003 . 44 874 .

Mahapatro, A. and Negrón, T.D.M., "Green polymer chemistry:biocatalysis and materials Ⅱ", Oxford University press, Oxford, 2013

H.M.L. Lambermont-Thijs, , M.W.M. Fijten, , der Linden, A.J. van , Lankvelt, B.M. van , M.M. Bloksma, , U.S. Schubert, , R. Hoogenboom, . . Macromolecules , 2011 . 44 ( 11 ): 4320 DOI: 10.1021/ma200426y http://doi.org/10.1021/ma200426y .

H.R. Kricheldorf, , B. Weegen-Schulz, . . Macromolecules , 1993 . 26 5991 DOI: 10.1021/ma00074a022 http://doi.org/10.1021/ma00074a022 .

H.R. Kricheldorf, , B., J. Polym. Sci. Weegen-Schulz, . . Part A:Polym. Chem. , 1995 . 33 2193 DOI: 10.1002/pola.1995.080331313 http://doi.org/10.1002/pola.1995.080331313 .

J. Matsuo, , K. Aoki, , F. Sanda, , T. Endo, . . Macromolecules , 1998 . 31 443 .

Views

Downloads

CSCD

Alert me when the article has been cited

Submit

Tools

Publicity Resources

Silk Sericin-inspired Poly-β-homoserine for Protein Protection

Chemoselective Ring-opening Copolymerization of CO2-based Lactones towards Functional Polyesters

Development of Rapid Environment Degradable and Recyclable Poly(1,3-propylene glycol oxalate) via Ring-opening Polymerization of Seven-Membered Cyclic Oxalate

In situ Construction of Fluorinated Polyester-based Block Copolymer Electrolytes via Orthogonal Polymerization

Epoxy-functionalized Cyclohexane-based Ricinoleate Plasticizer: Synthesis, Performance Evaluation, and Plasticizing Mechanism

Related Author

Jun-Yu Zhang

Jia-Yi Cai

Dong-Hui Zhang

Long-Qiang Liu

Zhong-Hua Zhi

Bing Li

Qi Chen

Run-Hui Liu

Related Institution

State Key Laboratory of Bioreactor Engineering, Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, Frontiers Science Center for Materiobiology and Dynamic Chemistry, Key Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology

Suzhou Institute of Biomedical Engineering and Technology, Chinese Academy of Sciences

State Key Laboratory of Molecular Engineering of Polymers, Fudan University

MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University

College of Biological, Chemical Sciences and Engineering, Jiaxing University

⁰