Citation: Jie Hao, Yu-xia Gao, Hou-rui Chen, Jun Hu, Yong Ju. Sustainable Polymers Based on Natural Terpenes[J]. Acta Polymerica Sinica, ;2020, 51(3): 239-266. doi: 10.11777/j.issn1000-3304.2019.19180 shu

Sustainable Polymers Based on Natural Terpenes

Jie Hao ¹ ,
Yu-xia Gao ³ ,
Hou-rui Chen ¹ ,
Jun Hu ^2,, ,
Yong Ju ^1,,

1.
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084
2.
Bejing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology, Beijing 100029
3.
College of Science, China Agricultural University, Beijing 100094

Corresponding author: Jun Hu, jhu@mail.buct.edu.cn Yong Ju, juyong@mail.tsinghua.edu.cn
Received Date: 10 October 2019
Revised Date: 7 November 2019

Sustainable polymers are a class of materials derived from renewable resources and exhibit closed-loop life cycles. The development of sustainable polymers has been an important research topic to meet the need of nonpetroleum-based materials and to reduce the dependence on fossil fuel over the past decades. Terpenes is a kind of natural products with extensive supply sources and has multiple reactive sites and chiral centers. They can be divided into cyclic monoterpenes, linear monoterpenes and polycyclic terpenes according to the number of isoprene units and skeleton ring in their molecular structures. Such structural characteristic can not only simplify the synthesis of sustainable polymers, but also be used to design sustainable polymers with accurate structure at the molecular level according to a variety of demands. Moreover, natural terpenes can endow sustainable polymers with unique stereochemical structures, good biological activity and biocompatibility, thus broadening their applications in surface coating, biological medicine, and tissue engineering. From the perspective of structural design, there are three main ways to construct natural terpene-based sustainable polymers: (1) main-chain sustainable polymers can be obtained by self-condensation polymerization or co-condensation of terpenes or their derivatives; (2) side-chain sustainable polymers can be obtained by homopolymerization or copolymerization of terpenes with unsaturated functional groups or terpene monomers modified by unsaturated moieties; (3) sustainable polymers end-capped with terpenes can be obtained by modifying the polymer chain end with terpenes or their derivatives. It should be noted that the structure discrepancy between natural terpenes may require different design strategies to create functional sustainable polymers. This paper reviews the progress of natural terpene-based sustainable polymers in recent decades in the order of cyclic monoterpenes, linear monoterpenes and polycyclic terpenes. The main resources, monomer design strategies and polymerization methods of natural terpenes, as well as the characteristics, advantages and potential applications of natural terpene-based sustainable polymers are discussed.
- Natural products,
- Sustainable polymers,
- Terpenes
1. [1]
  Zhang X, Fevre M, Jones G O, Waymouth R M. Chem Rev, 2018, 118: 839 − 885 doi: 10.1021/acs.chemrev.7b00329
2. [2]
  Kristufek S L, Wacker K T, Tsao Y Y T, Su L, Wooley K L. Nat Prod Rep, 2017, 34: 433 − 459 doi: 10.1039/C6NP00112B
3. [3]
  Zhu Y, Romain C, Williams C K. Nature, 2016, 540: 354 − 362 doi: 10.1038/nature21001
4. [4]
  Gandini A, Lacerda T M, Carvalho A J F, Trovatti E. Chem Rev, 2016, 116: 1637 − 1669 doi: 10.1021/acs.chemrev.5b00264
5. [5]
  Zakzeski J, Bruijnincx P C A, Jongerius A L, Weckhuysen B M. Chem Rev, 2010, 110: 3552 − 3599 doi: 10.1021/cr900354u
6. [6]
  Schneiderman D K, Hillmyer M A. Macromolecules, 2017, 50: 3733 − 3749 doi: 10.1021/acs.macromol.7b00293
7. [7]
  Gandini A, Lacerda T M. Prog Polym Sci, 2015, 48: 1 − 39 doi: 10.1016/j.progpolymsci.2014.11.002
8. [8]
  Yao K, Tang C. Macromolecules, 2013, 46: 1689 − 1712 doi: 10.1021/ma3019574
9. [9]
  Miao S, Wang P, Su Z, Zhang S. Acta Biomater, 2014, 10: 1692 − 1704 doi: 10.1016/j.actbio.2013.08.040
10. [10]
  Satoh K. Polym J, 2015, 47: 527 − 536 doi: 10.1038/pj.2015.31
11. [11]
  Llevot A, Dannecker P K, Czapiewski M V, Over L C, Söyler Z, Meier M A R. Chem Eur J, 2016, 22: 11510 − 11521 doi: 10.1002/chem.201602068
12. [12]
  Eichhorn S J, Dufresne A, Aranguren M, Marcovich N E, Capadona J R, Rowan S J, Weder C, Thielemans W, Roman M, Renneckar S, Gindl W, Veigel S, Keckes J, Yano H, Abe K, Nogi M, Nakagaito A N, Mangalam A, Simonsen J, Benight A S, Bismarck A, Berglund L A, Peijs T. J Mater Sci, 2010, 45: 1 − 33 doi: 10.1007/s10853-009-3874-0
13. [13]
  Wilbon P A, Chu F, Tang C. Macromol Rapid Commun, 2013, 34: 8 − 37 doi: 10.1002/marc.201200513
14. [14]
  Winnacker M, Rieger B. ChemSusChem, 2015, 8: 2455 − 2471 doi: 10.1002/cssc.201500421
15. [15]
  Winnacker M. Angew Chem Int Ed, 2018, 57: 14362 − 14371 doi: 10.1002/anie.201804009
16. [16]
  Zhao J, Schlaad H. Adv Polym Sci, 2013, 253: 151 − 190
17. [17]
  Keszler B, Kennedy J P. Adv Polym Sci, 1992, 100: 1 − 9
18. [18]
  Lu J, Kamigaito M, Sawamoto M, Higashimura T, Deng Y X. Macromolecules, 1997, 30: 22 − 26 doi: 10.1021/ma960118t
19. [19]
  Lu J, Kamigaito M, Sawamoto M, Higashimura T, Deng Y X. Macromolecules, 1997, 30: 27 − 31 doi: 10.1021/ma9610976
20. [20]
  Kukhta N A, Vasilenko I V, Kostjuk S V. Green Chem, 2011, 13: 2362 − 2364 doi: 10.1039/c1gc15593h
21. [21]
  Winnacker M, Sag J, Tischner A, Rieger B. Macromol Rapid Commun, 2017, 38: 1600787 − 16000793 doi: 10.1002/marc.201600787
22. [22]
  Winnacker M, Sag J. Chem Commun, 2018, 54: 841 − 844 doi: 10.1039/C7CC08266E
23. [23]
  Quilter H C, Hutchby M, Davidson M G, Jones M D. Polym Chem, 2017, 8: 833 − 837 doi: 10.1039/C6PY02033J
24. [24]
  Liu S, Zhou L, Yu S, Xie C, Liu F, Song Z. Biomass Bioenergy, 2013, 57: 238 − 242 doi: 10.1016/j.biombioe.2013.06.005
25. [25]
  Park H J, Ryu C Y, Crivello J V. J Polym Sci, Part A: Polym Chem, 2013, 51: 109 − 117 doi: 10.1002/pola.26280
26. [26]
  Miyaji H, Satoh K, Kamigaito M. Angew Chem Int Ed, 2016, 55: 1372 − 1376 doi: 10.1002/anie.201509379
27. [27]
  Sainz M F, Souto J A, Regentova D, Johansson M K G, Timhagen S T, Irvine D J, Buijsen P, Koning C E, Stockman R A, Howdle S M. Polym Chem, 2016, 7: 2882 − 2887 doi: 10.1039/C6PY00357E
28. [28]
  Strick B F, Delferro M, Geiger F M, Thomson R J. ACS Sustain Chem Eng, 2015, 3: 1278 − 1281 doi: 10.1021/acssuschemeng.5b00255
29. [29]
  Chandrakala R, Prarabdh C B, Promita G, Ashutosh U. Food Chem Toxicol, 2018, 120: 668 − 680 doi: 10.1016/j.fct.2018.07.052
30. [30]
  Firdaus M, Espinosa L M D, Meier M A R. Macromolecules, 2011, 44: 7253 − 7262 doi: 10.1021/ma201544e
31. [31]
  Byrne C, Allen S, Lobkovsky E, Coates G. J Am Chem Soc, 2004, 126: 11404 − 11405 doi: 10.1021/ja0472580
32. [32]
  Martín C, Kleij A W. Macromolecules, 2016, 49: 6285 − 6295 doi: 10.1021/acs.macromol.6b01449
33. [33]
  Kindermann N, Cristofol À, Kleij A W. ACS Catal, 2017, 7: 3860 − 3863 doi: 10.1021/acscatal.7b00770
34. [34]
  Chen W, Vermaak I, Viljoen A. Molecules, 2013, 18: 5434 − 5454 doi: 10.3390/molecules18055434
35. [35]
  Zhang H, Li J, Tian Z, Liu F. J Appl Polym Sci, 2013, 129: 3333 − 3340 doi: 10.1002/app.39053
36. [36]
  Choi G-H, Hwang D Y, Suh D H. Macromolecules, 2015, 48: 6839 − 6845 doi: 10.1021/acs.macromol.5b01112
37. [37]
  Nsengiyumva O, Miller S A. Green Chem, 2019, 21: 973 − 978 doi: 10.1039/C8GC03990A
38. [38]
  Robert C, Montigny F D, Thomas C M. Nat Commun, 2011, 2: 586 − 592 doi: 10.1038/ncomms1596
39. [39]
  Granger R E, Campbell E L, Johnston G A R. Biochem Pharmacol, 2005, 69: 1101 − 1111 doi: 10.1016/j.bcp.2005.01.002
40. [40]
  Roth S, Funk I, Hofer M, Sieber V. ChemSusChem, 2017, 10: 3574 − 3580 doi: 10.1002/cssc.201701146
41. [41]
  Luo L, Li G, Luan D, Yuan Q, Wei Y, Wang X. ACS Appl Mater Interfaces, 2014, 6: 19371 − 19377 doi: 10.1021/am505481q
42. [42]
  Speranza G, Gottardi G, Pederzolli C, Lunelli L, Canteri R, Pasquardini L, Carli E, Lui A, Maniglio D, Brugnara M, Anderle M. Biomaterials, 2004, 25: 2029 − 2037 doi: 10.1016/j.biomaterials.2003.08.061
43. [43]
  Hook, A L, Chang, C Y, Yang, J, Luckett J, Cockayne A, Atkinson S, Mei Y, Bayston R, Irvine D J, Langer R, Anderson D G, Williams P, Davies M C, Alexander M R. Nat Biotechnol, 2012, 30: 868 − 875 doi: 10.1038/nbt.2316
44. [44]
  Carvalho C C, Fonseca M M. Food Chem, 2006, 95: 413 − 422 doi: 10.1016/j.foodchem.2005.01.003
45. [45]
  Lowe J R, Martello M T, Tolman W B, Hillmyer M A. Polym Chem, 2011, 2: 702 − 708 doi: 10.1039/C0PY00283F
46. [46]
  Lowe J R, Tolman W B, Hillmyer M A. Biomacromolecules, 2009, 10: 2003 − 2008 doi: 10.1021/bm900471a
47. [47]
  Yang J, Lee S, Choi W J, Seo H, Kim K, Kim G J, Kim Y W, Shin J. Biomacromolecules, 2015, 16: 246 − 256 doi: 10.1021/bm501450c
48. [48]
  Ding K, John A, Shin J, Lee Y, Quinn T, Tolman W B, Hillmyer M A. Biomacromolecules, 2015, 16: 2537 − 2539 doi: 10.1021/acs.biomac.5b00754
49. [49]
  Winnacker M, Neumeier M, Zhang X, Papadakis C M, Rieger B. Macromol Rapid Commun, 2016, 37: 851 − 857 doi: 10.1002/marc.201600056
50. [50]
  Winnacker M, Vagin S, Auer V, Rieger B. Macromol Chem Phys, 2014, 215: 1654 − 1660 doi: 10.1002/macp.201400324
51. [51]
  Winnacker M, Tischner A, Neumeier M, Rieger B. RSC Adv, 2015, 5: 77699 − 77705 doi: 10.1039/C5RA15656D
52. [52]
  Shin J, Lee Y, Tolman W B, Hillmyer M A. Biomacromolecules, 2012, 13: 3833 − 3840 doi: 10.1021/bm3012852
53. [53]
  Zee N J V, Coates G W. Angew Chem Int Ed, 2015, 54: 2665 − 2668 doi: 10.1002/anie.201410641
54. [54]
  Zee N J V, Sanford M J, Coates G W. J Am Chem Soc, 2016, 138: 2755 − 2761 doi: 10.1021/jacs.5b12888
55. [55]
  Sanford M J, Carrodeguas L P, Zee N J V, Kleij A W, Coates G W. Macromolecules, 2016, 49: 6394 − 6400 doi: 10.1021/acs.macromol.6b01425
56. [56]
  Behr A, Johnen L. ChemSusChem, 2009, 2: 1072 − 1095 doi: 10.1002/cssc.200900186
57. [57]
  Marval C S, Hwa C C L. J Polym Sci, 1960, XLV: 25 − 34
58. [58]
  Cawse J L, Sanford J L, Still R H. J Appl Polym Sci, 1986, 31: 1963 − 1975 doi: 10.1002/app.1986.070310702
59. [59]
  Cawse J L, Sanford J L, Still R H. Polymer, 1987, 28: 368 − 374 doi: 10.1016/0032-3861(87)90187-X
60. [60]
  Sarkar P, Bhowmick A K. RSC Adv, 2014, 4: 61343 − 61354 doi: 10.1039/C4RA09475A
61. [61]
  Sarkar P, Bhowmick A K. ACS Sustain Chem Eng, 2016, 4: 5462 − 5474 doi: 10.1021/acssuschemeng.6b01038
62. [62]
  Sarkar P, Bhowmick A K. J Polym Sci, Part A: Polym Chem, 2017, 55: 2639 − 2649 doi: 10.1002/pola.28661
63. [63]
  Sarkar P, Bhowmick A K. ACS Sustain Chem Eng, 2016, 4: 2129 − 2141 doi: 10.1021/acssuschemeng.5b01591
64. [64]
  Newmark R A, Majumdar R N. J Polym Sci, Part A: Polym Chem, 1988, 26: 71 − 77 doi: 10.1002/pola.1988.080260107
65. [65]
  Zhou C, Wei Z, Lei X, Li Y. RSC Adv, 2016, 6: 63508 − 63514 doi: 10.1039/C6RA08689F
66. [66]
  Zhou C, Wei Z, Wang W, Yu Y, Leng X, Li Y. Eur Polym J, 2018, 99: 477 − 484 doi: 10.1016/j.eurpolymj.2018.01.004
67. [67]
  Matic A, Schlaad H. Polym Int, 2018, 67: 500 − 505 doi: 10.1002/pi.5534
68. [68]
  Bolton J M, Hillmyer M A, Hoye T R. ACS Macro Lett, 2014, 3: 717 − 720 doi: 10.1021/mz500339h
69. [69]
  Nicolas J, Guillaneuf Y, Lefay C, Bertin D, Gigmes D, Charleux B. Prog Polym Sci, 2013, 38: 63 − 235 doi: 10.1016/j.progpolymsci.2012.06.002
70. [70]
  Raynaud J, Wu J Y, Ritter T. Angew Chem Int Ed, 2012, 51: 11805 − 11808 doi: 10.1002/anie.201205152
71. [71]
  Jia X, Li W, Zhao J, Yi F, Luo Y, Gong D. Organometallics, 2019, 38: 278 − 288 doi: 10.1021/acs.organomet.8b00708
72. [72]
  Li W, Zhao J, Zhang X, Gong D. Ind Eng Chem Res, 2019, 58: 2792 − 2800 doi: 10.1021/acs.iecr.8b05866
73. [73]
  Zhao J, Chen H, Li W, Jia X, Zhang X, Gong D. Inorg Chem, 2018, 57: 4088 − 4097 doi: 10.1021/acs.inorgchem.8b00270
74. [74]
  Valente A, Mortreux A, Visseaux M, Zinck P. Chem Rev, 2013, 113: 3836 − 3857 doi: 10.1021/cr300289z
75. [75]
  Belaid I, Macqueron B, Poradowski M N, Bouaouli S, Thuilliez J, Cruz-Boisson F D, Monteil V, D’Agosto F, Perrin L, Boisson C. ACS Catal, 2019, 9: 9298 − 9309
76. [76]
  Göttker-Schnetmann I, Kenyon P, Mecking S. Angew Chem Int Ed, 2019, 58: 2 − 7 doi: 10.1002/anie.201813331
77. [77]
  León Gómez R E D, Enríquez-Medrano F J, Textle H M, Carrizales R M, Acosta K R, González H R L, Romero J L O, Uribe L E L. Can J Chem Eng, 2016, 94: 823 − 832 doi: 10.1002/cjce.22458
78. [78]
  Loughmari S, Hafid A, Bouazza A, Bouadili A E, Zinck P, Visseaux M. J Polym Sci, Part A: Polym Chem, 2012, 50: 2898 − 2905 doi: 10.1002/pola.26069
79. [79]
  Georges S, Touré A O, Visseaux M, Zinck P. Macromolecules, 2014, 47: 4538 − 4547 doi: 10.1021/ma5008896
80. [80]
  Kularatne R N, Yang A, Nguyen H Q, McCandless G T, Stefan M C. Macromol Rapid Commun, 2017, 1700427 − 1700431
81. [81]
  Naddeo M, Buonerba A, Luciano E, Grassi A, Proto A, Capacchione C. Polymer, 2017, 131: 151 − 159 doi: 10.1016/j.polymer.2017.10.028
82. [82]
  Moad G. Polym Int, 2017, 66: 26 − 41 doi: 10.1002/pi.5173
83. [83]
  Hilschmann J, Kali G. Eur Polym J, 2015, 73: 363 − 373 doi: 10.1016/j.eurpolymj.2015.10.021
84. [84]
  Bauer N, Brunke J, Kali G. ACS Sustainable Chem Eng, 2017, 5: 10084 − 10092 doi: 10.1021/acssuschemeng.7b02091
85. [85]
  Métafiot A, Kanawati Y, Gérard J F, Defoort B, Maric M. Macromolecules, 2017, 50: 3101 − 3120 doi: 10.1021/acs.macromol.6b02675
86. [86]
  Kobayashi S, Lu C, Hoye T R, Hillmyer M A. J Am Chem Soc, 2009, 131: 7960 − 7961 doi: 10.1021/ja9027567
87. [87]
  Liu B, Li S, Wang M, Cui D. Angew Chem Int Ed, 2017, 56: 4560 − 4564 doi: 10.1002/anie.201700546
88. [88]
  Yamamoto D, Matsumoto A. Macromolecules, 2013, 46: 9526 − 9536 doi: 10.1021/ma4020092
89. [89]
  Matsumoto A, Yamamoto D. J Polym Sci, Part A: Polym Chem, 2016, 54: 3616 − 3625 doi: 10.1002/pola.28248
90. [90]
  Goldblatt L A, Palkin S. J Am Chem Soc, 1941, 63: 3517 − 3522 doi: 10.1021/ja01857a075
91. [91]
  Veazey R L. US Patent, US4694059A. 1987-09-15
92. [92]
  Marvel C S, Kiener P E, Vessel E D. J Am Chem Soc, 1959, 81: 4694 − 4697 doi: 10.1021/ja01526a062
93. [93]
  Marvel C S, Kiener P E. J Polym Sci, 1962, 61: 311 − 331 doi: 10.1002/pol.1962.1206117205
94. [94]
  Puskas J E, Gergely A L, Kaszas G. J Polym Sci, Part A: Polym Chem, 2013, 51: 29 − 33 doi: 10.1002/pola.26306
95. [95]
  Gergely A L, Puskas J E. J Polym Sci, Part A: Polym Chem, 2015, 53: 1567 − 1574
96. [96]
  Gergely A L, Turkarslan O, Puskas J E, Kaszas G. J Polym Sci, Part A: Polym Chem, 2013, 51: 4717 − 4721 doi: 10.1002/pola.26915
97. [97]
  Roh J H, Roy D, Lee W K, Gergely A L, Puskas J E, Roland C M. Polymer, 2015, 56: 280 − 283 doi: 10.1016/j.polymer.2014.11.015
98. [98]
  Sahu P, Sarkar P, Bhowmick A K. ACS Sustainable Chem Eng, 2017, 5: 7659 − 7669 doi: 10.1021/acssuschemeng.7b00990
99. [99]
  Srivastava A K, Pandey P. Eur Polym J, 2002, 38: 1709 − 1712 doi: 10.1016/S0014-3057(02)00028-9
100. [100]
  Sharma S, Srivastava A K. J Appl Polym Sci, 2008, 108: 892 − 899 doi: 10.1002/app.26838
101. [101]
  Misra G, Srivastava A K. Colloid Polym Sci, 2008, 286: 445 − 451 doi: 10.1007/s00396-007-1794-6
102. [102]
  Shukla A, Srivastava A K. Polym Adv Technol, 2004, 15: 445 − 452 doi: 10.1002/pat.373
103. [103]
  Shukla A, Srivastava A K. J Appl Polym Sci, 2004, 92: 1134 − 1143 doi: 10.1002/app.13658
104. [104]
  Shukla A, Srivastava A K. J Macromol Sci, Part A: Pure Appl Chem, 2003, 40: 61 − 80 doi: 10.1081/MA-120016674
105. [105]
  Shukla A, Srivastava A K. High Perform Polym, 2003, 15: 243 − 257 doi: 10.1177/0954008303015003002
106. [106]
  Shukla A, Srivastava A K. Polym Plast Technol Eng, 2002, 41: 777 − 793 doi: 10.1081/PPT-120006448
107. [107]
  Srivastava A K, Pandey P. Polym Int, 2001, 50: 937 − 945 doi: 10.1002/pi.717
108. [108]
  Pandey P, Srivastava A K. J Polym Sci, Part A: Polym Chem, 2002, 40: 1243 − 1252 doi: 10.1002/pola.10173
109. [109]
  Pathak S, Srivastava A K. J Appl Polym Sci, 2009, 112: 2601 − 2608 doi: 10.1002/app.29614
110. [110]
  Pandey P, Srivastava A K. Des Monomers Polym, 2003, 6: 197 − 209 doi: 10.1163/156855503768338250
111. [111]
  Srivastava A K, Pandey P, Mishra G. J Appl Polym Sci, 2006, 102: 4908 − 4914 doi: 10.1002/app.24883
112. [112]
  Pandey P, Srivastava A K. Adv Polym Tech, 2002, 21: 59 − 64 doi: 10.1002/adv.10009
113. [113]
  Busch H, Stempfle F, Heß S, Grau E, Mecking S. Green Chem, 2014, 16: 4541 − 4545 doi: 10.1039/C4GC01233J
114. [114]
  Liu X, Xin W, Zhang J. Green Chem, 2009, 11: 1018 − 1025 doi: 10.1039/b903955d
115. [115]
  Liu X, Xin W, Zhang J. Bioresour Technol, 2010, 101: 2520 − 2524 doi: 10.1016/j.biortech.2009.11.028
116. [116]
  Wang H, Liu B, Liu X, Zhang J, Xian M. Green Chem, 2008, 10: 1190 − 1196 doi: 10.1039/b803295e
117. [117]
  Wang H, Liu B, Liu X, Zhang J, Xian M. Polym Int, 2009, 58: 1435 − 1441 doi: 10.1002/pi.2680
118. [118]
  Bicu I, Mustata F. Angew Makromol Chem, 1993, 213: 169 − 179 doi: 10.1002/apmc.1993.052130115
119. [119]
  Bicu I, Mustata F. Angew Makromol Chem, 1999, 264: 21 − 29 doi: 10.1002/(SICI)1522-9505(19990201)264:1<21::AID-APMC21>3.0.CO;2-4
120. [120]
  Bicu I, Mustata F. J Appl Polym Sci, 2004, 92: 2240 − 2252 doi: 10.1002/app.20116
121. [121]
  Bicu I, Mustata F. J Polym Sci, Part A: Polym Chem, 2005, 43: 6308 − 6322 doi: 10.1002/pola.21070
122. [122]
  Bicu I, Mustata F. Eur Polym J, 2010, 46: 1316 − 1327 doi: 10.1016/j.eurpolymj.2010.03.011
123. [123]
  Bicu I, Mustata F. J Polym Sci, Part A: Polym Chem, 2007, 45: 5979 − 5990 doi: 10.1002/pola.22352
124. [124]
  Bicu I, Mustata F. Macromol Mater Eng, 2000, 280/281: 47 − 53 doi: 10.1002/1439-2054(20000801)280:1<47::AID-MAME47>3.0.CO;2-#
125. [125]
  Atta A, El-Saeed S, Farag R. React Funct Polym, 2006, 66: 1596 − 1608 doi: 10.1016/j.reactfunctpolym.2006.06.002
126. [126]
  Zheng Y, Yao K, Lee J, Chandler D, Wang J, Wang C, Chu F, Tang C. Macromolecules, 2010, 43: 5922 − 5924 doi: 10.1021/ma101071p
127. [127]
  Chen Y, Wilbon P A, Chen Y P, Zhou J, Nagarkatti M, Wang C, Chu F, Decho A W, Tang C. RSC Adv, 2012, 2: 10275 − 10282 doi: 10.1039/c2ra21675b
128. [128]
  Wang J, Chen Y P, Yao K, Wilbon P A, Zhang W, Ren L, Zhou J, Nagarkatti M, Wang C, Chu F, He X, Decho A W, Tang C. Chem Commun, 2012, 48: 916 − 918 doi: 10.1039/C1CC16432E
129. [129]
  Yao K, Wang J, Zhang W, Lee J S, Wang C, Chu F, He X, Tang C. Biomacromolecules, 2011, 12: 2171 − 2177 doi: 10.1021/bm200460u
130. [130]
  Pohjala L, Alakurtti S, Ahola T, Yli-Kauhaluoma J, Tammela P. J Nat Prod, 2009, 72: 1917 − 1926 doi: 10.1021/np9003245
131. [131]
  Sami A, Taru M, Salme K, Jari Y K. Eur J Pharm Sci, 2006, 29: 1 − 13 doi: 10.1016/j.ejps.2006.04.006
132. [132]
  Jeromenok J, Böhlmann W, Antonietti M, Weber J. Macromol Rapid Commun, 2011, 32: 1846 − 1851 doi: 10.1002/marc.201100532
133. [133]
  Chen Y, Song Q, Zhao J, Gong X, Schlaad H, Zhang G. ACS Appl Mater Interfaces, 2018, 10: 6593 − 6600 doi: 10.1021/acsami.7b16255
134. [134]
  Gorbunova M N, Krainova G F, Tolmacheva I A, Grishko V V. Russ J Appl Chem, 2012, 85: 1137 − 1141 doi: 10.1134/S1070427212070269
135. [135]
  Ma Z, Jia Y G, Zhu X X. Biomacromolecules, 2017, 18: 3812 − 3818 doi: 10.1021/acs.biomac.7b01106
136. [136]
  Kao T C, Wu C H, Yen G C. J Agric Food Chem, 2014, 62: 542 − 553 doi: 10.1021/jf404939f
137. [137]
  Salvador J A R, Leal A S, Valdeira A S, Gonçalves B M F, Alho D P S, S Figueiredo S A C, Silvestre S M, Mendes V I S. Eur J Med Chem, 2017, 142: 95 − 130 doi: 10.1016/j.ejmech.2017.07.013
138. [138]
  Li Y, Li J, Zhao X, Yan Q, Gao Y, Hao J, Hu J, Ju Y. Chem Eur J, 2016, 22: 18435 − 18441 doi: 10.1002/chem.201603753
139. [139]
  Hao J, Gao Y, Li Y, Yan Q, Hu J, Ju Y. Chem Asian J, 2017, 12: 2231 − 2236 doi: 10.1002/asia.201700581
140. [140]
  Li Y, Gao Y, Wang B, Hao J, Hu J, Ju Y. Chem Asian J, 2018, 13: 2723 − 2729 doi: 10.1002/asia.201800761
141. [141]
  Hao J, Gao Y, Zheng C, Liu J, Hu J, Ju Y. ACS Macro Lett, 2018, 7: 1131 − 1137 doi: 10.1021/acsmacrolett.8b00560
142. [142]
  Ma Y, Hao J, Zhao K, Ju Y, Hu J, Gao Y, Du F. J Colloid Interface Sci, 2019, 541: 93 − 100 doi: 10.1016/j.jcis.2019.01.088
1. [1]
  Tao Yang , Kaijiao Duan , Siyu Li , Jing Wei , Qingdi Yang , Qian Wang . A Comprehensive and Innovative Chemical Experimental Teaching: Extraction and Identification of Tea Polyphenols from Pu'er Tea and the Application in Hand Cream Making. University Chemistry, 2024, 39(8): 270-275. doi: 10.3866/PKU.DXHX202312040
2. [2]
  Lijuan Wang , Yuping Ning , Jian Li , Sha Luo , Xiongfei Luo , Ruiwen Wang . Enhancing the Advanced Nature of Natural Product Chemistry Laboratory Courses with New Research Findings: A Case Study of the Application of Berberine Hydrochloride in Photodynamic Antimicrobial Films. University Chemistry, 2024, 39(11): 241-250. doi: 10.12461/PKU.DXHX202403017
3. [3]
  Ruiying WANG , Hui WANG , Fenglan CHAI , Zhinan ZUO , Benlai WU . Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052
4. [4]
  Junjie Zhang , Yue Wang , Qiuhan Wu , Ruquan Shen , Han Liu , Xinhua Duan . Preparation and Selective Separation of Lightweight Magnetic Molecularly Imprinted Polymers for Trace Tetracycline Detection in Milk. University Chemistry, 2024, 39(5): 251-257. doi: 10.3866/PKU.DXHX202311084
5. [5]
  Zhongxin YU , Wei SONG , Yang LIU , Yuxue DING , Fanhao MENG , Shuju WANG , Lixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304
6. [6]
  Qiaowen CHANG , Ke ZHANG , Guangying HUANG , Nuonan LI , Weiping LIU , Fuquan BAI , Caixian YAN , Yangyang FENG , Chuan ZUO . Syntheses, structures, and photo-physical properties of iridium phosphorescent complexes with phenylpyridine derivatives bearing different substituting groups. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 235-244. doi: 10.11862/CJIC.20240311
7. [7]
  Bao Jia , Yunzhe Ke , Shiyue Sun , Dongxue Yu , Ying Liu , Shuaishuai Ding . Innovative Experimental Teaching for the Preparation and Modification of Conductive Organic Polymer Thin Films in Undergraduate Courses. University Chemistry, 2024, 39(10): 271-282. doi: 10.12461/PKU.DXHX202404121
8. [8]
  Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
9. [9]
  Xuefei Leng , Yanshai Wang , Hai Wang , Shengyang Tao . The In-Depth integration of “Industry-University-Research” in the Exploration and Practice of “Comprehensive Training in Polymer Engineering”. University Chemistry, 2025, 40(4): 66-71. doi: 10.12461/PKU.DXHX202405105
10. [10]
  Zihan Lin , Wanzhen Lin , Fa-Jie Chen . Electrochemical Modifications of Native Peptides. University Chemistry, 2025, 40(3): 318-327. doi: 10.12461/PKU.DXHX202406089
11. [11]
  Tao Cao , Fang Fang , Nianguang Li , Yinan Zhang , Qichen Zhan . Green Synthesis of p-Hydroxybenzonitrile Catalyzed by Spinach Extracts under Red-Light Irradiation: Research and Exploration of Innovative Experiments for Pharmacy Undergraduates. University Chemistry, 2024, 39(5): 63-69. doi: 10.3866/PKU.DXHX202309098
12. [12]
  Xingchao Zhao , Xiaoming Li , Ming Liu , Zijin Zhao , Kaixuan Yang , Pengtian Liu , Haolan Zhang , Jintai Li , Xiaoling Ma , Qi Yao , Yanming Sun , Fujun Zhang . 倍增型全聚合物光电探测器及其在光电容积描记传感器上的应用. Acta Physico-Chimica Sinica, 2025, 41(1): 2311021-. doi: 10.3866/PKU.WHXB202311021
13. [13]
  Fanpeng Meng , Fei Zhao , Jingkai Lin , Jinsheng Zhao , Huayang Zhang , Shaobin Wang . 优化氮化碳纳米片/球形共轭聚合物S型异质结界面电场以促进析氢反应. Acta Physico-Chimica Sinica, 2025, 41(8): 100095-. doi: 10.1016/j.actphy.2025.100095
14. [14]
  Dongdong Yao , JunweiGu , Yi Yan , Junliang Zhang , Yaping Zheng . Teaching Phase Separation Mechanism in Polymer Blends Using Process Representation Teaching Method: A Teaching Design for Challenging Theoretical Concepts in “Polymer Structure and Properties” Course. University Chemistry, 2025, 40(4): 131-137. doi: 10.12461/PKU.DXHX202408125
15. [15]
  You Wu , Chang Cheng , Kezhen Qi , Bei Cheng , Jianjun Zhang , Jiaguo Yu , Liuyang Zhang . ZnO/D-A共轭聚合物S型异质结高效光催化产H₂O₂及其电荷转移动力学研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406027-. doi: 10.3866/PKU.WHXB202406027
16. [16]
  .
  南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积
  . CCS Chemistry, 2025, 7(0): -.
17. [17]
  Xue Dong , Xiaofu Sun , Shuaiqiang Jia , Shitao Han , Dawei Zhou , Ting Yao , Min Wang , Minghui Fang , Haihong Wu , Buxing Han . 碳修饰的铜催化剂实现安培级电流电化学还原CO₂制C₂₊产物. Acta Physico-Chimica Sinica, 2025, 41(3): 2404012-. doi: 10.3866/PKU.WHXB202404012
18. [18]
  Bing Yuan , Fengli Yu , Congxia Xie . Teaching Cases Design of Catalysis Courses for Emerging Engineering Education. University Chemistry, 2024, 39(3): 191-198. doi: 10.3866/PKU.DXHX202309032
19. [19]
  Qian Shao , Jiajing Tan , Yongmei Chen , Jiyue Jing , Zhuo Wang . Exploration and Practice on the Management of Extracurricular Innovation Laboratories in Chemistry. University Chemistry, 2024, 39(4): 19-25. doi: 10.3866/PKU.DXHX202310119
20. [20]
  Zhibei Qu , Changxin Wang , Lei Li , Jiaze Li , Jun Zhang . Organoid-on-a-Chip for Drug Screening and the Inherent Biochemistry Principles. University Chemistry, 2024, 39(7): 278-286. doi: 10.3866/PKU.DXHX202311039

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(209)
HTML views(23)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Sustainable Polymers Based on Natural Terpenes

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

Metrics

通讯作者: 陈斌, bchen63@163.com