Cited by 57Advanced Polymer Synthesis and Characterizationbiodegradable polymer synthesis and propertiesCarbon dioxide utilization in catalysis

Polymerization of 5-alkyl δ-lactones catalyzed by diphenyl phosphate and their sequential organocatalytic polymerization with monosubstituted epoxides

Open access
Zhao, Junpeng, Hadjichristidis, Nikos·2015·Polymer Chemistry

Abstract

One-pot sequential organocatalytic polymerization reactions of 5-alkyl δ-lactones and monosubstituted epoxides were carried out using the base→acid “catalyst switch” strategy, leading to well-defined polyether–polyester block copolymers with various alkyl substituents.

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Integrity signals

Registry

Crossref · 10.1039/c5py00019j

Cites

5 of 5 references verified0 citation errors · 0 not checkable

Statistics

Claims the paper makes

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

  • The DPP-catalyzed polymerization is first-order in monomer when conducted in dilute conditions, but pseudo-zero-order when conducted in bulk.

    “Though the DPP-catalyzed polymerization is fi rst-order in monomer when conducted in dilute conditions, it is pseudo-zero-order when conducted the bulk.”

    From Aliphatic Polyester Block Polymer Design (2016) · cites this paper as [42]

    The Results and discussion report kinetic plots for DPP-catalyzed lactone polymerization at specified solution concentrations, but do not identify first-order kinetics under dilute conditions. The paper describes bulk polymerization of epoxides promoted by t-BuP4, not pseudo-zero-order bulk DPP-catalyzed polymerization. Searches for both reaction-order terms and bulk kinetics found no passage establishing the claimed contrast. (LLM, conf=0.78)

    Experimental — accuracy not yet measured
  • The effect of alkyl substituent size and location on bulk polymerization rate has not been systematically studied.

    “The e ff ect of alkyl substituent size and location on bulk polymerization rate has not been systematically studied.”

    From Aliphatic Polyester Block Polymer Design (2016) · cites this paper as [42]

    The Results and discussion compare polymerization rates for three 5-alkyl δ-lactones, all substituted at the same position, but do not state that substituent size and location have lacked systematic study. Table 1 lists bulk polymerization for epoxides, not a comparison of bulk polymerization rates across alkyl-substituted lactones. Searches for the claimed research gap and for bulk polymerization found no passage establishing it. (LLM, conf=0.73)

    Experimental — accuracy not yet measured

Self-check

Percentages, sums and reported differences re-computed from the paper’s own numbers.

The self-check needs the paper’s full text.

Cites

Flagged first, then by citations

Research works printed but not linked: 52

  1. R. T. Liggins and H. M. Burt, Adv. Drug Delivery Rev., 2002, 54, 191-202.
  2. L. S. Nair and C. T. Laurencin, Prog. Polym. Sci., 2007, 32, 762-798.
  3. M. Sokolsky-Papkov, K. Agashi, A. Olaye, K. Shakesheff and A. J. Domb, Adv. Drug Delivery Rev., 2007, 59, 187-206.
  4. R. V. Castillo and A. J. Müller, Prog. Polym. Sci., 2009, 34, 516-560.
  5. X. Wei, C. Gong, M. Gou, S. Fu, Q. Guo, S. Shi, F. Luo, G. Guo, L. Qiu and Z. Qian, Int. J. Pharm., 2009, 381, 1-18.
  6. H. Keul and M. Möller, J. Polym. Sci., Part A: Polym. Chem., 2009, 47, 3209-3231.
  7. A.-L. Brocas, C. Mantzaridis, D. Tunc and S. Carlotti, Prog. Polym. Sci., 2013, 38, 845-873.
  8. O. Dechy-Cabaret, B. Martin-Vaca and D. Bourissou, Chem. Rev., 2004, 104, 6147-6176.
  9. O. Coulembier, P. Degee, J. L. Hedrick and P. Dubois, Prog. Polym. Sci., 2006, 31, 723-747.
  10. M. Labet and W. Thielemans, Chem. Soc. Rev., 2009, 38, 3484-3504.
  11. N. Hadjichristidis, S. Pispas and G. Floudas, Block Copoly- mers, John Wiley & Sons, Hoboken, 2003.
  12. N. E. Kamber, W. Jeong, R. M. Waymouth, R. C. Pratt, B. G. G. Lohmeijer and J. L. Hedrick, Chem. Rev., 2007, 107, 5813-5840.
  13. M. K. Kiesewetter, E. J. Shin, J. L. Hedrick and R. M. Waymouth, Macromolecules, 2010, 43, 2093-2107.
  14. A. P. Dove, ACS Macro Lett., 2012, 1, 1409-1412.
  15. M. Fevre, J. Pinaud, Y. Gnanou, J. Vignolle and D. Taton, Chem. Soc. Rev., 2013, 42, 2142-2172.
  16. B. Esswein and M. Möller, Angew. Chem., Int. Ed., 1996, 35, 623-625.
  17. B. Eßwein, N. M. Steidl and M. Möller, Macromol. Rapid Commun., 1996, 17, 143-148.
  18. H. Schlaad, H. Kukula, J. Rudloff and I. Below, Macro- molecules, 2001, 34, 4302-4304.
  19. H. Misaka, R. Sakai, T. Satoh and T. Kakuchi, Macro- molecules, 2011, 44, 9099-9107.
  20. J. Zhao and H. Schlaad, Macromolecules, 2011, 44, 5861- 5864.
  21. H. Misaka, E. Tamura, K. Makiguchi, K. Kamoshida, R. Sakai, T. Satoh and T. Kakuchi, J. Polym. Sci., Part A: Polym. Chem., 2012, 50, 1941-1952.
  22. T. Isono, K. Kamoshida, Y. Satoh, T. Takaoka, S. Sato, T. Satoh and T. Kakuchi, Macromolecules, 2013, 46, 3841- 3849.
  23. J. Zhao, H. Alamri and N. Hadjichristidis, Chem. Commun., 2013, 49, 7079-7081.
  24. J. Zhao, D. Pahovnik, Y. Gnanou and N. Hadjichristidis, Macromolecules, 2014, 47, 1693-1698.
  25. D. Bourissou, B. Martin-Vaca, A. Dumitrescu, M. Graullier and F. Lacombe, Macromolecules, 2005, 38, 9993-9998.
  26. J. M. Ren, Q. Fu, A. Blencowe and G. G. Qiao, ACS Macro Lett., 2012, 1, 681-686.
  27. R. Kakuchi, Y. Tsuji, K. Chiba, K. Fuchise, R. Sakai, T. Satoh and T. Kakuchi, Macromolecules, 2010, 43, 7090- 7094.
  28. K. Makiguchi, T. Satoh and T. Kakuchi, J. Polym. Sci., Part A: Polym. Chem., 2011, 49, 3769-3777.
  29. K. Makiguchi, S. Kikuchi, T. Satoh and T. Kakuchi, J. Polym. Sci., Part A: Polym. Chem., 2013, 51, 2455-2463.
  30. Y. Jin, Y. Ji, X. He, S. Kan, H. Xia, B. Liang, J. Chen, H. Wu, K. Guo and Z. Li, Polym. Chem., 2014, 5, 3098-3106.
  31. D. Delcroix, A. Couffin, N. Susperregui, C. Navarro, L. Maron, B. Martin-Vaca and D. Bourissou, Polym. Chem., 2011, 2, 2249-2256.
  32. K. Makiguchi, T. Satoh and T. Kakuchi, Macromolecules, 2011, 44, 1999-2005.
  33. J. Xu, J. Song, S. Pispas and G. Zhang, J. Polym. Sci., Part A: Polym. Chem., 2014, 52, 1185-1192.
  34. J. Zhao, D. Pahovnik, Y. Gnanou and N. Hadjichristidis, Macromolecules, 2014, 47, 3814-3822.
  35. K. Brzezińska, R. Szymański, P. Kubisa and S. Penczek, Makromol. Chem., Rapid Commun., 1986, 7, 1-4.
  36. T. Biela and P. Kubisa, Makromol. Chem., 1991, 192, 473- 489.
  37. J. Zhao, D. Pahovnik, Y. Gnanou and N. Hadjichristidis, J. Polym. Sci., Part A: Polym. Chem., 2015, 53, 304-312.
  38. T. B. Adams, D. B. Greer, J. Doull, I. C. Munro, P. Newberne, P. S. Portoghese, R. L. Smith, B. M. Wagner, C. S. Weil, L. A. Woods and R. A. Ford, Food Chem. Toxicol., 1998, 36, 249-278.
  39. Y. Gounaris, Flavour Fragrance J., 2010, 25, 367-386.
  40. M. T. Martello, A. Burns and M. Hillmyer, ACS Macro Lett., 2012, 1, 131-135.
  41. J.-O. Lin, W. Chen, Z. Shen and J. Ling, Macromolecules, 2013, 46, 7769-7776.
  42. P. Olsén, T. Borke, K. Odelius and A.-C. Albertsson, Bio- macromolecules, 2013, 14, 2883-2890.
  43. L. Jasinska-Walc, M. R. Hansen, D. Dudenko, A. Rozanski, M. Bouyahyi, M. Wagner, R. Graf and R. Duchateau, Polym. Chem., 2014, 5, 3306-3310.
  44. D. Tang, C. W. Macosko and M. A. Hillmyer, Polym. Chem., 2014, 5, 3231-3237.
  45. A. L. Holmberg, K.H. Reno, R. P. Wool and I. I. I. T. H. Epps, Soft Matter, 2014, 10, 7405-7424.
  46. K. Makiguchi, T. Yamanaka, T. Kakuchi, M. Terada and T. Satoh, Chem. Commun., 2014, 50, 2883-2885.
  47. K. Makiguchi, T. Saito, T. Satoh and T. Kakuchi, J. Polym. Sci., Part A: Polym. Chem., 2014, 52, 2032-2039.
  48. Y. Miao, Y. Phuphuak, C. Rousseau, T. Bousquet, A. Mortreux, S. Chirachanchai and P. Zinck, J. Polym. Sci., Part A: Polym. Chem., 2013, 51, 2279-2287.
  49. W. H. Carothers, G. L. Dorough and F. J. van Natta, J. Am. Chem. Soc., 1932, 54, 761-772.
  50. H. Kikuchi, H. Uyama and S. Kobayashi, Polym. J., 2002, 34, 835-840.
  51. J. van Buijtenen, B. A. C. van As, M. Verbruggen, L. Roumen, J. A. J. M. Vekemans, K. Pieterse, P. A. J. Hilbers, L. A. Hulshof, A. R. A. Palmans and E. W. Meijer, J. Am. Chem. Soc., 2007, 129, 7393- 7398.
  52. J. Zhao, D. Pahovnik, Y. Gnanou and N. Hadjichristidis, Polym. Chem., 2014, 5, 3750-3753.

Cited by

Sorted by citations

Authors
Zhao, J., & Hadjichristidis, N.
Affiliations
  • South China University of Technology (CN)
  • King Abdullah University of Science and Technology (SA)
Corresponding author
Hadjichristidis, Nikos
Venue
Polymer Chemistry
Published
2015
Volume
6
Issue
14
Pages
2659-2668
ISSN
  • 1759-9954 (ISSN-L)
  • 1759-9962
OpenAlex
W2069784586
Cited by
57
References
5
Citations by year
2026: 1 · 2025: 5 · 2024: 4 · 2023: 8 · 2022: 3 · 2021: 4 · 2020: 4 · 2019: 3 · 2018: 7 · 2017: 6 · 2016: 9 · 2015: 3
FWCI
3.81
Type
journal article
Language
en
Open access
Licence
cc-by-nc
Locations
  • Polymer Chemistry (publishedVersion, cc-by-nc)
  • King Abdullah University of Science and Technology Repository (King Abdullah University of Science and Technology) (submittedVersion)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
  • Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
Keywords
diphenyl phosphate, ring-opening polymerization

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review