CoChat
Sign Up
Cited by 88Luminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsPhotochemistry and Electron Transfer Studies

Enlarging the Reservoir: High Absorption Coefficient Dyes Enable Synergetic Near Infrared‐II Fluorescence Imaging and Near Infrared‐I Photothermal Therapy

Open access
Li, Yuanyuan, Zhang, Jianquan, Liu, Shunjie, Zhang, Chen, Chuah, Clarence, Tang, Youhong, Kwok, Ryan T. K., Lam, Jacky W. Y. +3 more·2021·Advanced Functional Materials
DOI 10.1002/adfm.202102213
Open this paper in CoChat — free accountOpen PDF

Abstract

Although organic materials with near infrared (NIR)‐II fluorescence and a photothermal effect have been widely investigated for the accurate diagnosis and treatment of tumors, optimizing the output signals of both remain challenging. Here, a strategy by “enlarging absorption reservoir” to address this issue, since an increase in photon absorption can naturally enhance output signals, is proposed. As a proof‐of‐concept, a large π‐conjugated diketopyrrolopyrrole (DPP) unit is selected to fabricate strong light‐absorbing systems. To enhance solid‐state fluorescence, highly twisted alkylthiophene–benzobisthiadiazole–alkylthiophene and triphenylamine rotor are introduced to restrict the strong intermolecular π–π interactions. Moreover, the number of DPP units in molecules is engineered to optimize photophysical properties. Results show that TDADT with two DPP units possesses an exceptionally high molar absorptivity of 2.1 × 10 5 L mol −1 cm −1 at 808 nm, an acceptable NIR‐II quantum yield of 0.1% (emission peak at 1270 nm), and a sizeable photothermal conversion efficiency of 60.4%. The excellent photophysical properties of the TDADT nanoparticles are particularly suitable for in vivo NIR‐II imaging‐guided cancer surgery and NIR‐I photothermal therapy. The presented strategy provides a new approach of designing highly efficient NIR‐II phototheranostic agents.

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 · 10.1002/adfm.202102213

Cites

56 of 56 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?

  • A-D-A compounds are attractive for generating SWIR fluorescence because of their lower orbital energies and tendency to increase exciton separation and charge transport compared to their D-A-D counterpart (e.g., TADAT).

    “Recently, A-D-A compounds have become an attractive alternative for generating SWIR fluorescence because of their lower orbital energies and the tendency to increase exciton separation and charge transport compared to their D-A-D counterpart (e.g., TADAT).69”

    From The Pursuit of Shortwave Infrared-Emitting Nanoparticles with Bright Fluorescence through Molecular Design and Excited-State Engineering of Molecular Aggregates (2022) · cites this paper as [69]

    Section 2.3 reports that TADAT and TDADT emit in the NIR-II range, and the orbital-calculation passage reports a smaller HOMO–LUMO gap for TDADT, associated with longer-wavelength absorption. But Section 2.1 defines TADAT as a dye with one DPP unit, not a D-A-D counterpart, and the cited passages do not establish that A-D-A compounds have lower orbital energies or increase exciton separation and charge transport relative to D-A-D compounds. Page numbers are unavailable in our copy. (LLM, conf=0.84)

    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: 54

  1. W. Hu, P. N. Prasad, W. Huang, Acc. Chem. Res. 2021, 54, 697;
  2. Z. Yang, X. Chen, Acc. Chem. Res. 2019, 52, 1245.
  3. Z. Sheng, B. Guo, D. Hu, S. Xu, W. Wu, W. H. Liew, K. Yao, J. Jiang, C. Liu, H. Zheng, Adv. Mater. 2018, 30, 1800766;
  4. Q. Wang, Y. Dai, J. Xu, J. Cai, X. Niu, L. Zhang, R. Chen, Q. Shen, W. Huang, Q. Fan, Adv. Funct. Mater. 2019, 29, 1901480;
  5. S. Zhu, R. Tian, A. L. Antaris, X. Chen, H. Dai, Adv. Mater. 2019, 31, 1900321.
  6. J. Cao, B. Zhu, K. Zheng, S. He, L. Meng, J. Song, H. Yang, Front. Bioeng. Biotechnol. 2020, 7, 487;
  7. S. He, J. Song, J. Qu, Z. Cheng, Chem. Soc. Rev. 2018, 47, 4258;
  8. F. Ding, Y. Zhan, X. Lu, Y. Sun, Chem. Sci. 2018, 9, 4370;
  9. Kenry, Y. Duan, B. Liu, Adv. Mater. 2018, 30, 1802394;
  10. C. Li, Q. Wang, Adv. Ther. 2019, 2, 1900053;
  11. B. Li, M. Zhao, F. Zhang, ACS Materials Lett. 2020, 2, 905.
  12. G. Feng, G.-Q. Zhang, D. Ding, Chem. Soc. Rev. 2020, 49, 8179;
  13. C. Liang, L. Xu, G. Song, Z. Liu, Chem. Soc. Rev. 2016, 45, 6250;
  14. Z. Zhao, C. Chen, W. Wu, F. Wang, L. Du, X. Zhang, Y. Xiong, X. He, Y. Cai, R. T. Kwok, Nat. Commun. 2019, 10, 768;
  15. J. Li, K. Pu, Chem. Soc. Rev. 2019, 48, 38;
  16. J. Qi, Y. Fang, R. T. K. Kwok, X. Zhang, X. Hu, J. W. Y. Lam, D. Ding, B. Z. Tang, ACS Nano 2017, 11, 7177.
  17. Q. Chen, J. Wen, H. Li, Y. Xu, F. Liu, S. Sun, Biomaterials 2016, 106, 144;
  18. T. Li, C. Li, Z. Ruan, P. Xu, X. Yang, P. Yuan, Q. Wang, L. Yan, ACS Nano 2019, 13, 3691;
  19. X. Zeng, Y. Xiao, J. Lin, S. Li, H. Zhou, J. Nong, G. Xu, H. Wang, F. Xu, J. Wu, Z. Deng, X. Hong, Adv. Healthc. Mater. 2018, 7, 1800589;
  20. N. Alifu, A. Zebibula, J. Qi, H. Zhang, C. Sun, X. Yu, D. Xue, J. W. Lam, G. Li, J. Qian, ACS Nano 2018, 12, 11282;
  21. R. Zhang, Z. Wang, L. Xu, Y. Xu, Y. Lin, Y. Zhang, Y. Sun, G. Yang, Anal. Chem. 2019, 91, 12476;
  22. H. Liu, C. Li, Y. Qian, L. Hu, J. Fang, W. Tong, R. Nie, Q. Chen, H. Wang, Biomaterials 2020, 232, 119700;
  23. W. Xu, Z. Zhang, M. Kang, H. Guo, Y. Li, H. Wen, M. M. S. Lee, Z. Wang, R. T. K. Kwok, J. W. Y. Lam, K. Li, L. Xi, S. Chen, D. Wang, B. Z. Tang, ACS Materials Lett. 2020, 2, 1033;
  24. H.-B. Cheng, Y. Li, B. Z. Tang, J. Yoon, Chem. Soc. Rev. 2020, 49, 21.
  25. S. Liu, Y. Li, R. T. K. Kwok, J. W. Y. Lam, B. Z. Tang, Chem. Sci. 2021, 12, 3427.
  26. Y. Cai, P. Liang, Q. Tang, X. Yang, W. Si, W. Huang, Q. Zhang, X. Dong, ACS Nano 2017, 11, 1054;
  27. Y. Li, S. Liu, H. Ni, H. Zhang, H. Zhang, C. Chuah, C. Ma, K. S. Wong, J. W. Lam, R. T. Kwok, Angew. Chem. Int. Ed. 2020, 132, 12922
  28. S. Liu, Y. Li, H. Zhang, Z. Zhao, X. Lu, J. W. Y. Lam, B. Z. Tang, ACS Materials Lett. 2019, 1, 425;
  29. Y. Li, S. Liu, T. Han, H. Zhang, C. Chuah, R. T. K. Kwok, J. W. Y. Lam, B. Z. Tang, Mater. Chem. Front. 2019, 3, 2207;
  30. H. Zhang, Z. Zhao, A. T. Turley, L. Wang, P. R. McGonigal, Y. Tu, Y. Li, Z. Wang, R. T. K. Kwok, J. W. Y. Lam, B. Z. Tang, Adv. Mater. 2020, 32, 2001457;
  31. Z. Zhao, H. Zhang, J. W. Y. Lam, B. Z. Tang, Angew. Chem. Int. Ed. 2020, 59, 9888.
  32. S. Liu, R. Chen, J. Zhang, Y. Li, M. He, X. Fan, H. Zhang, X. Lu, R. T. K. Kwok, H. Lin, J. W. Y. Lam, J. Qian, B. Z. Tang, ACS Nano 2020, 14, 14228;
  33. S. Liu, C. Chen, Y. Li, H. Zhang, J. Liu, R. Wang, S. T. H. Wong, J. W. Y. Lam, D. Ding, B. Z. Tang, Adv. Funct. Mater. 2020, 30, 1908125;
  34. Y. Li, Z. Cai, S. Liu, H. Zhang, S. T. H. Wong, J. W. Y. Lam, R. T. K. Kwok, J. Qian, B. Z. Tang, Nat. Commun. 2020, 11, 1255.
  35. S. Liu, H. Ou, Y. Li, H. Zhang, J. Liu, X. Lu, R. T. K. Kwok, J. W. Y. Lam, D. Ding, B. Z. Tang, J. Am. Chem. Soc. 2020, 142, 15146.
  36. J. Zhang, C. Yang, R. Zhang, R. Chen, Z. Zhang, W. Zhang, S.-H. Peng, X. Chen, G. Liu, C.-S. Hsu, C.-S. Lee, Adv. Funct. Mater. 2017, 27, 1605094.
  37. K. Pu, J. Mei, J. V. Jokerst, G. Hong, A. L. Antaris, N. Chattopadhyay, A. J. Shuhendler, T. Kurosawa, Y. Zhou, S. S. Gambhir, Z. Bao, J. Rao, Adv. Mater. 2015, 27, 5184.
  38. W. Li, K. H. Hendriks, M. M. Wienk, R. A. Janssen, Acc. Chem. Res. 2016, 49, 78.
  39. Y. Fang, J. Shang, D. Liu, W. Shi, X. Li, H. Ma, J. Am. Chem. Soc. 2020, 142, 15271.
  40. Q. Yang, Z. Hu, S. Zhu, R. Ma, H. Ma, Z. Ma, H. Wan, T. Zhu, Z. Jiang, W. Liu, L. Jiao, H. Sun, Y. Liang, H. Dai, J. Am. Chem. Soc. 2018, 140, 1715;
  41. H. Ma, C. Liu, Z. Hu, P. Yu, X. Zhu, R. Ma, Z. Sun, C.-H. Zhang, H. Sun, S. Zhu, Y. Liang, Chem. Mater. 2020, 32, 2061.
  42. J. C. Li, J. H. Rao, K. Y. Pu, Biomaterials 2018, 155, 217.
  43. K. Li, Y. Liu, Y. Li, Q. Feng, H. Hou, B. Z. Tang, Chem. Sci. 2017, 8, 7258;
  44. S. Liu, X. Zhou, H. Zhang, H. Ou, J. W. Y. Lam, Y. Liu, L. Shi, D. Ding, B. Z. Tang, J. Am. Chem. Soc. 2019, 141, 5359;
  45. D. Liese, G. Haberhauer, Isr. J. Chem. 2018, 58, 813;
  46. M. Borelli, G. Iasilli, P. Minei, A. Pucci, Molecules 2017, 22, 1306;
  47. R. Hu, E. Lager, A. Aguilar-Aguilar, J. Liu, J. W. Y. Lam, H. H. Y. Sung, I. D. Williams, Y. Zhong, K. S. Wong, E. Peña-Cabrera, B. Z. Tang, J. Phys. Chem. C 2009, 113, 15845.
  48. G. Jiang, F. Li, X. Kong, J. Fan, Y. Song, C.-K. Wang, L. Lin, J. Lumin. 2020, 219, 116899;
  49. Y. Huang, J. Xing, Q. Gong, L.-C. Chen, G. Liu, C. Yao, Z. Wang, H.-L. Zhang, Z. Chen, Q. Zhang, Nat. Commun. 2019, 10, 169;
  50. W.-K. Tsai, C.-I. Wang, C.-H. Liao, C.- N. Yao, T.-J. Kuo, M.-H. Liu, C.-P. Hsu, S.-Y. Lin, C.-Y. Wu, J. R. Pyle, J. Chen, Y.-H. Chan, Chem. Sci. 2019, 10, 198.
  51. H. Wan, J. Y. Yue, S. J. Zhu, T. Uno, X. D. Zhang, Q. L. Yang, K. Yu, G. S. Hong, J. Y. Wang, L. L. Li, Z. R. Ma, H. P. Gao, Y. T. Zhong, J. Su, A. L. Antaris, Y. Xia, J. Luo, Y. Y. Liang, H. J. Dai, Nat. Commun. 2018, 9, 1171.
  52. L. M. Crane, G. Themelis, R. G. Pleijhuis, N. J. Harlaar, A. Sarantopoulos, H. J. Arts, A. G. van der Zee, N. Vasilis, G. M. van Dam, Mol. Imag. Biol. 2011, 13, 1043;
  53. D. Jayne, S. Fook, C. Loi, F. Seow Choen, Br. J. Surg. 2002, 89, 1545;
  54. X. Gu, X. Zhang, H. Ma, S. Jia, P. Zhang, Y. Zhao, Q. Liu, J. Wang, X. Zheng, J. W. Y. Lam, D. Ding, B. Z. Tang, Adv. Mater. 2018, 30, 1801065.

Cited by

Sorted by citations

Related

Authors
Li, Y., Zhang, J., Liu, S., Zhang, C., Chuah, C., Tang, Y., Kwok, R. T. K., Lam, J. W. Y., Ou, H., Ding, D., & Tang, B. Z.
Affiliations
  • Jilin University (CN)
  • Hong Kong University of Science and Technology (HK)
  • Flinders University (AU)
  • Nankai University (CN)
Corresponding author
  • Li, Yuanyuan
  • Ou, Hanlin
  • Tang, Ben Zhong
ORCID
Venue
Advanced Functional Materials
Publisher
Wiley
Published
2021-05-07
Volume
31
Issue
29
ISSN
  • 1616-301X (ISSN-L)
  • 1616-3028
DOI
10.1002/adfm.202102213
OpenAlex
W3160164176
Cited by
88
References
56
Citations by year
2026: 8 · 2025: 14 · 2024: 23 · 2023: 18 · 2022: 19 · 2021: 6
FWCI
5.01
Type
journal article
Language
en
Open access
Licence
onlinelibrary.wiley.com/termsAndConditions#vor (vor)
Locations
  • Advanced Functional Materials (publishedVersion)
  • Rare & Special e-Zone (The Hong Kong University of Science and Technology) (submittedVersion)
Funders
  • National Natural Science Foundation of China (51961160730, 51873092, 31900983, 21788102, 21805002)
  • Innovation and Technology Commission (ITC‐CNERC14SC01)
  • National Key Research and Development Program of China (2017YFE0132200)
Topics
  • Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
  • Physical Sciences › Engineering › Biomedical Engineering › Nanoplatforms for cancer theranostics
  • Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
Keywords
NIR-II fluorescence imaging, diketopyrrolopyrrole, π-π stacking, molar absorptivity, photothermal conversion efficiency

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