Generating Microstructures with Highly Variable Mechanical Performance using Two-Photon Lithography and Thiol-ene Photopolymerization

Xiao Yang; Yan-Fang Niu; Meng-Xiao Wei; Jun-Ning Zhang; Ke-Liang Liu; Xin Du; Zhong-Ze Gu

doi:10.1007/s10118-022-2802-5

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Generating Microstructures with Highly Variable Mechanical Performance using Two-Photon Lithography and Thiol-ene Photopolymerization

RESEARCH ARTICLE | Updated：2022-12-19

- Generating Microstructures with Highly Variable Mechanical Performance using Two-Photon Lithography and Thiol-ene Photopolymerization
- Chinese Journal of Polymer Science Vol. 41, Issue 1, Pages: 67-74(2023)
- Affiliations：
  
  State Key Laboratory of Bioelectronics, School of Biological Science and Medical Engineering, Southeast University, Nanjing 210096, China
- Author bio：
  
  du.xin@seu.edu.cn (X.D.)
  gu@seu.edu.cn (Z.Z.G.)
- Funds：
- DOI：10.1007/s10118-022-2802-5
  CLC：
- Received：30 March 2022，
  
  Revised：2022-5-10，
  
  Accepted：10 June 2022，
  
  Online First：10 September 2022，
  
  Published：01 January 2023
- Accepted：
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Yang, X.; Niu, Y. F.; Wei, M. X.; Zhang, J. N.; Liu, K. L.; Du, X.; Gu, Z. Z. Generating microstructures with highly variable mechanical performance using two-photon lithography and thiol-ene photopolymerization. Chinese J. Polym. Sci. 2023, 41, 67–74

Xiao Yang, Yan-Fang Niu, Meng-Xiao Wei, et al. Generating Microstructures with Highly Variable Mechanical Performance using Two-Photon Lithography and Thiol-ene Photopolymerization[J]. Chinese Journal of Polymer Science, 2023, 41(1): 67-74.
Yang, X.; Niu, Y. F.; Wei, M. X.; Zhang, J. N.; Liu, K. L.; Du, X.; Gu, Z. Z. Generating microstructures with highly variable mechanical performance using two-photon lithography and thiol-ene photopolymerization. Chinese J. Polym. Sci. 2023, 41, 67–74 DOI： 10.1007/s10118-022-2802-5.

Xiao Yang, Yan-Fang Niu, Meng-Xiao Wei, et al. Generating Microstructures with Highly Variable Mechanical Performance using Two-Photon Lithography and Thiol-ene Photopolymerization[J]. Chinese Journal of Polymer Science, 2023, 41(1): 67-74. DOI： 10.1007/s10118-022-2802-5.

摘要

We report a novel photoresist system with adjustable mechanical performance based on thiol-ene polymerization. With 350-fold exposure dose change

the stiffness of the thiol-ene photoresin reached more that 700-fold change compared to 14-fold of the conventional acrylate photoresin. We developed a photoresist for two-photon lithography based on our results.

Abstract

In this study

we investigate the effect of the exposure dose on the mechanical property of the photoresins generated with acrylate self-polymerization and thiol-ene polymerization. The results indicate that the mechanical performance of the thiol-ene photoresin is highly depended on the exposure dose during the solidification process. With 350-fold exposure dose change

the stiffness of the thiol-ene photoresin reached more that 700-fold change compare to 14-fold of the acrylate photoresin. We developed a TPL photoresist based on our results and show the capability to fabricate microstrucutres with high resolution and variable mechanical performances using this method.

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references

Tan, D.; Sharafudeen, K . N.; Yue, Y.; Qiu, J. Progress in materials science femtosecond laser induced phenomena in transparent solid materials: fundamentals and applications . Prog. Mater. Sci. , 2016 . 76 154 - 228 . DOI: 10.1016/j.pmatsci.2015.09.002 http://doi.org/10.1016/j.pmatsci.2015.09.002 .

Rajabasadi, F.; Schwarz, L.; Medina-Sánchez, M.; Schmidt, O. G. 3D and 4D lithography of untethered microrobots. Prog. Mater. Sci. 2021 , 120 , 100808.

Sugioka, K.; Cheng, Y. Ultrafast lasers-reliable tools for advanced materials processing. Light Sci. Appl . 2014 , 3 , 149.

Sun, L.; Ni, H.; Liu, X.; Zhang, D.; Zeng, Y.; Han, X.; Jiang, L.; Chen, H.; Zhao, X.; Gu, Z . 3D printed asymmetric nanoprobe for plasmonic nanofocusing under internal illumination . ACS Photon. , 2018 . 5 4872 - 4879 . DOI: 10.1021/acsphotonics.8b01041 http://doi.org/10.1021/acsphotonics.8b01041 .

Gissibl, T.; Thiele, S.; Herkommer, A.; Giessen, H . Two-photon direct laser writing of ultracompact multi-lens objectives . Nat. Photon. , 2016 . 10 554 - 560 . DOI: 10.1038/nphoton.2016.121 http://doi.org/10.1038/nphoton.2016.121 .

Gansel, J. K.; Thiel, M.; Rill, M . S.; Decker, M.; Bade, K.; Saile, V.; von Freymann, G.; Linden, S.; Wegener, M. Gold helix photonic metamaterial as broadband circular polarizer . Science , 2009 . 325 1513 - 1515 . DOI: 10.1126/science.1177031 http://doi.org/10.1126/science.1177031 .

Liu, X.; Gu, H.; Ding, H.; Du, X.; Wei, M.; Chen, Q.; Gu, Z . 3D bioinspired microstructures for switchable repellency in both air and liquid . Adv. Sci. , 2020 . 7 202000878 .

Liu, X.; Gu, H.; Ding, H.; Du, X.; He, Z.; Sun, L.; Liao, J.; Xiao, P.; Gu, Z. Programmable liquid adhesion on bio-inspired re-entrant structures. Small 2019 , 15 , 1902360

You, S.; Li, J.; Zhu, W.; Yu, C.; Mei, D.; Chen, S . Nanoscale 3D printing of hydrogels for cellular tissue engineering . J. Mater. Chem. B , 2018 . 6 2187 - 2197 . DOI: 10.1039/C8TB00301G http://doi.org/10.1039/C8TB00301G .

Hippler, M.; Lemma, E . D.; Bertels, S.; Blasco, E.; Barner-kowollik, C.; Wegener, M.; Bastmeyer, M. 3D scaffolds to study basic cell biology . Adv. Mater. , 2019 . 31 1808110 DOI: 10.1002/adma.201808110 http://doi.org/10.1002/adma.201808110 .

Lemma, E . D.; Spagnolo, B.; de Vittorio, M.; Pisanello, F. Studying cell mechanobiology in 3D: the two-photon lithography approach . Trends Biotechnol. , 2019 . 37 358 - 372 . .

Yu, H.; Liu, J.; Zhao, Y. Y.; Jin, F.; Dong, X. Z.; Zhao, Z. S.; Duan, X. M.; Zheng, M. L . Biocompatible three-dimensional hydrogel cell scaffold fabricated by sodium hyaluronate and chitosan assisted two-photon polymerization . ACS Appl. Bio. Mater. , 2019 . 2 3077 - 3083 . DOI: 10.1021/acsabm.9b00384 http://doi.org/10.1021/acsabm.9b00384 .

Peters, C.; Hoop, M.; Pané, S.; Nelson, B. J.; Hierold, C . Degradable magnetic composites for minimally invasive interventions: device fabrication, targeted drug delivery, and cytotoxicity tests . Adv. Mater. , 2016 . 28 533 - 538 . DOI: 10.1002/adma.201503112 http://doi.org/10.1002/adma.201503112 .

Huang, T. Y.; Sakar, M. S.; Mao, A.; Petruska, A. J.; Qiu, F.; Chen, X. B.; Kennedy, S.; Mooney, D.; Nelson, B. J . 3D printed microtransporters: compound micromachines for spatiotemporally controlled delivery of therapeutic agents . Adv. Mater. , 2015 . 27 6644 - 6650 . DOI: 10.1002/adma.201503095 http://doi.org/10.1002/adma.201503095 .

Bauer, J.; Guell Izard, A.; Zhang, Y.; Baldacchini, T.; Valdevit, L. Programmable mechanical properties of two-photon polymerized materials: from nanowires to bulk. Adv. Mater. Technol. 2019 , 4 ,1900146.

Zhang, X.; Wang, Y.; Ding, B.; Li, X . Design, fabrication, and mechanics of 3D micro-/nanolattices . Small , 2020 . 16 1902842 DOI: 10.1002/smll.201902842 http://doi.org/10.1002/smll.201902842 .

Nautiyal, P.; Wiedorn, V.; Thomas, T.; Bacca, N.; White, A.; Agarwal, A . Unraveling the mechanisms governing anisotropy in accordion-shaped honeycomb microlattice fabricated by two-photon polymerization . Adv. Eng. Mater. , 2021 . 2101190 .

Zheng, X.; Smith, W.; Jackson, J.; Moran, B.; Cui, H.; Chen, D.; Ye, J.; Fang, N.; Rodriguez, N.; Weisgraber, T.; Spadaccini, C. M . Multiscale metallic metamaterials . Nat. Mater. , 2016 . 15 1100 - 1106 . DOI: 10.1038/nmat4694 http://doi.org/10.1038/nmat4694 .

Diamantopoulou, M.; Karathanasopoulos, N.; Mohr, D. Stress-strain response of polymers made through two-photon lithography: micro-scale experiments and neural network modeling. Addit. Manuf. 2021 , 47 , 102266

Peterson, G. I.; Schwartz, J. J.; Zhang, D.; Weiss, B. M.; Ganter, M. A.; Storti, D. W.; Boydston, A. J . Production of materials with spatially-controlled cross-link density via vat photopolymerization . ACS Appl. Mater. Interfaces , 2016 . 8 29037 - 29043 . DOI: 10.1021/acsami.6b09768 http://doi.org/10.1021/acsami.6b09768 .

Kuang, X.; Wu, J.; Chen, K.; Zhao, Z.; Ding, Z.; Hu, F.; Fang, D.; Qi, H. J . Grayscale digital light processing 3D printing for highly functionally graded materials . Sci. Adv. , 2019 . 5 5790 DOI: 10.1126/sciadv.aav5790 http://doi.org/10.1126/sciadv.aav5790 .

Lay, C. L.; Sher, C.; Koh, L.; Lee, Y. H.; Phan-quang, G. C.; Yi, H.; Sim, F.; Leong, S. X.; Han, X.; Phang, I. Y.; Ling, X. Y . Two-photon-assisted polymerization and reduction: emerging formulations and applications . ACS Appl. Mater. interfaces , 2020 . 12 10061 - 10079 . DOI: 10.1021/acsami.9b20911 http://doi.org/10.1021/acsami.9b20911 .

Hoyle, C. E.; Bowman, C. N . Thiol-ene click chemistry . Angew. Chem. Int. Ed. , 2010 . 49 1540 - 1573 . DOI: 10.1002/anie.200903924 http://doi.org/10.1002/anie.200903924 .

Hoorick, J . Van; Dobos, A.; Markovic, M.; Gheysens, T.; Van Damme, L. Thiol-norbornene gelatin hydrogels: influence of thiolated crosslinker on network properties and high definition 3D printing thiol-norbornene gelatin hydrogels: influence of thiolated crosslinker on network properties and high definition 3D printing . Biofabrication , 2021 . 13 015017 DOI: 10.1088/1758-5090/abc95f http://doi.org/10.1088/1758-5090/abc95f .

Ulrich, S.; Wang, X.; Rottmar, M.; Rossi, R. M.; Nelson, B. J.; Bruns, N.; Müller, R.; Maniura-weber, K.; Qin, X.; Boesel, L. F . Nano-3D-printed photochromic micro-objects . Small , 2021 . 17 2101337 DOI: 10.1002/smll.202101337 http://doi.org/10.1002/smll.202101337 .

Quick, A . S.; Fischer, J.; Richter, B.; Pauloehrl, T.; Trouillet, V.; Wegener, M.; Barner-kowollik, C. Preparation of reactive three-dimensional microstructures via direct laser writing and thiol-ene chemistry . Macromol. Rapid Commun. , 2013 . 34 335 - 340 . DOI: 10.1002/marc.201200796 http://doi.org/10.1002/marc.201200796 .

Leonards, H.; Engelhardt, S.; Hoffmann, A.; Pongratz, L.; Schriever, S.; Bläsius, J.; Wehner, M.; Gillner, A . Advantages and drawbacks of thiol-ene based resins for 3D-printing . Proc. of SPIE , 2015 . 9353 93530 .

Buruiana, E . C.; Jitaru, F.; Matei, A.; Dinescu, M.; Buruiana, T. Influence of UV irradiation and two photon processing on the cinnamate monomers polymerization and formation of hybrid composites with nanosized ZnO . Eur. Polym. J. , 2012 . 48 1976 - 1987 . DOI: 10.1016/j.eurpolymj.2012.09.012 http://doi.org/10.1016/j.eurpolymj.2012.09.012 .

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