Abstract
Holographic polymer/liquid-crystal composites, which are periodically ordered materials with alternative polymer-rich and liquid-crystal-rich phases, have drawn increasing interest due to their unique capabilities of reconstructing colored three-dimensional (3D) images and enabling the electro-optic response. They are formed via photopolymerization induced phase separation upon exposure to laser interference patterns, where a fast photopolymerization is required to facilitate the holographic patterning. Yet, the fast photopolymerization generally leads to depressed phase separation and it remains challenging to boost the holographic performance via kinetics control. Herein, we disclose that the ketyl radical inhibition is able to significantly boost the phase separation and holographic performance by preventing the proliferated diffusion of initiating radicals from the constructive to the destructive regions. Dramatically depressed phase separation is caused when converting the inhibiting ketyl radical to a new initiating radical, indicating the significance of ketyl radical inhibition when designing high performance holographic polymer composites.
摘要
全息聚合物/液晶复合材料是由富聚合物相与富液晶相周期性排列而成的结构有序复合材料, 不仅具有独特的彩色3D图像存储功能, 还具有电光响应特性, 因此获得了广泛关注. 全息聚合物/液晶复合材料通过激光相干下的光聚合诱导相分离原位形成. 高的光聚合反应速率有利于全息加工, 但往往会抑制相分离. 因此, 发展新的动力学调控策略以提升全息聚合物/液晶复合材料的性能仍是一个挑战. 本研究发现, 羰基自由基阻聚可抑制引发自由基从相干亮区向相干暗区的传递, 进而显著提高相分离程度和全息性能. 消除羰基自由基导致全息聚合物/液晶复合材料性能下降, 也证实了羰基自由基阻聚在设计高性能全息聚合物/液晶复合材料中的重要性.
Similar content being viewed by others
References
Gabor D. A new microscopic principle. Nature, 1948, 161: 777–778
Gorkhover T, Ulmer A, Ferguson K, et al. Femtosecond X-ray Fourier holography imaging of free-flying nanoparticles. Nat Photon, 2018, 12: 150–153
Tikan A, Bielawski S, Szwaj C, et al. Single-shot measurement of phase and amplitude by using a heterodyne time-lens system and ultrafast digital time-holography. Nat Photon, 2018, 12: 228–234
Leite IT, Turtaev S, Jiang X, et al. Three-dimensional holographic optical manipulation through a high-numerical-aperture soft-glass multimode fibre. Nat Photon, 2017, 12: 33–39
Vyas S, Chia YH, Luo Y. Conventional volume holography for unconventional airy beam shapes. Opt Express, 2018, 26: 21979–21991
Melde K, Mark AG, Qiu T, et al. Holograms for acoustics. Nature, 2016, 537: 518–522
van den Heuvel M, Prenen AM, Gielen JC, et al. Patterns of diacetylene-containing peptide amphiphiles using polarization holography. J Am Chem Soc, 2009, 131: 15014–15017
Kobayashi Y, Abe J. Real-time dynamic hologram of a 3D object with fast photochromic molecules. Adv Opt Mater, 2016, 4: 1354–1357
Blanche PA, Bablumian A, Voorakaranam R, et al. Holographic three-dimensional telepresence using large-area photorefractive polymer. Nature, 2010, 468: 80–83
Ozaki M, Kato J, Kawata S. Surface-plasmon holography with white-light illumination. Science, 2011, 332: 218–220
Chen G, Ni M, Peng H, et al. Photoinitiation and inhibition under monochromatic green light for storage of colored 3D images in holographic polymer-dispersed liquid crystals. ACS Appl Mater Interfaces, 2017, 9: 1810–1819
Xie XL, Peng HY, Zhou XP, et al. Visible Light Photoinitiating System for Preparing High Diffraction Efficiency Hologram Optical Polymer Material. USA Patent, US 9753431 B2, 2017-09-05
Peng H, Bi S, Ni M, et al. Monochromatic visible light “photo-initibitor”: Janus-faced initiation and inhibition for storage of colored 3D images. J Am Chem Soc, 2014, 136: 8855–8858
Ni M, Peng H, Liao Y, et al. 3D image storage in photopolymer/ZnS nanocomposites tailored by “photoinitibitor”. Macromolecules, 2015, 48: 2958–2966
Li X, Ren H, Chen X, et al. Athermally photoreduced graphene oxides for three-dimensional holographic images. Nat Commun, 2015, 6: 6984
Luo Y, Gelsinger PJ, Barton JK, et al. Optimization of multiplexed holographic gratings in PQ-PMMA for spectral-spatial imaging filters. Opt Lett, 2008, 33: 566–568
Yu R, Li S, Chen G, et al. Monochromatic “photoinitibitor”-mediated holographic photopolymer electrolytes for lithium-ion batteries. Adv Sci, 2019, 6: 1900205
Shen W, Wang L, Chen G, et al. A facile route towards controllable electric-optical performance of polymer-dispersed liquid crystal via the implantation of liquid crystalline epoxy network in conventional resin. Polymer, 2019, 167: 67–77
Shen W, Wang L, Zhong T, et al. Electrically switchable light transmittance of epoxy-mercaptan polymer/nematic liquid crystal composites with controllable microstructures. Polymer, 2019, 160: 53–64
Zhao D, Zhou W, Cui X, et al. Alignment of liquid crystals doped with nickel nanoparticles containing different morphologies. Adv Mater, 2011, 23: 5779–5784
Hu X, de Haan LT, Khandelwal H, et al. Cell thickness dependence of electrically tunable infrared reflectors based on polymer stabilized cholesteric liquid crystals. Sci China Mater, 2017, 61: 745–751
Bunning TJ, Natarajan LV, Tondiglia VP, et al. Holographic polymer-dispersed liquid crystals (H-PDLCs). Annu Rev Mater Sci, 2000, 30: 83–115
White TJ, Natarajan LV, Tondiglia VP, et al. Monomer functionality effects in the formation of thiol-ene holographic polymer dispersed liquid crystals. Macromolecules, 2007, 40: 1121–1127
Peng H, Yu L, Chen G, et al. Liquid crystalline nanocolloids for the storage of electro-optic responsive images. ACS Appl Mater Interfaces, 2019, 11: 8612–8624
Ni M, Chen G, Wang Y, et al. Holographic polymer nano-composites with ordered structures and improved electro-optical performance by doping POSS. Compos Part B-Eng, 2019, 174: 107045
Yagci Y, Jockusch S, Turro NJ. Photoinitiated polymerization: Advances, challenges, and opportunities. Macromolecules, 2010, 43: 6245–6260
Dadashi-Silab S, Doran S, Yagci Y. Photoinduced electron transfer reactions for macromolecular syntheses. Chem Rev, 2016, 116: 10212–10275
Aguirre-Soto A, Lim CH, Hwang AT, et al. Visible-light organic photocatalysis for latent radical-initiated polymerization via 2e−/1H+ transfers: Initiation with parallels to photosynthesis. J Am Chem Soc, 2014, 136: 7418–7427
Xi W, Pattanayak S, Wang C, et al. Clickable nucleic acids: Sequence-controlled periodic copolymer/oligomer synthesis by orthogonal thiol-X reactions. Angew Chem Int Ed, 2015, 54: 14462–14467
Zhang J, Xiao P. 3D printing of photopolymers. Polym Chem, 2018, 9: 1530–1540
Michalek L, Barner L, Barner-Kowollik C. Polymer on top: Current limits and future perspectives of quantitatively evaluating surface grafting. Adv Mater, 2018, 30: e1706321
Zhang J, Zivic N, Dumur F, et al. N-[2-(dimethylamino)ethyl]-1,8-naphthalimide derivatives as photoinitiators under LEDs. Polym Chem, 2018, 9: 994–1003
Yu J, Gao Y, Jiang S, et al. Naphthalimide aryl sulfide derivative norrish type I photoinitiators with excellent stability to sunlight under near-UV LED. Macromolecules, 2019, 52: 1707–1717
Yang H, Li G, Stansbury JW, et al. Smart antibacterial surface made by photopolymerization. ACS Appl Mater Interfaces, 2016, 8: 28047–28054
Deng J, Wang L, Liu L, et al. Developments and new applications of UV-induced surface graft polymerizations. Prog Polymer Sci, 2009, 34: 156–193
Zhang L, Du W, Nautiyal A, et al. Recent progress on nanos-tructured conducting polymers and composites: Synthesis, application and future aspects. Sci China Mater, 2018, 61: 303–352
Fouassier JP, Allonas X, Burget D. Photopolymerization reactions under visible lights: Principle, mechanisms and examples of applications. Prog Org Coatings, 2003, 47: 16–36
Grotzinger C, Burget D, Jacques P, et al. Photopolymerization reactions initiated by a visible light photoinitiating system: Dye/amine/bis(trichloromethyl)-substituted-1,3,5-triazine. Macromol Chem Phys, 2001, 202: 3513–3522
Peng H, Yu L, Chen G, et al. Low-voltage-driven and highly-diffractive holographic polymer dispersed liquid crystals with spherical morphology. RSC Adv, 2017, 7: 51847–51857
Stoll S, Schweiger A. Easyspin, a comprehensive software package for spectral simulation and analysis in EPR. J Magn Reson, 2006, 178: 42–55
Peng H, Ni M, Bi S, et al. Highly diffractive, reversibly fast responsive gratings formulated through holography. RSC Adv, 2014, 4: 4420–4426
Peng H, Nair DP, Kowalski BA, et al. High performance graded rainbow holograms via two-stage sequential orthogonal thiol—click chemistry. Macromolecules, 2014, 47: 2306–2315
Winter HH, Chambon F. Analysis of linear viscoelasticity of a crosslinking polymer at the gel point. J Rheology, 1986, 30: 367–382
Scott TF, Kowalski BA, Sullivan AC, et al. Two-color single-photon photoinitiation and photoinhibition for subdiffraction photolithography. Science, 2009, 324: 913–917
Frisch MJ, Trucks GW, Schlegel HB, et al. Gaussion, D.01. Wallingford CT: Gaussion, Inc. 2013
Yamaji M, Oshima J, Hidaka M. Verification of the electron/proton coupled mechanism for phenolic H-atom transfer using a triplet π,π* carbonyl. Chem Phys Lett, 2009, 475: 235–239
Christensen SK, Chiappelli MC, Hayward RC. Gelation of copolymers with pendent benzophenone photo-cross-linkers. Macromolecules, 2012, 45: 5237–5246
Li MD, Du Y, Chuang YP, et al. Water concentration dependent photochemistry of ketoprofen in aqueous solutions. Phys Chem Chem Phys, 2010, 12: 4800–4808
McIntire GL, Blount HN, Stronks HJ, et al. Spin trapping in electrochemistry. 2. Aqueous and nonaqueous electrochemical characterizations of spin traps. J Phys Chem, 1980, 84: 916–921
Odian G. Radical Chain Polymerization. In Principles of Polymerization, 4th ed. Hoboken, New Jersey: John Wiley & Sons, Inc. 2004. P198–349
Church DF. Substituent effects on nitroxide hyperfine splitting constants. J Org Chem, 1986, 51: 1138–1140
Sargent FP, Gardy EM. Spin trapping of radicals formed during radiolysis of aqueous solutions. Direct electron spin resonance observations. Can J Chem, 1976, 54: 275–279
Ni ML, Peng HY, Xie XL. Structure regulation and performance of holographic polymer dispersed liquid crystals. Acta Polym Sin, 2017, 48: 1557–1573
Peng H, Chen G, Ni M, et al. Classical photopolymerization kinetics, exceptional gelation, and improved diffraction efficiency and driving voltage in scaffolding morphological H-PDLCs afforded using a photoinitibitor. Polym Chem, 2015, 6: 8259–8269
Ni M, Chen G, Sun H, et al. Well-structured holographic polymer dispersed liquid crystals by employing acrylamide and doping ZnS nanoparticles. Mater Chem Front, 2017, 1: 294–303
Kabatc J, Czech Z, Kowalczyk A. The application of halomethyl 1,3,5-triazine as a photoinitiator or co-initiator for acrylate monomer polymerization. J Photochem Photobiol A-Chem, 2011, 219: 16–25
He M, Huang X, Zeng Z, et al. Phototriggered base proliferation: A highly efficient domino reaction for creating functionally photo-screened materials. Macromolecules, 2013, 46: 6402–6407
Acknowledgements
We thank the financial supports from the National Natural Science Foundation of China (51433002 and 51773073), HUST peak boarding program, the National Science Foundation (NSF) of Hubei Scientific Committee (2016CFA001) and the Fundamental Research Funds for the Central Universities (2019kfyRCPY089). We also thank the technical assistance from HUST Analytical & Testing Center.
Author information
Authors and Affiliations
Contributions
Author contributions Li MD, Xie X and Peng H gave the direction of the experiments; Zhao X and Sun S conducted the experiments together; Zhao Y participated in the discussion; Liao RZ obtained the DFT calculation results; Liao Y gave suggestions to the experiments and revised the manuscript with Peng H.
Corresponding authors
Ethics declarations
Conflict of interest The authors declare no competing financial interest.
Additional information
Xiaoyu Zhao received his Master’s degree from Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences in 2016. He is now a PhD candidate at Huazhong University of Science and Technology (HUST) under the supervision of Prof. Xiaolin Xie and Prof. Haiyan Peng. His current interest focuses on photopolymerization mechanism and applications.
Ming-De Li obtained his PhD degree at the University of Hong Kong in 2012. Then he conducted his postdoctoral research at the University of California, Berkeley and The University of Hong Kong. Now, he is a professor at Shantou University. His current interest is in the ultrafast laser spectroscopies.
Haiyan Peng received his PhD degree from HUST in 2014. He visited the University of Colorado Boulder from 2012 to 2014, sponsored by the CSC. Then he did research as an Assistant Professor at Guangzhou Institute of Advanced Technology, Chinese Academy of Sciences, and conducted postdoctoral research at City University of Hong Kong. He has been an Associate Professor at HUST since 2016.
Electronic supplementary material
Rights and permissions
About this article
Cite this article
Zhao, X., Sun, S., Zhao, Y. et al. Effect of ketyl radical on the structure and performance of holographic polymer/liquid-crystal composites. Sci. China Mater. 62, 1921–1933 (2019). https://doi.org/10.1007/s40843-019-9580-y
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s40843-019-9580-y