Advertisement

Cellulose

, Volume 26, Issue 18, pp 9673–9685 | Cite as

Facile design of pressure-sensing color films of liquid crystalline cellulosic/synthetic polymer composites that function at desired temperatures

  • Kazuma Miyagi
  • Yoshikuni TeramotoEmail author
Original Research
  • 112 Downloads

Abstract

We have developed a facile method for material design of pressure-sensing films for various operating temperatures using cholesteric liquid crystalline (ChLC) cellulose derivatives. A series of acetylated hydroxypropyl celluloses (AHPCs) with different degrees of acetylation (DSAc) was prepared and their concentrated solutions in monomeric solvents showed coloration based on the selective reflection of ChLC. The critical coloration concentration of the AHPC/monomer solutions decreased with increasing DSAc because the twist angle of the cholesteric helix increased by introducing acetyl groups. The ChLC solutions were subsequently subjected to in situ polymerization to immobilize the ChLC structure in the produced composites. The ChLC structure was well immobilized in the composites with moderate compatibility between the component polymers. The obtained AHPC/polymer ChLC composites exhibited compression-induced mechanochromism, and consistent pressure sensitivity was achieved at various temperatures by selection of the counter polymer species. This approach is applicable for designing pressure-sensing films tailored to the operating temperature.

Graphic abstract

Keywords

Mechanochromism Cholesteric liquid crystal Cellulose derivatives Pressure-sensing In-situ polymerization 

Notes

Acknowledgments

This work was financially supported by a Grant-in-Aid for Scientific Research (A) (17H01480) from the Japan Society for the Promotion of Science and the JST-Mirai Program (Grant No. JPMJMI18E3). We thank Edanz Group (www.edanzediting.com/ac) for editing a draft of this manuscript.

Compliance with ethical standards

Conflict of interest

The authors declare no conflict of interest.

Supplementary material

10570_2019_2769_MOESM1_ESM.docx (561 kb)
Supplementary material 1 (DOCX 561 kb)

References

  1. Butler T, Morris WA, Samonina-Kosicka J, Fraser CL (2016) Mechanochromic luminescence and aggregation induced emission of dinaphthoylmethane β-diketones and their boronated counterparts. ACS Appl Mater Interfaces 8:1242–1251.  https://doi.org/10.1021/acsami.5b09688 CrossRefPubMedGoogle Scholar
  2. Chakrabarty A, Miyagi K, Maiti M, Teramoto Y (2018) Topological transition in spontaneously formed cellulosic liquid-crystalline microspheres in a w/o emulsion. Biomacromolecules 19:4650–4657.  https://doi.org/10.1021/acs.biomac.8b01367 CrossRefPubMedGoogle Scholar
  3. Chiba R, Nishio Y, Miyashita Y (2003) Electrooptical behavior of liquid-crystalline (hydroxypropyl) cellulose/inorganic salt aqueous solutions. Macromolecules 36:1706–1712.  https://doi.org/10.1021/ma021522x CrossRefGoogle Scholar
  4. Chiba R, Nishio Y, Sato Y, Ohtaki M, Miyashita Y (2006) Preparation of cholesteric (hydroxypropyl) cellulose/polymer networks and ion-mediated control of their optical properties. Biomacromolecules 7:3076–3082.  https://doi.org/10.1021/bm060567t CrossRefPubMedGoogle Scholar
  5. Cho S, Li Y, Seo M, Kumacheva E (2016) Nanofibrillar stimulus-responsive cholesteric microgels with catalytic properties. Angew Chem Int Ed 55:14014–14018.  https://doi.org/10.1002/anie.201607406 CrossRefGoogle Scholar
  6. Davis DA, Hamilton A, Yang J, Sottos NR et al (2009) Force-induced activation of covalent bonds in mechanoresponsive polymeric materials. Nature 459:68–72.  https://doi.org/10.1038/nature07970 CrossRefPubMedPubMedCentralGoogle Scholar
  7. de Vries H (1951) Rotatory power and other optical properties of certain liquid crystals. Acta Crystallogr 4:219–226.  https://doi.org/10.1107/S0365110X51000751 CrossRefGoogle Scholar
  8. Giese M, Blusch LK, Khan MK, Hamad WY, Maclachlan MJ (2014) Responsive mesoporous photonic cellulose films by supramolecular cotemplating. Angew Chem Int Ed 53:8880–8884.  https://doi.org/10.1002/anie.201402214 CrossRefGoogle Scholar
  9. Howell IR, Li C, Colella NS, Ito K, Watkins JJ (2015) Strain-tunable one dimensional photonic crystals based on zirconium dioxide/slide-ring elastomer nanocomposites for mechanochromic sensing. ACS Appl Mater Interfaces 7:3641–3646.  https://doi.org/10.1021/am5079946 CrossRefPubMedGoogle Scholar
  10. Ishizuki K, Aoki D, Goseki R, Otsuka H (2018) Multicolor mechanochromic polymer blends that can discriminate between stretching and grinding. ACS Macro Lett 7:556–560.  https://doi.org/10.1021/acsmacrolett.8b00224 CrossRefGoogle Scholar
  11. Ito T, Katsura C, Sugimoto H, Nakanishi E, Inomata K (2013) Strain-responsive structural colored elastomers by fixing colloidal crystal assembly. Langmuir 29:13951–13957.  https://doi.org/10.1021/la4030266 CrossRefPubMedGoogle Scholar
  12. Jiang S, Zhang L, Xie T, Wend W, Dai L et al (2013) Mechanoresponsive PS-PnBA-PS triblock copolymers via covalently embedding mechanophore. ACS Macro Lett 2:705–709.  https://doi.org/10.1021/mz400198n CrossRefGoogle Scholar
  13. Kaplan DS (1976) Structure–property relationships in copolymers to composites: molecular interpretation of the glass transition phenomenon. J Appl Polym Sci 20:2615–2629.  https://doi.org/10.1002/app.1976.070201001 CrossRefGoogle Scholar
  14. Katsumura A, Sugimura K, Nishio Y (2018) Calcium carbonate mineralization in chiral mesomorphic order-retaining ethyl cellulose/poly (acrylic acid) composite films. Polymer 139:26–35.  https://doi.org/10.1016/j.polymer.2018.02.006 CrossRefGoogle Scholar
  15. Khan MK, Giese M, Yu M, Kelly JA, Hamad WY, Maclachlan MJ (2013) Flexible mesoporous photonic resins with tunable chiral nematic structures. Angew Chem Int Ed 52:8921–8924.  https://doi.org/10.1002/anie.201303829 CrossRefGoogle Scholar
  16. Kuse Y, Asahina D, Nishio Y (2009) Molecular structure and liquid-crystalline characteristics of chitosan phenylcarbamate. Biomacromolecules 10:166–173.  https://doi.org/10.1021/bm801073e CrossRefPubMedGoogle Scholar
  17. Lavins GV, Gray DG (1985) Liquid crystalline phase transition of a semiflexible polymer: (acetoxypropyl) cellulose. Macromolecules 18:1753–1759.  https://doi.org/10.1021/ma00151a019 CrossRefGoogle Scholar
  18. Lavins GV, Sixou P, Gray DG (1986) The liquid-crystalline properties of (acetoxypropyl) cellulose: effect of chain length and degree of acetylation. J Polym Sci Part B Polym Phys 24:2779–2792.  https://doi.org/10.1002/polb.1986.090241213 CrossRefGoogle Scholar
  19. Lee GH, Choi TM, Kim B, Han SH, Lee JM, Kim SH (2017) Chameleon-inspired mechanochromic photonic films composed of non-close-packed colloidal arrays. ACS Nano 11:11350–11357.  https://doi.org/10.1021/acsnano.7b05885 CrossRefPubMedGoogle Scholar
  20. Li Y, Suen JJ, Prince E, Lavrentovich OD, Kumacheva E et al (2016) Colloidal cholesteric liquid crystal in spherical confinement. Nat Commun 7:12520.  https://doi.org/10.1038/ncomms12520 CrossRefPubMedPubMedCentralGoogle Scholar
  21. Misra R, Jadhav T, Dhokale B, Mobin SM (2014) Reversible mechanochromism and enhanced AIE in tetraphenylethene substituted phenanthroimidazoles. Chem Commun 50:9076.  https://doi.org/10.1039/C4CC02824D CrossRefGoogle Scholar
  22. Miyagi K, Teramoto Y (2018a) Dual mechanochromism of cellulosic cholesteric liquid-crystalline films: wide-ranging colour control and circular dichroism inversion by mechanical stimulus. J Mater Chem C 6:1370–1376.  https://doi.org/10.1039/C7TC05092E CrossRefGoogle Scholar
  23. Miyagi K, Teramoto Y (2018b) Exploration of immobilization conditions of cellulosic lyotropic liquid crystals in monomeric solvents by in situ polymerization and achievement of dual mechanochromism at room temperature. RSC Adv 8:24724–24730.  https://doi.org/10.1039/c8ra04878a CrossRefGoogle Scholar
  24. Miyagi K, Teramoto Y (2019) Function extension of dual-mechanochromism of acylated hydroxypropyl cellulose/synthetic polymer composites achieved by “moderate” compatibility as well as hydrogen bonding. Polymer 174:150–158.  https://doi.org/10.1016/j.polymer.2019.04.067 CrossRefGoogle Scholar
  25. Muller M, Zentel R (2000) Cholesteric phases and films from cellulose derivatives. Macromol Chem Phys 201:2055–2063.  https://doi.org/10.1002/1521-3935(20001001)201:15%3c2055:Aid-Macp2055%3e3.0.Co;2-P CrossRefGoogle Scholar
  26. Nishio Y, Hirose N, Takahashi T (1989) Thermal analysis of cellulose/poly (ethylene oxide) blends. Polym J 21:347–351.  https://doi.org/10.1295/polymj.21.347 CrossRefGoogle Scholar
  27. Nishio Y, Kai T, Kimura N, Oshima K, Suzuki H (1998) Controlling the selective light reflection of a cholesteric liquid crystal of (hydroxypropyl) cellulose by electrical stimulation. Macromolecules 31:2384–2386.  https://doi.org/10.1021/ma9717101 CrossRefGoogle Scholar
  28. Ogiwara T, Katsumura A, Sugimura K, Teramoto Y, Nishio Y (2015) Calcium phosphate mineralization in cellulose derivative/poly (acrylic acid) composites having a chiral nematic mesomorphic structure. Biomacromolecules 16:3959–3969.  https://doi.org/10.1021/acs.biomac.5b01295 CrossRefPubMedGoogle Scholar
  29. Potisek SL, Davis DA, Sottos NR, White SR, Moore JS (2007) Mechanophore-linked addition polymers. J Am Chem Soc 129:13808–13809.  https://doi.org/10.1021/ja076189x CrossRefPubMedGoogle Scholar
  30. Rifaie-graham O, Apebende EA, Bast LK, Bruns N (2018) Self-reporting fiber-reinforced composites that mimic the ability of biological materials to sense and report damage. Adv Mater 30:1705483.  https://doi.org/10.1002/adma.201705483 CrossRefGoogle Scholar
  31. Robb MJ, Kim TA, Halmes AJ, White SR, Sottos NR, Moore JS (2016) Regioisomer-specific mechanochromism of naphthopyran in polymeric materials. J Am Chem Soc 138:12328–12331.  https://doi.org/10.1021/jacs.6b07610 CrossRefPubMedGoogle Scholar
  32. Sagara Y, Kato T (2009) Mechanically induced luminescence changes in molecular assemblies. Nat. Chem. 1:605.  https://doi.org/10.1038/nchem.411 CrossRefPubMedGoogle Scholar
  33. Sakai H, Sumi T, Aoki D, Goseki R, Otsuka H (2018) Thermally stable radical-type mechanochromic polymers based on difluorenylsuccinonitrile. ACS Macro Lett 7:1359–1363.  https://doi.org/10.1021/acsmacrolett.8b00755 CrossRefGoogle Scholar
  34. Santhiya K, Sen SK, Natarajan R, Shankar R, Murugesapandian B (2018) D–A–D structured bis-acylhydrazone exhibiting aggregation-induced emission, mechanochromic luminescence, and Al(III) detection. J Org Chem 83:10770–10775.  https://doi.org/10.1021/acs.joc.8b01377 CrossRefPubMedGoogle Scholar
  35. Tseng SL, Valente A, Gray DG (1981) Cholesteri liquid crystalline phase based on (acetoxypropyl) cellulose. Macromolecules 14:715–719.  https://doi.org/10.1021/ma50004a049 CrossRefGoogle Scholar
  36. Umar S, Jha AK, Purohit D, Goel A (2017) A tetraphenylethene-naphthyridine-based AIEgen TPEN with dual mechanochromic and chemosensing properties. J Org Chem 82:4766–4773.  https://doi.org/10.1021/acs.joc.7b00456 CrossRefPubMedGoogle Scholar
  37. Verstraeten F, Göstl R, Sijbesma RP (2016) Stress-induced colouration and crosslinking of polymeric materials by mechanochemical formation of triphenylimidazolyl radicals. Chem Commun 52:8608–8611.  https://doi.org/10.1039/C6CC04312G CrossRefGoogle Scholar
  38. Wang PX, Hamad WY, MacLachlan MJ (2016) Polymer and mesoporous silica microspheres with chiral nematic order from cellulose nanocrystals. Angew Chem Int Ed 55:12460–12464.  https://doi.org/10.1002/anie.201606283 CrossRefGoogle Scholar
  39. Xie T, Zhang B, Zhang X, Zhang G (2017) AIE-active β-diketones containing pyridiniums: fluorogenic binding to cellulose and water-vapour-recoverable mechanochromic luminescence. Mater Chem Front 35:566–573.  https://doi.org/10.1039/C6QM00187D CrossRefGoogle Scholar
  40. Yue Y, Kurokawa T, Haque M, Gong JP et al (2014) Mechano-actuated ultrafast full-colour switching in layered photonic hydrogels. Nat Commun 5:4659.  https://doi.org/10.1038/ncomms5659 CrossRefPubMedGoogle Scholar

Copyright information

© Springer Nature B.V. 2019

Authors and Affiliations

  1. 1.The United Graduate School of Agricultural ScienceGifu UniversityGifuJapan
  2. 2.Division of Forest and Biomaterials ScienceKyoto UniversitySakyo-ku, KyotoJapan

Personalised recommendations