Wetting, Solubility and Chemical Characteristics of Plasma-Polymerized 1-Isopropyl-4-Methyl-1,4-Cyclohexadiene Thin Films
Source abstract
Abstract
Investigations on the wetting, solubility and chemical composition of plasma polymer thin films provide an insight into the feasibility of implementing these polymeric materials in organic electronics, particularly where wet solution processing is involved. In this study, thin films were prepared from 1-isopropyl-4-methyl-1,4-cyclohexadiene (γ-Terpinene) using radio frequency (RF) plasma polymerization. FTIR showed the polymers to be structurally dissimilar to the original monomer and highly cross-linked, where the loss of original functional groups and the degree of cross-linking increased with deposition power. The polymer surfaces were hydrocarbon-rich, with oxygen present in the form of O–H and C=O functional groups. The oxygen content decreased with deposition power, with films becoming more hydrophobic and, thus, less wettable. The advancing and receding contact angles were investigated, and the water advancing contact angle was found to increase from 63.14° to 73.53° for thin films prepared with an RF power of 10 W to 75 W. The wetting envelopes for the surfaces were constructed to enable the prediction of the surfaces’ wettability for other solvents. The effect of roughness on the wetting behaviour of the films was insignificant. The polymers were determined to resist solubilization in solvents commonly used in the deposition of organic semiconducting layers, including chloroform and chlorobenzene, with higher stability observed in films fabricated at higher RF power.
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Research context
OpenAlex topics: Surface Modification and Superhydrophobicity · Polymer crystallization and properties · Photopolymerization techniques and applications
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Electronic Materials Research Lab, College of Science, Technology and Engineering, James Cook University, Townsville 4811, Australia
Applied and Green Photochemistry Group, College of Science, Technology and Engineering, James Cook University, Townsville 4811, Australia
References (72)
Show source-provided references
1. Materials and methods for encapsulation of OPV: A review10.1016/j.rser.2013.06.027 ↗
2. 3,8-Dialkoxynaphthodithiophene based copolymers for efficient polymer solar cells10.1016/j.solmat.2012.09.021 ↗
3. Polymer thin films embedded with metal nanoparticles for electrochemical biosensors applications10.1016/j.bios.2012.09.031 ↗
4. Nanostructured ceria based thin films (≤1 μm) as cathode/electrolyte interfaces10.1016/j.jssc.2012.08.021 ↗
5. Synthesis and characterization of an electrolyte system based on a biodegradable polymer10.3144/expresspolymlett.2013.46 ↗
6. A mechanistic study of the plasma polymerization of ethanol10.1002/ppap.201300110 ↗
7. Solubility and adhesion characteristics of plasma polymerized thin films derived from Lavandula angustifolia essential oil10.1002/app.30916 ↗
8. The effect of polyterpenol thin film surfaces on bacterial viability and adhesion10.3390/polym3010388 ↗
9. Nano and microscale topographies for the prevention of bacterial surface fouling10.3390/coatings4010037 ↗
10. Wetting at polymer surfaces and interfaces10.1016/S0079-6700(02)00080-1 ↗
11. Top layer coatability on barrier coatings10.1016/j.porgcoat.2011.08.015 ↗
12. Wetting of biopolymer coatings: Contact angle kinetics and image analysis investigation10.1021/la2017006 ↗
13. Control of wettability of plasma polymers by application of Ti Nano-Clusters10.1002/ppap.201100113 ↗
14. Spreading Behavior and morphology of ethylene methacrylic acid (EMAA) deposits via the flame spray process10.3390/coatings2020076 ↗
15. Resistance of solid surfaces to wetting by water10.1021/ie50320a024 ↗
16. Wettability of porous surfaces10.1039/tf9444000546 ↗
17. Conversion of biomass to selected chemical products10.1039/C1CS15147A ↗
18. Plasma nanoscience: From nano-solids in plasmas to nano-plasmas in solids10.1080/00018732.2013.808047 ↗
19. On the effect of monomer chemistry on growth mechanisms of nonfouling PEG-like plasma polymers10.1021/la304713b ↗
20. “Green” electronics: Biodegradable and biocompatible materials and devices for sustainable future10.1039/C3CS60235D ↗
21. Sustainable energy systems: Role of optimization modeling techniques in power generation and supply—A review10.1016/j.rser.2011.05.003 ↗
22. Topical antiinflammatory activity of the major lipophilic constituents of the rhizome of Zingiber cassumunar. Part I: The essential oil10.1016/S0944-7113(97)80003-7 ↗
23. Fabrication and characterization of polyterpenol as an insulating layer and incorporated organic field effect transistor10.1016/j.tsf.2010.06.014 ↗
24. Analyzing hysteresis behavior of capacitance–voltage characteristics of IZO/C60/pentacene/Au diodes with a hole-transport electron-blocking polyterpenol layer by electric-field-induced optical second-harmonic generation measurement10.1016/j.cplett.2013.04.030 ↗
25. Effect of RF power on the optical and morphological properties of RF plasma polymerised linalyl acetate thin films10.1016/j.apsusc.2009.12.021 ↗
26. Optical and surface characterization of radio frequency plasma polymerized 1-isopropyl-4-methyl-1,4-cyclohexadiene thin films10.3390/electronics3020266 ↗
27. Investigation of interfacial charging and discharging in double-layer pentacene-based metal-insulator-metal device with polyterpenol blocking layer using electric field induced second harmonic generation10.1016/j.cplett.2010.12.072 ↗
28. Effect of plasma-enhanced chemical vapour deposition on the retention of antibacterial activity of terpinen-4-ol10.1021/bm100369n ↗
29. Chemical composition, antibacterial and antifungal activities of the essential oil of Haplophyllum tuberculatum from Oman10.1016/j.jep.2004.08.039 ↗
30. Chemical polymorphism and antifungal activity of essential oils from leaves of different provenances of indigenous cinnamon (Cinnamomum osmophloeum)10.1016/j.biortech.2005.02.030 ↗
31. Breitmaier, E. (2006). Terpenes, Wiley-VCH Verlag GmbH & Co. KGaA.
32. Deposition conditions influence the postdeposition oxidation of methyl methacrylate plasma polymer films10.1002/(SICI)1099-0518(19980430)36:6<985::AID-POLA14>3.0.CO;2-H ↗
33. J. A. Wllllam Co., Inc Homepage. Available online:http://www.jawoollam.com.
34. Optical characterisation of radio frequency plasma polymerised Lavandula angustifolia essential oil thin films10.1016/j.tsf.2009.02.023 ↗
35. Comparative matrix isolation infrared spectroscopy study of 1,3- and 1,4-Diene monoterpenes (α-Phellandrene and γ-Terpinene)10.1021/jp2013122 ↗
36. Radiofrequency-induced plasma polymerisation of propenoic acid and propanoic acid10.1039/ft9959103907 ↗
37. High resolution XPS of organic polymers: The Scienta ESCA 300 database. G. Beamson and D. Briggs. 280pp., £65. John Wiley & Sons, Chichester, ISBN 0471 935921, (1992)10.1002/sia.740200310 ↗
38. An essay on contact angle measurements10.1002/ppap.201000041 ↗
39. Contact angle and wetting properties10.1007/978-3-642-34243-1_1 ↗
40. Pinus sylvestris L. needle surface wettability parameters as indicators of atmospheric environment pollution impacts: Novel contact angle hysteresis methodology10.1016/j.apsusc.2013.12.062 ↗
41. Surface free energy of a solid from contact angle hysteresis10.1016/S0001-8686(02)00093-3 ↗
42. Estimation of surface energies from contact angles10.1038/212276a0 ↗
43. Long-range and short-range mechanisms of hydrophobic attraction and hydrophilic repulsion in specific and aspecific interactions10.1002/jmr.618 ↗
44. Contact angle measurement and contact angle interpretation10.1016/S0001-8686(98)00087-6 ↗
45. Validity and accuracy in evaluating surface tension of solids by additive approaches10.1016/S0021-9797(02)00231-X ↗
46. Comparison of surface energies using various approaches and their suitability10.1002/app.27446 ↗
47. Additivity of intermolecular forces at interfaces. I. Determination of the contribution to surface and interfacial tensions of dispersion forces in various liquids10.1021/j100806a008 ↗
48. Recent progress in the determination of solid surface tensions from contact angles10.1016/j.cis.2006.11.024 ↗
49. Methods for the calculation of surface free energy of solids
50. Donor-Acceptor interactions at interfaces10.1080/00218467208072219 ↗
51. Attractive forces at interfaces10.1021/ie50660a008 ↗
52. Characterization of essential oils from lamiaceae species by fourier transform raman spectroscopy10.1021/jf0203489 ↗
53. Characterisation of essential oil plants from Turkey by IR and Raman spectroscopy10.1016/j.vibspec.2005.04.009 ↗
54. Substrate temperature effects on film chemistry in plasma deposition of organics. I. Nonpolymerizable precursors10.1021/la00052a027 ↗
55. Coates, J. (2006). Encyclopedia of Analytical Chemistry, John Wiley & Sons, Ltd.
56. Post-deposition ageing reactions of plasma derived polyterpenol thin films10.1016/j.polymdegradstab.2010.02.014 ↗
57. The investigation of polymer surface dynamics modified by plasma using dynamic contact angle method10.1016/S0014-3057(99)00148-2 ↗
58. Biocompatibility of niobium coatings10.3390/coatings1010072 ↗
59. A study of the interaction of acrylic acid/1,7-octadiene plasma deposits with water and other solvents10.1016/S0032-3861(98)00784-8 ↗
60. Evaporation of sessile water droplets: Universal behaviour in presence of contact angle hysteresis10.1016/j.colsurfa.2011.07.013 ↗
61. Wettability of hydrogels. I. Poly (2-hydroxyethyl methacrylate)10.1002/jbm.820090307 ↗
62. Positively charged surfaces increase the flexibility of DNA10.1529/biophysj.105.064667 ↗
63. The effect of surface roughening of polymers on measured contact angles of liquids10.1016/0166-6622(84)80175-4 ↗
64. Some effects of substrate roughness on wettability10.1007/BF02402789 ↗
65. Solubility study of polyacrylamide in polar solvents10.1002/app.20608 ↗
66. Monopolar surfaces10.1016/0001-8686(87)80008-8 ↗
67. Evaluation of the lifshitz-van der waals/acid-base approach to determine surface tension components10.1021/la00001a064 ↗
68. Compatibility of plasma-deposited linalyl acetate thin films with organic electronic device fabrication techniques10.1007/s10853-013-7244-6 ↗
69. Solubility and surface interactions of RF plasma polymerized polyterpenol thin films10.1166/mex.2012.1086 ↗
70. Wetting: Statics and dynamics10.1103/RevModPhys.57.827 ↗
71. Wobkenberg, P.H., Ball, J., Kooistra, F.B., Hummelen, J.C., de Leeuw, D.M., Bradley, D.D.C., and Anthopoulos, T.D. (2008). Low-voltage organic transistors based on solution processed semiconductors and self-assembled monolayer gate dielectrics. Appl. Phys. Lett., 93.10.1063/1.2954015 ↗
72. Downscaling of n-channel organic field-effect transistors with inkjet-printed electrodes10.1016/j.orgel.2011.12.001 ↗