CC BY 4.0 · Organic Materials 2023; 5(01): 66-71
DOI: 10.1055/a-2012-2147
Organic Thin Films: From Vapor Deposition to Functional Applications
Short Communication

A Low-Temperature Curable Conformal Adhesive Layer for Monolithic Lamination of Thin Film Encapsulation

Yong Cheon Park
#   These authors contributed equally to this work.
a   Department of Chemical & Biomolecular Engineering, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea
,
Kihoon Jeong
#   These authors contributed equally to this work.
a   Department of Chemical & Biomolecular Engineering, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea
,
Dahye Ahn
a   Department of Chemical & Biomolecular Engineering, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea
,
Youson Kim
a   Department of Chemical & Biomolecular Engineering, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea
,
a   Department of Chemical & Biomolecular Engineering, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea
b   KAIST Institute for NanoCentury, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea
› Institutsangaben


Abstract

Lamination of a thin film encapsulation (TFE) layer is regarded as one of the most promising methods that enable the reliable operation of organic electronic devices by attaching the TFE layers thereon directly using an adhesive layer. In this study, a low-temperature curable adhesive thin film with low glass transition temperature (T g) is newly designed and synthesized. Low T g allows conformal contact at the interface of the adhesive layer and the substrate subsequently leads to the enhancement of adhesion, and thus the barrier performance of the lamination of barrier film increases. In order to fabricate a low-T g adhesive layer, glycidyl methacrylate (GMA) was copolymerized with a 2-hydroxyethyl acrylate (HEA) monomer in the vapor phase via initiated chemical vapor deposition. With a 5 µm thick p(GMA-co-HEA) adhesive layer, a strong adhesion was readily achieved by curing it at 60 °C for 1 h, with the peel strength of 16.6 N/25 mm, and the water vapor transmission rate of the glass-laminated encapsulation was as low as 3.4 × 10−3 g/m2 · day under accelerating conditions (38 °C, 90% relative humidity). We believe the low-temperature curable thin adhesive layer will serve as a powerful material for the lamination of organic electronic devices in a damage-free way.



Publikationsverlauf

Eingereicht: 25. Oktober 2022

Angenommen nach Revision: 12. Januar 2023

Accepted Manuscript online:
12. Januar 2023

Artikel online veröffentlicht:
13. Februar 2023

© 2023. The authors. This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/).

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  • References and Notes

  • 1 Jeon Y, Noh I, Seo YC, Han JH, Park Y, Cho EH, Choi KC. ACS Nano 2020; 14: 15688
  • 2 Cho SH, Lee J, Lee MJ, Kim HJ, Lee SM, Choi KC. ACS Appl. Mater. Interfaces 2019; 11: 20864
  • 3 Hwang YH, Kwon S, Shin JB, Kim H, Son YH, Lee HS, Noh B, Nam M, Choi KC. Adv. Funct. Mater. 2021; 31: 2009336
  • 4 Choi S, Jo W, Jeon Y, Kwon S, Kwon JH, Son YH, Kim J, Park JH, Kim H, Lee HS, Nam M, Jeong EG, Bin Shin J, Kim T-S, Choi KC. npj Flexible Electron. 2020; 4: 33
  • 5 Jeon Y, Choi HR, Park KC, Choi KC. J. Soc. Inf. Disp. 2020; 28: 324
  • 6 Cheng P, Zhan X. Chem. Soc. Rev. 2016; 45: 2544
  • 7 Burrows PE, Bulovic V, Forrest SR, Sapochak LS, McCarty DM, Thompson ME. Appl. Phys. Lett. 1994; 65: 2922
  • 8 Park YC, Kim T, Shim HR, Choi Y, Hong S, Yoo S, Im SG. Appl. Surf. Sci. 2022; 598: 153874
  • 9 Seo S-W, Chae H, Joon Seo S, Kyoon Chung H, Min Cho S. Appl. Phys. Lett. 2013; 102: 161908
  • 10 Ma S, Bai Y, Wang H, Zai H, Wu J, Li L, Xiang S, Liu N, Liu L, Zhu C, Liu G, Niu X, Chen H, Zhou H, Li Y, Chen Q. Adv. Energy Mater. 2020; 10: 1902472
  • 11 Seo HK, Park MH, Kim YH, Kwon SJ, Jeong SH, Lee TW. ACS Appl. Mater. Interfaces 2016; 8: 14725
  • 12 Park MH, Kim JY, Han TH, Kim TS, Kim H, Lee TW. Adv. Mater. 2015; 27: 4308
  • 13 Jo W, Lee H, Lee Y, Bae B-S, Kim T-S. Adv. Eng. Mater. 2021; 23: 2001280
  • 14 Han Y, Meyer S, Dkhissi Y, Weber K, Pringle JM, Bach U, Spiccia L, Cheng Y-B. J. Mater. Chem. A 2015; 3: 8139
  • 15 Dong Q, Liu F, Wong MK, Tam HW, Djurisic AB, Ng A, Surya C, Chan WK, Ng AM. ChemSusChem 2016; 9: 2597
  • 16 Park Y-T, Kim S, Ham SB, Cho SM. Thin Solid Films 2020; 710: 138277
  • 17 Roh BG, Kim HI, Park SC, Baek JH, Park YC, Kim Y. SID Symp. Dig. Tech. Pap. 2022; 53: 776
  • 18 Fourier transform-infrared (FT-IR) spectra were measured by using ALPHA FT-IR (Bruker Optics) in absorbance mode, and the measured range of wavenumber was 4000 to 400 cm−1 with 4 cm−1 resolution.
  • 19 Kwak MJ, Kim DH, You JB, Moon H, Joo M, Lee E, Im SG. Macromolecules 2018; 51: 992
  • 20 Thermal analysis of p(GMA-co-HEA) was achieved by differential scanning calorimetry (DSC 214 Polyma, NETZSCH) under N2 gas conditions and at the heating rate of 10 °C/min.
  • 21 Jeong K, Kwak MJ, Kim Y, Lee Y, Mun H, Kim MJ, Cho BJ, Choi SQ, Im SG. Soft Matter 2022; 18: 6907
  • 22 Thermogravimetric analysis was conducted (TG209 F1 Libra, NETZSCH) under N2 gas conditions and at the heating rate of 10 °C/min.
  • 23 Han Y, Meyer S, Dkhissi Y, Weber K, Pringle JM, Bach U, Spiccia L, Cheng Y-B. J. Mater. Chem. A 2015; 3: 8139
  • 24 Lee YI, Jeon NJ, Kim BJ, Shim H, Yang T-Y, Seok SI, Seo J, Im SG. Adv. Energy Mater. 2018; 8: 1701928
  • 25 van de Grampel RD, Ming W, van Gennip WJH, van der Velden F, Laven J, Niemantsverdriet JW, van der Linde R. Polymer 2005; 46: 10531
  • 26 Peel strength was measured by T-peel test using universal testing machine (UTM, Zwick) with 5 kN load cell after deposition of p(GMA-co-HEA) on a polyethylene terephthalate (PET) film and cured at 60 °C. For the T-peel test, the sample number of n = 3 was prepared and the average value with standard deviation of the measured peel strength was calculated.
  • 27 A Ca test was conducted to calculate the water vapor transmission rate (WVTR). The 50 nm thick Ca (Junsei Chemical, 99.5‍%) was deposited with the deposition rate of 0.7 Å/s via a thermal evaporator (Daeki Hi-Tech Co., Ltd.) installed in a N2-filled glove box on the glass substrate. The Ca test samples were stored in a thermohygrostat (JSRH-R70CPL, JS RESEARCH INC.) under the accelerating conditions of 38 °C and 90‍% RH. After the Ca thin film is oxidized after contact with the water vapor or oxygen, it becomes transparent. Therefore, the barrier property could be monitored in the oxidized area visually. The change of Ca area was analyzed by a digital camera (Nikon P300) and ImageJ v.1.46 (National Institutes of Health). The WVTR could be calculated as: WVTR (g/m2·day) = n · δCa (M(H2O))/(M(Ca)) · h · dA/dt, where n represents the molar equivalent of the Ca oxidation reaction with a water molecule (n = 2) and δCa is the Ca density (1.55 g/cm3). Here, M(H2O) and M(Ca) are the molecular weights of the water molecule and Ca, respectively. h is the height of the Ca film, and dA/dt is the slope of the graph plotting the Ca-oxidized area versus time.
  • 28 The transmittance of 5 µm thick p(GMA-co-HEA) deposited on 1 mm thick glass slide was also obtained by using a spectroscopic ellipsometer (J.A. Woollam Co., Inc.).
  • 29 For the organic layer and inorganic layer of TFE, poly(1,3,5-trimethyl-1,3,5-trivinylcyclosiloxane) (pV3D3) and Al2O3 were deposited, respectively. pV3D3 was deposited via iCVD by using V3D3 (Gelest, 95‍%) as a monomer and tert-butyl peroxide (TBPO, Aldrich, 98‍%) as an initiator. V3D3 and TBPO were heated to 40 °C and 30 °C, respectively, and fed into a custom-built iCVD system. During the polymer deposition, the process pressure, substrate temperature, and the filament temperature were maintained at 600 mTorr, 50 °C, and 140 °C, respectively. To deposit the Al2O3 film via atomic layer deposition (ALD), trimethyl aluminium (TMA, 99.999‍%, EG Chemical Co. Ltd.) and deionized H2O were injected sequentially into the ALD chamber. To deposit Al2O3 at 90 °C, a single ALD cycle consisted of TMA pulse for 0.5 s, N2 purging for 15 s, H2O pulse for 0.5 s, and N2 purging for 15 s. To accelerate the nucleation step, TMA was injected for 2 s and purged for 30 s in the initial three cycles. The total chamber volume of the reactor was 9210 cm3, and base pressure was maintained lower than 0.1 Torr.