Skip to main content
main-content
Top

Hint

Swipe to navigate through the articles of this issue

Published in: Journal of Coatings Technology and Research 3/2020

08-10-2019

Controlled surface modification of poly(methyl methacrylate) film by fluoroalkyl end-capped vinyltrimethoxysilane oligomeric silica/hexagonal boron nitride nanocomposites

Authors: Jittraporn Saengkaew, Takahumi Ogasawara, Katsumi Yamashita, Seigo Okada, Suwadee Kongparakul, Masakazu Nishida, Hideo Sawada

Published in: Journal of Coatings Technology and Research | Issue 3/2020

Login to get access
share
SHARE

Abstract

Fluoroalkyl end-capped vinyltrimethoxysilane oligomer [RF-(CH2CHSi(OMe)3)n-RF; n = 2, 3; RF = CF(CF3)OC3F7] undergoes sol–gel reactions in the presence of hexagonal boron nitride (h-BN) nanoparticles under alkaline or acidic conditions at room temperature to afford the corresponding fluorinated oligomeric silica/h-BN nanocomposites in good isolated yields (~ 80%), respectively. The fluorinated oligomeric silica/h-BN nanocomposites thus obtained were found to exhibit a good dispersibility toward the traditional organic media including water. These two kinds of fluorinated nanocomposites were applied to the surface modification of poly(methyl methacrylate) (PMMA). The fluorinated nanocomposites prepared under alkaline conditions can give not only a good oleophobic characteristic imparted by longer fluoroalkyl groups in the composites but also the higher fluorescent emission related to the presence of h-BN on the only surface side of the modified PMMA film. In contrast, the fluorinated nanocomposites prepared under acidic conditions can provide a good oleophobic characteristic and a higher fluorescent emission on both the surface and even on the reverse side of the PMMA film. Such unique controlled surface modification ability will be discussed by 29Si solid-state NMR spectra of these two types of the nanocomposites.

Graphic abstract

Surface arrangement of the RF-(VM-SiO2)n-RF/h-BN nanocomposites, which were prepared under alkaline or acidic conditions, toward the PMMA film.

To get access to this content you need the following product:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 69.000 Bücher
  • über 500 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Testen Sie jetzt 15 Tage kostenlos.

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 50.000 Bücher
  • über 380 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




Testen Sie jetzt 15 Tage kostenlos.

Literature
1.
go back to reference Zheng, Z, Cox, M, Li, B, “Surface Modification of Hexagonal Boron Nitride Nanomaterials: A Review.” J. Mater. Sci., 53 66–99 (2018) CrossRef Zheng, Z, Cox, M, Li, B, “Surface Modification of Hexagonal Boron Nitride Nanomaterials: A Review.” J. Mater. Sci., 53 66–99 (2018) CrossRef
2.
go back to reference Yin, J, Li, J, Hang, Y, Yu, J, Tai, G, Li, X, Zhang, Z, Guo, W, “Boron Nitride Nanostructures: Fabrication, Functionalization and Applications.” Small, 12 2942–2968 (2016) CrossRef Yin, J, Li, J, Hang, Y, Yu, J, Tai, G, Li, X, Zhang, Z, Guo, W, “Boron Nitride Nanostructures: Fabrication, Functionalization and Applications.” Small, 12 2942–2968 (2016) CrossRef
4.
go back to reference Kim, K, Kim, M, Hwang, Y, Kim, J, “Chemically Modified Boron Nitride-Epoxy Terminated Dimethylsiloxane Composite for Improving the Thermal Conductivity.” Ceram. Int., 1 2047–2056 (2014) CrossRef Kim, K, Kim, M, Hwang, Y, Kim, J, “Chemically Modified Boron Nitride-Epoxy Terminated Dimethylsiloxane Composite for Improving the Thermal Conductivity.” Ceram. Int., 1 2047–2056 (2014) CrossRef
6.
go back to reference Gao, Y, Gu, A, Jiao, Y, Yang, Y, Liang, G, Hu, J-T, Yao, W, Yuan, L, “High-Performance Hexagonal Boron Nitride/Bismaleimide Composites with High Thermal Conductivity, Low Coefficient of Thermal Expansion, and Low Dielectric Loss.” Polym. Adv. Technol., 23 919–928 (2012) CrossRef Gao, Y, Gu, A, Jiao, Y, Yang, Y, Liang, G, Hu, J-T, Yao, W, Yuan, L, “High-Performance Hexagonal Boron Nitride/Bismaleimide Composites with High Thermal Conductivity, Low Coefficient of Thermal Expansion, and Low Dielectric Loss.” Polym. Adv. Technol., 23 919–928 (2012) CrossRef
7.
go back to reference Zhang, J, Wang, X, Yu, C, Li, Q, Li, Z, Li, C, Lu, H, Zhang, Q, Zhao, J, Hu, M, Yao, Y, “A Facile Method to Prepare Flexible Boron Nitride/Poly(vinyl alcohol) Composites with Enhanced Thermal Conductivity.” Compos. Sci. Technol., 149 41–47 (2017) CrossRef Zhang, J, Wang, X, Yu, C, Li, Q, Li, Z, Li, C, Lu, H, Zhang, Q, Zhao, J, Hu, M, Yao, Y, “A Facile Method to Prepare Flexible Boron Nitride/Poly(vinyl alcohol) Composites with Enhanced Thermal Conductivity.” Compos. Sci. Technol., 149 41–47 (2017) CrossRef
8.
go back to reference Song, W-L, Wang, P, Cao, L, Anderson, A, Meziani, MJ, Farr, AJ, Sun, Y-P, “Polymer/Boron Nitride Nanocomposite Materials for Superior Thermal Transport Performance.” Angew. Chem., 124 6604–6607 (2012) CrossRef Song, W-L, Wang, P, Cao, L, Anderson, A, Meziani, MJ, Farr, AJ, Sun, Y-P, “Polymer/Boron Nitride Nanocomposite Materials for Superior Thermal Transport Performance.” Angew. Chem., 124 6604–6607 (2012) CrossRef
9.
go back to reference Yang, N, Xu, C, Hou, J, Yao, Y, Zhang, Q, Grami, ME, He, L, Wang, N, Qu, X, “Preparation and Properties of Thermally Conductive Polyimide/Boron Nitride Composites.” RSC Adv., 6 18279–18287 (2016) CrossRef Yang, N, Xu, C, Hou, J, Yao, Y, Zhang, Q, Grami, ME, He, L, Wang, N, Qu, X, “Preparation and Properties of Thermally Conductive Polyimide/Boron Nitride Composites.” RSC Adv., 6 18279–18287 (2016) CrossRef
10.
go back to reference Gu, J, Lv, Z, Wu, Y, Guo, Y, Tian, L, Qiu, H, Li, W, Zhang, Q, “Dielectric Thermally Conductive Boron Nitride/Polyimide Composites with Outstanding Thermal Stabilities via In Situ Polymerization-Electrospinning-Hot Press Method.” Compos. Part A, 94 209–216 (2017) CrossRef Gu, J, Lv, Z, Wu, Y, Guo, Y, Tian, L, Qiu, H, Li, W, Zhang, Q, “Dielectric Thermally Conductive Boron Nitride/Polyimide Composites with Outstanding Thermal Stabilities via In Situ Polymerization-Electrospinning-Hot Press Method.” Compos. Part A, 94 209–216 (2017) CrossRef
11.
go back to reference Li, T-L, Hsu, SL-C, “Preparation and Properties of Thermally Conductive Photosensitive Polyimide/Boron Nitride Nanocomposites.” J. Appl. Polym. Sci., 121 916–922 (2011) CrossRef Li, T-L, Hsu, SL-C, “Preparation and Properties of Thermally Conductive Photosensitive Polyimide/Boron Nitride Nanocomposites.” J. Appl. Polym. Sci., 121 916–922 (2011) CrossRef
12.
go back to reference Wu, Y, Xue, Y, Qin, S, Liu, D, Wang, X, Hu, X, Li, J, Wang, X, Bando, Y, Golberg, D, Chen, Y, Gogotsi, Y, Lei, W, “BN Nanosheet/Polymer Films with Highly Anisotropic Thermal Conductivity for Thermal Management Applications.” ACS Appl. Mater. Interfaces, 9 43163–43170 (2017) CrossRef Wu, Y, Xue, Y, Qin, S, Liu, D, Wang, X, Hu, X, Li, J, Wang, X, Bando, Y, Golberg, D, Chen, Y, Gogotsi, Y, Lei, W, “BN Nanosheet/Polymer Films with Highly Anisotropic Thermal Conductivity for Thermal Management Applications.” ACS Appl. Mater. Interfaces, 9 43163–43170 (2017) CrossRef
13.
go back to reference Wang, J, Wu, Y, Xue, Y, Liu, D, Wang, X, Hu, X, Bando, Y, Lei, W, “Super-Compatible Functional Boron Nitride Nanosheets/Polymer Films with Excellent Mechanical Properties and Ultra-high Thermal Conductivity for Thermal Management.” J. Mater. Chem. C, 6 1363–1369 (2018) CrossRef Wang, J, Wu, Y, Xue, Y, Liu, D, Wang, X, Hu, X, Bando, Y, Lei, W, “Super-Compatible Functional Boron Nitride Nanosheets/Polymer Films with Excellent Mechanical Properties and Ultra-high Thermal Conductivity for Thermal Management.” J. Mater. Chem. C, 6 1363–1369 (2018) CrossRef
15.
go back to reference Guo, M, Wu, Y, Xue, S, Xia, Y, Zhang, R, Liu, D, Lei, W, Zhang, T, “Surface Modification of Boron Nitride Nanosheets with Polycationic Electrolytes Through ARGET ATRP for Enhancing Mechanical Properties of Cellulose Film.” Mater. Lett., 242 127–130 (2019) CrossRef Guo, M, Wu, Y, Xue, S, Xia, Y, Zhang, R, Liu, D, Lei, W, Zhang, T, “Surface Modification of Boron Nitride Nanosheets with Polycationic Electrolytes Through ARGET ATRP for Enhancing Mechanical Properties of Cellulose Film.” Mater. Lett., 242 127–130 (2019) CrossRef
16.
go back to reference Xue, S, Wu, Y, Guo, M, Xia, Y, Liu, D, Zhou, H, Lei, W, “Self-healable Poly(acrylic Acid-co-Maleic Acid)/Glycerol/Boron Nitride Nanosheet Composite Hydrogels at Low Temperature with Enhanced Mechanical Properties and Water Retention.” Soft Matter., 15 3680–3688 (2019) CrossRef Xue, S, Wu, Y, Guo, M, Xia, Y, Liu, D, Zhou, H, Lei, W, “Self-healable Poly(acrylic Acid-co-Maleic Acid)/Glycerol/Boron Nitride Nanosheet Composite Hydrogels at Low Temperature with Enhanced Mechanical Properties and Water Retention.” Soft Matter., 15 3680–3688 (2019) CrossRef
18.
go back to reference Ameduri, B, Sawada, H (eds.), Fluorinated Polymers: Volume 1, “Synthesis, Properties, Processing and Simulation”. RSC, Cambridge (2016) Ameduri, B, Sawada, H (eds.), Fluorinated Polymers: Volume 1, “Synthesis, Properties, Processing and Simulation”. RSC, Cambridge (2016)
19.
go back to reference Ameduri, B, Sawada, H (eds.), Fluorinated Polymers: Volume 2, “Applications”. RSC, Cambridge (2016) Ameduri, B, Sawada, H (eds.), Fluorinated Polymers: Volume 2, “Applications”. RSC, Cambridge (2016)
20.
21.
go back to reference Sawada, H, “Synthesis of Self-assembled Fluoroalkyl End-Capped Oligomeric Aggregates—Applications of These Aggregates to Fluorinated Oligomeric Nanocomposites.” Prog. Polym. Sci., 32 509–533 (2007) CrossRef Sawada, H, “Synthesis of Self-assembled Fluoroalkyl End-Capped Oligomeric Aggregates—Applications of These Aggregates to Fluorinated Oligomeric Nanocomposites.” Prog. Polym. Sci., 32 509–533 (2007) CrossRef
22.
go back to reference Sawada, H, “Preparation and Applications of Novel Fluoroalkyl End-Capped Oligomeric Nanocomposites.” Polym. Chem., 3 46–65 (2012) CrossRef Sawada, H, “Preparation and Applications of Novel Fluoroalkyl End-Capped Oligomeric Nanocomposites.” Polym. Chem., 3 46–65 (2012) CrossRef
23.
go back to reference Sawada, H, “Novel Self-assembled Molecular Aggregates Formed by Fluoroalkyl End-Capped Oligomers and Their Application.” J. Fluorine Chem., 121 111–130 (2003) CrossRef Sawada, H, “Novel Self-assembled Molecular Aggregates Formed by Fluoroalkyl End-Capped Oligomers and Their Application.” J. Fluorine Chem., 121 111–130 (2003) CrossRef
24.
go back to reference Sawada, H, Suzuki, T, Takashima, H, Takishita, K, “Preparation and Properties of Fluoroalkyl End-Capped Vinyltrimethoxysilane Oligomeric Nanoparticles—A New Approach to Facile Creation of a Completely Superhydrophobic Coating Surface with These Nanoparticles.” Colloid Polym. Sci., 286 1569 (2008) CrossRef Sawada, H, Suzuki, T, Takashima, H, Takishita, K, “Preparation and Properties of Fluoroalkyl End-Capped Vinyltrimethoxysilane Oligomeric Nanoparticles—A New Approach to Facile Creation of a Completely Superhydrophobic Coating Surface with These Nanoparticles.” Colloid Polym. Sci., 286 1569 (2008) CrossRef
25.
go back to reference Sawada, H, Nakayama, M, “Synthesis of Fluorine-Containing Organosilicon Oligomers.” J. Chem. Soc. Chem. Commun., 10 677–678 (1991) CrossRef Sawada, H, Nakayama, M, “Synthesis of Fluorine-Containing Organosilicon Oligomers.” J. Chem. Soc. Chem. Commun., 10 677–678 (1991) CrossRef
26.
go back to reference Mugisawa, M, Kasai, R, Sawada, H, “Cross-Linked Fluoroalkyl End-Capped Co-oligomeric Nanoparticle-Encapsulated Fullerene—A New Approach to the Surface Modification of Traditional Organic Polymers with Fullerene-Containing Nanoparticles.” Langmuir, 25 415–421 (2009) CrossRef Mugisawa, M, Kasai, R, Sawada, H, “Cross-Linked Fluoroalkyl End-Capped Co-oligomeric Nanoparticle-Encapsulated Fullerene—A New Approach to the Surface Modification of Traditional Organic Polymers with Fullerene-Containing Nanoparticles.” Langmuir, 25 415–421 (2009) CrossRef
27.
go back to reference Sawada, H, Yanagida, K, Inaba, Y, Sugiya, M, Kawase, T, Tomita, T, “Synthesis and Antibacterial Activity of Novel Fluoroalkyl End-Capped Cooligomers Containing Dimethyl(octyl) Ammonium Segments.” Eur. Polym. J., 37 1433–1439 (2001) CrossRef Sawada, H, Yanagida, K, Inaba, Y, Sugiya, M, Kawase, T, Tomita, T, “Synthesis and Antibacterial Activity of Novel Fluoroalkyl End-Capped Cooligomers Containing Dimethyl(octyl) Ammonium Segments.” Eur. Polym. J., 37 1433–1439 (2001) CrossRef
28.
go back to reference Suzuki, J, Takegahara, Y, Oikawa, Y, Chiba, M, Yamada, S, Sugiya, M, Sawada, H, “Preparation of Fluoroalkyl End-Capped Vinyltrimethoxysilane Oligomeric Silica/Poly(tetrafluoroethylene) Nanocomposites Possessing a Superoleophilic/Superhydrophobic Characteristic: Application to the Separation of Oil and Water.” J. Sol Gel Sci. Technol., 81 611–622 (2017) CrossRef Suzuki, J, Takegahara, Y, Oikawa, Y, Chiba, M, Yamada, S, Sugiya, M, Sawada, H, “Preparation of Fluoroalkyl End-Capped Vinyltrimethoxysilane Oligomeric Silica/Poly(tetrafluoroethylene) Nanocomposites Possessing a Superoleophilic/Superhydrophobic Characteristic: Application to the Separation of Oil and Water.” J. Sol Gel Sci. Technol., 81 611–622 (2017) CrossRef
29.
go back to reference Museur, L, Anglos, D, Petitet, J-P, Michel, J-P, Kanaev, AV, “Photoluminescence of Hexagonal Boron Nitride: Effect of Surface Oxidation Under UV-Laser Irradiation.” J. Photoluminescence, 127 595–600 (2007) CrossRef Museur, L, Anglos, D, Petitet, J-P, Michel, J-P, Kanaev, AV, “Photoluminescence of Hexagonal Boron Nitride: Effect of Surface Oxidation Under UV-Laser Irradiation.” J. Photoluminescence, 127 595–600 (2007) CrossRef
30.
go back to reference Kubota, Y, Watanabe, K, Tsuda, O, Taniguchi, T, “Deep Ultraviolet Light-Emitting Hexagonal Boron Nitride Synthesized at Atmospheric Pressure.” Science, 317 932–934 (2007) CrossRef Kubota, Y, Watanabe, K, Tsuda, O, Taniguchi, T, “Deep Ultraviolet Light-Emitting Hexagonal Boron Nitride Synthesized at Atmospheric Pressure.” Science, 317 932–934 (2007) CrossRef
31.
go back to reference Watanabe, K, Taniguchi, T, Kaneda, H, “Direct-Bandgap Properties and Evidence for Ultraviolet Lasing of Hexagonal Boron Nitride Single Crystal.” Nat. Mater., 3 404–409 (2004) CrossRef Watanabe, K, Taniguchi, T, Kaneda, H, “Direct-Bandgap Properties and Evidence for Ultraviolet Lasing of Hexagonal Boron Nitride Single Crystal.” Nat. Mater., 3 404–409 (2004) CrossRef
32.
go back to reference Watanabe, K, Taniguchi, GT, Kaneda, H, “Direct-Bandgap Properties and Evidence for Ultraviolet Lasing of Hexagonal Boron Nitride Single Crystal.” Phys. Stat. Sol. (a), 201 2561–2565 (2004) CrossRef Watanabe, K, Taniguchi, GT, Kaneda, H, “Direct-Bandgap Properties and Evidence for Ultraviolet Lasing of Hexagonal Boron Nitride Single Crystal.” Phys. Stat. Sol. (a), 201 2561–2565 (2004) CrossRef
33.
go back to reference Saengkaew, J, Ogasawara, T, Yamashita, K, Kongparakul, S, Sawada, H, “Preparation of Fluoroalkyl End-Capped Oligomers/Hexagonal Boron Nitride Nanocomposites Possessing No Weight Loss Behavior in Nanocomposites Even After Calcination at 800°C.” Open J. Compos. Mater., 9 72–98 (2019) CrossRef Saengkaew, J, Ogasawara, T, Yamashita, K, Kongparakul, S, Sawada, H, “Preparation of Fluoroalkyl End-Capped Oligomers/Hexagonal Boron Nitride Nanocomposites Possessing No Weight Loss Behavior in Nanocomposites Even After Calcination at 800°C.” Open J. Compos. Mater., 9 72–98 (2019) CrossRef
34.
go back to reference Wei, L, Shi, D, Zhou, Z, Ye, P, Wang, J, Zhao, J, Liu, L, Chen, C, Zhang, Y, “Functionalized Self-assembled Monolayers on Mesoporous Silica Nanoparticles with High Surface Coverage.” Nanoscale Res. Lett., 7 (334) 1–8 (2012) Wei, L, Shi, D, Zhou, Z, Ye, P, Wang, J, Zhao, J, Liu, L, Chen, C, Zhang, Y, “Functionalized Self-assembled Monolayers on Mesoporous Silica Nanoparticles with High Surface Coverage.” Nanoscale Res. Lett., 7 (334) 1–8 (2012)
35.
go back to reference Comotti, A, Bracco, S, Valsesia, P, Ferretti, L, Sozzani, P, “2D Multinuclear NMR, Hyperpolarized Xenon and Gas Storage in Organosilica Nanochannels with Crystalline Order in the Walls.” J. Am. Chem. Soc., 129 8566–8576 (2007) CrossRef Comotti, A, Bracco, S, Valsesia, P, Ferretti, L, Sozzani, P, “2D Multinuclear NMR, Hyperpolarized Xenon and Gas Storage in Organosilica Nanochannels with Crystalline Order in the Walls.” J. Am. Chem. Soc., 129 8566–8576 (2007) CrossRef
36.
go back to reference Nishida, M, Tanaka, T, Kanematsu, W, “Solid–State NMR Study on Changes of Phosphate and Proton Species in Metal Pyrophosphate Composite (MP 2O 7–MO 2) Ceramics.” Magn. Reson. Chem., 55 570–578 (2017) CrossRef Nishida, M, Tanaka, T, Kanematsu, W, “Solid–State NMR Study on Changes of Phosphate and Proton Species in Metal Pyrophosphate Composite (MP 2O 7–MO 2) Ceramics.” Magn. Reson. Chem., 55 570–578 (2017) CrossRef
37.
go back to reference Ide, M, El-Roz, M, De Canck, E, Vicente, A, Planckaert, T, Bogaerts, T, Van Driessche, I, Lynen, F, Van Speybroeck, V, Thybault-Starzyk, F, Van Der Voort, P, “Quantification of Silanol Sites for the Most Common Mesoporous Ordered Silicas and Organosilicas: Total Versus Accessible Silanols.” Phys. Chem. Chem. Phys., 15 642–650 (2013) CrossRef Ide, M, El-Roz, M, De Canck, E, Vicente, A, Planckaert, T, Bogaerts, T, Van Driessche, I, Lynen, F, Van Speybroeck, V, Thybault-Starzyk, F, Van Der Voort, P, “Quantification of Silanol Sites for the Most Common Mesoporous Ordered Silicas and Organosilicas: Total Versus Accessible Silanols.” Phys. Chem. Chem. Phys., 15 642–650 (2013) CrossRef
Metadata
Title
Controlled surface modification of poly(methyl methacrylate) film by fluoroalkyl end-capped vinyltrimethoxysilane oligomeric silica/hexagonal boron nitride nanocomposites
Authors
Jittraporn Saengkaew
Takahumi Ogasawara
Katsumi Yamashita
Seigo Okada
Suwadee Kongparakul
Masakazu Nishida
Hideo Sawada
Publication date
08-10-2019
Publisher
Springer US
Published in
Journal of Coatings Technology and Research / Issue 3/2020
Print ISSN: 1547-0091
Electronic ISSN: 1935-3804
DOI
https://doi.org/10.1007/s11998-019-00261-y

Other articles of this Issue 3/2020

Journal of Coatings Technology and Research 3/2020 Go to the issue

Premium Partners