Top

Journal of Coatings Technology and Research

Published in:

06-07-2017

Novel partially bio-based fluorinated polyimides from dimer fatty diamine for UV-cured coating

Authors: Jingcheng Liu, Kuan Wang, Yazhen Xie, Fei Gao, Qingtao Zeng, Yan Yuan, Ren Liu, Xiaoya Liu

Published in: Journal of Coatings Technology and Research | Issue 6/2017

Activate our intelligent search to find suitable subject content or patents.

search-config

AI-assisted search

Off

Abstract

A series of novel partially bio-based fluorinated polyimides with double-bond end groups (BGPIs) from 4,4′-(hexafluoroisopropylidene) diphthalic anhydride, 4,4′-(hexafluoroisopropylidene) dianiline, Priamine 1074, 4-aminobenzoic acid, and glycidyl methacrylate were synthesized via a copolycondensation method in m-cresol. The chemical structure and performances of BGPIs were fully characterized by Fourier transform infrared spectroscopy, proton nuclear magnetic resonance, gel permeation chromatography, solubility test, X-ray diffraction, and differential scanning calorimetry. It was determined that the prepared BGPIs were in the amorphous phase and readily soluble in conventional aprotic polar solvents. Additionally, the properties of as-prepared UV-cured coatings based on BGPIs were also evaluated by real-time Fourier transform infrared, thermogravimetric analysis, UV–Vis spectroscopy, and so on. Results revealed that all coatings exhibited satisfactory curing, higher adhesion, lower water uptakes, outstanding optical transparency, and fairly favorable thermal stability under a high content of biomass up to 48.9%. Therefore, these bio-based polymers could be considered as a potential sustainable candidate for high-temperature UV-curable coatings in the microelectronic field.

previous article Properties and anticorrosion application of acrylic ester/epoxy core–shell emulsions: effects of epoxy value and crosslinking monomer

next article Sol–gel preparation and characterization of antibacterial and self-cleaning hybrid nanocomposite coatings

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

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

über 102.000 Bücher
über 537 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

Jetzt Wissensvorsprung sichern!

inform now

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

über 67.000 Bücher
über 390 Zeitschriften

aus folgenden Fachgebieten:

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

Jetzt Wissensvorsprung sichern!

inform now

Li, Y, Zhao, J, Yuan, Y, et al., “Polyimide/Crown Ether Composite Films with Necklace-Like Supramolecular Structure and Improved Mechanical, Dielectric, and Hydrophobic Properties.” Macromolecules, 48 (7) 2173–2183 (2015)CrossRef

Xiao, X, Kong, D, Qiu, X, et al., “Shape-Memory Polymers with Adjustable High Glass Transition Temperatures.” Macromolecules, 48 (11) 3582–3589 (2015)CrossRef

Zhang, Y, Ionov, L, “Actuating Porous Polyimide Films.” ACS Appl. Mater. Inter., 6 (13) 10072–10077 (2014)CrossRef

Liu, Y, Zhang, Y, Lan, Q, et al., “High-Performance Functional Polyimides Containing Rigid Nonplanar Conjugated Triphenylethylene Moieties.” Chem. Mater., 24 (6) 1212–1222 (2012)CrossRef

Yeo, H, Goh, M, Ku, B, et al., “Synthesis and Characterization of Highly-Fluorinated Colorless Polyimides Derived from 4,4′-((perfluoro-[1,1′-biphenyl]-4,4′-diyl)bis(oxy))bis(2,6-dimethylaniline) and Aromatic Dianhydrides.” Polymer, 76 280–286 (2015)CrossRef

Xiao, X, Qiu, X, Kong, D, et al., “Optically Transparent High Temperature Shape Memory Polymers.” Soft Matter., 12 (11) 2894–2900 (2016)CrossRef

Tapaswi, P, Choi, M, Nagappan, S, et al., “Synthesis and Characterization of Highly Transparent and Hydrophobic Fluorinated Polyimides Derived from Perfluorodecylthio Substituted Diamine Monomers.” J. Polym. Sci. Pol. Chem., 53 (3) 479–488 (2015)CrossRef

Gu, Z, Zhang, P, Han, Q, et al., “Synthesis and Characterization of Novel Fluorosilicone Polyimides with High Optical Transparency.” High Perform. Polym., 26 (3) 335–346 (2013)CrossRef

Tapaswi, P, Choi, M, Jeong, K, et al., “Transparent Aromatic Polyimides Derived from Thiophenyl-Substituted Benzidines with High Refractive Index and Small Birefringence.” Macromolecules, 48 (11) 3462–3474 (2015)CrossRef

10.

Lei, X, Qiao, M, Tian, L, et al., “Tunable Permittivity in High-Performance Hyperbranched Polyimide Films by Adjusting Backbone Rigidity.” J. Phys. Chem. C., 120 (5) 2548–2561 (2016)CrossRef

11.

Inoue, Y, Saito, Y, Higashihara, T, et al., “Facile Formulation of Alkaline-Developable Positive-Type Photosensitive Polyimide Based on Fluorinated Poly(amic acid), Poly(amic acid), and Fluorinated Diazonaphthoquinone.” J. Mater. Chem. C., 1 (14) 2553 (2013)CrossRef

12.

Yeh, I, Rinderspacher, B, Andzelm, J, et al., “Computational Study of Thermal and Mechanical Properties of Nylons and Bio-based Furan Polyamides.” Polymer, 55 (1) 166–174 (2014)CrossRef

13.

Xin, Y, Uyama, H, “Synthesis of New Bio-based Polycarbonates Derived from Terpene.” J. Polym. Res., 19 (12) 1–7 (2012)CrossRef

14.

Miao, S, Zhang, S, Su, Z, et al., “Synthesis of Bio-based Polyurethanes from Epoxidized Soybean Oil and Isopropanolamine.” J. Appl. Polym. Sci., 127 (3) 1929–1936 (2013)CrossRef

15.

Suvannasara, P, Tateyama, S, Miyasato, A, et al., “Biobased Polyimides from 4-Aminocinnamic Acid Photodimer.” Macromolecules, 47 (5) 1586–1593 (2014)CrossRef

16.

Yang, G, Zhang, R, Huang, H, et al., “Synthesis of Novel Biobased Polyimides Derived from Isomannide with Good Optical Transparency.” Solubility and Thermal Stability. RSC Adv., 5 (83) 67574–67582 (2015)

17.

Liu, R, Zhang, X, Zhu, J, et al., “UV-Curable Coatings from Multiarmed Cardanol-Based Acrylate Oligomers.” ACS Sustain. Chem. Eng., 3 (7) 1313–1320 (2015)CrossRef

18.

Liu, J, Liu, R, Zhang, X, et al., “Preparation and Properties of UV-curable Multi-arms Cardanol-Based Acrylates.” Prog. Org. Coat., 90 126–131 (2016)CrossRef

19.

Ma, S, Jiang, Y, Liu, X, et al., “Bio-Based Tetrafunctional Crosslink Agent from Gallic Acid and Its Enhanced Soybean Oil-Based UV-cured Coatings with High Performance.” RSC Adv., 4 (44) 23036–23042 (2014)CrossRef

20.

Liu, R, Zhu, G, Li, Z, et al., “Cardanol-Based Oligomers with ‘Hard Core, Flexible Shell’ Structures: from Synthesis to UV Curing Applications.” Green Chem., 17 (6) 3319–3325 (2015)CrossRef

21.

Lei, X, Chen, Y, Zhang, H, et al., “Space Survivable Polyimides with Excellent Optical Transparency and Self-healing Properties Derived from Hyperbranched Polysiloxane.” ACS Appl. Mater. Inter., 5 (20) 10207–10220 (2013)CrossRef

22.

Suresh, K, “Rigid Polyurethane Foams from Cardanol: Synthesis, Structural Characterization, and Evaluation of Polyol and Foam Properties.” ACS Sustain. Chem. Eng., 1 (2) 232–242 (2012)CrossRef

23.

Ji, X, Wang, Z, Yan, J, et al., “Partially Bio-Based Polyimides from Isohexide-Derived Diamines.” Polymer, 74 38–45 (2015)CrossRef

24.

Yao, H, Zhang, Y, Liu, Y, et al., “Synthesis and Properties of Cross-Linkable High Molecular Weight Fluorinated Copolyimides.” J. Polym. Sci. Pol. Chem., 52 (3) 349–359 (2014)CrossRef

25.

Grabiec, E, Kotowicz, S, Siwy, M, et al., “Effect of Backbone Variation on Properties of Fluorinated Polyimides toward Optoelectronic Applications.” Macromol. Chem. Phys., (2016). doi:10.1002/macp.201600022

26.

Liu, S, Zhang, Y, Wang, X, et al., “Synthesis and Properties of Hyperbranched Polyimides Derived from Tetra-amine and Long-Chain Aromatic Dianhydrides.” RSC Adv., 5 (130) 107793–107803 (2015)CrossRef

27.

Fang, C, Zhou, Y, He, M, et al., “Synthesis and Characterization of Ternary-Copolymer of Soluble Fluorinated Polyimides Based on 1, 4-Bis (4-amino-2-trifluoromethylphenoxy) benzene.” J. Appl. Polym. Sci., 128 (1) 80–88 (2013)CrossRef

28.

Guan, Y, Wang, C, Wang, D, et al., “High Transparent Polyimides Containing Pyridine and Biphenyl Units: Synthesis, Thermal, Mechanical, Crystal and Optical Properties.” Polymer., 62 1–10 (2015)CrossRef

29.

Yan, Z, Liu, W, Gao, N, et al., “Synthesis and Properties of a Novel UV-cured Fluorinated Siloxane Graft Copolymer for Improved Surface, Dielectric and Tribological Properties of Epoxy Acrylate Coating.” Appl. Surf. Sci., 284 683–691 (2013)CrossRef

30.

Liu, R, Yang, X, Yuan, Y, et al., “Synthesis and Properties of UV-curable Self-healing Oligomer.” Prog. Org. Coat., 101 122–129 (2016)CrossRef

31.

Liu, J, Wei, Q, Wang, L, “An i-Line Molecular Glass Photoresist for High Resolution Patterning.” RSC Adv., 3 (48) 25666–25669 (2013)CrossRef

32.

Liu, J, Wang, K, Lin, L, et al., “Synthesis and Property of Fluorinated Polyimides with Double Bond End Groups for UV-Cured Coating.” Prog. Org. Coat., 99 103–109 (2016)CrossRef

33.

Yao, H, Zhang, Y, You, K, et al., “Synthesis and Properties of Soluble Cross-Linkable Fluorinated Co-polyimides.” React. Funct. Polym., 82 58–65 (2014)CrossRef

34.

Guan, Y, Wang, D, Song, G, et al., “Novel Soluble Polyimides Derived from 2, 2′-Bis [4-(5-amino-2-pyridinoxy) phenyl] Hexafluoropropane: Preparation, Characterization, and Optical, Dielectric Properties.” Polymer, 55 (16) 3634–3641 (2014)CrossRef

35.

Guan, Y, Wang, D, Wang, Z, et al., “Synthesis and Characterization of Novel Polyimides from 4, 4′-Bis (5-amino-2-pyridinoxy) Diphenyl Ether, 4, 4′-bis (5-amino-2-pyridinoxy) Diphenyl Thioether and 4, 4′-Bis (5-amino-2-pyridinoxy) Diphenyl Sulfone.” RSC Adv., 4 (91) 50163–50170 (2014)CrossRef

Title: Novel partially bio-based fluorinated polyimides from dimer fatty diamine for UV-cured coating
Authors: Jingcheng Liu
Kuan Wang
Yazhen Xie
Fei Gao
Qingtao Zeng
Yan Yuan
Ren Liu
Xiaoya Liu
Publication date: 06-07-2017
Publisher: Springer US
Published in: Journal of Coatings Technology and Research / Issue 6/2017
Print ISSN: 1547-0091
Electronic ISSN: 1935-3804
DOI: https://doi.org/10.1007/s11998-017-9931-8

Springer Professional

Abstract

Please log in to get access to your license.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Springer Professional "Technik"

Other articles of this Issue 6/2017

Polyaniline/g-C3N4 composites as novel media for anticorrosion coatings

The preparation of hybrid trimer by cyclo-oligomerization of TDI and HDI and its curing process with polyols to form elastic PU coating

The influence of moisture content on the polymer structure of polyvinyl alcohol in dispersion barrier coatings and its effect on the mass transport of oxygen

Properties and anticorrosion application of acrylic ester/epoxy core–shell emulsions: effects of epoxy value and crosslinking monomer

Preparation of 2,5-bis(methylallyl thioester)-thiadiazole with high refractive index and its coatings

A facile and low-cost preparation of durable amphiphobic coatings with fluoride–silica@poly(methacrylic acid) hybrid nanocomposites

Premium Partners