Home Synthesis and characterization of tricyclodecyl-containing methacrylate polymer for optoelectronics applications
Article
Licensed
Unlicensed Requires Authentication

Synthesis and characterization of tricyclodecyl-containing methacrylate polymer for optoelectronics applications

  • Yin-Chiung Chang EMAIL logo , Kuo-Hui Wu ORCID logo EMAIL logo , Wen-Chien Huang and Je-Chuang Wang
Published/Copyright: February 18, 2025

Abstract

Tricyclodecyl-containing methacrylate polymers based on tricyclodecyl methacrylate (TCDMA), namely poly (tricyclodecyl methacrylate) [P (TCDMA)] and poly (tricyclodecyl methacrylate-co-methyl methacrylate) [P (TCDMA-co-MMA)], were synthesized by free radical polymerization. Homo- and copolymer were characterized by Fourier transform infrared (FTIR) and 13C NMR spectroscopy. The effects of structural design on the thermal, mechanical, dielectric and optical properties of synthetic polymers were studied. Compared to polymethyl methacrylate (PMMA), the incorporation of a tricycloalkyl substituent as a side group on a methacrylate polymer helps to improve thermal stability, while providing high transparency and long-term heat resistance in the UV–visible region. In addition to improving mechanical properties, the coefficient of thermal expansion (CTE), water absorption and dielectric constant are reduced. These advantages make tricycloalkyl-containing methacrylate polymers promising candidates for use as high value-added optical plastics in optoelectronic applications.


Corresponding author: Yin-Chiung Chang, Department of Health and Nutrition & Chemical Engineering, Army Academy, Taoyuan, Taiwan, ROC, e-mail: ; and Kuo-Hui Wu, Department of Chemical and Materials Engineering, Chung Cheng Institute of Technology, National Defense University, Taoyuan, 33551, Taiwan, ROC, e-mail:

  1. Research ethics: Not applicable.

  2. Informed consent: Not applicable.

  3. Author contributions: All authors have accepted responsibility for the entire content of this manuscript and approved its submission.

  4. Use of Large Language Models, AI and Machine Learning Tools: None declared.

  5. Conflict of interest: The authors state no conflict of interest.

  6. Research funding: None declared.

  7. Data availability: The datasets generated during and/or analysed during the current study are available from the corresponding author on reasonable request.

References

1. Bonjour, O.; Nederstedt, H.; Arcos-Hernandez, M. V.; Laanesoo, S.; Vares, L.; Jannasch, P. Lignin-Inspired Polymers with High Glass Transition Temperature and Solvent Resistance from 4-Hydroxybenzonitrile, Vanillonitrile, and Syringonitrile Methacrylates. ACS Sustain. Chem. Eng. 2021, 9, 16874–16880. https://doi.org/10.1021/acssuschemeng.1c07048.Search in Google Scholar PubMed PubMed Central

2. Fergie, K. J.; Wilson, D. R.; Kracíková, L.; Androvič, L.; Yamagata, H.; Wang, E. B.; Yoon, H.; Lynn, G. M.; Laga, R. Structural Optimization of Diblock Polymers that Undergo Thermo-Responsive Nanoparticle Self-Assembly for Intravitreal Drug Delivery. Eur. Polym. J. 2024, 212, 113054. https://doi.org/10.1016/j.eurpolymj.2024.113054.Search in Google Scholar

3. Farkhondehnia, M.; Maric, M. Effect of Alkyl Methacrylate/Glycidyl Methacrylate Copolymer Backbone Structure on Mechanical Properties of Hydroxyurethane-Crosslinked Networks. React. Funct. Polym. 2023, 191, 105683. https://doi.org/10.1016/j.reactfunctpolym.2023.105.Search in Google Scholar

4. Takada, K.; Ito, T.; Kitano, K.; Tsuchida, S.; Takagi, Y.; Chen, Y.; Satoh, T.; Kakuchi, T. Synthesis of Homopolymers, Diblock Copolymers, and Multiblock Polymers by Organocatalyzed Group Transfer Polymerization of Various Acrylate Monomers. Macromolecules 2015, 48, 511–519. https://doi.org/10.1021/ma502298v.Search in Google Scholar

5. Wu, W.; Feng, S.; Ouyang, Q.; Yang, Z.; He, L.; Huang, Q. A Novel Polymethyl Methacrylate (PMMA) with Excellent Optical and Thermal Properties-Bearing Hydroxyadamamtyl Substituent. Polym. Bull. 2024, 81, 12027–12043. https://doi.org/10.1007/s00289-024-05286-x.Search in Google Scholar

6. Lyu, Q.; Dai, P.; Chen, A. Mechanical Strengths and Optical Properties of Translucent Concrete Manufactured by Mortar-Extrusion 3D Printing With Polymethyl Methacrylate (PMMA) Fibers. Compos. Part B: Eng. 2024, 268, 111079. https://doi.org/10.1016/j.compositesb.2023.111079.Search in Google Scholar

7. Edwards, T. R.; Shankar, R.; Smith, P. G. H.; Cross, J. A.; Lequeux, Z. A. B.; Kemp, L. K.; Kemp, L. K.; Qiang, Z.; Iacano, S. T.; Morgan, S. E. β-Phase Crystallinity, Printability, and Piezoelectric Characteristics of Polyvinylidene Fluoride (PVDF)/Poly(methyl methacrylate) (PMMA)/Cyclopentyl-Polyhedral Oligomeric Silsesquioxane (Cp-POSS) Melt-Compounded Blends. ACS Appl. Polym. Mater. 2024, 6, 5803–5813; https://doi.org/10.1021/acsapm.4c00468.Search in Google Scholar PubMed PubMed Central

8. Khalifa, M.; El Sayed, A. M.; Kassem, S. M.; Tarek, E. Synthesis, Structural, Optical, and Thermal Properties of LaFeO3/Poly(methyl methacrylate)/Poly(vinyl acetate) Nanocomposites for Radiation Shielding. Sci. Rep. 2024, 14, 3672. https://doi.org/10.1038/s41598-024-54207-5.Search in Google Scholar PubMed PubMed Central

9. Anju, R.; Ramesan, M. T. Enhanced Mechanical, Electrical, Thermal, and Optical Properties of Poly(methyl methacrylate)/Copper Oxide Nanocomposites for Flexible Optoelectronic Devices Via in-situ Polymerization Technique. Polym. Compos. 2024, 45, 5360–5371. https://doi.org/10.1002/pc.28132.Search in Google Scholar

10. Wu, W.; Ouyang, Q.; He, L.; Huang, Q. Optical and Thermal Properties of Polymethyl Methacrylate (PMMA) Bearing Phenyl and Adamantyl Substituents. Colloid. Surfaces A 2022, 653, 130018. https://doi.org/10.1016/j.colsurfa.2022.130018.Search in Google Scholar

11. Wu, K. H.; Tsai, C. W.; Huang, W. C.; Hung, W. C. Structural Design and Characterization of Tricycloalkyl-Containing Methacrylate with Methyl Methacrylate Copolymers. Mater. Sci. Eng. B 2021, 267, 115088. https://doi.org/10.1016/j.mseb.2021.115088.Search in Google Scholar

12. Chu, X.; Wang, L.; Li, J.; Xu, H. Surface Chemical Microenvironment Engineering of Catalysts by Organic Molecules for Boosting Electrocatalytic Reaction. Chinese Chem. Lett. 2024, 35, 109105. https://doi.org/10.1016/j.cclet.2023.109105.Search in Google Scholar

13. Sharme, R. K.; Quijada, M.; Terrones, M. O.; Rana, M. Thin Conducting Films: Preparation Methods, Optical and Electrical Properties, and Emerging Trends, Challenges, and Opportunities. Materials 2024, 17, 4559; https://doi.org/10.3390/ma17184559.Search in Google Scholar PubMed PubMed Central

14. Tsai, C. W.; Wang, J. C.; Li, F. N.; Chang, Y. C.; Wu, K. H. Synthesis of Adamantane-Containing Methacrylate Polymers: Characterization of Thermal, Mechanical, Dielectric and Optical Properties. Mater. Express 2016, 6, 220–228. https://doi.org/10.1166/mex.2016.1298.Search in Google Scholar

15. Tsai, C. W.; Wu, K. H.; Wang, J. C.; Shih, C. C. Synthesis, Characterization, and Properties of Petroleum-Based Methacrylate Polymers Derived from Tricyclodecane for Microelectronics and Optoelectronics Applications. J. Ind. Eng. Chem. 2017, 53, 143–154. https://doi.org/10.1016/j.jiec.2017.04.019.Search in Google Scholar

16. Schaubroeck, D.; Brughmans, S.; Vercaemst, C.; Schaubroeck, J.; Verpoort, F. Qualitative FT-Raman Investigation of the Ring Opening Metathesis Polymerization of Dicyclopentadiene. J. Mol. Catal. A 2006, 254, 180–185. https://doi.org/10.1016/j.molcata.2006.01.074.Search in Google Scholar

Published Online: 2025-02-18
Published in Print: 2025-04-28

© 2025 IUPAC & De Gruyter

Downloaded on 8.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/pac-2024-0401/html
Scroll to top button