Application of cyanate ester materials
Part 2. Microelectronics, 3D printing, radiation protection
UDC
547-31/-39,547.874+62-03
DOI
10.18577/2307-6046-2023-0-1-139-156
Article PDF (Russian)
(775.57 KB)
How to cite
Dolgova E.V. Application of cyanate ester materials. Part 2. Microelectronics, 3D printing, radiation protection // Proceedings of VIAM. 2023. No. 1. DOI: 10.18577/2307-6046-2023-0-1-139-156. URL: https://test.viam.ru/en/journal/2023/1/12
Keywords
cyanate esters, polytriazines, thermosets, radiation resistance, dimensional stability, low dielectric constant, printed circuit boards, die attach adhesives, microelectronics, additive manufacturing, 3D printing
Abstract
The publication is a continuation of the review of application of cyanate ester materials. This article provides information about prospects for the useing of cyanate ester resins in microelectronics, as well as in relatively new applications for these resins, such as the insulation of superconducting magnets and additive technologies. The main advantages of cyanate esters polymers (polytriazines) are described and examples of commercial foreign materials are given.
Reference list
- Kandelbauer A. Cyanate Esters. Handbook of Thermoset Plastics. Ed. H. Dodiuk, S.H. Goodman. 3 ed. Amsterdam: William Andrew, 2014, pp. 425–457. DOI: 10.1016/B978-1-4557-3107-7.00011-7.
- Fang T., Shimp D.A. Polycyanate Esters: Science and Applications. Progress in Polymer Science, 1995, vol. 20, pp. 61–118.
- Mukhametov R.R., Petrova A.P. Thermosetting binders for polymer composites (review). Aviacionnye materialy i tehnologii, 2019, no. 3 (56), pp. 48–58. DOI: 10.18577/2071-9140-2019-0-3-48-58.
- The Chemistry and Technology of Cyanate Esters. Ed. I.A. Hamerton. Glasgow; London: Blackie Academic & Professional UK, 1994, 357 p.
- Fink J.K. Cyanate Ester Resins. Reactive Polymers: Fundamentals and Applications, 2018, pp. 345–366. DOI: 10.1016/B978-0-12-814509-8.00010-5.
- Dolgova E.V., Lavrova K.S. Application of cyanate ester materials (review). Part 1. Aviation and space structures. Trudy VIAM, 2021, no. 4 (98), paper no. 04. Available at: http://www.viam-works.ru (accessed: June 19, 2022). DOI: 10.18577/2307-6046-2021-0-4-48-60.
- Licari J.J., Swanson D.W. Applications. Adhesives Technology for Electronic Applications, 2011, pp. 217–288. DOI: 10.1016/b978-1-4377-7889-2.10005-1.
- Reghunadhan Nair C.P., Mathew D., Ninan K.N. Cyanate Ester Resins, Recent Developments. Advances in Polymer Science, 2001, vol. 155, pp. 1–99.
- Ajaja J., Barthelat F. Damage accumulation in a carbon fiber fabric reinforced cyanate ester composite subjected to mechanical loading and thermal cycling. Composites. Part B, 2016, vol. 90, pp. 523–529. DOI: 10.1016/j.compositesb.2015.09.054.
- Toldy A., Szlancsik A., Szolnoki B. Reactive flame retardancy of cyanate ester/epoxy resin blends and their carbon fibre reinforced composites. Polymer Degradation and Stability, 2016, vol. 128, pp. 29–38. DOI: 10.1016/j.polymdegradstab.2016.02.015.
- Ren P., Liang G., Zhang Z. Epoxy-modified cyanate ester resin and its high-modulus carbon-fiber composites. Polymer Composites, 2006, vol. 27, pp. 402–409. DOI: 10.1002/pc.20207.
- Multilayer printed circuit boards: through metallization. Available at: https://rezonit.ru/directory/baza-znaniy/tekhnologiya-izgotovleniya-pechatnykh-plat-v-kartinkakh/mnogosloynye-pechatnye-platy-skvoznaya-metallizatsiya/ (accessed: June 16, 2022).
- Rogers J.K., Gabriele M.C. Composite Resins, Fibers Machinery Debut at SAMPE. Conference. Plastics Technology, 1989, pp. 25–31.
- Cyanate ester microwave circuit material: pat. WO9317860 (A1); filed 13.03.92; publ. 16.09.93.
- Ultra low loss dielectric thermosetting resin compositions and high performance laminates manufactured therefrom: pat. US 9,332,637 B2; filed 04.11.13; publ. 03.05.16.
- Low dielectric halogen-free resin composition and circuit board using the same: pat. US 9,428,646 B2; filed 23.07.13; publ. 30.08.16.
- Halogen-free resin composition, and copper clad laminate and printed circuit board using same: pat. US 2013/0115472 (A1); filed 19.11.12; publ. 09.05.13.
- Thermoset resin composition, and prepreg and laminate for printed circuit board manufactured therefrom: pat. US 0159016 (A1); filed 29.12.11; publ. 11.06.15.
- Thermosetting resin composition and application thereof in millimeter wave circuit substrate: pat. CN 111454539 (A); filed 17.04.20; publ. 28.07.20.
- Cyanate ester resin composition, and a prepreg, a laminated material and a metal clad laminated material made therefrom: pat. US 2014/113151 (A1); filed 15.03.13; publ. 24.04.14.
- Resin composition and preparation methods of prepreg, composite substrate and PCB (printed circuit board) substrate: pat. CN 104559054 (A); filed 25.10.13; publ. 29.04.15.
- Mylov G.V. Printed circuit boards: selection of base materials. Moscow: Goryachaya liniya – Telecom, 2015, 176 p.
- Shiao J., Nguyen D. Performance modeling of a cache system with three interconnect technologies: cyanate ester PCB, chip-on-board and Cu/PI MCM. Proceedings. IEEE Multi-Chip Module Conference MCMC-92. 1992. DOI: 10.1109/mcmc.1992.201467.
- Method of manufacture multichip module substrate: pat. US 5287619 (A); filed 09.03.92; publ. 22.02.94.
- Licari J.J., Swanson D.W. Chemistry, Formulation, and Properties of Adhesives. Adhesives Technology for Electronic Applications. Published by Elsevier Inc., 2011. DOI: 10.1016/B978-1-4377-7889-2.10003-8.
- Rabilloud G. Adhesives in Electronic. Handbook of Adhesives and Surface Preparation. Ed. S. Ebnesajjad. Elsevier Inc., 2011, pp. 259–299. DOI: 10.1016/B978-1-4377-4461-3.10012-4.
- Silicone-based cyanate-ester cross-linkable die attach adhesive: pat. US 2005/0159573 (A1); filed 25.06.03; publ. 21.07.05.
- Shah T., Danziger S., Moores K., Joshi Y. (n.d.). Cyanate ester die attach material for radiation hardened electronic packages. Proceedings of 3rd International Conference on Adhesive Joining and Coating Technology in Electronics Manufacturing. 1998, cat, no. 98EX180. DOI: 10.1109/adhes.1998.742002.
- Die Attach Process. Available at: https://www.goldenaltos.com/assembly-services/die-attach-process (accessed: April 19, 2022).
- Description for Henkel QMI301. Available at: https://www.gluespec.com/Materials/adhesive/henkel/qmi301 (accessed: April 19, 2022).
- Former Lonza business LSI rebrands as Arxada. Available at: https://www.cosmeticsbusiness.com/news/article_page/Former_Lonza_business_LSI_rebrands_as_Arxada/179472 (accessed: April 16, 2022).
- Lonza Specialty Ingredients rebrands as Arxada. Available at: https://www.chemengonline.com/lonza-specialty-igredients-rebrands-as-arxada/?printmode=1 (accessed: April 16, 2022).
- Our products. Arxada Ltd. Available at: https://agro.arxada.com/composite-materials (accessed: April 16, 2022).
- Our products. Novoset, LLC. Available at: https://www.novoset.com/copy-of-our-market (accessed: April 16, 2022).
- Novoset, LLC and Lonza introduce new, ultra-low dielectric loss and high temperature materials. Semiconductor-digest. Available at: https://sst.semiconductor-digest.com/2014/01/novoset-llc-and-lonza-introduce-new-ultra-low-dielectric-loss-and-high-temperature-materials/# (accessed: April 16, 2022).
- Arxada and Novoset Agree Global License to Develop Next Generation Composite Materials. Available at: https://www.arxada.com/en/media/2022/May-03.html (accessed: June 18, 2022).
- Fabian P.E., Munshi N.A., Denis R.J. Highly radiation-resistant vacuum impregnation resin systems for fusion magnet insulation. Advances in Cryogenic Engineering-Materials, 2002, vol. 48, pp. 295–302. DOI: 10.1063/1.1472555.
- Fabian P.E., Rice J.A., Munshi N.A. et al. Nowel radiation-resistant insulation systems for fusion magnets. Fusion Engineering and Design, 2002, vol. 61–62, pp. 795–799.
- Hooker M.W., Arzberger S.A., Grandlienard S.D. et al. Industrialization of Radiation-Resistant Cyanate Ester Magnet Insulation. IEEE Transactions on Applied Superconductivity, 2009, vol. 19, no. 3, pp. 2367–2370.
- Hooker M.W., Walsh J.K., Haynes M.W., Munshi N.A. Design and Testing of ITER TF Coil Insulations. IEEE Transactions on Applied Superconductivity, 2011, vol. 21, no. 3, pp. 3127–3131.
- Hill J., Munshi N., Tupper M. et al. Risk Mitigation for Cyanate Ester Insulation of Large Magnets Through Cure Optimization. IEEE Transactions on Applied Superconductivity, 2015, vol. 25, no. 3, p. 7700105.
- Davis S.R., Voss G.M. Manufacture and test of a prototype cyanate ester coil. IEEE Transactions on Applied Superconductivity, 2010, vol. 20, no. 3, pp. 1479–1483.
- Fabian P., Haynes M., Babcock H. Сharacterization and Qualification of Cyanate Ester/Epoxy Insulation for NSTX-U Fusion Magnets. IEEE Transsactions on Applied Superconductivity, 2013, vol. 23, no. 3, p. 7700204.
- Kablov E.N. The role of fundamental research in the creation of new generation materials. Reports of XXI Mendeleev Congress on General and Applied Chemistry: in 6 vols. St. Petersburg, 2019, vol. 4, p. 24.
- Kablov E.N. Innovative developments of FSUE «VIAM» SSC of RF on realization of «Strategic directions of the development of materials and technologies of their processing for the period until 2030». Aviacionnye materialy i tehnologii, 2015, no. 1 (34), pp. 3–33. DOI: 10.18577/2071-9140-2015-0-1-3-33.
- Lopatin A.N., Zverkov I.D. Shaping molding tools production for composite parts by means of additive technologies. Aviacionnye materialy i tehnologii, 2019, no. 2 (55), pp. 53–59. DOI: 10.18577/2071-9140-2019-0-2-53-59.
- Vnuk V.V., Kamayev S.V., Markov M.A., Cherebylo S.A. Features of parts fabrication by using multicomponent resins by laser stereolithography. Aviacionnye materialy i tehnologii, 2018, no. 4 (53), pp. 31–36. DOI: 10.18577/2071-9140-2018-0-4-31-36.
- Kablov E.N., Kondrashov S.V., Melnikov A.A., Schur P.A. Application of functional and adaptive materials obtained by 3D printing (review). Trudy VIAM, 2022, no. 2 (108). paper no. 03. Available at: http://www.viam-works.ru (accessed: April 16, 2022). DOI: 10.18577/2307-6046-2022-0-2-32-51.
- Chandrasekaran S., Duoss E.B., Worsley M.A., Lewicki J.P. 3D printing of high performance cyanate ester thermoset polymers. Journal of Materials Chemistry. A, 2018, vol. 6 (3), pp. 853–858. DOI: 10.1039/C7TA09466C.
- Lee J.-Y., An J., Chua Ch.K. Fundamentals and applications of 3D printing for novel materials. Applied Materials Today, 2017, vol. 7, pp. 120–133. DOI: 10.1016/j.apmt.2017.02.004.
- Wang B., Zhang Z., Pei Zh. et al. Current progress on the 3D printing of thermosets. Advanced Composites and Hybrid Materials, 2020, vol. 3, pp. 462–472. DOI: 10.1007/s42114-020-00183-z.
- Quan Z., Wu A., Keefe M. et al. Additive manufacturing of multi-directional preforms for composites: opportunities and challenges. Materials Today, 2015, vol. 18, pp. 503–512. DOI: 10.1016/j.mattod.2015.05.001.
- Lewis J.A. Direct Ink Writing of 3D Functional Materials. Advanced Functional Materials, 2006, vol. 16, pp. 2193–2204. DOI: 10.1002/adfm.200600434.
- Cyanate ester dual cure resins for additive manufacturing: pat. WO 2017/040883 (А1); filed 02.09.16, publ. 09.03.17.
- Zhou Zh.-X., Li Y., Zhong J. et al. High-Performance Cyanate Ester Resins with Interpenetration Networks for 3D Printing. ACS Applied Materials and Interfaces, 2020, vol. 12, pp. 38682−38689. DOI: 10.1021/acsami.0c10909.
- Carbon uses DLS™ technology to optimize fluid manifold designs. Available at: https://www.carbon3d.com/resources/whitepaper/carbon-dls-optimizes-fluid-manifold-designs?utm_
- referrer=https%3A%2F%2Fwww.google.com%2F (accessed: April 16, 2022).
- What is Carbon Digital Light Synthesis™? Available at: https://www.carbon3d.com/carbon-dls-technology?utm_referrer=https%3A%2F%2Fwww.google.com%2F (accessed: April 16, 2022).
- Duoss E.B., Weisgraber T.H., Hearon K. et al. Three-Dimensional Printing of Elastomeric, Cellular Architectures with Negative Stiffness. Advanced Functional Materials, 2014, vol. 24, pp. 4905–4913. DOI: 10.1002/adfm.201400451.
- CE 221. High temperature resistance, stiff, and proven chemical resistance. Available at: https://www.carbon3d.com/materials/ce-221 (accessed: April 16, 2022).
- Improving MRI Diagnostics with Custom Patient Guides at UC Berkeley. Available at: https://www.carbon3d.com/resources/case-study/improving-mri-diagnostics-with-custom-patient-guides-at-uc-berkeley (accessed: April 16, 2022).
- Envisiontec E-CE (Cyan Ester). Available at: https://vektorus.ru/materiali/envisiontec-e-ce-cyan-ester.html (accessed: April 22, 2022).
