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US-12624209-B2 - Curable composition, reaction product therefrom, and electronic article including the same

US12624209B2US 12624209 B2US12624209 B2US 12624209B2US-12624209-B2

Abstract

A curable composition comprises: at least one aliphatic carbosilane having m Si—H groups, at least one aliphatic carbosilane having n vinyl groups, and at least one hydrosilylation reaction catalyst. m is an integer greater than or equal to 2, n is an integer greater than or equal to 2, and m+n is at least 5. A cured reaction product and an electronic article including the same are also disclosed.

Inventors

  • Claire Hartmann-Thompson

Assignees

  • 3M INNOVATIVE PROPERTIES COMPANY

Dates

Publication Date
20260512
Application Date
20210518

Claims (15)

  1. 1 . A curable composition comprising components: a) at least one aliphatic carbosilane having m Si—H groups, wherein m is an integer greater than or equal to 3, wherein the at least one aliphatic carbosilane having m Si—H groups is represented by the formula: HSi(R 1 ) 2 R 2 Si(R 1 ) 2 H wherein: each R 1 independently represents an alkyl group having from 1 to 4 carbon atoms; and each R 2 independently represents an alkylene group or a divalent carbosilane group having up to 50 carbon atoms; b) at least one aliphatic carbosilane having n vinyl groups, wherein n is an integer greater than or equal to 2, wherein m+n is at least 5; and c) at least one hydrosilylation reaction catalyst.
  2. 2 . The curable composition of claim 1 , wherein the curable composition has a dielectric constant of less than or equal to 3 and a tan delta of less than 0.002 in the presence of an external alternating electric field of 10 gigahertz.
  3. 3 . The curable composition of claim 1 , wherein the curable composition has a shear viscosity of less than or equal to 50 centipoise at a temperature between 21° C. and 50° C., inclusive according to ASTM Test Method D7867-13 (Measurement of the Rotational Viscosity of Paints, Inks and Related Liquid Materials as a Function of Temperature).
  4. 4 . The curable composition of claim 1 , wherein n is at least 3.
  5. 5 . The curable composition of claim 1 , wherein the at least one hydrosilylation reaction catalyst comprises an organometallic platinum complex.
  6. 6 . The curable composition of claim 1 , wherein the at least one aliphatic carbosilane having n vinyl groups is represented by the formula: Si(R 1 ) p (R 3 CH═CH 2 ) q wherein: each R 1 independently represents an alkyl group having from 1 to 4 carbon atoms; each R 3 independently represents an alkylene group having from 1 to 8 carbon atoms, or a covalent bond; p represents an integer from 0 to 2; and q represents an integer of 2 to 4, wherein p+q=4.
  7. 7 . The curable composition of claim 1 , wherein the curable composition comprises a Part A and a Part B, wherein Part A comprises the component a) and is free of the component b), and Part B comprises the component b) and the component c) and is free of the component a).
  8. 8 . A reaction product of components comprising: a) at least one aliphatic carbosilane having m Si—H groups, wherein m is an integer greater than or equal to 3, wherein the at least one aliphatic carbosilane having m Si—H groups is represented by the formula: HSi(R 1 ) 2 R 2 Si(R 1 ) 2 H wherein: each R 1 independently represents an alkyl group having from 1 to 4 carbon atoms; and each R 2 independently represents an alkylene group or a divalent carbosilane group having up to 50 carbon atoms; b) at least one aliphatic carbosilane having n vinyl groups, wherein n is an integer greater than or equal to 2, wherein m+n is at least 5; and c) at least one hydrosilation reaction catalyst.
  9. 9 . The reaction product of claim 8 , wherein the reaction product has a dielectric constant of less than or equal to 3 and a tan delta of less than 0.002 in the presence of an external alternating electric field of 10 gigahertz.
  10. 10 . The reaction product of claim 8 , wherein n is at least 3.
  11. 11 . The reaction product of claim 8 , wherein the at least one hydrosilation reaction catalyst comprises an organometallic platinum complex.
  12. 12 . The reaction product of claim 8 , wherein the at least one aliphatic carbosilane having n vinyl groups is represented by the formula: Si(R 1 ) p (R 3 CH═CH 2 ) q wherein: each R 1 independently represents an alkyl group having from 1 to 4 carbon atoms; each R 3 independently represents an alkylene group having from 1 to 8 carbon atoms, or a covalent bond; p represents an integer from 0 to 2; and q represents an integer of 2 to 4, wherein p+q=4.
  13. 13 . An electronic article comprising a substrate having an electronic component bonded thereto, wherein the electronic component is in contact with the reaction product of claim 8 .
  14. 14 . The electronic article of claim 13 , wherein the reaction product has a dielectric constant of less than or equal to 3 and a tan delta of less than 0.002 in the presence of an external alternating electric field of 10 gigahertz.
  15. 15 . The electronic article of claim 13 , wherein the electronic component comprises an electronic display component.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS This application is a national stage filing under 35 U.S.C. 371 of PCT/IB2021/054286, filed May 18, 2021, which claims the benefit of U.S. Provisional Application No. 63/031,159, filed May 28, 2020. TECHNICAL FIELD The present disclosure broadly relates to curable compositions comprising carbosilanes, their cured reaction products, and electronic devices including the same. BACKGROUND Fifth-generation wireless (5G) is the latest iteration of cellular technology, engineered to greatly increase the speed and responsiveness of wireless networks. With 5G, data transmitted over wireless broadband connections can travel at multigigabit speeds, with potential peak speeds as high as 20 gigabits per second (Gbps) by some estimates. The increased speed is achieved partly by using higher frequency radio waves than current cellular networks. However, higher frequency radio waves have a shorter range than the frequencies used by previous networks. So to ensure wide service, 5G networks operate on up to three frequency bands, low, medium, and high. A 5G network will be composed of networks of up to 3 different types of cell, each requiring different antennas, each type giving a different tradeoff of download speed vs. distance and service area. 5G cellphones and wireless devices will connect to the network through the highest speed antenna within range at their location. Low-band 5G uses a similar frequency range as current 4G cellphones, 600-700 MHz giving download speeds a little higher than 4G: 30-250 megabits per second (Mbit/s). Low-band cell towers will have a similar range and coverage area to current 4G towers. Mid-band 5G uses microwaves of 2.5-3.7 GHz, currently allowing speeds of 100-900 Mbit/s, with each cell tower providing service up to several miles radius. High-band 5G uses frequencies of 25-39 GHz, near the bottom of the millimeter wave band, to achieve download speeds of 1-3 gigabits per second (Gbit/s), comparable to cable internet. Many materials used in the telecommunication industry today do not perform well at 5G frequencies. Thus, the higher frequencies of 5G necessitate the identification and development of materials that can function at those frequencies and not interfere with proper functioning of electronic devices communicating at high-band wavelengths. SUMMARY Advantageously, curable compositions according to the present disclosure may have low viscosity suitable for dispensing using an ink jet printer. Further, curable compositions and their cured reaction products have a low dielectric constant and dielectric loss making them suitable for use in 5G electronic devices such as, for example, cell phones, telecommunications infrastructure, and tablet computers. In one aspect, the present disclosure provides a curable composition comprising components: a) at least one aliphatic carbosilane having m Si—H groups, wherein m is an integer greater than or equal to 2; andb) at least one aliphatic carbosilane having n vinyl (i.e., —CH═CH2) groups, wherein n is an integer greater than or equal to 2, wherein m+n is at least 5; andc) at least one hydrosilylation reaction catalyst. Advantageously, curable compositions according to the present disclosure may have low viscosity suitable for dispensing using an ink jet printer. In another aspect, the present disclosure provides a reaction product of components comprising: a) at least one aliphatic carbosilane having m Si—H groups, wherein m is an integer greater than or equal to 2; andb) at least one aliphatic carbosilane having n vinyl groups, wherein n is an integer greater than or equal to 2, wherein m+n is at least 5; andc) at least one hydrosilation reaction catalyst. In yet another aspect, the present disclosure provides an article comprising a substrate having an electronic component bonded thereto, wherein the electronic component is in contact with a reaction product according to the present disclosure. As used herein: “aliphatic” means free of any aromatic group; “carbosilane” refers to a compound composed exclusively of Si, C, and H, and having no Si—Si bonds; and “essentially free of” means containing less than 1 percent by weight of (e.g., less than 1 percent by weight of, less than 0.1 percent by weight of, or even less than 0.01 percent by weight of). Features and advantages of the present disclosure will be further understood upon consideration of the detailed description as well as the appended claims. BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a schematic side view of an electronic article 100 according to the present disclosure. It should be understood that numerous other modifications and embodiments can be devised by those skilled in the art, which fall within the scope and spirit of the principles of the disclosure. The FIGURES may not be drawn to scale. DETAILED DESCRIPTION Various aliphatic carbosilanes having m Si—H groups, wherein m is an integer greater than or equal to 2 are known in the ar