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CN-122029231-A - Resin composition, prepreg, metal-clad laminate, and method for producing same

CN122029231ACN 122029231 ACN122029231 ACN 122029231ACN-122029231-A

Abstract

The invention provides a resin composition, a prepreg, a metal-clad laminate and a method for producing the same, which have excellent electrical characteristics and flame retardancy. A resin composition comprising a resin having at least an alpha-olefin structure represented by the following formula (1), an organic phosphorus compound, and a compound having at least one atom of an oxygen atom and a nitrogen atom. And a prepreg, a metal-clad laminate and a method for producing a metal-clad laminate using the resin composition, In the formula (1), R 1 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p1 represents a real number of 0 to 4, Each representing a bonding location.

Inventors

  • IWAMOTO TADASHI
  • HIRATA TAKUMA
  • TAKEUCHI HIROSHI
  • YAGISHITA MASASHI

Assignees

  • AGC株式会社

Dates

Publication Date
20260512
Application Date
20241016
Priority Date
20231016

Claims (20)

  1. 1. A resin composition, wherein the resin composition comprises: a resin having at least an alpha-olefin structure represented by the following formula (1), an organic phosphorus compound, and a compound having at least one atom of an oxygen atom and a nitrogen atom, In the formula (1), R 1 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p1 represents a real number of 0 to 4, Each representing a bonding location.
  2. 2. The resin composition according to claim 1, wherein the iodine value of the resin is 70 to 200.
  3. 3. The resin composition according to claim 1, wherein the weight average molecular weight Mw of the resin is 2500 or more and 500000 or less.
  4. 4. The resin composition according to claim 1, wherein a content of the alpha olefin structure represented by the formula (1) in the resin is 1.0mmol/g or more and 6.3mmol/g or less.
  5. 5. The resin composition according to claim 1, wherein the following parameters FA represented by the content of the alpha-olefin structure represented by the formula (1), the content of the indane structure represented by the formula (2) and the content of the internal olefin structure represented by the formula (3) in the resin are 0.39 or more, Fa= [ content of alpha olefin structure ]/([ content of internal olefin structure ] + [ content of indan structure ] + [ content of alpha olefin structure ]) In the formula (2), R 2 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p2 represents a real number of 0 to 4, q1 represents a real number of 0 to 3, Each of which represents a bonding position, In the formula (3), R 3 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p3 represents a real number of 0 to 4, Each representing a bonding location.
  6. 6. The resin composition according to claim 1, wherein the following parameters FI expressed by the content of the alpha-olefin structure represented by the formula (1), the content of the indane structure represented by the following formula (2) and the content of the internal olefin structure represented by the following formula (3) in the resin are less than 0.58, Fi= [ content of indane structure ]/([ content of internal olefin structure ] + [ content of indane structure ] + [ content of alpha olefin structure ]/2) In the formula (2), R 2 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p2 represents a real number of 0 to 4, q1 represents a real number of 0 to 3, Each of which represents a bonding position, In the formula (3), R 3 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p3 represents a real number of 0 to 4, Each representing a bonding location.
  7. 7. The resin composition according to claim 1, wherein the content of hetero atoms other than carbon atoms and hydrogen atoms in the resin is 3 mass% or less.
  8. 8. The resin composition of claim 7, wherein the resin does not contain the heteroatom.
  9. 9. The resin composition according to claim 1, wherein the resin has an olefin structure at a terminal.
  10. 10. The resin composition according to claim 1, wherein the resin further has a side chain olefin structure having an olefin structure in a side chain portion.
  11. 11. The resin composition according to claim 1, wherein a total content of the alpha olefin structure, the olefin structure at the terminal, and the side chain olefin structure having the olefin structure in the side chain portion in the resin is 1.8mmol/g or more.
  12. 12. The resin composition according to claim 1, wherein the resin has an indane structure represented by the following formula (2) in an amount of 3.0mmol/g or less, In the formula (2), R 2 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p2 represents a real number of 0 to 4, q1 represents a real number of 0 to 3, Each representing a bonding location.
  13. 13. The resin composition according to claim 1, wherein the organic phosphorus compound has a solubility in 100g of toluene of 5g or less at 25 ℃.
  14. 14. The resin composition of claim 1, wherein the organophosphorus compound is incompatible with the resin.
  15. 15. The resin composition according to claim 1, wherein the organic phosphorus compound has a melting point of 240 ℃ or higher.
  16. 16. The resin composition according to claim 1, wherein the organic phosphorus compound has a phosphine oxide structure or a phosphinic acid structure.
  17. 17. The resin composition according to claim 1, wherein the compound having at least one of an oxygen atom and a nitrogen atom has a number average molecular weight Mn of 300 to 50000.
  18. 18. The resin composition according to claim 1, wherein the compound having at least one of an oxygen atom and a nitrogen atom contains a radical polymerizable group.
  19. 19. The resin composition according to claim 1, wherein the total content of oxygen atoms and nitrogen atoms is 0.01 to 10 mass%.
  20. 20. The resin composition according to claim 1, wherein the resin composition has a solid content of: 1 to 80 mass% of the resin, 0.1-30% By mass of an organic phosphorus compound, 1 To 80 mass% of the compound having at least one of an oxygen atom and a nitrogen atom.

Description

Resin composition, prepreg, metal-clad laminate, and method for producing same Technical Field The invention relates to a resin composition, a prepreg, a metal-clad laminate and a method for producing the same. Background Laminates used for printed substrates for high-speed communications are being required to achieve higher performance. The resin composition for laminated boards is required to have various practical properties typified by electric characteristics. Patent document 1 discloses a polymer having an indane structure based on a specific diisoalkenylallene, which has sufficient electronic characteristics. Prior art literature Patent literature Patent document 1 Japanese patent application laid-open No. 2022-100270 Disclosure of Invention Problems to be solved by the invention When the polymer containing a large amount of indane structure described in patent document 1 is used in a metal clad laminate, it may be difficult to achieve both electrical characteristics and flame retardancy. The present disclosure has been made in view of the above problems, and an object thereof is to provide a resin composition having excellent electrical characteristics and flame retardancy, a prepreg, a metal-clad laminate, and a method for manufacturing the same. Means for solving the problems The resin composition, prepreg, metal-clad laminate and the method for producing the same according to the present invention are shown in the following [1] to [23 ]. [1] A resin composition comprising a resin having at least an alpha-olefin structure represented by the following formula (1), an organic phosphorus compound, and a compound having at least one of an oxygen atom and a nitrogen atom. (In the formula (1), R 1 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p1 represents a real number of 0 to 4,Each representing a bonding location). [2] The resin composition according to [1], wherein the iodine value of the resin is 70 to 200. [3] The resin composition according to [1] or [2], wherein the weight average molecular weight Mw of the resin is 2500 or more and 500000 or less. [4] The resin composition according to any one of [1] to [3], wherein the content of the alpha-olefin structure represented by the formula (1) in the resin is 1.0mmol/g or more and 6.3mmol/g or less. [5] The resin composition according to any one of [1] to [4], wherein the following parameter FA represented by the content of the alpha-olefin structure represented by the formula (1), the content of the indane structure represented by the formula (2) and the content of the internal olefin structure represented by the formula (3) in the resin is 0.39 or more. Fa= [ content of alpha olefin structure ]/([ content of internal olefin structure ] + [ content of indan structure ] + [ content of alpha olefin structure ]) (In the formula (2), R 2 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p2 represents a real number of 0 to 4, q1 represents a real number of 0 to 3,Each representing a bonding location). (In the formula (3), R 3 each independently represents a hydrocarbon group having 1 to 10 carbon atoms or a haloalkyl group, p3 represents a real number of 0 to 4,Each representing a bonding location). [6] The resin composition according to any one of [1] to [5], wherein the following parameter FI expressed by the content of the alpha-olefin structure represented by the above formula (1), the content of the indane structure represented by the above formula (2), and the content of the internal olefin structure represented by the above formula (3) in the resin is less than 0.58. Fi= [ content of indane structure ]/([ content of internal olefin structure ] + [ content of indane structure ] + [ content of alpha olefin structure ]/2). [7] The resin composition according to any one of [1] to [6], wherein the content of hetero atoms other than carbon atoms and hydrogen atoms in the resin is 3 mass% or less. [8] The resin composition according to [7], wherein the resin does not contain the hetero atom. [9] The resin composition according to any one of [1] to [8], wherein the resin has an olefin structure at a terminal. [10] The resin composition according to any one of [1] to [9], wherein the resin further has a side chain olefin structure having an olefin structure in a side chain portion. [11] The resin composition according to any one of [1] to [10], wherein the total content of the alpha olefin structure, the olefin structure at the terminal and the side chain olefin structure having an olefin structure in the side chain portion in the resin is 1.8mmol/g or more. [12] The resin composition according to any one of [1] to [11], wherein the content of the indane structure represented by the above formula (2) in the resin is 3.0mmol/g or less. [13] The resin composition according to any one of [1] to [12], wherein the organic phosphorus compound has a solubility