WO2022244726A1 - 樹脂組成物、並びに、それを用いたプリプレグ、樹脂付きフィルム、樹脂付き金属箔、金属張積層板及び配線基板 - Google Patents
樹脂組成物、並びに、それを用いたプリプレグ、樹脂付きフィルム、樹脂付き金属箔、金属張積層板及び配線基板 Download PDFInfo
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- WO2022244726A1 WO2022244726A1 PCT/JP2022/020366 JP2022020366W WO2022244726A1 WO 2022244726 A1 WO2022244726 A1 WO 2022244726A1 JP 2022020366 W JP2022020366 W JP 2022020366W WO 2022244726 A1 WO2022244726 A1 WO 2022244726A1
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- Prior art keywords
- resin composition
- compound
- resin
- styrene
- composition according
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- 239000011342 resin composition Substances 0.000 title claims abstract description 117
- 229920005989 resin Polymers 0.000 title claims description 88
- 239000011347 resin Substances 0.000 title claims description 88
- -1 prepreg using same Substances 0.000 title claims description 71
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- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 19
- 239000007787 solid Substances 0.000 claims abstract description 15
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 10
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
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- 239000000463 material Substances 0.000 claims description 24
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 12
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- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical class CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 claims description 2
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- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
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- 229920001230 polyarylate Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920006289 polycarbonate film Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920006290 polyethylene naphthalate film Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- ZUZSFMQBICMDEZ-UHFFFAOYSA-N prop-1-enylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CC=CC1=CC=CC=C1 ZUZSFMQBICMDEZ-UHFFFAOYSA-N 0.000 description 1
- AABBHSMFGKYLKE-SNAWJCMRSA-N propan-2-yl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC(C)C AABBHSMFGKYLKE-SNAWJCMRSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000008054 signal transmission Effects 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- GHPYAGKTTCKKDF-UHFFFAOYSA-M tetraphenylphosphanium;thiocyanate Chemical compound [S-]C#N.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 GHPYAGKTTCKKDF-UHFFFAOYSA-M 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000006839 xylylene group Chemical group 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- 229910000166 zirconium phosphate Inorganic materials 0.000 description 1
- LEHFSLREWWMLPU-UHFFFAOYSA-B zirconium(4+);tetraphosphate Chemical compound [Zr+4].[Zr+4].[Zr+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LEHFSLREWWMLPU-UHFFFAOYSA-B 0.000 description 1
Images
Classifications
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- B32B15/00—Layered products comprising a layer of metal
- B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B15/08—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
- B32B15/082—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin comprising vinyl resins; comprising acrylic resins
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- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/34—Monomers containing two or more unsaturated aliphatic radicals
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/20—Esters of polyhydric alcohols or polyhydric phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/36—Amides or imides
- C08F22/40—Imides, e.g. cyclic imides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K1/00—Printed circuits
- H05K1/02—Details
- H05K1/03—Use of materials for the substrate
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K1/00—Printed circuits
- H05K1/02—Details
- H05K1/03—Use of materials for the substrate
- H05K1/0313—Organic insulating material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2305/00—Condition, form or state of the layers or laminate
- B32B2305/07—Parts immersed or impregnated in a matrix
- B32B2305/076—Prepregs
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/08—PCBs, i.e. printed circuit boards
Definitions
- the present invention relates to resin compositions, and prepregs, resin-coated films, resin-coated metal foils, metal-clad laminates, and wiring boards using the same.
- Substrate materials for constructing substrates of wiring substrates used in various electronic devices are required to have a low dielectric constant and low dielectric loss tangent in order to increase the transmission speed of signals and reduce loss during signal transmission. .
- polyphenylene ether compounds with low dielectric constant and low dielectric loss tangent are used in order to achieve low transmission loss at high frequencies.
- thermosetting resin composition containing a terminal vinyl-benzyl-modified phenylene ether oligomer (polyphenylene ether compound) and a styrene thermoplastic elastomer provides a cured product having low dielectric properties and excellent heat resistance. has been reported.
- polyphenylene ether compounds are excellent in low dielectric properties, they have a relatively large coefficient of thermal expansion and also have problems with heat resistance.
- an electronic material made of a curable resin composition is stored and transported in the form of a prepreg, a film, or the like. There is also a problem of sticking between films or between prepregs when the films are stacked and stored for a predetermined period of time.
- the present invention has been made in view of such circumstances, and a resin composition that is excellent in low dielectric properties, heat resistance and low thermal expansion in a cured product, and can suppress surface tackiness (adhesiveness).
- the purpose is to provide goods.
- Another object of the present invention is to provide a prepreg, a resin-coated film, a resin-coated metal foil, a metal-clad laminate, and a wiring board using the resin composition.
- a resin composition according to one aspect of the present invention comprises a hydrocarbon-based compound (A) represented by the following formula (1),
- X represents a hydrocarbon group having 6 or more carbon atoms and containing at least one selected from an aromatic cyclic group and an aliphatic cyclic group.
- n represents an integer of 1-10.
- It is characterized by containing a styrenic polymer (B) that is solid at 25° C. and is different from the hydrocarbon compound (A).
- FIG. 1 is a schematic cross-sectional view showing the structure of a prepreg according to one embodiment of the present invention.
- FIG. 2 is a schematic cross-sectional view showing the configuration of a metal-clad laminate according to one embodiment of the present invention.
- FIG. 3 is a schematic cross-sectional view showing the configuration of a wiring board according to one embodiment of the present invention.
- FIG. 4 is a schematic cross-sectional view showing the configuration of a resin-coated metal foil according to one embodiment of the present invention.
- FIG. 5 is a schematic cross-sectional view showing the configuration of a resin-coated film according to one embodiment of the present invention. 6 shows a GPC chart of the compound obtained in Synthesis Example 1.
- FIG. 1 is a schematic cross-sectional view showing the structure of a prepreg according to one embodiment of the present invention.
- FIG. 2 is a schematic cross-sectional view showing the configuration of a metal-clad laminate according to one embodiment of the present invention.
- FIG. 3 is a
- FIG. 7 shows a 1 H-NMR chart of the compound obtained in Synthesis Example 1.
- FIG. 8 shows a GPC chart of the compound obtained in Synthesis Example 2.
- FIG. 9 shows a 1 H-NMR chart of the compound obtained in Synthesis Example 2.
- FIG. 10 is a schematic cross-sectional view showing a test method for overhang evaluation.
- a resin composition according to an embodiment of the present invention (hereinafter also simply referred to as a resin composition) is a hydrocarbon-based compound (A) represented by the formula (1), which is different from the hydrocarbon-based compound (A). , and a styrenic polymer (B) which is solid at 25°C.
- the cured product has excellent low dielectric properties, heat resistance, low thermal expansion, and a high thermal decomposition temperature, and A resin composition that can suppress surface tackiness (adhesiveness) can be obtained.
- the cured product of the resin composition of the present embodiment has a high thermal decomposition temperature, and it is believed that it also has excellent workability. It is believed that this is because less outgassing is generated from the resin composition during laser drilling.
- the workability referred to in the present embodiment is, for example, workability evaluated by the following overhang evaluation.
- Overhang evaluation test Using a substrate drilling laser processing machine, laser drilling is performed on the evaluation substrate 2 by a direct method using a CO 2 laser. Thereby, a non-through hole penetrating the outer layer metal foil 41 is formed. At this time, the inner diameter D1 of the through hole in the outer layer metal foil 41 tends to be smaller than the inner diameter D2 of the non-through hole in the insulating layer, and the outer layer metal foil 41 tends to form burrs or eaves toward the center of the through hole. A portion 6 protruding outward is an overhang (corresponding to W in FIG. 10). Measure the length of the overhang for the non-through hole described above. The shorter the length, the better the workability.
- the present invention it is possible to provide a resin composition that has excellent low dielectric properties, heat resistance, and low thermal expansion properties in a cured product, and that can suppress surface tackiness (adhesiveness).
- a resin composition that has excellent low dielectric properties, heat resistance, and low thermal expansion properties in a cured product, and that can suppress surface tackiness (adhesiveness).
- prepregs, resin-coated films, resin-coated metal foils, metal-clad laminates, and wiring substrates having properties such as low dielectric properties, high heat resistance, low thermal expansion, and high thermal decomposition temperature can be obtained. can be provided.
- the hydrocarbon compound (A) contained in the resin composition of this embodiment is a compound represented by the following formula (1).
- X represents a hydrocarbon group having 6 or more carbon atoms and containing at least one selected from an aromatic cyclic group and an aliphatic cyclic group. Also, n represents an integer of 1-10.
- the resin composition of the present embodiment has excellent low dielectric properties and heat resistance, a high thermal decomposition temperature, and low thermal expansion in its cured product. It is considered possible.
- the aromatic cyclic group is not particularly limited, but includes a phenylene group, a xylylene group, a naphthylene group, a tolylene group, a biphenylene group, and the like.
- Examples of the aliphatic cyclic group include, but are not limited to, a group containing an indane structure, a group containing a cycloolefin structure, and the like.
- the number of carbon atoms is not particularly limited as long as it is 6 or more, it is more preferably 6 or more and 20 or less from the viewpoint of maintaining a high Tg.
- the hydrocarbon-based compound of this embodiment contains a hydrocarbon-based compound (A1) represented by the following formula (2).
- n an integer of 1-10.
- the styrene-based polymer (B) is a compound different from the hydrocarbon-based compound (A), and is not particularly limited as long as it is a styrene-based polymer that is solid at 25°C.
- the styrene-based polymer (B) is a resin that is solid at 25° C. and is contained in a resin composition or the like used for forming an insulating layer provided in a metal-clad laminate, a wiring board, or the like. Styrene-based polymers that can be used.
- tackiness is a resin composition used for forming a resin layer provided in a resin-coated film, a resin-coated metal foil, etc. or the resin composition contained in the prepreg.
- styrene-based polymer (B) is solid at 25°C, tackiness (adhesiveness) can be suppressed. Excellent in nature.
- tackiness since the tackiness (adhesiveness) on the surface of the film or prepreg can be suppressed, when the film or prepreg is wound, the films or prepregs may stick to each other, It is possible to suppress peeling (loss) of the resin of the film or prepreg caused by the sticking.
- the styrene-based polymer (B) is, for example, a polymer obtained by polymerizing a monomer containing a styrene-based monomer, and may be a styrene-based copolymer.
- the styrene copolymer (B) for example, one or more of the styrene monomers and one or more of other monomers copolymerizable with the styrene monomers are used. Examples thereof include copolymers obtained by copolymerization.
- the styrene copolymer (B) may be a random copolymer or a block copolymer as long as it has a structure derived from the styrene monomer in its molecule.
- As the block copolymer a binary copolymer of the styrene-based monomer-derived structure (repeating unit) and the other copolymerizable monomer (repeating unit), and the styrene-based monomer A terpolymer of a structure (repeating unit) derived from a polymer, another copolymerizable monomer (repeating unit), and a structure (repeating unit) derived from the styrenic monomer.
- the styrene-based polymer (B) may be a hydrogenated styrene-based copolymer obtained by hydrogenating the styrene-based copolymer.
- the inclusion of the hydrogenated styrenic copolymer is considered to have the advantage of preventing deterioration of dielectric properties due to oxidation deterioration.
- styrene-based monomer examples include, but are not limited to, styrene, styrene derivatives, styrene in which some of the hydrogen atoms on the benzene ring are substituted with alkyl groups, and some of the hydrogen atoms on the vinyl group in styrene. is substituted with an alkyl group, vinyltoluene, ⁇ -methylstyrene, butylstyrene, dimethylstyrene, and isopropenyltoluene.
- the styrene-based monomers may be used alone or in combination of two or more.
- the other copolymerizable monomers are not particularly limited, but examples include olefins such as ⁇ -pinene, ⁇ -pinene, and dipentene, 1,4-hexadiene, and 3-methyl-1, non-conjugated dienes such as 4-hexadiene; conjugated dienes such as 1,3-butadiene and 2-methyl-1,3-butadiene (isoprene);
- the other copolymerizable monomers may be used alone or in combination of two or more.
- styrene-based polymer (B) conventionally known ones can be widely used without particular limitation. derived structure) in the molecule.
- R 1 to R 3 each independently represent a hydrogen atom or an alkyl group
- R 4 is selected from the group consisting of a hydrogen atom, an alkyl group, an alkenyl group, and an isopropenyl group. any group.
- the alkyl group is not particularly limited, and for example, an alkyl group having 1 to 18 carbon atoms is preferable, and an alkyl group having 1 to 10 carbon atoms is more preferable. Specific examples include methyl group, ethyl group, propyl group, hexyl group, and decyl group.
- the alkenyl group is preferably an alkenyl group having 1 to 10 carbon atoms.
- the styrene-based polymer (B) preferably contains at least one type of structural unit represented by the formula (3), and may contain two or more different types in combination. Moreover, the styrene-based polymer may contain a structure in which the structural unit represented by the formula (3) is repeated.
- R 5 to R 22 are each independently selected from the group consisting of a hydrogen atom, an alkyl group, an alkenyl group, and an isopropenyl group. any group.
- the alkyl group is not particularly limited, and for example, an alkyl group having 1 to 18 carbon atoms is preferable, and an alkyl group having 1 to 10 carbon atoms is more preferable. Specific examples include methyl group, ethyl group, propyl group, hexyl group, and decyl group.
- the alkenyl group is preferably an alkenyl group having 1 to 10 carbon atoms.
- the styrenic polymer (B) preferably contains at least one structural unit represented by the following formula (4), the following formula (5), or the following formula (6). Any combination of the above may be included. Further, the styrenic polymer (B) may have at least one structure in which structural units represented by the following formula (4), the following formula (5), and the following formula (6) are repeated. good.
- the structural unit represented by the formula (3) includes structural units represented by the following formulas (7) to (9). Further, the structural unit represented by the formula (3) may be a structure in which structural units represented by the following formulas (7) to (9) are repeated. The structural unit represented by the above formula (3) may be one of these alone, or may be a combination of two or more different types.
- the structural unit represented by the formula (4) includes structural units represented by the following formulas (10) to (16). Further, the structural unit represented by the formula (4) may be a structure in which structural units represented by the following formulas (10) to (16) are repeated. The structural unit represented by the above formula (4) may be one of these alone, or may be a combination of two or more different types.
- the structural unit represented by the formula (5) includes structural units represented by the following formulas (17) and (18). Further, the structural unit represented by the formula (5) may be a structure in which the structural units represented by the following formulas (17) and (18) are repeated. The structural unit represented by the above formula (5) may be one of these alone, or may be a combination of two or more different types.
- the structural unit represented by the formula (6) includes structural units represented by the following formulas (19) and (20). Further, the structural unit represented by the formula (6) may be a structure in which structural units represented by the following formulas (19) and (20) are repeated. The structural unit represented by the above formula (6) may be one of these alone, or may be a combination of two or more different types.
- Preferred examples of the styrene copolymer (B) include polymerization or copolymerization of one or more styrene monomers such as styrene, vinyltoluene, ⁇ -methylstyrene, isopropenyltoluene, divinylbenzene, and allylstyrene. Examples thereof include polymers or copolymers obtained by polymerization.
- styrene copolymer (B) more specifically, methylstyrene (ethylene/butylene) methylstyrene block copolymer, methylstyrene (ethylene-ethylene/propylene) methylstyrene block copolymer, styrene isoprene Block copolymer, styrene isoprene styrene block copolymer, styrene (ethylene/butylene) styrene copolymer, styrene (ethylene-ethylene/propylene) styrene block copolymer, styrene butadiene styrene block copolymer, styrene (butadiene/ butylene) styrene block copolymers, styrene isobutylene styrene block copolymers, and the like.
- the hydrogenated styrene block copolymer examples include hydrogenated styrene block copolymers. More specifically, the hydrogenated styrene block copolymer includes a hydrogenated methylstyrene (ethylene/butylene) methylstyrene block copolymer and a hydrogenated methylstyrene (ethylene-ethylene/propylene) methylstyrene block copolymer.
- the styrene-based polymers exemplified above may be used alone, or two or more of them may be used in combination.
- the styrene polymer (B) preferably has a weight average molecular weight of 1,000 to 300,000, more preferably 1,200 to 200,000. If the molecular weight is too low, the cured product of the resin composition tends to have a low glass transition temperature and low heat resistance. On the other hand, if the molecular weight is too high, the viscosity of the resin composition when formed into a varnish or the viscosity of the resin composition during heat molding tends to be too high.
- the weight average molecular weight may be measured by a general molecular weight measuring method, and specifically includes a value measured using gel permeation chromatography (GPC).
- styrene-based polymer (B) a commercial product can also be used. 4055, 4077, 4099, 8004, 8006, 8007L, HG252, 5125, 5127, 7125F, 7311F; Mitsui Chemicals, Inc., FTR2140, FTR6125; Asahi Kasei Corporation, H1221, H1062, H1521, H1052, H1053, H1041, H1051, H1517, H1043, N504, H1272, M1943, M1911, M1913, MP10, P1083, P1500, P5051, P2000; , 9901P; and SIBSTAR series 062M, 062T, 072T, 073T, 102T, 103T manufactured by Kaneka Corporation.
- the resin composition according to the present embodiment reacts with at least one of the hydrocarbon-based compound (A) and the styrene-based polymer (B), if necessary, within a range that does not impair the effects of the present invention. It may contain a reactive compound (C). By containing such a reactive compound (C), it is believed that further adhesion (for example, adhesion to metal foil) and low thermal expansion can be imparted to the resin composition.
- the reactive compound refers to a compound that reacts with at least one of the hydrocarbon compound (A) and the styrenic polymer (B) to contribute to curing of the resin composition.
- the reactive compound (C) include maleimide compounds, epoxy compounds, methacrylate compounds, acrylate compounds, vinyl compounds that are liquid at 25° C., cyanate ester compounds, active ester compounds, allyl compounds, benzoxazine compounds, and phenol. compounds, polyphenylene ether compounds, and the like.
- the maleimide compound is not particularly limited as long as it is a maleimide compound having a maleimide group in the molecule.
- Examples thereof include maleimide compounds having one or more maleimide groups in the molecule, modified maleimide compounds, and the like.
- More specific maleimide compounds (D) include, for example, 4,4′-diphenylmethanebismaleimide, polyphenylmethanemaleimide, m-phenylenebismaleimide, bisphenol A diphenyletherbismaleimide, 3,3′-dimethyl-5, Phenylmaleimide compounds such as 5′-diethyl-4,4′-diphenylmethanebismaleimide, 4-methyl-1,3-phenylenebismaleimide, biphenylaralkyl-type polymaleimide compounds, N-alkylbismaleimide compounds having an aliphatic skeleton, etc. is mentioned.
- modified maleimide compound examples include a modified maleimide compound in which a portion of the molecule is modified with an amine compound, a modified maleimide compound in which a portion of the molecule is modified with a silicone compound, and the like.
- the maleimide compound different from the maleimide compound commercially available products can be used, for example, MIR-3000-70MT and MIR-5000 manufactured by Nippon Kayaku Co., Ltd., BMI-4000 manufactured by Daiwa Kasei Kogyo Co., Ltd. , BMI-5100, BMI-2300, BMI-TMH, and Designer Molecules Inc. BMI-689, BMI-1500, BMI-3000J, BMI-5000, etc., manufactured by the company may be used.
- the epoxy compound is a compound having an epoxy group in the molecule, and specifically includes a bixylenol type epoxy compound, a bisphenol A type epoxy compound, a bisphenol F type epoxy compound, a bisphenol S type epoxy compound, and a bisphenol AF type epoxy compound.
- dicyclopentadiene type epoxy compound trisphenol type epoxy compound, naphthol novolak type epoxy compound, phenol novolak type epoxy compound, tert-butyl-catechol type epoxy compound, naphthalene type epoxy compound, naphthol type epoxy compound, anthracene type epoxy compound, Glycidylamine type epoxy compounds, glycidyl ester type epoxy compounds, cresol novolac type epoxy compounds, biphenyl type epoxy compounds, linear aliphatic epoxy compounds, epoxy compounds having a butadiene structure, alicyclic epoxy compounds, heterocyclic epoxy compounds, spiro Ring-containing epoxy compounds, cyclohexane-type epoxy compounds, cyclohexanedimethanol-type epoxy compounds, naphthylene ether-type epoxy compounds, trimethylol-type epoxy compounds, tetraphenylethane-type epoxy compounds, and the like can be mentioned.
- the epoxy compound also includes an epoxy resin which is a polymer of each epoxy compound.
- the methacrylate compound is a compound having a methacryloyl group in the molecule, and examples thereof include monofunctional methacrylate compounds having one methacryloyl group in the molecule, and polyfunctional methacrylate compounds having two or more methacryloyl groups in the molecule. be done.
- Examples of the monofunctional methacrylate compounds include methyl methacrylate, ethyl methacrylate, propyl methacrylate, and butyl methacrylate.
- Examples of the polyfunctional methacrylate compound include dimethacrylate compounds such as tricyclodecanedimethanol dimethacrylate (DCP).
- the acrylate compound is a compound having an acryloyl group in the molecule, and examples thereof include a monofunctional acrylate compound having one acryloyl group in the molecule and a polyfunctional acrylate compound having two or more acryloyl groups in the molecule. be done.
- the monofunctional acrylate compound include methyl acrylate, ethyl acrylate, propyl acrylate, and butyl acrylate.
- Examples of the polyfunctional acrylate compound include diacrylate compounds such as tricyclodecane dimethanol diacrylate.
- the vinyl compound which is liquid at 25°C is a vinyl compound different from the component (B), which is liquid at 25°C and has a vinyl group in the molecule.
- Monofunctional vinyl compounds having one vinyl group (monovinyl compounds) and polyfunctional vinyl compounds having two or more vinyl groups in the molecule are exemplified.
- the polyfunctional vinyl compound include divinylbenzene, curable polybutadiene having a carbon-carbon unsaturated double bond in the molecule, and curable butadiene-styrene copolymer having a carbon-carbon unsaturated double bond in the molecule.
- a polymer etc. are mentioned.
- the cyanate ester compound is a compound having a cyanato group in the molecule. Ester compounds, xylene resin-type cyanate ester compounds, adamantane skeleton-type cyanate ester compounds, and the like are included.
- the active ester compound is a compound having an ester group with high reactivity in the molecule.
- acid active esters naphthalenedicarboxylic acid active esters, naphthalenetricarboxylic acid active esters, naphthalenetetracarboxylic acid active esters, fluorenecarboxylic acid active esters, fluorenecarboxylic acid active esters, fluorenetricarboxylic acid active esters, fluorenetetracarboxylic acid active esters, and the like. mentioned.
- the allyl compound is a compound having an allyl group in the molecule, and examples thereof include triallyl isocyanurate compounds such as triallyl isocyanurate (TAIC), diallyl bisphenol compounds, and diallyl phthalate (DAP).
- triallyl isocyanurate compounds such as triallyl isocyanurate (TAIC), diallyl bisphenol compounds, and diallyl phthalate (DAP).
- benzoxazine compound for example, a benzoxazine compound represented by the following general formula (C-I) can be used.
- R 1 represents a k-valent group, and each R 2 independently represents a halogen atom, an alkyl group, or an aryl group.
- k represents an integer of 2-4 and l represents an integer of 0-4.
- phenol compound a compound containing a hydroxy group bonded to an aromatic ring in the molecule can be used.
- the polyphenylene ether compound can be synthesized by a known method, or a commercially available one can be used.
- Examples of commercially available products include “OPE-2st 1200” and “OPE-2st 2200” manufactured by Mitsubishi Gas Chemical Co., Ltd., and "SA9000”, “SA90”, “SA120” and “Noryl640” manufactured by SABIC Innovative Plastics. etc.
- the compounds listed above may be used alone, or two or more of them may be used in combination.
- the content of the hydrocarbon compound (A) is 20 parts per 100 parts by mass of the total mass of the hydrocarbon compound (A) and the styrene polymer (B). It is preferably up to 80 parts by mass. Within such a range, it is believed that the effects of the present invention as described above can be obtained more reliably. The more preferable range is 20 parts by mass or more and 50 parts by mass or less.
- the content of the styrene polymer (B) is the hydrocarbon compound (A), the styrene polymer ( It is preferably from 5 to 80 parts by mass, more preferably from 5 to 50 parts by mass, based on a total of 100 parts by mass of B) and the reactive compound (C).
- the content of the reactive compound (C) is, with respect to a total of 100 parts by mass of the hydrocarbon compound (A), the styrene polymer (B) and the reactive compound (C), It is preferably 1 to 40 parts by mass, more preferably 5 to 30 parts by mass.
- the resin composition according to this embodiment may further contain an inorganic filler.
- inorganic fillers include those added to improve the heat resistance and flame retardancy of the cured product of the resin composition, and are not particularly limited. By including an inorganic filler, it is thought that heat resistance, flame retardancy, and the like can be further enhanced, and the coefficient of thermal expansion can be suppressed to a lower level (achievement of further low thermal expansion).
- inorganic fillers that can be used in the present embodiment include metal oxides such as silica, alumina, titanium oxide, magnesium oxide and mica; metal hydroxides such as magnesium hydroxide and aluminum hydroxide; talc, aluminum borate, barium sulfate, aluminum nitride, boron nitride, barium titanate, strontium titanate, calcium titanate, aluminum titanate, barium zirconate titanate, barium zirconate, calcium zirconate, zirconium phosphate, and Zirconium tungstate phosphate, magnesium carbonate such as anhydrous magnesium carbonate, calcium carbonate, etc., and boehmite-treated products thereof can be mentioned.
- metal oxides such as silica, alumina, titanium oxide, magnesium oxide and mica
- metal hydroxides such as magnesium hydroxide and aluminum hydroxide
- talc aluminum borate, barium sulfate, aluminum nitride, boron nitride, barium titanate,
- silica metal hydroxides such as magnesium hydroxide and aluminum hydroxide, aluminum oxide, boron nitride, barium titanate, strontium titanate, and the like are preferable, and silica is more preferable.
- the silica is not particularly limited, and examples thereof include crushed silica, spherical silica, silica particles, and the like.
- inorganic fillers may be used singly or in combination of two or more.
- the above-described inorganic fillers may be used as they are, or may be used after being surface-treated with an epoxysilane-type, vinylsilane-type, methacrylsilane-type, phenylaminosilane-type or aminosilane-type silane coupling agent.
- the silane coupling agent can also be used by adding it to the filler by an integral blend method instead of the method of preliminarily treating the surface of the filler.
- the content thereof is 10 to 300 parts by mass with respect to 100 parts by mass of the total mass of the maleimide compound (A) and the hydrocarbon compound (B). parts, more preferably 40 to 250 parts by mass.
- the resin composition according to this embodiment may further contain a flame retardant.
- a flame retardant By containing a flame retardant, the flame retardancy of the cured product of the resin composition can be further enhanced.
- the flame retardant that can be used in this embodiment is not particularly limited.
- halogen-based flame retardants such as brominated flame retardants, for example, ethylene dipentabromobenzene, ethylenebistetrabromoimide, decabromodiphenyl oxide, and tetradecabromo, which have a melting point of 300° C. or higher Diphenoxybenzene is preferred.
- a halogen-based flame retardant By using a halogen-based flame retardant, desorption of halogen at high temperatures can be suppressed, and it is thought that a decrease in heat resistance can be suppressed.
- phosphorus-containing flame retardants phosphorus-based flame retardants
- the phosphorus-based flame retardant is not particularly limited, but includes, for example, HCA-based flame retardants, phosphate ester-based flame retardants, phosphazene-based flame retardants, bisdiphenylphosphine oxide-based flame retardants, and phosphinate-based flame retardants.
- HCA flame retardants include 9,10-dihydro-9-oxa-10-phosphaphenanthren-10-yl-10-oxide, 10-(2,5-dihydroxyphenyl)-9,10-dihydro 9-oxa-10-phosphaphenanthrene-10-oxide, or a compound obtained by reacting them in advance.
- phosphate flame retardant examples include condensed phosphate of dixylenyl phosphate.
- a specific example of the phosphazene-based flame retardant is phenoxyphosphazene.
- Specific examples of bisdiphenylphosphine oxide flame retardants include xylylenebisdiphenylphosphine oxide.
- Specific examples of phosphinate-based flame retardants include metal phosphinates of aluminum dialkylphosphinates. As the flame retardant, each of the exemplified flame retardants may be used alone, or two or more thereof may be used in combination.
- the resin composition of the present embodiment contains a flame retardant
- its content is preferably 3 to 50 parts by mass with respect to 100 parts by mass of the total mass of the resin composition other than the inorganic filler, preferably 5 to 40 parts by mass. Part is more preferred.
- the resin composition according to the present embodiment may contain components (other components) other than the components described above, if necessary, as long as the effects of the present invention are not impaired.
- Other components contained in the resin composition according to the present embodiment include, for example, catalysts such as reaction initiators and reaction accelerators, silane coupling agents, polymerization inhibitors, polymerization retardants, flame retardant aids, and Additives such as foaming agents, leveling agents, antioxidants, heat stabilizers, antistatic agents, UV absorbers, dyes and pigments, dispersants and lubricants may be further included.
- the resin composition according to this embodiment may contain a reaction initiator (catalyst) and a reaction accelerator.
- the reaction initiator and the reaction accelerator are not particularly limited as long as they can accelerate the curing reaction of the resin composition. Specific examples include metal oxides, azo compounds, peroxides, imidazole compounds, phosphorus curing accelerators, amine curing accelerators, and the like.
- metal oxides include zinc octoate, tin octoate, zinc naphthenate, cobalt naphthenate, tin stearate, and zinc stearate.
- Peroxides include ⁇ , ⁇ '-di(t-butylperoxy)diisopropylbenzene, 2,5-dimethyl-2,5-di(t-butylperoxy)-3-hexyne, benzoyl peroxide, 3 , 3′,5,5′-tetramethyl-1,4-diphenoquinone, chloranil, 2,4,6-tri-t-butylphenoxyl, t-butylperoxyisopropyl monocarbonate, azobisisobutyronitrile and the like. mentioned.
- azo compounds include 2,2′-azobis(2,4,4-trimethylpentane), 2,2′-azobis(N-butyl-2-methylpropionamide), 2,2′- and azobis(2-methylbutyronitrile).
- ⁇ , ⁇ '-di(t-butylperoxy)diisopropylbenzene is preferably used as a preferable reaction initiator. Since ⁇ , ⁇ '-di(t-butylperoxy)diisopropylbenzene has low volatility, it does not volatilize during drying or storage, and has good stability. In addition, since ⁇ , ⁇ '-di(t-butylperoxy)diisopropylbenzene has a relatively high reaction initiation temperature, it is possible to suppress the acceleration of the curing reaction at a time when curing is not necessary, such as when the prepreg is dried. can be done. By suppressing the curing reaction, it is possible to suppress deterioration in storage stability of the resin composition.
- Phosphorus curing accelerators include, for example, triphenylphosphine, phosphonium borate compounds, tetraphenylphosphonium tetraphenylborate, n-butylphosphonium tetraphenylborate, tetrabutylphosphonium decanoate, (4-methylphenyl)triphenylphosphonium thiocyanate. , tetraphenylphosphonium thiocyanate, and butyltriphenylphosphonium thiocyanate.
- amine curing accelerators examples include trialkylamines such as triethylamine and tributylamine, 4-dimethylaminopyridine (DMAP), benzyldimethylamine, 2,4,6-tris(dimethylaminomethyl)phenol, 1, 8-diazabicyclo(5,4,0)-undecene is mentioned.
- DMAP 4-dimethylaminopyridine
- benzyldimethylamine 2,4,6-tris(dimethylaminomethyl)phenol
- 1, 8-diazabicyclo(5,4,0)-undecene is mentioned.
- imidazole compounds include 2-methylimidazole, 2-undecylimidazole, 2-heptadecylimidazole, 1,2-dimethylimidazole, 2-ethyl-4-methylimidazole, 1,2-dimethylimidazole, 2- ethyl-4-methylimidazole, 2-phenylimidazole, 2-phenyl-4-methylimidazole, 1-benzyl-2-methylimidazole, 1-benzyl-2-phenylimidazole, 1-cyanoethyl-2-methylimidazole, 1- Cyanoethyl-2-undecylimidazole, 1-cyanoethyl-2-ethyl-4-methylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-cyanoethyl-2-undecylimidazolium trimellitate, 1-cyanoethyl-2- phenylimidazolium trimellitate, 2,4-d
- reaction initiators may be used alone or in combination of two or more.
- the content thereof is not particularly limited.
- (C) is included, it is preferably 0.01 to 5.0 parts by mass, and 0.01 to 3 parts by mass, relative to the total 100 parts by mass of the reactive compound (C). is more preferable, and 0.05 to 3.0 parts by mass is even more preferable.
- symbol in drawing is respectively 1 prepreg, 2 resin composition or semi-hardened material of a resin composition, 3 fibrous base material, 11 metal clad laminate, 12 insulating layer, 13 metal foil, 14 wiring, 21 wiring board, 31 resin-coated metal foil, 32, 42 resin layer, 41 resin-coated film, 43 support film.
- FIG. 1 is a schematic cross-sectional view showing an example of a prepreg 1 according to an embodiment of the invention.
- a prepreg 1 according to the present embodiment includes the resin composition or a semi-cured material 2 of the resin composition, and a fibrous base material 3, as shown in FIG.
- Examples of the prepreg 1 include those in which a fibrous base material 3 is present in the resin composition or semi-cured material 2 thereof. That is, this prepreg 1 comprises the resin composition or its semi-cured material, and the fibrous base material 3 present in the resin composition or its semi-cured material 2 .
- the "semi-cured product” is a state in which the resin composition is partially cured to the extent that it can be further cured. That is, the semi-cured product is a semi-cured resin composition (B-staged). For example, when a resin composition is heated, the viscosity of the resin composition first gradually decreases, and thereafter, curing starts and the viscosity gradually increases. In such a case, semi-curing includes the state between when the viscosity starts to rise and before it is completely cured.
- the prepreg obtained using the resin composition according to the present embodiment may include a semi-cured product of the resin composition as described above, or may be the uncured resin composition. It may be provided with the same. That is, it may be a prepreg comprising a semi-cured product of the resin composition (the resin composition in the B stage) and a fibrous base material, or the resin composition before curing (the resin composition in the A stage). and a fibrous base material. Specifically, for example, the resin composition may include a fibrous base material.
- the resin composition or its semi-cured material may be obtained by heat-drying the resin composition.
- the resin composition according to the present embodiment is often prepared into a varnish and used as a resin varnish when manufacturing the prepreg, the resin-coated metal foil, the metal-clad laminate, and the like described later.
- a resin varnish is prepared, for example, as follows.
- each component that can be dissolved in an organic solvent such as a resin component and a reaction initiator, is put into an organic solvent and dissolved. At this time, it may be heated as necessary.
- an inorganic filler or the like which is a component that does not dissolve in an organic solvent, is added, and dispersed using a ball mill, bead mill, planetary mixer, roll mill, or the like until a predetermined dispersed state is obtained, thereby forming a varnish-like resin composition. things are prepared.
- the organic solvent used here dissolves the hydrocarbon-based compound (A), the styrene-based polymer (B), and, if necessary, the reactive compound (C), etc., and does not inhibit the curing reaction.
- the fibrous base material 3 is impregnated with the resin varnish-like resin composition 2, and then dried. method.
- the fibrous base material used in producing the prepreg include glass cloth, aramid cloth, polyester cloth, LCP (liquid crystal polymer) nonwoven fabric, glass nonwoven fabric, aramid nonwoven fabric, polyester nonwoven fabric, pulp paper, and linter paper.
- glass cloth is used, a laminate having excellent mechanical strength can be obtained, and flattened glass cloth is particularly preferable.
- the glass cloth used in this embodiment is not particularly limited, but examples thereof include low dielectric constant glass cloth such as E glass, S glass, NE glass, Q glass, and L glass.
- the flattening process can be carried out, for example, by continuously pressurizing the glass cloth with press rolls at an appropriate pressure to flatten the yarn.
- the thickness of the fibrous base material for example, one with a thickness of 0.01 to 0.3 mm can be generally used.
- the impregnation of the fibrous base material 3 with the resin varnish (resin composition 2) is performed by dipping, coating, or the like. This impregnation can be repeated multiple times if desired. In this case, it is also possible to repeat the impregnation using a plurality of resin varnishes having different compositions and concentrations to finally adjust the desired composition (content ratio) and resin amount.
- the fibrous base material 3 impregnated with the resin varnish (resin composition 2) is heated under desired heating conditions, for example, at 80°C or higher and 180°C or lower for 1 minute or longer and 10 minutes or shorter.
- desired heating conditions for example, at 80°C or higher and 180°C or lower for 1 minute or longer and 10 minutes or shorter.
- the solvent is volatilized from the varnish and the solvent is reduced or removed to obtain the pre-cured (A stage) or semi-cured (B stage) prepreg 1 .
- the resin-coated metal foil 31 of the present embodiment has a configuration in which a metal foil 13 and a resin layer 32 containing the above-described resin composition or a semi-cured material of the resin composition are laminated.
- the resin-coated metal foil of the present embodiment may be a resin-coated metal foil comprising a resin layer containing the resin composition before curing (the resin composition in the A stage) and a metal foil, It may be a resin-coated metal foil comprising a resin layer containing a semi-cured product of the resin composition (the B-stage resin composition) and a metal foil.
- a method of manufacturing such a resin-coated metal foil 31 for example, there is a method of applying the above-described resin composition in the form of a resin varnish to the surface of the metal foil 13 such as a copper foil and then drying it.
- the coating method include a bar coater, a comma coater, a die coater, a roll coater, and a gravure coater.
- metal foil 13 metal foils used in metal-clad laminates, wiring boards, etc. can be used without limitation, and examples thereof include copper foil and aluminum foil.
- the resin-coated film 41 of the present embodiment is formed by laminating a resin layer 42 containing the above-described resin composition or a semi-cured product of the resin composition and a film supporting substrate 43.
- the resin-coated film of the present embodiment may be a resin-coated film comprising the resin composition before curing (the resin composition in the A stage) and a film supporting substrate, or the resin composition (the B-stage resin composition) and a film supporting substrate.
- a resin-coated film 41 for example, after applying a resin varnish-like resin composition as described above to the surface of the film supporting substrate 43, the solvent is volatilized from the varnish to reduce the solvent. or removing the solvent, it is possible to obtain a resin-coated film before curing (A stage) or in a semi-cured state (B stage).
- the film supporting substrate examples include polyimide film, PET (polyethylene terephthalate) film, polyethylene naphthalate film, polyester film, polyparabanic acid film, polyether ether ketone film, polyphenylene sulfide film, aramid film, polycarbonate film, polyarylate film, and the like. and the like.
- the resin composition or its semi-cured material may be obtained by drying or heat-drying the resin composition, similarly to the prepreg described above.
- the thickness and the like of the metal foil 13 and the film supporting substrate 43 can be appropriately set according to the desired purpose.
- the metal foil 13 one having a thickness of about 1 to 70 ⁇ m can be used.
- the thickness of the metal foil is, for example, 10 ⁇ m or less, it may be a copper foil with a carrier provided with a release layer and a carrier for improved handling.
- the application of the resin varnish to the metal foil 13 and the film supporting substrate 43 is performed by coating or the like, and this can be repeated multiple times as necessary. In this case, it is also possible to repeatedly apply a plurality of resin varnishes having different compositions and densities to finally adjust the desired composition (content ratio) and resin amount.
- Drying or heat-drying conditions in the manufacturing method of the resin-coated metal foil 31 and the resin-coated film 41 are not particularly limited. Desired heating conditions, for example, by heating at 50 to 180 ° C. for about 0.1 to 10 minutes to volatilize the solvent from the varnish and reduce or remove the solvent, before curing (A stage) or in a semi-cured state ( B stage) resin-coated metal foil 31 and resin-coated film 41 are obtained.
- the resin-coated metal foil 31 and resin-coated film 41 may be provided with a cover film or the like, if necessary.
- a cover film By providing the cover film, it is possible to prevent foreign matter from entering.
- the cover film is not particularly limited as long as it can be peeled off without damaging the form of the resin composition. Films formed by providing layers, papers obtained by laminating these films on paper substrates, and the like can be used.
- the metal-clad laminate 11 of the present embodiment is characterized by having an insulating layer 12 containing a cured product of the above-described resin composition or a cured product of the above-described prepreg, and a metal foil 13. do.
- the metal foil 13 used in the metal-clad laminate 11 the same metal foil 13 as described above can be used.
- the metal-clad laminate 11 of this embodiment can also be produced using the resin-coated metal foil 31 or the resin-coated film 41 described above.
- the prepreg 1, the resin-coated metal foil 31, and the resin-coated film 41 obtained as described above are used together.
- the heating and pressurizing conditions can be appropriately set depending on the thickness of the laminated plate to be produced, the type of the resin composition, and the like. It can be ⁇ 150 minutes.
- the metal-clad laminate 11 may be produced by forming a film-like resin composition on the metal foil 13 without using the prepreg 1 or the like, followed by heating and pressing.
- the wiring board 21 of the present embodiment has an insulating layer 12 containing a cured product of the resin composition described above or a cured product of the prepreg described above, and wiring 14 .
- the resin composition of the present embodiment is suitably used as a material for insulating layers of wiring boards.
- the metal foil 13 on the surface of the metal-clad laminate 11 obtained above is etched to form a circuit (wiring), thereby forming a circuit on the surface of the laminate.
- a wiring substrate 21 provided with a conductor pattern (wiring 14) can be obtained.
- circuit formation by a semi-additive process SAP: Semi-Additive Process
- MSAP Modified Semi-Additive Process
- the prepreg, resin-coated film, and resin-coated metal foil obtained using the resin composition of the present embodiment are excellent in low dielectric properties, heat resistance, and low thermal expansion, have a high thermal decomposition temperature, and Since the tackiness (adhesiveness) of the surface can be suppressed, it is excellent in handleability and is very useful for industrial use.
- the metal-clad laminate and wiring board obtained by curing them also have the advantages of being excellent in low dielectric properties, heat resistance, and low thermal expansion, as well as being excellent in workability.
- GPC DGU-20A3R, LC-20AD, SIL-20AHT, RID-20A, SPD-20A, CTO-2, CBM-20A (all manufactured by Shimadzu Corporation)
- Linking eluent Tetrahydrofuran Flow rate: 0.5 ml/min.
- a GPC chart of the obtained compound is shown in FIG.
- the repeating unit n calculated from the area % of the GPC chart was 1.7.
- 1H-NMR data (DMSO-d6) of the obtained compound is shown in FIG.
- Signals derived from vinyl groups were observed at 5.10-5.30 ppm, 5.50-5.85 ppm, and 6.60-6.80 ppm in the 1 H-NMR chart.
- the liquid olefin compound was designated as hydrocarbon-based compound 1.
- Styrene-based polymer (B)) - Styrene-based polymer 1 Hydrogenated styrene-based thermoplastic elastomer (SEBS) (manufactured by Asahi Kasei Corporation "Tuftec (registered trademark) H1517", number average molecular weight Mn 76000, solid at 25 ° C.)
- Styrene-based polymer 2 Hydrogenated methylstyrene (ethylene/butylene) methylstyrene block copolymer (V9827 manufactured by Kuraray Co., Ltd., weight average molecular weight Mw 92000, solid at 25°C)
- Styrene-based polymer 3 Hydrogenated methylstyrene (ethylene/ethylene propylene) methylstyrene block copolymer (V9461 manufactured by Kuraray Co., Ltd., weight average molecular weight Mw 240000, solid at 25°C)
- Styrene-based polymer 4 Hydrogenated
- PPE Polyphenylene ether
- OPE-2st 1200 polyphenylene ether compound having a vinylbenzyl group (ethenylbenzyl group) at the end, manufactured by Mitsubishi Gas Chemical Company, Inc.
- Methacrylate compound DCP (tricyclodecanedimethanol dimethacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.)
- Epoxy compound HP-7000 (dicyclopentadiene type epoxy resin, manufactured by DIC Corporation)
- Maleimide compound MIR-5000 (manufactured by Nippon Kayaku Co., Ltd.)
- Aromatic condensed phosphate ester PX-200 (manufactured by Daihachi Chemical Industry Co., Ltd.) (Inorganic filler) ⁇ Silica particles: SC2050-MNU (vinylsilane-treated silica, manufactured by Admatechs Co., Ltd.)
- the varnish obtained above is applied to a copper foil (MT18FL manufactured by Mitsui Mining & Smelting Co., Ltd., thickness 1.5 ⁇ m) to a thickness of 20 ⁇ m, and dried by heating at 100 ° C. for 2 minutes to obtain a resin-coated metal foil. (copper foil with resin) was produced. Then, two sheets of each of the obtained metal foils with resin were superimposed, heated to a temperature of 220° C. at a temperature increase rate of 3° C./min, and heated and pressed at 220° C. and a pressure of 2 MPa for 120 minutes. (Cured product of resin-coated metal foil) was obtained.
- evaluation was performed by the following method.
- the dielectric loss tangent (Df) of the evaluation board 1 (cured resin-coated metal foil) at 10 GHz was measured by the cavity resonator perturbation method. Specifically, a network analyzer (N5230A manufactured by Keysight Technologies, Inc.) was used to measure the dielectric loss tangent of the evaluation substrate at 10 GHz. The acceptance criterion in this example was Df ⁇ 0.0015.
- thermo expansion coefficient An unclad plate having a length of 25 mm and a width of 5 mm was cut out from the evaluation substrate 1 (cured product of resin-coated metal foil) by removing the copper foil by etching. Using this cut unclad plate as a test piece, using a TMA device (TMA6000 manufactured by SII Nanotechnology Co., Ltd.), the probe distance was 15 mm, the tensile load was 50 mN, and the test piece was measured at 20 ° C. to 320 ° C. Dimensional change was measured. From this dimensional change, the average thermal expansion coefficient in the range of 50 to 260° C. was calculated, and this average thermal expansion coefficient was defined as the thermal expansion coefficient (CTE: ppm/° C.). The acceptance criterion in this example was 200 ppm/°C or less.
- thermogravimetric analysis was performed from 30° C. to 500° C. at a heating rate of 10° C./min using a TGA device (STA7200RV manufactured by Hitachi High-Tech Science Co., Ltd.). The temperature at which the weight decreased by 5% was taken as the thermal decomposition temperature and evaluated.
- the acceptance criterion in this example was set at 400° C. or higher.
- Example 14 in which a flame retardant and an inorganic filler were added, exhibited extremely excellent heat resistance and low thermal expansion, and also exhibited excellent low dielectric properties. Moreover, in Examples 12 and 14, the thermal decomposition temperature was higher.
- the cured product cannot have low dielectric properties, has a high coefficient of thermal expansion, and has good heat resistance. result in inferiority.
- the resin composition of Comparative Example 2 containing a liquid styrene-based polymer instead of the styrene-based polymer (B) of the present invention the tackiness could not be suppressed, and an evaluation substrate could be produced. I didn't.
- the present invention has wide industrial applicability in technical fields such as electronic materials, electronic devices, and optical devices.
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Abstract
Description
前記炭化水素系化合物(A)と異なる、25℃で固体のスチレン系重合体(B)と、を含有することを特徴とする。
本実施形態の樹脂組成物に含まれる炭化水素系化合物(A)は、下記式(1)で表される化合物である。
前記スチレン系重合体(B)は、前記炭化水素系化合物(A)とは異なる化合物であり、25℃で固体であるスチレン系重合体であれば、特に限定されない。前記スチレン系重合体(B)としては、25℃で固体であって、金属張積層板及び配線板等に備えられる絶縁層を形成するために用いられる樹脂組成物等に含まれる樹脂として用いることができるスチレン系重合体等が挙げられる。金属張積層板及び配線板等に備えられる絶縁層を形成するために用いられる樹脂組成物とは、樹脂付きフィルム及び樹脂付き金属箔等に備えられる樹脂層を形成するために用いられる樹脂組成物であってもよいし、プリプレグに含まれる樹脂組成物であってもよい。また、前記スチレン系重合体(B)は、25℃で固体であることから、タック性(粘着性)を抑制でき、本実施形態の樹脂組成物を半硬化物または硬化物とした際の取り扱い性に優れる。また、タック性については、フィルムやプリプレグとした際の表面におけるタック性(粘着性)を抑えることができるため、フィルムやプリプレグを巻き取った際に、フィルム同士やプリプレグ同士が貼り付くことや、その貼り付きによって生じるフィルムやプリプレグの樹脂の剥がれ(欠損)等を抑制することができる。
本実施形態に係る樹脂組成物は、本発明の効果を損なわない範囲で、必要に応じて、前記炭化水素系化合物(A)及び前記スチレン系重合体(B)の少なくともいずれか一方と反応する反応性化合物(C)を含有してもよい。このような反応性化合物(C)を含有することによって、さらに、密着性(例えば、金属箔との密着性)、および、低熱膨張性を樹脂組成物に付与することができると考えられる。
本実施形態の樹脂組成物において、前記炭化水素系化合物(A)の含有量は、前記炭化水素系化合物(A)と前記スチレン系重合体(B)の合計質量100質量部に対して、20~80質量部であることが好ましい。このような範囲であれば、上述したような本発明の効果をより確実に得ることができると考えられる。前記のより好ましい範囲は、20質量部以上、50質量部以下である。
本実施形態に係る樹脂組成物は、さらに無機充填剤を含有してもよい。無機充填剤としては、樹脂組成物の硬化物の、耐熱性や難燃性を高めるために添加するもの等が挙げられ、特に限定されない。無機充填剤を含有させることによって、耐熱性や難燃性等をより高めるとともに、熱膨張率をより低く抑制することもできると考えられる(さらなる低熱膨張性の達成)。
本実施形態に係る樹脂組成物には、さらに難燃剤を含有してもよい。難燃剤を含有することによって、樹脂組成物の硬化物の難燃性をより高めることができる。
本実施形態に係る樹脂組成物は、本発明の効果を損なわない範囲で、必要に応じて、上述した成分以外の成分(その他の成分)を含有してもよい。本実施形態に係る樹脂組成物に含有されるその他の成分としては、例えば、反応開始剤、反応促進剤等の触媒、シランカップリング剤、重合禁止剤、重合遅延剤、難燃助剤、消泡剤、レベリング剤、酸化防止剤、熱安定剤、帯電防止剤、紫外線吸収剤、染料や顔料、分散剤及び滑剤等の添加剤をさらに含んでもよい。
次に、本実施形態の樹脂組成物を用いた配線基板用のプリプレグ、金属張積層板、配線板、及び樹脂付き金属箔について説明する。なお、図面中の各符号は、それぞれ、1 プリプレグ、2 樹脂組成物又は樹脂組成物の半硬化物、3 繊維質基材、11 金属張積層板、12 絶縁層、13 金属箔、14 配線、21 配線基板、31 樹脂付き金属箔、32、42 樹脂層、41 樹脂付きフィルム、43 支持フィルムを指す。
・炭化水素系化合物1の製造
まず、以下に炭化水素系化合物1の製造で用いた重量平均分子量(Mw)、数平均分子量(Mn)は、以下の分析方法によって求めた値である。
ポリスチレン標準液を用いてポリスチレン換算により算出した。
カラム:Shodex KF-603、KF-602x2、KF-601x2)
連結溶離液:テトラヒドロフラン
流速:0.5ml/min.
カラム温度:40℃
検出:RI(示差屈折検出器)
温度計、冷却管、撹拌機を取り付けたフラスコに2-ブロモエチルベンゼン(東京化成社製)296部、α,α’-ジクロロ-p-キシレン(東京化成社製)70部、メタンスルホン酸(東京化成社製)18.4部を仕込み、130℃で8時間反応させた。放冷後、水酸化ナトリウム水溶液で中和し、トルエン1200部で抽出し、有機層を水100部で5回洗浄した。加熱減圧下において溶剤および過剰の2-ブロモエチルベンゼンを留去することにより2-ブロモエチルベンゼン構造を有するオレフィン化合物前駆体(BEB-1)160部を液状樹脂として得た(Mn:538、Mw:649)。得られた化合物のGPCチャートを図6に示す。GPCチャートの面積%より計算した繰り返し単位nは1.7であった。また、得られた化合物の1H-NMRチャート(DMSО-d6)を図7に示す。1H-NMRチャートの2.95-3.15ppmおよび、3.60-3.75ppmにブロモエチル基由来のシグナルが観測された。
次に、温度計、冷却管、撹拌機を取り付けたフラスコに、前記合成例1で得られたBEB-1 22部、トルエン50部、ジメチルスルホキシド150部、水15部、水酸化ナトリウム5.4部を加え40℃で5時間反応を行った。放冷後、トルエン100部を加え、有機層を水100部で5回洗浄し、加熱減圧下溶剤を留去することにより、スチレン構造を官能基として有する液状オレフィン化合物13部を得た(Mn:432、Mw:575)。得られた化合物のGPCチャートを図8に示す。GPCチャートの面積%より計算した繰り返し単位nは1.7であった。また、得られた化合物の1H-NMRデータ(DMSО-d6)を図9に示す。1H-NMRチャートの5.10-5.30ppm、5.50-5.85ppm、および、6.60-6.80ppmにビニル基由来のシグナルが観測された。
・スチレン系重合体1:水添スチレン系熱可塑性エラストマー(SEBS)(旭化成株式会社製「タフテック(登録商標)H1517」、数平均分子量Mn76000、25℃で固体)
・スチレン系重合体2:水添メチルスチレン(エチレン/ブチレン)メチルスチレンブロック共重合体(株式会社クラレ製のV9827、重量平均分子量Mw92000、25℃で固体)
・スチレン系重合体3:水添メチルスチレン(エチレン/エチレンプロピレン)メチルスチレンブロック共重合体(株式会社クラレ製のV9461、重量平均分子量Mw240000、25℃で固体)
・スチレン系重合体4:水添スチレン(エチレンプロピレン)スチレンブロック共重合体(株式会社クラレ製の2002、重量平均分子量Mw54000、25℃で固体)
・スチレン系重合体5:水添スチレンイソプレンスチレンブロック共重合体(株式会社クラレ製の7125F、重量平均分子量Mw99000、数平均分子量Mn82000、25℃で固体)
・スチレン系重合体6:スチレン-(メチルスチレン)系ブロック共重合体(三井化学株式会社製のFTR2140、重量平均分子量Mw3230、25℃で固体)
・スチレン系重合体7:スチレン系重合体(三井化学株式会社製のFTR6125、重量平均分子量Mw1950、数平均分子量Mn1150、25℃で固体)
(その他のスチレン系重合体)
・スチレン系重合体8:液状ブタジエン-スチレンランダム共重合体(クレイバレー社製のRicon181、25℃で液体)
・ポリフェニレンエーテル(PPE)化合物:OPE-2st 1200(末端にビニルベンジル基(エテニルベンジル基)を有するポリフェニレンエーテル化合物、三菱ガス化学株式会社製)
・メタクリレート化合物:DCP(トリシクロデカンジメタノールジメタクリレート、新中村化学株式会社製)
・エポキシ化合物:HP-7000(ジシクロペンタジエン型エポキシ樹脂、DIC株式会社製)
・マレイミド化合物:MIR-5000(日本化薬株式会社製)
・25℃で液状であるビニル化合物:スチレンブタジエンスチレン共重合体、SBS type C(日本曹達株式会社製)
・芳香族縮合リン酸エステル:PX-200(大八化学工業株式会社製)
(無機充填剤)
・シリカ粒子:SC2050-MNU(ビニルシラン処理シリカ、株式会社アドマテックス製)
[調製方法]
(樹脂ワニス)
まず、各成分を表1に記載の配合割合(質量部)で、樹脂成分(炭化水素系化合物、スチレン系重合体、反応性化合物等)を、固形分濃度が50質量%になるように、トルエンに添加し、混合させた。その混合物に、試料に応じて、反応開始剤や無機充填剤等を添加し、60分間撹拌した後、ビーズミルで分散させることによって、樹脂ワニスを得た。
次に、以下のようにして、樹脂付き金属箔、及び評価基板(樹脂付き金属箔の硬化物)を得た。
(タック性)
樹脂付き銅箔を樹脂面が向かい合うように重ねてアルミ袋に入れ梱包し、常温(20℃)で1日間放置した後、アルミ袋の封を開け、重ねた樹脂付き銅箔同士が剥がれるかどうかを確認した。評価については、樹脂付き銅箔同士をきれいに元の2枚に分けて剥がせた例を「○」、元の2枚にきれいに分けて剥がせず、剥がす際に樹脂付き銅箔上の樹脂が欠損してしまった例を「NG」とした。
10GHzにおける評価基板1(樹脂付き金属箔の硬化物)の誘電正接(Df)を、空洞共振器摂動法で測定した。具体的には、ネットワークアナライザ(キーサイト・テクノロジー株式会社製のN5230A)を用い、10GHzにおける評価基板の誘電正接を測定した。本実施例における合格基準は、Df≦0.0015とした。
評価基板1(樹脂付き金属箔の硬化物)から銅箔をエッチングにより除去したアンクラッド板を長さ25mm及び幅5mmで切り出した。この切り出したアンクラッド板を試験片とし、TMA装置(エスアイアイ・ナノテクノロジー株式会社製のTMA6000)を用い、プローブ間15mm、引張荷重50mNで、20℃~320℃の範囲で、前記試験片の寸法変化を測定した。この寸法変化から、50~260℃の範囲の平均熱膨張率を算出し、この平均熱膨張率を熱膨張率(CTE:ppm/℃)とした。本実施例における合格基準は、200ppm/℃以下とした。
評価基板1(樹脂付き金属箔の硬化物)から銅箔をエッチングにより除去したアンクラッド板を直径5mmで切り出した。この切り出したアンクラッド板を試験片とし、TGA装置(株式会社日立ハイテクサイエンス製のSTA7200RV)を用い、30℃~500℃まで昇温速度10℃/minで熱重量分析を行った。5%の重量減少時の温度を熱分解温度とし評価した。本実施例における合格基準は400℃以上とした。
表1に示す結果から明らかなように、本発明の樹脂組成物により、タック性を抑制でき、低誘電特性、低熱膨張性、及び耐熱性を備えた硬化物が得られることが確認できた。
Claims (18)
- 前記スチレン系重合体(B)は水添スチレン系共重合体を含む、請求項1に記載の樹脂組成物。
- 前記水添スチレン系共重合体は、水添メチルスチレン(エチレン/ブチレン)メチルスチレンブロック共重合体、水添メチルスチレン(エチレン-エチレン/プロピレン)メチルスチレンブロック共重合体、水添スチレンイソプレンブロック共重合体、水添スチレンイソプレンスチレンブロック共重合体、水添スチレン(エチレン/ブチレン)スチレンブロック共重合体、及び、水添スチレン(エチレン-エチレン/プロピレン)スチレンブロック共重合体からなる群から選ばれる少なくとも1種を含む、請求項3に記載の樹脂組成物。
- 前記炭化水素系化合物(A)の含有量は、前記炭化水素系化合物(A)と前記スチレン系共重合体(B)の合計質量100質量部に対して、20~80質量部である請求項1に記載の樹脂組成物。
- 前記炭化水素系化合物(A)及び前記スチレン系共重合体(B)の少なくとも一方と反応する反応性化合物(C)を含む、請求項1に記載の樹脂組成物。
- 前記反応性化合物(C)は、マレイミド化合物、エポキシ化合物、メタクリレート化合物、アクリレート化合物、25℃で液状であるビニル化合物、シアン酸エステル化合物、活性エステル化合物、アリル化合物、ベンゾオキサジン化合物、フェノール化合物、ポリフェニレンエーテル化合物の群から選択される少なくとも一つを含む、請求項1に記載の樹脂組成物。
- 前記スチレン系共重合体(B)の含有量は、前記炭化水素系化合物(A)、前記スチレン系共重合体(B)、及び前記反応性化合物(C)の合計100質量部に対して、5~50質量部である、請求項1に記載の樹脂組成物。
- 前記反応性化合物(C)の含有量は、前記炭化水素系化合物(A)、前記スチレン系共重合体(B)、及び前記反応性化合物(C)の合計100質量部に対して、1~40質量部である、請求項1に記載の樹脂組成物。
- 無機充填剤を含む、請求項1に記載の樹脂組成物。
- リン系難燃剤を含む、請求項1に記載の樹脂組成物。
- 請求項1~11のいずれかに記載の樹脂組成物又は前記樹脂組成物の半硬化物と、繊維質基材とを有するプリプレグ。
- 請求項1~11のいずれかに記載の樹脂組成物又は前記樹脂組成物の半硬化物を含む樹脂層と、支持フィルムとを有する樹脂付きフィルム。
- 請求項1~11のいずれかに記載の樹脂組成物又は前記樹脂組成物の半硬化物を含む樹脂層と、金属箔とを有する樹脂付き金属箔。
- 請求項1~11のいずれかに記載の樹脂組成物の硬化物を含む絶縁層と、金属箔とを有する金属張積層板。
- 請求項1~11のいずれかに記載の樹脂組成物の硬化物を含む絶縁層と、配線とを有する配線基板。
- 請求項12に記載のプリプレグの硬化物を含む絶縁層と、金属箔とを有する金属張積層板。
- 請求項12に記載のプリプレグの硬化物を含む絶縁層と、配線とを有する配線基板。
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KR (1) | KR20240009969A (ja) |
CN (1) | CN117321093A (ja) |
TW (1) | TW202311433A (ja) |
WO (1) | WO2022244726A1 (ja) |
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WO2024101054A1 (ja) * | 2022-11-11 | 2024-05-16 | パナソニックIpマネジメント株式会社 | 樹脂組成物、並びに、それを用いたプリプレグ、樹脂付きフィルム、樹脂付き金属箔、金属張積層板及び配線基板 |
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CN117321093A (zh) | 2023-12-29 |
KR20240009969A (ko) | 2024-01-23 |
JPWO2022244726A1 (ja) | 2022-11-24 |
TW202311433A (zh) | 2023-03-16 |
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