WO2022145352A1 - 化合物、接合剤、接合体、プリント基板、及び、接合体の製造方法 - Google Patents
化合物、接合剤、接合体、プリント基板、及び、接合体の製造方法 Download PDFInfo
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- WO2022145352A1 WO2022145352A1 PCT/JP2021/048015 JP2021048015W WO2022145352A1 WO 2022145352 A1 WO2022145352 A1 WO 2022145352A1 JP 2021048015 W JP2021048015 W JP 2021048015W WO 2022145352 A1 WO2022145352 A1 WO 2022145352A1
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- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- IAOFZFVLKDFCRR-UHFFFAOYSA-N phenol styrene Chemical compound Oc1ccccc1.C=Cc1ccccc1.C=Cc1ccccc1 IAOFZFVLKDFCRR-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 229920003050 poly-cycloolefin Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920002480 polybenzimidazole Polymers 0.000 description 1
- 229920002577 polybenzoxazole Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920002721 polycyanoacrylate Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920005650 polypropylene glycol diacrylate Polymers 0.000 description 1
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- NGNZTXNWCGRXKL-UHFFFAOYSA-M potassium;16-methylheptadecanoate Chemical compound [K+].CC(C)CCCCCCCCCCCCCCC([O-])=O NGNZTXNWCGRXKL-UHFFFAOYSA-M 0.000 description 1
- CUQOHAYJWVTKDE-UHFFFAOYSA-N potassium;butan-1-olate Chemical compound [K+].CCCC[O-] CUQOHAYJWVTKDE-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011226 reinforced ceramic Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 229910001285 shape-memory alloy Inorganic materials 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000010944 silver (metal) Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- 229920006027 ternary co-polymer Polymers 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- 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
- B32B15/043—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 metal
-
- 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
- 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
-
- 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
- B32B15/00—Layered products comprising a layer of metal
- B32B15/20—Layered products comprising a layer of metal comprising aluminium or copper
-
- 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
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/28—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42
- B32B27/285—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42 comprising polyethers
-
- 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
- B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
- B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
-
- 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
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
- C09J5/02—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving pretreatment of the surfaces to be joined
-
- 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
- H05K3/00—Apparatus or processes for manufacturing printed circuits
- H05K3/38—Improvement of the adhesion between the insulating substrate and the metal
-
- 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
- H05K3/00—Apparatus or processes for manufacturing printed circuits
- H05K3/38—Improvement of the adhesion between the insulating substrate and the metal
- H05K3/386—Improvement of the adhesion between the insulating substrate and the metal by the use of an organic polymeric bonding layer, e.g. adhesive
-
- 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
- B32B2255/00—Coating on the layer surface
- B32B2255/06—Coating on the layer surface on metal layer
-
- 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
- B32B2255/00—Coating on the layer surface
- B32B2255/26—Polymeric coating
-
- 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
- B32B2307/00—Properties of the layers or laminate
- B32B2307/50—Properties of the layers or laminate having particular mechanical properties
- B32B2307/538—Roughness
-
- 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
- B32B2307/00—Properties of the layers or laminate
- B32B2307/50—Properties of the layers or laminate having particular mechanical properties
- B32B2307/54—Yield strength; Tensile strength
-
- 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
- B32B2311/00—Metals, their alloys or their compounds
- B32B2311/12—Copper
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
-
- 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
- H05K1/0393—Flexible materials
-
- 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
- H05K3/00—Apparatus or processes for manufacturing printed circuits
- H05K3/02—Apparatus or processes for manufacturing printed circuits in which the conductive material is applied to the surface of the insulating support and is thereafter removed from such areas of the surface which are not intended for current conducting or shielding
- H05K3/022—Processes for manufacturing precursors of printed circuits, i.e. copper-clad substrates
Definitions
- the present disclosure relates to a compound, a bonding agent, a bonded body, a printed circuit board, and a method for manufacturing the bonded body.
- a bonding agent containing the compound of the following chemical formula (1) has been used to bond dissimilar materials (for example, Patent Document 1).
- X is an unsaturated group containing an alkenyl group
- Y is-(CH 2 ) n1 -,-(C 6 H 4 )-,-(C 6 H 4 ) CH 2-
- It is any spacer group selected from -NH-C 6 H 4- , -NH-C 6 H 4 CH 2-
- -NH- (CH 2 ) n2- where n1 to n2 are numbers 1 to 12.
- R is a methyl, ethyl, propyl, isopropyl or butyl group, and a is a number from 0 to 2.
- a compound capable of increasing the bonding force a bonding agent capable of increasing the bonding force, a bonded body obtained from the bonded agent, a printed substrate containing the bonded body, and a bonding using the bonding agent are disclosed. It is intended to provide a method of manufacturing a body.
- the first aspect of the present disclosure relates to a compound having at least one functional group of an OH group and an OH-producing group, an organic group containing a carbon-carbon double bond, and a triazine ring in one molecule.
- the compound has an alkoxysilyl group as the OH-forming group.
- the compound is represented by the following general formula (1).
- J is an organic group containing a carbon-carbon double bond.
- E is a group containing an OH group or an OH-producing group.
- Q is an organic group containing a carbon-carbon double bond, which is the same as or different from J, or NR 1 (R 2 ).
- the R 1 and R 2 are H, a hydrocarbon group having 1 to 24 carbon atoms, or -RSi (R') n1 (OR'') 3-n1 , and they are different even if they are the same. May,
- the R is a chain-like divalent hydrocarbon group having 1 to 12 carbon atoms.
- the R' is a chain hydrocarbon group having 1 to 4 carbon atoms.
- the R ′′ is H or a chain hydrocarbon group having 1 to 4 carbon atoms.
- the n1 is an integer of 0 to 2.
- E in the general formula (1) is the NR 1 (R 2 ).
- Q in the general formula (1) is J.
- Q in the general formula (1) is the NR 1 (R 2 ).
- the compound has at least one of the following functional groups as the organic group containing the carbon-carbon double bond.
- the second aspect of the present disclosure relates to a bonding agent containing the compound ( ⁇ ).
- the bonding agent is used to bond the material A and the polymer material B.
- the material A is a metallic material.
- the third aspect of the present disclosure relates to a bonded body in which the material A and the polymer material B are bonded by the bonding agent.
- the fourth aspect of the present disclosure relates to a printed circuit board including the bonded body.
- Fifth of the present disclosure is a method for producing a bonded body, wherein the substrate A having the material A on the surface A and the substrate B having the polymer material B on the surface B are bonded by a bonding agent. And The step (X) of providing the bonding agent on the surface A, and The step (Y) of abutting the substrate A and the substrate B so that the surface A and the surface B come into contact with each other via the bonding agent. The step (Z) of obtaining the bonded body by pressurizing the contact surface between the surface A and the front surface B via the bonding agent.
- the present invention relates to a method for manufacturing a bonded body.
- the method for producing the bonded body is selected from the group of degreasing treatment, corona discharge treatment, plasma discharge treatment, ultraviolet irradiation, acid treatment, alkali treatment, steam treatment, and chemical conversion treatment before the step (X).
- the surface A is further provided with a step (A) of forming an OH group on the surface A by subjecting the surface A to one or more treatments.
- the surface A and the bonding agent are heated after the step (X) to obtain an OH group of the surface A and an OH group and an OH forming group of the compound ( ⁇ ). At least one of the functional groups of is chemically bonded by dehydration condensation.
- the method for producing the bonded body is such that the surface A is immersed in the bonding agent and the bonding agent is sprayed onto the surface A, or the bonding agent is applied to the surface A. Is applied on the surface A with the coating device to provide the bonding agent.
- the contact surface between the surface A and the front surface B via the bonding agent so that the polymer material B and the adhesive are in contact with each other. Pressurize.
- the pressurization in the step (Z) is performed under a temperature condition of 0 to 350 ° C.
- the contact surface is pressurized while being heated in the step (Z).
- the sixth of the present disclosure is a method for manufacturing a bonded body, which comprises bonding a metal material and a polymer material B with a bonding agent.
- the bonding agent has an alkoxysilyl group as the OH-forming group and has an alkoxysilyl group.
- a step of causing the triazine ring and the alkoxysilyl group to appear on the surface B by providing the bonding agent on the surface B of the substrate B having the polymer material B on the surface B.
- the present invention relates to a method for manufacturing a bonded body.
- the seventh of the present disclosure is a bonding agent used for bonding a metal material and a polymer material B.
- the peeling strength when peeled at a speed of 50 mm / min is 5 N / cm.
- the above is related to the adhesive.
- the peel strength of the bonding agent after the solder reflow test at 260 ° C. is 5 N / cm or more.
- the bonding agent is used for bonding a copper foil having copper as the metal material.
- the surface roughness (Rz) of the surface to which the copper foil is joined is 0.5 to 1.5 ⁇ m.
- the surface roughness (Rz) of the surface to which the copper foil is joined is 0.5 to 1.0 ⁇ m.
- the surface roughness (Rz) of the surface to which the copper foil is joined is 0.8 ⁇ m.
- the bonding agent contains a compound ( ⁇ ) represented by the following general formula (1).
- J is an organic group containing a carbon-carbon double bond.
- E is a group containing an OH group or an OH-producing group.
- Q is an organic group containing a carbon-carbon double bond, which is the same as or different from J, or NR 1 (R 2 ).
- the R 1 and R 2 are H, a hydrocarbon group having 1 to 24 carbon atoms, or -RSi (R') n1 (OR'') 3-n1 , and they are different even if they are the same. May,
- the R is a chain-like divalent hydrocarbon group having 1 to 12 carbon atoms.
- the R' is a chain hydrocarbon group having 1 to 4 carbon atoms.
- the R ′′ is H or a chain hydrocarbon group having 1 to 4 carbon atoms.
- the n1 is an integer of 0 to 2.
- the eighth of the present disclosure is a bonded body formed by bonding a metal material and a polymer material B with a bonding agent.
- JIS K6854-1 1999 "Adhesive-Peeling Adhesive Strength Test Method-Part 1: 90 Degree Peeling", when a metal material or polymer material is peeled off at a speed of 50 mm / min. It relates to a bonded body having a peeling strength of 5 N / cm or more.
- the peel strength of the bonded body after the solder reflow test at 260 ° C. is 5 N / cm or more.
- the bonded body is formed by bonding a copper foil having copper, which is the metal material.
- the surface roughness (Rz) of the surface to which the copper foil is joined is 0.5 to 1.5 ⁇ m.
- the surface roughness (Rz) of the surface to which the copper foil is joined is 0.5 to 1.0 ⁇ m.
- the surface roughness (Rz) of the surface to which the copper foil is joined is 0.8 ⁇ m.
- Ninth of the present disclosure relates to a printed circuit board including the bonded body.
- the joining force can be increased.
- the compound according to the present embodiment is a compound ( ⁇ ) having at least one functional group of an OH group and an OH-producing group, an organic group containing a carbon-carbon double bond, and a triazine ring in one molecule. Is.
- triazine in the triazine ring examples include 1,3,5-triazine.
- the compound ( ⁇ ) preferably has an alkoxysilyl group as the OH-forming group.
- the alkoxysilyl group is preferably -RSi (R') n1 (OR'') 3-n1 .
- the R is a chain divalent hydrocarbon group having 1 to 12 carbon atoms, the R'is a chain hydrocarbon group having 1 to 4 carbon atoms, and the R'' is a chain hydrocarbon group. H or a chain hydrocarbon group having 1 to 4 carbon atoms, and n1 is an integer of 0 to 2.
- the "hydrocarbon group” and the “hydrocarbon” may have groups such as -NH-, -CO-, -O-, -S-, and -COO-, respectively. Further, the "hydrocarbon group” and the “hydrocarbon” may be a chain hydrocarbon group or a cyclic group, respectively. Further, the “hydrocarbon group” and the “hydrocarbon” may each have a substituent (cyclic or chain).
- the carbon number of R is preferably 1 to 18, and more preferably 1 to 12.
- Examples of the R include ⁇ C n H 2n and the like.
- R' for example, -Cn H 2n + 1 and the like can be mentioned.
- the R'' When the R'' is a hydrocarbon group, the R'' may be, for example, -CH 3 , -C 2 H 5 , -CH (CH 3 ) 2 , -C (CH 3 ) 3 , etc. Can be mentioned.
- the compound ( ⁇ ) is preferably represented by the following general formula (1).
- J is an organic group containing a carbon-carbon double bond.
- E is a group containing an OH group or an OH-producing group.
- Q is an organic group containing a carbon-carbon double bond, which is the same as or different from J, or NR 1 (R 2 ).
- the R 1 and R 2 are H, a hydrocarbon group having 1 to 24 carbon atoms, or -RSi (R') n1 (OR'') 3-n1 , and they are different even if they are the same. May be.
- R is a chain-like divalent hydrocarbon group having 1 to 12 carbon atoms.
- the R' is a chain hydrocarbon group having 1 to 4 carbon atoms.
- the R ′′ is H or a chain hydrocarbon group having 1 to 4 carbon atoms.
- the n1 is an integer of 0 to 2.
- E is NR 1 (R 2 ).
- the compound ( ⁇ ) is preferably represented by the following general formula (2).
- the Q is the J.
- the compound ( ⁇ ) is preferably represented by the following general formula (3).
- the Q is the NR 1 (R 2 ).
- the compound ( ⁇ ) is preferably represented by the following general formula (4).
- the organic group containing a carbon-carbon double bond can react with the carbon-carbon double bond contained in the polymer material B of the substrate B described later.
- the organic group may have a benzene ring, but when it has a benzene ring, it has a carbon-carbon double bond other than the carbon-carbon double bond contained in the benzene ring.
- the compound ( ⁇ ) has one molecule of carbon-carbon double bonds capable of reacting with carbon-carbon double bonds and the like contained in the substrate B described later, preferably two or more, more preferably two to four, and further. It is more preferable to include four. When the compound ( ⁇ ) contains two or more carbon-carbon double bonds in one molecule, the bonding force is further enhanced.
- the organic group containing the carbon-carbon double bond may contain nitrogen or sulfur.
- Examples of the organic group containing a carbon-carbon double bond include the following functional groups.
- the bonding agent according to the present embodiment contains the compound ( ⁇ ) according to the present embodiment.
- the bonding agent according to this embodiment may have a solvent.
- the solvent include water, alcohol (eg, methanol, ethanol, isopropanol, ethylene glycol, propylene glycol, cellsolve, carbitol), ketone (eg, acetone, methyl ethyl ketone, cyclohexanone), aromatic hydrocarbon (eg, benzene, toluene).
- the concentration of the compound ( ⁇ ) in the bonding agent according to the present embodiment is preferably 0.0001 to 10% by mass, more preferably 0.01 to 5.0% by mass, and further preferably 0.1 to 3.0. It is mass%.
- the bonding agent according to this embodiment is preferably used for bonding dissimilar materials.
- the bonding agent according to the present embodiment is preferably used for bonding the material A and the polymer material B.
- the bonding agent according to the present embodiment is used to bond the substrate A having the material A on the surface A and the substrate B having the polymer material B on the surface B.
- the bonding agent according to the present embodiment is used so that the surface A and the front surface B come into contact with each other via the bonding agent.
- the material A is a material different from the polymer material.
- the polymer material B is preferably a polymer material having a "carbon-carbon double bond” capable of reacting with the "carbon-carbon double bond” contained in the compound ( ⁇ ).
- a polymer material having a” carbon-carbon double bond “that can react with the” carbon-carbon double bond "contained in the compound ( ⁇ )” is “modified.” This is a concept including “a polymer material having a” carbon-carbon double bond “that can react with the” carbon-carbon double bond "contained in the compound ( ⁇ ).”
- the "polymer material having a” carbon-carbon double bond “that can react with the” carbon-carbon double bond "contained in the compound ( ⁇ )” has been modified. It means a polymer material having a "carbon-carbon double bond” capable of reacting with the "carbon-carbon double bond” contained in the compound ( ⁇ ).
- the polymer material having a "carbon-carbon double bond” capable of reacting with the "carbon-carbon double bond” contained in the compound ( ⁇ ) has a carbon-carbon double bond at the terminal or side chain.
- Examples thereof include polyphenylene ether (m-PPE), which is a modified resin.
- examples of the polymer material having a "carbon-carbon double bond" capable of reacting with the "carbon-carbon double bond” contained in the compound ( ⁇ ) include polybutadiene, unsaturated polyester, bismaleimide triazine, and natural rubber (natural rubber).
- NR butadiene rubber
- SBR styrene-butadiene rubber
- NBR acrylonitrile-butadiene rubber
- IIR butyl rubber
- IIR isobutylene-isoprene copolymer
- EPDM ethylene-propylene rubber
- chloroprene rubber (CR) And so on.
- polymer materials having a "carbon-carbon double bond” capable of reacting with the "carbon-carbon double bond” contained in the compound ( ⁇ ) those listed below are listed below as carbon-carbon double bonds.
- polymer materials modified to have Polyethylene (PE), Polypropylene (PP), Polystyrene (PS), Cycloolefin Polymer (COP), Cycloolefin Polymer (COC), Polyimide, Polyphenylene Sulfide (PPS), Polysulfone, Polyethersulfone, Polyetheretherketone, Fluororesin , Silicone resin, polyamide, polyester, liquid crystal polymer (LCP), etc.
- the substrate B may contain an additive, if necessary.
- the additive include a cross-linking agent, a cross-linking accelerator, a cross-linking aid, a radical initiator, a cation initiator, a photopolymerization initiator, a scorch inhibitor, a stabilizer, an antiaging agent, an ultraviolet inhibitor, a filler, and a reinforcement.
- examples thereof include agents, plasticizers, softeners, colorants, viscosity modifiers, flame retardants and the like.
- polymerization initiators cross-linking agents, cross-linking accelerators and cross-linking aids
- peroxides cationic polymerization initiators
- photopolymerization initiators sulfur, sulfur-based cross-linking accelerators, polyol-based cross-linking agents, polyamine-based cross-linking agents, polythiol-based cross-linking agents, acrylate-based cross-linking aids, methacrylate-based cross-linking aids.
- Allyl-based cross-linking aid etc.
- azobisbutyronitrile benzophenone, Michler ketone, benzoin isopropyl ether, chlorothioxanthone, isopropylthioxanthone, benzyldimethylketal, acetophenone diethylketal, ⁇ -hydroxycyclohexylphenylketone, 2-hydroxy-2-methylphenylpropane.
- benzophenone Michler ketone
- benzoin isopropyl ether chlorothioxanthone
- isopropylthioxanthone isopropylthioxanthone
- benzyldimethylketal benzyldimethylketal
- acetophenone diethylketal acetophenone diethylketal
- ⁇ -hydroxycyclohexylphenylketone 2-hydroxy-2-methylphenylpropane.
- Acetophenone derivative compounds eg, 4- (2-hydroxyethoxy) phenyl (2-hydroxy-2-propyl) ketone, ⁇ -hydroxy- ⁇ , ⁇ '-dimethylacetophenone, methoxyacetophenone, 2,2-dimethoxy-2-phenyl Acetophenone
- Benzoin ether compounds eg, benzoin ethyl ether, benzoin propyl ether
- Ketal derivative compounds such as benzyldimethyl ketal can also be mentioned.
- Halogenated Ketone Acylphosphinoxide, Acylphosphonate, Bis (2,6-dimethoxybenzoyl) -2,4,4-trimethylpentylphosphinoxide, Phenyldimethylsulfonium chloride, Triarylsulfonium hexafluoro Phenyl is also mentioned.
- Examples thereof include triazinedithiol-based cross-linking agents, resin cross-linking agents, polyol cross-linking agents, H-terminal siloxane-based cross-linking agents, and silanol condensation-based cross-linking agents.
- the shape of the substrate B may be a sheet shape, a plate shape, a columnar shape, a rod shape, a frame shape, a box shape, a fibrous shape, or a thread shape. Further, the shape of the substrate B may be a film shape, a woven fabric shape, a non-woven fabric shape, or a foam shape.
- the substrate B contains various fillers and reinforcing agents in an appropriate amount, if necessary.
- various carbon blacks, calcium carbonate, talc, clay, kaolin, glass, wet silica, and dry silica are included, if necessary. Includes rayon, nylon, polyester, vinylon, steel, kebler, carbon fiber, fiberglass and cloth, as required.
- metal particles copper, nickel, silver, gold, tin, etc.
- carbon particles are included.
- a conductive material is included.
- heat transfer materials such as alumina, silicon nitride, alumina nitride, silicon carbide, and diamond are included. The content is 200 parts by mass or less with respect to 100 parts by mass of the polymer material. Generally, it is 100 parts by mass or less.
- the substrate B contains an appropriate amount of a stabilizer, if necessary.
- Stabilizers are, for example, anti-aging agents or UV absorbers.
- it is an amine-ketone condensate such as poly (2,2,4-trimethyl-1,2-dihydroquinoline), 6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline.
- the content is preferably 30 parts by mass or less, more preferably 0.5 to 5 parts by mass, and further preferably 0.5 to 3 parts by mass with respect to 100 parts by mass of the polymer material B.
- the substrate B contains, if necessary, a softening agent, a plasticizer, a processing aid, a viscosity adjusting agent, a coloring agent, and the like in an appropriate amount.
- the elastic modulus of the substrate B is preferably 2.0 GPa or more, more preferably 2.3 GPa or more.
- the elastic modulus of the substrate B is preferably 4.5 GPa or less, more preferably 2.6 GPa or less.
- the material A preferably has a functional group capable of reacting with "a functional group of at least one of an OH group and an OH-producing group" contained in the compound ( ⁇ ).
- the functional group capable of reacting with "a functional group of at least one of an OH group and an OH-producing group” include an OH group and an OH-producing group.
- the surface A of the substrate A is used.
- A has an OH group on the surface A.
- the base material A has a functional group capable of reacting with "a functional group of at least one of an OH group and an OH-producing group” on the surface A, so that the "OH group and OH generation" contained in the compound ( ⁇ ) are generated. It can react with "the functional group of at least one of the groups” to chemically bond with the compound ( ⁇ ), and as a result, the bonding force can be further enhanced.
- Examples of the material A include metal materials, ceramics, polymer materials, and the like.
- Examples of the metal material include a single metal and an alloy.
- Examples of the single metal include Be, Mg, Ca, St, Ba, Ra, Sc, It, Ti, Zr, V, Nb, Ta, Cr, Mo, W, Mn, Fe, Co, rhodium, Ir, Ni. , Palladium, Pt, Cu, Ag, Au, Zn, Cd, Hg, Al, Ge, Sn, Pb, An, Bi, neodym and the like.
- the alloy examples include iron alloys, copper alloys, aluminum alloys, magnesium alloys, zinc alloys, tin alloys, nickel alloys, gold alloys, silver alloys, platinum alloys, palladium alloys, lead alloys, titanium alloys, cadmium alloys, and zirconium alloys. Cobalt alloy, chromium alloy, molybdenum alloy, tungsten alloy, manganese alloy, ferrite stainless steel, martensite stainless steel, austinite stainless steel, precipitation reinforced stainless steel, nickel-titanium alloy, iron-manganese-titanium alloy, superelastic alloy (nickel) -Titanium alloy) and the like.
- the metal may be a functional metal, an amorphous metal, a fiber reinforced metal, a shape memory alloy, or a superelastic alloy.
- the ceramics include oxides of the metals, ceramics, glass, cement, gypsum and the like. Enamel etc. may be used. It may be a diamond type. Metal oxides such as alumina, mullite, zirconia, and zinc oxide may be used. Hydroxides such as hydroxyapatite may be used. Carbides such as silicon carbide may be used. It may be carbonate-based. Nitride-based materials such as silicon nitride, silicon nitride, and aluminum nitride may be used. It may be a halide-based material such as fluorite. Phosphate-based substances such as apatite may be used.
- Barium titanate, lead zirconate titanate, or the like may be used. Ferrite, steatite, forsterite, cordierite, sialon, zircon and the like may be used. In addition, high-temperature superconducting ceramics, machinable ceramics, etc. may be used. Fiber-reinforced ceramics such as carbon fiber, organic fiber, metal fiber, and glass fiber may be used.
- Examples of the polymer material of the material A include cellulose, cellulose derivatives, hydroxyethyl cellulose, starch, cellulose diacetate, surface saponified vinyl acetate resin, low density polyethylene, high density polyethylene, polypropylene, and ethylene-propylene copolymer.
- Petroleum resin polystyrene, syndiotactic-polystyrene, styrene copolymer, chroman-inden resin, terpene resin, styrene-divinylbenzene copolymer, acrylic nitrile-butadiene-styrene copolymer resin, methyl polyacrylate, polyacrylic Ethyl acid, polyacrylic nitrile, methyl polyacrylic acid, methyl polymethacrylate, ethyl polymethacrylate, polycyanoacrylate, vinyl acetate, ethylene-bivine vinegar copolymer resin, polyvinyl alcohol, polyvinylformal, polyvinylacetal, vinylacetate Polymers, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, polyvinylidene fluoride, vinylidene fluoride-ethylene copolymer, vinylidene fluoride
- Rixylene polyphenylensulfide, polycycloolefin, polysulfone, polyether sulfone, polyether ether ketone, polyimide, liquid crystal resin (LCP), natural rubber, 1,4-cisbutadiene rubber, isoprene rubber, polychloroprene, styrene-butadiene Polymerized rubber, hydrogenated styrene-butadiene copolymer rubber, acrylic nitrile-butadiene copolymer rubber, hydrogenated acrylic nitrile-butadiene copolymer rubber, polybutene rubber, polyisobutylene rubber, ethylene-propylene rubber, ethylene-propylene-diene rubber, ethylene oxide -Epichlorohydrin copolymer rubber, chlorinated polyethylene rubber, chlorsulfonated polyethylene rubber, alkylated chlorsulfonized polyethylene rubber, chloroprene rubber, chlorinated acrylic rubber, brominated acrylic rubber,
- the material A a material capable of coordination bonding with the triazine ring contained in the compound ( ⁇ ) is preferable. The bonding force is further enhanced by the coordination bond between the material A and the triazine ring contained in the compound ( ⁇ ).
- a metal material is preferable, and Cu, Zn, Ni, and Fe are more preferable, from the viewpoint of being able to coordinate-bond with the triazine ring.
- the shape of the substrate A may be a sheet shape, a plate shape, a columnar shape, a rod shape, a frame shape, a box shape, a fibrous shape, or a thread shape. Further, the shape of the substrate A may be a film shape, a woven fabric shape, a non-woven fabric shape, or a foam shape.
- the bonding agent according to the present embodiment is particularly preferably used for bonding a substrate A having copper on its surface and a substrate B which is a resin substrate to manufacture a flexible printed wiring board (FPC).
- FPC flexible printed wiring board
- the bonded body according to the present embodiment is a bonded body in which the material A and the polymer material B are bonded by the bonding agent according to the present embodiment.
- the printed circuit board according to the present embodiment includes the bonded body according to the present embodiment.
- the method for producing a bonded body according to the present embodiment is a method for producing a bonded body in which a substrate A having a material A on a surface A and a substrate B having a polymer material B on a surface B are bonded by a bonding agent. Is. Further, in the method for manufacturing a bonded body according to the present embodiment, the step (X) of providing the bonding agent according to the present embodiment on the surface A and the surface A and the surface B are subjected to the bonding agent. The bonded body is obtained by pressing the contact surface between the surface A and the front surface B via the bonding agent in the step (Y) of abutting the substrate A and the substrate B so as to be in contact with each other. A step (Z) is provided.
- the substrate A and the compound ( ⁇ ) contained in the bonding agent according to the present embodiment are chemically bonded by the step (X) to form the substrate A.
- a triazine ring and a carbon-carbon double bond appear on the surface.
- the substrate B and the carbon-carbon double bond of the compound ( ⁇ ) are chemically bonded, so that the bonding force between the substrate A and the substrate B can be enhanced.
- the method for producing a bonded body according to the present embodiment includes degreasing treatment, corona discharge treatment, plasma discharge treatment, ultraviolet irradiation, acid treatment, alkali treatment, steam treatment, and chemical conversion treatment before the step (X).
- the surface A is further provided with a step (A) of forming an OH group on the surface A by subjecting the surface A to one or more treatments selected from the group.
- the surface A is immersed in the bonding agent, and the bonding agent is sprayed onto the surface A, or the bonding agent is applied to the surface A by a coating device.
- the bonding agent is provided in A.
- the contact surface between the surface A and the front surface B via the adhesive is pressed so that the polymer material B and the adhesive come into contact with each other.
- the contact surface is pressurized at preferably 0.01 to 50 MPa, more preferably 0.1 to 5 MPa. Further, the pressurization in the step (Z) is preferably performed under temperature conditions of 0 to 350 ° C., more preferably 40 to 350 ° C., and even more preferably 80 to 350 ° C. Further, in the step (Z), the contact surface may be pressurized while being heated.
- the method for producing a bonded body according to another embodiment is a method for producing a bonded body in which a metal material and a polymer material B are bonded by a bonding agent. Further, in the method for producing a bonded body according to another embodiment, the bonding agent according to this embodiment is used. The bonding agent has an alkoxysilyl group as the OH-forming group. Further, in the method for producing a bonded body according to another embodiment, the triazine ring and the triazine ring and the above are provided on the surface B by providing the bonding agent on the surface B of the substrate B having the polymer material B on the surface B.
- It comprises a step (X') of making an alkoxysilyl group appear, and a step (YZ') of obtaining the bonded body by providing an electroless plating solution on the triazine ring and the alkoxysilyl group on the surface B.
- the substrate B is chemically bonded to the compound ( ⁇ ) contained in the bonding agent according to the present embodiment by the step (X').
- a triazine ring and an alkoxysilyl group appear on the surface of the.
- the metal material and the alkoxysilyl group are chemically bonded, so that the bonding force between the metal material and the polymer material B can be enhanced.
- the metal material and the triazine ring are coordinated and bonded, so that the bonding force between the metal material and the polymer material B can be enhanced.
- the surface B is immersed in the bonding agent and the bonding agent is sprayed onto the surface B, or the bonding agent is applied to the surface A with a coating device.
- the bonding agent is provided on the surface B.
- the electroless plating solution contains a metal material.
- the metal material contained in the electroless plating solution include Ni and Cu.
- the catalyst on the triazine ring or the alkoxysilyl group on the surface B after the step (X') and before the step (YZ').
- the catalyst include Pd, Ag and the like.
- the electroless plating solution preferably contains a reducing agent.
- the electrolytic plating solution contains a reducing agent, electrons released by the oxidation of the reducing agent in the step (YZ') facilitate the precipitation of the metal material, and as a result, the metal material and the polymer material.
- the bonding force with B can be further increased.
- the joining agent according to another embodiment is a joining agent used for joining a metal material and a polymer material B.
- the peel strength of the bonding agent according to another embodiment is 5 N / cm or more, preferably 6 N / cm or more, and more preferably 6 to 20 N / cm.
- the peeling strength is 50 mm / min in accordance with the method of JIS K6854-1: 1999 "Adhesive-Peeling Adhesive Strength Test Method-Part 1: 90 Degree Peeling". It is the peeling strength when peeled at the speed of.
- the peel strength of the bonding agent according to another embodiment after the solder reflow test at 260 ° C. is preferably 5 N / cm or more, more preferably 6 N / cm or more, and further preferably 6 to 20 N / cm.
- the reflow test means the reflow method described in JIS C6000068-2-58: 2016.
- the joining agent according to the other embodiment is preferably used for joining a copper foil having copper as the metal material.
- the surface roughness (Rz) of the surface to which the copper foil is joined is preferably 0.5 to 1.5 ⁇ m, more preferably 0.5 to 1.0 ⁇ m, and even more preferably 0.8 ⁇ m.
- the surface roughness (Rz) means the "arithmetic mean roughness of the surface roughness” obtained in accordance with JIS B0601: 2013. Further, "arithmetic mean roughness of surface roughness” means a value obtained by summing up the absolute values of deviations from the average line to the measurement curve and averaging them with a reference length.
- the polymer material B As the polymer material B, the polymer material B of the present embodiment can be used.
- the bonding agent according to the other embodiment preferably contains the compound ( ⁇ ) according to the present embodiment.
- the bonded body according to the other embodiment is a bonded body in which a metal material and a polymer material B are bonded by a bonding agent.
- the peel strength of the bonded body according to another embodiment is 5 N / cm or more, preferably 6 N / cm or more, and more preferably 6 to 20 N / cm.
- the peeling strength is based on the method of JIS K6854-1: 1999 "Adhesive-Peeling Adhesive Strength Test Method-Part 1: 90 Degree Peeling", and is made of a metal material or high. It is the peeling strength when the molecular material is peeled off at a rate of 50 mm / min.
- the peel strength of the bonded body according to another embodiment after the solder reflow test at 260 ° C. is preferably 5 N / cm or more, more preferably 6 N / cm or more, and further preferably 6 to 20 N / cm.
- the metal material the metal material described as the material A of the present embodiment can be used.
- the bonded body according to the other embodiment is preferably formed by bonding a copper foil having copper, which is the metal material.
- the surface roughness (Rz) of the surface to which the copper foil is joined is preferably 0.5 to 1.5 ⁇ m, more preferably 0.5 to 1.0 ⁇ m, and even more preferably 0.8 ⁇ m.
- the bonding agent in the bonded body according to another embodiment contains the compound ( ⁇ ) according to the present embodiment.
- the joining agent in the joined body according to the other embodiment may be the joining agent according to the present embodiment, or may be the joining agent according to the other embodiment.
- the printed circuit board according to the other embodiment includes the bonded body according to the other embodiment.
- Example 1 Synthesis 1: Generation of intermediates
- a stirrer and 10.0 g (54 mmol) of cyanul chloride manufactured by Kanto Chemical Industry Co., Ltd.
- a thermometer and a dropping funnel were attached to the three-necked flask.
- the inside of the three-necked flask was made into a nitrogen atmosphere.
- 100 mL of tetrahydrofuran (THF) was added into the three-necked flask, and the inside of the three-necked flask was cooled to ⁇ 10 ° C.
- the by-product triethylamine hydrochloride was filtered off from the contents in the three-necked flask. Then, the content obtained by filtering out the triethylamine hydrochloride as a by-product was concentrated by a rotary evaporator, dried under reduced pressure, and purified 6- (3-triethoxysilylpropylamino) -1,3,5-triazine-. 2,4-Dichloride was obtained.
- the contents in the three-necked flask were cooled to room temperature. Then, the contents were suction-filtered using a filtration aid (trade name: Cerite) to obtain a filtrate. Next, the filtrate was concentrated by a rotary evaporator and dried under reduced pressure to obtain purified 2,4-bis (diallylamino) -6- (3-triethoxysilylpropyl) amino-1,3,5-triazine. ..
- a prepreg sheet (the resin composition in the prepreg sheet is a modified polyphenylene ether (m-PPE) having a carbon-carbon double bond at the terminal and a peroxide as a radical initiator (polymerization initiator). (Including) (30 mm ⁇ 60 mm) was prepared.
- the elastic modulus of the copper foil is 120 GPa.
- the elastic modulus of the prepreg sheet is 2.6 GPa.
- the two copper foils were immersed in the bonding agent for 1 minute, dried with a dryer, and then heated in an oven at 120 ° C. for 10 minutes.
- the copper foil, the prepreg sheet, and the copper foil are laminated in this order and pressed with a press machine (pressing conditions: "177 ° C., 0.8 MPa, 30 minutes” ⁇ "216 ° C., 0.8 MPa, 60 minutes "), a bonded body was obtained.
- the joint was cut to prepare six 30 mm ⁇ 10 mm joints.
- Example 1 A bonded body was prepared in the same manner as in Example 1 except that it was immersed in a bonding agent, dried in a dryer, and heated in an oven, and after the initial peeling adhesion strength test and solder reflow test. A peeling adhesive strength test was conducted. The results are shown in Table 1 below.
- Example 2 A bonded body was prepared in the same manner as in Example 1 except that vinyltriethoxysilane was used instead of the compound ( ⁇ ), and the peeling adhesive strength after the initial peeling adhesive strength test and the solder reflow test was performed. A test was performed. The results are shown in Table 1 below.
- Example 3 A bonded body was prepared in the same manner as in Example 1 except that 3-acryloxypropyltrimethoxysilane was used instead of the compound ( ⁇ ), and after the initial peeling adhesive strength test and the solder reflow test. A peeling adhesive strength test was performed. The results are shown in Table 1 below.
- Example 1 which is within the scope of the present disclosure, the initial peeling adhesion is compared with Comparative Example 1 which does not use a bonding agent and Comparative Examples 2 and 3 which do not use the compound ( ⁇ ).
- the peeling strength was high in both the strength test and the peeling adhesive strength test after the solder reflow test. From this, it can be seen that the bonding force can be enhanced according to the present disclosure.
- the peeling strength at which substrate destruction is considered to occur was 5 N / cm, which exceeded this value in Example 1.
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Abstract
Description
X-Y-Si-(CH3)a(OR)3-a ・・・(1)
(化学式(1)中、Xはアルケニル基を含有する不飽和基であり、Yは-(CH2)n1-、-(C6H4)-、-(C6H4)CH2-、-NH-C6H4-、-NH-C6H4CH2-、及び-NH-(CH2)n2-から選ばれる何れかのスペーサー基であり、n1~n2は1~12の数、Rはメチル、エチル、プロピル、イソプロピル又はブチル基であり、aは0~2の数である。)
好ましくは、前記化合物は、前記OH生成基としてアルコキシシリル基を有する。
好ましくは、前記化合物は、下記一般式(1)で表される。
Jは、炭素-炭素二重結合を含む有機基であり、
Eは、OH基又はOH生成基を含む基であり、
Qは、前記Jと同一若しくは異なる、炭素-炭素二重結合を含む有機基、又は、NR1(R2)であり、
前記R1及びR2は、それぞれH、炭素数が1~24である炭化水素基、又は、-RSi(R’)n1(OR’’)3-n1であり、同一であっても異なっていてもよく、
前記Rは、炭素数1~12の鎖状で二価の炭化水素基であり、
前記R’は、炭素数1~4の鎖状の炭化水素基であり、
前記R’’は、H、又は、炭素数が1~4の鎖状の炭化水素基であり、
前記n1は、0~2の整数である。
好ましくは、前記一般式(1)中のQが、前記Jである。
好ましくは、前記一般式(1)中のQが、前記NR1(R2)である。
好ましくは、前記化合物は、前記炭素-炭素二重結合を含む有機基として、下記官能基の少なくとも何れか一を有する。
CH2=CHNH-、
CH2=CH(CH2)NH-、
CH2=CH(CH2)n2NH-(n2=2~16) 、
CH2=CHCH2(N-)CH2CH=CH2、
CH2=C(CH3)CH2NH-、
CH2=CHCH2(N-)C(CH3)3、
CH2=CHC6H4NH-、
CH2=CHC6H4CH2NH-、
CH2=C(CH3)(C=O)NH-、
CH2=CHCH2NH(C=O)NH-、
C6H5(N-)CH2CH=CH2、
-NH(NH2)C3N3CH=CH2、
CH2=CHO-、
CH2=CH(CH2)O-、
CH2=CH(CH2)n3O-(n3=2~16)、
CH2=C(CH3)CH2O-、
CH2=CHC6H4O-、
CH2=CHC6H4CH2O-、
CH2=CH-O(CH2)n4O-(n4=1-16)、
CH2=CH-O(CH2)2O- (CH2)2O-、
CH2=CHS-、
CH2=CH(CH2)S-、
CH2=CH(CH2)n5S-(n5=2~16)、
CH2=C(CH3)CH2S-、
CH2=CHC6H4S-、
CH2=CHC6H4CH2S-、
(CH2=CHCH2NCH2CH=CH2)2C3N3S-、
(CH2=CHCH2NH)2C3N3S-、
(CH2=CHCH2NCH2CH=CH2)C3N3(SH)S-、
(CH2=CHCH2NH)C3N3(SH)S-、
CH2=CHCOO-(CH2)n7-S-(n7=1~16)、
CH2=C(CH3)COO-(CH2)n8-S-(n8=1~16)、
CH2=CH-、
CH2=CH(CH2)- 、
CH2=CH(CH2)n6-(n6=2~16)、
CH2=C(CH3)CH2-、
CH2=CHC6H4-、
CH2=CHC6H4CH2-、
好ましくは、前記接合剤は、材料Aと高分子材料Bとを接合するのに用いられる。
好ましくは、前記材料Aが金属材料である。
前記表面Aに、前記接合剤を設ける工程(X)と、
前記表面Aと前記表面Bとが前記接合剤を介して当接するように、前記基体Aと前記基体Bとを突き合わせる工程(Y)と、
前記表面Aと前表面Bとの前記接合剤を介した当接面を加圧することにより、前記接合体を得る工程(Z)と、
を備える、接合体の製造方法に関する。
好ましくは、前記接合体の製造方法は、前記工程(X)前に、脱脂処理、コロナ放電処理、プラズマ放電処理、紫外線照射、酸処理、アルカリ処理、水蒸気処理、及び、化成処理の群から選ばれる1つまたは2つ以上の処理を前記表面Aに施すことにより、前記表面AにOH基を生成する工程(A)をさらに備える。
好ましくは、前記接合体の製造方法は、前記工程(X)後に前記表面A及び前記接合剤を加熱することにより、前記表面AのOH基と、前記化合物(α)のOH基及びOH生成基の少なくとも何れか一方の官能基を脱水縮合により化学結合させる。
好ましくは、前記接合体の製造方法は、前記工程(X)では、前記表面Aを前記接合剤に浸漬し、前記表面Aに前記接合剤をスプレーで吹き付け、又は、前記表面Aに前記接合剤をコーティング装置で塗布することにより、前記表面Aに前記接合剤を設ける。
好ましくは、前記接合体の製造方法は、前記(Z)では、前記高分子材料Bと前記接着剤とが接するように、前記表面Aと前表面Bとの前記接合剤を介した当接面を加圧する。
好ましくは、前記接合体の製造方法は、前記工程(Z)の加圧を0~350℃の温度条件下で行う。
好ましくは、前記接合体の製造方法は、前記工程(Z)では、前記当接面を加熱しながら加圧する。
前記接合剤を用い、
前記接合剤は、前記OH生成基としてアルコキシシリル基を有し、
前記高分子材料Bを表面Bに有する基体Bの該表面Bに、前記接合剤を設けることにより、前記表面Bに、前記トリアジン環及び前記アルコキシシリル基を出現させる工程と、
前記表面Bの前記トリアジン環及び前記アルコキシシリル基に無電解めっき液を設ける工程と、
を備える、接合体の製造方法に関する。
JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠して、50mm/minの速度ではく離させたときの、はく離強度が5N/cm以上である、接合剤に関する。
好ましくは、前記接合剤における、260℃でのはんだリフロー試験後のはく離強度が5N/cm以上である。
好ましくは、前記接合剤は、前記金属材料たる銅を有する銅箔の接合に用いられる。
好ましくは、前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.5μmである。
好ましくは、前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.0μmである。
好ましくは、前記銅箔の接合する面の表面粗さ(Rz)が、0.8μmである。
好ましくは、前記接合剤は、下記一般式(1)で表される化合物(α)を含有する。
Jは、炭素-炭素二重結合を含む有機基であり、
Eは、OH基又はOH生成基を含む基であり、
Qは、前記Jと同一若しくは異なる、炭素-炭素二重結合を含む有機基、又は、NR1(R2)であり、
前記R1及びR2は、それぞれH、炭素数が1~24である炭化水素基、又は、-RSi(R’)n1(OR’’)3-n1であり、同一であっても異なっていてもよく、
前記Rは、炭素数1~12の鎖状で二価の炭化水素基であり、
前記R’は、炭素数1~4の鎖状の炭化水素基であり、
前記R’’は、H、又は、炭素数が1~4の鎖状の炭化水素基であり、
前記n1は、0~2の整数である。)
JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠し、金属材料又は高分子材料を50mm/minの速度ではく離させたときの、はく離強度が5N/cm以上である、接合体に関する。
好ましくは、前記接合体における、260℃でのはんだリフロー試験後のはく離強度が5N/cm以上である。
好ましくは、前記接合体は、前記金属材料たる銅を有する銅箔が接合されてなる。
好ましくは、前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.5μmである。
好ましくは、前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.0μmである。
好ましくは、前記銅箔の接合する面の表面粗さ(Rz)が、0.8μmである。
また、本明細書に開示された各々の態様は、本明細書に開示された他のいかなる特徴とも組み合わせることができる。
本実施形態に係る化合物は、1分子中に、OH基及びOH生成基の少なくとも何れか一方の官能基と、炭素-炭素二重結合を含む有機基と、トリアジン環とを有する化合物(α)である。
前記アルコキシシリル基は、-RSi(R’)n1(OR’’)3-n1であることが好ましい。
なお、前記Rは、炭素数1~12の鎖状の二価の炭化水素基であり、前記R’は、炭素数1~4の鎖状の炭化水素基であり、前記R’’は、H、又は、炭素数が1~4の鎖状の炭化水素基であり、前記n1は、0~2の整数である。
また、「炭化水素基」、「炭化水素」は、それぞれ鎖状の炭化水素基であっても、環状基であってもよい。
さらに、「炭化水素基」、「炭化水素」は、それぞれ置換基(環状又は鎖状)を有してもよい。
前記Rとしては、例えば、-CnH2n等が挙げられる。
言い換えれば、前記化合物(α)は、下記一般式(2)で表されることが好ましい。
言い換えれば、前記化合物(α)は、下記一般式(3)で表されることが好ましい。
言い換えれば、前記化合物(α)は、下記一般式(4)で表されることが好ましい。
前記化合物(α)が炭素-炭素二重結合を1分子に2つ以上含むことで、接合力がより一層高くなる。
CH2=CH(CH2)NH-、
CH2=CH(CH2)n2NH-(n2=2~16) 、
CH2=CHCH2(N-)CH2CH=CH2、
CH2=C(CH3)CH2NH-、
CH2=CHCH2(N-)C(CH3)3、
CH2=CHC6H4NH-、
CH2=CHC6H4CH2NH-、
CH2=C(CH3)(C=O)NH-、
CH2=CHCH2NH(C=O)NH-、
C6H5(N-)CH2CH=CH2、
-NH(NH2)C3N3CH=CH2
CH2=CH(CH2)O-、
CH2=CH(CH2)n3O-(n3=2~16)、
CH2=C(CH3)CH2O-、
CH2=CHC6H4O-、
CH2=CHC6H4CH2O-、
CH2=CH-O(CH2)n4O-(n4=1-16)、
CH2=CH-O(CH2)2O- (CH2)2O-
CH2=CH(CH2)S-、
CH2=CH(CH2)n5S-(n5=2~16)、
CH2=C(CH3)CH2S-、
CH2=CHC6H4S-、
CH2=CHC6H4CH2S-、
(CH2=CHCH2NCH2CH=CH2)2C3N3S-、
(CH2=CHCH2NH)2C3N3S-、
(CH2=CHCH2NCH2CH=CH2)C3N3(SH)S-、
(CH2=CHCH2NH)C3N3(SH)S-、
CH2=CHCOO-(CH2)n7-S-(n7=1~16)、
CH2=C(CH3)COO-(CH2)n8-S-(n8=1~16)
CH2=CH(CH2)- 、
CH2=CH(CH2)n6-(n6=2~16)、
CH2=C(CH3)CH2-、
CH2=CHC6H4-、
CH2=CHC6H4CH2-
CH2=CHNH-、
CH2=CH(CH2)n2NH-(n2=2~16) 、
CH2=CHCH2(N-)CH2CH=CH2、
CH2=C(CH3)CH2NH-、
CH2=CHCH2(N-)C(CH3)3、
CH2=CHC6H4NH-、
CH2=CHC6H4CH2NH-、
CH2=C(CH3)(C=O)NH-、
CH2=CHCH2NH(C=O)NH-、
C6H5(N-)CH2CH=CH2、
-NH(NH2)C3N3CH=CH2
CH2=CHO-、
CH2=CH(CH2)O-、
CH2=CH(CH2)n3O-(n3=2~16)、
CH2=C(CH3)CH2O-、
CH2=CHC6H4O-、
CH2=CHC6H4CH2O-、
CH2=CH-O(CH2)n4O-(n4=1-16)、
CH2=CH-O(CH2)2O- (CH2)2O-
CH2=CHS-、
CH2=CH(CH2)S-、
CH2=CH(CH2)n5S-(n5=2~16)、
CH2=C(CH3)CH2S-、
CH2=CHC6H4S-、
CH2=CHC6H4CH2S-、
(CH2=CHCH2NCH2CH=CH2)2C3N3S-、
(CH2=CHCH2NH)2C3N3S-、
(CH2=CHCH2NCH2CH=CH2)C3N3(SH)S-、
(CH2=CHCH2NH)C3N3(SH)S-、
CH2=CHCOO-(CH2)n7-S-(n7=1~16)、
CH2=C(CH3)COO-(CH2)n8-S-(n8=1~16)
CH2=CH-、
CH2=CH(CH2)- 、
CH2=CH(CH2)n6-(n6=2~16)、
CH2=C(CH3)CH2-、
CH2=CHC6H4-、
CH2=CHC6H4CH2-
該溶媒としては、水、アルコール(例えば、メタノール、エタノール、イソプロパノール、エチレングリコール、プロピレングリコール、セルソルブ、カルビトール)、ケトン(例えば、アセトン、メチルエチルケトン、シクロヘキサノン)、芳香族炭化水素(例えば、ベンゼン、トルエン、キシレン)、脂肪族炭化水素(例えば、ヘキサン、オクタン、デカン、ドデカン、オクタデカン)、エステル(例えば、酢酸エチル、プロピオン酸メチル、フタル酸メチル)、エーテル(例えば、テトラヒドロフラン、エチルブチルエーテル、アニソール)等などが挙げられる。
本実施形態に係る接合剤における前記化合物(α)の濃度は、好ましくは0.0001~10質量%、より好ましくは0.01~5.0質量%、さらに好ましくは0.1~3.0質量%である。
本実施形態に係る接合剤は、材料Aと、高分子材料Bとを接合するのに用いられることが好ましい。具体的には、本実施形態に係る接合剤は、材料Aを表面Aに有する基体Aと、高分子材料Bを表面Bに有する基体Bとを接合するのに用いられる。本実施形態に係る接合剤は、前記表面Aと前表面Bが該接合剤を介して当接するように用いられる。
前記材料Aは、前記高分子材料とは異なる材料である。
なお、本実施形態においては、「前記化合物(α)に含まれる『炭素-炭素二重結合』と反応できる『炭素-炭素二重結合』を有する高分子材料」とは、「変性されたことにより、前記化合物(α)に含まれる『炭素-炭素二重結合』と反応できる『炭素-炭素二重結合』を有することになった高分子材料」も含む概念である。
言い換えれば、本実施形態においては、「前記化合物(α)に含まれる『炭素-炭素二重結合』と反応できる『炭素-炭素二重結合』を有する高分子材料」とは、変性されたことにより、又は、変性されずに、前記化合物(α)に含まれる「炭素-炭素二重結合」と反応できる「炭素-炭素二重結合」を有する高分子材料を意味する。
ポリエチレン(PE)、ポリプロピレン(PP)、ポリスチレン(PS)、シクロオレフィンポリマー(COP)、シクロオレフィンコポリマー(COC)、ポリイミド、ポリフェニレンサルファイド(PPS)、ポリスルホン、ポリエーテルスルホン、ポリエーテルエーテルケトン、フッ素樹脂、シリコーン樹脂、ポリアミド、ポリエステル、液晶ポリマー(LCP)など。
添加剤としては、例えば、架橋剤、架橋促進剤、架橋助剤、ラジカル開始剤、カチオン開始剤、光重合開始剤、スコーチ防止剤、安定剤、老化防止剤、紫外線防止剤、充填剤、補強剤、可塑剤、軟化剤、着色剤、粘度調整剤、難燃剤などが挙げられる。
「OH基及びOH生成基の少なくとも何れか一方の官能基」と反応できる官能基としては、OH基、OH生成基等が挙げられる。
また、前記材料Aは、前記化合物(α)に含まれる「OH基及びOH生成基の少なくとも何れか一方の官能基」と反応する官能基を有しない場合には、前記基体Aの前記表面Aに、脱脂処理、コロナ放電処理、プラズマ放電処理、紫外線照射、酸処理、アルカリ処理、水蒸気処理、及び、化成処理の群から選ばれる1つまたは2つ以上の処理が施されて、前記基材Aが、前記表面AにOH基を有することが好ましい。
前記基材Aが、前記表面Aに「OH基及びOH生成基の少なくとも何れか一方の官能基」と反応できる官能基を有することで、前記化合物(α)に含まれる「OH基及びOH生成基の少なくとも何れか一方の官能基」と反応して、前記化合物(α)と化学結合することができ、その結果、接合力をより一層高め得る。
前記単一金属としては、Be,Mg,Ca,St,Ba,Ra,Sc,It,Ti,Zr,V,Nb,Ta,Cr,Mo,W,Mn,Fe,Co,ロジウム,Ir,Ni,パラジウム,Pt,Cu,Ag,Au,Zn,Cd,Hg,Al,Ge,Sn,Pb,An,Bi,ネオジム等が挙げられる。
前記合金としては、鉄合金、銅合金、アルミニウム合金、マグネシウム合金、亜鉛合金、錫合金、ニッケル合金、金合金、銀合金、白金合金、パラジウム合金、鉛合金、チタン合金、カドミウム合金、ジルコニウム合金、コバルト合金、クロム合金、モリブデン合金、タングステン合金、マンガン合金、フェライト系ステンレス、マルテンサイト系ステンレス、オースチナイト系ステンレス、析出強化型ステンレス、ニッケル-チタン合金、鉄-マンガン-チタン合金、超弾性合金(ニッケル-チタン合金)等が挙げられる。
また、前記金属は、機能性金属、アモルファス金属、繊維強化金属、形状記憶合金、超弾性合金であってもよい。
前記材料Aと、前記前記化合物(α)に含まれるトリアジン環とが、配位結合することにより、接合力がより一層高くなる。
トリアジン環と配位結合できるという点から、前記材料Aとしては、金属材料が好ましく、Cu、Zn、Ni、Feがより好ましい。
しかし、該基体Aの表面が粗いと、導体損失が生じ、その結果、伝送損失が生じてしまう。その結果、高周波領域においては、伝送信号の品質を確保することが難しくなってしまう。
しかしながら、本実施形態に係る接合剤を用いれば、銅を表面に有する基体Aの該表面の表面粗さが小さくても、銅を表面に有する基体Aと、樹脂基板たる基体Bの接合力を高めることができる。その結果、特に高周波領域においては、伝送信号の品質を確保しやすくなる。
よって、本実施形態に係る接合剤は、銅を表面に有する基体Aと、樹脂基板たる基体Bとを接合してフレキシブルプリント配線板(FPC)を製造するのに、特に好適に用いられる。
また、本実施形態に係る接合体の製造方法は、前記表面Aに、本実施形態に係る接合剤を設ける工程(X)と、前記表面Aと前記表面Bとが前記接合剤を介して当接するように、前記基体Aと前記基体Bとを突き合わせる工程(Y)と、前記表面Aと前表面Bとの前記接合剤を介した当接面を加圧することにより、前記接合体を得る工程(Z)とを備える。
そして、前記工程(Z)により、前記基体Bと、化合物(α)の炭素-炭素二重結合とが化学結合することで、基体Aと基体Bとの接合力を高めることができる。
前記工程(Z)では、当接面を、好ましくは0.01~50MPa、より好ましくは0.1~5MPaで加圧する。
また、前記工程(Z)の加圧を、好ましくは0~350℃、より好ましくは40~350℃、さらに好ましくは80~350℃の温度条件下で行う。
また、前記工程(Z)では、前記当接面を加熱しながら加圧してもよい。
次に、他実施形態について説明する。
なお、本実施形態と重複する説明は省略し、他実施形態で特に説明がないものは、本実施形態で説明したものと同じ内容とする。
また、他実施形態に係る接合体の製造方法では、本実施形態に係る接合剤を用いる。前記接合剤は、前記OH生成基としてアルコキシシリル基を有する。
さらに、他実施形態に係る接合体の製造方法は、前記高分子材料Bを表面Bに有する基体Bの該表面Bに、前記接合剤を設けることにより、前記表面Bに、前記トリアジン環及び前記アルコキシシリル基を出現させる工程(X’)と、前記表面Bの前記トリアジン環及び前記アルコキシシリル基に無電解めっき液を設けることにより、前記接合体を得る工程(YZ’)とを備える。
そして、前記工程(YZ‘)により、金属材料と、アルコキシシリル基とが化学結合することで、金属材料と高分子材料Bとの接合力を高めることができる。
また、前記工程(YZ‘)により、金属材料と、トリアジン環とが配位結合することで、金属材料と高分子材料Bとの接合力を高めることができる。
該無電解めっき液に含まれる金属材料としては、Ni、Cuなどが挙げられる。
該触媒としては、Pd、Agなどが挙げられる。
前記前記無電解めっき液が還元剤を含有することにより、前記工程(YZ’)で還元剤の酸化によって放出される電子により、金属材料が析出しやすくなり、その結果、金属材料と高分子材料Bとの接合力をより一層高めることができる。
また、他実施形態に係る接合剤におけるはく離強度は、5N/cm以上、好ましくは6N/cm以上、より好ましくは6~20N/cmである。
なお、他実施形態に係る接合剤において、はく離強度は、JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠して、50mm/minの速度ではく離させたときのはく離強度である。
なお、リフロー試験は、JIS C60068-2-58:2016に記載のリフロー法を意味する。
他実施形態に係る接合剤は、前記金属材料たる銅を有する銅箔の接合に用いられることが好ましい。
前記銅箔の接合する面の表面粗さ(Rz)は、好ましくは0.5~1.5μm、より好ましくは0.5~1.0μm、さらに好ましくは0.8μmである。
なお、表面粗さ(Rz)とは、JIS B0601:2013に準拠して求めた「表面粗さの算術平均粗さ」を意味する。また、「表面粗さの算術平均粗さ」は、平均線から測定曲線までの偏差の絶対値を合計し、基準長さで平均した値を意味する。
また、他実施形態に係る接合体におけるはく離強度は、5N/cm以上、好ましくは6N/cm以上、より好ましくは6~20N/cmである。
なお、他実施形態に係る接合体において、はく離強度は、JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠し、金属材料又は高分子材料を50mm/minの速度ではく離させたときのはく離強度である。
他実施形態に係る接合体は、前記金属材料たる銅を有する銅箔が接合されてなることが好ましい。
前記銅箔の接合する面の表面粗さ(Rz)は、好ましくは0.5~1.5μm、より好ましくは0.5~1.0μm、さらに好ましくは0.8μmである。
(合成1:中間体の生成)
500mLの三ッ口フラスコ内に、撹拌子と、塩化シアヌル(関東化学工業株式会社製)10.0g(54mmol)とを入れた。
次に、前記三ッ口フラスコに温度計および滴下ロートを取り付けた。
そして、前記三ッ口フラスコ内を窒素雰囲気にした。
次に、前記三ッ口フラスコ内に、テトラヒドロフラン(THF)100mLを加え、前記三ッ口フラスコ内を-10℃に冷却した。
そして、3-アミノプロピルトリエトキシシラン(東京化成工業株式会社製)11.95g(54mmol)と、テトラヒドロフラン(THF)(関東化学工業株式会社製)20mLとの混合溶液を30分に亘って徐々に前記三ッ口フラスコ内に滴下した。
次に、トリエチルアミン(TEA)(東京化成工業株式会社製)5.55g(59.4mmol)とテトラヒドロフラン(THF)20mLとの混合溶液を30分に亘って徐々に前記三ッ口フラスコ内に滴下した。
そして、前記三ッ口フラスコ内を-10℃に保ったまま、前記撹拌子を用いて前記三ッ口フラスコ内の内容物を撹拌し、下記反応により、中間体たる6-(3-トリエトキシシリルプロピルアミノ)-1,3,5-トリアジン-2,4-ジクロリドを生成した。
中間体を生成する反応を以下に示す。
そして、副生成物のトリエチルアミン塩酸塩が濾別された前記内容物をロータリーエバポレーターで濃縮、減圧乾燥を行い、精製した6-(3-トリエトキシシリルプロピルアミノ)-1,3,5-トリアジン-2,4-ジクロリドを得た。
300mLの三ッ口フラスコに、撹拌子と、精製した6-(3-トリエトキシシリルプロピルアミノ)-1,3,5-トリアジン-2,4-ジクロリド15.0g(40.6mmol)とを入れた。
次に、前記三ッ口フラスコに冷却管および滴下ロートを取り付けた。
そして、前記三ッ口フラスコ内を窒素雰囲気にした。
次に、前記三ッ口フラスコ内に、テトラヒドロフラン(THF)100mLを加えた。
そして、ジアリルアミン23.7g(243.6mmol)と、テトラヒドロフラン(THF)(関東化学工業株式会社製)50mLとの混合溶液を30分に亘って徐々に前記三ッ口フラスコ内に滴下した。
次に、前記三ッ口フラスコ内の温度を徐々に上げて前記三ッ口フラスコ内で還流を行い、前記三ッ口フラスコ内で還流を行った状態で、前記撹拌子を用いて前記三ッ口フラスコ内の内容物を48時間撹拌し、下記反応により、化合物(α)たる2,4-ビス(ジアリルアミノ)-6-(3-トリエトキシシリルプロピル)アミノ-1,3,5-トリアジンを生成した。
中間体から化合物(α)を生成する反応を以下に示す。
そして、濾過助剤(商品名:セライト)を用いて前記内容物を吸引濾過し、濾液を得た。
次に、該濾液をロータリーエバポレーターで濃縮、減圧乾燥を行い、精製した2,4-ビス(ジアリルアミノ)-6-(3-トリエトキシシリルプロピル)アミノ-1,3,5-トリアジンを得た。
化合物(α)たる2,4-ビス(ジアリルアミノ)-6-(3-トリエトキシシリルプロピル)アミノ-1,3,5-トリアジンと、エタノール(EtOH)とを混合して、化合物(α)の濃度が0.1質量%である接合剤を調製した。
基体Aとして、マット面(Rz=0.8μm)を有する銅箔(福田金属箔粉工業(株)製の超低粗度無粗化処理電解銅箔T9DA)(30mm×60mm)を2枚用意した。
また、基体Bとして、プリプレグシート(プリプレグシートにおける樹脂組成物は、末端に炭素-炭素二重結合を有する変性ポリフェニレンエーテル(m-PPE)と、ラジカル開始剤(重合開始剤)としての過酸化物を含む。)(30mm×60mm)を用意した。なお、前記銅箔の弾性率は120GPaである。前記プリプレグシートの弾性率は2.6GPaである。
そして、前記銅箔2枚を前記接合剤に1分間浸漬し、ドライヤーで乾燥させたのち、120℃のオーブンで10分間加熱した。
次に、銅箔、プリプレグシート、及び、銅箔をこの順で積層させ、プレス機でプレスして(プレス条件:「177℃、0.8MPa、30分」→「216℃、0.8MPa、60分」)、接合体を得た。
そして、該接合体を切断し、30mm×10mmの接合体を6枚作成した。
1枚の30mm×10mmの接合体を用い、JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠して、一方の銅箔を50mm/minの速度ではく離させ、はく離接着強さ(以下、「はく離強度」ともいう。)を測定した。
結果を下記表1に示す。
5枚の30mm×10mmの接合体に対して、はんだリフロー試験(260℃)(以下、単に「リフロー試験」ともいう。)を行った。
そして、初期のはく離接着強さ試験と同様に、リフロー試験後の5枚の30mm×10mmの接合体のはく離強度を測定した。
結果(算術平均値、n=5)を下記表1に示す。
接合剤での浸漬、ドライヤーでの乾燥、及び、オーブンの加熱を行ったこと以外は、実施例1と同様にして、接合体を作製し、初期のはく離接着強さ試験及びはんだリフロー試験後のはく離接着強さ試験を行った。
結果を下記表1に示す。
化合物(α)の代わりに、ビニルトリエトキシシランを用いたこと以外は、実施例1と同様にして、接合体を作製し、初期のはく離接着強さ試験及びはんだリフロー試験後のはく離接着強さ試験を行った。
結果を下記表1に示す。
化合物(α)の代わりに、3-アクリロキシプロピルトリメトキシシランを用いたこと以外は、実施例1と同様にして、接合体を作製し、初期のはく離接着強さ試験及びはんだリフロー試験後のはく離接着強さ試験を行った。
結果を下記表1に示す。
このことから、本開示によれば、接合力を高め得ることがわかる。
なお、基材破壊が起こるとされるはく離強度は、5N/cmであり、実施例1では、この値を超えていた。
結果を上記表1の結果とともに下記表2に示す。
なお、はく離強度の評価基準は、下記のとおりである。
「◎」:6.0N/cm以上
「〇」:5.0N/cm以上6.0N/cm未満
「×」:5.0N/cm未満
このことから、本開示によれば、銅箔の表面粗さ(Rz)が異なっても、はく離強度を5.0N/cm以上とすることができ、接合力の高い接合体を得ることができることがわかる。
Claims (34)
- 1分子中に、OH基及びOH生成基の少なくとも何れか一方の官能基と、炭素-炭素二重結合を含む有機基と、トリアジン環とを有する、化合物。
- 前記OH生成基としてアルコキシシリル基を有する、請求項1に記載の化合物。
- 下記一般式(1)で表される、請求項1又は2に記載の化合物。
Jは、炭素-炭素二重結合を含む有機基であり、
Eは、OH基又はOH生成基を含む基であり、
Qは、前記Jと同一若しくは異なる、炭素-炭素二重結合を含む有機基、又は、NR1(R2)であり、
前記R1及びR2は、それぞれH、炭素数が1~24である炭化水素基、又は、-RSi(R’)n1(OR’’)3-n1であり、同一であっても異なっていてもよく、
前記Rは、炭素数1~12の鎖状で二価の炭化水素基であり、
前記R’は、炭素数1~4の鎖状の炭化水素基であり、
前記R’’は、H、又は、炭素数が1~4の鎖状の炭化水素基であり、
前記n1は、0~2の整数である。) - 前記一般式(1)中のEが、前記NR1(R2)である、請求項3に記載の化合物。
- 前記一般式(1)中のQが、前記Jである、請求項4に記載の化合物。
- 前記一般式(1)中のQが、前記NR1(R2)である、請求項4に記載の化合物。
- 前記炭素-炭素二重結合を含む有機基として、下記官能基の少なくとも何れか一を有する、請求項1~6の何れか一項に記載の化合物。
CH2=CHNH-、
CH2=CH(CH2)NH-、
CH2=CH(CH2)n2NH-(n2=2~16) 、
CH2=CHCH2(N-)CH2CH=CH2、
CH2=C(CH3)CH2NH-、
CH2=CHCH2(N-)C(CH3)3、
CH2=CHC6H4NH-、
CH2=CHC6H4CH2NH-、
CH2=C(CH3)(C=O)NH-、
CH2=CHCH2NH(C=O)NH-、
C6H5(N-)CH2CH=CH2、
-NH(NH2)C3N3CH=CH2、
CH2=CHO-、
CH2=CH(CH2)O-、
CH2=CH(CH2)n3O-(n3=2~16)、
CH2=C(CH3)CH2O-、
CH2=CHC6H4O-、
CH2=CHC6H4CH2O-、
CH2=CH-O(CH2)n4O-(n4=1-16)、
CH2=CH-O(CH2)2O- (CH2)2O-、
CH2=CHS-、
CH2=CH(CH2)S-、
CH2=CH(CH2)n5S-(n5=2~16)、
CH2=C(CH3)CH2S-、
CH2=CHC6H4S-、
CH2=CHC6H4CH2S-、
(CH2=CHCH2NCH2CH=CH2)2C3N3S-、
(CH2=CHCH2NH)2C3N3S-、
(CH2=CHCH2NCH2CH=CH2)C3N3(SH)S-、
(CH2=CHCH2NH)C3N3(SH)S-、
CH2=CHCOO-(CH2)n7-S-(n7=1~16)、
CH2=C(CH3)COO-(CH2)n8-S-(n8=1~16)、
CH2=CH-、
CH2=CH(CH2)- 、
CH2=CH(CH2)n6-(n6=2~16)、
CH2=C(CH3)CH2-、
CH2=CHC6H4-、
CH2=CHC6H4CH2-、
- 請求項1~7の何れか一項の何れかに記載の化合物(α)を含有する、接合剤。
- 材料Aと高分子材料Bとを接合するのに用いられる、請求項8に記載の接合剤。
- 前記材料Aが金属材料である、請求項9に記載の接合剤。
- 前記材料Aと前記高分子材料Bとが、請求項9又は10に記載の接合剤により接合されてなる、接合体。
- 請求項11に記載の接合体を含む、プリント基板。
- 材料Aを表面Aに有する基体Aと、高分子材料Bを表面Bに有する基体Bとが、接合剤によって接合してなる接合体を作製する、接合体の製造方法であって、
前記表面Aに、請求項9又は10に記載の接合剤を設ける工程(X)と、
前記表面Aと前記表面Bとが前記接合剤を介して当接するように、前記基体Aと前記基体Bとを突き合わせる工程(Y)と、
前記表面Aと前表面Bとの前記接合剤を介した当接面を加圧することにより、前記接合体を得る工程(Z)と、
を備える、接合体の製造方法。 - 前記工程(X)前に、脱脂処理、コロナ放電処理、プラズマ放電処理、紫外線照射、酸処理、アルカリ処理、水蒸気処理、及び、化成処理の群から選ばれる1つまたは2つ以上の処理を前記表面Aに施すことにより、前記表面AにOH基を生成する工程(A)をさらに備える、請求項13に記載の接合体の製造方法。
- 前記工程(X)後に前記表面A及び前記接合剤を加熱することにより、前記表面AのOH基と、前記化合物(α)のOH基及びOH生成基の少なくとも何れか一方の官能基を脱水縮合により化学結合させる、請求項14に記載の接合体の製造方法。
- 前記工程(X)では、前記表面Aを前記接合剤に浸漬し、前記表面Aに前記接合剤をスプレーで吹き付け、又は、前記表面Aに前記接合剤をコーティング装置で塗布することにより、前記表面Aに前記接合剤を設ける、請求項13~15の何れか一項に記載の接合体の製造方法。
- 前記(Z)では、前記高分子材料Bと前記接着剤とが接するように、前記表面後前表面Bとの前記接合剤を買いした当接面を加圧する、請求項13~16の何れか一項に記載の接合体の製造方法。
- 前記工程(Z)の加圧を0~350℃の温度条件下で行う、請求項13~17の何れか一項に記載の接合体の製造方法。
- 前記工程(Z)では、前記当接面を加熱しながら加圧する、請求項13~18の何れか一項に記載の接合体の製造方法。
- 金属材料と高分子材料Bとが接合剤により接合されてなる接合体を作製する、接合体の製造方法であって、
請求項10に記載の接合剤を用い、
前記接合剤は、前記OH生成基としてアルコキシシリル基を有し、
前記高分子材料Bを表面Bに有する基体Bの該表面Bに、前記接合剤を設けることにより、前記表面Bに、前記トリアジン環及び前記アルコキシシリル基を出現させる工程と、
前記表面Bの前記トリアジン環及び前記アルコキシシリル基に無電解めっき液を設けることにより、前記接合体を得る工程と、
を備える、接合体の製造方法。 - 金属材料と高分子材料Bとの接合に用いられる、接合剤であって、
JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠して、50mm/minの速度ではく離させたときの、はく離強度が5N/cm以上である、接合剤。 - 260℃でのはんだリフロー試験後のはく離強度が5N/cm以上である、請求項21に記載の接合剤。
- 前記金属材料たる銅を有する銅箔の接合に用いられる、請求項21又は22に記載の接合剤。
- 前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.5μmである、請求項23に記載の接合剤。
- 前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.0μmである、請求項23に記載の接合剤。
- 前記銅箔の接合する面の表面粗さ(Rz)が、0.8μmである、請求項23に記載の接合剤。
- 下記一般式(1)で表される化合物(α)を含有する、請求項21~26の何れか一項に記載の接合剤。
Jは、炭素-炭素二重結合を含む有機基であり、
Eは、OH基又はOH生成基を含む基であり、
Qは、前記Jと同一若しくは異なる、炭素-炭素二重結合を含む有機基、又は、NR1(R2)であり、
前記R1及びR2は、それぞれH、炭素数が1~24である炭化水素基、又は、-RSi(R’)n1(OR’’)3-n1であり、同一であっても異なっていてもよく、
前記Rは、炭素数1~12の鎖状で二価の炭化水素基であり、
前記R’は、炭素数1~4の鎖状の炭化水素基であり、
前記R’’は、H、又は、炭素数が1~4の鎖状の炭化水素基であり、
前記n1は、0~2の整数である。) - 金属材料と高分子材料Bとが接合剤により接合されてなる、接合体であって、
JIS K6854-1:1999「接着剤-はく離接着強さ試験方法-第1部:90度はく離」の方法に準拠し、金属材料又は高分子材料を50mm/minの速度ではく離させたときの、はく離強度が5N/cm以上である、接合体。 - 260℃でのはんだリフロー試験後のはく離強度が5N/cm以上である、請求項28に記載の接合体。
- 前記金属材料たる銅を有する銅箔が接合されてなる、請求項28又は29に記載の接合体。
- 前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.5μmである、請求項30に記載の接合体。
- 前記銅箔の接合する面の表面粗さ(Rz)が、0.5~1.0μmである、請求項30に記載の接合体。
- 前記銅箔の接合する面の表面粗さ(Rz)が、0.8μmである、請求項30に記載の接合体。
- 請求項27~33の何れか一項に記載の接合体を含む、プリント基板。
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JP2012509979A (ja) * | 2008-11-26 | 2012-04-26 | シュルンベルジェ ホールディングス リミテッド | カップリング剤およびカップリング剤を使用して生成される組成物 |
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WO2020158604A1 (ja) * | 2019-01-30 | 2020-08-06 | Agc株式会社 | 積層体及びその製造方法、複合積層体の製造方法、並びにポリマーフィルムの製造方法 |
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JP2012509979A (ja) * | 2008-11-26 | 2012-04-26 | シュルンベルジェ ホールディングス リミテッド | カップリング剤およびカップリング剤を使用して生成される組成物 |
WO2012077676A1 (ja) | 2010-12-07 | 2012-06-14 | 株式会社朝日ラバー | 被着材料と過酸化物含有高分子材料との接着体及びその製造方法 |
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JPWO2022145352A1 (ja) | 2022-07-07 |
TW202241916A (zh) | 2022-11-01 |
KR20230127971A (ko) | 2023-09-01 |
CN115667276A (zh) | 2023-01-31 |
EP4269419A1 (en) | 2023-11-01 |
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