JPWO2014112541A1 - Curable anisotropic conductive material for electronic parts, connection structure, and method of manufacturing connection structure - Google Patents

Curable anisotropic conductive material for electronic parts, connection structure, and method of manufacturing connection structure Download PDF

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Publication number
JPWO2014112541A1
JPWO2014112541A1 JP2014504102A JP2014504102A JPWO2014112541A1 JP WO2014112541 A1 JPWO2014112541 A1 JP WO2014112541A1 JP 2014504102 A JP2014504102 A JP 2014504102A JP 2014504102 A JP2014504102 A JP 2014504102A JP WO2014112541 A1 JPWO2014112541 A1 JP WO2014112541A1
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electrode
curable composition
connection
conductive particles
conductive
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JP2014504102A
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JP5681327B2 (en
Inventor
石澤　英亮
英亮 石澤
敬士 久保田
敬士 久保田
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Sekisui Chemical Co Ltd
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Sekisui Chemical Co Ltd
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    • H01L24/80—Methods for connecting semiconductor or other solid state bodies using means for bonding being attached to, or being formed on, the surface to be connected
    • H01L24/81—Methods for connecting semiconductor or other solid state bodies using means for bonding being attached to, or being formed on, the surface to be connected using a bump connector
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    • 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
    • H05K3/30—Assembling printed circuits with electric components, e.g. with resistor
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Abstract

速やかに硬化させることができ、更に銅電極を接続した場合であっても導通性を高めることができる電子部品用硬化性組成物を提供する。本発明に係る電子部品用硬化性組成物は、銅電極の接続に用いられる。本発明に係る電子部品用硬化性組成物は、熱硬化性化合物と、潜在性硬化剤と、芳香族骨格を有するイミダゾール化合物とを含む。Provided is a curable composition for an electronic component that can be cured quickly and that can enhance conductivity even when a copper electrode is connected. The curable composition for electronic components according to the present invention is used for connection of a copper electrode. The curable composition for electronic components according to the present invention includes a thermosetting compound, a latent curing agent, and an imidazole compound having an aromatic skeleton.

Description

本発明は、銅電極の接続に用いられる電子部品用硬化性組成物に関する。また、本発明は、上記電子部品用硬化性組成物を用いた接続構造体及び接続構造体の製造方法に関する。   The present invention relates to a curable composition for electronic parts used for connecting copper electrodes. Moreover, this invention relates to the manufacturing method of the connection structure which used the said curable composition for electronic components, and a connection structure.

熱硬化性樹脂組成物は、電子、建築及び車両等の各種用途に広く用いられている。また、様々な接続対象部材の電極間を電気的に接続するために、上記熱硬化性樹脂組成物に、導電性粒子が配合されることがある。導電性粒子を含む熱硬化性樹脂組成物は、異方性導電材料と呼ばれている。   Thermosetting resin compositions are widely used in various applications such as electronics, architecture, and vehicles. Moreover, in order to electrically connect between electrodes of various members to be connected, conductive particles may be blended with the thermosetting resin composition. A thermosetting resin composition containing conductive particles is called an anisotropic conductive material.

上記異方性導電材料は、ＩＣチップとフレキシブルプリント回路基板との接続、及びＩＣチップとＩＴＯ電極を有する回路基板との接続等に使用されている。例えば、ＩＣチップの電極と回路基板の電極との間に異方性導電材料を配置した後、加熱及び加圧することにより、これらの電極を導電性粒子により電気的に接続できる。   The anisotropic conductive material is used for connection between an IC chip and a flexible printed circuit board, connection between an IC chip and a circuit board having an ITO electrode, and the like. For example, after disposing an anisotropic conductive material between the electrode of the IC chip and the electrode of the circuit board, these electrodes can be electrically connected by conductive particles by heating and pressing.

上記熱硬化性樹脂組成物の一例として、下記の特許文献１には、（ａ）エポキシ樹脂と、（ｂ）硬化促進剤とを含む組成物が開示されている。特許文献１の実施例では、上記（ｂ）硬化促進剤として、イミダゾール類が用いられている。特許文献１では、上記組成物を半導体封止用フィルム状接着剤として用いることが提案されている。   As an example of the thermosetting resin composition, Patent Document 1 below discloses a composition containing (a) an epoxy resin and (b) a curing accelerator. In the Example of patent document 1, imidazoles are used as said (b) hardening accelerator. In patent document 1, it is proposed to use the said composition as a film-form adhesive for semiconductor sealing.

特開２００９−２５６５８８号公報JP 2009-256588 A

近年、電子部品の電極間などを効率的に接続するために、組成物の硬化に要する加熱時間を短くすることが求められている。加熱時間を短くすることにより、得られる電子部品の熱劣化を抑制できる。   In recent years, in order to efficiently connect electrodes of electronic components, it has been required to shorten the heating time required for curing the composition. By shortening the heating time, thermal deterioration of the obtained electronic component can be suppressed.

特許文献１では、半導体装置において封止に組成物を用いた場合に作業性に優れており、３００℃以上に加熱した場合であってもボイドの発生を十分に抑制することができるとともに、接続信頼性と絶縁信頼性とに十分優れた半導体装置を製造可能であることが記載されている。しかし、特許文献１に記載のような従来の硬化性組成物では、充分に早く熱硬化しないことがある。また、銅電極の表面は、通常耐熱プリフラックス処理されている。このような銅電極を電気的に接続するために、従来の硬化性組成物を用いた場合には、導通性が低くなることがある。   In Patent Document 1, workability is excellent when a composition is used for sealing in a semiconductor device, and generation of voids can be sufficiently suppressed even when heated to 300 ° C. or higher. It is described that a semiconductor device sufficiently excellent in reliability and insulation reliability can be manufactured. However, the conventional curable composition as described in Patent Document 1 may not be thermally cured sufficiently quickly. Further, the surface of the copper electrode is usually subjected to a heat-resistant preflux treatment. In order to electrically connect such a copper electrode, when a conventional curable composition is used, conductivity may be lowered.

本発明の目的は、速やかに硬化させることができ、更に銅電極を接続した場合であっても導通性を高めることができる電子部品用硬化性組成物を提供すること、並びに該電子部品用硬化性組成物を用いた接続構造体及び接続構造体の製造方法を提供することである。   An object of the present invention is to provide a curable composition for an electronic component that can be cured quickly and can enhance electrical conductivity even when a copper electrode is connected, and to cure the electronic component. It is providing the manufacturing method of the connection structure using a conductive composition, and a connection structure.

本発明の広い局面によれば、銅電極の接続に用いられる電子部品用硬化性組成物であって、熱硬化性化合物と、潜在性硬化剤と、芳香族骨格を有するイミダゾール化合物とを含む、電子部品用硬化性組成物が提供される。   According to a wide aspect of the present invention, there is provided a curable composition for electronic components used for connecting copper electrodes, including a thermosetting compound, a latent curing agent, and an imidazole compound having an aromatic skeleton. A curable composition for electronic components is provided.

本発明に係る電子部品用硬化性組成物のある特定の局面では、前記潜在性硬化剤が、マイクロカプセル型イミダゾール硬化剤である。   On the specific situation with the curable composition for electronic components which concerns on this invention, the said latent hardener is a microcapsule type imidazole hardener.

本発明に係る電子部品用硬化性組成物のある特定の局面では、該電子部品用硬化性組成物は、導電性粒子を含む。   On the specific situation with the curable composition for electronic components which concerns on this invention, this curable composition for electronic components contains electroconductive particle.

本発明に係る電子部品用硬化性組成物のある特定の局面では、前記導電性粒子が、導電性の外側の表面がはんだである導電性粒子である。   On the specific situation with the curable composition for electronic components which concerns on this invention, the said electroconductive particle is an electroconductive particle whose outer surface of electroconductivity is a solder.

本発明に係る電子部品用硬化性組成物のある特定の局面では、前記硬化性組成物が、ペーストである。   On the specific situation with the curable composition for electronic components which concerns on this invention, the said curable composition is a paste.

本発明の広い局面によれば、第１の電極を表面に有する第１の接続対象部材と、第２の電極を表面に有する第２の接続対象部材と、前記第１の接続対象部材と前記第２の接続対象部材とを接続している接続部とを備え、前記接続部が、上述した電子部品用硬化性組成物を硬化させることにより形成されており、前記第１の電極及び前記第２の電極の内の少なくとも一方が銅電極であり、前記第１の電極と前記第２の電極とが電気的に接続されている、接続構造体が提供される。   According to a wide aspect of the present invention, a first connection target member having a first electrode on the surface, a second connection target member having a second electrode on the surface, the first connection target member, and the A connecting portion connecting to a second connection target member, wherein the connecting portion is formed by curing the curable composition for electronic components described above, and the first electrode and the first A connection structure is provided in which at least one of the two electrodes is a copper electrode, and the first electrode and the second electrode are electrically connected.

本発明に係る接続構造体のある特定の局面では、前記電子部品用硬化性組成物が導電性粒子を含み、前記第１の電極と前記第２の電極とが前記導電性粒子により電気的に接続されている。   In a specific aspect of the connection structure according to the present invention, the curable composition for electronic components includes conductive particles, and the first electrode and the second electrode are electrically connected to the conductive particles. It is connected.

本発明の広い局面によれば、第１の電極を表面に有する第１の接続対象部材と、第２の電極を表面に有する第２の接続対象部材との間に、上述した電子部品用硬化性組成物を配置する工程と、前記電子部品用硬化性組成物を硬化させることにより、前記第１の接続対象部材と前記第２の接続対象部材とを接続している接続部を形成し、前記第１の電極と前記第２の電極とが電気的に接続されている接続構造体を得る工程とを備え、前記第１の電極及び前記第２の電極の内の少なくとも一方が銅電極である、接続構造体の製造方法が提供される。   According to the wide aspect of the present invention, the above-described curing for electronic components is performed between the first connection target member having the first electrode on the surface and the second connection target member having the second electrode on the surface. Forming a connecting portion connecting the first connection target member and the second connection target member by curing the curable composition for electronic components, Obtaining a connection structure in which the first electrode and the second electrode are electrically connected, and at least one of the first electrode and the second electrode is a copper electrode A method for manufacturing a connection structure is provided.

本発明に係る接続構造体の製造方法のある特定の局面では、前記電子部品用硬化性組成物が導電性粒子を含み、前記第１の電極と前記第２の電極とが前記導電性粒子により電気的に接続されている接続構造体を得る。   On the specific situation with the manufacturing method of the connection structure which concerns on this invention, the said curable composition for electronic components contains electroconductive particle, and the said 1st electrode and the said 2nd electrode are the said electroconductive particle. A connection structure that is electrically connected is obtained.

本発明に係る電子部品用硬化性組成物は、熱硬化性化合物と、潜在性硬化剤と、芳香族骨格を有するイミダゾール化合物とを含むので、速やかに硬化させることができる。さらに、本発明に係る電子部品用硬化性組成物を用いて、銅電極を接続した場合に、導通性を高めることができる。   Since the curable composition for electronic components according to the present invention contains a thermosetting compound, a latent curing agent, and an imidazole compound having an aromatic skeleton, it can be cured quickly. Furthermore, when the copper electrode is connected using the curable composition for electronic components according to the present invention, the electrical conductivity can be increased.

図１は、本発明の一実施形態に係る電子部品用硬化性組成物を用いた接続構造体を模式的に示す断面図である。FIG. 1 is a cross-sectional view schematically showing a connection structure using a curable composition for electronic parts according to an embodiment of the present invention. 図２は、図１に示す接続構造体の変形例を模式的に示す断面図である。FIG. 2 is a cross-sectional view schematically showing a modification of the connection structure shown in FIG. 図３は、本発明の一実施形態に係る電子部品用硬化性組成物に使用可能な導電性粒子を模式的に示す断面図である。FIG. 3 is a cross-sectional view schematically showing conductive particles that can be used in the curable composition for electronic components according to one embodiment of the present invention. 図４は、導電性粒子の変形例を示す断面図である。FIG. 4 is a cross-sectional view showing a modification of the conductive particles. 図５は、導電性粒子の他の変形例を示す断面図である。FIG. 5 is a cross-sectional view showing another modified example of conductive particles.

以下、本発明の詳細を説明する。   Details of the present invention will be described below.

（電子部品用硬化性組成物）
本発明に係る電子部品用硬化性組成物（以下、硬化性組成物と略記することがある）は、熱硬化性化合物と、潜在性硬化剤と、芳香族骨格を有するイミダゾール化合物とを含む。上記硬化性組成物は、銅電極の接続に用いられる。上記硬化性組成物は電子部品に用いられる。上記硬化性組成物は、電子部品の接続に好適に用いられる。上記硬化性組成物は、電子部品用接続材料であることが好ましい。上記硬化性組成物は、電子部品用回路接続材料であることが好ましい。(Curable composition for electronic parts)
The curable composition for electronic components according to the present invention (hereinafter sometimes abbreviated as curable composition) includes a thermosetting compound, a latent curing agent, and an imidazole compound having an aromatic skeleton. The said curable composition is used for the connection of a copper electrode. The said curable composition is used for an electronic component. The said curable composition is used suitably for the connection of an electronic component. It is preferable that the said curable composition is a connection material for electronic components. It is preferable that the said curable composition is a circuit connection material for electronic components.

本発明に係る電子部品用硬化性組成物は、上述した組成を有するので、速やかに硬化させることができる。さらに、本発明に係る電子部品用硬化性組成物は、上述した組成を有するので、銅電極を接続した場合に、導通性を高めることができる。   Since the curable composition for electronic components according to the present invention has the above-described composition, it can be cured quickly. Furthermore, since the curable composition for electronic components according to the present invention has the above-described composition, it is possible to improve conductivity when a copper electrode is connected.

また、銅電極の表面は、通常耐熱プリフラックス処理されている。本発明では、このような耐熱プリフラックス処理された銅電極を接続したとしても、導通性を高めることができる。上記芳香族骨格を有するイミダゾール化合物は、銅電極の導通性の向上に大きく寄与する。一方で、芳香族骨格を有するイミダゾール化合物のみを用いて、潜在性硬化剤を用いなかった場合には、上記熱硬化性化合物を十分に硬化させることができなかったり、組成物の保存安定性が低くなったり、組成物の硬化速度が遅くなったりする。本発明では、主として上記潜在性硬化剤により上記熱硬化性化合物を早く硬化させ、主として上記芳香族骨格を有するイミダゾール化合物により銅電極の導通性を高めている。従って、本発明では、銅電極の接続において、潜在性硬化剤と、芳香族骨格を有するイミダゾール化合物とを組み合わせたことに大きな意味がある。   Further, the surface of the copper electrode is usually subjected to a heat-resistant preflux treatment. In this invention, even if it connects the copper electrode by which such a heat-resistant preflux process was connected, electroconductivity can be improved. The imidazole compound having an aromatic skeleton greatly contributes to the improvement of the conductivity of the copper electrode. On the other hand, when only the imidazole compound having an aromatic skeleton is used and the latent curing agent is not used, the thermosetting compound cannot be sufficiently cured, or the storage stability of the composition is low. It becomes low, or the curing rate of the composition becomes slow. In the present invention, the thermosetting compound is rapidly cured mainly by the latent curing agent, and the conductivity of the copper electrode is enhanced mainly by the imidazole compound having the aromatic skeleton. Therefore, in the present invention, there is a great significance in combining the latent curing agent and the imidazole compound having an aromatic skeleton in the connection of the copper electrode.

さらに、本発明では、硬化物の耐湿熱性を高めることができる。また、硬化物の耐熱衝撃性も高めることができる。   Furthermore, in the present invention, the moisture and heat resistance of the cured product can be enhanced. Moreover, the thermal shock resistance of the cured product can be improved.

以下、本発明に係る電子部品用硬化性組成物に含まれている各成分の詳細を説明する。   Hereinafter, the detail of each component contained in the curable composition for electronic components which concerns on this invention is demonstrated.

［熱硬化性化合物］
上記熱硬化性化合物としては、オキセタン化合物、エポキシ化合物、エピスルフィド化合物、（メタ）アクリル化合物、フェノール化合物、アミノ化合物、不飽和ポリエステル化合物、ポリウレタン化合物、シリコーン化合物及びポリイミド化合物等が挙げられる。上記熱硬化性化合物は、１種のみが用いられてもよく、２種以上が併用されてもよい。[Thermosetting compound]
Examples of the thermosetting compound include oxetane compounds, epoxy compounds, episulfide compounds, (meth) acrylic compounds, phenolic compounds, amino compounds, unsaturated polyester compounds, polyurethane compounds, silicone compounds, and polyimide compounds. As for the said thermosetting compound, only 1 type may be used and 2 or more types may be used together.

エポキシ化合物は、硬化物の接着力が高く、硬化物の耐水性及び耐熱性にも優れている性質を有する。従って、上記熱硬化性化合物は、エポキシ化合物であることが好ましい。   The epoxy compound has properties that the cured product has high adhesive strength and is excellent in water resistance and heat resistance of the cured product. Therefore, the thermosetting compound is preferably an epoxy compound.

上記エポキシ化合物としては、ビスフェノール型エポキシ化合物、フェノールノボラック型エポキシ化合物、ビフェニルノボラック型エポキシ化合物、ビフェノール型エポキシ化合物、レゾルシン型エポキシ化合物、ナフタレン型エポキシ化合物、フルオレン型エポキシ化合物、フェノールアラルキル型エポキシ化合物、ナフトールアラルキル型エポキシ化合物、ジシクロペンタジエン型エポキシ化合物、アントラセン型エポキシ化合物、アダマンタン骨格を有するエポキシ化合物、トリシクロデカン骨格を有するエポキシ化合物、及びトリアジン核を骨格に有するエポキシ化合物等が挙げられる。上記ビスフェノール型エポキシ化合物としては、ビスフェノールＡ型エポキシ化合物、ビスフェノールＦ型エポキシ化合物及びビスフェノールＳ型エポキシ化合物等が挙げられる。   The above epoxy compounds include bisphenol type epoxy compounds, phenol novolac type epoxy compounds, biphenyl novolac type epoxy compounds, biphenol type epoxy compounds, resorcin type epoxy compounds, naphthalene type epoxy compounds, fluorene type epoxy compounds, phenol aralkyl type epoxy compounds, naphthol. Examples include aralkyl type epoxy compounds, dicyclopentadiene type epoxy compounds, anthracene type epoxy compounds, epoxy compounds having an adamantane skeleton, epoxy compounds having a tricyclodecane skeleton, and epoxy compounds having a triazine nucleus in the skeleton. Examples of the bisphenol type epoxy compound include a bisphenol A type epoxy compound, a bisphenol F type epoxy compound, and a bisphenol S type epoxy compound.

上記エポキシ化合物は、エポキシ基及びラジカル重合性基を有していてもよい。上記ラジカル重合性基は、ラジカルによって付加重合することが可能な基を意味する。上記ラジカル重合性基としては、不飽和二重結合を含む基等が挙げられる。上記ラジカル重合性基の具体例としては、アリル基、イソプロペニル基、マレオイル基、スチリル基、ビニルベンジル基、（メタ）アクリロイル基及びビニル基などが挙げられる。なお、（メタ）アクリロイル基とは、アクリロイル基とメタクリロイル基とを意味する。   The epoxy compound may have an epoxy group and a radical polymerizable group. The radical polymerizable group means a group capable of addition polymerization by a radical. Examples of the radical polymerizable group include a group containing an unsaturated double bond. Specific examples of the radical polymerizable group include allyl group, isopropenyl group, maleoyl group, styryl group, vinylbenzyl group, (meth) acryloyl group and vinyl group. The (meth) acryloyl group means an acryloyl group and a methacryloyl group.

組成物の速硬化性及び硬化物の耐湿熱性をより一層高める観点からは、上記ラジカル重合性基は、ビニル基を有することが好ましく、（メタ）アクリロイル基であることがより好ましい。上記ラジカル重合性基が（メタ）アクリロイル基である場合に、上記ラジカル重合性基はビニル基を有する。   From the viewpoint of further improving the fast curability of the composition and the heat and moisture resistance of the cured product, the radical polymerizable group preferably has a vinyl group, and more preferably a (meth) acryloyl group. When the radical polymerizable group is a (meth) acryloyl group, the radical polymerizable group has a vinyl group.

組成物の速硬化性をより一層高める観点からは、上記エポキシ化合物は、両末端にエポキシ基を有することが好ましい。硬化物の耐湿熱性をより一層高める観点からは、上記エポキシ化合物は、側鎖にビニル基を有することが好ましく、（メタ）アクリロイル基を有することが好ましく、側鎖に（メタ）アクリロイル基を有することが好ましい。   From the viewpoint of further improving the quick curability of the composition, the epoxy compound preferably has an epoxy group at both ends. From the viewpoint of further improving the heat and humidity resistance of the cured product, the epoxy compound preferably has a vinyl group in the side chain, preferably has a (meth) acryloyl group, and has a (meth) acryloyl group in the side chain. It is preferable.

組成物の速硬化性及び硬化物の耐湿熱性をより一層高める観点からは、上記エポキシ化合物の重量平均分子量は、好ましくは５００以上、より好ましくは１０００以上、好ましくは１５００００以下、より好ましくは５００００以下、更に好ましくは１５０００以下である。   From the viewpoint of further improving the rapid curability of the composition and the heat and moisture resistance of the cured product, the weight average molecular weight of the epoxy compound is preferably 500 or more, more preferably 1000 or more, preferably 150,000 or less, more preferably 50000 or less. More preferably, it is 15000 or less.

上記エポキシ化合物の重量平均分子量は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）により測定されたポリスチレン換算での重量平均分子量を示す。   The weight average molecular weight of the epoxy compound indicates a weight average molecular weight in terms of polystyrene measured by gel permeation chromatography (GPC).

上記エポキシ化合物は、ジオール化合物と２つのエポキシ基を有する化合物とを用いた反応物であることがより好ましい。上記エポキシ化合物は、ジオール化合物と２つのエポキシ基を有する化合物との反応物に、ビニル基を有する化合物又はエポキシ基を有する化合物を反応させることにより得られることが好ましい。   The epoxy compound is more preferably a reaction product using a diol compound and a compound having two epoxy groups. The epoxy compound is preferably obtained by reacting a reaction product of a diol compound and a compound having two epoxy groups with a compound having a vinyl group or a compound having an epoxy group.

上記エポキシ化合物は、側鎖にビニル基を１個以上有することが好ましく、側鎖にビニル基を合計で２個以上有することがより好ましい。ビニル基の数が多いほど、加熱時間をより一層短縮でき、更に硬化物の接着性及び耐湿熱性をより一層高めることができる。   The epoxy compound preferably has one or more vinyl groups in the side chain, and more preferably has two or more vinyl groups in the side chain in total. As the number of vinyl groups increases, the heating time can be further shortened, and the adhesiveness and heat-and-moisture resistance of the cured product can be further improved.

上記エポキシ化合物は、フェノール性水酸基を２個以上有する化合物と、エポキシ基を２個以上有する化合物との反応物であることが好ましい。   The epoxy compound is preferably a reaction product of a compound having two or more phenolic hydroxyl groups and a compound having two or more epoxy groups.

上記フェノール性水酸基を２個以上有する化合物としては、ビスフェノール化合物、レゾルシノール及びナフタレノール等が挙げられる。上記ビスフェノール化合物としては、ビスフェノールＦ、ビスフェノールＡ、ビスフェノールＳ、ビスフェノールＳＡ及びビスフェノールＥ等が挙げられる。   Examples of the compound having two or more phenolic hydroxyl groups include bisphenol compounds, resorcinol and naphthalenol. Examples of the bisphenol compound include bisphenol F, bisphenol A, bisphenol S, bisphenol SA, and bisphenol E.

上記エポキシ基を２個以上有するエポキシ化合物としては、脂肪族エポキシ化合物及び芳香族エポキシ化合物等が挙げられる。上記脂肪族エポキシ化合物としては、炭素数３〜１２のアルキル鎖の両末端にグリシジルエーテル基を有する化合物、並びに炭素数２〜４のポリエーテル骨格を有し、該ポリエーテル骨格２〜１０個が連続して結合した構造単位を有するポリエーテル型エポキシ化合物が挙げられる。   Examples of the epoxy compound having two or more epoxy groups include aliphatic epoxy compounds and aromatic epoxy compounds. Examples of the aliphatic epoxy compound include a compound having a glycidyl ether group at both ends of an alkyl chain having 3 to 12 carbon atoms, and a polyether skeleton having 2 to 4 carbon atoms. Examples thereof include polyether type epoxy compounds having structural units bonded continuously.

上記エポキシ化合物は、ビスフェノールＦ又はレゾルシノールと、１，６−ヘキサンジオールジグリシジルエーテル又はレゾルシノールジグリシジルエーテルとの反応物（以下、反応物Ｘと記載することがある）に、ラジカル重合性基を有する化合物を反応させることにより得られることが好ましい。この反応において、ラジカル重合性基が残存するように反応が行われる。このような化合物を用いて合成されたエポキシ化合物では、より一層速やかに硬化させることができ、更に硬化物の接着性及び耐湿熱性をより一層高くすることができる。上記ラジカル重合性基を有する化合物は、（メタ）アクリル酸又は（メタ）アクリロイルオキシエチルイソシアネートであることが好ましい。   The epoxy compound has a radical polymerizable group in a reaction product of bisphenol F or resorcinol and 1,6-hexanediol diglycidyl ether or resorcinol diglycidyl ether (hereinafter sometimes referred to as a reaction product X). It is preferably obtained by reacting a compound. In this reaction, the reaction is performed so that the radical polymerizable group remains. Epoxy compounds synthesized using such compounds can be cured more rapidly, and the adhesiveness and heat-and-moisture resistance of the cured product can be further enhanced. The compound having a radical polymerizable group is preferably (meth) acrylic acid or (meth) acryloyloxyethyl isocyanate.

上記反応物Ｘとしては、ビスフェノールＦと１，６−ヘキサンジオールジグリシジルエーテルとの第１の反応物、レゾルシノールと１，６−ヘキサンジオールジグリシジルエーテルとの第２の反応物、レゾルシノールとレゾルシノールジグリシジルエーテルとの第３の反応物、及びビスフェノールＦとレゾルシノールジグリシジルエーテルとの第４の反応物が挙げられる。   Examples of the reactant X include a first reactant of bisphenol F and 1,6-hexanediol diglycidyl ether, a second reactant of resorcinol and 1,6-hexanediol diglycidyl ether, resorcinol and resorcinol di And a third reactant with glycidyl ether and a fourth reactant with bisphenol F and resorcinol diglycidyl ether.

上記第１の反応物は、ビスフェノールＦに由来する骨格と１，６−ヘキサンジオールジグリシジルエーテルに由来する骨格とが結合した構造単位を主鎖に有し、かつ１，６−ヘキサンジオールジグリシジルエーテルに由来するエポキシ基を両末端に有する。上記第２の反応物は、レゾルシノールに由来する構造単位と１，６−ヘキサンジオールジグリシジルエーテルに由来する構造単位とを主鎖に有し、かつ１，６−ヘキサンジオールジグリシジルエーテルに由来するエポキシ基を両末端に有する。上記第３の反応物は、レゾルシノールに由来する骨格とレゾルシノールジグリシジルエーテルに由来する骨格とを主鎖に有し、かつレゾルシノールジグリシジルエーテルに由来するエポキシ基を両末端に有する。上記第４の反応物は、ビスフェノールＦに由来する骨格とレゾルシノールジグリシジルエーテルに由来する骨格とを主鎖に有し、かつレゾルシノールジグリシジルエーテルに由来するエポキシ基を両末端に有する。   The first reaction product has a structural unit in which the skeleton derived from bisphenol F and the skeleton derived from 1,6-hexanediol diglycidyl ether are bonded to the main chain, and 1,6-hexanediol diglycidyl. It has an epoxy group derived from ether at both ends. The second reaction product has a structural unit derived from resorcinol and a structural unit derived from 1,6-hexanediol diglycidyl ether in the main chain, and is derived from 1,6-hexanediol diglycidyl ether. It has an epoxy group at both ends. The third reaction product has a skeleton derived from resorcinol and a skeleton derived from resorcinol diglycidyl ether in the main chain, and has an epoxy group derived from resorcinol diglycidyl ether at both ends. The fourth reaction product has a skeleton derived from bisphenol F and a skeleton derived from resorcinol diglycidyl ether in the main chain, and an epoxy group derived from resorcinol diglycidyl ether at both ends.

合成が容易であり、エポキシ化合物をより一層速やかに硬化させることを可能にし、更に硬化物の接着性及び耐湿性をより一層高める観点からは、上記第１，第２，第３，第４の反応物のうち、上記第１の反応物、上記第２の反応物又は上記第３の反応物が好ましい。上記反応物Ｘは、上記第１の反応物であることが好ましく、上記第２の反応物であることも好ましく、更に上記第３の反応物であることも好ましい。   From the viewpoint of easy synthesis, allowing the epoxy compound to be cured more rapidly, and further improving the adhesion and moisture resistance of the cured product, the first, second, third, and fourth Of the reactants, the first reactant, the second reactant, or the third reactant is preferred. The reactant X is preferably the first reactant, preferably the second reactant, and further preferably the third reactant.

［潜在性硬化剤］
上記潜在性硬化剤としては、潜在性イミダゾール硬化剤、潜在性アミン硬化剤、潜在性フェノール硬化剤、三フッ化ホウ素−アミン錯体及び有機酸ヒドラジド等が挙げられる。上記潜在性硬化剤は、芳香族骨格を有していてもよく、有していなくてもよい。上記潜在性硬化剤は、１種のみが用いられてもよく、２種以上が併用されてもよい。[Latent curing agent]
Examples of the latent curing agent include a latent imidazole curing agent, a latent amine curing agent, a latent phenol curing agent, a boron trifluoride-amine complex, and an organic acid hydrazide. The latent curing agent may or may not have an aromatic skeleton. As for the said latent hardening agent, only 1 type may be used and 2 or more types may be used together.

上記潜在性イミダゾール硬化剤の市販品としては、日本曹達社製の包接イミダゾール化合物「ＴＥＰ−２ＭＺ」、「ＴＥＰ−２Ｅ４ＭＺ」及び「ＴＥＰ−１Ｂ２ＭＺ」、並びに四国化成工業社製の「キュアダクト Ｐ−０５０５」等が挙げられる。   Commercially available products of the latent imidazole curing agent include clathrate imidazole compounds “TEP-2MZ”, “TEP-2E4MZ” and “TEP-1B2MZ” manufactured by Nippon Soda Co., Ltd., and “Cureduct P” manufactured by Shikoku Kasei Kogyo Co., Ltd. -0505 "and the like.

上記潜在性アミン硬化剤としては、ジシアンジアミド、変性アミン化合物及びアミンアダクト化合物等が挙げられる。   Examples of the latent amine curing agent include dicyandiamide, a modified amine compound, and an amine adduct compound.

上記変性アミン化合物の市販品としては、Ｔ＆Ｋ ＴＯＫＡ社製の「フジキュアＦＸＲ−１０２０」、「フジキュアＦＸＲ−１０３０」及び「フジキュアＦＸＲ−１０８１」等が挙げられる。上記アミンアダクト化合物としては、味の素ファインテック社製の「アミキュアＰＮ−２３」、「アミキュアＰＮ−Ｈ」、「アミキュアＰＮ−３１」、「アミキュアＰＮ−４０」、「アミキュアＰＮ−５０」、「アミキュアＰＮ−Ｆ」、「アミキュアＰＮ−２３Ｊ」、「アミキュアＰＮ−３１Ｊ」、「アミキュアＰＮ−４０Ｊ」、「アミキュアＰＮ−４０」、「アミキュアＭＹ−２４」、「アミキュアＭＹ−Ｈ」及び「アミキュア２５」等が挙げられる。   Examples of commercially available modified amine compounds include “Fujicure FXR-1020”, “Fujicure FXR-1030”, and “Fujicure FXR-1081” manufactured by T & K TOKA. Examples of the amine adduct compound include “Amicure PN-23”, “Amicure PN-H”, “Amicure PN-31”, “Amicure PN-40”, “Amicure PN-50”, and “Amicure” manufactured by Ajinomoto Finetech. PN-F, Amicure PN-23J, Amicure PN-31J, Amicure PN-40J, Amicure PN-40, Amicure MY-24, Amicure MY-H and Amicure 25 Or the like.

上記有機酸ヒドラジドの市販品としては、味の素ファインテック社製の「アミキュアＶＤＨ」、「アミキュアＶＤＨ−Ｊ」、「アミキュアＵＤＨ」及び「アミキュアＵＤＨ−Ｊ」等が挙げられる。   As a commercial item of the said organic acid hydrazide, "Amicure VDH", "Amicure VDH-J", "Amicure UDH", "Amicure UDH-J" by Ajinomoto Finetech Co., etc. are mentioned.

組成物の速硬化性をより一層高める観点からは、上記潜在性硬化剤は、潜在性イミダゾール硬化剤であることが好ましく、マイクロカプセル型イミダゾール硬化剤であることがより好ましい。組成物の保存安定性をより一層高める観点からは、上記潜在性硬化剤は、マイクロカプセル型潜在性硬化剤であることがより好ましく、マイクロカプセル型イミダゾール硬化剤であることがより好ましい。   From the viewpoint of further increasing the rapid curability of the composition, the latent curing agent is preferably a latent imidazole curing agent, and more preferably a microcapsule type imidazole curing agent. From the viewpoint of further improving the storage stability of the composition, the latent curing agent is more preferably a microcapsule type latent curing agent, and more preferably a microcapsule type imidazole curing agent.

上記マイクロカプセル型イミダゾール硬化剤の市販品としては、旭化成イーマテリアルズ社製の「ノバキュアＨＸ３９４１ＨＰ」、「ノバキュアＨＸ３９２１ＨＰ」、「ノバキュアＨＸ３７２１」、「ノバキュアＨＸ３７２２」、「ノバキュアＨＸ３７４８」、「ノバキュアＨＸ３０８８」、「ノバキュアＨＸ３７４１」、「ノバキュアＨＸ３７４２」及び「ノバキュアＨＸ３６１３」等が挙げられる。   Commercially available products of the microcapsule type imidazole curing agent include “Novacure HX3941HP”, “Novacure HX3921HP”, “Novacure HX3721”, “Novacure HX3722”, “Novacure HX3748”, “Novacure HX3088” manufactured by Asahi Kasei E-Materials “Novacure HX3741”, “Novacure HX3742”, “Novacure HX3613” and the like can be mentioned.

上記熱硬化性化合物１００重量部に対して、上記潜在性硬化剤の含有量は好ましくは１重量部以上、より好ましくは５重量部以上、好ましくは６５重量部以下、より好ましくは５５重量部以下である。上記潜在性硬化剤の含有量が上記下限以上及び上記上限以下であると、組成物の速硬化性及び銅電極間の導通性がバランスよく高くなる。   The content of the latent curing agent with respect to 100 parts by weight of the thermosetting compound is preferably 1 part by weight or more, more preferably 5 parts by weight or more, preferably 65 parts by weight or less, more preferably 55 parts by weight or less. It is. When the content of the latent curing agent is not less than the above lower limit and not more than the above upper limit, the quick curability of the composition and the conductivity between the copper electrodes are improved in a well-balanced manner.

［芳香族骨格を有するイミダゾール化合物］
上記芳香族骨格を有するイミダゾール化合物は、潜在性硬化剤ではない。上記芳香族骨格を有するイミダゾール化合物として、潜在性硬化剤は除かれる。上記硬化性組成物に含まれる潜在性硬化剤と、上記硬化性組成物に含まれる芳香族骨格を有するイミダゾール化合物とは異なる。上記芳香族骨格を有するイミダゾール化合物は、１種のみが用いられてもよく、２種以上が併用されてもよい。[Imidazole compound having an aromatic skeleton]
The imidazole compound having the aromatic skeleton is not a latent curing agent. As the imidazole compound having the aromatic skeleton, the latent curing agent is excluded. The latent curing agent contained in the curable composition is different from the imidazole compound having an aromatic skeleton contained in the curable composition. As for the imidazole compound which has the said aromatic skeleton, only 1 type may be used and 2 or more types may be used together.

上記芳香族骨格としては、アリール骨格、ナフタレン骨格及びアントラセン骨格等が挙げられる。銅電極間の導通性を効果的に高める観点からは、上記芳香族骨格は、アリール骨格であることが好ましく、フェニル骨格であることがより好ましい。   Examples of the aromatic skeleton include an aryl skeleton, a naphthalene skeleton, and an anthracene skeleton. From the viewpoint of effectively increasing the conductivity between the copper electrodes, the aromatic skeleton is preferably an aryl skeleton, and more preferably a phenyl skeleton.

上記芳香族骨格を有するイミダゾール化合物としては、２−フェニルイミダゾール、２−フェニル−４−メチルイミダゾール、１−ベンジル−２−メチルイミダゾール、１−ベンジル−２−フェニルイミダゾール、１−ベンジル−２−メチルイミダゾール、１−シアノエチル−２−フェニルイミダゾール、１−シアノエチル−２−フェニルイミダゾリウムトリメリテイト、２−フェニル−４−メチル−５−ジヒドロキシメチルイミダゾール、２−フェニル−４，５−ジヒドロキシメチルイミダゾール、及び２−フェニル−４−メチル−５−ヒドロキシメチルイミダゾール等が挙げられる。   Examples of the imidazole compound having an aromatic skeleton include 2-phenylimidazole, 2-phenyl-4-methylimidazole, 1-benzyl-2-methylimidazole, 1-benzyl-2-phenylimidazole, 1-benzyl-2-methyl. Imidazole, 1-cyanoethyl-2-phenylimidazole, 1-cyanoethyl-2-phenylimidazolium trimellitate, 2-phenyl-4-methyl-5-dihydroxymethylimidazole, 2-phenyl-4,5-dihydroxymethylimidazole, And 2-phenyl-4-methyl-5-hydroxymethylimidazole and the like.

上記熱硬化性化合物１００重量部に対して、上記芳香族骨格を有するイミダゾール化合物の含有量は好ましくは０．１重量部以上、より好ましくは０．５重量部以上、好ましくは１０重量部以下、より好ましくは５重量部以下である。上記芳香族骨格を有するイミダゾール化合物の含有量が上記下限以上及び上記上限以下であると、組成物の速硬化性及び銅電極間の導通性がバランスよく高くなる。   The content of the imidazole compound having an aromatic skeleton with respect to 100 parts by weight of the thermosetting compound is preferably 0.1 parts by weight or more, more preferably 0.5 parts by weight or more, preferably 10 parts by weight or less. More preferably, it is 5 parts by weight or less. When the content of the imidazole compound having an aromatic skeleton is not less than the above lower limit and not more than the above upper limit, the fast curability of the composition and the conductivity between the copper electrodes are improved in a well-balanced manner.

［他の成分］
上記硬化性組成物は、必要に応じて、フラックス、接着力調整剤、無機充填剤、溶剤、貯蔵安定剤、イオン捕捉剤又はシランカップリング剤等をさらに含んでいてもよい。[Other ingredients]
The curable composition may further contain a flux, an adhesive strength adjusting agent, an inorganic filler, a solvent, a storage stabilizer, an ion scavenger, a silane coupling agent, or the like as necessary.

上記硬化性化合物はフラックスを含むことが好ましい。フラックスの使用により、銅電極の導通性がより一層高くなる。上記フラックスとして、公知のフラックスを使用可能である。上記フラックスは、１種のみが用いられてもよく、２種以上が併用されてもよい。   The curable compound preferably contains a flux. Use of the flux further increases the conductivity of the copper electrode. A known flux can be used as the flux. As for the said flux, only 1 type may be used and 2 or more types may be used together.

上記フラックスは特に限定されない。該フラックスとして、はんだ接合等に一般的に用いられているフラックスを使用可能である。上記フラックスとしては、例えば、塩化亜鉛、塩化亜鉛と無機ハロゲン化物との混合物、塩化亜鉛と無機酸との混合物、溶融塩、リン酸、リン酸の誘導体、有機ハロゲン化物、ヒドラジン、有機酸及び松脂等が挙げられる。   The flux is not particularly limited. As the flux, it is possible to use a flux generally used for soldering or the like. Examples of the flux include zinc chloride, a mixture of zinc chloride and an inorganic halide, a mixture of zinc chloride and an inorganic acid, a molten salt, phosphoric acid, a derivative of phosphoric acid, an organic halide, hydrazine, an organic acid, and pine resin. Etc.

上記溶融塩としては、塩化アンモニウム等が挙げられる。上記有機酸としては、乳酸、クエン酸、ステアリン酸及びグルタミン酸等が挙げられる。上記松脂としては、活性化松脂及び非活性化松脂等が挙げられる。上記フラックスは、松脂であることが好ましい。松脂の使用により、電極間の接続抵抗がより一層低くなる。   Examples of the molten salt include ammonium chloride. Examples of the organic acid include lactic acid, citric acid, stearic acid, and glutamic acid. Examples of the pine resin include activated pine resin and non-activated pine resin. The flux is preferably rosin. By using rosin, the connection resistance between the electrodes is further reduced.

上記松脂はアビエチン酸を主成分とするロジン類である。上記フラックスは、ロジン類であることが好ましく、アビエチン酸であることがより好ましい。この好ましいフラックスの使用により、電極間の接続抵抗がより一層低くなる。また、上記フラックスは、カルボキシル基を有する有機酸であることが好ましい。カルボキシル基を有する化合物としては、アルキル鎖にカルボキシル基が結合した化合物、芳香環にカルボキシル基が結合した化合物等が挙げられる。これらのカルボキシル基を有する化合物では、アルキル鎖又は芳香環に水酸基がさらに結合していてもよい。アルキル鎖又は芳香環に結合しているカルボキシル基の数は１〜３個であることが好ましく、１又は２個であることがより好ましい。アルキル鎖にカルボキシル基が結合した化合物におけるアルキル鎖の炭素数は、好ましくは３以上、好ましくは８以下、より好ましくは６以下である。アルキル鎖にカルボキシル基が結合した化合物の具体例としては、ヘキサン酸（炭素数５、カルボキシル基１個）、及びグルタル酸（炭素数４、カルボキシル基２個）等が挙げられる。カルボキシル基と水酸基とを有する化合物の具体例としては、リンゴ酸及びクエン酸等が挙げられる。芳香環にカルボキシル基が結合した化合物の具体例としては、安息香酸、フタル酸、無水安息香酸及び無水フタル酸等が挙げられる。   The rosin is a rosin composed mainly of abietic acid. The flux is preferably a rosin, and more preferably abietic acid. By using this preferable flux, the connection resistance between the electrodes is further reduced. The flux is preferably an organic acid having a carboxyl group. Examples of the compound having a carboxyl group include a compound having a carboxyl group bonded to an alkyl chain and a compound having a carboxyl group bonded to an aromatic ring. In these compounds having a carboxyl group, a hydroxyl group may be further bonded to an alkyl chain or an aromatic ring. The number of carboxyl groups bonded to the alkyl chain or aromatic ring is preferably 1 to 3, more preferably 1 or 2. The number of carbon atoms in the alkyl chain in the compound in which a carboxyl group is bonded to the alkyl chain is preferably 3 or more, preferably 8 or less, more preferably 6 or less. Specific examples of the compound having a carboxyl group bonded to an alkyl chain include hexanoic acid (5 carbon atoms, 1 carboxyl group), glutaric acid (4 carbon atoms, 2 carboxyl groups), and the like. Specific examples of the compound having a carboxyl group and a hydroxyl group include malic acid and citric acid. Specific examples of the compound having a carboxyl group bonded to an aromatic ring include benzoic acid, phthalic acid, benzoic anhydride, and phthalic anhydride.

上記熱硬化性化合物１００重量部に対して、上記フラックスの含有量は好ましくは０．５重量部以上、より好ましくは１重量部以上、好ましくは１０重量部以下、より好ましくは５重量部以下である。上記フラックスの含有量が上記下限以上及び上限以下であると、フラックスの添加効果がより一層効果的に発現する。このため、組成物におけるフラックス効果が高くなり、例えば銅電極の導通性がより一層高くなる。   The content of the flux is preferably 0.5 parts by weight or more, more preferably 1 part by weight or more, preferably 10 parts by weight or less, more preferably 5 parts by weight or less with respect to 100 parts by weight of the thermosetting compound. is there. When the content of the flux is not less than the above lower limit and not more than the upper limit, the effect of adding the flux is more effectively exhibited. For this reason, the flux effect in a composition becomes high, for example, the electroconductivity of a copper electrode becomes still higher.

（導電性粒子を含む電子部品用硬化性組成物）
上記硬化性組成物が導電性粒子を含む場合には、上記硬化性組成物を導電材料として用いることができる。上記導電材料は、異方性導電材料であることが好ましい。(Curable composition for electronic parts containing conductive particles)
When the curable composition contains conductive particles, the curable composition can be used as a conductive material. The conductive material is preferably an anisotropic conductive material.

上記導電性粒子は、接続対象部材の電極間を電気的に接続する。具体的には、上記導電性粒子は、例えば回路基板と半導体チップとの電極間を電気的に接続する。上記導電性粒子は、導電性を有する粒子であれば特に限定されない。上記導電性粒子は、導電部を導電性の表面に有していればよい。   The conductive particles electrically connect the electrodes of the connection target member. Specifically, the conductive particles electrically connect, for example, electrodes between a circuit board and a semiconductor chip. The conductive particles are not particularly limited as long as they are conductive particles. The said electroconductive particle should just have an electroconductive part on the electroconductive surface.

上記導電性粒子としては、例えば、有機粒子、金属粒子を除く無機粒子、有機無機ハイブリッド粒子もしくは金属粒子等の表面を導電層（金属層）で被覆した導電性粒子や、実質的に金属のみで構成される金属粒子等が挙げられる。   Examples of the conductive particles include organic particles, inorganic particles other than metal particles, organic-inorganic hybrid particles, or metal particles whose surfaces are covered with a conductive layer (metal layer), or substantially only metal. Examples thereof include metal particles.

図３に、本発明の一実施形態に係る電子部品用硬化性組成物に使用可能な導電性粒子を断面図で示す。   In FIG. 3, the electroconductive particle which can be used for the curable composition for electronic components which concerns on one Embodiment of this invention is shown with sectional drawing.

図３に示す導電性粒子２１は、樹脂粒子２２（基材粒子）と、樹脂粒子２２の表面２２ａ上に配置された導電層２３とを有する。導電層２３は、樹脂粒子２２の表面２２ａを被覆している。導電性粒子２１は、樹脂粒子２２の表面２２ａが導電層２３により被覆された被覆粒子である。従って、導電性粒子２１は導電層２３を表面２１ａに有する。樹脂粒子２２にかえて、金属粒子などを用いてもよい。   3 includes resin particles 22 (base material particles) and a conductive layer 23 disposed on the surface 22a of the resin particles 22. The conductive particles 21 illustrated in FIG. The conductive layer 23 covers the surface 22 a of the resin particle 22. The conductive particles 21 are coated particles in which the surface 22 a of the resin particle 22 is covered with the conductive layer 23. Accordingly, the conductive particles 21 have the conductive layer 23 on the surface 21a. Instead of the resin particles 22, metal particles or the like may be used.

導電層２３は、樹脂粒子２２の表面２２ａ上に配置された第１の導電層２４と、該第１の導電層２４の表面２４ａ上に配置されたはんだ層２５（はんだ、第２の導電層）とを有する。導電層２３の外側の表面層が、はんだ層２５である。従って、導電性粒子２１は、導電層２３の一部としてはんだ層２５を有し、更に樹脂粒子２２とはんだ層２５との間に、導電層２３の一部としてはんだ層２５とは別に第１の導電層２４を有する。このように、導電層２３は、多層構造を有していてもよく、２層以上の積層構造を有していてもよい。   The conductive layer 23 includes a first conductive layer 24 disposed on the surface 22 a of the resin particle 22 and a solder layer 25 (solder, second conductive layer) disposed on the surface 24 a of the first conductive layer 24. ). The outer surface layer of the conductive layer 23 is a solder layer 25. Therefore, the conductive particles 21 have the solder layer 25 as a part of the conductive layer 23, and further, the first is separated from the resin layer 22 and the solder layer 25 as a part of the conductive layer 23. The conductive layer 24 is provided. Thus, the conductive layer 23 may have a multilayer structure, or may have a stacked structure of two or more layers.

上記のように、導電層２３は２層構造を有する。図４に示す変形例のように、導電性粒子３１は、単層の導電層として、はんだ層３２を有していてもよい。導電性粒子における導電層の少なくとも外側の表面層（表面）が、はんだ層（はんだ）であればよい。ただし、導電性粒子の作製が容易であるので、導電性粒子２１と導電性粒子３１とのうち、導電性粒子２１が好ましい。また、図５に示す変形例のように、基材粒子をコアに有さず、コア−シェル粒子ではないはんだ粒子である導電性粒子４１を用いてもよい。導電性粒子４１は、中心部もはんだにより形成されている。   As described above, the conductive layer 23 has a two-layer structure. As in the modification shown in FIG. 4, the conductive particles 31 may have a solder layer 32 as a single conductive layer. The at least outer surface layer (surface) of the conductive layer in the conductive particles may be a solder layer (solder). However, the conductive particles 21 are preferable among the conductive particles 21 and the conductive particles 31 because the conductive particles can be easily produced. Further, as in the modification shown in FIG. 5, conductive particles 41 that are solder particles that do not have base particles in the core and are not core-shell particles may be used. The conductive particles 41 are also formed of solder at the center.

導電性粒子２１，３１，４１は、上記導電材料に使用可能である。   The conductive particles 21, 31, 41 can be used for the conductive material.

上記導電部は特に限定されない。上記導電部を構成する金属としては、金、銀、銅、ニッケル、パラジウム及び錫等が挙げられる。上記導電層としては、金層、銀層、銅層、ニッケル層、パラジウム層又は錫を含有する導電層等が挙げられる。   The conductive part is not particularly limited. Gold, silver, copper, nickel, palladium, tin, etc. are mentioned as a metal which comprises the said electroconductive part. Examples of the conductive layer include a gold layer, a silver layer, a copper layer, a nickel layer, a palladium layer, or a conductive layer containing tin.

電極と導電性粒子との接触面積を大きくし、電極間の導通信頼性をより一層高める観点からは、上記導電性粒子は、樹脂粒子と、該樹脂粒子の表面上に配置された導電層（第１の導電層）とを有することが好ましい。電極間の導通信頼性をより一層高める観点からは、上記導電性粒子は、少なくとも導電性の外側の表面が低融点金属層である導電性粒子であることが好ましい。耐湿熱性及び導通性をより一層高める観点からは、上記導電性粒子は、基材粒子と、該基材粒子の表面上に配置された導電層とを有し、該導電層の少なくとも外側の表面が、低融点金属層であることがより好ましい。上記導電性粒子は、樹脂粒子と、該樹脂粒子の表面上に配置された導電層とを有し、該導電層の少なくとも外側の表面が、低融点金属層であることがより好ましい。   From the viewpoint of increasing the contact area between the electrode and the conductive particle and further enhancing the conduction reliability between the electrodes, the conductive particle is composed of a resin particle and a conductive layer (on the surface of the resin particle ( First conductive layer). From the viewpoint of further improving the conduction reliability between the electrodes, the conductive particles are preferably conductive particles having at least a conductive outer surface of a low melting point metal layer. From the viewpoint of further improving the heat and moisture resistance and conductivity, the conductive particles include base particles and a conductive layer disposed on the surface of the base particles, and at least the outer surface of the conductive layer. Is more preferably a low melting point metal layer. More preferably, the conductive particles include resin particles and a conductive layer disposed on the surface of the resin particles, and at least the outer surface of the conductive layer is a low melting point metal layer.

上記低融点金属層は、低融点金属を含む層である。該低融点金属とは、融点が４５０℃以下の金属を示す。低融点金属の融点は好ましくは３００℃以下、より好ましくは１６０℃以下である。また、上記低融点金属は錫を含むことが好ましい。低融点金属に含まれる金属１００重量％中、錫の含有量は好ましくは３０重量％以上、より好ましくは４０重量％以上、更に好ましくは７０重量％以上、特に好ましくは９０重量％以上である。上記低融点金属における錫の含有量が上記下限以上であると、低融点金属と電極との接続信頼性がより一層高くなる。なお、上記錫の含有量は、高周波誘導結合プラズマ発光分光分析装置（堀場製作所社製「ＩＣＰ−ＡＥＳ」）、又は蛍光Ｘ線分析装置（島津製作所社製「ＥＤＸ−８００ＨＳ」）等を用いて測定可能である。耐湿熱性及び導通性をより一層高める観点からは、上記導電性粒子が、導電性の外側の表面がはんだである導電性粒子であることが好ましい。   The low melting point metal layer is a layer containing a low melting point metal. The low melting point metal is a metal having a melting point of 450 ° C. or lower. The melting point of the low melting point metal is preferably 300 ° C. or lower, more preferably 160 ° C. or lower. The low melting point metal preferably contains tin. In 100% by weight of the metal contained in the low melting point metal, the content of tin is preferably 30% by weight or more, more preferably 40% by weight or more, still more preferably 70% by weight or more, and particularly preferably 90% by weight or more. When the content of tin in the low melting point metal is not less than the lower limit, the connection reliability between the low melting point metal and the electrode is further enhanced. The tin content is determined using a high frequency inductively coupled plasma optical emission spectrometer (“ICP-AES” manufactured by Horiba, Ltd.) or a fluorescent X-ray analyzer (“EDX-800HS” manufactured by Shimadzu). It can be measured. From the viewpoint of further improving the heat and moisture resistance and the conductivity, the conductive particles are preferably conductive particles whose outer surface of the conductive material is solder.

導電部の外側の表面が低融点金属層である場合には、低融点金属層が溶融して電極に接合し、低融点金属層が電極間を導通させる。例えば、低融点金属層と電極とが点接触ではなく面接触しやすいため、接続抵抗が低くなる。また、少なくとも導電性の外側の表面が低融点金属層である導電性粒子の使用により、低融点金属層と電極との接合強度が高くなる結果、低融点金属層と電極との剥離がより一層生じ難くなり、導通信頼性が効果的に高くなる。   When the outer surface of the conductive portion is a low melting point metal layer, the low melting point metal layer is melted and joined to the electrodes, and the low melting point metal layer conducts between the electrodes. For example, since the low-melting point metal layer and the electrode are not in point contact but in surface contact, the connection resistance is lowered. Further, the use of conductive particles having at least a conductive outer surface of the low melting point metal layer increases the bonding strength between the low melting point metal layer and the electrode. It becomes difficult to occur, and the conduction reliability is effectively increased.

上記低融点金属層を構成する低融点金属は特に限定されない。上記低融点金属は、錫、又は錫を含む合金であることが好ましい。該合金は、錫−銀合金、錫−銅合金、錫−銀−銅合金、錫−ビスマス合金、錫−亜鉛合金、錫−インジウム合金等が挙げられる。なかでも、電極に対する濡れ性に優れることから、上記低融点金属は、錫、錫−銀合金、錫−銀−銅合金、錫−ビスマス合金、錫−インジウム合金であることが好ましい。錫−ビスマス合金、錫−インジウム合金であることがより好ましい。   The low melting point metal which comprises the said low melting metal layer is not specifically limited. The low melting point metal is preferably tin or an alloy containing tin. Examples of the alloy include a tin-silver alloy, a tin-copper alloy, a tin-silver-copper alloy, a tin-bismuth alloy, a tin-zinc alloy, and a tin-indium alloy. Especially, since it is excellent in the wettability with respect to an electrode, it is preferable that the said low melting metal is a tin, a tin-silver alloy, a tin-silver-copper alloy, a tin-bismuth alloy, and a tin-indium alloy. More preferred are a tin-bismuth alloy and a tin-indium alloy.

また、上記低融点金属は、はんだであることが好ましい。上記はんだを構成する材料は特に限定されないが、ＪＩＳ Ｚ３００１：溶接用語に基づき、液相線が４５０℃以下である溶加材であることが好ましい。上記はんだの組成としては、例えば亜鉛、金、鉛、銅、錫、ビスマス、インジウムなどを含む金属組成が挙げられる。なかでも低融点で鉛フリーである錫−インジウム系（１１７℃共晶）、又は錫−ビスマス系（１３９℃共晶）が好ましい。すなわち、上記はんだは、鉛を含まないことが好ましく、錫とインジウムとを含むはんだ、又は錫とビスマスとを含むはんだであることが好ましい。   The low melting point metal is preferably solder. Although the material which comprises the said solder is not specifically limited, Based on JISZ3001: welding terminology, it is preferable that it is a filler material whose liquidus is 450 degrees C or less. Examples of the solder composition include metal compositions containing zinc, gold, lead, copper, tin, bismuth, indium and the like. Among them, a tin-indium system (117 ° C. eutectic) or a tin-bismuth system (139 ° C. eutectic) which is low-melting and lead-free is preferable. That is, the solder preferably does not contain lead, and is preferably a solder containing tin and indium or a solder containing tin and bismuth.

上記低融点金属と電極との接合強度をより一層高めるために、上記低融点金属は、ニッケル、銅、アンチモン、アルミニウム、亜鉛、鉄、金、チタン、リン、ゲルマニウム、テルル、コバルト、ビスマス、マンガン、クロム、モリブデン、パラジウム等の金属を含んでいてもよい。低融点金属と電極との接合強度をさらに一層高める観点からは、上記低融点金属は、ニッケル、銅、アンチモン、アルミニウム又は亜鉛を含むことが好ましい。低融点金属と電極との接合強度をより一層高める観点からは、接合強度を高めるためのこれらの金属の含有量は、低融点金属１００重量％中、好ましくは０．０００１重量％以上、好ましくは１重量％以下である。   In order to further increase the bonding strength between the low melting point metal and the electrode, the low melting point metal is nickel, copper, antimony, aluminum, zinc, iron, gold, titanium, phosphorus, germanium, tellurium, cobalt, bismuth, manganese. Further, it may contain a metal such as chromium, molybdenum and palladium. From the viewpoint of further increasing the bonding strength between the low melting point metal and the electrode, the low melting point metal preferably contains nickel, copper, antimony, aluminum, or zinc. From the viewpoint of further increasing the bonding strength between the low-melting point metal and the electrode, the content of these metals for increasing the bonding strength is 100 wt% of the low-melting point metal, preferably 0.0001 wt% or more, preferably 1% by weight or less.

上記導電性粒子は、樹脂粒子と、該樹脂粒子の表面上に配置された導電層とを有し、該導電層の外側の表面が低融点金属層であり、上記樹脂粒子と上記低融点金属層（はんだ層など）との間に、上記低融点金属層とは別に第２の導電層を有することが好ましい。この場合に、上記低融点金属層は上記導電層全体の一部であり、上記第２の導電層は上記導電層全体の一部である。   The conductive particles include resin particles and a conductive layer disposed on the surface of the resin particles, and the outer surface of the conductive layer is a low-melting metal layer, and the resin particles and the low-melting metal In addition to the low melting point metal layer, it is preferable to have a second conductive layer between the layers (such as solder layers). In this case, the low melting point metal layer is a part of the entire conductive layer, and the second conductive layer is a part of the entire conductive layer.

上記低融点金属層とは別の上記第２の導電層は、金属を含むことが好ましい。該第２の導電層を構成する金属は、特に限定されない。該金属としては、例えば、金、銀、銅、白金、パラジウム、亜鉛、鉛、アルミニウム、コバルト、インジウム、ニッケル、クロム、チタン、アンチモン、ビスマス、ゲルマニウム及びカドミウム、並びにこれらの合金等が挙げられる。また、上記金属として、錫ドープ酸化インジウム（ＩＴＯ）を用いてもよい。上記金属は１種のみが用いられてもよく、２種以上が併用されてもよい。   The second conductive layer different from the low melting point metal layer preferably contains a metal. The metal constituting the second conductive layer is not particularly limited. Examples of the metal include gold, silver, copper, platinum, palladium, zinc, lead, aluminum, cobalt, indium, nickel, chromium, titanium, antimony, bismuth, germanium and cadmium, and alloys thereof. Further, tin-doped indium oxide (ITO) may be used as the metal. As for the said metal, only 1 type may be used and 2 or more types may be used together.

上記第２の導電層は、ニッケル層、パラジウム層、銅層又は金層であることが好ましく、ニッケル層又は金層であることがより好ましく、銅層であることが更に好ましい。導電性粒子は、ニッケル層、パラジウム層、銅層又は金層を有することが好ましく、ニッケル層又は金層を有することがより好ましく、銅層を有することが更に好ましい。これらの好ましい導電層を有する導電性粒子を電極間の接続に用いることにより、電極間の接続抵抗がより一層低くなる。また、これらの好ましい導電層の表面には、低融点金属層をより一層容易に形成できる。なお、上記第２の導電層は、はんだ層などの低融点金属層であってもよい。導電性粒子は、複数層の低融点金属層を有していてもよい。   The second conductive layer is preferably a nickel layer, a palladium layer, a copper layer, or a gold layer, more preferably a nickel layer or a gold layer, and even more preferably a copper layer. The conductive particles preferably have a nickel layer, a palladium layer, a copper layer, or a gold layer, more preferably have a nickel layer or a gold layer, and still more preferably have a copper layer. By using the conductive particles having these preferable conductive layers for the connection between the electrodes, the connection resistance between the electrodes is further reduced. In addition, a low melting point metal layer can be more easily formed on the surface of these preferable conductive layers. The second conductive layer may be a low melting point metal layer such as a solder layer. The conductive particles may have a plurality of low melting point metal layers.

上記低融点金属層の厚みは、好ましくは０．１μｍ以上、より好ましくは０．５μｍ以上、更に好ましくは１μｍ以上、好ましくは５０μｍ以下、より好ましくは１０μｍ以下、更に好ましくは５μｍ以下、特に好ましくは３μｍ以下である。上記低融点金属層の厚みが上記下限以上であると、導電性が十分に高くなる。上記低融点金属層の厚みが上記上限以下であると、樹脂粒子と低融点金属層との熱膨張率の差が小さくなり、低融点金属層の剥離が生じ難くなる。   The thickness of the low melting point metal layer is preferably 0.1 μm or more, more preferably 0.5 μm or more, still more preferably 1 μm or more, preferably 50 μm or less, more preferably 10 μm or less, still more preferably 5 μm or less, particularly preferably. 3 μm or less. When the thickness of the low melting point metal layer is not less than the above lower limit, the conductivity is sufficiently high. When the thickness of the low melting point metal layer is not more than the above upper limit, the difference in thermal expansion coefficient between the resin particles and the low melting point metal layer becomes small, and the low melting point metal layer is hardly peeled off.

導電層が低融点金属層以外の導電層である場合、又は導電層が多層構造を有する場合には、導電層の全体厚みは、好ましくは０．１μｍ以上、より好ましくは０．５μｍ以上、更に好ましくは１μｍ以上、好ましくは５０μｍ以下、より好ましくは１０μｍ以下、更に好ましくは５μｍ以下、特に好ましくは３μｍ以下である。   When the conductive layer is a conductive layer other than the low melting point metal layer, or when the conductive layer has a multilayer structure, the total thickness of the conductive layer is preferably 0.1 μm or more, more preferably 0.5 μm or more, Preferably it is 1 micrometer or more, Preferably it is 50 micrometers or less, More preferably, it is 10 micrometers or less, More preferably, it is 5 micrometers or less, Most preferably, it is 3 micrometers or less.

上記導電性粒子の平均粒子径は、好ましくは１００μｍ以下、より好ましくは２０μｍ以下、より一層好ましくは２０μｍ未満、更に好ましくは１５μｍ以下、特に好ましくは１０μｍ以下である。導電性粒子の平均粒子径は、好ましくは０．５μｍ以上、より好ましくは１μｍ以上である。熱履歴を受けた場合の接続構造体の接続信頼性をより一層高める観点からは、導電性粒子の平均粒子径は、１μｍ以上、１０μｍ以下であることが特に好ましく、１μｍ以上、４μｍ以下であることが最も好ましい。導電性粒子の平均粒子径は、３μｍ以下であることも好ましい。   The average particle diameter of the conductive particles is preferably 100 μm or less, more preferably 20 μm or less, still more preferably less than 20 μm, still more preferably 15 μm or less, and particularly preferably 10 μm or less. The average particle diameter of the conductive particles is preferably 0.5 μm or more, more preferably 1 μm or more. From the viewpoint of further improving the connection reliability of the connection structure when subjected to a thermal history, the average particle diameter of the conductive particles is particularly preferably 1 μm or more and 10 μm or less, and is 1 μm or more and 4 μm or less. Most preferred. The average particle size of the conductive particles is also preferably 3 μm or less.

上記導電材料における導電性粒子に適した大きさであり、かつ電極間の間隔をより一層小さくすることができるので、導電性粒子の平均粒子径は、１μｍ以上、１００μｍ以下であることが特に好ましい。   Since the size is suitable for the conductive particles in the conductive material and the distance between the electrodes can be further reduced, the average particle size of the conductive particles is particularly preferably 1 μm or more and 100 μm or less. .

上記導電性粒子の「平均粒子径」は、数平均粒子径を示す。導電性粒子の平均粒子径は、任意の導電性粒子５０個を電子顕微鏡又は光学顕微鏡にて観察し、平均値を算出することにより求められる。   The “average particle size” of the conductive particles indicates a number average particle size. The average particle diameter of the conductive particles can be obtained by observing 50 arbitrary conductive particles with an electron microscope or an optical microscope and calculating an average value.

上記導電性粒子の表面は、絶縁性粒子などの絶縁性材料、フラックス等により絶縁処理されていてもよい。絶縁性材料、フラックス等は、接続時の熱により軟化、流動することで接続部から排除されることが好ましい。これにより、電極間での短絡が抑えられる。   The surface of the conductive particles may be insulated with an insulating material such as insulating particles, flux, or the like. It is preferable that the insulating material, the flux, and the like are removed from the connection portion by being softened and flowed by heat at the time of connection. Thereby, the short circuit between electrodes is suppressed.

上記導電性粒子の含有量は特に限定されない。上記硬化性組成物１００重量％中、上記導電性粒子の含有量は好ましくは０．１重量％以上、より好ましくは０．５重量％以上、好ましくは４０重量％以下、より好ましくは２０重量％以下、更に好ましくは１５重量％以下である。上記導電性粒子の含有量が上記下限以上及び上記上限以下であると、接続されるべき上下の電極間に導電性粒子を容易に配置できる。さらに、接続されてはならない隣接する電極間が複数の導電性粒子を介して電気的に接続され難くなる。すなわち、隣り合う電極間の短絡を防止できる。   The content of the conductive particles is not particularly limited. In 100% by weight of the curable composition, the content of the conductive particles is preferably 0.1% by weight or more, more preferably 0.5% by weight or more, preferably 40% by weight or less, more preferably 20% by weight. Hereinafter, it is more preferably 15% by weight or less. A conductive particle can be easily arrange | positioned between the upper and lower electrodes which should be connected as content of the said electroconductive particle is more than the said minimum and below the said upper limit. Furthermore, it becomes difficult to electrically connect adjacent electrodes that should not be connected via a plurality of conductive particles. That is, a short circuit between adjacent electrodes can be prevented.

（電子部品用硬化性組成物の用途）
上記硬化性組成物は、様々な接続対象部材を接着するために使用できる。但し、上記硬化性組成物は、銅電極の接続に用いられる。上記硬化性組成物は、フィルムであってもよく、ペーストであってもよい。上記硬化性組成物は、ペーストであることが好ましい。上記硬化性組成物がペーストであると、初期の接続抵抗がより一層低くなる。さらに、衝撃や高温高湿に晒された後の接続抵抗も効果的に低く維持できる。(Use of curable composition for electronic parts)
The said curable composition can be used in order to adhere | attach various connection object members. However, the said curable composition is used for the connection of a copper electrode. The curable composition may be a film or a paste. The curable composition is preferably a paste. When the curable composition is a paste, the initial connection resistance is further reduced. Furthermore, the connection resistance after being exposed to impact or high temperature and high humidity can be effectively kept low.

上記硬化性組成物が、導電性粒子を含む導電材料である場合、該導電材料は、導電ペースト、又は導電フィルム等として使用され得る。上記導電材料が、導電フィルムとして使用される場合、導電性粒子を含有する該導電フィルムに、導電性粒子を含有しないフィルムが積層されていてもよい。なお、フィルムにはシートが含まれる。上記硬化性組成物は、ペースト状の導電ペーストであることが好ましい。上記導電ペーストは異方性導電ペーストであることが好ましい。上記導電フィルムは異方性導電フィルムであることが好ましい。   When the curable composition is a conductive material containing conductive particles, the conductive material can be used as a conductive paste, a conductive film, or the like. When the conductive material is used as a conductive film, a film not containing conductive particles may be laminated on the conductive film containing conductive particles. The film includes a sheet. The curable composition is preferably a paste-like conductive paste. The conductive paste is preferably an anisotropic conductive paste. The conductive film is preferably an anisotropic conductive film.

上記硬化性組成物は、第１の電極を表面に有する電極第１の接続対象部材と、第２の電極を表面に有する第２の接続対象部材と、上記第１の接続対象部材と上記第２の接続対象部材とを接続している接続部とを備える接続構造体を得るために好適に用いられる。上記接続部が、上記硬化性組成物を硬化させることにより形成される。上記接続構造体では、上記第１の電極及び上記第２の電極の内の少なくとも一方が銅電極である。上記第１の電極と上記第２の電極とが電気的に接続される。上記第１の電極及び上記第２の電極の双方が、銅電極であることがより好ましい。   The curable composition includes an electrode first connection target member having a first electrode on the surface, a second connection target member having a second electrode on the surface, the first connection target member, and the first connection target member. It is used suitably in order to obtain a connection structure provided with the connection part which has connected 2 connection object members. The connection part is formed by curing the curable composition. In the connection structure, at least one of the first electrode and the second electrode is a copper electrode. The first electrode and the second electrode are electrically connected. More preferably, both the first electrode and the second electrode are copper electrodes.

上記電子部品用硬化性組成物が導電性粒子を含み、上上記第１の電極と上記第２の電極とが上記導電性粒子により電気的に接続されている接続構造体を得ることが好ましい。   It is preferable to obtain a connection structure in which the curable composition for electronic parts includes conductive particles, and the first electrode and the second electrode are electrically connected by the conductive particles.

本発明に係る接続構造体の製造方法は、第１の電極を表面に有する第１の接続対象部材と、第２の電極を表面に有する第２の接続対象部材との間に、上記電子部品用硬化性組成物を配置する工程と、上記電子部品用硬化性組成物を硬化させることにより、上記第１の接続対象部材と上記第２の接続対象部材とを接続している接続部を形成し、上記第１の電極と上記第２の電極とが電気的に接続されている接続構造体を得る工程とを備える。上記第１の電極及び上記第２の電極の内の少なくとも一方が銅電極である。   In the method for manufacturing a connection structure according to the present invention, the electronic component is provided between the first connection target member having the first electrode on the surface and the second connection target member having the second electrode on the surface. A connecting portion connecting the first connection target member and the second connection target member is formed by curing the curable composition for electronic components, and a step of arranging the curable composition for the electronic component And a step of obtaining a connection structure in which the first electrode and the second electrode are electrically connected. At least one of the first electrode and the second electrode is a copper electrode.

本発明に係る接続構造体の製造方法では、上記電子部品用硬化性組成物が導電性粒子を含み、上記第１の電極と上記第２の電極とが上記導電性粒子により電気的に接続されている接続構造体を得ることが好ましい。   In the method for manufacturing a connection structure according to the present invention, the curable composition for electronic parts includes conductive particles, and the first electrode and the second electrode are electrically connected by the conductive particles. It is preferable to obtain a connecting structure.

図１に、本発明の一実施形態に係る硬化性組成物を用いた接続構造体の一例を模式的に断面図で示す。   In FIG. 1, an example of the connection structure using the curable composition which concerns on one Embodiment of this invention is typically shown with sectional drawing.

図１に示す接続構造体１は、第１の接続対象部材２と、第２の接続対象部材４と、第１の接続対象部材２と第２の接続対象部材４とを接続している接続部３とを備える。接続部３は、硬化物層であり、導電性粒子５を含む電子部品用硬化性組成物（導電材料）を硬化させることにより形成されている。   The connection structure 1 shown in FIG. 1 is a connection that connects the first connection target member 2, the second connection target member 4, and the first connection target member 2 and the second connection target member 4. Part 3. The connection part 3 is a cured product layer and is formed by curing a curable composition for electronic parts (conductive material) including the conductive particles 5.

第１の接続対象部材２は表面（上面）に、複数の第１の電極２ａを有する。第２の接続対象部材４は表面（下面）に、複数の第２の電極４ａを有する。第１の電極２ａと第２の電極４ａの内の少なくとも一方は、銅電極である。第１の電極２ａと第２の電極４ａとが、１つ又は複数の導電性粒子５により電気的に接続されている。従って、第１，第２の接続対象部材２，４が導電性粒子５により電気的に接続されている。   The first connection target member 2 has a plurality of first electrodes 2a on the surface (upper surface). The second connection target member 4 has a plurality of second electrodes 4a on the surface (lower surface). At least one of the first electrode 2a and the second electrode 4a is a copper electrode. The first electrode 2 a and the second electrode 4 a are electrically connected by one or a plurality of conductive particles 5. Therefore, the first and second connection target members 2 and 4 are electrically connected by the conductive particles 5.

第１，第２の電極２ａ，４ａ間の接続は、通常、第１の接続対象部材２と第２の接続対象部材４とを上記硬化性組成物を介して第１，第２の電極２ａ，４ａ同士が対向するように重ね合わせた後に、上記硬化性組成物を硬化させる際に、加圧することにより行われる。加圧により、一般に導電性粒子５は圧縮される。   The connection between the first and second electrodes 2a and 4a is usually performed by connecting the first connection target member 2 and the second connection target member 4 with the first and second electrodes 2a through the curable composition. , 4a are overlapped so as to face each other, and then the curable composition is cured by pressurization. Generally, the conductive particles 5 are compressed by pressurization.

上記第１，第２の接続対象部材は、特に限定されない。上記第１，第２の接続対象部材としては、具体的には、半導体チップ、コンデンサ及びダイオード等の電子部品、並びにプリント基板、フレキシブルプリント基板、ガラスエポキシ基板及びガラス基板等の回路基板などの電子部品等が挙げられる。   The said 1st, 2nd connection object member is not specifically limited. Specifically, the first and second connection target members include electronic components such as semiconductor chips, capacitors, and diodes, and circuit boards such as printed boards, flexible printed boards, glass epoxy boards, and glass boards. Examples include parts.

なお、上記硬化性組成物は、導電性粒子を含んでいなくてもよい。この場合には、第１，第２の接続対象部材の電極間を導電性粒子により電気的に接続せずに、例えば、電極同士を接触させて、電極間を電気的に接続できる。   In addition, the said curable composition does not need to contain electroconductive particle. In this case, the electrodes of the first and second connection target members can be electrically connected, for example, by bringing the electrodes into contact with each other without electrically connecting the electrodes with the conductive particles.

図２に、図１に示す接続構造体の変形例を模式的に断面図で示す。   FIG. 2 is a cross-sectional view schematically showing a modification of the connection structure shown in FIG.

図２に示す接続構造体１１は、第１の接続対象部材１２と、第２の接続対象部材１４と、第１の接続対象部材１２と第２の接続対象部材１４とを接続している接続部１３とを備える。接続部１３は、硬化物層であり、導電性粒子を含まない電子部品用硬化性組成物（導電材料）を硬化させることにより形成されている。   The connection structure 11 shown in FIG. 2 is a connection that connects the first connection target member 12, the second connection target member 14, and the first connection target member 12 and the second connection target member 14. Unit 13. The connection part 13 is a hardened | cured material layer, and is formed by hardening the curable composition for electronic components (conductive material) which does not contain electroconductive particle.

第１の接続対象部材１２は表面（上面）に、複数の第１の電極１２ａを有する。第２の接続対象部材１４は表面（下面）に、複数の第２の電極１４ａを有する。第１の電極１２ａと第２の電極１４ａの内の少なくとも一方は、銅電極である。第１の電極１２ａと第２の電極１４ａとは、例えばバンプ電極である。第１の電極１２ａと第２の電極１４ａとが、導電性粒子を介さずに、互いに接することで電気的に接続されている。従って、第１，第２の接続対象部材１２，１４が電気的に接続されている。   The first connection object member 12 has a plurality of first electrodes 12a on the surface (upper surface). The second connection target member 14 has a plurality of second electrodes 14a on the surface (lower surface). At least one of the first electrode 12a and the second electrode 14a is a copper electrode. The first electrode 12a and the second electrode 14a are, for example, bump electrodes. The first electrode 12a and the second electrode 14a are electrically connected to each other without being in contact with conductive particles. Therefore, the 1st, 2nd connection object members 12 and 14 are electrically connected.

上記硬化性組成物が導電材料である場合に、該導電材料は、例えば、フレキシブルプリント基板とガラス基板との接続（ＦＯＧ（Ｆｉｌｍ ｏｎ Ｇｌａｓｓ））、半導体チップとフレキシブルプリント基板との接続（ＣＯＦ（Ｃｈｉｐ ｏｎ Ｆｉｌｍ））、半導体チップとガラス基板との接続（ＣＯＧ（Ｃｈｉｐ ｏｎ Ｇｌａｓｓ））、又はフレキシブルプリント基板とガラスエポキシ基板との接続（ＦＯＢ（Ｆｉｌｍ ｏｎ Ｂｏａｒｄ））等に使用できる。なかでも、上記導電材料は、ＦＯＧ用途又はＣＯＧ用途に好適であり、ＣＯＧ用途により好適である。上記硬化性組成物は、フレキシブルプリント基板とガラス基板との接続、又は半導体チップとフレキシブルプリント基板との接続に用いられる導電材料であることが好ましく、半導体チップとフレキシブルプリント基板との接続に用いられる導電材料であることがより好ましい。   When the curable composition is a conductive material, the conductive material may be, for example, a connection between a flexible printed circuit board and a glass substrate (FOG (Film on Glass)), a connection between a semiconductor chip and a flexible printed circuit board (COF ( (Chip on Film)), connection between a semiconductor chip and a glass substrate (COG (Chip on Glass)), connection between a flexible printed circuit board and a glass epoxy substrate (FOB (Film on Board)), or the like. Especially, the said electrically-conductive material is suitable for a FOG use or a COG use, and is more suitable for a COG use. The curable composition is preferably a conductive material used for connection between the flexible printed circuit board and the glass substrate, or between the semiconductor chip and the flexible printed circuit board, and is used for connection between the semiconductor chip and the flexible printed circuit board. More preferably, it is a conductive material.

以下、本発明について、実施例及び比較例を挙げて具体的に説明する。本発明は、以下の実施例のみに限定されない。   Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples. The present invention is not limited only to the following examples.

以下の配合成分を用意した。   The following ingredients were prepared.

（熱硬化性化合物）
熱硬化性化合物１（エポキシ基含有ポリマー、日油社製「ＭＡＲＰＲＯＯＦ Ｇ−０１１００」、重量平均分子量：１２０００、Ｔｇ：４７℃、エポキシ当量：１７０ｇ／ｅｑ）
熱硬化性化合物２（レゾルシノール型エポキシ化合物、ナガセケムテックス社製「ＥＸ−２０１」）
熱硬化性化合物３（トリアジントリグリシジルエーテル、日産化学社製「ＴＥＰＩＣ−ＳＳ」）(Thermosetting compound)
Thermosetting compound 1 (epoxy group-containing polymer, “MARPROOF G-01100” manufactured by NOF Corporation, weight average molecular weight: 12000, Tg: 47 ° C., epoxy equivalent: 170 g / eq)
Thermosetting compound 2 (resorcinol type epoxy compound, “EX-201” manufactured by Nagase ChemteX Corporation)
Thermosetting compound 3 (Triazine triglycidyl ether, “TEPIC-SS” manufactured by Nissan Chemical Co., Ltd.)

（潜在性硬化剤）
潜在性硬化剤１（包接イミダゾール化合物、日本曹達社製「ＴＥＰ−２ＭＺ」）
潜在性硬化剤２（エポキシ−イミダゾールアダクト、四国化成工業社製「キュアダクト Ｐ−０５０５」）
潜在性硬化剤３（（マイクロカプセル型潜在性硬化剤）、旭化成イーマテリアルズ社製社製「ノバキュアＨＸ３９２１ＨＰ」）
潜在性硬化剤４（（マイクロカプセル型潜在性硬化剤）、旭化成イーマテリアルズ社製社製「ノバキュアＨＸ３９４１ＨＰ」）(Latent curing agent)
Latent curing agent 1 (inclusion imidazole compound, “TEP-2MZ” manufactured by Nippon Soda Co., Ltd.)
Latent curing agent 2 (epoxy-imidazole adduct, “Cure Duct P-0505” manufactured by Shikoku Kasei Kogyo Co., Ltd.)
Latent curing agent 3 ((Microcapsule type latent curing agent), “Novacure HX3921HP” manufactured by Asahi Kasei E-Materials)
Latent curing agent 4 ((microcapsule type latent curing agent), “Novacure HX3941HP” manufactured by Asahi Kasei E-Materials)

（芳香族骨格を有するイミダゾール化合物）
芳香族骨格含有イミダゾール化合物１（四国化成工業社製「２−フェニルイミダゾール」）
芳香族骨格含有イミダゾール化合物２（四国化成工業社製「２−フェニル−４−メチルイミダゾール」）
芳香族骨格含有イミダゾール化合物３（和光純薬工業社製「ベンゾイミダゾール」）
芳香族骨格含有イミダゾール化合物４（和光純薬工業社製「２−メチルベンゾイミダゾール」）(Imidazole compound having an aromatic skeleton)
Aromatic skeleton-containing imidazole compound 1 (“2-phenylimidazole” manufactured by Shikoku Chemicals)
Aromatic skeleton-containing imidazole compound 2 (“2-phenyl-4-methylimidazole” manufactured by Shikoku Kasei Kogyo Co., Ltd.)
Aromatic skeleton-containing imidazole compound 3 (“Benzimidazole” manufactured by Wako Pure Chemical Industries, Ltd.)
Aromatic skeleton-containing imidazole compound 4 (“2-methylbenzimidazole” manufactured by Wako Pure Chemical Industries, Ltd.)

（他のイミダゾール化合物）
他のイミダゾール化合物（潜在性硬化剤ではない、芳香族骨格を有さない、四国化成工業社製「２−メチルイミダゾール」）(Other imidazole compounds)
Other imidazole compounds (not a latent curing agent, have no aromatic skeleton, “2-methylimidazole” manufactured by Shikoku Kasei Kogyo Co., Ltd.)

（導電性粒子）
導電性粒子１：ＳｎＢｉはんだ粒子（福田金属社製「Ｓｎ５８Ｂｉ−２０」、平均粒子径４．５μｍ）
導電性粒子２：（樹脂コアはんだ被覆粒子、下記手順で作製）
ジビニルベンゼン樹脂粒子（積水化学工業社製「ミクロパールＳＰ−２０７」、平均粒子径７μｍ、軟化点３３０℃、１０％Ｋ値（２３℃）４ＧＰａ）を無電解ニッケルめっきし、樹脂粒子の表面上に厚さ０．１μｍの下地ニッケルめっき層を形成した。次いで、下地ニッケルめっき層が形成された樹脂粒子を電解銅めっきし、厚さ１μｍの銅層を形成した。更に、錫及びビスマスを含有する電解めっき液を用いて、電解めっきし、厚さ１μｍのはんだ層を形成した。このようにして、樹脂粒子の表面上に厚み１μｍの銅層が形成されており、該銅層の表面に厚み１μｍのはんだ層（錫：ビスマス＝４３重量％：５７重量％）が形成されている導電性粒子（平均粒子径１４μｍ、ＣＶ値２２％、樹脂コアはんだ被覆粒子）を作製した。
導電性粒子３：ジビニルベンゼン樹脂粒子のＡｕメッキ粒子（積水化学工業社製「Ａｕ−２１０」、平均粒子径１０μｍ）(Conductive particles)
Conductive particles 1: SnBi solder particles ("Sn58Bi-20" manufactured by Fukuda Metals Co., Ltd., average particle size: 4.5 μm)
Conductive particles 2: (resin core solder coated particles, prepared by the following procedure)
Divinylbenzene resin particles (“Micropearl SP-207” manufactured by Sekisui Chemical Co., Ltd., average particle diameter 7 μm, softening point 330 ° C., 10% K value (23 ° C.) 4 GPa) are electroless nickel-plated on the surface of the resin particles A base nickel plating layer having a thickness of 0.1 μm was formed. Next, the resin particles on which the base nickel plating layer was formed were subjected to electrolytic copper plating to form a 1 μm thick copper layer. Furthermore, electrolytic plating was performed using an electrolytic plating solution containing tin and bismuth to form a solder layer having a thickness of 1 μm. Thus, a 1 μm thick copper layer is formed on the surface of the resin particles, and a 1 μm thick solder layer (tin: bismuth = 43 wt%: 57 wt%) is formed on the surface of the copper layer. Conductive particles (average particle size 14 μm, CV value 22%, resin core solder-coated particles) were prepared.
Conductive particles 3: Au-plated particles of divinylbenzene resin particles (“Au-210” manufactured by Sekisui Chemical Co., Ltd., average particle size 10 μm)

（他の成分）
フィラー（ナノシリカ、トクヤマ社製「ＭＴ−１０」）
接着付与剤（信越化学工業社製「ＫＢＥ−４０３」）
フラックス（和光純薬工業社製「グルタル酸」）
フェノキシ樹脂（新日鉄住金化学社製「ＹＰ−５０Ｓ」）(Other ingredients)
Filler (Nanosilica, “MT-10” manufactured by Tokuyama)
Adhesive agent (Shin-Etsu Chemical Co., Ltd. “KBE-403”)
Flux (“Glutaric acid” manufactured by Wako Pure Chemical Industries, Ltd.)
Phenoxy resin (“YP-50S” manufactured by Nippon Steel & Sumikin Chemical Co., Ltd.)

（実施例１〜２１及び比較例１〜３）
下記の表１〜３に示す成分を下記の表１〜３に示す配合量で配合して、遊星式攪拌機を用いて２０００ｒｐｍで５分間攪拌することにより、異方性導電ペーストを得た。(Examples 1-21 and Comparative Examples 1-3)
The components shown in the following Tables 1 to 3 were blended in the blending amounts shown in the following Tables 1 to 3, and stirred at 2000 rpm for 5 minutes using a planetary stirrer to obtain an anisotropic conductive paste.

（実施例２２）
フェノキシ樹脂（新日鉄住金化学社製「ＹＰ−５０Ｓ」）１０重量部をメチルエチルケトン（ＭＥＫ）に固形分が５０重量％となるように溶解させて、溶解液を得た。下記の表３に示すフェノキシ樹脂を除く成分を下記の表３に示す配合量と、上記溶解液の全量とを配合して、遊星式攪拌機を用いて２０００ｒｐｍで５分間攪拌した後、バーコーターを用いて乾燥後の厚みが３０μｍになるよう離型ＰＥＴ（ポリエチレンテレフタレート）フィルム上に塗工した。室温で真空乾燥することで、ＭＥＫを除去することにより、異方性導電フィルムを得た。(Example 22)
10 parts by weight of phenoxy resin (“YP-50S” manufactured by Nippon Steel & Sumikin Chemical Co., Ltd.) was dissolved in methyl ethyl ketone (MEK) so that the solid content was 50% by weight to obtain a solution. Ingredients other than the phenoxy resin shown in Table 3 below were blended with the blending amounts shown in Table 3 below and the total amount of the above solution, and after stirring for 5 minutes at 2000 rpm using a planetary stirrer, a bar coater was used. It was used and coated on a release PET (polyethylene terephthalate) film so that the thickness after drying was 30 μm. An anisotropic conductive film was obtained by removing MEK by vacuum drying at room temperature.

（評価）
（１）〜（３）の評価項目で用いる接続構造体（ＦＯＢ）の作製：
Ｌ／Ｓが１００μｍ／１００μｍの電極パターンにて、７０本の銅電極を上面に有するガラスエポキシ基板（ＦＲ−４基板）を用意した。また、Ｌ／Ｓが１００μｍ／１００μｍの電極パターンにて、７０本の銅電極を下面に有するフレキシブルプリント基板を用意した。ＦＲ−４基板と、フレキシブルプリント基板のパターンは、重ねあわせることによりデイジーチェーンが形成できるように設計した。(Evaluation)
Production of connection structure (FOB) used in evaluation items (1) to (3):
A glass epoxy substrate (FR-4 substrate) having 70 copper electrodes on the upper surface with an electrode pattern having an L / S of 100 μm / 100 μm was prepared. Moreover, the flexible printed circuit board which has 70 copper electrodes on the lower surface with the electrode pattern whose L / S is 100 micrometers / 100 micrometers was prepared. The FR-4 substrate and the flexible printed circuit board pattern were designed so that a daisy chain could be formed by overlapping.

上記ガラスエポキシ基板の上面に、得られた異方性導電ペーストを厚さ２００μｍとなるように塗工し、異方性導電ペースト層を形成した。次に、異方性導電ペースト層上に上記フレキシブルプリント基板を、電極同士が対向するように積層した。その後、異方性導電ペースト層の温度が１７０℃（本圧着温度）となるように加熱圧着ヘッドの温度を調整しながら、フレキシブルプリント基板の上面に加圧圧着ヘッドを載せ、１ＭＰａの圧力をかけて１７０℃で硬化が完了するまで異方性導電ペースト層を硬化させて、接続構造体（ＦＯＢ）を得た。   The obtained anisotropic conductive paste was applied on the upper surface of the glass epoxy substrate so as to have a thickness of 200 μm to form an anisotropic conductive paste layer. Next, the flexible printed circuit board was laminated on the anisotropic conductive paste layer so that the electrodes face each other. Then, while adjusting the temperature of the thermocompression bonding head so that the temperature of the anisotropic conductive paste layer becomes 170 ° C. (final pressure bonding temperature), the pressure bonding head is placed on the upper surface of the flexible printed circuit board and a pressure of 1 MPa is applied. Then, the anisotropic conductive paste layer was cured until curing was completed at 170 ° C. to obtain a connection structure (FOB).

（１）硬化速度
上記接続構造体を得る際に、加熱により異方性導電ペースト層が硬化するまでの時間を測定した。具体的には、上記接続構造体を得る手順で異方性導電ペーストを上記ガラスエポキシ基板に塗布した後に、１７０℃ホットプレート上にて、異方性導電ペースト層の表面のタック（安田精機製作所製のボールタックテスターにて、助走路：１００ｍｍ、測定部：１００ｍｍ、傾斜角度３０°、ボールφ１／１６が測定部にて停止しない程度の粘着性）がなくなるまでのゲル化時間を評価した。硬化速度を下記の基準で判定した。(1) Curing speed When obtaining the said connection structure, the time until an anisotropic conductive paste layer hardens | cures by heating was measured. Specifically, after applying the anisotropic conductive paste to the glass epoxy substrate in the procedure for obtaining the connection structure, the surface of the anisotropic conductive paste layer is tacked on a hot plate at 170 ° C. (Yasuda Seiki Seisakusho). The gelation time until the runway was 100 mm, the measurement part was 100 mm, the inclination angle was 30 °, and the ball φ1 / 16 was not stopped at the measurement part was evaluated with a manufactured ball tack tester. The curing rate was determined according to the following criteria.

［硬化速度の判定基準］
○：表面のタックがなくなるまでのゲル化時間が３秒未満
×：表面のタックがなくなるまでのゲル化時間が３秒以上[Criteria for curing speed]
○: Gelation time until surface tack disappears is less than 3 seconds ×: Gelation time until surface tack disappears 3 seconds or more

（２）導通性
得られた接続構造体を用いて、２０箇所の接続抵抗を４端子法にて評価した。導通性を下記の基準で判定した。(2) Conductivity Using the obtained connection structure, 20 connection resistances were evaluated by a four-terminal method. The conductivity was determined according to the following criteria.

［導通性の判定基準］
○○：接続抵抗の平均値が８．０Ω以下
○：接続抵抗の平均値が８．０Ωを超え、１０．０Ω以下
△：接続抵抗の平均値が１０．０Ωを超え、１５．０Ω以下
×接続抵抗の平均値が１５．０Ωを超える[Conductivity criteria]
○○: Average value of connection resistance is 8.0Ω or less ○: Average value of connection resistance exceeds 8.0Ω and 10.0Ω or less △: Average value of connection resistance exceeds 10.0Ω and 15.0Ω or less × Average connection resistance exceeds 15.0Ω

（３）耐熱衝撃性
得られた接続構造体をそれぞれ１０個用意し、−３０℃で５分間保持し、次に８０℃まで昇温させて５分間保持した後、−３０℃まで降温する過程を１サイクルとし、１サイクル当たり１時間とする冷熱サイクル試験を実施した。５００サイクル後に、それぞれ１０個の接続構造体を取り出した。(3) Thermal shock resistance The process of preparing 10 each of the obtained connection structures, holding them at −30 ° C. for 5 minutes, then raising the temperature to 80 ° C., holding them for 5 minutes, and then lowering the temperature to −30 ° C. A cooling cycle test was conducted with 1 cycle per hour and 1 hour per cycle. Ten connection structures were taken out after 500 cycles.

５００サイクルの冷熱サイクル試験後の１０個の接続構造体について、上下の電極間の導通不良が生じている個数を数えた。耐熱衝撃性を下記の基準で判定した。   With respect to 10 connection structures after 500 cycles of the thermal cycle test, the number of defective conduction between the upper and lower electrodes was counted. Thermal shock resistance was determined according to the following criteria.

［耐熱衝撃性の判定基準］
○○：１０個の接続構造体全てにおいて、冷熱サイクル試験前の接続抵抗からの接続抵抗の上昇率が５％以下である
○：１０個の接続構造体全てにおいて、冷熱サイクル試験前の接続抵抗からの接続抵抗の上昇率が５％を超え、１０％以下である
×：１０個の接続構造体のうち、冷熱サイクル試験前の接続抵抗からの接続抵抗の上昇率が１０％を超える接続構造体が１個以上ある[Criteria for thermal shock resistance]
◯: In all 10 connection structures, the rate of increase in connection resistance from the connection resistance before the thermal cycle test is 5% or less. ○: Connection resistance before the thermal cycle test in all 10 connection structures. The connection resistance rise rate from 5 to exceeds 10% and 10% or less ×: Of 10 connection structures, the connection structure from which the connection resistance increase rate before the thermal cycle test exceeds 10% Have more than one body

（４）耐湿熱性
バイアス試験により、耐湿熱性を評価した。具体的には、Ｌ／Ｓが１００μｍ／１００μｍの７０本の櫛形銅電極パターンを上面に有するガラスエポキシ基板（ＦＲ−４基板）を用意した。また、Ｌ／Ｓが１００μｍ／１００μｍの７０本の櫛形銅電極パターンを下面に有するフレキシブルプリント基板を用意した。（１）〜（３）の評価項目に用いた接続構造体の作製方法と同じ方法で、接続構造体を得た。ＦＲ−４基板と、フレキシブルプリント基板のパターンは、重ねあわせることにより櫛形パターンが形成できるように設計した。耐湿熱性を下記の基準で判定した。(4) Moisture and heat resistance The moisture and heat resistance was evaluated by a bias test. Specifically, a glass epoxy substrate (FR-4 substrate) having 70 comb-shaped copper electrode patterns with L / S of 100 μm / 100 μm on the upper surface was prepared. Moreover, the flexible printed circuit board which has 70 comb-shaped copper electrode patterns with L / S of 100 micrometers / 100 micrometers on the lower surface was prepared. A connection structure was obtained by the same method as the manufacturing method of the connection structure used for the evaluation items of (1) to (3). The patterns of the FR-4 substrate and the flexible printed circuit board were designed so that a comb pattern could be formed by overlapping. Wet heat resistance was determined according to the following criteria.

［耐湿熱性の判定基準］
○○：抵抗値が１０８Ω以上
○：抵抗値が５×１０７Ω以上、１０８Ω未満
△：抵抗値が１０７Ω以上、５×１０７Ω未満
×：抵抗値が１０７Ω未満[Criteria for wet heat resistance]
○: Resistance value is 10 8 Ω or more ○: Resistance value is 5 × 10 7 Ω or more, less than 10 8 Ω Δ: Resistance value is 10 7 Ω or more, less than 5 × 10 7 Ω ×: Resistance value is 10 7 Ω Less than

（５）保存安定性
異方性導電ペーストを２３℃にて４８時間静置し、静置前後での粘度変化を、Ｅ型粘度計 ＴＶ−３３（東機産業社製）を用いて測定した。静置前後での粘度変化から、保存安定性を下記の基準で判定した。(5) Storage stability The anisotropic conductive paste was allowed to stand at 23 ° C. for 48 hours, and the change in viscosity before and after standing was measured using an E-type viscometer TV-33 (manufactured by Toki Sangyo Co., Ltd.). . From the viscosity change before and after standing, the storage stability was determined according to the following criteria.

［保存安定性の判定基準］
○○：４８時間静置後の粘度／初期粘度が１．２未満
○：４８時間静置後の粘度／初期粘度が１．２以上１．５未満
×：４８時間静置後の粘度／初期粘度が１．５以上[Criteria for storage stability]
○○: Viscosity after standing for 48 hours / initial viscosity less than 1.2 ○: Viscosity after standing for 48 hours / initial viscosity is 1.2 or more and less than 1.5 ×: Viscosity after standing for 48 hours / initial Viscosity is 1.5 or more

（６）保存安定性
異方性導電ペーストを４０℃にて４８時間静置し、静置前後での粘度変化を、Ｅ型粘度計 ＴＶ−３３（東機産業社製）を用いて測定した。静置前後での粘度変化から、保存安定性を下記の基準で判定した。(6) Storage stability The anisotropic conductive paste was allowed to stand at 40 ° C. for 48 hours, and the viscosity change before and after standing was measured using an E-type viscometer TV-33 (manufactured by Toki Sangyo Co., Ltd.). . From the viscosity change before and after standing, the storage stability was determined according to the following criteria.

［保存安定性の判定基準］
○○：４８時間静置後の粘度／初期粘度が１．２未満
○：４８時間静置後の粘度／初期粘度が１．２以上１．３５未満
△：４８時間静置後の粘度／初期粘度が１．３５以上１．５未満
×：４８時間静置後の粘度／初期粘度が１．５以上[Criteria for storage stability]
○○: Viscosity after standing for 48 hours / initial viscosity is less than 1.2 ○: Viscosity after standing for 48 hours / initial viscosity is 1.2 or more and less than 1.35 Δ: Viscosity after standing for 48 hours / initial Viscosity 1.35 or more and less than 1.5 ×: Viscosity after standing for 48 hours / Initial viscosity 1.5 or more

結果を下記の表１〜３に示す。   The results are shown in Tables 1 to 3 below.

Figure 2014112541
Figure 2014112541

Figure 2014112541
Figure 2014112541

Figure 2014112541
Figure 2014112541

銅電極を上面に有するガラスエポキシ基板（接続対象部材）と、銅電極を下面に有するフレキシブルプリント基板（接続対象部材）とを用いた接続構造体の評価結果を示した。これらの２つの接続対象部材の内の一方のみの電極が銅電極であり、残りがアルミニウム電極である場合にも、表１〜３に示す評価結果と同様の傾向の評価結果が得られることを確認した。なお、これらの２つの接続対象部材の電極の双方がアルミニウム電極である場合には、実施例と比較例との評価結果の差異が小さかった。すなわち、２つの接続対象部材の電極の内の少なくとも一方が銅電極である場合には、２つの接続対象部材の電極の双方の電極がアルミニウム電極である場合と比べて、実施例と比較例との評価結果の差異が大きかった。このことから、銅電極の接続に、本発明に係る電子部品用硬化性組成物を用いることにより、本発明の効果が、効果的に発揮されることを確認した。   The evaluation result of the connection structure using the glass epoxy board (connection object member) which has a copper electrode on the upper surface, and the flexible printed circuit board (connection object member) which has a copper electrode on the lower surface was shown. Even when only one of these two connection target members is a copper electrode and the rest is an aluminum electrode, the evaluation results having the same tendency as the evaluation results shown in Tables 1 to 3 can be obtained. confirmed. In addition, when both the electrodes of these two connection object members were aluminum electrodes, the difference in the evaluation result of an Example and a comparative example was small. That is, when at least one of the electrodes of the two connection target members is a copper electrode, compared to the case where both electrodes of the two connection target members are aluminum electrodes, the embodiment and the comparative example The difference in evaluation results was large. From this, it confirmed that the effect of this invention was exhibited effectively by using the curable composition for electronic components which concerns on this invention for the connection of a copper electrode.

また、実施例１６〜２１では、潜在性硬化剤が、マイクロカプセル型イミダゾール硬化剤であるため、比較的高温（４０℃）での保存安定性にかなり優れていた。   In Examples 16 to 21, since the latent curing agent was a microcapsule type imidazole curing agent, the storage stability at a relatively high temperature (40 ° C.) was considerably excellent.

１，１１…接続構造体
２，１２…第１の接続対象部材
２ａ，１２ａ…第１の電極
３，１３…接続部
４，１４…第２の接続対象部材
４ａ，１４ａ…第２の電極
５…導電性粒子
２１…導電性粒子
２１ａ…表面
２２…樹脂粒子
２２ａ…表面
２３…導電層
２４…第１の導電層
２４ａ…表面
２５…はんだ層
２５ａ…溶融したはんだ層部分
３１…導電性粒子
３２…はんだ層
４１…はんだ粒子DESCRIPTION OF SYMBOLS 1,11 ... Connection structure 2,12 ... 1st connection object member 2a, 12a ... 1st electrode 3,13 ... Connection part 4,14 ... 2nd connection object member 4a, 14a ... 2nd electrode 5 ... conductive particles 21 ... conductive particles 21a ... surface 22 ... resin particles 22a ... surface 23 ... conductive layer 24 ... first conductive layer 24a ... surface 25 ... solder layer 25a ... molten solder layer portion 31 ... conductive particles 32 ... Solder layer 41 ... Solder particles

（実施例１〜６，８〜２１、参考例７及び比較例１〜３）
下記の表１〜３に示す成分を下記の表１〜３に示す配合量で配合して、遊星式攪拌機を用いて２０００ｒｐｍで５分間攪拌することにより、異方性導電ペーストを得た。 (Examples 1 to 6 , 8 to 21 , Reference Example 7 and Comparative Examples 1 to 3)
The components shown in the following Tables 1 to 3 were blended in the blending amounts shown in the following Tables 1 to 3, and stirred at 2000 rpm for 5 minutes using a planetary stirrer to obtain an anisotropic conductive paste.

Figure 2014112541
Figure 2014112541

銅電極を上面に有するガラスエポキシ基板（接続対象部材）と、銅電極を下面に有するフレキシブルプリント基板（接続対象部材）とを用いた接続構造体の評価結果を示した。これらの２つの接続対象部材の内の一方のみの電極が銅電極であり、残りがアルミニウム電極である場合にも、表１〜３に示す評価結果と同様の傾向の評価結果が得られることを確認した。なお、これらの２つの接続対象部材の電極の双方がアルミニウム電極である場合には、実施例及び参考例と比較例との評価結果の差異が小さかった。すなわち、２つの接続対象部材の電極の内の少なくとも一方が銅電極である場合には、２つの接続対象部材の電極の双方の電極がアルミニウム電極である場合と比べて、実施例及び参考例と比較例との評価結果の差異が大きかった。このことから、銅電極の接続に、本発明に係る電子部品用硬化性組成物を用いることにより、本発明の効果が、効果的に発揮されることを確認した。 The evaluation result of the connection structure using the glass epoxy board (connection object member) which has a copper electrode on the upper surface, and the flexible printed circuit board (connection object member) which has a copper electrode on the lower surface was shown. Even when only one of these two connection target members is a copper electrode and the rest is an aluminum electrode, the evaluation results having the same tendency as the evaluation results shown in Tables 1 to 3 can be obtained. confirmed. In addition, when both the electrodes of these two connection object members were aluminum electrodes, the difference of the evaluation result of an Example, a reference example, and a comparative example was small. That is, in the case where at least one of the electrodes of the two connection target members is a copper electrode, compared to the case where both electrodes of the two connection target members are aluminum electrodes, the examples and reference examples The difference in evaluation results with the comparative example was large. From this, it confirmed that the effect of this invention was exhibited effectively by using the curable composition for electronic components which concerns on this invention for the connection of a copper electrode.

Claims (9)

銅電極の接続に用いられる電子部品用硬化性組成物であって、
熱硬化性化合物と、潜在性硬化剤と、芳香族骨格を有するイミダゾール化合物とを含む、電子部品用硬化性組成物。A curable composition for electronic parts used for connecting copper electrodes,
A curable composition for electronic parts, comprising a thermosetting compound, a latent curing agent, and an imidazole compound having an aromatic skeleton. 前記潜在性硬化剤が、マイクロカプセル型イミダゾール硬化剤である、請求項１に記載の電子部品用硬化性組成物。   The curable composition for electronic components according to claim 1, wherein the latent curing agent is a microcapsule type imidazole curing agent. 導電性粒子を含む、請求項１又は２に記載の電子部品用硬化性組成物。   The curable composition for electronic components according to claim 1 or 2, comprising conductive particles. 前記導電性粒子が、導電性の外側の表面がはんだである導電性粒子である、請求項３に記載の電子部品用硬化性組成物。   The curable composition for electronic components according to claim 3, wherein the conductive particles are conductive particles having a conductive outer surface made of solder. ペーストである、請求項１〜４のいずれか１項に記載の電子部品用硬化性組成物。   The curable composition for electronic components according to any one of claims 1 to 4, which is a paste. 第１の電極を表面に有する第１の接続対象部材と、
第２の電極を表面に有する第２の接続対象部材と、
前記第１の接続対象部材と前記第２の接続対象部材とを接続している接続部とを備え、
前記接続部が、請求項１〜５のいずれか１項に記載の電子部品用硬化性組成物を硬化させることにより形成されており、
前記第１の電極及び前記第２の電極の内の少なくとも一方が銅電極であり、
前記第１の電極と前記第２の電極とが電気的に接続されている、接続構造体。A first connection object member having a first electrode on its surface;
A second connection target member having a second electrode on its surface;
A connection portion connecting the first connection target member and the second connection target member;
The connection part is formed by curing the curable composition for electronic components according to any one of claims 1 to 5,
At least one of the first electrode and the second electrode is a copper electrode;
A connection structure in which the first electrode and the second electrode are electrically connected. 前記電子部品用硬化性組成物が導電性粒子を含み、
前記第１の電極と前記第２の電極とが前記導電性粒子により電気的に接続されている、請求項６に記載の接続構造体。The curable composition for electronic parts contains conductive particles,
The connection structure according to claim 6, wherein the first electrode and the second electrode are electrically connected by the conductive particles. 第１の電極を表面に有する第１の接続対象部材と、第２の電極を表面に有する第２の接続対象部材との間に、請求項１〜５のいずれか１項に記載の電子部品用硬化性組成物を配置する工程と、
前記電子部品用硬化性組成物を硬化させることにより、前記第１の接続対象部材と前記第２の接続対象部材とを接続している接続部を形成し、前記第１の電極と前記第２の電極とが電気的に接続されている接続構造体を得る工程とを備え、
前記第１の電極及び前記第２の電極の内の少なくとも一方が銅電極である、接続構造体の製造方法。The electronic component according to claim 1, between a first connection target member having a first electrode on the surface and a second connection target member having a second electrode on the surface. Arranging the curable composition for use;
By curing the curable composition for electronic components, a connection portion connecting the first connection target member and the second connection target member is formed, and the first electrode and the second electrode are formed. And a step of obtaining a connection structure in which the electrode is electrically connected,
A method for manufacturing a connection structure, wherein at least one of the first electrode and the second electrode is a copper electrode. 前記電子部品用硬化性組成物が導電性粒子を含み、
前記第１の電極と前記第２の電極とが前記導電性粒子により電気的に接続されている接続構造体を得る、請求項８に記載の接続構造体の製造方法。The curable composition for electronic parts contains conductive particles,
The manufacturing method of the connection structure of Claim 8 which obtains the connection structure in which the said 1st electrode and the said 2nd electrode are electrically connected by the said electroconductive particle.
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