JP2004012810A5 - - Google Patents

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JP2004012810A5
JP2004012810A5 JP2002166165A JP2002166165A JP2004012810A5 JP 2004012810 A5 JP2004012810 A5 JP 2004012810A5 JP 2002166165 A JP2002166165 A JP 2002166165A JP 2002166165 A JP2002166165 A JP 2002166165A JP 2004012810 A5 JP2004012810 A5 JP 2004012810A5
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flame retardant
composition according
retardant composition
curable flame
epoxy resin
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JP2002166165A
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JP2004012810A (en
JP4180844B2 (en
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レジスト用硬化性樹脂材料(A)、水和金属化合物(B)及び窒素化合物(C)を含有し、かつ、レジスト用硬化性樹脂材料(A)が、アクリル系モノマーに由来するエチレン性不飽和末端基を有する感光性プレポリマー(a)、前記感光性プレポリマー(a)を除くエチレン性不飽和基を有する化合物(b)、及び光重合開始剤(c)を含む光硬化性樹脂材料、または熱硬化樹脂材料であることを特徴とする硬化性難燃組成物。 Ethylenic unsaturation containing curable resin material for resist (A), hydrated metal compound (B) and nitrogen compound (C) , and curable resin material for resist (A) derived from acrylic monomer A photocurable resin material comprising a photosensitive prepolymer (a) having a terminal group, a compound (b) having an ethylenically unsaturated group excluding the photosensitive prepolymer (a), and a photopolymerization initiator (c); Alternatively, a curable flame retardant composition, which is a thermosetting resin material . 感光性プレポリマー(a)が、カルボキシル基と少なくとも2個のエチレン性不飽和結合を有する化合物であることを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 1 , wherein the photosensitive prepolymer (a) is a compound having a carboxyl group and at least two ethylenically unsaturated bonds. 感光性プレポリマー(a)が、カルボキシル基を有するエポキシ(メタ)アクリレート化合物であることを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 2 , wherein the photosensitive prepolymer (a) is an epoxy (meth) acrylate compound having a carboxyl group. カルボキシル基を有するエポキシ(メタ)アクリレート化合物の固形分酸価が10mgKOH/g〜150mgKOH/gであることを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 3 , wherein the epoxy (meth) acrylate compound having a carboxyl group has a solid content acid value of 10 mgKOH / g to 150 mgKOH / g . 感光性プレポリマー(a)が、カルボキシル基を有するウレタン(メタ)アクリレート化合物であることを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 2 , wherein the photosensitive prepolymer (a) is a urethane (meth) acrylate compound having a carboxyl group. カルボキシル基を有するウレタン(メタ)アクリレート化合物の固形分酸価が5mgKOH/g〜150mgKOH/gであることを特徴とする請求項に記載の硬化性難燃組成物。6. The curable flame retardant composition according to claim 5 , wherein the urethane (meth) acrylate compound having a carboxyl group has a solid content acid value of 5 mgKOH / g to 150 mgKOH / g. 感光性プレポリマー(a)が、カルボキシル基を有するエポキシ(メタ)アクリレート化合物及びカルボキシル基を有するウレタン(メタ)アクリレート化合物を含むことを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 1 , wherein the photosensitive prepolymer (a) includes an epoxy (meth) acrylate compound having a carboxyl group and a urethane (meth) acrylate compound having a carboxyl group. カルボキシル基を有するエポキシ(メタ)アクリレート化合物とカルボキシル基を有するウレタン(メタ)アクリレート化合物の質量比が9:1〜1:9であることを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 7 , wherein a mass ratio of the epoxy (meth) acrylate compound having a carboxyl group and the urethane (meth) acrylate compound having a carboxyl group is 9: 1 to 1: 9. object. カルボキシル基を有するウレタン(メタ)アクリレート化合物が、酸価が5mgKOH/g〜60mgKOH/gのカルボキシル基を有するウレタン(メタ)アクリレート化合物と、酸価が60mgKOH/g〜150mgKOH/gのカルボキシル基を有するウレタン(メタ)アクリレート化合物の混合物であることを特徴とする請求項5ないし8のいずれかに記載の硬化性難燃組成物。The urethane (meth) acrylate compound having a carboxyl group has a urethane (meth) acrylate compound having a carboxyl group having an acid value of 5 mgKOH / g to 60 mgKOH / g and a carboxyl group having an acid value of 60 mgKOH / g to 150 mgKOH / g. The curable flame retardant composition according to any one of claims 5 to 8 , which is a mixture of a urethane (meth) acrylate compound. 熱硬化性樹脂材料が、エポキシ樹脂であることを特徴とする請求項に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 1 , wherein the thermosetting resin material is an epoxy resin. エポキシ樹脂が、ビスフェノールA型エポキシ樹脂、水添ビスフェノールA型エポキシ樹脂、臭素化ビスフェノールA型エポキシ樹脂、ビスフェノールF型エポキシ樹脂、ノボラック型エポキシ樹脂、フェノールノボラック型エポキシ樹脂、クレゾールノボラック型エポキシ樹脂、ビスフェノールAのノボラック型エポキシ樹脂、キレート型エポキシ樹脂、グリオキザール型エポキシ樹脂、ポリサルファイド型エポキシ樹脂、アミノ基含有エポキシ樹脂、ゴム変性エポキシ樹脂、ジシクロペンタジエンフェノリック型エポキシ樹脂、シリコーン変性エポキシ樹脂、ε−カプロラクトン変性エポキシ樹脂、N−グリシル型エポキシ樹脂、ビスフェノールS型エポキシ樹脂、ジグリシジルフタレート樹脂、ヘテロサイクリックエポキシ樹脂、ビキシレノール型エポキシ樹脂、ビフェノール型エポキシ樹脂及びテトラグルシジルキシレノイルエタン樹脂からなる群より選ばれる少なくとも1種であることを特徴とする請求項10に記載の硬化性難燃組成物。Epoxy resin is bisphenol A type epoxy resin, hydrogenated bisphenol A type epoxy resin, brominated bisphenol A type epoxy resin, bisphenol F type epoxy resin, novolac type epoxy resin, phenol novolac type epoxy resin, cresol novolak type epoxy resin, bisphenol A novolac type epoxy resin, chelate type epoxy resin, glyoxal type epoxy resin, polysulfide type epoxy resin, amino group-containing epoxy resin, rubber modified epoxy resin, dicyclopentadiene phenolic type epoxy resin, silicone modified epoxy resin, ε-caprolactone modified Epoxy resin, N-glycyl type epoxy resin, bisphenol S type epoxy resin, diglycidyl phthalate resin, heterocyclic epoxy resin, Biki Renoru type epoxy resin, biphenol type epoxy resin and tetra glycidyl xylenoyl yl curable flame retardant composition according to claim 10, characterized in that at least one selected from the group consisting of ethane resin. さらに、熱重合触媒を含有することを特徴とする請求項10または11に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 10 , further comprising a thermal polymerization catalyst. 有機溶媒を含むことを特徴とする請求項1〜12のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 12, characterized in that it comprises an organic solvent. 水和金属化合物(B)の熱分解時の吸熱量が400J/g以上であることを特徴とする請求項1〜13のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 13 , wherein the endothermic amount of the hydrated metal compound (B) during thermal decomposition is 400 J / g or more. 水和金属化合物(B)が、水酸化アルミニウム及び/または水酸化マグネシウムである請求項1〜14のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 14 , wherein the hydrated metal compound (B) is aluminum hydroxide and / or magnesium hydroxide. 水和金属化合物(B)が、ハイドロタルサイトまたはハイドロタルサイト類化合物である請求項1〜14のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 14 , wherein the hydrated metal compound (B) is a hydrotalcite or a hydrotalcite compound. 水和金属化合物(B)を、レジスト用硬化性樹脂材料(A)100質量部に対し10〜100質量部配合することを特徴とする請求項1〜16のいずれかに記載の硬化性難燃組成物。The curable flame retardant according to any one of claims 1 to 16 , wherein the hydrated metal compound (B) is blended in an amount of 10 to 100 parts by mass with respect to 100 parts by mass of the curable resin material for resist (A). Composition. 窒素化合物(C)が、リン酸アミド、ポリリン酸アンモニウム、リン酸メラミン、ピロリン酸メラミン及びポリリン酸メラミンからなる群より選ばれる少なくとも1種の化合物である請求項1〜17のいずれかに記載の硬化性難燃組成物。Nitrogen compounds (C), phosphoric acid amide, ammonium polyphosphate, melamine phosphate, according to any one of claims 1 to 17, which is at least one compound selected from the group consisting of melamine pyrophosphate and melamine polyphosphate Curable flame retardant composition. 窒素化合物(C)を、レジスト用硬化性樹脂材料(A)100質量部に対し10〜80質量部配合することを特徴とする請求項1〜18のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 18 , wherein the nitrogen compound (C) is blended in an amount of 10 to 80 parts by mass with respect to 100 parts by mass of the curable resin material for resist (A). . さらに、微粒子状無機化合物(D)を含有することを特徴とする請求項1〜19のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 19 , further comprising a particulate inorganic compound (D). 微粒子状無機化合物(D)がゼオライトであることを特徴とする請求項20に記載の硬化性難燃組成物。21. The curable flame retardant composition according to claim 20 , wherein the particulate inorganic compound (D) is zeolite. 微粒子状無機化合物(D)が粘土鉱物であることを特徴とする請求項20に記載の硬化性難燃組成物。21. The curable flame retardant composition according to claim 20 , wherein the particulate inorganic compound (D) is a clay mineral. 微粒子状無機化合物(D)がアルミ架橋粘土であることを特徴とする請求項20に記載の硬化性難燃組成物。21. The curable flame retardant composition according to claim 20 , wherein the particulate inorganic compound (D) is an aluminum crosslinked clay. さらに、リン酸エステル化合物(E)を含有することを特徴とする請求項1〜23のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 23 , further comprising a phosphate ester compound (E). リン酸エステル化合物(E)のリン原子が5価である請求項24に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 24 , wherein the phosphorus atom of the phosphate ester compound (E) is pentavalent. リン酸エステル化合物(E)が、芳香族基を有する化合物である請求項24または25に記載の硬化性難燃組成物。The curable flame retardant composition according to claim 24 or 25 , wherein the phosphate ester compound (E) is a compound having an aromatic group. リン酸エステル化合物(E)を、レジスト用硬化性樹脂材料(A)100質量部に対し1〜20質量部配合することを特徴とする請求項2426のいずれかに記載の硬化性難燃組成物。The curable flame retardant according to any one of claims 24 to 26 , wherein the phosphate ester compound (E) is blended in an amount of 1 to 20 parts by mass with respect to 100 parts by mass of the curable resin material for resist (A). Composition. 粘度が500〜500,000mPa・s(25℃)であることを特徴とする請求項1〜27のいずれかに記載の硬化性難燃組成物。The curable flame retardant composition according to any one of claims 1 to 27, the viscosity is equal to or is 500~500,000mPa · s (25 ℃). 請求項1〜28のいずれかに記載の硬化性難燃組成物を硬化して得られることを特徴とする硬化物。A cured product obtained by curing the curable flame retardant composition according to any one of claims 1 to 28 . 請求項1〜28のいずれかに記載の硬化性難燃組成物及び着色剤を含有することを特徴とするレジストインク。A resist ink comprising the curable flame retardant composition according to any one of claims 1 to 28 and a colorant. 請求項1〜28のいずれかに記載の硬化性難燃組成物を用いることを特徴とするレジスト材料。A curable flame retardant composition according to any one of claims 1 to 28 is used. 支持体上に請求項1〜28のいずれかに記載の硬化性難燃組成物から形成された感光層または感熱層を有することを特徴とするドライフィルム。A dry film comprising a photosensitive layer or a heat-sensitive layer formed from the curable flame retardant composition according to any one of claims 1 to 28 on a support. 支持体が、ポリエステルフィルムであることを特徴とする請求項32に記載のドライフィルム。The dry film according to claim 32 , wherein the support is a polyester film. 請求項1〜28のいずれかに記載の硬化性難燃組成物からなることを特徴とする絶縁保護被膜。An insulating protective coating comprising the curable flame retardant composition according to any one of claims 1 to 28 . 請求項34に記載の絶縁保護被膜を有することを特徴とするプリント配線基板。35. A printed wiring board comprising the insulating protective film according to claim 34 . 請求項1〜28のいずれかに記載の硬化性難燃組成物または請求項30に記載のレジストインクを支持体上に塗布することにより、塗工層を得る工程を含むドライフィルムの製造方法。A method for producing a dry film comprising a step of obtaining a coating layer by applying the curable flame retardant composition according to any one of claims 1 to 28 or the resist ink according to claim 30 on a support. 支持体上に塗布した塗工層を乾燥する工程を含む請求項36に記載のドライフィルムの製造方法。The method for producing a dry film according to claim 36 , comprising a step of drying the coating layer coated on the support. 塗工層の乾燥を、熱風及び/または遠赤外線により行う請求項37に記載のドライフィルムの製造方法。The method for producing a dry film according to claim 37 , wherein the coating layer is dried with hot air and / or far infrared rays. 乾燥した塗工層上に保護フィルムを貼合する工程を含む請求項36〜38に記載のドライフィルムの製造方法。The manufacturing method of the dry film of Claims 36-38 including the process of bonding a protective film on the dried coating layer. 乾燥した塗工層上に画像状にエネルギー線を照射する工程、未露光部のレジスト層を現像により除去する工程及び熱硬化する工程を含むことを特徴とするレジストの製造方法。A method for producing a resist, comprising a step of irradiating an image of energy rays on a dried coating layer, a step of removing a resist layer in an unexposed portion by development, and a step of thermosetting. エネルギー線が可視光或は紫外線であり、厚み5〜70μmのレジスト層を50〜2000mJ/cmのエネルギー線の照射量で硬化することを特徴とする請求項40に記載のレジストの製造方法。41. The method for producing a resist according to claim 40 , wherein the energy ray is visible light or ultraviolet ray, and the resist layer having a thickness of 5 to 70 μm is cured with an irradiation amount of the energy ray of 50 to 2000 mJ / cm 2. .
JP2002166165A 2002-06-06 2002-06-06 Curable flame retardant composition, cured product thereof and production method thereof Expired - Fee Related JP4180844B2 (en)

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