JP2011123420A - 感光性樹脂組成物、そのドライフィルム及びそれらを用いたプリント配線板 - Google Patents
感光性樹脂組成物、そのドライフィルム及びそれらを用いたプリント配線板 Download PDFInfo
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- JP2011123420A JP2011123420A JP2009282954A JP2009282954A JP2011123420A JP 2011123420 A JP2011123420 A JP 2011123420A JP 2009282954 A JP2009282954 A JP 2009282954A JP 2009282954 A JP2009282954 A JP 2009282954A JP 2011123420 A JP2011123420 A JP 2011123420A
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- 239000011248 coating agent Substances 0.000 claims abstract description 32
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- 239000003999 initiator Substances 0.000 claims abstract description 28
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 21
- 239000011574 phosphorus Substances 0.000 claims abstract description 20
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 19
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- -1 diol compound Chemical class 0.000 claims description 136
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 56
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract description 11
- 238000007747 plating Methods 0.000 abstract description 11
- 239000003086 colorant Substances 0.000 abstract description 8
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract description 7
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- 239000010931 gold Substances 0.000 abstract description 7
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- 230000007613 environmental effect Effects 0.000 abstract description 5
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- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 7
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- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 7
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 7
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 150000004056 anthraquinones Chemical class 0.000 description 6
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 6
- 230000007423 decrease Effects 0.000 description 6
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- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
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- 150000005846 sugar alcohols Polymers 0.000 description 6
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 6
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
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- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 5
- 229910052759 nickel Inorganic materials 0.000 description 5
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
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- 150000003553 thiiranes Chemical class 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
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- 125000001931 aliphatic group Chemical group 0.000 description 4
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- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
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- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
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- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
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- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
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- H05K3/00—Apparatus or processes for manufacturing printed circuits
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- C08G18/80—Masked polyisocyanates
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Abstract
【解決手段】感光性樹脂組成物は、ビフェニルノボラック構造を有するカルボキシル基含有ウレタン樹脂、光重合開始剤、水酸化アルミニウム及び/又はリン含有化合物を含有する。前記各成分の他にさらに分子中に複数の環状エーテル基及び/又は環状チオエーテル基を有する熱硬化性成分を含有することにより、光硬化性熱硬化性樹脂組成物とすることができ、さらに着色剤を含有することもできる。
【選択図】なし
Description
一方、ハロゲンフリーで難燃性のソルダーレジストとしては、例えば、特開2007−41107号公報(特許文献2)には、ビフェニルノボラック型エポキシ樹脂と不飽和モノカルボン酸との反応生成物に多塩基酸無水物を付加させて得られるアルカリ水溶液可溶性樹脂、硬化剤としてのビフェニルノボラック型エポキシ樹脂及び光重合開始剤を含有するアルカリ水溶液可溶性感光性樹脂組成物が提案されているが、低反り及び屈曲性に関しては充分ではなかった。
さらに本発明の目的は、かかる感光性樹脂組成物を用いることによって、低反りで難燃性や折り曲げ性等の諸特性に優れたドライフィルム及びこのような優れた特性の難燃性皮膜を有するプリント配線板を提供することにある。
以下、本発明の感光性樹脂組成物の各構成成分について詳しく説明する。
上記ビフェニルノボラック構造を有するエポキシ樹脂は、NC−3000(日本化薬(株)製)として市販されている。
なお、本明細書において、(メタ)アクリレートとは、アクリレート、メタクリレート及びそれらの混合物を総称する用語で、他の類似の表現についても同様である。
また、上記反応における各成分の割合(原料の仕込み割合)は、ビフェニルノボラック構造を有するエポキシ樹脂のエポキシ基1当量に対して、一塩基酸の酸基が1.0〜1.2当量となる割合が好ましい。
このような光重合開始剤、光開始助剤、及び増感剤の総量は、前記ビフェニルノボラック構造を有するカルボキシル基含有ウレタン樹脂100質量部に対して35質量部以下であることが好ましい。35質量部を超えると、これらの光吸収により深部硬化性が低下する傾向にある。
また、アシルホスフィンオキサイド系光重合開始剤の使用は、光反応時の深部硬化性を向上させ、更に光照射により開裂した開始剤由来リン含有化合物成分が硬化物ネットワークに組み込まれることにより、硬化塗膜中のリン濃度を効果的に高めることができ、更なる難燃性の向上を可能とする。
上記熱硬化性成分は単独で又は2種以上を併用することができる。
このような1分子中に複数のイソシアネート基又はブロック化イソシアネート基を有する化合物の配合量は、前記カルボキシル基含有ウレタン樹脂100質量部に対して、1〜100質量部、より好ましくは、2〜70質量部の割合が適当である。前記配合量が、1質量部未満の場合、十分な塗膜の強靭性が得られず、好ましくない。一方、100質量部を超えた場合、保存安定性が低下するので好ましくない。
赤色着色剤としてはモノアゾ系、ジズアゾ系、アゾレーキ系、ベンズイミダゾロン系、ペリレン系、ジケトピロロピロール系、縮合アゾ系、アントラキノン系、キナクリドン系などがあり、具体的には以下のものが挙げられる。
モノアゾ系:Pigment Red 1, 2, 3, 4, 5, 6, 8, 9, 12, 14, 15, 16, 17, 21, 22, 23, 31, 32, 112, 114, 146, 147, 151, 170, 184, 187, 188, 193, 210, 245, 253, 258, 266, 267, 268, 269。
ジスアゾ系:Pigment Red 37, 38, 41。
モノアゾレーキ系:Pigment Red 48:1, 48:2, 48:3, 48:4, 49:1, 49:2, 50:1, 52:1, 52:2, 53:1, 53:2, 57:1, 58:4, 63:1, 63:2, 64:1,68。
ベンズイミダゾロン系:Pigment Red 171、Pigment Red 175、Pigment Red 176、Pigment Red 185、Pigment Red 208。
ぺリレン系:Solvent Red 135、Solvent Red 179、Pigment Red 123、Pigment Red 149、Pigment Red 166、Pigment Red 178、Pigment Red 179、Pigment Red 190、Pigment Red 194、Pigment Red 224。
ジケトピロロピロール系:Pigment Red 254、Pigment Red 255、Pigment Red 264、Pigment Red 270、Pigment Red 272。
縮合アゾ系:Pigment Red 220、Pigment Red 144、Pigment Red 166、Pigment Red 214、Pigment Red 220、Pigment Red 221、Pigment Red 242。
アンスラキノン系:Pigment Red 168、Pigment Red 177、Pigment Red 216、Solvent Red 149、Solvent Red 150、Solvent Red 52、Solvent Red 207。
キナクリドン系:Pigment Red 122、Pigment Red 202、Pigment Red 206、Pigment Red 207、Pigment Red 209。
青色着色剤としてはフタロシアニン系、アントラキノン系があり、顔料系はピグメント(Pigment)に分類されている化合物、具体的には:Pigment Blue 15、Pigment Blue 15:1、Pigment Blue 15:2、Pigment Blue 15:3、Pigment Blue 15:4、Pigment Blue 15:6、Pigment Blue 16、Pigment Blue 60。
染料系としては、Solvent Blue 35、Solvent Blue 63、Solvent Blue 68、Solvent Blue 70、Solvent Blue 83、Solvent Blue 87、Solvent Blue 94、Solvent Blue 97、Solvent Blue 122、Solvent Blue 136、Solvent Blue 67、Solvent Blue 70等を使用することができる。上記以外にも、金属置換もしくは無置換のフタロシアニン化合物も使用することができる。
緑色着色剤としては、同様にフタロシアニン系、アントラキノン系、ペリレン系があり、具体的にはPigment Green 7、Pigment Green 36、Solvent Green 3、Solvent Green 5、Solvent Green 20、Solvent Green 28等を使用することができる。上記以外にも、金属置換もしくは無置換のフタロシアニン化合物も使用することができる。
黄色着色剤としてはモノアゾ系、ジスアゾ系、縮合アゾ系、ベンズイミダゾロン系、イソインドリノン系、アントラキノン系等があり、具体的には以下のものが挙げられる。
アントラキノン系:Solvent Yellow 163、Pigment Yellow 24、Pigment Yellow 108、Pigment Yellow 193、Pigment Yellow 147、Pigment Yellow 199、Pigment Yellow 202。
イソインドリノン系:Pigment Yellow 110、Pigment Yellow 109、Pigment Yellow 139、Pigment Yellow 179、Pigment Yellow 185。
縮合アゾ系:Pigment Yellow 93、Pigment Yellow 94、Pigment Yellow 95、Pigment Yellow 128、Pigment Yellow 155、Pigment Yellow 166、Pigment Yellow 180。
ベンズイミダゾロン系:Pigment Yellow 120、Pigment Yellow 151、Pigment Yellow 154、Pigment Yellow 156、Pigment Yellow 175、Pigment Yellow 181。
モノアゾ系:Pigment Yellow 1, 2, 3, 4, 5, 6, 9, 10, 12, 61, 62, 62:1, 65, 73, 74, 75, 97, 100, 104, 105, 111, 116, 167, 168, 169, 182, 183。
ジスアゾ系:Pigment Yellow 12, 13, 14, 16, 17, 55, 63, 81, 83, 87, 126, 127, 152, 170, 172, 174, 176, 188, 198。
具体的に例示すれば、Pigment Violet 19、23、29、32、36、38、42、Solvent Violet 13、36、C.I.ピグメントオレンジ1、C.I.ピグメントオレンジ5、C.I.ピグメントオレンジ13、C.I.ピグメントオレンジ14、C.I.ピグメントオレンジ16、C.I.ピグメントオレンジ17、C.I.ピグメントオレンジ24、C.I.ピグメントオレンジ34、C.I.ピグメントオレンジ36、C.I.ピグメントオレンジ38、C.I.ピグメントオレンジ40、C.I.ピグメントオレンジ43、C.I.ピグメントオレンジ46、C.I.ピグメントオレンジ49、C.I.ピグメントオレンジ51、C.I.ピグメントオレンジ61、C.I.ピグメントオレンジ63、C.I.ピグメントオレンジ64、C.I.ピグメントオレンジ71、C.I.ピグメントオレンジ73、C.I.ピグメントブラウン23、C.I.ピグメントブラウン25、C.I.ピグメントブラック1、C.I.ピグメントブラック7等がある。
このような有機溶剤としては、ケトン類、芳香族炭化水素類、グリコールエーテル類、グリコールエーテルアセテート類、エステル類、アルコール類、脂肪族炭化水素、石油系溶剤などが挙げることができる。より具体的には、メチルエチルケトン、シクロヘキサノン等のケトン類;トルエン、キシレン、テトラメチルベンゼン等の芳香族炭化水素類;セロソルブ、メチルセロソルブ、ブチルセロソルブ、カルビトール、メチルカルビトール、ブチルカルビトール、プロピレングリコールモノメチルエーテル、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールジエチルエーテル、トリエチレングリコールモノエチルエーテル等のグリコールエーテル類;酢酸エチル、酢酸ブチル、ジプロピレングリコールメチルエーテルアセテート、プロピレングリコールメチルエーテルアセテート、プロピレングリコールエチルエーテルアセテート、プロピレングリコールブチルエーテルアセテートなどのエステル類;エタノール、プロパノール、エチレングリコール、プロピレングリコール等のアルコール類;オクタン、デカン等の脂肪族炭化水素;石油エーテル、石油ナフサ、水添石油ナフサ、ソルベントナフサ等の石油系溶剤などである。このような有機溶剤は、単独で又は2種以上の混合物として用いられる。
上記の酸化防止剤は、1種を単独で又は2種以上を組み合わせて用いることができる。
上記活性エネルギー線照射に用いられる露光機としては、直接描画装置(例えばコンピューターからのCADデータにより直接レーザーで画像を描くレーザーダイレクトイメージング装置)、メタルハライドランプを搭載した露光機、(超)高圧水銀ランプを搭載した露光機、水銀ショートアークランプを搭載した露光機、もしくは(超)高圧水銀ランプなどの紫外線ランプを使用した直接描画装置を用いることができる。活性エネルギー線としては、最大波長が350〜410nmの範囲にあるレーザー光を用いていればガスレーザー、固体レーザーどちらでもよい。また、その露光量は膜厚等によって異なるが、一般には5〜300mJ/cm2、好ましくは5〜200mJ/cm2である。上記直接描画装置としては、例えば日本オルボテック社製、ペンタックス社製等のものを使用することができ、最大波長が350〜410nmのレーザー光を発振する装置であればいずれの装置を用いてもよい。
攪拌装置、還流管をつけたフラスコ中に、1分子中に複数のエポキシ基を有するエポキシ樹脂として、日本化薬(株)製 NC−3000(エポキシ当量255g/eq.)を300.0g、分子中にエチレン性不飽和基を有するモノカルボン酸としてアクリル酸を84.7g、熱重合禁止剤として2,6ージターシャリーブチルー4ーメチルフェノールを1.8g、反応触媒としてトリフェニルホスフィンを1.8g、反応溶媒としてプロピレングリコールモノメチルエーテルアセテート(PGMEA)207.2gを仕込み、反応温度98℃にて反応液酸価が1mgKOH/g以下になるまで反応させ、水酸基含有エポキシカルボキシレート化合物を得た。
次いで、得られた水酸基含有エポキシカルボキシレート化合物含有の反応液335.5g、カルボキシル基含有ジオール化合物としてジメチロールブタン酸60.7g、脂肪族系ジイソシアネート化合物として2,4,4−トリメチルヘキサメチレンジイソシアネート104.1g、反応溶剤としてPGMEA 88.7gを仕込み、反応温度80℃で反応させ、NCO含有量が0.1%以下となったところを反応の終点とし、ビフェニル骨格を有するカルボキシル基含有ウレタン樹脂を得た(以下、ワニス1という)。固形分65%樹脂としての酸価は60mgKOH/gであった。
比較例1に用いたカルボキシル基含有樹脂は、感光性基含有でビスフェノールF構造の多官能エポキシを使用したカルボキシル基含有感光性樹脂であり、日本化薬(株)製ZFR−1124(固形分63%、樹脂としての酸価は102mgKOH/g)である。
比較例2に用いたカルボキシル基含有樹脂は、感光性基含有でビスフェノール構造の多官能エポキシを使用した感光性カルボキシル基含有樹脂であり、日本化薬(株)製ZCR−1601(固形分65%、樹脂としての酸価は98mgKOH/g)である。
比較例3に用いたカルボキシル基含有樹脂は、感光性基含有でウレタン構造を持つ感光性カルボキシル基含有樹脂であり、共栄社化学(株)製P7B−53(固形分53%、樹脂としての酸価は49mgKOH/g)である。
水酸化アルミニウム(昭和電工(株)製ハイジライト42M)700gと、溶剤としてカルビトーアセテート295g、湿潤分散剤5gを混合攪拌し、ビーズミルにて0.5μmのジルコニアビーズを用い分散処理を行った。これを3回繰り返して3μmのフィルターを通した水酸化アルミニウムスラリーを作製した。
真球状シリカ(アドマテック社製SO−E2)700g、溶剤としてカルビトールアセテート295g、シランカップリング剤としてビニルシランカップリング剤5gを混合攪拌したものを、上記と同じくビーズミルで分散処理を行った。これを3回繰り返して3μmフィルターでろ過したシリカスラリーを作製した。
上記合成例の樹脂溶液を用い、表1及び表2に示す種々の成分とともに表1及び表2に示す割合(質量部)にて配合し、攪拌機にて予備混合した後、3本ロールミルで混練し、ソルダーレジスト用感光性樹脂組成物を調製した。ここで、得られた感光性樹脂組成物の分散度をエリクセン社製グラインドメータによる粒度測定にて評価したところ、15μm以下であった。
上記実施例1〜14及び比較例1〜3の感光性樹脂組成物を、銅厚18μmの回路パターン基板をバフロール研磨後、水洗し、乾燥してからスクリーン印刷法により全面に塗布し、80℃の熱風循環式乾燥炉で30分間乾燥させた。乾燥後、メタルハライドランプ搭載の露光装置(HMW−680−GW20)を用いてステップタブレット(Kodak No.2)を介して露光し、現像(30℃、0.2MPa、1wt%Na2CO3水溶液)を60秒で行った際残存するステップタブレットのパターンが6段の時を最適露光量とした。
上記実施例1〜14及び比較例1〜3の各組成物を、回路パターン形成されたポリイミドフィルム基板上、又はカプトン100H(東レ・デュポン(株)製ポリイミドフィルム、厚さ25μm)上にスクリーン印刷で全面塗布し、80℃で30分乾燥し、室温まで放冷した。得られた基板にメタルハライドランプ搭載の露光装置(HMW−680−GW20)を用いて最適露光量でソルダーレジストパターンを露光し、30℃の1wt%Na2CO3水溶液をスプレー圧0.2MPaの条件で60秒間現像を行い、レジストパターンを得た。この基板を、150℃で60分加熱して硬化した。得られたプリント基板(評価基板)に対して以下のように特性を評価した。
回路パターン形成されたポリイミドフィルム基板上に作製した特性評価基板にロジン系フラックスを塗布し、予め260℃に設定したはんだ槽に浸漬し、変性アルコールでフラックスを洗浄した後、目視によるレジスト層の膨れ・剥がれについて評価した。判定基準は以下のとおりである。
○:10秒間浸漬を1回で剥がれが認められない。
△:5秒間浸漬を1回で剥がれが認められない。
×:5秒間浸漬を1回でレジスト層に膨れ、剥がれがある。
市販品の無電解ニッケルめっき浴及び無電解金めっき浴を用いて、ニッケル3μm、金0.03μmの条件でめっきを行い、テープピーリングにより、レジスト層の剥がれの有無やめっきのしみ込みの有無を評価した後、テープピーリングによりレジスト層の剥がれの有無を評価した。判定基準は以下のとおりである。
○:染み込み、剥がれが見られない。
△:めっき後に少し染み込みが確認されるが、テープピール後は剥がれない。
×:めっき後に剥がれが有る。
カプトン100H上に作製した硬化被膜を50×50mmに切り出し、4角の反りを測定して平均値を求め、以下の基準で評価した。
○:反りが0〜3mm未満であるもの。
△:反りが3mm以上、7mm未満であるもの。
×:反りが7mm以上であるもの。
カプトン100H上に作製した硬化被膜を用いてはぜ折りを行い、クラックの入る手前の回数を記録した。
各実施例及び比較例の組成物を、25μm厚のポリイミドフィルム(カプトン100H)及び12.5μm厚のポリイミドフィルム(カプトン50H)にスクリーン印刷で全面塗布し、80℃で20分乾燥して室温まで放冷した。さらに裏面を同様にスクリーン印刷で全面塗布し、80℃で20分乾燥して室温まで放冷し、両面塗布基板を得た。得られた両面塗布基板にメタルハライドランプ搭載の露光装置(HMW−680−GW20)を用いて最適露光量でソルダーレジストを全面露光し、30℃の1wt%Na2CO3水溶液をスプレー圧0.2MPaの条件で60秒間現像を行い、次いで150℃で60分間熱硬化を行い、評価サンプルとした。この難燃性評価用サンプルついて、UL94規格に準拠した薄材垂直燃焼試験を行った。評価はUL94規格に基づいて、VTM−0又はVTM−1と表した。
従って、本発明によれば、低そり性、折り曲げ性、難燃性の全てを兼ね備えた感光性樹脂組成物が得られることがわかる。
前記実施例1〜14のシリコーン系消泡剤を除いた組成物をメチルエチルケトンで希釈し、PETフィルム上に塗布して80℃で30分乾燥し、厚さ20μmの感光性樹脂組成物層を形成した。さらにその上にカバーフィルムを貼り合わせてドライフィルムを作製し、それぞれ実施例15〜28とした。得られたドライフィルムからカバーフィルムを剥がし、パターン形成された銅箔基板に、フィルムを熱ラミネートし、次いで、前記実施例の塗膜特性評価に用いた基板と同様の条件で露光した。露光後、キャリアフィルムを剥がし、30℃の1wt%Na2CO3水溶液をスプレー圧0.2MPaの条件で60秒間現像を行い、レジストパターンを得た。この基板を150℃で60分加熱して硬化し、得られた硬化皮膜を有する試験基板について、前述した試験方法及び評価方法にて、各特性の評価試験を行った。その結果を表5に示す。
Claims (6)
- ビフェニルノボラック構造を有するカルボキシル基含有ウレタン樹脂、
光重合開始剤、
水酸化アルミニウム及び/又はリン含有化合物
を含有することを特徴とするアルカリ現像可能なプリント配線板用感光性樹脂組成物。 - 前記カルボキシル基含有ウレタン樹脂が、ビフェニルノボラック構造を有するエポキシ樹脂に一塩基酸を反応させて得られるジオール化合物と、カルボキシル基を有するジオール化合物と、ジイソシアネート化合物とを反応させることにより得られるカルボキシル基含有ウレタン樹脂であることを特徴とする請求項1に記載の感光性樹脂組成物。
- 前記光重合開始剤が、オキシムエステル化合物を含むことを特徴とする請求項1又は2に記載の感光性樹脂組成物。
- さらに熱硬化性成分を含有することを特徴とする請求項1乃至3のいずれか一項に記載の感光性樹脂組成物。
- 請求項1乃至4のいずれか一項に記載の感光性樹脂組成物をフィルムに塗布乾燥して得られるドライフィルム。
- 請求項1乃至4のいずれか一項に記載の感光性樹脂組成物を基材上に塗布して形成した塗膜、又は前記感光性樹脂組成物をフィルムに塗布乾燥して得られるドライフィルムを基材上にラミネートし形成した塗膜を、パターン状に光硬化させて得られる硬化皮膜を有するプリント配線板。
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JP2009282954A JP5415923B2 (ja) | 2009-12-14 | 2009-12-14 | 感光性樹脂組成物、そのドライフィルム及びそれらを用いたプリント配線板 |
PCT/JP2010/072355 WO2011074528A1 (ja) | 2009-12-14 | 2010-12-13 | 感光性樹脂組成物、そのドライフィルム及びそれらを用いたプリント配線板 |
CN201080056910.1A CN102656518B (zh) | 2009-12-14 | 2010-12-13 | 感光性树脂组合物、其干膜以及使用了它们的印刷电路板 |
KR1020127015244A KR101322582B1 (ko) | 2009-12-14 | 2010-12-13 | 감광성 수지 조성물, 그의 드라이 필름 및 그들을 이용한 인쇄 배선판 |
TW099143734A TWI499607B (zh) | 2009-12-14 | 2010-12-14 | A photosensitive resin composition, a dry film thereof, and a printed circuit board using them |
US13/517,648 US8962712B2 (en) | 2009-12-14 | 2012-06-14 | Photosensitive resin composition, dry film thereof, and printed wiring board using them |
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JP2021096478A (ja) * | 2015-12-22 | 2021-06-24 | 昭和電工マテリアルズ株式会社 | 感光性樹脂組成物、それを用いたドライフィルム、プリント配線板、及びプリント配線板の製造方法 |
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JP2018163207A (ja) * | 2017-03-24 | 2018-10-18 | 日立化成株式会社 | 感光性樹脂組成物、それを用いたドライフィルム、プリント配線板、及びプリント配線板の製造方法 |
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US8962712B2 (en) | 2015-02-24 |
WO2011074528A1 (ja) | 2011-06-23 |
TWI499607B (zh) | 2015-09-11 |
JP5415923B2 (ja) | 2014-02-12 |
KR20120086723A (ko) | 2012-08-03 |
CN102656518A (zh) | 2012-09-05 |
TW201136965A (en) | 2011-11-01 |
CN102656518B (zh) | 2014-05-28 |
KR101322582B1 (ko) | 2013-10-28 |
US20120250268A1 (en) | 2012-10-04 |
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