JP2017058618A - 回路基板用絶縁膜およびその製造方法 - Google Patents
回路基板用絶縁膜およびその製造方法 Download PDFInfo
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- JP2017058618A JP2017058618A JP2015185543A JP2015185543A JP2017058618A JP 2017058618 A JP2017058618 A JP 2017058618A JP 2015185543 A JP2015185543 A JP 2015185543A JP 2015185543 A JP2015185543 A JP 2015185543A JP 2017058618 A JP2017058618 A JP 2017058618A
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- Prior art keywords
- insulating film
- resin composition
- circuit board
- resin
- photosensitive resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- CPOUUWYFNYIYLQ-UHFFFAOYSA-M tetra(propan-2-yl)azanium;hydroxide Chemical compound [OH-].CC(C)[N+](C(C)C)(C(C)C)C(C)C CPOUUWYFNYIYLQ-UHFFFAOYSA-M 0.000 description 1
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- LPSKDVINWQNWFE-UHFFFAOYSA-M tetrapropylazanium;hydroxide Chemical compound [OH-].CCC[N+](CCC)(CCC)CCC LPSKDVINWQNWFE-UHFFFAOYSA-M 0.000 description 1
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- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
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- DIHAURBCYGTGCV-UHFFFAOYSA-N xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole Chemical compound CC1CN=C(C)N1 DIHAURBCYGTGCV-UHFFFAOYSA-N 0.000 description 1
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Abstract
【解決手段】回路基板用絶縁膜は、少なくとも、(A)バインダーポリマー、(C)ラジカル重合性モノマー、(D)光ラジカル重合開始剤、(E)発光材料、を含有する感光性樹脂組成物で形成される。
【選択図】図1
Description
バインダーポリマーは、有機溶媒に対して可溶性であり、ポリエチレングリコール換算で、1,000以上1,000,000以下の重量平均分子量を有する。
メチルアセテート、エチルアセテート、イソプロピルアセテート、n―プロピルアセテート、ブチルアセテート、プロピレングリコールモノメチルエーテルアセテート、エチレングリコールモノブチルエーテルアセテート、ジエチレングリコールモノエチルエーテルアセテート(別名、カルビトールアセテート、酢酸2-(2-ブトキシエトキシ)エチル))、ジエチレングリコールモノブチルエーテルアセテート、3−メトキシブチルアセテート、エチレングリコールモノメチルエーテルアセテート、エチレングリコールモノエチルエーテルアセテート、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ジアセテート、1,3―ブチレングリコールジアセテート等のアセテート類、
または、ジプロピレングリコールメチルエーテル、トリプロピレングリコールメチルエーテル、プロピレングリコールn−プロピルエーテル、ジプロピレングリコールn−プロピルエーテル、プロピレングリコールn−ブチルエーテル、ジプロピレングリコールn−ブチルエーテル、トリピレングリコールn−プロピルエーテル、プロピレングリコールフェニルエーテル、ジプロピレングリコールジメチルエーテル、1,3―ジオキソラン、エチレングリコールモノブチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールモノブチルエーテル、エチレングリコールモノエチルエーテル等のエーテル類の有機溶媒が挙げられる。
使用装置:東ソーHLC−8220GPC相当品
カラム :東ソー TSK gel Super AWM−H(6.0mmI.D.×15cm)×2本
ガードカラム:東ソー TSK guard column Super AW−H
溶離液:30mM LiBr+20mM H3PO4 in DMF
流速:0.6mL/min
カラム温度:40℃
検出条件:RI:ポラリティ(+)、レスポンス(0.5sec)
試料濃度:約5mg/mL
標準品:PEG(ポリエチレングリコール)。
分子内にウレタン結合を含有する樹脂であるポリウレタン樹脂は、有機溶媒に対して可溶性であり、分子内に少なくとも1つのウレタン結合を含有する繰り返し単位を含有しており、さらに、重量平均分子量を、ポリエチレングリコール換算で1,000以上1,000,000以下とする。
水添ジフェニルメタンジイソシアネート、水添キシリレンジイソシアネート、イソホロンジイソシアネート、ノルボルネンジイソシアネート等の脂環族ジイソシアネート化合物、
または、ヘキサメチレンジイソシアネート、トリメチルヘキサメチレンジイソシアネート、リジンジイソシアネート等の脂肪族ジイソシアネート化合物等が、挙げられる。また、これらを単独で、または2種類以上で組み合わせても構わない。
ポリ(メタ)アクリル系樹脂は、有機溶媒に対して可溶性であり、(メタ)アクリル酸および(メタ)アクリル酸エステル誘導体の少なくとも一方を共重合させることにより得られる繰り返し単位を含有しており、さらに、重量平均分子量を、ポリエチレングリコール換算で1,000以上、1,000,000以下とする。ここで、(メタ)アクリルとは、メタクリルおよびアクリルの少なくとも一方を意図する。
熱硬化性樹脂は、分子内に少なくとも1つの熱硬化性の有機基を含有する化合物である。例えば、エポキシ樹脂、オキセタン樹脂、フェノール樹脂、イソシアネート樹脂、ブロックイソシアネート樹脂、ビスマレイミド樹脂、ビスアリルナジイミド樹脂、ポリエステル樹脂(例えば不飽和ポリエステル樹脂等)、ジアリルフタレート樹脂、珪素樹脂、ビニルエステル樹脂、メラミン樹脂、ポリビスマレイミドトリアジン樹脂(BT樹脂)、シアネート樹脂(例えばシアネートエステル樹脂等)、ユリア樹脂、グアナミン樹脂、スルホアミド樹脂、アニリン樹脂、ポリウレア樹脂、チオウレタン樹脂、ポリアゾメチン樹脂、エピスルフィド樹脂、エン−チオール樹脂、ベンゾオキサジン樹脂、これらの共重合体樹脂、これら樹脂を変性させた変性樹脂、または、これらの樹脂同士若しくはこれらの樹脂と他の樹脂類との混合物等が、熱硬化性樹脂として挙げられる。
3級アミン系、トリメタノールアミン、トリエタノールアミン、テトラエタノールアミン等のアミン系化合物、
1,8−ジアザ−ビシクロ[5,4,0]−7−ウンデセニウムテトラフェニルボレート等のボレート系化合物等、
イミダゾール、2−エチルイミダゾール、2−エチル−4−メチルイミダゾール、2−フェニルイミダゾール、2−ウンデシルイミダゾール、1−ベンジル−2−メチルイミダゾール、2−ヘプタデシルイミダゾール、2−イソプロピルイミダゾール、2,4−ジメチルイミダゾール、2−フェニル−4−メチルイミダゾール等のイミダゾール類、
2−メチルイミダゾリン、2−エチルイミダゾリン、2−イソプロピルイミダゾリン、2−フェニルイミダゾリン、2−ウンデシルイミダゾリン、2,4−ジメチルイミダゾリン、2−フェニル−4−メチルイミダゾリン等のイミダゾリン類、
2,4−ジアミノ−6−[2’−メチルイミダゾリル−(1’)]−エチル−s−トリアジン、2,4−ジアミノ−6−[2’−ウンデシルイミダゾリル−(1’)]−エチル−s−トリアジン、2,4−ジアミノ−6−[2’−エチル−4’−メチルイミダゾリル−(1’)]−エチル−s−トリアジン等のアジン系イミダゾール類等が、挙げられる。また、これらを単独で、または2種類以上で組み合わせても構わない。
ラジカル重合性モノマーは、(D)光ラジカル重合開始剤により重合反応を進行させるラジカル重合性基を分子内に含有する化合物である。
光ラジカル重合開始剤は、UV(紫外光)等のエネルギーによって活性化し、ラジカル重合性モノマーに含有されるラジカル重合性基の反応を、開始・促進させる化合物である。
発光材料は、例えば、蛍光材料または蓄光材料であり、紫外線を吸収することで励起状態となり、その後、基底状態に戻るときに光を発光する化合物である。そして、このような発光材料は、発する光(エネルギー)を(D)光ラジカル重合開始剤に付与する。
発光材料のうちの蛍光材料は、励起状態からそのまま基底状態に戻る化合物である。
発光材料のうちの蓄光材料は、励起状態からややエネルギー準位の低い三重項状態を経由し基底状態に戻る化合物である。
感光性樹脂組成物には、さらに、接着助剤、消泡剤、レベリング剤、重合禁止剤、または、難燃剤等の各種添加剤を加えても構わない。
以下、前記(A)〜(E)成分、および、その他成分を含有する感光性樹脂組成物を一例として挙げ、説明する。
感光性樹脂組成物は、前記(A)〜(E)成分、および、その他成分を、粉砕・分散させて混合し、得られる。粉砕・分散方法としては、特に限定されるものではないが、例えばビーズミル、ボールミル、または、3本ロール等の一般的な混練装置を用いて構わない。
まず、感光性樹脂組成物、または、感光性樹脂組成物溶液をプリント回路基板に塗布・乾燥させて有機溶媒を除去する[製膜工程]。この場合、プリント回路基板への塗布は、例えば、スクリ−ン印刷、カーテンロール、リバースロール、スプレーコーティング、またはスピンナーを利用した回転塗布等により行う。
次いで、この乾燥塗布膜にネガ型のフォトマスクを置き、紫外線、可視光線、または、電子線等の活性光線を用いて露光する。その後、未露光部分を、シャワー、パドル、浸漬、または、超音波等の各種方式を用いて、現像液で洗い出すことにより、レリーフパターンが得られる。そして、形成されたレリーフパターンは、リンスして、不用な残分を除去する。リンス液としては、水、酸性水溶液などが挙げられる。
次いで、得られたレリーフパターンに対して、加熱処理を行う。加熱処理を行って、分子構造中に残存する反応性基を反応させることにより、耐熱性に富む絶縁膜が得られる[硬化工程]。
以上のようにして、感光性樹脂組成物から得られる回路基板用絶縁膜では、その厚みは、2μm以上50μm以下であると、フォトリソグラフィー法等によるパターニングによって、少なくとも10μmまでの解像力、特に10μm以上1000μm以下の解像力を発揮するため好ましい。
バインダーポリマーとして、以下の5種類(A−1〜A−5)を準備した。
攪拌機、温度計、滴下漏斗、および、窒素導入管を備えた反応容器に、重合用溶媒としてメチルトリグライム(=1,2−ビス(2−メトキシエトキシ)エタン)100.0gを仕込ませ、窒素気流下で攪拌させながら80℃まで昇温させた。
JIS K 5601−1−2に従って測定を行った。なお、乾燥条件は170℃×1時間の条件を選択した。
下記条件で測定を行った。
使用装置:東ソーHLC−8220GPC相当品
カラム :東ソー TSK gel Super AWM−H(6.0mmI.D.×15cm)×2本
ガードカラム:東ソー TSK guard column Super AW−H
溶離液:30mM LiBr+20mM H3PO4 in DMF
流速:0.6mL/min
カラム温度:40℃
検出条件:RI:ポラリティ(+)、レスポンス(0.5sec)
試料濃度:約5mg/mL
標準品:PEG(ポリエチレングリコール)。
JIS K 5601−2−1に従って測定を行った。
攪拌機、温度計、および窒素導入管を備えた反応容器に、重合用溶媒としてメチルトリグライム(=1,2-ビス(2-メトキシエトキシ)エタン)30.00gを仕込ませ、これに、ノルボルネンジイソシアネート10.31g(0.050モル)を仕込ませた後、窒素気流下で攪拌させながら80℃に加温して溶解させた。
攪拌機、温度計、および窒素導入管を備えた反応容器に、重合用溶媒としてメチルトリグライム(=1,2-ビス(2-メトキシエトキシ)エタン)30.00gを仕込ませ、これに、ノルボルネンジイソシアネート10.31g(0.050モル)を仕込ませた後、窒素気流下で攪拌させながら80℃に加温して溶解させた。
攪拌機、温度計、および窒素導入管を備えた反応容器に、重合用溶媒としてメチルトリグライム(=1,2-ビス(2-メトキシエトキシ)エタン)40.00gを仕込ませ、これに、ノルボルネンジイソシアネート20.62g(0.100モル)を仕込ませた後、窒素気流下で攪拌させながら80℃に加温して溶解させた。
攪拌機、温度計、および窒素導入管を備えた反応容器に、重合用溶媒としてメチルトリグライム(=1,2-ビス(2-メトキシエトキシ)エタン)35.00gを仕込ませ、これに、ノルボルネンジイソシアネート10.31g(0.050モル)を仕込ませた後、窒素気流下で攪拌させながら80℃に加温して溶解させた。
前述した(A−1)〜(A−5)の(A)バインダーポリマー、(B)熱硬化性樹脂、(C)ラジカル重合性モノマー、(D)光ラジカル重合開始剤、(E)発光材料、および、その他成分を添加して、感光性樹脂組成物(実施例1〜8および比較例1・2)を作製した。
<1>
日産化学株式会社製…多官能エポキシ樹脂(トリグリシジルイソシアヌレート)の製品名
<2>
日立化成工業株式会社製…EO変性ビスフェノールAジメタクリレートの製品名
<3>
BASFジャパン株式会社製…オキシムエステル系光重合開始剤の製品名
<4>
根本特殊化学株式会社製…SrAl2O4系蓄光材料の製品名
<5>
根本特殊化学株式会社製…CaAl2O4系蓄光材料の製品名
<6>
BASF株式会社製…青着色剤の製品名Pigment Blue15:4
<7>
共栄社化学株式会社…ブタジエン系消泡剤の製品名
以上の感光性樹脂組成物は、はじめに、一般的な攪拌翼のついた攪拌装置で混合され、その後、3本ロールミルで2回パスさせられることで均一な溶液となった。そして、これらの粒子径をグラインドメーターにて測定したところ、いずれも10μm以下であった。そして、この混合溶液である感光性樹脂組成物を、脱泡装置を用いて完全に脱泡させた後、その感光性樹脂組成物を用いて、下記評価を行った。なお、評価結果は表1に示す。
前述の感光性樹脂組成物を、ベーカー式アプリケーターを用いて、25μmのポリイミドフィルム(株式会社カネカ製:商品名25NPI)に、100mm×100mmの面積に流延・塗布させ、80℃で20分乾燥させ、最終乾燥厚みとして25μmの膜と50μmの膜とを作製した。
〇:ポリイミドフィルム表面に顕著な線太りや現像残渣無くライン幅/スペース幅=100/100μmの感光パターンが描けているもの。
×:ポリイミドフィルム表面にライン幅/スペース幅=100/100μmの感光パターンが描けていないもの。
前述の感光性樹脂組成物を、ベーカー式アプリケーターを用いて、25μmのポリイミドフィルム(株式会社カネカ製:商品名25NPI)に、100mm×100mmの面積に流延・塗布させ、80℃で20分乾燥させ、最終乾燥厚みとして25μmの膜を作製した。そして、この膜に対して、300mJ/cm2の積算露光量の紫外線を照射させることで、露光させた。
まず、フレキシブル銅貼り積層板(電解銅箔の厚み12μm、ポリイミドフィルムは株式会社カネカ製アピカル25NPI、ポリイミド系接着剤で銅箔を接着している)上に、ライン幅/スペース幅=100μm/100μmの櫛形パターンを形成させ、10容量%の硫酸水溶液中に1分間浸漬した後に純水で洗浄し、銅箔を表面処理した。
○:試験開始後、1000時間で10の8乗以上の抵抗値を示し、マイグレーション、または、デンドライト等の発生が無いもの。
×:試験開始後、1000時間でマイグレーション、または、デンドライト等の発生が有るもの。
15 平滑な台
Claims (7)
- 少なくとも、
(A)バインダーポリマー、
(C)ラジカル重合性モノマー、
(D)光ラジカル重合開始剤、
(E)発光材料、
を含有する感光性樹脂組成物で形成される回路基板用絶縁膜。 - 前記(E)発光材料の励起スペクトルが、200nm以上400nm以下で、かつ、発光スペクトルが300nm以上600nm以下である請求項1に記載の回路基板用絶縁膜。
- 前記(E)発光材料が、蓄光材料である請求項1または2に記載の回路基板用絶縁膜。
- 前記蓄光材料が、硫化亜鉛またはアルミン酸塩である請求項3記載の回路基板用絶縁膜。
- (B)熱硬化性樹脂を含有する請求項1〜4のいずれか1項に記載の回路基板用絶縁膜。
- 請求項1〜5のいずれか1項に記載の回路基板用絶縁膜を、プリント回路基板に被覆させた絶縁膜付きプリント回路基板。
- 請求項1〜5のいずれか1項に記載の感光性樹脂組成物で形成される回路基板用絶縁膜の製造方法にあって、
前記感光性樹脂組成物を基材に塗布した後に乾燥させる製膜工程と、
製膜された樹脂フィルムを硬化させる硬化工程と、
を含む回路基板用絶縁膜の製造方法。
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