JP2018054760A - 光選択吸収樹脂積層体 - Google Patents
光選択吸収樹脂積層体 Download PDFInfo
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- JP2018054760A JP2018054760A JP2016188730A JP2016188730A JP2018054760A JP 2018054760 A JP2018054760 A JP 2018054760A JP 2016188730 A JP2016188730 A JP 2016188730A JP 2016188730 A JP2016188730 A JP 2016188730A JP 2018054760 A JP2018054760 A JP 2018054760A
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Abstract
【解決手段】近赤外線吸収色素を含有する第1の樹脂層と、第1の樹脂層と同一または異なる樹脂から構成された第2の樹脂層とを、積層構造として少なくとも有する光選択吸収樹脂積層体であって、第2の樹脂層は、JIS K 7126−2法に従って測定した23℃、ドライ条件での酸素透過率が100cc/m2/day以下である。
【選択図】なし
Description
[1] 近赤外線吸収色素を含有する第1の樹脂層と、前記第1の樹脂層と同一または異なる樹脂から構成された第2の樹脂層とを、積層構造として少なくとも有する光選択吸収樹脂積層体であって、前記第2の樹脂層は、JIS K 7126−2法に従って測定した23℃、ドライ条件での酸素透過率が100cc/m2/day以下であることを特徴とする光選択吸収樹脂積層体。
[2] 前記積層体を構成する少なくとも1つの層に紫外線吸収剤が含まれている[1]に記載の光選択吸収樹脂積層体。
[3] 前記近赤外線吸収色素がオキソカーボン系化合物である[1]または[2]に記載の光選択吸収樹脂積層体。
[4] 前記オキソカーボン系化合物が、下記式(1)で表されるスクアリリウム化合物または下記式(2)で表されるクロコニウム化合物である[3]に記載の光選択吸収樹脂積層体。
[式(1)および式(2)中、R1〜R4はそれぞれ独立して、下記式(3)または下記式(4)で表される基を表す。]
[式(3)中、R5〜R9はそれぞれ独立して、水素原子、有機基または極性官能基を表し、R5とR6、R6とR7、R7とR8、R8とR9はそれぞれ、互いに結合して環を形成していてもよい。
式(4)中、R10〜R14はそれぞれ独立して、水素原子、有機基または極性官能基を表し、R10とR11、R11とR12、R12とR13、R13とR14はそれぞれ、互いに結合して環を形成していてもよい。
*は、式(1)中の4員環または式(2)中の5員環との結合部位を表す。]
(1−1)クロコニウムAの合成
特願2016−034756号に記載の合成例2に従い、近赤外線吸収色素として、下記の表1に示すクロコニウムAを合成した。
特開2016−74649号公報に記載の実施例1−18に従い、近赤外線吸収色素として、下記の表1に示すスクアリリウムAを合成した。
特開2016−74649号公報に記載の実施例1−10に従い、近赤外線吸収色素として、下記の表1に示すスクアリリウムBを合成した。
特願2016−176990号に記載の調製例4に従い、近赤外線吸収色素として、下記の表1に示すスクアリリウムCを合成した。
(2−1)製造例1
ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、クロロホルム18質量部を混合して、色素含有樹脂組成物を得た。この色素含有樹脂組成物を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の第1の樹脂層を形成した。ガラス基板上に形成した第1の樹脂層の上に、エステルウレタン樹脂溶液系接着剤(大日精化工業社製、セイカボンド(登録商標)A−601E)1.8質量部、イソシアネート系硬化剤(大日精化工業社製、セイカボンド(登録商標)C−84)0.3質量部、酢酸エチル8.4質量部からなる接着剤組成物をスピンコーターにて塗布後、90℃で乾燥し、約1μmの接着層を形成した。このように形成した接着層の上に、第2の樹脂層として、厚み50μm、酸素透過率27cc/m2/dayのPETフィルム(東レ社製、ルミラーS10)を載せて、ニップロール温度70℃でラミネートすることにより、樹脂積層体1を作製した。
製造例1において、第2の樹脂層として、厚み100μm、酸素透過率15cc/m2/dayのPETフィルム(東レ社製、ルミラーT60)を用いた以外は、製造例1と同様にして樹脂積層体2を作製した。
製造例1において、第2の樹脂層として、厚み12μm、酸素透過率2.1cc/m2/dayの酸化アルミニウム蒸着PETフィルム(東レ社製、バリアロックス1011HG;表2では「Al蒸着PET」と表記)を用いた以外は、製造例1と同様にして樹脂積層体3を作製した。
製造例1において、接着剤組成物として、エステルウレタン樹脂溶液系接着剤(大日精化工業社製、セイカボンド(登録商標)A−601E)1.8質量部、イソシアネート系硬化剤(大日精化工業社製、セイカボンド(登録商標)C−84)0.3質量部、酢酸エチル8.4質量部、ベンゾトリアゾール系紫外線吸収剤(BASF社製、チヌビンP)0.25質量部からなる接着剤組成物を用いた以外は、製造例1と同様にして樹脂積層体4を作製した。
製造例4において、第2の樹脂層として、厚み100μm、酸素透過率15cc/m2/dayのPETフィルム(東レ社製、ルミラーT60)を用いた以外は、製造例4と同様にして樹脂積層体5を作製した。
製造例4において、第2の樹脂層として、厚み12μm、酸素透過率2.1cc/m2/dayの酸化アルミニウム蒸着PETフィルム(東レ社製、バリアロックス1011HG;表2では「Al蒸着PET」と表記)を用いた以外は、製造例4と同様にして樹脂積層体6を作製した。
製造例2において、色素含有樹脂組成物として、ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、ベンゾトリアゾール系紫外線吸収剤(BASF社製、チヌビンP)0.02質量部、クロロホルム18質量部を混合して得られたものを用いた以外は、製造例2と同様にして樹脂積層体7を作製した。
製造例7で調製した色素含有樹脂溶液を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体8とした。
製造例1で調製した色素含有樹脂溶液を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体9とした。
製造例5において、クロコニウムAの代わりにスクアリリウムAを用いた以外は、製造例5と同様にして樹脂積層体10を得た。
製造例9において、クロコニウムAの代わりにスクアリリウムAを用いた以外は、製造例9と同様にして樹脂積層体11を得た。
製造例5において、クロコニウムAの代わりにスクアリリウムBを用いた以外は、製造例5と同様にして樹脂積層体12を得た。
製造例9において、クロコニウムAの代わりにスクアリリウムBを用いた以外は、製造例9と同様にして樹脂積層体13を得た。
製造例5において、クロコニウムAの代わりにスクアリリウムCを用いた以外は、製造例5と同様にして樹脂積層体14を得た。
製造例9において、クロコニウムAの代わりにスクアリリウムCを用いた以外は、製造例9と同様にして樹脂積層体15を得た。
ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、光安定化剤(ADEKA社製、アデカスタブ(登録商標)LA−57)を0.02質量部、クロロホルム18質量部を混合して、色素含有樹脂組成物を得た。この色素含有樹脂組成物を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体16とした。
ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、酸化防止剤としてADEKA社製のアデカスタブ(登録商標)PEP−36とアデカスタブ(登録商標)AO−412Sと住友化学社製のスミライザー(登録商標)GA−80をそれぞれ0.01質量部、クロロホルム18質量部を混合して、色素含有樹脂組成物を得た。この色素含有樹脂組成物を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体17とした。
ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、光安定化剤としてビス(ジチオベンジル)ニッケル(II)を0.02質量部、クロロホルム18質量部を混合して、色素含有樹脂組成物を得た。この色素含有樹脂組成物を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体18とした。
ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、酸化防止剤としてβ−カロテンを0.02質量部、クロロホルム18質量部を混合して、色素含有樹脂組成物を得た。この色素含有樹脂組成物を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体19とした。
ポリカーボネート樹脂(三菱エンジニアリングプラスチックス社製、ユーピロン(登録商標)E−2000)を2質量部、クロコニウムAを0.02質量部、光安定化剤として7,7,8,8−テトラシアノキノジメタンを0.02質量部、クロロホルム18質量部を混合して、色素含有樹脂組成物を得た。この色素含有樹脂組成物を、ガラス基板上に300μmのアプリケーターを用いて塗布後、50℃で乾燥し、約20μm膜厚の樹脂層を形成し、これを樹脂積層体20とした。
(3−1)酸素透過率
酸素透過率測定装置(イリノイ社製、Model8001)を用いて、JIS K 7126−2法に従い、23℃、ドライ条件で、第2の樹脂層に用いたPETフィルムと酸化アルミニウム蒸着PETフィルムの酸素透過率をそれぞれ測定した。酸素透過率の測定は、各フィルムを挟んだ一方側のチャンバに酸素ガスを導入し、他方側のチャンバに窒素ガスを導入して行った。
キセノンウェザーメーター(スガ試験機社製、X75SC)を用いて、60W/m2、53℃60%RHの条件で各樹脂積層体に24時間光照射し、耐光性試験を行った。各樹脂積層体の試験前後の吸光度を分光光度計(島津製作所社製、UV−1800)にて計測し、波長400nm〜1100nmの範囲における最大吸収波長の吸光度を求め、試験前後での吸光度保持率を算出した。
製造例1〜20で作製した樹脂積層体1〜20の耐光性試験の結果を表2に示す。近赤外線吸収色素としていずれの色素を用いた場合も、酸素透過率が100cc/m2/day以下の第2の樹脂層を設けることにより、第2の樹脂層を設けない場合よりも耐光性試験24時間後の吸光度保持率が向上した(樹脂積層体1〜3、9〜15)。その上でさらに紫外線吸収剤を接着層または第1の樹脂層に添加することで、吸光度保持率はさらに高くなった(樹脂積層体4〜7)。一方、第2の樹脂層を設けない場合は、耐光性添加剤として紫外線吸収剤、光安定化剤または酸化防止剤を第1の樹脂層に添加しても、第2の樹脂層を設けた場合と比べて、吸光度保持率の大きな改善は見られなかった(樹脂積層体8、16〜20)。
Claims (4)
- 近赤外線吸収色素を含有する第1の樹脂層と、前記第1の樹脂層と同一または異なる樹脂から構成された第2の樹脂層とを、積層構造として少なくとも有する光選択吸収樹脂積層体であって、
前記第2の樹脂層は、JIS K 7126−2法に従って測定した23℃、ドライ条件での酸素透過率が100cc/m2/day以下であることを特徴とする光選択吸収樹脂積層体。 - 前記積層体を構成する少なくとも1つの層に紫外線吸収剤が含まれている請求項1に記載の光選択吸収樹脂積層体。
- 前記近赤外線吸収色素がオキソカーボン系化合物である請求項1または2に記載の光選択吸収樹脂積層体。
- 前記オキソカーボン系化合物が、下記式(1)で表されるスクアリリウム化合物または下記式(2)で表されるクロコニウム化合物である請求項3に記載の光選択吸収樹脂積層体。
[式(1)および式(2)中、R1〜R4はそれぞれ独立して、下記式(3)または下記式(4)で表される基を表す。]
[式(3)中、R5〜R9はそれぞれ独立して、水素原子、有機基または極性官能基を表し、R5とR6、R6とR7、R7とR8、R8とR9はそれぞれ、互いに結合して環を形成していてもよい。
式(4)中、R10〜R14はそれぞれ独立して、水素原子、有機基または極性官能基を表し、R10とR11、R11とR12、R12とR13、R13とR14はそれぞれ、互いに結合して環を形成していてもよい。
*は、式(1)中の4員環または式(2)中の5員環との結合部位を表す。]
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