JPWO2018168947A1 - 樹脂組成物、成形体、積層体、ガスバリア材、コーティング材及び接着剤 - Google Patents
樹脂組成物、成形体、積層体、ガスバリア材、コーティング材及び接着剤 Download PDFInfo
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- JPWO2018168947A1 JPWO2018168947A1 JP2018568991A JP2018568991A JPWO2018168947A1 JP WO2018168947 A1 JPWO2018168947 A1 JP WO2018168947A1 JP 2018568991 A JP2018568991 A JP 2018568991A JP 2018568991 A JP2018568991 A JP 2018568991A JP WO2018168947 A1 JPWO2018168947 A1 JP WO2018168947A1
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- resin composition
- vinyl
- meth
- resin
- mass
- Prior art date
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- WUMSTCDLAYQDNO-UHFFFAOYSA-N triethoxy(hexyl)silane Chemical compound CCCCCC[Si](OCC)(OCC)OCC WUMSTCDLAYQDNO-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
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- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- JLGNHOJUQFHYEZ-UHFFFAOYSA-N trimethoxy(3,3,3-trifluoropropyl)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)F JLGNHOJUQFHYEZ-UHFFFAOYSA-N 0.000 description 1
- GFKCWAROGHMSTC-UHFFFAOYSA-N trimethoxy(6-trimethoxysilylhexyl)silane Chemical compound CO[Si](OC)(OC)CCCCCC[Si](OC)(OC)OC GFKCWAROGHMSTC-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
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- 239000011709 vitamin E Substances 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
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- OMQSJNWFFJOIMO-UHFFFAOYSA-J zirconium tetrafluoride Chemical compound F[Zr](F)(F)F OMQSJNWFFJOIMO-UHFFFAOYSA-J 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L57/00—Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C08L57/06—Homopolymers or copolymers containing elements other than carbon and hydrogen
- C08L57/10—Homopolymers or copolymers containing elements other than carbon and hydrogen containing oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/346—Clay
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/02—Ingredients treated with inorganic substances
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D129/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
- C09D129/02—Homopolymers or copolymers of unsaturated alcohols
-
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Abstract
Description
一実施形態の樹脂組成物は、ビニル樹脂と、リチウム部分固定型スメクタイトとを含有する。
スメクタイトとは、層構造を有するフィロケイ酸塩鉱物(層状粘土鉱物)の一種である。スメクタイトの具体的な構造としては、モンモリロナイト、バイデライト、サポナイト、ヘクトライト、スティーブンサイト、ソーコナイト等の構造が知られている。これらのうち、粘土材料の構造としてはモンモリロナイト及びスティーブンサイトからなる群より選択される少なくとも一種の構造が好ましい。これらの構造は、八面体シートの金属元素の一部に、低原子価金属元素との同型置換、欠陥等を有する。そのため、八面体シートが負に帯電している。その結果、これらの構造は八面体シートに空きサイトを有しており、これらの構造を有するスメクタイトでは、後述するようにリチウムイオンが移動後に安定して存在できる。
実施形態の樹脂組成物は、ビニル樹脂を含有する。ビニル樹脂とはビニルモノマーの重合体又は共重合体である。GPC(ゲルパーミエーションクロマトグラフィー)によるポリスチレン換算の重量平均分子量は、特に限定されないが、500〜1000000であることが好ましい。ビニルモノマーは、少なくとも一つのビニル基を有していればよい。ビニルモノマーには、ビニル基を有するモノマー以外に(メタ)アリル基、又は(メタ)アクリロイル基を有するモノマーも含まれる。(メタ)アリル基とは、アリル基又はメタリル基を意味する。(メタ)アクリロイル基とは、アクリロイル基又はメタクリロイル基を意味する。
樹脂組成物は、更に修飾剤を含有してもよい。修飾剤としては、カップリング剤、シラン化合物、酸無水物等が挙げられる。樹脂組成物がこれらの修飾剤を含有する場合、リチウム部分固定型スメクタイトの濡れ性が向上し、樹脂組成物への分散性が向上する。修飾剤は、1種を単独で用いてよく、複数種を組み合わせて用いてもよい。
実施形態の成形体は、上述した樹脂組成物を成形して得ることができる。成形体は、樹脂組成物からなっていてよく、樹脂組成物の硬化物からなっていてもよい。成形方法は任意であり、用途によって適時選択すればよい。成形体の形状に制限はなく、板状、シート状、又はフィルム状であってもよく、立体形状を有していてもよく、基材に塗布されたものであってもよく、基材と基材の間に存在する形で成形されたものであってもよい。
実施形態の積層体は、基材と、基材上に上述した成形体とを備えるものである。積層体は2層構造であってもよく、3層構造以上であってもよい。
樹脂組成物は、水蒸気バリア性及び酸素バリア性が優れているため、ガスバリア材として好適に用いることができる。ガスバリア材は、上述した樹脂組成物を含むものであればよい。
樹脂組成物は、コーティング材として好適に用いることができる。コーティング材は、上述した樹脂組成物を含むものであればよい。コーティング材のコーティング方法は特に限定されない。具体的な方法としては、ロールコート、グラビアコート等の各種コーティング方法を例示することができる。また、コーティング装置についても特に限定されない。樹脂組成物は、高いガスバリア性を有することから、ガスバリア用コーティング材として好適に利用可能である。
樹脂組成物は、接着性に優れるため、接着剤として好適に用いることができる。接着剤の形態には特に限定はなく、液状又はペースト状の接着剤としてもよく、固形状の接着剤としてもよい。樹脂組成物は、高いガスバリア性を有することから、この接着剤はガスバリア用接着剤として好適に利用可能である。
(製造例1)
撹拌装置、温度計、冷却管、及び滴下装置を備えたSUS製フラスコに、酢酸ビニル51.6質量部、酢酸イソプロペニル140質量部、及び開始剤としてパーブチル(登録商標)O4.32質量部を仕込み、窒素気流下にて攪拌し、75℃に昇温した。30時間攪拌した後、50℃まで温度を下げてから、メタノールを450質量部仕込み、50℃で攪拌した。そこに、水酸化ナトリウム15gとメタノール80gからなる溶液を滴下し、5時間攪拌しけん化を行った。その後、室温まで冷却し水で洗浄した後真空乾燥し、イソプロペニルアルコールに由来する構造単位(Rがメチル基であり、Q1が水酸基であり、mが0である構造単位A)及びビニルアルコールそれぞれに由来する構造単位(Q2が水酸基であり、nが0である構造単位B)を含むビニル樹脂1を得た。構造単位Bに対する当該構造単位Aのモル比(A/B)は、7/3であった。すなわち、ビニル樹脂中の親水性官能基(水酸基)全体のモル量に対して、構造単位Aの含有量が70モル%、構造単位Bの含有量が30モル%であった。
撹拌装置、温度計、冷却管、及び滴下装置を備えたSUS製フラスコに、酢酸ビニル34.4質量部、酢酸イソプロペニル160質量部、及び開始剤としてパーブチル(登録商標)O4.37質量部を仕込み、窒素気流下にて攪拌し、75℃に昇温した。30時間攪拌した後、50℃まで温度を下げてから、メタノールを450質量部仕込み、50℃で攪拌した。そこに、水酸化ナトリウム15gとメタノール80gからなる溶液を滴下し、5時間攪拌しけん化を行った。その後、室温まで冷却し水で洗浄した後真空乾燥し、イソプロペニルアルコールに由来する構造単位(Rがメチル基であり、Q1が水酸基であり、mが0である構造単位A)及びビニルアルコールそれぞれに由来する構造単位(Q2が水酸基であり、nが0である構造単位B)を含むビニル樹脂2を得た。構造単位Bに対する当該構造単位Aのモル比(A/B)は、8/2であった。すなわち、ビニル樹脂中の親水性官能基(水酸基)全体のモル量に対して、構造単位Aの含有量が80モル%、構造単位Bの含有量が20モル%であった。
撹拌装置、温度計、冷却管、及び滴下装置を備えたSUS製フラスコに、溶剤としてメチルエチルケトン1042質量部を仕込み、窒素気流下にて80℃に昇温した。そこにアクリル酸200質量部、メチルメタクリレート300質量部、及び開始剤としてパーブチル(登録商標)O125質量部を滴下し20時間還流しながら攪拌した後、開始剤としてパーブチル(登録商標)O2.5質量部を添加し、5時間還流しながら攪拌した。その後、室温まで冷却し精製後真空乾燥を行い、目的のアクリル酸とメタクリル酸メチルとの共重合体(ビニル樹脂4)を得た。ビニル樹脂中の親水性官能基(カルボキシル基)全体のモル量に対して、構造単位Bの含有量は、100モル%であった。
撹拌装置、温度計、冷却管、及び滴下装置を備えたSUS製フラスコに、溶剤としてメチルエチルケトン1042質量部を仕込み、窒素気流下にて80℃に昇温した。そこにメチルメタクリレート500質量部、及び開始剤としてパーブチル(登録商標)O125質量部を滴下し20時間還流しながら攪拌した後、開始剤としてパーブチル(登録商標)O2.5質量部を添加し、5時間還流しながら攪拌した。その後、室温まで冷却し精製後、真空乾燥を行い、目的のポリメタクリル酸メチル(ビニル樹脂5)を得た。
(実施例1)
製造例1で得たビニル樹脂100質量部に対して、上記RCEC−W110質量部、アセトニトリル110質量部、エタノール266質量部、及び修飾剤溶液35.9質量部を加え、18時間撹拌保持した。これにより、実施例1の樹脂組成物を得た。これを塗工液1とした。
実施例1と同様にして、表1又は表2に示す組成(単位:質量部)の各樹脂組成物を得た。これにより得られた各塗工液を、塗工液1に代えて用いたこと以外は、実施例1と同様にして、PETフィルム上に樹脂組成物の成形体を形成し、実施例2〜10及び比較例1〜2の積層フィルムを得た。
実施例及び比較例の積層フィルムについて、成膜性、酸素透過性及び水蒸気透過性を評価した。評価結果を表1及び2に示す。なお、成膜性、酸素透過性及び水蒸気透過性の評価は以下の方法で実施した。
酸素透過率の測定は、JIS−K7126(等圧法)に準じ、モコン社製酸素透過率測定装置OX−TRAN1/50を用いて、温度23℃、及び90%RHの雰囲気下で実施した。なお、RHとは相対湿度を表す。
水蒸気透過率の測定は、実施例で得られたコーティングフィルムのPETフィルムを高湿度側に配置し、JIS−K 0208(カップ法)に準じ、温度40℃、90%RHの雰囲気下で実施した。
積層フィルムの塗工面が平滑である場合は「A」、塗工面が平滑でない場合は「B」と評価した。
実施例1と同様にして、表1又は表2に示す組成(単位:質量部)の各樹脂組成物を得た。これにより得られた各塗工液を、塗工液1に代えて用いたこと以外は、実施例1と同様にして、PETフィルム上に樹脂組成物の成形体を形成し、実施例2〜9及び比較例1〜2の積層フィルムを得た。
Claims (10)
- ビニル樹脂と、リチウム部分固定型スメクタイトとを含有する、樹脂組成物。
- 前記ビニル樹脂が、水酸基及びカルボキシル基からなる群より選択される少なくとも1種を含む、請求項1に記載の樹脂組成物。
- 前記リチウム部分固定型スメクタイトの陽イオン交換容量が1〜70meq/100gである、請求項1〜3のいずれか一項に記載の樹脂組成物。
- 前記リチウム部分固定型スメクタイトの含有量は、前記樹脂組成物の不揮発分全量に対し、3〜50質量%である、請求項1〜4のいずれか一項に記載の樹脂組成物。
- 請求項1〜5のいずれか一項に記載の樹脂組成物を含むガスバリア材。
- 請求項1〜5のいずれか一項に記載の樹脂組成物の成形体。
- 基材と、該基材上に設けられた請求項7に記載の成形体と、を備える積層体。
- 請求項1〜5のいずれか一項に記載の樹脂組成物を含むコーティング材。
- 請求項1〜5のいずれか一項に記載の樹脂組成物を含む接着剤。
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US20200002527A1 (en) | 2020-01-02 |
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