JP6045077B2 - 安全積層体用の架橋性材料 - Google Patents
安全積層体用の架橋性材料 Download PDFInfo
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- JP6045077B2 JP6045077B2 JP2013523226A JP2013523226A JP6045077B2 JP 6045077 B2 JP6045077 B2 JP 6045077B2 JP 2013523226 A JP2013523226 A JP 2013523226A JP 2013523226 A JP2013523226 A JP 2013523226A JP 6045077 B2 JP6045077 B2 JP 6045077B2
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- Prior art keywords
- ethylene copolymer
- ethylene
- blend
- olefin
- copolymer
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- 239000000463 material Substances 0.000 title description 21
- 229920001038 ethylene copolymer Polymers 0.000 claims description 195
- 239000000203 mixture Substances 0.000 claims description 159
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- 239000005977 Ethylene Substances 0.000 claims description 57
- 150000001336 alkenes Chemical class 0.000 claims description 54
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 47
- 239000011229 interlayer Substances 0.000 claims description 45
- 229920001577 copolymer Polymers 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- -1 monoesters Chemical class 0.000 claims description 19
- 150000007942 carboxylates Chemical class 0.000 claims description 12
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000003700 epoxy group Chemical group 0.000 claims description 10
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 7
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 4
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
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- 238000005299 abrasion Methods 0.000 description 3
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- PQAMFDRRWURCFQ-UHFFFAOYSA-N 2-ethyl-1h-imidazole Chemical group CCC1=NC=CN1 PQAMFDRRWURCFQ-UHFFFAOYSA-N 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
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- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
- NJSVDVPGINTNGX-UHFFFAOYSA-N [dimethoxy(propyl)silyl]oxymethanamine Chemical compound CCC[Si](OC)(OC)OCN NJSVDVPGINTNGX-UHFFFAOYSA-N 0.000 description 2
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- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
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Description
本出願は、米国特許法第119条に基づいて、その全体が参照により本明細書に援用される2010年7月30日に出願された米国仮特許出願第61/369,652号明細書の優先権を主張する。
材料
ACR−1:66.9重量%の共重合エチレン単位、23.5重量%の共重合アクリル酸n−ブチル単位、および9.6重量%の共重合メタクリル酸単位を含有するターポリマー、190℃、2.16kgにおいてASTM D 1238に準拠して測定されるMFRは25g/10分。
EBAGMA−1:66.75重量%の共重合エチレン単位、28重量%の共重合アクリル酸n−ブチル単位、および5.25重量%の共重合メタクリル酸グリシジル単位を含有するターポリマー、190℃、2.16kgにおいてASTM D 1238に準拠して測定されるMFRは12g/10分。
EBAGMA−2:64重量%の共重合エチレン単位、25重量%の共重合アクリル酸n−ブチル単位、および9重量%の共重合メタクリル酸グリシジル単位を含有するターポリマー、190℃、2.16kgにおいてASTM D 1238に準拠して測定されるMFRは8g/10分。
EBA−1:73重量%の共重合エチレン単位および27重量%の共重合アクリル酸n−ブチル単位を含有するエチレン/アクリル酸n−ブチルジポリマー、190℃、2.16kgにおいてASTM D 1238に準拠して測定されるMFRは4g/10分。
EMAME−1:91.5重量%の共重合エチレン単位および9.5重量%の共重合マレイン酸水素エチルを含有するエチレン/マレイン酸水素エチルジポリマー、190℃、2.16kgにおいてASTM D 1238に準拠して測定されるMFRは25g/10分。
ION−2:85重量%の共重合エチレン単位および15重量%の共重合メタクリル酸単位を含有し、23%が名目上中和されてZn塩となっているエチレン/メタクリル酸コポリマー、190℃、2.16kgにおいてASTM D 1238に準拠して測定されるメルトフローレートは5.5g/10分。
APTMS: Sigma−Aldrich Co.より、カタログ番号28,177−8で入手可能な3−アミノプロピルトリメトキシシラン
MAOTMS:Sigma−Aldrich Co.より入手可能なメタクリロイルオキシプロピルトリメトキシシラン
Bixcure(登録商標):Bixby International Corporation,One Preble Road,Newburyport,MA USA 01950より入手可能な、架橋剤、接着促進剤、および種々の安定剤を含む独自開発の改質剤パッケージとブレンドされたエチレン/酢酸ビニルジポリマーを含む市販のEVA封入シート。このシートは、積層に使用するまで冷凍庫中で保管した。
組成物中の各成分の量が「部数」で記載されている表1中に列挙される成分から配合物を調製した。比較例C3の成分は、押出機中で溶融ブレンドし、ペレットとして回収した。シランカップリング剤APTMSまたはMAOTMSを含んだ組成物(比較例C5およびC6)は、ポリマーペレットを液体シラン添加剤と混合し、ペレットに添加剤を吸収させることによって調製した。こうして改質されたペレットは、押出成形されたポリマーシート組成物を作製するために、二軸スクリュー押出機に供給した。
2種類のエチレンコポリマーを120℃において5分間、Brabenderミキサー中でブレンドした。第1のエチレンコポリマーは、メルトフローレート(MFR)が300g/10分であり、エチレン(65.8重量%)と、アクリル酸n−ブチル(28重量%)と、アクリル酸(6.2重量%)との共重合単位を含んだ。第2のエチレンコポリマーは、MFRが8g/10分であり、エチレン(66重量%)と、アクリル酸n−ブチル(25重量%)と、メタクリル酸グリシジル(9重量%)との共重合単位を含んだ。第1のエチレンコポリマー対第2のエチレンコポリマーの重量比は60対40であった。第1のエチレンコポリマー中の酸性基と第2のエチレンコポリマー中のグリシジル基との間のモル比は2.04対1であった。これら2種類のエチレンコポリマーのブレンドのMFRは依然として200g/10分を越えた(限定された状況で特に明記されるのでなければ、本明細書において報告されるすべてのMFRは、ASTM D1238に準拠して190℃および2.16kgで測定しており、g/10分の単位で報告される)。
2種類のエチレンコポリマーを120℃において5分間、Brabenderミキサー中でブレンドした。第1のエチレンコポリマーは、メルトフローレート(MFR)が210g/10分であり、エチレン(65.8重量%)と、アクリル酸n−ブチル(28重量%)と、アクリル酸(6.2重量%)との共重合単位を含んだ。第2のエチレンコポリマーは、MFRが12g/10分であり、エチレン(66.75重量%)と、アクリル酸n−ブチル(28重量%)と、メタクリル酸グリシジル(5.25重量%)との共重合単位を含んだ。第1のエチレンコポリマー対第2のエチレンコポリマーの重量比は60対40であった。第1のエチレンコポリマー中の酸性基と第2のエチレンコポリマー中のグリシジル基との間のモル比は3.5対1であった。これら2種類のエチレンコポリマーのブレンドのMFRは70g/10分であった。
2種類のエチレンコポリマーを120℃において5分間、Brabenderミキサー中でブレンドした。第1のエチレンコポリマーは、メルトフローレート(MFR)が60g/10分であり、エチレン(65.8重量%)と、アクリル酸n−ブチル(28重量%)と、アクリル酸(6.2重量%)との共重合単位を含んだ。第2のエチレンコポリマーは、MFRが12g/10分であり、エチレン(66.75重量%)と、アクリル酸n−ブチル(28重量%)と、メタクリル酸グリシジル(5.25重量%)との共重合単位を含んだ。第1のエチレンコポリマー対第2のエチレンコポリマーの重量比は60対40であった。第1のエチレンコポリマー中の酸性基と第2のエチレンコポリマー中のグリシジル基との間のモル比は3.5対1であった。これら2種類のエチレンコポリマーのブレンドのMFRは25g/10分であった。
2種類のエチレンコポリマーを120℃において5分間、Brabenderミキサー中でブレンドした。第1のエチレンコポリマーは、メルトフローレート(MFR)が210g/10分であり、エチレン(65.8重量%)と、アクリル酸n−ブチル(28重量%)と、アクリル酸(6.2重量%)との共重合単位を含んだ。第2のエチレンコポリマーは、MFRが8g/10分であり、エチレン(66.0重量%)と、アクリル酸n−ブチル(25重量%)と、メタクリル酸グリシジル(9重量%)との共重合単位を含んだ。第1のエチレンコポリマー対第2のエチレンコポリマーの重量比は60対40であった。第1のエチレンコポリマー中の酸性基と第2のエチレンコポリマー中のグリシジル基との間のモル比は2.04対1であった。これら2種類のエチレンコポリマーのブレンドのMFRは57g/10分であった。
300グラムの2種類のエチレンコポリマーおよびシランを、120℃において5分間、Brabenderミキサー(50rpm)中でブレンドした。第1のエチレンコポリマーは、メルトインデックス(MI)が12であり、エチレン(66.75重量%)、アクリル酸n−ブチル(28重量%)と、メタクリル酸グリシジル(5.25重量%)との共重合単位を含んだ。第2のエチレンコポリマーは、MIが60であり、エチレン(66.0重量%)と、アクリル酸n−ブチル(28重量%)と、アクリル酸(6重量%)との共重合単位を含んだ。このブレンドは、59.5重量%の第1のエチレンコポリマー、40重量%の第2のエチレンコポリマー、および0.5重量%のシラン(γ−グリシドキシプロピルトリメチオキシシラン(gamma−glycidoxypropyltrimethyoxysilane))。このブレンドのMIは20であった(125℃で測定し190℃まで外挿した)。メルトインデクサー中で指定の温度において10分維持した後、メルトインデクサー中で2160グラムの重量を使用していくつかの異なる温度において、メルトフロー(10分間)を測定した。結果を以下の表2に示す。
前述の実施例5で使用した40重量%の第1のエチレンコポリマーおよび59.925重量%の第2のエチレンコポリマーのブレンド300グラムを、0.0175重量%の4−ジメチルアミノピリジンと、Brabenderミキサー中120℃において50rpmで5分間混合した。このブレンドのMIは15であった(125℃で測定し190℃まで外挿した)。メルトインデクサー中で指定の温度において10分維持した後、このブレンドの流動性を、メルトインデクサー中で10分間、2160グラムの重量を使用して、いくつかの異なる温度で測定した。結果を以下の表4に示す。
第1のエチレンコポリマー(89重量%のエチレン、11重量%のメタクリル酸、MI=100g/10分)および前述の実施例1に記載される第2のエチレンコポリマーの300グラムのブレンドを、Brabenderミキサー中120℃において50rpmで5分間混合した。このブレンド組成物は、60重量%の第1のエチレンコポリマーおよび40重量%の第2のエチレンコポリマーであった。このブレンドのメルトインデックス(MI)は45であった(125℃において測定し190℃まで外挿した)。メルトインデクサー中で指定の温度において10分維持した後、2160グラムの重量を取り付けたメルトインデクサー中で、このブレンドの流動性(10分間)をいくつかの異なる温度において測定した。表6に示す結果は以下の通りである。
ナトリウムアイオノマー(エチレン/メタクリル酸ジポリマー、11重量%のMAA、37%が中和されている、Na+陽イオン、アイオノマーのMIは10g/10分)とエチレンコポリマー(66.75重量%のエチレン/28重量%アクリル酸n−ブチル/5.25重量%のメタクリル酸グリシジル、MIは12g/10分)300グラムのブレンド数種類を、Brabenderミキサー中120℃において50rpmで5分間で調製した。特により多いナトリウムアイオノマー量において、ブレンドの顕著な初期MIの低下(125℃ MI試験)が見られ、これは2つのブレンド成分間で反応が起こったことを示している。以下の表7は、測定MIと予測MIとの比較を示している。これらの予測は、ブレンド成分間で反応が起こらないと仮定するブレンドの規則により行った。
亜鉛アイオノマー(85重量%のエチレン/15重量%のメタクリル酸、メタクリル基の22%が中和されている、Zn2+陽イオン、MI=14)とエチレンコポリマー(66.75重量%のエチレン/28重量%のアクリル酸n−ブチル/5.25重量%のメタクリル酸グリシジル、MI=12)との300グラムのブレンドを、Brabenderミキサー中120℃において50rpmで5分間で調製した。このブレンドの組成は、20重量%の亜鉛アイオノマーおよび80重量%のエチレンコポリマーであった。ブレンドのメルトインデックス(MI)は、125℃において測定し190℃まで外挿した場合に4であった。2160グラムの重りを使用してメルトインデクサー中で10分間の流動を、メルトインデクサー中で指定の温度で10分間維持した後に、数種類の異なる温度で測定した。結果を以下の表9に示す。
以下に本発明の態様を示す。
1.1つ以上の剛性シート、1つ以上の別のポリマー中間層シート、または1つ以上のフィルム層に積層された少なくとも1つの中間層シートを含む安全積層体であって;前記少なくとも1つの中間層シートは、エチレンコポリマー組成物を含み;前記エチレンコポリマー組成物は、エチレンコポリマー1とエチレンコポリマー2とのブレンドを含み;
前記エチレンコポリマー1は、エチレンの共重合単位と、場合により最大約40重量%の式CH 2 =C(R 1 )CO 2 R 2 で表される第1のオレフィンの共重合単位と、最大約30重量%の式CH 2 =C(R 3 )COOHで表される第2のオレフィンの共重合単位とから本質的になり、前記第1のオレフィンおよび前記第2のオレフィンの共重合単位の重量パーセント値は、前記エチレンコポリマー1の全重量を基準としており;前記第2のオレフィンのカルボン酸基の少なくとも一部は中和されてカルボン酸塩を形成してもよく;R 1 は水素またはアルキル基を表し、R 2 はアルキル基を表し、R 3 は水素またはアルキル基を表し;
前記エチレンコポリマー2は、エチレンの共重合単位と、場合により最大約40重量%の前記第1のオレフィンの共重合単位と、最大約15重量%の式CH 2 =C(R 4 )−Dで表される第3のオレフィンの共重合単位とから本質的になり、前記第1のオレフィンおよび前記第3のオレフィンの共重合単位の重量パーセント値は、前記エチレンコポリマー2の全重量を基準としており;R 4 は水素またはアルキル基を表し;−Dは、−CO 2 R 5 、−CO 2 R 6 −R 5 、−R 6 −R 5 、−O−R 5 、および−R 5 からなる群から選択される部分を表し;R 5 はエポキシ基含有部分を表し、R 6 はアルキレン基を表し;
但し、エチレンコポリマー1とエチレンコポリマー2との前記ブレンド中、前記第1、第2、または第3のオレフィンはいずれも、ジカルボン酸、または前記ジカルボン酸のジエステル、モノエステル、および無水物ではない、安全積層体。
2.エチレンコポリマー1とエチレンコポリマー2との前記ブレンドの架橋生成物を含む、上記1に記載の安全積層体。
3.前記ブレンドがエチレンコポリマー1のアイオノマーを含む、上記2に記載の安全積層体。
4.前記エチレンコポリマー1のアイオノマーが、ナトリウム陽イオンから本質的になる陽イオンを含む、上記3に記載の安全積層体。
5.前記エチレンコポリマー1のアイオノマーが、亜鉛陽イオンから本質的になる陽イオンを含む、上記3に記載の安全積層体。
6.前記エチレンコポリマー組成物が、前記エチレンコポリマー組成物の全重量を基準として約10〜約90重量%のエチレンコポリマー1と約90〜約10重量%のエチレンコポリマー2とを含む、上記1に記載の安全積層体。
7.前記剛性シートが、ASTM D638に準拠して測定される弾性率が約690MPa以上である材料を含み、前記材料が、ガラス、金属、セラミック、およびポリマーからなる群から選択される、上記1に記載の安全積層体。
8.前記フィルム層が、金属フィルムであるか、または、ポリエステル類、ポリカーボネート類、ポリオレフィン類、ノルボルネンポリマー類、ポリスチレン類、スチレン−アクリレートコポリマー類、アクリロニトリル−スチレンコポリマー類、ポリスルホン類、ポリアミド類、ポリウレタン類、アクリルポリマー類、酢酸セルロース類、セロハン類、塩化ビニルポリマー類、およびフルオロポリマー類からなる群から選択される1種類以上の材料を含むポリマーフィルムである、上記1に記載の安全積層体。
9.1つ以上の別のポリマー中間層シートをさらに含み、前記1つ以上の別のポリマー中間層シートが、ポリ(ビニルアセタール)類、ポリ(塩化ビニル)類、ポリウレタン類、エチレン/酢酸ビニルコポリマー類、酸コポリマー類、およびアイオノマー類からなる群から選択される1種類以上の材料を含む、上記1に記載の安全積層体。
10.前記エチレンコポリマー組成物を含む前記少なくとも1つの中間層シートが2つのガラスシートの間に積層される、上記1に記載の安全積層体。
11.前記エチレンコポリマー組成物を含む前記少なくとも1つの中間層シートが、ガラスシートと、前記中間層シートとは反対側の表面上に耐摩耗性ハードコートがコーティングされたポリエステルフィルムとの間に積層される、上記1に記載の安全積層体。
12.n層の剛性シートまたはフィルム層と、(n−1)層のポリマー中間層シートとを含み、(a)隣接する前記剛性シートまたはフィルム層の組のそれぞれの間には、1つの前記ポリマー中間層シートが存在し;(b)前記(n−1)層のポリマー中間層シートの少なくとも1つが前記エチレンコポリマー組成物を含み、(c)nが整数であり、2<n<10である、上記1に記載の安全積層体。
13.衝撃力に遭遇する衝撃ゾーンと、前記剥離ゾーンに強固に接着され、前記衝撃力とは反対側の面である剥離抵抗ゾーンとを含み、(A)前記衝撃ゾーンが前記n層の剛性シートおよび前記(n−1)層のポリマー中間層シートから形成され;(B)前記剥離抵抗ゾーンが、追加のポリマーシートおよび追加のフィルム層から形成され、前記追加のポリマーシートの第1の表面が前記衝撃ゾーンに強固に接着され、前記ポリマーシートの第2の表面が前記追加のポリマーフィルムに強固に接着される、上記12に記載の安全積層体。
14.A)前記n層の剛性シートのそれぞれがガラスシートであり;(B)前記(n−1)層のポリマー中間層シートのそれぞれが前記エチレンコポリマー組成物を含み;(C)前記追加のポリマー中間層シートがポリ(ビニルブチラール)を含み;(D)前記追加のポリマーフィルムが、前記衝撃ゾーンとは反対側の表面を有し前記表面に接着されたハードコートを有するポリ(エチレンテレフタレート)フィルムである、上記13に記載の安全積層体。
Claims (1)
- 1つ以上の690MPa以上の弾性率を有する剛性シートに積層された少なくとも1つの中間層シートを含む安全積層体であって;前記少なくとも1つの中間層シートは、エチレンコポリマー組成物を含み;前記エチレンコポリマー組成物は、エチレンコポリマー1とエチレンコポリマー2とのブレンドを含み;
前記エチレンコポリマー1は、エチレンの共重合単位と、場合により最大40重量%の式CH2=C(R1)CO2R2で表される第1のオレフィンの共重合単位と、2〜30重量%の式CH2=C(R3)COOHで表される第2のオレフィンの共重合単位とから本質的になり、前記第1のオレフィンおよび前記第2のオレフィンの共重合単位の重量パーセント値は、前記エチレンコポリマー1の全重量を基準としており;前記第2のオレフィンのカルボン酸基の少なくとも一部は中和されてカルボン酸塩を形成し;R1は水素またはアルキル基を表し、R2はアルキル基を表し、R3は水素またはアルキル基を表し;
前記エチレンコポリマー2は、エチレンの共重合単位と、場合により最大40重量%の前記第1のオレフィンの共重合単位と、3〜15重量%の式CH2=C(R4)−Dで表される第3のオレフィンの共重合単位とから本質的になり、前記第1のオレフィンおよび前記第3のオレフィンの共重合単位の重量パーセント値は、前記エチレンコポリマー2の全重量を基準としており;R4は水素またはアルキル基を表し;−Dは、−CO2R5、−CO2R6−R5、−R6−R5、−O−R5、および−R5からなる群から選択される部分を表し;R5はエポキシ基含有部分を表し、R6はアルキレン基を表し;
但し、エチレンコポリマー1とエチレンコポリマー2との前記ブレンド中、前記第1、第2、または第3のオレフィンはいずれも、ジカルボン酸、または前記ジカルボン酸のジエステル、モノエステル、および無水物ではなく、
前記エチレンコポリマー組成物は、更なるポリオレフィンを含有しない、安全積層体。
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PCT/US2011/045864 WO2012016127A1 (en) | 2010-07-30 | 2011-07-29 | Crosslinkable materials for safety laminates |
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US20120028049A1 (en) | 2012-02-02 |
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