JP2010513057A - プリプレグ積層体 - Google Patents
プリプレグ積層体 Download PDFInfo
- Publication number
- JP2010513057A JP2010513057A JP2009541324A JP2009541324A JP2010513057A JP 2010513057 A JP2010513057 A JP 2010513057A JP 2009541324 A JP2009541324 A JP 2009541324A JP 2009541324 A JP2009541324 A JP 2009541324A JP 2010513057 A JP2010513057 A JP 2010513057A
- Authority
- JP
- Japan
- Prior art keywords
- prepreg
- glass
- prepreg laminate
- benzoxazine
- laminate according
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 claims abstract description 53
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229920005989 resin Polymers 0.000 claims abstract description 34
- 239000011347 resin Substances 0.000 claims abstract description 34
- 239000011159 matrix material Substances 0.000 claims abstract description 24
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 24
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims description 69
- -1 poly p-phenylene benzobisoxazole Polymers 0.000 claims description 58
- 229920000647 polyepoxide Polymers 0.000 claims description 45
- 239000011521 glass Substances 0.000 claims description 42
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 38
- 239000004593 Epoxy Substances 0.000 claims description 34
- 239000003822 epoxy resin Substances 0.000 claims description 34
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 27
- 239000010410 layer Substances 0.000 claims description 26
- 239000002245 particle Substances 0.000 claims description 26
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 22
- 239000012948 isocyanate Substances 0.000 claims description 22
- 150000002513 isocyanates Chemical class 0.000 claims description 22
- 150000002989 phenols Chemical class 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 19
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 16
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- 239000000047 product Substances 0.000 claims description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 12
- 150000002170 ethers Chemical class 0.000 claims description 12
- 239000000835 fiber Substances 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
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- 238000000034 method Methods 0.000 claims description 10
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- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 9
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- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 8
- 235000013824 polyphenols Nutrition 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
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- 229920000573 polyethylene Polymers 0.000 claims description 7
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- 239000000377 silicon dioxide Substances 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 125000003700 epoxy group Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 5
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- 239000004743 Polypropylene Substances 0.000 claims description 5
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims description 5
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- 229920006393 polyether sulfone Polymers 0.000 claims description 5
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- 239000004697 Polyetherimide Substances 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052796 boron Inorganic materials 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims description 4
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims description 4
- 229920000578 graft copolymer Polymers 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229920001601 polyetherimide Polymers 0.000 claims description 4
- 229920001296 polysiloxane Polymers 0.000 claims description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004696 Poly ether ether ketone Substances 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000004962 Polyamide-imide Substances 0.000 claims description 3
- 239000004693 Polybenzimidazole Substances 0.000 claims description 3
- 239000004734 Polyphenylene sulfide Substances 0.000 claims description 3
- 239000004760 aramid Substances 0.000 claims description 3
- 229920003235 aromatic polyamide Polymers 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 3
- 238000005886 esterification reaction Methods 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 239000011256 inorganic filler Substances 0.000 claims description 3
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 3
- 239000000075 oxide glass Substances 0.000 claims description 3
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 3
- 229920001643 poly(ether ketone) Polymers 0.000 claims description 3
- 229920002492 poly(sulfone) Polymers 0.000 claims description 3
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920002312 polyamide-imide Polymers 0.000 claims description 3
- 229920002480 polybenzimidazole Polymers 0.000 claims description 3
- 229920002530 polyetherether ketone Polymers 0.000 claims description 3
- 229920000069 polyphenylene sulfide Polymers 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 3
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 3
- 150000003457 sulfones Chemical class 0.000 claims description 3
- 150000003568 thioethers Chemical class 0.000 claims description 3
- 150000003573 thiols Chemical class 0.000 claims description 3
- 229910001928 zirconium oxide Inorganic materials 0.000 claims description 3
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 claims description 2
- MIFGCULLADMRTF-UHFFFAOYSA-N 4-[(4-hydroxy-3-methylphenyl)methyl]-2-methylphenol Chemical compound C1=C(O)C(C)=CC(CC=2C=C(C)C(O)=CC=2)=C1 MIFGCULLADMRTF-UHFFFAOYSA-N 0.000 claims description 2
- WFCQTAXSWSWIHS-UHFFFAOYSA-N 4-[bis(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 WFCQTAXSWSWIHS-UHFFFAOYSA-N 0.000 claims description 2
- JJHHIJFTHRNPIK-UHFFFAOYSA-N Diphenyl sulfoxide Chemical compound C=1C=CC=CC=1S(=O)C1=CC=CC=C1 JJHHIJFTHRNPIK-UHFFFAOYSA-N 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 230000031709 bromination Effects 0.000 claims description 2
- 238000005893 bromination reaction Methods 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 238000005660 chlorination reaction Methods 0.000 claims description 2
- 229930003836 cresol Natural products 0.000 claims description 2
- 150000001983 dialkylethers Chemical class 0.000 claims description 2
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000011229 interlayer Substances 0.000 claims description 2
- 150000003462 sulfoxides Chemical class 0.000 claims description 2
- 229910052723 transition metal Inorganic materials 0.000 claims description 2
- 150000003624 transition metals Chemical class 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 5
- ICXAPFWGVRTEKV-UHFFFAOYSA-N 2-[4-(1,3-benzoxazol-2-yl)phenyl]-1,3-benzoxazole Chemical compound C1=CC=C2OC(C3=CC=C(C=C3)C=3OC4=CC=CC=C4N=3)=NC2=C1 ICXAPFWGVRTEKV-UHFFFAOYSA-N 0.000 claims 1
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 claims 1
- OLOKQMKXSWPVKZ-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)propyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(CC)C1=CC=C(O)C=C1 OLOKQMKXSWPVKZ-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims 1
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- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
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- 125000005442 diisocyanate group Chemical group 0.000 description 20
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Abstract
【選択図】図1
Description
<ベンゾキサジン>
ベンゾキサジンは、下記の構造:
マトリックス樹脂を強化したい場合は、この樹脂中で様々な強化材を使うことができる。任意であるが、使用する場合の具体的な強化材としては、ブタジエン/アクリロニトリル、ブタジエン/(メタ)アクリル酸エステルをベースとするコポリマー、ブタジエン/アクリロニトリル/スチレングラフトコポリマー(「ABS」)、特にABS粉末、およびブタジエン/メチルメタクリレート/スチレングラフトコポリマー(「MBS」)が挙げられる。
水および他の揮発物物質を蒸留などによって除去することができる。このマスターバッチを製造するための1つの方法は、国際特許公開WO2004/108825号公報に詳細に開示されており、その全部は参照して本明細書に明示的に含められる。例えば、ゴム粒子の水性ラテックスを、水への部分的な溶解度を有する有機媒体と接触させ、次いで、この有機媒体よりも水への部分的な溶解度が低い第2の有機媒体と接触させ、水を分離し、この第2の有機媒体のゴム粒子分散体を提供することができる。
次いで、この分散体は所望のエポキシ樹脂(複数の樹脂)と混合し、揮発性物質を蒸留などで除去し、マスターバッチを提供することができる。
<第1付加物>
図2を参照することで、本発明において有用な第1付加物がどのように製造されるかについて理解するのに役立つと考えられる。
ヒドロキシル化ポリアルキレンエーテルのようなヒドロキシ含有化合物は、イソシアネート含有化合物とともにポリウレタンプレポリマーを形成する。このポリアルキレンエーテルは、酸素原子で隔てられ、ヒドロキシルで末端停止された一連の炭化水素基を含む。この炭化水素基は、直鎖または分岐鎖のアルキレン基で、かつ2個から約6個の炭素、例えば、約2個から4個の炭素原子、好ましくは、約3個から約4個の炭素原子を有していなければならない。
イソシアネート末端ポリウレタンを製造するために使用するイソシアネート含有化合物は、ジイソシアネート(例えば、脂肪族、脂環式、芳香族または芳香脂肪族ジイソシアネート)またはトリイソシアネートのようなポリイソシアネートでなければならず、これは前記のようにヒドロキシル含有化合物との反応性があり、所望であれば、鎖延長剤(短鎖ポリヒドロキシル、ポリスルフヒドリルまたはポリアミン化合物)、またはプレポリマーポリエーテルアミンのようなプレポリマーポリアミンから誘導されたポリイソシアネートプレポリマーと組合せでヒドロキシル含有化合物との反応性がある。
図2のC部分で、イソシアネート末端ポリウレタンプレポリマーのイソシアネート末端基との反応に使用するキャッピング剤は、図1に示されているアミノフェノールのような様々な物質から選択できるヒドロキシルアミン化合物である。
ヒドロキシで末端キャップされたポリウレタン化合物、エポキシ含有化合物およびフェノール性化合物の付加物は、下の別々の表題の下で記載された成分から製造することができる。
上記の第1付加物の使用量は、下記の成分とともに第2付加物を形成するために使用する成分の0.05から10重量%、0.1から5重量%程度、例えば、0.25から1重量%であってもよい。
付加物の製造で使う市販のエポキシ含有化合物は、下に例示されている。
フェノール性化合物は、エポキシ含有化合物およびヒドロキシ末端ポリウレタン第1付加物とともに反応させ、第2付加物を形成することができる。図2のE部分が示すように、第2付加物(図2のF部分に示されている)は、第1付加物およびフェノール性化合物およびエポキシ含有化合物から形成することができる。具体的には、図2でエポキシ含有化合物としてビスフェノールAのグリシジルエーテル、フェノール性化合物としてビスフェノールAを使う。
エポキシ樹脂は、形成する付加物との関連で上記の任意のエポキシ含有化合物から選択することができる。
熱可塑性層は、ポリエーテルスルホン、ポリスルフォン、ポリエーテルケトン、ポリアミド、ポリアミドイミド、ポリシロキサン、ポリエーテルイミド、ポリエチレン、ポリプロピレン、ポリブチレン、
これらのコポリマーおよびこれらの組合せを含む多数の材料から選択され、これらの内のいくつかの物理的特性を下表Aに示している。特に好ましい層として有用な熱可塑性材料は、例えば、住友化学社から商品として入手できるポリエーテルスルホンである。熱可塑性層は、調節された工程段階においてマトリックス樹脂に溶解し、次いで、硬化の段階で相分離する。
硬化は2ステージで実施することができ、例えば、硬化工程を途中で中断し、または高い温度で硬化するための硬化剤を使用する場合は、硬化性組成物をもっと低い温度で部分的に硬化させる。こうして得られた製品は、B−ステージ樹脂と呼ばれ、例えば、下でより詳細に考察されるプリプレグまたはトウプレグ用途に適している。
ならびにプリプレグ積層体を形成するのに十分に高い温度と圧力条件に、生成した前記プリプレグ積層体組立てを暴露するステップを含む。
付加物の合成
第1付加物
第1付加物を以下のように形成した:
(1)正圧の乾燥窒素ガスの供給、加熱および冷却、攪拌ならびに温度モニターの機能を有する反応器を組立てる。
(2)50部のDER332エポキシ樹脂を反応器に添加する。
(3)42.86部のTERATHANE2000ポリエーテルグリコールを反応器に添加する。
(4)反応器の内容物を、71.1cm(28インチ)/Hgの減圧下で60分間攪拌しながら107℃(225°F)に加熱する。
(5)反応器の減圧源を切り、反応器の上部にできた空間に乾燥窒素を排出する。
(6)反応器の内容物を76.7℃(170°F)に冷却する。
(7)混合中に、0.0005部の95%ジブチル錫ジラウレート触媒を注意深く添加する。
(8)6.57部のMONDUR M(4,4’−メチレンジイソシアネート)を添加する。
(9)反応器の混合と温度設定点を調節して82.2℃(180°F)の温度を維持し、正圧の乾燥窒素の流通を維持する。
(10)形成している第1付加物の分子量の増大をGPCを使ってモニターする。
(11)分子量が62,000に到達した場合、0.57部のp−アミノフェノールを添加し、正圧の乾燥窒素を流通しながら、82.2℃(180°F)で混合を続ける。
(12) すべてのイソシアネートが反応するまで、 IRを使って反応器内の混合物のイソシアネート含量をモニターする。
(13)エポキシ樹脂中のヒドロキシル末端ポリウレタンプレポリマーと第1付加物との混合物を貯蔵容器に移す。
第2付加物を以下のように形成した。
(1)加熱および冷却、攪拌ならびに温度モニターの機能を有する反応器を組立てる。
(2)29.61部のEPON826/BLENDEX338の混合物(22.78部のEPON826および6.83部のBLENDEX338)、1.82部のEPON828および8.89部の第1付加物を反応器に添加し、180°Fで混合する。
(3)15.22部のビスフェノールAを添加し、反応器の内容物が均一になるまで110℃(230°F)に加熱し、次いで76.7℃(170°F)に冷却する。
(4)0.015部のトリフェニルホスフィンエチルヨウ化物を添加し、121℃(250°F)での粘度が4,000ポイズより大きくなるまで反応器の内容物を135℃(275°F)の温度に混合、加熱する。
(5)27.78部のEPON826/BLENDEX338の混合物(21.37部のEPON826および6.41部のBLENDEX338)を添加し、63.5cm(25インチ)/Hgより大きい減圧下で混合する。
(6)10部のEPON828および6.67部の第1付加物を添加し、63.5cm(25インチ)/Hgより大きい減圧下で混合する。
(7)エポキシ樹脂中の第1と第2付加物との混合物を貯蔵容器に移す。
組成物配合
下表1に列挙されている量で示された成分から組成物を配合した。
Claims (20)
- (a)第1プリプレグ、
(b)第2プリプレグ、および
(c)前記第1プリプレグと前記第2プリプレグの間の熱可塑性層を含み、
ここで、前記第1プリプレグまたは前記第2プリプレグの少なくとも1つは、ベンゾキサジン含有組成物を含むマトリックス樹脂から製造される、プリプレグ積層体。 - 前記第2プリプレグが前記第1プリプレグとは異なる材料から構成されている、請求項1に記載のプリプレグ積層体。
- 前記第1プリプレグが、炭素、ガラス、アラミド、ボロン、ポリアルキレン、ポリベンズイミダゾール、ポリエーテルエーテルケトン、ポリフェニレンスルフィド、ポリp−フェニレンベンゾビスオキサゾール、シリコンカーバイド、フェノールホルムアルデヒド、フタレート、ポリエチレンおよびナフテノエートからなる群より選択される繊維で繊維強化されている、請求項1に記載のプリプレグ積層体。
- 前記第2プリプレグが、
炭素、ガラス、アラミド、ボロン、ポリアルキレン、ポリベンズイミダゾール、ポリエーテルエーテルケトン、ポリフェニレンスルフィド、ポリp−フェニレンベンゾビスオキサゾール、シリコンカーバイド、フェノールホルムアルデヒド、フタレート、ポリエチレン、ポリプロピレン、ポリブチレンおよびナフテノエートからなる群より選択される繊維で繊維強化されている、請求項1に記載のプリプレグ積層体。 - 前記ガラスが、Sガラス、S2ガラス、Eガラス、Rガラス、Aガラス、ARガラス、Cガラス、Dガラス、ECRガラス、ガラスフィラメント、ステープルガラス、Tガラスおよびジルコニウムオキシドガラスからなる群より選択されるものである、請求項3に記載のプリプレグ積層体。
- 前記ガラスが、Sガラス、S2ガラス、Eガラス、Rガラス、Aガラス、ARガラス、Cガラス、Dガラス、ECRガラス、ガラスフィラメント、ステープルガラス、Tガラスおよびジルコニウムオキシドガラスからなる群より選択されるものである、請求項4に記載のプリプレグ積層体。
- 前記炭素が、ポリアクリロニトリル、ピッチおよびアクリルからなる群より選択されるものである、請求項3に記載のプリプレグ積層体。
- 前記炭素が、ポリアクリロニトリル、ピッチおよびアクリルからなる群より選択されるものである、請求項4に記載のプリプレグ積層体。
- 前記マトリックス樹脂が、さらに、エポキシ成分またはエピスルフィド成分を含む、請求項1に記載のプリプレグ積層体。
- 前記ベンゾキサジン含有組成物が、ヒドロキシ含有化合物、イソシアネート含有化合物、および第1フェノール性化合物から製造される第1付加物;前記第1付加物、エポキシ含有化合物および第2フェノール性化合物から製造される付加物;1,3−ブタジエン/アクリロニトリル;1,3−ブタジエン/(メタ)アクリル酸エステル;1,3−ブタジエン/メタクリル酸エステル;1,3−ブタジエン/アクリロニトリル/スチレングラフトコポリマー;1,3−ブタジエン/メチルメタクリレート/スチレングラフトコポリマー;1,3−ブタジエン/アクリロニトリルコポリマー;コア−シェルポリマー;ポリエーテルスルホン;ポリアミドイミド;ポリスルフォン;ポリエーテルケトン;第2級アミン末端基を有するアクリロニトリル−ブタジエンコポリマー;カルボキシル末端基を有するアクリロニトリル−ブタジエンコポリマー;ポリ(プロピレン)オキシド;アミン末端ポリエチレン;ポリプロピレン;ポリブチレンスルフィド;ポリエーテルイミド;ポリシロキサン;ポリアミド;ポリフェニレンオキシドおよびこれらの組合せからなる群より選択される1つ以上の強化材を含む、請求項1に記載のプリプレグ積層体。
- 前記ベンゾキサジン成分が、
- 前記熱可塑性層が、ポリエーテルスルホン、ポリスルフォン、ポリエーテルケトン、ポリアミド、ポリアミドイミド、ポリシロキサン、ポリエーテルイミド、ポリエチレン、ポリプロピレン、ポリブチレン、
これらのコポリマーおよびこれらの組合せからなる群より選択される、請求項1に記載のプリプレグ積層体。 - 前記エポキシ樹脂成分が、C1−C28アルキル−、ポリ−フェノールグリシジルエーテル;ピロカテコール、レゾルシノール、ヒドロキノン、4,4’−ジヒドロキシジフェニルメタン、4,4’−ジヒドロキシ−3,3’−ジメチルジフェニルメタン、4,4’−ジヒドロキシジフェニルジメチルメタン、4,4’−ジヒドロキシジフェニルメチルメタン、4,4’−ジヒドロキシジフェニルシクロヘキサン、4,4’−ジヒドロキシ−3,3’−ジメチルジフェニルプロパン、4,4’−ジヒドロキシジフェニルスルホン、およびトリス(4−ヒドロキシフェニル)メタンのポリグリシジルエーテル;遷移金属錯体のポリグリシジルエーテル;上記のジフェノールの塩素化および臭素化生成物;ノボラックのポリグリシジルエーテル;芳香族ヒドロキシカルボン酸塩をジハロアルカンまたはジハロゲンジアルキルエーテルでエステル化することによって得られたジフェノールのエーテルをエステル化によって得られるジフェノールのポリグリシジルエーテル;フェノールおよび少なくとも2個のハロゲン原子を含む長鎖ハロゲンパラフィンを縮合させることによって得られるポリフェノールのポリグリシジルエーテル;フェノールノボラックエポキシ;クレゾールノボラックエポキシ;パラ−アミノフェノール、4,4’−ジヒドロキシ−3,3’−ジエチルメタン、4,4’−ジヒドロキシ−3,3’−ジイソプロピルメタン、トリス−(4−ヒドロキシフェニル)エタン、トリス−(4−ヒドロキシフェニル)プロパン、4,4’−ジヒドロキシジフェニルジシクロペンタジエンおよびこれらの組合せのグリシジルエーテル、からなる群より選択されるものである、請求項9に記載のプリプレグ積層体。
- さらに、無機充填材成分を含む、請求項1に記載のプリプレグ積層体。
- 前記無機充填材成分が、ナノスケールの範囲の粒径を有するシリカである、請求項16に記載のプリプレグ積層体。
- 請求項1に記載のプリプレグ積層体の硬化反応生成物。
- A)第1プリプレグを提供するステップ;
B)第2プリプレグを提供するステップ;ここで前記第1プリプレグまたは前記第2プリプレグの少なくとも1つは、強化されたベンゾキサジン含有組成物を含むマトリックス樹脂から製造され、および
C)熱可塑性中間層を提供するステップ;および
D)前記第1プリプレグおよび前記第2プリプレグの間に、前記熱可塑性中間層を接続してプリプレグ積層体組立てを形成するステップ;
ならびに
E)プリプレグ積層体を形成するのに十分に高い温度と圧力条件に、生成した前記プリプレグ積層体組立てを暴露するステップ
を含む、プリプレグ積層体を製造する方法。 - 請求項19に記載の方法によって製造されたプリプレグ積層体。
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JP2012503054A (ja) * | 2008-09-19 | 2012-02-02 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | イソシアネート系強靱化剤を含んでなるベンゾオキサジン系組成物 |
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JP2014009279A (ja) * | 2012-06-29 | 2014-01-20 | Jx Nippon Oil & Energy Corp | 繊維強化複合材料 |
JP2014009278A (ja) * | 2012-06-29 | 2014-01-20 | Jx Nippon Oil & Energy Corp | 繊維強化複合材料 |
JP2016535105A (ja) * | 2013-09-24 | 2016-11-10 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | 熱分解有機層およびそれによって製造される導電性プリプレグ |
JP2015093728A (ja) * | 2013-11-14 | 2015-05-18 | 旭化成ケミカルズ株式会社 | プレススルーパック包装体用蓋材及びその製造方法、並びに包装体 |
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WO2008076244A1 (en) | 2008-06-26 |
CN101646562A (zh) | 2010-02-10 |
US7537827B1 (en) | 2009-05-26 |
EP2091731A4 (en) | 2012-08-22 |
JP5620679B2 (ja) | 2014-11-05 |
CN101646562B (zh) | 2012-12-05 |
EP2091731A1 (en) | 2009-08-26 |
EP2091731B1 (en) | 2016-11-30 |
ES2614644T3 (es) | 2017-06-01 |
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