JP6858080B2 - 樹脂組成物 - Google Patents
樹脂組成物 Download PDFInfo
- Publication number
- JP6858080B2 JP6858080B2 JP2017109767A JP2017109767A JP6858080B2 JP 6858080 B2 JP6858080 B2 JP 6858080B2 JP 2017109767 A JP2017109767 A JP 2017109767A JP 2017109767 A JP2017109767 A JP 2017109767A JP 6858080 B2 JP6858080 B2 JP 6858080B2
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- resin composition
- polyamide
- resin
- polyester
- mass
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims description 155
- 239000004952 Polyamide Substances 0.000 claims description 131
- 229920002647 polyamide Polymers 0.000 claims description 130
- 229920000728 polyester Polymers 0.000 claims description 101
- 229920005989 resin Polymers 0.000 claims description 77
- 239000011347 resin Substances 0.000 claims description 77
- 229920001577 copolymer Polymers 0.000 claims description 49
- -1 vinyl hydroxyphenyl Chemical group 0.000 claims description 47
- 239000005011 phenolic resin Substances 0.000 claims description 42
- 239000004697 Polyetherimide Substances 0.000 claims description 36
- 229920001601 polyetherimide Polymers 0.000 claims description 36
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 229920003986 novolac Polymers 0.000 claims description 4
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- 238000012360 testing method Methods 0.000 description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 239000000178 monomer Substances 0.000 description 26
- 230000000052 comparative effect Effects 0.000 description 24
- 238000010521 absorption reaction Methods 0.000 description 23
- 238000005259 measurement Methods 0.000 description 23
- 238000003860 storage Methods 0.000 description 20
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- 239000003063 flame retardant Substances 0.000 description 11
- 238000004898 kneading Methods 0.000 description 10
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 8
- 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 description 8
- 238000009529 body temperature measurement Methods 0.000 description 8
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
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- 125000003118 aryl group Chemical group 0.000 description 6
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- 239000001257 hydrogen Substances 0.000 description 4
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229920006121 Polyxylylene adipamide Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
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- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
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- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
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- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
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- 229920001007 Nylon 4 Polymers 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229920001665 Poly-4-vinylphenol Polymers 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
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- 238000004458 analytical method Methods 0.000 description 2
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- 238000006073 displacement reaction Methods 0.000 description 2
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Images
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- Compositions Of Macromolecular Compounds (AREA)
Description
で表わされる構成単位を含むビニルヒドロキシフェニル含有樹脂からなる群から選択される少なくとも1種の樹脂(C)と、を含有し、
前記ポリアミド(A)の含有量が全質量に対して25〜74質量%であり、
前記ポリエステル(B)の含有量が全質量に対して25〜74質量%であり、かつ、
前記樹脂(C)の含有量が全質量に対して0.1〜40質量%である、
ことを特徴とするものである。
で表わされる構成単位を含むビニルヒドロキシフェニル含有樹脂からなる群から選択される少なくとも1種の樹脂(C)と、を含有する。
本発明に係るポリアミド(A)は、アミド結合(−NH−CO−)を介して複数のモノマーが重合されてなる重合体である。前記ポリアミド(A)を構成するモノマーとしては、アミノ酸、ラクタム、ジアミン、ジカルボン酸が挙げられる。
本発明に係るポリエステル(B)は、エステル結合(−CO−O−)を介して複数のモノマーが重合されてなる重合体であり、熱可塑性ポリエステルであることが好ましい。前記ポリエステル(B)を構成するモノマーとしては、ジカルボン酸及びそのエステル形成性誘導体、グリコール及びそのエステル形成性誘導体、オキシカルボン酸及びそのエステル形成性誘導体が挙げられる。
本発明に係る樹脂(C)は、フェノール樹脂及び下記のビニルヒドロキシフェニル含有樹脂からなる群から選択される少なくとも1種の樹脂である。本発明に係る樹脂(C)としては、前記フェノール樹脂及び前記ビニルヒドロキシフェニル含有樹脂のうちのいずれか1種であっても、これらの混合物であってもよい。
本発明に係るフェノール樹脂は、フェノール類とアルデヒド類との共重合体であり、これらを酸性触媒下で共重合せしめたノボラック型フェノール樹脂であっても、アルカリ触媒下で共重合せしめたレゾール型フェノール樹脂であってもよいが、レゾール型フェノール樹脂は混合中にゲル化して樹脂組成物の粘度が上昇する傾向にある観点から、ノボラック型フェノール樹脂であることが好ましい。
本発明に係るビニルヒドロキシフェニル含有樹脂は、ヒドロキシフェニル基を含むポリビニル化合物であり、下記一般式(1)で表わされる構成単位を含む。
本発明の樹脂組成物としては、ポリエーテルイミド(D)をさらに含有することが好ましい。このようなポリエーテルイミド(D)をさらに含有することにより、上記の高弾性率、高耐水性に加えてさらに、より高いガラス転移温度を達成することができ、また、高温(好ましくは80℃以上)においても十分に高い弾性率を達成することが可能となる。
本発明の樹脂組成物としては、スチレン−マレイミド−無水ジカルボン酸共重合体(E)をさらに含有することも好ましい。このようなスチレン−マレイミド−無水ジカルボン酸共重合体(E)をさらに含有することにより、上記の高弾性率、高耐水性に加えてさらに、より高いガラス転移温度を達成することができ、また、高温(好ましくは80℃以上)においても十分に高い弾性率を達成することが可能となる。
本発明の樹脂組成物において、前記ポリアミド(A)の含有量としては、前記樹脂組成物全質量に対して、15〜84.9質量%であることが好ましく、20〜79.5質量%であることがより好ましく、25〜74質量%であることがさらに好ましい。前記ポリアミド(A)の含有量が前記下限未満である場合には、前記ポリアミド(A)の靭性や成形性に優れるといった特性が樹脂組成物において発揮されにくくなる傾向にあり、他方、前記上限を超える場合には、前記ポリアミド(A)の耐吸水性や耐熱性に劣るといった短所が樹脂組成物において現れる傾向にある。
各実施例及び比較例で得られた樹脂組成物を、それぞれ、プレス成形(温度:270℃、圧力:6MPa)で厚さ2mmの平板状に成形し、幅20mm、長さ100mmに切り出し、80℃で12時間真空乾燥させて試験片とした。得られた試験片について、万能試験機(インストロン ジャパン カンパニイ リミテッド製)を用い、支点間距離:32mm、変位速度:1mm/sec、温度:23℃の条件で測定し、得られた荷重−たわみ曲線から各曲げ弾性率(単位:GPa)を求めた。
各実施例及び比較例で得られた樹脂組成物を、それぞれ、(温度:270℃、圧力:6MPa)で厚さ0.5mmの平板状に成形し、幅5mm、長さ35mmに切り出し、80℃で12時間真空乾燥させて試験片とした。得られた試験片について、動的粘弾性測定装置(アイティー計測制御株式会社製)を用い、大気中、測定温度範囲:−100〜200℃、周波数:10Hz、動的振幅:0.05%の条件で、各温度における貯蔵弾性率(E’)及び損失弾性率(E’’)を測定した。得られた貯蔵弾性率(E’)及び損失弾性率(E’’)から、x軸を温度、y軸を損失正接(tanδ:E’’/E’)として温度−損失正接曲線を作成し、tanδのピーク位置の温度をガラス転移温度(単位:℃)とした。
前記ガラス転移温度測定において、80℃における貯蔵弾性率(E’)を、同温度における貯蔵弾性率(単位:GPa)とした。
各実施例及び比較例で得られた樹脂組成物を、それぞれ、プレス成形(温度270℃、圧力6MPa)で厚さ2mmに成形した後、幅20mm、長さ100mmに切り出し、80℃で12時間真空乾燥させて得られた平板状試験片(成形体)を、23℃の水中に浸漬したまま静置して一定時間ごとに試験片の重量を測定し、重量増加率が0.1%以下になった試験片の重量(浸漬後重量)及び浸漬前の試験片の重量(浸漬前重量)から、次式:{(浸漬後重量−浸漬前重量)/浸漬前重量}×100より、吸水率(単位:%)を求めた。
各実施例及び比較例で得られた樹脂組成物を、それぞれ、プレス成形(温度270℃、圧力6MPa)で厚さ2mmに成形した後、幅20mm、長さ100mmに切り出し、80℃で12時間真空乾燥させて得られた平板状試験片(成形体)の断面について、走査電子顕微鏡(SEM、株式会社日立ハイテクマニファクチャ&サービス製、「S−3600N」)を用いて、加速電圧15V、倍率3000倍の条件で観察した。観察された断面について、以下の基準:
A:相分離が観察されず、極めて一様な外観を有している
B:相分離が観察されるものの各相の界面間は接着しており、一様な外観を有している
C:相分離が観察され、かつ、各相が分離して外観が一様ではない
に基づいて評価をした。なお、A>B>Cの順に、樹脂組成物においてポリアミドとポリエステルとの複合化が良好であるといえる。
ポリアミド(ポリアミド6(PA6)、商品名:A1030BRL(ユニチカ株式会社製)、数平均分子量:14,500)49.75質量部、ポリエステル(ポリエチレンテレフタレート(PET)、商品名:TR8550FF(帝人株式会社製))49.75質量部、及びフェノール樹脂(ノボラック型フェノール樹脂(PN)、商品名:PAPS−PN70(旭有機材株式会社製)、数平均分子量:2,500)0.5質量部をドライブレンドし、ラボプラストミル(株式会社東洋精機製作所製)を用いて、270℃において5分間、溶融混練を実施し、樹脂組成物を得た。得られた樹脂組成物の組成を下記の表1に示す。
ポリアミド、ポリエステル及びフェノール樹脂の配合量を下記の表1に示す量としたこと以外は実施例1と同様にして各樹脂組成物を得た。
ポリエステルとして、ポリエチレンテレフタレート(PET)に代えてポリブチレンテレフタレート(PBT)(商品名:ジュラネックス2000(ポリプラスチックス株式会社製))を用い、ポリアミド、ポリエステル及びフェノール樹脂の配合量を下記の表1に示す量としたこと以外は実施例1と同様にして各樹脂組成物を得た。
ポリエステルとして、ポリエチレンテレフタレート(PET)に代えてポリエチレンナフタレート(PEN)(商品名:テオネックス TN8065S(帝人株式会社製))を用い、ポリアミド、ポリエステル及びフェノール樹脂の配合量を下記の表1に示す量とし、さらに溶融混練温度を280℃としたこと以外は実施例1と同様にして各樹脂組成物を得た。
フェノール樹脂に代えて、ビニルヒドロキシフェニル含有樹脂(ポリ−(4−ビニルフェノール(PVPh)、商品名:マルカリンカーS4(丸善石油化学株式会社製)、数平均分子量:5,400)を用い、ポリアミド、ポリエステル及びビニルヒドロキシフェニル含有樹脂の配合量を下記の表1に示す量としたこと以外は実施例1と同様にして各樹脂組成物を得た。
フェノール樹脂を用いず、ポリアミド及びポリエステルの配合量を下記の表1に示す量としたこと以外は実施例1と同様にして樹脂組成物を得た。
フェノール樹脂を用いず、ポリアミド及びポリエステルの配合量を下記の表1に示す量としたこと以外は実施例4と同様にして樹脂組成物を得た。
フェノール樹脂を用いず、ポリアミド及びポリエステルの配合量を下記の表1に示す量としたこと以外は実施例6と同様にして樹脂組成物を得た。
フェノール樹脂に代えて、エチレン−グリシジルメタクリレート共重合体(E−GMA)(商品名:ボンドファースト−E(住友化学株式会社製))を用い、ポリアミド、ポリエステル及びエチレン−グリシジルメタクリレート共重合体の配合量を下記の表1に示す量としたこと以外は実施例1と同様にして樹脂組成物を得た。
ポリエーテルイミド(PEI)(商品名:ULTEM 1000(サビック社製))をさらに用い、ポリアミド、ポリエステル、フェノール樹脂、及びポリエーテルイミドの配合量を下記の表3に示す量としたこと以外は実施例1と同様にして樹脂組成物を得た。
フェノール樹脂を用いず、ポリアミド、ポリエステル、及びポリエーテルイミドの配合量を下記の表3に示す量としたこと以外は実施例11と同様にして樹脂組成物を得た。
スチレン−マレイミド−無水マレイン酸共重合体(StMiMah)(商品名:デンカIP BC−NB(電気化学工業株式会社製))をさらに用い、ポリアミド、ポリエステル、フェノール樹脂、及びスチレン−マレイミド−無水マレイン酸共重合体の配合量をそれぞれ下記の表5に示す量としたこと以外は実施例1と同様にして各樹脂組成物を得た。
Claims (8)
- 前記樹脂(C)の含有量が全質量に対して0.5〜30質量%であることを特徴とする請求項1に記載の樹脂組成物。
- 前記フェノール樹脂が、ノボラック型フェノール樹脂であることを特徴とする請求項1又は2に記載の樹脂組成物。
- ポリエーテルイミド(D)をさらに含有することを特徴とする請求項1〜4のうちのいずれか一項に記載の樹脂組成物。
- 前記樹脂(C)の含有量が全質量に対して0.5〜30質量%であり、かつ、前記ポリエーテルイミド(D)の含有量が全質量に対して0.5〜30質量%であることを特徴とする請求項5に記載の樹脂組成物。
- スチレン−マレイミド−無水ジカルボン酸共重合体(E)をさらに含有することを特徴とする請求項1〜6のうちのいずれか一項に記載の樹脂組成物。
- 前記樹脂(C)の含有量が全質量に対して0.5〜30質量%であり、かつ、前記スチレン−マレイミド−無水ジカルボン酸共重合体(E)の含有量が全質量に対して0.5〜30質量%であることを特徴とする請求項7に記載の樹脂組成物。
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