JP6998906B2 - 熱可塑性樹脂組成物およびその製造方法 - Google Patents
熱可塑性樹脂組成物およびその製造方法 Download PDFInfo
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- JP6998906B2 JP6998906B2 JP2019033020A JP2019033020A JP6998906B2 JP 6998906 B2 JP6998906 B2 JP 6998906B2 JP 2019033020 A JP2019033020 A JP 2019033020A JP 2019033020 A JP2019033020 A JP 2019033020A JP 6998906 B2 JP6998906 B2 JP 6998906B2
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- Prior art keywords
- fluororubber
- thermoplastic resin
- diazabicyclo
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- rubber
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- 239000011342 resin composition Substances 0.000 title claims description 93
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- 239000000446 fuel Substances 0.000 claims description 64
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- 239000000203 mixture Substances 0.000 claims description 54
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims description 50
- 238000004132 cross linking Methods 0.000 claims description 48
- -1 amine compound Chemical class 0.000 claims description 47
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 46
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- 238000002844 melting Methods 0.000 claims description 31
- 230000008018 melting Effects 0.000 claims description 31
- 125000000524 functional group Chemical group 0.000 claims description 28
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 28
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 22
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- 238000002156 mixing Methods 0.000 claims description 22
- 229920000642 polymer Polymers 0.000 claims description 21
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims description 18
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- 125000003277 amino group Chemical group 0.000 claims description 7
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 6
- 150000001336 alkenes Chemical group 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 5
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- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
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- 239000000126 substance Substances 0.000 description 8
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- 125000000217 alkyl group Chemical group 0.000 description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
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- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 6
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 6
- 230000005540 biological transmission Effects 0.000 description 6
- 239000000395 magnesium oxide Substances 0.000 description 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 6
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- HESXPOICBNWMPI-UHFFFAOYSA-N 4-[2-[4-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=C(C(C)(C)C=2C=CC(N)=CC=2)C=CC=1C(C)(C)C1=CC=C(N)C=C1 HESXPOICBNWMPI-UHFFFAOYSA-N 0.000 description 5
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- 125000001931 aliphatic group Chemical group 0.000 description 5
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 5
- KHXKESCWFMPTFT-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-(1,2,2-trifluoroethenoxy)propane Chemical compound FC(F)=C(F)OC(F)(F)C(F)(F)C(F)(F)F KHXKESCWFMPTFT-UHFFFAOYSA-N 0.000 description 4
- DXKZQNUSKZOLTC-UHFFFAOYSA-N 1,3,5-trichloro-2-[chloro-(2,4,6-trichlorophenoxy)phosphoryl]oxybenzene Chemical compound ClC1=CC(Cl)=CC(Cl)=C1OP(Cl)(=O)OC1=C(Cl)C=C(Cl)C=C1Cl DXKZQNUSKZOLTC-UHFFFAOYSA-N 0.000 description 4
- KWOIWTRRPFHBSI-UHFFFAOYSA-N 4-[2-[3-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=CC(C(C)(C)C=2C=CC(N)=CC=2)=CC=1C(C)(C)C1=CC=C(N)C=C1 KWOIWTRRPFHBSI-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
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- 238000010438 heat treatment Methods 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
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- FKPRQRCHWPBBBF-UHFFFAOYSA-N 3,4,5,6,7,8,9,10-octahydro-2h-pyrimido[1,2-a]azepin-5-ium;formate Chemical compound OC=O.C1CCCCN2CCCN=C21 FKPRQRCHWPBBBF-UHFFFAOYSA-N 0.000 description 3
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- ZFVMWEVVKGLCIJ-UHFFFAOYSA-N bisphenol AF Chemical group C1=CC(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C=C1 ZFVMWEVVKGLCIJ-UHFFFAOYSA-N 0.000 description 2
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- 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 1
- UBDSAZJCZALREE-UHFFFAOYSA-N 2,3,4,5,6,7-hexahydro-1H-imidazo[1,5-a]pyridin-4-ium chloride Chemical compound [Cl-].[NH+]12CCCC=C2CNC1 UBDSAZJCZALREE-UHFFFAOYSA-N 0.000 description 1
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- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 1
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- XCVBOIFCQHWRDY-UHFFFAOYSA-N benzyl-(dimethylamino)-phenylphosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1[PH+](N(C)C)CC1=CC=CC=C1 XCVBOIFCQHWRDY-UHFFFAOYSA-N 0.000 description 1
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- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
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- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000006551 perfluoro alkylene group Chemical group 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
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- 239000004014 plasticizer Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
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- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
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- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical compound NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
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- 238000003860 storage Methods 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000010729 system oil Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- UDRBACREFJVZDG-UHFFFAOYSA-M tributyl(2-methoxypropyl)phosphanium;chloride Chemical compound [Cl-].CCCC[P+](CCCC)(CCCC)CC(C)OC UDRBACREFJVZDG-UHFFFAOYSA-M 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- XWKBMOUUGHARTI-UHFFFAOYSA-N tricalcium;diphosphite Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])[O-].[O-]P([O-])[O-] XWKBMOUUGHARTI-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of 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 a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08L27/16—Homopolymers or copolymers or vinylidene fluoride
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B1/00—Layered products having a non-planar shape
- B32B1/08—Tubular products
-
- B—PERFORMING OPERATIONS; TRANSPORTING
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Description
また、本開示によれば、上記の成形品、または、上記の積層体からなる燃料用ホースまたはチューブが提供される。
比[K1]=H1a/H1b
比[K2]=H2a/H2b
H1a:3475cm-1と3415cm-1の各吸光度を結ぶ直線をベースラインとしたときの3451cm-1の吸光度高さ
H1b:2680cm-1と2030cm-1の各吸光度を結ぶ直線をベースラインとしたときの2360cm-1の吸光度高さ
H2a:1760cm-1と1660cm-1の各吸光度を結ぶ直線をベースラインとしたときの1722cm-1の吸光度高さ
H2b:3170cm-1と2900cm-1の各吸光度を結ぶ直線をベースラインとしたときの3035cm-1の吸光度高さ
フッ素樹脂(A)は、クロロトリフルオロエチレン(CTFE)単位およびテトラフルオロエチレン(TFE)単位を含む共重合体である。
カーボネート基[-O-C(=O)-OR3(式中、R3は炭素原子数1~20のアルキル基またはエーテル結合性酸素原子を含む炭素原子数2~20のアルキル基である)]、
ハロホルミル基[-C(=O)X5、X5はハロゲン原子]、
ホルミル基[-C(=O)H]、
式:-R4-C(=O)-R5(式中、R4は、炭素原子数1~20の2価の有機基であり、R5は、炭素原子数1~20の1価の有機基である)で示される基、
式:-O-C(=O)-R6(式中、R6は、炭素原子数1~20のアルキル基またはエーテル結合性酸素原子を含む炭素原子数2~20のアルキル基である)で示される基、
カルボキシル基[-C(=O)OH]、
アルコキシカルボニル基[-C(=O)OR7(式中、R7は、炭素原子数1~20の1価の有機基である)]、
カルバモイル基[-C(=O)NR8R9(式中、R8およびR9は、同じであっても異なっていてもよく、水素原子または炭素原子数1~20の1価の有機基である)]、
酸無水物結合[-C(=O)-O-C(=O)-]、
イソシアネート基[-N=C=O]、
などをあげることができる。
-CR10=CR11R12
(式中、R10、R11およびR12は、同じであっても異なっていてもよく、水素原子、フッ素原子または炭素原子数1~20の1価の有機基である。)で表される官能基が挙げられ、-CF=CF2、-CH=CF2、-CF=CHF、-CF=CH2および-CH=CH2からなる群より選択される少なくとも1種が好ましい。
-NR13R14
(式中、R13およびR14は、同じであっても異なっていてもよく、水素原子または炭素原子数1~20の1価の有機基である。)で表される官能基が挙げられ、-NH2、-NH(CH3)、-N(CH3)2、-NH(CH2CH3)、-N(C2H5)2および-NH(C6H5)からなる群より選択される少なくとも1種が好ましい。
架橋フッ素ゴム(B)は、フッ素樹脂(A)の存在下、フッ素樹脂(A)の溶融条件下にて、フッ素ゴム(b)を、熱分解温度が210℃以上であるポリアミン化合物(c)および架橋促進剤(d)と共に、動的に架橋処理したものであることが好ましい。
CX6 2=CX6-Rf5CHR31X31 (3)
(式中、X6は、同じであっても異なっていてもよく、水素原子、フッ素原子または-CH3、Rf5は、フルオロアルキレン基、パーフルオロアルキレン基、フルオロポリオキシアルキレン基またはパーフルオロポリオキシアルキレン基、R31は、水素原子または-CH3、X31は、ヨウ素原子または臭素原子である)で表されるヨウ素または臭素含有単量体、一般式(4):
CF2=CFO(CF2CF(CF3)O)m(CF2)n-X41 (4)
(式中、mは、0~5の整数、nは、1~3の整数、X41は、シアノ基、カルボキシル基、アルコキシカルボニル基、臭素原子である)で表される単量体などがあげられ、これらをそれぞれ単独で、または任意に組合わせて用いることができる。
本開示の成形品は、上記の熱可塑性樹脂組成物から形成される。上記成形品の形状としては、特に限定されず、チューブ、ホース、シート、フィルムなどがあげられる。
本開示の積層体は、上記の熱可塑性樹脂組成物から形成される熱可塑性樹脂層(W)と、エラストマー組成物から形成されるエラストマー層(X)を含む。
19F-NMR分析により測定した。
示差走査熱量計[DSC]を用い、10℃/分の速度で昇温したときの融解ピークを記録し、極大値に対応する温度を融点とした。
メルトインデクサー(東洋精機製作所社製)を用い、297℃において、5kg荷重下で直径2mm、長さ8mmのノズルから単位時間(10分間)あたりに流出するポリマーの質量(g)を測定した。
フッ素樹脂のシートについて、フーリエ変換赤外分光光度計[FT-IR]を用いて赤外吸収スペクトルを分析した。得られた赤外吸収スペクトルをPerkin-Elmer Spectrum for windows Ver.1.4Cを用いて自動でベースラインを判定させ、所定のピークの吸光度を測定した。なお、カーボネート基〔-OC(=O)O-〕のカルボニル基由来のピークは、1810~1815cm-1の吸収帯に現れる。
ALPHA TECHNOLOGIES社製 ムーニー粘度計MV2000E型を用いて、121℃において、ASTM D-1646に準拠して測定した。
(熱可塑性樹脂シートの作製)
熱可塑性樹脂組成物を、直径120mmの金型に入れ、300℃に加熱したプレス機にセットし、約2.9MPaの圧力で溶融プレスして、厚さ0.25mmまたは厚さ0.5mmの熱可塑性樹脂シートを得た。
厚さ0.25mmの熱可塑性樹脂シートについて、フーリエ変換赤外分光光度計[FT-IR]を用いて透過法で赤外吸収スペクトルを測定し、下記の式により比[K1]および比[K2]を算出した。
比[K1]=H1a/H1b
比[K2]=H2a/H2b
H1a:3475cm-1と3415cm-1の各吸光度を結ぶ直線をベースラインとしたときの3451cm-1の吸光度高さ
H1b:2680cm-1と2030cm-1の各吸光度を結ぶ直線をベースラインとしたときの2360cm-1の吸光度高さ
H2a:1760cm-1と1660cm-1の各吸光度を結ぶ直線をベースラインとしたときの1722cm-1の吸光度高さ
H2b:3170cm-1と2900cm-1の各吸光度を結ぶ直線をベースラインとしたときの3035cm-1の吸光度高さ
(燃料透過係数)
20mLの容積を有するSUS製容器(開放部面積1.26×10-3m2)に模擬燃料であるCE10(トルエン/イソオクタン/エタノール=45/45/10容量%)を18mL入れて、前記方法にて作製した厚さ0.25mmの熱可塑性樹脂シートを容器開放部にセットして密閉することで、試験体とする。該試験体を恒温装置(60℃)に入れ、試験体の重量を測定し、単位時間あたりの重量減少が一定となったところで下記の式により燃料透過係数を求めた。フッ素樹脂の燃料透過係数も同様にして求めた。
前記方法にて作製した厚さ0.5mmの熱可塑性樹脂シートより、ASTM D638 TypeV型ダンベルを用いて標線間距離3.18mmのダンベル状試験片を打ち抜く。得られたダンベル状試験片を用いて、オートグラフ(島津製作所社製 AGS-J 5kN)を使用して、ASTM D638に準じて、25℃において50mm/minの引張速度で引張試験を行い、引張弾性率を測定した。フッ素樹脂の引張弾性率も同様にして測定した。
(エラストマー組成物の作製)
モノマー組成がVdF/TFE/HFP=58/20/22(モル比)、121℃におけるムーニー粘度ML(1+10)が44であるVdF/TFE/HFP共重合体100質量部に対し、ビスフェノールAF 2.2質量部、DBU-B 0.56質量部を添加して混練し、エラストマー組成物中間体を得た。エラストマー組成物中間体100質量部に対し、酸化マグネシウム3.0質量部、水酸化カルシウム6質量部、SRFカーボンブラック13質量部を添加して混練し、エラストマー組成物を得た。
前記方法にて作製した厚さ0.5mmの熱可塑性樹脂シートと、厚さ約2mmのエラストマー組成物のシートを重ね合わせ、得られるシートが厚み2mmになる金型に挿入し、160℃で45分間プレスすることにより、シート状の積層体を得た。
得られた積層体をそれぞれ1.0cm幅×10cmの短冊状に切断して接着試験用試験片を作製し、この試験片について、オートグラフ(島津製作所社製 AGS-J 5kN)を使用して、JIS-K-6256(加硫ゴムの接着試験方法)に記載の方法に準拠し、25℃において50mm/minの引張速度で剥離試験を行った。また、剥離モードを観察し、以下の基準で評価した。
Good:熱可塑性樹脂層/エラストマー層界面で剥離せず、エラストマー層が破壊した。
Poor:熱可塑性樹脂層/エラストマー層界面で剥離した。
―OC(=O)OCH2CH2CH3基を有するCTFE/TFE共重合体。モノマー組成はCTFE/TFE/パーフルオロ(プロピルビニルエーテル)=21.0/76.2/2.8(モル比)。融点245℃。297℃におけるMFRは19g/10min。―OC(=O)OCH2CH2CH3基数は80個(炭素原子106個当たり)。引張弾性率は610MPa。燃料透過係数は0.4(g・mm)/(m2・day)。
モノマー組成がVdF/TFE/HFP=50/20/30(モル比)であるVdF/TFE/HFP共重合体。121℃におけるムーニー粘度ML(1+10)は50。
フッ素ゴム(b2):
モノマー組成がVdF/TFE/HFP=58/20/22(モル比)であるVdF/TFE/HFP共重合体。100℃におけるムーニー粘度ML(1+10)は45。
架橋促進剤:DBU-B
受酸剤:酸化マグネシウム
(工程1)
前記フッ素ゴム(b1)にDBU-Bおよび酸化マグネシウムを添加して混練し、フッ素ゴム組成物(b1-1)を得た。
(工程2)
ラボプラストミル(東洋精機製作所社製)に前記フッ素樹脂を投入し、BAPPを添加して、分散と反応が十分進行してトルクが安定するまで撹拌した。さらにフッ素ゴム組成物(b1-1)を添加し、分散と反応が十分進行してトルクが安定した時点で撹拌を停止して、熱可塑性樹脂組成物を得た。このとき、熱可塑性樹脂組成物の温度は280℃であった。各材料の配合量および各種測定の結果を表1に示す。
工程2において、BAPPとフッ素ゴム組成物(b1-1)の添加順を逆にした以外は実施例1と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
工程1において、前記フッ素ゴム(b1)にDBU-Bを添加しなかった以外は実施例1と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
工程1において、前記フッ素ゴム(b1)にDBU-Bを添加せず、さらにBAPPを工程2ではなく工程1で添加した以外は、実施例1と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
酸化マグネシウムおよびBAPPの配合量を変更した以外は実施例1と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
BAPPの配合量を変更した以外は実施例3と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
工程1において、フッ素ゴム(b1)に代えてフッ素ゴム(b2)を用い、DBU-Bの配合量を変更し、さらにBAPPを工程2ではなく工程1で添加した以外は、実施例3と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
DBU-Bの配合量を変更した以外は実施例5と同様の条件で混練し、熱可塑性樹脂組成物を得た。各材料の配合量および各種測定の結果を表1に示す。
Claims (8)
- フッ素樹脂(A)および架橋フッ素ゴム(B)を含む熱可塑性樹脂組成物であって、
フッ素樹脂(A)が、クロロトリフルオロエチレン単位およびテトラフルオロエチレン単位を含み、かつ、ポリマーの主鎖末端または側鎖末端にカルボニル基、オレフィン基およびアミノ基からなる群より選択される少なくとも1種の官能基を有する共重合体であり、
架橋フッ素ゴム(B)が、フッ素樹脂(A)の存在下、フッ素樹脂(A)の溶融条件下にて、フッ素ゴム(b)を、熱分解温度が210℃以上であるポリアミン化合物(c)および架橋促進剤(d)と共に、動的に架橋処理したものであり、
架橋促進剤(d)が、8-メチル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリド、8-メチル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムアイオダイド、8-メチル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムハイドロキサイド、8-メチル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムメチルスルフェート、8-エチル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムブロミド、8-プロピル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムブロミド、8-ドデシル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリド、8-ドデシル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムハイドロキサイド、8-エイコシル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリド、8-テトラコシル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリド、8-ベンジル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリド、8-ベンジル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムハイドロキサイド、8-フェネチル-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリド、および、8-(3-フェニルプロピル)-1,8-ジアザビシクロ[5.4.0]-7-ウンデセニウムクロリドからなる群より選択される少なくとも1種であり、
ポリアミン化合物(c)の配合量は、フッ素ゴム(b)100質量部に対して、0.5~15質量部であり、
架橋促進剤(d)の配合量は、フッ素ゴム(b)100質量部に対して、0.01~1.0質量部である
熱可塑性樹脂組成物。 - フッ素ゴム(b)が、ビニリデンフルオライド/テトラフルオロエチレン/ヘキサフルオロプロピレン系フッ素ゴムである請求項1に記載の熱可塑性樹脂組成物。
- 請求項1または2に記載の熱可塑性樹脂組成物の製造方法であって、
フッ素樹脂(A)の存在下、フッ素樹脂(A)の溶融条件下にて、フッ素ゴム(b)を、熱分解温度が210℃以上であるポリアミン化合物(c)および架橋促進剤(d)と共に、動的に架橋処理する工程を含む
熱可塑性樹脂組成物の製造方法。 - 請求項1または2に記載の熱可塑性樹脂組成物から形成される成形品。
- 請求項1または2に記載の熱可塑性樹脂組成物から形成される熱可塑性樹脂層(W)と、エラストマー組成物から形成されるエラストマー層(X)とを含む積層体。
- 前記エラストマー組成物が、アクリロニトリル-ブタジエンゴム、水素添加アクリロニトリル-ブタジエンゴム、アクリロニトリル-ブタジエンゴムとポリ塩化ビニルとのブレンドゴム、アクリロニトリル-ブタジエンゴムとアクリルゴムとのブレンドゴム、塩素化ポリエチレン、フッ素ゴム、エピクロロヒドリンゴム、エチレン-プロピレンゴム、クロロスルホン化ポリエチレンゴム、シリコーンゴムおよびアクリルゴムからなる群より選択される少なくとも1種のエラストマーを含有する請求項5に記載の積層体。
- 前記エラストマー組成物が、オニウム塩、アミン化合物およびエポキシ樹脂からなる群より選択される少なくとも1種の化合物を含有する請求項5または6に記載の積層体。
- 請求項4に記載の成形品、または、請求項5~7のいずれかに記載の積層体からなる燃料用ホースまたはチューブ。
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