JP2023163484A - Rubber composition and rubber component using the composition - Google Patents
Rubber composition and rubber component using the composition Download PDFInfo
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- JP2023163484A JP2023163484A JP2022074429A JP2022074429A JP2023163484A JP 2023163484 A JP2023163484 A JP 2023163484A JP 2022074429 A JP2022074429 A JP 2022074429A JP 2022074429 A JP2022074429 A JP 2022074429A JP 2023163484 A JP2023163484 A JP 2023163484A
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- Prior art keywords
- rubber
- rubber composition
- ethylene
- phosphate
- olefin
- Prior art date
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- Pending
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 112
- 239000005060 rubber Substances 0.000 title claims abstract description 112
- 239000000203 mixture Substances 0.000 title claims abstract description 53
- 229920001577 copolymer Polymers 0.000 claims abstract description 32
- 239000003063 flame retardant Substances 0.000 claims abstract description 32
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 23
- 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 claims abstract description 19
- 239000010452 phosphate Substances 0.000 claims abstract description 19
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims abstract description 15
- -1 phosphorus compound Chemical class 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 11
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 10
- 229920000877 Melamine resin Polymers 0.000 claims description 7
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 7
- 239000011574 phosphorus Substances 0.000 claims description 7
- 229910052698 phosphorus Inorganic materials 0.000 claims description 7
- 238000000465 moulding Methods 0.000 claims description 5
- 150000003016 phosphoric acids Chemical class 0.000 claims description 5
- 238000004132 cross linking Methods 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 abstract description 13
- 150000002367 halogens Chemical class 0.000 abstract description 13
- 238000002485 combustion reaction Methods 0.000 abstract description 12
- 238000012856 packing Methods 0.000 abstract description 8
- 239000000779 smoke Substances 0.000 abstract description 7
- 230000000704 physical effect Effects 0.000 abstract description 4
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract description 3
- 150000004291 polyenes Chemical class 0.000 abstract description 2
- 235000021317 phosphate Nutrition 0.000 description 19
- 239000003795 chemical substances by application Substances 0.000 description 18
- 238000004073 vulcanization Methods 0.000 description 18
- 238000012360 testing method Methods 0.000 description 14
- 230000003712 anti-aging effect Effects 0.000 description 13
- 239000004014 plasticizer Substances 0.000 description 13
- 239000006229 carbon black Substances 0.000 description 11
- 235000019241 carbon black Nutrition 0.000 description 11
- 150000001451 organic peroxides Chemical class 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 235000011007 phosphoric acid Nutrition 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 239000006057 Non-nutritive feed additive Substances 0.000 description 6
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 238000004898 kneading Methods 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- 230000006835 compression Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 4
- 229920001084 poly(chloroprene) Polymers 0.000 description 4
- 229920000137 polyphosphoric acid Polymers 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004711 α-olefin Substances 0.000 description 4
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 3
- 239000004254 Ammonium phosphate Substances 0.000 description 3
- 244000043261 Hevea brasiliensis Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 235000019289 ammonium phosphates Nutrition 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- GVALZJMUIHGIMD-UHFFFAOYSA-H magnesium phosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GVALZJMUIHGIMD-UHFFFAOYSA-H 0.000 description 3
- 239000004137 magnesium phosphate Substances 0.000 description 3
- 229960002261 magnesium phosphate Drugs 0.000 description 3
- 229910000157 magnesium phosphate Inorganic materials 0.000 description 3
- 235000010994 magnesium phosphates Nutrition 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229920003052 natural elastomer Polymers 0.000 description 3
- 229920001194 natural rubber Polymers 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000011280 coal tar Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- UEZWYKZHXASYJN-UHFFFAOYSA-N cyclohexylthiophthalimide Chemical compound O=C1C2=CC=CC=C2C(=O)N1SC1CCCCC1 UEZWYKZHXASYJN-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 2
- MWFNQNPDUTULBC-UHFFFAOYSA-N phosphono dihydrogen phosphate;piperazine Chemical compound C1CNCCN1.OP(O)(=O)OP(O)(O)=O MWFNQNPDUTULBC-UHFFFAOYSA-N 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000012744 reinforcing agent Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 229910052567 struvite Inorganic materials 0.000 description 2
- 239000002341 toxic gas Substances 0.000 description 2
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 2
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- ZTJHDEXGCKAXRZ-FNORWQNLSA-N (3e)-octa-1,3,7-triene Chemical compound C=CCC\C=C\C=C ZTJHDEXGCKAXRZ-FNORWQNLSA-N 0.000 description 1
- OXYKVVLTXXXVRT-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzenecarboperoxoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1 OXYKVVLTXXXVRT-UHFFFAOYSA-N 0.000 description 1
- HFVZWWUGHWNHFL-FMIVXFBMSA-N (4e)-5,9-dimethyldeca-1,4,8-triene Chemical compound CC(C)=CCC\C(C)=C\CC=C HFVZWWUGHWNHFL-FMIVXFBMSA-N 0.000 description 1
- TVEFFNLPYIEDLS-VQHVLOKHSA-N (4e)-deca-1,4,9-triene Chemical compound C=CCCC\C=C\CC=C TVEFFNLPYIEDLS-VQHVLOKHSA-N 0.000 description 1
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- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
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- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
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- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
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- UJAWGGOCYUPCPS-UHFFFAOYSA-N 4-(2-phenylpropan-2-yl)-n-[4-(2-phenylpropan-2-yl)phenyl]aniline Chemical compound C=1C=C(NC=2C=CC(=CC=2)C(C)(C)C=2C=CC=CC=2)C=CC=1C(C)(C)C1=CC=CC=C1 UJAWGGOCYUPCPS-UHFFFAOYSA-N 0.000 description 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
本発明は、難燃性が要求される環境下にて使用されるゴム組成物及びゴム部材に関する。より具体的には、難燃性が要求される環境下にてホース、ガスケット、パッキン等として用いるのに好適な難燃性ゴム組成物及びゴム部材に関する。 The present invention relates to a rubber composition and a rubber member used in an environment where flame retardancy is required. More specifically, the present invention relates to flame-retardant rubber compositions and rubber members suitable for use as hoses, gaskets, packings, etc. in environments where flame retardancy is required.
ゴム素材に難燃性を付与しようとする場合、原料となるゴム組成物中に難燃剤を配合する技術が知られている。難燃剤としては、リン系難燃剤、ハロゲン系難燃剤、アンチモン系難燃剤、水和金属化合物系難燃剤などが公知であり、特にハロゲン系難燃剤と三酸化アンチモンを併用すると優れた難燃効果が得られることが一般的に知られている。しかしながら、近年では環境意識の高まりから、難燃性を向上しつつも、燃焼時の発煙性が低いこと(低発煙性)、燃焼時の有毒ガスの発生をより低減させることが求められている。このような観点からは、ハロゲン系難燃剤と三酸化アンチモンを併用する技術では、環境面で問題がある。 When attempting to impart flame retardancy to a rubber material, a technique is known in which a flame retardant is blended into a raw rubber composition. As flame retardants, phosphorus-based flame retardants, halogen-based flame retardants, antimony-based flame retardants, hydrated metal compound-based flame retardants, etc. are known, and especially when halogen-based flame retardants and antimony trioxide are used in combination, excellent flame retardant effects are obtained. It is generally known that it can be obtained. However, in recent years, as environmental awareness has increased, there has been a demand for improvements in flame retardancy, low smoke generation during combustion (low smoke generation), and further reduction in the generation of toxic gases during combustion. . From this point of view, the technique of using a halogen flame retardant and antimony trioxide in combination poses environmental problems.
特許文献1は、ゴム成分として、ポリクロロプレンゴムおよび天然ゴムを含有し、難燃剤としてイントメッセント系のリン酸塩を用い、ハロゲン系難燃剤および三酸化アンチモンを含まず、燃焼時に発煙性が低く、燃焼時の有毒ガスの発生が少ない環境面に配慮された鉄道用車両用緩衝ゴム用ゴム組成物を提供する。 Patent Document 1 contains polychloroprene rubber and natural rubber as rubber components, uses intumescent phosphate as a flame retardant, does not contain halogen flame retardants and antimony trioxide, and does not generate smoke when burned. To provide a rubber composition for cushioning rubber for railway vehicles, which is environmentally friendly and generates little toxic gas during combustion.
当該組成物には、難燃剤として非ハロゲン系のイントメッセント系難燃剤が用いられているが、ポリクロロプレンゴムや天然ゴムを、ホース、ガスケット、パッキン等として用いるには、耐候性、耐熱性、耐オゾン性等の物性面で不十分である。また、ポリクロロプレンゴム成分は塩素を含むため、完全な非ハロゲン系のゴム組成物とは言えず、燃焼によりハロゲンを放出するので、環境面に配慮したゴム組成物とは言えない。一方、水和金属化合物系難燃剤をエチレン-α-オレフィン-非共役ポリエン系共重合体ゴムに用いた場合には、十分な難燃性を得ることは困難である。 A non-halogen intumescent flame retardant is used as a flame retardant in the composition, but polychloroprene rubber or natural rubber must have good weather resistance and heat resistance in order to be used for hoses, gaskets, packing, etc. , physical properties such as ozone resistance are insufficient. Furthermore, since the polychloroprene rubber component contains chlorine, it cannot be said to be a completely halogen-free rubber composition, and because it releases halogen when burned, it cannot be said to be an environmentally friendly rubber composition. On the other hand, when a hydrated metal compound flame retardant is used in an ethylene-α-olefin-nonconjugated polyene copolymer rubber, it is difficult to obtain sufficient flame retardancy.
そこで、本発明が解決しようとする課題は、ポリクロロプレンゴムおよび天然ゴム以外のゴム素材を用い、燃焼時に発煙性が低く、有毒なハロゲン系ガスの発生がなく、ホース、ガスケット、パッキン等の用途に適した耐候性、耐熱性、耐オゾン性等の物性を有する非ハロゲン系難燃性ゴム組成物を提供することである。 Therefore, the problem to be solved by the present invention is to use a rubber material other than polychloroprene rubber and natural rubber, which produces low smoke when burned and does not generate toxic halogen gas, and which can be used for hoses, gaskets, packing, etc. It is an object of the present invention to provide a non-halogen flame retardant rubber composition having physical properties such as weather resistance, heat resistance, and ozone resistance suitable for
本発明者らは、ゴム成分として塩素等のハロゲンを含まないゴム素材を採用し、難燃剤としてリン酸塩を特定の配合量で用いることにより、上記課題を解決したものである。
すなわち、本発明は以下を包含する。
[1] エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムと、難燃剤としてリン酸塩とを含有するゴム組成物であって、前記リン酸塩の体積分率(%)が前記ゴム組成物の体積を基準として20体積%以上、32体積%未満である、ゴム組成物。
[2] 前記エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムがエチレン-プロピレン-非共役ジエン共重合体(EPDM)、およびエチレン-ブテン-非共役ジエン共重合体(EBDM)からなる群より選択される少なくとも1種であり、かつ
前記リン酸塩は、メラミンと無機リン化合物からなる塩、およびピペラジンと無機リン化合物からなる塩を含有する、[1]に記載のゴム組成物。
[3] [1]または[2]に記載のゴム組成物を架橋成形してなるゴム部材。
The present inventors have solved the above problem by employing a rubber material that does not contain halogens such as chlorine as a rubber component, and using a phosphate in a specific amount as a flame retardant.
That is, the present invention includes the following.
[1] A rubber composition containing an ethylene-α-olefin-nonconjugated polyene copolymer rubber and a phosphate as a flame retardant, wherein the volume fraction (%) of the phosphate is higher than that of the rubber. A rubber composition having a content of 20% by volume or more and less than 32% by volume based on the volume of the composition.
[2] The ethylene-α-olefin-nonconjugated polyene copolymer rubber is a group consisting of ethylene-propylene-nonconjugated diene copolymer (EPDM) and ethylene-butene-nonconjugated diene copolymer (EBDM). The rubber composition according to [1], wherein the phosphate is at least one selected from the group consisting of melamine and an inorganic phosphorus compound, and a salt consisting of piperazine and an inorganic phosphorus compound.
[3] A rubber member obtained by crosslinking and molding the rubber composition according to [1] or [2].
本発明によれば、難燃性が要求される環境において、燃焼時に発煙性が低く、有毒なハロゲン系ガスを発生させない環境面に配慮したホース、ガスケット、パッキン等に好適な難燃性ゴム組成物を提供することができる。 According to the present invention, a flame-retardant rubber composition suitable for environment-friendly hoses, gaskets, packings, etc. that produces low smoke during combustion and does not generate toxic halogen gases in environments where flame retardancy is required. can provide things.
本発明に係るゴム組成物は、エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムと、難燃剤としてリン酸塩とを含有するゴム組成物であって、前記リン酸塩の体積分率(%)が前記ゴム組成物の体積を基準として20体積%以上、32体積%未満である、ゴム組成物である。以下、順に説明する。 The rubber composition according to the present invention is a rubber composition containing an ethylene-α-olefin-nonconjugated polyene copolymer rubber and a phosphate as a flame retardant, wherein the volume fraction of the phosphate is (%) is 20% by volume or more and less than 32% by volume based on the volume of the rubber composition. Below, they will be explained in order.
[エチレン-α-オレフィン-非共役ポリエン系共重合体ゴム]
エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムにおけるα-オレフィンとしては、炭素原子数3~20のα-オレフィンが好ましく、プロピレン、1-ブテン、1-ペンテン、1-ヘキセン、1-ヘプテン、1-オクテン、1-ノネン、1-デセン等の直鎖状α-オレフィンや3-メチル-1-ブテン、3-メチル-1-ペンテン、4-メチル-1-ペンテン等の分岐状α-オレフィンが挙げられる。好ましくは、プロピレン、又は1-ブテンである。
[Ethylene-α-olefin-nonconjugated polyene copolymer rubber]
The α-olefin in the ethylene-α-olefin-nonconjugated polyene copolymer rubber is preferably an α-olefin having 3 to 20 carbon atoms, such as propylene, 1-butene, 1-pentene, 1-hexene, 1- Linear α-olefins such as heptene, 1-octene, 1-nonene, and 1-decene, and branched α-olefins such as 3-methyl-1-butene, 3-methyl-1-pentene, and 4-methyl-1-pentene. - Examples include olefins. Preferred is propylene or 1-butene.
非共役ポリエンとしては、例えば、1,4-ヘキサジエン、1,6-オクタジエン、2-メチル-1,5-ヘキサジエン、6-メチル-1,5-ヘプタジエン、7-メチル-1,6-オクタジエン等の鎖状非共役ジエン;シクロヘキサジエン、ジシクロペンタジエン、メチルテトラインデン、5-ビニル-2-ノルボルネン、5-(2-プロペニル)-2-ノルボルネン、5-(3-ブテニル)-2-ノルボルネン、5-(4-ペンテニル)-2-ノルボルネン、5-(5-ヘキセニル)-2-ノルボルネン、5-(5-ヘプテニル)-2-ノルボルネン、5-(7-オクテニル)-2-ノルボルネン、5-メチレン-2-ノルボルネン、5-エチリデン-2-ノルボルネン、6-クロロメチル-5-イソプロペニル-2-ノルボルネン等の環状非共役ジエン;2,3-ジイソプロピリデン-5-ノルボルネン、2-エチリデン-3-イソプロピリデン-5-ノルボルネン、2-プロペニル-2,2-ノルボルナジエン、1,3,7-オクタトリエン、1,4,9-デカトリエン、6,10-ジメチル-1,5,9-ウンデカトリエン、5,9-ジメチル-1,4,8-デカトリエン、4-エチリデン-8-メチル-1,7-ノナジエン、13-エチル-9-メチル-1,9,12-ペンタデカトリエン、8,14,16-トリメチル-1,7,14-ヘキサデカトリエン、4-エチリデン-12-メチル-1,11-ペンタデカジエン等のトリエンが挙げられる。好ましくは鎖状又は環状の非共役ジエンである。 Examples of the non-conjugated polyene include 1,4-hexadiene, 1,6-octadiene, 2-methyl-1,5-hexadiene, 6-methyl-1,5-heptadiene, 7-methyl-1,6-octadiene, etc. chain nonconjugated diene; cyclohexadiene, dicyclopentadiene, methyltetriindene, 5-vinyl-2-norbornene, 5-(2-propenyl)-2-norbornene, 5-(3-butenyl)-2-norbornene, 5-(4-pentenyl)-2-norbornene, 5-(5-hexenyl)-2-norbornene, 5-(5-heptenyl)-2-norbornene, 5-(7-octenyl)-2-norbornene, 5- Cyclic non-conjugated dienes such as methylene-2-norbornene, 5-ethylidene-2-norbornene, 6-chloromethyl-5-isopropenyl-2-norbornene; 2,3-diisopropylidene-5-norbornene, 2-ethylidene- 3-isopropylidene-5-norbornene, 2-propenyl-2,2-norbornadiene, 1,3,7-octatriene, 1,4,9-decatriene, 6,10-dimethyl-1,5,9-undeca Triene, 5,9-dimethyl-1,4,8-decatriene, 4-ethylidene-8-methyl-1,7-nonadiene, 13-ethyl-9-methyl-1,9,12-pentadecatriene, 8, Examples include trienes such as 14,16-trimethyl-1,7,14-hexadecatriene and 4-ethylidene-12-methyl-1,11-pentadecadiene. Preferably it is a linear or cyclic non-conjugated diene.
したがって、エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムは、好ましくは、エチレン-プロピレン-非共役ジエン共重合体(EPDM)及びエチレン-ブテン-非共役ジエン共重合体(EBDM)からなる群より選択される少なくとも一種である。 Therefore, the ethylene-α-olefin-nonconjugated polyene copolymer rubber preferably consists of ethylene-propylene-nonconjugated diene copolymer (EPDM) and ethylene-butene-nonconjugated diene copolymer (EBDM). At least one type selected from the group.
[難燃剤]
難燃剤としてのリン酸塩としては、一般に、各種リン酸と金属、アンモニア、脂肪族アミン、芳香族アミンから選ばれる少なくとも一種との塩を挙げることができる。
リン酸塩は、エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムの燃焼時に、ゴム表面にチャー層を形成し、断熱効果と高いガス遮断効果により、ゴムの熱による分解促進および分解ガス発生による燃焼場への燃料供給を抑制して燃焼サイクルを停止させることにより、ゴムの難燃性を向上させる。
[Flame retardants]
Phosphates used as flame retardants generally include salts of various phosphoric acids and at least one selected from metals, ammonia, aliphatic amines, and aromatic amines.
Phosphate forms a char layer on the rubber surface when ethylene-α-olefin-nonconjugated polyene copolymer rubber is burned, and has a heat insulating effect and a high gas barrier effect, promoting thermal decomposition of the rubber and suppressing decomposed gas. By suppressing the fuel supply to the combustion field due to generation and stopping the combustion cycle, the flame retardance of rubber is improved.
塩を構成するリン酸としては、オルトリン酸、亜リン酸、次亜リン酸、メタリン酸、ピロリン酸、三リン酸、四リン酸などの無機リン酸;ホスホン酸、ホスフィニコカルボン酸などの有機リン酸が挙げられる。これらのうち、オルトリン酸が好ましい。なお、リン酸は縮合されたもの(ポリリン酸)とすることもできる。ポリリン酸としては、鎖状ポリリン酸、環状ポリメタリン酸などが挙げられる。これらポリリン酸の縮合度は通常3~50である。 Phosphoric acids constituting the salt include inorganic phosphoric acids such as orthophosphoric acid, phosphorous acid, hypophosphorous acid, metaphosphoric acid, pyrophosphoric acid, triphosphoric acid, and tetraphosphoric acid; phosphonic acid, phosphinicocarboxylic acid, etc. Examples include organic phosphoric acids. Among these, orthophosphoric acid is preferred. Note that phosphoric acid can also be condensed (polyphosphoric acid). Examples of the polyphosphoric acid include chain polyphosphoric acid and cyclic polymetaphosphoric acid. The degree of condensation of these polyphosphoric acids is usually 3 to 50.
金属としては、リチウム、ナトリウム、マグネシウム、カルシウム、バリウム、鉄(II)、鉄(III)、アルミニウム等が挙げられる。特にリン酸マグネシウムやリン酸アンモニウムを使用することが好ましい。
脂肪族アミンとしては、メチルアミン、エチルアミン、ジエチルアミン、トリエチルアミン、エチレンジアミン、ピペラジン等が挙げられる。
芳香族アミンとしては、ピリジン、トリアジン、メラミン等が挙げられる。
Examples of metals include lithium, sodium, magnesium, calcium, barium, iron (II), iron (III), aluminum, and the like. In particular, it is preferable to use magnesium phosphate or ammonium phosphate.
Examples of aliphatic amines include methylamine, ethylamine, diethylamine, triethylamine, ethylenediamine, piperazine, and the like.
Examples of aromatic amines include pyridine, triazine, and melamine.
難燃剤としてのリン酸塩の中でも、イントメッセント系のリン酸塩は好ましい。
イントメッセント系のリン酸塩は、エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムの燃焼時に、ゴム表面にイントメッセント(発泡膨張層(intumescent))を形成し、断熱効果と高いガス遮断効果により、ゴムの熱による分解促進および分解ガス発生による燃焼場への燃料供給を抑制して燃焼サイクルを停止させることにより、ゴムの難燃性を向上させる。
Among phosphates as flame retardants, intumescent phosphates are preferred.
Intumescent phosphates form an intumescent (foaming expansion layer) on the rubber surface when ethylene-α-olefin-nonconjugated polyene copolymer rubber is burned, and have a high heat insulation effect. The gas barrier effect improves the flame retardancy of rubber by stopping the combustion cycle by suppressing the acceleration of rubber decomposition due to heat and the supply of fuel to the combustion field due to the generation of decomposed gas.
リン酸マグネシウムやリン酸アンモニウムなどを含有する難燃剤として、例えばADEKA社製の「FP-2500S」などが挙げられる。 Examples of flame retardants containing magnesium phosphate, ammonium phosphate, etc. include "FP-2500S" manufactured by ADEKA.
また、難燃剤としてのリン酸塩の中でも、メラミンと無機リン化合物の塩とピペラジンと無機リン化合物の塩を含むものも好ましい。メラミンと無機リン化合物としてポリリン酸メラミン、ピペラジンと無機リン化合物の塩としてピロリン酸ピペラジンとを含むものがより好ましい。 Among the phosphates as flame retardants, those containing salts of melamine and inorganic phosphorus compounds and salts of piperazine and inorganic phosphorus compounds are also preferred. More preferred are those containing melamine polyphosphate as melamine and an inorganic phosphorus compound, and piperazine pyrophosphate as a salt of piperazine and an inorganic phosphorus compound.
ポリリン酸メラミンとピロリン酸ピペラジンとを含有する難燃剤として、例えばYUIL CHEMITECH社製の「FR-303」などが挙げられる。 Examples of flame retardants containing melamine polyphosphate and piperazine pyrophosphate include "FR-303" manufactured by YUIL CHEMITECH.
難燃性(UL94V規格で、V-0相当)を達成するためには、ゴム組成物全体積に対して、難燃剤としてのリン酸塩を20体積%以上、32体積%未満含有することが好ましい。32体積%以上になるとゴム部材の引っ張り強度が9.0MPa未満となり、ゴム組成物の加硫成後のゴム部材を金型から取り出す際にゴム部材に亀裂が生じてしまうことがあるためである。より好ましくは20体積%以上、30体積%以下である。 In order to achieve flame retardancy (equivalent to V-0 according to UL94V standard), it is necessary to contain phosphate as a flame retardant at 20% by volume or more and less than 32% by volume based on the total volume of the rubber composition. preferable. This is because if the amount exceeds 32% by volume, the tensile strength of the rubber member will be less than 9.0 MPa, and cracks may occur in the rubber member when the rubber member is removed from the mold after vulcanization of the rubber composition. . More preferably, it is 20 volume % or more and 30 volume % or less.
[その他添加剤] [Other additives]
本発明に係るゴム組成物は、ゴム成分、およびリン酸塩以外に、カーボンブラックおよびクレーなどの充填材、可塑剤、加硫剤、加硫促進剤、加硫促進助剤、加硫遅延剤、軟化剤、老化防止剤、加工助剤など通常ゴム工業で使用される配合剤を、本発明の効果を損なわない範囲において適宜配合し用いることができる。 The rubber composition according to the present invention includes, in addition to the rubber component and the phosphate, fillers such as carbon black and clay, plasticizers, vulcanizing agents, vulcanization accelerators, vulcanization accelerators, and vulcanization retarders. , softeners, anti-aging agents, processing aids, and other compounding agents commonly used in the rubber industry may be appropriately blended and used within the range that does not impair the effects of the present invention.
[可塑剤]
可塑剤としては、公知のものを用いることができ、パラフィンオイルなどの石油系軟化剤、リン酸エステル系可塑剤、セバシン酸エステル系可塑剤、アジピン酸エステル系可塑剤などを用いることができる。
[Plasticizer]
As the plasticizer, known ones can be used, such as petroleum softeners such as paraffin oil, phosphate ester plasticizers, sebacate ester plasticizers, adipic ester plasticizers, and the like.
難燃性を阻害しないという観点からは、リン酸エステル系の可塑剤を用いることが好ましい。リン酸エステル系可塑剤の具体例としては、トリブチルホスフェート(TBP)、トリス(2-エチルヘキシル)ホスフェート(TOP)、トリクレジルホスフェート(TCP)、トリキシレニルホスフェート(TXP)などが挙げられる。 From the viewpoint of not inhibiting flame retardancy, it is preferable to use a phosphate ester plasticizer. Specific examples of phosphate ester plasticizers include tributyl phosphate (TBP), tris(2-ethylhexyl) phosphate (TOP), tricresyl phosphate (TCP), and tricylenyl phosphate (TXP).
エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムとの相溶性からリン酸エステル系可塑剤のSP値(溶解度パラメーター)が8.4(cal/cm3)1/2以下が好ましい。SP値(溶解度パラメーター)が8.4(cal/cm3)1/2より大きい場合や、30重量部より多い場合は、エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムとの相溶性が悪く、ゴム組成物から可塑剤が滲みだすブリードという現象が発生し、混練り加工性の低下や、加硫時の金型汚染による不良率の増加、金属との接着に不具合を引き起こす。また、製品としては、外観不良として扱われる。 In view of compatibility with the ethylene-α-olefin-nonconjugated polyene copolymer rubber, the SP value (solubility parameter) of the phosphoric acid ester plasticizer is preferably 8.4 (cal/cm 3 ) 1/2 or less. If the SP value (solubility parameter) is greater than 8.4 (cal/cm 3 ) 1/2 or greater than 30 parts by weight, it indicates compatibility with the ethylene-α-olefin-nonconjugated polyene copolymer rubber. This causes a phenomenon called bleed, in which the plasticizer oozes out of the rubber composition, resulting in decreased kneading processability, increased defect rate due to mold contamination during vulcanization, and problems with adhesion to metals. In addition, as a product, it is treated as having a poor appearance.
ここで、SP値とは、溶解度パラメータであって、蒸発線熱や溶解度等からの測定値や、Small、Fedors、又はHansenによる計算法等、非常に多くのデータが提案されているが、本発明では、広く知られるHoy法による値を用いる。Hoy法の文献としては、H.L.Hoy:J.Paint Tech.,42(540),76-118(1970)や、SP値 基礎・応用と計算方法(山本、情報機構、2005)が挙げられる。 Here, the SP value is a solubility parameter, and a large number of data have been proposed, such as measured values from linear heat of evaporation, solubility, etc., and calculation methods by Small, Fedors, or Hansen. In the invention, values based on the widely known Hoy method are used. Hoy method literature includes H. L. Hoy: J. Paint Tech. , 42 (540), 76-118 (1970), and SP Value Basics, Applications, and Calculation Methods (Yamamoto, Information Technology Organization, 2005).
エチレン-α-オレフィン-非共役ポリエン系共重合体ゴムを100重量部としたとき、可塑剤は30重量部以下が好ましい。 When the ethylene-α-olefin-nonconjugated polyene copolymer rubber is 100 parts by weight, the plasticizer is preferably 30 parts by weight or less.
[カーボンブラック]
本発明に係るゴム組成物中にカーボンブラックを充填剤として配合することにより、得られるゴム部材の破断強度等の力学特性を向上させることができる。カーボンブラックには様々な種類があり、用途によって適切なものが選択されて用いられる。カーボンブラックとしては、公知のものを使用することができ、一般的にゴムによく用いられるファーネスブラックであるSAF、ISAF、HAF、MAF、FEF、GPF、SRF等が挙げられる。カーボンブラックは、単独で用いてもよく、2種以上をブレンドしてもよい。
[Carbon black]
By incorporating carbon black as a filler into the rubber composition according to the present invention, it is possible to improve mechanical properties such as breaking strength of the resulting rubber member. There are various types of carbon black, and an appropriate one is selected and used depending on the purpose. As the carbon black, any known carbon black can be used, and examples thereof include SAF, ISAF, HAF, MAF, FEF, GPF, SRF, etc., which are furnace blacks commonly used for rubber. Carbon black may be used alone or two or more types may be blended.
カーボンブラックは、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、好ましくは10重量部以上、より好ましくは20重量部以上、好ましくは120重量部以下、より好ましくは80重量部以下の量で配合される。 Carbon black is preferably at least 10 parts by weight, more preferably at least 20 parts by weight, preferably at least 20 parts by weight, based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition according to the present invention. It is blended in an amount of 120 parts by weight or less, more preferably 80 parts by weight or less.
本発明で使用可能なカーボンブラックとしては各種の市販品があるが、具体的には、旭#71、#60、#60U、#50、#50U、#51、#35(以上、旭カーボン株式会社)、ショウブラックN762(昭和キャボット株式会社)、シーストS(東海カーボン株式会社)、ダイアブラックR、ダイアブラックN760M(以上、三菱ケミカル株式会社)等のSRFグレードのカーボンブラックが挙げられる。 There are various commercially available carbon blacks that can be used in the present invention. Examples include SRF grade carbon blacks such as Showblack N762 (Showa Cabot Co., Ltd.), Seast S (Tokai Carbon Co., Ltd.), Diablack R, and Diablack N760M (all produced by Mitsubishi Chemical Corporation).
[加硫剤]
加硫剤としては、有機過酸化物等を用いることができる。有機過酸化物としては、100℃以上の温度で分解してラジカルを発生するものであれば、どのようなものでも使用することができる。有機過酸化物は、一般に、成膜温度、組成物の調整条件、硬化(貼り合わせ)温度、被着体の耐熱性、貯蔵安定性を考慮して選択される。特に、半減期10時間の分解温度が70℃以上のものが好ましい。分解温度が70℃未満では、ゴム練り時あるいはゴム成形時の加工性が悪化してしまうことがある。
[Vulcanizing agent]
As the vulcanizing agent, organic peroxides and the like can be used. Any organic peroxide can be used as long as it decomposes at a temperature of 100° C. or higher to generate radicals. The organic peroxide is generally selected in consideration of the film forming temperature, composition adjustment conditions, curing (bonding) temperature, heat resistance of the adherend, and storage stability. In particular, those having a decomposition temperature of 70° C. or higher with a half-life of 10 hours are preferred. If the decomposition temperature is less than 70°C, processability during rubber kneading or rubber molding may deteriorate.
有機過酸化物としては、パーオキシカーボネート類、ジアシルパーオキサイド類、ジアルキルパーオキサイド類、パーオキシケタール類、アルキルパーエステル類などがある。 Examples of organic peroxides include peroxycarbonates, diacyl peroxides, dialkyl peroxides, peroxyketals, and alkyl peresters.
有機過酸化物の具体例としては、
2,5-ジメチルヘキサン-2,5-ジハイドロパーオキサイド、
2,5-ジメチル-2,5-ビス(t-ブチルパーオキシ)ヘキサン、
t-ブチルクミルパーオキサイド、
2,5-ジメチル-2,5-ジ(t-ブチルパーオキシ)ヘキサン、
ジクミルパーオキサイド、
α,α’-ビス(t-ブチルパーオキシイソプロピル)ベンゼン、
n-ブチル-4,4-ビス(t-ブチルパーオキシ)バレレート、
2,2-ビス(t-ブチルパーオキシ)ブタン、
1,1-ビス(t-ブチルパーオキシ)シクロヘキサン、
1,1-ビス(t-ブチルパーオキシ)トリメチルシクロヘキサン、
1,1-ビス(t-ブチルパーオキシ)-3,3,5-トリメチルシクロヘキサン、
t-ブチルパーオキシベンゾエート、
ベンゾイルパーオキサイド、
t-ブチルパーオキシアセテート、
メチルエチルケトンパーオキサイド、
2,5-ジメチル-2,5-ビス(t-ブチルパーオキシ)-3,3,5-トリメチルシクロヘキサン、
1,1-ビス(t-ブチルパーオキシ)シクロヘキサン、
メチルエチルケトンパーオキサイド、
2,5-ジメチルヘキシル-2,5-ビスパーオキシベンゾエート、
t-ブチルハイドロパーオキサイド、
p-メンタンハイドロパーオキサイド、
p-クロロベンゾイルパーオキサイド、
ヒドロキシヘプチルパーオキサイド、
クロロヘキサノンパーオキサイド、
オクタノイルパーオキサイド、
デカノイルパーオキサイド、
ラウロイルパーオキサイド、
クミルパーオキシオクトエート、
コハク酸パーオキサイド、
アセチルパーオキサイド、
t-ブチルパーオキシ(2-エチルヘキサノエート)、
m-トルオイルパーオキサイド、
t-ブチルパーオキシイソブチレート、及び
2,4-ジクロロベンゾイルパーオキサイドを挙げることができるが、これらに限定されるわけではない。
Specific examples of organic peroxides include:
2,5-dimethylhexane-2,5-dihydroperoxide,
2,5-dimethyl-2,5-bis(t-butylperoxy)hexane,
t-butylcumyl peroxide,
2,5-dimethyl-2,5-di(t-butylperoxy)hexane,
dicumyl peroxide,
α,α'-bis(t-butylperoxyisopropyl)benzene,
n-butyl-4,4-bis(t-butylperoxy)valerate,
2,2-bis(t-butylperoxy)butane,
1,1-bis(t-butylperoxy)cyclohexane,
1,1-bis(t-butylperoxy)trimethylcyclohexane,
1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane,
t-butyl peroxybenzoate,
benzoyl peroxide,
t-butyl peroxyacetate,
methyl ethyl ketone peroxide,
2,5-dimethyl-2,5-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane,
1,1-bis(t-butylperoxy)cyclohexane,
methyl ethyl ketone peroxide,
2,5-dimethylhexyl-2,5-bisperoxybenzoate,
t-butyl hydroperoxide,
p-menthane hydroperoxide,
p-chlorobenzoyl peroxide,
hydroxyheptyl peroxide,
chlorohexanone peroxide,
octanoyl peroxide,
decanoyl peroxide,
lauroyl peroxide,
cumyl peroxyoctoate,
succinic acid peroxide,
acetyl peroxide,
t-butyl peroxy (2-ethylhexanoate),
m-tolu oil peroxide,
Mention may be made, without limitation, of t-butyl peroxyisobutyrate, and 2,4-dichlorobenzoyl peroxide.
有機過酸化物は一種使用してもよく、二種以上組み合わせて使用しても良い。また、これらは、シリカや炭酸カルシウムを担持体とした希釈品やマスターバッチ品として使用することもできる。これらはいずれも市販品として入手可能である(例えば、日本油脂株式会社製パークミルD、パークミルD-40、パークミルD-40MB)。 One type of organic peroxide may be used, or two or more types may be used in combination. Moreover, these can also be used as diluted products or masterbatch products using silica or calcium carbonate as a carrier. All of these are available as commercial products (for example, Percmill D, Percmill D-40, and Percmill D-40MB manufactured by NOF Corporation).
有機過酸化物の配合量は特に限定されない。好ましくは、有機過酸化物の配合量は、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、1重量部以上、10重量部以下である。 The amount of organic peroxide to be blended is not particularly limited. Preferably, the amount of organic peroxide blended is 1 part by weight or more and 10 parts by weight or less based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition according to the present invention. It is.
[加硫促進剤]
加硫促進剤としてトリアリルイソシアヌレート、トリアリルシアヌレート、トリアリルイソシアネート、エチレングリコールジメタクリレート、1,3-ブチレングリコールジメタクリレート、ポリエチレングリコールジメタクリレート、トリメチロールプロパントリメタクリレート、グリシジルメタクリレート、ジアリルフタレート、キノンジオキシム類、ビスマレイミド類、ジメタクリル酸金属塩、ジアクリル酸金属塩、イオウ化合物、1,2-ポリブタジエンなどを用いることができる。これらはいずれも市販品として入手可能である(例えば、三新化学工業株式会社製、サンエステルTMP)。
[Vulcanization accelerator]
As a vulcanization accelerator, triallyl isocyanurate, triallyl cyanurate, triallyl isocyanate, ethylene glycol dimethacrylate, 1,3-butylene glycol dimethacrylate, polyethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, glycidyl methacrylate, diallyl phthalate, Quinone dioximes, bismaleimides, dimethacrylic acid metal salts, diacrylic acid metal salts, sulfur compounds, 1,2-polybutadiene, and the like can be used. All of these are available as commercial products (for example, Sunester TMP manufactured by Sanshin Kagaku Kogyo Co., Ltd.).
加硫促進剤の配合量は特に限定されない。好ましくは、加硫促進剤の配合量は、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、通常0.1~10重量部、好ましくは0.5~5重量部である。 The amount of the vulcanization accelerator to be added is not particularly limited. Preferably, the blending amount of the vulcanization accelerator is usually 0.1 to 10 parts by weight, based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition according to the present invention. Preferably it is 0.5 to 5 parts by weight.
[加硫促進助剤]
加硫促進助剤としては、例えば、ステアリン酸、オレイン酸、及び綿実脂肪酸などの脂肪酸、並びに酸化マグネシウム、水酸化マグネシウム、酸化カルシウム、水酸化カルシウム、鉛丹、鉛白、リサージ、ハイドロタルサイト、及び亜鉛華などの金属酸化物などが挙げられる。
[Vulcanization accelerator]
Examples of vulcanization accelerators include fatty acids such as stearic acid, oleic acid, and cottonseed fatty acids, as well as magnesium oxide, magnesium hydroxide, calcium oxide, calcium hydroxide, red lead, white lead, litharge, and hydrotalcite. , and metal oxides such as zinc white.
加硫促進助剤の添加量は、用いられる架橋剤に応じて設定されるが、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、通常0.1~10重量部、好ましくは0.5~3重量部である。 The amount of the vulcanization accelerator to be added is determined depending on the crosslinking agent used, but is based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition of the present invention. , usually 0.1 to 10 parts by weight, preferably 0.5 to 3 parts by weight.
[加硫遅延剤]
加硫遅延剤としては、無水フタル酸、安息香酸、サリチル酸、N-ニトロソジフェニルアミン、N-(シクロヘキシルチオ)-フタルイミド(CTP)、スルホンアミド誘導体、ジフェニルウレア、ビス(トリデシル)ペンタエリスリトール-ジホスファイト等が例示され、N-(シクロヘキシルチオ)-フタルイミド(CTP)が挙げられる。
[Vulcanization retarder]
Examples of vulcanization retarders include phthalic anhydride, benzoic acid, salicylic acid, N-nitrosodiphenylamine, N-(cyclohexylthio)-phthalimide (CTP), sulfonamide derivatives, diphenylurea, bis(tridecyl)pentaerythritol-diphosphite, etc. Examples include N-(cyclohexylthio)-phthalimide (CTP).
加硫遅延剤の配合量は特に限定されない。好ましくは、加硫遅延剤の配合量は、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、通常0.1~10重量部、好ましくは0.5~3重量部である。 The amount of the vulcanization retarder added is not particularly limited. Preferably, the amount of the vulcanization retarder is usually 0.1 to 10 parts by weight, based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition of the present invention. Preferably it is 0.5 to 3 parts by weight.
[軟化剤]
軟化剤としては、プロセスオイル、潤滑油、パラフィン、流動パラフィン、石油アスファルト、ワセリンなどの石油系軟化剤;コールタール、コールタールピッチなどのコールタール系軟化剤;ヒマシ油、アマニ油、ナタネ油、ヤシ油などの植物油系軟化剤;トール油、サブ、蜜ロウ、カルナウバロウ、ラノリンなどのロウ類;ビス(2-エチルヘキシル)セバケートなどの脂肪族二塩基酸エステル;トリス(2-エチルヘキシル)ホスフェートなどの正リン酸エステル;リシノール酸、パルミチン酸、ステアリン酸、ステアリン酸バリウム、ステアリン酸カルシウム、ラウリン酸亜鉛などの脂肪酸及び脂肪酸塩;石油樹脂、アタクチックポリプロピレン、クマロンインデン樹脂などの合成高分子物質などが挙げられる。これらはいずれも市販品として入手可能である。
[Softener]
Softeners include process oil, lubricating oil, paraffin, liquid paraffin, petroleum asphalt, petroleum softeners such as petrolatum; coal tar softeners such as coal tar and coal tar pitch; castor oil, linseed oil, rapeseed oil, Vegetable oil-based softeners such as coconut oil; waxes such as tall oil, sabu, beeswax, carnauba wax, and lanolin; aliphatic dibasic acid esters such as bis(2-ethylhexyl) sebacate; tris(2-ethylhexyl) phosphate, etc. Orthophosphoric acid ester; fatty acids and fatty acid salts such as ricinoleic acid, palmitic acid, stearic acid, barium stearate, calcium stearate, zinc laurate; synthetic polymer substances such as petroleum resin, atactic polypropylene, coumaron indene resin, etc. Can be mentioned. All of these are available as commercial products.
軟化剤の配合量は特に限定されない。好ましくは、軟化剤の配合量は、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、通常0.1~10重量部、好ましくは0.5~3重量部である。 The blending amount of the softener is not particularly limited. Preferably, the blending amount of the softener is usually 0.1 to 10 parts by weight, preferably 0.1 to 10 parts by weight, based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition according to the present invention. The amount is 0.5 to 3 parts by weight.
[老化防止剤]
老化防止剤としては、公知のものを用いることができ、アミン-ケトン系老化防止剤、フェノール系老化防止剤、イミダゾール系老化防止剤、アミン系老化防止剤などを挙げることができる。
市販品として具体的には、ノクラックCD(大内新興化学工業株式会社製、4,4’-ビス(α,α-ジメチルベンジル)ジフェニルアミン)、ノクラック224(大内新興化学工業株式会社製、2,2,4-トリメチル-1,2-ジヒドロキノリン重合体)等が挙げられる。
[Anti-aging agent]
As the anti-aging agent, known anti-aging agents can be used, including amine-ketone anti-aging agents, phenolic anti-aging agents, imidazole anti-aging agents, amine anti-aging agents and the like.
Specifically, commercially available products include Nocrac CD (manufactured by Ouchi Shinko Kagaku Kogyo Co., Ltd., 4,4'-bis(α,α-dimethylbenzyl)diphenylamine), Nocrack 224 (manufactured by Ouchi Shinko Kagaku Kogyo Co., Ltd., 2 , 2,4-trimethyl-1,2-dihydroquinoline polymer).
老化防止剤の配合量は特に限定されない。好ましくは、老化防止剤の配合量は、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、通常0.1~10重量部、好ましくは0.5~5重量部である。 The amount of anti-aging agent added is not particularly limited. Preferably, the amount of the anti-aging agent blended is usually 0.1 to 10 parts by weight, preferably 0.1 to 10 parts by weight, based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition according to the present invention. is 0.5 to 5 parts by weight.
[加工助剤]
加工助剤については目的に応じたものを選定すればよく、一般的によく知られている高級脂肪酸、脂肪酸金属塩、脂肪酸エステル類、脂肪酸アミド類、炭化水素類等を単独、もしくは2種以上を併用して用いてもよい。これらはいずれも市販品として入手可能である。
[Processing aid]
Processing aids should be selected according to the purpose, and generally well-known higher fatty acids, fatty acid metal salts, fatty acid esters, fatty acid amides, hydrocarbons, etc. may be used alone or in combination. may be used in combination. All of these are available as commercial products.
加工助剤の配合量は特に限定されない。好ましくは、老化防止剤の配合量は、本発明に係るゴム組成物中のエチレン-α-オレフィン-非共役ポリエン系共重合体ゴム100重量部に対し、0.1~10重量部である。また、シリカ、炭酸カルシウム、微粉タルク、微粉ケイ酸アルミニウムなどを補強剤として用いてもよい。 The amount of the processing aid added is not particularly limited. Preferably, the amount of the anti-aging agent is 0.1 to 10 parts by weight based on 100 parts by weight of the ethylene-α-olefin-nonconjugated polyene copolymer rubber in the rubber composition according to the present invention. Furthermore, silica, calcium carbonate, finely divided talc, finely divided aluminum silicate, and the like may be used as reinforcing agents.
[ゴム組成物の調製方法]
本発明に係るゴム組成物は、公知のゴム組成物の調製方法を用いて、上記成分を配合することによって調製することができる。例えば、バンバリーミキサー、単軸あるいは2軸の押出機、ニーダー、インターミックスなどのインターナルミキサーなど公知の混合機を用いて、軟化剤、補強剤、老化防止剤などとエチレン-α-オレフィン-非共役ポリエン系共重合体ゴムとを、80~170℃の温度で3~10分間混練し、次いで、オープンロールなどのロ-ル類あるいはニーダーを用いて、温度40~80℃で必要に応じて架橋剤、架橋促進剤、加工助剤などを加えて、5~30分間混練することにより調製することができる。
[Method for preparing rubber composition]
The rubber composition according to the present invention can be prepared by blending the above components using a known method for preparing a rubber composition. For example, using a known mixer such as a Banbury mixer, a single- or twin-screw extruder, a kneader, or an internal mixer such as an intermix, softeners, reinforcing agents, anti-aging agents, etc. The conjugated polyene copolymer rubber is kneaded at a temperature of 80 to 170°C for 3 to 10 minutes, and then kneaded as needed at a temperature of 40 to 80°C using rolls such as open rolls or a kneader. It can be prepared by adding a crosslinking agent, crosslinking accelerator, processing aid, etc. and kneading for 5 to 30 minutes.
本発明に係るゴム組成物は、ジョイントシートガスケット、ゴムシートガスケット、ヘルールガスケット(サニタリーガスケット)、うず巻形ガスケット(セミメタリックガスケット)、メタルジャケット形ガスケット、メタルジョイント等のガスケット類、グランドパッキン、メカニカルシール、オイルシール等のパッキン類、Oリング等に用いられるゴム部材の製造のために特に適している。 The rubber composition according to the present invention is suitable for gaskets such as joint sheet gaskets, rubber sheet gaskets, ferrule gaskets (sanitary gaskets), spiral gaskets (semi-metallic gaskets), metal jacket gaskets, metal joints, gland packings, and mechanical gaskets. It is particularly suitable for manufacturing rubber members used for seals, packings such as oil seals, O-rings, etc.
[ゴム部材]
混練して得られたゴム組成物は、公知の押出成形機、圧縮成形機、射出成形機、トランスファ成形機などによって所望のゴム部材に架橋成形することができる。成形条件は、例えば150~220℃、1~30分である。
[Rubber member]
The rubber composition obtained by kneading can be crosslinked into a desired rubber member using a known extrusion molding machine, compression molding machine, injection molding machine, transfer molding machine, or the like. The molding conditions are, for example, 150 to 220°C and 1 to 30 minutes.
以下、本発明を実施例及び比較例により詳細に説明するが、本発明は以下の実施例及び比較例に限定されるものではない。 EXAMPLES Hereinafter, the present invention will be explained in detail with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples and Comparative Examples.
<ゴム組成物の調製方法>
〇ゴム組成物の製造方法
ゴム100重量部に対して、表1の配合処方に従い、実施例1~6、比較例1~3のゴム組成物を配合し、6インチオープンロールにて混練りし、ゴム組成物を調整した。
<Method for preparing rubber composition>
〇Production method of rubber composition The rubber compositions of Examples 1 to 6 and Comparative Examples 1 to 3 were blended with 100 parts by weight of rubber according to the compounding recipe in Table 1, and kneaded using a 6-inch open roll. , a rubber composition was prepared.
表1に記載の各配合物の詳細を以下に示す。
a)ゴム成分
エチレン・プロピレン・ジエン共重合体(EPDM);JSR社製、商品名「EP35」
エチレン・ブテン・ジエン共重合体(EBDM);三井化学社製、商品名「K-9330M」
b)難燃剤
Yuil Chemitech Co.,Ltd.製、商品名「FR-303」
イントメッセント系のリン酸塩(リン酸マグネシウムおよびリン酸アンモニウム含有);株式会社ADEKA製、商品名「アデカスタブFP-2500S」
c)カーボンブラック;旭カーボン社製、「旭71」
d)可塑剤
リン酸エステル系可塑剤;大八化学工業株式会社製、商品名「TOP」
e)老化防止剤;大内新興化学工業株式会社製、商品名「ノクラック224」
f)加工助剤
ステアリン酸;新日本理化株式会社製、商品名「ステアリン酸50S」
g)加硫剤
有機過酸化物;日油株式会社製、商品名「パークミルD40」
h)加硫促進剤;三新化学工業株式会社製、商品名「サンエステルTMP」
表1に記載の各配合物を以下に示す。
Details of each formulation listed in Table 1 are shown below.
a) Rubber component ethylene-propylene-diene copolymer (EPDM); manufactured by JSR, trade name "EP35"
Ethylene-butene-diene copolymer (EBDM); manufactured by Mitsui Chemicals, trade name "K-9330M"
b) Flame retardant Yuil Chemitech Co. , Ltd. Manufactured by product name "FR-303"
Intumescent phosphate (contains magnesium phosphate and ammonium phosphate); manufactured by ADEKA Co., Ltd., product name: ADEKA STAB FP-2500S
c) Carbon black; “Asahi 71” manufactured by Asahi Carbon Co., Ltd.
d) Plasticizer Phosphate ester plasticizer; manufactured by Daihachi Kagaku Kogyo Co., Ltd., trade name "TOP"
e) Anti-aging agent; manufactured by Ouchi Shinko Chemical Industry Co., Ltd., trade name “Nocrac 224”
f) Processing aid stearic acid; manufactured by New Japan Chemical Co., Ltd., trade name “Stearic Acid 50S”
g) Vulcanizing agent organic peroxide; manufactured by NOF Corporation, trade name “Perc Mill D40”
h) Vulcanization accelerator; manufactured by Sanshin Kagaku Kogyo Co., Ltd., trade name “Sunester TMP”
Each formulation listed in Table 1 is shown below.
<試験片作成方法及び試験条件>
〇試験片作成条件
混練して得られたゴム組成物をプレス成形機により、架橋させることで2mm厚のシート状テストピースを得た。
<Test piece preparation method and test conditions>
〇 Test piece creation conditions A 2 mm thick sheet-like test piece was obtained by crosslinking the rubber composition obtained by kneading using a press molding machine.
〇試験条件:
(常態物性)
ゴム部材の硬さは、JIS K6253に準拠して、デュロメーター硬さタイプAにより測定した。
ゴム部材の引張強度、伸びは、JIS K6251に準拠して測定した。
試験片は、JIS K 6251に基づき、ダンベル5号形を使用した。
〇Test conditions:
(Normal physical properties)
The hardness of the rubber member was measured using durometer hardness type A in accordance with JIS K6253.
The tensile strength and elongation of the rubber member were measured in accordance with JIS K6251.
The test piece used was a dumbbell type 5 based on JIS K 6251.
(難燃性試験)
ゴム部材の難燃性は、UL94V規格に準拠して測定した。
所定の大きさの試験片(13mm×125mm×2mm)を上記シート状テストピースから切り出し、その試験片について、UL94V規格に準拠した垂直燃焼試験を行った。具体的には、試験片を所定のクランプに垂直に取り付け、20mm炎による10秒間接炎を2回行い、その燃焼挙動により、判定を行った。UL94V規格の「V-0相当」を○とし、それ以外を×とした。
(Flame retardancy test)
The flame retardancy of the rubber member was measured in accordance with the UL94V standard.
A test piece of a predetermined size (13 mm x 125 mm x 2 mm) was cut out from the above sheet-like test piece, and the test piece was subjected to a vertical combustion test in accordance with the UL94V standard. Specifically, the test piece was vertically attached to a predetermined clamp, and indirect flame was applied twice for 10 seconds using a 20 mm flame, and the evaluation was made based on the combustion behavior. "Equivalent to V-0" of the UL94V standard was marked as ○, and the others were marked as ×.
(圧縮永久ひずみ試験)
耐熱性の評価はJIS K 6262:2018の圧縮永久ひずみ試験を用いた。
25%圧縮、150℃の環境下で70時間試験を行い、その際の圧縮永久ひずみが40%以下を耐熱性ありとし、○とした。それ以外を×とした。
(Compression set test)
The heat resistance was evaluated using a compression set test in accordance with JIS K 6262:2018.
A test was conducted for 70 hours under an environment of 25% compression and 150°C, and if the compression set was 40% or less, it was considered heat resistant and rated ○. Others were marked as ×.
(加工性)
引張強度が9.0MPa以上のゴム部材は、加硫成形時の脱型において裂け不良の発生がなく、加工性を〇とした。引張強度が9.0MPa未満のゴム部材は、裂け不良が発生したため、加工性を×とした。
(Workability)
Rubber members with a tensile strength of 9.0 MPa or more did not cause tearing defects during demolding during vulcanization molding, and their workability was rated as 0. Rubber members with a tensile strength of less than 9.0 MPa were rated poor in processability because tearing failure occurred.
本発明によれば、難燃性が要求される環境において、燃焼時に発煙性が低く、有毒なハロゲン系ガスを発生させない環境面に配慮したホース、ガスケット、パッキン等に好適な難燃性ゴム組成物を提供することができる。 According to the present invention, a flame-retardant rubber composition suitable for environment-friendly hoses, gaskets, packings, etc. that produces low smoke during combustion and does not generate toxic halogen gases in environments where flame retardancy is required. can provide things.
Claims (3)
前記リン酸塩は、メラミンと無機リン化合物からなる塩、およびピペラジンと無機リン化合物からなる塩を含有する、請求項1に記載のゴム組成物。 The ethylene-α-olefin-nonconjugated polyene copolymer rubber is selected from the group consisting of ethylene-propylene-nonconjugated diene copolymer (EPDM) and ethylene-butene-nonconjugated diene copolymer (EBDM). The rubber composition according to claim 1, wherein the phosphoric acid salt contains a salt consisting of melamine and an inorganic phosphorus compound, and a salt consisting of piperazine and an inorganic phosphorus compound.
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