JP2015140433A - アクリルエラストマー、アクリルエラストマー組成物および積層体 - Google Patents
アクリルエラストマー、アクリルエラストマー組成物および積層体 Download PDFInfo
- Publication number
- JP2015140433A JP2015140433A JP2014016102A JP2014016102A JP2015140433A JP 2015140433 A JP2015140433 A JP 2015140433A JP 2014016102 A JP2014016102 A JP 2014016102A JP 2014016102 A JP2014016102 A JP 2014016102A JP 2015140433 A JP2015140433 A JP 2015140433A
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- Prior art keywords
- acrylic elastomer
- mass
- acrylic
- elastomer
- laminate
- 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
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- 229920000800 acrylic rubber Polymers 0.000 title claims abstract description 133
- 229920000058 polyacrylate Polymers 0.000 title claims abstract description 133
- 239000000203 mixture Substances 0.000 title claims abstract description 95
- 229920001971 elastomer Polymers 0.000 claims abstract description 65
- 239000000806 elastomer Substances 0.000 claims abstract description 43
- 238000004132 cross linking Methods 0.000 claims abstract description 35
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 33
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000011737 fluorine Substances 0.000 claims abstract description 32
- 150000001451 organic peroxides Chemical class 0.000 claims abstract description 26
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 22
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 22
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 5
- 239000011630 iodine Substances 0.000 claims abstract description 5
- 125000003700 epoxy group Chemical group 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims description 4
- 150000004714 phosphonium salts Chemical class 0.000 claims description 4
- 150000002978 peroxides Chemical class 0.000 claims description 3
- 238000004381 surface treatment Methods 0.000 abstract description 7
- 239000000178 monomer Substances 0.000 description 55
- 239000010410 layer Substances 0.000 description 48
- 229920001973 fluoroelastomer Polymers 0.000 description 31
- -1 bromine compound Chemical class 0.000 description 19
- 238000004073 vulcanization Methods 0.000 description 19
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 18
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 16
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 16
- 229940048053 acrylate Drugs 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 14
- 239000000853 adhesive Substances 0.000 description 12
- 230000001070 adhesive effect Effects 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- 238000004898 kneading Methods 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
- 239000005977 Ethylene Substances 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- 239000004014 plasticizer Substances 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- GTQHJCOHNAFHRE-UHFFFAOYSA-N 1,10-dibromodecane Chemical compound BrCCCCCCCCCCBr GTQHJCOHNAFHRE-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000013329 compounding Methods 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
- 239000012744 reinforcing agent Substances 0.000 description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 125000001246 bromo group Chemical group Br* 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 3
- SGRHVVLXEBNBDV-UHFFFAOYSA-N 1,6-dibromohexane Chemical compound BrCCCCCCBr SGRHVVLXEBNBDV-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229940114077 acrylic acid Drugs 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 229910021538 borax Inorganic materials 0.000 description 2
- 229940006460 bromide ion Drugs 0.000 description 2
- DIKBFYAXUHHXCS-UHFFFAOYSA-N bromoform Chemical compound BrC(Br)Br DIKBFYAXUHHXCS-UHFFFAOYSA-N 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
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- 235000010339 sodium tetraborate Nutrition 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- RKHXQBLJXBGEKF-UHFFFAOYSA-M tetrabutylphosphanium;bromide Chemical compound [Br-].CCCC[P+](CCCC)(CCCC)CCCC RKHXQBLJXBGEKF-UHFFFAOYSA-M 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 125000005591 trimellitate group Chemical group 0.000 description 2
- SZEMGTQCPRNXEG-UHFFFAOYSA-M trimethyl(octadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C SZEMGTQCPRNXEG-UHFFFAOYSA-M 0.000 description 2
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 2
- BKKVYNMMVYEBGR-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(OC(=O)C=C)C(Br)=C1Br BKKVYNMMVYEBGR-UHFFFAOYSA-N 0.000 description 1
- GRKDVZMVHOLESV-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl)methyl prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(COC(=O)C=C)C(Br)=C1Br GRKDVZMVHOLESV-UHFFFAOYSA-N 0.000 description 1
- CNLVUQQHXLTOTC-UHFFFAOYSA-N (2,4,6-tribromophenyl) prop-2-enoate Chemical compound BrC1=CC(Br)=C(OC(=O)C=C)C(Br)=C1 CNLVUQQHXLTOTC-UHFFFAOYSA-N 0.000 description 1
- DYBCXFJUMGEGBX-UHFFFAOYSA-M (4-butoxyphenyl)methyl-triphenylphosphanium;bromide Chemical compound [Br-].C1=CC(OCCCC)=CC=C1C[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 DYBCXFJUMGEGBX-UHFFFAOYSA-M 0.000 description 1
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- ZMQWRASVUXJXGM-SREVYHEPSA-N (z)-4-cyclohexyloxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OC1CCCCC1 ZMQWRASVUXJXGM-SREVYHEPSA-N 0.000 description 1
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- 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 1
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- OPNUROKCUBTKLF-UHFFFAOYSA-N 1,2-bis(2-methylphenyl)guanidine Chemical compound CC1=CC=CC=C1N\C(N)=N\C1=CC=CC=C1C OPNUROKCUBTKLF-UHFFFAOYSA-N 0.000 description 1
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- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 1
- WZRRRFSJFQTGGB-UHFFFAOYSA-N 1,3,5-triazinane-2,4,6-trithione Chemical compound S=C1NC(=S)NC(=S)N1 WZRRRFSJFQTGGB-UHFFFAOYSA-N 0.000 description 1
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- BPUIXAJWGWYVJH-UHFFFAOYSA-M 1,3-dibenzyl-2-methylimidazol-1-ium;chloride Chemical compound [Cl-].C1=C[N+](CC=2C=CC=CC=2)=C(C)N1CC1=CC=CC=C1 BPUIXAJWGWYVJH-UHFFFAOYSA-M 0.000 description 1
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- ULTHEAFYOOPTTB-UHFFFAOYSA-N 1,4-dibromobutane Chemical compound BrCCCCBr ULTHEAFYOOPTTB-UHFFFAOYSA-N 0.000 description 1
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- XZKLXPPYISZJCV-UHFFFAOYSA-N 1-benzyl-2-phenylimidazole Chemical compound C1=CN=C(C=2C=CC=CC=2)N1CC1=CC=CC=C1 XZKLXPPYISZJCV-UHFFFAOYSA-N 0.000 description 1
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- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
- AYMUQTNXKPEMLM-UHFFFAOYSA-N 1-bromononane Chemical compound CCCCCCCCCBr AYMUQTNXKPEMLM-UHFFFAOYSA-N 0.000 description 1
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 1
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- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 description 1
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Abstract
【解決手段】本発明の積層体1は、アクリルエラストマー層11とフッ素エラストマー層12とが接着されてなる。アクリルエラストマー層11は臭素を架橋席として有するアクリルエラストマーに有機過酸化物とオニウム塩が添加されたアクリルエラストマー組成物からなり、フッ素エラストマー層12はヨウ素架橋席を含むフッ素エラストマー組成物からなる。このような積層体1は、表面処理を施さなくてもエラストマー層が強固に接着される。
【選択図】図1
Description
(1)臭素を架橋席として含有するアクリルエラストマーであって、臭素含有量がアクリルエラストマー100質量%に対して0.1〜2質量%であるアクリルエラストマー。
(2)臭素を架橋席として含有し、更にエポキシ基、カルボキシ基および活性塩素基からなる群より選ばれた少なくとも一種を架橋席として含有するアクリルエラストマーであって、臭素以外の架橋席成分の質量合計がアクリルエラストマー100質量%に対して0〜1.5質量%である(1)に記載のアクリルエラストマー。
(3)請求項1または2に記載のアクリルエラストマー100質量部、有機過酸化物1〜7質量部、オニウム塩1〜5質量部を含有する、アクリルエラストマー組成物。
(4)有機過酸化物がパーオキシケタール類およびジアルキルパーオキサイド類の少なくとも一方であり、オニウム塩が有機アンモニウム塩および有機ホスホニウム塩の少なくとも一方である、(3)に記載のアクリルエラストマー組成物。
(5)(3)または(4)に記載のアクリルエラストマー組成物からなるアクリルエラストマー層と、ヨウ素を架橋席として含有するフッ素エラストマー組成物からなるフッ素エラストマー層とが接着されて形成された積層体。
(6)(5)に記載の積層体を加硫して得られる加硫物。
(7)(6)に記載の加硫物からなるホース部品。
(8)(6)に記載の加硫物からなるシール部品。
(9)(6)に記載の加硫物からなる防振ゴム部品。
本発明に用いるアクリルエラストマーは、(メタ)アクリル酸アルキルエステルを主成分とし、臭素化合物を架橋席モノマーとして共重合させたものである。なお、架橋席モノマーとは架橋席(架橋点)を形成する官能基を有する単量体(モノマー)のことである。また、必要に応じて、(メタ)アクリル酸アルキルエステルに、酢酸ビニルやエチレンなどを共重合させたものを用いてもよい。また、他の架橋席モノマーとして、エポキシ基、カルボキシ基、活性塩素基などを含むモノマーを共重合させてもよい。
本発明に用いるアクリルエラストマー組成物は、上記臭素含有アクリルエラストマーと有機過酸化物とオニウム塩とを、含有するものである。アクリルエラストマー組成物は、アクリルエラストマー、有機過酸化物、オニウム塩の他、必要に応じて、架橋促進剤、充填剤などのその他配合剤を、一般に使用されているゴム混練り装置を用いて混練りすることにより得られる。ゴム混練り装置としては、ロール、ニーダー、バンバリーミキサー、インターナルミキサー、二軸押し出し機などを用いることができる。
多官能モノマーとしては、通常のゴム用途に使用されている多官能モノマーを添加することができ、例えば、トリアリルシアヌレート、トリアリルイソシアヌレート、トリメチロールプロパントリアクリレート等が挙げられる。
これらの多官能モノマーの添加量は、アクリルエラストマー組成物100質量部に対して、1〜10質量部までの範囲が好ましい。
本発明に用いるフッ素エラストマーには、ヨウ素架橋席を含有するものが用いられ、エラストマー中にフッ素原子を有するものであれば特に限定されない。
本発明のアクリルエラストマー組成物は、フッ素エラストマー組成物との積層体を形成することができる。
図1は本発明の積層体1の一例を示す断面図であり、積層体1は、アクリルエラストマー組成物層11と、フッ素エラストマー組成物層12とを有しており、アクリルエラストマー組成物層11とフッ素エラストマー組成物層12は積層され、接着されている。
・臭素含有量: JIS K7392:2009に準拠して、臭化物イオンの含有量(質量%)を求めた。
・エポキシ基含有量: JIS K7236:2001に準拠して測定を行い、エポキシ基の含有量(質量%)を求めた。
・カルボキシ基含有量: アクリルエラストマーをトルエンに溶解し、水酸化カリウムを用いた中和滴定によりカルボキシ基の含有量(質量%)を求めた。
・単量体単位成分: 核磁気共鳴スペクトル法で各単量体単位成分の組成比(質量比)を求めた。
<アクリルエラストマーAの製造>
内容積40リットルの反応容器に、部分ケン化ポリビニルアルコール4質量%水溶液17kg、酢酸ナトリウム22gを投入し、攪拌機であらかじめよく混合し、均一懸濁液を作製した。槽内上部の空気を窒素で置換した後、攪拌を続行し、槽内を55℃に保持した後、注入口より単量体成分(エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,6−ジブロモヘキサン0.045kg)と、t−ブチルヒドロペルオキシド0.5質量%水溶液2kgを別々に投入して重合を開始させた。反応中槽内温度は55℃に保ち、6時間で反応を終了させ、重合液を得た。
アクリルエラストマーの原料である単量体成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,6−ジブロモヘキサン0.090kgに変えた以外は、上記アクリルエラストマーAと同じ条件でアクリルエラストマーBを得た。
アクリルエラストマーの原料である単量体成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジブロモデカン0.045kgに変えた以外は、上記アクリルエラストマーAと同じ条件でアクリルエラストマーCを得た。
内容積40リットルの反応容器に、部分ケン化ポリビニルアルコール4質量%水溶液17kg、酢酸ナトリウム22gを投入し、攪拌機であらかじめよく混合し、均一懸濁液を作製した。槽内上部の空気を窒素で置換した後、エチレンを槽内上部に圧入し、圧力を4MPaに調整した。攪拌を続行し、槽内を55℃に保持した後、注入口より単量体成分(エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジブロモデカン0.045kg)とモノ−n−ブチルマレート0.123kg、t−ブチルヒドロペルオキシド0.5質量%水溶液2kgを別々に投入して重合を開始させた。反応中槽内温度は55℃に保ち、6時間で反応を終了させ、重合液を得た。
アクリルエラストマーの原料である単量体成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジブロモデカン0.045kgに変え、これらと共にグリシジルメタクリレート0.123kgを添加した以外は、上記アクリルエラストマーAと同じ条件でアクリルエラストマーEを得た。
内容積40リットルの反応容器に、部分ケン化ポリビニルアルコール4質量%水溶液17kg、酢酸ナトリウム22gを投入し、攪拌機であらかじめよく混合し、均一懸濁液を作製した。槽内上部の空気を窒素で置換した後、エチレンを槽内上部に圧入し、圧力を4MPaに調整した。攪拌を続行し、槽内を55℃に保持した後、注入口より単量体成分(エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジブロモデカン0.045kg)とグリシジルメタクリレート0.123kg、t−ブチルヒドロペルオキシド0.5質量%水溶液2kgを別々に投入して重合を開始させた。反応中槽内温度は55℃に保ち、6時間で反応を終了させ、重合液を得た。
アクリルエラストマーの原料である単量体成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kgに変え、1,10−ジブロモデカンは不使用とした以外は、上記アクリルエラストマーAと同じ条件でアクリルエラストマーGを得た。
下記表1の配合(質量比)でフッ素エラストマー組成物を作成し、該フッ素エラストマー組成物(未加硫)を厚さ2.5mmに成形してフッ素エラストマー層を作成した。
・フッ素エラストマー:ダイエルG801(ダイキン工業株式会社製、ヨウ素を製品中に含有する。)
・カーボンMT:旭#15(旭カーボン株式会社製)
・カーボンHAF:シースト#3(東海カーボン株式会社製)
・トリアリルイソシアヌレート(東京化成工業株式会社製)
・パーヘキサV40(日油株式会社製)
・ステアリン酸:ルナックS−90(花王株式会社製)
・ステアリルトリメチルアンモニウムブロミド(東京化成工業株式会社製)
・テトラ−n−ブチルホスホニウムブロミド(東京化成工業株式会社製)
(1)剥離強度
剥離強度は、引張り試験機を用い、50mm/分の剥離速度で各試験片の180°剥離試験を行い、接着強度を測定した。また、剥離状態を観察し、以下の基準で評価した。
R・・・試験片破壊した。
RT・・・界面剥離した。
硬化・・・得られた積層体にゴム弾性がなく、剥離強度の測定ができない。
発泡・・・得られた積層体の接着部が発泡し、剥離強度の測定ができない。
評価結果を上記表2〜3に記載した。
11 アクリルエラストマー組成物層
12 フッ素エラストマー組成物層
Claims (9)
- 臭素を架橋席として含有するアクリルエラストマーであって、臭素含有量がアクリルエラストマー100質量%に対して0.1〜2質量%であるアクリルエラストマー。
- 臭素を架橋席として含有し、更にエポキシ基、カルボキシ基および活性塩素基からなる群より選ばれた少なくとも一種を架橋席として含有するアクリルエラストマーであって、臭素以外の架橋席成分の質量合計がアクリルエラストマー100質量%に対して0〜1.5質量%である請求項1に記載のアクリルエラストマー。
- 請求項1または2に記載のアクリルエラストマー100質量部、有機過酸化物1〜7質量部、オニウム塩1〜5質量部とを含有する、アクリルエラストマー組成物。
- 有機過酸化物がパーオキシケタール類およびジアルキルパーオキサイド類の少なくとも一方であり、オニウム塩が有機アンモニウム塩および有機ホスホニウム塩の少なくも一方である、請求項3に記載のアクリルエラストマー組成物。
- 請求項3または4に記載のアクリルエラストマー組成物からなるアクリルエラストマー層と、ヨウ素を架橋席として含有するフッ素エラストマー組成物からなるフッ素エラストマー層とが接着されて形成された積層体。
- 請求項5に記載の積層体を加硫して得られる加硫物。
- 請求項6に記載の加硫物からなるホース部品。
- 請求項6に記載の加硫物からなるシール部品。
- 請求項6に記載の加硫物からなる防振ゴム部品。
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JP6839332B1 (ja) * | 2019-10-16 | 2021-03-03 | デンカ株式会社 | アクリルゴム、ゴム組成物及びその架橋物、ゴムホース、並びにシール部品 |
WO2021075092A1 (ja) * | 2019-10-16 | 2021-04-22 | デンカ株式会社 | アクリルゴム、ゴム組成物及びその架橋物、ゴムホース、並びにシール部品 |
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Cited By (4)
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CN109320658A (zh) * | 2018-07-17 | 2019-02-12 | 湖北大学 | 一种衣康酸酯生物基耐热油弹性体及其制备方法 |
CN109320658B (zh) * | 2018-07-17 | 2021-05-25 | 湖北大学 | 一种衣康酸酯生物基耐热油弹性体及其制备方法 |
JP6839332B1 (ja) * | 2019-10-16 | 2021-03-03 | デンカ株式会社 | アクリルゴム、ゴム組成物及びその架橋物、ゴムホース、並びにシール部品 |
WO2021075092A1 (ja) * | 2019-10-16 | 2021-04-22 | デンカ株式会社 | アクリルゴム、ゴム組成物及びその架橋物、ゴムホース、並びにシール部品 |
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