JP2016044250A - Thermoplastic elastomer - Google Patents
Thermoplastic elastomer Download PDFInfo
- Publication number
- JP2016044250A JP2016044250A JP2014170094A JP2014170094A JP2016044250A JP 2016044250 A JP2016044250 A JP 2016044250A JP 2014170094 A JP2014170094 A JP 2014170094A JP 2014170094 A JP2014170094 A JP 2014170094A JP 2016044250 A JP2016044250 A JP 2016044250A
- Authority
- JP
- Japan
- Prior art keywords
- mass
- acrylic rubber
- parts
- thermoplastic elastomer
- examples
- 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.)
- Pending
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- 229920002725 thermoplastic elastomer Polymers 0.000 title claims abstract description 42
- 229920000800 acrylic rubber Polymers 0.000 claims abstract description 58
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 58
- 239000000178 monomer Substances 0.000 claims abstract description 44
- -1 acrylic acid alkoxyalkyl ester Chemical class 0.000 claims abstract description 40
- 229920000728 polyester Polymers 0.000 claims abstract description 24
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 23
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 23
- 238000004132 cross linking Methods 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 16
- 150000002825 nitriles Chemical class 0.000 claims abstract description 5
- 150000002978 peroxides Chemical class 0.000 claims description 6
- 239000007870 radical polymerization initiator Substances 0.000 claims description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 9
- 238000000034 method Methods 0.000 description 10
- 229920001971 elastomer Polymers 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000006229 carbon black Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 239000005060 rubber Substances 0.000 description 8
- 238000007789 sealing Methods 0.000 description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 7
- 229920001707 polybutylene terephthalate Polymers 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 5
- 229920002215 polytrimethylene terephthalate Polymers 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 230000006835 compression Effects 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 238000007720 emulsion polymerization reaction Methods 0.000 description 4
- 238000004898 kneading Methods 0.000 description 4
- LUCXVPAZUDVVBT-UHFFFAOYSA-N methyl-[3-(2-methylphenoxy)-3-phenylpropyl]azanium;chloride Chemical compound Cl.C=1C=CC=CC=1C(CCNC)OC1=CC=CC=C1C LUCXVPAZUDVVBT-UHFFFAOYSA-N 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 229920005992 thermoplastic resin Polymers 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- 235000014692 zinc oxide Nutrition 0.000 description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 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
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000000395 magnesium oxide Substances 0.000 description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical class CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-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
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- 150000003923 2,5-pyrrolediones Chemical class 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- MIRQGKQPLPBZQM-UHFFFAOYSA-N 2-hydroperoxy-2,4,4-trimethylpentane Chemical compound CC(C)(C)CC(C)(C)OO MIRQGKQPLPBZQM-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 239000012933 diacyl peroxide Substances 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000011790 ferrous sulphate Substances 0.000 description 2
- 235000003891 ferrous sulphate Nutrition 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 2
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 2
- 239000001095 magnesium carbonate Substances 0.000 description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- DZCCLNYLUGNUKQ-UHFFFAOYSA-N n-(4-nitrosophenyl)hydroxylamine Chemical class ONC1=CC=C(N=O)C=C1 DZCCLNYLUGNUKQ-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 2
- 239000012744 reinforcing agent Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 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
- AGKBXKFWMQLFGZ-UHFFFAOYSA-N (4-methylbenzoyl) 4-methylbenzenecarboperoxoate Chemical compound C1=CC(C)=CC=C1C(=O)OOC(=O)C1=CC=C(C)C=C1 AGKBXKFWMQLFGZ-UHFFFAOYSA-N 0.000 description 1
- RIPYNJLMMFGZSX-UHFFFAOYSA-N (5-benzoylperoxy-2,5-dimethylhexan-2-yl) benzenecarboperoxoate Chemical compound C=1C=CC=CC=1C(=O)OOC(C)(C)CCC(C)(C)OOC(=O)C1=CC=CC=C1 RIPYNJLMMFGZSX-UHFFFAOYSA-N 0.000 description 1
- JAEZSIYNWDWMMN-UHFFFAOYSA-N 1,1,3-trimethylthiourea Chemical compound CNC(=S)N(C)C JAEZSIYNWDWMMN-UHFFFAOYSA-N 0.000 description 1
- VBQCFYPTKHCPGI-UHFFFAOYSA-N 1,1-bis(2-methylpentan-2-ylperoxy)cyclohexane Chemical compound CCCC(C)(C)OOC1(OOC(C)(C)CCC)CCCCC1 VBQCFYPTKHCPGI-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- JSCFNQDWXBNVBP-UHFFFAOYSA-N 1,2-diphenylguanidine;phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O.C=1C=CC=CC=1N=C(N)NC1=CC=CC=C1 JSCFNQDWXBNVBP-UHFFFAOYSA-N 0.000 description 1
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 1
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- 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
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 description 1
- UJPKMTDFFUTLGM-UHFFFAOYSA-N 1-aminoethanol Chemical class CC(N)O UJPKMTDFFUTLGM-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- FCHGUOSEXNGSMK-UHFFFAOYSA-N 1-tert-butylperoxy-2,3-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(OOC(C)(C)C)=C1C(C)C FCHGUOSEXNGSMK-UHFFFAOYSA-N 0.000 description 1
- 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
- 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 1
- GSFSVEDCYBDIGW-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-yl)-6-chlorophenol Chemical compound OC1=C(Cl)C=CC=C1C1=NC2=CC=CC=C2S1 GSFSVEDCYBDIGW-UHFFFAOYSA-N 0.000 description 1
- JDICEKWSLNPYSN-UHFFFAOYSA-N 2-(2,4-dinitrophenyl)-1,3-benzothiazole-4-thiol Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC=C1C1=NC2=C(S)C=CC=C2S1 JDICEKWSLNPYSN-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 description 1
- FWWXYLGCHHIKNY-UHFFFAOYSA-N 2-ethoxyethyl prop-2-enoate Chemical compound CCOCCOC(=O)C=C FWWXYLGCHHIKNY-UHFFFAOYSA-N 0.000 description 1
- DDXZFLFMKZXQOT-UHFFFAOYSA-N 2-fluoroprop-2-enenitrile Chemical compound FC(=C)C#N DDXZFLFMKZXQOT-UHFFFAOYSA-N 0.000 description 1
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- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
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- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
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- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
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- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- NEYNBSGIXOOZGZ-UHFFFAOYSA-L zinc;butoxymethanedithioate Chemical compound [Zn+2].CCCCOC([S-])=S.CCCCOC([S-])=S NEYNBSGIXOOZGZ-UHFFFAOYSA-L 0.000 description 1
- LAGTXXPOZSLGSF-UHFFFAOYSA-L zinc;n-butyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCCCN(C([S-])=S)C1=CC=CC=C1.CCCCN(C([S-])=S)C1=CC=CC=C1 LAGTXXPOZSLGSF-UHFFFAOYSA-L 0.000 description 1
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
本発明は、アクリルゴムと熱可塑性ポリエステルとを含む混合物を、架橋剤の存在下にて動的に架橋させてなる熱可塑性エラストマーに関する。 The present invention relates to a thermoplastic elastomer obtained by dynamically crosslinking a mixture containing an acrylic rubber and a thermoplastic polyester in the presence of a crosslinking agent.
近年、加硫ゴムに代わる材料として、加硫工程を必要とせず、熱可塑性樹脂と同様の成形加工性を有する熱可塑性エラストマーが、自動車、電気・電子、医療、食品、及び日用品等の分野で幅広く使用されている。特に、シール性が必要とされる分野においてはゴムと熱可塑性樹脂とを含む混合物を、架橋剤の存在下にて動的に架橋したタイプの熱可塑性エラストマーが使用されている。 In recent years, as an alternative to vulcanized rubber, thermoplastic elastomers that do not require a vulcanization process and have the same moldability as thermoplastic resins have been used in fields such as automobiles, electrical / electronics, medical, food, and daily necessities. Widely used. In particular, in a field where sealability is required, a thermoplastic elastomer of a type in which a mixture containing rubber and a thermoplastic resin is dynamically cross-linked in the presence of a cross-linking agent is used.
この種の熱可塑性エラストマーとしては、例えば下記特許文献１がある。特許文献１では、ポリブチレンテレフタレート（ＰＢＴ）などの熱可塑性樹脂とアクリルゴムとを含む混合物を、架橋剤の存在下にて動的に架橋することで熱可塑性エラストマーを得ている。ここでのアクリルゴムは、アクリル酸アルキルエステル及び／又はアクリル酸アルコキシアルキルエステル単量体由来の構成単位が２０〜９９．９９質量％、ジシクロペンテニルアクリレート（ＤＣＰＡ）などの炭素−炭素二重結合を側鎖に有する多官能単量体由来の構成単位が０．０１〜２０質量％、不飽和アクリロニトリル単量体由来の構成単位が０〜４０質量％、及びこれらと共重合可能な単量体由来の構成単位が０〜３０質量％で構成されている。 As this kind of thermoplastic elastomer, for example, there is Patent Document 1 below. In Patent Document 1, a thermoplastic elastomer is obtained by dynamically crosslinking a mixture containing a thermoplastic resin such as polybutylene terephthalate (PBT) and acrylic rubber in the presence of a crosslinking agent. The acrylic rubber here is a structural unit derived from an acrylic acid alkyl ester and / or an acrylic acid alkoxyalkyl ester monomer of 20 to 99.99% by mass, and a carbon-carbon double bond such as dicyclopentenyl acrylate (DCPA). In a side chain of 0.01 to 20% by mass of a structural unit derived from a polyfunctional monomer, 0 to 40% by mass of a structural unit derived from an unsaturated acrylonitrile monomer, and a monomer copolymerizable therewith The origin structural unit is comprised by 0-30 mass%.
しかしながら、特許文献１ではアクリルゴムを構成する単量体として、側鎖に炭素−炭素二重結合を有する多官能単量体を使用しているため、アクリルゴムの重合中に、当該単量体の側鎖の炭素−炭素二重結合も反応することでアクリルゴムがゲル化する。アクリルゴムがゲル化すると架橋点が失われ、最終的に得られる熱可塑性エラストマーの強度やシール性等が低いという課題を有する。 However, in Patent Document 1, since a polyfunctional monomer having a carbon-carbon double bond in the side chain is used as a monomer constituting the acrylic rubber, the monomer during the polymerization of the acrylic rubber is used. Acrylic rubber is gelled by the reaction of the carbon-carbon double bond in the side chain. When the acrylic rubber is gelled, the crosslinking point is lost, and there is a problem that the finally obtained thermoplastic elastomer has low strength, sealing properties and the like.
そこで、本発明は上記課題を解決するものであって、ゲル分の無いアクリルゴムを使用することで、強度等のほか、シール性にも優れる熱可塑性エラストマーを提供することを目的とする。 Therefore, the present invention solves the above-described problems, and an object of the present invention is to provide a thermoplastic elastomer that is excellent not only in strength but also in sealing properties by using an acrylic rubber having no gel content.
そのための手段として、本発明は（Ａ）アクリルゴムと、（Ｂ）熱可塑性ポリエステルとを含む混合物を、（Ｃ）架橋剤の存在下で動的に架橋させてなる熱可塑性エラストマーであって、（Ａ）アクリルゴムは、（ａ−１）一般式（１）及び／又は一般式（２）で表される単量体から選ばれる少なくとも１種と、（ａ−２）不飽和ニトリル単量体と、（ａ−３）一般式（３）で表される単量体から選ばれる少なくとも１種とを含み、多官能単量体を含まない。
（Ａ）は、（ａ−１）と（ａ−２）との合計を１００質量部として、（ａ−１）を７０〜１００質量部、（ａ−２）を０〜３０質量部含む。また、（ａ−１）と（ａ−２）の合計１００質量部に対して、（ａ−３）を０．５〜５質量部含む。 (A) includes 70 to 100 parts by mass of (a-1) and 0 to 30 parts by mass of (a-2), where the total of (a-1) and (a-2) is 100 parts by mass. Moreover, 0.5-5 mass parts of (a-3) is included with respect to a total of 100 mass parts of (a-1) and (a-2).
本発明の熱可塑性エラストマーは、（Ａ）を１００質量部、（Ｂ）を１５〜７０質量部含む混合物を、（Ａ）１００質量部に対して（Ｃ）が０．１〜５質量部存在する条件下にて、動的に架橋させてなる。 The thermoplastic elastomer of the present invention is a mixture containing 100 parts by mass of (A) and 15 to 70 parts by mass of (B), and 0.1 to 5 parts by mass of (C) is present per 100 parts by mass of (A). Under such conditions, it is dynamically crosslinked.
なお、本発明において数値範囲を示す「○○〜××」とは、その下限の数値（○○）及び上限の数値（××）も含む意味である。すなわち、正確に記載すれば「○○以上××以下」となる。 In the present invention, “OO to XX” indicating a numerical range means to include the lower limit numerical value (OO) and the upper limit numerical value (XX). That is, if it is accurately described, it will be “XX or more and XX or less”.
本発明によれば、（Ａ）アクリルゴムを構成する単量体として、多官能単量体は使用していない。したがって、（Ａ）アクリルゴムの重合中に（Ａ）アクリルゴムがゲル化することはない。これにより、シール性に優れる熱可塑性エラストマーを得ることができる。一方、熱可塑性エラストマーのハードセグメントとして熱可塑性ポリエステルを使用していることで、根本的な強度が担保されている。 According to the present invention, no polyfunctional monomer is used as the monomer constituting the (A) acrylic rubber. Therefore, (A) acrylic rubber does not gel during polymerization of (A) acrylic rubber. Thereby, the thermoplastic elastomer excellent in sealing performance can be obtained. On the other hand, the fundamental strength is secured by using thermoplastic polyester as the hard segment of the thermoplastic elastomer.
その上で、（Ａ）アクリルゴムを構成する単量体として一般式（３）で表される単量体から選ばれる少なくとも１種を使用していることで、強度のさらなる向上と、伸びにも優れる熱可塑性エラストマーとなっている。 On top of that, by using at least one selected from the monomers represented by the general formula (3) as a monomer constituting the acrylic rubber (A), further improvement in strength and elongation can be achieved. It is an excellent thermoplastic elastomer.
以下、本発明について詳細に説明する。本発明の熱可塑性エラストマーは、（Ａ）アクリルゴムと（Ｂ）熱可塑性ポリエステルとを含む混合物を、（Ｃ）架橋剤の存在下にて動的に架橋させてなる。 Hereinafter, the present invention will be described in detail. The thermoplastic elastomer of the present invention is obtained by dynamically crosslinking a mixture containing (A) acrylic rubber and (B) thermoplastic polyester in the presence of (C) a crosslinking agent.
≪（Ａ）アクリルゴム≫
（Ａ）アクリルゴムは、熱可塑性エラストマー中のソフトセグメントとして作用し、主として柔軟性、シール性、耐熱性、及び耐油性等を付与する成分である。当該（Ａ）アクリルゴムは、（ａ−１）一般式（１）及び／又は一般式（２）で表される単量体から選ばれる少なくとも１種と、（ａ−２）不飽和ニトリル単量体と、（ａ−３）一般式（３）で表される架橋性単量体から選ばれる少なくとも１種とを含む。
≪ (A) Acrylic rubber≫
(A) Acrylic rubber is a component that acts as a soft segment in the thermoplastic elastomer and mainly imparts flexibility, sealing properties, heat resistance, oil resistance, and the like. The (A) acrylic rubber comprises (a-1) at least one selected from monomers represented by the general formula (1) and / or the general formula (2), and (a-2) an unsaturated nitrile monomer. And (a-3) at least one selected from crosslinkable monomers represented by the general formula (3).
＜ａ−１＞
一般式（１）で表される単量体は、すなわち、アクリル酸メチル、アクリル酸エチル、アクリル酸−ｎ−プロピル、アクリル酸−ｎ−ブチルである（以下、これらの単量体をアクリル酸アルキルエステル単量体と表記する場合がある）。これらは１種のみを使用することもできるし、２種以上を併用することもできる。これらの中でも、優れた柔軟性を発揮できるという点で、特に好ましいのはアルキル基の炭素数が２〜４のアクリル酸アルキルエステル単量体である。
<A-1>
The monomers represented by the general formula (1) are methyl acrylate, ethyl acrylate, acrylic acid-n-propyl, and acrylic acid-n-butyl (hereinafter these monomers are referred to as acrylic acid). Sometimes referred to as an alkyl ester monomer). These can use only 1 type and can also use 2 or more types together. Among these, an acrylic acid alkyl ester monomer having an alkyl group having 2 to 4 carbon atoms is particularly preferable in that it can exhibit excellent flexibility.
一般式（２）で表される単量体は、すなわち、アクリル酸メトキシメチル、アクリル酸２−メトキシエチル、アクリル酸エトキシメチル、アクリル酸２−エトキシエチルである（以下、これらの単量体をアクリル酸アルコキシアルキルエステル単量体と表記する場合がある）。これらは１種のみを使用することもできるし、２種以上を併用することもできる。これらの中でも、優れた耐油性を発揮できるという点で、特に好ましいのは、アクリル酸２−メトキシエチルである。 The monomers represented by the general formula (2) are methoxymethyl acrylate, 2-methoxyethyl acrylate, ethoxymethyl acrylate, and 2-ethoxyethyl acrylate (hereinafter these monomers are referred to as May be referred to as an acrylic acid alkoxyalkyl ester monomer). These can use only 1 type and can also use 2 or more types together. Among these, 2-methoxyethyl acrylate is particularly preferable because it can exhibit excellent oil resistance.
（ａ−１）の含有量は、後述の（ａ−２）との合計１００質量部に対して７０〜１００質量部であることが好ましい。（ａ−１）の含有量が７０質量部未満では、熱可塑性エラストマーの柔軟性が低下する。一方、（ａ−１）の含有量が１００質量部を超えると、後述の（ａ−３）の含有量が相対的に少なくなり、アクリルゴムの架橋が十分に進行せず、熱可塑性エラストマーの強度等が低下する。 It is preferable that content of (a-1) is 70-100 mass parts with respect to a total of 100 mass parts with below-mentioned (a-2). If content of (a-1) is less than 70 mass parts, the softness | flexibility of a thermoplastic elastomer will fall. On the other hand, when the content of (a-1) exceeds 100 parts by mass, the content of (a-3) described later becomes relatively small, and crosslinking of acrylic rubber does not proceed sufficiently, and the thermoplastic elastomer Strength etc. are reduced.
＜ａ−２＞
不飽和ニトリル単量体としては、例えば、アクリロニトリル、メタクリロニトリル、エタクリロニトリル、α−クロロアクリロニトリル、α−フルオロアクリロニトリル等が挙げられる。これらは１種のみを使用することもできるし、２種以上を併用することもできる。
<A-2>
Examples of the unsaturated nitrile monomer include acrylonitrile, methacrylonitrile, ethacrylonitrile, α-chloroacrylonitrile, α-fluoroacrylonitrile and the like. These can use only 1 type and can also use 2 or more types together.
（ａ−２）の含有量は、（ａ−１）との合計１００質量部に対して０〜３０質量部であることが好ましい。すなわち、（ａ−２）は必須成分ではない。（ａ−２）を含有していると、耐油性が向上する。但し、（ａ−２）の含有量が３０質量部を超えると、熱可塑性エラストマーの柔軟性が低下する。 The content of (a-2) is preferably 0 to 30 parts by mass with respect to 100 parts by mass in total with (a-1). That is, (a-2) is not an essential component. When (a-2) is contained, oil resistance improves. However, when the content of (a-2) exceeds 30 parts by mass, the flexibility of the thermoplastic elastomer is lowered.
＜ａ−３＞
一般式（３）で表される単量体は、すなわち、アクリル酸イソプロピル、アクリル酸イソブチル、メタクリル酸イソプロピル、メタクリル酸イソブチルである(以下、これらの単量体を架橋性単量体と表記する場合がある)。これらは１種のみを使用することもできるし、２種以上を併用することもできる。
<A-3>
The monomers represented by the general formula (3) are isopropyl acrylate, isobutyl acrylate, isopropyl methacrylate, and isobutyl methacrylate (hereinafter, these monomers are referred to as crosslinkable monomers). May be). These can use only 1 type and can also use 2 or more types together.
（ａ−３）の含有量は、（ａ−１）と（ａ−２）との合計１００質量部に対して、０．５〜５質量部であることが好ましい。（ａ−３）の含有量が０．５重量部未満では、（Ａ）アクリルゴムの架橋が十分に進行せず、熱可塑性エラストマーの強度が低下する。一方、５質量部を超えると、（Ａ）アクリルゴムが過度に架橋されるため、熱可塑性エラストマーの柔軟性が低下する。 The content of (a-3) is preferably 0.5 to 5 parts by mass with respect to a total of 100 parts by mass of (a-1) and (a-2). When the content of (a-3) is less than 0.5 part by weight, the crosslinking of (A) acrylic rubber does not proceed sufficiently, and the strength of the thermoplastic elastomer is lowered. On the other hand, when it exceeds 5 parts by mass, the acrylic rubber is excessively crosslinked, so that the flexibility of the thermoplastic elastomer is lowered.
（Ａ）アクリルゴムは、（ａ−１）〜（ａ−３）を、従来から公知の方法で重合すればよい。具体的には、（ａ−１）〜（ａ−３）を所定量含む混合物を、ラジカル重合開始剤の存在下で重合させればよい。ラジカル重合開始剤の使用量としては、単量体混合物の合計１００質量部に対して、０．１〜５質量部程度とすればよい。重合方法としては、塊状重合、溶液重合、懸濁重合、乳化重合等の公知の方法が可能であるが、乳化重合が特に好ましい。 (A) An acrylic rubber should just superpose | polymerize (a-1)-(a-3) by a conventionally well-known method. Specifically, a mixture containing a predetermined amount of (a-1) to (a-3) may be polymerized in the presence of a radical polymerization initiator. The amount of radical polymerization initiator used may be about 0.1 to 5 parts by mass with respect to a total of 100 parts by mass of the monomer mixture. As the polymerization method, known methods such as bulk polymerization, solution polymerization, suspension polymerization, and emulsion polymerization can be used, and emulsion polymerization is particularly preferable.
乳化重合に使用する乳化剤としては、例えば、アニオン系界面活性剤、ノニオン系界面活性剤、カチオン系界面活性剤及び両性界面活性剤等が挙げられる。通常、アニオン系界面活性剤が多用され、例えば、炭素数１０以上の長鎖脂肪酸塩、ロジン酸塩等が使用される。具体的には、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、オレイン酸、ステアリン酸のカリウム塩及びナトリウム塩等が挙げられる。これらの乳化剤は１種のみを使用してもよいし、２種以上を併用することもできる。 Examples of the emulsifier used in the emulsion polymerization include an anionic surfactant, a nonionic surfactant, a cationic surfactant, and an amphoteric surfactant. Usually, anionic surfactants are frequently used. For example, long chain fatty acid salts having 10 or more carbon atoms, rosin acid salts and the like are used. Specific examples include capric acid, lauric acid, myristic acid, palmitic acid, oleic acid, and potassium and sodium salts of stearic acid. These emulsifiers may use only 1 type and can also use 2 or more types together.
ラジカル重合開始剤としては、例えば、ハイドロパーオキサイド、無機過酸化物、アゾ化合物等が挙げられる。ハイドロパーオキサイドとしては、例えば、ｔ−ブチルハイドロパーオキサイド、クメン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、１，１，３，３−テトラメチルブチルハイドロパーオキサイド等が挙げられる。無機過酸化物としては、例えば、過硫酸カリウム、過硫酸アンモニウム等が挙げられる。また、これら過酸化物と硫酸第一鉄とを組み合わせたレドックス系触媒を使用することもできる。アゾ化合物としては、例えば、アゾビスイソブチロニトリル、２，２’−アゾビス（２−（２−イミダゾリン−２−イル）プロパン）ジハイドロクロライド等が挙げられる。これらのラジカル重合開始剤は１種のみを使用してもよいし、２種以上を併用することもできる。（Ａ）アクリルゴムの分子量を調節するために連鎖移動剤を使用することもできる。連鎖移動剤としては、例えば、アルキルメルカプタン、四塩化炭素、チオグリコール類、ジテルペン、ターピノーレン及びγ−テルピネン類等が挙げられる。これらの連鎖移動剤は１種のみを使用することもできるし、２種以上を併用することもできる。 Examples of the radical polymerization initiator include hydroperoxide, inorganic peroxide, azo compound and the like. Examples of the hydroperoxide include t-butyl hydroperoxide, cumene hydroperoxide, p-menthane hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, and the like. Examples of inorganic peroxides include potassium persulfate and ammonium persulfate. Moreover, the redox catalyst which combined these peroxide and ferrous sulfate can also be used. Examples of the azo compound include azobisisobutyronitrile, 2,2′-azobis (2- (2-imidazolin-2-yl) propane) dihydrochloride, and the like. These radical polymerization initiators may be used alone or in combination of two or more. (A) A chain transfer agent can also be used to adjust the molecular weight of the acrylic rubber. Examples of the chain transfer agent include alkyl mercaptans, carbon tetrachloride, thioglycols, diterpenes, terpinolene, and γ-terpinenes. These chain transfer agents can be used alone or in combination of two or more.
（Ａ）アクリルゴムを重合する際は、各単量体、乳化剤、ラジカル重合開始剤等を反応容器に一括投入して重合を開始してもよいし、反応継続時に連続的あるいは間欠的に添加してもよい。重合は、窒素置換等酸素を除去した反応器を使用して０〜１００℃、好ましくは０〜８０℃で行うことができる。重合方式は連続式でもよいし、回分式であってもよい。重合時間は０．０１〜３０時間程度、好ましくは1〜１０時間程度である。重合終了後、反応生成物（ラテックス）を塩化ナトリウム、塩化カルシウム等の無機塩の水溶液に投入して凝固させ、水洗、乾燥することによりアクリルゴムが得られる。 (A) When polymerizing acrylic rubber, each monomer, emulsifier, radical polymerization initiator, etc. may be charged all at once into the reaction vessel to initiate polymerization, or added continuously or intermittently as the reaction continues May be. The polymerization can be carried out at 0 to 100 ° C., preferably 0 to 80 ° C., using a reactor from which oxygen has been removed such as nitrogen substitution. The polymerization method may be a continuous method or a batch method. The polymerization time is about 0.01 to 30 hours, preferably about 1 to 10 hours. After the completion of the polymerization, the reaction product (latex) is put into an aqueous solution of an inorganic salt such as sodium chloride or calcium chloride to be coagulated, washed with water and dried to obtain an acrylic rubber.
≪（Ｂ）熱可塑性ポリエステル≫
（Ｂ）熱可塑性ポリエステルは、熱可塑性エラストマー中のハードセグメントとして作用し、主として熱可塑性エラストマーの成形加工性や耐熱性等を向上させる成分である。当該（Ｂ）熱可塑性ポリエステルとしては、主鎖中にエステル結合を持つ全ての熱可塑性飽和ポリエステルが含まれる。熱可塑性ポリエステルは、ジカルボン酸成分とジヒドロキシ成分との重縮合、オキシカルボン酸成分の重縮合、又はこれら三成分の重縮合等の公知の方法により得ることができ、ホモポリエステル、コポリエステルのいずれであってもよい。熱可塑性ポリエステルは、１種のみを用いてもよいし、２種以上を併用することもできる。
≪ (B) Thermoplastic polyester≫
(B) The thermoplastic polyester is a component that acts as a hard segment in the thermoplastic elastomer and mainly improves the molding processability and heat resistance of the thermoplastic elastomer. The thermoplastic polyester (B) includes all thermoplastic saturated polyesters having an ester bond in the main chain. The thermoplastic polyester can be obtained by a known method such as polycondensation of a dicarboxylic acid component and a dihydroxy component, polycondensation of an oxycarboxylic acid component, or polycondensation of these three components. There may be. As the thermoplastic polyester, only one kind may be used, or two or more kinds may be used in combination.
（Ｂ）熱可塑性ポリエステルは非結晶性であってもよいが、耐熱性の観点からは結晶性である方が好ましい。また、融点は１００℃以上が好ましく、より好ましくは１８０〜２５０℃である。熱可塑性ポリエステルとしては、例えばポリブチレンテレフタレート、ポリトリメチレンテレフタレート、ポリエチレンテレフタレート、ポリブチレンナフタレート及びポリエチレンナフタレート等が挙げられる。この中でもポリブチレンテレフタレート、ポリトリメチレンテレフタレート、ポリエチレンテレフタレートが好ましく、ポリブチレンテレフタレート、ポリトリメチレンテレフタレートがより好ましい。 (B) The thermoplastic polyester may be amorphous, but is preferably crystalline from the viewpoint of heat resistance. The melting point is preferably 100 ° C. or higher, more preferably 180 to 250 ° C. Examples of the thermoplastic polyester include polybutylene terephthalate, polytrimethylene terephthalate, polyethylene terephthalate, polybutylene naphthalate, and polyethylene naphthalate. Among these, polybutylene terephthalate, polytrimethylene terephthalate, and polyethylene terephthalate are preferable, and polybutylene terephthalate and polytrimethylene terephthalate are more preferable.
（Ｂ）熱可塑性ポリエステルの含有量は、（Ａ）アクリルゴム１００質量部に対して１５〜７０質量部とする。（Ｂ）熱可塑性ポリエステルの含有量が１５質量部未満では、熱可塑性エラストマーの成形加工性が低下する。一方、７０質量部を超えると、熱可塑性エラストマーの柔軟性が低下する。 (B) Content of thermoplastic polyester shall be 15-70 mass parts with respect to 100 mass parts of (A) acrylic rubber. (B) If content of thermoplastic polyester is less than 15 mass parts, the moldability of a thermoplastic elastomer will fall. On the other hand, when it exceeds 70 mass parts, the softness | flexibility of a thermoplastic elastomer will fall.
≪（Ｃ）架橋剤≫
（Ｃ）架橋剤は、（Ａ）アクリルゴムを架橋するために添加されるものであって、（Ａ）アクリルゴム中の（ａ−３）の側鎖の三級水素を引き抜き、ラジカルを発生させることによりアクリルゴムを架橋する機能を有する。このような架橋剤としては有機過酸化物が挙げられる。有機過酸化物としては、例えば、ジアルキルパーオキサイド、パーオキシケタール、ジアシルパーオキサイド、パーオキシエステル等が挙げられる。ジアルキルパーオキサイドとしては、例えば、ジクミルパーオキサイド、α，α'−ジ（ｔ−ブチルパーオキシ）ジイソプロピルベンゼン、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、２，５−ジメチル−２，５−ジ（ｔ−ブチルパーオキシン）ヘキシン−３、３，３，７，７−テトラメチル−１，２，４−トリオキセパン、３，３，５，７，７−ペンタメチル−１，２，４−トリオキセパン等が挙げられる。パーオキシケタールとしては、例えば、１，１−ジ（ｔ−ヘキシルパーオキシ）シクロヘキサン、１，１−ジ（ｔ−ブチルパーオキシ）シクロヘキサン、ｎ−ブチル−４，４−ジ（ｔ−ブチルパーオキシ）バレレート等が挙げられる。ジアシルパーオキサイドとしては、例えば、ベンゾイルパーオキサイド、ジ（４−メチルベンゾイル）パーオキサイド等が挙げられる。パーオキシエステルとしては、例えば、２，５−ジメチル−２，５−ジ（ベンゾイルパーオキシ）ヘキサン、ｔ−ヘキシルパーオキシベンゾエート、ｔ−ヘキシルパーオキシ−３−メチルベンゾエート、ｔ−ブチルパーオキシベンゾエート等が挙げられる。これらの架橋剤は１種のみを使用してもよいし、２種以上を併用することもできる。
≪ (C) Crosslinking agent≫
(C) The cross-linking agent is added to cross-link (A) acrylic rubber, and (A) pulls out the tertiary hydrogen of side chain (a-3) in the acrylic rubber to generate radicals. It has a function to crosslink acrylic rubber. Examples of such a crosslinking agent include organic peroxides. Examples of organic peroxides include dialkyl peroxides, peroxyketals, diacyl peroxides, and peroxy esters. Examples of the dialkyl peroxide include dicumyl peroxide, α, α′-di (t-butylperoxy) diisopropylbenzene, t-butylcumyl peroxide, 2,5-dimethyl-2,5-di (t- Butylperoxy) hexane, 2,5-dimethyl-2,5-di (t-butylperoxine) hexyne-3,3,3,7,7-tetramethyl-1,2,4-trioxepane, 3,3 5,7,7-pentamethyl-1,2,4-trioxepane and the like. Examples of the peroxyketal include 1,1-di (t-hexylperoxy) cyclohexane, 1,1-di (t-butylperoxy) cyclohexane, n-butyl-4,4-di (t-butylper). Oxy) valerate and the like. Examples of the diacyl peroxide include benzoyl peroxide and di (4-methylbenzoyl) peroxide. Examples of peroxyesters include 2,5-dimethyl-2,5-di (benzoylperoxy) hexane, t-hexylperoxybenzoate, t-hexylperoxy-3-methylbenzoate, and t-butylperoxybenzoate. Etc. These crosslinking agents may be used alone or in combination of two or more.
（Ｃ）架橋剤の使用量は、できるだけ少ないことが好ましい。架橋剤の使用量が多いと、得られる熱可塑性エラストマーの成形加工性、柔軟性が低下する。具体的には、（Ａ）アクリルゴム１００質量部に対して、０．１〜５質量部であることが好ましい。 (C) The amount of the crosslinking agent used is preferably as small as possible. When the amount of the crosslinking agent used is large, the moldability and flexibility of the thermoplastic elastomer obtained are lowered. Specifically, it is preferable that it is 0.1-5 mass parts with respect to 100 mass parts of (A) acrylic rubber.
（Ｃ）架橋剤の使用に際しては、架橋促進剤や架橋助剤を使用することもできる。架橋促進剤としては、例えば、スルフェンアミド系化合物、チアゾ−ル系化合物、グアニジン化合物、アルデヒドアミン又はアルデヒド−アンモニア系化合物、イミダゾリン系化合物、チオユリア系化合物、チウラム系化合物、ジチオ酸塩系化合物、ザンテ−ト系化合物等が挙げられる。スルフェンアミド系化合物としては、例えば、Ｎ−シクロヘキシル−２−ベンゾチアゾリルスルフェンアミド、Ｎ−オキシジエチレン−２−ベンゾチアゾリルスルフェンアミド、Ｎ，Ｎ−ジイソプロピル−２−ベンゾチアゾリルスルフェンアミド等が挙げられる。チアゾ−ル系化合物としては、例えば、２−メルカプトベンゾチアゾ−ル、２−（２'，４'−ジニトロフェニル）メルカプトベンゾチアゾ−ル、２−（４'−モルホリノジチオ）ベンゾチアゾ−ル、ジベンゾチアジルジスルフィド等が挙げられる。グアニジン化合物としては、例えば、ジフェニルグアニジン、ジオルソトリルグアニジン、ジオルソニトリルグアニジン、オルソニトリルバイグアナイド、ジフェニルグアニジンフタレ−ト等が挙げられる。アルデヒドアミン又はアルデヒド−アンモニア系化合物としては、例えば、アセトアルデヒド−アニリン反応物、ブチルアルデヒド−アニリン縮合物、ヘキサメチレンテトラミン、アセトアルデヒドアンモニア等が挙げられる。イミダゾリン化合物としては、例えば、２−メルカプトイミダゾリン等が挙げられる。チオユリア系化合物としては、例えば、チオカルバニリド、ジエチルチオユリア、ジブチルチオユリア、トリメチルチオユリア、ジオルソトリルチオユリア等が挙げられる。チウラム系化合物としては、例えば、テトラメチルチウラムモノスルフィド、テトラメチルチウラムジスルフィド、テトラエチルチウラムジスルフィド、テトラブチルチウラムジスルフィド、テトラオクチルチウラムジスルフィド、ペンタメチレンチウラムテトラスルフィド等が挙げられる。ジチオ酸塩系化合物としては、例えば、ジメチルジチオカルバミン酸亜鉛、ジエチルジチオカルバミン酸亜鉛、ジ−ｎ−ブチルジチオカルバミン酸亜鉛、エチルフェニルジチオカルバミン酸亜鉛、ブチルフェニルジチオカルバミン酸亜鉛、ジメチルジチオカルバミン酸ナトリウム、ジメチルジチオカルバミン酸セレン、ジメチルジチオカルバミン酸テルル等が挙げられる。ザンテ−ト系化合物としては、例えば、ジブチルキサントゲン酸亜鉛等が挙げられる。これらの架橋促進剤は１種のみを使用してもよいし、２種以上を併用することもできる。 (C) When using a crosslinking agent, a crosslinking accelerator or a crosslinking aid can also be used. Examples of the crosslinking accelerator include sulfenamide compounds, thiazole compounds, guanidine compounds, aldehyde amines or aldehyde-ammonia compounds, imidazoline compounds, thiourea compounds, thiuram compounds, dithioate compounds, Examples thereof include xanthate compounds. Examples of the sulfenamide compound include N-cyclohexyl-2-benzothiazolylsulfenamide, N-oxydiethylene-2-benzothiazolylsulfenamide, N, N-diisopropyl-2-benzothiazolylsulfene. Examples include amides. Examples of thiazol compounds include 2-mercaptobenzothiazol, 2- (2 ′, 4′-dinitrophenyl) mercaptobenzothiazol, and 2- (4′-morpholinodithio) benzothiazol. And dibenzothiazyl disulfide. Examples of the guanidine compound include diphenyl guanidine, diorthotolyl guanidine, diorthonitrile guanidine, orthonitrile biguanide, diphenyl guanidine phthalate and the like. Examples of the aldehyde amine or aldehyde-ammonia compound include acetaldehyde-aniline reactant, butyraldehyde-aniline condensate, hexamethylenetetramine, acetaldehyde ammonia, and the like. Examples of the imidazoline compound include 2-mercaptoimidazoline. Examples of the thiourea compound include thiocarbanilide, diethylthiourea, dibutylthiourea, trimethylthiourea, diortholylthiourea and the like. Examples of thiuram compounds include tetramethylthiuram monosulfide, tetramethylthiuram disulfide, tetraethylthiuram disulfide, tetrabutylthiuram disulfide, tetraoctylthiuram disulfide, pentamethylenethiuram tetrasulfide and the like. Examples of the dithioate-based compound include zinc dimethyldithiocarbamate, zinc diethyldithiocarbamate, zinc di-n-butyldithiocarbamate, zinc ethylphenyldithiocarbamate, zinc butylphenyldithiocarbamate, sodium dimethyldithiocarbamate, selenium dimethyldithiocarbamate. And tellurium dimethyldithiocarbamate. Examples of the xanthate compound include zinc dibutylxanthate. These crosslinking accelerators may be used alone or in combination of two or more.
架橋助剤としては、例えば、キノンジオキシム系化合物、メタクリレ−ト系化合物、アリル系化合物、マレイミド系化合物等が挙げられる。キノンジオキシム系化合物としては、例えば、ｐ−キノンジオキシム等が挙げられる。メタクリレ−ト系化合物としては、例えば、ポリエチレングリコールジメタクリレ−ト等が挙げられる。アリル系化合物としては、例えば、ジアリルフタレ−ト、トリアリルシアヌレ−ト等が挙げられる。マレイミド系化合物としては、例えば、ｍ−フェニレンビスマレイミド等が挙げられる。これらの架橋助剤は１種のみを使用してもよいし、２種以上を併用することもできる。 Examples of the crosslinking aid include quinone dioxime compounds, methacrylate compounds, allyl compounds, maleimide compounds, and the like. Examples of the quinone dioxime compound include p-quinone dioxime. Examples of the methacrylate compound include polyethylene glycol dimethacrylate. Examples of allylic compounds include diallyl phthalate and triallyl cyanurate. Examples of maleimide compounds include m-phenylene bismaleimide. These crosslinking aids may be used alone or in combination of two or more.
≪その他の添加剤≫
なお、（Ａ）アクリルゴムには、本発明の効果を阻害しない範囲で、可塑剤、軟化剤、充填剤、補強剤、金属酸化物、老化防止剤、加工助剤、難燃剤、又は紫外線吸収剤等のその他の添加剤を添加することもできる。その他の各添加剤は、下記に示す具体的材料のうち１種のみを使用してもよいし、２種以上を併用することもできる。
≪Other additives≫
In addition, (A) acrylic rubber has a plasticizer, a softening agent, a filler, a reinforcing agent, a metal oxide, an anti-aging agent, a processing aid, a flame retardant, or an ultraviolet absorber within a range not impairing the effects of the present invention Other additives such as an agent can also be added. As each of the other additives, only one kind of the specific materials shown below may be used, or two or more kinds may be used in combination.
可塑剤としては、例えば、フタル酸エステル類、脂肪酸エステル類、トリメリット酸エステル類、アジピン酸系ポリエステル類、ポリエーテルエステル類、エポキシ化大豆油等が挙げられる。フタル酸エステル類としては、例えば、ジメチルフタレート、ジエチルフタレート、ジブチルフタレート、ジイソブチルフタレート、ジオクチルフタレート、ブチルオクチルフタレート、ジ（２−エチルヘキシル）フタレート、ジイソオクチルフタレート、ジイソデシルフタレート等が挙げられる。脂肪酸エステル類としては、例えば、ジメチルアジペート、ジイソブチルアジペート、ジ（２−エチルヘキシル）アジペート、ジイソオクチルアジペート、ジイソデシルアジペート、オクチルデシルアジペート、ジ（２−エチルヘキシル）アゼレート、ジイソオクチルアゼレート、ジイソブチルアゼレート、ジブチルセバケート、ジ（２−エチルヘキシル）セバケート、ジイソオクチルセバケート等が挙げられる。トリメリット酸エステル類としては、例えば、トリメリット酸イソデシルエステル、トリメリット酸オクチルエステル、トリメリット酸ｎ−オクチルエステル、トリメリット酸系イソノニルエステル等が挙げられる。 Examples of the plasticizer include phthalic acid esters, fatty acid esters, trimellitic acid esters, adipic acid polyesters, polyether esters, epoxidized soybean oil, and the like. Examples of the phthalic acid esters include dimethyl phthalate, diethyl phthalate, dibutyl phthalate, diisobutyl phthalate, dioctyl phthalate, butyl octyl phthalate, di (2-ethylhexyl) phthalate, diisooctyl phthalate, diisodecyl phthalate, and the like. Examples of fatty acid esters include dimethyl adipate, diisobutyl adipate, di (2-ethylhexyl) adipate, diisooctyl adipate, diisodecyl adipate, octyl decyl adipate, di (2-ethylhexyl) azelate, diisooctyl azelate, diisobutyl aze Rate, dibutyl sebacate, di (2-ethylhexyl) sebacate, diisooctyl sebacate and the like. Examples of trimellitic acid esters include trimellitic acid isodecyl ester, trimellitic acid octyl ester, trimellitic acid n-octyl ester, trimellitic acid isononyl ester, and the like.
軟化剤としては、例えば、石油系軟化剤、植物油系軟化剤、サブ等が挙げられる。石油系軟化剤としては、例えば、アロマティック系、ナフテン系、パラフィン系軟化剤等が挙げられる。植物系軟化剤としては、例えば、ひまし油、綿実油、あまに油、なたね油、大豆油、パーム油、やし油、落花生油、木ろう等が挙げられる。サブとしては、例えば、黒サブ、白サブ、飴サブ等が挙げられる。 Examples of the softener include petroleum-based softeners, vegetable oil-based softeners, subs, and the like. Examples of petroleum softeners include aromatic, naphthenic, and paraffinic softeners. Examples of plant softeners include castor oil, cottonseed oil, rapeseed oil, rapeseed oil, soybean oil, palm oil, palm oil, peanut oil, and wax. Examples of the sub include a black sub, a white sub, and a dark blue sub.
充填剤としては、例えば、シリカ、重質炭酸カルシウム、胡粉、軽微性炭酸カルシウム、極微細活性化炭酸カルシウム、特殊炭酸カルシウム、塩基性炭酸マグネシウム、カオリンクレー、焼成クレー、パイロフライトクレー、シラン処理クレー、合成ケイ酸カルシウム、合成ケイ酸マグネシウム、合成ケイ酸アルミニウム、炭酸マグネシウム、水酸化アルミニウム、水酸化マグネシウム、酸化マグネシウム、カオリン、セリサイト、タルク、微粉タルク、ウォラスナイト、ゼオライト、ゾーノトナイト、アスベスト、ＰＭＦ（Ｐｒｏｃｅｓｓｅｄ Ｍｉｎｅｒａｌ Ｆｉｂｅｒ）、セピオライト、チタン酸カリウム、エレスタダイト、石膏繊維、ガラスバルン、シリカバルン、ハイドロタルサイト、フライアッシュバルン、シラスバルン、カーボン系バルン、アルミナ、硫酸バリウム、硫酸アルミニウム、硫酸カルシウム、二硫化モリブデン等が挙げられる。 Examples of fillers include silica, heavy calcium carbonate, pepper, light calcium carbonate, ultrafine activated calcium carbonate, special calcium carbonate, basic magnesium carbonate, kaolin clay, calcined clay, pyroflight clay, and silane-treated clay. , Synthetic calcium silicate, synthetic magnesium silicate, synthetic aluminum silicate, magnesium carbonate, aluminum hydroxide, magnesium hydroxide, magnesium oxide, kaolin, sericite, talc, fine talc, wollastonite, zeolite, zonotonite, asbestos, PMF (Processed Mineral Fiber), sepiolite, potassium titanate, elastadite, gypsum fiber, glass balun, silica balun, hydrotalcite, fly ash balun, shirasu balun, car Emissions-based balloon, alumina, barium sulfate, aluminum sulfate, calcium sulfate, molybdenum disulfide, and the like.
補強剤としては、例えば、ＳＡＦカーボンブラック、ＩＳＡＦカーボンブラック、ＨＡＦカーボンブラック、ＦＥＦカーボンブラック、ＧＰＦカーボンブラック、ＳＲＦカーボンブラック、ＦＴカーボンブラック、ＭＴカーボンブラック、アセチレンカーボンブラック、ケッチェンブラック等が挙げられる。 Examples of the reinforcing agent include SAF carbon black, ISAF carbon black, HAF carbon black, FEF carbon black, GPF carbon black, SRF carbon black, FT carbon black, MT carbon black, acetylene carbon black, ketjen black and the like. .
金属酸化物としては、例えば、亜鉛華、活性亜鉛華、表面処理亜鉛華、炭酸亜鉛、複合亜鉛華、複合活性亜鉛華、表面処理酸化マグネシウム、酸化マグネシウム、水酸化カルシウム、極微細水酸化カルシウム、一酸化鉛、鉛丹、鉛白等が挙げられる。 Examples of the metal oxide include zinc white, activated zinc white, surface-treated zinc white, zinc carbonate, composite zinc white, composite active zinc white, surface-treated magnesium oxide, magnesium oxide, calcium hydroxide, ultrafine calcium hydroxide, Lead monoxide, red lead, white lead, etc. are mentioned.
老化防止剤としては、例えば、ナフチルアミン系、ジフェニルアミン系、ｐ−フェニレンジアミン系、キノリン系、ヒドロキノン誘導体系、モノ、ビス、トリス、ポリフェノール系、チオビスフェノール系、ヒンダートフェノール系、亜リン酸エステル系、イミダゾール系、ジチオカルバミン酸ニッケル塩系、リン酸系等が挙げられる。 Antiaging agents include, for example, naphthylamine, diphenylamine, p-phenylenediamine, quinoline, hydroquinone derivative, mono, bis, tris, polyphenol, thiobisphenol, hindered phenol, phosphite Imidazole, nickel dithiocarbamate, phosphoric acid and the like.
加工助剤としては、例えば、ステアリン酸、オレイン酸、ラウリル酸、ステアリン酸亜鉛、ステアリン酸カルシウム、ステアリン酸カリウム、ステアリン酸ナトリウム、ステアリルアミン等が挙げられる。 Examples of the processing aid include stearic acid, oleic acid, lauric acid, zinc stearate, calcium stearate, potassium stearate, sodium stearate, stearylamine and the like.
また、本発明の熱可塑性エラストマーには、ゴム成分として（Ａ）アクリルゴム以外のゴムを配合することもできる。例えば、スチレン−ブタジエン共重合ゴム、ブタジエンゴム、イソプレンゴム、ブタジエン−イソプレン共重合ゴム、スチレン−ブタジエン−イソプレン共重合ゴム、アクリロニトリル−ブタジエン共重合ゴム、ブチルゴム、天然ゴム、クロロプレンゴム等が挙げられる。 Moreover, rubber other than (A) acrylic rubber can also be mix | blended with the thermoplastic elastomer of this invention as a rubber component. Examples thereof include styrene-butadiene copolymer rubber, butadiene rubber, isoprene rubber, butadiene-isoprene copolymer rubber, styrene-butadiene-isoprene copolymer rubber, acrylonitrile-butadiene copolymer rubber, butyl rubber, natural rubber, chloroprene rubber and the like.
<<<熱可塑性エラストマー>>>
熱可塑性エラストマーは、（Ａ）アクリルゴム１００質量部と、（Ｂ）熱可塑性ポリエステル１５〜７０質量部とを含む溶融混合物を、（Ｃ）架橋剤の存在下において動的架橋させて得られる。動的架橋とは、（Ａ）アクリルゴムと、（Ｂ）熱可塑性ポリエステルとを含む混合物を混練しながら架橋を進行させることをいう。
<<< Thermoplastic elastomer >>>
The thermoplastic elastomer is obtained by dynamically crosslinking a molten mixture containing (A) 100 parts by mass of acrylic rubber and (B) 15 to 70 parts by mass of a thermoplastic polyester in the presence of (C) a crosslinking agent. Dynamic cross-linking means that cross-linking proceeds while kneading a mixture containing (A) acrylic rubber and (B) thermoplastic polyester.
（Ａ）アクリルゴムと、（Ｂ）熱可塑性ポリエステルとの溶融混練は、（Ｂ）熱可塑性ポリエステルの融点より高く、（Ａ）アクリルゴムの分解開始温度程度、具体的には１００〜３５０℃、好ましくは１５０〜３００℃、より好ましくは１８０〜２８０℃で行えばよい。 The melt kneading of (A) acrylic rubber and (B) thermoplastic polyester is higher than the melting point of (B) thermoplastic polyester, (A) about the decomposition start temperature of acrylic rubber, specifically 100 to 350 ° C, Preferably it may be carried out at 150 to 300 ° C, more preferably 180 to 280 ° C.
（Ａ）アクリルゴムと（Ｂ）熱可塑性ポリエステルとを含む混合物の混練には、一軸押出機、二軸押出機、二軸ローター型押出機等の連続式押出機や、加圧型ニーダー、バンバリーミキサー、ブラベンダーミキサー等の密閉式混練機を使用することができる。通常、こうして動的に架橋された（Ａ）アクリルゴムは、熱可塑性ポリエステルのマトリックス相に微分散される。このような相構造を形成することにより、（Ａ）アクリルゴムが架橋されているにも関わらず、エラストマーは熱可塑性（流動性）を有する。従って、熱可塑性エラストマーは、押出成形法、射出成形法、ブロー成形法、圧縮成形法等、公知の熱可塑性樹脂の成形方法により所定形状に成形加工することができる。 For kneading a mixture containing (A) acrylic rubber and (B) thermoplastic polyester, continuous extruders such as a single screw extruder, twin screw extruder, twin screw rotor type extruder, pressure kneader, and Banbury mixer A closed kneader such as a Brabender mixer can be used. Usually, the dynamically crosslinked (A) acrylic rubber is finely dispersed in the matrix phase of the thermoplastic polyester. By forming such a phase structure, the elastomer has thermoplasticity (fluidity) even though (A) the acrylic rubber is crosslinked. Therefore, the thermoplastic elastomer can be molded into a predetermined shape by a known thermoplastic resin molding method such as an extrusion molding method, an injection molding method, a blow molding method, or a compression molding method.
本発明の熱可塑性エラストマーは、良好な耐油性や耐熱性を有し、強度、伸び、及びシール性などに優れる。そのため、当該熱可塑性エラストマーは、オイルクーラーホース、エアーダクトホース、パワーステアリングホース、コントロールホース、インタークーラーホース、トルコンホース、オイルリターンホース、耐熱ホース等の各種ホース材、燃料ホース材、ベアリングシール、バルクステムシール、各種オイルシール、Ｏ−リング、パッキン、ガスケット等のシール材、各種ダイヤフラム、ゴム板、ベルト、オイルレベルゲージ、ホースマスキング、配管断熱材等の被覆材、ロール等に好適に利用することができる。 The thermoplastic elastomer of the present invention has good oil resistance and heat resistance, and is excellent in strength, elongation, sealability and the like. Therefore, the thermoplastic elastomers are oil cooler hose, air duct hose, power steering hose, control hose, intercooler hose, torque converter hose, oil return hose, heat-resistant hose and other various hose materials, fuel hose materials, bearing seals, bulk stems. It can be suitably used for sealing materials such as seals, various oil seals, O-rings, packings, gaskets, various diaphragms, rubber plates, belts, oil level gauges, hose masking, piping insulation materials, rolls, etc. it can.
以下、本発明の具体的な実施例について説明するが、本発明はこれに限られることはない。 Hereinafter, although the specific Example of this invention is described, this invention is not limited to this.
＜アクリルゴムの重合＞
水２００質量部、ドデシルベンゼンスルホン酸ナトリウム２質量部、硫酸第一鉄０．０１質量部、エチレンジアミン４酢酸ナトリウム０．０３質量部、ヒドロキシメタンスルフィン酸ナトリウム二水和物０．０５質量部を、窒素置換したステンレス製反応器に仕込み、単量体として表１に示す材料を表１に示す割合で、１，１，３，３−テトラメチルブチルハイドロパーオキサイド０．１質量部と共に２時間かけて滴下し、反応温度３０℃で３時間かけて乳化重合させた。なお、表１に示す数値は質量部であり、表１に示す材料表示の具体名は、次の通りである。
ＥＡ：アクリル酸エチル
ＢＡ：アクリル酸ブチル
ＭＥＡ：アクリル酸２−メトキシエチル
ＩＢＡ：アクリル酸イソブチル
ＩＰＭＡ：メタクリル酸イソプロピル
ＤＣＰＡ：アクリル酸ジシクロペンテニル
ＤＶＢ：ジビニルベンゼン
<Acrylic rubber polymerization>
200 parts by weight of water, 2 parts by weight of sodium dodecylbenzenesulfonate, 0.01 parts by weight of ferrous sulfate, 0.03 parts by weight of sodium ethylenediaminetetraacetate, 0.05 parts by weight of sodium hydroxymethanesulfinate dihydrate, Charged to a stainless steel reactor purged with nitrogen, the materials shown in Table 1 as monomers in the proportions shown in Table 1, together with 0.1 parts by mass of 1,1,3,3-tetramethylbutyl hydroperoxide over 2 hours The mixture was added dropwise and subjected to emulsion polymerization at a reaction temperature of 30 ° C. over 3 hours. In addition, the numerical value shown in Table 1 is a mass part, and the specific name of the material display shown in Table 1 is as follows.
EA: ethyl acrylate BA: butyl acrylate MEA: 2-methoxyethyl acrylate IBA: isobutyl acrylate IPMA: isopropyl methacrylate DCPA: dicyclopentenyl acrylate DVB: divinylbenzene
得られた反応生成物（ラテックス）を１％塩化カルシウム水溶液に滴下し、アクリルゴムを凝固させた。この凝固物を十分に水洗した後、８０℃で２４時間乾燥させることにより、（Ａ）アクリルゴムＡ−１〜Ａ−４（実施例用）及びＡ’−１〜Ａ’−４（比較例用）を得た。 The obtained reaction product (latex) was dropped into a 1% calcium chloride aqueous solution to coagulate the acrylic rubber. After thoroughly washing this coagulated product with water, it is dried at 80 ° C. for 24 hours, whereby (A) acrylic rubbers A-1 to A-4 (for examples) and A′-1 to A′-4 (comparative examples). For).
得られたアクリルゴムのゲル分を、下記のようにして測定した。その結果も表１に示す。
＜ゲル分の測定＞
０．２ｇのアクリルゴムを秤量し、溶媒としてアセトンを使用したソックスレー抽出を４８時間行い、次式によりゲル分を算出した。
ゲル分（％）＝［抽出後重量（ｇ）／抽出前重量（ｇ）］×１００
The gel content of the obtained acrylic rubber was measured as follows. The results are also shown in Table 1.
<Measurement of gel content>
0.2 g of acrylic rubber was weighed, Soxhlet extraction using acetone as a solvent was performed for 48 hours, and the gel content was calculated by the following formula.
Gel content (%) = [weight after extraction (g) / weight before extraction (g)] × 100
＜熱可塑性エラストマーの合成＞
（Ａ）アクリルゴム及び（Ｂ）熱可塑性ポリエステルとして表２に示す材料を表２に示す量で使用し、温度２５０℃、ブレード回転数１００ｒｐｍに設定したバンバリーミキサーに投入し、トルクが一定になるまで混練を行った。次に（Ｃ）架橋剤として表２に示す材料を表２に示す量追加投入し、トルクが一定になるまで混練を行い、熱可塑性エラストマー（実施例１〜５、比較例１〜４）を合成した。なお、表２に示す数値は質量部であり、表２に示す材料表示の具体名は次の通りである。
ＰＢＴ：ポリブチレンテレフタレート
ＰＴＴ：ポリトリメチレンテレフタレート
ＰＥＴ：ポリエチレンテレフタレート
Ｈ２５Ｂ：２，５−ジメチル−２，５−ジ（ｔ−ブチルパーオキシ）−ヘキサン
ＰＭＴＯＰ：３，３，５，７，７−ペンタメチル−１，２，４−トリオキセパン
<Synthesis of thermoplastic elastomer>
The materials shown in Table 2 are used as (A) acrylic rubber and (B) thermoplastic polyester in the amounts shown in Table 2, and the mixture is put into a Banbury mixer set at a temperature of 250 ° C. and a blade rotation speed of 100 rpm, and the torque becomes constant. Until kneading. Next, (C) the materials shown in Table 2 as the crosslinking agent are added in the amount shown in Table 2 and kneaded until the torque becomes constant, and the thermoplastic elastomers (Examples 1 to 5, Comparative Examples 1 to 4) are added. Synthesized. In addition, the numerical value shown in Table 2 is a mass part, and the specific name of the material display shown in Table 2 is as follows.
PBT: polybutylene terephthalate PTT: polytrimethylene terephthalate PET: polyethylene terephthalate H25B: 2,5-dimethyl-2,5-di (t-butylperoxy) -hexane PMTOP: 3,3,5,7,7-pentamethyl -1,2,4-Trioxepane
得られた各実施例及び比較例の熱可塑性エラストマーをバンバリーミキサーから取り出し、冷却プレスによってパンケーキ状に圧縮した。続いて、２５０℃に加熱したプレスによって厚さ２ｍｍのシート状に成形し、その機械的物性（引張強度、伸び、硬度）、及びシール性（圧縮永久歪）を測定した。その結果も表２に示す。なお、各物性の測定方法は次の通りである。 The obtained thermoplastic elastomers of Examples and Comparative Examples were taken out from the Banbury mixer and compressed into a pancake by a cooling press. Subsequently, the sheet was formed into a sheet having a thickness of 2 mm by a press heated to 250 ° C., and its mechanical properties (tensile strength, elongation, hardness) and sealability (compression set) were measured. The results are also shown in Table 2. In addition, the measuring method of each physical property is as follows.
＜引張強度・伸び＞
ＪＩＫ Ｋ ６２５１に準拠し、試験速度５００ｍｍ／ｍｉｎにて引張強度(ＭＰａ)、伸び（％）を測定した。
＜硬度＞
ＪＩＫ Ｋ ６２５３に準拠し、スプリング硬さ試験機Ａ形によって硬度を測定した。
＜圧縮永久歪＞
ＪＩＫ Ｋ ６２６２に準拠し、ギヤーオーブン中で１５０℃／２４ｈ、２５％圧縮した後の圧縮永久歪（％）を測定した。
<Tensile strength / elongation>
Based on JIK K 6251, tensile strength (MPa) and elongation (%) were measured at a test speed of 500 mm / min.
<Hardness>
In accordance with JIK K 6253, the hardness was measured with a spring hardness tester A type.
<Compression set>
Based on JIK K 6262, compression set (%) after compression at 150 ° C./24 h for 25% in a gear oven was measured.
表２の結果から、実施例１〜５はゲル分の無いアクリルゴムを使用したので、引張強度、伸び、柔軟性に優れるのみならず、シール性にも優れていた。 From the result of Table 2, since Examples 1-5 used acrylic rubber with no gel content, they were excellent not only in tensile strength, elongation and flexibility, but also in sealing properties.
これに対し、比較例１，２は多官能単量体を使用したことによりゲル分を含むアクリルゴムを使用したので、引張強度、伸び、シール性が低かった。比較例３は架橋性単量体を含まないアクリルゴムを使用したので、アクリルゴムが架橋されず、引張強度、伸び、シール性が低かった。比較例４は架橋性単量体を過剰に含むアクリルゴムを使用したので、アクリルゴムの架橋が過度に進行したため、伸び、柔軟性、シール性が低かった。 On the other hand, Comparative Examples 1 and 2 used the acrylic rubber containing a gel content because of the use of the polyfunctional monomer, so that the tensile strength, elongation, and sealing properties were low. Since the comparative example 3 used the acrylic rubber which does not contain a crosslinkable monomer, acrylic rubber was not bridge | crosslinked and tensile strength, elongation, and the sealing performance were low. Since the comparative example 4 used the acrylic rubber which contains a crosslinkable monomer excessively, since bridge | crosslinking of acrylic rubber progressed too much, elongation, a softness | flexibility, and the sealing performance were low.
Claims (4)
（Ａ）は、
（ａ−１）一般式（１）及び／又は一般式（２）で表される単量体から選ばれる少なくとも１種と、
（ａ−２）不飽和ニトリル単量体と、
（ａ−３）一般式（３）で表される架橋性単量体から選ばれる少なくとも１種とを含み、多官能単量体を含まないアクリルゴムである、熱可塑性エラストマー。
(A)
(A-1) at least one selected from monomers represented by general formula (1) and / or general formula (2);
(A-2) an unsaturated nitrile monomer;
(A-3) A thermoplastic elastomer, which is an acrylic rubber containing at least one selected from crosslinkable monomers represented by the general formula (3) and not containing a polyfunctional monomer.
（ａ−１）を７０〜１００質量部、
（ａ−２）を０〜３０質量部、
（ａ−１）と（ａ−２）の合計１００質量部に対して、（ａ−３）を０．５〜５質量部含む、請求項１又は２に記載の熱可塑性エラストマー。 (A) Acrylic rubber
70 to 100 parts by mass of (a-1),
0 to 30 parts by mass of (a-2),
The thermoplastic elastomer according to claim 1 or 2, comprising 0.5 to 5 parts by mass of (a-3) with respect to a total of 100 parts by mass of (a-1) and (a-2).
（Ｂ）を１５〜７０質量部含む混合物を、
（Ａ）１００質量部に対して（Ｃ）が０．１〜５質量部存在する条件下にて動的に架橋させてなる、請求項１〜３のいずれか１項に記載の熱可塑性エラストマー。 100 parts by mass of (A),
A mixture containing 15 to 70 parts by mass of (B),
(A) The thermoplastic elastomer according to any one of claims 1 to 3, wherein the thermoplastic elastomer is dynamically cross-linked under the condition that 0.1 to 5 parts by mass of (C) is present with respect to 100 parts by mass. .
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| JP2014170094A JP2016044250A (en) | 2014-08-25 | 2014-08-25 | Thermoplastic elastomer |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2023008482A1 (en) * | 2021-07-28 | 2023-02-02 | 株式会社大阪ソーダ | Thermoplastic material composition |
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| WO2023008482A1 (en) * | 2021-07-28 | 2023-02-02 | 株式会社大阪ソーダ | Thermoplastic material composition |
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