CN103910829B - rubber composition and golf ball - Google Patents
rubber composition and golf ball Download PDFInfo
- Publication number
- CN103910829B CN103910829B CN201310180858.6A CN201310180858A CN103910829B CN 103910829 B CN103910829 B CN 103910829B CN 201310180858 A CN201310180858 A CN 201310180858A CN 103910829 B CN103910829 B CN 103910829B
- Authority
- CN
- China
- Prior art keywords
- butyl
- rubber composition
- tert
- weight portions
- formula
- 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.)
- Expired - Fee Related
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 58
- 239000005060 rubber Substances 0.000 title claims abstract description 58
- 239000000203 mixture Substances 0.000 title claims abstract description 54
- 239000000654 additive Substances 0.000 claims abstract description 32
- 230000000996 additive effect Effects 0.000 claims abstract description 32
- 150000001993 dienes Chemical class 0.000 claims abstract description 32
- 229920006295 polythiol Polymers 0.000 claims abstract description 29
- 229920000642 polymer Polymers 0.000 claims abstract description 28
- 239000003054 catalyst Substances 0.000 claims abstract description 22
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 18
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- -1 unsaturated fatty acid zinc salt Chemical class 0.000 claims description 31
- 239000003963 antioxidant agent Substances 0.000 claims description 21
- 230000003078 antioxidant effect Effects 0.000 claims description 21
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 239000000945 filler Substances 0.000 claims description 9
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 6
- KDGNCLDCOVTOCS-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OOC(C)(C)C KDGNCLDCOVTOCS-UHFFFAOYSA-N 0.000 claims description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
- 229910052779 Neodymium Inorganic materials 0.000 claims description 5
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims description 5
- 239000004925 Acrylic resin Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- JCCIFDCPHCKATH-UHFFFAOYSA-N 2-methylbutan-2-yl acetate Chemical compound CCC(C)(C)OC(C)=O JCCIFDCPHCKATH-UHFFFAOYSA-N 0.000 claims description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 3
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 3
- ODCCJTMPMUFERV-UHFFFAOYSA-N ditert-butyl carbonate Chemical compound CC(C)(C)OC(=O)OC(C)(C)C ODCCJTMPMUFERV-UHFFFAOYSA-N 0.000 claims description 3
- OQIOVJHINWLQCM-UHFFFAOYSA-J dizinc prop-2-enoate Chemical compound [Zn++].[Zn++].[O-]C(=O)C=C.[O-]C(=O)C=C.[O-]C(=O)C=C.[O-]C(=O)C=C OQIOVJHINWLQCM-UHFFFAOYSA-J 0.000 claims description 3
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims description 3
- DZBOAIYHPIPCBP-UHFFFAOYSA-L magnesium;2-methylprop-2-enoate Chemical compound [Mg+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O DZBOAIYHPIPCBP-UHFFFAOYSA-L 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- WMOVHXAZOJBABW-UHFFFAOYSA-N tert-butyl acetate Chemical compound CC(=O)OC(C)(C)C WMOVHXAZOJBABW-UHFFFAOYSA-N 0.000 claims description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- YOWMSIHCBHNOSS-UHFFFAOYSA-N C(C=C)(=O)O.C[Zn]C Chemical compound C(C=C)(=O)O.C[Zn]C YOWMSIHCBHNOSS-UHFFFAOYSA-N 0.000 claims 1
- 125000001118 alkylidene group Chemical group 0.000 claims 1
- 239000001273 butane Substances 0.000 claims 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical group CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims 1
- 150000002978 peroxides Chemical class 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- KVWOTUDBCFBGFJ-UHFFFAOYSA-N tert-butyl 2-methylpropanoate Chemical compound CC(C)C(=O)OC(C)(C)C KVWOTUDBCFBGFJ-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
- 239000005020 polyethylene terephthalate Substances 0.000 description 7
- 229920000139 polyethylene terephthalate Polymers 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- 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 4
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 229920006037 cross link polymer Polymers 0.000 description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 4
- YOEYNURYLFDCEV-UHFFFAOYSA-N tert-butyl hydroxy carbonate Chemical compound CC(C)(C)OC(=O)OO YOEYNURYLFDCEV-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 3
- 150000003568 thioethers Chemical class 0.000 description 3
- PIMBTRGLTHJJRV-UHFFFAOYSA-L zinc;2-methylprop-2-enoate Chemical compound [Zn+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O PIMBTRGLTHJJRV-UHFFFAOYSA-L 0.000 description 3
- 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 2
- VMJIDDGLSSJEFK-UHFFFAOYSA-N 1,1,5-trimethyl-3,3-bis(2-methylbutan-2-ylperoxy)cyclohexane Chemical compound CCC(C)(C)OOC1(OOC(C)(C)CC)CC(C)CC(C)(C)C1 VMJIDDGLSSJEFK-UHFFFAOYSA-N 0.000 description 2
- WMRUCXJCYZNJEI-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane butane Chemical compound C(C)(C)(C)OOC(C)(CC)OOC(C)(C)C.CCCC WMRUCXJCYZNJEI-UHFFFAOYSA-N 0.000 description 2
- HZDRGMJKJYACEQ-UHFFFAOYSA-N 2,2-dimethylpropyl 9-(2,2-dimethylpropylperoxy)-9-oxononanoate Chemical compound C(C(C)(C)C)OOC(CCCCCCCC(=O)OCC(C)(C)C)=O HZDRGMJKJYACEQ-UHFFFAOYSA-N 0.000 description 2
- IEYASXGZDIWRMO-UHFFFAOYSA-N 2-bromo-4-(2-hydroxyethoxy)-5-methoxybenzonitrile Chemical compound COC1=CC(C#N)=C(Br)C=C1OCCO IEYASXGZDIWRMO-UHFFFAOYSA-N 0.000 description 2
- RFSCGDQQLKVJEJ-UHFFFAOYSA-N 2-methylbutan-2-yl benzenecarboperoxoate Chemical compound CCC(C)(C)OOC(=O)C1=CC=CC=C1 RFSCGDQQLKVJEJ-UHFFFAOYSA-N 0.000 description 2
- MOENVKIRNUAZQX-UHFFFAOYSA-N C(C)(C)(C)OOC1(CCC(CC1)C(C)(C)C1CCC(CC1)(OOC(C)(C)C)OOC(C)(C)C)OOC(C)(C)C.CCC Chemical compound C(C)(C)(C)OOC1(CCC(CC1)C(C)(C)C1CCC(CC1)(OOC(C)(C)C)OOC(C)(C)C)OOC(C)(C)C.CCC MOENVKIRNUAZQX-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000021615 conjugation Effects 0.000 description 2
- CIKJANOSDPPCAU-UHFFFAOYSA-N ditert-butyl cyclohexane-1,4-dicarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1CCC(C(=O)OOC(C)(C)C)CC1 CIKJANOSDPPCAU-UHFFFAOYSA-N 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 235000019359 magnesium stearate Nutrition 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 150000008301 phosphite esters Chemical group 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- OLLPPRXDGALWAP-UHFFFAOYSA-N tert-butyl 2-methylpropanoate 2,2,3,3-tetramethylbutaneperoxoic acid Chemical compound C(C)(C)(C)C(C(=O)OO)(C)C.C(C)(C)(C)OC(C(C)C)=O OLLPPRXDGALWAP-UHFFFAOYSA-N 0.000 description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 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
- GPOGLVDBOFRHDV-UHFFFAOYSA-N (2-nonylphenyl) dihydrogen phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(O)O GPOGLVDBOFRHDV-UHFFFAOYSA-N 0.000 description 1
- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- IHWDIGHWDQPQMQ-UHFFFAOYSA-N 1-octadecylsulfanyloctadecane Chemical compound CCCCCCCCCCCCCCCCCCSCCCCCCCCCCCCCCCCCC IHWDIGHWDQPQMQ-UHFFFAOYSA-N 0.000 description 1
- RCJMVGJKROQDCB-UHFFFAOYSA-N 2-methylpenta-1,3-diene Chemical compound CC=CC(C)=C RCJMVGJKROQDCB-UHFFFAOYSA-N 0.000 description 1
- SHXWCVYOXRDMCX-UHFFFAOYSA-N 3,4-methylenedioxymethamphetamine Chemical compound CNC(C)CC1=CC=C2OCOC2=C1 SHXWCVYOXRDMCX-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-M 3-mercaptopropionate Chemical compound [O-]C(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-M 0.000 description 1
- IGLWCQMNTGCUBB-UHFFFAOYSA-N 3-methylidenepent-1-ene Chemical compound CCC(=C)C=C IGLWCQMNTGCUBB-UHFFFAOYSA-N 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- VLMKZCPQJZCMIJ-UHFFFAOYSA-N C(CCCCCCCCCCCCCCC)C(C(=O)O)CSCCC(=O)O Chemical class C(CCCCCCCCCCCCCCC)C(C(=O)O)CSCCC(=O)O VLMKZCPQJZCMIJ-UHFFFAOYSA-N 0.000 description 1
- UXFIQVCJHBQMGP-UHFFFAOYSA-N C(OC(C)(C)C)(OC(C)(C)C)=O.C(CCCCCCCC(=O)O)(=O)O Chemical compound C(OC(C)(C)C)(OC(C)(C)C)=O.C(CCCCCCCC(=O)O)(=O)O UXFIQVCJHBQMGP-UHFFFAOYSA-N 0.000 description 1
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- DYAHQFWOVKZOOW-UHFFFAOYSA-N Sarin Chemical compound CC(C)OP(C)(F)=O DYAHQFWOVKZOOW-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920003182 Surlyn® Polymers 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000001636 atomic emission spectroscopy Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229940067597 azelate Drugs 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002400 hexanoic acid esters Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000009616 inductively coupled plasma Methods 0.000 description 1
- 238000002354 inductively-coupled plasma atomic emission spectroscopy Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- DWLAVVBOGOXHNH-UHFFFAOYSA-L magnesium;prop-2-enoate Chemical compound [Mg+2].[O-]C(=O)C=C.[O-]C(=O)C=C DWLAVVBOGOXHNH-UHFFFAOYSA-L 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- CSWFWSPPZMEYAY-UHFFFAOYSA-N octadecyl dihydrogen phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(O)O CSWFWSPPZMEYAY-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 0.000 description 1
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to a rubber composition and a golf ball. A rubber composition includes a high cis conjugated diene polymer, a crosslinking agent, a catalyst, and an additive containing a polythiol group. The additive containing multiple thiol groups has Ra‑(‑OC(=O)RbSH)nStructure (II) wherein RaIs an alkyl group having 2 or more carbon atoms, RbIs an alkylene group having 2 or more carbon atoms, and n is an integer of 2 to 4. The content of the crosslinking agent is 10 to 45 parts by weight based on 100 parts by weight of the total amount of the high-cis conjugated diene polymer; contains a plurality ofThe molar ratio of the thiol group additive to the catalyst is 1-15.
Description
Technical field
The invention relates to a kind of rubber composition, and in particular to a kind of rubber composition containing mercapto
And use the golf that this rubber composition formed.
Background technology
Along with the rapid progress of science and technology, material and culture, quality of life constantly promote, and CRUX is movable luxuriant for wind
Tide.Originally it is considered the golf that senior noble is exclusive, also the most universal along with CRUX agitation.Participate in Gao Er
Husband ball sporter throughout each age level, irrespective of sex have much do not have deep love for person, and participate in the people of golf in recent years
The rapid increase of number.
Taiwan puts into the manufacturer of golf manufacture and grows with each passing day, and technical merit and export value the most constantly promote.
In recent years, golf production firm constantly introduces new material with new technique to improve quality and the speed of production of golf.
Such as, high-quality golf is it is necessary to have suitable hardness and good elasticity, and the strength allowing user hit fully is passed on
On ball, the flying distance of ball can be increased.Certainly, durable resistance (durability) is also a kind of importance of golf
Matter.
Summary of the invention
The present invention provides a kind of rubber composition and golf, has the physical property of excellence.
The present invention proposes a kind of rubber composition, including high-cis conjugated diolefin polymer, cross-linking agent, catalyst and contain
The additive of polythiol base.Additive containing polythiol base has Ra-(-OC (=O) RbSH)nStructure, wherein RaBe carbon number be 2
Or the alkyl of more than 2, RbBe carbon number be the methylene of 2 or more than 2, and the integer that n is 2～4.With high-cis polymerization of conjugated dienes
The total amount of thing is 100 weight portion meters, and the content of cross-linking agent is 10 weight portions～45 weight portions, preferably 15 weight portions～40 weight
Part, most preferably 20 weight portions～40 weight portions；Additive containing polythiol base is 1～15 with the mole ratio of catalyst.
In one of present invention embodiment, the content of catalyst is 0.1 weight portion～5 weight portions, preferably 0.3 weight
Part～4 weight portions, most preferably 0.5 weight portion～3 weight portions；The content of the additive containing polythiol base is 0.4 weight portion～2.5
Weight portion.
In one of present invention embodiment, the group that the additive containing polythiol base is made up of formula 1 to formula 3 selects
Compound:
Wherein n1～n9Each stand alone as the integer of 1～10.
In one of present invention embodiment, the group that the additive containing polythiol base is made up of formula 4 to formula 6 selects
Compound:
In one of present invention embodiment, the additive containing polythiol base is the compound represented by formula 4:
In one of present invention embodiment, high-cis conjugated diolefin polymer is the cis Isosorbide-5-Nitrae containing 97 moles of more than %
Poly-(the 1,3-butadiene) of bonding.
In one of present invention embodiment, high-cis conjugated diolefin polymer is the neodymium containing 1ppm～400ppm, relatively
Good is the neodymium containing 5ppm～350ppm, most preferably contains the neodymium of 50ppm～300ppm.
In one of present invention embodiment, cross-linking agent is unsaturated fatty acid zinc salt or unsaturated fatty acid magnesium salt.
In one of present invention embodiment, cross-linking agent is dizinc acrylate resin, zinc dimethacrylate, dimethacrylate
Magnesium or trimethylolpropane trimethacrylate.
In one of present invention embodiment, rubber composition also includes antioxidant, and with high-cis conjugated-diolefin (co) polymer
The total amount of compound is 100 weight portion meters, and the content of antioxidant is 0.005 weight portion～3 weight portions, preferably 0.02 weight portion
～2 weight portions, most preferably 0.05 weight portion～1 weight portion.
In one of present invention embodiment, rubber composition also includes filler, and with high-cis conjugated diolefin polymer
Total amount be 100 weight portion meters, the content of filler is 10 weight portions～60 weight portions.
In one of present invention embodiment, catalyst has a structure selected in the group being made up of formula 7 to formula 11:
Wherein R is methyl.
In one of present invention embodiment, catalyst is dibenzoyl peroxide (Dibenzoyl peroxide),
Dilauroyl peroxide (lauroyl peroxide), peroxidized t-butyl perbenzoate (t-butyl peroxy benzoate) mistake
Tert-amyl perbenzoate (tert-pentyl-perbenzoate), peroxidating tert-butyl acetate (tert-butyl-per-
Acetate), peroxidating acetic acid tert-pentyl ester (tert-pentyl-per-acetate) the 3,3,5-trimethyl tertiary fourth of peroxidating caproic acid
Ester (t-Butyl peroxy-3,3,5-trimethyl hexanoate), excessively hexahydroxy p-phthalic acid di tert butyl carbonate (di-t-
Butyl peroxy-hexahydro-terephthalate), cross Azelaic Acid di tert butyl carbonate (di-tert-butyl-peroxy-
Azelate), peroxidating tert-butyl isobutyrate (tert-Butyl peroxyisobutyrate), 2,5-dimethyl-2,5-hexichol
Formoxyl peroxyhexane (2,5-dimethyl-2,5-bis-(benzoyl peroxy) hexane), many Azelaic Acid peopentyl esters excessively
(di-neopentyl-peroxy-azelate), 1,1-di-t-butyl peroxy cyclohexane (1,1-di (tert-butylperoxy)
Cyclohexane), 1,1-di-t-butyl peroxy-3,5,5-trimethyl-cyclohexane (1,1-bis-t-butylperoxy-3,5,
5-trimethyl cyclohexane), 1,1-bis-t-amyl peroxy hexamethylene (1,1-bis-t-pentylperoxy
Cyclohexane), 1,1-bis-t-amyl peroxy-3,3,5-trimethyl-cyclohexane (1,1-bis-t-pentylperoxy-3,
3,5-trimethyl cyclohexane), 2,2-di-t-butyl peroxide butane (2,2-Di (tert-butylperoxy)
Butane), 2,2-bis-(4,4-di-t-butyl peroxide cyclohexyl) propane (2,2-Di (4,4-di (tert-butylperoxy)
Cyclohexyl) propane), BPIC t butyl peroxy isopropyl carbonate (tert-butyl peroxy isopropyl
Carbonate), t-butyl peroxy allyl carbonate (tert-butyl peroxy allyl carbonate), diethylene glycol
Two (tert-butyl group peroxocarbonates) (Di-ethylene glycol-bis (t-butyl-peroxycarbonate)), hexanediol two
(tert-butyl group peroxocarbonate) (Di-hexalene glycol-bis (t-butyl-peroxycarbonate)), 1,1 '-azo ring
Hexane-1-nitrile (1,1 '-azo-bis-1-cyclohexane carbonitrile) or 1,1 '-azo dimethyl cyclohexane-1-
Nitrile (1,1'-Azobis (cyanodimethylcyclohexane)).
The present invention proposes a kind of golf, and including core and shell, wherein core includes above-mentioned rubber composition.
The present invention proposes a kind of golf, and including core and shell, wherein core includes rubber composition, and rubber
Compositions includes high-cis conjugated diolefin polymer, cross-linking agent, catalyst and the additive containing polythiol base.Containing polythiol base
Additive there is Ra-(-OC (=O) RbSH)nStructure, wherein RaBe carbon number be the alkyl of 2 or more than 2, RbBe carbon number be 2 or 2
Above methylene, and the integer that n is 2～4.It is in terms of 100 weight portions by the total amount of high-cis conjugated diolefin polymer, cross-linking agent
Content be 10 weight portions～45 weight portions；Additive containing polythiol base is 1～15 with the mole ratio of described catalyst, relatively
Good is 1.5～12.
The shell of the rubber composition core of the aforementioned covering present invention, generally can be by two-layer or three layers of ionomeric
The base material of resin is formed, and such as, an ionic cross-linked polymer resin and the mixture of inorganic filler, such as titanium dioxide, oxygen
Change zinc, zinc stearate, magnesium stearate etc..Ionic cross-linked polymer resin can by monoolefine (mono-olefin) with there is bridge
One or more unsaturated monocarboxylic/esters with 3 to 8 carbon atoms of metallic bond (bridging metal bond) even
Or dicarboxylic acids/polyisocyanate polyaddition and obtain.The sarin (SURLYN) of such as Du Pont or the IOTEK etc. of Ai Kesen (Exxon).Sheathing material is also
Can be the polymer of other kind, not subject to the limits.
In one of present invention embodiment, the content of catalyst is 0.1 weight portion～5 weight portions, preferably 0.3 weight
Part～4 weight portions, most preferably 0.5 weight portion～3 weight portions；The content of the additive containing polythiol base is 0.4 weight portion～2.5
Weight portion.
In one of present invention embodiment, core further includes antioxidant, and with high-cis conjugated diolefin polymer
Total amount is 100 weight portion meters, and the content of antioxidant is 0.005 weight portion～3 weight portions, preferably 0.02 weight portion～2 weights
Amount part, optimal 0.05 weight portion～1 weight portion.
In one of present invention embodiment, core further includes filler, and with the total amount of high-cis conjugated diolefin polymer
Being 100 weight portion meters, the content of filler is 10 weight portions～60 weight portions.Based on above-mentioned, the present invention proposes a kind of building rubber compound
Thing and golf, containing mercapto in rubber composition, thus the hardness of the golf that is improved, elastic and resistance to beat
Property.
For the above-mentioned feature and advantage of the present invention can be become apparent, special embodiment below, and coordinate institute's accompanying drawings
It is described in detail below.
Accompanying drawing explanation
Fig. 1 be MH value change with PETP consumption graphic.
Detailed description of the invention
The rubber composition of each embodiment described in detail below and golf.
In this article, without indicate a certain group whether through replacing, then this group can represent be substituted or without
Substituted group.Such as, " alkyl " can represent the alkyl being substituted or being unsubstituted.It addition, to a certain group titled with " CX" retouch
When stating, represent that the main chain of this group has X carbon atom.
In this article, sometimes representing the structure of compound with key wire type (skeleton formula), this representation can
With omission of carbon atom, hydrogen atom and C-H bond.Structural formula has and clearly draws functional group, be then as the criterion with the person of illustrating.
In this article, sometimes using " phr (part per hundred rubber) " as the unit of additive consumption, this
It is the common term in rubber synthesis field, it is intended that " parts by weight added in the rubber of every 100 weight portions ", and the most so-called
" rubber " i.e. refers to conjugated diolefin polymer.
First embodiment provides a kind of rubber composition, including high-cis conjugated diolefin polymer, cross-linking agent, catalyst with
And the additive containing polythiol base.
High-cis conjugated diolefin polymer is to be polymerized by conjugate diene monomer.In the present embodiment, available conjugation
Diene monomers includes 1,3-butadiene, isoprene, 1,3-pentadiene, 2-ethyl-1,3-butadiene, 2,3-dimethyl butyrate two
Alkene, 2-methylpentadiene, 4-methylpentadiene, 2,4-hexadiene or a combination thereof.Conjugate diene monomer can be with art
Middle tool any means known to usually intellectual is polymerized, and repeats no more in this.
Conjugate diene monomer can carry out 1,4 polymerizations or 1,2 polymerizations to form polymer.So-called " Isosorbide-5-Nitrae polymerization ", refers to conjugation
Diene monomers bonds together via the carbon of 1 position with 4 positions.1,4 structures being polymerized by this mode can be further separated into
Cis and trans.Herein referred high-cis conjugated diolefin polymer, refers to the cis-Isosorbide-5-Nitrae bonding (cis-containing 90 moles of more than %
Conjugate diene monomer 1,4bond).In one embodiment, the ratio of cis-Isosorbide-5-Nitrae bonding can be more than 97 moles.
Cross-linking agent can be unsaturated fatty acid zinc salt or unsaturated fatty acid magnesium salt.In the present embodiment, cross-linking agent can be
Dizinc acrylate resin (zinc diacrylate, ZDA), zinc dimethacrylate (zinc dimethacrylate, ZDMA), diformazan
Base Magnesium Acrylate Prepared (magnesium dimethacrylate, MDMA) or trimethylolpropane trimethacrylate
(trimethylolpropane triacrylate,TMTPA)。
Under conditions of catalyst exists, cross-linking agent can make high-cis conjugated diolefin polymer be grafted (graft) each other
Or crosslinking, forming three-dimensional cross linked polymer, this polymer has suitable hardness and the durability being applicable to golf.
Catalyst can be co-crosslinking initiator (co-crosslinking initator), such as acyl peroxide class chemical combination
Thing, peroxyester compounds, ketal peroxide compounds, peroxycarbonates compounds and azo-compound.
In the present embodiment, the structure that catalyst is selected in can having the group being made up of formula 7 to formula 11:
Wherein R is methyl.
For example, catalyst can be dibenzoyl peroxide (Dibenzoyl peroxide), dilauroyl peroxide
(lauroyl peroxide), peroxidized t-butyl perbenzoate (t-butyl peroxy benzoate) perbenzoic acid uncle
Pentyl ester (tert-pentyl-perbenzoate), peroxidating tert-butyl acetate (tert-butyl-per-acetate), peroxidating
Acetic acid tert-pentyl ester (tert-pentyl-per-acetate) 3,3,5-trimethyl peroxidating hecanoic acid t-butyl ester (t-Butyl
Peroxy-3,3,5-trimethyl hexanoate), cross hexahydroxy p-phthalic acid di tert butyl carbonate (di-t-butyl
Peroxy-hexahydro-terephthalate), Azelaic Acid di tert butyl carbonate (di-tert-butyl-peroxy-is crossed
Azelate), peroxidating tert-butyl isobutyrate (tert-Butyl peroxyisobutyrate), 2,5-dimethyl-2,5-hexichol
Formoxyl peroxyhexane (2,5-dimethyl-2,5-bis-(benzoyl peroxy) hexane), many Azelaic Acid peopentyl esters excessively
(di-neopentyl-peroxy-azelate), 1,1-di-t-butyl peroxy cyclohexane (1,1-di (tert-butylperoxy)
Cyclohexane), 1,1-di-t-butyl peroxy-3,5,5-trimethyl-cyclohexane (1,1-bis-t-butylperoxy-3,5,
5-trimethyl cyclohexane), 1,1-bis-t-amyl peroxy hexamethylene (1,1-bis-t-pentylperoxy
Cyclohexane), 1,1-bis-t-amyl peroxy-3,3,5-trimethyl-cyclohexane (1,1-bis-t-pentylperoxy-3,
3,5-trimethyl cyclohexane), 2,2-di-t-butyl peroxide butane (2,2-Di (tert-butylperoxy)
Butane), 2,2-bis-(4,4-di-t-butyl peroxide cyclohexyl) propane (2,2-Di (4,4-di (tert-butylperoxy)
Cyclohexyl) propane), BPIC t butyl peroxy isopropyl carbonate (tert-butyl peroxy isopropyl
Carbonate), t-butyl peroxy allyl carbonate (tert-butyl peroxy allyl carbonate), diethylene glycol
Two (tert-butyl group peroxocarbonates) (Di-ethylene glycol-bis (t-butyl-peroxycarbonate)), hexanediol two
(tert-butyl group peroxocarbonate) (Di-hexalene glycol-bis (t-butyl-peroxycarbonate)), 1,1 '-azo ring
Hexane-1-nitrile (1,1 '-azo-bis-1-cyclohexane carbonitrile) or 1,1 '-azo dimethyl cyclohexane-1-
Nitrile (1,1'-Azobis (cyanodimethylcyclohexane)).
It is noted that the rubber composition of the present invention, owing to having the additive containing polythiol base, is consequently adapted to especially
Make the golf of hardness, elasticity and the durable resistance with excellence.The described additive containing polythiol base has Ra-(-OC
(=O) RbSH)nStructure, wherein RaBe carbon number be the alkyl of 2 or more than 2, RbBe carbon number be the methylene of 2 or more than 2, n be 2～
The integer of 4.
In the present embodiment, the compound selected in the group that the additive containing polythiol base is made up of formula 1 to formula 3:
Wherein n1～n9Each stand alone as the integer of 1～10.
More specifically, the chemical combination selected in the group that the additive containing polythiol base can be made up of formula 4 to formula 6
Thing:
Rubber composition adds containing the additive of polythiol base can adjust after crosslinked polymer further hard
Degree, elastic and durable resistance.
In the rubber composition of first embodiment, if being 100 weight portions with the total amount of high-cis conjugated diolefin polymer
Meter, the content of cross-linking agent is 10 weight portions～45 weight portions, preferably 15 weight portions～40 weight portions, optimal about 20 weight portions
～about 40 weight portions, the content of catalyst is about 0.1 weight portion～about 5 weight portions, preferably about 0.3 weight portion～about 4 weight
Part, optimal about 0.5 weight portion～about 3 weight portions, the content containing the additive of polythiol base is about 0.4 weight portion～about 2.5
Weight portion.
The rubber composition of first embodiment also can comprise filler, to promote wearability and the hardness of rubber composition.Fill out
Material can be zinc oxide, magnesium oxide, calcium oxide, silicon oxide, calcium stearate or magnesium stearate.If the rubber group of first embodiment
Compound comprises filler, is in terms of 100 weight portions by the total amount of high-cis conjugated diolefin polymer, its content can be about 10 weight portions～
About 60 weight portions.
The rubber composition of first embodiment also can comprise antioxidant.Wherein antioxidant preferably uses: phenol system antioxidation
The materials such as agent, thioether system antioxidant, phosphorous antioxidant or chelating agen, the addition of above-mentioned phenol system antioxidant is with 0.005
Weight portion～2.0 weight portions are preferable.Phenol system antioxidant is such as: octadecyl-(3,5-double-tert-butyl group-4-hydroxyphenyl)-the third
Acid esters (EVERNOX 76GD), triethylene glycol-bis-[3-(the 3-tert-butyl group-5-methyl-4-hydroxyphenyl)-propionic ester], four [methylenes
Base-3-(3,5-double-tert-butyl group-4-hydroxyphenyl)-propionic ester] methane, the 2-tert-butyl group-6-(the 3-tert-butyl group-2-hydroxy-5-methyl base
Benzyl)-4-aminomethyl phenyl acrylate, 2,2 '-methylene base-bis-(4-methyl-6-tert butyl phenol), double (the 4-first of 2,2 '-sulfur
Base-6-tert-butyl phenol), 2,2 '-sulfur generation-diethyl support group-bis-[3-(3,5-dual-tert-butyl-4-hydroxyphenyl) propionic ester], 2,2 '-second
Diamides-bis-[ethyl-3-(3,5-pair-tert-butyl group-4-hydroxyphenyl) propionic ester] etc..
The addition of thioether system antioxidant is preferable with 0.005 weight portion～2.0 weight portions.Thioether system antioxidant example
Such as: distearyl thiodipropionic acid ester, two palmityl thiodipropionic acid esters, five erithritol-four-(β-ten dimethyl-sulfur propionic esters), double
Octadecyl thioether etc..
Phosphorous antioxidant is phosphite ester system antioxidant or phosphate ester system antioxidant, and its addition is with 0.015 weight
Amount part～2.0 weight portions are preferred.Phosphorous antioxidant is such as: three (nonyl phenyl) phosphite ester, dodecyl phosphite ester, ring
Double (the 3-methyl-6-tert butyl phenyl-bis--ten of shape neopentane tetralyl double (octadecyl phosphite ester), 4,4 '-butylidene
Trialkyl phosphite), three (2,4-tert-butyl-phenyl) phosphite ester, four (2,4-tert-butyl-phenyls)-4,4 ' xenyl phosphoric acid
Ester, 9,10-dihydro-9-oxy-10-phosphoric acid phenanthrene-10-oxygen support etc..The addition of chelating agen is with 0.001 weight portion～2.0 weight portions
It is preferred.Chelating agen is such as: dibenzoyl methane, the sodium salt etc. of diethylamine four acetic acid.The present invention can use any one known
Antioxidant, the most commercially available EVERNOX 76GD (wonderful spring industry manufacture).If the rubber composition bag of first embodiment
Containing antioxidant, be in terms of 100 weight portions by the total amount of high-cis conjugated diolefin polymer, its content can be about 0.05 weight portion～
About 1 weight portion.
Second embodiment provides a kind of golf, and it includes aforesaid rubber composition.Additionally, the height of the second embodiment
Golf ball can be the multiple structure including core with shell, and in this situation, aforementioned rubber compositions can make golf
The core of ball；The golf of the second embodiment can also be integrally formed object, in this situation, and aforementioned rubber compositions
Golf can be made overall.
＜ tests ＞
By enumerating experiment, the effect of the present invention is described below.But, the present invention is not limited to following experimental example.
Carry out step (1): by high-cis (cis-1,4 bonding is higher than the 98%) polybutadiene rubber (high-of 100phr
Cis polybutadiene, HBR) (PR-040G, strange U.S. industry；With Ultima-2 equipment, measure sensing coupled plasma-
Atomic radiation spectrum (Inductively Coupled Plasma with Atomic Emission Spectroscopy,
ICP-AES) neodymium content 160ppm is recorded) after mixing 1 minute, the additive containing polythiol base of interpolation 0.4phr, mixing 2 points
Clock.This experiment uses the chemistry that forms sediment to manufacture, and purity is four (3-mercapto propanoic acid) pentaerythritol ester of 95%
(pentaerythrityl tetra (3-mercapto-propionate), PETP) is as the additive containing polythiol base.It
After, the filler (ZnO) of interpolation 20phr and the antioxidant (EVERNOX 76GD) of 0.2phr, mixing 3 minutes.Afterwards, then add
The cross-linking agent (ZDA) of 23phr, the temperature of question response system is discharging later less than 90 DEG C.Step (1) is to mix in Banbury formula
Machine is carried out.
Carry out step (2): aging 30 minutes of the raw material making step (1) prepare, then add the 1 of 0.5phr, double (the tertiary fourth of 1-
Base peroxy)-3,3,5-trimethyl-cyclohexane (1,1-Bis (tert-butylperoxy)-3,3,5-
Trimethylcyclohexane, trade name Lupersol 231 (Atochem Yoshitomi Ltd.)) as catalyst, make
Reaction is carried out 3 minutes, to obtain the rubber composition of experimental example 1.This step is to carry out in cylinder (Roll) formula mixer.
After the rubber composition of experimental example 1 is made golf, carry out the test of PGA, COR and durable resistance.Can
With any conventional approaches, rubber composition being made golf, its details repeats no more in this.Various test results are shown in table
1.Principle and the character of reaction of these tests are described in detail below.
Comparison example 1～3 and the rubber composition of experimental example 2～4 and golf in the same manner, difference exists
PETP is not added in, comparative example 1, and comparative example 2～3 and the PETP of PETP addition and experimental example 1 of experimental example 2～4
Addition is different, as shown in table 1.
The mooney viscosity of Mooney: rubber composition is to measure with reference to ASTM D-1646 mode with MV-2000 machine, surveys
Amount temperature condition is 100 DEG C, and the measurement time is 1+4 minute.
High torque (MH) value: the character of rubber composition is to use Alpha Technologies instrument company to manufacture
The Dynamic Mechanical Analyzer of model RPA 2000 measures high torque, and measuring temperature conditions is 160 DEG C, and the measurement time is 15 points
Clock, rotational angle is 1 degree.In table, numerical value is the highest, represents that finished product bridge formation density is the highest, is less susceptible to the damage in energy transmission
Lose.
PGA (Professional Golfers Association compression): be the foundation judging soft durometer.
Golf is bestowed continuous load (200lb), observes its deformation quantity or fixed displacement.Generally, the PGA value of premium golf balls
Between 80～90.
COR (Coefficient of Restitution) is to judge elastic foundation.With the similar device bombarding machine, if
Determining fixed speed (125ft/s) and launch ball, note down ball rebound velocity, ball rebound velocity is COR value divided by emission rate, and this value is the highest
Represent that elasticity is the best.Generally, the COR value of premium golf balls is between 0.805～0.815.
The tester table of resistance to degree of beating is identical with the tester table of COR.Repeatedly launch with fixed speed (125ft/s), clash into,
Launch again ..., the shock number of times that test golf can bear, generally with 100 times for minimum door, and senior ball need to be more than
800 times.
From table 1 it follows that relative to not adding the comparative example 1 of polythiol based additive, if polythiol base adds
The consumption of agent too much or very few (comparative example 2 with comparative example 3), then MH, PGA, COR of the golf prepared and durable resistance
Character does not increase counter subtracting.But, if addition is suitably (experimental example 1 to experimental example 4), then can comprehensively improve golf
MH, PGA, COR and durable resistance.The origin cause of formation of this phenomenon, is because the mercapto additive of excess can cause similar lubrication prescription by inference
Effect, cannot be mixed on the contrary rubber composition in, cause effect the best.
Fig. 1 is in each comparative example and each experimental example, the MH value of golf and the graph of a relation of PETP consumption.Permissible from Fig. 1
Finding out, effective addition of PETP is between about 0.4phr to about 2.5phr.
In sum, the present invention proposes a kind of rubber composition, contains the mercapto of specified quantitative in rubber composition, thus
Be improved the physical property of rubber composition.After this rubber composition is fabricated to golf, golf can have
There are hardness, elasticity and the durable resistance of excellence.
Although the present invention is disclosed above with embodiment, so it is not limited to the present invention, any people in the art
Member, without departing from the spirit and scope of the invention, when making a little change and retouching, therefore the protection domain of the present invention is when regarding
The most attached as defined in claim is as the criterion.
Claims (13)
1. a rubber composition, including:
High-cis conjugated diolefin polymer；
Cross-linking agent；
Catalyst；And
Containing the additive of polythiol base, there is Ra-(-OC (=O) RbSH)nStructure, wherein RaBe carbon number be the alkyl of 2 or more than 2,
RbBe carbon number be the alkylidene of 2 or more than 2, and the integer that n is 2～4,
Wherein the total amount by described high-cis conjugated diolefin polymer is in terms of 100 weight portions, and the content of described cross-linking agent is 10 weights
Amount part～45 weight portions；The described additive containing polythiol base is 1～15 with the mole ratio of described catalyst, and
Wherein the total amount by described high-cis conjugated diolefin polymer is in terms of 100 weight portions, and the content of described catalyst is 0.1 weight
Amount part～5 weight portions；The content of the described additive containing polythiol base is 0.4 weight portion～2.5 weight portions.
2. rubber composition as claimed in claim 1, it is characterised in that the described additive containing polythiol base be by formula 1 to
The compound selected in the group of formula 3 composition:
Wherein n1～n9Each stand alone as the integer of 1～10.
3. rubber composition as claimed in claim 1, it is characterised in that the described additive containing polythiol base be by formula 4 to
The compound selected in the group of formula 6 composition:
4. rubber composition as claimed in claim 3, it is characterised in that the described additive containing polythiol base is by formula 4 table
The compound shown:
5. rubber composition as claimed in claim 1, it is characterised in that described high-cis conjugated diolefin polymer is for rub containing 97
Poly-(the 1,3-butadiene) of the cis-1,4 bonding of you more than %.
6. rubber composition as claimed in claim 5, it is characterised in that described high-cis conjugated diolefin polymer contains 1ppm
～the neodymium of 400ppm.
7. rubber composition as claimed in claim 1, it is characterised in that described cross-linking agent include unsaturated fatty acid zinc salt or
Unsaturated fatty acid magnesium salt.
8. rubber composition as claimed in claim 1, it is characterised in that described cross-linking agent includes dizinc acrylate resin, dimethyl
Zinc acrylate resin, magnesium dimethacrylate or trimethylolpropane trimethacrylate.
9. rubber composition as claimed in claim 1, also includes antioxidant, and with described high-cis conjugated diolefin polymer
Total amount be 100 weight portion meters, the content of described antioxidant is 0.005 weight portion～3 weight portions.
10. rubber composition as claimed in claim 1, also includes filler, and with described high-cis conjugated diolefin polymer
Total amount is 100 weight portion meters, and the content of described filler is 10 weight portions～60 weight portions.
11. rubber compositions as claimed in claim 1, it is characterised in that described catalyst has and is made up of formula 7 to formula 11
The structure selected in group:
Wherein R is methyl.
12. rubber compositions as claimed in claim 1, it is characterised in that described catalyst is dibenzoyl peroxide, peroxide
Change lauroyl, peroxidized t-butyl perbenzoate peroxide acid tert-amyl acetate, peroxidating tert-butyl acetate, peroxidating acetic acid uncle
Pentyl ester 3,3,5-trimethyl peroxidating hecanoic acid t-butyl ester, excessively hexahydroxy p-phthalic acid di tert butyl carbonate, the excessively tertiary fourth of Azelaic Acid two
Ester, peroxidating tert-butyl isobutyrate, 2,5-dimethyl-2,5-dibenzoyl peroxyhexane, many Azelaic Acid peopentyl ester, 1,1-excessively
Di-t-butyl peroxy cyclohexane, 1,1-di-t-butyl peroxy-3,5,5-trimethyl-cyclohexane, 1,1-bis-t-amyl peroxy hexamethylene
Alkane, 1,1-bis-t-amyl peroxy-3,3,5-trimethyl-cyclohexane, 2,2-di-t-butyl peroxide butane, 2,2-bis-(4,4-bis-uncle
Butyl peroxy cyclohexyl) propane, BPIC t butyl peroxy isopropyl carbonate, t-butyl peroxy allyl carbonate, diethylene glycol two
(tert-butyl group peroxocarbonate), hexanediol two (tert-butyl group peroxocarbonate), 1,1 '-azocyclohexane-1-nitrile or 1,1 '-azo diformazan
Butylcyclohexane-1-nitrile.
13. 1 kinds of golf, including:
Core；And
Shell,
It is characterized in that, described core includes the rubber group as described in any claim in claim 1 to claim 12
Compound.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW101151070A TWI465470B (en) | 2012-12-28 | 2012-12-28 | Rubber composition and golf ball |
| TW101151070 | 2012-12-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103910829A CN103910829A (en) | 2014-07-09 |
| CN103910829B true CN103910829B (en) | 2016-09-21 |
Family
ID=51036874
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310180858.6A Expired - Fee Related CN103910829B (en) | 2012-12-28 | 2013-05-16 | rubber composition and golf ball |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN103910829B (en) |
| TW (1) | TWI465470B (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101600737A (en) * | 2006-12-27 | 2009-12-09 | Jsr株式会社 | The manufacture method of modified conjugated diene polymer, modified conjugated diene polymer and rubber combination |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10105401A1 (en) * | 2001-02-07 | 2002-08-22 | Bayer Ag | Continuous process for the production of elastomers |
| US8334340B2 (en) * | 2008-10-30 | 2012-12-18 | Momentive Performance Materials, Inc. | Sulfur-containing cycloaliphatic compound, process for its preparation, filled sulfur-vulcanizable elastomer composition containing same and articles fabricated therefrom |
| US9302157B2 (en) * | 2009-11-30 | 2016-04-05 | Nike, Inc. | Solid golf ball with thin mantle layer |
-
2012
- 2012-12-28 TW TW101151070A patent/TWI465470B/en not_active IP Right Cessation
-
2013
- 2013-05-16 CN CN201310180858.6A patent/CN103910829B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101600737A (en) * | 2006-12-27 | 2009-12-09 | Jsr株式会社 | The manufacture method of modified conjugated diene polymer, modified conjugated diene polymer and rubber combination |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI465470B (en) | 2014-12-21 |
| CN103910829A (en) | 2014-07-09 |
| TW201425361A (en) | 2014-07-01 |
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