CN103910829A - rubber composition and golf ball - Google Patents
rubber composition and golf ball Download PDFInfo
- Publication number
- CN103910829A CN103910829A CN201310180858.6A CN201310180858A CN103910829A CN 103910829 A CN103910829 A CN 103910829A CN 201310180858 A CN201310180858 A CN 201310180858A CN 103910829 A CN103910829 A CN 103910829A
- Authority
- CN
- China
- Prior art keywords
- butyl
- rubber combination
- weight part
- tert
- 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.)
- Granted
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 59
- 239000005060 rubber Substances 0.000 title claims abstract description 59
- 239000000203 mixture Substances 0.000 title abstract description 5
- 239000000654 additive Substances 0.000 claims abstract description 33
- 230000000996 additive effect Effects 0.000 claims abstract description 33
- 150000001993 dienes Chemical class 0.000 claims abstract description 33
- 229920006295 polythiol Polymers 0.000 claims abstract description 29
- 229920000642 polymer Polymers 0.000 claims abstract description 27
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- -1 unsaturated fatty acids zinc salt Chemical class 0.000 claims description 34
- 239000003963 antioxidant agent Substances 0.000 claims description 22
- 230000003078 antioxidant effect Effects 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims description 12
- 238000005502 peroxidation Methods 0.000 claims description 12
- 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
- 150000001875 compounds Chemical class 0.000 claims description 10
- 239000000945 filler Substances 0.000 claims description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 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 7
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- IDJOZXROMVANRU-UHFFFAOYSA-N butoxy hydrogen carbonate Chemical group CCCCOOC(O)=O IDJOZXROMVANRU-UHFFFAOYSA-N 0.000 claims description 6
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 6
- 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
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- 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 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 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 4
- 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 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
- 239000004925 Acrylic resin Substances 0.000 claims description 3
- CJBHMAXATYEMTJ-UHFFFAOYSA-N C(OC(C)(C)C)(OC(C)(C)C)=O.OOC(C1=C(C(=C(C(=O)OO)C(=C1O)O)O)O)=O Chemical compound C(OC(C)(C)C)(OC(C)(C)C)=O.OOC(C1=C(C(=C(C(=O)OO)C(=C1O)O)O)O)=O CJBHMAXATYEMTJ-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
- 229940051250 hexylene glycol Drugs 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 150000002978 peroxides Chemical class 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
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 claims description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical group CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 claims 1
- 125000001118 alkylidene group Chemical group 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- 239000001273 butane Substances 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
- 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
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 3
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003431 cross linking reagent Substances 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
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 229920006037 cross link polymer Polymers 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000463 material Substances 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
- 230000000694 effects Effects 0.000 description 4
- 238000005516 engineering process Methods 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
- 238000006116 polymerization reaction Methods 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
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 3
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 3
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 3
- 239000002952 polymeric resin Substances 0.000 description 3
- 239000003352 sequestering agent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003568 thioethers Chemical class 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- 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 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
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-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
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-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
- SADASWVWFZZQMO-UHFFFAOYSA-N C(C)(C)(CC)C1=C(C(=O)OO)C=CC=C1.C(C)(=O)OC(C)(C)CC Chemical compound C(C)(C)(CC)C1=C(C(=O)OO)C=CC=C1.C(C)(=O)OC(C)(C)CC SADASWVWFZZQMO-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
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 229940067597 azelate Drugs 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 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
- 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
- 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
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 230000000704 physical effect Effects 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
- 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 class CCCCCCCCCCCCCCCCCCSCCCCCCCCCCCCCCCCCC IHWDIGHWDQPQMQ-UHFFFAOYSA-N 0.000 description 1
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-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
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-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
- 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
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 1
- 239000005063 High cis polybutadiene Substances 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 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
- 239000005864 Sulphur Substances 0.000 description 1
- 229920003182 Surlyn® Polymers 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000001636 atomic emission spectroscopy Methods 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
- 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
- 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
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000006698 induction Effects 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
- 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
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 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
- 239000004408 titanium dioxide Substances 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
Landscapes
- 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; the molar ratio of the additive containing the multi-thiol group to the catalyst is 1-15.
Description
Technical field
The invention relates to a kind of rubber combination, and the golf ball that relates to especially a kind of rubber combination that contains thiol group and use this rubber combination to form.
Background technology
Along with the rapid progress of science and technology, material and culture, quality of life constantly promote, and Sport & Casual activity is luxuriant is agitation.Originally be regarded as the exclusive golf of senior noble, also more universal along with Sport & Casual agitation.Participate in golf person and spread all over each age level, irrespective of sex have much do not have deep love for person, and participate in recent years the rapid increase of number of golf.
The manufacturer that golf ball manufacture is dropped in Taiwan grows with each passing day, and state of the art and export value also constantly promote.In recent years, golf ball production firm constantly introduces novel material and new technology to improve quality and the production rate of golf ball.For example, high quality golf ball must have suitable hardness and good elasticity, allows the strength that user hits fully be communicated on ball, can increase the flying distance of ball.Certainly, durable resistance (durability) is also a kind of critical nature of golf ball.
Summary of the invention
The invention provides a kind of rubber combination and golf ball, there is excellent physical properties.
The present invention proposes a kind of rubber combination, comprises high-cis conjugated diolefin polymer, linking agent, catalyzer and the additive containing polythiol base.Additive containing polythiol base has R
a-(OC (=O) R
bsH)
nstructure, wherein R
athat carbon number is more than 2 or 2 alkyl, R
bthat carbon number is more than 2 or 2 methylene radical, and the n integer that is 2～4.Taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of linking agent is 10 weight part～45 weight parts, is preferably 15 weight part～40 weight parts, and the best is 20 weight part～40 weight parts; Be 1～15 containing the additive of polythiol base and the mole ratio of catalyzer.
In one of the present invention embodiment, the content of catalyzer is 0.1 weight part～5 weight part, is preferably 0.3 weight part～4 weight part, and the best is 0.5 weight part～3 weight part; The content that contains the additive of polythiol base is 0.4 weight part～2.5 weight part.
In one of the present invention embodiment, containing the additive of polythiol base by formula 1 to the compound of selecting in the group that formula 3 forms:
Wherein n
1～n
9be independently 1～10 integer separately.
In one of the present invention embodiment, containing the additive of polythiol base by formula 4 to the compound of selecting in the group that formula 6 forms:
In one of the present invention embodiment, be the compound being represented by formula 4 containing the additive of polythiol base:
In one of the present invention embodiment, high-cis conjugated diolefin polymer is poly-(Isosorbide-5-Nitrae-divinyl) containing more than 97 % by mole cis Isosorbide-5-Nitrae bondings.
In one of the present invention embodiment, high-cis conjugated diolefin polymer is the neodymium that contains 1ppm～400ppm, is preferably the neodymium that contains 5ppm～350ppm, the best neodymium for containing 50ppm～300ppm.
In one of the present invention embodiment, linking agent is unsaturated fatty acids zinc salt or unsaturated fatty acids magnesium salts.
In one of the present invention embodiment, linking agent is dizinc acrylate resin, zinc dimethacrylate, magnesium dimethacrylate or trimethylol propane triacrylate.
In one of the present invention embodiment, rubber combination also comprises antioxidant, and taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of antioxidant is 0.005 weight part～3 weight part, be preferably 0.02 weight part～2 weight part, the best is 0.05 weight part～1 weight part.
In one of the present invention embodiment, rubber combination also comprises filler, and taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of filler is 10 weight part～60 weight parts.
In one of the present invention embodiment, catalyzer has by formula 7 to the structure of selecting in the group that formula 11 forms:
Wherein R is methyl.
In one of the present invention embodiment, catalyzer is for being dibenzoyl peroxide (Dibenzoyl peroxide), dilauroyl peroxide (lauroyl peroxide), peroxidized t-butyl perbenzoate (t-butyl peroxy benzoate) ﹑ peroxide acid tert-amyl acetate (tert-pentyl-perbenzoate), peroxidation tert-butyl acetate (tert-butyl-per-acetate), peroxidation acetic acid tert-pentyl ester (tert-pentyl-per-acetate) ﹑ 3, 3, 5-trimethylammonium peroxidation hecanoic acid t-butyl ester (t-Butyl peroxy-3, 3, 5-trimethyl hexanoate), cross hexahydroxy-terephthalic acid di tert butyl carbonate (di-t-butyl peroxy-hexahydro-terephthalate), cross nonane diacid di tert butyl carbonate (di-tert-butyl-peroxy-azelate), peroxidation tert-butyl isobutyrate (tert-Butyl peroxyisobutyrate), 2, 5-dimethyl-2, 5-dibenzoyl peroxide hexane (2, 5-dimethyl-2, 5-bis-(benzoyl peroxy) hexane), the nonane diacid peopentyl esters (di-neopentyl-peroxy-azelate) of crossing more, 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-tert-pentyl peroxy cyclohexane (1, 1-bis-t-pentylperoxy cyclohexane), 1, 1-bis-tert-pentyl 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 isopropy1 carbonate), t-butyl peroxy allyl carbonate (tert-butyl peroxy allyl carbonate), Diethylene Glycol two (tertiary butyl peroxocarbonate) (Di-ethylene glycol-bis (t-butyl-peroxycarbonate)), hexylene glycol two (tertiary butyl peroxocarbonate) (Di-hexalene glycol-bis (t-butyl-peroxycarbonate)), 1, 1 '-azo hexanaphthene-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 ball, comprises core and shell, and wherein core comprises above-mentioned rubber combination.
The present invention proposes a kind of golf ball, comprises core and shell, and wherein core comprises rubber combination, and rubber combination comprises high-cis conjugated diolefin polymer, linking agent, catalyzer and the additive containing polythiol base.Additive containing polythiol base has R
a-(OC (=O) R
bsH)
nstructure, wherein R
athat carbon number is more than 2 or 2 alkyl, R
bthat carbon number is more than 2 or 2 methylene radical, and the n integer that is 2～4.Taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of linking agent is 10 weight part～45 weight parts; Be 1～15 containing the additive of polythiol base and the mole ratio of described catalyzer, be preferably 1.5～12.
The shell of aforementioned covering rubber combination core of the present invention, can be formed by base materials two-layer or three layers of ionic cross-linked polymer resin, for example conventionally, the mixture of ionic cross-linked polymer resin and mineral filler, as titanium dioxide, zinc oxide, Zinic stearas, Magnesium Stearate etc.Ionic cross-linked polymer resin can be had the unsaturated monocarboxylic/ester of 3 to 8 carbon atoms or dicarboxylic acid/polyisocyanate polyaddition and be obtained by monoolefine (mono-olefin) and metallic bond (bridging metal bond) one or more with bridging.The sarin (SURLYN) of such as Du Pont or the IOTEK of Ai Kesen (Exxon) etc.Sheating material can be also the polymkeric substance of other kind, not subject to the limits.
In one of the present invention embodiment, the content of catalyzer is 0.1 weight part～5 weight part, is preferably 0.3 weight part～4 weight part, and the best is 0.5 weight part～3 weight part; The content that contains the additive of polythiol base is 0.4 weight part～2.5 weight part.
In one of the present invention embodiment, core more comprises antioxidant, and taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of antioxidant is 0.005 weight part～3 weight part, be preferably 0.02 weight part～2 weight part, best 0.05 weight part～1 weight part.
In one of the present invention embodiment, core more comprises filler, and taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of filler is 10 weight part～60 weight parts.Based on above-mentioned, the present invention proposes a kind of rubber combination and golf ball, contains thiol group in rubber combination, thus the hardness of the golf ball that is improved, elasticity and durable resistance.
State feature and advantage on the present invention and can become apparent for allowing, special embodiment below, and coordinate appended graphic being described in detail below.
Brief description of the drawings
Fig. 1 be MH value change with PETP consumption graphic.
Embodiment
Rubber combination and the golf ball of each embodiment will be described in detail below.
In this article, if whether do not indicate a certain group through replacing, this group can represent the group that is substituted or is unsubstituted.For example, " alkyl " can represent the alkyl that is substituted or is unsubstituted.In addition, to a certain group titled with " C
x" describe time, represent that the main chain of this group has X carbon atom.
In this article, sometimes represent the structure of compound with key line formula (skeleton formula), this representation can omission of carbon atom, hydrogen atom and hydrocarbon key.In structural formula, have and clearly draw functional group, be as the criterion with the person of illustrating.
In this article, sometimes the unit using " phr(part per hundred rubber) " as additive consumption, this is the common term in the synthetic field of rubber, mean " parts by weight that add in the rubber of every 100 weight parts ", and so-called " rubber " refers to conjugated diolefin polymer herein.
The first embodiment provides a kind of rubber combination, comprises high-cis conjugated diolefin polymer, linking agent, catalyzer and the additive containing polythiol base.
High-cis conjugated diolefin polymer is to be polymerized by conjugate diene monomer.In the present embodiment, available conjugate diene monomer comprises 1,3-butadiene, isoprene, 1,3-pentadiene, 2-ethyl-1,3-butadiene, 2,3-dimethylbutadiene, 2-methylpentadiene, 4-methylpentadiene, 2,4-hexadiene or its combination.Conjugate diene monomer can under there is any means of conventionally knowing known to the knowledgeable in technical field and carry out polymerization, repeat no more in this.
Conjugate diene monomer can carry out Isosorbide-5-Nitrae polymerization or 1,2 polymerization to form polymkeric substance.So-called " Isosorbide-5-Nitrae polymerization ", refers to the carbon each other bonding of conjugate diene monomer via 1 position and 4 positions.The Isosorbide-5-Nitrae structure being polymerized by this mode can further be divided into cis and trans.Alleged high-cis conjugated diolefin polymer herein, refers to the conjugate diene monomer containing more than 90 % by mole cis-Isosorbide-5-Nitrae bondings (cis-1,4bond).In one embodiment, the ratio of cis-Isosorbide-5-Nitrae bonding can be more than 97 moles.
Linking agent can be unsaturated fatty acids zinc salt or unsaturated fatty acids magnesium salts.In the present embodiment, linking agent can be dizinc acrylate resin (zinc diacrylate, ZDA), zinc dimethacrylate (zinc dimethacrylate, ZDMA), magnesium dimethacrylate (magnesium dimethacrylate, or Viscoat 295 (trimethylolpropane triacrylate, TMTPA) MDMA).
Under the condition existing at catalyzer, linking agent can make high-cis conjugated diolefin polymer grafting each other (graft) or crosslinked, forms three-dimensional cross-linked polymer, and this polymkeric substance has the suitable hardness and the weather resistance that are applicable to golf ball.
Catalyzer can be co-crosslinking initiator (co-crosslinking initator), for example acyl peroxide compounds, peroxyester compounds, ketal peroxide compounds, peroxycarbonates compounds and azo-compound.
In the present embodiment, catalyzer can have by formula 7 to the structure of selecting in the group that formula 11 forms:
Wherein R is methyl.
For instance, catalyzer can be dibenzoyl peroxide (Dibenzoyl peroxide), dilauroyl peroxide (lauroyl peroxide), peroxidized t-butyl perbenzoate (t-butyl peroxy benzoate) ﹑ peroxide acid tert-amyl acetate (tert-pentyl-perbenzoate), peroxidation tert-butyl acetate (tert-butyl-per-acetate), peroxidation acetic acid tert-pentyl ester (tert-pentyl-per-acetate) ﹑ 3, 3, 5-trimethylammonium peroxidation hecanoic acid t-butyl ester (t-Butyl peroxy-3, 3, 5-trimethyl hexanoate), cross hexahydroxy-terephthalic acid di tert butyl carbonate (di-t-butyl peroxy-hexahydro-terephthalate), cross nonane diacid di tert butyl carbonate (di-tert-butyl-peroxy-azelate), peroxidation tert-butyl isobutyrate (tert-Butyl peroxyisobutyrate), 2, 5-dimethyl-2, 5-dibenzoyl peroxide hexane (2, 5-dimethyl-2, 5-bis-(benzoyl peroxy) hexane), the nonane diacid peopentyl esters (di-neopentyl-peroxy-azelate) of crossing more, 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-tert-pentyl peroxy cyclohexane (1, 1-bis-t-pentylperoxy cyclohexane), 1, 1-bis-tert-pentyl 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 (tertiary butyl peroxocarbonate) (Di-ethylene glycol-bis (t-butyl-peroxycarbonate)), hexylene glycol two (tertiary butyl peroxocarbonate) (Di-hexalene glycol-bis (t-butyl-peroxycarbonate)), 1, 1 '-azo hexanaphthene-1-nitrile (1, 1 '-azo-bis-1-cyclohexane carbonitrile) or 1, 1 '-azo dimethyl cyclohexane-1-nitrile (1, 1'-Azobis (cyanodimethylcyclohexane)).
Be noted that especially rubber combination of the present invention is due to the additive having containing polythiol base, be therefore suitable for making the golf ball with excellent hardness, elasticity and durable resistance.The described additive containing polythiol base has R
a-(OC (=O) R
bsH)
nstructure, wherein R
athat carbon number is more than 2 or 2 alkyl, R
bthat carbon number is more than 2 or 2 methylene radical, the integer that n is 2～4.
In the present embodiment, containing the additive of polythiol base by formula 1 to the compound of selecting in the group that formula 3 forms:
Wherein n
1～n
9be independently 1～10 integer separately.
More particularly, can be by formula 4 to the compound of selecting in the group that formula 6 forms containing the additive of polythiol base:
In rubber combination, add containing the additive of polythiol base and can further adjust hardness, elasticity and the durable resistance after crosslinked polymer.
In the rubber combination of the first embodiment, if taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, the content of linking agent is 10 weight part～45 weight parts, be preferably 15 weight part～40 weight parts, the best is approximately 20 weight parts～approximately 40 weight parts, the content of catalyzer is approximately 0.1 weight part～approximately 5 weight parts, be preferably approximately 0.3 weight part～approximately 4 weight part, the best is approximately 0.5 weight part～approximately 3 weight parts, and the content that contains the additive of polythiol base is approximately 0.4 weight part～approximately 2.5 weight parts.
The rubber combination of the first embodiment also can comprise filler, to promote wear resistance and the hardness of rubber combination.Filler can be zinc oxide, magnesium oxide, calcium oxide, silicon oxide, calcium stearate or magnesium stearate.If the rubber combination of the first embodiment comprises filler, taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, its content can be approximately 10 weight parts～approximately 60 weight part.
The rubber combination of the first embodiment also can comprise antioxidant.Wherein antioxidant should use: phenol is that antioxidant, thioether are the materials such as antioxidant, phosphorous antioxidant or sequestrant, above-mentioned phenol be the addition of antioxidant with 0.005 weight part～2.0 weight part for better.Phenol be antioxidant for example: octadecyl-(3, 5-pair-tertiary butyl-4-hydroxyphenyl)-propionic ester (EVERNOX76GD), triethylene glycol-bis-[3-(the 3-tertiary butyl-5-methyl-4-hydroxyphenyl)-propionic ester], four [methylene base-3-(3, 5-pair-tertiary butyl-4-hydroxyphenyl)-propionic ester] methane, the 2-tertiary butyl-6-(the 3-tertiary butyl-2-hydroxy-5-methyl base phenmethyl)-4-aminomethyl phenyl acrylate, 2, 2 '-methylene base-bis-(4-methyl-6-tert butyl phenol), 2, 2 '-sulphur two (4-methyl-6-tert butyl phenol), 2, 2 '-sulfo--diethyl support group-bis-[3-(3, 5-dual-tert-butyl-4-hydroxyphenyl) propionic ester], 2, 2 '-oxalamide-bis-[ethyl-3-(3, 5-pair-tertiary butyl-4-hydroxyphenyl) propionic ester] etc.
Thioether be the addition of antioxidant with 0.005 weight part～2.0 weight part for better.Thioether be antioxidant for example: distearyl thiodipropionic acid ester, two palmityl thiodipropionic acid esters, five tetrahydroxybutane-tetra--(β-ten dimethyl-sulphur propionic ester), two octadecyl thioethers etc.
Phosphorous antioxidant is that phosphorous acid ester is that antioxidant or phosphoric acid ester are antioxidant, and its addition is taking 0.015 weight part～2.0 weight part as good.Phosphorous antioxidant is for example: three (nonyl phenyl) phosphorous acid ester, dodecyl phosphorous acid ester, ring-type neopentane tetralyl two (octadecyl phosphorous acid ester), 4,4 '-butylidene two (3-methyl-6-tert butyl phenyl-bis--tridecyl phosphorous acid ester), three (2,4-tert-butyl-phenyl) phosphorous acid ester, four (2,4-tert-butyl-phenyl)-4,4 ' xenyl phosphoric acid ester, 9,10-dihydro-9-oxy-10-phosphoric acid phenanthrene-10-oxygen support etc.The addition of sequestrant is taking 0.001 weight part～2.0 weight part as good.Sequestrant is for example: the sodium salt of phenyl phenacyl ketone, diethylamine four acetic acid etc.The present invention can use any known antioxidant, and for example commercially available EVERNOX76GD(industry of wonderful spring is manufactured).If the rubber combination of the first embodiment comprises antioxidant, taking the total amount of high-cis conjugated diolefin polymer as 100 weight parts, its content can be approximately 0.05 weight part～approximately 1 weight part.
The second embodiment provides a kind of golf ball, and it comprises aforesaid rubber combination.In addition, the golf ball of the second embodiment can be the multilayered structure that comprises core and shell, and under this situation, aforementioned rubber combination can be made the core of golf ball; The golf ball of the second embodiment can be also integrally formed object, and under this situation, aforementioned rubber combination can be made golf ball entirety.
< tests >
Below will enumerate experiment effect of the present invention will be described.But the present invention is not limited to following experimental example.
Carry out step (1): by the high-cis of 100phr (cis Isosorbide-5-Nitrae bonding is higher than 98%) polybutadiene rubber (high-cis polybutadiene, HBR) (PR-040G, strange U.S. industry; With Ultima-2 equipment, measure induction coupled plasma-atomic radiations spectrum (Inductively Coupled Plasma with Atomic Emission Spectroscopy, ICP-AES) record neodymium content 160ppm) after mixing 1 minute, add the additive containing polythiol base of 0.4phr, mixing 2 minutes.This experiment is used the chemistry manufacture of forming sediment, and four (the 3-thiol group propionic acid) pentaerythritol ester (pentaerythrityl tetra (3-mercapto-propionate), PETP) that purity is 95% is as the additive containing polythiol base.Afterwards, add the filler (ZnO) of 20phr and the antioxidant (EVERNOX76GD) of 0.2phr, mixing 3 minutes.Afterwards, then add the linking agent (ZDA) of 23phr, the temperature of question response system is lower than dischargings after 90 DEG C.Step (1) is to carry out in Banbury formula mixing machine.
Carry out step (2): aging 30 minutes of the raw material that step (1) is made, then add 1 of 0.5phr, 1-bis(t-butylperoxy)-3,3,5-trimethyl-cyclohexane (1,1-Bis (tert-butylperoxy)-3,3,5-trimethylcyclohexane, trade(brand)name Lupersol 231(Atochem Yoshitomi Ltd.)) as catalyzer, reaction is carried out 3 minutes, to obtain the rubber combination of experimental example 1.This step is to carry out in cylinder (Roll) formula mixing machine.
After the rubber combination of experimental example 1 is made to golf ball, carry out the test of PGA, COR and durable resistance.Can any conventional approaches rubber combination be made to golf ball, its details repeats no more in this.Various test results are shown in table 1.Below in detail the principle of these tests and the character of reaction will be described.
Rubber combination and the golf ball of comparison example 1～3 and experimental example 2～4 in the same manner, difference is, comparative example 1 does not add PETP, and the PETP addition of comparative example 2～3 and experimental example 2～4 is different with the PETP addition of experimental example 1, as shown in table 1.
Mooney: the Mooney viscosity of rubber combination is to measure with reference to ASTM D-1646 mode with MV-2000 machine, measuring temperature condition is 100 DEG C, Measuring Time is 1+4 minute.
The highest moment of torsion (MH) value: the character of rubber combination is to use the dynamic mechanical analysis instrument of the model RPA2000 of Alpha Technologies instrument company manufacture to measure the highest moment of torsion, measuring temperature condition is 160 DEG C, Measuring Time is 15 minutes, and rotational angle is 1 degree.In table, numerical value is higher, represents that finished product bridge formation density is higher, is more not easy the loss in transmission ofenergy.
PGA(Professional Golfers Association compression): be the foundation of judging soft durometer.Golf ball is bestowed to continuous load (200lb), observe its deformation quantity or fixed displacement.Conventionally, the PGA value of senior golf ball is between 80～90.
COR(Coefficient of Restitution) be to judge elastic foundation.With the similar device of bombarding machine, set fixed speed (125ft/s) transmitting ball, record bounce-back speed, bounce-back speed is COR value divided by emission rate, and the higher expression elasticity of this value is better.Conventionally, the COR value of senior golf ball 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, clash into, launch again with fixed speed (125ft/s) ..., the shock number of times that test golf ball can bear, conventionally taking 100 times as minimum door, and senior ball need be greater than 800 times.
As can be seen from Table 1, with respect to the comparative example 1 that does not add polythiol based additive, if the consumption of polythiol based additive too much or very few (comparative example 2 and comparative example 3), the character of MH, PGA, COR and the durable resistance of the golf ball making does not increase counter subtracting.But, if suitably (experimental example 1 is to experimental example 4) of addition can comprehensively improve MH, PGA, COR and the durable resistance of golf ball.The origin cause of formation of this phenomenon, is the effect that can cause similar lubrication prescription because of excessive thiol group additive by inference, cannot sneak on the contrary in rubber composition, causes effect not good on the contrary.
Fig. 1 is in each comparative example and each experimental example, the MH value of golf ball and the graph of a relation of PETP consumption.As can be seen from Figure 1, effective addition of PETP between about 0.4phr between about 2.5phr.
In sum, the present invention proposes a kind of rubber combination, contains the thiol group of specified quantitative in rubber combination, thus the physical properties of the rubber combination that is improved.After this rubber combination is made into golf ball, golf ball can have excellent hardness, elasticity and durable resistance.
Although the present invention discloses as above with embodiment; so it is not in order to limit the present invention, any those skilled in the art, without departing from the spirit and scope of the invention; when doing a little change and retouching, thus the present invention's protection domain when depending on after the attached claim person of defining be as the criterion.
Claims (14)
1. a rubber combination, comprising:
High-cis conjugated diolefin polymer;
Linking agent;
Catalyzer; And
Containing the additive of polythiol base, there is R
a-(OC (=O) R
bsH)
nstructure, wherein R
athat carbon number is more than 2 or 2 alkyl, R
bthat carbon number is more than 2 or 2 alkylidene group, and the n integer that is 2～4,
Wherein, taking the total amount of described high-cis conjugated diolefin polymer as 100 weight parts, the content of described linking agent is 10 weight part～45 weight parts; Described is 1～15 containing the additive of polythiol base and the mole ratio of described catalyzer.
2. rubber combination as claimed in claim 1, is characterized in that, taking the total amount of described high-cis conjugated diolefin polymer as 100 weight parts, the content of described catalyzer is 0.1 weight part～5 weight part; The content of the described additive containing polythiol base is 0.4 weight part～2.5 weight part.
3. rubber combination as claimed in claim 1, is characterized in that, the described additive containing polythiol base by formula 1 to the compound of selecting in the group that formula 3 forms:
Wherein n
1～n
9be independently 1～10 integer separately.
4. rubber combination as claimed in claim 1, is characterized in that, the described additive containing polythiol base by formula 4 to the compound of selecting in the group that formula 6 forms:
5. rubber combination as claimed in claim 4, is characterized in that, the described additive containing polythiol base is the compound being represented by formula 4:
6. rubber combination as claimed in claim 1, is characterized in that, described high-cis conjugated diolefin polymer is poly-(Isosorbide-5-Nitrae-divinyl) containing more than 97 % by mole cis Isosorbide-5-Nitrae bondings.
7. rubber combination as claimed in claim 6, is characterized in that, the neodymium that described high-cis conjugated diolefin polymer contains 1ppm～400ppm.
8. rubber combination as claimed in claim 1, is characterized in that, described linking agent comprises unsaturated fatty acids zinc salt or unsaturated fatty acids magnesium salts.
9. rubber combination as claimed in claim 1, is characterized in that, described linking agent comprises dizinc acrylate resin, zinc dimethacrylate, magnesium dimethacrylate or trimethylol propane triacrylate.
10. rubber combination as claimed in claim 1, also comprises antioxidant, and taking the total amount of described high-cis conjugated diolefin polymer as 100 weight parts, the content of described antioxidant is 0.005 weight part～3 weight part.
11. rubber combinations as claimed in claim 1, also comprise filler, and taking the total amount of described high-cis conjugated diolefin polymer as 100 weight parts, the content of described filler is 10 weight part～60 weight parts.
12. rubber combinations as claimed in claim 1, is characterized in that, described catalyzer has by formula 7 to the structure of selecting in the group that formula 11 forms:
Wherein R is methyl.
13. rubber combinations as claimed in claim 1, is characterized in that, described catalyzer is dibenzoyl peroxide, dilauroyl peroxide, the tertiary Ding Zhi of peroxidating phenylformic acid ﹑ peroxide acid tert-amyl acetate, peroxidation tert-butyl acetate, the tertiary Wu Zhi of peroxidation acetic acid ﹑ 3,3,5-trimethylammonium peroxidation hecanoic acid t-butyl ester, cross hexahydroxy-terephthalic acid di tert butyl carbonate, cross nonane diacid di tert butyl carbonate, peroxidation tert-butyl isobutyrate, 2,5-dimethyl-2,5-dibenzoyl peroxide hexane, the nonane diacid peopentyl esters of crossing more, 1,1-di-t-butyl peroxy cyclohexane, 1,1-di-t-butyl peroxy-3,5,5-trimethyl-cyclohexane, 1,1-, bis-tert-pentyl peroxy cyclohexane, 1,1-, bis-tert-pentyl peroxy-3,3,5-trimethyl-cyclohexane, 2,2-di-t-butyl peroxide butane, 2,2-bis-(4,4-di-t-butyl peroxide cyclohexyl) propane, BPIC (t butyl peroxy isopropyl carbonate), t-butyl peroxy allyl carbonate, Diethylene Glycol two (tertiary butyl peroxocarbonate), hexylene glycol two (tertiary butyl peroxocarbonate), 1,1 '-azo hexanaphthene-1-nitrile or 1,1 '-azo dimethyl cyclohexane-1-nitrile.
14. 1 kinds of golf ball, comprising:
Core; And
Shell,
It is characterized in that, described core comprises if claim 1 is to the rubber combination as described in arbitrary claim in claim 13.
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| TW101151070A TWI465470B (en) | 2012-12-28 | 2012-12-28 | Rubber composition and golf ball |
| TW101151070 | 2012-12-28 |
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| 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 |
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| 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 |
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|---|---|---|---|---|
| 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 |
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| TWI465470B (en) | 2014-12-21 |
| CN103910829B (en) | 2016-09-21 |
| TW201425361A (en) | 2014-07-01 |
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