JP5850714B2 - ゴルフボール - Google Patents
ゴルフボール Download PDFInfo
- Publication number
- JP5850714B2 JP5850714B2 JP2011250602A JP2011250602A JP5850714B2 JP 5850714 B2 JP5850714 B2 JP 5850714B2 JP 2011250602 A JP2011250602 A JP 2011250602A JP 2011250602 A JP2011250602 A JP 2011250602A JP 5850714 B2 JP5850714 B2 JP 5850714B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- golf ball
- disulfide
- core
- bis
- 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.)
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- 229920001971 elastomer Polymers 0.000 claims description 85
- 239000005060 rubber Substances 0.000 claims description 78
- 239000000203 mixture Substances 0.000 claims description 72
- 229910052751 metal Inorganic materials 0.000 claims description 59
- 239000002184 metal Substances 0.000 claims description 59
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 claims description 58
- 150000002898 organic sulfur compounds Chemical class 0.000 claims description 50
- 150000003839 salts Chemical class 0.000 claims description 47
- 125000004432 carbon atom Chemical group C* 0.000 claims description 41
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 claims description 41
- 239000003431 cross linking reagent Substances 0.000 claims description 21
- GUUVPOWQJOLRAS-UHFFFAOYSA-N Diphenyl disulfide Chemical compound C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 claims description 19
- 238000004132 cross linking Methods 0.000 claims description 16
- 150000002736 metal compounds Chemical class 0.000 claims description 13
- 229920002857 polybutadiene Polymers 0.000 claims description 12
- 239000003999 initiator Substances 0.000 claims description 11
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- RFCQDOVPMUSZMN-UHFFFAOYSA-N 2-Naphthalenethiol Chemical compound C1=CC=CC2=CC(S)=CC=C21 RFCQDOVPMUSZMN-UHFFFAOYSA-N 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims 5
- CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical class NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 41
- -1 thionaphthols Chemical class 0.000 description 38
- 238000009826 distribution Methods 0.000 description 35
- 239000002253 acid Substances 0.000 description 29
- 239000011347 resin Substances 0.000 description 26
- 229920005989 resin Polymers 0.000 description 26
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 24
- 229920000554 ionomer Polymers 0.000 description 18
- 239000010410 layer Substances 0.000 description 17
- 125000001424 substituent group Chemical group 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 16
- 239000011701 zinc Substances 0.000 description 16
- 239000007787 solid Substances 0.000 description 15
- 239000011734 sodium Substances 0.000 description 14
- 235000021355 Stearic acid Nutrition 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 13
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 13
- 239000008117 stearic acid Substances 0.000 description 13
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- 229920003182 Surlyn® Polymers 0.000 description 11
- 238000000465 moulding Methods 0.000 description 11
- 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 11
- 230000006835 compression Effects 0.000 description 10
- 238000007906 compression Methods 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 9
- 239000011777 magnesium Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 8
- 230000007423 decrease Effects 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000000945 filler Substances 0.000 description 8
- 229910021645 metal ion Inorganic materials 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 150000003751 zinc Chemical class 0.000 description 8
- 239000005063 High cis polybutadiene Substances 0.000 description 7
- 239000000806 elastomer Substances 0.000 description 7
- 159000000000 sodium salts Chemical group 0.000 description 7
- RZWQDAUIUBVCDD-UHFFFAOYSA-M sodium;benzenethiolate Chemical group [Na+].[S-]C1=CC=CC=C1 RZWQDAUIUBVCDD-UHFFFAOYSA-M 0.000 description 7
- 239000012463 white pigment Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
- 238000004898 kneading Methods 0.000 description 6
- 150000001451 organic peroxides Chemical class 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- 229910052725 zinc Inorganic materials 0.000 description 6
- 239000011787 zinc oxide Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 5
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 5
- 239000001055 blue pigment Substances 0.000 description 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 238000000748 compression moulding Methods 0.000 description 5
- 125000004093 cyano group Chemical group *C#N 0.000 description 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 5
- 125000005843 halogen group Chemical group 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 5
- 239000005077 polysulfide Substances 0.000 description 5
- 229920001021 polysulfide Polymers 0.000 description 5
- 150000008117 polysulfides Polymers 0.000 description 5
- 125000000213 sulfino group Chemical group [H]OS(*)=O 0.000 description 5
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 5
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 4
- KVZUCOGWKYOPID-UHFFFAOYSA-N 2,4,5-Trimethoxybenzoic acid Chemical compound COC1=CC(OC)=C(C(O)=O)C=C1OC KVZUCOGWKYOPID-UHFFFAOYSA-N 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- LBKFGYZQBSGRHY-UHFFFAOYSA-N 3-hydroxy-4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1O LBKFGYZQBSGRHY-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 4
- 125000005138 alkoxysulfonyl group Chemical group 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 4
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 4
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 4
- 239000011572 manganese Substances 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 4
- 229910052761 rare earth metal Inorganic materials 0.000 description 4
- 239000002356 single layer Substances 0.000 description 4
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 4
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 3
- LLMLGZUZTFMXSA-UHFFFAOYSA-N 2,3,4,5,6-pentachlorobenzenethiol Chemical compound SC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LLMLGZUZTFMXSA-UHFFFAOYSA-N 0.000 description 3
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 3
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 3
- SKBDLRWFSRLIPP-UHFFFAOYSA-N 4,5-Dimethoxy-1,2-benzenedicarboxylic acid Chemical compound COC1=CC(C(O)=O)=C(C(O)=O)C=C1OC SKBDLRWFSRLIPP-UHFFFAOYSA-N 0.000 description 3
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 3
- 229920006347 Elastollan Polymers 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 239000004594 Masterbatch (MB) Substances 0.000 description 3
- 235000021360 Myristic acid Nutrition 0.000 description 3
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 235000021314 Palmitic acid Nutrition 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
- 230000003712 anti-aging effect Effects 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 229910052788 barium Inorganic materials 0.000 description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- QRMZSPFSDQBLIX-UHFFFAOYSA-N homovanillic acid Chemical compound COC1=CC(CC(O)=O)=CC=C1O QRMZSPFSDQBLIX-UHFFFAOYSA-N 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- SEXOVMIIVBKGGM-UHFFFAOYSA-N naphthalene-1-thiol Chemical class C1=CC=C2C(S)=CC=CC2=C1 SEXOVMIIVBKGGM-UHFFFAOYSA-N 0.000 description 3
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 150000004671 saturated fatty acids Chemical class 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 229920001897 terpolymer Polymers 0.000 description 3
- 229960002447 thiram Drugs 0.000 description 3
- QAIPRVGONGVQAS-DUXPYHPUSA-N trans-caffeic acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-DUXPYHPUSA-N 0.000 description 3
- QENJZWZWAWWESF-UHFFFAOYSA-N tri-methylbenzoic acid Natural products CC1=CC(C)=C(C(O)=O)C=C1C QENJZWZWAWWESF-UHFFFAOYSA-N 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LGXISKQYIKXYTC-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-[(2,3,4,5,6-pentabromophenyl)disulfanyl]benzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1SSC1=C(Br)C(Br)=C(Br)C(Br)=C1Br LGXISKQYIKXYTC-UHFFFAOYSA-N 0.000 description 2
- XIZZZHSGWRGMMV-UHFFFAOYSA-N 1-(2,3,5,6-tetraacetyl-4-sulfanylphenyl)ethanone Chemical compound CC(=O)C1=C(S)C(C(C)=O)=C(C(C)=O)C(C(C)=O)=C1C(C)=O XIZZZHSGWRGMMV-UHFFFAOYSA-N 0.000 description 2
- JNWHTINWIJHHDJ-UHFFFAOYSA-N 1-(3-amino-4-sulfanylphenyl)ethanone Chemical compound CC(=O)C1=CC=C(S)C(N)=C1 JNWHTINWIJHHDJ-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- LFLOMAIEONDOLV-UHFFFAOYSA-N 2-oxalobenzoic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1C(O)=O LFLOMAIEONDOLV-UHFFFAOYSA-N 0.000 description 2
- CFFZDZCDUFSOFZ-UHFFFAOYSA-N 3,4-Dihydroxy-phenylacetic acid Chemical compound OC(=O)CC1=CC=C(O)C(O)=C1 CFFZDZCDUFSOFZ-UHFFFAOYSA-N 0.000 description 2
- CJBDUOMQLFKVQC-UHFFFAOYSA-N 3-(2-hydroxyphenyl)propanoic acid Chemical compound OC(=O)CCC1=CC=CC=C1O CJBDUOMQLFKVQC-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 206010000496 acne Diseases 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- NWCHELUCVWSRRS-UHFFFAOYSA-N atrolactic acid Chemical compound OC(=O)C(O)(C)C1=CC=CC=C1 NWCHELUCVWSRRS-UHFFFAOYSA-N 0.000 description 2
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- CXAGSQYSJIQUGD-UHFFFAOYSA-N m-Hemipic acid Natural products COC1=CC(C(O)=O)=CC(C(O)=O)=C1OC CXAGSQYSJIQUGD-UHFFFAOYSA-N 0.000 description 1
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- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
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- KWBUESBCUXDZMO-UHFFFAOYSA-N methyl 3-amino-4-[(2-amino-4-methoxycarbonylphenyl)disulfanyl]benzoate Chemical compound NC1=CC(C(=O)OC)=CC=C1SSC1=CC=C(C(=O)OC)C=C1N KWBUESBCUXDZMO-UHFFFAOYSA-N 0.000 description 1
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- UQLSATXYXXVFKB-UHFFFAOYSA-N methyl 3-amino-4-sulfanylbenzenesulfonate;sodium Chemical compound [Na].COS(=O)(=O)C1=CC=C(S)C(N)=C1 UQLSATXYXXVFKB-UHFFFAOYSA-N 0.000 description 1
- ZYENXZKYFUMRNC-UHFFFAOYSA-N methyl 3-amino-4-sulfanylbenzenesulfonate;zinc Chemical compound [Zn].COS(=O)(=O)C1=CC=C(S)C(N)=C1 ZYENXZKYFUMRNC-UHFFFAOYSA-N 0.000 description 1
- ZCKPTTBRWYHPOT-UHFFFAOYSA-N methyl 3-amino-4-sulfanylbenzoate Chemical compound COC(=O)C1=CC=C(S)C(N)=C1 ZCKPTTBRWYHPOT-UHFFFAOYSA-N 0.000 description 1
- MTENGGQWYCLEOD-UHFFFAOYSA-N methyl 3-amino-4-sulfanylbenzoate;sodium Chemical compound [Na].COC(=O)C1=CC=C(S)C(N)=C1 MTENGGQWYCLEOD-UHFFFAOYSA-N 0.000 description 1
- ZBGHIROYSFKLRP-UHFFFAOYSA-N methyl 3-amino-4-sulfanylbenzoate;zinc Chemical compound [Zn].COC(=O)C1=CC=C(S)C(N)=C1 ZBGHIROYSFKLRP-UHFFFAOYSA-N 0.000 description 1
- CLCCIBBXEKSWKP-UHFFFAOYSA-N methyl 3-hydroxy-4-[(2-hydroxy-4-methoxycarbonylphenyl)disulfanyl]benzoate Chemical compound OC1=CC(C(=O)OC)=CC=C1SSC1=CC=C(C(=O)OC)C=C1O CLCCIBBXEKSWKP-UHFFFAOYSA-N 0.000 description 1
- HLOQJRAVUVNCNK-UHFFFAOYSA-N methyl 3-hydroxy-4-[(2-hydroxy-4-methoxysulfonylphenyl)disulfanyl]benzenesulfonate Chemical compound OC1=CC(S(=O)(=O)OC)=CC=C1SSC1=CC=C(S(=O)(=O)OC)C=C1O HLOQJRAVUVNCNK-UHFFFAOYSA-N 0.000 description 1
- CXYRBYFUDGMNSE-UHFFFAOYSA-N methyl 3-hydroxy-4-sulfanylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(S)C(O)=C1 CXYRBYFUDGMNSE-UHFFFAOYSA-N 0.000 description 1
- NXJMOBSYBJIFCF-UHFFFAOYSA-N methyl 3-hydroxy-4-sulfanylbenzenesulfonate;sodium Chemical compound [Na].COS(=O)(=O)C1=CC=C(S)C(O)=C1 NXJMOBSYBJIFCF-UHFFFAOYSA-N 0.000 description 1
- KPMLVEPVDPOSIO-UHFFFAOYSA-N methyl 3-hydroxy-4-sulfanylbenzoate Chemical compound COC(=O)C1=CC=C(S)C(O)=C1 KPMLVEPVDPOSIO-UHFFFAOYSA-N 0.000 description 1
- BHJPQLUVWCCPQH-UHFFFAOYSA-N methyl 3-hydroxy-4-sulfanylbenzoate;sodium Chemical compound [Na].COC(=O)C1=CC=C(S)C(O)=C1 BHJPQLUVWCCPQH-UHFFFAOYSA-N 0.000 description 1
- GPKITENCWTZZRH-UHFFFAOYSA-N methyl 3-hydroxy-4-sulfanylbenzoate;zinc Chemical compound [Zn].COC(=O)C1=CC=C(S)C(O)=C1 GPKITENCWTZZRH-UHFFFAOYSA-N 0.000 description 1
- LAQGDMTYADYTBP-UHFFFAOYSA-N methyl 3-nitro-4-sulfanylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 LAQGDMTYADYTBP-UHFFFAOYSA-N 0.000 description 1
- LRSXVXSTQDXNHW-UHFFFAOYSA-N methyl 3-nitro-4-sulfanylbenzenesulfonate;sodium Chemical compound [Na].COS(=O)(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 LRSXVXSTQDXNHW-UHFFFAOYSA-N 0.000 description 1
- RVEISEAIIOAGTK-UHFFFAOYSA-N methyl 3-nitro-4-sulfanylbenzenesulfonate;zinc Chemical compound [Zn].COS(=O)(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 RVEISEAIIOAGTK-UHFFFAOYSA-N 0.000 description 1
- JPDSHWJXMMBSTD-UHFFFAOYSA-N methyl 3-nitro-4-sulfanylbenzoate Chemical compound COC(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 JPDSHWJXMMBSTD-UHFFFAOYSA-N 0.000 description 1
- CLUKEEOSFIRSJK-UHFFFAOYSA-N methyl 3-nitro-4-sulfanylbenzoate;sodium Chemical compound [Na].COC(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 CLUKEEOSFIRSJK-UHFFFAOYSA-N 0.000 description 1
- RCPKZPRNJFCDJR-UHFFFAOYSA-N methyl 3-nitro-4-sulfanylbenzoate;zinc Chemical compound [Zn].COC(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 RCPKZPRNJFCDJR-UHFFFAOYSA-N 0.000 description 1
- RSVYCAVGJWRYNO-UHFFFAOYSA-N methyl 3-phenylsulfanyl-4-sulfanylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 RSVYCAVGJWRYNO-UHFFFAOYSA-N 0.000 description 1
- UVDMTLNLOADPES-UHFFFAOYSA-N methyl 3-phenylsulfanyl-4-sulfanylbenzenesulfonate;sodium Chemical compound [Na].COS(=O)(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 UVDMTLNLOADPES-UHFFFAOYSA-N 0.000 description 1
- QDGCLHXEVMXGHU-UHFFFAOYSA-N methyl 3-phenylsulfanyl-4-sulfanylbenzenesulfonate;zinc Chemical compound [Zn].COS(=O)(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 QDGCLHXEVMXGHU-UHFFFAOYSA-N 0.000 description 1
- RQJHACAIDWFERS-UHFFFAOYSA-N methyl 3-phenylsulfanyl-4-sulfanylbenzoate Chemical compound COC(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 RQJHACAIDWFERS-UHFFFAOYSA-N 0.000 description 1
- FDBGLAQZNSSRPF-UHFFFAOYSA-N methyl 3-phenylsulfanyl-4-sulfanylbenzoate;zinc Chemical compound [Zn].COC(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 FDBGLAQZNSSRPF-UHFFFAOYSA-N 0.000 description 1
- UYYXQLZKGJWXIQ-UHFFFAOYSA-N methyl 4-[(4-methoxycarbonyl-2-nitrophenyl)disulfanyl]-3-nitrobenzoate Chemical compound [O-][N+](=O)C1=CC(C(=O)OC)=CC=C1SSC1=CC=C(C(=O)OC)C=C1[N+]([O-])=O UYYXQLZKGJWXIQ-UHFFFAOYSA-N 0.000 description 1
- XOYNQYXKFLLVBT-UHFFFAOYSA-N methyl 4-[(4-methoxycarbonyl-2-phenylsulfanylphenyl)disulfanyl]-3-phenylsulfanylbenzoate Chemical compound C=1C=CC=CC=1SC1=CC(C(=O)OC)=CC=C1SSC1=CC=C(C(=O)OC)C=C1SC1=CC=CC=C1 XOYNQYXKFLLVBT-UHFFFAOYSA-N 0.000 description 1
- VGCZYLQMVYJBNY-UHFFFAOYSA-N methyl 4-[(4-methoxycarbonylphenyl)disulfanyl]benzoate Chemical group C1=CC(C(=O)OC)=CC=C1SSC1=CC=C(C(=O)OC)C=C1 VGCZYLQMVYJBNY-UHFFFAOYSA-N 0.000 description 1
- IKASTZLULPJBCM-UHFFFAOYSA-N methyl 4-[(4-methoxysulfonyl-2-nitrophenyl)disulfanyl]-3-nitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)OC)=CC=C1SSC1=CC=C(S(=O)(=O)OC)C=C1[N+]([O-])=O IKASTZLULPJBCM-UHFFFAOYSA-N 0.000 description 1
- WSZRIGPYHURCMA-UHFFFAOYSA-N methyl 4-[(4-methoxysulfonyl-2-phenylsulfanylphenyl)disulfanyl]-3-phenylsulfanylbenzenesulfonate Chemical compound C=1C=CC=CC=1SC1=CC(S(=O)(=O)OC)=CC=C1SSC1=CC=C(S(=O)(=O)OC)C=C1SC1=CC=CC=C1 WSZRIGPYHURCMA-UHFFFAOYSA-N 0.000 description 1
- GMXOHOVQWSZIJK-UHFFFAOYSA-N methyl 4-[(4-methoxysulfonylphenyl)disulfanyl]benzenesulfonate Chemical compound C1=CC(S(=O)(=O)OC)=CC=C1SSC1=CC=C(S(=O)(=O)OC)C=C1 GMXOHOVQWSZIJK-UHFFFAOYSA-N 0.000 description 1
- FJYSXJNBEHCFTN-UHFFFAOYSA-N methyl 4-sulfanylbenzenesulfonate;sodium Chemical compound [Na].COS(=O)(=O)C1=CC=C(S)C=C1 FJYSXJNBEHCFTN-UHFFFAOYSA-N 0.000 description 1
- SLWJNWACJRQYKC-UHFFFAOYSA-N methyl 4-sulfanylbenzenesulfonate;zinc Chemical class [Zn].COS(=O)(=O)C1=CC=C(S)C=C1 SLWJNWACJRQYKC-UHFFFAOYSA-N 0.000 description 1
- BTZOMWXSWVOOHG-UHFFFAOYSA-N methyl 4-sulfanylbenzoate Chemical compound COC(=O)C1=CC=C(S)C=C1 BTZOMWXSWVOOHG-UHFFFAOYSA-N 0.000 description 1
- KOOTVGNVUUDNCB-UHFFFAOYSA-N methyl 4-sulfanylbenzoate;sodium Chemical group [Na].COC(=O)C1=CC=C(S)C=C1 KOOTVGNVUUDNCB-UHFFFAOYSA-N 0.000 description 1
- OXLSBJSNTAOWCI-UHFFFAOYSA-N methyl 5-acetyl-2-[(4-acetyl-2-methoxycarbonylphenyl)disulfanyl]benzoate Chemical compound COC(=O)C1=CC(C(C)=O)=CC=C1SSC1=CC=C(C(C)=O)C=C1C(=O)OC OXLSBJSNTAOWCI-UHFFFAOYSA-N 0.000 description 1
- SITMGAXHAJSFQD-UHFFFAOYSA-N methyl 5-acetyl-2-[(4-acetyl-2-methoxysulfonylphenyl)disulfanyl]benzenesulfonate Chemical compound COS(=O)(=O)C1=CC(C(C)=O)=CC=C1SSC1=CC=C(C(C)=O)C=C1S(=O)(=O)OC SITMGAXHAJSFQD-UHFFFAOYSA-N 0.000 description 1
- FQYGOZKPUNBGPK-UHFFFAOYSA-N methyl 5-acetyl-2-sulfanylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC(C(C)=O)=CC=C1S FQYGOZKPUNBGPK-UHFFFAOYSA-N 0.000 description 1
- VTOHSHPGIBDGHL-UHFFFAOYSA-N methyl 5-acetyl-2-sulfanylbenzenesulfonate;sodium Chemical compound [Na].COS(=O)(=O)C1=CC(C(C)=O)=CC=C1S VTOHSHPGIBDGHL-UHFFFAOYSA-N 0.000 description 1
- AXYLJWKBUUKEPF-UHFFFAOYSA-N methyl 5-acetyl-2-sulfanylbenzenesulfonate;zinc Chemical compound [Zn].COS(=O)(=O)C1=CC(C(C)=O)=CC=C1S AXYLJWKBUUKEPF-UHFFFAOYSA-N 0.000 description 1
- JGSGPXHQDKWINW-UHFFFAOYSA-N methyl 5-acetyl-2-sulfanylbenzoate Chemical compound COC(=O)C1=CC(C(C)=O)=CC=C1S JGSGPXHQDKWINW-UHFFFAOYSA-N 0.000 description 1
- XDUZMBKMBRKVNK-UHFFFAOYSA-N methyl 5-acetyl-2-sulfanylbenzoate;sodium Chemical compound [Na].COC(=O)C1=CC(C(C)=O)=CC=C1S XDUZMBKMBRKVNK-UHFFFAOYSA-N 0.000 description 1
- ZFDDTTGBLQBBKD-UHFFFAOYSA-N methyl 5-acetyl-2-sulfanylbenzoate;zinc Chemical compound [Zn].COC(=O)C1=CC(C(C)=O)=CC=C1S ZFDDTTGBLQBBKD-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical compound COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940032017 n-oxydiethylene-2-benzothiazole sulfenamide Drugs 0.000 description 1
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
- 150000002798 neodymium compounds Chemical class 0.000 description 1
- AMKYESDOVDKZKV-UHFFFAOYSA-N o-Orsellinic acid Natural products CC1=CC(O)=CC(O)=C1C(O)=O AMKYESDOVDKZKV-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- ILUJQPXNXACGAN-UHFFFAOYSA-N ortho-methoxybenzoic acid Natural products COC1=CC=CC=C1C(O)=O ILUJQPXNXACGAN-UHFFFAOYSA-N 0.000 description 1
- 125000004043 oxo group Chemical group O=* 0.000 description 1
- SLGMHPUEIZPKRN-UHFFFAOYSA-N pentamethyl 6-[[2,3,4,5,6-pentakis(methoxysulfonyl)phenyl]disulfanyl]benzene-1,2,3,4,5-pentasulfonate Chemical compound COS(=O)(=O)C1=C(S(=O)(=O)OC)C(S(=O)(=O)OC)=C(S(=O)(=O)OC)C(S(=O)(=O)OC)=C1SSC1=C(S(=O)(=O)OC)C(S(=O)(=O)OC)=C(S(=O)(=O)OC)C(S(=O)(=O)OC)=C1S(=O)(=O)OC SLGMHPUEIZPKRN-UHFFFAOYSA-N 0.000 description 1
- FLQGTNONDXLWGV-UHFFFAOYSA-N pentamethyl 6-sulfanylbenzene-1,2,3,4,5-pentacarboxylate Chemical compound COC(=O)C1=C(S)C(C(=O)OC)=C(C(=O)OC)C(C(=O)OC)=C1C(=O)OC FLQGTNONDXLWGV-UHFFFAOYSA-N 0.000 description 1
- OIWIASOJHMHIKJ-UHFFFAOYSA-N pentamethyl 6-sulfanylbenzene-1,2,3,4,5-pentacarboxylate;sodium Chemical compound [Na].COC(=O)C1=C(S)C(C(=O)OC)=C(C(=O)OC)C(C(=O)OC)=C1C(=O)OC OIWIASOJHMHIKJ-UHFFFAOYSA-N 0.000 description 1
- PAXYSHUSVCZBPY-UHFFFAOYSA-N pentamethyl 6-sulfanylbenzene-1,2,3,4,5-pentacarboxylate;zinc Chemical group [Zn].COC(=O)C1=C(S)C(C(=O)OC)=C(C(=O)OC)C(C(=O)OC)=C1C(=O)OC PAXYSHUSVCZBPY-UHFFFAOYSA-N 0.000 description 1
- ZILDISZKQRRDHH-UHFFFAOYSA-N pentamethyl 6-sulfanylbenzene-1,2,3,4,5-pentasulfonate Chemical group COS(=O)(=O)C1=C(S)C(S(=O)(=O)OC)=C(S(=O)(=O)OC)C(S(=O)(=O)OC)=C1S(=O)(=O)OC ZILDISZKQRRDHH-UHFFFAOYSA-N 0.000 description 1
- YDZLJCCAZDHEPN-UHFFFAOYSA-N pentamethyl 6-sulfanylbenzene-1,2,3,4,5-pentasulfonate;zinc Chemical compound [Zn].COS(=O)(=O)C1=C(S)C(S(=O)(=O)OC)=C(S(=O)(=O)OC)C(S(=O)(=O)OC)=C1S(=O)(=O)OC YDZLJCCAZDHEPN-UHFFFAOYSA-N 0.000 description 1
- UEVMAGDKIVIDRS-UHFFFAOYSA-I pentasodium 6-sulfanylbenzene-1,2,3,4,5-pentasulfinate Chemical group [Na+].[Na+].[Na+].[Na+].[Na+].[O-]S(=O)c1c(S)c(c(c(c1S([O-])=O)S([O-])=O)S([O-])=O)S([O-])=O UEVMAGDKIVIDRS-UHFFFAOYSA-I 0.000 description 1
- ICVWCARRWPRIDF-UHFFFAOYSA-I pentasodium 6-sulfanylbenzene-1,2,3,4,5-pentasulfonate Chemical compound [Na+].S(=O)(=O)([O-])C1=C(C(=C(C(=C1S)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+] ICVWCARRWPRIDF-UHFFFAOYSA-I 0.000 description 1
- ZTMCIQXYVCHSHH-UHFFFAOYSA-D pentazinc 6-sulfanylbenzene-1,2,3,4,5-pentasulfinate Chemical class [Zn++].[Zn++].[Zn++].[Zn++].[Zn++].[O-]S(=O)c1c(S)c(c(c(c1S([O-])=O)S([O-])=O)S([O-])=O)S([O-])=O.[O-]S(=O)c1c(S)c(c(c(c1S([O-])=O)S([O-])=O)S([O-])=O)S([O-])=O ZTMCIQXYVCHSHH-UHFFFAOYSA-D 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- REGPDRSDSZELCD-UHFFFAOYSA-N phenol;zinc Chemical group [Zn].OC1=CC=CC=C1 REGPDRSDSZELCD-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YQUVCSBJEUQKSH-UHFFFAOYSA-N protochatechuic acid Natural products OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 238000005488 sandblasting Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- PCMORTLOPMLEFB-UHFFFAOYSA-N sinapinic acid Natural products COC1=CC(C=CC(O)=O)=CC(OC)=C1O PCMORTLOPMLEFB-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- DKGGBLVWXRWRSG-UHFFFAOYSA-N sodium;1-(4-sulfanylphenyl)ethanone Chemical compound [Na].CC(=O)C1=CC=C(S)C=C1 DKGGBLVWXRWRSG-UHFFFAOYSA-N 0.000 description 1
- CVWGXHYIYUJHDD-UHFFFAOYSA-N sodium;1-[4-sulfanyl-3-(trichloromethyl)phenyl]ethanone Chemical compound [Na].CC(=O)C1=CC=C(S)C(C(Cl)(Cl)Cl)=C1 CVWGXHYIYUJHDD-UHFFFAOYSA-N 0.000 description 1
- QZCCFJVIQOWFHN-UHFFFAOYSA-N sodium;2,3,4,6-tetrabromobenzenethiol Chemical group [Na].SC1=C(Br)C=C(Br)C(Br)=C1Br QZCCFJVIQOWFHN-UHFFFAOYSA-N 0.000 description 1
- QJAZPZXICQKPKA-UHFFFAOYSA-N sodium;2,3,4,6-tetrachlorobenzenethiol Chemical group [Na].SC1=C(Cl)C=C(Cl)C(Cl)=C1Cl QJAZPZXICQKPKA-UHFFFAOYSA-N 0.000 description 1
- UJJOYFQSCKBVLZ-UHFFFAOYSA-N sodium;2,3,4,6-tetrafluorobenzenethiol Chemical group [Na].FC1=CC(F)=C(S)C(F)=C1F UJJOYFQSCKBVLZ-UHFFFAOYSA-N 0.000 description 1
- RIBXYPHSINBTNP-UHFFFAOYSA-N sodium;2,3,4,6-tetraiodobenzenethiol Chemical group [Na].SC1=C(I)C=C(I)C(I)=C1I RIBXYPHSINBTNP-UHFFFAOYSA-N 0.000 description 1
- FVRZWTOGMBGIIH-UHFFFAOYSA-N sodium;2,4,5-tribromobenzenethiol Chemical group [Na].SC1=CC(Br)=C(Br)C=C1Br FVRZWTOGMBGIIH-UHFFFAOYSA-N 0.000 description 1
- KVLDESBEYFESPZ-UHFFFAOYSA-N sodium;2,4,5-trichlorobenzenethiol Chemical group [Na].SC1=CC(Cl)=C(Cl)C=C1Cl KVLDESBEYFESPZ-UHFFFAOYSA-N 0.000 description 1
- JMBKDXOSXIMLCO-UHFFFAOYSA-N sodium;2,4,5-trifluorobenzenethiol Chemical group [Na].FC1=CC(F)=C(S)C=C1F JMBKDXOSXIMLCO-UHFFFAOYSA-N 0.000 description 1
- RHFLUQJEPFMUHG-UHFFFAOYSA-N sodium;2,4,5-tritert-butylbenzenethiol Chemical group [Na].CC(C)(C)C1=CC(C(C)(C)C)=C(C(C)(C)C)C=C1S RHFLUQJEPFMUHG-UHFFFAOYSA-N 0.000 description 1
- RQYNNPKALCYURE-UHFFFAOYSA-N sodium;2,4,6-trimethoxybenzenethiol Chemical group [Na].COC1=CC(OC)=C(S)C(OC)=C1 RQYNNPKALCYURE-UHFFFAOYSA-N 0.000 description 1
- YRUQFGMTXLCXLR-UHFFFAOYSA-N sodium;2,4,6-tris(methylsulfinyl)benzenethiol Chemical class [Na].CS(=O)C1=CC(S(C)=O)=C(S)C(S(C)=O)=C1 YRUQFGMTXLCXLR-UHFFFAOYSA-N 0.000 description 1
- UILZFFQVEPHGDC-UHFFFAOYSA-N sodium;2,4,6-tris(trichloromethyl)benzenethiol Chemical class [Na].SC1=C(C(Cl)(Cl)Cl)C=C(C(Cl)(Cl)Cl)C=C1C(Cl)(Cl)Cl UILZFFQVEPHGDC-UHFFFAOYSA-N 0.000 description 1
- PAULKJAEXBJCMU-UHFFFAOYSA-N sodium;2-sulfanyl-5-(trichloromethyl)phenol Chemical compound [Na].OC1=CC(C(Cl)(Cl)Cl)=CC=C1S PAULKJAEXBJCMU-UHFFFAOYSA-N 0.000 description 1
- GFXGBWIBMCJMDA-UHFFFAOYSA-N sodium;2-sulfanylbenzene-1,3,5-tricarbonitrile Chemical class [Na].SC1=C(C#N)C=C(C#N)C=C1C#N GFXGBWIBMCJMDA-UHFFFAOYSA-N 0.000 description 1
- DQYFSIRNCPTDSV-UHFFFAOYSA-N sodium;2-sulfanylbenzene-1,3,5-tricarboxamide Chemical group [Na].NC(=O)C1=CC(C(N)=O)=C(S)C(C(N)=O)=C1 DQYFSIRNCPTDSV-UHFFFAOYSA-N 0.000 description 1
- OVDOKVAFOSCJFQ-UHFFFAOYSA-N sodium;2-sulfanylbenzene-1,3,5-trisulfonyl chloride Chemical group [Na].SC1=C(S(Cl)(=O)=O)C=C(S(Cl)(=O)=O)C=C1S(Cl)(=O)=O OVDOKVAFOSCJFQ-UHFFFAOYSA-N 0.000 description 1
- UUVCVNBLBWFONY-UHFFFAOYSA-M sodium;3-amino-4-sulfanylbenzenesulfinate Chemical compound [Na+].NC1=CC(S([O-])=O)=CC=C1S UUVCVNBLBWFONY-UHFFFAOYSA-M 0.000 description 1
- NQIJLVSTAAEBTB-UHFFFAOYSA-M sodium;3-amino-4-sulfanylbenzenesulfonate Chemical compound [Na+].NC1=CC(S([O-])(=O)=O)=CC=C1S NQIJLVSTAAEBTB-UHFFFAOYSA-M 0.000 description 1
- QSKOEOJCLCIOCE-UHFFFAOYSA-M sodium;3-amino-4-sulfanylbenzoate Chemical compound [Na+].NC1=CC(C([O-])=O)=CC=C1S QSKOEOJCLCIOCE-UHFFFAOYSA-M 0.000 description 1
- HVTGUAYDTLZWKL-UHFFFAOYSA-M sodium;3-hydroxy-4-sulfanylbenzenesulfonate Chemical compound [Na+].OC1=CC(S([O-])(=O)=O)=CC=C1S HVTGUAYDTLZWKL-UHFFFAOYSA-M 0.000 description 1
- YSLKRZMCZVVHJF-UHFFFAOYSA-M sodium;3-hydroxy-4-sulfanylbenzoate Chemical compound [Na+].OC1=CC(C([O-])=O)=CC=C1S YSLKRZMCZVVHJF-UHFFFAOYSA-M 0.000 description 1
- GJGKAOSAJOXCPP-UHFFFAOYSA-M sodium;3-nitro-4-sulfanylbenzenesulfinate Chemical compound [Na+].[O-][N+](=O)C1=CC(S([O-])=O)=CC=C1S GJGKAOSAJOXCPP-UHFFFAOYSA-M 0.000 description 1
- DGDQCBDWPJPOBQ-UHFFFAOYSA-M sodium;3-nitro-4-sulfanylbenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC(S([O-])(=O)=O)=CC=C1S DGDQCBDWPJPOBQ-UHFFFAOYSA-M 0.000 description 1
- DTJFVJAEHGWSNW-UHFFFAOYSA-M sodium;3-nitro-4-sulfanylbenzoate Chemical compound [Na+].[O-]C(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 DTJFVJAEHGWSNW-UHFFFAOYSA-M 0.000 description 1
- QQIILAAFCRLFNI-UHFFFAOYSA-M sodium;3-phenylsulfanyl-4-sulfanylbenzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 QQIILAAFCRLFNI-UHFFFAOYSA-M 0.000 description 1
- JITZRBMQISWWOT-UHFFFAOYSA-M sodium;3-phenylsulfanyl-4-sulfanylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 JITZRBMQISWWOT-UHFFFAOYSA-M 0.000 description 1
- PCHFGZFDMFKGSM-UHFFFAOYSA-M sodium;3-phenylsulfanyl-4-sulfanylbenzoate Chemical compound [Na+].[O-]C(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 PCHFGZFDMFKGSM-UHFFFAOYSA-M 0.000 description 1
- PKKBZLJSMALSIQ-UHFFFAOYSA-N sodium;4-(trichloromethyl)benzenethiol Chemical class [Na].SC1=CC=C(C(Cl)(Cl)Cl)C=C1 PKKBZLJSMALSIQ-UHFFFAOYSA-N 0.000 description 1
- VGQXKEVPYSJUHY-UHFFFAOYSA-M sodium;4-carboxybenzenethiolate Chemical group [Na+].[O-]C(=O)C1=CC=C(S)C=C1 VGQXKEVPYSJUHY-UHFFFAOYSA-M 0.000 description 1
- JVPAIVHUZIKWTC-UHFFFAOYSA-N sodium;4-sulfanylbenzaldehyde Chemical compound [Na].SC1=CC=C(C=O)C=C1 JVPAIVHUZIKWTC-UHFFFAOYSA-N 0.000 description 1
- FFGCGWZYWRCUHZ-UHFFFAOYSA-N sodium;4-sulfanylbenzamide Chemical compound [Na].NC(=O)C1=CC=C(S)C=C1 FFGCGWZYWRCUHZ-UHFFFAOYSA-N 0.000 description 1
- RLNNEJGCXDRAKF-UHFFFAOYSA-M sodium;4-sulfanylbenzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=C(S)C=C1 RLNNEJGCXDRAKF-UHFFFAOYSA-M 0.000 description 1
- FBZVOYZHSCHMLJ-UHFFFAOYSA-M sodium;4-sulfanylbenzenesulfonate Chemical group [Na+].[O-]S(=O)(=O)C1=CC=C(S)C=C1 FBZVOYZHSCHMLJ-UHFFFAOYSA-M 0.000 description 1
- JLZVWIJPPDKNET-UHFFFAOYSA-N sodium;4-sulfanylbenzenesulfonyl chloride Chemical group [Na].SC1=CC=C(S(Cl)(=O)=O)C=C1 JLZVWIJPPDKNET-UHFFFAOYSA-N 0.000 description 1
- JRFPOSLTFJQEGB-UHFFFAOYSA-N sodium;4-sulfanylbenzonitrile Chemical class [Na].SC1=CC=C(C#N)C=C1 JRFPOSLTFJQEGB-UHFFFAOYSA-N 0.000 description 1
- PZDZTMAUAIXJAR-UHFFFAOYSA-N sodium;4-sulfanylbenzoyl chloride Chemical compound [Na].SC1=CC=C(C(Cl)=O)C=C1 PZDZTMAUAIXJAR-UHFFFAOYSA-N 0.000 description 1
- RXPUGEFMSFCGGD-UHFFFAOYSA-M sodium;5-acetyl-2-sulfanylbenzenesulfonate Chemical compound [Na+].CC(=O)C1=CC=C(S)C(S([O-])(=O)=O)=C1 RXPUGEFMSFCGGD-UHFFFAOYSA-M 0.000 description 1
- UTIALFMWPZMKQS-UHFFFAOYSA-M sodium;5-acetyl-2-sulfanylbenzoate Chemical compound [Na+].CC(=O)C1=CC=C(S)C(C([O-])=O)=C1 UTIALFMWPZMKQS-UHFFFAOYSA-M 0.000 description 1
- PFWNKXNNUDSLFE-UHFFFAOYSA-N sodium;6-sulfanylbenzene-1,2,3,4,5-pentacarbaldehyde Chemical compound [Na].SC1=C(C=O)C(C=O)=C(C=O)C(C=O)=C1C=O PFWNKXNNUDSLFE-UHFFFAOYSA-N 0.000 description 1
- VZJYZZVYCWFAIN-UHFFFAOYSA-N sodium;6-sulfanylbenzene-1,2,3,4,5-pentacarbonitrile Chemical class [Na].SC1=C(C#N)C(C#N)=C(C#N)C(C#N)=C1C#N VZJYZZVYCWFAIN-UHFFFAOYSA-N 0.000 description 1
- IQGQKOWBQABDJC-UHFFFAOYSA-N sodium;6-sulfanylbenzene-1,2,3,4,5-pentacarbonyl chloride Chemical group [Na].SC1=C(C(Cl)=O)C(C(Cl)=O)=C(C(Cl)=O)C(C(Cl)=O)=C1C(Cl)=O IQGQKOWBQABDJC-UHFFFAOYSA-N 0.000 description 1
- TWJIQGXVZVIRMB-UHFFFAOYSA-N sodium;6-sulfanylbenzene-1,2,3,4,5-pentacarboxamide Chemical group [Na].NC(=O)C1=C(S)C(C(N)=O)=C(C(N)=O)C(C(N)=O)=C1C(N)=O TWJIQGXVZVIRMB-UHFFFAOYSA-N 0.000 description 1
- ZFFOLPWYVUMIDN-UHFFFAOYSA-N sodium;6-sulfanylbenzene-1,2,3,4,5-pentasulfonyl chloride Chemical group [Na].SC1=C(S(Cl)(=O)=O)C(S(Cl)(=O)=O)=C(S(Cl)(=O)=O)C(S(Cl)(=O)=O)=C1S(Cl)(=O)=O ZFFOLPWYVUMIDN-UHFFFAOYSA-N 0.000 description 1
- QQDXSZZWUMJOKO-UHFFFAOYSA-N sodium;trimethyl 2-sulfanylbenzene-1,3,5-tricarboxylate Chemical group [Na].COC(=O)C1=CC(C(=O)OC)=C(S)C(C(=O)OC)=C1 QQDXSZZWUMJOKO-UHFFFAOYSA-N 0.000 description 1
- RPLBQCNDQFGMJF-UHFFFAOYSA-N sodium;trimethyl 2-sulfanylbenzene-1,3,5-trisulfonate Chemical compound [Na].COS(=O)(=O)C1=CC(S(=O)(=O)OC)=C(S)C(S(=O)(=O)OC)=C1 RPLBQCNDQFGMJF-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- YIBXWXOYFGZLRU-UHFFFAOYSA-N syringic aldehyde Natural products CC12CCC(C3(CCC(=O)C(C)(C)C3CC=3)C)C=3C1(C)CCC2C1COC(C)(C)C(O)C(O)C1 YIBXWXOYFGZLRU-UHFFFAOYSA-N 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920006346 thermoplastic polyester elastomer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- HERSKCAGZCXYMC-UHFFFAOYSA-N thiophen-3-ol Chemical group OC=1C=CSC=1 HERSKCAGZCXYMC-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical compound [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- HYHHYDMKAPPOOS-UHFFFAOYSA-N trimethyl 2-[[2,4,6-tris(methoxycarbonyl)phenyl]disulfanyl]benzene-1,3,5-tricarboxylate Chemical group COC(=O)C1=CC(C(=O)OC)=CC(C(=O)OC)=C1SSC1=C(C(=O)OC)C=C(C(=O)OC)C=C1C(=O)OC HYHHYDMKAPPOOS-UHFFFAOYSA-N 0.000 description 1
- WFURELALFVNZSX-UHFFFAOYSA-N trimethyl 2-sulfanylbenzene-1,3,5-tricarboxylate Chemical compound COC(=O)C1=CC(C(=O)OC)=C(S)C(C(=O)OC)=C1 WFURELALFVNZSX-UHFFFAOYSA-N 0.000 description 1
- JXTVFNOZNNGTFE-UHFFFAOYSA-N trimethyl 2-sulfanylbenzene-1,3,5-tricarboxylate;zinc Chemical group [Zn].COC(=O)C1=CC(C(=O)OC)=C(S)C(C(=O)OC)=C1 JXTVFNOZNNGTFE-UHFFFAOYSA-N 0.000 description 1
- LYCNKONNEXHXRZ-UHFFFAOYSA-N trimethyl 2-sulfanylbenzene-1,3,5-trisulfonate Chemical group COS(=O)(=O)C1=CC(S(=O)(=O)OC)=C(S)C(S(=O)(=O)OC)=C1 LYCNKONNEXHXRZ-UHFFFAOYSA-N 0.000 description 1
- AOYKINDBYLKSNY-UHFFFAOYSA-N trimethyl 2-sulfanylbenzene-1,3,5-trisulfonate;zinc Chemical compound [Zn].COS(=O)(=O)C1=CC(S(=O)(=O)OC)=C(S)C(S(=O)(=O)OC)=C1 AOYKINDBYLKSNY-UHFFFAOYSA-N 0.000 description 1
- IJYNHVFWHDZASZ-UHFFFAOYSA-K trisodium;2-sulfanylbenzene-1,3,5-tricarboxylate Chemical group [Na+].[Na+].[Na+].[O-]C(=O)C1=CC(C([O-])=O)=C(S)C(C([O-])=O)=C1 IJYNHVFWHDZASZ-UHFFFAOYSA-K 0.000 description 1
- HAORCFQJRPVBFD-UHFFFAOYSA-K trisodium;2-sulfanylbenzene-1,3,5-trisulfinate Chemical compound [Na+].[Na+].[Na+].[O-]S(=O)C1=CC(S([O-])=O)=C(S)C(S([O-])=O)=C1 HAORCFQJRPVBFD-UHFFFAOYSA-K 0.000 description 1
- WBTZUCAMSWVTTN-UHFFFAOYSA-H trizinc 2-sulfanylbenzene-1,3,5-trisulfonate Chemical group [Zn++].[Zn++].[Zn++].[O-]S(=O)(=O)c1cc(c(S)c(c1)S([O-])(=O)=O)S([O-])(=O)=O.[O-]S(=O)(=O)c1cc(c(S)c(c1)S([O-])(=O)=O)S([O-])(=O)=O WBTZUCAMSWVTTN-UHFFFAOYSA-H 0.000 description 1
- JYPDFDJLVWOUEB-UHFFFAOYSA-H trizinc;2-sulfanylbenzene-1,3,5-trisulfinate Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]S(=O)C1=CC(S([O-])=O)=C(S)C(S([O-])=O)=C1.[O-]S(=O)C1=CC(S([O-])=O)=C(S)C(S([O-])=O)=C1 JYPDFDJLVWOUEB-UHFFFAOYSA-H 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- WKOLLVMJNQIZCI-UHFFFAOYSA-N vanillic acid Chemical compound COC1=CC(C(O)=O)=CC=C1O WKOLLVMJNQIZCI-UHFFFAOYSA-N 0.000 description 1
- TUUBOHWZSQXCSW-UHFFFAOYSA-N vanillic acid Natural products COC1=CC(O)=CC(C(O)=O)=C1 TUUBOHWZSQXCSW-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- AYTGKLVTBOQQRP-UHFFFAOYSA-L zinc;3-amino-4-sulfanylbenzenesulfinate Chemical compound [Zn+2].NC1=CC(S([O-])=O)=CC=C1S.NC1=CC(S([O-])=O)=CC=C1S AYTGKLVTBOQQRP-UHFFFAOYSA-L 0.000 description 1
- CQXRJEZSOOQZMQ-UHFFFAOYSA-L zinc;3-amino-4-sulfanylbenzenesulfonate Chemical compound [Zn+2].NC1=CC(S([O-])(=O)=O)=CC=C1S.NC1=CC(S([O-])(=O)=O)=CC=C1S CQXRJEZSOOQZMQ-UHFFFAOYSA-L 0.000 description 1
- OMYUEEMBBMBXKR-UHFFFAOYSA-L zinc;3-amino-4-sulfanylbenzoate Chemical compound [Zn+2].NC1=CC(C([O-])=O)=CC=C1S.NC1=CC(C([O-])=O)=CC=C1S OMYUEEMBBMBXKR-UHFFFAOYSA-L 0.000 description 1
- ZGRSPLFUBUEOIM-UHFFFAOYSA-L zinc;3-hydroxy-4-sulfanylbenzenesulfinate Chemical compound [Zn+2].OC1=CC(S([O-])=O)=CC=C1S.OC1=CC(S([O-])=O)=CC=C1S ZGRSPLFUBUEOIM-UHFFFAOYSA-L 0.000 description 1
- VCDDJHZSISWGQI-UHFFFAOYSA-L zinc;3-hydroxy-4-sulfanylbenzenesulfonate Chemical compound [Zn+2].OC1=CC(S([O-])(=O)=O)=CC=C1S.OC1=CC(S([O-])(=O)=O)=CC=C1S VCDDJHZSISWGQI-UHFFFAOYSA-L 0.000 description 1
- GBFNJTVNAFXDBH-UHFFFAOYSA-L zinc;3-nitro-4-sulfanylbenzenesulfinate Chemical compound [Zn+2].[O-][N+](=O)C1=CC(S([O-])=O)=CC=C1S.[O-][N+](=O)C1=CC(S([O-])=O)=CC=C1S GBFNJTVNAFXDBH-UHFFFAOYSA-L 0.000 description 1
- GWHCKOGWHBHMEO-UHFFFAOYSA-L zinc;3-nitro-4-sulfanylbenzenesulfonate Chemical compound [Zn+2].[O-][N+](=O)C1=CC(S([O-])(=O)=O)=CC=C1S.[O-][N+](=O)C1=CC(S([O-])(=O)=O)=CC=C1S GWHCKOGWHBHMEO-UHFFFAOYSA-L 0.000 description 1
- AOACDIWKNVIYKZ-UHFFFAOYSA-L zinc;3-nitro-4-sulfanylbenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=C(S)C([N+]([O-])=O)=C1.[O-]C(=O)C1=CC=C(S)C([N+]([O-])=O)=C1 AOACDIWKNVIYKZ-UHFFFAOYSA-L 0.000 description 1
- ZGHAMBCSXGLSMJ-UHFFFAOYSA-L zinc;3-phenylsulfanyl-4-sulfanylbenzenesulfinate Chemical compound [Zn+2].[O-]S(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1.[O-]S(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 ZGHAMBCSXGLSMJ-UHFFFAOYSA-L 0.000 description 1
- BHDHLQKIQRLTAM-UHFFFAOYSA-L zinc;3-phenylsulfanyl-4-sulfanylbenzenesulfonate Chemical compound [Zn+2].[O-]S(=O)(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1.[O-]S(=O)(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 BHDHLQKIQRLTAM-UHFFFAOYSA-L 0.000 description 1
- YADNTLMOAFSWTH-UHFFFAOYSA-L zinc;3-phenylsulfanyl-4-sulfanylbenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1.[O-]C(=O)C1=CC=C(S)C(SC=2C=CC=CC=2)=C1 YADNTLMOAFSWTH-UHFFFAOYSA-L 0.000 description 1
- JLKZUNOWPPEBPX-UHFFFAOYSA-N zinc;3h-1,3-benzothiazole-2-thione Chemical compound [Zn+2].C1=CC=C2SC(=S)NC2=C1 JLKZUNOWPPEBPX-UHFFFAOYSA-N 0.000 description 1
- BBAXJINBIJFGIT-UHFFFAOYSA-L zinc;4-sulfanylbenzenesulfonate Chemical class [Zn+2].[O-]S(=O)(=O)C1=CC=C(S)C=C1.[O-]S(=O)(=O)C1=CC=C(S)C=C1 BBAXJINBIJFGIT-UHFFFAOYSA-L 0.000 description 1
- RVLPSXJARBGHOK-UHFFFAOYSA-L zinc;4-sulfanylbenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=C(S)C=C1.[O-]C(=O)C1=CC=C(S)C=C1 RVLPSXJARBGHOK-UHFFFAOYSA-L 0.000 description 1
- OGHFRQCZEMWIIJ-UHFFFAOYSA-L zinc;5-acetyl-2-sulfanylbenzenesulfonate Chemical compound [Zn+2].CC(=O)C1=CC=C(S)C(S([O-])(=O)=O)=C1.CC(=O)C1=CC=C(S)C(S([O-])(=O)=O)=C1 OGHFRQCZEMWIIJ-UHFFFAOYSA-L 0.000 description 1
- RMFSVRHVUKCUBP-UHFFFAOYSA-L zinc;5-acetyl-2-sulfanylbenzoate Chemical compound [Zn+2].CC(=O)C1=CC=C(S)C(C([O-])=O)=C1.CC(=O)C1=CC=C(S)C(C([O-])=O)=C1 RMFSVRHVUKCUBP-UHFFFAOYSA-L 0.000 description 1
- SUUHKTAHEUYQOU-UHFFFAOYSA-L zinc;5-carboxy-2-sulfanylphenolate Chemical compound [Zn+2].OC(=O)C1=CC=C(S)C([O-])=C1.OC(=O)C1=CC=C(S)C([O-])=C1 SUUHKTAHEUYQOU-UHFFFAOYSA-L 0.000 description 1
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 description 1
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical group [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Images
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
(A)ビニル含量0〜2%及びシス1,4−結合含量80%以上有し、かつ活性末端を有するポリブタジエンであって、その活性末端が少なくとも1種のアルコキシシラン化合物で変性される変性ポリブタジエン 20〜100質量%
(B)上記(A)ゴム成分以外のジエン系ゴム 80〜0質量%
[上記数字は、(A)と(B)との合計量を100とした場合の質量%を示す。]
(C)不飽和カルボン酸及び/又はその金属塩
(1)圧縮変形量(mm)
コアまたはゴルフボールに初期荷重98Nを負荷した状態から終荷重1275Nを負荷したときまでの圧縮方向の変形量(圧縮方向にコアまたはゴルフボールが縮む量)を測定した。
各コアまたはゴルフボールに198.4gの金属製円筒物を40m/秒の速度で衝突させ、衝突前後の前記円筒物およびコアまたはゴルフボールの速度を測定し、それぞれの速度および質量から各コアまたはゴルフボールの反発係数を算出した。測定は各コアまたはゴルフボールについて12個ずつ行って、その平均値をそのコアまたはゴルフボールの反発係数とした。なお、表3〜表6において、反発係数は、コアNo.6−2との反発係数との差で示した。ゴルフボールNo.1〜No.12、24,25、28の反発係数は、ゴルフボールNo.7との差で示した。ゴルフボールNo.13〜23、26、27,29の反発係数は、ゴルフボールNo.19との差で示した。
カバー用組成物を用いて、射出成形により、厚み約2mmのシートを作製し、23℃で2週間保存した。このシートを、測定基板などの影響が出ないように、3枚以上重ねた状態で、ASTM−D2240に規定するスプリング式硬度計ショアD型を備えた高分子計器社製自動ゴム硬度計P1型を用いて測定した。
スプリング式硬度計JIS−C型を備えた高分子計器社製自動ゴム硬度計P1型を用いて、コアの表面部において測定したJIS−C硬度をコア表面硬度とした。また、コアを半球状に切断し、切断面の中心、および、中心から所定の距離において硬度を測定した。
なお、中心から所定の距離の4点で硬度を測定して、これらを平均することにより算出した。
ゴルフラボラトリー社製のスイングロボットM/Cに、メタルヘッド製W#1ドライバー(SRIスポーツ社製、XXIO S ロフト11°)を取り付け、ヘッドスピード40m/秒でゴルフボールを打撃し、打撃直後のゴルフボールのスピン速度、ならびに飛距離(発射始点から静止地点までの距離)を測定した。測定は、各ゴルフボールについて12回ずつ行って、その平均値をそのゴルフボールの測定値とした。なお、打撃直後のゴルフボールのスピン速度は、打撃されたゴルフボールを連続写真撮影することによって測定した。
(1)コアの作製
表3〜表6に示す配合のゴム組成物を混練ロールにより混練し、半球状キャビティを有する上下金型内で170℃、20分間加熱プレスすることにより直径39.8mmの球状コアを得た。コアNo.1〜10、12、13のそれぞれについて、サンセラーSR(アクリル酸亜鉛)の量を変更することにより、圧縮変形量が異なる2〜3種類のコア(No.X−1〜X−3、X=1〜13)を作製した。また、コアNo.5−2については、ステアリン酸の量を変更したコアNo.11を作製した。また、表7〜表11に示す配合のゴム組成物を混練ロールにより混練し、半球状キャビティを有する上下金型内で170℃、20分間加熱プレスすることにより直径39.8mmの球状コアを得た。
サンセラーSR:三新化学工業社製アクリル酸亜鉛(10質量%ステアリン酸コーティング品)
酸化亜鉛:東邦亜鉛社製「銀嶺R」
硫酸バリウム:堺化学社製「硫酸バリウムBD」、最終的に得られるゴルフボールの質量が45.4gとなるように調整した。
2−チオナフトール:東京化成工業社製
PCTP:東京化成工業社製ペンタクロロチオフェノール
PBDS:ビス(ペンタブロモフェニル)ジスルフィド
DPDS:住友精化社製ジフェニルジスルフィド
DCP:日油社製、「パークミル(登録商標)D(ジクミルパーオキサイド)」
ステアリン酸:日油社製
ミリスチン酸:東京化成工業社製
デカン酸:東京化成工業社製
シクロヘキサンカルボン酸:東京化成工業社製
次に、表12に示した配合のカバー用材料を、二軸混練型押出機により押し出して、ペレット状のカバー用組成物を調製した。押出は、スクリュー径45mm、スクリュー回転数200rpm、スクリューL/D=35で行った。配合物は、押出機のダイの位置で150〜230℃に加熱された。得られたカバー用組成物を上述のようにして得られた球状コア上に射出成形して、球状コアと前記コアを被覆するカバーを有するゴルフボールを作製した。カバー用組成物としては、ショアD硬度が50以上のカバー用組成物を用いてディスタンス系ゴルフボールNo.1〜No.12、24、25、28を作製し、ショアD硬度が50未満のカバー用組成物を用いてコントロール系ゴルフボールNo.13〜No.23、26、27、29を作製した。
ハイミラン1706:三井デュポンポリケミカル社製の亜鉛イオン中和エチレン−メタクリル酸共重合体系アイオノマー樹脂
ハイミラン1855:三井デュポンポリケミカル社製の亜鉛イオン中和エチレン−メタクリル酸−イソブチルアクリレート共重合体系アイオノマー樹脂
ハイミラン1856:三井デュポンポリケミカル社製のナトリウムイオン中和エチレン−メタクリル酸−イソブチルアクリレート共重合体系アイオノマー樹脂
エラストランXNY85A:BASFジャパン社製熱可塑性ポリウレタンエラストマー
エラストランXNY97A:BASFジャパン社製熱可塑性ポリウレタンエラストマー
(1)コア反発性について
図1は、表3〜表6のコアNo.1〜No.10、No.12、No.13の反発係数と圧縮変形量との関係示したグラフである。図1から、同一の圧縮変形量で比較すると、(d)カルボン酸と(e)有機硫黄化合物とを含有するゴム組成物からなるコアは、(d)カルボン酸を含有しない場合に比べて反発性が向上していることが分かる。
表7〜表11、および、図2〜図14には、コアの硬度分布を示した。表7〜表11から、ゴム組成物が(d)カルボン酸と(e)有機硫黄化合物とを含有するコアの硬度分布の線形近似曲線のR2はいずれも0.95以上であり、(d)カルボン酸を含有しない場合に比べて直線性が高くなることが分かる。また、組み合わせる有機硫黄化合物やカルボン酸の種類によって、近似曲線の勾配が異なる。有機硫黄化合物として、チオール基を有する有機硫黄化合物を用いたコアNo.1−2およびNo.2−2の方が、ジスルフィド結合を有する有機硫黄化合物を用いたコアNo.3−2およびNo.4−1より、コア中心とコア表面との硬度差が大きくなる傾向が認められた。また、カルボン酸として、低炭素数のカルボン酸を用いた方が、コア中心とコア表面との硬度差が大きくなる傾向が認められた。
表7〜表11には、ゴルフボールの飛行性能について評価した結果を示した。ゴルフボールNo.1〜12、24、25、28については、ゴルフボールNo.7の物性を基準として、ゴルフボールNo.13〜23、26、27、29については、ゴルフボールNo.19の物性を基準として、ドライバースピン量、飛距離、反発係数の差で示した。
Claims (9)
- 球状コアと前記球状コアを被覆する少なくとも一層以上のカバーとを有するゴルフボールであって、
前記球状コアは、(a)ポリブタジエンゴム、(b)共架橋剤として炭素数が3〜8個のα,β−不飽和カルボン酸および/またはその金属塩、(c)架橋開始剤、(d)カルボン酸(炭素数が3〜8個のα,β−不飽和カルボン酸を除く)、および、(e)有機硫黄化合物を含有し、(b)共架橋剤として炭素数が3〜8個のα,β−不飽和カルボン酸のみを含有する場合には、さらに(f)金属化合物を含有し、
前記(a)ポリブタジエンゴム100質量部に対して、(b)炭素数が3〜8個のα,β−不飽和カルボン酸および/またはその金属塩を15質量部〜50質量部含有するゴム組成物から形成されていることを特徴とするゴルフボール。 - 前記ゴム組成物は、(a)ポリブタジエンゴム100質量部に対して、(d)カルボン酸を5質量部〜40質量部含有するものである請求項1に記載のゴルフボール。
- 前記ゴム組成物は、(b)共架橋剤として炭素数が3〜8個のα,β−不飽和カルボン酸の金属塩を含有する請求項1または2に記載のゴルフボール。
- (d)前記カルボン酸は、脂肪酸である請求項1〜3のいずれか一項に記載のゴルフボール。
- (d)前記カルボン酸は、炭素数が4〜30のカルボン酸である請求項1〜4のいずれか一項に記載のゴルフボール。
- (e)前記有機硫黄化合物は、チオフェノール類、ジフェニルジスルフィド類、チオナフトール類、チウラムジスルフィド類、または、これらの金属塩である請求項1〜5のいずれか一項に記載のゴルフボール。
- 前記ゴム組成物は、(a)ポリブタジエンゴム100質量部に対して、(e)有機硫黄化合物を0.05質量部〜5質量部含有するものである請求項1〜6のいずれか一項に記載のゴルフボール。
- 前記球状コアは、コア半径を12.5%間隔で等分した9点で測定したJIS−C硬度を、コア中心からの距離(%)に対してプロットしたときに、このプロットから最小二乗法によって求めた線形近似曲線のR 2 が0.95以上である請求項1〜7のいずれか一項に記載のゴルフボール。
- 前記球状コアの表面硬度Hsと中心硬度H0との硬度差(Hs−H0)が、JIS−C硬度で、15〜50である請求項1〜8のいずれか一項に記載のゴルフボール。
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