JP2004269594A - Chloroprene rubber composition - Google Patents
Chloroprene rubber composition Download PDFInfo
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- JP2004269594A JP2004269594A JP2003059424A JP2003059424A JP2004269594A JP 2004269594 A JP2004269594 A JP 2004269594A JP 2003059424 A JP2003059424 A JP 2003059424A JP 2003059424 A JP2003059424 A JP 2003059424A JP 2004269594 A JP2004269594 A JP 2004269594A
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- JP
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- Prior art keywords
- chloroprene
- rubber composition
- chloroprene rubber
- present
- rubber
- Prior art date
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- 229920001084 poly(chloroprene) Polymers 0.000 title claims abstract description 37
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims description 32
- 229920001971 elastomer Polymers 0.000 claims description 26
- 239000005060 rubber Substances 0.000 claims description 26
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 5
- 239000011787 zinc oxide Substances 0.000 claims description 4
- 235000014692 zinc oxide Nutrition 0.000 claims description 4
- 239000000395 magnesium oxide Substances 0.000 claims description 3
- GPZYYYGYCRFPBU-UHFFFAOYSA-N 6-Hydroxyflavone Chemical compound C=1C(=O)C2=CC(O)=CC=C2OC=1C1=CC=CC=C1 GPZYYYGYCRFPBU-UHFFFAOYSA-N 0.000 claims description 2
- ALKCLFLTXBBMMP-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl hexanoate Chemical compound CCCCCC(=O)OC(C)(C=C)CCC=C(C)C ALKCLFLTXBBMMP-UHFFFAOYSA-N 0.000 claims 1
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 claims 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 claims 1
- CJFLBOQMPJCWLR-UHFFFAOYSA-N bis(6-methylheptyl) hexanedioate Chemical compound CC(C)CCCCCOC(=O)CCCCC(=O)OCCCCCC(C)C CJFLBOQMPJCWLR-UHFFFAOYSA-N 0.000 claims 1
- HCQHIEGYGGJLJU-UHFFFAOYSA-N didecyl hexanedioate Chemical compound CCCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCCCC HCQHIEGYGGJLJU-UHFFFAOYSA-N 0.000 claims 1
- 229940031769 diisobutyl adipate Drugs 0.000 claims 1
- 239000004902 Softening Agent Substances 0.000 abstract description 6
- 230000000704 physical effect Effects 0.000 abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 3
- 238000004073 vulcanization Methods 0.000 description 16
- 239000000178 monomer Substances 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 6
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- -1 unsaturated aliphatic alkali metal salt Chemical class 0.000 description 5
- 238000007720 emulsion polymerization reaction Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
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- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- 238000000034 method Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000010734 process oil Substances 0.000 description 3
- 239000012744 reinforcing agent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- PCPYTNCQOSFKGG-ONEGZZNKSA-N (1e)-1-chlorobuta-1,3-diene Chemical compound Cl\C=C\C=C PCPYTNCQOSFKGG-ONEGZZNKSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- LIFLRQVHKGGNSG-UHFFFAOYSA-N 2,3-dichlorobuta-1,3-diene Chemical compound ClC(=C)C(Cl)=C LIFLRQVHKGGNSG-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- FRQQKWGDKVGLFI-UHFFFAOYSA-N 2-methylundecane-2-thiol Chemical compound CCCCCCCCCC(C)(C)S FRQQKWGDKVGLFI-UHFFFAOYSA-N 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- QEZIKGQWAWNWIR-UHFFFAOYSA-N antimony(3+) antimony(5+) oxygen(2-) Chemical compound [O--].[O--].[O--].[O--].[Sb+3].[Sb+5] QEZIKGQWAWNWIR-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 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
- CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical compound NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
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- 229910017052 cobalt Inorganic materials 0.000 description 1
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- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
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- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
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- 229920001519 homopolymer Polymers 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
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- 239000011777 magnesium Substances 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
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- 229910052750 molybdenum Inorganic materials 0.000 description 1
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- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
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- 229910052762 osmium Inorganic materials 0.000 description 1
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- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
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- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
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- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
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- 229910052623 talc Inorganic materials 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
【課題】クロロプレン系ゴムに従来使用されてきたＤＯＰに代わる新規なクロロプレン系ゴム組成物を提供することにより、低温性に優れる新規なクロロプレン系ゴム組成物を提供する。
【解決手段】クロロプレン系ゴムの軟化剤として使用されていなかったｎ＝２〜２０のＨ（Ｈ２Ｃ）ｎＯＯＣ（ＣＨ２）４ＣＯＯ（ＣＨ２）ｎＨからなる化合物（１）を使用することにより加硫物の低温性に優れ、かつ物性バランスの良いクロロプレン系ゴム組成物を見出した。
すなわち本発明は、化合物（１）を含有するクロロプレン系ゴム組成物に関するものである。An object of the present invention is to provide a novel chloroprene rubber composition having excellent low-temperature properties by providing a novel chloroprene rubber composition that replaces DOP conventionally used for chloroprene rubber.
A compound (1) consisting of H (H 2 C) nOOC (CH 2 ) 4 COO (CH 2 ) nH of n = 2 to 20, which has not been used as a softening agent for a chloroprene rubber, is used. As a result, a chloroprene rubber composition excellent in the low-temperature properties of the vulcanized product and having a good balance of physical properties was found.
That is, the present invention relates to a chloroprene rubber composition containing the compound (1).
Description
【０００１】
【発明の属する技術分野】
本発明は、クロロプレン系ゴムに特定の軟化剤を使用するクロロプレン系ゴム組成物に関する。
更に詳しくは、本発明はｎ＝２〜２０のＨ（Ｈ２Ｃ）ｎＯＯＣ（ＣＨ２）４ＣＯＯ（ＣＨ２）ｎＨからなる化合物（１）を含有したクロロプレン系ゴム組成物に関するものであり、更に詳しくは加硫物にした際、低温性に優れたクロロプレン系ゴム組成物に関する。
【０００２】
【従来の技術】
クロロプレン系ゴムの軟化剤としては、ジオクチルフタレート（以下ＤＯＰ）が多用されていたが、近年ＤＯＰの衛生性の問題よりＤＯＰ代替軟化剤が求められている。従来の技術としてはジイソノニルアジペートをＮＲ及びＳＢＲなどで使用している（例えば、特許文献１参照）が、クロロプレンの低温性を改良する目的で使用した例はこれまでなかった。
【０００３】
【特許文献１】
特開２００２−１１４８７０
【発明が解決しようとする課題】
本発明の目的は、クロロプレン系ゴムに従来使用されてきたＤＯＰに代わる新規なクロロプレン系ゴム組成物を提供することにある。
【０００４】
【課題を解決するための手段】
本発明者らは、上記の課題を解決すべく鋭意検討を重ねたところ、クロロプレン系ゴムの軟化剤として使用されていなかったｎ＝２〜２０のＨ（Ｈ２Ｃ）ｎＯＯＣ（ＣＨ２）４ＣＯＯ（ＣＨ２）ｎＨからなる化合物（１）を使用することにより加硫物の低温性に優れ、かつ物性バランスの良いクロロプレン系ゴム組成物を見出し、本発明を完成させるに到った。すなわち化合物（１）を用いることによって低温性に優れた加硫物を提供することにある。
すなわち本発明は、化合物（１）を含有するクロロプレン系ゴム組成物に関するものである。
【０００５】
本発明のクロロプレン系ゴムは、キサントゲン変性クロロプレン系ゴム、メルカプタン変性クロロプレン系ゴム及び硫黄変性クロロプレン系ゴムから選ばれた１種または２種以上であることが好ましい。
また、本発明のクロロプレン系ゴム組成物は、金属酸化物を少なくとも１種以上添加されていることが好ましい。
更に、本発明は上記のクロロプレン系ゴムを加硫することによって得られる加硫物に関するものである。
【０００６】
以下、本発明について更に詳細に説明する。
本発明で用いるｎ＝２〜２０のＨ（Ｈ２Ｃ）ｎＯＯＣ（ＣＨ２）４ＣＯＯ（ＣＨ２）ｎＨからなる化合物（１）の添加量は、クロロプレン系ゴム１００質量部あたり０．１〜１００質量部、好ましくは１質量部〜６０質量部の範囲内であることが好ましい。
なお、本明細書において他に注記したものを除き、全ての部はクロロプレン系ゴム１００質量部あたりの部数（質量部）であり、そして百分率は全組成物の質量による。
【０００７】
本発明で用いるクロロプレン系ゴム組成物における軟化剤としては化合物（１）が主成分であるが、化合物（１）の他に、必要に応じて従来よりゴム、プラスチックに使用されている各種の軟化剤を含有することができる。
【０００８】
クロロプレン系ゴムはクロロプレン系単量体の重合体であり、一般に乳化重合により製造されるが、本発明で用いるクロロプレン系ゴムとしては、クロロプレンの単独重合体またはクロロプレンと共重合可能な他の単量体１種以上との混合物（以下クロロプレン系単量体と称する）を重合して得られた共重合体（両者を合わせて本明細書においてはクロロプレン系ゴムと称する）が用いられる。
クロロプレンと共重合可能な単量体としては、例えば、２，３−ジクロロ−１，３−ブタジエン、１−クロロ−１，３−ブタジエン、硫黄、スチレン、アクリロニトリル、メタクリロニトリル、イソプレン、ブタジエン、並びにアクリル酸、メタクリル酸又はこれらのエステル類などであり、本発明の目的を満たす範囲で用いることが出来る。
【０００９】
本発明で用いるクロロプレン系ゴムを得る重合方法には特に制限はなく、クロロプレン系単量体を一般に用いられる重合開始剤の存在下に、乳化重合する。
この乳化重合を実施する場合の乳化剤は特に制限はなく、一般にクロロプレンの乳化重合に使用される乳化剤、例えば炭素数６〜２２の飽和または不飽和の脂肪族のアルカリ金属塩、ロジン酸または不均化ロジン酸のアルカリ金属塩、β−ナフタレンスルホン酸のホルマリン縮合物のアルカリ金属塩などが用いられる。
【００１０】
クロロプレン系ゴムは、分子量調整剤の種類により、イオウ変性タイプ、メルカプタン変性タイプ、キサントゲン変性タイプに分類される。イオウ変性タイプは、イオウとクロロプレン系単量体を共重合したポリマーをチウラムジスルフィドで可塑化し、所定のムーニー粘度に調整するものである。メルカプタン変性タイプは、ｎ−ドデシルメルカプタン、ターシャリ−ドデシルメルカプタン、オクチルメルカプタン等のアルキルメルカプタン類を分子量調整剤に使用するものである。また、キサントゲン変性タイプは、アルキルキサントゲン化合物を分子量調整剤に使用するものである。
本発明のクロロプレン系ゴムとしては、これらのうちから選ばれた１種または２種以上を混合して用いることができる。
【００１１】
重合開始剤としては特に制限されないが、クロロプレンの乳化重合に一般に用いられる公知の過硫酸カリウム、過硫酸アンモニウム、過硫酸ナトリウム、過酸化水素、ｔ−ブチルハイドロパーオキサイドなどの有機過酸化物類が用いられる。
【００１２】
本発明において重合温度及びモノマーの最終転化率は特に制限はされないが、重合温度は０〜５０℃であることが好ましく、更に２０〜５０℃であることが好ましい。また、モノマーの最終転化率は６０〜９０％の範囲に入るように行うことが好ましく、この転化率に達した時点で重合禁止剤を少量添加して重合を停止させる。
重合禁止剤としては、例えば、チオジフェニルアミン、４−ターシャリ−ブチルカテコール、２，２−メチレンビス−４−メチル−６−ターシャリ−ブチルフェノールなどの通常用いられる禁止剤が用いられる。
【００１３】
未反応の単量体は、例えば、スチームストリッピング法によって除去し、その後、ラテックスのｐＨを調整し、常法の凍結凝固、水洗、熱風乾燥などの方法により重合体を単離することができる。
【００１４】
本発明で用いるクロロプレン系ゴム組成物におけるゴム成分は、クロロプレン系ゴムを主成分とするものであるが、クロロプレン系ゴムの他に、必要に応じて天然ゴム、ブチルゴム、ＢＲ、ＮＢＲ、ＥＰＤＭ等を含有することができる。
【００１５】
本発明のクロロプレン系ゴム組成物は、従来よりクロロプレンゴムに使用されている各種加硫促進剤を配合することができる。
【００１６】
本発明で加硫剤として用いられる金属化合物としてはベリリウム、マグネシウム、亜鉛、カルシウム、バリウム、ゲルマニウム、チタニウム、錫、ジルコニウム、鉛、アンチモン、バナジウム、ビスマス、モリブデン、タングステン、テルル、セレン、鉄、ニッケル、コバルト、オスミウムなどの元素単体および、上記元素の酸化物および水酸化物が用いられる。
【００１７】
上記の加硫剤として用いられる金属化合物のうちの酸化カルシウム、酸化亜鉛、酸化鉛、二酸化アンチモン、三酸化アンチモン、酸化マグネシウムが好ましい。これらは２種以上を併用して用いることもできる。これらの金属酸化物の添加量は、クロロプレン系ゴム１００質量部に対して２〜２０質量部が好ましい。
【００１８】
本発明のクロロプレン系ゴム組成物は、従来よりゴム、プラスチックに使用されている各種の添加剤を、用途に応じてそれぞれの目標物性に到達するように配合することができる。これらの添加剤としては、補強剤、加工助剤、老化防止剤等が挙げられる。
【００１９】
補強剤としてはカーボンブラック、シリカ等が挙げられ、ゴムの機械的強度を増大させるために用いられる。補強剤の添加量は、一般的には、クロロプレン系ゴム１００質量部に対して２０〜８０質量部程度である。また、炭酸カルシウム、クレー、タルク等の充填剤も必要に応じて添加することができる。
【００２０】
加工助剤としては、ステアリン酸等の脂肪酸が挙げられ、クロロプレン系ゴム１００質量部に対して０．５〜５質量部程度まで添加できる。
【００２１】
老化防止剤としては、アミン系、イミダゾール系、カルバミン酸金属塩、フェノール系、ワックス等が挙げられ、クロロプレン系ゴム１００質量部に対して０．５〜１０質量部程度添加することができる。
【００２２】
本発明のクロロプレン系ゴム組成物は、良好な加工性を有するため、通常のゴムと同様の方法で、ニーダー、バンバリーまたはロール等の混練り機によって混合し、目的に応じた形状に成形加工し、成形加硫物を得ることが出来る。具体的には各成分を加硫温度以下の温度で混練し、次いでその混合物を各種形状に成形後、加硫して加硫物を得る。加硫時の温度や加硫時間は、適宜設定することができる。加硫温度は１３０〜２００℃が好ましく、１４０〜１９０℃が更に好ましい。
【００２３】
本発明のクロロプレン系ゴム組成物の加硫方法としては、プレス加硫、インジェクション加硫、直接釜加硫、間接釜加硫、直接蒸気連続加硫、常圧連続加硫、連続加硫プレスなどがあげられる。
【００２４】
以下に実施例により本発明を詳しく説明するが、本発明は下記の実施例により限定されるものではない。
「実施例及び比較例」
表１に示す配合処方により、８インチロールを用いて配合して得たゴム組成物の加硫物について物性試験を行ない、結果を表１に示した。
油圧プレスにて１６０℃×２０分間加硫した試験片を用いて、引張強度、伸び等の力学的特性を、ＪＩＳ Ｋ６２５１に準拠して測定した。Ｈｓは、ＪＩＳ Ｋ６２５３に準拠してデュロメータ硬さ計を用いて測定を行った。脆化試験及びゲーマン捻り試験は、ＪＩＳ Ｋ ６２６１に準拠して測定した。耐熱性は、１４０℃×２４０ｈｒｓギヤーオーブン放置後の硬度変化及びブリードの観察を行った。ブリードの観察は、液状のブリード物がある場合を×、僅かにある場合を△、ブリードがない場合を○とした。
圧縮永久歪みは、油圧プレスにて１６０℃×３０分間加熱した試験片を用いてＪＩＳ Ｋ６２６２に準拠して１００℃×７２ｈｒｓ、１２０℃×７２ｈｒｓ、−１０℃×７２ｈｒｓ後の圧縮永久歪みを測定した。
【００２５】
【表１】
表１で用いたクロロプレンゴム（Ｓ−４０Ｖ）は、電気化学工業株式会社製クロロロロプレンゴムである。
表１で用いたＭｇＯは、協和化学工業株式会社製、キョウワマグ１５０
表１で用いた亜鉛華は、堺化学工業株式会社製、亜鉛華２種
表１で用いたＳＲＦは、旭カーボン株式会社、＃５０
表１で用いた石油系プロセスオイルは、出光興産製 ダイアナプロセスオイルＮＰ−２４
表１で用いたメザモールは、バイエル製 可塑剤
表１で用いたノクラックＣＤは、大内新興化学工業製 老化防止剤
表１で用いたノクラック６Ｃは、大内新興化学工業株式会社製 老化防止剤
表１で用いたアクセル２２Ｓは、川口化学工業株式会社製 加硫促進剤
表１で用いたノクセラーＴＴは、大内新興化学工業株式会社製 加硫促進剤
【００２７】
【発明の効果】
実施例に示した通り、ｎ＝２〜２０のＨ（Ｈ２Ｃ）ｎＯＯＣ（ＣＨ２）４ＣＯＯ（ＣＨ２）ｎＨからなる化合物を用いた配合物は、比較例で示したような従来のＤＯＰ芳香族系プロセスオイルと同等の加工安定性および加硫促進効果、引張強度、伸び、圧縮永久ひずみ等の力学的特性が得られ、低温性に優れた加硫物が得られる。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a chloroprene-based rubber composition using a specific softener in the chloroprene-based rubber.
More specifically, the present invention relates to a chloroprene rubber composition containing a compound (1) consisting of H (H 2 C) nOOC (CH 2 ) 4 COO (CH 2 ) nH wherein n = 2 to 20, More specifically, the present invention relates to a chloroprene rubber composition having excellent low-temperature properties when vulcanized.
[0002]
[Prior art]
Dioctyl phthalate (hereinafter referred to as DOP) has been widely used as a softening agent for chloroprene rubber, but in recent years, a DOP substitute softening agent has been demanded due to the problem of DOP hygiene. As a conventional technique, diisononyl adipate is used in NR and SBR (for example, see Patent Document 1), but there has been no example in which chloroprene is used for improving low-temperature properties.
[0003]
[Patent Document 1]
JP-A-2002-114870
[Problems to be solved by the invention]
An object of the present invention is to provide a novel chloroprene rubber composition that replaces DOP conventionally used for chloroprene rubber.
[0004]
[Means for Solving the Problems]
The present inventors have conducted intensive studies to solve the above-mentioned problems, and found that H (H 2 C) nOOC (CH 2 ) 4 of n = 2 to 20, which was not used as a softening agent for chloroprene rubber. By using the compound (1) composed of COO (CH 2 ) nH, a chloroprene-based rubber composition having excellent low-temperature properties of a vulcanized product and a good balance of physical properties was found, and the present invention was completed. That is, it is to provide a vulcanizate having excellent low-temperature properties by using the compound (1).
That is, the present invention relates to a chloroprene rubber composition containing the compound (1).
[0005]
The chloroprene rubber of the present invention is preferably one or more selected from xanthogen-modified chloroprene rubber, mercaptan-modified chloroprene rubber, and sulfur-modified chloroprene rubber.
The chloroprene rubber composition of the present invention preferably contains at least one metal oxide.
Furthermore, the present invention relates to a vulcanizate obtained by vulcanizing the above-mentioned chloroprene rubber.
[0006]
Hereinafter, the present invention will be described in more detail.
The addition amount of the n = 2 to 20 for use in the present invention H (H 2 C) nOOC ( CH 2) 4 COO (CH 2) consisting nH compound (1) is, chloroprene rubber 0.1 per 100 parts by weight It is preferably in the range of 100 parts by mass, preferably 1 to 60 parts by mass.
In addition, all parts are parts (parts by mass) per 100 parts by mass of the chloroprene-based rubber, and the percentages are based on the mass of the entire composition, unless otherwise noted in this specification.
[0007]
As a softening agent in the chloroprene rubber composition used in the present invention, the compound (1) is a main component. In addition to the compound (1), various softening agents conventionally used in rubbers and plastics may be used as necessary. Agents can be included.
[0008]
The chloroprene rubber is a polymer of a chloroprene monomer and is generally produced by emulsion polymerization. The chloroprene rubber used in the present invention includes a homopolymer of chloroprene or another monomer copolymerizable with chloroprene. A copolymer obtained by polymerizing a mixture with at least one of the above-mentioned components (hereinafter, referred to as chloroprene-based monomer) (both are referred to as chloroprene-based rubber in the present specification) is used.
Examples of monomers copolymerizable with chloroprene include 2,3-dichloro-1,3-butadiene, 1-chloro-1,3-butadiene, sulfur, styrene, acrylonitrile, methacrylonitrile, isoprene, butadiene, In addition, acrylic acid, methacrylic acid, or esters thereof, and the like can be used as long as the object of the present invention is satisfied.
[0009]
The polymerization method for obtaining the chloroprene rubber used in the present invention is not particularly limited, and the chloroprene monomer is emulsion-polymerized in the presence of a generally used polymerization initiator.
The emulsifier for carrying out the emulsion polymerization is not particularly limited, and is generally an emulsifier used for emulsion polymerization of chloroprene, for example, a saturated or unsaturated aliphatic alkali metal salt having 6 to 22 carbon atoms, rosin acid or heterogeneous acid. For example, alkali metal salts of rosin acid fluoride, formalin condensates of β-naphthalenesulfonic acid and the like are used.
[0010]
Chloroprene-based rubbers are classified into a sulfur-modified type, a mercaptan-modified type, and a xanthogen-modified type, depending on the type of molecular weight modifier. In the sulfur-modified type, a polymer obtained by copolymerizing sulfur and a chloroprene monomer is plasticized with thiuram disulfide and adjusted to a predetermined Mooney viscosity. The mercaptan-modified type uses alkyl mercaptans such as n-dodecyl mercaptan, tertiary dodecyl mercaptan and octyl mercaptan as a molecular weight regulator. The xanthogen-modified type uses an alkyl xanthogen compound as a molecular weight regulator.
As the chloroprene-based rubber of the present invention, one or more selected from these can be used.
[0011]
The polymerization initiator is not particularly limited, but known organic peroxides such as potassium persulfate, ammonium persulfate, sodium persulfate, hydrogen peroxide and t-butyl hydroperoxide generally used in emulsion polymerization of chloroprene are used. Can be
[0012]
In the present invention, the polymerization temperature and the final conversion of the monomer are not particularly limited, but the polymerization temperature is preferably from 0 to 50 ° C, more preferably from 20 to 50 ° C. Further, it is preferable that the final conversion rate of the monomer is in the range of 60 to 90%, and when the conversion rate is reached, a small amount of a polymerization inhibitor is added to terminate the polymerization.
As the polymerization inhibitor, for example, a commonly used inhibitor such as thiodiphenylamine, 4-tert-butylcatechol, and 2,2-methylenebis-4-methyl-6-tert-butylphenol is used.
[0013]
Unreacted monomers are removed, for example, by a steam stripping method, and thereafter, the pH of the latex is adjusted, and the polymer can be isolated by a conventional method such as freeze coagulation, water washing, and hot air drying. .
[0014]
The rubber component in the chloroprene-based rubber composition used in the present invention is mainly composed of chloroprene-based rubber. In addition to the chloroprene-based rubber, if necessary, natural rubber, butyl rubber, BR, NBR, EPDM, etc. Can be contained.
[0015]
The chloroprene rubber composition of the present invention may contain various vulcanization accelerators conventionally used for chloroprene rubber.
[0016]
Metal compounds used as vulcanizing agents in the present invention include beryllium, magnesium, zinc, calcium, barium, germanium, titanium, tin, zirconium, lead, antimony, vanadium, bismuth, molybdenum, tungsten, tellurium, selenium, iron, nickel , Cobalt, osmium and the like, and oxides and hydroxides of the above elements.
[0017]
Of the metal compounds used as the above vulcanizing agents, calcium oxide, zinc oxide, lead oxide, antimony dioxide, antimony trioxide and magnesium oxide are preferred. These can be used in combination of two or more. The addition amount of these metal oxides is preferably 2 to 20 parts by mass based on 100 parts by mass of the chloroprene rubber.
[0018]
The chloroprene-based rubber composition of the present invention can be blended with various additives conventionally used for rubber and plastics so as to reach the respective target physical properties according to applications. These additives include reinforcing agents, processing aids, anti-aging agents and the like.
[0019]
Examples of the reinforcing agent include carbon black and silica, which are used to increase the mechanical strength of rubber. The amount of the reinforcing agent is generally about 20 to 80 parts by mass based on 100 parts by mass of the chloroprene rubber. In addition, fillers such as calcium carbonate, clay, and talc can be added as needed.
[0020]
Examples of the processing aid include fatty acids such as stearic acid, and can be added in an amount of about 0.5 to 5 parts by mass based on 100 parts by mass of the chloroprene rubber.
[0021]
Examples of the antioxidant include amine-based, imidazole-based, metal carbamate, phenol-based, and wax, and can be added in an amount of about 0.5 to 10 parts by mass based on 100 parts by mass of the chloroprene-based rubber.
[0022]
Since the chloroprene-based rubber composition of the present invention has good processability, it is mixed with a kneader such as a kneader, a Banbury or a roll in the same manner as ordinary rubber, and molded into a shape according to the purpose. And a molded vulcanizate can be obtained. Specifically, each component is kneaded at a temperature equal to or lower than the vulcanization temperature, and then the mixture is molded into various shapes and vulcanized to obtain a vulcanized product. The temperature and vulcanization time during vulcanization can be set as appropriate. The vulcanization temperature is preferably from 130 to 200C, more preferably from 140 to 190C.
[0023]
The vulcanization method of the chloroprene rubber composition of the present invention includes press vulcanization, injection vulcanization, direct vulcanization, indirect vulcanization, continuous continuous vulcanization, continuous continuous vulcanization at normal pressure, and continuous vulcanization press. Is raised.
[0024]
Hereinafter, the present invention will be described in detail with reference to Examples, but the present invention is not limited to the following Examples.
"Examples and Comparative Examples"
According to the compounding recipe shown in Table 1, a physical property test was performed on a vulcanized product of the rubber composition obtained by compounding using an 8-inch roll, and the results are shown in Table 1.
Using test pieces vulcanized at 160 ° C. for 20 minutes using a hydraulic press, mechanical properties such as tensile strength and elongation were measured in accordance with JIS K6251. Hs was measured using a durometer in accordance with JIS K6253. The embrittlement test and the Gehman twist test were measured in accordance with JIS K6261. The heat resistance was determined by observing a change in hardness and bleeding after leaving the gear oven at 140 ° C. × 240 hrs. The bleed was observed as x when there was a liquid bleed, Δ when there was a slight bleed, and o when there was no bleed.
The compression set measured the compression set after 100 degreeC x 72 hrs, 120 degreeC x 72 hrs, and -10 degreeC x 72 hrs in accordance with JISK6262 using the test piece heated by a hydraulic press at 160 degreeC x 30 minutes. .
[0025]
[Table 1]
The chloroprene rubber (S-40V) used in Table 1 is chlorololoprene rubber manufactured by Denki Kagaku Kogyo Co., Ltd.
MgO used in Table 1 was Kyowa Mag 150 manufactured by Kyowa Chemical Industry Co., Ltd.
The zinc white used in Table 1 was manufactured by Sakai Chemical Industry Co., Ltd., and two types of zinc white were used in Table 1. The SRF used was Asahi Carbon Co., Ltd., # 50
The petroleum-based process oil used in Table 1 was Diana Process Oil NP-24 manufactured by Idemitsu Kosan.
The mezamol used in Table 1 was manufactured by Bayer. The Nocrack CD used in Table 1 was manufactured by Ouchi Shinko Chemical Co., Ltd. The anti-aging agent The Nocrack 6C used in Table 1 was manufactured by Ouchi Shinko Chemical Co., Ltd. The accelerator 22S used in Table 1 is a vulcanization accelerator manufactured by Kawaguchi Chemical Industry Co., Ltd. The Noxeller TT used in Table 1 is a vulcanization accelerator manufactured by Ouchi Shinko Chemical Co., Ltd.
【The invention's effect】
As shown in the examples, the compound using the compound consisting of H (H 2 C) nOOC (CH 2 ) 4 COO (CH 2 ) nH in which n = 2 to 20 is a conventional compound as shown in the comparative example. Processing stability and vulcanization accelerating effects equivalent to DOP aromatic process oil, mechanical properties such as tensile strength, elongation, and compression set can be obtained, and a vulcanizate excellent in low-temperature properties can be obtained.
Claims (6)
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| US8816030B2 (en) | 2011-05-09 | 2014-08-26 | Denki Kagaku Kogyo Kabushiki Kaisha | Chloroprene rubber, chloroprene rubber composition, vulcanizate thereof, and formed body |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8816030B2 (en) | 2011-05-09 | 2014-08-26 | Denki Kagaku Kogyo Kabushiki Kaisha | Chloroprene rubber, chloroprene rubber composition, vulcanizate thereof, and formed body |
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