WO2024014114A1 - Rubber composition, coating material, and adhesive - Google Patents
Rubber composition, coating material, and adhesive Download PDFInfo
- Publication number
- WO2024014114A1 WO2024014114A1 PCT/JP2023/018520 JP2023018520W WO2024014114A1 WO 2024014114 A1 WO2024014114 A1 WO 2024014114A1 JP 2023018520 W JP2023018520 W JP 2023018520W WO 2024014114 A1 WO2024014114 A1 WO 2024014114A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- rubber
- carbon atoms
- fatty acid
- rubber composition
- Prior art date
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 58
- 239000005060 rubber Substances 0.000 title claims abstract description 58
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 239000000853 adhesive Substances 0.000 title claims abstract description 23
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 23
- 239000011248 coating agent Substances 0.000 title abstract description 6
- 238000000576 coating method Methods 0.000 title abstract description 6
- 239000000463 material Substances 0.000 title abstract description 5
- 229910052751 metal Inorganic materials 0.000 claims abstract description 66
- 239000002184 metal Substances 0.000 claims abstract description 66
- 239000000344 soap Substances 0.000 claims abstract description 42
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 41
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 37
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 35
- 239000000194 fatty acid Substances 0.000 claims abstract description 35
- 229930195729 fatty acid Natural products 0.000 claims abstract description 35
- 150000003839 salts Chemical class 0.000 claims abstract description 26
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 16
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003446 ligand Substances 0.000 claims abstract description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 14
- 239000013522 chelant Substances 0.000 claims abstract description 11
- 229910052742 iron Inorganic materials 0.000 claims abstract description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims abstract description 8
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 7
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 7
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052788 barium Inorganic materials 0.000 claims abstract description 7
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052797 bismuth Inorganic materials 0.000 claims abstract description 7
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 7
- 239000011575 calcium Substances 0.000 claims abstract description 7
- 150000004696 coordination complex Chemical class 0.000 claims abstract description 7
- 229910052802 copper Inorganic materials 0.000 claims abstract description 7
- 239000010949 copper Substances 0.000 claims abstract description 7
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims abstract description 7
- 229910052712 strontium Inorganic materials 0.000 claims abstract description 7
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052720 vanadium Inorganic materials 0.000 claims abstract description 7
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 7
- 239000011701 zinc Substances 0.000 claims abstract description 7
- 229910052726 zirconium Inorganic materials 0.000 claims abstract description 7
- 229910017052 cobalt Inorganic materials 0.000 claims abstract description 5
- 239000010941 cobalt Substances 0.000 claims abstract description 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052761 rare earth metal Inorganic materials 0.000 claims abstract description 5
- 150000002910 rare earth metals Chemical class 0.000 claims abstract description 5
- 229910052759 nickel Inorganic materials 0.000 claims abstract description 4
- 239000000049 pigment Substances 0.000 claims description 34
- 239000003973 paint Substances 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000001424 substituent group Chemical group 0.000 claims description 20
- 239000004215 Carbon black (E152) Substances 0.000 claims description 18
- 229920003244 diene elastomer Polymers 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 150000002430 hydrocarbons Chemical group 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 125000000018 nitroso group Chemical group N(=O)* 0.000 claims description 7
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 7
- 229920001577 copolymer Polymers 0.000 claims description 6
- 244000043261 Hevea brasiliensis Species 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 229920003052 natural elastomer Polymers 0.000 claims description 4
- 229920001194 natural rubber Polymers 0.000 claims description 4
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 claims description 3
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005062 Polybutadiene Substances 0.000 claims description 3
- 229920003049 isoprene rubber Polymers 0.000 claims description 3
- 229920002857 polybutadiene Polymers 0.000 claims description 3
- 125000005647 linker group Chemical group 0.000 claims description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 2
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 claims 1
- 238000001035 drying Methods 0.000 abstract description 13
- 150000001993 dienes Chemical class 0.000 abstract 1
- 238000004073 vulcanization Methods 0.000 description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 9
- 239000003085 diluting agent Substances 0.000 description 9
- 229920000126 latex Polymers 0.000 description 8
- 239000004816 latex Substances 0.000 description 8
- -1 rare earths Chemical compound 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical group [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 229910052748 manganese Inorganic materials 0.000 description 5
- 239000011572 manganese Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- LLPKQRMDOFYSGZ-UHFFFAOYSA-N 2,5-dimethyl-1h-imidazole Chemical compound CC1=CN=C(C)N1 LLPKQRMDOFYSGZ-UHFFFAOYSA-N 0.000 description 4
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N 4-methylimidazole Chemical compound CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 125000002723 alicyclic group Chemical group 0.000 description 4
- 239000011256 inorganic filler Substances 0.000 description 4
- 229910003475 inorganic filler Inorganic materials 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000012860 organic pigment Substances 0.000 description 4
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 3
- 229940093858 ethyl acetoacetate Drugs 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- 235000014692 zinc oxide Nutrition 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical group CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 2
- FNOZYFSGNFPIIH-UHFFFAOYSA-N 1,4-diethylimidazole Chemical compound CCC1=CN(CC)C=N1 FNOZYFSGNFPIIH-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 2
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- RURPJGZXBHYNEM-UHFFFAOYSA-N 2-[2-[(2-hydroxyphenyl)methylideneamino]propyliminomethyl]phenol Chemical compound C=1C=CC=C(O)C=1C=NC(C)CN=CC1=CC=CC=C1O RURPJGZXBHYNEM-UHFFFAOYSA-N 0.000 description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 2
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical group CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 235000019485 Safflower oil Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- CTQMJYWDVABFRZ-UHFFFAOYSA-N cloxiquine Chemical compound C1=CN=C2C(O)=CC=C(Cl)C2=C1 CTQMJYWDVABFRZ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000008602 contraction Effects 0.000 description 2
- SSJXIUAHEKJCMH-UHFFFAOYSA-N cyclohexane-1,2-diamine Chemical compound NC1CCCCC1N SSJXIUAHEKJCMH-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 2
- 239000001095 magnesium carbonate Substances 0.000 description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 2
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 125000005608 naphthenic acid group Chemical group 0.000 description 2
- 229960003540 oxyquinoline Drugs 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical group C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
- 229940081066 picolinic acid Drugs 0.000 description 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical group 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 2
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000003813 safflower oil Substances 0.000 description 2
- 235000005713 safflower oil Nutrition 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 239000002383 tung oil Substances 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- UJPKMTDFFUTLGM-UHFFFAOYSA-N 1-aminoethanol Chemical compound CC(N)O UJPKMTDFFUTLGM-UHFFFAOYSA-N 0.000 description 1
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical group CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- 229960000549 4-dimethylaminophenol Drugs 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229910052692 Dysprosium Inorganic materials 0.000 description 1
- 229910052691 Erbium Inorganic materials 0.000 description 1
- 229910052693 Europium Inorganic materials 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 229910052688 Gadolinium Inorganic materials 0.000 description 1
- 229910052689 Holmium Inorganic materials 0.000 description 1
- 229910052765 Lutetium Inorganic materials 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 229910052779 Neodymium Inorganic materials 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910052777 Praseodymium Inorganic materials 0.000 description 1
- 229910052773 Promethium Inorganic materials 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 229910052771 Terbium Inorganic materials 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 229910052775 Thulium Inorganic materials 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229910052769 Ytterbium Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 229910000416 bismuth oxide Inorganic materials 0.000 description 1
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000010073 coating (rubber) Methods 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- TYIXMATWDRGMPF-UHFFFAOYSA-N dibismuth;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Bi+3].[Bi+3] TYIXMATWDRGMPF-UHFFFAOYSA-N 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid ester group Chemical group C(CCCCCCCCCCC)(=O)O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- KJZYNXUDTRRSPN-UHFFFAOYSA-N holmium atom Chemical compound [Ho] KJZYNXUDTRRSPN-UHFFFAOYSA-N 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical compound C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 235000012204 lemonade/lime carbonate Nutrition 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- OHSVLFRHMCKCQY-UHFFFAOYSA-N lutetium atom Chemical compound [Lu] OHSVLFRHMCKCQY-UHFFFAOYSA-N 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- YRHYCMZPEVDGFQ-UHFFFAOYSA-N methyl decanoate Chemical compound CCCCCCCCCC(=O)OC YRHYCMZPEVDGFQ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- NUKZAGXMHTUAFE-UHFFFAOYSA-N methyl hexanoate Chemical compound CCCCCC(=O)OC NUKZAGXMHTUAFE-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- 229920006173 natural rubber latex Polymers 0.000 description 1
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical group CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium atom Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 description 1
- 229940088417 precipitated calcium carbonate Drugs 0.000 description 1
- VQMWBBYLQSCNPO-UHFFFAOYSA-N promethium atom Chemical compound [Pm] VQMWBBYLQSCNPO-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- RQGPLDBZHMVWCH-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole Chemical compound C1=NC2=CC=NC2=C1 RQGPLDBZHMVWCH-UHFFFAOYSA-N 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000003860 storage Methods 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
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium atom Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical group CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-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
- 229960002447 thiram Drugs 0.000 description 1
- FRNOGLGSGLTDKL-UHFFFAOYSA-N thulium atom Chemical compound [Tm] FRNOGLGSGLTDKL-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L7/00—Compositions of natural rubber
- C08L7/02—Latex
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D107/00—Coating compositions based on natural rubber
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D109/00—Coating compositions based on homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J107/00—Adhesives based on natural rubber
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J109/00—Adhesives based on homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
Definitions
- the present invention relates to rubber compositions, paints, and adhesives.
- the unvulcanized tread before being attached to the tire body has its specifications marked on its surface.
- the worker checks the markings, wraps the unvulcanized tread around the tire body, places it in a mold, heats it, and integrates the tread with the tire body through a vulcanization reaction to manufacture the tire. .
- Latex is an emulsion in which rubber is dispersed in water or an aqueous solution in the form of fine particles, and paints containing this latex have the flexibility to allow the resulting coating film to follow the expansion and contraction of the rubber (Patent Document 1) . Furthermore, the latex is also used as an adhesive due to its flexibility (Patent Document 2).
- Both paints and adhesives containing latex have a problem in that they do not have sufficient drying properties. For example, in the case of paints used for marking during the tire manufacturing process, there is a problem in that the markings may bleed due to contact between tires during the manufacturing process.
- the problem to be solved by the present invention is to provide a rubber composition from which paints and adhesives with excellent drying properties can be produced.
- the problem to be solved by the present invention is to provide a paint and an adhesive that have excellent drying properties.
- the present invention provides a rubber composition containing a diene rubber and a metal soap, wherein the metal soap is a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, or a fatty acid having 1 to 22 carbon atoms.
- the metal soap is a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, or a fatty acid having 1 to 22 carbon atoms.
- the present invention can provide a rubber composition from which paints and adhesives with excellent drying properties can be produced. According to the present invention, paints and adhesives with excellent drying properties can be provided.
- the rubber composition of the present invention contains a diene rubber and a metal soap, and by containing the metal soap, drying properties can be improved. Each component will be explained below.
- the metal soap contained in the rubber composition of the present invention is a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, a metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, and a nitrogen atom-containing ligand compound. , and an aluminum chelate compound.
- the metal of the fatty acid metal salt is cobalt, manganese, iron, bismuth, zirconium, barium, calcium, strontium, nickel, copper, zinc, rare earth or vanadium, From the viewpoint of no concerns about toxicity, etc., preferred are manganese, iron, bismuth, zirconium, barium, calcium, strontium, copper, zinc, rare earths, or vanadium.
- rare earths include scandium (Sc), yttrium (Y), lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), and europium.
- Sc scandium
- Y yttrium
- La cerium
- Ce cerium
- Pr praseodymium
- Nd neodymium
- Pm promethium
- Sm samarium
- Eu europium
- One or more selected from (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), and lutetium (Lu) means.
- the fatty acid metal salt that is a metal soap is preferably a metal salt represented by the following general formula (A).
- R 1 is a hydrogen atom or an alkyl group having 1 to 21 carbon atoms
- n is an integer in the range of 1 to 4
- M is manganese, iron, bismuth, zirconium, barium, calcium, strontium, copper, zinc, rare earth, or vanadium.
- n is an integer of 2 or more, a plurality of R 1 's may be the same or different.
- the alkyl group having 1 to 21 carbon atoms for R 1 may be a linear alkyl group, a branched alkyl group, or may include an alicyclic structure.
- the alkyl group having 1 to 21 carbon atoms in R 1 is a carboxylic acid residue obtained by removing the carboxyl group (COOH) from the carboxylic acid having 1 to 22 carbon atoms represented by R 1 COOH used in the production of the fatty acid metal salt.
- the carboxylic acid residues include acetic acid residues, propionic acid residues, butanoic acid residues, pentanoic acid residues, acrylic acid residues, methacrylic acid residues, and octylic acid residues (2-ethylhexanoic acid residues).
- Examples include dehydrated castor oil fatty acid residues, tung oil fatty acid residues, lauric acid residues, myristic acid residues, palmitic acid residues, stearic acid residues, isostearic acid residues, and oleic acid residues.
- the alkyl group having 1 to 21 carbon atoms in R 1 is preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 11 carbon atoms, and even more preferably an acetic acid residue, These are propionic acid residues, butanoic acid residues, pentanoic acid residues, 2-ethylhexanoic acid residues, isononanoic acid residues, neodecanoic acid residues, or naphthenic acid residues.
- n is a numerical value corresponding to the ionic valence of the metal atom of M. For example, if M is cobalt, n is 2.
- a fatty acid metal salt As a metal soap, one type of fatty acid metal salt may be used alone, or two or more types of fatty acid metal salts having mutually different structures may be used.
- the fatty acid metal salt which is a metal soap
- Commercial products of fatty acid metal salts, which are metal soaps include, for example, the OCTOATE series (manufactured by DIC Corporation).
- a metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms and a nitrogen atom-containing ligand compound, which is a metal soap, is a compound in which a nitrogen atom-containing ligand compound is coordinated to the above-mentioned fatty acid metal salt. .
- a nitrogen atom-containing ligand compound By further coordinating a nitrogen atom-containing ligand compound to the fatty acid metal salt, the stability of the metal soap can be improved and the generation of lumps during the preparation of a rubber composition can be suppressed.
- the nitrogen atom-containing ligand compound is preferably a compound represented by the following general formula (1), a compound represented by the following general formula (2), a compound represented by the following general formula (3), and a compound represented by the following general formula (3).
- R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms
- R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms
- X 11 is an alkylene group having 1 to 6 carbon atoms
- X 12 is an alkylene group having 1 to 6 carbon atoms
- Y is an ether bond or a linking group represented by -N(R 13 )- (R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms)
- R21 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent.
- R 22 is a hydrogen atom or an aliphatic hydrocarbon group
- X 21 is a hydrogen atom, a group represented by -R 21 or a group represented by -COOR 21 .
- R31 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent.
- R 32 is a hydrogen atom or an aliphatic hydrocarbon group
- q is an integer in the range of 0 to 6
- R41 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent.
- the alkyl group having 1 to 6 carbon atoms for R 11 , R 12 and R 13 may be a straight-chain alkyl group, a branched alkyl group, or may include an alicyclic structure.
- the alkylene group having 1 to 6 carbon atoms of X 11 and X 12 is preferably an alkylene group having 2 to 3 carbon atoms.
- the halogen atom of R 21 , R 31 and R 41 is, for example, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.
- hydrocarbon groups of R 21 , R 31 and R 41 , hydrocarbon oxy groups and hydrocarbon oxycarbonyl groups are aliphatic hydrocarbon groups, alicyclic structure-containing hydrocarbon groups, aromatic ring-containing hydrocarbon groups. Either is fine. Further, the aliphatic hydrocarbon group may be linear or have a branched structure, and may have an unsaturated group in the structure.
- the substituent includes a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, Examples include halogen atoms, alkyl groups, and alkoxy groups.
- the aliphatic hydrocarbon group in the general formulas (2), (3) and (4) is, for example, an alkyl group having 1 to 6 carbon atoms.
- nitrogen atom-containing ligand compounds include picolinic acid, N-methylmorpholine, pyridine, 1,8-diazabicyclo[5.4.0]undecene-7 (DBU), 1,5-diazabicyclo[4 .3.0] Nonene-5 (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO), 4-dimethylaminoamine (DMAP), dicyandiamide (DICY), tri-n-butylamine, dimethyl Benzylamine, butylamine, 1,2-propanediamine, 1,2-cyclohexanediamine, octylamine, monoethanolamine, diethanolamine, triethanolamine, 2-[[(2-dimethylamino)ethyl]methylamino]ethanol, 2 ,2'-[propane-1,2-diylbis(azanylylidenemethanylylidene)]diphenol, imidazole, 1-methylimidazole, 2-
- the nitrogen atom-containing ligand compound is preferably picolinic acid, 2-[[(2-dimethylamino)ethyl]methylamino]ethanol, 1,2-propanediamine, 1,2-cyclohexanediamine, monoethanolamine, Diethanolamine, triethanolamine, imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole, 2,4-dimethylimidazole, 1,4-diethylimidazole, 8-quinolinol, 5-chloro-8-quinolinol, 2 , 2'-bipyridyl and its derivatives, and 2,2'-[propane-1,2-diylbis(azanylylidenemethanylylidene)]diphenol and its derivatives.
- the amount of the nitrogen atom-containing ligand compound is, for example, in the range of 0.1 to 20 mol, preferably in the range of 0.2 to 15 mol, more preferably The amount is in the range of 0.5 to 12 mol, more preferably 0.5 to 10 mol.
- the nitrogen atom-containing ligand compound can be produced by a known method, and commercially available products may be used.
- Commercially available amine-ligand metal complex compounds include, for example, the DICNATE series (manufactured by DIC Corporation).
- the aluminum chelate compound which is a metal soap is preferably one or more selected from a compound represented by the following general formula (5-1) and a compound represented by the following general formula (5-2).
- R 511 to R 516 and R 521 to R 526 each independently represent an alkyl group having 1 to 22 carbon atoms or an alkoxy group having 1 to 22 carbon atoms.
- the alkylene group portion of the alkyl group having 1 to 22 carbon atoms and the alkoxy group having 1 to 22 carbon atoms in R 511 to R 526 and R 521 to R 526 may be linear or branched, and may have an alicyclic structure. May include.
- the number of carbon atoms in the alkyl group and the alkylene group portion of the alkoxy group in R 511 to R 516 and R 521 to R 526 is preferably 1 to 9.
- the alkyl group having 1 to 22 carbon atoms in R 511 to R 516 and R 521 to R 526 is preferably a methyl group or an ethyl group.
- the alkoxy group having 1 to 22 carbon atoms in R 511 to R 516 and R 521 to R 526 is preferably a methoxy group, an ethoxy group or an oleyloxy group.
- aluminum chelate compounds include aluminum tris (acetylacetonate), aluminum tris (ethylacetoacetate), aluminum monoacetylacetonate bis(ethylacetoacetate), aluminum monoacetylacetonate bisoleylacetoacetate, and ethyl acetoacetate.
- aluminum tris acetylacetonate
- aluminum tris ethylacetoacetate
- aluminum monoacetylacetonate bisoleylacetoacetate aluminum monoacetylacetonate bisoleylacetoacetate
- ethyl acetoacetate examples include aluminum diisopropylate, alkyl acetoacetate aluminum diisopropylate, and the like.
- an aluminum chelate compound When using an aluminum chelate compound as a metal soap, one type of aluminum chelate compound may be used alone, or two or more types of aluminum chelate compounds having mutually different structures may be used.
- the aluminum chelate compound which is a metal soap
- the metal soap contained in the rubber composition of the present invention can be divided into two types: the main metal soap (main dryer) and the auxiliary metal soap (auxiliary dryer).
- the main dryer is manganese soap and/or iron soap
- the auxiliary dryer is a metal soap other than manganese soap and iron soap.
- the amount of the auxiliary dryer is, for example, 100 to 2,000 parts by weight based on 100 parts by weight of the main dryer. Further, the amount of the auxiliary dryer is, for example, in the range of 1 to 60 mol, preferably in the range of 5 to 50 mol, per 1 mol of metal atoms in the main dryer.
- the content ratio of the metal soap in the rubber composition of the present invention is, for example, 0.01 to 15 parts by mass, preferably 0.01 to 10 parts by mass, and more preferably 0.
- the amount is from .05 to 5 parts by weight, more preferably from 0.05 parts by weight to less than 1 part by weight.
- the metal soap contained in the rubber composition of the present invention may be used alone or in combination of two or more.
- diene rubber examples include natural rubber (NR), isoprene rubber (IR), butadiene rubber (BR), styrene-butadiene rubber (SBR), styrene-isoprene copolymer rubber, butadiene-isoprene copolymer rubber, and styrene.
- NR natural rubber
- IR isoprene rubber
- BR butadiene rubber
- SBR styrene-butadiene rubber
- styrene-isoprene copolymer rubber butadiene-isoprene copolymer rubber
- styrene examples include -isoprene-butadiene copolymer rubber, and modified rubbers in which the ends and main chains of these rubbers are partially modified.
- the diene rubber contained in the rubber composition of the present invention may be used alone or in combination of two or more.
- the diene rubber can be produced by a known method, and commercially available products may also be used.
- Commercially available diene rubbers include HPR350 (manufactured by JSR Corporation).
- the rubber composition of the present invention can be made into a paint by further containing a pigment, and can be suitably used, for example, as a rubber paint used for marking rubber materials.
- the above-mentioned rubber material may be either unvulcanized rubber or vulcanized rubber, and the coating film of the rubber paint of the present invention can follow the expansion and contraction of the rubber material, and has excellent drying properties, resulting in paint transfer (color transfer). You can also prevent this.
- the pigment contained in the paint of the present invention may be either an organic pigment or an inorganic pigment.
- organic pigments examples include organic pigments for printing inks listed in "Organic Pigment Handbook (Author: Isao Hashimoto, Publisher: Color Office, First Edition 2006)", soluble azo pigments, insoluble azo pigments, condensation Azo pigments, metal phthalocyanine pigments, metal-free phthalocyanine pigments, quinacridone pigments, perylene pigments, perinone pigments, isoindolinone pigments, isoindoline pigments, dioxazine pigments, thioindigo pigments, anthraquinone pigments, quinophthalone pigments, metal complex pigments, diketo pigments Pyrrolopyrrole pigments, carbon black pigments, and other polycyclic pigments can be used.
- inorganic pigments include inorganic coloring pigments such as titanium oxide, graphite, zinc white, and barium sulfate, as well as lime carbonate powder, precipitated calcium carbonate, gypsum, clay (ChinaClay), silica powder, diatomaceous earth, talc, kaolin, Examples include inorganic extender pigments such as alumina white, barium sulfate, aluminum stearate, magnesium carbonate, barite powder, and abrasive powder, as well as silicone and glass beads.
- inorganic coloring pigments such as titanium oxide, graphite, zinc white, and barium sulfate, as well as lime carbonate powder, precipitated calcium carbonate, gypsum, clay (ChinaClay), silica powder, diatomaceous earth, talc, kaolin
- inorganic extender pigments such as alumina white, barium sulfate, aluminum stearate, magnesium carbonate, barite powder, and abrasive powder, as
- the pigment is preferably an inorganic colored pigment such as titanium oxide, zinc white, or barium sulfate.
- One type of pigment may be used alone, or two or more types may be used in combination.
- the content ratio of the pigment in the paint of the present invention is, for example, in the range of 50 to 900 parts by mass, preferably in the range of 100 to 500 parts by mass, and more preferably in the range of 100 to 300 parts by mass, based on 100 parts by mass of diene rubber. This is within the scope of the department.
- the paint of the present invention is usually used in a state in which the diene rubber, metal soap, and pigment are diluted with a diluent.
- diluents can be used as the diluent, such as hydrocarbon solvents such as toluene, xylene, heptane, hexane, methylcyclohexane, cyclohexane, ethylcyclohexane, cyclopentane, methylcyclopentane, cycloheptane, mineral spirit; methanol, Ethanol, propanol, cyclohexanol, 1-methoxy-2-propanol, propylene glycol, 1,4-butylene glycol, 1,3-butylene glycol, glycerin, diethylene glycol, ethylene glycol, dipropylene glycol, 2-methyl-1,3 - Alcohol solvents such as pentanediol, 3-methyl-1,5-pentan
- the diluent is preferably a mixed solvent of a hydrocarbon solvent and an ether solvent.
- the content ratio of diene rubber after dilution is in the range of 1 to 5% by mass, and the content ratio of pigment after dilution is in the range of 3 to 10% by mass, It is preferable to adjust the amount of diluent.
- the rubber paint may further contain additives such as a tackifier and a surface conditioner (surfactant).
- a tackifier include petroleum resins, hydrogenated petroleum resins, rosin esters, and hydrogenated rosin esters
- the surface conditioner include silicone oil.
- the rubber paint of the present invention may contain a diene rubber, a metal soap, a pigment, any diluent, any tackifier, and any surface conditioner, and may consist essentially of these components.
- “substantially” means that the total proportion of the metal soap, pigment, optional diluent, optional tackifier, and optional surface conditioner in the rubber coating of the present invention is, for example, 80% by mass or more, 90% by mass or more. It means 95% by mass or more or 95% by mass or more.
- the upper limit of the total mass of the diene rubber, metal soap, pigment, any diluent, any tackifier, and any surface conditioner is not particularly limited, but is, for example, 100% by mass.
- the rubber paint of the present invention may contain other components as long as the effects of the present invention are not impaired.
- the rubber composition of the present invention can also be suitably used as an adhesive (hereinafter, the adhesive of the rubber composition of the present invention may be referred to as "the adhesive of the present invention").
- the upper limit of the content of diene rubber is, for example, 90% by mass or less of the solid content of the adhesive, preferably 80% by mass or less.
- the lower limit of the content of the diene rubber is, for example, 20% by mass or more of the solid content of the adhesive, preferably 30% by mass or more.
- the solid content concentration of the diene rubber is determined according to the method described in JIS K6387-2.
- the adhesive of the present invention may contain a vulcanization accelerator.
- the vulcanization accelerators include sulfenamide vulcanization accelerators, guanidine vulcanization accelerators, thiazole vulcanization accelerators, thiuram vulcanization accelerators, thiourea vulcanization accelerators, and dithiocarbamate vulcanization accelerators.
- Accelerators include morpholine vulcanization accelerators, aldehyde-amine vulcanization accelerators, aldehyde-ammonia vulcanization accelerators, imidazoline vulcanization accelerators, xanthate vulcanization accelerators, and the like.
- the content of the vulcanization accelerator is, for example, in the range of 0.01 to 5.0% by mass of the solid content of the adhesive.
- the adhesive of the present invention may contain an inorganic filler.
- the inorganic filler include silica, carbon black, calcium carbonate, calcium hydroxide, magnesium hydroxide, talc, mica, diatomaceous earth, titanium oxide, zinc oxide, bismuth oxide, barium sulfate, magnesium carbonate, alumina, etc. .
- the content of the inorganic filler is, for example, in the range of 0.1 to 40% by mass of the solid content of the adhesive.
- the adhesive of the present invention may contain various additives such as thickeners, tackifiers, anti-aging agents, antioxidants, light stabilizers, softeners, processing aids, colorants, etc., to the extent that the effects of the present invention are not impaired. It may also contain additives.
- Example 1-15 and Comparative Example 1-4 Preparation and evaluation of rubber composition
- Distilled water was added to a commercially available latex liquid (98% by mass natural rubber dispersion in water) to prepare a 60% by mass natural rubber latex liquid.
- a rubber composition was prepared by adding the metal soap shown in Table 1 to the prepared latex liquid.
- the drying performance of the prepared rubber composition was evaluated by the following method. The results are shown in Tables 1 and 2. Further, Table 3 shows the metal soaps used in the examples.
- the prepared rubber composition was coated on a glass substrate to form a wet film with a wet film thickness of 152 ⁇ m.
- the glass substrate coated with the rubber composition was stored in a storage at a temperature of 30° C. and a humidity of 60%, and the dry state was checked by touching the coating film with a fingertip.
- the drying time was evaluated as the time when the evaluation paint stopped sticking to the fingertips. This test was conducted a total of three times.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Provided is a rubber composition capable of producing a coating material and an adhesive having excellent drying properties. More specifically, this rubber composition contains a diene-based rubber and a metallic soap. The metallic soap is at least one type selected from the group consisting of a metal salt of a fatty acid having 1-22 carbon atoms, a metal complex of a metal salt of a fatty acid having 1-22 carbon atoms and a nitrogen atom-containing ligand compound, and an aluminum chelate compound. The metal in said metal salt of a fatty acid is cobalt, manganese, iron, bismuth, zirconium, barium, calcium, strontium, nickel, copper, zinc, a rare earth metal or vanadium.
Description
本発明は、ゴム組成物、塗料および接着剤に関する。
The present invention relates to rubber compositions, paints, and adhesives.
タイヤの製造過程において、タイヤ本体に取り付けられる前の未加硫状態のトレッドは、その仕様等が表面にマーキングされている。作業者はそのマーキングを確認して、当該未加硫状態のトレッドをタイヤ本体に巻き付け、成形金型に入れた後、加熱して加硫反応によりトレッドをタイヤ本体と一体化してタイヤを製造する。
In the tire manufacturing process, the unvulcanized tread before being attached to the tire body has its specifications marked on its surface. The worker checks the markings, wraps the unvulcanized tread around the tire body, places it in a mold, heats it, and integrates the tread with the tire body through a vulcanization reaction to manufacture the tire. .
上記マーキングには、例えばラテックスに顔料を添加した塗料が使用される。ラテックスはゴムが水又は水溶液に微粒子状に分散したエマルジョンであって、当該ラテックスを含有する塗料は、得られる塗膜がゴムの伸縮に追従できる柔軟性を備えた塗料である（特許文献１）。また、上記ラテックスはその柔軟性から接着剤としても使用される（特許文献２）。
For the above marking, for example, a paint made by adding pigment to latex is used. Latex is an emulsion in which rubber is dispersed in water or an aqueous solution in the form of fine particles, and paints containing this latex have the flexibility to allow the resulting coating film to follow the expansion and contraction of the rubber (Patent Document 1) . Furthermore, the latex is also used as an adhesive due to its flexibility (Patent Document 2).
ラテックスを含有する塗料および接着剤はいずれも乾燥性が十分ではないという問題がある。例えば上記タイヤの製造過程のマーキングに利用される塗料の場合、製造過程におけるタイヤ同士の接触によってマーキングが色移りしてしまう問題があった。
Both paints and adhesives containing latex have a problem in that they do not have sufficient drying properties. For example, in the case of paints used for marking during the tire manufacturing process, there is a problem in that the markings may bleed due to contact between tires during the manufacturing process.
本発明が解決しようとする課題は、乾燥性に優れる塗料および接着剤が製造可能なゴム組成物を提供することである。
本発明が解決しようとする課題は、乾燥性に優れる塗料および接着剤を提供することである。 The problem to be solved by the present invention is to provide a rubber composition from which paints and adhesives with excellent drying properties can be produced.
The problem to be solved by the present invention is to provide a paint and an adhesive that have excellent drying properties.
本発明が解決しようとする課題は、乾燥性に優れる塗料および接着剤を提供することである。 The problem to be solved by the present invention is to provide a rubber composition from which paints and adhesives with excellent drying properties can be produced.
The problem to be solved by the present invention is to provide a paint and an adhesive that have excellent drying properties.
本発明者らは、上記課題を解決するため鋭意検討を行った結果、特定の金属石鹸を添加することでゴム組成物の乾燥性能が向上ずることを見出し、本発明を完成させた。
As a result of intensive studies to solve the above problems, the present inventors have discovered that the drying performance of a rubber composition can be improved by adding a specific metal soap, and have completed the present invention.
すなわち、本発明は、ジエン系ゴムと、金属石鹸とを含有するゴム組成物であって、前記金属石鹸が、炭素原子数１～２２の脂肪酸の脂肪酸金属塩、炭素原子数１～２２の脂肪酸の脂肪酸金属塩と窒素原子含有配位子化合物との金属錯体、およびアルミニウムキレート化合物からなる群から選択される１以上であり、前記脂肪酸金属塩の金属が、コバルト、マンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、ニッケル、銅、亜鉛、レアアース又はバナジウムであるゴム組成物に関するものである。
That is, the present invention provides a rubber composition containing a diene rubber and a metal soap, wherein the metal soap is a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, or a fatty acid having 1 to 22 carbon atoms. a metal complex of a fatty acid metal salt with a nitrogen atom-containing ligand compound, and an aluminum chelate compound, and the metal of the fatty acid metal salt is cobalt, manganese, iron, bismuth, zirconium. , barium, calcium, strontium, nickel, copper, zinc, rare earths or vanadium.
本発明により、乾燥性に優れる塗料および接着剤が製造可能なゴム組成物が提供できる。
本発明により、乾燥性に優れる塗料および接着剤が提供できる。 ADVANTAGE OF THE INVENTION The present invention can provide a rubber composition from which paints and adhesives with excellent drying properties can be produced.
According to the present invention, paints and adhesives with excellent drying properties can be provided.
本発明により、乾燥性に優れる塗料および接着剤が提供できる。 ADVANTAGE OF THE INVENTION The present invention can provide a rubber composition from which paints and adhesives with excellent drying properties can be produced.
According to the present invention, paints and adhesives with excellent drying properties can be provided.
以下、本発明の一実施形態について説明する。本発明は、以下の実施形態に限定されるものではなく、本発明の効果を損なわない範囲で適宜変更を加えて実施することができる。
An embodiment of the present invention will be described below. The present invention is not limited to the following embodiments, and can be implemented with appropriate modifications within a range that does not impair the effects of the present invention.
［ゴム組成物］
本発明のゴム組成物は、ジエン系ゴムと、金属石鹸とを含有し、当該金属石鹸を含有することで乾燥性を高めることができる。
以下、各成分について説明する。 [Rubber composition]
The rubber composition of the present invention contains a diene rubber and a metal soap, and by containing the metal soap, drying properties can be improved.
Each component will be explained below.
本発明のゴム組成物は、ジエン系ゴムと、金属石鹸とを含有し、当該金属石鹸を含有することで乾燥性を高めることができる。
以下、各成分について説明する。 [Rubber composition]
The rubber composition of the present invention contains a diene rubber and a metal soap, and by containing the metal soap, drying properties can be improved.
Each component will be explained below.
（金属石鹸）
本発明のゴム組成物が含有する金属石鹸は、炭素原子数１～２２の脂肪酸の脂肪酸金属塩、炭素原子数１～２２の脂肪酸の脂肪酸金属塩と窒素原子含有配位子化合物との金属錯体、およびアルミニウムキレート化合物からなる群から選択される１以上である。 (metallic soap)
The metal soap contained in the rubber composition of the present invention is a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, a metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, and a nitrogen atom-containing ligand compound. , and an aluminum chelate compound.
本発明のゴム組成物が含有する金属石鹸は、炭素原子数１～２２の脂肪酸の脂肪酸金属塩、炭素原子数１～２２の脂肪酸の脂肪酸金属塩と窒素原子含有配位子化合物との金属錯体、およびアルミニウムキレート化合物からなる群から選択される１以上である。 (metallic soap)
The metal soap contained in the rubber composition of the present invention is a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, a metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, and a nitrogen atom-containing ligand compound. , and an aluminum chelate compound.
（脂肪酸金属塩）
炭素原子数１～２２の脂肪酸の脂肪酸金属塩において、当該脂肪酸金属塩の金属は、コバルト、マンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、ニッケル、銅、亜鉛、レアアース又はバナジウムであり、毒性等の懸念が無い観点から、好ましくはマンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、銅、亜鉛、レアアース又はバナジウムである。 (fatty acid metal salt)
In the fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, the metal of the fatty acid metal salt is cobalt, manganese, iron, bismuth, zirconium, barium, calcium, strontium, nickel, copper, zinc, rare earth or vanadium, From the viewpoint of no concerns about toxicity, etc., preferred are manganese, iron, bismuth, zirconium, barium, calcium, strontium, copper, zinc, rare earths, or vanadium.
炭素原子数１～２２の脂肪酸の脂肪酸金属塩において、当該脂肪酸金属塩の金属は、コバルト、マンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、ニッケル、銅、亜鉛、レアアース又はバナジウムであり、毒性等の懸念が無い観点から、好ましくはマンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、銅、亜鉛、レアアース又はバナジウムである。 (fatty acid metal salt)
In the fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, the metal of the fatty acid metal salt is cobalt, manganese, iron, bismuth, zirconium, barium, calcium, strontium, nickel, copper, zinc, rare earth or vanadium, From the viewpoint of no concerns about toxicity, etc., preferred are manganese, iron, bismuth, zirconium, barium, calcium, strontium, copper, zinc, rare earths, or vanadium.
尚、本発明においてレアアースとは、スカンジウム（Ｓｃ）、イットリウム（Ｙ）、ランタン（Ｌａ）、セリウム（Ｃｅ）、プラセオジウム（Ｐｒ）、ネオジム（Ｎｄ）、プロメチウム（Ｐｍ）、サマリウム（Ｓｍ）、ユウロピウム（Ｅｕ）、ガドリニウム（Ｇｄ）、テルビウム（Ｔｂ）、ジスプロシウム（Ｄｙ）、ホルミウム（Ｈｏ）、エルビウム（Ｅｒ）、ツリウム（Ｔｍ）、イッテルビウム（Ｙｂ）及びルテチウム（Ｌｕ）から選択される１種以上を意味する。
In the present invention, rare earths include scandium (Sc), yttrium (Y), lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), and europium. One or more selected from (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), and lutetium (Lu) means.
金属石鹸である脂肪酸金属塩は、好ましくは下記一般式（Ａ）で表される金属塩である。
The fatty acid metal salt that is a metal soap is preferably a metal salt represented by the following general formula (A).
Ｒ１は、水素原子または炭素原子数１～２１のアルキル基であり、
ｎは、１～４の範囲の整数であり、
Ｍは、マンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、銅、亜鉛、レアアース又はバナジウムである。）
R 1 is a hydrogen atom or an alkyl group having 1 to 21 carbon atoms,
n is an integer in the range of 1 to 4,
M is manganese, iron, bismuth, zirconium, barium, calcium, strontium, copper, zinc, rare earth, or vanadium. )
前記一般式（Ａ）において、ｎが２以上の整数である場合、複数のＲ１は互いに同じでもよく、異なってもよい。
In the general formula (A), when n is an integer of 2 or more, a plurality of R 1 's may be the same or different.
Ｒ１の炭素原子数１～２１のアルキル基は、直鎖のアルキル基でもよく、分岐のアルキル基でもよく、脂環構造を含んでもよい。
The alkyl group having 1 to 21 carbon atoms for R 1 may be a linear alkyl group, a branched alkyl group, or may include an alicyclic structure.
Ｒ１の炭素原子数１～２１のアルキル基は、脂肪酸金属塩の製造に用いるＲ１ＣＯＯＨで表される炭素原子数１～２２のカルボン酸からカルボキシル基（ＣＯＯＨ）を除いたカルボン酸残基に対応する。当該カルボン酸残基としては、酢酸残基、プロピオン酸残基、ブタン酸残基、ペンタン酸残基、アクリル酸残基、メタクリル酸残基、オクチル酸残基（２－エチルヘキサン酸残基）、ネオデカン酸残基、ナフテン酸残基、イソノナン酸残基、桐油酸残基、トール油脂肪酸残基、ヤシ油脂肪酸残基、大豆油脂肪酸残基、アマニ油脂肪酸残基、サフラワー油脂肪酸残基、脱水ヒマシ油脂肪酸残基、キリ油脂肪酸残基、ラウリン酸残基、ミリスチン酸残基、パルミチン酸残基、ステアリン酸残基、イソステアリン酸残基、オレイン酸残基等が挙げられる。
The alkyl group having 1 to 21 carbon atoms in R 1 is a carboxylic acid residue obtained by removing the carboxyl group (COOH) from the carboxylic acid having 1 to 22 carbon atoms represented by R 1 COOH used in the production of the fatty acid metal salt. corresponds to The carboxylic acid residues include acetic acid residues, propionic acid residues, butanoic acid residues, pentanoic acid residues, acrylic acid residues, methacrylic acid residues, and octylic acid residues (2-ethylhexanoic acid residues). , neodecanoic acid residue, naphthenic acid residue, isononanoic acid residue, tung oil acid residue, tall oil fatty acid residue, coconut oil fatty acid residue, soybean oil fatty acid residue, linseed oil fatty acid residue, safflower oil fatty acid residue Examples include dehydrated castor oil fatty acid residues, tung oil fatty acid residues, lauric acid residues, myristic acid residues, palmitic acid residues, stearic acid residues, isostearic acid residues, and oleic acid residues.
Ｒ１の炭素原子数１～２１のアルキル基は、好ましくは炭素原子数１～１５のアルキル基であり、より好ましくは炭素原子数１～１１のアルキル基であり、さらに好ましくは酢酸残基、プロピオン酸残基、ブタン酸残基、ペンタン酸残基、２－エチルヘキサン酸残基、イソノナン酸残基、ネオデカン酸残基又はナフテン酸残基である。
The alkyl group having 1 to 21 carbon atoms in R 1 is preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 11 carbon atoms, and even more preferably an acetic acid residue, These are propionic acid residues, butanoic acid residues, pentanoic acid residues, 2-ethylhexanoic acid residues, isononanoic acid residues, neodecanoic acid residues, or naphthenic acid residues.
ｎはＭの金属原子のイオン価数に対応する数値である。例えばＭがコバルトであれば、ｎは２となる。
n is a numerical value corresponding to the ionic valence of the metal atom of M. For example, if M is cobalt, n is 2.
金属石鹸として脂肪酸金属塩を使用する場合、使用する脂肪酸金属塩は１種単独でもよく、互いに構造が異なる２種以上の脂肪酸金属塩を使用してもよい。
When using a fatty acid metal salt as a metal soap, one type of fatty acid metal salt may be used alone, or two or more types of fatty acid metal salts having mutually different structures may be used.
金属石鹸である脂肪酸金属塩は公知の方法で製造することができ、市販品を用いてもよい。
金属石鹸である脂肪酸金属塩の市販品としては、例えばＯＣＴＯＡＴＥシリーズがある（ＤＩＣ株式会社製）。 The fatty acid metal salt, which is a metal soap, can be produced by a known method, and commercially available products may be used.
Commercial products of fatty acid metal salts, which are metal soaps, include, for example, the OCTOATE series (manufactured by DIC Corporation).
金属石鹸である脂肪酸金属塩の市販品としては、例えばＯＣＴＯＡＴＥシリーズがある（ＤＩＣ株式会社製）。 The fatty acid metal salt, which is a metal soap, can be produced by a known method, and commercially available products may be used.
Commercial products of fatty acid metal salts, which are metal soaps, include, for example, the OCTOATE series (manufactured by DIC Corporation).
（金属錯体）
金属石鹸である炭素原子数１～２２の脂肪酸の脂肪酸金属塩と窒素原子含有配位子化合物との金属錯体は、上述の脂肪酸金属塩に窒素原子含有配位子化合物が配位した化合物である。
脂肪酸金属塩に窒素原子含有配位子化合物をさらに配位させることで、金属石鹸の安定性を向上させ、ゴム組成物調製時における塊の発生など抑制することができる。 (metal complex)
A metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms and a nitrogen atom-containing ligand compound, which is a metal soap, is a compound in which a nitrogen atom-containing ligand compound is coordinated to the above-mentioned fatty acid metal salt. .
By further coordinating a nitrogen atom-containing ligand compound to the fatty acid metal salt, the stability of the metal soap can be improved and the generation of lumps during the preparation of a rubber composition can be suppressed.
金属石鹸である炭素原子数１～２２の脂肪酸の脂肪酸金属塩と窒素原子含有配位子化合物との金属錯体は、上述の脂肪酸金属塩に窒素原子含有配位子化合物が配位した化合物である。
脂肪酸金属塩に窒素原子含有配位子化合物をさらに配位させることで、金属石鹸の安定性を向上させ、ゴム組成物調製時における塊の発生など抑制することができる。 (metal complex)
A metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms and a nitrogen atom-containing ligand compound, which is a metal soap, is a compound in which a nitrogen atom-containing ligand compound is coordinated to the above-mentioned fatty acid metal salt. .
By further coordinating a nitrogen atom-containing ligand compound to the fatty acid metal salt, the stability of the metal soap can be improved and the generation of lumps during the preparation of a rubber composition can be suppressed.
上記窒素原子含有配位子化合物は、好ましくは下記一般式（１）で表される化合物、下記一般式（２）で表される化合物、下記一般式（３）で表される化合物、および下記一般式（４）で表される化合物からなる群から選択される１種以上である。
（前記一般式（１）、（２）、（３）および（４）において、
Ｒ１１は、水素原子又は炭素原子数１～６のアルキル基であり、
Ｒ１２は、水素原子又は炭素原子数１～６のアルキル基であり、
Ｘ１１は、炭素原子数１～６のアルキレン基であり、
Ｘ１２は、炭素原子数１～６のアルキレン基であり、
Ｙは、エーテル結合又は－Ｎ（Ｒ１３）－で表される連結基（Ｒ１３は水素原子又は炭素原子数１～６のアルキル基である）であり、
Ｒ２１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
ｐは、０～６の範囲の整数であり、
Ｒ２２は水素原子又は脂肪族炭化水素基であり、
Ｘ２１は、水素原子、－Ｒ２１で表される基又は－ＣＯＯＲ２１で表される基であり。、
Ｒ３１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
Ｒ３２は、水素原子又は脂肪族炭化水素基であり、
ｑは、０～６の範囲の整数であり、
Ｒ４１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
ｒは、０～６の範囲の整数である。） The nitrogen atom-containing ligand compound is preferably a compound represented by the following general formula (1), a compound represented by the following general formula (2), a compound represented by the following general formula (3), and a compound represented by the following general formula (3). One or more types selected from the group consisting of compounds represented by general formula (4).
(In the general formulas (1), (2), (3) and (4),
R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
X 11 is an alkylene group having 1 to 6 carbon atoms,
X 12 is an alkylene group having 1 to 6 carbon atoms,
Y is an ether bond or a linking group represented by -N(R 13 )- (R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms),
R21 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
p is an integer in the range of 0 to 6,
R 22 is a hydrogen atom or an aliphatic hydrocarbon group,
X 21 is a hydrogen atom, a group represented by -R 21 or a group represented by -COOR 21 . ,
R31 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
R 32 is a hydrogen atom or an aliphatic hydrocarbon group,
q is an integer in the range of 0 to 6,
R41 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
r is an integer ranging from 0 to 6. )
Ｒ１１は、水素原子又は炭素原子数１～６のアルキル基であり、
Ｒ１２は、水素原子又は炭素原子数１～６のアルキル基であり、
Ｘ１１は、炭素原子数１～６のアルキレン基であり、
Ｘ１２は、炭素原子数１～６のアルキレン基であり、
Ｙは、エーテル結合又は－Ｎ（Ｒ１３）－で表される連結基（Ｒ１３は水素原子又は炭素原子数１～６のアルキル基である）であり、
Ｒ２１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
ｐは、０～６の範囲の整数であり、
Ｒ２２は水素原子又は脂肪族炭化水素基であり、
Ｘ２１は、水素原子、－Ｒ２１で表される基又は－ＣＯＯＲ２１で表される基であり。、
Ｒ３１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
Ｒ３２は、水素原子又は脂肪族炭化水素基であり、
ｑは、０～６の範囲の整数であり、
Ｒ４１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
ｒは、０～６の範囲の整数である。） The nitrogen atom-containing ligand compound is preferably a compound represented by the following general formula (1), a compound represented by the following general formula (2), a compound represented by the following general formula (3), and a compound represented by the following general formula (3). One or more types selected from the group consisting of compounds represented by general formula (4).
R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
X 11 is an alkylene group having 1 to 6 carbon atoms,
X 12 is an alkylene group having 1 to 6 carbon atoms,
Y is an ether bond or a linking group represented by -N(R 13 )- (R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms),
R21 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
p is an integer in the range of 0 to 6,
R 22 is a hydrogen atom or an aliphatic hydrocarbon group,
X 21 is a hydrogen atom, a group represented by -R 21 or a group represented by -COOR 21 . ,
R31 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
R 32 is a hydrogen atom or an aliphatic hydrocarbon group,
q is an integer in the range of 0 to 6,
R41 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
r is an integer ranging from 0 to 6. )
Ｒ１１、Ｒ１２およびＲ１３の炭素原子数１～６のアルキル基は、直鎖のアルキル基でもよく、分岐のアルキル基でもよく、脂環構造を含んでもよい。
The alkyl group having 1 to 6 carbon atoms for R 11 , R 12 and R 13 may be a straight-chain alkyl group, a branched alkyl group, or may include an alicyclic structure.
Ｘ１１およびＸ１２の炭素原子数１～６のアルキレン基は、好ましくは炭素原子数２～３のアルキレン基である。
The alkylene group having 1 to 6 carbon atoms of X 11 and X 12 is preferably an alkylene group having 2 to 3 carbon atoms.
Ｒ２１、Ｒ３１およびＲ４１のハロゲン原子は、例えばフッ素原子、塩素原子、臭素原子又はヨウ素原子である。
The halogen atom of R 21 , R 31 and R 41 is, for example, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.
Ｒ２１、Ｒ３１およびＲ４１の炭化水素基、炭化水素オキシ基および炭化水素オキシカルボニル基の炭化水素基は、脂肪族炭化水素基、脂環構造含有炭化水素基、芳香環含有炭化水素基のいずれでもよい。また、前記脂肪族炭化水素基は直鎖型でも分岐構造を有してもよく、構造中に不飽和基を有するものであってもよい。
The hydrocarbon groups of R 21 , R 31 and R 41 , hydrocarbon oxy groups and hydrocarbon oxycarbonyl groups are aliphatic hydrocarbon groups, alicyclic structure-containing hydrocarbon groups, aromatic ring-containing hydrocarbon groups. Either is fine. Further, the aliphatic hydrocarbon group may be linear or have a branched structure, and may have an unsaturated group in the structure.
Ｒ２１、Ｒ３１およびＲ４１の炭化水素基、炭化水素オキシ基および炭化水素オキシカルボニル基が置換基を有する場合の当該置換基としては、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、アルキル基、アルコキシ基等が挙げられる。
When the hydrocarbon group, hydrocarbon oxy group and hydrocarbon oxycarbonyl group of R 21 , R 31 and R 41 have a substituent, the substituent includes a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, Examples include halogen atoms, alkyl groups, and alkoxy groups.
前記一般式（２）、（３）および（４）における脂肪族炭化水素基は、例えば炭素原子数１～６のアルキル基である。
The aliphatic hydrocarbon group in the general formulas (2), (3) and (4) is, for example, an alkyl group having 1 to 6 carbon atoms.
窒素原子含有配位子化合物の具体例としては、ピコリン酸、Ｎ－メチルモルフォリン、ピリジン、１，８－ジアザビシクロ［５．４．０］ウンデセン－７（ＤＢＵ）、１，５－ジアザビシクロ［４．３．０］ノネン－５（ＤＢＮ）、１，４－ジアザビシクロ［２．２．２］オクタン（ＤＡＢＣＯ）、４－ジメチルアミノアミン（ＤＭＡＰ）、ジシアンジアミド（ＤＩＣＹ）、トリ－ｎ－ブチルアミン、ジメチルベンジルアミン、ブチルアミン、１，２－プロパンジアミン、１，２－シクロヘキサンジアミン、オクチルアミン、モノエタノールアミン、ジエタノールアミン、トリエタノールアミン、２－［［（２－ジメチルアミノ）エチル］メチルアミノ］エタノール、２，２’－［プロパン－１，２－ジイルビス（アザニリリデンメタニリリデン）］ジフェノール、イミダゾール、１－メチルイミダゾール、２－メチルイミダゾール、４－メチルイミダゾール、２，４－ジメチルイミダゾール、１，４－ジエチルイミダゾール、３－アミノプロピルトリメトキシシラン、３－アミノプロピルトリエトキシシラン、３－（Ｎ－フェニル）アミノプロピルトリメトキシシラン、３－（２－アミノエチル）アミノプロピルトリメトキシシラン、３－（２－アミノエチル）アミノプロピルメチルジメトキシシラン、テトラメチルアンモニウムヒドロキシド、８－キノリノール、５－クロロ－８－キノリノール、２，２’－ビピリジル及びその誘導体、２，２’－［プロパン－１，２－ジイルビス（アザニリリデンメタニリリデン）］ジフェノール及びその誘導体、２，２’－メチレンビス〔６－（２ｈ－ベンゾトリアゾール－２－イル）－４－ｔｅｒｔ－オクチルフェノール〕等が挙げられる。
これら窒素原子含有配位子化合物は１種単独で使用してもよく、２種以上を併用してもよい。 Specific examples of nitrogen atom-containing ligand compounds include picolinic acid, N-methylmorpholine, pyridine, 1,8-diazabicyclo[5.4.0]undecene-7 (DBU), 1,5-diazabicyclo[4 .3.0] Nonene-5 (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO), 4-dimethylaminoamine (DMAP), dicyandiamide (DICY), tri-n-butylamine, dimethyl Benzylamine, butylamine, 1,2-propanediamine, 1,2-cyclohexanediamine, octylamine, monoethanolamine, diethanolamine, triethanolamine, 2-[[(2-dimethylamino)ethyl]methylamino]ethanol, 2 ,2'-[propane-1,2-diylbis(azanylylidenemethanylylidene)]diphenol, imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole, 2,4-dimethylimidazole, 1, 4-diethylimidazole, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-(N-phenyl)aminopropyltrimethoxysilane, 3-(2-aminoethyl)aminopropyltrimethoxysilane, 3- (2-aminoethyl)aminopropylmethyldimethoxysilane, tetramethylammonium hydroxide, 8-quinolinol, 5-chloro-8-quinolinol, 2,2'-bipyridyl and its derivatives, 2,2'-[propane-1, Examples thereof include 2-diylbis(azanylylidenemethanylylidene)]diphenol and its derivatives, 2,2'-methylenebis[6-(2h-benzotriazol-2-yl)-4-tert-octylphenol], and the like.
These nitrogen atom-containing ligand compounds may be used alone or in combination of two or more.
これら窒素原子含有配位子化合物は１種単独で使用してもよく、２種以上を併用してもよい。 Specific examples of nitrogen atom-containing ligand compounds include picolinic acid, N-methylmorpholine, pyridine, 1,8-diazabicyclo[5.4.0]undecene-7 (DBU), 1,5-diazabicyclo[4 .3.0] Nonene-5 (DBN), 1,4-diazabicyclo[2.2.2]octane (DABCO), 4-dimethylaminoamine (DMAP), dicyandiamide (DICY), tri-n-butylamine, dimethyl Benzylamine, butylamine, 1,2-propanediamine, 1,2-cyclohexanediamine, octylamine, monoethanolamine, diethanolamine, triethanolamine, 2-[[(2-dimethylamino)ethyl]methylamino]ethanol, 2 ,2'-[propane-1,2-diylbis(azanylylidenemethanylylidene)]diphenol, imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole, 2,4-dimethylimidazole, 1, 4-diethylimidazole, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-(N-phenyl)aminopropyltrimethoxysilane, 3-(2-aminoethyl)aminopropyltrimethoxysilane, 3- (2-aminoethyl)aminopropylmethyldimethoxysilane, tetramethylammonium hydroxide, 8-quinolinol, 5-chloro-8-quinolinol, 2,2'-bipyridyl and its derivatives, 2,2'-[propane-1, Examples thereof include 2-diylbis(azanylylidenemethanylylidene)]diphenol and its derivatives, 2,2'-methylenebis[6-(2h-benzotriazol-2-yl)-4-tert-octylphenol], and the like.
These nitrogen atom-containing ligand compounds may be used alone or in combination of two or more.
上記窒素原子含有配位子化合物は、好ましくはピコリン酸、２－［［（２－ジメチルアミノ）エチル］メチルアミノ］エタノール、１，２－プロパンジアミン、１，２－シクロヘキサンジアミン、モノエタノールアミン、ジエタノールアミン、トリエタノールアミン、イミダゾール、１－メチルイミダゾール、２－メチルイミダゾール、４－メチルイミダゾール、２，４－ジメチルイミダゾール、１，４－ジエチルイミダゾール、８－キノリノール、５－クロロ－８－キノリノール、２，２’－ビピリジルおよびその誘導体、並びに２，２’－［プロパン－１，２－ジイルビス（アザニリリデンメタニリリデン）］ジフェノールおよびその誘導体から選択される１種以上である。
The nitrogen atom-containing ligand compound is preferably picolinic acid, 2-[[(2-dimethylamino)ethyl]methylamino]ethanol, 1,2-propanediamine, 1,2-cyclohexanediamine, monoethanolamine, Diethanolamine, triethanolamine, imidazole, 1-methylimidazole, 2-methylimidazole, 4-methylimidazole, 2,4-dimethylimidazole, 1,4-diethylimidazole, 8-quinolinol, 5-chloro-8-quinolinol, 2 , 2'-bipyridyl and its derivatives, and 2,2'-[propane-1,2-diylbis(azanylylidenemethanylylidene)]diphenol and its derivatives.
窒素原子含有配位子化合物の量は、脂肪酸金属塩の金属原子１モルに対し、例えば０．１～２０モルの範囲であり、好ましくは０．２～１５モルの範囲であり、より好ましくは０．５～１２モルの範囲であり、さらに好ましくは０．５～１０モルの範囲である。
The amount of the nitrogen atom-containing ligand compound is, for example, in the range of 0.1 to 20 mol, preferably in the range of 0.2 to 15 mol, more preferably The amount is in the range of 0.5 to 12 mol, more preferably 0.5 to 10 mol.
窒素原子含有配位子化合物は、公知の方法で製造することができ、市販品を用いてもよい。アミン配位子金属錯体化合物の市販品としては、例えばＤＩＣＮＡＴＥシリーズ（ＤＩＣ株式会社製）がある。
The nitrogen atom-containing ligand compound can be produced by a known method, and commercially available products may be used. Commercially available amine-ligand metal complex compounds include, for example, the DICNATE series (manufactured by DIC Corporation).
（アルミニウムキレート化合物）
金属石鹸であるアルミニウムキレート化合物は、好ましくは下記一般式（５－１）で表される化合物および下記一般式（５－２）で表される化合物から選択される１種以上である。 (Aluminum chelate compound)
The aluminum chelate compound which is a metal soap is preferably one or more selected from a compound represented by the following general formula (5-1) and a compound represented by the following general formula (5-2).
金属石鹸であるアルミニウムキレート化合物は、好ましくは下記一般式（５－１）で表される化合物および下記一般式（５－２）で表される化合物から選択される１種以上である。 (Aluminum chelate compound)
The aluminum chelate compound which is a metal soap is preferably one or more selected from a compound represented by the following general formula (5-1) and a compound represented by the following general formula (5-2).
Ｒ５１１～Ｒ５１６およびはＲ５２１～Ｒ５２６は、それぞれ独立に、炭素原子数１～２２のアルキル基又は炭素原子数１～２２のアルコキシ基である。）
R 511 to R 516 and R 521 to R 526 each independently represent an alkyl group having 1 to 22 carbon atoms or an alkoxy group having 1 to 22 carbon atoms. )
Ｒ５１１～Ｒ５１６およびはＲ５２１～Ｒ５２６の炭素原子数１～２２のアルキル基および炭素原子数１～２２のアルコキシ基のアルキレン基部分は、直鎖でもよく、分岐でもよく、脂環構造を含んでもよい。Ｒ５１１～Ｒ５１６およびはＲ５２１～Ｒ５２６のアルキル基およびアルコキシ基のアルキレン基部分の炭素原子数は、好ましくは１～９である。
The alkylene group portion of the alkyl group having 1 to 22 carbon atoms and the alkoxy group having 1 to 22 carbon atoms in R 511 to R 526 and R 521 to R 526 may be linear or branched, and may have an alicyclic structure. May include. The number of carbon atoms in the alkyl group and the alkylene group portion of the alkoxy group in R 511 to R 516 and R 521 to R 526 is preferably 1 to 9.
Ｒ５１１～Ｒ５１６およびはＲ５２１～Ｒ５２６の炭素原子数１～２２のアルキル基は、好ましくはメチル基又はエチル基である。
The alkyl group having 1 to 22 carbon atoms in R 511 to R 516 and R 521 to R 526 is preferably a methyl group or an ethyl group.
Ｒ５１１～Ｒ５１６およびはＲ５２１～Ｒ５２６の炭素原子数１～２２のアルコキシ基は、好ましくはメトキシ基、エトキシ基又はオレイルオキシ基である。
The alkoxy group having 1 to 22 carbon atoms in R 511 to R 516 and R 521 to R 526 is preferably a methoxy group, an ethoxy group or an oleyloxy group.
アルミニウムキレート化合物の具体例としては、アルミニウムトリス（アセチルアセトネート）、アルミニウムトリス（エチルアセトアセテート）、アルミニウムモノアセチルアセトネートビス（エチルアセトアセテート）、アルミニウムモノアセチルアセトネートビスオレイルアセトアセテート、エチルアセトアセテートアルミニウムジイソプロピレート、アルキルアセトアセテートアルミニウムジイソプロピレート等が挙げられる。
Specific examples of aluminum chelate compounds include aluminum tris (acetylacetonate), aluminum tris (ethylacetoacetate), aluminum monoacetylacetonate bis(ethylacetoacetate), aluminum monoacetylacetonate bisoleylacetoacetate, and ethyl acetoacetate. Examples include aluminum diisopropylate, alkyl acetoacetate aluminum diisopropylate, and the like.
金属石鹸としてアルミニウムキレート化合物を使用する場合、使用するアルミニウムキレート化合物は１種単独でもよく、互いに構造が異なる２種以上のアルミニウムキレート化合物を使用してもよい。
When using an aluminum chelate compound as a metal soap, one type of aluminum chelate compound may be used alone, or two or more types of aluminum chelate compounds having mutually different structures may be used.
金属石鹸であるアルミニウムキレート化合物は公知の方法で製造することができ、市販品を用いてもよい。当該市販品としては、例えばＤＩＣＮＡＴＥ ＡＬ－５００（ＤＩＣ株式会社製）が挙げられる。
The aluminum chelate compound, which is a metal soap, can be produced by a known method, and commercially available products may be used. Examples of such commercial products include DICNATE AL-500 (manufactured by DIC Corporation).
本発明のゴム組成物に含まれる金属石鹸は、メインの金属石鹸（メインドライヤー）と補助の金属石鹸（補助ドライヤー）の２つに分けることができる。
金属石鹸として２種以上を用いる場合、好ましくはメインドライヤーをマンガン石鹸および／又は鉄石鹸とし、補助ドライヤーをマンガン石鹸および鉄石鹸以外の金属石鹸とする。 The metal soap contained in the rubber composition of the present invention can be divided into two types: the main metal soap (main dryer) and the auxiliary metal soap (auxiliary dryer).
When two or more kinds of metal soaps are used, preferably the main dryer is manganese soap and/or iron soap, and the auxiliary dryer is a metal soap other than manganese soap and iron soap.
金属石鹸として２種以上を用いる場合、好ましくはメインドライヤーをマンガン石鹸および／又は鉄石鹸とし、補助ドライヤーをマンガン石鹸および鉄石鹸以外の金属石鹸とする。 The metal soap contained in the rubber composition of the present invention can be divided into two types: the main metal soap (main dryer) and the auxiliary metal soap (auxiliary dryer).
When two or more kinds of metal soaps are used, preferably the main dryer is manganese soap and/or iron soap, and the auxiliary dryer is a metal soap other than manganese soap and iron soap.
補助ドライヤー用いる場合、補助ドライヤーの量は、メインドライヤー１００質量部に対して、例えば１００～２，０００質量部である。
また、補助ドライヤーの量は、メインドライヤーの金属原子１モルに対し、例えば１～６０モルの範囲であり、好ましくは５～５０モルの範囲である。 When an auxiliary dryer is used, the amount of the auxiliary dryer is, for example, 100 to 2,000 parts by weight based on 100 parts by weight of the main dryer.
Further, the amount of the auxiliary dryer is, for example, in the range of 1 to 60 mol, preferably in the range of 5 to 50 mol, per 1 mol of metal atoms in the main dryer.
また、補助ドライヤーの量は、メインドライヤーの金属原子１モルに対し、例えば１～６０モルの範囲であり、好ましくは５～５０モルの範囲である。 When an auxiliary dryer is used, the amount of the auxiliary dryer is, for example, 100 to 2,000 parts by weight based on 100 parts by weight of the main dryer.
Further, the amount of the auxiliary dryer is, for example, in the range of 1 to 60 mol, preferably in the range of 5 to 50 mol, per 1 mol of metal atoms in the main dryer.
本発明のゴム組成物における金属石鹸の含有割合は、ジエン系ゴム１００質量部に対して例えば０．０１～１５質量部であり、好ましくは０．０１～１０質量部であり、より好ましくは０．０５～５質量部であり、さらに好ましくは０．０５質量部以上１質量部未満である。
The content ratio of the metal soap in the rubber composition of the present invention is, for example, 0.01 to 15 parts by mass, preferably 0.01 to 10 parts by mass, and more preferably 0. The amount is from .05 to 5 parts by weight, more preferably from 0.05 parts by weight to less than 1 part by weight.
本発明のゴム組成物に含まれる金属石鹸は、１種単独でもよく、２種以上を併用してもよい。
The metal soap contained in the rubber composition of the present invention may be used alone or in combination of two or more.
（ジエン系ゴム）
ジエン系ゴムとしては、例えば、天然ゴム（ＮＲ）、イソプレンゴム（ＩＲ）、ブタジエンゴム（ＢＲ）、スチレンブタジエンゴム（ＳＢＲ）、スチレン－イソプレン共重合体ゴム、ブタジエン－イソプレン共重合体ゴム、スチレン－イソプレン－ブタジエン共重合体ゴム、またはこれらの末端や主鎖の一部を変性した変性ゴムなどが挙げられる。 (Diene rubber)
Examples of diene rubber include natural rubber (NR), isoprene rubber (IR), butadiene rubber (BR), styrene-butadiene rubber (SBR), styrene-isoprene copolymer rubber, butadiene-isoprene copolymer rubber, and styrene. Examples include -isoprene-butadiene copolymer rubber, and modified rubbers in which the ends and main chains of these rubbers are partially modified.
ジエン系ゴムとしては、例えば、天然ゴム（ＮＲ）、イソプレンゴム（ＩＲ）、ブタジエンゴム（ＢＲ）、スチレンブタジエンゴム（ＳＢＲ）、スチレン－イソプレン共重合体ゴム、ブタジエン－イソプレン共重合体ゴム、スチレン－イソプレン－ブタジエン共重合体ゴム、またはこれらの末端や主鎖の一部を変性した変性ゴムなどが挙げられる。 (Diene rubber)
Examples of diene rubber include natural rubber (NR), isoprene rubber (IR), butadiene rubber (BR), styrene-butadiene rubber (SBR), styrene-isoprene copolymer rubber, butadiene-isoprene copolymer rubber, and styrene. Examples include -isoprene-butadiene copolymer rubber, and modified rubbers in which the ends and main chains of these rubbers are partially modified.
本発明のゴム組成物に含まれるジエン系ゴムは、１種単独でもよく、２種以上を併用してもよい。
The diene rubber contained in the rubber composition of the present invention may be used alone or in combination of two or more.
ジエン系ゴムは、公知の方法で製造することができ、市販品を用いてもよい。
ジエン系ゴムの市販品としてはＨＰＲ３５０（ＪＳＲ株式会社製）などが挙げられる。 The diene rubber can be produced by a known method, and commercially available products may also be used.
Commercially available diene rubbers include HPR350 (manufactured by JSR Corporation).
ジエン系ゴムの市販品としてはＨＰＲ３５０（ＪＳＲ株式会社製）などが挙げられる。 The diene rubber can be produced by a known method, and commercially available products may also be used.
Commercially available diene rubbers include HPR350 (manufactured by JSR Corporation).
［塗料］
本発明のゴム組成物はさらに顔料を含むことで塗料とすることができ、例えばゴム材料のマーキングに使用するゴム用塗料として好適に用いることができる。
上記ゴム材料は未加硫ゴムおよび加硫ゴムのいずれでもよく、本発明のゴム用塗料の塗膜はゴム材料の伸縮追随することができ、乾燥性に優れるため塗料移り（色移り）が生じることを防ぐこともできる。 [paint]
The rubber composition of the present invention can be made into a paint by further containing a pigment, and can be suitably used, for example, as a rubber paint used for marking rubber materials.
The above-mentioned rubber material may be either unvulcanized rubber or vulcanized rubber, and the coating film of the rubber paint of the present invention can follow the expansion and contraction of the rubber material, and has excellent drying properties, resulting in paint transfer (color transfer). You can also prevent this.
本発明のゴム組成物はさらに顔料を含むことで塗料とすることができ、例えばゴム材料のマーキングに使用するゴム用塗料として好適に用いることができる。
上記ゴム材料は未加硫ゴムおよび加硫ゴムのいずれでもよく、本発明のゴム用塗料の塗膜はゴム材料の伸縮追随することができ、乾燥性に優れるため塗料移り（色移り）が生じることを防ぐこともできる。 [paint]
The rubber composition of the present invention can be made into a paint by further containing a pigment, and can be suitably used, for example, as a rubber paint used for marking rubber materials.
The above-mentioned rubber material may be either unvulcanized rubber or vulcanized rubber, and the coating film of the rubber paint of the present invention can follow the expansion and contraction of the rubber material, and has excellent drying properties, resulting in paint transfer (color transfer). You can also prevent this.
本発明の塗料に含まれる顔料は有機顔料および無機顔料のいずれでもよい。
The pigment contained in the paint of the present invention may be either an organic pigment or an inorganic pigment.
有機顔料としては、例えば「有機顔料ハンドブック（著者：橋本勲、発行所：カラーオフィス、２００６年初版）」に掲載される印刷インキ用有機顔料等が挙げられ、溶性アゾ顔料、不溶性アゾ顔料、縮合アゾ顔料、金属フタロシアニン顔料、無金属フタロシアニン顔料、キナクリドン顔料、ペリレン顔料、ペリノン顔料、イソインドリノン顔料、イソインドリン顔料、ジオキサジン顔料、チオインジゴ顔料、アンスラキノン系顔料、キノフタロン顔料、金属錯体顔料、ジケトピロロピロール顔料、カーボンブラック顔料、その他多環式顔料等が使用可能である。
Examples of organic pigments include organic pigments for printing inks listed in "Organic Pigment Handbook (Author: Isao Hashimoto, Publisher: Color Office, First Edition 2006)", soluble azo pigments, insoluble azo pigments, condensation Azo pigments, metal phthalocyanine pigments, metal-free phthalocyanine pigments, quinacridone pigments, perylene pigments, perinone pigments, isoindolinone pigments, isoindoline pigments, dioxazine pigments, thioindigo pigments, anthraquinone pigments, quinophthalone pigments, metal complex pigments, diketo pigments Pyrrolopyrrole pigments, carbon black pigments, and other polycyclic pigments can be used.
無機顔料としては、例えば、酸化チタン、グラファイト、亜鉛華、硫酸バリウム等の無機着色顔料の他、炭酸石灰粉、沈降性炭酸カルシウム、石膏、クレー(ＣｈｉｎａＣｌａｙ)、シリカ粉、珪藻土、タルク、カオリン、アルミナホワイト、硫酸バリウム、ステアリン酸アルミニウム、炭酸マグネシウム、バライト粉、砥の粉等の無機体質顔料や、シリコーン、ガラスビーズなどがあげられる。
Examples of inorganic pigments include inorganic coloring pigments such as titanium oxide, graphite, zinc white, and barium sulfate, as well as lime carbonate powder, precipitated calcium carbonate, gypsum, clay (ChinaClay), silica powder, diatomaceous earth, talc, kaolin, Examples include inorganic extender pigments such as alumina white, barium sulfate, aluminum stearate, magnesium carbonate, barite powder, and abrasive powder, as well as silicone and glass beads.
本発明の塗料をゴム用塗料に用いる場合、顔料は好ましくは酸化チタン、亜鉛華、硫酸バリウムなどの無機着色顔料である。
When the paint of the present invention is used in a rubber paint, the pigment is preferably an inorganic colored pigment such as titanium oxide, zinc white, or barium sulfate.
使用する顔料は１種単独でもよく、２種以上を併用してもよい。
One type of pigment may be used alone, or two or more types may be used in combination.
本発明の塗料における顔料の含有割合は、例えばジエン系ゴム１００質量部に対して５０～９００質量部の範囲であり、好ましくは１００～５００質量部の範囲であり、より好ましくは１００～３００質量部の範囲である。
The content ratio of the pigment in the paint of the present invention is, for example, in the range of 50 to 900 parts by mass, preferably in the range of 100 to 500 parts by mass, and more preferably in the range of 100 to 300 parts by mass, based on 100 parts by mass of diene rubber. This is within the scope of the department.
本発明の塗料は、通常、ジエン系ゴム、金属石鹸および顔料が希釈剤で希釈した状態で用いるられる。
上記希釈剤は公知のものが使用でき、例えば、トルエン、キシレン、ヘプタン、ヘキサン、メチルシクロヘキサン、シクロヘキサン、エチルシクロヘキサン、シクロペンタン、メチルシクロペンタン、シクロヘプタン、ミネラルスピリット等の炭化水素系溶媒；メタノール、エタノール、プロパノール、シクロヘキサノール、１－メトキシ－２－プロパノール、プロピレングリコール、１，４-ブチレングリコール、１，３-ブチレングリコール、グリセリン、ジエチレングリコール、エチレングリコール、ジプロピレングリコール、２－メチル－１，３-ペンタンジオール、３-メチル-１，５－ペンタンジオール、ベンジルアルコール等のアルコール系溶媒；メチルエチルケトン、メチルイソブチルケトン、シクロヘキサノン等のケトン系溶媒；プロピルエーテル、メチルセロソルブ、セロソルブ、ブチルセロソルブ、メチルカルビトール、エチレングリコールジメチルエーテル、エチレングリコールジエチルエーテル、１，３－ジオキソラン、１，４－ジオキソラン、テトラヒドロフラン等のエーテル系溶媒；カプロン酸メチルエステル、カプリン酸メチルエステル、ラウリン酸メチルエステル等の脂肪酸エステル；大豆油、亜麻仁油、菜種油、サフラワー油等の植物油脂等が挙げられる。 The paint of the present invention is usually used in a state in which the diene rubber, metal soap, and pigment are diluted with a diluent.
Known diluents can be used as the diluent, such as hydrocarbon solvents such as toluene, xylene, heptane, hexane, methylcyclohexane, cyclohexane, ethylcyclohexane, cyclopentane, methylcyclopentane, cycloheptane, mineral spirit; methanol, Ethanol, propanol, cyclohexanol, 1-methoxy-2-propanol, propylene glycol, 1,4-butylene glycol, 1,3-butylene glycol, glycerin, diethylene glycol, ethylene glycol, dipropylene glycol, 2-methyl-1,3 - Alcohol solvents such as pentanediol, 3-methyl-1,5-pentanediol, and benzyl alcohol; Ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone; propyl ether, methyl cellosolve, cellosolve, butyl cellosolve, methyl carbitol, Ether solvents such as ethylene glycol dimethyl ether, ethylene glycol diethyl ether, 1,3-dioxolane, 1,4-dioxolane, and tetrahydrofuran; fatty acid esters such as caproic acid methyl ester, capric acid methyl ester, and lauric acid methyl ester; soybean oil; Vegetable oils and fats such as linseed oil, rapeseed oil, and safflower oil are included.
上記希釈剤は公知のものが使用でき、例えば、トルエン、キシレン、ヘプタン、ヘキサン、メチルシクロヘキサン、シクロヘキサン、エチルシクロヘキサン、シクロペンタン、メチルシクロペンタン、シクロヘプタン、ミネラルスピリット等の炭化水素系溶媒；メタノール、エタノール、プロパノール、シクロヘキサノール、１－メトキシ－２－プロパノール、プロピレングリコール、１，４-ブチレングリコール、１，３-ブチレングリコール、グリセリン、ジエチレングリコール、エチレングリコール、ジプロピレングリコール、２－メチル－１，３-ペンタンジオール、３-メチル-１，５－ペンタンジオール、ベンジルアルコール等のアルコール系溶媒；メチルエチルケトン、メチルイソブチルケトン、シクロヘキサノン等のケトン系溶媒；プロピルエーテル、メチルセロソルブ、セロソルブ、ブチルセロソルブ、メチルカルビトール、エチレングリコールジメチルエーテル、エチレングリコールジエチルエーテル、１，３－ジオキソラン、１，４－ジオキソラン、テトラヒドロフラン等のエーテル系溶媒；カプロン酸メチルエステル、カプリン酸メチルエステル、ラウリン酸メチルエステル等の脂肪酸エステル；大豆油、亜麻仁油、菜種油、サフラワー油等の植物油脂等が挙げられる。 The paint of the present invention is usually used in a state in which the diene rubber, metal soap, and pigment are diluted with a diluent.
Known diluents can be used as the diluent, such as hydrocarbon solvents such as toluene, xylene, heptane, hexane, methylcyclohexane, cyclohexane, ethylcyclohexane, cyclopentane, methylcyclopentane, cycloheptane, mineral spirit; methanol, Ethanol, propanol, cyclohexanol, 1-methoxy-2-propanol, propylene glycol, 1,4-butylene glycol, 1,3-butylene glycol, glycerin, diethylene glycol, ethylene glycol, dipropylene glycol, 2-methyl-1,3 - Alcohol solvents such as pentanediol, 3-methyl-1,5-pentanediol, and benzyl alcohol; Ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone; propyl ether, methyl cellosolve, cellosolve, butyl cellosolve, methyl carbitol, Ether solvents such as ethylene glycol dimethyl ether, ethylene glycol diethyl ether, 1,3-dioxolane, 1,4-dioxolane, and tetrahydrofuran; fatty acid esters such as caproic acid methyl ester, capric acid methyl ester, and lauric acid methyl ester; soybean oil; Vegetable oils and fats such as linseed oil, rapeseed oil, and safflower oil are included.
使用する希釈剤は１種単独でもよく、２種以上を併用してもよい。
本発明の塗料をゴム用塗料として用いる場合、希釈剤は炭化水素系溶媒とエーテル系溶媒の混合溶媒であると好ましい。 One type of diluent may be used alone, or two or more types may be used in combination.
When the paint of the present invention is used as a rubber paint, the diluent is preferably a mixed solvent of a hydrocarbon solvent and an ether solvent.
本発明の塗料をゴム用塗料として用いる場合、希釈剤は炭化水素系溶媒とエーテル系溶媒の混合溶媒であると好ましい。 One type of diluent may be used alone, or two or more types may be used in combination.
When the paint of the present invention is used as a rubber paint, the diluent is preferably a mixed solvent of a hydrocarbon solvent and an ether solvent.
本発明の塗料をゴム用塗料に用いる場合、希釈後のジエン系ゴムの含有割合が１～５質量％の範囲、希釈後の顔料の含有割合が３～１０質量％の範囲となるように、希釈剤の量を調整すると好ましい。
When the paint of the present invention is used as a rubber paint, the content ratio of diene rubber after dilution is in the range of 1 to 5% by mass, and the content ratio of pigment after dilution is in the range of 3 to 10% by mass, It is preferable to adjust the amount of diluent.
本発明の塗料をゴム用塗料に用いる場合、当該ゴム用塗料はさらに粘着付与剤、表面調整剤（界面活性剤）などの添加剤をさらに含有してもよい。
粘着付与剤としては、石油樹脂、水添石油樹脂、ロジンエステル、水添ロジンエステル等が挙げられ、表面調整剤としてはシリコーンオイル等が挙げられる。 When the paint of the present invention is used as a rubber paint, the rubber paint may further contain additives such as a tackifier and a surface conditioner (surfactant).
Examples of the tackifier include petroleum resins, hydrogenated petroleum resins, rosin esters, and hydrogenated rosin esters, and examples of the surface conditioner include silicone oil.
粘着付与剤としては、石油樹脂、水添石油樹脂、ロジンエステル、水添ロジンエステル等が挙げられ、表面調整剤としてはシリコーンオイル等が挙げられる。 When the paint of the present invention is used as a rubber paint, the rubber paint may further contain additives such as a tackifier and a surface conditioner (surfactant).
Examples of the tackifier include petroleum resins, hydrogenated petroleum resins, rosin esters, and hydrogenated rosin esters, and examples of the surface conditioner include silicone oil.
本発明のゴム用塗料は、ジエン系ゴム、金属石鹸、顔料、任意の希釈剤、任意の粘着付与剤および任意の表面調整剤をを含有すればよく、これら成分から実質的になってもよい。ここで「実質的になる」とは、本発明のゴム用塗料の金属石鹸、顔料、任意の希釈剤、任意の粘着付与剤および任意の表面調整剤の合計割合が例えば８０質量％以上、９０質量％以上又は９５質量％以上であることを意味する。
ジエン系ゴム、金属石鹸、顔料、任意の希釈剤、任意の粘着付与剤および任意の表面調整剤の合計質量の上限は特に限定されないが例えば１００質量％である。
本発明のゴム用塗料は、本発明の効果を損なわない範囲でその他の成分を含有してもよい The rubber paint of the present invention may contain a diene rubber, a metal soap, a pigment, any diluent, any tackifier, and any surface conditioner, and may consist essentially of these components. . Here, "substantially" means that the total proportion of the metal soap, pigment, optional diluent, optional tackifier, and optional surface conditioner in the rubber coating of the present invention is, for example, 80% by mass or more, 90% by mass or more. It means 95% by mass or more or 95% by mass or more.
The upper limit of the total mass of the diene rubber, metal soap, pigment, any diluent, any tackifier, and any surface conditioner is not particularly limited, but is, for example, 100% by mass.
The rubber paint of the present invention may contain other components as long as the effects of the present invention are not impaired.
ジエン系ゴム、金属石鹸、顔料、任意の希釈剤、任意の粘着付与剤および任意の表面調整剤の合計質量の上限は特に限定されないが例えば１００質量％である。
本発明のゴム用塗料は、本発明の効果を損なわない範囲でその他の成分を含有してもよい The rubber paint of the present invention may contain a diene rubber, a metal soap, a pigment, any diluent, any tackifier, and any surface conditioner, and may consist essentially of these components. . Here, "substantially" means that the total proportion of the metal soap, pigment, optional diluent, optional tackifier, and optional surface conditioner in the rubber coating of the present invention is, for example, 80% by mass or more, 90% by mass or more. It means 95% by mass or more or 95% by mass or more.
The upper limit of the total mass of the diene rubber, metal soap, pigment, any diluent, any tackifier, and any surface conditioner is not particularly limited, but is, for example, 100% by mass.
The rubber paint of the present invention may contain other components as long as the effects of the present invention are not impaired.
［接着剤］
本発明のゴム組成物は、接着剤（以下、本発明のゴム組成物の接着剤を「本発明の接着剤」という場合がある）としても好適に用いることができる。 [glue]
The rubber composition of the present invention can also be suitably used as an adhesive (hereinafter, the adhesive of the rubber composition of the present invention may be referred to as "the adhesive of the present invention").
本発明のゴム組成物は、接着剤（以下、本発明のゴム組成物の接着剤を「本発明の接着剤」という場合がある）としても好適に用いることができる。 [glue]
The rubber composition of the present invention can also be suitably used as an adhesive (hereinafter, the adhesive of the rubber composition of the present invention may be referred to as "the adhesive of the present invention").
本発明の接着剤において、ジエン系ゴムの含有量の上限は、例えば接着剤の固形分の９０質量％以下であり、好ましくは８０質量％以下である。また、ジエン系ゴムの含有量の下限は、例えば接着剤の固形分の２０質量％以上であり、好ましくは３０質量％以上である。
ジエン系ゴムの固形分濃度は、ＪＩＳ Ｋ６３８７－２に記載の方法に準拠して求められる。 In the adhesive of the present invention, the upper limit of the content of diene rubber is, for example, 90% by mass or less of the solid content of the adhesive, preferably 80% by mass or less. Further, the lower limit of the content of the diene rubber is, for example, 20% by mass or more of the solid content of the adhesive, preferably 30% by mass or more.
The solid content concentration of the diene rubber is determined according to the method described in JIS K6387-2.
ジエン系ゴムの固形分濃度は、ＪＩＳ Ｋ６３８７－２に記載の方法に準拠して求められる。 In the adhesive of the present invention, the upper limit of the content of diene rubber is, for example, 90% by mass or less of the solid content of the adhesive, preferably 80% by mass or less. Further, the lower limit of the content of the diene rubber is, for example, 20% by mass or more of the solid content of the adhesive, preferably 30% by mass or more.
The solid content concentration of the diene rubber is determined according to the method described in JIS K6387-2.
本発明の接着剤は加硫促進剤を含有してもよい。当該加硫促進剤としてはスルフェンアミド系加硫促進剤、グアニジン系加硫促進剤、チアゾール系加硫促進剤、チウラム系加硫促進剤、チオウレア系加硫促進剤、ジチオカルバミン酸塩系加硫促進剤、モルホリン系加硫促進剤、アルデヒド－アミン系加硫促進剤、アルデヒド－アンモニア系加硫促進剤、イミダゾリン系加硫促進剤、キサンテート系加硫促進剤等が挙げられる。
The adhesive of the present invention may contain a vulcanization accelerator. The vulcanization accelerators include sulfenamide vulcanization accelerators, guanidine vulcanization accelerators, thiazole vulcanization accelerators, thiuram vulcanization accelerators, thiourea vulcanization accelerators, and dithiocarbamate vulcanization accelerators. Accelerators include morpholine vulcanization accelerators, aldehyde-amine vulcanization accelerators, aldehyde-ammonia vulcanization accelerators, imidazoline vulcanization accelerators, xanthate vulcanization accelerators, and the like.
本発明の接着剤が加硫促進剤を含有する場合、当該加硫促進剤の含有量は、例えば接着剤の固形分の０．０１～５．０質量％の範囲である。
When the adhesive of the present invention contains a vulcanization accelerator, the content of the vulcanization accelerator is, for example, in the range of 0.01 to 5.0% by mass of the solid content of the adhesive.
本発明の接着剤は無機充填剤を含有してもよい。当該無機充填剤としては、シリカ、カーボンブラック、炭酸カルシウム、水酸化カルシウム、水酸化マグネシウム、タルク、マイカ、ケイソウ土、酸化チタン、酸化亜鉛、酸化ビスマス、硫酸バリウム、炭酸マグネシウム、アルミナ等が挙げられる。
The adhesive of the present invention may contain an inorganic filler. Examples of the inorganic filler include silica, carbon black, calcium carbonate, calcium hydroxide, magnesium hydroxide, talc, mica, diatomaceous earth, titanium oxide, zinc oxide, bismuth oxide, barium sulfate, magnesium carbonate, alumina, etc. .
本発明の接着剤が無機充填剤を含有する場合、当該無機充填剤の含有量は、例えば接着剤の固形分の０．１～４０質量％の範囲である。
When the adhesive of the present invention contains an inorganic filler, the content of the inorganic filler is, for example, in the range of 0.1 to 40% by mass of the solid content of the adhesive.
本発明の接着剤は、本発明の効果を損なわない範囲で、増粘剤、粘着性付与剤、老化防止剤、酸化防止剤、光安定剤、軟化剤、加工助剤、着色剤等の各種添加剤を含有してもよい。
The adhesive of the present invention may contain various additives such as thickeners, tackifiers, anti-aging agents, antioxidants, light stabilizers, softeners, processing aids, colorants, etc., to the extent that the effects of the present invention are not impaired. It may also contain additives.
以下、実施例と比較例とにより、本発明を具体的に説明する。
尚、本発明は下記実施例に限定されない。 Hereinafter, the present invention will be specifically explained with reference to Examples and Comparative Examples.
Note that the present invention is not limited to the following examples.
尚、本発明は下記実施例に限定されない。 Hereinafter, the present invention will be specifically explained with reference to Examples and Comparative Examples.
Note that the present invention is not limited to the following examples.
（実施例１－１５および比較例１－４：ゴム組成物の調製と評価）
市販のラテックス液（天然ゴム９８質量％水分散体）に蒸留水を加えて、天然ゴム６０質量％ラテックス液を調製した。調製したラテックス液に表１に示す金属石鹸を添加してゴム組成物を調製した。
調製したゴム組成物について、乾燥性能を下記方法で評価した。結果を表１および２に示す。また、実施例で使用した金属石鹸を表３に示す。 (Example 1-15 and Comparative Example 1-4: Preparation and evaluation of rubber composition)
Distilled water was added to a commercially available latex liquid (98% by mass natural rubber dispersion in water) to prepare a 60% by mass natural rubber latex liquid. A rubber composition was prepared by adding the metal soap shown in Table 1 to the prepared latex liquid.
The drying performance of the prepared rubber composition was evaluated by the following method. The results are shown in Tables 1 and 2. Further, Table 3 shows the metal soaps used in the examples.
市販のラテックス液（天然ゴム９８質量％水分散体）に蒸留水を加えて、天然ゴム６０質量％ラテックス液を調製した。調製したラテックス液に表１に示す金属石鹸を添加してゴム組成物を調製した。
調製したゴム組成物について、乾燥性能を下記方法で評価した。結果を表１および２に示す。また、実施例で使用した金属石鹸を表３に示す。 (Example 1-15 and Comparative Example 1-4: Preparation and evaluation of rubber composition)
Distilled water was added to a commercially available latex liquid (98% by mass natural rubber dispersion in water) to prepare a 60% by mass natural rubber latex liquid. A rubber composition was prepared by adding the metal soap shown in Table 1 to the prepared latex liquid.
The drying performance of the prepared rubber composition was evaluated by the following method. The results are shown in Tables 1 and 2. Further, Table 3 shows the metal soaps used in the examples.
（乾燥性能試験）
調製したゴム組成物をガラス基板上にＷｅｔ膜厚１５２μｍの塗膜を塗工した。ゴム組成物を塗工したガラス基板を温度３０℃×湿度６０％の保管庫に保存し、塗膜を指先で触って乾燥状態を確認した。指先に評価用塗料がつかなくなった時間を乾燥時間として評価した。この試験は合計３回行った。 (Drying performance test)
The prepared rubber composition was coated on a glass substrate to form a wet film with a wet film thickness of 152 μm. The glass substrate coated with the rubber composition was stored in a storage at a temperature of 30° C. and a humidity of 60%, and the dry state was checked by touching the coating film with a fingertip. The drying time was evaluated as the time when the evaluation paint stopped sticking to the fingertips. This test was conducted a total of three times.
調製したゴム組成物をガラス基板上にＷｅｔ膜厚１５２μｍの塗膜を塗工した。ゴム組成物を塗工したガラス基板を温度３０℃×湿度６０％の保管庫に保存し、塗膜を指先で触って乾燥状態を確認した。指先に評価用塗料がつかなくなった時間を乾燥時間として評価した。この試験は合計３回行った。 (Drying performance test)
The prepared rubber composition was coated on a glass substrate to form a wet film with a wet film thickness of 152 μm. The glass substrate coated with the rubber composition was stored in a storage at a temperature of 30° C. and a humidity of 60%, and the dry state was checked by touching the coating film with a fingertip. The drying time was evaluated as the time when the evaluation paint stopped sticking to the fingertips. This test was conducted a total of three times.
尚、マンガン石鹸２、マンガン石鹸３、マンガン石鹸４を用いた際は、ゴム組成物の調製直後であっても組成物中に塊が生じず、スムーズな塗工が可能であった。
Note that when Manganese Soap 2, Manganese Soap 3, and Manganese Soap 4 were used, no lumps were formed in the rubber composition even immediately after preparation, and smooth coating was possible.
表１および表２の結果から、ラテックス液に金属石鹸を加えることでより早い乾燥性能が得られることが分かる。
From the results in Tables 1 and 2, it can be seen that faster drying performance can be obtained by adding metal soap to the latex liquid.
Claims (8)
- ジエン系ゴムと、金属石鹸とを含有するゴム組成物であって、
前記金属石鹸が、炭素原子数１～２２の脂肪酸の脂肪酸金属塩、炭素原子数１～２２の脂肪酸の脂肪酸金属塩と窒素原子含有配位子化合物との金属錯体、およびアルミニウムキレート化合物からなる群から選択される１以上であり、
前記脂肪酸金属塩の金属が、コバルト、マンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、ニッケル、銅、亜鉛、レアアース又はバナジウムであるゴム組成物。 A rubber composition containing a diene rubber and a metal soap,
The metal soap is a group consisting of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms, a metal complex of a fatty acid metal salt of a fatty acid having 1 to 22 carbon atoms and a nitrogen atom-containing ligand compound, and an aluminum chelate compound. 1 or more selected from
A rubber composition in which the metal of the fatty acid metal salt is cobalt, manganese, iron, bismuth, zirconium, barium, calcium, strontium, nickel, copper, zinc, rare earth, or vanadium. - 前記脂肪酸金属塩の金属が、マンガン、鉄、ビスマス、ジルコニウム、バリウム、カルシウム、ストロンチウム、銅、亜鉛、レアアース又はバナジウムである請求項１に記載のゴム組成物。 The rubber composition according to claim 1, wherein the metal of the fatty acid metal salt is manganese, iron, bismuth, zirconium, barium, calcium, strontium, copper, zinc, rare earth, or vanadium.
- 前記窒素原子含有配位子化合物が、下記一般式（１）で表される化合物、下記一般式（２）で表される化合物、下記一般式（３）で表される化合物、および下記一般式（４）で表される化合物からなる群から選択される１種以上である請求項１又は２に記載のゴム組成物。
Ｒ１１は、水素原子又は炭素原子数１～６のアルキル基であり、
Ｒ１２は、水素原子又は炭素原子数１～６のアルキル基であり、
Ｘ１１は、炭素原子数１～６のアルキレン基であり、
Ｘ１２は、炭素原子数１～６のアルキレン基であり、
Ｙは、エーテル結合又は－Ｎ（Ｒ１３）－で表される連結基（Ｒ１３は水素原子又は炭素原子数１～６のアルキル基である）であり、
Ｒ２１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
ｐは、０～６の範囲の整数であり、
Ｒ２２は水素原子又は脂肪族炭化水素基であり、
Ｘ２１は、水素原子、－Ｒ２１で表される基又は－ＣＯＯＲ２１で表される基であり。、
Ｒ３１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
Ｒ３２は、水素原子又は脂肪族炭化水素基であり、
ｑは、０～６の範囲の整数であり、
Ｒ４１は、水酸基、アミノ基、ニトロ基、ニトロソ基、スルホ基、ハロゲン原子、置換基を有してもよい炭化水素基、置換基を有してもよい炭化水素オキシ基又は置換基を有してもよい炭化水素オキシカルボニル基であり、
ｒは、０～６の範囲の整数である。） The nitrogen atom-containing ligand compound is a compound represented by the following general formula (1), a compound represented by the following general formula (2), a compound represented by the following general formula (3), and the following general formula The rubber composition according to claim 1 or 2, which is one or more selected from the group consisting of compounds represented by (4).
R 11 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
R 12 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
X 11 is an alkylene group having 1 to 6 carbon atoms,
X 12 is an alkylene group having 1 to 6 carbon atoms,
Y is an ether bond or a linking group represented by -N(R 13 )- (R 13 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms),
R21 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
p is an integer in the range of 0 to 6,
R 22 is a hydrogen atom or an aliphatic hydrocarbon group,
X 21 is a hydrogen atom, a group represented by -R 21 or a group represented by -COOR 21 . ,
R31 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
R 32 is a hydrogen atom or an aliphatic hydrocarbon group,
q is an integer in the range of 0 to 6,
R41 is a hydroxyl group, an amino group, a nitro group, a nitroso group, a sulfo group, a halogen atom, a hydrocarbon group that may have a substituent, a hydrocarbon oxy group that may have a substituent, or a substituent. is a hydrocarbon oxycarbonyl group that may be
r is an integer ranging from 0 to 6. ) - 前記炭素原子数１～２２の脂肪酸が、オクチル酸、イソノナン酸、ネオデカン酸およびナフテン酸から選択される１種以上である請求項１又は２に記載のゴム組成物。 The rubber composition according to claim 1 or 2, wherein the fatty acid having 1 to 22 carbon atoms is one or more selected from octylic acid, isononanoic acid, neodecanoic acid, and naphthenic acid.
- 前記ジエン系ゴムが、天然ゴム、イソプレンゴム、ブタジエンゴム、スチレンブタジエンゴム、スチレン－イソプレン共重合体ゴム、ブタジエン－イソプレン共重合体ゴム、スチレン－イソプレン－ブタジエン共重合体ゴムから選択される１種以上である請求項１又は２に記載のゴム組成物。 The diene rubber is one selected from natural rubber, isoprene rubber, butadiene rubber, styrene-butadiene rubber, styrene-isoprene copolymer rubber, butadiene-isoprene copolymer rubber, and styrene-isoprene-butadiene copolymer rubber. The rubber composition according to claim 1 or 2, which is the above.
- 前記ジエン系ゴム１００質量部に対して、前記金属石鹸を０．０１～１０質量部の範囲で含有する請求項１又は２に記載のゴム組成物。 The rubber composition according to claim 1 or 2, wherein the metal soap is contained in a range of 0.01 to 10 parts by mass based on 100 parts by mass of the diene rubber.
- 請求項１又は２に記載のゴム組成物と、顔料とを含有する塗料。 A paint comprising the rubber composition according to claim 1 or 2 and a pigment.
- 請求項１又は２に記載のゴム組成物である接着剤。 An adhesive that is the rubber composition according to claim 1 or 2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2024520030A JPWO2024014114A1 (en) | 2022-07-12 | 2023-05-18 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022-111665 | 2022-07-12 | ||
| JP2022111665 | 2022-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2024014114A1 true WO2024014114A1 (en) | 2024-01-18 |
Family
ID=89536469
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2023/018520 WO2024014114A1 (en) | 2022-07-12 | 2023-05-18 | Rubber composition, coating material, and adhesive |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPWO2024014114A1 (en) |
| WO (1) | WO2024014114A1 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018078997A1 (en) * | 2016-10-26 | 2018-05-03 | 昭和電工株式会社 | Radical-polymerizable resin composition |
| WO2021065931A1 (en) * | 2019-09-30 | 2021-04-08 | 株式会社ブリヂストン | Rubber composition, rubber/metal composite, tire, conveyor belt, hose, and crawler |
| WO2022123869A1 (en) * | 2020-12-09 | 2022-06-16 | 株式会社ブリヂストン | Rubber composition, rubber/metal composite, hose, conveyor belt, rubber crawler, and tire |
-
2023
- 2023-05-18 WO PCT/JP2023/018520 patent/WO2024014114A1/en active Application Filing
- 2023-05-18 JP JP2024520030A patent/JPWO2024014114A1/ja active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018078997A1 (en) * | 2016-10-26 | 2018-05-03 | 昭和電工株式会社 | Radical-polymerizable resin composition |
| WO2021065931A1 (en) * | 2019-09-30 | 2021-04-08 | 株式会社ブリヂストン | Rubber composition, rubber/metal composite, tire, conveyor belt, hose, and crawler |
| WO2022123869A1 (en) * | 2020-12-09 | 2022-06-16 | 株式会社ブリヂストン | Rubber composition, rubber/metal composite, hose, conveyor belt, rubber crawler, and tire |
Also Published As
| Publication number | Publication date |
|---|---|
| JPWO2024014114A1 (en) | 2024-01-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR102425714B1 (en) | Water-based resin dispersion and coating material | |
| EP2083057A1 (en) | Aqueous-dispersion-type pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet | |
| CN107636038B (en) | Reactive compositions containing mercapto-functional silicon compounds | |
| KR102320940B1 (en) | Adhesive agent composition and adhesive agent | |
| KR101556224B1 (en) | Curing accelerator for oxidative polymerization type unsaturated resins, printing ink and coating material | |
| CN102834469B (en) | Metallic pigment composition | |
| WO2006043608A1 (en) | Polyepoxy compound, method for producing same, thermosetting resin composition containing same, cured product of such composition, and method for removing such cured product | |
| CN108966654A (en) | adhesive composition and preparation method thereof | |
| KR102284844B1 (en) | Method for suppressing an occurrence of dust, soil stabilizing composition, and spray device comprising soil stabilizing composition | |
| KR102275476B1 (en) | An adhesive composition for paper bag, preparation method thereof, a sheet for paper bag comprising adhesive composition, and a paper bag comprising sheet for paper bag | |
| KR20120060980A (en) | Copolymer of organic silane and phosphorous ester and the process of producing a flame retardant clear paint | |
| JP2015083637A (en) | Varnish for printing ink, printing ink, and printed matter | |
| WO2024014114A1 (en) | Rubber composition, coating material, and adhesive | |
| JPWO2020066651A1 (en) | A fluidity modifier, a composition containing the fluidity modifier, and a cured product of the composition. | |
| KR101297779B1 (en) | Foam type powder coating composition for parts of vehicle | |
| JP6150032B1 (en) | Curing accelerator for oxidative polymerization type unsaturated resin, printing ink and paint | |
| JP2010202753A (en) | Gas barrier resin composition, coating and adhesive | |
| WO2018225466A1 (en) | Curing accelerator for oxidatively polymerized unsaturated resin, printing ink, and paint | |
| RU2761340C1 (en) | Adhesive composition for the label, method for its preparation, adhesive sheet containing it and the finished product | |
| JPWO2021006290A1 (en) | Curable resin composition, cured film, coated resin molded body and multilayer film | |
| JP2008195742A (en) | Water-based pigment paste and water-based coating material composition | |
| WO2020204090A1 (en) | Coating material for high temperature curing, coating metal material, coating method, and coating metal material | |
| CN114466907A (en) | Coating composition | |
| EP1956050B1 (en) | Bituminous compositions for road construction | |
| CN111909118A (en) | Oxetane compound, photocurable composition, ink and use thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 23839291 Country of ref document: EP Kind code of ref document: A1 |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 2024520030 Country of ref document: JP |