JP2008248057A - Anaerobic curing composition - Google Patents
Anaerobic curing composition Download PDFInfo
- Publication number
- JP2008248057A JP2008248057A JP2007090345A JP2007090345A JP2008248057A JP 2008248057 A JP2008248057 A JP 2008248057A JP 2007090345 A JP2007090345 A JP 2007090345A JP 2007090345 A JP2007090345 A JP 2007090345A JP 2008248057 A JP2008248057 A JP 2008248057A
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- JP
- Japan
- Prior art keywords
- meth
- acrylate
- curable composition
- anaerobic curable
- component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 41
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 27
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 15
- 229910052788 barium Inorganic materials 0.000 claims abstract description 12
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 125000000524 functional group Chemical group 0.000 claims abstract description 9
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 239000003960 organic solvent Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 abstract description 13
- 239000002184 metal Substances 0.000 abstract description 13
- 230000000694 effects Effects 0.000 abstract description 10
- 239000000178 monomer Substances 0.000 abstract description 7
- 150000001451 organic peroxides Chemical class 0.000 abstract description 4
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 abstract description 2
- -1 methacryloyl group Chemical group 0.000 description 23
- 150000003254 radicals Chemical class 0.000 description 14
- 238000012360 testing method Methods 0.000 description 14
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 10
- 238000005266 casting Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- LBUJPTNKIBCYBY-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline Chemical compound C1=CC=C2CCCNC2=C1 LBUJPTNKIBCYBY-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 230000002265 prevention Effects 0.000 description 4
- 230000003449 preventive effect Effects 0.000 description 4
- SMUQFGGVLNAIOZ-UHFFFAOYSA-N quinaldine Chemical compound C1=CC=CC2=NC(C)=CC=C21 SMUQFGGVLNAIOZ-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 150000002429 hydrazines Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- UICBCXONCUFSOI-UHFFFAOYSA-N n'-phenylacetohydrazide Chemical compound CC(=O)NNC1=CC=CC=C1 UICBCXONCUFSOI-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical compound C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- VIYWVRIBDZTTMH-UHFFFAOYSA-N 2-[4-[2-[4-[2-(2-methylprop-2-enoyloxy)ethoxy]phenyl]propan-2-yl]phenoxy]ethyl 2-methylprop-2-enoate Chemical compound C1=CC(OCCOC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCCOC(=O)C(C)=C)C=C1 VIYWVRIBDZTTMH-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- JZICUKPOZUKZLL-UHFFFAOYSA-N 2-methyl-1,2,3,4-tetrahydroquinoline Chemical compound C1=CC=C2NC(C)CCC2=C1 JZICUKPOZUKZLL-UHFFFAOYSA-N 0.000 description 1
- BIISIZOQPWZPPS-UHFFFAOYSA-N 2-tert-butylperoxypropan-2-ylbenzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=CC=C1 BIISIZOQPWZPPS-UHFFFAOYSA-N 0.000 description 1
- JMTMSDXUXJISAY-UHFFFAOYSA-N 2H-benzotriazol-4-ol Chemical compound OC1=CC=CC2=C1N=NN2 JMTMSDXUXJISAY-UHFFFAOYSA-N 0.000 description 1
- ZTKDMNHEQMILPE-UHFFFAOYSA-N 4-methoxy-n,n-dimethylaniline Chemical compound COC1=CC=C(N(C)C)C=C1 ZTKDMNHEQMILPE-UHFFFAOYSA-N 0.000 description 1
- KMVPXBDOWDXXEN-UHFFFAOYSA-N 4-nitrophenylhydrazine Chemical compound NNC1=CC=C([N+]([O-])=O)C=C1 KMVPXBDOWDXXEN-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical class SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 125000005605 benzo group Chemical group 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 238000009933 burial Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- VYSYZMNJHYOXGN-UHFFFAOYSA-N ethyl n-aminocarbamate Chemical compound CCOC(=O)NN VYSYZMNJHYOXGN-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000008054 sulfonate salts Chemical class 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- BUUOVHURLSNWBF-UHFFFAOYSA-N trioxepine-4,7-dione Chemical compound O=C1OOOC(=O)C=C1 BUUOVHURLSNWBF-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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- Polymerisation Methods In General (AREA)
Abstract
Description
本発明は鋳物や焼結金属の巣埋めに用いられる嫌気硬化性組成物に関するものであり、特定のアクリレートモノマーとバリウムスルフォネートを配合することにより、防錆効果のある嫌気硬化性組成物に関する。 TECHNICAL FIELD The present invention relates to an anaerobic curable composition used for burial of cast metal and sintered metal, and relates to an anaerobic curable composition having an antirust effect by blending a specific acrylate monomer and barium sulfonate. .
嫌気硬化性組成物は（メタ）アクリル酸エステルモノマーを主成分としたものであり、空気または酸素と接触している間はゲル化などせずに長期間液状状態で保たれ、空気または酸素が遮断もしくは排除されると急速に重合を開始する性質を有するものである。このような性質を利用して前記組成物はネジ、ボルト等の接着、固定、嵌め合い部品の固着、フランジ面間の接着、シール、鋳造部品に生じる巣孔の充填（巣埋め剤）等に使用されている。 The anaerobic curable composition is mainly composed of a (meth) acrylic acid ester monomer, and is kept in a liquid state for a long time without being gelled while in contact with air or oxygen. When blocked or eliminated, it has the property of rapidly initiating polymerization. Utilizing such properties, the composition can be used for bonding screws, bolts, etc., fixing, fixing of mating parts, bonding between flange surfaces, sealing, filling of burrows formed in cast parts (nesting agent), etc. in use.
前述の巣穴の充填について詳説すると、鋳物または焼結金属などには多数の巣穴が存在しており、このままでは使用に供することができず、このため前記巣穴を巣埋め剤で埋めて使用することが通常行われている。巣埋め剤としては珪酸ソーダ系組成物や前記嫌気硬化性組成物が使用されるが、嫌気硬化性組成物は硬化後の物性が安定しており、巣埋め剤として良好である。巣穴の充填の方法としては、鋳物または焼結金属を低粘度の嫌気硬化性組成物中に浸漬し、真空状態にすることにより巣穴中の空気が排出され、真空状態を解除すると、巣穴中に嫌気硬化性組成物が充填される。この状態で養生することにより、嫌気硬化性組成物は嫌気硬化をし、その結果、巣穴が充填されるものである。これらは特許文献１，特許文献２などに開示されている。また、使用条件が過酷でない部位には巣穴すべてを埋めるまでもなく表面部分のみ埋めればよい場合は、比較的低粘度の嫌気固化性組成物を塗布して、毛細管現象により浸透させたり、真空状態にして充填するなどの方法も使用されている。
一方、嫌気硬化性組成物に防錆効果をもたせることにより、充填処理された鋳物や焼結金属に防錆効果を付与させることができると予想される。そのため、嫌気硬化性組成物に単に防錆剤を添加させればよいと考えられるが、前述のとおり、嫌気硬化性組成物は保存中には反応せず、使用時に素早く反応するという相反する性質をバランスで保っているものであるため、一般的な防錆剤を添加すると、保存安定性が低下し、保存中にゲル化したり、沈殿物を生じたりなどの不具合を生じる。また、保存安定性に影響がない程度の少量を添加しても防錆効果を期待することはできなかった。 On the other hand, it is expected that an anti-corrosive effect can be imparted to a cast or sintered metal that has been subjected to a filling treatment by imparting an anti-corrosive effect to the anaerobic curable composition. Therefore, it is thought that it is only necessary to add an anticorrosive agent to the anaerobic curable composition, but as described above, the anaerobic curable composition does not react during storage and conflicts with the fact that it reacts quickly during use. Therefore, when a general rust preventive is added, storage stability is lowered, and problems such as gelation or precipitation occur during storage. Further, even when a small amount that does not affect the storage stability was added, the antirust effect could not be expected.
よって、鋳物や焼結金属に生じる巣穴の充填を目的とした嫌気硬化性組成物に防錆効果を持たせることが期待されていた。 Therefore, it has been expected that an anaerobic curable composition intended to fill a cavity formed in a casting or a sintered metal has a rust prevention effect.
本発明は上述した従来の問題点を克服するものである。すなわち本発明は、（ａ）分子中に少なくとも１つ以上のラジカル重合性官能基を有する化合物、（ｂ）メチル（メタ）アクリレート、エチル（メタ）アクリレート、イソボルニル（メタ）アクリレートから選ばれる化合物、（ｃ）有機過酸化物、（ｄ）ｏ−ベンゾイックスルフィミド、（ｅ）バリウムスルフォネート、からなることを特徴とする嫌気硬化性組成物を提供するものである。 The present invention overcomes the above-mentioned conventional problems. That is, the present invention includes (a) a compound having at least one radical polymerizable functional group in the molecule, (b) a compound selected from methyl (meth) acrylate, ethyl (meth) acrylate, and isobornyl (meth) acrylate, The present invention provides an anaerobic curable composition comprising (c) an organic peroxide, (d) o-benzoixsulfimide, and (e) barium sulfonate.
本発明に使用される（ａ）成分は分子中に少なくとも１つ以上のラジカル重合性官能基を有する化合物であり、以下に説明されるものである。まず、ラジカル重合性官能基とは、アクリロイル基、メタクリロイル基、ビニル基、プロペニル基などがあげられる。このようなラジカル重合性官能基を１つ有する化合物は一般的にラジカル重合性モノマーと呼ばれ、例えば、ブチル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、フェニル（メタ）アクリレート、ベンジル（メタ）アクリレート、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、テトラヒドロフルフリル（メタ）アクリレート、スチレン、α−メチルスチレン、ジビニルベンゼン等があげられる。なお、（メタ）アクリルとはアクリルとメタクリルを総称したものである。 The component (a) used in the present invention is a compound having at least one radical polymerizable functional group in the molecule, and will be described below. First, examples of the radical polymerizable functional group include an acryloyl group, a methacryloyl group, a vinyl group, and a propenyl group. Such a compound having one radical polymerizable functional group is generally called a radical polymerizable monomer. For example, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) ) Acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, styrene, α-methylstyrene, divinylbenzene and the like. (Meth) acrylic is a generic term for acrylic and methacrylic.
ラジカル重合性官能基を２つ以上有するものとして、比較的低分子の化合物の分子中にラジカル重合性官能基が２つ以上存在するいわゆるラジカル重合性多官能モノマーと、比較的高分子の化合物の両末端などにラジカル重合性官能基を有する、いわゆるラジカル重合性オリゴマーが挙げられる。ラジカル重合性多官能モノマーとしてはエチレングリコールジアクリレート、ポリエチレングリコールジ（メタ）アクリレート、ネオペンチルグリコールジ（メタ）アクリレート、トリメチロールプロパントリ（メタ）アクリレート、ペンタエリスリトールテトラアクリレート、ジペンタエリスリトールポリ（メタ）アクリレート、テトラメチロールメタンテトラ（メタ）アクリレート等が挙げられる。 As a compound having two or more radical polymerizable functional groups, a so-called radical polymerizable polyfunctional monomer in which two or more radical polymerizable functional groups are present in the molecule of a relatively low molecular compound, and a relatively high molecular compound Examples include so-called radical polymerizable oligomers having radical polymerizable functional groups at both ends. Examples of radical polymerizable polyfunctional monomers include ethylene glycol diacrylate, polyethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tetraacrylate, dipentaerythritol poly (meth). ) Acrylate, tetramethylolmethane tetra (meth) acrylate, and the like.
ラジカル重合性オリゴマーとしてはビスフェノールなどのグリシジルエーテルのエポキシ基にアクリル酸、メタクリル酸もしくはそれらの多量体を反応させて得られるエポキシ変性（メタ）アクリレート、水酸基含有（メタ）アクリレートと末端イソシアネート基含有化合物とを反応して得られるウレタン結合含有（メタ）アクリレート、ポリエーテル樹脂の末端に（メタ）アクリロイル基を反応させた化合物、ポリエステルの末端に（メタ）アクリロイル基を反応させた化合物などが挙げられる。 As radically polymerizable oligomers, epoxy-modified (meth) acrylates, hydroxyl group-containing (meth) acrylates and terminal isocyanate group-containing compounds obtained by reacting acrylic acid, methacrylic acid or their multimers with epoxy groups of glycidyl ethers such as bisphenol And a urethane bond-containing (meth) acrylate obtained by reacting with a compound, a compound obtained by reacting a polyether resin with a (meth) acryloyl group, a compound obtained by reacting a polyester with a (meth) acryloyl group. .
これらは単独で用いても良いし嫌気硬化性組成物の粘度の調整、あるいはその硬化物の特性を調整する目的で、複数を混合してもどちらでも良いが、通常、単独で所望の性能を出すことが困難であるためラジカル重合性モノマーとラジカル重合性オリゴマーを混合して使用することが好ましい。 These may be used alone or for the purpose of adjusting the viscosity of the anaerobic curable composition or adjusting the properties of the cured product. Since it is difficult to remove, it is preferable to use a mixture of a radical polymerizable monomer and a radical polymerizable oligomer.
本発明に用いられる（ｂ）成分は、メチル（メタ）アクリレート、エチル（メタ）アクリレート、イソボルニル（メタ）アクリレートから選ばれる化合物である。（ｂ）成分は（ａ）成分１００部に対して４０部以上配合することが望ましい。本発明には（ｂ）成分が必須であり、本成分がないと防錆効果が発揮されない。 The component (b) used in the present invention is a compound selected from methyl (meth) acrylate, ethyl (meth) acrylate, and isobornyl (meth) acrylate. Component (b) is desirably blended in an amount of 40 parts or more per 100 parts of component (a). In the present invention, the component (b) is essential, and without this component, the rust prevention effect is not exhibited.
本発明において用いられる（ｃ）有機過酸化物は、従来より嫌気硬化性組成物にて用いられているもので、特に限定されるものではなく、例えば、クメンハイドロパーオキサイド、ｔ−ブチルハイドロパーオキサイド、ｐ−メンタンハイドロパーオキサイド等のハイドロパーオキサイド類、ジクミルパーオキサイド、ｔ−ブチルクミルパーオキサイド、ジ−ｔ−ブチルパーオキサイド等のジアリルパーオキサイド類、メチルエチルケトンパーオキサイド、シクロヘキサンパーオキサイド、メチルシクロヘキサンパーオキサイド等のケトンパーオキサイド類、ベンゾイルパーオキシド、ラウロイルパーオキシド、アセチルパーオキシド等のジアシルパーオキシド、ｔ−ブチルパーオキシベンゾエート、ｔ−ブチルパーオキシアセテート、ｔ−ブチルパーオキシマレエート等のパーオキシエステル類等の有機過酸化物等が挙げられる。 The (c) organic peroxide used in the present invention is conventionally used in anaerobic curable compositions and is not particularly limited. For example, cumene hydroperoxide, t-butyl hydroper Hydroperoxides such as oxide, p-menthane hydroperoxide, diallyl peroxides such as dicumyl peroxide, t-butylcumyl peroxide, di-t-butyl peroxide, methyl ethyl ketone peroxide, cyclohexane peroxide, methyl Ketone peroxides such as cyclohexane peroxide, diacyl peroxides such as benzoyl peroxide, lauroyl peroxide, acetyl peroxide, t-butylperoxybenzoate, t-butylperoxyacetate, t-butyl Helper organic peroxide peroxy esters such as oxy maleate and the like.
これらの有機過酸化物は単独で或いは二種以上の混合物として用いることができる。この（ｃ）成分の配合量は、（ａ）成分と（ｂ）成分の合計重量１００重量部に対して０．１〜５重量部である。０．１重量部より少ないと重合反応を生じさせるのに不十分である場合があり、５重量部よりも多いと、嫌気硬化性組成物の安定性が低下する場合がある。 These organic peroxides can be used alone or as a mixture of two or more. The amount of component (c) is 0.1 to 5 parts by weight based on 100 parts by weight of the total weight of component (a) and component (b). If it is less than 0.1 parts by weight, it may be insufficient to cause a polymerization reaction, and if it is more than 5 parts by weight, the stability of the anaerobic curable composition may be lowered.
本発明に用いられる（ｄ）成分はｏ−ベンゾイックスルフィミドであり嫌気硬化性組成物には通常使用される成分である。ｏ−ベンゾイックスルフィミドはいわゆるサッカリンであり、（ｄ）成分の添加量は（ａ）成分と（ｂ）の合計重量１００重量部に対して０．１〜５重量部配合される。 The component (d) used in the present invention is o-benzoxulphimide, which is a component usually used for anaerobic curable compositions. o-Benzoxlphimide is so-called saccharin, and the amount of component (d) added is 0.1 to 5 parts by weight with respect to 100 parts by weight of the total weight of components (a) and (b).
本発明に用いられる（ｅ）成分はバリウムスルフォネートである。防錆剤としては、カルシウムスルフォネート、亜鉛スルフォネート、およびナトリウムスルフォネート等の金属スルフォネート塩や、アミン化合物などの塩基性物質が公知であるが、本発明ではバリウムスルフォネートのみが使用可能である。その他の化合物では防錆効果が発揮しなかったり、保存安定性が低下するなどの問題が生じ、本発明の目的を発揮できない。バリウムスルフォネートとしては、例えば、分子量４００〜１２００の石油スルホン酸、アルキルベンゼンスルホン酸、アルキルナフタレンスルホン酸などの合成スルホン酸のバリウム塩を挙げることができる。石油スルホン酸は、石油留分を精製したのち発煙硫酸などによりスルホン化することにより得られ、中和により所望の塩とする。アルキルベンゼンスルホン酸及びアルキルナフタレンスルホン酸は、それぞれベンゼン及びナフタレンをアルキル化したのち発煙硫酸などによりスルホン化することにより得られ、中和により所望の塩とする。これらのバリウムスルフォネートは、それぞれ単独で用いてもよいし、２種以上を組み合わせて用いてもよい。 The component (e) used in the present invention is barium sulfonate. As rust preventive agents, metal sulfonate salts such as calcium sulfonate, zinc sulfonate, and sodium sulfonate, and basic substances such as amine compounds are known, but in the present invention, only barium sulfonate can be used. It is. Other compounds do not exhibit the rust preventive effect or the storage stability is lowered, and the object of the present invention cannot be exhibited. Examples of barium sulfonates include barium salts of synthetic sulfonic acids such as petroleum sulfonic acids, alkylbenzene sulfonic acids, and alkyl naphthalene sulfonic acids having a molecular weight of 400 to 1200. Petroleum sulfonic acid is obtained by purifying a petroleum fraction and then sulfonating with fuming sulfuric acid or the like, and neutralizing it to a desired salt. Alkylbenzenesulfonic acid and alkylnaphthalenesulfonic acid are obtained by alkylating benzene and naphthalene, respectively, and then sulfonating with fuming sulfuric acid or the like, and neutralized to obtain a desired salt. These barium sulfonates may be used alone or in combination of two or more.
バリウムスルフォネートは商業的に入手できるものを使用できる。例えば、ロックハートケミカル社のＬｏｃｋＧｕａｒｄ３６５０、同３６５５、同３６６０、同４９４５、松村石油研究所社のスルホールＢａ−３０Ｎ、楠本化成社のＮＡ−ＳＵＬＢＳＮ、ＮＡ−ＳＵＬ６１１などが挙げられる。（ｅ）成分の添加量は（ａ）成分と（ｂ）成分の合計重量１００重量部に対して１０〜５０重量部が好ましい。１０重量部より少ないと、防錆効果が期待できない。５０重量部より多くても防錆効果は頭打ちとなるためそれより多く添加しても不経済となるため。また、過剰に（ｅ）成分を添加すると硬化性成分の割合が低くなるため硬化物の強度が低下する可能性がある。 A commercially available barium sulfonate can be used. Examples include LockGuard 3650, LockGuard 3650, 3655, 3660, and 4945, Matsumura Oil Research Institute's Sulhol Ba-30N, Enomoto Kasei's NA-SULBSN, NA-SUL611, and the like. Component (e) is preferably added in an amount of 10 to 50 parts by weight based on 100 parts by weight of the total weight of components (a) and (b). When the amount is less than 10 parts by weight, the antirust effect cannot be expected. Even if it is more than 50 parts by weight, the rust prevention effect will reach its peak, so adding more than that will be uneconomical. Moreover, since the ratio of a sclerosing | hardenable component will become low when (e) component is added excessively, the intensity | strength of hardened | cured material may fall.
本組成物は上記成分以外に重合を促進する成分を添加することができる。重合促進剤としてはアミン化合物、メルカプタン化合物、ヒドラジン誘導体を挙げることができる。アミン化合物は１，２，３，４−テトラヒドロキノリン、１，２，３，４−テトラヒドロキナルジン等の複素環第２級アミン、キノリン、メチルキノリン、キナルジン、キノキサリンフェナジン等の複素環第３級アミン、Ｎ，Ｎ−ジメチル−アニシジン、Ｎ，Ｎ−ジメチルアニリン等の芳香族第三級アミン類、１，２，４−トリアゾール、オキサゾール、オキサジアゾール、チアジアゾール、ベンゾトリアゾール、ヒドロキシベンゾトリアゾール、ベンゾキサゾール、１，２，３−ベンゾチアジアゾール、３−メルカプトベンゾトリゾール等のアゾール系化合物等が挙げられる。また、メルカプタン化合物としてはｎ−ドデシルメルカプタン、エチルメルカプタン、ブチルメルカプタン等の直鎖型メルカプタンが挙げられる。ヒドラジン誘導体としてはエチルカルバゼート、Ｎ−アミノルホダニン、アセチルフェニルヒドラジン、ｐ−ニトロフェニルヒドラジン、ｐ−トリスルホニルヒドラジドが挙げられるがこれに限定したものではない。 In addition to the above components, the present composition may contain components that promote polymerization. Examples of the polymerization accelerator include amine compounds, mercaptan compounds, and hydrazine derivatives. Amine compounds include heterocyclic secondary amines such as 1,2,3,4-tetrahydroquinoline and 1,2,3,4-tetrahydroquinaldine, and tertiary heterocyclic amines such as quinoline, methylquinoline, quinaldine and quinoxalinephenazine. Aromatic tertiary amines such as amine, N, N-dimethyl-anisidine, N, N-dimethylaniline, 1,2,4-triazole, oxazole, oxadiazole, thiadiazole, benzotriazole, hydroxybenzotriazole, benzo Examples thereof include azole compounds such as xazole, 1,2,3-benzothiadiazole, and 3-mercaptobenzotrizole. Examples of the mercaptan compound include linear mercaptans such as n-dodecyl mercaptan, ethyl mercaptan, and butyl mercaptan. Examples of the hydrazine derivative include, but are not limited to, ethyl carbazate, N-aminosulfodanin, acetylphenyl hydrazine, p-nitrophenyl hydrazine, and p-trisulfonyl hydrazide.
本発明は更に種々の添加剤を使用できる。例えば、保存安定性を得るためには、ベンゾキノン、ハイドロキノン、ハイドロキノンモノメチルエーテル等のラジカル吸収剤、エチレンジアミン４酢酸又はその２−ナトリウム塩、シユウ酸、アセチルアセトン、ｏ−アミノフエノール等の金属キレート化剤等を添加することもできる。 The present invention can further use various additives. For example, in order to obtain storage stability, radical absorbents such as benzoquinone, hydroquinone, hydroquinone monomethyl ether, metal chelating agents such as ethylenediaminetetraacetic acid or its 2-sodium salt, oxalic acid, acetylacetone, o-aminophenol, etc. Can also be added.
更に、その他に嫌気硬化性樹脂の性状や硬化物の性質を調整するために、増粘剤、充填剤、可塑剤、着色剤等を必要に応じて使用することができる。 Furthermore, in order to adjust the properties of the anaerobic curable resin and the properties of the cured product, a thickener, a filler, a plasticizer, a colorant, and the like can be used as necessary.
本発明の嫌気硬化性組成物を用いて鋳物や焼結金属などの巣穴を埋める方法としては、嫌気硬化性組成物の液槽に浸漬する方法や、金属表面に塗布して浸透させる方法などが挙げられる。 Examples of a method for filling a burrow such as a casting or a sintered metal using the anaerobic curable composition of the present invention include a method of immersing in a liquid tank of an anaerobic curable composition, a method of applying and penetrating a metal surface, etc. Is mentioned.
本発明は鋳物や焼結金属の巣穴を充填することができる嫌気硬化性組成物であり、保存安定性を損なうことなく防錆効果を持たせることができるものである。 The present invention is an anaerobic curable composition capable of filling a cavity of a casting or a sintered metal, and can have a rust preventive effect without impairing storage stability.
以下、実施例を参照して本発明をより詳細に説明する。なお、表中の配合はすべて重量部である。
実施例１：（ａ）成分として２，２−ビス〔４−（メタクリロキシエトキシ）フェニル〕プロパン２０重量部（表中ｂｍｐｐと略す）、（ｂ）成分としてエチルメタクリレート８０重量部、（ｃ）成分としてクメンハイドロパーオキサイド１重量部、（ｄ）成分としてｏ−ベンゾイックスルフィミド１重量部、（ｅ）成分としてバリウムスルフォネートであるＬｏｃｋＧｕａｒｄ３６５０（ＬｏｃｋＨａｒｔ社製）２０部、その他の成分として硬化促進剤としてアセチルフェニルヒドラジン０．３重量部、１，２，３，４−テトラヒドロキノリン０．２重量部、保存安定性向上剤としてエチレンジアミン四酢酸２ナトリウム塩０．０２重量部（表中ＥＤＴＡ・２Ｎａと略す）を混合し、嫌気硬化性組成物を調製した。
Hereinafter, the present invention will be described in more detail with reference to examples. All the formulations in the table are parts by weight.
Example 1: 20 parts by weight of 2,2-bis [4- (methacryloxyethoxy) phenyl] propane (abbreviated as bmpp in the table) as component (a), 80 parts by weight of ethyl methacrylate as component (b), (c) 1 part by weight of cumene hydroperoxide as an ingredient, 1 part by weight of o-benzoixsulfimide as a component (d), 20 parts of LockGuard 3650 (manufactured by LockHart) which is barium sulfonate as a component (e), and curing as other components As accelerator, 0.3 part by weight of acetylphenylhydrazine, 0.2 part by weight of 1,2,3,4-tetrahydroquinoline, and 0.02 part by weight of ethylenediaminetetraacetic acid disodium salt as storage stability improver (EDTA 2ab), and an anaerobic curable composition was prepared.
同様に、表１に示す成分を混合し嫌気硬化性組成物（実施例２〜比較例１０）を調製した。ただし、表中、ＬｏｃｋＧｕａｒｄ３６６０、ＬｏｃｋＧｕａｒｄ３６５５はバリウムスルフォネートであり、ＬｏｃｋＧｕａｒｄ３９４５はカルシウムスルフォネート、ＬｏｃｋＧｕａｒｄ７９６０はマグネシウムスルフォネート、ＬｏｃｋＧｕａｒｄ１９６０はナトリウムするフォネートである。 Similarly, the components shown in Table 1 were mixed to prepare an anaerobic curable composition (Example 2 to Comparative Example 10). In the table, LockGuard 3660 and LockGuard 3655 are barium sulfonates, LockGuard 3945 is calcium sulfonate, LockGuard 7960 is magnesium sulfonate, and LockGuard 1960 is sodium sulfonate.
得られた各組成物の保存安定性を測定した。保存安定性試験は加速促進試験を行った。まず、各組成物をガラス製試験管に５ｇ入れ、これを８０℃の加熱炉に入れて一定時間放置し、その後、各成分がゲル化や硬化をしているかの確認を行った。ゲル化や沈殿物が生じているものは×、明らかな増粘や沈殿物がやや生じているものは△、特に変化がないものは○とした。ちなみに、８０℃加速促進試験は、嫌気硬化性組成物の保存安定性の目安として有効的でこの試験で２時間以上液体を保持できれば常温で６ヶ月〜１年程の安定性を保持できるものとして一般的である。 The storage stability of each obtained composition was measured. The storage stability test was an accelerated acceleration test. First, 5 g of each composition was placed in a glass test tube, placed in a heating furnace at 80 ° C. and allowed to stand for a certain period of time, and then it was confirmed whether each component was gelled or cured. The case where gelation or precipitation occurred was evaluated as x, the case where obvious thickening or precipitation occurred slightly was evaluated as △, and the case where there was no particular change was evaluated as ◯. By the way, the 80 ° C accelerated acceleration test is effective as a measure of the storage stability of anaerobic curable compositions, and if it can hold a liquid for 2 hours or more in this test, it can maintain stability for 6 months to 1 year at room temperature. It is common.
巣穴充填：直径５０ｍｍ厚さ５０ｍｍの円柱形状の鉄焼結材を試験片として用いた。試験片を８０℃加熱炉に入れ、試験片を加熱した。その後、試験片に各嫌気硬化性を刷毛塗りにて塗布した。５分養生し、嫌気硬化性組成物をウエスにて拭き取った。これにより、試験片の巣穴に嫌気硬化性組成物が浸透し、浸透した嫌気硬化性組成物は酸素が遮断されるため硬化して、巣穴を埋めることができる。巣穴以外は酸素と接しているため硬化せずウエスで拭き取ることができる。また、試験片を加熱したのは硬化を促進するためであり、加熱しなくとも養生時間を長くすることにより硬化させることができるものである。 Nest hole filling: A cylindrical iron sintered material having a diameter of 50 mm and a thickness of 50 mm was used as a test piece. The test piece was put in an 80 ° C. heating furnace, and the test piece was heated. Thereafter, each anaerobic curability was applied to the test piece by brushing. After curing for 5 minutes, the anaerobic curable composition was wiped off with a waste cloth. Thereby, the anaerobic curable composition penetrates into the burrow of the test piece, and the penetrated anaerobic curable composition is cured because oxygen is blocked, so that the burrow can be filled. Since it is in contact with oxygen except for the burrow, it can be wiped off with a waste without being cured. Moreover, the test piece was heated in order to promote hardening, and it can be hardened by extending the curing time without heating.
上記により得られた試験片をサンダーにて平均１００μｍ研磨して、防錆試験片とした。５％塩水噴霧試験を所定時間行い、さびの発生を検査した。試験片の表面を目視で確認し錆が発生したものは×、発生していないものを○とした。 The test piece obtained as described above was polished with an average of 100 μm with a sander to obtain a rust prevention test piece. A 5% salt spray test was conducted for a predetermined time to examine the occurrence of rust. When the surface of the test piece was confirmed visually, rust was generated and X was not generated, and ◯ was not generated.
その結果を表１に記した。本発明の組成物は保存安定性が高く、防錆効果を有していることが分かる。 The results are shown in Table 1. It can be seen that the composition of the present invention has high storage stability and has an antirust effect.
本発明は鋳物や焼結金属の巣埋めを封孔することができる嫌気硬化性組成物である。 The present invention is an anaerobic curable composition capable of sealing a cast or sintered metal filling.
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|---|---|---|---|---|
| JPS6475506A (en) * | 1987-09-18 | 1989-03-22 | Three Bond Co Ltd | Pore-sealed composition for porous article |
| JPH03157414A (en) * | 1989-07-25 | 1991-07-05 | Sekisui Chem Co Ltd | Production of thermosetting covering sheet and covered material |
| JP2002332320A (en) * | 2001-05-08 | 2002-11-22 | Denki Kagaku Kogyo Kk | Curable resin composition, cured product, adhesive composition and jointed product |
| JP2003313206A (en) * | 2002-04-22 | 2003-11-06 | Three Bond Co Ltd | Anaerobic curable composition |
| JP2005060650A (en) * | 2003-07-25 | 2005-03-10 | Three Bond Co Ltd | Anaerobic curable composition |
| JP2006117813A (en) * | 2004-10-22 | 2006-05-11 | Three Bond Co Ltd | Anaerobic curing composition |
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Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6475506A (en) * | 1987-09-18 | 1989-03-22 | Three Bond Co Ltd | Pore-sealed composition for porous article |
| JPH03157414A (en) * | 1989-07-25 | 1991-07-05 | Sekisui Chem Co Ltd | Production of thermosetting covering sheet and covered material |
| JP2002332320A (en) * | 2001-05-08 | 2002-11-22 | Denki Kagaku Kogyo Kk | Curable resin composition, cured product, adhesive composition and jointed product |
| JP2003313206A (en) * | 2002-04-22 | 2003-11-06 | Three Bond Co Ltd | Anaerobic curable composition |
| JP2005060650A (en) * | 2003-07-25 | 2005-03-10 | Three Bond Co Ltd | Anaerobic curable composition |
| JP2006117813A (en) * | 2004-10-22 | 2006-05-11 | Three Bond Co Ltd | Anaerobic curing composition |
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