JPS58167693A - Organopolysiloxane lubricant - Google Patents
Organopolysiloxane lubricantInfo
- Publication number
- JPS58167693A JPS58167693A JP57048243A JP4824382A JPS58167693A JP S58167693 A JPS58167693 A JP S58167693A JP 57048243 A JP57048243 A JP 57048243A JP 4824382 A JP4824382 A JP 4824382A JP S58167693 A JPS58167693 A JP S58167693A
- Authority
- JP
- Japan
- Prior art keywords
- group
- organopolysiloxane
- resin
- synthetic
- rubber
- 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
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 47
- 239000000314 lubricant Substances 0.000 title claims abstract description 22
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 28
- 239000000057 synthetic resin Substances 0.000 claims abstract description 28
- 229920003051 synthetic elastomer Polymers 0.000 claims abstract description 26
- 239000005061 synthetic rubber Substances 0.000 claims abstract description 25
- 125000000524 functional group Chemical group 0.000 claims abstract description 14
- 125000000962 organic group Chemical group 0.000 claims abstract description 12
- 229920005989 resin Polymers 0.000 claims description 14
- 239000011347 resin Substances 0.000 claims description 14
- -1 siloxane units Chemical group 0.000 claims description 13
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 12
- 229910052710 silicon Inorganic materials 0.000 claims description 9
- 239000003822 epoxy resin Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 229920000647 polyepoxide Polymers 0.000 claims description 8
- 229920005749 polyurethane resin Polymers 0.000 claims description 8
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 6
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229920002943 EPDM rubber Polymers 0.000 claims description 2
- 239000002075 main ingredient Substances 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 5
- 229910052731 fluorine Inorganic materials 0.000 abstract description 4
- 229920001577 copolymer Polymers 0.000 description 13
- 229920001971 elastomer Polymers 0.000 description 12
- 239000005060 rubber Substances 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 238000000465 moulding Methods 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 239000006082 mold release agent Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 150000002430 hydrocarbons Chemical group 0.000 description 6
- 229920002545 silicone oil Polymers 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000004610 Internal Lubricant Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 229920001038 ethylene copolymer Polymers 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 239000011888 foil Substances 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 229920005992 thermoplastic resin Polymers 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 235000013869 carnauba wax Nutrition 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000004945 silicone rubber Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-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
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- 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 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- 229920006266 Vinyl film Polymers 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- KRGNPJFAKZHQPS-UHFFFAOYSA-N chloroethene;ethene Chemical group C=C.ClC=C KRGNPJFAKZHQPS-UHFFFAOYSA-N 0.000 description 1
- ZSBRYDJXHOFQMW-UHFFFAOYSA-N chloroethene;ethene;ethenyl acetate Chemical group C=C.ClC=C.CC(=O)OC=C ZSBRYDJXHOFQMW-UHFFFAOYSA-N 0.000 description 1
- WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- HDERJYVLTPVNRI-UHFFFAOYSA-N ethene;ethenyl acetate Chemical group C=C.CC(=O)OC=C HDERJYVLTPVNRI-UHFFFAOYSA-N 0.000 description 1
- CYKDLUMZOVATFT-UHFFFAOYSA-N ethenyl acetate;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=O)OC=C CYKDLUMZOVATFT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000005350 fused silica glass Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Lubricants (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、オルガノポリシロキサン潤滑剤に関するもの
であり、特には9合成樹脂または合成ゴムに、耐久性の
ある優れた潤滑性ないし離型性を付与するのに有用々オ
ルガノポリシロキサン潤滑剤に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an organopolysiloxane lubricant, which is particularly useful for imparting durable and excellent lubricity or mold release properties to synthetic resins or synthetic rubbers. This invention relates to organopolysiloxane lubricants.
従来9合成樹脂捷たは合成ゴムは成型物、注型物、積層
物、フィルム、繊維、フオーム、接着剤、塗料など広範
囲に使用されているが、多くの場合、その製造途上また
け最終成形物の性質として潤滑性ないし離型性を必要と
するため。Conventional 9 synthetic resins and synthetic rubbers have been used in a wide range of applications such as molded products, cast products, laminates, films, fibers, foams, adhesives, and paints. Because the properties of the product require lubricity or mold releasability.
これまでシリコーンオイル、ワックス、高級アルコール
、金属石けん等の添加剤を配合してその性質を改良する
試みがなされてきている。特にシリコーンオイルの添加
は潤滑性ないし離型性等を著しく向上させるが、樹脂と
の相溶性に欠けるため、シリコーンオイルが樹脂から分
離してにじみ出てくるため種々の弊害をひきおこすとい
う欠点を有している。これを改善するため1例えば特開
昭50−121344号公報は熱可塑性樹脂ニシリコー
ンオイルとシリコーンゴムヲ配合したものであるが、シ
リコーンオイルのにじみ出を十分に防止することはでき
ず、壕だ、シリコーンゴムを配合するだめ熱可塑性樹脂
本来の特性が変化するという欠点がある。また、特公昭
52−6751号公報は塩化ビニル系樹脂にけい素原子
に直接結合した一0COR’基(R’は置換もしくは非
置換の1価炭化水素基)を有するオルガノポリシロキサ
ンを配合したものであるが。Attempts have been made to improve its properties by adding additives such as silicone oil, wax, higher alcohols, and metallic soaps. In particular, the addition of silicone oil significantly improves lubricity and mold release properties, but it lacks compatibility with the resin, so the silicone oil separates from the resin and oozes out, causing various problems. ing. In order to improve this problem, for example, Japanese Patent Application Laid-open No. 121344/1983 is a mixture of thermoplastic resin silicone oil and silicone rubber, but it is not possible to sufficiently prevent the silicone oil from seeping out, and it is a problem. There is a drawback that the inherent properties of the thermoplastic resin change when silicone rubber is blended. Furthermore, Japanese Patent Publication No. 52-6751 discloses a compound containing an organopolysiloxane having a 10COR' group (R' is a substituted or unsubstituted monovalent hydrocarbon group) directly bonded to a silicon atom in a vinyl chloride resin. In Although.
−〇COR′基がけい素原子に直接結合しているため。-〇COR' group is directly bonded to silicon atom.
加水分解し易く、空気中の湿分などによりゲル化して樹
脂の潤滑性や外観を著しく阻害するという欠点がある。It has the disadvantage that it is easily hydrolyzed and gels due to moisture in the air, which significantly impairs the lubricity and appearance of the resin.
壕だ、特開昭56−412’56号公報には合成樹脂用
改質剤として、1分子中に。In Japanese Patent Application Laid-Open No. 56-412'56, it is used as a modifier for synthetic resins in one molecule.
けい素原子に結合する。−CH2Cl基Y基、(Yは−
CF3基または+CF20F2−+kW(Wけ水素原子
またはフッ素原子を表わし、には1〜4の整数)〕と−
0COR’基(R’は炭素原子数7〜21の1価炭化水
素基)を有するオルガノポリシロキサンが開示されてい
るが、前記したように、−0COR基がけい素原子に直
接結合しているだめ、吸湿・分解して経日的に特性が変
化するという欠点を有している。Bonds to silicon atoms. -CH2Cl group Y group, (Y is -
CF3 group or +CF20F2-+kW (W represents a hydrogen atom or a fluorine atom, is an integer from 1 to 4)] and -
An organopolysiloxane having a 0COR' group (R' is a monovalent hydrocarbon group having 7 to 21 carbon atoms) is disclosed, but as described above, the -0COR group is directly bonded to a silicon atom. However, it has the disadvantage that it absorbs moisture and decomposes, causing its properties to change over time.
本発明者らは、オルガノポリシロキサン潤滑〜3−
剤、特に、上記したような欠点のない7合成樹脂まだは
合成ゴム用の潤滑剤について、鋭意研究した結果9合成
樹脂または合成ゴムもしくはそれに配合される添加剤と
結合し易く、相溶性を付与する特定の官能基を有するオ
ルガノポリシロキサンを配合することにより、該オルガ
ノポリシロキサンのにじみ出がなく、耐久性のある。優
れた潤滑性ないし離型性等を付与し得ることを見出し9
本発明に到達した。The present inventors have conducted extensive research on organopolysiloxane lubricants, especially lubricants for synthetic resins and synthetic rubbers that do not have the above-mentioned drawbacks. By blending an organopolysiloxane having a specific functional group that easily binds to the additives to be used and imparts compatibility, the organopolysiloxane does not ooze out and is durable. It was discovered that excellent lubricity and mold release properties can be imparted9.
We have arrived at the present invention.
す々わち9本発明は1分子中に、けい素原子に結合する
。 −R” C0OH基、 −R2−8H基、 R3−
〇Y基および−R’−X基〔ここで+ R’ + R2
+ R3およびR4は2価の有機基、Yは水素原子また
は1価炭化水素基、Xは−CI(2Cl基または+CF
2−+nA基(ここで、Aは水素原子まだはフッ素原子
、nは1〜8の正の整数)である。〕で示される4種類
の官能基のうちから、任意に選択される2種類の官能基
を、少なくとも1個ずつ有するオルガノポリシロキサン
を主剤としてなるオルガノポリシロキサン潤滑剤に関す
るものである。In other words, nine of the present invention are bonded to silicon atoms in one molecule. -R'' C0OH group, -R2-8H group, R3-
〇Y group and -R'-X group [here + R' + R2
+ R3 and R4 are divalent organic groups, Y is a hydrogen atom or a monovalent hydrocarbon group, X is -CI (2Cl group or +CF
2−+nA group (where A is a hydrogen atom or a fluorine atom, and n is a positive integer from 1 to 8). The present invention relates to an organopolysiloxane lubricant having as a main ingredient an organopolysiloxane having at least one functional group of two types arbitrarily selected from among the four types of functional groups shown below.
4一
本発明の潤滑剤として使用されるオルガノポリシロキサ
ンは、その分子形状が直鎖状9分枝鎖状捷だは網状のも
のを使用できるが、好ましくは直鎖状のものであって、
けい素原子に結合する。 −R’−COOH基、 −R
2−8H基、 −R3−OY基(Yは水素原子寸たは1
価炭化水素基)および−R4−X基(XはCH2Cl基
または+CF、−+nA基であり、Aは水素原子または
フン素原子、nは1〜8の整数である)から選択される
異なった2種類の官能基を少なくとも1個ずつ有してい
るものである。したがって、 −R’−COOH基と−
R2−8H基、−R’−COOH基と−R”−OY基、
−R’−COOH基と−R”X基、 −R2−8R基
と−R3−OY基+ R2−8H基と−R’−X基、
およびl −R3−OY基と−R4−X基との6種類の
組合せがある0ここで、R1゜R2,R3およびR4で
表わされる2価の有機基としては9例えば、メチレン基
、エチレン基、プロピレン基、ブチレン基などのアルキ
レン基、フェニレン基、アルキレンアリーレン基、−(
−CH2CH3
I
C丁■20+−l!、+CH2CHO+m、(ただし、
lおよびmは1〜50の整数)で示されるオキシアルギ
レン基およびポリオキシアルキレン基が例示されるが1
例示した有機基の2種類まだはそれ以上の基を組合せだ
ものからなる2価の有機基を包含するものとする。1分
子中のけい素原子に結合するR’、 R2+ R3およ
びR4から選択される2種類の2価の有機基は同一であ
っても異なっていてし
もよい。2価の有機基のうち、好まぢくはエチレン基、
プロピレン基およびポリオキシアルキレン基である。ポ
リオキシアルキレン基の場合はその分子鎖が余り長くな
ると、その末端に結合する官能基の活性が弱まり9合成
樹脂9合成ゴムまたはそれに配合される各種添加剤との
結合力が低下するため、l−’iたはmは1〜10の範
囲であることが望ましい。R3−0Y基のYは水素原子
または1価炭化水素基であり、1価炭化水素基としては
メチル基、エチル基、プロピル基。41 The organopolysiloxane used as the lubricant of the present invention can have a linear, 9-branched, or networked molecular shape, but is preferably a linear one,
Bonds to silicon atoms. -R'-COOH group, -R
2-8H group, -R3-OY group (Y is hydrogen atom size or 1
valent hydrocarbon group) and -R4-X group (X is CH2Cl group or +CF, -+nA group, A is hydrogen atom or fluorine atom, n is an integer from 1 to 8) It has at least one functional group of two types. Therefore, -R'-COOH group and -
R2-8H group, -R'-COOH group and -R''-OY group,
-R'-COOH group and -R''X group, -R2-8R group and -R3-OY group + R2-8H group and -R'-X group,
and l There are six types of combinations of -R3-OY and -R4-X groups0 Here, as the divalent organic group represented by R1゜R2, R3 and R4, 9For example, methylene group, ethylene group , alkylene groups such as propylene groups and butylene groups, phenylene groups, alkylenearylene groups, -(
-CH2CH3 I C ding■20+-l! , +CH2CHO+m, (however,
(l and m are integers of 1 to 50) are exemplified by oxyalgylene groups and polyoxyalkylene groups, but 1
It includes divalent organic groups consisting of a combination of two or more of the exemplified organic groups. The two types of divalent organic groups selected from R', R2+, R3 and R4 bonded to the silicon atom in one molecule may be the same or different. Among the divalent organic groups, preferably ethylene group,
They are a propylene group and a polyoxyalkylene group. In the case of a polyoxyalkylene group, if the molecular chain becomes too long, the activity of the functional group bonded to the end of the group will weaken, reducing the bonding strength with the synthetic resin, the synthetic rubber, or the various additives blended with it. -'i or m is preferably in the range of 1 to 10. Y in the R3-0Y group is a hydrogen atom or a monovalent hydrocarbon group, and examples of the monovalent hydrocarbon group include a methyl group, an ethyl group, and a propyl group.
ドテシル基、シクロヘキシル基・、フェニル基。Dotesyl group, cyclohexyl group, phenyl group.
β−フェニルエチル基力とが例示される。このうち好ま
しいのは水素原子である。β-phenylethyl radical is exemplified. Among these, hydrogen atoms are preferred.
このオルガノポリシロキサンのけい素原子に結合する。It bonds to the silicon atom of this organopolysiloxane.
異なった2種類の官能基の存在する位置は、特に限定す
るものではなく、オルガノポリシロキサンの分子鎖末端
のみに存在してもよく1分子鎖中のみに存在してもよく
、捷た分子鎖末端と分子鎖中の両方に存在してもよい。The positions where the two different types of functional groups are present are not particularly limited, and they may be present only at the end of the molecular chain of organopolysiloxane, or only within one molecular chain, and may be present in a twisted molecular chain. It may exist both at the terminal and in the molecular chain.
これ以外の、1分子中のけい素原子に結合する有機基と
してはメチル方−のみ、捷だけメチル基およびフェニル
基であり、潤滑性ないし離型性の点から好オしくけメチ
ル基のみの場合である。Other organic groups that bond to the silicon atom in one molecule include methyl, methyl, and phenyl groups. This is the case.
使用されるオルガノポリシロキサンのシロキサン屯位数
(重合度)は5〜1000の範囲であり。The siloxane level number (degree of polymerization) of the organopolysiloxane used is in the range of 5 to 1,000.
この範囲より小さいと潤滑性ないし離型性の性質が低下
し、この範囲より太きいと粘度が高過ぎて取扱いが困難
となるからである。潤滑性力いし離型性および取扱い上
、シロキザン単位数として20〜400の範囲のものが
好ましい。そして、1分子中に含むシロキサン単位総数
に対する2種類の官能基総数の比が100 : 2〜1
00:50の範囲であることが好ましい。If it is smaller than this range, the lubricity or mold release properties will deteriorate, and if it is thicker than this range, the viscosity will be too high and it will be difficult to handle. In terms of lubricity, mold releasability, and handling, the number of siloxane units is preferably in the range of 20 to 400. The ratio of the total number of two types of functional groups to the total number of siloxane units contained in one molecule is 100:2 to 1.
The range is preferably 00:50.
潤滑性ないし離型性付与対象物として、特に好ましい合
成樹脂または合成ゴムに対して使用する場合、その使用
量は9合成樹脂または合成ゴムの種類、オルガノポリシ
ロキサンの種類とその官能基の密度、潤滑性ないし離型
性の目的などによって異なるため限定されないが9通常
は合成樹脂または合成ゴム100重量部に対し。When used for a particularly preferred synthetic resin or synthetic rubber as a target for imparting lubricity or mold release properties, the amount used is 9. The type of synthetic resin or synthetic rubber, the type of organopolysiloxane and the density of its functional group, Although it is not limited as it varies depending on the purpose of lubricity or mold release, etc.9 Usually, it is based on 100 parts by weight of synthetic resin or synthetic rubber.
オルガノポリシロキサン005〜20重針部であり。Organopolysiloxane 005-20 needle part.
好ましくは05〜10重量部の範囲で使用される。It is preferably used in an amount of 0.5 to 10 parts by weight.
005重量部よりも少ないと潤滑性ないし離型性の効果
が小さく、20重1一部より多いと経済上不利であるば
かりでなく1合成樹脂または合成ゴム本来の性質に影響
するからである。If the amount is less than 0.005 parts by weight, the effect of lubricity or mold releasability will be small, and if it is more than 20 parts by weight, it will not only be economically disadvantageous but also affect the inherent properties of the 1 synthetic resin or synthetic rubber.
本発明になるオルガノポリシロキサンの形態は液状、溶
液、エマルジョンまたはペーストの状態で使用でき、潤
滑性ないし離型性付与対象物に添加・配合してもよく、
また、塗布・含浸してもよい。要するに、対象物に潤滑
性ないし離型性を付与しうる如何なる手法もとりうるも
のとする。The organopolysiloxane of the present invention can be used in the form of liquid, solution, emulsion, or paste, and may be added or blended into the object to impart lubricity or mold release properties.
Alternatively, it may be applied or impregnated. In short, any method that can impart lubricity or mold releasability to the object can be used.
本発明になるオルガノポリシロキサンヲH造する方法の
一例を挙げれば、t%公昭3に9969号公報に記載さ
れている付加反応を利用すれ0−よく、基本的には、オ
ルガノハイドロジエンポリシロキサンとCH2= CH
COOH、CH2=CHC1(2SH。An example of the method for producing the organopolysiloxane of the present invention is to use the addition reaction described in Publication No. 9969 in 1999, which basically produces organohydrodiene polysiloxane. and CH2= CH
COOH, CH2=CHC1 (2SH.
CH2−CHCH20HおよびCH2=CHCF3で表
わされる官能基含有不飽和化合物のうちの2釉類を、白
金系触媒の存在下、同時または別々に付加反応させるこ
とによって容易に得ることができる。Two glazes of the functional group-containing unsaturated compounds represented by CH2-CHCH20H and CH2=CHCF3 can be easily obtained by addition-reacting them simultaneously or separately in the presence of a platinum-based catalyst.
潤滑性ないし離型性を付与する好適な対象物は従来公知
の合成樹脂または合成ゴムである。Suitable objects that impart lubricity or mold release properties are conventionally known synthetic resins or synthetic rubbers.
合成樹脂には当然のことながら、熱可塑性樹脂および熱
硬化性樹脂を含む。これらの合成樹脂および合成ゴムを
挙げると、ポリ塩化ビニル。Naturally, synthetic resins include thermoplastic resins and thermosetting resins. Examples of these synthetic resins and synthetic rubbers include polyvinyl chloride.
ポリ′酢酸ビニル、ポリエチレン、ポリプロピレン、ポ
リアミド、ポリエステル、ポリウレタン。Polyvinyl acetate, polyethylene, polypropylene, polyamide, polyester, polyurethane.
ポリアクリロニトリル、ポリ塩化ビニリデン。Polyacrylonitrile, polyvinylidene chloride.
ポリスチレン、ポリカーボネート、ポリ弗化ピニル、ポ
リアクリル酸エステル、ポリメタクリル酸エステル、ポ
リビニルアルコール、ポリビニルアセタール、ポリビニ
ルホルマール、エポキシ樹脂、シリコーン樹脂、アルキ
ッド樹脂。Polystyrene, polycarbonate, polypynyl fluoride, polyacrylic ester, polymethacrylic ester, polyvinyl alcohol, polyvinyl acetal, polyvinyl formal, epoxy resin, silicone resin, alkyd resin.
メラミン樹脂、セルロース樹脂、フェノール樹脂、塩化
ビニル−塩化ビニリデン共重合体、環化ビニルーアクリ
ル酸メチル共重合体、塩化ビニル−メタクリル酸メチル
共重合体、塩化ビニル−アクリロニトリル共重合体、塩
化ビニル−スチレン共重合体、塩化ビニル−エチレン共
重合体、スチレン−アクリロニトリル共重合体。Melamine resin, cellulose resin, phenolic resin, vinyl chloride-vinylidene chloride copolymer, cyclized vinyl-methyl acrylate copolymer, vinyl chloride-methyl methacrylate copolymer, vinyl chloride-acrylonitrile copolymer, vinyl chloride- Styrene copolymer, vinyl chloride-ethylene copolymer, styrene-acrylonitrile copolymer.
メタクリル酸エステル−アクリル酸エステル共重合体、
アクリロニトリル−ブタジェン共重合体、アクリロニト
リル−ブタジェン−スチレン共重合体、酢酸ビニル−塩
化ビニル共重合体。methacrylic ester-acrylic ester copolymer,
Acrylonitrile-butadiene copolymer, acrylonitrile-butadiene-styrene copolymer, vinyl acetate-vinyl chloride copolymer.
酢酸ビニル−エチレン共重合体、酢酸ビニル−アクリル
酸共重合体、酢酸ビニル−アクリロニトリル共重合体、
酢酸ビニルアクリル酸エステル共重合体、酢酸ビニル−
マイレン酸共重合体。Vinyl acetate-ethylene copolymer, vinyl acetate-acrylic acid copolymer, vinyl acetate-acrylonitrile copolymer,
Vinyl acetate acrylate copolymer, vinyl acetate
Malenic acid copolymer.
酢酸ビニル−スチレン共重合体、酢酸ビニル−ポリビニ
ルアルコール共重合体、酢酸ビニル−塩化ビニル−ポリ
ビニルアルコール共重合体、酢酸ビニル−塩化ビニル−
エチレン共重合体、インプレンゴム、クロロプレンゴム
、弗素ゴム、ポリウレタンゴム、ポリエーテルゴム、エ
チレン−プロピレンゴム。Vinyl acetate-styrene copolymer, vinyl acetate-polyvinyl alcohol copolymer, vinyl acetate-vinyl chloride-polyvinyl alcohol copolymer, vinyl acetate-vinyl chloride-
Ethylene copolymer, imprene rubber, chloroprene rubber, fluororubber, polyurethane rubber, polyether rubber, ethylene-propylene rubber.
エチレン−プロピレン−ジエンゴム、ブチルゴム、アク
リルゴム、アクリロニトリル−ブタジェンゴムが例示さ
れる6、なお9合成ゴノ・には通常天然ゴムは含壕ない
が、その分子構造がインプレンゴムと類似するため9本
発明でいう合成ゴムには天然ゴムを含むものとする。例
示しだ合成樹脂および合成ゴムのうち2神類以上を混合
して使用してもよい0このうち、特に好ましいのは1合
成樹脂が塩化ビニル系樹脂、酢酸ビニル系樹脂、ポリウ
レタン系樹脂およびエポキシ系樹脂であり9合成ゴムが
エチレン・プロピレン・ジエン系ゴムである。ここでい
う系とはそれを含む共重合体または混合物の全てを含む
という意味である。Examples include ethylene-propylene-diene rubber, butyl rubber, acrylic rubber, and acrylonitrile-butadiene rubber. 6. Although natural rubber does not normally contain cavities in synthetic rubber, its molecular structure is similar to that of impregnated rubber. The synthetic rubber mentioned above shall include natural rubber. Two or more of the exemplified synthetic resins and synthetic rubbers may be used as a mixture. Of these, particularly preferred are synthetic resins such as vinyl chloride resins, vinyl acetate resins, polyurethane resins, and epoxy resins. 9 synthetic rubber is an ethylene-propylene-diene-based rubber. The term "system" as used herein is meant to include all copolymers or mixtures containing it.
合成樹脂または合成ゴムの形態は液状、溶液。The form of synthetic resin or synthetic rubber is liquid or solution.
エマルジョン、ペースト、ラテックス、粉末。emulsion, paste, latex, powder.
11− 固形のいずれの状態でも使用できる。そして。11- It can be used in any solid state. and.
例えば、成形物、注型物、積層物、フィルム。For example, molded products, cast products, laminates, and films.
繊維、接着剤、フオーム、塗料などの用途に応じた形態
をとり得るものとする。It can take the form of fiber, adhesive, foam, paint, etc. depending on the purpose.
本発明になるオルガノポリシロキサンと合成樹脂または
合成ゴムのいずれか一方または両方が、溶液として使用
する場合は有機溶媒を使用すればよく、エマルジョンと
して使用する場合は界面活性剤を使用することができる
。捷た。When the organopolysiloxane of the present invention and either or both of the synthetic resin and the synthetic rubber are used as a solution, an organic solvent may be used, and when the organopolysiloxane of the present invention is used as an emulsion, a surfactant may be used. . I cut it.
そのいずれか一方または両方に、従来公知の種々の添加
剤を配合することができる0例えば。For example, various conventionally known additives may be added to either or both of them.
乾式法シリカ、湿式法シリカ、けい酸マグネシウム、け
い酸アルミニウム、炭酸カルシウム。Dry process silica, wet process silica, magnesium silicate, aluminum silicate, calcium carbonate.
クレー、マイカ、タルク、酸化チタン、酸化アルミニウ
ム、酸化マ゛グネシウム、ベンガラ、磁性、酸化鉄、各
種金属粉末、カーボンブランク。Clay, mica, talc, titanium oxide, aluminum oxide, magnesium oxide, red iron oxide, magnetism, iron oxide, various metal powders, carbon blank.
リコーンオイル、シランカップリング剤、ロジン、イン
シアネート類、ワックス、高級アルコ12−
一ル、有機錫脂肪酸塩、可塑剤、安定剤、難燃剤、紫外
線吸収剤、滑剤、帯電防止剤、酸化防止剤、防カビ剤1
発泡剤9着色剤、接着付与剤等を配合することができる
。Silicone oil, silane coupling agent, rosin, incyanates, wax, higher alcohol-12-alcohol, organic tin fatty acid salt, plasticizer, stabilizer, flame retardant, ultraviolet absorber, lubricant, antistatic agent, antioxidant , fungicide 1
Foaming agent 9 A coloring agent, an adhesion promoter, etc. can be blended.
本発明になるオルガノポリシロキサンは潤滑性ないし離
型性付与対象物として好適々合成樹脂または合成ゴムの
全用途に使用できる。例えば、成形物、注型物、積層物
、フィルム、繊維。The organopolysiloxane of the present invention can be suitably used as a material for imparting lubricity or mold release properties in all applications of synthetic resins or synthetic rubbers. For example, molded products, cast products, laminates, films, and fibers.
フオーム、接着剤、塗料などである。このオルガノポリ
シロキサンは合成樹脂捷たは合成ゴムに対し、添加、配
合、塗布、含浸、浸漬等の方法をとることによって、オ
ルガノポリシロキサンの有する官能基と合成樹脂1合成
ゴム、捷たけそれに配合される添加剤との親和力が強い
ため、耐久性のある優れた潤滑性ないし離型性を付与す
ることができる。例えば、′成形物に配合した場合、内
部潤滑剤ないし内部離型剤としての効果を有し、成形物
の表面に塗布した場合および成形金型の内面に塗布して
成形した場合は成形物の表面に潤滑性ないし離型性を付
与することができる。同様にして樹脂板まだはフィルム
としたときは非ブロッキング性を有し、塗料に添加する
かその皮膜表面に塗布した場合は硬化皮膜に潤滑性、撥
水性、光沢性に優れたものが得られる。一
本発明のオルガノポリシロキサン潤滑剤の用途は限定さ
れないが9%に有用な具体例を数例あげると磁気テープ
、磁性トナー、磁気カード。These include foams, adhesives, and paints. This organopolysiloxane is mixed with the functional groups of the organopolysiloxane by adding, blending, coating, impregnating, dipping, etc. to the synthetic resin or synthetic rubber. Since it has a strong affinity with additives, it can provide durable and excellent lubricity or mold release properties. For example, when added to a molded product, it has the effect of an internal lubricant or an internal mold release agent, and when applied to the surface of a molded product or the inner surface of a molding die, it acts as an internal lubricant or internal mold release agent. It is possible to impart lubricity or mold releasability to the surface. Similarly, when a resin plate is made into a film, it has non-blocking properties, and when added to paint or applied to the surface of the film, a cured film with excellent lubricity, water repellency, and gloss can be obtained. . The use of the organopolysiloxane lubricant of the present invention is not limited, but some specific examples of use in 9% are magnetic tapes, magnetic toners, and magnetic cards.
磁気ディスク、オーディオディスクなど合成樹脂または
合成ゴムを結着材ないし基材とするものに添加すること
により、耐久性のある優れた潤滑性を付与することがで
きる。また、自動車用バンパーの材料として使用される
ポリウレタン樹脂に添加することによって、射出成形時
に内部離型剤ないし内部潤滑剤としての優れた効果があ
り、同様に、成形用エポキシ樹脂組成物に添加すること
により、成形時に金型汚れのない優れだ離型性を示す。By adding synthetic resin or synthetic rubber to magnetic disks, audio disks, and other materials that use synthetic resin or synthetic rubber as a binder or base material, durable and excellent lubricity can be imparted. Also, by adding it to polyurethane resins used as materials for automobile bumpers, it has an excellent effect as an internal mold release agent or internal lubricant during injection molding, and similarly, it can be added to epoxy resin compositions for molding. As a result, it exhibits excellent mold releasability without mold contamination during molding.
このほか潤滑性ないし離型性を必要とする自動車用マツ
トガ−ド、バンキング、ガスケット、食品包装用フィル
ム。In addition, automotive mat guards, banking, gaskets, and food packaging films that require lubricity or mold release properties.
農業用ビニルハウス用フィルム、医療用具1合成樹脂製
ベアリング、繊維用滑剤として有用である。It is useful as a film for agricultural vinyl houses, a synthetic resin bearing for medical equipment 1, and a lubricant for textiles.
本発明のオルガノポリシロキサン潤滑剤は合成樹脂また
は合成ゴムに潤滑性ないし離型性を付与する以外に、オ
イル壕だはコンパウンドの状態で機械、装置関係の潤滑
剤として使用できる○
次に実施例を示す。実施例中の部および条とあるのは重
量部および重1汁係を意味し、粘度は25°Cにおける
測定値である。The organopolysiloxane lubricant of the present invention can be used as a lubricant for machines and equipment in the form of oil or compound in addition to imparting lubricity or mold release properties to synthetic resins or synthetic rubbers. shows. Parts and articles in the examples refer to parts by weight and parts by weight, and viscosity is a value measured at 25°C.
実施例1 ポリ塩化ビニル(三菱モンサンド社製P−455)。Example 1 Polyvinyl chloride (P-455 manufactured by Mitsubishi Monsando).
塩化ビニル−酢酸ビニル共重合体(電気化学社製デンカ
ビニルM M −90、酢酸ビニル含有量が10%)、
エチレン−酢酸ビニル共重合体(東洋曹達社製ウルトラ
七ン680 )’ 、ポリエチレン(三井ポリケミカル
社製ミラノン24 H)、ポリプロピレン(住友化学社
製ノープレンH’5Q1 )。Vinyl chloride-vinyl acetate copolymer (Denkabinyl M M-90 manufactured by Denki Kagaku Co., Ltd., vinyl acetate content 10%),
Ethylene-vinyl acetate copolymer (Ultra Seven 680 manufactured by Toyo Soda), polyethylene (Milan 24 H manufactured by Mitsui Polychemicals), polypropylene (Noprene H'5Q1 manufactured by Sumitomo Chemical).
ポリメタクリル酸メチル(住友化学社製スミペ、クス1
5−
LG)、 ポリアミド(東し社製繊維用6ナイロン)
。Polymethyl methacrylate (Sumipe, Kusu 1 manufactured by Sumitomo Chemical Co., Ltd.)
5-LG), polyamide (6 nylon for fiber manufactured by Toshisha Co., Ltd.)
.
ポリエステル(東し社製繊維用ポリエチレンテレフタレ
ート)の各樹脂100部に対し7次式。7th formula for 100 parts of each resin of polyester (polyethylene terephthalate for fibers manufactured by Toshisha Co., Ltd.).
粘度310センチストークス。Viscosity: 310 centistokes.
1 COOT(SH 粘度300センチストークス。1 COOT(SH Viscosity 300 centistokes.
粘度98センチストークス。Viscosity: 98 centistokes.
16− l CH2Cl SH 粘度350センチストークス。16- l CH2Cl SH Viscosity 350 centistokes.
粘度450センチストークス。Viscosity 450 centistokes.
粘度180センチストークス。Viscosity 180 centistokes.
で表わされるオルガノポリシロキサンをそれぞれ15部
を添加して、厚さ1.5龍のフィルムを作製した。各フ
ィルムについて、加熱前および70℃(7)熱風循環式
オープンに入れ、5日間加熱した後のオルガノポリシロ
キサンのフィルム而へ ′のしみ出しを肉眼観察し1次
のように4段階で判定した。A film having a thickness of 1.5 mm was prepared by adding 15 parts of each of the organopolysiloxanes represented by the following formulas. For each film, the seepage into the organopolysiloxane film before heating and after heating at 70°C (7) for 5 days was observed with the naked eye and judged on a four-level scale. .
◎ フィルム表面へのしみ出しが全く力いものO ○ フィルム表面へのしみ出しが殆んどない。◎ There is no strong seepage to the film surface. ○ Almost no seepage onto the film surface.
△ フィルム表面へのしみ出しが僅かであるもの。△ Slight seepage onto the film surface.
× フィルム表面へのしみ出しが著しいもの。× Significant seepage onto the film surface.
なお、比較例として、300センチストークスの分子鎖
両末端トリメチルシリル基封鎖ジメチルポリシロキサン
について上記と同様の実験を行々っだ。これらの結果を
第1表に示す。As a comparative example, an experiment similar to the above was conducted using a 300 centistoke dimethylpolysiloxane with both ends of its molecular chain endblocked with trimethylsilyl groups. These results are shown in Table 1.
本発明のオルガノポリシロキサンを添加したものは比較
例としてあげたジメチルポリシロキサンを添加したもの
に比べ、フィルム表面へのしみ出しがなく極めて優れて
いた。塩化ビニル系樹脂および酢酸ビニル系樹脂に対し
1本発明のオルガノポリシロ、キサンとの親和性、相溶
性が優れている傾向が認められた。この結果から。The film to which the organopolysiloxane of the present invention was added did not bleed onto the film surface and was extremely superior to the film to which dimethylpolysiloxane was added as a comparative example. It was observed that the organopolysilos and xane of the present invention tended to have better affinity and compatibility with vinyl chloride resins and vinyl acetate resins. from this result.
塩化ビニル系樹脂9.酢酸ビニル系樹脂に潤滑性々いし
l1ilI型性を必要とする分野、特に、磁気フープ、
磁気ディスクなどの磁気記録媒体および農業用のビニル
ノ・ウスフィルム、医療用具等の用途に有効であると期
待される。Vinyl chloride resin9. Fields that require vinyl acetate resin to have lubricating properties, especially magnetic hoops,
It is expected to be effective in applications such as magnetic recording media such as magnetic disks, vinyl film for agricultural use, and medical equipment.
第 1 表
実施例2
11の紙カツプ4個にそれぞれポリエーテルポリオール
(OH価28.2 )100部、エチレングライコール
17部、トリエチレンジアミンの33係ジプロピレング
ライコール溶液1.2部、ジブチル錫ジラウレート00
8部をとり、これに、実施例1で使用したオルガノポリ
シロキサン(A)、Q3)、(C)およびq)を各2部
添加し、 1500 rpm の攪拌速度で10秒間
均一に攪拌した後、粗メチレンジイソシアネート(イン
シアネート26%)107部を入れ、再び1500rp
mで10秒間攪拌した。この混合物を30 X 30
X 0.5 cmの金型(内側を厚さ30μmの清浄な
アルミニウム箔で張りめぐらし、予め70°Cに加熱し
ておく)に流し込み、素速< 70″Cで3分間加熱後
、更に120℃で60分間加熱硬化させた。冷却後金型
から取出し1幅3 CTnに切断して、アルミニウム箔
とポリウレタン樹脂との剥離性を調べ、内部離型剤とし
ての効果をみた。Table 1 Example 2 100 parts of polyether polyol (OH value 28.2), 17 parts of ethylene glycol, 1.2 parts of a 33-dipropylene glycol solution of triethylene diamine, and dibutyltin were added to four 11 paper cups. Dilaurate 00
Take 8 parts, add 2 parts each of the organopolysiloxanes (A), Q3), (C) and q) used in Example 1, and stir evenly for 10 seconds at a stirring speed of 1500 rpm. , 107 parts of crude methylene diisocyanate (incyanate 26%) was added, and the mixture was heated again at 1500 rpm.
The mixture was stirred for 10 seconds at m. This mixture is 30 x 30
Pour into a 0.5 cm x 0.5 cm mold (lined with 30 μm thick clean aluminum foil on the inside and preheated to 70°C), heat for 3 minutes at <70"C, and then heat to 120" C. It was heated and cured at 0.degree. C. for 60 minutes.After cooling, it was taken out from the mold and cut into pieces of 3 CTn in width.The releasability between the aluminum foil and the polyurethane resin was examined, and the effect as an internal mold release agent was examined.
剥離調査後、更に60°Cのオープンで2日間加熱した
後ポリウレタン樹脂のアルミニウム箔が接していた表面
に、油性のマジックインクで線を描いて、ベインタプル
性を調べた。剥離性およびベインタプル性は次の3段階
で評価した。After the peeling test, the film was further heated in the open at 60°C for 2 days, and then a line was drawn with oil-based marker ink on the surface of the polyurethane resin that had been in contact with the aluminum foil to examine the taintability. Peelability and vain tupleability were evaluated in the following three stages.
1級:剥離が非常に容易。 Grade 1: Very easy to peel.
2級:剥離がやや重い。Grade 2: Peeling is somewhat heavy.
3級:剥離が非常に重いかまたは困難。Grade 3: Peeling is very heavy or difficult.
1級:マジックインクのかすれがなく、インクが均一に
来る。Grade 1: The magic ink does not fade and the ink comes out evenly.
2級:マジックインクのかずれがややあり。Grade 2: There is some misalignment of the magic ink.
3級:マジックインクが点状になり、均一とならない。Grade 3: Magic ink becomes dotted and not uniform.
この結果を第2表に示す。The results are shown in Table 2.
なお、比較例として9本発明のオルガノポリシロキサン
の代りに、500七ンテストークスの分子鎖両末端トリ
メチルシリル基封鎖ジメチルボリンロキザン、500セ
ンチストークスの分子鎖両末端トリメチルシリル基封鎖
メチルフェニルポリシロキサン、ポリウレタンフォーム
用整泡剤として使用される500センチストークスのジ
メチルボリシロギサン・ポリオギシアルキレン共1合体
を各2部添加した以外は、上記と同じ条件で成形したも
のについて剥離性およびベインタプル性を調べだ。この
結果を第2表に示すO
本発明のオルガノポリシロキサンを使用したものはいず
れも剥離性、すなわち内部離型性が良好であり、加熱し
ても表面へのにじみ出がないためベインタプル性も良好
であった。この結果はポリウレタン樹脂成形品である自
動車用バンパーを製造する隙の内部離型剤として有用で
あること、捷だ、ポリウレタン樹脂を商品にコーテング
してエンボス加工を施す場合の離型剤として有用である
ことを示している。さらに。As a comparative example, instead of the organopolysiloxane of the present invention, 500 centistoke dimethylborine loxane with trimethylsilyl groups endblocked at both ends of the molecular chain, methylphenylpolysiloxane endblocked with trimethylsilyl groups at both ends of the molecular chain of 500 centistokes, and polyurethane. The peelability and taintability of the molded products were examined under the same conditions as above, except that 2 parts each of a 500 centistoke dimethylborisyrogylene/polyoxyalkylene combination, which is used as a foam stabilizer, was added. . The results are shown in Table 2. All products using the organopolysiloxane of the present invention have good releasability, that is, internal mold releasability, and also have good taintability because they do not bleed to the surface even when heated. Met. This result shows that it is useful as an internal mold release agent in the production of automobile bumpers, which are polyurethane resin molded products, and it is also useful as a mold release agent when coating products with polyurethane resin and applying embossing. It shows that there is. moreover.
ポリウレタン樹脂を磁気テープ用バインダとして用いた
場合その中に添加して潤滑性を付与することにも好適で
あると推測される。When a polyurethane resin is used as a binder for magnetic tape, it is presumed that it is also suitable for adding lubricity to the binder.
23−
第 2 表
実施例3
エポキシ当量220.軟化点80°Cのクレゾールノボ
ラックエポキシ樹脂75部、エポキシ当量400、軟化
点70℃、臭素含有量45重#チの臭素化ビスフェノー
ルA型エポキシ樹脂25部、硬化剤として軟化点90°
Cのフェノールノボラック樹24−
脂50部、無機質充填剤として熔融シリカ粉末420部
、硬化促進剤として2−メチル−4−イミダゾール1部
、顔料としてカーボンブラック2部、三酸化アンチモン
20部、内部離型剤として実施例1で使用したオルガノ
ポリシロキサン囚2部を加え、80〜90°Cの熱ロー
ルで混練し。23- Table 2 Example 3 Epoxy equivalent weight 220. 75 parts of cresol novolak epoxy resin with a softening point of 80°C, 25 parts of brominated bisphenol A type epoxy resin with an epoxy equivalent of 400, a softening point of 70°C, and a bromine content of 45% by weight, a softening point of 90° as a hardening agent.
C phenol novolac resin 24-50 parts of fat, 420 parts of fused silica powder as an inorganic filler, 1 part of 2-methyl-4-imidazole as a hardening accelerator, 2 parts of carbon black as a pigment, 20 parts of antimony trioxide, internal dispersion Two parts of the organopolysiloxane powder used in Example 1 was added as a molding agent, and the mixture was kneaded with heated rolls at 80 to 90°C.
冷却後粉砕して成形用エポキシ樹脂組成物とした。この
組成物を用いて成形し、金型離型性。After cooling, it was pulverized to obtain an epoxy resin composition for molding. This composition is molded and mold releasability.
金型汚れ、捺印性および密着性の評価を行なった。引続
き、実施例1で使用したオルガノポリシロキサン(B)
、 (C)および[F]について、それぞれ2部添加
した以外は上記と同じ条件で成形し。Mold stains, imprintability, and adhesion were evaluated. Subsequently, organopolysiloxane (B) used in Example 1
, (C) and [F] were molded under the same conditions as above except that 2 parts each were added.
同様の評価を行なった。その結果を第3表に示す。比較
例として、上記したオルガノポリシロキサンの代りに、
カルナウバワックス2部および分子鎖両末端がトリメチ
ルシリル基封鎖された粘度1000センチストークスの
ジメチルポリシロキサン2部についても同じ条件で成形
を行ない、同様の評価を行なった。A similar evaluation was conducted. The results are shown in Table 3. As a comparative example, instead of the above organopolysiloxane,
Two parts of carnauba wax and two parts of dimethylpolysiloxane having a viscosity of 1000 centistokes and having trimethylsilyl groups capped at both ends of the molecular chain were also molded under the same conditions and evaluated in the same manner.
なお、評価方法は次の方法によった。The evaluation method was as follows.
断面積1crIの円筒形キャビティを有する金型で、1
5gの各組成物を175°Cで2分間圧縮成形し、成形
直後の金型からの離型押し出し力(kg)をプッシュプ
ルゲージで測定した。これを10回繰り返し、その最低
と最高の値をとった。A mold with a cylindrical cavity with a cross-sectional area of 1 crI, 1
5 g of each composition was compression molded at 175°C for 2 minutes, and the extrusion force (kg) released from the mold immediately after molding was measured using a push-pull gauge. This was repeated 10 times and the lowest and highest values were taken.
To−202トランジスタ20個とり金型を使用し。 Use a mold for 20 To-202 transistors.
175°0,2分間で連続500回トランスファー成形
し、成形後の金型の汚れを肉眼観察した。金型の鋼面に
全く曇りのないものを「無し」とし。Transfer molding was performed continuously at 175° for 2 minutes 500 times, and stains on the mold after molding were visually observed. If there is no clouding at all on the steel surface of the mold, it is considered "none".
曇りが発生しているものを[有り、Jと判定した。Items with cloudy appearance were judged as [Yes, J].
To−202)2791220個どり金型を使用し。 To-202) 2791220-piece mold was used.
175℃で2分間トランスファー成形した成形表面に、
マーケム社7261 インクを捺印し、150°Cで1
時間インクを硬化させた後、インク表面にセロファンテ
ープを密着させ、それを急激にはがしたときのテープ側
へのインクの転写性を肉眼で判定した。これを10回繰
り返し、10回共テープ側に全く転写しないものを○印
、テープ側に一部でも転写したものが1回以上あるもの
をΔ印、はぼテープ全面に転写したものが1回以上ある
ものをX印とした。On the molded surface, which was transfer molded at 175°C for 2 minutes,
Marked with Markem 7261 ink and heated to 150°C.
After curing the ink for a period of time, a cellophane tape was brought into close contact with the surface of the ink, and when the tape was rapidly peeled off, the transferability of the ink to the tape side was visually judged. Repeat this 10 times. If there is no transfer at all to the tape side in all 10 times, mark ○, if there is at least one transfer to the tape side, mark Δ, and if it is transferred to the entire surface of the tape, mark once. The above items were marked with an X.
To−202)2791220個どシ金型を使用し。 To-202) 2791220 molds were used.
175°Cで2分間の成形条件でトランス7了−成形し
て半導体を封止した。この成形物をレッドチェック液に
各10個浸漬し、12時間煮沸させた後とり出し、成形
物とリードフレームとの境界面へのレッドチェック液の
浸透具合を顕微鏡で以下のものをハ、印、10個共僅が
でも浸入が認められるものを×印とした。The semiconductor was sealed by molding the transformer at 175°C for 2 minutes. Immerse 10 of each molded product in Red Check liquid, boil it for 12 hours, take it out, and check the degree of penetration of Red Check liquid into the interface between the molded product and the lead frame using a microscope. , Those in which even a slight amount of infiltration was observed in all 10 pieces were marked with an x mark.
27−
第 3 表
第3表から明らかなように、カルナウバワックスのよう
な従来の内部離型剤を使用した比較例に比べ、金型離型
性に極めてすぐれており。27-Table 3 As is clear from Table 3, the mold releasability is extremely superior compared to the comparative example using a conventional internal mold release agent such as carnauba wax.
金型汚れもなく、捺印性、半導体部品との密着性にもす
ぐれているため、エポキシ樹脂を主材とする半導体封止
材等に好適である。It does not stain molds and has excellent marking properties and adhesion to semiconductor components, so it is suitable for semiconductor sealing materials etc. whose main material is epoxy resin.
実施例4
EP−43(日本合成ゴム社製エチレングロピレー28
〜
ンターポリマー)、、100部にニブシルVN−3(日
本シリカニ業社製湿式シリカ)48部を2本ロールでよ
く混練した後、これに次式
1式%
で表わされる粘度300七ンチストークスのオルガノポ
リシロキサン5部と老化防止剤としてアンテージRD(
川口化学社製キノリン系老化防止剤)0.5部、ステア
リン酸1.0部およびジクミルパーオキサイド30部を
添加して2本ロールで均−vc m合し、これを温度1
60″C圧力200に9/crlの条件下に20分間プ
レス(1次加硫)して厚さ2龍のシートを得た。さらに
これを150℃で2時間熱風循環式オーブンで加熱処理
(二次加硫)した。Example 4 EP-43 (Ethylene Glopyre 28 manufactured by Japan Synthetic Rubber Co., Ltd.
~ Interpolymer), 48 parts of Nibsil VN-3 (wet silica manufactured by Nippon Silikani Gyo Co., Ltd.) was thoroughly kneaded with two rolls, and then mixed with 5 parts of organopolysiloxane and Antige RD (as an anti-aging agent)
0.5 part of quinoline anti-aging agent (manufactured by Kawaguchi Chemical Co., Ltd.), 1.0 part of stearic acid and 30 parts of dicumyl peroxide were added and uniformly mixed with two rolls at a temperature of 1.
Pressing (primary vulcanization) at 60"C for 20 minutes at a pressure of 200/9/crl to obtain a sheet with a thickness of 2 mm. This was then heat treated in a hot air circulation oven at 150 °C for 2 hours ( (secondary vulcanization).
このシート表面は光沢していた。The surface of this sheet was shiny.
このゴムシートの表面に、ポリエステルテープ31B(
日東電気工業社製アクリル系粘着テープ、幅5crIL
)を均一に貼着した後、剥離すると軽く引張るだけでテ
ープは簡単に剥離した。また、ゴムシートを、150°
Cの熱風循環式オーブンで168時間加熱しても、ゴム
表面の光沢は失々われていなかった。Polyester tape 31B (
Acrylic adhesive tape manufactured by Nitto Electric Industry Co., Ltd., width 5crIL
) was applied evenly and then peeled off, and the tape was easily peeled off by just pulling it lightly. Also, hold the rubber sheet at 150°
Even after heating for 168 hours in a hot air circulation oven (C), the rubber surface did not lose its luster.
一方、比較例としてオルガノポリシロキザン(G)のみ
を添加しないほかは上記と同じ条件でゴムシートを作製
し、同様のテストを行なった結果、粘着テープの剥離は
上記のゴムシートよりかなり重い剥離を示した。まだ、
加熱前はゴムシートに光沢があったが150°Cで16
8時間加熱後は光沢が失われていた。On the other hand, as a comparative example, a rubber sheet was prepared under the same conditions as above except that only organopolysiloxane (G) was not added, and the same test was conducted. showed that. still,
The rubber sheet was glossy before heating, but at 150°C it became 16
After heating for 8 hours, the gloss had been lost.
この結果から、自動車等のワイパーブレードゴム、ウェ
ザ−ストリップゴム、タイヤ成形用プラダゴム、ロール
用ゴム等に有用であると推測される。From this result, it is presumed that it is useful for wiper blade rubber for automobiles, weather strip rubber, Prada rubber for tire molding, rubber for rolls, etc.
特許出願人 トーレ・シリコーン株式会社31− 631−Patent applicant: Toray Silicone Co., Ltd. 31- 631-
Claims (1)
H基、 −R2−8R基、 −R3−OY基および。 −R’−X基〔ここで、 R’l R2,R3およびR
4は2価の有機基、Yは水素原子または1価炭化水素基
、Xは−CH2Cl基または+CF2+nA基(ここで
、Aは水素原子またはフッ素原子、nは1〜8の正の被
数)である。〕で示される4種類の官能基のうちから、
任意に選択される2種類の官能基を、少なくとも1個ず
つ有するオルガノポリシロキサンを主剤としてなるオル
ガノポリシロキサン潤滑剤。 2、 該オルガノポリシロキサンのけい素原子に結合す
る他の有機基がメチル基のみである。 特許請求の範囲第1項記載の潤滑剤。 3、 該オルガノポリシロキサンのけい素原子に結合す
る他の有機基がメチル基とフェニル基である。特許請求
の範囲第1項記載の潤滑剤。 4 該オルガノポリシロキサンのシロキサン単位数が5
〜1000個有する。特許請求の範囲第1項記載の潤滑
剤0 5 潤滑性付与対象物が合成樹脂またけ合成コ。 ムである。特許請求の範囲第1項記載の潤滑剤。 6、 合成樹脂が塩化ビニル系樹脂、酢酸ビニル系樹脂
、ポリウレタン系樹脂およびエポキシ系樹脂であり1合
成ゴムがエチレン・プロビレ・ジエン系ゴムである特許
請求の範囲第5項記載の潤滑剤。 7、合成樹脂まだは合成ゴム100重敞部に対し。 該オルガノポリシロキサン0,05〜20重鰯部の範囲
で使用する特許請求の範囲第5項または第6項記載の潤
滑剤。[Claims] +R'-COO bonded to silicon atom in 11 molecules
H group, -R2-8R group, -R3-OY group, and. -R'-X group [where R'l R2, R3 and R
4 is a divalent organic group; Y is a hydrogen atom or a monovalent hydrocarbon group; It is. ] Among the four types of functional groups shown in
An organopolysiloxane lubricant whose main ingredient is an organopolysiloxane having at least one each of two types of arbitrarily selected functional groups. 2. The only other organic group bonded to the silicon atom of the organopolysiloxane is a methyl group. The lubricant according to claim 1. 3. Other organic groups bonded to the silicon atom of the organopolysiloxane are a methyl group and a phenyl group. The lubricant according to claim 1. 4 The number of siloxane units of the organopolysiloxane is 5
~1000 pieces. The lubricant according to claim 1, wherein the object to which lubricity is imparted is a synthetic resin covered with a synthetic resin. It is mu. The lubricant according to claim 1. 6. The lubricant according to claim 5, wherein the synthetic resin is a vinyl chloride resin, a vinyl acetate resin, a polyurethane resin, or an epoxy resin, and the synthetic rubber is an ethylene-propylene-diene rubber. 7.Synthetic resin is equivalent to 100 parts of synthetic rubber. The lubricant according to claim 5 or 6, wherein the organopolysiloxane is used in a range of 0.05 to 20 parts.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57048243A JPS58167693A (en) | 1982-03-26 | 1982-03-26 | Organopolysiloxane lubricant |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57048243A JPS58167693A (en) | 1982-03-26 | 1982-03-26 | Organopolysiloxane lubricant |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS58167693A true JPS58167693A (en) | 1983-10-03 |
JPH0246631B2 JPH0246631B2 (en) | 1990-10-16 |
Family
ID=12797994
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP57048243A Granted JPS58167693A (en) | 1982-03-26 | 1982-03-26 | Organopolysiloxane lubricant |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS58167693A (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62181395A (en) * | 1986-02-05 | 1987-08-08 | Hitachi Ltd | lubricant |
JPS62277470A (en) * | 1986-05-23 | 1987-12-02 | Shin Etsu Chem Co Ltd | Modifier for synthetic resin |
FR2613938A1 (en) * | 1987-04-16 | 1988-10-21 | Rhone Poulenc Chimie | ARTICLES BASED ON VINYL POLYCHLORIDE PLASTICIZED FOR CONTACT WITH BIOLOGICAL ENVIRONMENTS |
JPS63278978A (en) * | 1987-04-16 | 1988-11-16 | ワツカー‐ケミー・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング | Paint based on aqueous dispersion of organopolysiloxane and organic polymer |
JPS63301249A (en) * | 1987-06-02 | 1988-12-08 | Shin Etsu Chem Co Ltd | Vinyl chloride polymer composition and its production |
JPS646062A (en) * | 1987-06-29 | 1989-01-10 | Yobea Rulon Kogyo Kk | Lubricating rubber composition |
JPH0328271A (en) * | 1989-06-26 | 1991-02-06 | Calp Corp | Thermoplastic resin composition |
JPH05194812A (en) * | 1992-01-17 | 1993-08-03 | Shin Etsu Polymer Co Ltd | Polyvinyl alcohol composition for melt extrusion |
JPH06200140A (en) * | 1992-10-26 | 1994-07-19 | Idemitsu Petrochem Co Ltd | Polycarbonate resin composition |
JP2017222824A (en) * | 2016-06-17 | 2017-12-21 | 住友ゴム工業株式会社 | High damping rubber composition and viscoelastic damper |
WO2024171990A1 (en) * | 2023-02-15 | 2024-08-22 | 信越化学工業株式会社 | Carboxy group-modified organopolysiloxane having (poly)glycerol group or polyoxyalkylene group, and cosmetic preparation |
-
1982
- 1982-03-26 JP JP57048243A patent/JPS58167693A/en active Granted
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0437877B2 (en) * | 1986-02-05 | 1992-06-22 | Hitachi Ltd | |
JPS62181395A (en) * | 1986-02-05 | 1987-08-08 | Hitachi Ltd | lubricant |
JPH0255459B2 (en) * | 1986-05-23 | 1990-11-27 | Shinetsu Chem Ind Co | |
JPS62277470A (en) * | 1986-05-23 | 1987-12-02 | Shin Etsu Chem Co Ltd | Modifier for synthetic resin |
JPS63278978A (en) * | 1987-04-16 | 1988-11-16 | ワツカー‐ケミー・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング | Paint based on aqueous dispersion of organopolysiloxane and organic polymer |
FR2613938A1 (en) * | 1987-04-16 | 1988-10-21 | Rhone Poulenc Chimie | ARTICLES BASED ON VINYL POLYCHLORIDE PLASTICIZED FOR CONTACT WITH BIOLOGICAL ENVIRONMENTS |
JPH0579271B2 (en) * | 1987-04-16 | 1993-11-01 | Wacker Chemie Gmbh | |
JPS63301249A (en) * | 1987-06-02 | 1988-12-08 | Shin Etsu Chem Co Ltd | Vinyl chloride polymer composition and its production |
JPS646062A (en) * | 1987-06-29 | 1989-01-10 | Yobea Rulon Kogyo Kk | Lubricating rubber composition |
JPH0328271A (en) * | 1989-06-26 | 1991-02-06 | Calp Corp | Thermoplastic resin composition |
JPH0643557B2 (en) * | 1989-06-26 | 1994-06-08 | カルプ工業株式会社 | Thermoplastic resin composition |
JPH05194812A (en) * | 1992-01-17 | 1993-08-03 | Shin Etsu Polymer Co Ltd | Polyvinyl alcohol composition for melt extrusion |
JPH06200140A (en) * | 1992-10-26 | 1994-07-19 | Idemitsu Petrochem Co Ltd | Polycarbonate resin composition |
JP2017222824A (en) * | 2016-06-17 | 2017-12-21 | 住友ゴム工業株式会社 | High damping rubber composition and viscoelastic damper |
WO2024171990A1 (en) * | 2023-02-15 | 2024-08-22 | 信越化学工業株式会社 | Carboxy group-modified organopolysiloxane having (poly)glycerol group or polyoxyalkylene group, and cosmetic preparation |
Also Published As
Publication number | Publication date |
---|---|
JPH0246631B2 (en) | 1990-10-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5532314A (en) | Aqueous silane-phenolic adhesive compositions, their preparation and use | |
EP0045641B1 (en) | Vinyl resin compositions comprising an organopolysiloxane | |
DE3001254C2 (en) | Silicon-coated multilayer body and method for making the same | |
US4657951A (en) | Fibrous material-based friction member | |
JPS58180555A (en) | Organopolysiloxane lubricant | |
CA1092265A (en) | Silicone binding compositions useful in preparing gaskets and packings | |
JPS58167693A (en) | Organopolysiloxane lubricant | |
DE2422846A1 (en) | ORGANOPOLYSILOXANE COMPOSITIONS ADHESIVE TO VARIOUS DOCUMENTS, EVEN AT ROOM TEMPERATURE, VULCANIZE TO ELASTOMER | |
JP7462814B2 (en) | Method for producing tire molding release agent composition | |
TW201738309A (en) | Vinyl chloride resin composition, vinyl chloride resin molded body, and laminate | |
JP3556264B2 (en) | Release, lubricant | |
JPS6013841A (en) | Epoxy resin composition for molding | |
CA1204543A (en) | Enhanged release of cured silicone rubber from metal molds | |
US5599778A (en) | Organosiloxane lubricant compositions | |
JPS6236050B2 (en) | ||
EP0667388A1 (en) | Organosiloxane lubricant compositions | |
JP5197951B2 (en) | Release agent composition | |
JPH0873754A (en) | Synthetic resin composition and its molded article | |
JPS6397328A (en) | Parting material composition for metallic mold | |
JPS63297458A (en) | Silicone polymer based vibration damping material | |
JPS5834825A (en) | Epoxy resin composition for use in sealing semiconductor device | |
JPH0524047A (en) | Releasant composition | |
JP2001323088A (en) | Resin molded product and method for producing the same | |
TW200302847A (en) | Curable organic resin composition | |
JP2005325296A (en) | Thermoplastic resin composition and resin film obtained using the same |