WO2014156654A1 - 樹脂組成物、摩擦材及びそれらの製造方法 - Google Patents
樹脂組成物、摩擦材及びそれらの製造方法 Download PDFInfo
- Publication number
- WO2014156654A1 WO2014156654A1 PCT/JP2014/056502 JP2014056502W WO2014156654A1 WO 2014156654 A1 WO2014156654 A1 WO 2014156654A1 JP 2014056502 W JP2014056502 W JP 2014056502W WO 2014156654 A1 WO2014156654 A1 WO 2014156654A1
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- WO
- WIPO (PCT)
- Prior art keywords
- resin composition
- friction material
- resin
- titanate compound
- mass
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims abstract description 56
- 239000002783 friction material Substances 0.000 title claims abstract description 53
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 15
- -1 titanate compound Chemical class 0.000 claims abstract description 65
- 229920005989 resin Polymers 0.000 claims abstract description 46
- 239000011347 resin Substances 0.000 claims abstract description 46
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 44
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 17
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 11
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 9
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 8
- 150000003839 salts Chemical group 0.000 claims abstract description 4
- 239000003513 alkali Substances 0.000 claims description 28
- 238000010828 elution Methods 0.000 claims description 26
- 239000005011 phenolic resin Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- 238000003856 thermoforming Methods 0.000 claims description 3
- 238000001723 curing Methods 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 11
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 10
- 239000010936 titanium Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 7
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical class [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
- 229920003986 novolac Polymers 0.000 description 7
- 150000002989 phenols Chemical class 0.000 description 7
- 239000002245 particle Substances 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 5
- 239000004312 hexamethylene tetramine Substances 0.000 description 5
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 5
- 239000004570 mortar (masonry) Substances 0.000 description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 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 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000011256 inorganic filler Substances 0.000 description 4
- 229910003475 inorganic filler Inorganic materials 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-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
- 239000002253 acid Substances 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
- MIHINWMALJZIBX-UHFFFAOYSA-N cyclohexa-2,4-dien-1-ol Chemical class OC1CC=CC=C1 MIHINWMALJZIBX-UHFFFAOYSA-N 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-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
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- DTUQWGWMVIHBKE-UHFFFAOYSA-N phenylacetaldehyde Chemical compound O=CCC1=CC=CC=C1 DTUQWGWMVIHBKE-UHFFFAOYSA-N 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 1
- FEPBITJSIHRMRT-UHFFFAOYSA-N 4-hydroxybenzenesulfonic acid Chemical compound OC1=CC=C(S(O)(=O)=O)C=C1 FEPBITJSIHRMRT-UHFFFAOYSA-N 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229910052730 francium Inorganic materials 0.000 description 1
- KLMCZVJOEAUDNE-UHFFFAOYSA-N francium atom Chemical compound [Fr] KLMCZVJOEAUDNE-UHFFFAOYSA-N 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- AEIXRCIKZIZYPM-UHFFFAOYSA-M hydroxy(oxo)iron Chemical compound [O][Fe]O AEIXRCIKZIZYPM-UHFFFAOYSA-M 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000007561 laser diffraction method Methods 0.000 description 1
- OBTSLRFPKIKXSZ-UHFFFAOYSA-N lithium potassium Chemical compound [Li].[K] OBTSLRFPKIKXSZ-UHFFFAOYSA-N 0.000 description 1
- SWHAQEYMVUEVNF-UHFFFAOYSA-N magnesium potassium Chemical compound [Mg].[K] SWHAQEYMVUEVNF-UHFFFAOYSA-N 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 229940100595 phenylacetaldehyde Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052705 radium Inorganic materials 0.000 description 1
- HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 238000000790 scattering method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical compound O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/201—Pre-melted polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
- C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
- C08J3/212—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase and solid additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16D—COUPLINGS FOR TRANSMITTING ROTATION; CLUTCHES; BRAKES
- F16D69/00—Friction linings; Attachment thereof; Selection of coacting friction substances or surfaces
- F16D69/02—Composition of linings ; Methods of manufacturing
- F16D69/025—Compositions based on an organic binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2300/00—Characterised by the use of unspecified polymers
- C08J2300/24—Thermosetting resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/04—Condensation polymers of aldehydes or ketones with phenols only
- C08J2361/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/04—Condensation polymers of aldehydes or ketones with phenols only
- C08J2361/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C08J2361/14—Modified phenol-aldehyde condensates
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16D—COUPLINGS FOR TRANSMITTING ROTATION; CLUTCHES; BRAKES
- F16D2200/00—Materials; Production methods therefor
- F16D2200/006—Materials; Production methods therefor containing fibres or particles
- F16D2200/0069—Materials; Production methods therefor containing fibres or particles being characterised by their size
Definitions
- the present invention relates to a resin composition, a friction material, and a method for producing them.
- binders such as thermosetting resins, inorganic fillers such as titanate compounds, and organic fillers are dry-type.
- a mixed mixture is used. The mixture is molded at a normal pressure at a predetermined pressure, then thermoformed at a predetermined temperature, heat-treated, and finished into a molded body such as a friction material.
- an alkali metal titanate represented by the general formula M 2 O ⁇ nTiO 2 (wherein M is an alkali metal element) is used.
- M an alkali metal element
- Patent Document 1 discloses that elution of an alkali component contributes to the formation of a friction film and a transfer film at a friction interface. Therefore, Patent Document 1 uses an amorphous alkali metal titanate salt and a crystalline alkali metal titanate salt of n ⁇ 6 in combination, so that an appropriate amount is obtained due to frictional destruction, softening, melting, etc. of the alkali metal titanate due to friction. It has been proposed to improve the wear resistance by eluting the alkali components. Patent Document 2 proposes to improve the wear resistance by coating the surface of the inorganic filler with a phenol resin.
- Patent Document 1 As a resin composition for a friction material, a resin composition having more excellent wear resistance and a moldability is demanded.
- Patent Document 1 uses titanate compounds having different actions, there is a problem that alkali elution to the friction interface is not efficient.
- Patent Document 2 the phenol resin is prepared and then dissolved in a solvent, so that the inorganic filler is coated with the phenol resin. Therefore, it is necessary to use a large amount of solvent and the manufacturing process is increased. There is.
- An object of the present invention is to provide a resin composition capable of imparting excellent moldability and wear resistance when used as a friction material or the like, and a method for producing the same.
- the present invention provides the following resin composition, friction material, and production method thereof.
- Item 1 A resin composition comprising a titanate compound dispersed in a thermosetting resin before curing.
- Item 2 The resin composition according to Item 1, wherein the thermosetting resin does not contain a curing agent.
- Item 3 The resin composition according to Item 1 or 2, wherein the alkali elution rate of the titanate compound is 2% by mass or more.
- Item 4 The resin composition according to Item 1 or 2, wherein the alkali elution rate of the titanate compound is less than 2% by mass.
- Item 5 The resin composition according to any one of Items 1 to 4, wherein the titanate compound is a salt of at least one element selected from the group of alkali metals and alkaline earth metals.
- Item 6 The resin composition according to any one of Items 1 to 5, wherein the thermosetting resin is a phenol resin.
- Item 7 The resin composition according to any one of Items 1 to 6, which is a resin composition for a friction material.
- Item 8 A friction material comprising the resin composition for a friction material according to Item 7.
- Item 9 A method for producing the resin composition according to any one of Items 1 to 7, wherein the liquid thermosetting resin is prepared, and the liquid thermosetting resin includes the titanic acid. And a step of mixing and dispersing the salt compound.
- Item 10 The method for producing a resin composition according to Item 9, wherein the step of preparing the liquid thermosetting resin includes a step of making the thermosetting resin liquid by heating and melting.
- Item 11 A method for producing the friction material according to Item 8, wherein the resin composition is produced by the method according to Item 9 or 10, and a step of adding a curing agent to the resin composition and then pulverizing the resin composition. And a step of adjusting the friction material composition using the pulverized product, and a step of producing a friction material by thermoforming the friction material composition.
- the resin composition of the present invention can impart excellent moldability and wear resistance when used for a friction material or the like.
- the friction material of the present invention has excellent formability and wear resistance.
- the resin composition of the present invention is characterized in that a titanate compound is dispersed and contained in a thermosetting resin before curing. It is preferable that the thermosetting resin before curing does not contain a curing agent. If a curing agent is contained, the thermosetting resin may be cured when the thermosetting resin is heated and melted to mix the titanate compound. However, this invention is not limited to this, The hardening
- the alkali elution rate of the titanate compound When the alkali elution rate of the titanate compound is large, the wear resistance can be improved when used for the friction material, while the friction material deteriorates. According to the present invention, the disadvantages of titanate compounds having a high alkali elution rate can be solved. That is, according to the present invention, it is possible to suppress degradation of the friction material that occurs when a titanate compound having a high alkali elution rate is used.
- the titanate compound having a high alkali elution rate include those having an alkali elution rate of 2% by mass or more, more preferably those in the range of 2 to 4% by mass, and more preferably 2 Those in the range of up to 3% by mass are mentioned.
- the alkali elution rate is preferably 4.5% by mass or less.
- the alkali elution rate of the titanate compound is small, deterioration of the friction material can be suppressed. However, good wear resistance cannot be obtained. According to the present invention, the disadvantages of titanate compounds having a low alkali elution rate can be eliminated. That is, according to the present invention, the wear resistance can be improved.
- the titanate compound having a low alkali elution rate include those having an alkali elution rate of less than 2% by mass, more preferably those in the range of 0.1 to 1.5% by mass, Preferable examples include those in the range of 0.1 to 1% by mass.
- the alkali elution rate is preferably 0.1% by mass or more.
- the aqueous dispersion pH of the titanate compound used in the present invention is preferably 7 to 11, more preferably 8 to 10, and further preferably 9 to 11.
- the alkali elution rate means the mass ratio of alkali metal and alkaline earth metal eluted from the titanate compound into water at 80 ° C. in water.
- the alkali elution rate can be measured by, for example, an ion chromatograph.
- water dispersion pH means the pH of the slurry obtained by disperse
- the titanate compound used in the present invention is preferably a salt of at least one element selected from the group of alkali metals and alkaline earth metals.
- alkali metal include lithium, sodium, potassium, rubidium, cesium, and francium, and lithium, sodium, and potassium are preferable.
- alkaline earth metal include beryllium, magnesium, calcium, strontium, barium, and radium, preferably magnesium and calcium.
- titanate compounds include alkali metal titanates represented by the general formula M 2 O ⁇ nTiO 2 (wherein M is one or more of alkali metals, and n is a number of 4 to 11), An alkaline earth metal titanate represented by the general formula RO ⁇ TiO 2 (wherein R is one or more of alkaline earth metals), a general formula M x A y Ti 2-y O 4 (wherein , M is an alkali metal excluding lithium, A is one or more selected from lithium, magnesium, zinc, nickel, copper, iron, aluminum, gallium, and manganese, x is 0.5 to 1.0, and y is A titanate compound represented by the general formula K 0.5-0.8 Li 0.27 Ti 1.73 O 3.85-4 lithium potassium acid of the general formula K 0.2 Can be mentioned 0.8 Mg 0.4 Ti 1.6 O 3.7 ⁇ lepidocrocite type titanate magnesium potassium represented by 4.
- a titanate compound having a tunnel structure in the crystal structure is preferable, and specifically, Na 2 Ti 6 O 13 , Na 2 Ti 8 O 17 , K 2 Ti 6 O 13 , K 2 Ti 8 O 17 , Li 4 Ti 5 O 12, can be cited CaTiO 3, MgTiO 3, or the like.
- a tunnel structure alkali elution from the titanate compound can be suppressed.
- the titanate compound has non-fibrous particles such as fibers, spheres, layers, plates, columns, blocks, and irregular shapes, but it must be non-fibrous from the viewpoint of improving frictional wear characteristics. Is preferred.
- the average particle size is preferably from 0.1 to 50 ⁇ m, more preferably from 1 to 50 ⁇ m, still more preferably from 1 to 20 ⁇ m. In the present invention, the average particle size means a particle size having an integrated value of 50% in the particle size distribution determined by the laser diffraction / scattering method.
- thermosetting resin used in the present invention any one of known thermosetting resins can be appropriately selected and used.
- thermosetting resins for example, phenol resin, formaldehyde resin, melamine resin, epoxy resin, acrylic resin , Aromatic polyester resins, urea resins and the like.
- a phenol resin is preferable.
- Phenol resins can be obtained by reacting phenols and aldehydes in the presence of a resol-type phenol resin that can be obtained by reacting phenols and aldehydes in the presence of a basic catalyst, and acidic catalysts.
- a novolac type phenol resin can be exemplified, but a novolac type phenol resin is preferable from the viewpoint of mechanical strength and heat resistance.
- phenols examples include monohydric phenols such as phenol, o-, m- or p-cresol, xylenol, p-tert-butylphenol, ⁇ -naphthol, ⁇ -naphthol, p-phenylphenol; catechol, resorcinol , 4,4'-dihydroxydiphenylmethane (bisphenol F), 2,2-bis (4-hydroxyphenyl) propane (bisphenol A) and other dihydric phenols; trisphenol compounds, tetraphenol compounds and more And monohydric phenols. These may be used alone or in combination of two or more. Monohydric phenols are preferably used.
- aldehydes examples include monoaldehydes such as formaldehyde, acetaldehyde, propionaldehyde, n-butyraldehyde, caproaldehyde, benzaldehyde, phenylacetaldehyde, o-tolualdehyde, and dialdehydes such as glyoxal. These may be used alone or in combination of two or more. Monoaldehydes are preferably used.
- the reaction molar ratio [F / P] when the phenols (P) and aldehydes (F) are reacted is not particularly limited, but is preferably 0.5 to 0.9.
- a novolak-type phenol resin having a suitable molecular weight can be synthesized without the resin gelling during the reaction.
- the reaction molar ratio is less than the above lower limit, the amount of unreacted phenols contained in the resulting novolak-type phenol resin may increase.
- the reaction molar ratio exceeds the above upper limit, the novolac type phenol resin may be gelled depending on the reaction conditions.
- the acid catalyst is not particularly limited, and organic acids such as oxalic acid, mineral acids such as hydrochloric acid, sulfuric acid and phosphoric acid, paratoluenesulfonic acid, paraphenolsulfonic acid and the like can be used.
- the amount of the acidic catalyst used is not particularly limited, but the reaction molar ratio [A / P] when the phenols (P) and the catalyst (A) are reacted is preferably 0.001 to 0.2. More preferably, it is 0.005 to 0.1.
- the content of the titanate compound in the resin composition of the present invention is preferably in the range of 10 to 90% by mass relative to the total resin composition.
- the upper limit of the titanate compound is preferably 90% by mass, more preferably 80% by mass, and even more preferably 70% by mass.
- the lower limit of the titanate compound is preferably 10% by mass, more preferably 20% by mass, and even more preferably 30% by mass.
- the production method of the present invention is characterized in that a titanate compound is mixed and dispersed in a liquid thermosetting resin.
- the method of mixing and dispersing the titanate compound in the liquid thermosetting resin is not particularly limited.
- (1) the thermosetting resin is heated and melted, and the molten thermosetting resin and titanium are mixed.
- a method of mixing an acid salt compound, (2) a method of polymerizing a thermosetting resin raw material monomer in the presence of a titanate compound, and (3) dissolving a thermosetting resin in a solvent, The method of mixing etc. is mentioned.
- the method (1) is particularly preferable.
- thermosetting resin a method of adding and mixing a titanate compound to a molten thermosetting resin, a method of adding and mixing a titanate compound after polymerizing a thermosetting resin raw material monomer, A method of adding and mixing a molten thermosetting resin, a method of dry-mixing a mixture of a thermosetting resin and a titanate compound, and then heating and melting the thermosetting resin; and a thermosetting resin
- thermosetting resin examples thereof include a method in which the titanate compound is simultaneously pulverized and dry-mixed and then heated to melt the thermosetting resin.
- a temperature for heating and melting the thermosetting resin a temperature at which the thermosetting resin has fluidity can be appropriately selected.
- one or two or more additives that are conventionally used as friction modifiers in the friction material can be blended in a combination of one type or two or more types as long as the preferable physical properties are not impaired.
- friction modifiers include abrasives, lubricants, organic dust, metals, fillers, and the like. These can be blended according to the friction characteristics required for the product, for example, the coefficient of friction, wear resistance, vibration characteristics, squeal characteristics, and the like.
- thermosetting resin composition having excellent abrasion resistance can be obtained by curing the resin composition of the present invention.
- the reason for this is not clear, but the wear resistance is improved by uniformly dispersing the titanate metal compound in the friction material compared to conventional methods, and the titanate metal compound is present in the thermosetting resin. By doing so, it is considered that the wear resistance is improved while inhibiting the curing inhibition of the thermosetting resin.
- the resin composition of the present invention can be cured by a known thermosetting resin curing method such as heat treatment, and a curing agent may be used as necessary.
- the thermosetting resin is a novolac type phenol resin, hexamethylenetetramine can be used as the curing agent.
- the amount of hexamethylenetetramine used is not particularly limited, but is preferably 5 to 20 parts by mass with respect to 100 parts by mass of the novolac type phenol resin. By setting the amount of hexamethylenetetramine used within the above range, a cured product having particularly excellent mechanical strength and wear resistance can be obtained. Before obtaining a cured product, the resin composition of the present invention may be adjusted in particle size according to the purpose of use by pulverization, granulation or the like.
- the resin composition of the present invention can be used for products that require abrasion resistance, but can be particularly suitably used for friction materials such as brake pads, brake linings, and clutch facings.
- the resin composition of the present invention when used as a brake pad, is mixed with an abrasive lubricant, organic dust, metals, filler, thermosetting resin, and curing agent, and molded at room temperature at a predetermined pressure. Then, thermoforming is performed at a predetermined temperature, and a molded body of the friction material can be finished by heat treatment and finishing treatment.
- ⁇ Alkali elution rate> The mass (X) of the titanate compound is measured, and then the titanate compound is added to distilled water to prepare a 1% by mass slurry. After stirring at 80 ° C. for 4 hours, a membrane filter having a pore size of 0.2 ⁇ m The solid content was removed to obtain an extract. The total mass (Y) of alkali metal and alkaline earth metal of the obtained extract was measured with an ion chromatograph (ICS-1100, manufactured by Dionex). Subsequently, the alkali elution rate was calculated based on the formula [(Y) / (X)] ⁇ 100 using the mass (X) and (Y) values.
- Example 1 A reaction vessel equipped with a cooler and a stirrer was charged with 150 parts by mass of phenol, 71 parts by mass of 37% formalin, and then 2 parts by mass of oxalic acid dihydrate. The temperature was gradually raised to reach a temperature of 95 ° C., and then a reflux reaction was performed for 180 minutes. Next, a dehydration reaction was performed under a reduced pressure of 30 Torr, and the temperature was heated to 150 ° C. Thereafter, 200 parts by mass of the titanate compound shown in Table 1 was added and stirred in a uniform state.
- Example 2 to Example 7 A resin composition for a friction material was obtained in the same manner as in Example 1 except that the titanate compound was changed to the titanate compound shown in Table 1.
- Example 7 has better wear resistance than Comparative Example 7, and the appearance of the friction material after friction is also improved. The reason is considered as follows.
- the curing of the phenol resin is delayed, the degree of three-dimensional crosslinking is lowered, and the matrix strength is lowered. For this reason, the friction material surface becomes fragile, and the appearance of the friction material after friction is deteriorated.
- the delay of the curing of the phenol resin makes it easier for the phenol resin before curing to flow during molding, resulting in a decrease in porosity.
- the influence of alkali eluted from the titanate compound can be reduced. For this reason, a porosity can be raised and the external appearance of the friction material after friction can be improved.
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Abstract
Description
チタン酸塩化合物の質量(X)を測定し、次いで該チタン酸塩化合物を蒸留水に加えて1質量%のスラリーを調製し、80℃で4時間撹拌後、ポアサイズ0.2μmのメンブレンフィルターで固形分を除去し、抽出液を得た。得られた抽出液のアルカリ金属とアルカリ土類金属の総質量(Y)をイオンクロマトグラフ(ダイオネクス社製、ICS-1100)にて測定した。次いで、前記質量(X)及び(Y)の値を用い、式[(Y)/(X)]×100に基づいて、アルカリ溶出率を算出した。
チタン酸塩化合物1gを蒸留水100mLに加えて1質量%のスラリーを調製し、得られたスラリーのpH(温度20℃)をpHメーター(堀場製作所社製、F21)にて測定し、水分散pHとした。
(実施例1)
冷却器と撹拌機付きの反応容器に、フェノール150質量部、37%ホルマリン71質量部、次いで蓚酸2水和物2質量部を仕込んだ。徐々に昇温して温度95℃に達してから180分間還流反応を行った。次いで30Torrの減圧下で脱水反応を行い、温度150℃まで加熱した。その後、表1に記載のチタン酸塩化合物200質量部を加え均一な状態で撹拌した。続いて反応容器より排出して常温で固化させ、乳鉢で粉砕することにより、ノボラック型フェノール樹脂138g及びチタン酸塩化合物199gからなる樹脂組成物を得た。得られた樹脂組成物337質量部に対して、硬化剤としてのヘキサメチレンテトラミン14質量部を添加し、これを再度乳鉢で粉砕して、摩擦材用樹脂組成物を得た。
チタン酸塩化合物を表1に記載のチタン酸塩化合物に変更した以外は、実施例1と同様にして摩擦材用樹脂組成物を得た。
冷却器と撹拌機付きの反応容器に、フェノール150質量部、37%ホルマリン71質量部、次いで蓚酸2水和物2質量部を仕込んだ。徐々に昇温して温度95℃に達してから180分間還流反応を行った。次いで30Torrの減圧下で脱水反応を行い、温度150℃まで加熱した。続いて反応容器より排出して常温で固化させ、乳鉢で粉砕することにより、ノボラック型フェノール樹脂141gを得た。続いて、ノボラック型フェノール樹脂141質量部にヘキサメチレンテトラミンを14質量部添加し、乳鉢で粉砕した。その後、表1に記載のチタン酸塩化合物200質量部を加え再度、乳鉢で粉砕した。
チタン酸塩化合物を表1に記載のチタン酸塩化合物に変更した以外は、比較例1と同様にして摩擦材用樹脂組成物を得た。
実施例1で得られた摩擦材用樹脂組成物27質量部に、アラミドパルプとフリクションダストの混合物8質量部、硫酸バリウム28質量部、無機充填材26質量部、黒鉛6質量部を配合し、レーディゲミキサーにて混合後、得られた混合物を仮成型(25MPa)、熱成型(150℃,20MPa)を行い、さらに熱処理(160~210℃)を行い、ディスクブブレーキ用パッドを製造した。ディスクブレーキ用パッドとは、JIS D0107の図20-152(番号152-4)に記載されている形状のものであり、ディスクブレーキシステムで使用される摩擦材である。
摩擦材の気孔率はJIS D4418に基づき測定した。摩擦材の摩耗量は、JASO C427に準拠し、ダイナモメーターにより測定した。摩擦後の摩擦材の外観は、比較例2より得られた摩擦材の摩擦面を基準の○とし、クラックの程度や白化した程度を比較し、状態の良いものから◎、○、△、×、××で表記した。結果を表1に示した。
Claims (11)
- 硬化前の熱硬化性樹脂に、チタン酸塩化合物を分散して含有させたことを特徴とする樹脂組成物。
- 前記熱硬化性樹脂が、硬化剤を含んでいないことを特徴とする請求項1に記載の樹脂組成物。
- 前記チタン酸塩化合物のアルカリ溶出率が、2質量%以上であることを特徴とする請求項1または2に記載の樹脂組成物。
- 前記チタン酸塩化合物のアルカリ溶出率が、2質量%未満であることを特徴とする請求項1または2に記載の樹脂組成物。
- 前記チタン酸塩化合物が、アルカリ金属及びアルカリ土類金属の群から選ばれる少なくとも1種の元素の塩であること特徴とする請求項1~4のいずれか1項に記載の樹脂組成物。
- 前記熱硬化性樹脂が、フェノール樹脂であることを特徴とする請求項1~5のいずれか1項に記載の樹脂組成物。
- 摩擦材用樹脂組成物であることを特徴とする請求項1~6のいずれか1項に記載の樹脂組成物。
- 請求項7に記載の摩擦材用樹脂組成物を含有したことを特徴とする摩擦材。
- 請求項1~7のいずれか1項に記載の樹脂組成物を製造する方法であって、
液状の前記熱硬化性樹脂を準備する工程と、
液状の前記熱硬化性樹脂に、前記チタン酸塩化合物を混合して分散させる工程とを備えることを特徴とする樹脂組成物の製造方法。 - 液状の前記熱硬化性樹脂を準備する工程が、前記熱硬化性樹脂を加熱溶融することにより液状にする工程を含むことを特徴とする請求項9に記載の樹脂組成物の製造方法。
- 請求項8に記載の摩擦材を製造する方法であって、
請求項9または10に記載の方法で樹脂組成物を製造する工程と、
前記樹脂組成物に硬化剤を添加した後、粉砕する工程と、
前記粉砕物を用いて、摩擦材組成物を調整する工程と、
前記摩擦材組成物を加熱成形することにより摩擦材を作製する工程とを備えることを特徴とする摩擦材の製造方法。
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US14/780,422 US9505891B2 (en) | 2013-03-27 | 2014-03-12 | Resin composition, friction material, and method for producing same |
CA2904237A CA2904237C (en) | 2013-03-27 | 2014-03-12 | Resin composition, friction material, and method for producing same |
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JP6301997B2 (ja) * | 2016-04-19 | 2018-03-28 | 日清紡ブレーキ株式会社 | 摩擦材 |
KR102237886B1 (ko) | 2017-03-08 | 2021-04-07 | 오츠카 가가쿠 가부시키가이샤 | 마찰재 조성물, 마찰재 및 마찰 부재 |
JP2020029490A (ja) * | 2018-08-21 | 2020-02-27 | 大塚化学株式会社 | 摩擦材組成物、摩擦材及び摩擦部材 |
US20210222748A1 (en) * | 2018-10-18 | 2021-07-22 | Nisshinbo Brake, Inc. | Friction material |
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JP2010235730A (ja) | 2009-03-31 | 2010-10-21 | Kubota Corp | 摩擦材 |
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US9505891B2 (en) | 2016-11-29 |
JP2014189612A (ja) | 2014-10-06 |
EP2980155A4 (en) | 2016-10-26 |
US20160046772A1 (en) | 2016-02-18 |
CA2904237A1 (en) | 2014-10-02 |
JP6211282B2 (ja) | 2017-10-11 |
CN105189644A (zh) | 2015-12-23 |
CA2904237C (en) | 2019-11-26 |
CN110483944A (zh) | 2019-11-22 |
EP2980155B1 (en) | 2019-10-09 |
EP2980155A1 (en) | 2016-02-03 |
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