JPH0310310B2 - - Google Patents
Info
- Publication number
- JPH0310310B2 JPH0310310B2 JP59127541A JP12754184A JPH0310310B2 JP H0310310 B2 JPH0310310 B2 JP H0310310B2 JP 59127541 A JP59127541 A JP 59127541A JP 12754184 A JP12754184 A JP 12754184A JP H0310310 B2 JPH0310310 B2 JP H0310310B2
- Authority
- JP
- Japan
- Prior art keywords
- toner
- manufactured
- oil
- acid
- powder
- 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.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 claims description 26
- 229920001296 polysiloxane Polymers 0.000 claims description 21
- 239000003094 microcapsule Substances 0.000 claims description 20
- 239000011162 core material Substances 0.000 claims description 17
- 239000004203 carnauba wax Substances 0.000 claims description 6
- 235000013869 carnauba wax Nutrition 0.000 claims description 6
- 150000004985 diamines Chemical class 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 description 21
- -1 etc. Substances 0.000 description 21
- 238000000034 method Methods 0.000 description 20
- 229920005989 resin Polymers 0.000 description 16
- 239000011347 resin Substances 0.000 description 16
- 239000000843 powder Substances 0.000 description 15
- 239000002245 particle Substances 0.000 description 14
- 230000005291 magnetic effect Effects 0.000 description 13
- 239000001993 wax Substances 0.000 description 11
- 239000000463 material Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 239000003822 epoxy resin Substances 0.000 description 8
- 239000006247 magnetic powder Substances 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 229920000768 polyamine Polymers 0.000 description 8
- 229920000647 polyepoxide Polymers 0.000 description 8
- 239000003381 stabilizer Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- 229920002554 vinyl polymer Polymers 0.000 description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000003086 colorant Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000004576 sand Substances 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- 229920002396 Polyurea Polymers 0.000 description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000002775 capsule Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 238000012695 Interfacial polymerization Methods 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 4
- 239000001506 calcium phosphate Substances 0.000 description 4
- 239000013065 commercial product Substances 0.000 description 4
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 229920006122 polyamide resin Polymers 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- 229920005749 polyurethane resin Polymers 0.000 description 4
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 4
- 229940078499 tricalcium phosphate Drugs 0.000 description 4
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 4
- 235000019731 tricalcium phosphate Nutrition 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920001807 Urea-formaldehyde Polymers 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 230000005294 ferromagnetic effect Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 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 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 150000003440 styrenes Chemical class 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 3
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- XFNGYPLLARFULH-UHFFFAOYSA-N 1,2,4-oxadiazetidin-3-one Chemical compound O=C1NON1 XFNGYPLLARFULH-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 2
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical class C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- ZGHFDIIVVIFNPS-UHFFFAOYSA-N 3-Methyl-3-buten-2-one Chemical compound CC(=C)C(C)=O ZGHFDIIVVIFNPS-UHFFFAOYSA-N 0.000 description 2
- XYUINKARGUCCQJ-UHFFFAOYSA-N 3-imino-n-propylpropan-1-amine Chemical compound CCCNCCC=N XYUINKARGUCCQJ-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- UCNNJGDEJXIUCC-UHFFFAOYSA-L hydroxy(oxo)iron;iron Chemical compound [Fe].O[Fe]=O.O[Fe]=O UCNNJGDEJXIUCC-UHFFFAOYSA-L 0.000 description 2
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000000787 lecithin Substances 0.000 description 2
- 235000010445 lecithin Nutrition 0.000 description 2
- 229940067606 lecithin Drugs 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 239000000696 magnetic material Substances 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- DMCJFWXGXUEHFD-UHFFFAOYSA-N pentatriacontan-18-one Chemical compound CCCCCCCCCCCCCCCCCC(=O)CCCCCCCCCCCCCCCCC DMCJFWXGXUEHFD-UHFFFAOYSA-N 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920001083 polybutene Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- XBTRYWRVOBZSGM-UHFFFAOYSA-N (4-methylphenyl)methanediamine Chemical compound CC1=CC=C(C(N)N)C=C1 XBTRYWRVOBZSGM-UHFFFAOYSA-N 0.000 description 1
- CUXYLFPMQMFGPL-UHFFFAOYSA-N (9Z,11E,13E)-9,11,13-Octadecatrienoic acid Natural products CCCCC=CC=CC=CCCCCCCCC(O)=O CUXYLFPMQMFGPL-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- ITWBWJFEJCHKSN-UHFFFAOYSA-N 1,4,7-triazonane Chemical compound C1CNCCNCCN1 ITWBWJFEJCHKSN-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- JFZBUNLOTDDXNY-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)propoxy]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)OCC(C)OC(=O)C(C)=C JFZBUNLOTDDXNY-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- 241000238366 Cephalopoda Species 0.000 description 1
- 241001149724 Cololabis adocetus Species 0.000 description 1
- 244000180278 Copernicia prunifera Species 0.000 description 1
- 235000010919 Copernicia prunifera Nutrition 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000721047 Danaus plexippus Species 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/093—Encapsulated toner particles
- G03G9/0935—Encapsulated toner particles specified by the core material
- G03G9/09378—Non-macromolecular organic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/093—Encapsulated toner particles
- G03G9/0935—Encapsulated toner particles specified by the core material
- G03G9/09357—Macromolecular compounds
- G03G9/09371—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Developing Agents For Electrophotography (AREA)
Description
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[Technical Field] The present invention relates to a toner for developing electrostatic images, and more particularly to a microcapsule type toner that can be suitably used as a pressure fixing type toner. [Prior art] In recent years, an electrostatic charge image is formed based on image information by electrophotography, electrostatic printing, electrostatic recording, etc., and this is developed with toner of a developer to form a toner image. It is widely practiced to form a visible image by transferring this toner image onto a transfer paper or the like and then fixing it. Conventionally, toner for developing electrostatic images has been widely used in powder form, which is obtained by finely pulverizing thermoplastic resin as a binder and colorant such as carbon black dispersed therein. If it is a two-component toner, it is mixed and stirred with a carrier such as iron powder or glass beads, or if it is a one-component toner containing fine magnetic powder, it is stirred itself. , after being triboelectrified and developing an electrostatic charge image using the electrostatic force, and transferring the obtained toner image, for example,
The image is fixed by heating with a heating roller or the like. However, in such toners, the toner particles are crushed during agitation for triboelectric charging, producing fine powder toner, resulting in poor visible image quality or the need to replace the toner with a new one prematurely. In addition, since fixing is achieved by a heat fixing method, a long waiting time is required until the temperature of the fixing device rises to the required set temperature, and a large amount of time is required for heating. In addition, it can cause a fire if a paper jam occurs, and in order to achieve reliable fixing, it is necessary to satisfy fairly strict conditions such as temperature conditions. Under such circumstances, research has recently begun on the use of so-called microcapsules as toners for developing electrostatic images.
This microcapsule type toner is in the form of a powder consisting of colored particles in which a core material made of a liquid substance or a soft solid substance is enclosed in a fine resin capsule (outer wall). When using this toner, fixation can be achieved by applying pressure with a pressure roller or the like to burst the capsule and release the core material inside. Therefore, since no heating is required, there is an advantage that the above-mentioned problems in heat fixing can be significantly alleviated. Regarding such microcapsule type toner that can be fixed under pressure, Japanese Patent Application Laid-Open Nos. 51-91724 and 52-
Techniques described in publications such as No. 119937, No. 54-118249, and No. 55-64251 are known. However, the above technology still has problems such as an offset phenomenon to the pressure roller, durability, stability, and storage stability.In particular, there are problems with pressure fixing properties on plain paper, etc., and microcapsule type toner The fixing component therein was either rigid or excessively plastically deformed, resulting in insufficient fixing properties. Therefore, the inventor of the present invention has conducted intensive studies to improve the pressure fixing properties, and has found that it is insufficient to improve the fixing properties by simply improving the adhesion to paper, etc. It has been found that in order to prevent the film from peeling off from the surface, it is important to reduce the applied external force, that is, to make it slip. Conventionally, as a lubricant-like effect, there is, for example, dimethylsiloxane, which is a mold release agent. This dimethylsiloxane has a great lubricant effect, but on the other hand, it has poor compatibility with resins, etc., so it tends to precipitate when added to a toner, and has the disadvantage that the powder properties of the toner, especially its fluidity, deteriorate. . For this reason, when images are formed using microcapsule toner containing dimethylsiloxane (see Japanese Patent Application Laid-open No. 150968/1983), fogging occurs due to decreased fluidity, and toner There is a problem that the replenishment property becomes poor and the image quality deteriorates.Furthermore, there is a problem that the surface condition of the toner changes easily because it is easily deposited from inside the toner to the outside, and the charging characteristics are unstable. [Object of the Invention] Therefore, an object of the present invention is to provide a pressure fixable microcapsule toner having good particle properties. Another object of the present invention is to provide a pressure fixable microcapsule type toner having good fixing properties and offset properties. Another object of the present invention is to provide a pressure-fixable microcapsule toner that can provide good images without fogging. Another object of the present invention is to provide a pressure-fixable microcapsule toner that provides an image with good durability after fixing. [Structure of the Invention] As a result of extensive research, the present inventor has found that in a pressure-fixable microcapsule toner consisting of an outer wall and a core material, at least the core material contains an alcohol-modified silicone compound represented by the following general formula and/or
Alternatively, the above object is achieved by a pressure fixable microcapsule toner characterized by containing a carnauba-modified silicone compound (hereinafter abbreviated as the compound of the present invention) obtained by the reaction of silicone diamine and carnauba wax. I found out what I can do. [In the formula, X is selected from -OH group and -NH2 group, m is an integer of 1 to 6, and n is an integer of 0 to 100. ] The compound of the present invention is a compound obtained by treating a wax whose main component is carnauba wax with a silicone compound and chemically bonding the two. Carnauba wax itself has pressure fixing properties, and since silicone compounds have a unique release effect, it is possible to improve pressure fixing performance and exhibit the effects of the present invention. The compound of the present invention can be easily obtained as a commercial product such as X-22-3500 (manufactured by Shin-Etsu Chemical Co., Ltd.). In addition, this compound can be synthesized by, for example, reacting carnauba wax with an alcohol-modified silicone compound, silicone diamine, etc. and esterifying it. Commercially available alcohol-modified silicone compounds include SF-8427 (manufactured by Torre Silicone) and X
-22-160AS (=1000), X-22-160A (=
1800), X-22-160B (=3200), X-22-160C
(=5600) (manufactured by Shin-Etsu Chemical Co., Ltd.), etc. In addition, commercially available silicone diamine compounds include X-22-161A (=1680) and X-22-161C (
= 3880) (manufactured by Shin-Etsu Chemical Co., Ltd.). The compound of the present invention is contained in the core material, and if necessary, in the core material and outer wall, and the amount added is 0.5 to 0.5 to
10wt%, preferably in the range of 1.0 to 5.0wt%. The method for manufacturing the microcapsule toner of the present invention can utilize various known encapsulation techniques. For example, spray drying method, interfacial polymerization method (a method in which components in the suspended and dispersed particles polymerize and react with components in the dispersion medium at the interface of the particles to form a resin film), coacelvation method, in-situ polymerization method,
Phase separation method, U.S. Patent No. 3338991,
The methods described in the specifications of No. 3326848 and No. 3502582 can be used. Among them, interfacial polymerization method can be effectively used. This is because it is easy to form the outer wall and it is easy to separate the functions of the core material and wall material. Furthermore, the outer wall material constituting the microcapsule toner is not particularly limited, but epoxy resins, polyamide resins, polyurethane resins, polyurea resins, vinyl resins, and other resins are preferably used for practical purposes, and have excellent storage stability. It is particularly preferable to use polyurethane resins and polyurea resins from the viewpoint of quick reaction times in production. Furthermore, epoxyurethane resin or epoxyurea resin, which is a copolymer of epoxy resin and urethane or urea resin, is also suitably used. Epoxy resin is a resin produced by a reaction between an epoxy resin or a compound containing an epoxy group and a curing agent. Examples of these epoxy resins or compounds containing epoxy groups include the following, but are not particularly limited as long as they have two or more epoxy groups in the molecule.
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·äœ[Table] The above curing agents include ethylenediamine, diethylenetriamine, triethylenetriamine, tetraethylenepentamine, hexamethylenediamine, iminobispropylamine, other aliphatic polyamine compounds, xylylenediamine, phenylenediamine, and other Aromatic polyamine compounds are typical, and commercially available products include Epiqure T, Epiqure U, and Epiqure
103, Epomate B-001, Epomate LX-IN,
Epomate PX-3 (manufactured by Yuka Ciel Epoxy Co., Ltd.) and other commonly known epoxy curing agents can be used. Examples of polyamide resins include so-called polyamide resins obtained by the reaction of carboxylic acid chlorides such as sebacyl chloride, terephthalic acid chloride, and adipic acid chloride with aliphatic polyamines and aromatic polyamines exemplified as curing agents for the above-mentioned epoxy resins. Polyamide resin can be used. Polyurethane resins are obtained by reacting polyisocyanates with polyols, and polyurea resins are obtained by reacting polyisocyanates with polyamines. Here are the specifics of polyisocyanate
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æã®æ··åéæ¯ã¯äžèšè¡šã«ç€ºãæ¯çã奜é©ã§ããã[Table] Specific examples of polyols or polyamines that react with the above polyisocyanates to yield polyurethane resins or polyurea resins include the following. 1 Polyol ethylene glycol, propylene glycol,
Diols such as butylene glycol and hexamethylene glycol, triols such as glycerin, trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, pentaerythritol, water, and others. 2 Polyamine ethylene diamine, hexamethylene diamine,
Diethylenetriamine, iminobispropylamine, phenylenediamine, xylenediamine, triethylenetetramine, and others. Moreover, in order to obtain an epoxyurethane resin or an epoxyurea resin, it can be obtained by using the above-mentioned epoxy resin and a polyvalent isocyanate in combination, and using a polyol or a polyamine. Furthermore, vinyl polymerizable monomers for obtaining vinyl resins include styrenes such as styrene, parachlorostyrene, α-methylstyrene, and t-butylstyrene, methyl acrylate, ethyl acrylate, n-propyl acrylate, α-methylene aliphatic monocarboxylic acid esters such as stearyl acrylate, 2-ethylhexyl acrylate, phenyl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, 2-ethylhexyl methacrylate, and phenyl methacrylate, acrylonitrile , vinyl nitriles such as methacrylonitrile, vinyl ethers such as vinyl methyl ether and vinyl isobutyl ether, vinyl pyridines such as 2-vinylpyridine and 4-vinylpyridine, N-vinyl cyclic compounds such as N-vinylpyrrolidone, Vinyl ketones such as vinyl methyl ketone, vinyl ethyl ketone, and methyl isopropenyl ketone, unsaturated hydrocarbons such as ethylene, propylene, isobutylene, butadiene, and isoprene, halogen-containing unsaturated hydrocarbons such as chloroprene, and other monofunctional vinyls. These monomers can be used alone or in combination. In addition to the above monofunctional monomers, polyfunctional vinyl monomers can also be used, and these polyfunctional monomers include ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, and neopentyl glycol. Polyhydric alcohol methacrylates such as dimethacrylate, dipropylene glycol dimethacrylate, trimethylolpropane trimethacrylate, trimethylolethane trimethacrylate, pentaerythritol tetramethacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, tetraethylene glycol diacrylate, neo Polyhydric alcohol acrylates such as pentyl glycol diacrylate, trimethylolpropane triacrylate, trimethylolethane triacrylate, and pentaerythritol tetraacrylate, polyfunctional vinylbenzenes such as divinylbenzene, and others can be used alone or in combination. Furthermore, these polyfunctional monomers may be used in combination with the monofunctional monomers described above. The core material constituting the microcapsule type toner of the present invention contains a pressure fixing substance, and the substances include liquid polybutene, liquid polyfluoroprene, adipic acid polyester, liquid polyester, dibutyl phthalate, dioctyl phthalate, chlorinated Plasticizers such as paraffin, linoleic acid, linolenic acid, oleic acid, elaidic acid, eleostearic acid, linolenic acid, gadolenic acid, erucic acid, arachidonic acid, culpanodonic acid, α-
Esters of unsaturated fatty acids such as lycanic acid, linseed oil, eno oil, tung oil, castor oil, hemp seed oil, kapotsk oil, poppy seed oil, sesame oil, rice bran oil, safflower oil, soybean oil, corn oil, rapeseed oil Vegetable oils such as oil, sunflower oil, cottonseed oil, olive oil, animal oils such as squid oil, sardine oil, saury oil, whale oil, beef tallow, lard, mutton tallow, mineral oils such as mineral oil, methyl acrylate, butyl acrylate , polymers of acrylic esters such as 2-ethylhexyl acrylate and oligomers thereof, methyl methacrylate, lauryl methacrylate, butyl methacrylate, propyl methacrylate, methacrylate
Polymers of methacrylic acid esters such as 2-ethylhexyl and their oligomers, styrene, α
- Polymers of styrenes such as methylstyrene and oligomers thereof, polymers of vinyl esters such as vinyl acetate and vinyl butyrate and oligomers thereof, polymers of unsaturated hydrocarbons such as ethylene, propylene, butadiene, etc. oligomers,
Copolymers of styrene and acrylic esters and oligomers thereof, copolymers of styrene and methacrylic esters and oligomers thereof, ethylene-vinyl acetate copolymers, styrene-butadiene copolymers, styrene-isoprene copolymers ,
acrylonitrile styrene butadiene copolymer,
Petroleum residues such as asphalt and gilsonide, synthetic drying oils such as copolymers of acetylene and butadiene, and dicyclopentadiene oligomers, vegetable waxes such as carnauba wax, oak lily wax, chandelilla wax, sugar wax, wood wax, and scarlet, beeswax, and salami. Beeswax, spermaceti wax, serrata wax,
Examples include animal waxes such as lanolin, and mineral waxes such as montan wax, ozokerite, and ceresin, and these may be used alone or in combination of two or more. The following waxes that can be produced industrially can also be suitably used. For example, ester wax (Hoechst Wax E, F, KP,
Synthetic ester waxes such as KPS, BJ, OP, OM, NPS-9210, NPS-6115, PETRONABAã»C manufactured by Toyo Petrolite Co., Ltd., CARDIS314
, Hoechst Wax S, L and
LP, etc.), low molecular weight polyethylene waxes (particularly those with a molecular weight of 300 to 1000, such as POLYWAX 500 and 655 manufactured by Toyo Petrolite Co., Ltd.), and micro waxes (Nisseki Micro Wax 155, 180, etc.). (manufactured by Nippon Oil Co., Ltd.), HIâMICâ
1080, HI-MIC-2065, HI-MIC-2095, HI-
MIC-1070, HI-MIC-1045, HI-MIC-2045
(manufactured by Nippon Seirosha), STAR WAX100, BE
SQUARE175, 185, VICTORY,
ULTRAFLEX (manufactured by Toyo Petrolite Co., Ltd.), stearic acid, behenic acid, stearyl alcohol,
Examples include dodecyl stearate, stearon, sorbitan monostearate, polyoxyethylene monostearate, and the like. Further, the content of the pressure fixing substance contained in the core material in the toner is 5 to 45 wt%, preferably
It is 15-35wt%. In addition, the core material preferably contains a colorant, but in order to obtain a microcapsule toner suitable as a magnetic toner used as a one-component toner, for example, magnetic toner may be included as part or all of the colorant. Contains fine body powder. Coloring agents include carbon black, nigrosine dye (CI No. 50415B), and aniline blue (CI No.
50405), Calco Oil Blue (CINo.azoic
Blue3), Chrome Yellow (CINo.14090), Ultramarine Blue (CINo.77103), DuPont Oil Red (CINo.26105), Quinoline Yellow (CI
No.47005), methylene blue chloride (CINo.
52015), Phthalocyanine Blue (CINo.74160),
Malachite Green Oxalate (CINo.
42000), lampblack (CI No. 77266), rose bengal (CI No. 45435), mixtures thereof, and others. These colorants need to be contained in a sufficient proportion to form a high-density visible image, and are usually contained in a proportion of 0 to 20 parts by weight per 100 parts by weight of the pressure fixing material. Ru. The magnetic material may be a ferromagnetic metal or alloy such as iron, cobalt, or nickel, including ferrite and magnetite, or a compound containing these elements, or a material that does not contain a ferromagnetic element but is subjected to appropriate heat treatment. Alloys that become ferromagnetic, such as manganese-copper-aluminum,
Mention may be made of a type of alloy called Heusler alloy containing manganese and copper, such as manganese-copper-tin, or chromium dioxide, among others. Specifically, as magnetite, EPT-
1000, EPT-500, MRMB-450 (manufactured by Toda Kogyo Co., Ltd.), BL-100, BL-120, BL-200, BL-
220, BL-500, BL-520, BL-SP, RB-BL,
RB-20 (manufactured by Titanium Kogyo Co., Ltd.) and the like are preferably used. These magnetic substances are uniformly dispersed in the pressure fixing material in the form of fine powder with an average particle size of 0.1 to 1 ÎŒm.
The content is 20 to 100 parts by weight of toner.
70 parts by weight, preferably 40 to 70 parts by weight. In addition, when containing magnetic fine powder to make a magnetic toner, it can be treated in the same way as the colorant, but if it is left as it is, the affinity for organic substances such as core materials and monomers will be reduced. Therefore, if the magnetic fine powder is used together with a so-called coupling agent such as a titanium coupling agent, a silane coupling agent, or lecithin, or after being treated with a coupling agent, the magnetic fine powder can be uniformly dispersed. The mixing ratio of each constituent material of the microcapsule type toner of the present invention is preferably as shown in the table below.
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Examples of the present invention will be described below, but the present invention is not limited thereto. Example 1 (Example of in situ polymerization method) Liquid polybutene 128g Carnauba-modified silicone compound (commercial product name:
-22-3500, manufactured by Shin-Etsu Chemical Co., Ltd.) 12 g Ethylene glycol dimethacrylate 60 g Lauroyl peroxide 2.4 g Magnetic material BL-520 (manufactured by Titanium Kogyo Co., Ltd.) 200 g Mix the above substances and use a sand grinder to uniformly grind for about 30 minutes. The mixture was mixed and dispersed to obtain a magnetic ink. Next, the rotation speed was reduced using a homogeator (manufactured by Tokushu Kika Kogyo Co., Ltd.) in 2000 ml of water containing 20 g of colloidal tricalcium phosphate and 0.08 g of sodium dodecylbenzenesulfonate as a dispersion stabilizer.
The above magnetic ink was suspended and dispersed under conditions of 7000 to 8000 rpm so that the average particle size was 15 ÎŒm. This suspended dispersion was transferred to a four-necked flask and reacted at 75° C. for 8 hours at a stirring speed of 200 rpm. After the reaction, the dispersion stabilizer was decomposed and removed with hydrochloric acid, filtered, washed with water, and dried to obtain the toner of the present invention. This toner is called âToner 1â
shall be. Example 2 (Example of in situ polymerization method) Polyvinyl acetate (Mw=35000 Mw/Mn=3.5)
118g Carnauba modified silicone compound (commercial product name:
-22-3500) 12g Epicote 819 (manufactured by Yuka Ciel Epoxy Co., Ltd.) 60 g Epomate B-001 (manufactured by Yuka Ciel Epoxy Co., Ltd.)
(Epicote 819 hardening agent) 10g Magnetic powder BL-500 (manufactured by Titanium Industries) 200g Lecithin (magnetic powder dispersion and fluidization promoter)
Mix 0.6g or more and use a sand grinder to uniformly disperse and mix to obtain magnetic ink. Then, colloidal tricalcium phosphate was used as a dispersion stabilizer.
20g and sodium dodecylbenzenesulfonate
The above magnetic ink was suspended and dispersed in water 2 containing 0.08 g at a rotation speed of 9000 rpm using a homogeator (manufactured by Tokushu Kika Kogyo Co., Ltd.) so that the average particle size was 10 to 15 Όm. This suspension dispersion was reacted at 80° C. for 10 hours using a four-necked flask at a stirring speed of 200 rpm to form microcapsules having an epoxy resin film formed by reacting Epicote 819 and Epomate B-001. After the reaction, the dispersion stabilizer was decomposed and removed with hydrochloric acid, filtered, washed with water, and dried to obtain the toner of the present invention. This toner will be referred to as "toner 2." Example 3 (Example of interfacial polymerization method) As a core material, 108 g of ethylene/vinyl acetate copolymer, 12 g of carnauba-modified silicone compound (commercial product name: X-22-3500), and 100 ml of methylene chloride were added.
Add to make a uniformly dissolved solution. Next, 80 g of polymethylene phenyl isocyanate "Millionate MR" (manufactured by Nippon Polyurethane Kogyo Co., Ltd.) was added as an outer wall material (), and the mixture was made into a homogeneous solution using a sand grinder, followed by 200 g of magnetic powder BL-120 (manufactured by Titan Kogyo Co., Ltd.). In addition, with a sand grinder,
Mix and disperse uniformly for about 1 hour to obtain magnetic ink.
Next, using a homogeator (manufactured by Tokushu Kika Kogyo Co., Ltd.), the above homogeneous mixed dispersion was dispersed into an aqueous solution 3 containing 20 g of colloidal tricalcium phosphate and 0.2 g of sodium dodecylbenzenesulfonate as a dispersion stabilizer. The rotation speed of the homogenizer was adjusted so that the diameter was 15 ÎŒm, and the particles were suspended and dispersed in water. Transfer the suspension dispersion to a four-necked flask and lower the temperature to 35
Keep the temperature between â and 40â and distill off methylene chloride. Next, 20 g of xylylene diamine was dropped into this dispersion as an outer wall material (2), and the dispersion was stirred for about 3 hours to cause "Millionate MR" and xylylene diamine to react at the interface of the dispersion droplets, forming dispersed droplets. A polyurea outer wall was formed on the surface. After the reaction, the dispersion stabilizer is decomposed and removed using hydrochloric acid.
After filtering and washing with water, the toner of the present invention was obtained by drying. This toner will be referred to as "Toner 3." Example 4 (Example of interfacial polymerization method) 108 g of lauryl methacrylate and carnauba-modified silicone compound (X-
22-3500) 12g, diphenylmethane-4,4'-diisocyanate (Sumidyur 44V-10, manufactured by Sumitomo Bayer Urethane) 56 as outer wall material ()
g, Epicote 819 (manufactured by Yuka Ciel Epoxy Co., Ltd.) 24
g. Monomeric polymerization initiator for core material "V-65" 4.3
g, 200 g of magnetic powder "BL-520" were mixed uniformly,
Mix and disperse for about 1 hour using a sand grinder to obtain magnetic ink. Next, using a homogeator (manufactured by Tokushu Kika Kogyo Co., Ltd.), the above homogeneous mixed dispersion was dispersed into an aqueous solution 3 containing 20 g of colloidal tricalcium phosphate and 0.2 g of sodium dodecylbenzenesulfonate as a dispersion stabilizer. The rotation speed of the homogenizer was adjusted so that the diameter was 15 ÎŒm, and the particles were suspended and dispersed in water. The dispersion was transferred to a four-necked flask, and 40 g of xylylenediamine was added dropwise to the dispersion as an outer wall material (2), and the mixture was allowed to react at room temperature for 1 hour.
Next, the temperature is raised to 60°C and the reaction is carried out for 6 hours to polymerize the core material. After this, the dispersion stabilizer is decomposed and removed with hydrochloric acid, washed with filtration and water, and then dried.
A toner of the present invention was obtained. This toner will be referred to as "Toner 4". Example 5 (Example using coacervate method and spray drying method) Magnetic powder "BL- 520'' was added and uniformly mixed and dispersed using a sand grinder. Separately, 15 g of urea and 40 g of 37% formaldehyde aqueous solution
10% ethanolamine aqueous solution was added to adjust the pH to 8, and the mixture was kept at 70°C and stirred for about 3 hours to obtain a urea formaldehyde initial condensate. Next, an aqueous solution containing 30 g of this initial condensate
The homogeneous mixed dispersion was suspended and dispersed in a 250 ml volume by adjusting the rotational speed of the homogeator so that the average particle size was 15 ÎŒm. Transfer this dispersion liquid to a four-necked flask, and while stirring, gradually add citric acid dropwise to bring the pH to 5, maintain the temperature at 50°C, and stir for 2 hours (during this time, methylene chloride in which the core material has been dissolved is used). evaporates). Furthermore, lower the pH to 3 with citric acid and further heat to 50â for 55 minutes.
This was maintained for a period of time to form an outer wall of the urea-formaldehyde condensate on the surface of the dispersed droplets. After washing and filtering the capsule particles thus obtained, they are mixed with a separately prepared emulsion of styrene-acrylic copolymer containing 20 parts of resin per 100 parts of capsules, and then sprayed with a spray dryer. After drying, an outer wall of styrene-acrylic copolymer was provided on the outside of the capsule. In this way, the toner of the present invention was obtained. This toner will be referred to as "Toner 5." Example 6 A toner of the present invention was obtained in the same manner as in Example 4 except that 20 g of carbon black (Monarch 880, manufactured by Cabot Co., Ltd.) was used instead of 200 g of the magnetic powder "BL-520". This toner will be referred to as "Toner 6". Comparative Example 1 A toner was obtained in the same manner as in Example 4 except that the carnauba-modified silicone compound was removed. This toner is referred to as "comparison toner 1." Comparative Example 2 A toner was obtained in the same manner as in Example 6 except that the carnauba-modified silicone compound was removed. This toner is referred to as "comparison toner 2." Comparative Example 3 In Example 4, polydimethylsiloxane SH-200 was used instead of the carnauba-modified silicone compound.
A toner was obtained in the same manner except that (10000cs, manufactured by Toray Silicone Co., Ltd.) was used. This toner will be referred to as "Comparison Toner 3." Comparative Example 4 Magnetic powder âBLâ was added to 100 g of ethylene-vinyl acetate copolymer.
100 g of "-520" was added, kneaded, mixed and crushed to obtain a toner. This toner will be referred to as "Comparison Toner 4." Experimental Example 1 Using the toners "Toner 1" to "Toner 6" of the present invention, electrophotographic performance was evaluated. Evaluation of powder properties is shown in Table-1. To evaluate the powder characteristics, the fluidity of the powder was evaluated based on the static bulk density, and the triboelectric charging property was evaluated by measuring the amount of charge using the blow-off method. Static bulk density is 0.4 with silica powder in toner.
% (weight) and mixed uniformly using a V-type mixer, and then measured using a tapdenser KYT-2000 (manufactured by Seishin Enterprise Co., Ltd.). The amount of charge is determined by mixing the sample with a conductive iron powder carrier and using it as a developer (toner concentration 3%) using a "NEW-Ys shaker" (made by Yayoi).
2g of the triboelectrically charged product was shaken for a predetermined period of time and placed in a metal container lined with a 350-mesh screen mesh, and nitrogen gas was blown into the container at a pressure of 0.2kg/ cm2 for 3 seconds through the nozzle. The measurement was carried out by a blow-off method in which the toner was scattered from the screen mesh and the residual carrier charge was measured using a voltmeter. The environmental conditions for measurement were a temperature of 20°C and a relative humidity of 60%.
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以äžã®è©äŸ¡çµæãè¡šâïŒã«ç€ºãã[Table] Thus, it can be seen that the toner of the present invention has better powder characteristics than Comparative Toner 2. Next, using the toner of the present invention and the comparative toner,
Developing and fixing were performed, and fixing properties and offset properties were evaluated. "Toner 1" to "Toner 5", "Comparison Toner 1", "Comparison Toner 3", and "Comparison Toner 4" are U
âBix TEN (manufactured by Konishiroku Photo Industry Co., Ltd.) fixing machine,
Evaluation was performed using a machine modified to a pressure fixing machine (20 kg/cm). Furthermore, "Toner 6" and "Comparison Toner 2" are made of conductive iron powder carrier (average particle size 100 ÎŒm).
m) to form a developer with a toner concentration of 3%.
Next, an evaluation was performed using a U-Bix V 3 R (manufactured by Konishiroku Photo Industries Co., Ltd.) machine in which the photoreceptor was replaced with an organic semiconductor and the fixing device was replaced with a pressure fixing device. With the toner of the present invention, a clear image without fogging was obtained, but with Comparative Toner 3, the fluidity was low, so the image quality deteriorated, there was a lot of fogging, and the image was uneven. This is considered to be because Comparative Toner 3 uses incompatible dimethylsiloxane, so siloxane precipitates on the surface of the particles and deteriorates the surface characteristics of the powder. The fixability was evaluated as follows. Using the solid black part (reflection density = 1.0), dyeing friction resistance tester A-3010 (manufactured by Daiei Scientific Precision Manufacturing Co., Ltd.)
Adjust the load to 2 kg using
It was rubbed a predetermined number of times (twice) using Bix Paper 55Kg grade (manufactured by Konishiroku Photo Industry Co., Ltd.), and the change in reflection density was evaluated as a percentage. Offset property was evaluated by measuring the amount of the solid black area adhered to the fixing roller after copying 10 sheets of 20 cm square solid black area. The above evaluation results are shown in Table-2.
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ããããšãå€ãã[Table] As described above, it can be seen that the toner of the present invention has good fixing properties.
Claims (1)
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å®çæ§ãã€ã¯ãã«ãã»ã«åãããŒã ïŒåŒäžïŒžã¯âOHåºãâNH2åºããéžã°ããã
ã®ã§ãããïœã¯ïŒãïŒã®æŽæ°ãïœã¯ïŒã100ã®æŽ
æ°ãè¡šããïŒ[Scope of Claims] 1. A pressure-fixable microcapsule toner comprising an outer wall and a core material, at least the core material containing an alcohol-modified silicone compound represented by the following general formula and/or a silicone diamine and carnauba wax. A pressure-fixable microcapsule toner comprising a carnauba-modified silicone compound obtained as described above. (In the formula, X is selected from -OH group and -NH2 group, m is an integer of 1 to 6, and n is an integer of 0 to 100.)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59127541A JPS617845A (en) | 1984-06-22 | 1984-06-22 | Pressure fixable microencapsulated toner |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59127541A JPS617845A (en) | 1984-06-22 | 1984-06-22 | Pressure fixable microencapsulated toner |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS617845A JPS617845A (en) | 1986-01-14 |
JPH0310310B2 true JPH0310310B2 (en) | 1991-02-13 |
Family
ID=14962559
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP59127541A Granted JPS617845A (en) | 1984-06-22 | 1984-06-22 | Pressure fixable microencapsulated toner |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS617845A (en) |
-
1984
- 1984-06-22 JP JP59127541A patent/JPS617845A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS617845A (en) | 1986-01-14 |
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