JPH03182768A - Release agent composition for electrophotographic toner - Google Patents
Release agent composition for electrophotographic tonerInfo
- Publication number
- JPH03182768A JPH03182768A JP1323507A JP32350789A JPH03182768A JP H03182768 A JPH03182768 A JP H03182768A JP 1323507 A JP1323507 A JP 1323507A JP 32350789 A JP32350789 A JP 32350789A JP H03182768 A JPH03182768 A JP H03182768A
- Authority
- JP
- Japan
- Prior art keywords
- release agent
- toner
- antioxidant
- agent composition
- present
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims description 39
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 27
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 18
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 17
- 229920005672 polyolefin resin Polymers 0.000 claims abstract description 11
- 239000000155 melt Substances 0.000 claims abstract description 9
- 229920005992 thermoplastic resin Polymers 0.000 claims description 21
- 239000006082 mold release agent Substances 0.000 claims description 18
- 239000011342 resin composition Substances 0.000 claims description 10
- 239000000049 pigment Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 2
- 230000015556 catabolic process Effects 0.000 abstract 2
- 238000006731 degradation reaction Methods 0.000 abstract 2
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 238000005562 fading Methods 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 16
- -1 polypropylene Polymers 0.000 description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 11
- 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 11
- 238000004519 manufacturing process Methods 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 5
- 229920001225 polyester resin Polymers 0.000 description 5
- 239000004645 polyester resin Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 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 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229910000859 α-Fe Inorganic materials 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- RGASRBUYZODJTG-UHFFFAOYSA-N 1,1-bis(2,4-ditert-butylphenyl)-2,2-bis(hydroxymethyl)propane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C RGASRBUYZODJTG-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 1
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 1
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical compound OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 1
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 description 1
- GQMBXHLHLWMYJG-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)-2-hydroxyprop-2-enamide Chemical compound C(C)(C)(C)C=1C=C(C=C(C(=O)N)O)C=C(C1O)C(C)(C)C GQMBXHLHLWMYJG-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-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
- QRLSTWVLSWCGBT-UHFFFAOYSA-N 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol Chemical compound CCCCCCCCSC1=NC(SCCCCCCCC)=NC(NC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=N1 QRLSTWVLSWCGBT-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
- KGCQNRKGLJTDKT-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-dibutyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-dibutylphenol Chemical compound CCCCC1=C(O)C(CCCC)=CC(CC=2C(=C(CC=3C=C(CCCC)C(O)=C(CCCC)C=3)C(C)=C(CC=3C=C(CCCC)C(O)=C(CCCC)C=3)C=2C)C)=C1 KGCQNRKGLJTDKT-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 229920003319 Araldite® Polymers 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 description 1
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 1
- 239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
- 239000002656 Distearyl thiodipropionate Substances 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229920001890 Novodur Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- GBDHCWMCJJFRJN-UHFFFAOYSA-L [Ca+2].C(C)(C)(C)C(C1=CC=C(C=C1)O)(P([O-])([O-])=O)C(C)(C)C Chemical compound [Ca+2].C(C)(C)(C)C(C1=CC=C(C=C1)O)(P([O-])([O-])=O)C(C)(C)C GBDHCWMCJJFRJN-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- ROPXFXOUUANXRR-YPKPFQOOSA-N bis(2-ethylhexyl) (z)-but-2-enedioate Chemical compound CCCCC(CC)COC(=O)\C=C/C(=O)OCC(CC)CCCC ROPXFXOUUANXRR-YPKPFQOOSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019305 distearyl thiodipropionate Nutrition 0.000 description 1
- RRZCFXQTVDJDGF-UHFFFAOYSA-N dodecyl 3-(3-octadecoxy-3-oxopropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC RRZCFXQTVDJDGF-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000005294 ferromagnetic effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052595 hematite Inorganic materials 0.000 description 1
- 239000011019 hematite Substances 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- UCNNJGDEJXIUCC-UHFFFAOYSA-L hydroxy(oxo)iron;iron Chemical compound [Fe].O[Fe]=O.O[Fe]=O UCNNJGDEJXIUCC-UHFFFAOYSA-L 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 239000006247 magnetic powder Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- XKIVKIIBCJIWNU-UHFFFAOYSA-N o-[3-pentadecanethioyloxy-2,2-bis(pentadecanethioyloxymethyl)propyl] pentadecanethioate Chemical compound CCCCCCCCCCCCCCC(=S)OCC(COC(=S)CCCCCCCCCCCCCC)(COC(=S)CCCCCCCCCCCCCC)COC(=S)CCCCCCCCCCCCCC XKIVKIIBCJIWNU-UHFFFAOYSA-N 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- RAPZEAPATHNIPO-UHFFFAOYSA-N risperidone Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CCCCC4=NC=3C)=NOC2=C1 RAPZEAPATHNIPO-UHFFFAOYSA-N 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は電子写真トナー用離型剤組戊物およびトナー用
樹脂組成物に関する。さらに詳しくは、耐ホツトオフセ
ット性、帯電安定性に優れた加熱定着型の複写機もしく
はプリンター用に適した電子写真トナー用離型剤組成物
およびトナー用樹脂組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a release agent composition for electrophotographic toners and a resin composition for toners. More specifically, the present invention relates to a release agent composition for electrophotographic toners and a resin composition for toners, which have excellent hot offset resistance and charging stability and are suitable for use in heat-fixing type copying machines or printers.
［従来の技術］
熱定着方式のトナーはヒートロールにより支持体上に定
着される。その際、定着下限温度は低いことが望まれる
。一方ロール温度が高くなると、トナーがロールにくっ
つく現象が現われる。このホットオフセットの起こる温
度は高いことが望まれる。一般にバインダーの分子量が
高くなるとホットオフセット温度は高くなるが同時に定
着下限温度も高くなる。逆に分子量が下がるとホットオ
フセット温度と定着下限温度共に低くなる。[Prior Art] A heat fixing toner is fixed on a support by a heat roll. In this case, it is desired that the lower limit temperature of fixing is low. On the other hand, when the roll temperature increases, a phenomenon occurs in which toner sticks to the roll. It is desirable that the temperature at which this hot offset occurs is high. Generally, as the molecular weight of the binder increases, the hot offset temperature increases, but at the same time, the minimum fixing temperature also increases. Conversely, when the molecular weight decreases, both the hot offset temperature and the lower limit fixing temperature decrease.
この矛盾した要求性能を満たすための方法としてトナー
中に離型剤、例えば低分子量ポリプロピレンを添加して
トナーを製造しホットオフセット温度を高めた電子写真
トナー（例えば特公昭５２−３３０４号公報）が知られ
ている。As a method to meet this contradictory performance requirement, an electrophotographic toner (for example, Japanese Patent Publication No. 3304/1983) has been developed in which a release agent, such as low molecular weight polypropylene, is added to the toner to increase the hot offset temperature. Are known.
［発明が解決しようとする課題］
しかし従来技術の離型剤は、トナーに添加するとホット
オフセット温度を高めることはできても一方でトナーの
流動性を低下させる問題点を有している。[Problems to be Solved by the Invention] However, conventional mold release agents have the problem that when added to toner, although they can increase the hot offset temperature, they also reduce the fluidity of the toner.
また、トナーには製造時、及びトナ一定着時に過大な熱
が加えられ、トナーに通常使用されている染料、顔料が
劣化したり定着後のトナー画像が酸化をうけ、画像が退
色しやすくなる。In addition, excessive heat is applied to toner during manufacturing and when the toner is fixed, causing the dyes and pigments normally used in toner to deteriorate and toner images to be oxidized after fixing, making the images more likely to fade. .
酸化による染料、顔料の劣化を防止するために酸化防止
剤の添加が考えられる。結着樹脂に酸化防止剤を添加し
トナーを製造する方法では酸化防止剤を多量に（例えば
１〜５重量％）添加しなければならず、極性基を有する
酸化防止剤によって荷電制御が困難となり帯電安定性に
劣という欠点を有している。Addition of an antioxidant may be considered to prevent deterioration of dyes and pigments due to oxidation. In the method of producing toner by adding an antioxidant to the binder resin, a large amount of the antioxidant (for example, 1 to 5% by weight) must be added, and the antioxidant having a polar group makes it difficult to control the charge. It has the disadvantage of poor charging stability.
［課題を解決するための手段］
本発明者はホットオフセット温度が高く、トナーの流動
性を低下させることなく、製造工程での溶融混合中での
酸化を少量の酸化防止剤で防止できこのために帯電安定
性に優れ、定着後のトナー画像の退色も少なくない電子
写真トす−用離型剤及び電子写真トナー用組戊物につい
て鋭意検討した結果、本発明に到達した。すなわち、本
発明は 酸化防止剤とポリオレフィン系樹脂からなる離
型剤との組成物であり、１６０℃における溶融粘９度が
１０００ｃｐｓ以下 デュロメーター硬さが３０以上で
あることを特徴とする電子写真トナー用離型剤組成物並
びに熱可塑性樹脂と、請求項１記載のトナー用離型剤組
成物からなる電子写真トナー用樹脂組成物である。[Means for Solving the Problems] The present inventor has found that the hot offset temperature is high, and oxidation during melt mixing in the manufacturing process can be prevented with a small amount of antioxidant without reducing the fluidity of the toner. As a result of extensive research into release agents for electrophotographic toners and compositions for electrophotographic toners, which have excellent charging stability and do not cause a small amount of discoloration of toner images after fixing, the present invention has been arrived at. That is, the present invention provides an electrophotographic toner, which is a composition of an antioxidant and a mold release agent made of a polyolefin resin, and has a melt viscosity of 9 degrees at 160° C. of 1000 cps or less and a durometer hardness of 30 or more. A resin composition for an electrophotographic toner, comprising a mold release agent composition for a toner, a thermoplastic resin, and a mold release agent composition for a toner according to claim 1.
本発明に係る酸化防止剤としては特に限定されるもので
はないが芳香族系化合物、硫黄系化合物、燐系化合物及
びこれら２種以上の混合物等を挙げることができる。芳
香族化合物としては、例えばヒンダードフェノール系、
トリエチレングリコール−ビス［３−（３−ｔ−ブチル
−５−メチル−４−ヒドロキシフェニル）プロピオネー
ト］。The antioxidant according to the present invention is not particularly limited, but may include aromatic compounds, sulfur compounds, phosphorus compounds, and mixtures of two or more of these compounds. Examples of aromatic compounds include hindered phenol,
Triethylene glycol-bis[3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate].
１．６−ヘキサンシオールービス［３−（３，５−ジ−
ｔ−ブチル−４−ヒドロキシフェニル）プロピオネート
］、２，４−ビス−（ｎ−オクチルチオ）−６−（４−
ヒドロキシ−３，５−ジ−ｔ−ブチルアニリノ）−１，
３，５−トリアジン、ペンタエリスリチル−テトラキス
（３−（３。1,6-hexanethiol bis[3-(3,5-di-
t-butyl-4-hydroxyphenyl)propionate], 2,4-bis-(n-octylthio)-6-(4-
Hydroxy-3,5-di-t-butylanilino)-1,
3,5-triazine, pentaerythrityl-tetrakis (3-(3.
５−ジ−ｔ−ブチル−４−ヒドロキシフェニル）プロピ
オネート）、２，２−チオ−ジエチレンビス［３−（３
゜５−ジ−ｔ−ブチル−４−ヒドロキシフェニル）プロ
ピオネート］、オクタデシル−３−（３，５−ジ−ｔ−
ブチル−４−ヒドロキシフェニル）プロピオネート、２
，２−チオビス（４−メチル−６−ｔ−ブチルフェノー
ル） 、Ｎ、Ｎ’−へキサメチレンビス（３，５−ジ−
ｔ−ブチル−４−ヒドロキシ−ヒドロキシシンナマミド
、３．５−ｔ−ブチル−４−ヒドロキシーペンジルフォ
スフオネートージエチルエステル、１，３．５−トリメ
チル−２，４，６−トリス（３，５−ジ−ブチル−４−
ヒドロキシベンジル）ベンゼン等を挙げることができる
。硫黄系化合物としてはジラウリルチオジプロピオネー
ト、シミリスチルチオジプロピオネート、ラウリルステ
アリルチオジプロピオネートジステアリルチオジプロピ
オネート、３，３−チオジプロピオン酸、ペンタエリス
リトールテトラ（β−ラウリルチオプロピオン酸エステ
ル）等を挙げることができる。燐系化合物としてはトリ
ス（２，４−ジ−ｔ−ブチルフェニル）フォスファイト
テトラキス（２，４−ジ−ｔ−ブチルフェニル）−４，
４’−ビフェニレンフオスフォナイト、トリラウリルフ
ォスファイト、トリオクタデシルフォスファイト、トリ
ステアリルフォスファイト トリス（２，４−ｔ−ブチ
ルフェニル）フォスファイト、テトラキス（２，４−ジ
−ｔ−ブチルフェニル） −４，４’−ビフェニレンジ
フオスフオナイト、ジステアリルペンタエリスリトール
ジフオスファイト、ビス（２，４−ジーｔ−ブチルフェ
ニル）ペンタエリスリトールシフオスファイト９．１０
−ジヒドロ−９−オキサ−１０−フォスフォフェナンス
レンー１０−オキサイド、トリフェニルフォスフイン、
ビス［３，５−ジ−ｔ−ブチル−４−ヒドロキシルベン
ジルフォスフオン酸エチル］カルシウム等を挙げること
ができる。5-di-t-butyl-4-hydroxyphenyl)propionate), 2,2-thio-diethylenebis[3-(3
゜5-di-t-butyl-4-hydroxyphenyl)propionate], octadecyl-3-(3,5-di-t-
Butyl-4-hydroxyphenyl)propionate, 2
, 2-thiobis(4-methyl-6-t-butylphenol), N,N'-hexamethylenebis(3,5-di-
t-Butyl-4-hydroxy-hydroxycinnamamide, 3.5-t-butyl-4-hydroxy-penzylphosphonate diethyl ester, 1,3.5-trimethyl-2,4,6-tris( 3,5-di-butyl-4-
Hydroxybenzyl)benzene and the like can be mentioned. Sulfur-based compounds include dilaurylthiodipropionate, simiristylthiodipropionate, laurylstearylthiodipropionate, distearylthiodipropionate, 3,3-thiodipropionic acid, pentaerythritol tetra (β-laurylthiopropionate) acid esters), etc. Examples of phosphorus compounds include tris(2,4-di-t-butylphenyl)phosphitetetrakis(2,4-di-t-butylphenyl)-4,
4'-biphenylene phosphonite, trilauryl phosphite, triotadecyl phosphite, tristearylphosphite tris(2,4-t-butylphenyl) phosphite, tetrakis(2,4-di-t-butylphenyl) - 4,4'-biphenylene diphosphonite, distearylpentaerythritol diphosphite, bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite 9.10
-dihydro-9-oxa-10-phosphophenanthrene-10-oxide, triphenylphosphine,
Examples include bis[3,5-di-t-butyl-4-hydroxylbenzylphosphonate ethyl]calcium.
本発明に係るポリオレフィン系樹脂としては低溶融粘度
のポリオレフィン系樹脂、例えば１）：低溶融粘度のポ
リエチレン、ポリプロピレン（例えばタフティシティ−
が７０％以上のもの）、エチレン−αオレフィン（炭素
数３〜８）共重合体（例えば、エチレン−プロピレン共
重合体）、
２）： １）のエチレン性不飽和単量体（スチレン類、
（メタ）アクリル酸エステル類、マレイン酸誘導体類（
無水マレイン酸、マレイン酸ジメチルエステル、マレイ
ン酸ジエチルエステル、マレイン酸ジー２−エチルヘキ
シルエステル等））等及びこれらの弗素置換誘導体（例
えばパーフルオロヘキサエチルメタアクリレート等）、
シラン置換誘導体（例えばトリエトキシビニルシラン等
）等の付加物、
３）： １）の酸化物、
４）：エチレン性不飽和カルボン酸（（メタ）アクリル
酸、イタコン酸等）および／またはそのエステル（アル
キル（炭素数１〜１８）エステル等とエチレン性不飽和
炭化水素（エチレン、プロピレン、ブテン等）との共重
合体、およびこれらの混合物が挙げられる。The polyolefin resins according to the present invention include polyolefin resins with low melt viscosity, such as 1): polyethylene and polypropylene with low melt viscosity (such as tufticity).
70% or more), ethylene-α olefin (carbon number 3 to 8) copolymers (e.g. ethylene-propylene copolymers), 2): Ethylenically unsaturated monomers of 1) (styrenes,
(meth)acrylic acid esters, maleic acid derivatives (
maleic anhydride, dimethyl maleate, diethyl maleate, di-2-ethylhexyl maleate, etc.) and their fluorine-substituted derivatives (e.g. perfluorohexaethyl methacrylate, etc.),
3): an oxide of 1); 4): an ethylenically unsaturated carboxylic acid ((meth)acrylic acid, itaconic acid, etc.) and/or its ester ( Copolymers of alkyl (C1-C18) esters and ethylenically unsaturated hydrocarbons (ethylene, propylene, butene, etc.) and mixtures thereof may be mentioned.
本発明に係るポリオレフィン系樹脂の製法はｌ）は高溶
融粘度ポリオレフィン系樹脂を温度３００〜４５０℃反
応時間０．５〜１０時間で熱減成するかオレフィンを公
知の重合方法により単独または共重合させることによっ
て得られる。２）は１）の低溶融粘度ポリオレフィンと
エチレン性不飽和量体とを過酸化物触媒の存在下または
無触媒下で付加反応させることにより得られる。３）は
１）の低溶融粘度ポリオレフィンを酸素または酸素含有
ガス（空気）で酸化する方法、オゾン含有酸素またはオ
ゾン含有ガス（空気）で酸化する方法で得られる。酸化
物の酸価は、通常１００以下、好ましくは５０以下であ
る。４）はエチレン性°不飽和カルボン酸および／また
はアルキルエステル（炭素数１〜１８）とエチレン性不
飽和炭化水素との共重合によって得られる。エチレン性
不飽和カルボン酸および／またはそのアルキルエステル
の量は重量基準で通常３０％以下、好ましくは２０％以
下である。The method for producing the polyolefin resin according to the present invention is l) by thermally degrading a high melt viscosity polyolefin resin at a temperature of 300 to 450°C for a reaction time of 0.5 to 10 hours, or by monopolymerizing or copolymerizing an olefin by a known polymerization method. obtained by letting 2) can be obtained by subjecting the low melt viscosity polyolefin of 1) to an addition reaction with an ethylenically unsaturated polymer in the presence of a peroxide catalyst or in the absence of a catalyst. 3) can be obtained by oxidizing the low melt viscosity polyolefin of 1) with oxygen or oxygen-containing gas (air), or by oxidizing with ozone-containing oxygen or ozone-containing gas (air). The acid value of the oxide is usually 100 or less, preferably 50 or less. 4) is obtained by copolymerization of an ethylenically unsaturated carboxylic acid and/or alkyl ester (having 1 to 18 carbon atoms) and an ethylenically unsaturated hydrocarbon. The amount of ethylenically unsaturated carboxylic acid and/or its alkyl ester is usually 30% or less, preferably 20% or less, based on weight.
本発明に係る酸化防止剤の添加量は離型剤の重量に基づ
いて通常１〜１００００ＰＰＭ、好ましくはｌＯ〜３０
００ＰＰＭである。ＩＰＰＭ未満であると酸化防止効果
が不十分であり１００００ＰＰＭを越えると電子写真ト
ナーとした時、帯電制御が難しくなることがある。The amount of the antioxidant according to the present invention added is usually 1 to 10,000 PPM, preferably 10 to 30 PPM, based on the weight of the mold release agent.
It is 00PPM. If it is less than IPPM, the antioxidant effect will be insufficient, and if it exceeds 10,000 PPM, charge control may become difficult when used as an electrophotographic toner.
本発明に係る酸化防止剤の添加方法は高溶融粘度ポリオ
レフィン系樹脂製造時に添加してもよいし、ポリオレフ
ィン系樹脂製造時に添加しても構わない。The antioxidant according to the present invention may be added during the production of the high melt viscosity polyolefin resin, or may be added during the production of the polyolefin resin.
本発明の離型剤組成物の１６０℃における溶融粘度は１
０００ｃｐｓ以下、好ましくは５００ｃｐｓ以下である
。１６０℃における溶融粘度が１０００ｃｐｓを越える
ものは、電子写真トナーとするとホットオフセット温度
が不十分となる。離型剤組成物の１６０℃における溶融
粘度はブルックフィールド型回転粘度計を用いて測定す
ることができる。The melt viscosity at 160°C of the mold release agent composition of the present invention is 1
000 cps or less, preferably 500 cps or less. If the melt viscosity at 160° C. exceeds 1000 cps, the hot offset temperature will be insufficient when used as an electrophotographic toner. The melt viscosity of the mold release agent composition at 160° C. can be measured using a Brookfield rotational viscometer.
測定温度以外の条件は、ＪＩＳ−に１５５７−１９７０
に準じて行なうことができる。測定試料の温度調整には
、温度レギュレーター付きオイルバスを用いることがで
きる。Conditions other than measurement temperature are JIS-1557-1970.
This can be done in accordance with. An oil bath with a temperature regulator can be used to adjust the temperature of the measurement sample.
本発明の離型剤組成物のデュロメーター硬さは３０以上
、好ましくは４０以上である。デュロメーター硬さが３
０未満では電子写真トナーとした際トナーの流動性が不
十分である。デュロメーター硬さはＡＳＴＭ Ｄ−２２
４０に準じて行なう。The durometer hardness of the mold release agent composition of the present invention is 30 or more, preferably 40 or more. Durometer hardness is 3
If it is less than 0, the toner will have insufficient fluidity when used as an electrophotographic toner. Durometer hardness is ASTM D-22
40.
本発明の離型剤組成物は酸化防止剤とポリオレフィン系
樹脂からなる離型剤を含有するものである。さらに本発
明の離型剤組成物に熱可塑性樹脂を含有することにより
電子写真トナーとして用いることもできる。The mold release agent composition of the present invention contains a mold release agent made of an antioxidant and a polyolefin resin. Furthermore, by containing a thermoplastic resin in the release agent composition of the present invention, it can also be used as an electrophotographic toner.
本発明に係る熱可塑性樹脂としては、スチレン系樹脂、
ポリエステル系樹脂、エポキシ系樹脂、ポリウレタン系
樹脂等の熱可塑性樹脂を挙げることができる。The thermoplastic resin according to the present invention includes styrene resin,
Examples include thermoplastic resins such as polyester resins, epoxy resins, and polyurethane resins.
本発明に係るスチレン系樹脂としては、スチレン系単量
体とその他の単量体との共重合体が挙げられる。スチレ
ン系単量体としては、スチレン、アルキルスチレン（例
えばα−メチルスチレン、Ｐ−メチルスチレン）等が挙
げられる。Examples of the styrenic resin according to the present invention include copolymers of styrene monomers and other monomers. Examples of the styrenic monomer include styrene, alkylstyrene (eg, α-methylstyrene, P-methylstyrene), and the like.
このうち好ましいものはスチレンである。その他の単量
体としては（メタ）アクリル酸エステル系単量体［アル
キル（メタ）アクリレート（アルキル基の炭素数が１〜
１８のもの、例えばメチル（メタ）アクリレート、エチ
ル（メタ）アクリレートブチル（メタ）アクリレート、
２−エチルヘキシル（メタ）アクリレート、ラウリル（
メタ）アクリレート、ステアリル（メタ）アクリレート
等）、ヒドロキシル基含有（メタ）アクリレート（ヒド
ロキシエチル（メタ）アクリレート等）、アミノ基含有
（メタ）アクリレート（ジメチルアミノエチル（メタ）
アクリート、ジエチルアミノエチル（メタ）アクリレー
ト等）等］、ビニルエステル（酢酸ビニル等）、ビニル
エーテル（ビニルエチルエーテル等）、脂肪族炭化水素
系ビニル（α−オレフィン、イソプレン、ブタジェン等
）、ニトリル基含有ビニル化合物［（メタ）アクリロニ
トリル等］ 、Ｎ−ビニル化合物（Ｎ−ビニルピロリド
ン等）、不飽和カルボン酸もしくはその無水物［（メタ
）アクリル酸、無水マレイン酸、無水イタコン酸等］ま
たは分子内に２個以上の重合性官能基を有する架橋性単
量体（ジビニルベンゼン、エチレングリコールジアクリ
レート等）等、及びこれらの２種以上の混合物を挙げる
ことができる。Among these, styrene is preferred. Other monomers include (meth)acrylic acid ester monomers [alkyl (meth)acrylates (alkyl groups have 1 to 1 carbon atoms]
18, such as methyl (meth)acrylate, ethyl (meth)acrylate butyl (meth)acrylate,
2-ethylhexyl (meth)acrylate, lauryl (
meth)acrylate, stearyl (meth)acrylate, etc.), hydroxyl group-containing (meth)acrylate (hydroxyethyl (meth)acrylate, etc.), amino group-containing (meth)acrylate (dimethylaminoethyl (meth)acrylate, etc.)
acrylate, diethylaminoethyl (meth)acrylate, etc.), vinyl esters (vinyl acetate, etc.), vinyl ethers (vinylethyl ether, etc.), aliphatic hydrocarbon vinyls (α-olefin, isoprene, butadiene, etc.), nitrile group-containing vinyls Compounds [(meth)acrylonitrile, etc.], N-vinyl compounds (N-vinylpyrrolidone, etc.), unsaturated carboxylic acids or their anhydrides [(meth)acrylic acid, maleic anhydride, itaconic anhydride, etc.], or 2 in the molecule. Examples include crosslinkable monomers having at least one polymerizable functional group (divinylbenzene, ethylene glycol diacrylate, etc.), and mixtures of two or more thereof.
スチレン系樹脂としてはスチレン（７０）−ブチルアク
リレート（３０）−ジビニルベンゼン共重合体等が挙げ
られる。（）内はモル数を示す。Examples of the styrene resin include styrene (70)-butyl acrylate (30)-divinylbenzene copolymer. The numbers in parentheses indicate the number of moles.
本発明に係るポリエステル系樹脂としては多価アルコー
ルと多価カルボン酸との重縮合物が挙げられる。多価ア
ルコールとしては例えば、エチレングリコール、１．２
−プロピレングリコール、１．３−プロピレングリコー
ル、１．６−ヘキサンジオール、ネオペンチルグリコー
ル、ジエチレングリコール、水添ビスフェノフル穴等の
ジオール、トリメチロールプロパン等のポリオールジオ
ール、ポリオール、ビスフェノール（ビスフェノールＡ
等）のアルキレンオキサイド（エチレンオキサイド、プ
ロピレンオキサイド等）付加物等を挙げることができる
。これらのうち好ましいのはビスフェノールＡのプロピ
レンオキサイド付加物である。多価カルボン酸としては
例えばマロン酸、コハク酸、アジピン酸等の脂肪族ジカ
ルボン酸、および無水フタル酸、フタル酸、テレフタル
酸、イソフタル酸等の芳香族ジカルボン酸および無水物
、およびトリメリット酸等のポリカルボン酸等を挙げる
ことができる。ポリエステル系樹月旨としては、テレフ
タル酸とビスフェノールＡのプロピレン付加物とのポリ
エステルが挙げられる。Examples of the polyester resin according to the present invention include polycondensates of polyhydric alcohols and polyhydric carboxylic acids. Examples of polyhydric alcohols include ethylene glycol, 1.2
- Diols such as propylene glycol, 1,3-propylene glycol, 1,6-hexanediol, neopentyl glycol, diethylene glycol, hydrogenated bisphenofluoric acid, polyols such as trimethylolpropane, polyols, bisphenol (bisphenol A
etc.) and alkylene oxide (ethylene oxide, propylene oxide, etc.) adducts. Among these, preferred is a propylene oxide adduct of bisphenol A. Examples of polyvalent carboxylic acids include aliphatic dicarboxylic acids such as malonic acid, succinic acid, and adipic acid; aromatic dicarboxylic acids and anhydrides such as phthalic anhydride, terephthalic acid, and isophthalic acid; and trimellitic acid. Polycarboxylic acids and the like can be mentioned. Examples of polyester resins include polyesters of terephthalic acid and propylene adducts of bisphenol A.
本発明に係るエポキシ系樹脂としてはビスフェノールＡ
とエピクロルヒドリンの付加縮合物等が挙げられる。例
えば市販されている代表的なエポキシ系樹脂としては、
エピコート１００４．１００７等（シェル化学社製）
アラルダイト６０８４．７０７２等（ＣＩＢＡ社製）
、ＡＥＲ６６４（旭化戒製）等を挙げることができる。As the epoxy resin according to the present invention, bisphenol A
Examples include addition condensates of and epichlorohydrin. For example, typical commercially available epoxy resins include:
Epicote 1004.1007 etc. (manufactured by Shell Chemical Co., Ltd.)
Araldite 6084.7072 etc. (manufactured by CIBA)
, AER664 (manufactured by Asahi Kakai), etc.
本発明に係るポリウレタン系樹脂としてはジイソシアネ
ート成分と多価アルコール成分の重付加物等が挙げられ
る。ジイソシアネート成分としてはトルエンジイソシア
ネート、ジフェニルメタンジイソシアネート等の芳香族
ジイソシアネート、インホロンジイソシアネート、水添
ジフェニルメタンジイソシアネート等の脂環式ジイソシ
アネートおよびエチレンジイソシアネートテトラメチレ
ンジイソシアネートヘキサメチレンジイソシアネート等
の脂肪族ジイソシアネート等が挙げられる。これらのう
ち好ましくは芳香族ジイソシアネートである。多価アル
コールとしては前記ポリエステル系樹脂に用いたジオー
ル、トリオール、ビスフェノール（ビスフェノールＡ等
）のアルキレンオキサイド（エチレンオキサイド、プロ
ピレンオキサイド等）付加物であるポリエーテルポリオ
ール、前記ポリエステル系樹脂のうち末端ヒドロキシル
基を有するポリエステルポリオール等が挙げられる。こ
れらのうち好ましいものはビスフェノールＡのプロピレ
ンオキサイド付加物である。Examples of the polyurethane resin according to the present invention include polyadducts of diisocyanate components and polyhydric alcohol components. Examples of the diisocyanate component include aromatic diisocyanates such as toluene diisocyanate and diphenylmethane diisocyanate, alicyclic diisocyanates such as inphorone diisocyanate and hydrogenated diphenylmethane diisocyanate, and aliphatic diisocyanates such as ethylene diisocyanate, tetramethylene diisocyanate, and hexamethylene diisocyanate. Among these, aromatic diisocyanates are preferred. Examples of polyhydric alcohols include diols, triols, and polyether polyols that are alkylene oxide (ethylene oxide, propylene oxide, etc.) adducts of bisphenol (bisphenol A, etc.) used in the polyester resin, and terminal hydroxyl groups in the polyester resin. Examples include polyester polyols having the following. Among these, preferred is the propylene oxide adduct of bisphenol A.
本発明に係る熱可塑性樹脂は公知の重合方法を用いて単
量体を重合させることによって得られる。The thermoplastic resin according to the present invention can be obtained by polymerizing monomers using a known polymerization method.
熱可塑性樹脂は予め本発明の離型剤組成物に混合させ電
子写真トナー用樹脂組成物とすることも、トナー製造に
際しに離型剤組成物と共に添加して電子写真トナーとす
ることもできる。The thermoplastic resin can be mixed in advance with the release agent composition of the present invention to form a resin composition for an electrophotographic toner, or it can be added together with the release agent composition during toner production to form an electrophotographic toner.
熱可塑性樹脂の含有量は本発明の樹脂組成物の重量に基
づいて通常９９．５％以下である。The content of thermoplastic resin is usually 99.5% or less based on the weight of the resin composition of the present invention.
本発明の離型剤組成物と熱可塑性樹脂の混合方法は公知
の方法で行なうことができ例えば熱可塑性樹脂重合時添
加しても、熱可塑性樹脂と離型剤組成物を混合機により
添加しても構わなし）。The mold release agent composition of the present invention and the thermoplastic resin can be mixed by a known method. For example, even if the mixture is added during polymerization of the thermoplastic resin, the thermoplastic resin and the mold release agent composition are added using a mixer. ).
本発明の電子写真トナー用離型剤組成物または電子写真
トナー用樹脂組成物は、前記熱可塑性樹脂、着色剤、さ
らに種々の添加剤等を含有させ電子写真トナーとするこ
とができる。The release agent composition for electrophotographic toners or the resin composition for electrophotographic toners of the present invention can be made into an electrophotographic toner by containing the thermoplastic resin, a colorant, various additives, and the like.
着色剤としてはカーボン、鉄黒、ベンジジンイエロー
キナクドリン、ローダミンＢ、フタロシアニン等が挙げ
られる。磁性粉として鉄、コバルト、ニッケル等の強磁
性金属の粉末もしくはマグネタイトヘマタイトフェライ
ト等を用いてもよい。Coloring agents include carbon, iron black, and benzidine yellow.
Examples include quinacudrine, rhodamine B, and phthalocyanine. As the magnetic powder, powders of ferromagnetic metals such as iron, cobalt, nickel, etc., magnetite hematite ferrite, etc. may be used.
さらに種々の添加剤としては荷電調整剤にグロシン、四
級アンモニウム塩等）、可塑剤等が挙げられる。Furthermore, various additives include charge control agents such as glosine and quaternary ammonium salts, and plasticizers.
電子写真トナーの成分としては本発明のトナー用離型剤
組成物が０．５〜２０重量％となるように本発明の樹脂
組成物を通常０．５〜９５重量％、熱可塑性樹脂を０〜
９５重量％、着色剤を通常３〜５０重量％、荷電制御剤
を０．５〜５％等を用いる。The components of the electrophotographic toner are usually 0.5 to 95% by weight of the resin composition of the present invention so that the release agent composition for toner of the present invention is 0.5 to 20% by weight, and 0% of the thermoplastic resin. ~
95% by weight, a coloring agent in an amount of usually 3 to 50% by weight, and a charge control agent in an amount of 0.5 to 5%.
本発明のトナー用離型剤組成物の添加方法はトナー製造
時に加えても熱可塑性樹脂に予め混合した形で用いても
よい。また熱可塑性樹脂重合時、他成分と共に系に加え
ても構わない。The toner release agent composition of the present invention may be added at the time of toner production or may be used in the form of being mixed in advance with the thermoplastic resin. Furthermore, it may be added to the system together with other components during thermoplastic resin polymerization.
電子写真トナーの製造は１）前記トナー成分を乾式ブレ
ンドした後、溶融混練されその後粗粉砕され、最終的に
ジェット粉砕機を用いて微粉化し、さらに分級し粒径が
通常２〜２０μの微粉として得るか、２）熱可塑性樹脂
成分の単量体を他のトナー成分存在下で、重合し粒径が
通常２〜２０μの微粉を得ることによっても得ることが
できるが、特に製法はこれらに限定されるものではない
。The production of electrophotographic toner is as follows: 1) After dry blending the toner components, the toner components are melt-kneaded, then coarsely pulverized, and finally pulverized using a jet pulverizer, and further classified to form a fine powder with a particle size of usually 2 to 20μ. 2) It can also be obtained by polymerizing the monomer of the thermoplastic resin component in the presence of other toner components to obtain a fine powder with a particle size of usually 2 to 20 μm, but the manufacturing method is particularly limited to these. It is not something that will be done.
前記電子写真トナーは必要に応じて鉄粉、ガラスピーズ
、ニッケル粉、フェライト等のキャリアー粒子と混合さ
れて電気的潜像の現像剤として用いられる。また粉体の
流動性改良のため疏水性コロイダルシリカ微粉末を用い
ることもできる。The electrophotographic toner is mixed with carrier particles such as iron powder, glass beads, nickel powder, ferrite, etc., as required, and used as a developer for an electrical latent image. Furthermore, hydrophobic colloidal silica fine powder can also be used to improve the fluidity of the powder.
前記電子写真トナーは複写機たとえば加熱定着型の複写
機またはプリンターの熱定着用ヒートロール部で加熱さ
れることによって支持体（紙、ポリエステルフィルム等
）に定着し記録材料とされる。The electrophotographic toner is heated by a heat-fixing heat roll section of a copying machine, such as a heat-fixing type copying machine or a printer, so that it is fixed on a support (paper, polyester film, etc.) and used as a recording material.
［実施例］
以下実施例により本発明をさらに説明するが本発明はこ
れにより限定されるものではない。[Examples] The present invention will be further explained below with reference to Examples, but the present invention is not limited thereto.
実施例中、部はいずれも重量部を現す。In the examples, all parts represent parts by weight.
実施例１
高溶融粘度ポリプロピレン１０００部にトリス（２，４
−ジ−ｔ−ブチルフェニル）フォスファイト０．１部を
添加し３５０℃で１時間熱減成し、１６０℃における溶
融粘度９０ｃｐｓ 、デュロメーター硬さ５０の組成物
を得た。これを本発明の電子写真トナー用離型剤組成物
とする。Example 1 Tris (2,4
0.1 part of -di-t-butylphenyl) phosphite was added and thermally degraded at 350°C for 1 hour to obtain a composition having a melt viscosity at 160°C of 90 cps and a durometer hardness of 50. This is referred to as the release agent composition for electrophotographic toner of the present invention.
実施例２
高溶融粘度ポリプロピレン１０００部を３６０℃、１時
間で熱誠成し、得られたポリプロピレンにビス（３，５
−ジ−ｔ−ブチル−４−ヒドロキシルベンジルフォスフ
オン酸エチル）カルシウム１部を添加し溶融粘度が５０
ｃｐ 、デュロメーター硬さ４７の組成物を得た。これ
を本発明の電子写真トナー用離型剤組成物とする。Example 2 1000 parts of high melt viscosity polypropylene was heat formed at 360°C for 1 hour, and bis(3,5
- 1 part of calcium di-t-butyl-4-hydroxylbenzylphosphonate (ethyl) was added, and the melt viscosity was 50.
cp and a durometer hardness of 47 was obtained. This is referred to as the release agent composition for electrophotographic toner of the present invention.
比較例１
実施例２で用いたポリプロピレン（１６０℃における溶
融粘度が５０、デュロメーター硬さ４６）の離型剤を比
較離型剤とする。Comparative Example 1 The mold release agent for polypropylene (melt viscosity at 160° C.: 50, durometer hardness: 46) used in Example 2 was used as a comparative mold release agent.
実施例３
実施例１の離型剤組成物１０００部と、スチレン６６０
部、ブチルアクリレート３４０部を溶剤、重合開始剤を
用いず１３０〜１８０℃で熱重合を行ない本発明の電子
写真トナー用樹脂組成物を得た。Example 3 1000 parts of the mold release agent composition of Example 1 and 660 parts of styrene
340 parts of butyl acrylate were thermally polymerized at 130 to 180° C. without using a solvent or a polymerization initiator to obtain a resin composition for electrophotographic toner of the present invention.
参考例１
スチレン６６０部、ブチルアクリレート３４ｏ合１溶剤
、重合開始剤を用いず１３０〜１８０’Ｃで熱重ぞを行
ない熱可塑性樹脂を得た。この熱可塑性樹脂のＴｇは５
３℃、数平均分子量は１１０００、重量平埃分子量は７
００００であった。分子量の測定はＧＰ（法により行な
った。ＧＰＣ法による熱可塑性樹脂の分子量測定は以下
の条件で行なった。Reference Example 1 A thermoplastic resin was obtained by heating at 130 to 180'C without using 660 parts of styrene, 340 butyl acrylate, 1 solvent, and a polymerization initiator. The Tg of this thermoplastic resin is 5
3℃, number average molecular weight is 11000, weight average molecular weight is 7
It was 0000. The molecular weight was measured by the GP method. The molecular weight of the thermoplastic resin was measured by the GPC method under the following conditions.
装置 東洋曹達製 ＨＬＣ８０２Ａカラム
ＴＳＫ ｇｅｌ ＧＭ）（６２本測定温度 ４０℃
試料溶液 ０．５ｗｔ％のＴＨＦ溶液溶液注入量 ２
００μｌ
検出装置 屈折率検出器
参考例２
実施例１の離型剤組成物および参考例１の熱可塑性樹脂
を用いて以下の方法により電子写真用トナーを作製した
。さらに、電子写真現像剤を作製した。Equipment HLC802A column manufactured by Toyo Soda
TSK gel GM) (62 bottles Measurement temperature: 40°C Sample solution: 0.5 wt% THF solution Injection amount: 2
00 μl Detector Refractive Index Detector Reference Example 2 An electrophotographic toner was prepared using the release agent composition of Example 1 and the thermoplastic resin of Reference Example 1 in the following manner. Furthermore, an electrophotographic developer was produced.
トナー作製方法
参考例１の熱可塑性樹脂 ８７部実施例１の離型
剤組成物 ６部
カーボンブラック ８部（三菱化成工業
具（株）製ＭＡ−１００）荷電調整剤
１部
（保土谷化学工業（株）製
スピロンブラックＴＲＨ）
上記配合物を粉体ブレンドしたのちラボプラス１−ミル
で１３０℃、２０ｒｐｍで２０分間混練し、混練物をジ
ェットミルＰＪＭ１００ （日本ニューマチック社製）
で微粉砕した。粉体気流分級機ＭＳＤ （日本ニューマ
チック社製）で微粉砕物から２μ以下の微粉をカットし
た。得られた粉体１０００部にアエロジルＲ９７２（日
本アエロジル）３部を均一混合してトナーを得た。Toner Preparation Method Thermoplastic resin of Reference Example 1 87 parts Release agent composition of Example 1 6 parts Carbon black 8 parts (MA-100 manufactured by Mitsubishi Kasei Kogyo Co., Ltd.) Charge control agent
1 part (Spiron Black TRH manufactured by Hodogaya Chemical Industry Co., Ltd.) The above mixture was powder-blended and then kneaded in a Labo Plus 1-mil at 130°C and 20 rpm for 20 minutes. company)
It was finely ground. Fine powder of 2 μm or less was cut from the finely ground material using a powder air classifier MSD (manufactured by Nippon Pneumatic Co., Ltd.). A toner was obtained by uniformly mixing 3 parts of Aerosil R972 (Nippon Aerosil) with 1000 parts of the obtained powder.
現像剤作製方法
上記トナー２５部に電子写真用キャリアー鉄粉（日本鉄
粉社製Ｆ−１００） １０００部を混合して電子写真用
現像剤ｌを得た。Method for Preparing Developer 25 parts of the above toner were mixed with 1000 parts of carrier iron powder for electrophotography (F-100 manufactured by Nippon Tetsuko Co., Ltd.) to obtain developer l for electrophotography.
参考例３
参考例２における実施例１の離型剤組成物を実施例２の
離型剤組成物にする以外は同様の方法により電子写真用
現像剤２を得た。Reference Example 3 Electrophotographic developer 2 was obtained in the same manner as in Reference Example 2, except that the release agent composition of Example 1 was changed to the release agent composition of Example 2.
参考例４
参考例２における実施例１の離型剤組成物６部を実施例
３の樹脂組成物１２部にする以外は同様の方法により電
子写真現像剤３を得た。Reference Example 4 Electrophotographic developer 3 was obtained in the same manner as in Reference Example 2, except that 6 parts of the release agent composition of Example 1 was replaced with 12 parts of the resin composition of Example 3.
比較参考例１
参考例２における実施例１の離型剤組成物を比較例１の
比較離型剤にする以外は同様の方法により比較電子写真
用現像剤１を得た。Comparative Reference Example 1 Comparative electrophotographic developer 1 was obtained in the same manner as in Reference Example 2, except that the release agent composition of Example 1 was used as the comparative release agent of Comparative Example 1.
比較参考例２
参考例２において、トナー製造時にさらにトリス（２，
４−ジ−ｔ−ブチルフェニル）フォスファイト５部を添
加する以外は同様の方法により比較電子写真用現像剤２
を得た。Comparative Reference Example 2 In Reference Example 2, Tris (2,
Comparative electrophotographic developer 2 was prepared in the same manner except that 5 parts of 4-di-t-butylphenyl) phosphite was added.
I got it.
現像剤の評価結果を表−１に示す。The evaluation results of the developer are shown in Table 1.
表−１
現像剤の評価
注）流動性
ホソカワミクロン社製パウダーテスターを用いて流動性
指数を測定し評価した。Table 1 Evaluation of developer Note) Fluidity The fluidity index was measured and evaluated using a powder tester manufactured by Hosokawa Micron.
Ｅ 流動性指数８０以上
Ｇ 流動性指数７０以上８０未満
Ｐ 流動性指数７０未満
耐ホフトＩ７セツト性
市販の熱定着方式の複写機を用い、
ヒートロール温度が２３０℃の時ホットオフセットが発
生しているかを目視で評価した。E Fluidity index: 80 or more G Fluidity index: 70 or more and less than 80 P Fluidity index: less than 70 Hoft resistance I7 Setting property Hot offset occurs when the heat roll temperature is 230°C using a commercially available heat fixing type copier. The presence of fish was visually evaluated.
帯電安定性
５００枚複写した時のトナー帯電ｔ Ｑ １１００００
枚複写した時のトナー帯電量Ｑ２をブローオフ帯電量測
定器で測定した。Charge stability Toner charge when copying 500 sheets Q 110000
The toner charge amount Q2 upon copying was measured using a blow-off charge amount measuring device.
Ｅ １ｌ−Ｃｈ ／Ｑ２１≦０．１
Ｇ Ｏ，１＜ＩＩ Ｑｌ ／Ｑ２１≦０．３Ｐ
Ｏ，３＜１ｌ−Ｑｌ ／Ｑｚ ＋本発明の離型剤及び組
成物を含んだ電子写真用トナーはトナーの流動性や耐ホ
ツトオフセット性に優れているのみならず帯電安定性に
も優れていることが確認できた。E 1l-Ch /Q21≦0.1 G O,1<II Ql /Q21≦0.3P
O,3<1l-Ql/Qz +The electrophotographic toner containing the mold release agent and composition of the present invention not only has excellent toner fluidity and hot offset resistance, but also has excellent charging stability. I was able to confirm that there was.
［発明の効果］[Effect of the invention]
Claims (1)
との組成物であり、１６０℃における溶融粘度が１００
０ｃｐｓ以下、デュロメーター硬さが３０以上であるこ
とを特徴とする電子写真トナー用離型剤組成物。 ２、離型剤の重量に対して１〜１００００ＰＰＭ以下の
酸化防止剤を含有する請求項１記載の組成物。 ３、熱可塑性樹脂と、請求項１記載の電子トナー用離型
剤組成物からなる電子写真トナー用樹脂組成物。[Claims] 1. A composition of an antioxidant and a mold release agent made of a polyolefin resin, which has a melt viscosity of 100 at 160°C.
A release agent composition for an electrophotographic toner, characterized in that it has a hardness of 0 cps or less and a durometer hardness of 30 or more. 2. The composition according to claim 1, which contains 1 to 10,000 PPM of antioxidant based on the weight of the mold release agent. 3. A resin composition for electrophotographic toner, comprising a thermoplastic resin and the release agent composition for electronic toner according to claim 1.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1323507A JP2565780B2 (en) | 1989-12-13 | 1989-12-13 | Release agent composition for electrophotographic toner |
| GB9016264A GB2234602B (en) | 1989-07-31 | 1990-07-25 | Releasing composition for electrophotographic toner |
| US07/559,209 US5238767A (en) | 1989-07-31 | 1990-07-30 | Releasing composition for electrophotographic toner |
| DE4024209A DE4024209A1 (en) | 1989-07-31 | 1990-07-31 | RELEASE COMPOSITION FOR ELECTROPHOTOGRAPHIC TONERS |
| GB9306464A GB2263555B (en) | 1989-07-31 | 1993-03-29 | Releasing agents and compositions for electrophotographic toner |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1323507A JP2565780B2 (en) | 1989-12-13 | 1989-12-13 | Release agent composition for electrophotographic toner |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03182768A true JPH03182768A (en) | 1991-08-08 |
| JP2565780B2 JP2565780B2 (en) | 1996-12-18 |
Family
ID=18155463
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1323507A Expired - Fee Related JP2565780B2 (en) | 1989-07-31 | 1989-12-13 | Release agent composition for electrophotographic toner |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2565780B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09138524A (en) * | 1995-11-14 | 1997-05-27 | Sanyo Chem Ind Ltd | Positive charge type toner |
| KR101588127B1 (en) * | 2014-07-22 | 2016-01-22 | 유진영 | Air pump integrated pull-type cupping device |
| JP2018180150A (en) * | 2017-04-07 | 2018-11-15 | 京セラドキュメントソリューションズ株式会社 | Toner for electrostatic latent image development and method for manufacturing the same |
| WO2020040249A1 (en) * | 2018-08-23 | 2020-02-27 | 株式会社ネオス | Heat-resistant release agent composition |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4965231A (en) * | 1972-10-21 | 1974-06-25 | ||
| JPS5143520A (en) * | 1974-10-11 | 1976-04-14 | Mitsubishi Motors Corp | Jidoshano shakochoseisochi |
| JPS5490291A (en) * | 1978-12-01 | 1979-07-17 | Mitsui Toatsu Chem Inc | Method of reducing molecular weight of crystalline polypropylene |
| JPS5560960A (en) * | 1978-10-31 | 1980-05-08 | Agfa Gevaert Nv | Composition for developing electrostatic image and method of development |
| JPS58100139A (en) * | 1981-12-09 | 1983-06-14 | Canon Inc | Heat roller fixing toner |
| JPS6162056A (en) * | 1984-09-04 | 1986-03-29 | Konishiroku Photo Ind Co Ltd | Picture formation method |
| JPH01185557A (en) * | 1988-01-18 | 1989-07-25 | Konica Corp | Toner for developing electrostatic latent image |
| JPH01284863A (en) * | 1988-05-12 | 1989-11-16 | Minolta Camera Co Ltd | Toner |
-
1989
- 1989-12-13 JP JP1323507A patent/JP2565780B2/en not_active Expired - Fee Related
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4965231A (en) * | 1972-10-21 | 1974-06-25 | ||
| JPS5143520A (en) * | 1974-10-11 | 1976-04-14 | Mitsubishi Motors Corp | Jidoshano shakochoseisochi |
| JPS5560960A (en) * | 1978-10-31 | 1980-05-08 | Agfa Gevaert Nv | Composition for developing electrostatic image and method of development |
| JPS5490291A (en) * | 1978-12-01 | 1979-07-17 | Mitsui Toatsu Chem Inc | Method of reducing molecular weight of crystalline polypropylene |
| JPS58100139A (en) * | 1981-12-09 | 1983-06-14 | Canon Inc | Heat roller fixing toner |
| JPS6162056A (en) * | 1984-09-04 | 1986-03-29 | Konishiroku Photo Ind Co Ltd | Picture formation method |
| JPH01185557A (en) * | 1988-01-18 | 1989-07-25 | Konica Corp | Toner for developing electrostatic latent image |
| JPH01284863A (en) * | 1988-05-12 | 1989-11-16 | Minolta Camera Co Ltd | Toner |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09138524A (en) * | 1995-11-14 | 1997-05-27 | Sanyo Chem Ind Ltd | Positive charge type toner |
| KR101588127B1 (en) * | 2014-07-22 | 2016-01-22 | 유진영 | Air pump integrated pull-type cupping device |
| JP2018180150A (en) * | 2017-04-07 | 2018-11-15 | 京セラドキュメントソリューションズ株式会社 | Toner for electrostatic latent image development and method for manufacturing the same |
| WO2020040249A1 (en) * | 2018-08-23 | 2020-02-27 | 株式会社ネオス | Heat-resistant release agent composition |
| JPWO2020040249A1 (en) * | 2018-08-23 | 2021-09-24 | 株式会社ネオス | Heat resistant mold release agent composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2565780B2 (en) | 1996-12-18 |
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