JPS62189476A - Toner composition for electrophotography - Google Patents
Toner composition for electrophotographyInfo
- Publication number
- JPS62189476A JPS62189476A JP61029897A JP2989786A JPS62189476A JP S62189476 A JPS62189476 A JP S62189476A JP 61029897 A JP61029897 A JP 61029897A JP 2989786 A JP2989786 A JP 2989786A JP S62189476 A JPS62189476 A JP S62189476A
- Authority
- JP
- Japan
- Prior art keywords
- toner
- weight
- vinyl
- contg
- acrylamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229920006163 vinyl copolymer Polymers 0.000 claims abstract description 10
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims abstract description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract description 16
- 239000002253 acid Substances 0.000 abstract description 15
- 239000004014 plasticizer Substances 0.000 abstract description 15
- 230000000694 effects Effects 0.000 abstract description 10
- 238000012546 transfer Methods 0.000 abstract description 7
- 238000010521 absorption reaction Methods 0.000 abstract description 3
- 238000004140 cleaning Methods 0.000 abstract description 3
- 229920001577 copolymer Polymers 0.000 abstract description 3
- 238000011161 development Methods 0.000 abstract description 2
- 229920002554 vinyl polymer Polymers 0.000 description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 238000013508 migration Methods 0.000 description 10
- 230000005012 migration Effects 0.000 description 10
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
- 239000000178 monomer Substances 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 238000010298 pulverizing process Methods 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 230000005856 abnormality Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- TVWTZAGVNBPXHU-FOCLMDBBSA-N dioctyl (e)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCC TVWTZAGVNBPXHU-FOCLMDBBSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 description 2
- NKHAVTQWNUWKEO-UHFFFAOYSA-N fumaric acid monomethyl ester Natural products COC(=O)C=CC(O)=O NKHAVTQWNUWKEO-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- -1 vinyl propionate Chemical compound 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- UTOVMEACOLCUCK-SNAWJCMRSA-N (e)-4-butoxy-4-oxobut-2-enoic acid Chemical compound CCCCOC(=O)\C=C\C(O)=O UTOVMEACOLCUCK-SNAWJCMRSA-N 0.000 description 1
- XLYMOEINVGRTEX-ONEGZZNKSA-N (e)-4-ethoxy-4-oxobut-2-enoic acid Chemical compound CCOC(=O)\C=C\C(O)=O XLYMOEINVGRTEX-ONEGZZNKSA-N 0.000 description 1
- VTWGIDKXXZRLGH-CMDGGOBGSA-N (e)-4-octoxy-4-oxobut-2-enoic acid Chemical compound CCCCCCCCOC(=O)\C=C\C(O)=O VTWGIDKXXZRLGH-CMDGGOBGSA-N 0.000 description 1
- IQBLWPLYPNOTJC-FPLPWBNLSA-N (z)-4-(2-ethylhexoxy)-4-oxobut-2-enoic acid Chemical compound CCCCC(CC)COC(=O)\C=C/C(O)=O IQBLWPLYPNOTJC-FPLPWBNLSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 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
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- IEVADDDOVGMCSI-UHFFFAOYSA-N 2-hydroxybutyl 2-methylprop-2-enoate Chemical compound CCC(O)COC(=O)C(C)=C IEVADDDOVGMCSI-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- RWHRFHQRVDUPIK-UHFFFAOYSA-N 50867-57-7 Chemical class CC(=C)C(O)=O.CC(=C)C(O)=O RWHRFHQRVDUPIK-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
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229920006266 Vinyl film Polymers 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- FCSHDIVRCWTZOX-DVTGEIKXSA-N clobetasol Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CCl)(O)[C@@]1(C)C[C@@H]2O FCSHDIVRCWTZOX-DVTGEIKXSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- JBSLOWBPDRZSMB-BQYQJAHWSA-N dibutyl (e)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C\C(=O)OCCCC JBSLOWBPDRZSMB-BQYQJAHWSA-N 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-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
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- DWXAVNJYFLGAEF-UHFFFAOYSA-N furan-2-ylmethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CO1 DWXAVNJYFLGAEF-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 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
- 229940074369 monoethyl fumarate Drugs 0.000 description 1
- NKHAVTQWNUWKEO-NSCUHMNNSA-N monomethyl fumarate Chemical compound COC(=O)\C=C\C(O)=O NKHAVTQWNUWKEO-NSCUHMNNSA-N 0.000 description 1
- 229940005650 monomethyl fumarate Drugs 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 108091008695 photoreceptors Proteins 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- AAYRWMCIKCRHIN-UHFFFAOYSA-N propane-1-sulfonic acid;prop-2-enamide Chemical compound NC(=O)C=C.CCCS(O)(=O)=O AAYRWMCIKCRHIN-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 229920002545 silicone oil Polymers 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
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Classifications
-
- 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
- G03G9/087—Binders for toner particles
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08726—Polymers of unsaturated acids or derivatives thereof
-
- 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
- G03G9/087—Binders for toner particles
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08713—Polyvinylhalogenides
- G03G9/08715—Polyvinylhalogenides containing chlorine, bromine or iodine
- G03G9/08717—Polyvinylchloride
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- 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、静電記録、静電印刷などに於ける静
電荷像を現像するために用いられる電子写真用トナー組
成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an electrophotographic toner composition used for developing electrostatic images in electrophotography, electrostatic recording, electrostatic printing, and the like.
電子写真法は、一般には光導電性物質を利用し、種々の
手段により感光体上に電気的潜像を形成、次に該潜像を
トナーを用いて現像し、紙等の被定着シート上にトナー
画像を転写した後、加熱、加圧或いは溶剤蒸気などによ
り定着し、被写物を得る方法である。電子写真に用いら
れるトナーには従来、例えばスチレン、アクリル系モノ
マー共重合体等の樹脂がバインダーとして用いられてい
る。Electrophotography generally uses a photoconductive substance to form an electrical latent image on a photoreceptor by various means, then develops the latent image with toner and prints it on a fixed sheet such as paper. This is a method in which a toner image is transferred to a substrate and then fixed by heating, pressure, solvent vapor, etc. to obtain an object. Toners used in electrophotography have conventionally used resins such as styrene and acrylic monomer copolymers as binders.
電子写真方式より得られる被写物、又は電子写真方式プ
リンターより作成された文書等は、ファイルして保管、
保存する場合が多い。ファイルの素材としては、塩化ビ
ニールフィルムが多(使用されている。従来のrpc複
写機用トナーを用いて作られた被写物、文書等を塩化ビ
ニールフィルムにファイルした場合、被ファイル物と塩
化ビニールフィルムが剥れ難(、被ファイル物の破損と
塩化ヒニールフィルムの汚染が生じた。この現像はトナ
ーと接触した塩化ビニールフィルム中の可塑剤の一部が
トナーへ移行したためで、温度の高い場所や夏に顕著と
なる。この問題が生じているため、rpc複写機トナー
の特性を保持し、上記耐塩化ビニールフィルム可塑剤移
行性をも具備したトナーの開発が望まれている。Objects obtained using electrophotography or documents created using electrophotography printers should be filed and stored.
Often saved. Vinyl chloride film is often used as a file material. When objects, documents, etc. made using conventional RPC copier toner are filed on vinyl chloride film, the file material and chloride film are often used. The vinyl film was difficult to peel off (damage to the object to be filed and contamination of the vinyl chloride film occurred. This development was caused by a portion of the plasticizer in the vinyl chloride film that came into contact with the toner transferring to the toner, and due to temperature changes. This problem becomes more noticeable in high places and in summer.Because of this problem, it is desired to develop a toner that retains the characteristics of RPC copier toner and also has the above-mentioned resistance to vinyl chloride film plasticizer migration.
本発明はかかる従来のトナーの欠点を改善し、優れた性
能を有するトナーの提供を目的とする。The present invention aims to improve the drawbacks of such conventional toners and provide a toner with excellent performance.
すなわち、塩化ビニールフィルム中の可塑剤の移行が防
止されたトナー組成物の提供を目的とする。That is, the object of the present invention is to provide a toner composition in which migration of a plasticizer in a vinyl chloride film is prevented.
更に定着性、オフセット性、ブロッキング性の良好なト
ナー組成物を提供することを目的とする。Another object of the present invention is to provide a toner composition with good fixing properties, offset properties, and blocking properties.
本発明者は、アミドが適度な割合で共重合してなるビニ
ル系共重合体をトナーバインダーとして用いると、塩化
ビニル中の可塑剤移行が防止できることを見出し本発明
を完成した。The present inventors have completed the present invention by discovering that plasticizer migration in vinyl chloride can be prevented by using a vinyl copolymer formed by copolymerizing amide in an appropriate proportion as a toner binder.
すなわち本発明は、構成単位として(メタ)アクリルア
ミドを3〜15重量%含有してなるビニル系共重合体を
主成分とすることを特徴とするトナー用組成物である。That is, the present invention is a toner composition characterized in that the main component is a vinyl copolymer containing 3 to 15% by weight of (meth)acrylamide as a structural unit.
本発明のビニル系共重合体とは、(メタ)アクリルアミ
ド3〜15重量%に他のビニル単量体を共重合させた重
合体である。通常、懸濁重合法、ル、アクリル酸エチル
、アクリル酸プロピル、アクリル酸ブチル、アクリル酸
オクチル、アクリル酸シクロヘキンル、ナクリル酸ラウ
リル、アクリル酸ステアリル、アクリル酸ベンジル、ア
クリル酸フルフリル、アクリル酸テトラヒドロフルフリ
ル、アクリル酸ヒドロキシエチル、アクリル酸ヒドロキ
シブチル等のアクリル酸エステル類、メタアクリル酸メ
チル、メタアクリル酸エチル、メタアクリル酸プロピル
、メタアクリル酸ブチル、メタアクリル酸オクチル、メ
タアクリル酸ラウリル、メタアクリル酸ステアリル、メ
タアクリル酸シクロヘキシル、メタアクリル酸ベンジル
、メタアクリル酸フルフリル、メタアクリル酸テトラヒ
ドロフルフリル、メタアクリル酸ヒドロキシエチル、メ
タアクリル酸ヒドロキシプロピル、メタアクリル酸ヒド
ロキシブチル等のメタアクリル酸エステル類、ビニルト
ルエン、α彎メチルスチレン、クロルスチレン、スチレ
ン等の芳香族ビニル単量体、マレイン酸ジブチル、マレ
イン酸ジオクチル、フマール酸ジブチル、フマール酸ジ
オクチル等の不飽和二塩基酸ジアルキルエステル類、酢
酸ビニル、プロピオン酸ビニル等のビニルエステル類、
アクリルニトリル、メタアクリルニトリル等の含窒素ビ
ニル単量体、アクリル酸、メタアクリル酸、ケイヒ酸等
の不飽和カルボン酸類、マレイン酸、無水マレイン酸、
フマール酸、イタコン酸等の不飽和ジカルボン酸、マレ
イン酸モノメチル、マレイン酸モノエチル、マレイン酸
モノブチル、マレイン酸モノオクチル、フマール酸モノ
メチル、フマール酸モノエチル、フマール酸モノブチル
、フマール酸モノオクチル等の不飽和ジカルボン酸モノ
エステル類、スチレンスルホン酸、アクリルアミドプロ
パンスルホン酸等である。The vinyl copolymer of the present invention is a polymer obtained by copolymerizing 3 to 15% by weight of (meth)acrylamide with another vinyl monomer. Usually, suspension polymerization method, ethyl acrylate, propyl acrylate, butyl acrylate, octyl acrylate, cyclohexyl acrylate, lauryl nacrylate, stearyl acrylate, benzyl acrylate, furfuryl acrylate, tetrahydrofuryl acrylate Furyl, acrylic esters such as hydroxyethyl acrylate, hydroxybutyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, octyl methacrylate, lauryl methacrylate, methacrylate Methacrylic acid esters such as stearyl acid, cyclohexyl methacrylate, benzyl methacrylate, furfuryl methacrylate, tetrahydrofurfuryl methacrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, hydroxybutyl methacrylate, Aromatic vinyl monomers such as vinyltoluene, α-methylstyrene, chlorstyrene, and styrene, unsaturated dibasic acid dialkyl esters such as dibutyl maleate, dioctyl maleate, dibutyl fumarate, and dioctyl fumarate, vinyl acetate, Vinyl esters such as vinyl propionate,
Nitrogen-containing vinyl monomers such as acrylonitrile and methacrylonitrile, unsaturated carboxylic acids such as acrylic acid, methacrylic acid, and cinnamic acid, maleic acid, maleic anhydride,
Unsaturated dicarboxylic acids such as fumaric acid and itaconic acid, unsaturated dicarboxylic acids such as monomethyl maleate, monoethyl maleate, monobutyl maleate, monooctyl maleate, monomethyl fumarate, monoethyl fumarate, monobutyl fumarate, and monooctyl fumarate. These include acid monoesters, styrene sulfonic acid, acrylamide propane sulfonic acid, etc.
ビニル系共重合体の(メタ)アクリルアミドの1は3〜
15重量%であり、5〜13重量%の範囲が好ましい。1 of (meth)acrylamide in vinyl copolymer is 3-
15% by weight, preferably in the range of 5 to 13% by weight.
3重量%未満では可塑剤の移行防止効果が少な(,15
重量%を越えると吸収によりチャージ量が低下する。If it is less than 3% by weight, the effect of preventing plasticizer migration is small (,15
If the weight percentage is exceeded, the amount of charge decreases due to absorption.
塩化ビニールフィルムのトナーへの可塑剤移行防止に(
メタ)アクリルアマイドの効果はあるが、更に効果を上
げるためには酸成分を共重合するのが有効である。(メ
タ)アクリルアマイドは吸湿性が高いため多く使用する
とチャージ量の低下があるが、酸成分を共重合すること
により可塑剤の移行防止効果は飛躍的に向上し、その結
果(メタ)アクリルアマイドの使用量が少なくて済み、
又チャージ量も安定する。酸成分としてはカルボキシル
基、スルホン酸基、リン酸基等を有するモノマーがあげ
られ、特に前記不飽和カルボン酸類、不飽和ジカルボン
酸類が好ましい。To prevent plasticizer migration from vinyl chloride film to toner (
Although meth)acrylamide is effective, to further increase the effect it is effective to copolymerize with an acid component. (Meth)acrylamide has high hygroscopicity, so if it is used in large quantities, the amount of charge will decrease, but by copolymerizing the acid component, the effect of preventing plasticizer migration is dramatically improved, and as a result, (meth)acrylamide It requires less amount of
Also, the amount of charge is stabilized. Examples of the acid component include monomers having a carboxyl group, a sulfonic acid group, a phosphoric acid group, etc., and the aforementioned unsaturated carboxylic acids and unsaturated dicarboxylic acids are particularly preferred.
酸成分の量は共重合体の酸価がo、i〜30であるよう
な量が好ましく、0.5〜20が特に好ましい。酸価が
0.1未満では可塑剤の移行防止の相乗効果が少な(,
30を越えると吸湿性が増加し、チャージ量が低下する
。The amount of the acid component is preferably such that the acid value of the copolymer is from 0.i to 30, particularly preferably from 0.5 to 20. If the acid value is less than 0.1, the synergistic effect of preventing plasticizer migration will be small (,
When it exceeds 30, the hygroscopicity increases and the charge amount decreases.
また、耐ブロッキング性、現像性、転写性、クリーニン
グ性、粉砕性、帯電安定性等のトナー特性についても本
発明のトナー組成物を使用したものは従来に比較して劣
らない。Furthermore, toner properties such as anti-blocking properties, developability, transferability, cleaning properties, pulverization properties, charging stability, etc. using the toner composition of the present invention are not inferior to those of conventional toner compositions.
トナー製造にあたっては前記ビニル系共重合体を常法に
より粉砕した粉末と、カーボンブランクに代表される各
種着色剤、及び必要に応じて摩擦帯電性を調整するため
の、例えば%z4「g !q、含金属アゾ染料等の荷電
調整剤、オフセント防止を助長させるポリオレフインワ
ンクス、ステアリン酸誘導体、シリコンオイル等の助剤
、または磁性トナーとする場合には磁性酸化鉄、還元鉄
粉等を混合し、ニーダ等で混線後、粉砕、分級してトナ
ーを製造する。また本発明の効果を阻害しない範囲で他
の樹脂成分を混合することも可能である。In producing the toner, a powder obtained by pulverizing the vinyl copolymer by a conventional method, various coloring agents represented by carbon blank, and if necessary, for example, %z4'g!q to adjust triboelectric charging properties are used. , charge control agents such as metal-containing azo dyes, auxiliary agents such as polyolefin inwanx, stearic acid derivatives, silicone oil, etc. that help prevent off-cent, or magnetic iron oxide, reduced iron powder, etc. in the case of making a magnetic toner. After cross-mixing with a kneader or the like, the toner is produced by pulverizing and classifying.It is also possible to mix other resin components within a range that does not impede the effects of the present invention.
トナー中のビニル系共重合体の量は通常35〜95重量
%である。The amount of vinyl copolymer in the toner is usually 35 to 95% by weight.
本発明のバインダー組成物と上記各種材料を混合し、溶
融混線、粉砕、分級されたトナーは塩化ビニル中の可塑
剤移行防止に優れた効果を発揮する。又、定着性、オフ
セット性、耐ブロッキング性、現像性、転写性、クリー
ニング性、粉砕性、帯電安定性の良好なものが得られる
。A toner obtained by mixing the binder composition of the present invention and the above-mentioned various materials, melting, mixing, pulverizing, and classifying the mixture exhibits an excellent effect in preventing plasticizer migration into vinyl chloride. Further, it is possible to obtain a product having good fixing properties, offset properties, anti-blocking properties, developability, transfer properties, cleaning properties, pulverization properties, and charging stability.
以下に本発明を実施例により具体的に説明するが、本発
明はこれらの実施例に限定されるものではない。EXAMPLES The present invention will be specifically explained below with reference to Examples, but the present invention is not limited to these Examples.
実施例1
メタアクリルアマイドの量の効果をみるために以下の実
験を実施した。Example 1 The following experiment was conducted to see the effect of the amount of methacrylamide.
21のフラスコ中にキジロール500部を加え、90℃
に昇温後、メタアクリルアマイド10重量部、メタクリ
ル酸15重量部、スチレン700重量部、メタクリル酸
nブチル275重量部と触媒としてアゾビスイソブチル
ニトリル3.5重量部の混合液を3時間で滴下した後、
90℃にて3時間重合した。得られた重合溶液を脱溶剤
し重量平均分子量3.0X10’、酸価10のビニール
系重合体を得た。このビニール系重合体をバインダーと
し下記要領にてトナーを試作した。ビニール系重合体1
00重量部、カーボンブラック7重量部、ポリエチレン
ワックス3重量部、スビロンブラックTRHO15重量
部とを混合し、二軸押出機で溶融混線後、ジェット粉砕
機にて粉砕し、分級を行って粒子径5〜15μmのトナ
ーを製造し、トナーAを得た。Add 500 parts of Kijirole to a flask No. 21 and heat at 90°C.
After raising the temperature to , a mixed solution of 10 parts by weight of methacrylamide, 15 parts by weight of methacrylic acid, 700 parts by weight of styrene, 275 parts by weight of n-butyl methacrylate, and 3.5 parts by weight of azobisisobutylnitrile as a catalyst was added dropwise over 3 hours. After that,
Polymerization was carried out at 90°C for 3 hours. The resulting polymer solution was solvent removed to obtain a vinyl polymer having a weight average molecular weight of 3.0×10' and an acid value of 10. Using this vinyl polymer as a binder, a toner was experimentally produced in the following manner. Vinyl polymer 1
00 parts by weight, 7 parts by weight of carbon black, 3 parts by weight of polyethylene wax, and 15 parts by weight of SUVIRON BLACK TRHO were mixed, melted and mixed in a twin-screw extruder, pulverized in a jet pulverizer, and classified to determine the particle size. A toner having a diameter of 5 to 15 μm was produced to obtain Toner A.
このトナーの評価結果を表1に示す。Table 1 shows the evaluation results of this toner.
なお評価方法は次の方法によった。耐塩ビ可塑性は平板
の上に全面定着した被写物を置き、その上に塩化ビニー
ルフィルムを乗せ、更に平板を乗せる。50℃にて20
グラム/crlの重さを24時時間型し、常温にて被写
物と塩化ビニールとの表面を観察した。チャージ量は湿
度55%、温度22℃と湿度95%、温度30℃の実用
チャージ間混合後、ブローオフ帯電量測定装置にて測定
した。The evaluation method was as follows. For PVC plasticity, place a completely fixed object on a flat plate, place a vinyl chloride film on top of it, and then place a flat plate on top. 20 at 50℃
The weight in grams/crl was recorded for 24 hours, and the surfaces of the object and vinyl chloride were observed at room temperature. The charge amount was measured using a blow-off charge amount measuring device after mixing between practical charges at a humidity of 55% and a temperature of 22°C and a humidity of 95% and a temperature of 30°C.
以下、ビニル系重合体のモノマー組成が表1に示す以外
はトナーAの場合と全く同様にしてトナーB−Gを製造
し、その評価結果を表1に示した。Toners B-G were produced in the same manner as toner A except that the monomer composition of the vinyl polymer is shown in Table 1, and the evaluation results are shown in Table 1.
実施例2
アクリルアマイドとメタリル酸量の効果をみるために以
下の実験を実施した。Example 2 The following experiment was conducted to examine the effects of the amounts of acrylamide and methacrylic acid.
21のフラスコ中にキジロール500重量部を加え90
℃に昇温後アクリルアマイド60重量部、メクリル酸O
91重量部、スチレy 700 重量部、メタクリル酸
nブチル240重量部と触媒としてアゾビスイソブチル
ニトリル3.5重量部の混合液を90℃のフラスコ中に
3時間で滴下した後、90℃にて3時間重合した。重合
溶液を脱溶剤し、重量平均分子量2.9X10’、酸価
0.07のビニル系重合体を得た。このビニル系重合体
をトナーAと同じ条件にてトナー化しトナーHな得た。Add 500 parts by weight of Kijirole to a flask of 90.
After heating to ℃, 60 parts by weight of acrylamide, methacrylic acid O
A mixture of 91 parts by weight, 700 parts by weight of Styrene, 240 parts by weight of n-butyl methacrylate, and 3.5 parts by weight of azobisisobutylnitrile as a catalyst was dropped into a flask at 90°C over 3 hours, and then heated at 90°C. Polymerization was carried out for 3 hours. The polymerization solution was desolvented to obtain a vinyl polymer having a weight average molecular weight of 2.9×10' and an acid value of 0.07. This vinyl polymer was made into a toner under the same conditions as Toner A to obtain Toner H.
評価はトナーAと同じ条件にて行ない、評価結果は表2
に示した。以下ビニル系重合体のモノマー組成が表2に
示す以外はトナーHと同様にしてトナーI〜Nを製造し
、結果を表2に示す。The evaluation was conducted under the same conditions as Toner A, and the evaluation results are shown in Table 2.
It was shown to. Toners I to N were produced in the same manner as Toner H except that the monomer composition of the vinyl polymer is shown in Table 2, and the results are shown in Table 2.
判定規準
耐塩化ビニール可塑剤移行性
○ 異状なし
@ 若干形跡あるが使用可能
× 移行性大
吸湿後のチャージ特性
○ はとんど変化せず
◎ やや低下するが使用可能
× 低下が著しい
比較例1
本発明の比較として一般に用いられているスチレンアク
リル系トナーの評価をする。Judgment Criteria: Resistance to vinyl chloride plasticizer migration ○ No abnormality @ Some evidence, but usable × Migration: Charge characteristics after large moisture absorption ○ Almost no change ◎ Slightly decreased, but usable × Comparative example 1 with significant decrease As a comparison with the present invention, a commonly used styrene-acrylic toner will be evaluated.
21のフラスコ中にキジロール500重量部を加え90
°Cに昇温後スチレン700重量部、メタクリル酸nブ
チル285重量部、メタクリル酸15重量部と触媒AI
BN3.5重量部の混合液を90℃のフラスコ中に3時
間で滴下した後、90℃3時間重合した。重合溶液を脱
溶剤し、重量平均分子量3.0X10’、酸価10.2
のビニル系重合体を得た。Add 500 parts by weight of Kijirole to a flask of 90.
After raising the temperature to °C, 700 parts by weight of styrene, 285 parts by weight of n-butyl methacrylate, 15 parts by weight of methacrylic acid and catalyst AI
A mixed solution containing 3.5 parts by weight of BN was dropped into a flask at 90°C over 3 hours, and then polymerized at 90°C for 3 hours. The polymerization solution was desolvented to give a weight average molecular weight of 3.0×10' and an acid value of 10.2.
A vinyl polymer was obtained.
このビニル系重合体をトナーAと同じ条件で評価した。This vinyl polymer was evaluated under the same conditions as Toner A.
評価結果を表3に示す。The evaluation results are shown in Table 3.
表°3
〔発明の効果〕
以上より、本発明のビニル系重合体トナー組成物を用い
ることにより、トナーへの塩化ビニールフィルムの可塑
剤移行の防止が出来、被写物を塩化ビニールフィルムに
てファイルしても異状が起らないことは明白である。Table 3 [Effects of the Invention] As described above, by using the vinyl polymer toner composition of the present invention, it is possible to prevent plasticizer transfer from vinyl chloride film to the toner, and it is possible to prevent the transfer of the plasticizer from vinyl chloride film to the toner. It is clear that no abnormality will occur even if the file is filed.
Claims (1)
3〜15重量%を含有するビニール系共重合体を主成分
とすることを特徴とする電子写真用トナー組成物。1. A toner composition for electrophotography, comprising as a main component a vinyl copolymer containing 3 to 15% by weight of acrylamide or methacrylamide.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61029897A JPH0823712B2 (en) | 1986-02-15 | 1986-02-15 | Toner composition for electrophotography |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61029897A JPH0823712B2 (en) | 1986-02-15 | 1986-02-15 | Toner composition for electrophotography |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62189476A true JPS62189476A (en) | 1987-08-19 |
JPH0823712B2 JPH0823712B2 (en) | 1996-03-06 |
Family
ID=12288765
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61029897A Expired - Lifetime JPH0823712B2 (en) | 1986-02-15 | 1986-02-15 | Toner composition for electrophotography |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0823712B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003262979A (en) * | 2002-03-11 | 2003-09-19 | Canon Inc | Toner, method for forming image and process cartridge |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6080857A (en) * | 1983-10-11 | 1985-05-08 | Nippon Zeon Co Ltd | Composition for manufacturing colored particle for forming color image |
JPS6269275A (en) * | 1985-09-20 | 1987-03-30 | Kao Corp | Preparation of developing toner for electrostatic image |
-
1986
- 1986-02-15 JP JP61029897A patent/JPH0823712B2/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6080857A (en) * | 1983-10-11 | 1985-05-08 | Nippon Zeon Co Ltd | Composition for manufacturing colored particle for forming color image |
JPS6269275A (en) * | 1985-09-20 | 1987-03-30 | Kao Corp | Preparation of developing toner for electrostatic image |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003262979A (en) * | 2002-03-11 | 2003-09-19 | Canon Inc | Toner, method for forming image and process cartridge |
Also Published As
Publication number | Publication date |
---|---|
JPH0823712B2 (en) | 1996-03-06 |
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