JPH03267947A - Color toner for developing electrostatic charge image - Google Patents
Color toner for developing electrostatic charge imageInfo
- Publication number
- JPH03267947A JPH03267947A JP2118663A JP11866390A JPH03267947A JP H03267947 A JPH03267947 A JP H03267947A JP 2118663 A JP2118663 A JP 2118663A JP 11866390 A JP11866390 A JP 11866390A JP H03267947 A JPH03267947 A JP H03267947A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- pigment
- toner
- surface treatment
- sulfonic acid
- 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.)
- Pending
Links
- 239000000049 pigment Substances 0.000 claims abstract description 95
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 10
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 9
- 239000002280 amphoteric surfactant Substances 0.000 claims abstract description 8
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 65
- 230000003068 static effect Effects 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 33
- 238000004381 surface treatment Methods 0.000 abstract description 24
- 239000004094 surface-active agent Substances 0.000 abstract description 7
- 150000007513 acids Chemical class 0.000 abstract description 6
- 125000000129 anionic group Chemical group 0.000 abstract description 3
- 125000002091 cationic group Chemical group 0.000 abstract description 3
- 230000006866 deterioration Effects 0.000 abstract description 3
- 239000003513 alkali Substances 0.000 abstract 1
- 238000007786 electrostatic charging Methods 0.000 abstract 1
- -1 acrylic ester Chemical class 0.000 description 93
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 49
- 239000003795 chemical substances by application Substances 0.000 description 30
- 229920005989 resin Polymers 0.000 description 30
- 239000011347 resin Substances 0.000 description 30
- 229920001577 copolymer Polymers 0.000 description 28
- 235000014113 dietary fatty acids Nutrition 0.000 description 27
- 229930195729 fatty acid Natural products 0.000 description 27
- 239000000194 fatty acid Substances 0.000 description 27
- 230000035515 penetration Effects 0.000 description 19
- PZXFWBWBWODQCS-UHFFFAOYSA-L zinc;2-carboxyphenolate Chemical compound [Zn+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O PZXFWBWBWODQCS-UHFFFAOYSA-L 0.000 description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- 150000004665 fatty acids Chemical class 0.000 description 16
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- 238000011156 evaluation Methods 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 9
- 239000004698 Polyethylene Substances 0.000 description 8
- 150000001408 amides Chemical group 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- 229940051841 polyoxyethylene ether Drugs 0.000 description 8
- 229920000056 polyoxyethylene ether Polymers 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 235000021317 phosphate Nutrition 0.000 description 7
- 239000000344 soap Substances 0.000 description 7
- 239000004793 Polystyrene Substances 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 229920002223 polystyrene Polymers 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 150000003460 sulfonic acids Chemical group 0.000 description 6
- 239000012756 surface treatment agent Substances 0.000 description 6
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- MFGZXPGKKJMZIY-UHFFFAOYSA-N ethyl 5-amino-1-(4-sulfamoylphenyl)pyrazole-4-carboxylate Chemical compound NC1=C(C(=O)OCC)C=NN1C1=CC=C(S(N)(=O)=O)C=C1 MFGZXPGKKJMZIY-UHFFFAOYSA-N 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 229940024606 amino acid Drugs 0.000 description 4
- 235000001014 amino acid Nutrition 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 229930182478 glucoside Natural products 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229940124530 sulfonamide Drugs 0.000 description 4
- 150000003456 sulfonamides Chemical class 0.000 description 4
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 3
- 229940123208 Biguanide Drugs 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 3
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 150000002191 fatty alcohols Chemical group 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 229960003080 taurine Drugs 0.000 description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- GXVUZYLYWKWJIM-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanamine Chemical compound NCCOCCN GXVUZYLYWKWJIM-UHFFFAOYSA-N 0.000 description 2
- JONTXEXBTWSUKE-UHFFFAOYSA-N 2-(2-aminoethylsulfanyl)ethanamine Chemical compound NCCSCCN JONTXEXBTWSUKE-UHFFFAOYSA-N 0.000 description 2
- MYEWQUYMRFSJHT-UHFFFAOYSA-N 2-(2-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1N MYEWQUYMRFSJHT-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- FYELSNVLZVIGTI-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-5-ethylpyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1CC)CC(=O)N1CC2=C(CC1)NN=N2 FYELSNVLZVIGTI-UHFFFAOYSA-N 0.000 description 2
- LDZYRENCLPUXAX-UHFFFAOYSA-N 2-methyl-1h-benzimidazole Chemical compound C1=CC=C2NC(C)=NC2=C1 LDZYRENCLPUXAX-UHFFFAOYSA-N 0.000 description 2
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000002262 Schiff base Substances 0.000 description 2
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical compound CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229960002449 glycine Drugs 0.000 description 2
- LPAGFVYQRIESJQ-UHFFFAOYSA-N indoline Chemical compound C1=CC=C2NCCC2=C1 LPAGFVYQRIESJQ-UHFFFAOYSA-N 0.000 description 2
- 230000002101 lytic effect Effects 0.000 description 2
- 235000005152 nicotinamide Nutrition 0.000 description 2
- 239000011570 nicotinamide Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- 150000004894 1,2-oxazines Chemical class 0.000 description 1
- IXTNDEVVXTYVHI-UHFFFAOYSA-N 1,4-dioxan-2-amine Chemical compound NC1COCCO1 IXTNDEVVXTYVHI-UHFFFAOYSA-N 0.000 description 1
- ZMESHQOXZMOOQQ-UHFFFAOYSA-N 1-(naphthalen-1-ylmethyl)naphthalene Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ZMESHQOXZMOOQQ-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- FFYRIXSGFSWFAQ-UHFFFAOYSA-N 1-dodecylpyridin-1-ium Chemical compound CCCCCCCCCCCC[N+]1=CC=CC=C1 FFYRIXSGFSWFAQ-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- FBJAGEQLOUPXHL-UHFFFAOYSA-N 1-sulfanylethanesulfonic acid Chemical class CC(S)S(O)(=O)=O FBJAGEQLOUPXHL-UHFFFAOYSA-N 0.000 description 1
- GWXQTTKUYBEZBP-UHFFFAOYSA-N 1h-benzimidazol-1-ium-2-sulfonate Chemical class C1=CC=C2NC(S(=O)(=O)O)=NC2=C1 GWXQTTKUYBEZBP-UHFFFAOYSA-N 0.000 description 1
- MXALRLXMXCYNGF-UHFFFAOYSA-N 1h-indole-2-sulfonic acid Chemical compound C1=CC=C2NC(S(=O)(=O)O)=CC2=C1 MXALRLXMXCYNGF-UHFFFAOYSA-N 0.000 description 1
- BLSAPDZWVFWUTL-UHFFFAOYSA-N 2,5-dioxopyrrolidine-3-sulfonic acid Chemical class OS(=O)(=O)C1CC(=O)NC1=O BLSAPDZWVFWUTL-UHFFFAOYSA-N 0.000 description 1
- FWLHAQYOFMQTHQ-UHFFFAOYSA-N 2-N-[8-[[8-(4-aminoanilino)-10-phenylphenazin-10-ium-2-yl]amino]-10-phenylphenazin-10-ium-2-yl]-8-N,10-diphenylphenazin-10-ium-2,8-diamine hydroxy-oxido-dioxochromium Chemical compound O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.Nc1ccc(Nc2ccc3nc4ccc(Nc5ccc6nc7ccc(Nc8ccc9nc%10ccc(Nc%11ccccc%11)cc%10[n+](-c%10ccccc%10)c9c8)cc7[n+](-c7ccccc7)c6c5)cc4[n+](-c4ccccc4)c3c2)cc1 FWLHAQYOFMQTHQ-UHFFFAOYSA-N 0.000 description 1
- TURPNXCLLLFJAP-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl hydrogen sulfate Chemical compound OCCOCCOCCOS(O)(=O)=O TURPNXCLLLFJAP-UHFFFAOYSA-N 0.000 description 1
- IQGWPPQNIZBTBM-UHFFFAOYSA-N 2-aminoethanol;sulfuric acid Chemical compound NCCO.OS(O)(=O)=O IQGWPPQNIZBTBM-UHFFFAOYSA-N 0.000 description 1
- CBCZQJLYYRPMRI-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid Chemical compound C1=CC2=CC=CC=C2C(S(=O)(=O)O)=C1CC1=CC=CC=C1 CBCZQJLYYRPMRI-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- XGRZWVWRMKAQNU-UHFFFAOYSA-K 2-carboxyphenolate;chromium(3+) Chemical compound [Cr+3].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O XGRZWVWRMKAQNU-UHFFFAOYSA-K 0.000 description 1
- XOBRDIKDYBKVKH-UHFFFAOYSA-N 2-cyclohexylnaphthalene-1-sulfonic acid Chemical compound C1=CC2=CC=CC=C2C(S(=O)(=O)O)=C1C1CCCCC1 XOBRDIKDYBKVKH-UHFFFAOYSA-N 0.000 description 1
- CLAHOZSYMRNIPY-UHFFFAOYSA-N 2-hydroxyethylurea Chemical compound NC(=O)NCCO CLAHOZSYMRNIPY-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- MFWSRADQRNGSHU-UHFFFAOYSA-N 2-sulfopropanedioic acid Chemical compound OC(=O)C(C(O)=O)S(O)(=O)=O MFWSRADQRNGSHU-UHFFFAOYSA-N 0.000 description 1
- VJGYRGWNECLPCM-UHFFFAOYSA-N 4-amino-2-benzylbenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C(CC=2C=CC=CC=2)=C1 VJGYRGWNECLPCM-UHFFFAOYSA-N 0.000 description 1
- PNLOGXOGWOPPEV-UHFFFAOYSA-N 4-amino-2-methylbutanamide Chemical compound NC(=O)C(C)CCN PNLOGXOGWOPPEV-UHFFFAOYSA-N 0.000 description 1
- WNKQDGLSQUASME-UHFFFAOYSA-N 4-sulfophthalic acid Chemical compound OC(=O)C1=CC=C(S(O)(=O)=O)C=C1C(O)=O WNKQDGLSQUASME-UHFFFAOYSA-N 0.000 description 1
- 101001053401 Arabidopsis thaliana Acid beta-fructofuranosidase 3, vacuolar Proteins 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- DCFGGGCMICWSJX-SNAWJCMRSA-N Butyl oleate sulfate Chemical compound CCCCOC(=O)CCCCCCC\C=C\CCCCCCCCOS(O)(=O)=O DCFGGGCMICWSJX-SNAWJCMRSA-N 0.000 description 1
- PKTNFBXCRHANQT-UHFFFAOYSA-N C(CCCCCCC)N(C(COC1=CC=CC=C1)=O)C1CCCCC1 Chemical compound C(CCCCCCC)N(C(COC1=CC=CC=C1)=O)C1CCCCC1 PKTNFBXCRHANQT-UHFFFAOYSA-N 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- HQMLIDZJXVVKCW-REOHCLBHSA-N L-alaninamide Chemical class C[C@H](N)C(N)=O HQMLIDZJXVVKCW-REOHCLBHSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- MZZSDCJQCLYLLL-UHFFFAOYSA-N Secalonsaeure A Natural products COC(=O)C12OC3C(CC1=C(O)CC(C)C2O)C(=CC=C3c4ccc(O)c5C(=O)C6=C(O)CC(C)C(O)C6(Oc45)C(=O)OC)O MZZSDCJQCLYLLL-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920007962 Styrene Methyl Methacrylate Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- MNTPVGSKXQLHFZ-UHFFFAOYSA-N [SH3+].[SH3+].[O-]S([O-])(=O)=O Chemical class [SH3+].[SH3+].[O-]S([O-])(=O)=O MNTPVGSKXQLHFZ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000004422 alkyl sulphonamide group Chemical group 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N alpha-Methyl-n-butyl acrylate Natural products CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- PKSQGYWCFHFLIH-UHFFFAOYSA-K aluminum;2-[(2-methylpropan-2-yl)oxy]benzoate Chemical compound [Al+3].CC(C)(C)OC1=CC=CC=C1C([O-])=O.CC(C)(C)OC1=CC=CC=C1C([O-])=O.CC(C)(C)OC1=CC=CC=C1C([O-])=O PKSQGYWCFHFLIH-UHFFFAOYSA-K 0.000 description 1
- OBESRABRARNZJB-UHFFFAOYSA-N aminomethanesulfonic acid Chemical compound NCS(O)(=O)=O OBESRABRARNZJB-UHFFFAOYSA-N 0.000 description 1
- ZXKINMCYCKHYFR-UHFFFAOYSA-N aminooxidanide Chemical compound [O-]N ZXKINMCYCKHYFR-UHFFFAOYSA-N 0.000 description 1
- 150000003931 anilides Chemical class 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- VUEDNLCYHKSELL-UHFFFAOYSA-N arsonium Chemical class [AsH4+] VUEDNLCYHKSELL-UHFFFAOYSA-N 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229940009098 aspartate Drugs 0.000 description 1
- 150000001509 aspartic acid derivatives Chemical group 0.000 description 1
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- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
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- 229930003836 cresol Natural products 0.000 description 1
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- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
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- 239000008103 glucose Substances 0.000 description 1
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- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical class [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
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- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 229940031575 hydroxyethyl urea Drugs 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
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- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- ADFPJHOAARPYLP-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;styrene Chemical compound COC(=O)C(C)=C.C=CC1=CC=CC=C1 ADFPJHOAARPYLP-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229940105132 myristate Drugs 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- FBUKVWPVBMHYJY-UHFFFAOYSA-M nonanoate Chemical compound CCCCCCCCC([O-])=O FBUKVWPVBMHYJY-UHFFFAOYSA-M 0.000 description 1
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- 229940049964 oleate Drugs 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
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- 125000002524 organometallic group Chemical group 0.000 description 1
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- WQEPLUUGTLDZJY-UHFFFAOYSA-N pentadecanoic acid Chemical compound CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxy-acetic acid Natural products OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- BOTNYLSAWDQNEX-UHFFFAOYSA-N phenoxymethylbenzene Chemical compound C=1C=CC=CC=1COC1=CC=CC=C1 BOTNYLSAWDQNEX-UHFFFAOYSA-N 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
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- 108091008695 photoreceptors Proteins 0.000 description 1
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
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- 239000004584 polyacrylic acid Substances 0.000 description 1
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- 229920001225 polyester resin Polymers 0.000 description 1
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- 229920002635 polyurethane Polymers 0.000 description 1
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- 150000003141 primary amines Chemical class 0.000 description 1
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- 229920006249 styrenic copolymer Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-M undecanoate Chemical compound CCCCCCCCCCC([O-])=O ZDPHROOEEOARMN-UHFFFAOYSA-M 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010947 wet-dispersion method Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野コ
本発明は静電荷像現像用カラートナーに関し、複写機、
レーザープリンター、液晶プリンター普通紙ファクシミ
リ等に利用できるものである。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a color toner for developing electrostatic images, and is applicable to copying machines,
It can be used for laser printers, liquid crystal printers, plain paper facsimiles, etc.
[従来の技術]
従来より電子写真法を用いる複写機は感光体上に静電荷
像を形成した後、現像剤を用いて顕像化したトナー像を
記録紙上に転写し、圧力又は熱定着装置で定着して可視
画像を得ている。[Prior Art] Conventionally, copying machines that use electrophotography form an electrostatic image on a photoreceptor, then transfer the visualized toner image onto recording paper using a developer, and then use a pressure or heat fixing device. is fixed to obtain a visible image.
この方法に使用するトナーは熱可塑性樹脂中に顔料・極
性制御剤等を溶融混練したものを微粉砕装置・分級機を
用いて所望の粒径のトナーを得ている。The toner used in this method is obtained by melting and kneading a pigment, a polarity control agent, etc. in a thermoplastic resin, and using a pulverizer/classifier to obtain a toner having a desired particle size.
従来、複写機のトナーは着色剤としてカーボンを用いる
黒色トナーだけであったが、近年はレッド、ブルーなど
のモノカラートナーや、フルカラーコピアの登場などカ
ラーコピーの需要が増加している。Traditionally, the only toner used in copying machines was black toner, which uses carbon as a coloring agent, but in recent years there has been an increase in demand for monochrome toners such as red and blue, as well as for color copies with the advent of full-color copiers.
しかし、フルーカラー複写機では、多色のトナー層を重
ねる必要があるため、黒色の複写機に比べて画像上のト
ナー付着量が多くなる。このため定着性に優れたポリエ
ステル、エポキシ樹脂等の比較的低分子量の低温軟化型
のバインダー樹脂を用いたトナーを使用している。However, in a full-color copying machine, since it is necessary to stack multiple color toner layers, the amount of toner adhering to an image is greater than in a black copying machine. For this reason, toners are used that use low-temperature softening binder resins with relatively low molecular weights, such as polyester and epoxy resins, which have excellent fixing properties.
この様なトナーは高温での定着ローラーに対する離型性
が低いため、いわゆるホットオフセット現象を発生しや
すい。このため、離型性を向上させたシリコンエストラ
マーを被覆した定着ローラーにシリコンオイル等の離型
性補助剤を塗布した定着装置が使用されている。Since such toner has low releasability from the fixing roller at high temperatures, it is likely to cause the so-called hot offset phenomenon. For this reason, a fixing device is used in which a fixing roller coated with a silicone elastomer with improved release properties is coated with a release aid such as silicone oil.
しかしながらこの様なカラー複写機ではコピー枚数の増
加と共に定着ローラーの離型性が劣化し、ホットオフセ
ット発生温度が下がってしまう。However, in such a color copying machine, as the number of copies increases, the releasability of the fixing roller deteriorates, and the temperature at which hot offset occurs decreases.
離型性の劣化した定着ローラーの表面を見てみると、ト
ナー中に分散されているはずの顔料が付着、浸透してお
り、このためローラーが劣化し、黒色複写機よりもロー
ラー寿命が短いという問題があった。When we look at the surface of the fixing roller, which has deteriorated in release properties, we find that the pigment that should have been dispersed in the toner has adhered and penetrated, causing the roller to deteriorate and the life of the roller to be shorter than that of a black copier. There was a problem.
[発明が解決しようとする課題]
本発明は従来技術の上記問題を解決し、熱定着ローラー
を劣化させないようなトナーを供給しようとするもので
ある。[Problems to be Solved by the Invention] The present invention attempts to solve the above-mentioned problems of the prior art and to supply a toner that does not deteriorate the heat fixing roller.
[課題を解決するための手段]
本発明者らは鋭意研究の結果、顔料を界面活性剤で表面
処理を行うことにより、トナー中に分散された顔料の定
着ローラーへの付着を減らし、ローラー劣化を防止する
効果があることを見出した。[Means for Solving the Problem] As a result of intensive research, the present inventors have found that by surface-treating the pigment with a surfactant, the adhesion of the pigment dispersed in the toner to the fixing roller can be reduced, and the roller deterioration can be reduced. It has been found that this method is effective in preventing
本発明のトナーは、この様な知見に基づくものである。The toner of the present invention is based on this knowledge.
顔料の表面処理に使用する界面活性剤としてはアニオン
性、カチオン性、両性及びノニオン性活性剤がある。Surfactants used for surface treatment of pigments include anionic, cationic, amphoteric and nonionic surfactants.
界面活性剤は次の様に使い分ける事が好ましい、例えば
アニオン性界面活性剤はアルカリ性が強く、負極性にな
りやすいので、負帯電トナーの顔料表面処理に向いてい
る。しかし、酸には弱いので注意が必要である。It is preferable to use different surfactants as follows. For example, anionic surfactants are strongly alkaline and tend to have negative polarity, so they are suitable for treating the pigment surface of negatively charged toners. However, it is sensitive to acids, so care must be taken.
カチオン性界面活性剤は酸性が強く、正極性になりやす
いので正帯電トナーの顔料表面処理に向いている。しか
し、アルカリには弱いので注意が必要である。Cationic surfactants are highly acidic and tend to have positive polarity, so they are suitable for treating the surface of pigments in positively charged toners. However, it is sensitive to alkalis, so care must be taken.
両性界面活性剤は酸・アルカリに強く安定しており、負
極性に帯電しやすいもの(アニオン性に近い)、正極性
に帯電しやすいもの(カチオン性に近い)、電気的に中
性なものと種類も豊富であり、顔料の表面処理剤として
は適している。Amphoteric surfactants are strong and stable against acids and alkalis, and are easily charged negatively (close to anionic), easily charged positively (close to cationic), and electrically neutral. There are a wide variety of types available, making it suitable as a surface treatment agent for pigments.
ノニオン性界面活性剤は親水性、親油性のバランスを連
続的に変化でき、応用上適当なバランスの活性剤を得や
すい。このためにトナーの帯電量を調整することが容易
に行える。Nonionic surfactants can continuously change the balance of hydrophilicity and lipophilicity, making it easy to obtain surfactants with an appropriate balance for the application. Therefore, the amount of charge on the toner can be easily adjusted.
本発明に用いられるトナーの結着樹脂としては、ポリス
チレン、ポリp−クロルスチレン、ポリビニルトルエン
、スチレン−pクロルスチレン共・重合体、スチレン−
プロピレン共重合体、スチレンビニルトルエン共重合体
等のスチレン及びその置換体の単独重合体及びそれらの
共重合体;スチレン−アクリル酸メチル共重合体、スチ
レン−アクリル酸エチル共重合体、スチレン−アクリル
酸ブチル共重合体等のスチレンとアクリル酸エステルと
の共重合体;スチレン−メタクリル酸メチル共重合体、
スチレン−メタクリル酸エチル共重合体、スチレンータ
クリル酸ブチル共重合体等のスチレンとメタクリル酸エ
ステルとの共重合体、スチレン−α−クロルメタアクリ
ル酸メチル共重合体;スチレンとアクリル酸エステル及
びメタクリル酸エステルとの多元共重合体:その他スチ
レンーアクリロニトリル共重合体、スチレン−ビニルメ
チルエーテル共重合体、スチレン−ブタシュン共重合体
、スチレン−ビニルメチルケトン共重合体、スチレン−
アクリロニトリル−インデン共重合体、スチレン−マレ
イン酸エステル共重合体等のスチレンと他のビニル系モ
ノマーとのスチレン系共重合体;ポリメチルメタクリレ
ート、ポリブチルメタクリレート、ポリ塩化ビニル、ポ
リ酢酸ビニル、ポリエチレン、ポリプロピレン、ポリエ
ステル、ポリウレタン、ポリアミド、エポキシ樹脂、ポ
リビニルブチラール、ポリアクリル酸、ロジン、変性ロ
ジン、テルペン樹脂、フェノール樹脂、脂肪族又は脂環
族炭化水素樹脂、芳香族系石油樹脂、塩素化パラフィン
、パラフィンワックス等が単独または混合して使用でき
る。Examples of the binder resin for the toner used in the present invention include polystyrene, poly p-chlorostyrene, polyvinyltoluene, styrene-p-chlorostyrene copolymer, and styrene-p-chlorostyrene copolymer.
Homopolymers of styrene and its substituted products, such as propylene copolymers, styrene vinyl toluene copolymers, and copolymers thereof; styrene-methyl acrylate copolymers, styrene-ethyl acrylate copolymers, styrene-acrylic Copolymers of styrene and acrylic esters such as butyl methacrylate copolymers; styrene-methyl methacrylate copolymers,
Copolymers of styrene and methacrylic esters such as styrene-ethyl methacrylate copolymer, styrene-butyl methacrylate copolymer, styrene-α-methyl chloromethacrylate copolymer; styrene and acrylic ester and Multi-component copolymers with methacrylic acid esters: Others: styrene-acrylonitrile copolymer, styrene-vinyl methyl ether copolymer, styrene-butashune copolymer, styrene-vinyl methyl ketone copolymer, styrene-
Styrenic copolymers of styrene and other vinyl monomers such as acrylonitrile-indene copolymers, styrene-maleic acid ester copolymers; polymethyl methacrylate, polybutyl methacrylate, polyvinyl chloride, polyvinyl acetate, polyethylene, Polypropylene, polyester, polyurethane, polyamide, epoxy resin, polyvinyl butyral, polyacrylic acid, rosin, modified rosin, terpene resin, phenol resin, aliphatic or alicyclic hydrocarbon resin, aromatic petroleum resin, chlorinated paraffin, paraffin Wax etc. can be used alone or in combination.
又、更に本発明のトナーはより効率的な帯電付与を与え
るために、少量の帯電付与剤、例えば染顔料、荷電制御
剤などを含有してもよいが、従来よりかなり少なくてよ
い。帯電付与剤としては、例えばモノアゾ染料の金属錯
塩、ニトロフミン酸及びその塩、サリチル酸、ナフトエ
酸、ジカルボン酸のCo、Cr、Fe等の金属錯体、ス
ルホン化した銅フタロシアニン顔料、ニトロ基、ハロゲ
ンを導入したスチレンオリゴマー塩素化パラフィン、メ
ラミン樹脂、サリチル酸亜鉛、サリチル酸クロム、ター
シャルブチルサリチル酸クロム、ターシャルブチルサリ
チル酸アルミニウムなどの金属の有機酸塩、αナフトエ
酸亜鉛錯体などの有機金属錯体などが挙げられる。Further, the toner of the present invention may contain a small amount of a charge imparting agent, such as a dye or pigment, a charge control agent, etc., in order to provide more efficient charge imparting, but the amount may be considerably less than conventional toners. Examples of charge-imparting agents include metal complexes of monoazo dyes, nitrohumic acid and its salts, salicylic acid, naphthoic acid, metal complexes of dicarboxylic acids such as Co, Cr, and Fe, sulfonated copper phthalocyanine pigments, nitro groups, and halogens. Examples include chlorinated paraffins of styrene oligomers, melamine resins, organic acid salts of metals such as zinc salicylate, chromium salicylate, chromium tert-butylsalicylate, and aluminum tert-butylsalicylate, and organometallic complexes such as zinc α-naphthoate complexes.
本発明で顔料を表面処理する方法は、−射的に公知の方
法を用いることができる。例えば、顔料を溶媒中に分散
しておき、これに界面活性剤溶液を少しずつ滴下しなが
ら撹拌した後、加熱又は真空乾燥する方法や、シリンダ
ー中に顔料を入れて空気で吹き上げ、界面活性剤溶液を
噴霧して乾燥させる方法、ボールミルや振動ミルなどの
湿式分散装置を使って、溶媒中に顔料・界面活性剤を分
散後、取り出して乾燥させる方法等がある。As a method for surface treating the pigment in the present invention, a known method can be used. For example, pigments may be dispersed in a solvent, a surfactant solution may be added little by little to the solution while stirring, and then heated or vacuum dried, or the pigment may be placed in a cylinder and blown up with air. There are methods such as spraying a solution and drying it, and using a wet dispersion device such as a ball mill or vibration mill to disperse pigments and surfactants in a solvent, then taking them out and drying them.
顔料表面を処理するアニオン性界面活性剤としては、脂
肪酸塩、アルキル硫酸、エステル塩、アルキルベンゼン
スルホン酸塩、アルキルナフタレンスルホン酸塩、ジア
ルキルスルホコハク酸塩、アルキルジアリルエーテルス
ルホン酸塩、アルキルリン酸塩があり、上記脂肪酸塩と
しては、ラウリン酸塩、ミリスチン酸塩、バルミチン酸
塩、ステアリン酸塩、オレイン酸塩、プロピオン酸塩、
カプロン酸塩、エナント酸塩、カプリル酸塩、ペラルゴ
ン酸塩、カプリン酸塩、ウンデシル酸塩、トリデシル酸
塩、ペンタデシル酸塩、脂肪酸セッケン類、有機塩基セ
ッケン類、金属セッケン類、ロジン酸セッケン類、トー
ル油セッケン類、ナフテン酸セッケン類、胆汁酸セッケ
ン類、パラフィン酸化カルボン酸、オキシ脂肪酸類、パ
ラフィン電解酸化脂肪酸類、アルキル側鎖脂肪酸類、多
塩素化脂肪酸類、マレイン酸結合カルボン酸、アルキル
アリールカルボン酸、酸アミド結合脂肪酸類、酸アミド
エーテル結合カルボン酸、m−アシルアミノ安息香酸、
尿素結合カルボン酸、ウレタン結合カルボン酸、エステ
ル結合カルボン酸、複雑エステル結合カルボン酸、エー
テル結合カルボン酸、水添アルキルフェノキシ酢酸、多
エーテル結合カルボン酸、変形エーテル結合カルボン酸
、チオエーテル結合カルボン酸、スルホン結合カルボン
酸、変形スルホン結合カルボン酸、アマイド、チオエー
テル結合カルボン酸、硫酸化油類、高度硫酸化油類、高
級アルコール硫酸エステル類、石油オレフィン硫酸エス
テル類、硫酸化モノグリセリド、リソノール酸モノグリ
セリド硫酸エステル、ホルムアルデヒド縮合エステル結
合硫酸エステル、脂肪酸アミド硫酸エステル、脂肪酸ア
ニリド硫酸エステル、脂肪酸エタノールアミド硫酸エス
テル、アシルアミノシクロヘキサノール硫酸エステル、
重合ヒマシ油エタノールアミド硫酸エステル、脂肪酸ア
リルアミド硫酸エステル、リンゴ酸アミド硫酸エステル
、ウレタン結合硫酸エステル、アミド、スルホンアミド
結合硫酸エステル、ポリエチレングリコールエーテル硫
酸エステル、アルカンスルホン酸、石油スルホン酸、ヒ
ドロキシアルキルスルホン酸、α−スルホ脂肪酸、ケト
スルホン酸、脂肪酸アルキルエステル第三スルホン酸、
脂肪アルコ−ルナスルホ酢酸エステル、α−スルホラウ
リン酸エステル、ジアルキルスルホコハク酸、モノアル
キルスルホコハク酸、変形スルホコハク酸エステル、タ
ウリン誘導アミド結合スルホン酸、アミノメタンスルホ
ン酸型アミド結合スルホン酸、メルカプトエタンスルホ
ン酸誘導体、ウレタン結合スルホン酸、尿素結合スルホ
ン酸、アミド、ウレタン結合スルホン酸、混合アミドエ
ステルスルホン酸、スルホコハク酸イミド、スルホマロ
ン酸ジアルキルアミド、脂肪族エーテル結合スルホン酸
、芳香族エーテル結合スルホン酸、スルホキサイド結合
スルホン酸、チオエーテル結合スルホン酸、アミドチオ
エーテル結合スルホン酸、スルホンアミド結合スルホン
酸、チオアミド結合スルホン酸、低級アルキルナフタリ
ンスルホン酸、低級ジアルキルナフタリスルホン酸、ベ
ンジルナフタリンスルホン酸、ジナフチルメタンスルホ
ン酸、αナフタリンスルホン酸、1.3.8−ナフタリ
ントリスルホン酸、テトラリンスルホン酸、オクタヒド
ロアントラセンスルホン酸、ベンジルスルファニル酸、
ジメチルメタニル酸、アルキルフェノールスルホン酸、
アルキルナフトールスルホン酸、シクロヘキシルナフタ
リンスルホン酸、ナフタリン縮合物スルホン酸、ロジン
スルホン酸、テルピネオールスルホン酸、リグニンスル
ホン酸、アルキルベンゼンスルホン酸、アルキルナフタ
リンスルホン酸、アルキルフェノールスルホン酸、オレ
イン酸結合アリールスルホン酸、アルケニルフェノール
スルホン酸、テルペンフェノールスルホン酸、ジラウリ
ルナフタリンスルホン酸、アルキルデスオキシベンゾイ
ンスルホン酸、アシルベンゼンスルホン酸、アルキルロ
ジンスルホン酸、スルホフタル酸エステル、置換スルホ
フタル酸エステル、スルホ安息香酸エステル、スルホサ
リチル酸エステル、スルホフェノキシ酢酸エステル、フ
ェノールエステルスルホン酸、複雑エステル結合スルホ
ン酸、アリールアミドスルホン酸、アシルメタニル酸、
0−トルイジツトスルホン酸、ナフテン酸アニリドスル
ホン酸、アシルアミノアリールスルホン酸、アシルアニ
シジンスルホン酸、アシルトルイジンスルホン酸、フェ
ノキシ酢酸オクチルシクロへキシルアミドスルホン酸、
ヘキサデシルアミン−4−スルホフタルアミド、4−ス
ルホフタル酸アシルアミノアニリド、アシルアミノメチ
ルフェノールスルホン酸、アシルアミノエチルフェノー
ルスルホン酸、アシルアミノエチルフェニルエーテルス
ルホン酸、脂肪酸中フェニルヒドラジットスルホン酸、
フェノールエーテルスルホン酸、クレゾールエーテルス
ルホン酸、レゾルシンエーテルスルホン酸、フェノキシ
エチルアルキルエーテルスルホン酸、フェノキシエチル
アルキルフェノールエーテルスルホン酸、ベンジルエー
テルスルホン酸、フェニルベンジルエーテルスルホン酸
、チチオエーテル結合アルキルアリールスルホン酸、ス
ルホン結合アルキルアリールスルホン酸、アセタール結
合アルキルアニールスルホン酸、スルホン酸参エステル
結合アルキルアリールスルホン酸、複素環結合アルキル
アリールスルホン酸、インドールスルホン酸、レシチン
、アルキルリン酸エステル、不飽和酸リン酸エステル、
脂肪アルコールポリオキシアルキルエーテルリン酸エス
テル、アルキルフェノールリン酸エステル、多価アルコ
ール争脂肪酸拳リン酸エステル、オキシ酸エステルリン
酸エステル、アルキル過リン酸エステル、アルキル亜リ
ン酸エステル、アルキルホスホン酸、アルキルアリール
ホスホン酸、ホスフィン酸アミン塩、アシルオキシホス
ホン酸、オキシホスホン酸、ケトホスホン酸、スホン酸
硫酸エステル、アルキルスルフィン酸、アルキルチオ硫
酸エステル、アルキルヒドロ亜硫酸エステル、アルキル
過硫酸エステル、アルキルスルファミン酸、アミド結合
スルファミン酸、アルキルスルホンアミド、アルキルア
シルスルホンアミド、アルキルジスルホンイミド、アル
キルスルホニル尿素、アルキルジチオカルバミン酸等が
挙げられる。Examples of anionic surfactants that treat the pigment surface include fatty acid salts, alkyl sulfates, ester salts, alkylbenzene sulfonates, alkylnaphthalene sulfonates, dialkyl sulfosuccinates, alkyl diallyl ether sulfonates, and alkyl phosphates. The above fatty acid salts include laurate, myristate, valmitate, stearate, oleate, propionate,
caproate, enanthate, caprylate, pelargonate, caprate, undecylate, tridecylate, pentadecylate, fatty acid soaps, organic base soaps, metal soaps, rosin acid soaps, Tall oil soaps, naphthenic acid soaps, bile acid soaps, paraffin oxidized carboxylic acids, oxyfatty acids, paraffin electrolyzed oxidized fatty acids, alkyl side chain fatty acids, polychlorinated fatty acids, maleic acid-bonded carboxylic acids, alkylaryl Carboxylic acid, acid amide bonded fatty acids, acid amide ether bonded carboxylic acid, m-acylaminobenzoic acid,
Urea-bonded carboxylic acid, urethane-bonded carboxylic acid, ester-bonded carboxylic acid, complex ester-bonded carboxylic acid, ether-bonded carboxylic acid, hydrogenated alkylphenoxyacetic acid, polyether-bonded carboxylic acid, modified ether-bonded carboxylic acid, thioether-bonded carboxylic acid, sulfone Bound carboxylic acids, modified sulfone-bonded carboxylic acids, amides, thioether-bonded carboxylic acids, sulfated oils, highly sulfated oils, higher alcohol sulfates, petroleum olefin sulfates, sulfated monoglycerides, lysonoleic acid monoglyceride sulfates, Formaldehyde condensed ester-bonded sulfate ester, fatty acid amide sulfate ester, fatty acid anilide sulfate ester, fatty acid ethanolamide sulfate ester, acylaminocyclohexanol sulfate ester,
Polymerized castor oil ethanolamide sulfate, fatty acid allylamide sulfate, malic acid amide sulfate, urethane-bonded sulfate, amide, sulfonamide-bonded sulfate, polyethylene glycol ether sulfate, alkanesulfonic acid, petroleum sulfonic acid, hydroxyalkyl sulfonic acid , α-sulfo fatty acids, ketosulfonic acids, fatty acid alkyl ester tertiary sulfonic acids,
Fatty alcohol nasulfoacetic acid ester, α-sulfolauric acid ester, dialkyl sulfosuccinic acid, monoalkyl sulfosuccinic acid, modified sulfosuccinic acid ester, taurine-derived amide-bonded sulfonic acid, aminomethane sulfonic acid type amide-bonded sulfonic acid, mercaptoethane sulfonic acid derivative , urethane-linked sulfonic acids, urea-linked sulfonic acids, amides, urethane-linked sulfonic acids, mixed amide ester sulfonic acids, sulfosuccinimides, sulfomalonate dialkylamides, aliphatic ether-linked sulfonic acids, aromatic ether-linked sulfonic acids, sulfoxide-linked sulfones Acid, thioether-bonded sulfonic acid, amidothioether-bonded sulfonic acid, sulfonamide-bonded sulfonic acid, thioamide-bonded sulfonic acid, lower alkylnaphthalene sulfonic acid, lower dialkylnaphthalene sulfonic acid, benzylnaphthalene sulfonic acid, dinaphthylmethane sulfonic acid, alpha-naphthalene sulfonic acid acid, 1.3.8-naphthalenetrisulfonic acid, tetralinsulfonic acid, octahydroanthracenesulfonic acid, benzylsulfanilic acid,
dimethylmethanilic acid, alkylphenol sulfonic acid,
Alkylnaphthol sulfonic acid, cyclohexylnaphthalene sulfonic acid, naphthalene condensate sulfonic acid, rosin sulfonic acid, terpineol sulfonic acid, lignin sulfonic acid, alkylbenzene sulfonic acid, alkylnaphthalene sulfonic acid, alkylphenol sulfonic acid, oleic acid-bonded arylsulfonic acid, alkenylphenol Sulfonic acid, terpenephenol sulfonic acid, dilaurylnaphthalene sulfonic acid, alkyldesoxybenzoin sulfonic acid, acylbenzene sulfonic acid, alkylrosine sulfonic acid, sulfophthalic acid ester, substituted sulfophthalic acid ester, sulfobenzoic acid ester, sulfosalicylic acid ester, sulfonate Phenoxyacetic acid ester, phenol ester sulfonic acid, complex ester-bonded sulfonic acid, arylamide sulfonic acid, acylmethanilic acid,
0-toluidite sulfonic acid, naphthenic acid anilide sulfonic acid, acylaminoarylsulfonic acid, acylanisidine sulfonic acid, acyl toluidine sulfonic acid, phenoxyacetic acid octylcyclohexylamide sulfonic acid,
Hexadecylamine-4-sulfophthalamide, 4-sulfophthalic acid acylaminoanilide, acylaminomethylphenol sulfonic acid, acylaminoethylphenol sulfonic acid, acylaminoethyl phenyl ether sulfonic acid, phenylhydrazito sulfonic acid among fatty acids,
Phenol ether sulfonic acid, cresol ether sulfonic acid, resorcin ether sulfonic acid, phenoxyethyl alkyl ether sulfonic acid, phenoxyethyl alkyl phenol ether sulfonic acid, benzyl ether sulfonic acid, phenylbenzyl ether sulfonic acid, thiothioether bonded alkylaryl sulfonic acid, sulfone bond Alkylaryl sulfonic acid, acetal-bonded alkylanyl sulfonic acid, sulfonic acid ester-bonded alkylaryl sulfonic acid, heterocyclic-bonded alkylaryl sulfonic acid, indole sulfonic acid, lecithin, alkyl phosphate ester, unsaturated acid phosphate ester,
Fatty alcohol polyoxyalkyl ether phosphates, alkylphenol phosphates, polyhydric alcohol fatty acid phosphates, oxyacid ester phosphates, alkyl superphosphates, alkyl phosphites, alkylphosphonic acids, alkylaryls Phosphonic acid, phosphinate amine salt, acyloxyphosphonic acid, oxyphosphonic acid, ketophosphonic acid, sulfonic acid sulfate, alkylsulfinic acid, alkylthiosulfate, alkylhydrosulfite, alkylpersulfate, alkylsulfamic acid, amide-linked sulfamic acid , alkylsulfonamide, alkylacylsulfonamide, alkyldisulfonimide, alkylsulfonylurea, alkyldithiocarbamic acid, and the like.
顔料を表面処理するカチオン性界面活性剤としては、長
鎖第1アミン塩、高級アルキルトリメチルアンモニウム
塩、高級アルキルジメチルエチルアンモニウム塩、高級
アルキルジメチルベンジルアンモニウムクロライド、高
級アルキルピリジニウムハライド、高級アルキルキノリ
ニウムハライド、高級アルキルピリジニウムサルフェー
ト、高級アルキルピリジニウムスルホネート、トリアミ
ルブチルアンモニウムシメンスルホン酸塩、ジメチルフ
ェニルベンジルアンモニウムジブチルナフタリンスルホ
ン酸塩、トリメチルヘプチルアンモニウム硫酸化オレイ
ン酸ブチル塩、ドデシルピリジニウムアビエチン酸塩、
アルキルアミノエタノール、ポリヒドロキシアミン、高
級アルキルエチレンジアミン、α−アルキルベンジルジ
アミン、p−アルキルシクロヘキシルアミン、N−アル
キルモルホリン、アルキルグルカミン、アルキルメトキ
シアニリン、ジメチルアシルアニリウム塩類、アルキル
キノリン、アルキルアミノピリジン、スルホンアミド結
合ピリジニウム塩類、スルホンアミド結合アミン、脂肪
酸ヒドロキシエチルエチレンアミド、脂肪酸ポリエチレ
ンポリアミド、ジアシルポリエチレンポリアミン、アシ
ルアミノエチルモルホリン、長鎖アミノエチル酢酸アミ
ド、長鎖アミノ酸エタノールアミド、アシルアミノ芳香
族アミン、アシルアミノ脂肪族アミン、ニコチン酸アミ
ド、トリエタノールアミンエステル、N−アルキルエタ
ノールアミンエステル、ポリオキシエタノールアミン脂
肪酸エステル、長鎖アミノアルコールエステル、エステ
ル結合ピリジニウム塩類、アミノエチルエタノールアミ
ンエステル、アミノ酸エステル、Nアルキルグリシンエ
ステル、ベタインエステル、ジエステルピリジニウム塩
、ヒドロキシエチルアスパラギン酸エステル、ジメチル
アミノ安息香酸エステル、ヒドロキシエチル芳香族アミ
ンエステル、アミノエチルチオエーテル、アミノエチル
チオアルキルエーテル、アミノフェニルスルホン、2−
メチルベンズイミダゾール、ビスイミダシリン、ジヒド
ロインドール、テトラゾリウム塩類、アミノジオキサン
、1.2−オキサジン誘導体、アルキルグアニジン、ア
シルアミノグアニジン、アルキルビグアニド、アルキル
グアナミン、長鎖アミンオキシド、ホスホニウム塩類、
アルソニウム塩、ケリルアミン、高級アルキルベンジル
ジメチルベンジルクロライド類、アルキルジメチルメタ
アリルアンモニウムハライド、コラニルアミン、α−ア
ミノ脂肪酸誘導体、α−アミノケトン誘導体、アルキル
アミノエタノール、ポリヒドロキシアミン、ビスアンモ
ニウム化合物、ρ−アルキルシクロヘキシルアミン、N
−高級アルキルシクロヘキシルアミン類、ビスモルホリ
ノメチル多価アルコール類、グルコースシッフ塩基、高
級アルキルジメチルアニリウム塩類、ρ−アルキルアミ
ノジメチルアニリン、ジメチルアシルアニリウム塩、ハ
ロゲン化アルキルニコチニウム塩、アルキルピリジン、
アルキルアミノピリジン、アルキルアミノキノリン、ア
シルアミノエチルピリジニウム塩類、長鎖アミノエチル
プロピオン酸アミド、長鎖アミノ酢酸エタノールアミド
、アシルアミノ芳香族アミン、ニコチン酸アミド、N−
ジアルキルグリシン長鎖アミド、アラニンアミド誘導体
、尿素結合芳香族アミン、尿素結合エチレンジアミン、
アミド結合アミノアルコール脂肪酸エステル、ラウリル
アルコール・グリシンエステル、エーテルエステル結合
ピリジニウム塩類、ヒドロキシエチルピリジン・エステ
ル、アルキルフェノール・アミノスルホン酸エステル、
エタノールアミン高級アルコールエナール類、アルコキ
シエチルモルホリン、エーテル結合第一アミン、二価フ
ェノール・アミノエチルエーテル、アルキルフェノール
・アミノエチルエーテル、アルコキシキノリン、アミノ
エチルチオエーテル、アミノエチルチオアルキルエーテ
ル、エステル・チオ・エーテル結合アミン、アミノフェ
ニルスルホン、2−メチルベンズイミダゾール、2−ア
ルキルベンズイミダゾール、高級アルキルイミダシリン
類、アミノエチルイミダシリン、ジヒドロインドール、
高級アルキルアミノトリアゾール、トリアゾリウム塩類
、メルカプトベンゾチアゾール、高級アルキルオキサゾ
リン、ジアルキルグアニジン、アシルアミノグアニジン
、アルキルビグアニド、アルキルアシルビグアニド、ア
ルキルグアナミン、イソチオ尿素、チオ尿素結合アミド
、アミド結合イソチオ尿素、0−アルキル尿素、高級ア
ルキルアミジン、ビスアミジン、アルキルアミジン、変
形アミンオキシド、スルホニウムハライド、スルホニウ
ム・サルフェート等が挙げられるが、それ以外のカチオ
ン性界面活性剤でもよい。Examples of cationic surfactants for surface treating pigments include long-chain primary amine salts, higher alkyltrimethylammonium salts, higher alkyldimethylethylammonium salts, higher alkyldimethylbenzylammonium chlorides, higher alkylpyridinium halides, and higher alkylquinolinium. Halide, higher alkylpyridinium sulfate, higher alkylpyridinium sulfonate, triamylbutylammonium cymenesulfonate, dimethylphenylbenzylammonium dibutylnaphthalene sulfonate, trimethylheptylammonium sulfated butyl oleate, dodecylpyridinium abietate,
Alkylaminoethanol, polyhydroxyamine, higher alkylethylenediamine, α-alkylbenzyldiamine, p-alkylcyclohexylamine, N-alkylmorpholine, alkylglucamine, alkylmethoxyaniline, dimethylacylanilium salts, alkylquinoline, alkylaminopyridine, Sulfonamide-linked pyridinium salts, sulfonamide-linked amines, fatty acid hydroxyethylethyleneamide, fatty acid polyethylene polyamide, diacylpolyethylene polyamine, acylaminoethylmorpholine, long-chain aminoethyl acetate amide, long-chain amino acid ethanolamide, acylamino aromatic amine, acylamino fat group amines, nicotinic acid amide, triethanolamine ester, N-alkylethanolamine ester, polyoxyethanolamine fatty acid ester, long-chain amino alcohol ester, ester-bonded pyridinium salts, aminoethylethanolamine ester, amino acid ester, N-alkylglycine ester , betaine ester, diester pyridinium salt, hydroxyethyl aspartate, dimethylaminobenzoic acid ester, hydroxyethyl aromatic amine ester, aminoethylthioether, aminoethylthioalkyl ether, aminophenylsulfone, 2-
Methylbenzimidazole, bisimidacillin, dihydroindole, tetrazolium salts, aminodioxane, 1,2-oxazine derivatives, alkylguanidine, acylaminoguanidine, alkyl biguanide, alkylguanamine, long chain amine oxide, phosphonium salts,
Arsonium salts, chelylamine, higher alkylbenzyldimethylbenzyl chlorides, alkyldimethylmethallylammonium halides, cholanylamine, α-amino fatty acid derivatives, α-aminoketone derivatives, alkylaminoethanol, polyhydroxyamine, bisammonium compounds, ρ-alkylcyclohexylamine , N
- Higher alkylcyclohexylamines, bismorpholinomethyl polyhydric alcohols, glucose Schiff base, higher alkyldimethylanilium salts, ρ-alkylaminodimethylaniline, dimethylacylanilium salt, alkylnicotinium halide salt, alkylpyridine,
Alkylaminopyridine, alkylaminoquinoline, acylaminoethylpyridinium salts, long-chain aminoethylpropionic acid amide, long-chain aminoacetic acid ethanolamide, acylaminoaromatic amine, nicotinic acid amide, N-
dialkylglycine long chain amide, alanine amide derivative, urea-conjugated aromatic amine, urea-conjugated ethylenediamine,
Amide-bonded amino alcohol fatty acid ester, lauryl alcohol/glycine ester, ether ester-bonded pyridinium salts, hydroxyethylpyridine ester, alkylphenol/aminosulfonic acid ester,
Ethanolamine higher alcohol enals, alkoxyethylmorpholine, ether-linked primary amine, dihydric phenol/aminoethyl ether, alkylphenol/aminoethyl ether, alkoxyquinoline, aminoethylthioether, aminoethylthioalkyl ether, ester/thio/ether Bound amine, aminophenylsulfone, 2-methylbenzimidazole, 2-alkylbenzimidazole, higher alkylimidacillins, aminoethylimidacillin, dihydroindole,
Higher alkylaminotriazole, triazolium salts, mercaptobenzothiazole, higher alkyloxazoline, dialkylguanidine, acylaminoguanidine, alkyl biguanide, alkylacyl biguanide, alkylguanamine, isothiourea, thiourea-bonded amide, amide-bound isothiourea, 0-alkylurea , higher alkylamidines, bisamidines, alkylamidines, modified amine oxides, sulfonium halides, sulfonium sulfates, etc., but other cationic surfactants may also be used.
顔料表面を処理する両性界面活性剤としてはN−アルキ
ルグリシン、N−アルキルジグリシン、N−アルキルト
リグリシン、アミド結合ベタイン、第4アスパラギン酸
誘導体類、アミノ酸、アミド・エステル結合ベタイン、
B−アミノプロピオン酸、ポリエチレンポリアミン誘導
体、サリチル酸誘導体類、スルホンアミド結合アミノ酸
、ヒドロキシエチルアミン硫酸エステル、グリセリンア
ミン硫酸エステル、ヒドロキシエチルイミダシリン硫酸
エステル、アルキルタウリン、アミノアルカンスルホン
酸、アニリンスルホン酸誘導体類、アルキルベンジルタ
ウリン、タウリン結合コハク酸エステル、アルキルスル
ホベンジルジメチルアンモニウム塩類、α−アルキルス
ルホベンジルアミン、イミダシリンスルホン酸、アミノ
エチルイミダシリンベンズアルデヒドスルホン酸縮合シ
ッフ塩基、ベンズイミダゾールスルホン酸誘導体類、ト
リアジン誘導体類等が挙げられる。Examples of amphoteric surfactants for treating the pigment surface include N-alkylglycine, N-alkyldiglycine, N-alkyltriglycine, amide-bonded betaine, quaternary aspartic acid derivatives, amino acids, amide-ester-bonded betaine,
B-aminopropionic acid, polyethylene polyamine derivatives, salicylic acid derivatives, sulfonamide-linked amino acids, hydroxyethylamine sulfate, glycerinamine sulfate, hydroxyethylimidacillin sulfate, alkyl taurine, aminoalkanesulfonic acid, aniline sulfonic acid derivatives , alkylbenzyl taurine, taurine-bonded succinate ester, alkylsulfobenzyl dimethyl ammonium salt, α-alkylsulfobenzylamine, imidacillin sulfonic acid, aminoethylimidacillin benzaldehyde sulfonic acid condensed Schiff base, benzimidazole sulfonic acid derivatives, Examples include triazine derivatives.
顔料表面を処理する非イオン性界面活性剤としては、次
のものが挙げられる。脂肪アルコール・ポリオキシエチ
レンエーテル、アルキルフェノール・ポリオキシエチレ
ンエーテル、オキソアルコール・ポリオキシエチレンエ
ーテル、エーテルアルコール・ポリオキシエチレンエー
テル、ビスフェノール・ポリオキシエチレンエーテル、
第二アルコール・ポリオキシエチレンエーテル、ポリア
ルキルシクロへキサノールポリオキシエチレンエーテル
、アルキルメルカプタン・ポリオキシエチレンエーテル
、グリセリンモノエーテル、エーテル結合シクロヘキサ
ノール・ポリオキシエチレンコハク酸エステル、ポリエ
チレングリコール脂肪酸エステル、脂肪アルコール、グ
リセリンモノ脂肪酸ニスステル、オキシ酸低級エステル
、アシルリンゴ酸ヒドロキシエステル、高級アルキルウ
レタン、脂肪酸モノエタノールアミド、スルホンアミド
、脂肪酸アシルメチルグルカミン、脂肪酸ポリオキシエ
チレンアミド、脂肪酸ヒドラジット誘導体、ジスルホン
アミド・ポリオキシエチレン化物、脂肪酸エタノールア
ミド誘導体、ポリオキシエチレン・メチレンエーテル、
脂肪酸アシルポリエステル、アルキルフェノールグルコ
シド高級アルコールグルコシド、β−アミノエチルグル
コシド、多価アルコールグルコシド、ヒドロキシスルホ
ン、アルキルジェタノールアミド、ヒドロキシアミド、
オキシメチルメタノールアミド、メチロール脂肪酸アミ
ド、ヒドロキシエチル尿素等が挙げられる。Examples of nonionic surfactants for treating the surface of pigments include the following. Fatty alcohol/polyoxyethylene ether, alkylphenol/polyoxyethylene ether, oxo alcohol/polyoxyethylene ether, ether alcohol/polyoxyethylene ether, bisphenol/polyoxyethylene ether,
Secondary alcohol/polyoxyethylene ether, polyalkylcyclohexanol polyoxyethylene ether, alkyl mercaptan/polyoxyethylene ether, glycerin monoether, ether-linked cyclohexanol/polyoxyethylene succinate, polyethylene glycol fatty acid ester, fat Alcohol, glycerin monofatty acid nystel, oxyacid lower ester, acylmalic acid hydroxyester, higher alkyl urethane, fatty acid monoethanolamide, sulfonamide, fatty acid acylmethylglucamine, fatty acid polyoxyethyleneamide, fatty acid hydrazide derivative, disulfonamide polyoxy Ethylated products, fatty acid ethanolamide derivatives, polyoxyethylene methylene ether,
Fatty acid acyl polyester, alkylphenol glucoside, higher alcohol glucoside, β-aminoethyl glucoside, polyhydric alcohol glucoside, hydroxysulfone, alkyl jetanolamide, hydroxyamide,
Examples include oxymethyl methanolamide, methylol fatty acid amide, hydroxyethyl urea, and the like.
本発明に使用される着色剤及び顔料としては、トナー用
として公知のものがすべて使用できる。As the colorant and pigment used in the present invention, all known colorants for toners can be used.
黒色の着色剤としては、例えばカーボンブラック、アニ
リンブラック、ファーネスブラック、ランプブラック等
が使用できる。As the black coloring agent, for example, carbon black, aniline black, furnace black, lamp black, etc. can be used.
顔料としては下記のものが挙げられる。Examples of pigments include the following.
く黄色系〉 [実施例コ 以下、実施例で本発明を具体的に説明する。yellowish> [Example code] Hereinafter, the present invention will be specifically explained with reference to Examples.
なお、各実施例に記載の各成分の量(部)は重量部であ
る。The amounts (parts) of each component described in each example are parts by weight.
顔料の表面処理I
上記の各処方で顔料の表面処理を行った。表面処理の方
法としては次の方法を用いた。ボールミル中に溶媒(水
)とともに入れ、24時間分散後取り出して乾燥し、処
理顔料とした。Pigment Surface Treatment I Pigments were surface treated using each of the above formulations. The following method was used for surface treatment. The mixture was placed in a ball mill together with a solvent (water), and after being dispersed for 24 hours, it was taken out and dried to obtain a treated pigment.
実施例I−1
樹脂:スチレン−2−エチルヘキ
シルアクリレート共重合体 100部極性制御
剤:サリチル酸亜鉛塩 1部処理顔料l−15部
上記組成の混合物をヘンシェルミキサー中で十分撹拌混
合した後、熱ロールミルで溶融混練し、室温まで冷却し
、ハンマーミルを用いて粗粉砕し、ついで、エアージェ
ットミルにて微粉砕する。微粉末を分級し、粒径5〜2
5μmのトナーを得た。Example I-1 Resin: Styrene-2-ethylhexyl acrylate copolymer 100 parts Polar control agent: Salicylic acid zinc salt 1 part Treated pigment 1-15 parts A mixture of the above composition was thoroughly stirred and mixed in a Henschel mixer, and then heated in a hot roll mill. The mixture is melt-kneaded, cooled to room temperature, coarsely ground using a hammer mill, and then finely ground using an air jet mill. Classify the fine powder to have a particle size of 5 to 2.
A toner of 5 μm was obtained.
上記トナー 5部と鉄粉キャリア(TEFV 150/
250メツシユ、日本鉄粉製)95部をボールミルで混
合し、二成分現像剤とした。カラー複写機すコーカラー
5000 [−リコー製]を使用しての、10万枚コピ
ー後でもホットオフセットの発生はなく、良好な画像で
あった。5 parts of the above toner and iron powder carrier (TEFV 150/
250 mesh, made by Nippon Steel Powder) were mixed in a ball mill to prepare a two-component developer. Even after copying 100,000 copies using a color copying machine, Cocolor 5000 [manufactured by Ricoh], no hot offset occurred and the images were good.
定着ローラー表面を観察した所、初期の状態と同様であ
り、顔料浸透もなかった。When the surface of the fixing roller was observed, it was found to be in the same state as the initial state, and there was no pigment penetration.
実施例!−2
樹脂:スチレン−2−エチルヘキ
シルアクリレート共重合体 100部極性制御
剤:サリチル酸亜鉛塩 1部処理顔料I−35部
上記組成の混合物を実施例1−1と同様にトナー化し、
評価した所、10万枚コピー後でもホットオフセットな
く、ローラーへの顔料浸透はなかった。Example! -2 Resin: 100 parts of styrene-2-ethylhexyl acrylate copolymer Polar control agent: 1 part of zinc salicylate salt 35 parts of treated pigment I A mixture having the above composition was made into a toner in the same manner as in Example 1-1,
Upon evaluation, even after copying 100,000 copies, there was no hot offset and no pigment penetration into the roller.
比較例I−1
樹脂:スチレン−2−エチルヘキ
シルアクリレート共重合体 100部極性制御
剤:サリチル酸亜鉛塩 1部顔料:ジスアゾイエロー
8G (未処理)5部
上記組成の混合物を実施例1−1と同様にトナー化し、
評価した所3万枚コピー後でホットオフセットか発生し
、ローラー表面は黄色に変色しており、顔料の浸透が見
られた。Comparative Example I-1 Resin: Styrene-2-ethylhexyl acrylate copolymer 100 parts Polar control agent: Salicylic acid zinc salt 1 part Pigment: Disazo Yellow 8G (untreated) 5 parts A mixture of the above composition was prepared in the same manner as in Example 1-1. into toner,
Upon evaluation, hot offset occurred after 30,000 copies were made, and the roller surface turned yellow, indicating penetration of the pigment.
顔料の表面処理■
上記の各処方で顔料の表面処理を行った。表面処理は顔
料の表面処理Iと同じ方法で行った。Pigment surface treatment■ Pigments were surface treated using each of the above formulations. The surface treatment was carried out in the same manner as in pigment surface treatment I.
実施例11−1
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部極性制御剤:サ
リチル酸亜鉛塩 1部処処理顔料−−15部
上記混合物を用いて、実施例1−1と同じ工程でトナー
をつくり、そのトナーを用いて実施例1−1と同じ条件
で試験をした。Example 11-1 Resin: Styrene-methyl acrylate copolymer 100 parts Polarity control agent: Zinc salicylate 1 part Treated pigment - 15 parts Using the above mixture, a toner was prepared in the same process as in Example 1-1. The toner was prepared and tested under the same conditions as in Example 1-1.
その結果、定着ローラー表面の状態は初期の状態と同様
であり、顔料浸透もなかった。As a result, the condition of the surface of the fixing roller was similar to the initial condition, and there was no penetration of pigment.
実施例n−2
樹脂:スチレン−ブタジェン共
重合体 100部極性制御剤:サ
リチル酸亜鉛塩 1部処処理顔料−−24部
上記組成の混合物を実施例I−1と同様にトナー化し、
評価した所、10万枚コピー後でもホットオフセットな
く、ローラーへの顔料浸透はなかった。Example n-2 Resin: styrene-butadiene copolymer 100 parts Polar control agent: 1 part zinc salicylate salt - 24 parts Treated pigment - 24 parts A mixture of the above composition was made into a toner in the same manner as in Example I-1,
Upon evaluation, even after copying 100,000 copies, there was no hot offset and no pigment penetration into the roller.
実施例ll−3
樹脂:ポリメチルメタクリレート 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−32部
上記組成の混合物を実施例1−1と同様にトナー化し、
評価した所、10万枚コピー後でもホットオフセットな
く、ローラーへの顔料浸透はなかった。Example 11-3 Resin: Polymethyl methacrylate 100 parts Polar control agent: Salicylic acid zinc salt 1 part Treated pigment - 32 parts A mixture having the above composition was made into a toner in the same manner as in Example 1-1,
Upon evaluation, even after copying 100,000 copies, there was no hot offset and no pigment penetration into the roller.
実施例ll−4
樹脂:ポリ酢酸ビニル
極性制御剤=4級アンモニウム塩
処理顔料11−3
上記組成の混合物を実施例I−1と同様にトナー化した
。Example 11-4 Resin: Polyvinyl acetate Polarity control agent = Quaternary ammonium salt treated pigment 11-3 A mixture having the above composition was made into a toner in the same manner as in Example I-1.
上記トナー 5部と鉄粉キャリア(TEFV−150/
250メッシュ二日本鉄粉製)95部をボールミルで混
合し、正帯電の二成分現像剤を作った。5 parts of the above toner and iron powder carrier (TEFV-150/
95 parts of 250 mesh Nippon Iron Powder) were mixed in a ball mill to prepare a positively charged two-component developer.
正帯電二成分現像剤を複写機リコピーFT4820[観
すコー製]を使用して10万枚コピー後でもホットオフ
セットの発生はなく、ローラーへの顔料の浸透もない正
帯電トナーか得られた。Using the positively charged two-component developer, a positively charged toner was obtained in which hot offset did not occur even after copying 100,000 copies using a copying machine, Recopy FT4820 [manufactured by Kansuko Co., Ltd.], and the pigment did not penetrate into the roller.
比較例11−1
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部極性制御剤:サ
リチル酸亜鉛塩 1部顔料:ジスアゾイエロー8G(
未処理)5部
上記組成の混合物を実施例1−1と同様にトナー化し、
評価した所3万枚コピー後でホットオフセットが発生し
、ローラー表面は黄色に変色しており、顔料の浸透が見
られた。Comparative Example 11-1 Resin: 100 parts of styrene-methyl acrylate copolymer Polar control agent: 1 part of zinc salicylate salt Pigment: Disazo Yellow 8G (
(untreated) 5 parts The mixture having the above composition was made into a toner in the same manner as in Example 1-1,
Upon evaluation, hot offset occurred after 30,000 copies were made, the roller surface turned yellow, and pigment penetration was observed.
比較例I>2
樹脂:ポリメチルメタクリレート 100部極性制御剤
:サリチル酸亜鉛塩 1部顔料ニジアニンブルーFB
K(未処理)2部上記組成の混合物を実施例1−1と同
様にトナー化し、評価した所5.5万枚コピー後でホッ
トオフセットが発生し、ローラー表面は青色に変色して
おり、顔料の浸透が見られた。Comparative Example I>2 Resin: Polymethyl methacrylate 100 parts Polar control agent: Salicylic acid zinc salt 1 part Pigment Nidiane Blue FB
2 parts of K (untreated) A mixture of the above composition was made into a toner in the same manner as in Example 1-1, and when evaluated, hot offset occurred after copying 55,000 copies, and the roller surface turned blue. Pigment penetration was observed.
顔料の表面処理■
上記の各処方で顔料の表面処理を行った。表面処理の方
法は顔料の表面処理Iと同じ方法で行った。Pigment surface treatment■ Pigments were surface treated using each of the above formulations. The surface treatment was performed in the same manner as in pigment surface treatment I.
実施例m−1
樹脂:ポリエチレン 100部極性制御剤
開側リチル酸亜鉛塩 1部処処理顔料−−15部
上記組成の混合物をヘンシェルミキサー中で十分撹拌混
合した後、熱ロールミルで溶融混練し、室温まで冷却し
、ハンマーミルて粗粉砕し、エアージェットミルで微粉
砕後、ジグザグ分級装置で分級、平均粒径11.0μm
のトナーを得た。Example m-1 Resin: Polyethylene 100 parts Polarity control agent Open-side lytic acid zinc salt 1 part Treated pigment - 15 parts The mixture having the above composition was thoroughly stirred and mixed in a Henschel mixer, then melt-kneaded in a hot roll mill, Cool to room temperature, coarsely pulverize with a hammer mill, finely pulverize with an air jet mill, and classify with a zigzag classifier, average particle size 11.0 μm.
I got the toner.
上記トナーを用いて実施例1−1と同じ条件で試験をし
た。A test was conducted using the above toner under the same conditions as in Example 1-1.
その結果、定着ローラー表面の状態は初期の状態と同様
であり、顔料浸透もなかった。As a result, the condition of the surface of the fixing roller was similar to the initial condition, and there was no penetration of pigment.
実施例lll−2
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部
極性制御剤:サリチル酸亜鉛塩 1部処処理顔料−−
24部
上記組成の混合物を実施例m−1と同様にトナー化し、
評価した所、10万枚コピー後でもホットオフセットな
く、ローラーへの顔料浸透はなかった。Example lll-2 Resin: Styrene-methyl acrylate copolymer 100 parts Polar control agent: Salicylic acid zinc salt 1 part Treated pigment --
24 parts The mixture having the above composition was made into a toner in the same manner as in Example m-1,
Upon evaluation, even after copying 100,000 copies, there was no hot offset and no pigment penetration into the roller.
実施例m−3
樹脂:ポリスチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−32部
上記組成の混合物を実施例m−1と同様にトナー化し、
評価した所、10万枚コピー後でもホットオフセットな
く、ローラーへの顔料浸透はなかった。Example m-3 Resin: Polystyrene 100 parts Polar control agent: Salicylic acid zinc salt 1 part Treated pigment - 32 parts A mixture having the above composition was made into a toner in the same manner as in Example m-1,
Upon evaluation, even after copying 100,000 copies, there was no hot offset and no pigment penetration into the roller.
比較例m−1
樹脂:ポリエステル 100部極性制御剤
:サリチル酸亜鉛塩 1部顔料:ジスアゾイエロー8
G (未処理)5部
上記組成の混合物を実施例m−1と同様にトナー化し、
評価した所3万枚コピー後でホットオフセットが発生し
ており、ローラー表面は黄色に変色しており、顔料の浸
透が見られた。Comparative Example m-1 Resin: Polyester 100 parts Polar control agent: Salicylic acid zinc salt 1 part Pigment: Disazo Yellow 8
G (untreated) 5 parts The mixture having the above composition was made into a toner in the same manner as in Example m-1,
Upon evaluation, hot offset occurred after 30,000 copies were made, the roller surface turned yellow, and pigment penetration was observed.
顔料の表面処理■
上記の各処方で顔料の表面処理を行った。表面処理の方
法は顔料の表面処理Iと同し方法で行った。Pigment surface treatment■ Pigments were surface treated using each of the above formulations. The surface treatment was carried out in the same manner as in pigment surface treatment I.
実施例IV−1
樹脂:ポリエチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−15部
上記組成の混合物を実施例I−1と同じ工程で微粉砕後
、ジグザグ分級装置で分級し、平均粒径11.0部口の
トナーを得た。Example IV-1 Resin: polyethylene 100 parts Polarity control agent: 1 part zinc salicylate salt Treated pigment - 15 parts A mixture of the above composition was finely pulverized in the same process as in Example I-1, and then classified using a zigzag classifier. A toner having an average particle size of 11.0 parts was obtained.
上記トナーを用いて実施例I−1と同し方法で二成分現
像剤とし、同じ方法で試験をした。A two-component developer was prepared using the above toner in the same manner as in Example I-1, and tested in the same manner.
その結果、定着ローラー表面の状態は初期の状態と同様
であり、ローラーへの顔料浸透はなかった。As a result, the condition of the surface of the fixing roller was similar to the initial condition, and the pigment did not penetrate into the roller.
実施例IV−2
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部極性制御剤:サ
リチル酸亜鉛塩 1部処処理顔料−−24部
上記組成の混合物を実施例IV−1と同様にトナー化し
、評価したところ、10万枚コピー後でもホットオフセ
ットがなく、ローラーへの顔料浸透はなかった。Example IV-2 Resin: Styrene-methyl acrylate copolymer 100 parts Polar control agent: Zinc salicylate 1 part Treated pigment - 24 parts A mixture of the above composition was made into a toner in the same manner as in Example IV-1 and evaluated. As a result, even after copying 100,000 copies, there was no hot offset, and no pigment penetrated into the roller.
実施例IV−3
樹脂:ポリスチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−32部
上記組成の混合物を実施例IV−1と同様にトナー化し
、評価したところ、10万枚コピー後でもホットオフセ
ットがなく、ローラーへの顔料浸透はなかった。Example IV-3 Resin: Polystyrene 100 parts Polar control agent: Zinc salicylate 1 part Treated pigment - 32 parts A mixture of the above composition was made into a toner in the same manner as in Example IV-1, and when evaluated, 100,000 copies were obtained. Even after, there was no hot offset and no pigment penetration into the roller.
表面処理剤の作製V
上記の組合せで非イオン性界面活性剤・アニオン性界面
活性剤を50:50の比率で50gずつ1交の三角フラ
スコに入れ、溶媒(水)を151加えてスターラーで3
0分撹拌し、表面処理剤を作製した。Preparation of surface treatment agent V Put 50 g of the above combination of nonionic surfactant and anionic surfactant in a ratio of 50:50 into a single Erlenmeyer flask, add 151 ml of solvent (water), and mix with a stirrer for 3 ml.
The mixture was stirred for 0 minutes to prepare a surface treatment agent.
顔料の表面処理■
上記の各処方で顔料の表面処理を行った。表面処理は顔
料の表面処理Iと同じ方法で行った。Pigment surface treatment■ Pigments were surface treated using each of the above formulations. The surface treatment was carried out in the same manner as in pigment surface treatment I.
実施例V−1
樹脂:ポリエチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−15部
上記組成の混合物を実施例1−1と同じ工程で微粉砕後
、ジグザグ分級装置で分級し、平均粒径11.0μmの
トナーを得た。Example V-1 Resin: Polyethylene 100 parts Polarity control agent: 1 part zinc salicylate salt Treated pigment - 15 parts A mixture of the above composition was pulverized in the same process as in Example 1-1, and then classified using a zigzag classifier. A toner having an average particle size of 11.0 μm was obtained.
上記トナーを用いて実施例1−1と同じ方法で二成分現
像剤とし、同じ方法で試験をした。A two-component developer was prepared using the above toner in the same manner as in Example 1-1, and tested in the same manner.
その結果、定着ローラー表面の状態は初期の状態と同様
であり、ローラーへの顔料浸透はなかった。As a result, the condition of the surface of the fixing roller was similar to the initial condition, and the pigment did not penetrate into the roller.
又、トナーの帯電も常に安定しており、初期の帯電量が
一17μc/gなのに対し、]0万0万ピー後の現像剤
の帯電量は一14μc/gであり、環境変動も少なかっ
た。In addition, the toner charge was always stable, with an initial charge of 117 μc/g, while the developer charge after 10,000,000 copies was 114 μc/g, with little environmental fluctuation. .
実施例V−2
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部極性制御剤:サ
リチル酸亜鉛塩 1部処理顔料v−24部
上記組成の混合物を実施例V−1と同様にトナー化し、
評価したところ、10万枚コピー後でもホットオフセッ
トがなく、ローラーへの顔料浸透はなく、帯電量は安定
しており、初期帯電−16μc/g 、 10万枚コピ
ー後の帯電は一13μc/gであった。Example V-2 Resin: 100 parts of styrene-methyl acrylate copolymer Polar control agent: 1 part of zinc salicylate salt V-24 parts of treated pigment A mixture having the above composition was made into a toner in the same manner as in Example V-1,
As a result of evaluation, there was no hot offset even after copying 100,000 copies, there was no pigment penetration into the roller, and the amount of charge was stable, with an initial charge of -16 μc/g and a charge of -13 μc/g after copying 100,000 copies. Met.
実施例V−3
樹脂:ポリスチレン 100部極性制御剤:
サリチル酸亜鉛塩 1部処処理顔料−−32部
上記組成の混合物を実施例V−1と同様にトナー化し、
評価したところ、10万枚コピー後でもホットオフセッ
ト・ローラーへの顔料浸透はなく、帯電量は安定してお
り、初期帯電−18μc/g 、 10万枚コピー後の
帯電は一■4μc/gであった。Example V-3 Resin: Polystyrene 100 parts Polarity control agent:
Salicylic acid zinc salt 1 part Treated pigment - 32 parts The mixture having the above composition was made into a toner in the same manner as in Example V-1,
When evaluated, there was no pigment penetration into the hot offset roller even after 100,000 sheets had been copied, and the charge amount was stable, with an initial charge of -18μc/g and a charge after 100,000 copies of 1.4μc/g. there were.
比較例V−1
樹脂:ポリエステル 100部極性制御剤
:サリチル酸亜鉛塩 1部顔料:ジスアゾイエロー8
G(未処理)5部
上記組成の混合物を実施例V−1と同様にトナー化し、
評価したところ、3万枚コピー後でホットオフセットが
発生しており、ローラー表面は黄色に変色し、顔料の浸
透がみられた。Comparative Example V-1 Resin: Polyester 100 parts Polar control agent: Salicylic acid zinc salt 1 part Pigment: Disazo Yellow 8
G (untreated) 5 parts The mixture having the above composition was made into a toner in the same manner as in Example V-1,
Upon evaluation, hot offset occurred after 30,000 copies were made, the roller surface turned yellow, and pigment penetration was observed.
又、帯電量の変動も大きく、初期の帯電で一18μc/
gであった現像剤が3万枚コピー終了の時点で、帯電量
が一8μc/gにまで低下しており、複写機内部ではト
ナーの飛散が発生していた。In addition, the amount of charge varies greatly, with initial charging of -18μc/
By the end of copying 30,000 copies, the amount of charge had decreased to 18 μc/g, and toner was scattering inside the copying machine.
表面処理剤の作製■
上記の組合せで非イオン性界面活性剤・カチオン性界面
活性剤を50+50の比率で50gずつ19の三角フラ
スコに入れ、溶媒(水)を1又加えてスターラーで30
分撹拌し、表面処理剤を作製した。Preparation of surface treatment agent■ Put 50g each of the above combination of nonionic surfactant and cationic surfactant in a ratio of 50+50 into a 19-inch Erlenmeyer flask, add one drop of solvent (water), and mix with a stirrer for 30g.
The mixture was stirred for several minutes to prepare a surface treatment agent.
顔料の表面処理■
上記の各処方で顔料の表面処理を行った。表面処理は顔
料の表面処理Iと同し方法で行った。Pigment surface treatment■ Pigments were surface treated using each of the above formulations. The surface treatment was carried out in the same manner as in the pigment surface treatment I.
実施例Vl−1
樹脂:ポリエチレン 100部極性制御剤
開側リチル酸亜鉛塩 1部処処理顔料−−15部
上記組成の混合物を実施例1−1と同じ工程で微粉砕後
、ジグザグ分級装置で分級し、平均粒径11.0μlの
トナーを得た。Example Vl-1 Resin: Polyethylene 100 parts Polarity control agent Open side lytic acid zinc salt 1 part Treated pigment - 15 parts A mixture of the above composition was pulverized in the same process as in Example 1-1, and then pulverized using a zigzag classifier. It was classified to obtain a toner with an average particle size of 11.0 μl.
上記トナーを用いて実施例1−1と同じ方法で二成分現
像剤とし、同じ方法で試験をした。A two-component developer was prepared using the above toner in the same manner as in Example 1-1, and tested in the same manner.
その結果、定着ローラー表面の状態は初期の状態と同様
であり、ローラーへの顔料浸透はなかった。As a result, the condition of the surface of the fixing roller was similar to the initial condition, and the pigment did not penetrate into the roller.
又、トナーの帯電も常に安定しており、初期の帯電量が
一16μc/gなのに対し、10万枚コピー後の現像剤
の帯電量は一13μc/gであり、環境変動も少なかっ
た。Further, the charge of the toner was always stable, and while the initial charge amount was 116 μc/g, the charge amount of the developer after copying 100,000 sheets was 113 μc/g, and environmental fluctuations were small.
実施例VI−2
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部
極性制御剤:サリチル酸亜鉛塩 1部処処理顔料−−
24部
上記組成の混合物を実施例Vl−1と同様にトナー化し
、評価したところ、10万枚コピー後でもホットオフセ
ット・ローラーへの顔料浸透はなく、帯電量は安定して
おり、初期帯電−19μc/g 、 10万枚コピー後
の帯電は−14μc/gであった。Example VI-2 Resin: Styrene-methyl acrylate copolymer 100 parts Polar control agent: Zinc salicylate 1 part Treated pigment --
24 parts The mixture having the above composition was made into a toner in the same manner as in Example Vl-1 and evaluated. Even after copying 100,000 copies, there was no penetration of the pigment into the hot offset roller, the amount of charge was stable, and the initial charge was - The charge after copying 100,000 sheets was -14 μc/g.
実施例VI−3
樹脂:ポリスチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−32部
上記組成の混合物を実施例Vl−1と同様にトナー化し
、評価したところ、10万枚コピー後でもホットオフセ
ット・ローラーへの顔料浸透はなく、帯電量は安定して
おり、初期帯電−18μc/g 、 10万枚コピー後
の帯電は一14μc/gであった。Example VI-3 Resin: Polystyrene 100 parts Polar control agent: Salicylic acid zinc salt 1 part Treated pigment -- 32 parts A mixture of the above composition was made into a toner in the same manner as in Example VI-1, and when evaluated, 100,000 copies were obtained. There was no pigment permeation into the hot offset roller even after printing, and the charge amount was stable, with an initial charge of -18 μc/g and a charge after copying 100,000 copies of -14 μc/g.
上記の組合せで非イオン性界面活性剤・両性界面活性剤
を50:50の比率で50gずっ151の三角フラスコ
に入れ、溶媒(水)を151加えてスターラーで30分
撹拌し、表面処理剤を作製した。Put 50g of the above combination of nonionic surfactant and amphoteric surfactant in a ratio of 50:50 into a 151 Erlenmeyer flask, add 151 of a solvent (water) and stir with a stirrer for 30 minutes to remove the surface treatment agent. Created.
上記の各処方で顔料の表面処理を行った。表面処理は顔
料の表面処理Iと同じ方法で行った。Pigments were surface treated using each of the above formulations. The surface treatment was carried out in the same manner as in pigment surface treatment I.
実施例■−1
樹脂:ポリエチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−15
上記組成の混合物を実施例I−1と同じ工程で微粉砕後
、ジグザグ分級装置で分級し、平均粒径11,0μmの
トナーを得た。Example ■-1 Resin: Polyethylene 100 parts Polarity control agent: Salicylic acid zinc salt 1 part Treated pigment--15 A mixture of the above composition was pulverized in the same process as in Example I-1, and then classified with a zigzag classifier, A toner with an average particle size of 11.0 μm was obtained.
上記トナーを用いて実施例I−1と同じ方法で二成分現
像剤とし、同じ方法で試験をした。A two-component developer was prepared using the above toner in the same manner as in Example I-1, and tested in the same manner.
その結果、定着ローラー表面の状態は初期の状態と同様
であり、ローラーへの顔料浸透はなかった。As a result, the condition of the surface of the fixing roller was similar to the initial condition, and the pigment did not penetrate into the roller.
又、トナーの帯電も常に安定しており、初期の帯電量が
一16μc/gなのに対し、10万枚コピー後の現像剤
の帯電量は一14μc/gであり、環境変動も少なかっ
た。In addition, the charge of the toner was always stable, and while the initial charge amount was 116 μc/g, the charge amount of the developer after 100,000 copies was 14 μc/g, and environmental fluctuations were small.
実施例■−2
樹脂:スチレン−アクリル酸メチ
ル共重合体 100部極性制御剤:サ
リチル酸亜鉛塩 1部処処理顔料−−24部
上記組成の混合物を実施例■−1と同様にトナー化し、
評価したところ、10万枚コピー後でもホットオフセッ
ト・ローラーへの顔料浸透はなく、帯電量は安定してお
り、初期帯電−18μc/g、10万枚コピー後の帯電
は一15μc/gであった。Example ■-2 Resin: 100 parts of styrene-methyl acrylate copolymer Polarity control agent: 1 part of zinc salicylate salt Treated pigment - 24 parts A mixture having the above composition was made into a toner in the same manner as in Example ■-1,
When evaluated, there was no pigment penetration into the hot offset roller even after 100,000 sheets had been copied, and the charge amount was stable, with an initial charge of -18 μc/g and a charge after 100,000 sheets of copying of -15 μc/g. Ta.
実施例■−3
樹脂:ポリスチレン 100部極性制御剤
:サリチル酸亜鉛塩 1部処処理顔料−−32
上記組成の混合物を実施例■−1と同様にトナー化し、
評価したところ、10万枚コピー後でもホットオフセッ
ト・ローラーへの顔料浸透はなく、帯電量は安定してお
り、初期帯電−17μc/g 、 10万枚コピー後の
帯電は一16μc/gであった。Example ■-3 Resin: Polystyrene 100 parts Polar control agent: Salicylic acid zinc salt 1 part Treated pigment--32 A mixture with the above composition was made into a toner in the same manner as in Example ■-1,
When evaluated, there was no pigment penetration into the hot offset roller even after 100,000 copies had been copied, and the charge amount was stable, with an initial charge of -17 μc/g and a charge after 100,000 copies of -16 μc/g. Ta.
[発明の効果]
以上説明したように、本発明のトナーを用いることによ
ってトナーの顔料が定着ローラーに付着することが少な
くなり、その結果定着ローラーの寿命が延長される。又
、現像剤の帯電も安定する。[Effects of the Invention] As described above, by using the toner of the present invention, the pigment of the toner is less likely to adhere to the fixing roller, and as a result, the life of the fixing roller is extended. Further, the charging of the developer is also stabilized.
Claims (2)
、両性界面活性剤、ノニオン界面活性剤のうちの何れか
で表面処理されていることを特徴とする静電荷像現像用
カラートナー。(1) A color toner for developing electrostatic images, characterized in that the pigment is surface-treated with any one of an anionic surfactant, a cationic surfactant, an amphoteric surfactant, and a nonionic surfactant.
、両性界面活性剤のうちの一つとノニオン界面活性剤と
の混合物で表面処理されていることを特徴とする請求項
(1)記載の静電荷像現像用カラートナー。(2) The static pigment according to claim (1), wherein the pigment is surface-treated with a mixture of a nonionic surfactant and one of anionic surfactants, cationic surfactants, and amphoteric surfactants. Color toner for developing charge images.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19697789 | 1989-07-31 | ||
JP1-196977 | 1989-07-31 | ||
JP2-39873 | 1990-02-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03267947A true JPH03267947A (en) | 1991-11-28 |
Family
ID=16366788
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2118663A Pending JPH03267947A (en) | 1989-07-31 | 1990-05-10 | Color toner for developing electrostatic charge image |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03267947A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0588328A2 (en) * | 1992-09-16 | 1994-03-23 | Fuji Xerox Co., Ltd. | Electrophotographic toner |
EP0609443A1 (en) * | 1991-10-22 | 1994-08-10 | Nippon Carbide Kogyo Kabushiki Kaisha | Colored toner for developing electrostatic image |
JP2011145321A (en) * | 2010-01-12 | 2011-07-28 | Konica Minolta Business Technologies Inc | Toner for electrostatic charge image development, and method for producing toner for electrostatic charge image development |
JP2012022088A (en) * | 2010-07-13 | 2012-02-02 | Kao Corp | Electrophotographic toner |
-
1990
- 1990-05-10 JP JP2118663A patent/JPH03267947A/en active Pending
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0609443A1 (en) * | 1991-10-22 | 1994-08-10 | Nippon Carbide Kogyo Kabushiki Kaisha | Colored toner for developing electrostatic image |
EP0609443A4 (en) * | 1991-10-22 | 1995-04-19 | Nippon Carbide Kogyo Kk | Colored toner for developing electrostatic image. |
EP0588328A2 (en) * | 1992-09-16 | 1994-03-23 | Fuji Xerox Co., Ltd. | Electrophotographic toner |
EP0588328A3 (en) * | 1992-09-16 | 1994-09-21 | Fuji Xerox Co Ltd | Electrophotographic toner |
US5849451A (en) * | 1992-09-16 | 1998-12-15 | Fuji Xerox Co., Ltd. | Electrophotographic dry toner comprising inorganic particles |
JP2011145321A (en) * | 2010-01-12 | 2011-07-28 | Konica Minolta Business Technologies Inc | Toner for electrostatic charge image development, and method for producing toner for electrostatic charge image development |
JP2012022088A (en) * | 2010-07-13 | 2012-02-02 | Kao Corp | Electrophotographic toner |
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