US3928656A - Method of developing electrostatic latent images with pressure sensitive toner - Google Patents
Method of developing electrostatic latent images with pressure sensitive toner Download PDFInfo
- Publication number
- US3928656A US3928656A US422399A US42239973A US3928656A US 3928656 A US3928656 A US 3928656A US 422399 A US422399 A US 422399A US 42239973 A US42239973 A US 42239973A US 3928656 A US3928656 A US 3928656A
- Authority
- US
- United States
- Prior art keywords
- toner
- pressure
- image
- polymer
- weakly crosslinked
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 42
- 229920000642 polymer Polymers 0.000 claims abstract description 56
- 229920006037 cross link polymer Polymers 0.000 claims description 25
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- 238000011161 development Methods 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 11
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- 238000003825 pressing Methods 0.000 claims description 3
- 238000009877 rendering Methods 0.000 claims description 2
- 229920006125 amorphous polymer Polymers 0.000 abstract description 8
- 239000002245 particle Substances 0.000 description 31
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- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- -1 vinyl pyridine acrylic acid butyl acrylate Chemical compound 0.000 description 14
- 230000018109 developmental process Effects 0.000 description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 239000000123 paper Substances 0.000 description 11
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 7
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 239000012260 resinous material Substances 0.000 description 6
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- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000006229 carbon black Substances 0.000 description 4
- 239000012876 carrier material Substances 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
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- 229910021645 metal ion Inorganic materials 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
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- 150000004985 diamines Chemical class 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
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- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229920000554 ionomer Polymers 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
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- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 235000010338 boric acid Nutrition 0.000 description 2
- 239000001506 calcium phosphate Substances 0.000 description 2
- 150000007942 carboxylates Chemical group 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000000696 magnetic material Substances 0.000 description 2
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229910001414 potassium ion Inorganic materials 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
- 229940078499 tricalcium phosphate Drugs 0.000 description 2
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 2
- 235000019731 tricalcium phosphate Nutrition 0.000 description 2
- RNQBCZCPNUHWLV-UHFFFAOYSA-N 1,8-dioxacyclotetradecane-2,7-dione Chemical compound O=C1CCCCC(=O)OCCCCCCO1 RNQBCZCPNUHWLV-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-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
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 239000003341 Bronsted base Substances 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 229920001800 Shellac Polymers 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
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- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229920006020 amorphous polyamide Polymers 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 125000005619 boric acid group Chemical class 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- VDBXLXRWMYNMHL-UHFFFAOYSA-N decanediamide Chemical compound NC(=O)CCCCCCCCC(N)=O VDBXLXRWMYNMHL-UHFFFAOYSA-N 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000006185 dispersion Substances 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
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000005294 ferromagnetic effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 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
- 230000000737 periodic effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000120 polyethyl acrylate Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- LLLCSBYSPJHDJX-UHFFFAOYSA-M potassium;2-methylprop-2-enoate Chemical compound [K+].CC(=C)C([O-])=O LLLCSBYSPJHDJX-UHFFFAOYSA-M 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- NVIFVTYDZMXWGX-UHFFFAOYSA-N sodium metaborate Chemical compound [Na+].[O-]B=O NVIFVTYDZMXWGX-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003455 sulfinic acids Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- DJZKNOVUNYPPEE-UHFFFAOYSA-N tetradecane-1,4,11,14-tetracarboxamide Chemical compound NC(=O)CCCC(C(N)=O)CCCCCCC(C(N)=O)CCCC(N)=O DJZKNOVUNYPPEE-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08793—Crosslinked polymers
Definitions
- a pressure fixable toner comprised of a weakly crosslinked amorphous polymer the crosslink bonds of which are disrupted and/or broken by the application of pressure whereby the polymer is sufficiently soft to be fixed by pressure.
- This invention relates to electrostatography, and more particularly to improved electrostatographic developing materials and the use thereof.
- Electrostatography is best exemplified by electrophotography.
- the basic electrophotographic process as taught by C. F. Carlson in US. Pat. No. 2,297,691, involves placing a uniform electrostatic charge on a photoconductive insulating layer, exposing the layer to a light-and-shadow image to dissipate the charge on the areas of the layer exposed to the light and developing the resulting latent electrostatic image by depositing on the image a finely divided electroscopic material referred to in the art as toner.
- the toner will normally be attracted to those areas of the layer which retain a charge, thereby forming a toner image corresponding to the latent electrostatic image.
- This powder image may then be transferred to a support surface such as paper.
- the transferred image may subsequently be permanently affixed to the support surface as by heat.
- latent image formation by uniformly charging the photoconductive layer and then exposing the layer to a light-and-shadow image.
- one may form the latent image by directly charging the layer in image configuration.
- the powder image may be fixed to the photoconductive layer if elimination of the powder image transfer step is desired.
- Other suitable fixing means such as solvent or overcoating treatment may be substituted for the foregoing heat fixing steps.
- Final copies of the toner image are generally prepared by heating the toner image on a suitable support to a temperature at which the toner flows in order to effect fusing of the toner to the support medium.
- a suitable support In order to increase the speed at which toners may be fixed to a support attempts have been made to form toners of low molecular weight resins which are easily heat fused at relatively low temperatures, but such attempts have not generally been successful in that such toners tend to block at low temperatures. Accordingly, there is a need for new toners which can be fixed rapidly, and which have the physical properties required to withstand the conditions which are employed in the developing process.
- An object of this invention is to provide an improved electrostatographic developer.
- Another object of this invention is to provide a toner which can be fixed rapidly and which has the physical properties required to withstand the conditions encountered in the developing process.
- a further object of this invention is to provide a toner which is capable of being fixed to a support surface by the application of pressure.
- an electrostatographic toner of a finely divided colored resinous material in which the resinous material includes a weakly crosslinked amorphous polymer having a glass transition temperature (Tg) of greater than about C.
- Tg glass transition temperature
- the crosslinks of the polymer are shear sensitive and can be temporarily disrupted and/or bro- 2 ken by the application of pressure, resulting in a polymer which has the properties of the uncrosslinked poly mer. Upon release of the pressure, the polymer reverts to its crosslinked state. Accordingly, such a toner is capable of being fixed to a support medium in image configuration, by the application of pressure.
- the weakly crosslinked polymer is produced from a polymer having a Tg of less than 40 C, with the increase in Tg exhibited by the crosslinked polymer resulting from the production of the crosslinks.
- the ton ers of the present invention are capable of being fixed to a final copy by the application of pressure.
- the uncrosslinked polymer (commonly referred to as a prepolymer) from which the weakly crosslinked polymer is prepared is an amorphous polymer which has a Tg from about l00 C to about 40 C, preferably from about 50C to about 20 C. It is to be understood, however, that these specified lower Tg limits are only exemplary of the starting materials employed in that polymers with a Tg lower than l00 C can be employed, provided the weakly crosslinked polymer produced therefrom has the specified Tg.
- the polymer molecular weight (number average) of the uncrosslinked polymer is generally from about 500 to about 100,000, preferably from about 1,000 to about 50,000 and includes more than two crosslink sites per molecule (functionality of molecule is greater than two) which are reactable to provide crosslinks having a bond strength from about 2 to about 30 kcal/- mole, and preferably bond strengths from about 3 to about 15 kcal/mole.
- the Tg of the prepolymer and the number of crosslink sites therein are such that, upon crosslinking, the Tg of the crosslinked polymer is raised to a value from about 20 C to about 50 C, and preferably to a value from about 20 C to about 50 C.
- the polymer which is used in preparing the toners of the present invention is a weakly crosslinked amorphous polymer having a crosslink bond strength from about 2 to about 30 kcal/mole, a Tg from about 20 C to about 50 C.
- the weakly crosslinked amorphous polymers which are used in producing the toners of the present invention to provide a pressure fixable toner are used in producing the toners of the present invention to provide a pressure fixable toner.
- the molecular weight, crosslink bond strength and glass transition temperature is selected within the specified ranges to provide a polymer having a yield stress sufficiently low to permit yielding by the application of pressure.
- the weakly crosslinked amorphous polymers which are suitable for the purposes of the present invention have a yield stress from about 500 to about 20,000 psi., and preferably a yield stress from about 1,000 to about 5,000 psi.
- the weak crosslinks of the polymers which are suitable for the purposes of the present invention are formed by associative bonding (as opposed to covalent bonding), and as representative examples of types of associative bonding there may be mentioned; hydrogen bonding; ionic clustering (sometimes referred to as ionic crosslinking with such weakly crosslinked polymers sometimes being referred to as ionic polymers or ionomers, with the term ionic polymer" as used herein referring to such weakly crosslinked polymers); metal coordinate bonding (including but not limited to chelates); and weak acid-weak base bonding (including but not limited to Lewis Acid Bronsted Base bonding).
- polymers including a carboxylic acid group. phenolic groups, amine groups, amide groups and the like are suitable for the purposes of the present invention.
- specific polymers which having hydrogen bonding and are suitable for the purposes of the present invention there may be mentioned; a copolymer of n-butyl methacrylate and acrylic acid; a copolymer of vinyl n-alkyl pyridine and hexylmethacrylate; a copolymer of diacetone acrylamide and butyl acrylate; poly (N,N- diisobutylhexamethyleneadipamide) and the like.
- polymers which include functional groups capable of forming a bond with a metal having a valency greater than one with such functional groups generally being either a carbonyl group, an ether group, a thio ether group, an amino group, an amide group and the like.
- Weak acid-weak base associative bonding results from a single polymer which includes both acid and base groups or a polymer mixture which includes both acid and base groups, with the acidic functionality being exemplified by one or more of the following groups: carboxylic acids, boric acids, sulfonic acids, phosphonic acids, sulfinic acids and the like.
- the basic functionality groups are exemplified by one or more of the following groups: hydroxyl, pyridyl, amino and the like.
- the ionic crosslinkages or clusterings are formed, as known in the art, by the polymer including a negative and/or positively charged groups(s) either pendant to the polymer backbone, incorporated into the polymer backbone, or terminal to the polymer backbone, which is neutralized by an oppositely charged group to pro vide the ionic crosslink or cluster.
- amorphous ionic polymers there may be mentioned polymers which include: as negatively charged groups, either free carboxylate groups (COO), free sulfonate groups O S), or phosphate groups, which may be neutralized with a metal cation or an amino cation, etc.; or as a positively charged group, a free amino group, which may be neutralized with either a carboxylate group, an acid halide, in particular an acid chloride or bromide, a sulfonate group, etc. It is to be understood that the polymer may be formed with both negatively and positively charged groups to produce the ionic crosslink or cluster or the polymer may be formed with either a negatively or positively charged group and subsequently neutralized.
- COO free carboxylate groups
- O S free sulfonate groups
- phosphate groups which may be neutralized with a metal cation or an amino cation, etc.
- a free amino group which may be neutralized with either a carboxylate group, an acid halide
- the negatively and/or positively charged group may be pendant to the polymer backbone, incorporated into the polymer backbone or terminal to the polymer backbone, the aforesaid terminal group being derived either from the monomer(s) used in preparing the polymer or subsequently added as a terminal group to the polymer, as known in the art.
- iroo' a a e.g., n-butyl methacrylate/vinyl n-methylpyridinium acid.
- Na OOC COO Na* e.g., carboxylic acid terminated n-butylmethacrylate homopolymer neutralized with sodium. It is to be understood that in polymers of this type more than two acid groups are associated with each sodium ion to produce a crosslink network.
- Diamino terminated amorphous polyamide neutralized with hydrochloric acid e.g., Diamino terminated amorphous polyamide neutralized with hydrochloric acid. It is to be understood that in polymers of this type more than two amino groups are associated with each chloride ion to produce a crosslink network.
- a mixture of a polymer containing a negatively charged group and a polymer containing a positively charged group may be employed to provide the ionic crosslink.
- the degree of neutralization of the polymer affects the glass transition temperature of the ionic polymer and the degree of neutralization of the prepolymer is controlled to provide an ionic polymer having a glass transition temperature, as hereabove described. It is also to be understood that the quantity of metal cation employed may also affect the humidity sensitivity and conductivity of the polymer, with an increase in the cation content making the ionic polymer more sensitive to moisture.
- the monomers which are used in producing the weakly cross-linked polymers of the present invention, and in particular the ionic polymers, may be homopolymerized or copolymerized to provide a polymer having the required Tg. It is to be understood that monomers which are known to homopolymerize to polymers having a Tg in excess of those suitable for the purposes of the present invention may also be employed as comonomers in that by properly selecting the other comonomer(s), as known in the art, a copolymer can be produced with the required Tg; i.e., the copolymer has a Tg intermediate the Tgs of each of the homopolymers produced from such polymers and by selecting the monomers and the proportions thereof, a copolymer with the required Tg may be produced.
- styrenes such as styrene, chlorostyrene, amethyl styrene
- alkyl methacrylates wherein the alkyl groups has 1-3 carbon atoms, such as methyl methacrylate, ethyl methacrylate; aminoalkylmethacrylates wherein the alkyl has 1-6 carbon atoms
- acrylonitrile vinyl acetate; vinyl chloride
- acrylic acid; methacrylic acid and n-alkyl vinyl pyridinium salt which are preferably copolymerized with one or more of the following monomers: alkyl acrylates where the alkyl group contains l-12 C atoms: alkyl methacrylates where the alkyl group contains 4l2 C atoms, e.g., methyl acrylate, n-butyl acrylate, 2-ethylhexyl aerylate, n
- Condensation monomers include dicarboxylic acids, diols, diamines, di-isocyanates, etc. Examples are adipic acid, dimer acid,” commercialized as Empol 1010 (Emerey Industries) or Versadyme (General Mills), hexamethylene diamine, dimer diamine and dimer diisocyanate (DDI) commercialized by General Mills, hexanediol, etc., and the like.
- polymers which are suitable for the purposes of the present invention, in particular for the production of ionic polymers, there may be mentioned: poly(ethyl acrylate); styrene/nbutyl methacrylate; styrene/ethyl acrylate; acrylonitrile/n-butyl acrylate; methyl methacrylate/methyl ac rylate; vinyl chloride/methyl acrylate; ethyl methacrylate/vinylidene chloride; n-methyl vinyl pyridinium salt/n-butyl methacrylate; acrylic acid/n-butyl methacrylate; poly-N,N'-diisobutylhexamethylene sebacamide; poly-2,2,4-trimethyl hexamethylene adipate 2,2,4-trimethylhexamethylene adipamide.
- ionic polymers i.e., the formation of ionic crosslinks or ionic clusters
- the metal ions which are generally employed for producing the ionic crosslinks or clusters are the monodiand trivalent ions of metals in Groups I, ll, [[l, lV-A and VIII of the Periodic Table of Elements (see page 392, Handbook of Chemistry and Physics, Chemical Rubber Publishing Co., 37th ed.).
- Suitable monovalent metal ions are Na", K", Li*, Cs, Ag", Hg and Cu”.
- Suitable divalent metal ions are Be, Mg, Ca, Sr, Ba, Cu, Cd, Hg, Sn, Pb, Fe, Co, Ni and Zn.
- Suitable trivalent metal ions are Al, Sc, Fe and Y.
- anions for neutralizing cationic groups there may be mentioned chloride, bromide, iodide, fluoride, sulfate, nitrate, borofluoride, chromate, chloroplatinate, methane sulfonate, toluene sulfonate, acetate, propionate, etc.
- a weakly crosslinked polymer as hereinabove described, in a toner is advantageous in that such a toner is capable of being pressure fixed and also has the properties desired for storage and use of the toner; i.e., resistance to impactation and blocking.
- the present invention is not limited to any theoretical reasons it is believed that the polymer, in its crosslinked state, provides sufficient toughness to resist impactation and blocking, and upon application of pressure, which effects disruption or breaking of the crosslinks, the polymer is sufficiently soft to be deformed and affixed to a suitable support member. Upon release of the pressure, the crosslinks are reestablished, and the 6 deformed polymer, in image configuration, is retained on the support medium.
- the toner of the present invention includes a colorant, either a pigment or dye, in a quantity sufficient to impart color to the resin composition, generally in a quantity up to about 25%, by weight, and particularly from about l% to about 20%, by weight, of the toner, whereby the resulting toner will form a clear visible image on a transfer member.
- a colorant either a pigment or dye
- Any one of a wide variety of pigments or dyes which do not adversely affect the properties of the toner may be employed to impart color to the resin; e.g., carbon black, a commercial red, blue or yellow dye, and since such dyes and/or pigments are well-known in the art, no detailed enumeration thereof is deemed necessary for a full understanding of the invention.
- the colored toner may be prepared by any one of a wise variety of procedures for forming a uniform dispersion of the dye or pigment in the resinous material.
- the resinous material and a suitable pigment may be heated and blended on a rubber mill and then allowed to cool and harden to encase the pigment within the resinous material.
- the pigmented or dyed resinous material is then micronized; e.g., in a jet pulverizer, to particles having a particle size generally employed for a toner; generally an average particle size of less than about 30 microns, preferably an average particle size from about 10 to about 20 microns.
- the finely divided toner may be prepared by spray drying a toner composition of the colorant and resin dissolved in a solvent.
- the hereinabove described toner of the invention formed from a weakly crosslinked amorphous polymer may also include other materials generally employed for modifying the characteristics of a toner, such as conductive materials to modify the triboelectric properties thereof, magnetic material or the like, and the use of such materials is deemed to be within the scope of those skilled in the art from the teachings herein.
- the toner may include a resinous component other than the hereinabove described weakly crosslinked polymer, provided that at least a major portion of the resinous portion of the toner is comprised of the hereinabove described crosslinked polymer; generally the crosslinked polymer comprises from about to about l()0%, preferably from to of the resinous portion of the toner.
- the remaining portion of the resinous component of the toner is generally a resin of the type employed to modify the physical properties of a toner material; e.g., a long chain thermoplastic which has little tendency toward agglomeration or cold flow, such as, polyvinyl butyral, polyethylene shellac, waxes, polyesters, polyvinyl acetal, polyvinyl chloride, polyvinyl acetate and the like.
- a resin of the type employed to modify the physical properties of a toner material e.g., a long chain thermoplastic which has little tendency toward agglomeration or cold flow, such as, polyvinyl butyral, polyethylene shellac, waxes, polyesters, polyvinyl acetal, polyvinyl chloride, polyvinyl acetate and the like.
- the toner hereinabove described is employed in a developer composition by loosely coating the toner on a suitable electrostatographic developer carrier surface to which the toner is affixed by electrostatic attraction, as generally known in the art.
- the toner composition may be employed in the cascade development technique, as more fully described in US. Pat. No. 2,618,551 to Walkup, US. Pat. No. 2,618,552
- the developer composition is produced by mixing toner composition with a carrier, either electrically conducting or insulating, magnetic or non-magnetic, provided that the carrier material when brought in close contact with the toner composition acquires a charge having an oppo site polarity to that of the toner whereby the toner adheres to and surrounds the carrier.
- the carrier material is selected in accordance with its triboelectric properties so that the toner is either above or below the carrier material in the triboelectric series, to provide a positively or negatively charged toner.
- the carrier particles are larger than the toner particles by at least one order of magnitude of size and are shaped to roll across the latent image-bearing surface.
- the carrier particles should be of sufficient size so that their gravitational or momentum force is greater than the force of attraction of the toner particles in the area of the image-bearing surface where the toner particles are retained, whereby the carrier will not be retained by the toner particles which are attracted to the image-bearing surface.
- the carrier particles generally have a particle size from about to about 1,000 microns, but it is to be understood, that the carrier particles may be of a size other than as particularly described, provided that the carrier flows easily over the image-bearing surface, without requiring special means for effecting removal of the carrier particles from the image-bearing surface.
- the degree of contrast or other photographic qualities in the finished image many be varied by changing the relative proportions of toner and carrier material and the choice of optimum proportions is deemed to be within the scope of those skilled in the art.
- the toner of the invention is employed in amounts to provide weight ratios of carrier to toner of from about 25:1 to about 250:], preferably from about 75:l to about 100:1, to produce a dense readily transferable image.
- the bristles of a fur brush may also be used.
- the toner particles acquire an electrostatic charge of polarity determined by the relative position of the toner particles and the fur fibers in the triboelectric series.
- the toner particles form a coating on the bristles of the fur clinging thereto by reason of the electrostatic attraction between the toner and the fur just as the toner clings to the surface of the carrier particles.
- the general process of fur brush develop ment is described in greater detail in US. Pat. No. 3,251,706 to L. E. Walkup.
- a carrier is selected having ferromagnetic properties and selected relative to the toner in a tribo electric series so as to impart the desired electrostatic polarity to the toner and carrier as in cascade carrier development.
- the carrier particles align themselves along the lines of force of the magnet to assume a brush-like array.
- the toner particles are electrostatically coated on the surface of the powder carrier particles.
- Development proceeds as in regular cascade carrier development on moving the magnet over the surface bearing the electrostatic image so that the bristles" of the magnetic brush contact the electrostatic image-bearing surface.
- Still another method of carrier development is known as sheet carrier development in which the toner particles are placed on a sheet as of paper, plastic, or metal.
- sheet carrier development in which the toner particles are placed on a sheet as of paper, plastic, or metal.
- This process is described in US. Pat. No. 2,895,847 to C. R. Mayo.
- the electrostatic attraction between the sheet surface and toner particles necessary to assure electrostatic attraction therebetween may be obtained by leading the sheet through a mass of electroscopic toner particles whereby there is obtained a rubbing or sliding contact between the sheet and the toner.
- the resulting image of toner particles of the imagebearing surface may then be transferred to a suitable transfer member to form the final copy.
- the transfer of the toner particles may be elTected adhesively or electrostatically as known in the art.
- the toner as should be apparent from the hereinabove teachings, may be employed in a wide variety of developer compositions by electrostatically coating the toner composition to a suitable carrier surface, which is subsequently passed over a latent image-bearing surface.
- the toner of the invention may be employed for developing an electrostatic latent image formed by other than electrophotographic means; for example, the development of electrostatic latent images formed by pulsing electrodes as employed in electrostatic printing processes.
- the toner of the invention may be employed for developing an electrostatic latent image on a surface other than a photoconductive insulating surface. Therefore, the overall invention is not limited to a specific technique for forming or developing an electrostatic latent image or to a specific carrier for the toner.
- the toners of the present invention are capable of being fixed to a suitable support medium such as paper to provide a finished copy by the application of pressure; with the particular pressure required for effecting such pressure fixing varying with the particular toner employed.
- the pressure is preferably provided by pressing the transfer material having the toner image thereon between a pair of polished metal rollers that are in contact with each other under a specified pressure.
- the roll loading is from about 10 to about 600 pounds per linear inch, and preferably from about 50 to about 400 pounds per linear inch.
- the roll loading in pounds per linear inch is the total applied force divided by the length of the roll.
- the pressure fixing of the toner to the support medium may be heat asserted; e.g., by the use of a coated or uncoated heated metal roll and an uncoated or clastomeric coated backup roll.
- toners of the present invenion are particularly suitable for the preparation of a final copy by pressure fixing, such toners may also be fixed by conventional procedures; e.g., heat fusingv
- This invention is further illustrated by the following examples but it is to be understood that the scope of the invention is not to be limited thereby. Unless otherwise specified, all parts are by weight.
- the styrene-n-butyl methacrylate copolymer has a styrene content of about 35 mole a number average molecular weight of about 44,000 and a Tg of 40 C.
- the copolymer is dissolved in boiling isopropanol (l2 gal) and potassium hydroxide (4.0 lb) added thereto while maintaining reflux. After 2 hours, the mixture is precipitated into a large excess of water and the resulting ionic polymer is washed serveral times in water and dried at 90 C.
- the ionic polymer has a Tg of 48 C and 5.] mole potassium ions.
- the slab of ionic polymer is then ball milled in a polyethylene jar containing cylindrical stones for four hours and sieved through a 44 pt grid.
- the number average particle size is 9.0.
- the toner is combined with an uncoated glass bead carrier (the glass is comprised of 42.0% PbO; 18.3% TiO 5.6% BaO; 2.3% ZrO and 3l.8% SiO all by weight) to produce a developer having 1 wt of the toner.
- an uncoated glass bead carrier the glass is comprised of 42.0% PbO; 18.3% TiO 5.6% BaO; 2.3% ZrO and 3l.8% SiO all by weight
- the developer is used to develop an electrostatic latent image by cascading the developer (three times) over an electrostatic latent image formed on a flat selenium plate charged to +700 volts.
- the image is transferred to paper using +700 volts and fixed using 3 inch bare steel rollers at room temperature with the loading being 400 pounds per linear inch and the roller speed 4.2inches/sec.
- the fixed image is qualitative (removal of the image requires rubbing for 45 seconds with moderate pressure).
- the toner is combined as described in Example I with an uncoated glass carrier and used to develop an electrostatic latent image as described in Example I and fixed to paper as described in Example I.
- the fixed image is qualitative.
- EXAMPLE lll An n-butyl methacrylate vinyl N-methyl pyridine copolymer (94/4) prepared by solution polymerization in acetone using azo-bis (isobutyronitrile) initiator is 10 formed into an ionic polymer by neutralization with a solution of methane sulfonic acid.
- the ionic polymer is formed into a toner, used to develop an electrostatic latent image and fixed to paper as described in Example 1.
- the fixed image is qualitative.
- EXAMPLE lV An ionic polymer comprised of n-butyl methacrylate, dimethyl aminoethyl methacrylate and acrylic acid (94/3/3) is prepared by terpolymerization in acetone solution using azo-bis (isbutyronitrile) initiator.
- the ionic polymer is formed into a toner, used to develop an electrostatic latent image and fixed to paper as described in Example I.
- the fixed image is qualitative.
- EXAMPLE V 2,2,4-trimethyl hexamethyleneadipamide is prepared by solution polymerization using l0 parts of diamine and 9 parts of the adipic acid as described in Condensation Polymers by lnterfacial and Solution Methods," P. W. Morgan, lnterscience 1965, using an excess of amine for amine termination.
- An ionic polymer is prepared by neutralization with hydrochloric acid.
- a toner is prepared from the ionic polymer as described in Example I.
- the fixed image is qualitative.
- the resulting polymer (20 g) is dissolved in 50 ml acetone with l g MOGUL L carbon black, evaporated to dryness with stirring and dried in a vacuum oven at 60 C.
- the resulting product is ball milled to produce a pulverized material which passes through a 44 p. grid.
- the resulting toner is used to develop an electrostatic latent image and fixed to paper is described in Example I.
- the fixed image is qualitative.
- the polymer (50 g) is mill rolled with 5 g carbon black and 5 g of sodium metaborate at C to produce a uniform mixture.
- the resulting product is jet micronized with dry ice to an average particle size of about l0 microns.
- the developer is employed to develop an electrostatic latent image and fixed to paper as described in Example I.
- the fixed image is qualitative.
- EXAMPLE VIII The nbutyl methacrylate acrylic acid copolymer which is produced in Example ll is neutralized with potassium hydroxide in methanol to produce an ionic polymer with 1.4 mole potassium ions (Tg 46 C).
- the ionic polymer is formed into a toner, used to develop an electrostatic latent image and fixed to paper as described in Example I.
- the fixed image is qualitative.
- the toners of the present invention are particularly advantageous in that such toners are capable of being fixed to a support in image configuration by the application of pressure, and in addition, possess the structural properties required to withstand the forces encountered in the development process.
- the ability to fix a toner image by the application of pressure is advantageous in that pressure fixing, with and without heat assistance, is capable of producing fixed images in shorter periods of time.
- a process for producing a final toner image comprising:
- said toner comprising a finely divided colored resin, said resin comprising an amorphous weakly crosslinked polymer having a bond strength from about 2 to about 30 kcal/- mole and a Tg of greater than about C.
- a process for rendering an electrostatic latent image visible comprising:
- said resin comprising an amorphous weakly crosslinked polymer having a crosslink bond strength from about 2 to about kcal/mole and a Tg of greater than about -20 C.
- An electrostatographic development method comprising forming an electrostatographic latent image on a surface; developing the latent image with a finely divided electrostatographic toner capable of being fixed to a support medium in image configuration by the application of pressure, said toner comprising a finely divided colored resin, said resin comprising an amphorous weakly crosslinked polymer having a crosslink bond strength from about 2 to about 30 kcal/mole and a glass transition temperature greater than about 20 C., said weakly crosslinked polymer being pressure sensitive; and subjecting the developed image present on the surface to pressure, whereby the pressure application to said weakly crosslinked polymer results in a polymer having the properties of the uncrosslinked polymer thereby fixing said toner to said surface.
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US422399A US3928656A (en) | 1971-12-30 | 1973-12-06 | Method of developing electrostatic latent images with pressure sensitive toner |
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US00214441A US3804764A (en) | 1971-12-30 | 1971-12-30 | Electrostatographic pressure sensitive polymeric toner |
US422399A US3928656A (en) | 1971-12-30 | 1973-12-06 | Method of developing electrostatic latent images with pressure sensitive toner |
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Cited By (8)
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US4146494A (en) * | 1976-01-23 | 1979-03-27 | Oce-Van De Grinten N.V. | One-component developer powder and process for its preparation |
US4407922A (en) * | 1982-01-11 | 1983-10-04 | Xerox Corporation | Pressure sensitive toner compositions |
US4656111A (en) * | 1983-04-12 | 1987-04-07 | Canon Kabushiki Kaisha | Pressure-fixable toner comprising combination of a compound having hydrocarbon chain and a compound having amino group |
US4812383A (en) * | 1987-10-29 | 1989-03-14 | Xerox Corporation | Process for forming electrophotographic images on a self-fusing substrate |
US4950575A (en) * | 1988-02-26 | 1990-08-21 | Mita Industrial Co., Ltd. | Toner for developing electrophotographic images and process for preparation thereof |
US4971881A (en) * | 1989-01-05 | 1990-11-20 | Monsanto Company | Toner composition comprising rosin modified styrene acrylic resin |
US20020018759A1 (en) * | 2000-05-04 | 2002-02-14 | Pagano Frank Charles | Nail enamel compositions, related methods, and a two component kit for painting the nails |
US20120156609A1 (en) * | 2010-12-16 | 2012-06-21 | Konica Minolta Business Technologies, Inc. | Method for producing print having foil image and toner image |
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US4078931A (en) | 1974-08-26 | 1978-03-14 | Xerox Corporation | Aminolyzed toner compositions and imaging process using same |
US4070186A (en) | 1974-08-26 | 1978-01-24 | Xerox Corporation | Tribo modified toner materials via silylation and electrostatographic imaging process |
US4134760A (en) | 1974-08-26 | 1979-01-16 | Xerox Corporation | Tribo modified toner materials via acylation |
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UST879009I4 (en) * | 1970-04-23 | 1970-10-13 | Method op transferring an electrostatically formed image | |
US3788994A (en) * | 1971-12-30 | 1974-01-29 | Xerox Corp | Pressure fixable electrostatagraphic toner |
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Patent Citations (3)
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DE1036279B (de) * | 1957-01-19 | 1958-08-14 | Haloid Co | Verfahren zum UEbertragen xerographischer Bilder |
UST879009I4 (en) * | 1970-04-23 | 1970-10-13 | Method op transferring an electrostatically formed image | |
US3788994A (en) * | 1971-12-30 | 1974-01-29 | Xerox Corp | Pressure fixable electrostatagraphic toner |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
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US4146494A (en) * | 1976-01-23 | 1979-03-27 | Oce-Van De Grinten N.V. | One-component developer powder and process for its preparation |
US4407922A (en) * | 1982-01-11 | 1983-10-04 | Xerox Corporation | Pressure sensitive toner compositions |
US4656111A (en) * | 1983-04-12 | 1987-04-07 | Canon Kabushiki Kaisha | Pressure-fixable toner comprising combination of a compound having hydrocarbon chain and a compound having amino group |
US4812383A (en) * | 1987-10-29 | 1989-03-14 | Xerox Corporation | Process for forming electrophotographic images on a self-fusing substrate |
US4950575A (en) * | 1988-02-26 | 1990-08-21 | Mita Industrial Co., Ltd. | Toner for developing electrophotographic images and process for preparation thereof |
US4971881A (en) * | 1989-01-05 | 1990-11-20 | Monsanto Company | Toner composition comprising rosin modified styrene acrylic resin |
US20020018759A1 (en) * | 2000-05-04 | 2002-02-14 | Pagano Frank Charles | Nail enamel compositions, related methods, and a two component kit for painting the nails |
US20120156609A1 (en) * | 2010-12-16 | 2012-06-21 | Konica Minolta Business Technologies, Inc. | Method for producing print having foil image and toner image |
US8652742B2 (en) * | 2010-12-16 | 2014-02-18 | Konica Minolta Business Technologies, Inc. | Method for producing print having foil image and toner image |
Also Published As
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USB422399I5 (enrdf_load_html_response) | 1975-01-28 |
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