EP1565792B1 - Utilisation de combinaisons a base de cires dans des toners et toners correspondants - Google Patents
Utilisation de combinaisons a base de cires dans des toners et toners correspondants Download PDFInfo
- Publication number
- EP1565792B1 EP1565792B1 EP03757974A EP03757974A EP1565792B1 EP 1565792 B1 EP1565792 B1 EP 1565792B1 EP 03757974 A EP03757974 A EP 03757974A EP 03757974 A EP03757974 A EP 03757974A EP 1565792 B1 EP1565792 B1 EP 1565792B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- wax
- toners
- waxes
- toner
- photo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 title 1
- 239000001993 wax Substances 0.000 claims description 50
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 230000035515 penetration Effects 0.000 claims description 4
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims description 3
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 claims 2
- 238000000034 method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 3
- -1 polyethylene Polymers 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000012968 metallocene catalyst Substances 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- NJVOHKFLBKQLIZ-UHFFFAOYSA-N (2-ethenylphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1C=C NJVOHKFLBKQLIZ-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000010919 Copernicia prunifera Nutrition 0.000 description 1
- 244000180278 Copernicia prunifera Species 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000012176 shellac wax Substances 0.000 description 1
- 125000005624 silicic acid group Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 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
- G03G9/08775—Natural macromolecular compounds or derivatives thereof
- G03G9/08782—Waxes
-
- 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
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
Definitions
- the present invention relates to the use of wax-containing combinations in photo-toners as well as photo-toners containing such combinations.
- photo-toners which consist of resins, pigments, charge control agents and waxes and optionally flow aids.
- the powdered photo toners usually form the copy initially to be copied on a transfer roller during the copying process, are transferred from there to the copy paper and then thermally fixed.
- the waxes contained in the toner as a formulation component promote release of the photo-toner from the fixing roller as a release agent and anti-offset agent, act as adhesion promoters in the transfer to the paper and contribute to the homogeneous distribution of the pigments in the preparation of the toner as a dispersing aid.
- Hydrocarbon waxes such as polyethylene or polypropylene waxes have hitherto predominantly been used as wax components in photo-toners. These waxes do not meet the demands of modern high speed copiers in all aspects. In particular, there is a need for wax components having improved anti-offset activity, improved adhesion to printing on paper, and further optimized pigment dispersing properties.
- JP-A-1 142 560 describes the use of erucic acid amide in liquid toners. Due to its low hardness, erucaamide is only conditionally suitable for use in toners.
- the invention therefore relates to the use of a combination of erucaamide and one or more wax (s) in photo-toners.
- the wax is selected from the group of natural or semi-synthetic waxes.
- the wax has a Nadelpenetrationskohl of a maximum of 10 mm -1 .
- the wax has a melting point of 50 to 160 ° C.
- the invention also relates to photo-toners containing a combination of erucaamide and one or more waxes.
- the wax is selected from the group of natural or semi-synthetic waxes.
- the wax has a Nadelpenetrationskohl of a maximum of 10 mm -1 .
- the wax has a melting point of 50 to 160 ° C.
- waxes for example, vegetable waxes such as carnauba or candellila wax or waxes of animal origin such. Shellac wax in question.
- Suitable partially synthetic waxes are, for example, bleached, optionally chemically e.g. montan waxes modified by esterification and / or by partial saponification.
- Corresponding products are described, for example, in Ullmann's Encyclopedia of Industrial Chemistry, 5th ed., Vol. A 28, Weinheim 1996 in Chapters 2.2, 2.3 and 3.1-3.5.
- Non-polar polyolefin waxes can be prepared by thermal degradation of branched or unbranched polyolefin plastics or by direct polymerization of olefins.
- Suitable polymerization processes are, for example, free-radical processes in which the olefins, generally ethylene, are converted at higher pressures and temperatures into more or less branched waxes;
- processes in which ethylene and / or higher 1-olefins are polymerized by means of organometallic catalysts, such as Ziegler-Natta or metallocene catalysts to give unbranched or branched waxes.
- Polar polyolefin waxes are formed by appropriate modification of nonpolar waxes, for example by oxidation with air or by grafting polar olefin monomers, for example ⁇ , ⁇ -unsaturated carboxylic acids and / or derivatives thereof, such as acrylic acid or maleic anhydride.
- polar polyolefin waxes can be prepared by copolymerizing ethylene with polar comonomers, for example, vinyl acetate or acrylic acid; further by oxidative degradation of higher molecular weight, non-waxy ethylene homopolymers and copolymers.
- polar comonomers for example, vinyl acetate or acrylic acid
- Corresponding examples can be found, for example, in Ullmann's Encyclopedia of Industrial Chemistry, 5th ed., Vol. A 28, Weinheim 1996, Chap. 6.1.5.
- the waxes used according to the invention have needle penetration numbers of not more than 10 mm -1 , preferably of not more than 5 mm -1 , and also dropping points of from 50 to 160 ° C., preferably from 60 to 120 ° C., particularly preferably from 70 to 90 ° C.
- photo toners usually contain resins based on polyesters or styrene-acrylate copolymers.
- charge control means which assist in transferring the toner from the photo-roll to the paper base, e.g. quaternary ammonium salts used for a positive charge and, for example, aluminum azo complexes for a negative charge of the toner powder.
- quaternary ammonium salts used for a positive charge and, for example, aluminum azo complexes for a negative charge of the toner powder.
- small amounts of highly dispersed silicic acids can be added to the toner powder.
- suitable black or color pigments are added to the toners already in the thermoplastic mixture.
- styrene-acrylate resin type CPR 100, manufactured by Mitsui, glass transition temperature 60 ° C., MFR / 140 ° C. 5 g / 10 min
- a black pigment carbon black of particle size 2 ⁇ m, manufactured by Timcal
- a charge control agent ®Copy Charge N4S, manufacturer: Clariant GmbH
- 4 parts by weight of an erucamide-wax combination used according to the invention from Table 1 in a kneader mixed This mixture was then crushed to a toner powder of average particle size 12 microns (100% ⁇ 20 microns).
- toner powder was now applied to a paper in an area of 20 ⁇ 100 mm.
- This image was then fixed with a roller assembly consisting of a rigid heatable roller and an elastic cold roller at 160 ° C and a flow rate of 150 mm / s.
- another white sheet was passed through the hot roll pair and examined for toner residues. There were no "ghost pictures" on the white sheet.
- Table 1 Erucaamide combinations used example wax Weight ratio erucaamide: wax 1 ®Licowax E (Clariant GmbH) (NPZ approx. 1, dropping point approx.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Developing Agents For Electrophotography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Claims (8)
- Utilisation d'une combinaison d'érucamide et d'une ou plusieurs cires dans des photo-toners.
- Utilisation selon la revendication 1, caractérisée en ce que la cire est choisie dans le groupe des cires naturelles ou des cires partiellement synthétiques.
- Utilisation selon la revendication 1 ou 2, caractérisée en ce que la cire pénètre un indice de pénétration à l'aiguille au maximum de 10 mm-1.
- Utilisation selon l'une ou plusieurs des revendications 1 à 3, caractérisée en ce que la cire a un point de fusion de 50 à 160°C.
- Photo-toner contenant une combinaison d'érucamide et d'une ou plusieurs cires.
- Photo-toner selon la revendication 5, caractérisé en ce que la cire est choisie dans le groupe des cires naturelles ou des cires partiellement synthétiques.
- Photo-toner selon la revendication 5 ou 6, caractérisé en ce que la cire présente un indice de pénétration à l'aiguille au maximum de 10 mm-1.
- Photo-toner selon l'une ou plusieurs des revendications 5 à 7, caractérisé en ce que la cire a un point de fusion de 50 à 160°C.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10249059A DE10249059B3 (de) | 2002-10-22 | 2002-10-22 | Verwendung von Wachse enthaltende Kombinationen in Fototonern |
| DE10249059 | 2002-10-22 | ||
| PCT/EP2003/011372 WO2004038511A1 (fr) | 2002-10-22 | 2003-10-14 | Utilisation de combinaisons a base de cires dans des toners et toners correspondants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1565792A1 EP1565792A1 (fr) | 2005-08-24 |
| EP1565792B1 true EP1565792B1 (fr) | 2006-06-14 |
Family
ID=32114815
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP03757974A Expired - Lifetime EP1565792B1 (fr) | 2002-10-22 | 2003-10-14 | Utilisation de combinaisons a base de cires dans des toners et toners correspondants |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20060008722A1 (fr) |
| EP (1) | EP1565792B1 (fr) |
| JP (1) | JP2006504125A (fr) |
| CN (1) | CN1705916A (fr) |
| DE (2) | DE10249059B3 (fr) |
| ES (1) | ES2266856T3 (fr) |
| WO (1) | WO2004038511A1 (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090155705A1 (en) * | 2007-12-12 | 2009-06-18 | Rick Owen Jones | Release Agent Formulation for Chemically Prepared Toner |
| KR102034253B1 (ko) * | 2013-04-12 | 2019-10-21 | 삼성디스플레이 주식회사 | 유기 발광 표시 장치 및 이의 제조 방법 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4643960A (en) * | 1980-06-02 | 1987-02-17 | Minnesota Mining And Manufacturing Company | Developing powder composition containing a fatty acid amide component |
| JPH0774910B2 (ja) * | 1987-01-14 | 1995-08-09 | 富士ゼロックス株式会社 | 乾式トナ− |
| JPH06175393A (ja) * | 1992-12-04 | 1994-06-24 | Fuji Xerox Co Ltd | 導電性トナー、その製造法および画像形成法 |
| US6156473A (en) * | 1995-08-31 | 2000-12-05 | Eastman Kodak Company | Monodisperse spherical toner particles containing aliphatic amides or aliphatic acids |
| JP3241003B2 (ja) * | 1998-09-03 | 2001-12-25 | 富士ゼロックス株式会社 | 静電荷現像用トナー及びその製造方法、現像剤、並びに画像形成方法 |
| JP2000181141A (ja) * | 1998-10-05 | 2000-06-30 | Sekisui Chem Co Ltd | トナ―用樹脂組成物及びトナ― |
| US6582867B2 (en) * | 2000-08-30 | 2003-06-24 | Fuji Xerox Co., Ltd. | Toner for developing electrostatic latent image, process for producing the same, and process for forming image |
| JP3794264B2 (ja) * | 2000-12-12 | 2006-07-05 | 富士ゼロックス株式会社 | 電子写真用現像剤および画像形成方法 |
-
2002
- 2002-10-22 DE DE10249059A patent/DE10249059B3/de not_active Expired - Fee Related
-
2003
- 2003-10-14 EP EP03757974A patent/EP1565792B1/fr not_active Expired - Lifetime
- 2003-10-14 WO PCT/EP2003/011372 patent/WO2004038511A1/fr not_active Ceased
- 2003-10-14 DE DE50303878T patent/DE50303878D1/de not_active Expired - Lifetime
- 2003-10-14 ES ES03757974T patent/ES2266856T3/es not_active Expired - Lifetime
- 2003-10-14 US US10/532,774 patent/US20060008722A1/en not_active Abandoned
- 2003-10-14 JP JP2004545848A patent/JP2006504125A/ja not_active Withdrawn
- 2003-10-14 CN CN200380101771.XA patent/CN1705916A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE50303878D1 (de) | 2006-07-27 |
| CN1705916A (zh) | 2005-12-07 |
| EP1565792A1 (fr) | 2005-08-24 |
| ES2266856T3 (es) | 2007-03-01 |
| JP2006504125A (ja) | 2006-02-02 |
| DE10249059B3 (de) | 2004-07-29 |
| WO2004038511A1 (fr) | 2004-05-06 |
| US20060008722A1 (en) | 2006-01-12 |
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