EP1760535A2 - Method for fixing toner in a document printing or reproducing device and compositions that can be used in this method - Google Patents

Method for fixing toner in a document printing or reproducing device and compositions that can be used in this method Download PDF

Info

Publication number
EP1760535A2
EP1760535A2 EP06125188A EP06125188A EP1760535A2 EP 1760535 A2 EP1760535 A2 EP 1760535A2 EP 06125188 A EP06125188 A EP 06125188A EP 06125188 A EP06125188 A EP 06125188A EP 1760535 A2 EP1760535 A2 EP 1760535A2
Authority
EP
European Patent Office
Prior art keywords
compositions according
hydrofluorocarbon
solvent
hfc
compositions
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.)
Withdrawn
Application number
EP06125188A
Other languages
German (de)
French (fr)
Other versions
EP1760535A3 (en
Inventor
Pierre Barthelemy
Robert Putteman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Solvay SA
Original Assignee
Solvay SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Solvay SA filed Critical Solvay SA
Publication of EP1760535A2 publication Critical patent/EP1760535A2/en
Publication of EP1760535A3 publication Critical patent/EP1760535A3/en
Withdrawn legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G11/00—Selection of substances for use as fixing agents

Definitions

  • the present invention relates to a method for fixing a toner in a printing apparatus or to reproducing documents and to compositions that can be used in this process.
  • halogenated hydrocarbons alone or mixed with other organic compounds, in the gaseous state, as chemical fixing agents for a toner to a recording medium in printing or reproduction apparatus.
  • documents, apparatus in which the toner has been previously deposited on the recording medium for example electrostatically.
  • the fixing agent used must absolutely not have a flash point under the temperature and pressure conditions prevailing in the printing or reproduction apparatus.
  • a conventional fixing agent consists of a azeotropic mixture of 1,1,2-trichlorotrifluoroethane (CFC-113) and acetone, as proposed in US Pat. US Patent 4311723 .
  • CFC-113 is suspected of having a negative impact on the stratospheric ozone layer, international regulations ultimately prohibit its use.
  • the invention therefore relates to a method for fixing a toner to a recording medium in a printing or reproducing apparatus by contacting the recording medium on which the toner is deposited with an agent.
  • chemical fixer in the gaseous state which is characterized in that the fixing agent contains a C3-C6 hydrofluorocarbon.
  • C3-C6 hydrofluorocarbon saturated hydrocarbons, aliphatic or alicyclic, consisting solely of carbon, fluorine and hydrogen, comprising from 3 to 6 carbon atoms, at least one fluorine atom and at least one atom hydrogen.
  • hydrofluorocarbons which can be used as fixing agent in the process according to the invention are hydrofluoroalkanes of general formula C a H b F c , in which a is an integer of 3 to 5, b is an integer of 1 to a + 2) and c is an integer from a to (2a + 1). Hydrofluoroalkanes as defined above, containing 4 carbon atoms are preferred.
  • the hydrofluoroalkane of the fixing agent used in the process according to the invention may be selected from compounds of the formula C 3 H 3 F 5 , C 4 H 5 F 5 , C 4 H 4 F 6 and C 5 H 2 F 10 , such as 1,1,1,3,3-pentafluoropropane (HFC-245fa), 1,1,2,2,3-pentafluoropropane (HFC-245ca), 1,1,1,3,3-pentafluoropropane , 1,3,3-pentafluorobutane (HFC-365mfc), 2-methyl-1,1,1,3,3-pentafluoropropane (HFC-365mps), 1,1,1,4,4,4-hexafluorobutane (HFC-356mff), 1,1,1,2,2,4-hexafluorobutane (HFC-356mcf) and 1,1,1,2,2,3,4,6,6,6-decafluoropentane (HFC -4310mee).
  • the fixing agent also contains a cosolvent.
  • co-solvent is meant an organic compound, or a mixture of several organic compounds, miscible with the hydrofluorocarbon C3-C6 in weight proportions of 1: 100 to 1: 1.
  • Co-solvents which can be used in the fixing agents used in the process according to the invention include C 1 -C 3 alcohols (for example methanol, ethanol, propanol and isopropanol); C3-C6 ketones (for example acetone, methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone and diethyl ketone); C2-C8 esters, formed from a carboxylic acid, such as formic acid, acetic acid, propionic acid or butyric acid, and an alcohol such as methanol, ethanol or propanol; and C1-C3 chlorinated hydrocarbons (for example dichloromethane, 1,2-dichloroethylene-trans and 1,2-dichloroethylene-cis).
  • C 1 -C 3 alcohols for example methanol, ethanol, propanol and isopropanol
  • C3-C6 ketones for example acetone, methyl ethyl
  • Ketones and esters are preferred cosolvents.
  • Esters are the most preferred cosolvents.
  • acetone is particularly preferred.
  • esters ethyl acetate, methyl acetate, formate ethyl and methyl formate are preferred. Ethyl acetate is especially preferred.
  • the content of C3-C6 hydrofluorocarbon in the fixing agent is advantageously at least 50%, preferably at least 60%, of the total weight of the fixing agent composition.
  • the fixing agent may consist solely of C3-C6 hydrofluorocarbon.
  • the content of C3-C6 hydrofluorocarbon does not exceed 98%, particularly preferably 96% and most preferably 90% of the total weight of the fixing agent composition.
  • the content of co-solvent in the fixing agent used in the process according to the invention is advantageously at least 2%, preferably at least 4%, and particularly preferably at least 10%. of the total weight of the fixing agent composition.
  • the cosolvent content does not generally exceed 40%, preferably 30%, and most preferably 20%, of the total weight of the fixing agent composition.
  • the fixing agent used in the process according to the invention may contain, in addition to the hydrofluorocarbon and the co-solvent, additives making it possible to improve the performance of the fixing process, in particular stabilizers, such as nitroalkanes (eg nitromethane or nitroethane) and epoxides (eg propylene oxide or butylene oxide).
  • additives making it possible to improve the performance of the fixing process, in particular stabilizers, such as nitroalkanes (eg nitromethane or nitroethane) and epoxides (eg propylene oxide or butylene oxide).
  • the contacting of the recording medium on which the toner is deposited with the gaseous chemical fixing agent can be carried out in any device driving the recording medium comprising the toner to be fixed in a chamber. containing vapors of the fixing agent.
  • any device driving the recording medium comprising the toner to be fixed in a chamber. containing vapors of the fixing agent Such devices are described for example in the patent US Patent 4311723 and in the patent application EP-A-605128 .
  • the recording medium comprising the image formed by the toner passes through a fixing chamber whose atmosphere is saturated with vapors of the fixing agent, at a temperature of 50 to 100 ° C.
  • the fixing agent used causes a very fast fixing of the toner to the recording medium, which allows a high printing or reproduction rate.
  • the recording medium comprising the toner to be fixed is contacted with the fixing agent for a period of 0.5 to 3 seconds.
  • the toners which can be fixed by the process according to the invention consist of finely divided, free-flowing particles based on colored or pigmented thermoplastic resins, for example carbon black, as described in particular in Kirk-Othmer - Encyclopedia of Chemical Technology, 4th Ed., Vol. 9, pp. 270-271 , in the chapter on electrophotography.
  • the process according to the invention is particularly applicable to the fixing of powder toners consisting essentially of a polymeric matrix, such as for example a matrix based on polystyrene or polyester, and a pigment.
  • the method according to the invention in which the fixing agent contains a co-solvent is particularly well suited to fixing toners comprising a polyester-based polymeric matrix.
  • the method according to the invention makes it possible to fix a toner to a large number of recording media, in particular paper, transparent sheets of polymeric synthetic material and natural or synthetic fabrics.
  • the fixing agent used in the process according to the invention generally does not alter the recording media usually used in printing or reproduction processes using powder toners.
  • the invention also relates to compositions containing a C3-C6 hydrofluorocarbon and a C2-C8 ester, corresponding to the fixing agents preferably used in the fixing process according to the invention.
  • Example 1 was repeated replacing the fixer agent with others.
  • the nature of the fixing agents used and the degree of fixing obtained are reported in Table I below.

Abstract

Composition comprises a hydrofluorocarbon having 3-6 carbon atoms and a co-solvent such as organic compounds, miscible with the hydrofluorocarbon, in a weight ratio of 1:100 to 1:1.

Description

La présente invention se rapporte à un procédé de fixage d'un toner dans un appareil d'impression ou de reproduction de documents et à des compositions utilisables dans ce procédé.The present invention relates to a method for fixing a toner in a printing apparatus or to reproducing documents and to compositions that can be used in this process.

Il est connu d'utiliser des hydrocarbures halogénés, seuls ou mélangés à d'autres composés organiques, à l'état gazeux, comme agents fixateurs chimiques d'un toner à un support d'enregistrement dans des appareils d'impression ou de reproduction de documents, appareils dans lesquels le toner a été préalablement déposé sur le support d'enregistrement, par exemple par voie électrostatique. Il est manifeste que l'agent fixateur mis en oeuvre doit impérativement ne pas présenter de point éclair dans les conditions de température et de pression régnant dans les appareils d'impression ou de reproduction. Un agent fixateur classique est constitué d'un mélange azéotropique de 1,1,2-trichlorotrifluoroéthane (CFC-113) et d'acétone, tel que proposé dans le brevet US-A-4311723 . Toutefois, le CFC-113 étant suspecté d'un impact négatif sur la couche d'ozone stratosphérique, des réglementations internationales interdisent à terme son utilisation. Des agents fixateurs de remplacement ont déjà été proposés, notamment du 1,1-dichloro-2,2,2-trifluoroéthane (HCFC-123) ou du 1,1-dichloro-1-fluoroéthane (HCFC-141b) ( WO-A-93/10485 ), des compositions à base de composés perfluorés ( EP-A-0465037 ), ainsi que des compositions à base de HCFC-141b ( EP-A-0605128 ). Ces compositions ne sont cependant pas totalement satisfaisantes, notamment en raison de leur toxicité (HCFC-123), de leur potentiel de destruction de l'ozone non nul (HCFC-123 et HCFC-141b) et/ou de leur trop longue durée de vie atmosphérique (composés perfluorés).It is known to use halogenated hydrocarbons, alone or mixed with other organic compounds, in the gaseous state, as chemical fixing agents for a toner to a recording medium in printing or reproduction apparatus. documents, apparatus in which the toner has been previously deposited on the recording medium, for example electrostatically. It is clear that the fixing agent used must absolutely not have a flash point under the temperature and pressure conditions prevailing in the printing or reproduction apparatus. A conventional fixing agent consists of a azeotropic mixture of 1,1,2-trichlorotrifluoroethane (CFC-113) and acetone, as proposed in US Pat. US Patent 4311723 . However, since CFC-113 is suspected of having a negative impact on the stratospheric ozone layer, international regulations ultimately prohibit its use. Alternative fixing agents have already been proposed, including 1,1-dichloro-2,2,2-trifluoroethane (HCFC-123) or 1,1-dichloro-1-fluoroethane (HCFC-141b) ( WO-A-93/10485 ), compositions based on perfluorinated compounds ( EP-A-0465037 ), as well as HCFC-141b-based compositions ( EP-A-0605128 ). These compositions are, however, not entirely satisfactory, in particular because of their toxicity (HCFC-123), their nonzero ozone depletion potential (HCFC-123 and HCFC-141b) and / or their long duration of inactivity. atmospheric life (perfluorinated compounds).

La présente invention a pour but de fournir un procédé de fixage d'un toner dans un appareil d'impression ou de reproduction de documents qui ne présente plus les inconvénients des procédés connus.It is an object of the present invention to provide a method for fixing a toner in a printing or copying apparatus which no longer has the disadvantages of known methods.

L'invention concerne dès lors un procédé de fixage d'un toner à un support d'enregistrement dans un appareil d'impression ou de reproduction de documents, par mise en contact du support d'enregistrement sur lequel est déposé le toner avec un agent fixateur chimique à l'état gazeux, qui se caractérise en ce que l'agent fixateur contient un hydrofluorocarbure en C3-C6.The invention therefore relates to a method for fixing a toner to a recording medium in a printing or reproducing apparatus by contacting the recording medium on which the toner is deposited with an agent. chemical fixer in the gaseous state, which is characterized in that the fixing agent contains a C3-C6 hydrofluorocarbon.

Par hydrofluorocarbure en C3-C6, on entend désigner les hydrocarbures saturés, aliphatiques ou alicycliques, constitués uniquement de carbone, de fluor et d'hydrogène, comprenant de 3 à 6 atomes de carbone, au moins un atome de fluor et au moins un atome d'hydrogène. En particulier, des hydrofluorocarbures utilisables comme agent fixateur dans le procédé selon l'invention sont les hydrofluoroalcanes de formule générale CaHbFc, dans laquelle a est un nombre entier de 3 à 5, b est un nombre entier de 1 à (a+2) et c est un nombre entier de a à (2a+1). Les hydrofluoroalcanes tels que définis ci-dessus, contenant 4 atomes de carbone sont préférés. A titre d'exemple, l'hydrofluoroalcane de l'agent fixateur utilisé dans le procédé selon l'invention peut être sélectionné parmi les composés de formule brute C3H3F5, C4H5F5, C4H4F6 et C5H2F10, comme le 1,1,1,3,3-pentafluoropropane (HFC-245fa), le 1,1,2,2,3-pentafluoropropane (HFC-245ca), le 1,1,1,3,3-pentafluorobutane (HFC-365mfc), le 2-méthyl-1,1,1,3,3-pentafluoropropane (HFC-365mps), le 1,1,1,4,4,4-hexafluorobutane (HFC-356mff), le 1,1,1,2,2,4-hexafluorobutane (HFC-356mcf) et le 1,1,1,2,2,3,4,6,6,6-décafluoropentane (HFC-4310mee). Le 1,1,1,3,3-pentafluorobutane convient très bien. L'agent fixateur peut, en variante, comprendre un mélange d'hydrofluorocarbures en C3-C6 tels que définis plus haut.By C3-C6 hydrofluorocarbon is meant saturated hydrocarbons, aliphatic or alicyclic, consisting solely of carbon, fluorine and hydrogen, comprising from 3 to 6 carbon atoms, at least one fluorine atom and at least one atom hydrogen. In particular, hydrofluorocarbons which can be used as fixing agent in the process according to the invention are hydrofluoroalkanes of general formula C a H b F c , in which a is an integer of 3 to 5, b is an integer of 1 to a + 2) and c is an integer from a to (2a + 1). Hydrofluoroalkanes as defined above, containing 4 carbon atoms are preferred. By way of example, the hydrofluoroalkane of the fixing agent used in the process according to the invention may be selected from compounds of the formula C 3 H 3 F 5 , C 4 H 5 F 5 , C 4 H 4 F 6 and C 5 H 2 F 10 , such as 1,1,1,3,3-pentafluoropropane (HFC-245fa), 1,1,2,2,3-pentafluoropropane (HFC-245ca), 1,1,1,3,3-pentafluoropropane , 1,3,3-pentafluorobutane (HFC-365mfc), 2-methyl-1,1,1,3,3-pentafluoropropane (HFC-365mps), 1,1,1,4,4,4-hexafluorobutane (HFC-356mff), 1,1,1,2,2,4-hexafluorobutane (HFC-356mcf) and 1,1,1,2,2,3,4,6,6,6-decafluoropentane (HFC -4310mee). 1,1,1,3,3-Pentafluorobutane is very suitable. The fixing agent may alternatively comprise a mixture of C3-C6 hydrofluorocarbons as defined above.

De préférence, l'agent fixateur contient également un co-solvant. Par co-solvant, on entend désigner un composé organique, ou un mélange de plusieurs composés organiques, miscible avec l'hydrofluorocarbure en C3-C6 dans des proportions pondérales de 1:100 à 1:1.Preferably, the fixing agent also contains a cosolvent. By co-solvent is meant an organic compound, or a mixture of several organic compounds, miscible with the hydrofluorocarbon C3-C6 in weight proportions of 1: 100 to 1: 1.

Des co-solvants utilisables dans les agents fixateurs mis en oeuvre dans le procédé selon l'invention comprennent les alcools en C1-C3 (par exemple le méthanol, l'éthanol, le propanol, et l'isopropanol); les cétones en C3-C6 (par exemple l'acétone, la méthyléthylcétone, la méthylbutylcétone, la méthylisobutylcétone et la diéthylcétone); les esters en C2-C8, formés au départ d'un acide carboxylique, tel que l'acide formique, l'acide acétique, l'acide propionique ou l'acide butyrique, et d'un alcool tel que le méthanol, l'éthanol ou le propanol; et les hydrocarbures chlorés en C1-C3 (par exemple le dichlorométhane, le 1,2-dichloroéthylène-trans et le 1,2-dichloroéthylène-cis).Co-solvents which can be used in the fixing agents used in the process according to the invention include C 1 -C 3 alcohols (for example methanol, ethanol, propanol and isopropanol); C3-C6 ketones (for example acetone, methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone and diethyl ketone); C2-C8 esters, formed from a carboxylic acid, such as formic acid, acetic acid, propionic acid or butyric acid, and an alcohol such as methanol, ethanol or propanol; and C1-C3 chlorinated hydrocarbons (for example dichloromethane, 1,2-dichloroethylene-trans and 1,2-dichloroethylene-cis).

Les cétones et les esters sont des co-solvants préférés. Les esters sont les co-solvants les plus préférés. Parmi les cétones, l'acétone est particulièrement préférée. Parmi les esters, l'acétate d'éthyle, l'acétate de méthyle, le formiate d'éthyle et le formiate de méthyle sont préférés. L'acétate d'éthyle est tout particulièrement préféré.Ketones and esters are preferred cosolvents. Esters are the most preferred cosolvents. Among the ketones, acetone is particularly preferred. Among the esters, ethyl acetate, methyl acetate, formate ethyl and methyl formate are preferred. Ethyl acetate is especially preferred.

La teneur en hydrofluorocarbure en C3-C6 dans l'agent fixateur est avantageusement au moins égale à 50 %, de préférence au moins égale à 60 %, du poids total de la composition d'agent fixateur. L'agent fixateur peut être constitué uniquement de l'hydrofluorocarbure en C3-C6. De préférence, la teneur en hydrofluorocarbure en C3-C6 n'excède pas 98 %, de manière particulièrement préférée 96 % et de manière tout particulièrement préférée 90 % du poids total de la composition d'agent fixateur.The content of C3-C6 hydrofluorocarbon in the fixing agent is advantageously at least 50%, preferably at least 60%, of the total weight of the fixing agent composition. The fixing agent may consist solely of C3-C6 hydrofluorocarbon. Preferably, the content of C3-C6 hydrofluorocarbon does not exceed 98%, particularly preferably 96% and most preferably 90% of the total weight of the fixing agent composition.

La teneur en co-solvant dans l'agent fixateur mis en oeuvre dans le procédé selon l'invention est avantageusement au moins égale à 2 %, de préférence au moins égale à 4 %, et de manière particulièrement préférée au moins égale à 10 %, du poids total de la composition d'agent fixateur. La teneur en co-solvant n'excède pas généralement 40 %, de préférence 30 % et de manière particulièrement préférée 20 %, du poids total de la composition d'agent fixateur.The content of co-solvent in the fixing agent used in the process according to the invention is advantageously at least 2%, preferably at least 4%, and particularly preferably at least 10%. of the total weight of the fixing agent composition. The cosolvent content does not generally exceed 40%, preferably 30%, and most preferably 20%, of the total weight of the fixing agent composition.

L'agent fixateur mis en oeuvre dans le procédé selon l'invention peut contenir, en plus de l'hydrofluorocarbure et du co-solvant, des additifs permettant d'améliorer les performances du procédé de fixage, en particulier des stabilisants, tels que des nitroalcanes (par exemple le nitrométhane ou le nitroéthane) et des époxydes (par exemple l'oxyde de propylène ou l'oxyde de butylène).The fixing agent used in the process according to the invention may contain, in addition to the hydrofluorocarbon and the co-solvent, additives making it possible to improve the performance of the fixing process, in particular stabilizers, such as nitroalkanes (eg nitromethane or nitroethane) and epoxides (eg propylene oxide or butylene oxide).

Dans le procédé selon l'invention, la mise en contact du support d'enregistrement sur lequel est déposé le toner avec l'agent fixateur chimique gazeux peut être réalisée dans tout dispositif entraînant le support d'enregistrement comportant le toner à fixer dans une chambre contenant des vapeurs de l'agent fixateur. De tels dispositifs sont décrits par exemple dans le brevet US-A-4311723 et dans la demande de brevet EP-A-605128 . Classiquement, le support d'enregistrement comportant l'image formée par le toner traverse une chambre de fixage dont l'atmosphère est saturée en vapeurs de l'agent fixateur, à une température de 50 à 100 °C. L'agent fixateur mis en oeuvre provoque un fixage très rapide du toner au support d'enregistrement, ce qui permet une cadence d'impression ou de reproduction élevée. Typiquement, le support d'enregistrement comportant le toner à fixer est mis en contact avec l'agent fixateur pendant une durée de 0,5 à 3 secondes.In the process according to the invention, the contacting of the recording medium on which the toner is deposited with the gaseous chemical fixing agent can be carried out in any device driving the recording medium comprising the toner to be fixed in a chamber. containing vapors of the fixing agent. Such devices are described for example in the patent US Patent 4311723 and in the patent application EP-A-605128 . Conventionally, the recording medium comprising the image formed by the toner passes through a fixing chamber whose atmosphere is saturated with vapors of the fixing agent, at a temperature of 50 to 100 ° C. The fixing agent used causes a very fast fixing of the toner to the recording medium, which allows a high printing or reproduction rate. Typically, the recording medium comprising the toner to be fixed is contacted with the fixing agent for a period of 0.5 to 3 seconds.

Les toners qui peuvent être fixés par le procédé selon l'invention sont constitués de particules finement divisées, s'écoulant librement, à base de résines thermoplastiques colorées ou pigmentées, par exemple par du noir de carbone, tels que décrits notamment dans Kirk-Othmer - Encyclopedia of Chemical Technology, 4ème Ed., Vol.9, pages 270-271 , dans le chapitre relatif à l'électrophotographie. Le procédé selon l'invention s'applique en particulier au fixage de toners en poudre constitués essentiellement d'une matrice polymérique, telle que par exemple une matrice à base de polystyrène ou de polyester, et d'un pigment. Le procédé selon l'invention dans lequel l'agent fixateur contient un co-solvant est particulièrement bien adapté au fixage de toners comportant une matrice polymérique à base de polyester.The toners which can be fixed by the process according to the invention consist of finely divided, free-flowing particles based on colored or pigmented thermoplastic resins, for example carbon black, as described in particular in Kirk-Othmer - Encyclopedia of Chemical Technology, 4th Ed., Vol. 9, pp. 270-271 , in the chapter on electrophotography. The process according to the invention is particularly applicable to the fixing of powder toners consisting essentially of a polymeric matrix, such as for example a matrix based on polystyrene or polyester, and a pigment. The method according to the invention in which the fixing agent contains a co-solvent is particularly well suited to fixing toners comprising a polyester-based polymeric matrix.

Le procédé selon l'invention permet de fixer un toner à de nombreux supports d'enregistrement, en particulier à du papier, à des feuilles transparentes en matière synthétique polymérique et à des tissus naturels ou synthétiques. L'agent fixateur mis en oeuvre dans le procédé selon l'invention n'altère généralement pas les supports d'enregistrement habituellement utilisés dans les procédés d'impression ou de reproduction mettant en oeuvre des toners en poudre.The method according to the invention makes it possible to fix a toner to a large number of recording media, in particular paper, transparent sheets of polymeric synthetic material and natural or synthetic fabrics. The fixing agent used in the process according to the invention generally does not alter the recording media usually used in printing or reproduction processes using powder toners.

L'invention concerne également les compositions contenant un hydrofluorocarbure en C3-C6 et un ester en C2-C8, correspondant aux agents fixateurs préférentiellement utilisés dans le procédé de fixage selon l'invention.The invention also relates to compositions containing a C3-C6 hydrofluorocarbon and a C2-C8 ester, corresponding to the fixing agents preferably used in the fixing process according to the invention.

Les exemples non limitatifs qui suivent sont donnés à titre illustratif.The following nonlimiting examples are given for illustrative purposes.

Exemple 1Example 1

Dans un ballon d'une capacité de 11, surmonté d'un condenseur, on a placé 3 ml d'un agent fixateur constitué de 80 % en poids de 1,1,1,3,3-pentafluorobutane (HFC-365mfc) et de 20 % en poids d'acétate d'éthyle, puis on a plongé le ballon dans un bain thermostatique maintenu à 95 °C, de manière à vaporiser totalement l'agent fixateur dans le ballon. On a ensuite introduit dans le ballon, pendant 2 secondes, une languette de papier sur laquelle on avait préalablement disposé du toner comportant une matrice polymérique à base de polyester (type A2.5 - S26312-F497 de Siemens-Nixdorf). Après ce traitement, le toner s'est révélé solidement fixé au papier.In a flask with a capacity of 11, surmounted by a condenser, was placed 3 ml of a fixing agent consisting of 80% by weight of 1,1,1,3,3-pentafluorobutane (HFC-365mfc) and 20% by weight of ethyl acetate, then the flask was immersed in a thermostatic bath maintained at 95 ° C, so as to completely vaporize the fixing agent in the flask. A paper tongue was then introduced into the flask for 2 seconds, on which toner containing a polyester polymer matrix (type A2.5 - S26312-F497 from Siemens-Nixdorf) had previously been placed. After this treatment, the toner was firmly attached to the paper.

Exemples 2-8Examples 2-8

L'exemple 1 a été répété en remplaçant l'agent fixateur par d'autres. La nature des agents fixateurs utilisés et le degré de fixage obtenu sont rapportés au tableau I ci-après. Tableau I Exemple Agent fixateur (% poids) Degré de fixage* 2 HFC-365mfc / acétone (80/20) + + + 3 HFC-365mfc / éthanol (80/20) + + 4 HFC-365mfc / trans-1,2-dichloroéthylène (70/30) + 5 HFC-365mfc / acétate d'éthyle (90/10) + + + 6 HFC-365mfc / formiate de méthyle (80/20) + + + 7 HFC-365mfc / formiate d'éthyle (80/20) + + + 8 HFC-365mfc / acétate de méthyle (80/20) + + + * : + + + = excellent ; + + = très bon; + = bon Example 1 was repeated replacing the fixer agent with others. The nature of the fixing agents used and the degree of fixing obtained are reported in Table I below. <u> Table I </ u> Example Fixative agent (% weight) Degree of fixing * 2 HFC-365mfc / acetone (80/20) + + + 3 HFC-365mfc / ethanol (80/20) + + 4 HFC-365mfc / trans-1,2-dichloroethylene (70/30) + 5 HFC-365mfc / ethyl acetate (90/10) + + + 6 HFC-365mfc / methyl formate (80/20) + + + 7 HFC-365mfc / ethyl formate (80/20) + + + 8 HFC-365mfc / methyl acetate (80/20) + + + *: + + + = excellent; + + = very good; + = good

Exemples 9-11Examples 9-11

Pour les agents fixateurs repris au tableau II, on a recherché l'existence d'un point éclair en creuset fermé (Pensky-Martens), selon la norme ASTM D93-90. Bien que des co-solvants tels que l'acétone ou l'acétate d'éthyle soient très inflammables, aucun des agents fixateurs testés ne possède de point éclair. Le HFC-365mfc a donc un effet inertant très marqué sur l'inflammabilité de ces co-solvants. Tableau II Exemple Agent fixateur (% poids) 9 HFC-365mfc / acétate d'éthyle (80/20) pas de point éclair entre -38 et 35 °C 10 HFC-365mfc / acétone (80/20) pas de point éclair entre -38 et 35 °C 11 HFC-365mfc / trans-1,2-dichloroéthylène (70/30) pas de point éclair entre -30 et 40 °C For the fixing agents listed in Table II, the existence of a closed-cup flash point (Pensky-Martens) according to the ASTM D93-90 standard was sought. Although co-solvents such as acetone or ethyl acetate are highly flammable, none of the fixatives tested has a flash point. HFC-365mfc therefore has a very pronounced inerting effect on the flammability of these co-solvents. <u> Table II </ u> Example Fixative agent (% weight) 9 HFC-365mfc / ethyl acetate (80/20) no flash point between -38 and 35 ° C 10 HFC-365mfc / acetone (80/20) no flash point between -38 and 35 ° C 11 HFC-365mfc / trans-1,2-dichloroethylene (70/30) no flash point between -30 and 40 ° C

Claims (11)

Compositions contenant un hydrofluorocarbure en C3-C6 et un co-solvant qui est un composé organique, ou un mélange de plusieurs composés organiques, miscible avec l'hydrofluorocarbure en C3-C6 dans des proportions pondérales de 1:100 à 1:1.Compositions containing a C3-C6 hydrofluorocarbon and a co-solvent which is an organic compound, or a mixture of several organic compounds, miscible with C3-C6 hydrofluorocarbon in weight proportions of 1: 100 to 1: 1. Compositions selon la revendication 1 dans lesquelles le co-solvant est choisi parmi les alcools en C1-C3, les cétones en C3-C6, les esters en C2-C8, formés au départ d'un acide carboxylique, tel que l'acide formique, l'acide acétique, l'acide propionique ou l'acide butyrique, et d'un alcool tel que le méthanol, l'éthanol ou le propanol, et les hydrocarbures chlorés en C1-C3.Compositions according to claim 1, in which the cosolvent is chosen from C1-C3 alcohols, C3-C6 ketones and C2-C8 esters, formed from a carboxylic acid, such as formic acid. , acetic acid, propionic acid or butyric acid, and an alcohol such as methanol, ethanol or propanol, and chlorinated hydrocarbons C1-C3. Compositions selon la revendication 2, dans lesquelles le co-solvant est choisi parmi le méthanol, l'éthanol, le propanol, et l'isopropanol.Compositions according to claim 2, wherein the co-solvent is selected from methanol, ethanol, propanol, and isopropanol. Compositions selon la revendication 2, dans lesquelles le co-solvant est choisi parmi l'acétone, la méthyléthylcétone, la méthylbutylcétone, la méthylisobutylcétone et la diéthylcétone.Compositions according to claim 2, wherein the co-solvent is selected from acetone, methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone and diethyl ketone. Compositions selon la revendication 2, dans lesquelles le co-solvant est choisi parmi le dichlorométhane, le 1,2-dichloroéthylène-trans et le 1,2-dichloroéthylène-cis.Compositions according to claim 2, wherein the co-solvent is selected from dichloromethane, 1,2-dichloroethylene-trans and 1,2-dichloroethylene-cis. Compositions selon l'une quelconque des revendications 1 à 4 dans lesquelles l'hydrofluoroalcane est sélectionné parmi les composés de formule brute C3H3F5, C4H5F5, C4H4F6 et C5H2F10.Compositions according to any one of Claims 1 to 4, in which the hydrofluoroalkane is selected from compounds of the formula C 3 H 3 F 5 , C 4 H 5 F 5 , C 4 H 4 F 6 and C 5 H 2 F 10 . Compositions selon la revendication 5, dans lesquelles l'hydrofluoroalcane est le 1,1,1,3,3-pentafluoropropane (HFC-245fa).Compositions according to claim 5, wherein the hydrofluoroalkane is 1,1,1,3,3-pentafluoropropane (HFC-245fa). Compositions selon la revendication 5, dans lesquelles l'hydrofluoroalcane est le 1,1,1,2,2,3,4,5,5,5-décafluoropentane (HFC-43 10mee).Compositions according to claim 5, wherein the hydrofluoroalkane is 1,1,1,2,2,3,4,5,5,5-decafluoropentane (HFC-43 10mee). Compositions selon l'une quelconque des revendications 1 à 7, dans lesquelles la teneur en hydrofluorocarbure en C3-C6 est de 50 à 98 % en poids.Compositions according to any one of claims 1 to 7, wherein the content of C3-C6 hydrofluorocarbon is 50 to 98% by weight. Compositions selon l'une quelconque des revendications 1 à 8, dans lesquelles la teneur en co-solvant est de 2 à 40 % en poids.Compositions according to any one of claims 1 to 8, wherein the co-solvent content is 2 to 40% by weight. Compositions contenant un hydrofluorocarbure en C3-C6 et un ester en C2-C8.Compositions containing a C3-C6 hydrofluorocarbon and a C2-C8 ester.
EP06125188A 1996-01-15 1996-12-24 Method for fixing toner in a document printing or reproducing device and compositions that can be used in this method Withdrawn EP1760535A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BE9600029A BE1009964A3 (en) 1996-01-15 1996-01-15 Method for fixing a toner unit in print or reproduction of documents and composition for use in the method.
EP96203702A EP0784238B1 (en) 1996-01-15 1996-12-24 Fixing of toner by gaseous hydrofluorocarbon compositions and said compositions

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP96203702A Division EP0784238B1 (en) 1996-01-15 1996-12-24 Fixing of toner by gaseous hydrofluorocarbon compositions and said compositions

Publications (2)

Publication Number Publication Date
EP1760535A2 true EP1760535A2 (en) 2007-03-07
EP1760535A3 EP1760535A3 (en) 2007-04-18

Family

ID=3889467

Family Applications (2)

Application Number Title Priority Date Filing Date
EP96203702A Expired - Lifetime EP0784238B1 (en) 1996-01-15 1996-12-24 Fixing of toner by gaseous hydrofluorocarbon compositions and said compositions
EP06125188A Withdrawn EP1760535A3 (en) 1996-01-15 1996-12-24 Method for fixing toner in a document printing or reproducing device and compositions that can be used in this method

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP96203702A Expired - Lifetime EP0784238B1 (en) 1996-01-15 1996-12-24 Fixing of toner by gaseous hydrofluorocarbon compositions and said compositions

Country Status (8)

Country Link
US (1) US5714298A (en)
EP (2) EP0784238B1 (en)
JP (1) JP3821896B2 (en)
AU (1) AU722458B2 (en)
BE (1) BE1009964A3 (en)
CA (1) CA2195232C (en)
DE (1) DE69636830T2 (en)
ES (1) ES2279518T3 (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5769935A (en) * 1996-11-26 1998-06-23 Alliedsignal Inc. Use of fluorocarbons as a fusing agent for toners in laser printers
FR2759090B1 (en) * 1997-02-04 1999-03-05 Atochem Elf Sa CLEANING OR DRYING COMPOSITIONS BASED ON 1,1,1,2,3,4,4,5,5,5-DECAFLUOROPENTANE
FR2766836B1 (en) 1997-07-31 1999-09-24 Atochem Elf Sa QUASI AZEOTROPIC MIXTURE BASED ON 1,1,1,3,3- PENTAFLUOROBUTANE, METHYLENE CHLORIDE AND METHANOL FOR THE TREATMENT OF SOLID SURFACES
BE1011609A3 (en) 1997-12-15 1999-11-09 Solvay COMPOSITION CONTAINING ETHER perfluorobutyl methyl AND USE THEREOF.
FR2781499B1 (en) * 1998-07-24 2000-09-08 Atochem Elf Sa CLEANING OR DRYING COMPOSITIONS BASED ON 1,1,1,2,3,4,4,5,5,5 - DECAFLUOROPENTANE
CZ301391B6 (en) 1998-12-12 2010-02-10 Solvay (Societe Anonyme) Limited inflammability compositions containing 1,1,1,3,3-pentafluorobutane and use thereof
US6951835B1 (en) * 1999-03-22 2005-10-04 E.I. Du Pont De Nemours And Company Azeotrope-like compositions of 1,1,1,3,3-pentafluorobutane
DE10037464A1 (en) 2000-08-01 2002-03-07 Oce Printing Systems Gmbh Apparatus and method for fixing a toner image using a directional stream of solvent vapor
WO2002064724A1 (en) * 2001-02-14 2002-08-22 Kaneko Chemical Co., Ltd. Solvent compositions for washing
US20030150571A1 (en) * 2001-11-16 2003-08-14 Thomas Raymond H. Method of deacidifying cellulose-based materials
CA2674086C (en) 2007-02-06 2016-05-31 Solvay Fluor Gmbh Nonflammable compositions comprising fluorinated compounds and use of these compositions
TW200835668A (en) * 2007-02-06 2008-09-01 Solvay Fluor Gmbh Method of handling compositions comprising pentafluorobutane
JP2009145372A (en) * 2007-12-11 2009-07-02 Kentosu:Kk Wet fixing agent and wet fixing method

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994011460A1 (en) * 1992-11-19 1994-05-26 E.I. Du Pont De Nemours And Company Refrigerant compositions including 1,1,2-trifluoroethane
WO1994022973A1 (en) * 1993-03-29 1994-10-13 E.I. Du Pont De Nemours And Company Refrigerant compositions including hexafluoropropane and a hydrofluorocarbon

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2835284C2 (en) 1978-08-11 1981-09-24 Siemens AG, 1000 Berlin und 8000 München Solvent used in the fuser of a printer or copier
JPH03252500A (en) * 1990-03-02 1991-11-11 Showa Denko Kk Flux detergent
EP0465037A1 (en) * 1990-06-29 1992-01-08 Minnesota Mining And Manufacturing Company Solvent composition
JP3153297B2 (en) * 1991-10-30 2001-04-03 三井・デュポンフロロケミカル株式会社 Azeotropic composition
WO1993010485A1 (en) * 1991-11-21 1993-05-27 Siemens Nixdorf Informationssysteme Aktiengesellschaft Method and solvent for fixing a polystyrene-based toner on a reproduction medium in a printing or copying machine
JPH05171185A (en) * 1991-12-18 1993-07-09 Central Glass Co Ltd Halogenated hydrocarbon composition
JPH05186793A (en) * 1992-01-09 1993-07-27 Asahi Chem Ind Co Ltd Washing solvent
JPH05239767A (en) * 1992-02-21 1993-09-17 Asahi Chem Ind Co Ltd Cleaning solvent for dry cleaning
JPH0641591A (en) * 1992-07-24 1994-02-15 Asahi Glass Co Ltd Cleaning solvent composition
JPH0649492A (en) * 1992-07-29 1994-02-22 Asahi Glass Co Ltd Composition of detergent solvent
JPH0649490A (en) * 1992-07-29 1994-02-22 Asahi Glass Co Ltd Detergent composition
JPH0649491A (en) * 1992-07-29 1994-02-22 Asahi Glass Co Ltd Solvent composition used for deterging
JPH06322395A (en) * 1992-07-29 1994-11-22 Asahi Glass Co Ltd Cleaning solvent composition
JPH06100891A (en) * 1992-09-18 1994-04-12 Daikin Ind Ltd Solvent or its composition
US5333042A (en) * 1992-12-14 1994-07-26 Interscience Computer Corporation Cold fusing agent
JPH06179897A (en) * 1992-12-15 1994-06-28 Asahi Chem Ind Co Ltd Cleaning solvent
US5578137A (en) * 1993-08-31 1996-11-26 E. I. Du Pont De Nemours And Company Azeotropic or azeotrope-like compositions including 1,1,1,2,3,4,4,5,5,5-decafluoropentane
US5562853A (en) * 1994-09-29 1996-10-08 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4,-octafluorobutane compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994011460A1 (en) * 1992-11-19 1994-05-26 E.I. Du Pont De Nemours And Company Refrigerant compositions including 1,1,2-trifluoroethane
WO1994022973A1 (en) * 1993-03-29 1994-10-13 E.I. Du Pont De Nemours And Company Refrigerant compositions including hexafluoropropane and a hydrofluorocarbon

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 199151 Derwent Publications Ltd., London, GB; AN 1991-374103 XP002014909 & JP 03 252500 A (SHOWA DENKO KK) 11 novembre 1991 (1991-11-11) *
DATABASE WPI Week 199430 Derwent Publications Ltd., London, GB; AN 1994-245847 XP002014910 & JP 06 179897 A (ASAHI KASEI KOGYO KK) 28 juin 1994 (1994-06-28) *

Also Published As

Publication number Publication date
CA2195232C (en) 2009-03-10
AU7654596A (en) 1997-07-24
BE1009964A3 (en) 1997-11-04
EP0784238A1 (en) 1997-07-16
DE69636830T2 (en) 2007-10-31
JPH09197723A (en) 1997-07-31
EP1760535A3 (en) 2007-04-18
EP0784238B1 (en) 2007-01-10
AU722458B2 (en) 2000-08-03
DE69636830D1 (en) 2007-02-22
US5714298A (en) 1998-02-03
ES2279518T3 (en) 2007-08-16
JP3821896B2 (en) 2006-09-13
CA2195232A1 (en) 1997-07-16

Similar Documents

Publication Publication Date Title
EP0784238B1 (en) Fixing of toner by gaseous hydrofluorocarbon compositions and said compositions
EP1141166B1 (en) Compositions comprising 1,1,1,3,3-pentafluorobutane and use of said compositions
EP0994089B1 (en) Polymer-containing solution and method for forming polymer film
EP0443911B1 (en) Use of (perfluoroalkyl)-ethylenes as cleaning or drying agents
EP1040179B1 (en) Compositions comprising perfluorobutyl methyl ether and use of said compositions
EP0528481A1 (en) Fluorinated ether containing compositions and their use
JPH08508483A (en) Azeotropic composition containing perfluorinated cycloaminoether
US6740362B2 (en) Fluorinated carrier solvent
EP0731162A1 (en) Use of hydrofluoroalkenes as cleaning agents and compositions containing them
CA2214844A1 (en) Hydrofluorocarbon-containing compositions and method for removing water from a solid surface
JPH05302098A (en) Cleaning solvent composition
US7662764B2 (en) Azeotrope-like solvent composition and mixed solvent composition
EP0525901A2 (en) Compositions containing a fluoroether and use thereof
TWI301507B (en)
CA2541980C (en) Stabilisation of trans-1,2-dichloroethylene
JP4826014B2 (en) Fluorine-based dilution solvent
US7754665B2 (en) Lubricant solution and method for coating lubricant
JP2006077052A (en) Lubricant solution for magnetic recording medium
BE1010956A3 (en) Azeotropic and pseudo-azeotropic formulations and use of said formulations
JP2020041085A (en) Solvent composition, dewatering method and washing method of flux
JPH02202598A (en) Flux detergent
JPH05168808A (en) Solvent composition for removal of sticking water

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AC Divisional application: reference to earlier application

Ref document number: 0784238

Country of ref document: EP

Kind code of ref document: P

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): DE ES FR GB IT NL

AX Request for extension of the european patent

Extension state: AL BA HR MK YU

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): DE ES FR GB IT NL

AX Request for extension of the european patent

Extension state: AL BA HR MK YU

AKX Designation fees paid
17P Request for examination filed

Effective date: 20071018

RBV Designated contracting states (corrected)

Designated state(s): DE ES FR GB IT NL

REG Reference to a national code

Ref country code: DE

Ref legal event code: 8566

17Q First examination report despatched

Effective date: 20080212

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20091203