WO2002038683A1 - Nouveau noir d'acetylene utilise pour la teinture et son procede de preparation - Google Patents

Nouveau noir d'acetylene utilise pour la teinture et son procede de preparation Download PDF

Info

Publication number
WO2002038683A1
WO2002038683A1 PCT/IN2001/000198 IN0100198W WO0238683A1 WO 2002038683 A1 WO2002038683 A1 WO 2002038683A1 IN 0100198 W IN0100198 W IN 0100198W WO 0238683 A1 WO0238683 A1 WO 0238683A1
Authority
WO
WIPO (PCT)
Prior art keywords
acetylene black
coloring
black
novel coloring
novel
Prior art date
Application number
PCT/IN2001/000198
Other languages
English (en)
Inventor
Dilip Shanghvi
Vidyasagar Tulluri
Original Assignee
Sun Pharmaceutical Industries Ltd
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 Sun Pharmaceutical Industries Ltd filed Critical Sun Pharmaceutical Industries Ltd
Priority to AU2002222497A priority Critical patent/AU2002222497A1/en
Publication of WO2002038683A1 publication Critical patent/WO2002038683A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/44—Carbon
    • C09C1/48—Carbon black
    • C09C1/54—Acetylene black; thermal black ; Preparation thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
    • C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
    • C09D17/005—Carbon black
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/66—Additives characterised by particle size
    • C09D7/67—Particle size smaller than 100 nm
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G7/00—Selection of materials for use in image-receiving members, i.e. for reversal by physical contact; Manufacture thereof
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/09—Colouring agents for toner particles
    • 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
    • G03G9/09—Colouring agents for toner particles
    • G03G9/0902—Inorganic compounds
    • 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
    • G03G9/09—Colouring agents for toner particles
    • G03G9/0902—Inorganic compounds
    • G03G9/0904—Carbon black
    • 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
    • G03G9/09—Colouring agents for toner particles
    • G03G9/0906—Organic dyes
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B5/00—Recording by magnetisation or demagnetisation of a record carrier; Reproducing by magnetic means; Record carriers therefor
    • G11B5/62—Record carriers characterised by the selection of the material
    • G11B5/68—Record carriers characterised by the selection of the material comprising one or more layers of magnetisable material homogeneously mixed with a bonding agent
    • G11B5/70—Record carriers characterised by the selection of the material comprising one or more layers of magnetisable material homogeneously mixed with a bonding agent on a base layer
    • G11B5/702—Record carriers characterised by the selection of the material comprising one or more layers of magnetisable material homogeneously mixed with a bonding agent on a base layer characterised by the bonding agent
    • G11B5/7028—Additives, e.g. crosslinking agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/04—Carbon

Definitions

  • the present invention relates to a novel coloring acetylene black which is powdery, capable of providing high jetness and tinting strength and is easily dispersible. It is advantageously useful in a wide range of pigment applications such as paint compositions, coloring of plastics, dressing and finishing of leather, high quality printing inks, inkjet inks and electrographic and magnetographic imaging processes.
  • Carbon blacks are available in different grades having differing properties.
  • the most common process of production involves oxidative pyrolysis of a carbon black feedstock, such as a polycyclic aromatic hydrocarbon feedstock oil, wherein the carbon black feedstock is incompletely combusted at elevated temperatures in the presence of oxygen.
  • a carbon black feedstock such as a polycyclic aromatic hydrocarbon feedstock oil
  • These production processes include, for example, the furnace black process, the gas black process and the lamp black process.
  • furnace black process In the furnace black process, incomplete combustion is carried out in a reactor lined with highly temperature resistant refractory material. A fuel/air mixture is combusted in a precombustion chamber to produce a flame, into which the carbon black feedstock is sprayed or injected. Water is sprayed into the reactor to quench the carbon black that is formed.
  • the furnace black process produces carbon blacks having a very wide range of technical properties. Lamp black and gas black processes produce carbon blacks having some of the technical properties of furnace black, but can also be used to produce carbon blacks which are not obtainable by the furnace black process.
  • the lamp black process uses a cast iron pan that holds the liquid or optionally molten feedstock and a refractory-lined fume hood.
  • the air gap between the pan and fume hood and reduced pressure within the system control the input of air and thus influence the properties of the carbon black.
  • the feedstock is vaporized and is partially combusted as a result of radiant heat input from the fume hood to form the carbon black.
  • the carbon black is separated by passing the process gases containing carbon black, once cooled, into a filter.
  • the carbon black feedstock is first vaporized in a carrier gas stream containing hydrogen and then combusted in number of small flames beneath a cooled roller. A part of the carbon black is deposited on the roller, while another part is deposited in a filter through which the process gases are passed.
  • Coloring carbon blacks or pigment blacks have been obtained using the gas black, furnace black, channel black and lamp black processes.
  • Gas blacks have acidic chemical groups on the particle surface while furnace blacks are weakly basic. Lampblack is used specially as tinting pigment.
  • the most important properties for the selection of a carbon black for coloring or pigment applications are jetness and tinting strength. Also of importance is the ease of dispersion. Increased jetness or blackness is achieved by decreasing the particle size, however, decrease of particle size reduces the dispersibility.
  • Untreated furnace black is reportedly insufficient in blackness compared to channel black.
  • United States Patent No. 6169129, 5747562 and 5749950 assigned to Cabot Corporation disclose methods that use silicon treated carbon black for improving the jetness, improving the blue tone, improving the platewear, reducing the premix residue, modifying rheological properties, or improving waterfastness, of ink and coating compositions.
  • the process for making such carbon blacks is disclosed in United States Patent Nos. 5877238 and 5830930.
  • United States Patent No. 5707432 assigned to Cabot Corporation disclosed modified carbon black prepared by reacting carbon black with a diazonium salt in a liquid medium such as water by heating to attach at least one organic group to the surface of the carbon.
  • Diazonium salt was prepared in-situ by reacting a compound such as sulphanilic acid with sodium nitrite.
  • the modified carbon blacks were useful in making improved ink compositions and coating compositions. Both non-aqueous and aqueous compositions were claimed. Particularly a method to increase flow of an ink was claimed.
  • United States Patent No. 6159275 related to paint and printing inks containing modified carbon black.
  • the modified carbon blacks were produced by adding an organosilane compound to the carbon black feedstock in a furnace black process.
  • the dispersion and storage stability of printing inks and paints was improved.
  • the rheological behaviour of paints was improved and thus paints with reduced solvent content could be obtained.
  • GB 404452 related to treating carbon black to resolve the problem of handling the light flocculant low density carbon black which not only occupies enormous volume but may be scattered and diffused by every breath of air.
  • the process comprised subjecting carbon black to turbulent agitation so as to cause the particles to cohere and become compacted by impact into substantially spherical granules with a relatively tenacious structure and a smooth non- adherent surface.
  • This prior art disclosed a process wherein the particles are primarily subjected to impact and not to grinding or attrition between two surfaces. A person skilled in the art would learn that when primary carbon black particles or small agglomerates are brought together they would tend to form larger agglomerates due to the high surface free energy and with some assistance by impact.
  • United States Patent No. 3,602,437 relates to milling carbon black in the presence of moisture to reduce it structure.
  • the process is compared to dry milling of carbon black.
  • the comparative dry process does not use acetylene black but uses furnace blacks.
  • the product of the process was a furnace black and did not have the same desirable and unique characteristics such as particle size, pH, volatile matter etc. as the product of the present invention.
  • the process of the present invention in comparison provides an acetylene black which is powdery, easily dispersible, capable of providing high jetness and tinting strength and preferably has a low volatile content. Volatile matter is undesirable in coloring applications because it may react with the components/additives in the formulations used in paints, printing inks, inkjet inks, dressing and finishing of leather and plastics applications.
  • GB 1022988 claims a continuous process for milling carbon black in a vibratory ball mill, whereby, a portion of the milled product is recirculated, a portion is discharged as product and compensated by charging unmilled carbon black.
  • the process does not use acetylene black but uses furnace blacks, and is particularly intended to produce carbon black suitable for rubber compositions.
  • the product had a high volatile content in the range of 2 to 5% w/w whereas the process of the present invention gives coloring acetylene black with low volatile content of about 0.5% is particularly suitable for pigment applications.
  • atleast part of the product has been subjected to continuous or repeated milling which is known to produce flakes.
  • the product discharged from the mill may be subjected to additional processing steps such as pulverization, pelletization, etc.
  • the coloring acetylene black of the present invention may be used without additional processing steps other than packaging.
  • GB 1025277 disclosed a process for modifying the properties of carbon black by subjecting the carbon black to attrition action between hard-surfaced objects.
  • the carbon black used in the examples was furnace black.
  • the furnace black was subjected to the process in the presence of a alkali metal or alkali earth metal salt the surface nature changed in that the pH increased from about 8 to about 9.5 and the volatile content increased from about 1.5% to about 4.8%; whereas in the absence of the alkali metal or alkali earth metal salt the surface nature changed in that the pH decreased from about 8 to 3.3 and the volatile content increased from about 1.5% to about 3.9%.
  • the present invention relates specifically to acetylene black and Example 1 given hereunder shows that the pH of the carbon black remains unaffected by the process whereas the volatile content is quite low at the end of the process.
  • acetylene black has been used in paint compositions where its conductivity is required for the end application but has not been used in paint compositions for other industrial applications or for automotive topcoat applications.
  • United States Patent No. 5,234,627 relates to stability conductive emulsion that uses a mixture of acetylene black and furnace black. It is reported that prior to this invention the entire carbon black component of the conductive emulsion was acetylene carbon black. Substitution of a part of the acetylene black, preferably about 67% of the acetylene black with furnace black provided low viscosity and exhibited suitable pH drift range.
  • United States Patent No. 6159275 related to achieving the objective of better storage stability, flooding behaviour and solvent requirements by employing carbons that are produced by adding compounds containing silicon to the carbon black feedstock. The furnace black process was exemplified.
  • acetylene black has not been made in automotive topcoat compositions.
  • automotive topcoat applications the highest requirements are made in regard to degree of blackness, surface and gloss, usually high color channel black or the high color furnace black are used, that is to say, carbon blacks are used which are produced according to the channel process or according to the furnace process.
  • the composition is not for topcoat applications but is intended as a filler composition.
  • the patent or other prior arts neither disclose the easily dispersible grade of novel coloring acetylene black of the present invention or it's advantageous paint compositions and their use to provide high jetness, tinting strength and other advantageous characteristics.
  • ink composition involves the use of a suitable colorant or pigment and suitable solvents to adjust viscosity and drying.
  • the carbon black used should impart desired properties such as jetness, opacity, blue tone, appropriate rheological properties, waterfastness and permanence. For economic reasons, it is desirable to have a pigment that readily disperses in the ink formulation.
  • United States Patent No. 5747562 and 5749950 disclosed methods for improving the jetness, improving the blue tone, improving the platewear, reducing the premix residue, modifying rheological properties, or improving waterfastness, of ink and coating compositions by incorporating therein silicon-treated carbon black.
  • United States Patent number 5017647 relates to black pigmented plastics.
  • Oxygen-devoid carbon blacks were found not to affect metathesis catalyst system component shelf-life stability and corresponding metathesis catalyst system activity adversely. Examples used acetylene black.
  • Acetylene black is a carbon black obtained by exothermic decomposition of acetylene at about 800-1000°C.
  • Acetylene black has a crystal structure, which is intermediate between graphite structure and amorphous carbon. The carbon particles are chained to one another and form a stereo structure, which encloses a very large void volume.
  • acetylene black has lower bulk density, higher dibutylphthalate absorption value and also has lower volume resistivity and higher electrical conductivity. It has a large specific surface area and is a carbon black of high purity. It has unconventional laminar particles generally with particle mean diameter in the range of 30-50 nm. It is substantially free from impurities.
  • Carbon black particularly acetylene carbon black is a finely distributed fluffy powder with a very low bulk density and therefore it is dusty and difficult to handle. Therefore, in some applications, it is compacted to higher density by pressing between two moving belts. Pelletizing the carbon black by wet or dry granulation method to yield granular carbon black is also followed for overcoming the problem of dusting in certain applications. For coloring applications, it is desirable that the carbon black also be easily dispersible in most liquids, both organic and aqueous as well as in plastics. Moreover, upon dispersion it should result in dispersions particularly suitable for the end use. One skilled in the art would know that increasing bulk density and compacting the powder into granules tends to compromise the dispersibility.
  • the present invention is based on a simple, efficient and economic process for the preparation of a novel coloring acetylene black which is easily dispersible, suitable for pigment applications and capable of providing high jetness and tinting strength.
  • Canadian Patent Application No. 812163 assigned to Shawanigan Chemicals Limited claims a process of ball milling acetylene black to increase its apparent density.
  • the ball milling step as described therein leads to formation of flaky material and this flaky material needs to be pulverized in order to get powdery material.
  • the acetylene black is powdery and easily dispersible and no additional processing steps are required. Flaking and the pulverization of flakes as in the '163 application can result in acetylene black whose dispersibility in liquid vehicles is adversely affected. It is known in the art that excess densification has adverse effects on dispersibility ( Carbon Black : Science and Technology, Ed.
  • the acetylene black of the present invention represents material that has not gone through a process where particles are first brought to a high state of aggregation so as to become flaky and then the aggregates are loosened by a second step.
  • the process of milling the acetylene carbon black is carried out in a simple and cost effective manner so as to achieve the desirable and opposing product characteristics such as density, ease of handling and dispersibility in liquid vehicles simultaneously at the end of the process.
  • the coloring acetylene black of the present invention provides the qualities of high gloss, high covering power, high jetness, high tinting strength, hue, dispersibility and stability. In automotive applications it is found to be stable to UN-exposure as well as to acid and alkali.
  • the coloring acetylene black of the present invention is found to be useful in automotive top coat paints and industrial paints, in printing inks, inkjet inks, in dressing and finishing of leather, in coloring of plastics and also in electrographic and magnetographic imaging processes.
  • the novel coloring acetylene black of the present invention has a dibutylphthalate absorption less than 210 ml/lOOg and a tapped density of at least 110 g/L; it is powdery, capable of providing high jetness and tinting strength; and is easily dispersible without the need of chemical treatment to alter its surface characteristics.
  • the acetylene black of the present invention is suitable for pigment applications, for example:
  • jetness and tinting strength are jetness and tinting strength measured on the drawdown panels, prepared using nitrocellulose based paints containing the pigment.
  • the drawdown panels were prepared according to the procedure described in examples.
  • the jetness and tinting strength were determined using GretagMacbeth ColorEye XTS Satellite Spectrophotometer in numeric terms based on the CIE (Commission Internationale de l'Eclairage) Color System. Jetness was calculated according to the equation (Yokoyama et al, Journal of Coatings Technology, Vol. 69, No. 865, 1997, pages 99-105):
  • JetneSS -100 l ⁇ g ⁇ 0 [(X Xn)actual (Y/Yn) actual (Z/Z n )actual]
  • X, Y and Z are the tristumulus values and X n , Y n and Z n are the tristumulus values of the standard illuminant D65.
  • the coloring acetylene black of the present invention when tested according to procedure described herein in the examples gives jetness values exceeding 160, preferably 180 and more preferably 200.
  • the tinting strength is measured relative to the tinting strength of any commercially available grade of pigment black and expressed as a percentage.
  • the coloring acetylene black of the present invention when tested according to the procedure described in the examples gives relatively a higher tinting strength when compared with most of the commercially available carbon blacks.
  • the size of the agglomerates determines the hue. Small agglomerates demonstrate a blue tint while larger agglomerates usually show the less desired red tint.
  • Easily dispersible acetylene carbon black refers to acetylene carbon black that is easily dispersed by conventional means such as those employing mixing equipment, dispersants and other additives known in the art to form dispersions in both organic and aqueous medium. As is evident from the examples included herein dispersions that provide desirable qualities for end applications are formed within not more than a few hours.
  • the coloring acetylene black of the present invention can be used without the need for granulation or pelletization.
  • the increase in tapped density to at least 1 10 g/L makes the coloring acetylene black usable directly in end applications.
  • the tapped density may be in the range from 110 g/L to 600 g/L.
  • the tapped density of the coloring acetylene black of the present invention exceeds at least 300 g/L.
  • the present invention also provides a process for the preparation of coloring acetylene black comprising optionally precompressing acetylene black and then subjecting to grinding between two surfaces for a sufficient period of time such that the tapped density of the carbon black is increased to atleast l lOg/L and dibutylphthalate absorption is reduced to less than 210ml/100g but flakes of acetylene carbon black are not formed.
  • Any mill that grinds a material between two surfaces may be used in the process of the present invention. Examples of such mills include ball mill, pebble mill, rotary mill, gyratory mill and the like.
  • the coloring acetylene black is obtained by a process comprising subjecting acetylene black to attrition between two surfaces in a ball mill of any size.
  • the description in this paragraph outlines the features of this preferred embodiment but is by no means meant to limit the scope of the invention.
  • the mill may or may not be lined. If lined, it may be with a suitable material, for example, hard rubber, steel, ceramic, steatite, alumina and the like. More preferably the mill is lined with a material such as rubber.
  • the mill is charged with a suitable grinding media for example, spheres or cylinders or other shaped grinding media made of a material having a hardness of at least 3 on the mho scale.
  • a suitable size of the grinding media is, for example, from 5 mm to 100 mm diameter for spheres and 5 mm to 100 mm length and/or diameter for cylinders and would be more dependent on the size of the ball mill used.
  • suitable material for the grinding media include steel, steatite, alumina, river pebbles and the like.
  • the grinding medium may occupy a volume from 10% to 90% of the total milling chamber volume.
  • the acetylene black is charged into the mill to occupy a volume of about 10% to 90% of the total milling chamber volume.
  • the mill may be rotated at a speed of 5 rpm or above.
  • Period of milling may vary depending on the size, shape, quantity and hardness of the grinding media; the quantity of acetylene black charged; and the speed of rotation of the mill.
  • acetylene black is milled for a sufficient period of time such that the tapped density is increased to atleast 11 Og/L and dibutylphthalate absorption is reduced to less than 210ml/100g but flakes of acetylene carbon black are not formed.
  • the acetylene black is precompressed prior to milling.
  • This precompression step fewer black particles are subject to being thrown about as a loose dust within the grinding chamber, it is easier to entrap and crush the dispersed carbon black particles between the grinding media, and the grinding efficiency of the mill is enhanced.
  • the acetylene black may be precompressed by using any of the compaction or compression machines known in the art. Examples of such compression means include vacuum compression, hydraulic compression, roller compression, belt press and the like. Precompression is preferably performed in a belt press.
  • precompressed acetylene black is milled in a mill wherein the mill is a ball mill and (a) the ball mill has a diameter in the range of about 0.5 feet to about 30 feet and is rotated at a speed of about 5 rpm or more; (b) the grinding media is made of material having a hardness of at least 3 on the mho scale, is in the form of spheres or cylinders or other shapes having a length and/or diameter in the range of about 5 mm to about 100 mm and occupies a volume from about 10 % to about 90 % of the total milling chamber volume; and (c) the acetylene black charged into the mill to occupy a volume of about 10% to 90% of the total milling chamber volume.
  • precompressed acetylene black is milled in a ball mill wherein (a) the ball mill is rubber lined and has a diameter in the range of about 1.5 feet to 2.5 feet and is rotated at a speed of about 20 rpm to 40 rpm; (b) the grinding media is made of a material having a hardness of at least 3 on the mho scale, is in the form of spheres having a diameter in the range of about 20 mm to 40 mm, and occupies a volume of about 5 % to 90 % of the total milling chamber volume; and (c) acetylene black is charged into the mill to occupy a volume of about 5 % to 70 % of the total milling chamber volume.
  • novel coloring acetylene black of the present invention is suitable for use in many applications including electrophotographic and magnetographic imaging processes, paint compositions particularly for automotive top coats and industrial applications, for coloring of plastics and for coloring and finishing of leather.
  • the present invention also provides paint composition comprising novel coloring acetylene black as herein described and claimed.
  • the present invention also provides an advantageous use of the novel coloring acetylene black paint composition in paint applications particularly in automotive topcoat applications.
  • Paint compositions may be prepared using compositions and methods known to those well skilled in the art. Specific examples are provide in Examples 2 and 3. Paint or coating compositions may be prepared using aqueous or non-aqueous solvents.
  • the novel coloring acetylene black of the present invention provides paint compositions that provide consistently a high jetness - a true black color with blue undertone and without conflicting undertones of red, yellow or brown, irrespective of variations in dispersion method or vehicle.
  • Viscosity of the paint is particularly pronounced when using high structure carbon blacks having a high DBP absorption value, however the present invention provides acetylene black that has a DBP absorption value less than 210 ml/lOOg preferably less than 100 ml/lOOg and which provides desirable rheological characteristics.
  • the novel coloring acetylene black of the present invention When used in paints, the novel coloring acetylene black of the present invention provides the qualities of uniformity, high gloss, high covering power, high jetness, high tinting strength, and hue. It is easily dispersed and provides stable dispersions without The novel coloring acetylene black of the present invention is found to be particularly useful in automotive topcoat paints. Advantageously, in automotive topcoat applications, it is found to be stable to UV-exposure as well as to acid and alkali and provides a true black color with a blue undertone.
  • Aqueous pigment formulations are essentially used for coloring, dressing and finishing of leathers and artificial leathers in order to meet the fashion requirements.
  • aqueous pigment formulations are generally prepared by dispersing inorganic or organic pigments such as iron oxide, titanium dioxide, azo pigments, phthalocyanines or carbon black in water with the help of a non-film forming emulsifier as a dispersant, or a film forming binder such as casein, polymers of acrylic esters, methacrylic esters, N-vinylpyrrolidone, vinyl esters or acrylic acid, either generated in-situ by polymerization in water miscible organic solvents or otherwise.
  • inorganic or organic pigments such as iron oxide, titanium dioxide, azo pigments, phthalocyanines or carbon black
  • a film forming binder such as casein, polymers of acrylic esters, methacrylic esters, N-vinylpyrrolidone, vinyl esters or acrylic acid, either generated in-situ by polymerization in water miscible organic solvents or otherwise.
  • the aqueous pigment formulations thus prepared are applied to the leather by any of the commonly known coating processes such as spraying, brushing, curtain coating, knife coating, or by plush process.
  • the commonly known procedure for coating aqueous pigment formulations on the leather involves applying a base protective coat first, followed by ironing and finally applying a topcoat of the same formulation.
  • the key performance characteristics of the aqueous pigment formulations are its ability to impart to the finished leather the feel, softness and flexibility, the depth of color and also the brightness of the finish. It is also important that the formulation provides good coverage without overfilling the grains so that the grain structure is visible in the finished leather giving it a natural look.
  • aqueous pigment formulation that are measurable by standard methods on the finished leather are, wet flexing resistance, dry flexing resistance, wet crock fastness and dry crock fastness. All the above properties are imparted by the pigment as well as rest of the ingredients of the formulations and their strong interplay and compatibility in the coating application.
  • the aqueous pigment dispersion to impart black color to the finished leather is most commonly used in the industry and carbon blacks manufactured using gas black, furnace black, channel black and lamp black processes are widely used as the black coloring pigment in these dispersions.
  • the novel coloring acetylene black of the present invention which can be easily dispersed to give stable aqueous dispersion having low viscosity and suitable for such pigment applications, and capable of imparting superior performance characteristics such as the feel, the depth and brightness to the finished leather compared with other commercially available aqueous black dispersions, is neither known in the art nor available commercially.
  • the novel coloring acetylene black of present invention meets all the above requirements and can be advantageously used for preparing such aqueous pigment dispersions for leather application.
  • a very high level of binder concentration is required in order to achieve stable pigment dispersions, which lead to undesirably high viscosity of the pigment dispersion and associated problems of difficulties and material loss during handling and transfer.
  • the organic solvents in the dispersants imparts to finished leather, undesirable properties by seriously affecting the wet crock fastness and swelling resistance. Further, these organic solvents also pose serious environmental problems.
  • binders are based on the end application of the pigment dispersion.
  • casein is used as binder in stabilizing aqueous pigments for use in natural aniline finishes
  • polymers such as polyacrylates and polyurethanes are used in aqueous pigment dispersions that go into resin finishes. Therefore, the application of the aqueous black dispersion get restricted to specific type of leather finishes due to the type of binder used.
  • use of casein as binder severely limits the shelf life of the aqueous pigment dispersion due to its biodegradability.
  • the stable aqueous black dispersions described above are known to have high viscosities, generally above 500 m.Pa.s. at 20°C and more commonly beyond 600 m.Pa.s. Such high viscosity results in difficulties in handling and transfer of material during further application and processing, material loss due to incomplete emptying of containers and consequent environmental issues.
  • the novel coloring acetylene black of the present invention can be formed into a low viscosity stable aqueous dispersion which is free of binders and without the above-mentioned disadvantages by a simple and economic process comprising mixing acetylene black, a polymeric dispersant and water.
  • the polymeric dispersant is a polyacrylate polymer that is miscible with water.
  • the process provides a stable, low viscosity aqueous black dispersion free from any binders, which provides advantages in handling and transfer, which is and free from organic solvents and therefore, environment friendly, which is suitable for all kinds of high quality high performance finishes on leather and artificial leather, providing excellent jetness, very good coverage, improved gloss and enhanced brightness.
  • the novel coloring acetylene carbon black of the present invention can be incorporated into ink compositions using methods well known in the art wherein the ease of dispersion of the acetylene black is advantageous and is achieved without the need for chemical treatment to alter the surface characteristics.
  • the novel coloring acetylene black of the present invention has the desirable characteristics for offset inks as well as liquid ink applications and provides superior performance characteristics such as higher jetness with a bluish hue as compared to standard marketed carbon black pigment inks.
  • the inks also have appropriate rheological characteristics, water fastness and permanence. Liquid inks prepared using the novel coloring acetylene black of the present invention have very good soap and solvent resistance.
  • the novel coloring acetylene black of the present invention can also be incorporated in ink jet inks.
  • the ink formulation may be based on solvents, or it may be an aqueous dispersion.
  • the ink compositions of the present invention may be prepared by conventional techniques, such as combining or mixing the components in suitable medium.
  • the ink compositions are aqueous systems and include therein a signficant amount of water, preferably deionized or distilled water.
  • the amount of water or similar medium is, for example, generally present in an amount ranging from about 60% to about 95%, preferably from about 75% to about 90%, based on the weight of the ink composition.
  • Suitable additives are incorporated into the ink composition to impart a number of desired properties while maintaining stability.
  • Such additives are well known in the art and include humectants, binders, drying accelerators, biocides, penetrants, surfactants, and the like.
  • a humectant is added to reduce the rate of evaporation of water in the ink to minimize printehead nozzle clogging. As the ink dries, the humectant concentration increases and evaporation decreases further. Humectants may also affect other properties of the ink and prints made from it, such as viscosity, pH, surface tension, optical density, and print quality.
  • humectants typically used include ethylene glycol, propylene glycol, diethylene glycols, glycerine, dipropylene glycols, polyethylene glycols, polypropylene glycols, alkane diols, amides, ethers, carboxylic acids, esters, alcohols, organosulfides, organosulfoxides, sulfones, alcohol derivatives, 3-pyrrolidone, ether derivatives, amino alcohols, and ketones.
  • the amount of an additive used depends on several factors including the molecular weight of the polymers, the viscosity, the amount of any ammonium salt added, the nature of the polymers and the nature of the carbon black.
  • Printed images may be generated from the ink jet compositions of the present invention using a suitable printing apparatus, and generating an image onto a substrate.
  • Suitable ink jet printers include, for example, thermal printers, piezoelectric printers, continuous printers, valve jet printers and the like.
  • Suitable substrates that may be used include plain papers, bonded papers, coated papers, transparency materials, textile materials, plastics, polymeric films, inorganic substrates and the like.
  • the inkjet compositions of the present invention provide high reliability and good jetting characteristics; satisfactory drop volume and velocity data, optical density, drying time and print quality.
  • the novel coloring acetylene black of the present invention is useful in the coloring of plastics.
  • Carbon black has been used in plastics to impart unique properties to the plastic such as excellent uv-protection, electrical conductance, reinforcement, colored plastics, and opacity.
  • a common performance requirement in all these applications is ease of dispersion in plastic melts or in monomer-catalyst system that are polymerized to produce the plastic.
  • Carbon black is generally available in the form of pellets and the strength of the pellet is a major factor affecting the dispersibility of the carbon black with higher energy intensity requirements for stronger pellets.
  • the novel coloring acetylene black of the present invention is powdery and easily dispersible in such mixtures. In coloring applications in plastics, carbon black is used to make black plastics.
  • the primary attributes of carbon black for this application is its ability to provide high jetness and a desirable undertone or masstone.
  • the carbon black may also be used to modify the color imparted by other pigments ie for tinting purposes.
  • Tinting strength is the ability of carbon black to modify the appearance of a white pigment.
  • the novel coloring acetylene black of the present invention provides the advantages of ease of dispersion, high jetness and tinting strength.
  • the novel coloring acetylene black of the present invention has been found to be specifically suitable for toner compositions useful for electrophotography, electrostatic printing process, electrostatic recording process, magnetic printing process etc.
  • the toner compositions can be of two types namely one component system and two-component system.
  • the toner compositions can be dry toners also called as developers and liquid toners.
  • the novel coloring acetylene black of the present invention is found to be suitable as a pigment in toners owing to its properties such as ease of dispersibility, high jetness and tinting strength coupled with its inherent elctroconductive property which is required for an effective toner composition.
  • One component magnetic toner composition can be prepared using the novel coloring acetylene black of the present invention.
  • Acetylene black obtained by thermal decomposition of acetylene and having tapped bulk density 21 g/L and other physical properties as give in Table 1 was precompressed by means of a belt press to a tapped density of 78 g/L.
  • 8.0 Kg of precompressed acetylene black was charged into a ball mill (2 ft diameter X 2 ft length) having a 5 mm thick rubber lining.
  • 113 Kg of river pebbles (20 mm to 40 mm diameter, bulk density 1.62 Kg/L and a hardness of greater than 4 mho) were charged in to the milling chamber. The mill was rotated at 32 rpm for 4.5 hrs.
  • the milled acetylene black had a density of 377 g/L and a dibutylphthalate absorption of 90.2 ml/lOOg.
  • the milled acetylene carbon black was found to have the desirable and opposing product characteristics such as density, ease of handling, non-flaky nature and dispersibility in liquid vehicles simultaneously at the end of the simple and cost-effective process.
  • the acetylene black when tested for various pigment applications as detailed hereunder was found to provide high jetness with a blue undertone and high tinting strength.
  • Table 1 the milled acetylene black had a low volatile content.
  • the pH of the acetylene black was unaffected by the process and the volatile content appeared to have decreased as a result of the process. This was in contrast to prior art processes (eg GB 1025277) where pH and volatile content increased as a result of milling.
  • Pigment novel coloring acetylene black of present invention 12.50 g. Glass beads of 3 mm size.
  • the container was closed tightly with lid and shaken for 2 hours in a Skandex paint shaker.
  • the dispersion when checked on the Hegman gauge had particle dispersion below 5 microns.
  • NC paints labeled P2, P3 and P4 respectively were also prepared in similar manner using commercially available pigment carbon blacks, namely, Emperor-90, FW-200 and Raven-L
  • the container was closed tightly with lid and shaken for 2 hours in a Skandex paint shaker.
  • the dispersion when checked on the Hegman gauge should particle dispersion below 5 microns.
  • the contents are then further shaken for 2 min. on the Skandex paint shaker.
  • the paint is filtered to separate the glass beads and stored separately as "Part A" of the Epoxy paint.
  • Part B of the Epoxy paint comprising of hardner is prepared by mixing following ingredients.
  • MIBK "Part A” and “Part B” are mixed in the ratio of 4: 1 before application as Epoxy based paint.
  • GretagMacbeth ColorEye XTS Satellite Spectrophotometer GretagMacbeth ColorEye XTS Satellite Spectrophotometer.
  • Drawdown panels were prepared with each of these NC paints, PI, P2, P3 and P4 using 50 micron barcoat applicator on a black and white panel and dried. The wet film thickness before drying was measured to be 50 microns. Similar drawdown panels were also prepared on heat resistant polyethylene film as well.
  • the drawdown panels prepared as above on the black and white panels were compared for jetness using spectrometer model ColorEye XTS Satellite Spectrophotometer of GretagMacbeth make.
  • the novel coloring acetylene black of the present invention had a jetness that was comparable to the commercially available pigment carbon blacks and the results are given in Table 2.
  • the glass bottle was closed with inner and outer cap and shaken for lhour in a skandex paint shaker and filtered to obtain the pigment concentrate.
  • the tinting strength and hiding power of the commercial grade pigment was compared relative to the novel coloring acetylene black of the present invention, and all were found to have tinting strength and hiding power less than that of the novel coloring acetylene black of the present invention.
  • novel coloring acetylene black was also tested as described above and found to have high jetness, high tinting strength and superior hiding power even in other paint systems such as 2 pack polyurethane, stoving enamel, Synthetic enamel, LO alkyds, thermoplastic acrylics (TPA), water based stoving, water based acrylic and emulsion paints.
  • the novel coloring acetylene black prepared as described in Example 1 was used for preparing aqueous pigment dispersion.
  • About 60 g. of novel coloring acetylene black was added to aqueous solution consisting of 30 gs. of polyacrylate polymeric dispersant, about 0.3%) w/v of commonly used defoamer and 210 g water.
  • the mixture was milled for 30 mins. in a laboratory bead mill of 1000 ml capacity, charged with 1500 g of ground glass beads of 2 to 3 mm diameter.
  • the resultant dispersion was stable, and had a low viscosity of 165 m.Pa.s at 27 C. This dispersion could be easily transferred from its containers without material loss.
  • Test-1 60.0 g. of the stable aqueous pigment dispersion prepared as per Example-5 above was added to the Casein based season to prepare 1000 ml of the formulation. This was used for glazing dressing on leather, first as base protective coat by spraying and was followed by ironing. The same formulation was further applied as topcoat and dried.
  • Similar casein based aqueous pigment formulations were also prepared using commercially available aqueous pigment dispersions, namely, Deep Jet Black of Ernshaw and PP-5212 Camotex of Stahl, and were applied to leather as above.
  • the feel, depth and brightness of the finished leather were then compared.
  • the pigment formulation prepared using the novel coloring acetylene black dispersion showed far superior characteristics compared with the Deep Jet Black, and the PP-5212 Camotex, in respect of feel, depth of color and brightness of the finish.
  • the coverage was also found to be better in comparison in the case of formulation using novel coloring acetylene black dispersion prepared as per Example-5. There was no overfilling of the grains and the grains structure was clearly visible giving the finished leather a natural look.
  • Test-1 and Test-2 were repeated both, with polyurethane as well as acrylic based seasons instead of casein.
  • the formulations with novel coloring acetylene black dispersion prepared as per Example-5 showed far superior characteristics in terms of greater depth, jetness, brightness and feel compared with the formulation with commercially available aqueous pigments.
  • novel coloring acetylene black of present invention was compared with commercially available carbon black pigment Printex 35 both, under mass tone as well as in white reduction as follows.
  • novel coloring acetylene black 0.5 g was mixed with 2 g. of stand oil (viscosity 30 to 40 poise) in Muller set at 25 Kg/cm pressure and at 100 revolutions and again at 200 revolutions. Similar paste was prepared with Printex 35 as the standard reference sample. Drawdown panels were prepared with both the samples and the mass tone was visually compared.
  • the novel coloring acetylene black of present invention was found to have higher jetness with a bluish hue compared to the reference standard indicating superior performance characteristics desirable for both, offset ink as well as liquid ink applications. It was also observed that the grinding of novel coloring acetylene black of present invention was smoother compared to that with Printex 35.
  • Titanium dioxide pigment paste was prepared with stand oil (viscosity 30 to 40 poise) in the Muller grinder.
  • 0.2 g of the novel coloring acetylene black of present invention was mixed with 2 g of the Titanium dioxide paste.
  • Drawdown panel was prepared with the paste. Similar drawdowns were prepared under white reduction using commercially available standard pigment Printex 35 and were compared for both tone and strength.
  • the novel coloring acetylene black showed superior color strength as well as strong bluish tone compared with the reference sample and therefore, thus would impart superior performance characteristics to the final product when used in preparation of both, offset ink as well as liquid ink.
  • the drying characteristic of the drawdown was comparable for both the pigments.
  • novel coloring acetylene black of present invention was taken in each of the three test tubes to which lOcc of each solvents, ethyl acetate, toluene and iso-propyl alcohol were added separately in the three test tubes and were shaken well. These were then allowed to stand for 30 mins. and the solvent layer was decanted on the filter paper. After evaporation of the solvent there was no stain left behind on the filter paper indicating very good resistance to the solvents comparable to Printex 35, which was tested similarly. Both the above tests indicated that the novel coloring acetylene black was suitable for use as pigment in liquid inks.
  • the dispersion was prepared by milling for 2.5 hrs at 3000 rpm in a horizontal bead mill. From this dispersion was made a 25% dispersion in water which was then used to make the following dispersion as given in Table 5.
  • the dispersion was loaded into a cartridge and tested in the HP 895Cxi printer. Loading and priming was easy with all the nozzles firing on start-up. A 20 page block test was good with no nozzles lost. The overnight start-up was also good with no nozzles lost for both an overnight and a weekend shutdown.
  • the dispersion was also characterized and compared to the HP standard ink on a Genie laser based droplet measurement system. Both inks were loaded, fired and analyzed using this system. The data generated gives information regarding the droplet size and velocity. The experiments run were at a fixed firing frequency, 1 KHz, and over a data set of 100 drops. The results are given in Table 6.
  • the novel coloring acetylene black ink dispersion had satisfactory drop volume and velocity.
  • the droplet volume and velocity were comparable to the HP ink although slightly higher variability was seen with the novel coloring acetylene black dispersion.
  • the drying time of the novel coloring acetylene black dispersion was also compared with that of the HP ink and the results are given in Table 7.
  • the actylene black ink dispersion was found to have satisfactory drying time.
  • Print samples of the acetylene black ink dispersion and of HP ink were obtained using a HP 895 Printer. The print samples were examined under a camera and zoom lens and then software used to determine line widths, raggedness, dot diameters and dot roundness values. The data is given in Tables 8 and 9 .
  • acetylene black of the present invention is useful in inkjet ink dispersions that are comparable in performance to commercially successful dispersions that are made with other carbon blacks.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Nanotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)

Abstract

L'invention concerne un nouveau noir d'acétylène utilisé pour la teinture présentant une granulométrie moyenne oscillant entre environ 5 nm et 50 nm, une absorption faible de dibutylphthalate inférieure à 210 ml/100g, une densité après tassement d'au moins 110g/L dont le noir d'acétylène est sous forme de poudre, facilement dispersable et capable de proposer une teinture au noir très profond et de bonne tenue. Un autre avantage est qu'il trouve une vaste application sous forme de pigment dans le secteur des compositions de teinture, de la coloration des plastiques, de l'apprêtage et de la finition du cuir, d'encres d'impression de haute qualité, d'encres pour impression à jet d'encre et de processus de formation d'images électrographiques et magnétographiques.
PCT/IN2001/000198 2000-11-07 2001-11-07 Nouveau noir d'acetylene utilise pour la teinture et son procede de preparation WO2002038683A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2002222497A AU2002222497A1 (en) 2000-11-07 2001-11-07 Novel coloring acetylene black and process for its preparation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN861/MUM/2000 2000-11-07
IN861MU2000 2000-11-07

Publications (1)

Publication Number Publication Date
WO2002038683A1 true WO2002038683A1 (fr) 2002-05-16

Family

ID=11097287

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2001/000198 WO2002038683A1 (fr) 2000-11-07 2001-11-07 Nouveau noir d'acetylene utilise pour la teinture et son procede de preparation

Country Status (2)

Country Link
AU (1) AU2002222497A1 (fr)
WO (1) WO2002038683A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2119495A3 (fr) * 2008-04-24 2010-03-31 SCHWENK Putztechnik GmbH & Co. KG Procédé de fabrication de produits contenant des pigments
EP2628804A1 (fr) * 2010-10-12 2013-08-21 Autoliv Development AB Cuir conducteur et volant de direction
WO2022243296A1 (fr) * 2021-05-18 2022-11-24 Orion Engineered Carbons Gmbh Matériau de noir d'acétylène pulvérulent, son procédé de production, et compositions, articles fabriqués et utilisations associés

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5815575A (ja) * 1981-07-20 1983-01-28 Daicel Chem Ind Ltd 静電防止性ないし導電性樹脂塗膜
AT388560B (de) * 1981-09-08 1989-07-25 Valerian Nikolaevich Anikeev Elektrisch leitender russ und verfahren zu seiner herstellung
JPH10114869A (ja) * 1996-10-11 1998-05-06 Mitsubishi Chem Corp 塗料用顔料及びこれを用いた塗料の製造方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5815575A (ja) * 1981-07-20 1983-01-28 Daicel Chem Ind Ltd 静電防止性ないし導電性樹脂塗膜
AT388560B (de) * 1981-09-08 1989-07-25 Valerian Nikolaevich Anikeev Elektrisch leitender russ und verfahren zu seiner herstellung
JPH10114869A (ja) * 1996-10-11 1998-05-06 Mitsubishi Chem Corp 塗料用顔料及びこれを用いた塗料の製造方法

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 198310, Derwent World Patents Index; AN 1983-23797K/10 *
PATENT ABSTRACTS OF JAPAN *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2119495A3 (fr) * 2008-04-24 2010-03-31 SCHWENK Putztechnik GmbH & Co. KG Procédé de fabrication de produits contenant des pigments
EP2628804A1 (fr) * 2010-10-12 2013-08-21 Autoliv Development AB Cuir conducteur et volant de direction
EP2628804A4 (fr) * 2010-10-12 2013-09-04 Autoliv Dev Cuir conducteur et volant de direction
WO2022243296A1 (fr) * 2021-05-18 2022-11-24 Orion Engineered Carbons Gmbh Matériau de noir d'acétylène pulvérulent, son procédé de production, et compositions, articles fabriqués et utilisations associés

Also Published As

Publication number Publication date
AU2002222497A1 (en) 2002-05-21

Similar Documents

Publication Publication Date Title
AU721714B2 (en) Ink and coating compositions containing silicon-treated carbon black
EP0481034B1 (fr) Noirs de carbone facilement disperses
US5922118A (en) Modified colored pigments and ink jet inks, inks, and coatings containing modified colored pigments
US5803959A (en) Modified carbon products and ink jet inks, inks and coatings containing modified carbon products
TW354804B (fr)
JP4218352B2 (ja) 乾式処理によるカーボンブラックの製造方法
WO2002038683A1 (fr) Nouveau noir d'acetylene utilise pour la teinture et son procede de preparation
AU9716698A (en) Paints and printing inks containing modified carbon blacks
KR100463353B1 (ko) 잉크및코팅제용개질탄소생성물
US20240084146A1 (en) Carbon black, ink, coating composition, coloring agent for plastics, colored molded article, coloring agent for stationery and writing instruments, textile printing agent, toner, dispersion or resist for color filters, and cosmetic composition
KR100246246B1 (ko) 가공 카본 블랙을 함유하는 잉크 조성물 및 그 제조방법
JP4001922B6 (ja) インク及びコーティング用の変性炭素製品
MXPA98010646A (en) Compositions of coating and ink containing black of carbon treated with sili

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PH PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: JP

WWW Wipo information: withdrawn in national office

Country of ref document: JP