DE1930783A1 - Liquid electrostatic pigment - Google Patents

Description

KlCHTSAHWXlTi

DR. JUR. DIPL-CHEM. WALTER ATi

ALfREDHOEPPENER «*. ., _ΛβΑ

DR. JUR. DIPL-CHEM. RJ. WOLFP JO. JUIU196?

DR. JUR. HANS CHR. AX

Our no. 15 571

GAP Corporation ! few York, N.T., VStA.

Liquid electrostatic pigment dye,

The present invention relates to a liquid iigmentf artist off gernis ch ren for use elektrostatteche Druickverfa ^, in particular <* i ⁿ liquid iositiT ^ i ^ N ^ rib-i fuel system (positive-working liquid toner system) because · in addition an electrically conductive The carrier liquid contains a pigment, a metal soap and a dispersing agent, and consists of an alkylated polymer, intethetejr, cyclic N-vinyl monomers.

Although a large number of liquid pigment mixtures or systems for electrostatic printing processes in the Literature are described, many have such Mixtures or systems proven unsatisfactory " because they are unable to get in adequately The suspension remains or copies with even shading to result in free of bleeding spots or similar streak messages are.

ORlGiNAt

In electrophotographic process, it is in general "known that different · flüasige developer or pigment _(dyes in der'Lage are to yield to light electrically conductive surfaces elektrophotographiache images in different colors · Therefore, it is necessary, for example, the light-electrically conductive surface from Zinc oxide, which is incapable of carrying a positive electrostatic charge, requires the developer particles to be suspended in a liquid carrier in order to adopt a positive polarity with respect to the electrostatic latent image formed on the zinc oxide surface that the latent image formed on the zinc oxide surface can essentially only be generated by a negative electrostatic charge It has active polarity properties that are necessary for the development of the latent image on the zinc oxide or a similar surface, but that it is free from irregularities, run-offs and streaks, which occur when the materials previously used are used.

1 · Has now been found that ·· drawn, electrostatic Poeltiv-Pigaentfexbitoffe, dl · la essentially free of the places and defects of the previously known materials • ind, ie that remain in suspension and lead to copies that have a uniform filling and are free from leaked areas and streaks, can be obtained by a system that consists of an electrically insulating carrier liquid in which a dye, a metal soap and a dispersant are included, which consists of an alkylated polymer of a heterocyclic N-vinyl monomer. "

Advantageously, according to the invention, an electrostatic Positive pigment "provided which is electrically"

ν 1000 8 3/1512

/ -3- 19307M

The insulating carrier liquid contains a dye, a metal soap and a tin-dispersing agent.

The new and improved liquid, electrostatic pigment has an improved ability to be in suspension stay and lead to even copies and pauses, dit are free of accumulated spots and streaks.

The present invention therefore provides a liquid, electrostatic positive pigment dye which consists of an electrically insulating carrier liquid which contains a coloring agent, for example carbon black, an organometallic salt or soap and a dispersing agent which is composed of an alkylated polymer tines heterocyclic nitrogen Vinyl monomers. _V 'ί

Although vtrachiedenemetallorganiacht salts in the Herateilung "\ of flussigtn Pigoentfarbetofftn as charging or drying; means, for example, in the United States Patent No. 3,259,581 have been described, vurdt trfindungegtoäit Jtdoch gtfunden, dats dit using btatiöDttn Mttallsalatn or ^s elftn in combination" it tiotn ditptrgitrtndtn Kittel , Äat au · tinern alkylItrttn Polyatrtn tin ·· htttroeycliechtn.H-Tinylaoiioetren helps, in tintr tltktrUoh Uelitrtndtn dripping liquid dlt tin dUp «reltrt * iifmtnt ortr tint« η theftrgitrt · t · tix tix * ch «n Pigetntfitrbetoff leads, which bltibt in sutpen« lon and tint the same * ··! «delivers a filled copy, which frti is from vtrlftufentnstelln and keytn, wit has appeared in the previous items" In this respect was now dtr Invention gtfufidtn »the certain liquid Plgaentfarbentoffeyeteets dit btetinmtt Mttalletiftn in amounts of wtnigtr than 1 öev .-? I contained, auseeror dtntllch effective, positive pigment color • represent toffeysttmt, if a dieptrgitrtndea Hltttl tin is worked into the system, which from an alkylitrttD. Polyninthine has a heterocyclic H-vinyl monomer bed

ORtGtNAl.

it should be noted that the use of such dispersing agent alone in a liquid pigment dye system without using the metal soap to one; electrostatic negative pigment leads., and ee is therefore surprising that an excellent PositiT pigment without the previous disadvantages and errors due to the use of the combination of special rtetall soaps and dispersing agents according to the present invention Invention is obtained.

The novel liquid pigment mixture or system consists of a ^ some liquid, which can be any conventional, electrically _insulating> carrier liquid, which is generally used for liquid developer and Pigmentfarbetoffgemische. These electrically insulating carrier liquids generally consist of hydrocarbon-based solvents with the required dielectric constant, for example less than 3 »and specific resistance, for example over TO ohm cm, so that they can be used for electrostatic production processes. For example, different solvents can be based on hydrocarbon-3ase _f . For example, toluene, kerosene and mixtures thereof, as well as various commercially available solvents based on petroleum and hydrocarbons, eg ISOPAB with a boiling range from 149 to 182 ⁰ O or SOLvVSO 100 with a boiling range of 160-174 ° C _# SHBLL 14 can be used with a boiling range of 58-70 ⁰ C or SHELL X55 effectively with a boiling range of 58-140 ⁰ C as an electrically insulating Trägerflüsoigkeit of the liquid pigment system.

The coloring agent or pigment used in the invention Liquid electrostatic pigment is used is one of the conventional, conventional in such electrostatic pigments used. Thus the coloring agent or can be used in different ways

90901371512

BATH ORIGINAL

Pigments made from soot, GasruES, Alkalil5l.au., IJigrosine color matching etc. * exist. Any conventional coloring agent or pigment "that is dispersible in the carrier liquid can be used in the erfindungsgeinäasen, liquid, electrostatic pigment ---. " dye, can be used. .

The pigment, for example -Kuss, which is found in the liquid 'Irägsr as Pigraentfarbatoff is dispensed, is in such a Amount used as required when referring to the negative electrostatic image due to the positive working metal soap and the positive working dispersing agent is reared in eggs pigment system, only to the Image areas are deposited au and the desired positive print or to give the desired positive copy. In general the pigment comprises about 0.0015 * to $ 15 of the pigment systems or mixtures. Of course, slightly smaller or larger amounts can be used where they are are desired for special purposes.

Since the pigments as such in the. insulating carrier liquid tend to assume a totally or partially negative polarity with respect to the negative electrostatic latent image such pigments, see in more or less strong one Maeee only. on non-image areas or on both the To deposit image areas as well as on the non-image areas. For this reason it is therefore necessary to have the properties to modify the pigmented isolated carrier liquid in such a way that das3 a Poaitiy system is obtained in which the Pigment particles only on the image areas of the negative eleJctr - ntatic latent image is deposited, which is due to inclusion a positive electrostatic charge is achieved, According to the invention this is achieved in that one in the pigmented, electrically isolated carrier liquid a metal soap that is absorbed on the surfaces of the pigment particles, and an alkylated polymer of a heterocyclic Incorporates N-Vinylraonomeren as a dispersing agent a uniform dispersion of the pigment

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- C -

brings about 3o that a copy with gleichmässi _i --fer refill- ■ -Get wii'd, α ie free from leaking points, or streaks is, which was not possible with previous systems. The erfindun _& -sge .- :! AE3S used l'Iet'allseifen or salts are the in-hydrocarbon solvent-jnitteln soluble salts of the metals cerium, proper, winding, cobalt, zirconium, cadmium, lithium, .Magnesium, Hangan, Calcium, barium, strontium, chromium and indium, the salts or soaps of those metals which - in the liquid pigment paint system according to the invention - lead to copies that do not contain any leakage; or have streaks. The use of salts of lead, zinc or antimony leads, for example, to bad relationships. Copies The salts and soaps of these metals are therefore not used for the purposes of the present invention. _: .

As already mentioned above, it is old the generally according to the invention warned salts, o.ier Soaps about substances that are in the 'i'rägerflü & oigKeit, in general is a hydrocarbon fraction, leslie :) are. Suitable soaps are ζ, .Β. the -letallinoleates, -naphthenates, * -resinate, -palmetate, -stearate, -oleate, -octoiite etc.

According to the invention, alkylated polymers of heterocyclic N-vinyl monomers are used as dispersing agents. This means aiepergierenden find those which 'tion by Allcylie- a Homopolyineren or copolymers of a heterocyclic K-vinyl monomers, preferably a N-Vinyllavctainmot; oineren and in particular a K-vinylpyrrolidone with an alpha-ülef in the "2 to 2000 atoms of carbon, It contains from 2 to 200 carbon atoms and in particular from 5 to 4 carbon atoms (this alkylation procedure is described in more detail in U.S. Patent 3,417,054, or by simultaneous polymerisation and alkylation of a mixture of a heterocyclic K-vinyl fionomer, a monoethylene ur: saturated, polymerizable monomers and an alpha-olefin with 2 to 2,000 carbon atoms or

■ # .0? "» Ft 37: 1-5 Ϊ 2 bad original

a mixture '.desselben- or two different heterocyclic ^ N-Vinylnionomeren and an "alpha-Glefin with 2 to 2000 carbon atoms (this simultaneous P _o lyinerisierung and alkylation is more fully described in US Patent No. 3,423,367) can be obtained.

As examples of heterocyclic N-vinyl monomers used in heterocyclic portion contain a carbonyl function adjacent to the nitrogen atom, their "alkylated polymer derivatives according to that in the aforementioned United States patents 3,417,054 and 3,423,367 can be Iv-Vinylsucciniinid, K-Vinyldiglycolylimid, N-Vinylglutarimid, lI-vinyl-3-niorpholinon, N-Viöyl-5-inet) iyl-3-morpholinon, N-Vinvl-ij-ethyl ^ -icorpholinone, N-vinyloxazolidone etc. as well as ring oxygen containing II-vinyllactarns such as they are described in U.S. Patent 3,231,548, and in particular 5-, 6- and 7-membered N-vinyl lactams, especially N-Viiiylpyrrolidon may be called by 'the following Formula is marked:. "

0-0

in which R and R _{1 are} Wae.sera-toffatome, methyl or ethyl radicals, η is an integer from 1 to 3 and m is the average molecular weight, as determined by the measurement of the relative viscosity expressed in K values. ""'-

S09883 / 1512

BATH ORIGINAL

The coefficient of viscosity K _{1 as described} in detail in Modern Plastiea , Volume 23, ^ r. 3, pages 157-61, 212, 214, 216 and 218 (194-5) is calculated as follows:

log *? rel = 75 K _Q ² + K _Q

¹ + ¹ 5 ^K

and K »100OK ₀

where c is the concentration in grams per 100 ml of the polymer in Lcisujig and ¹ J rel is the ratio of the viscosity of the solution to that of the pure solvent

The alkylated polymers of the comparable monomers of 5-, 6- and 7-membered N-vinylthiolactams, N-acryloylpyrrolidone, -piperidone and -eaprolactaiai N-aeryloyl-5-ynethylpyrrolidone, N-Aeryleyl-6-niethylpiperidone and N-Acryley 1—7 methylcaprolactam and their corresponding 5-, 6- and 7-ethyl derivatives; N-acryloxy-methyl-pyrrolidone, -piperidone and -caprolactam; N-i'Ie * aacryloxy-ethyl-pyrrolidone, -piperidone and -caprolactam; N-methacryl-oxy-methyl-5-methylpyrroliaonfr -6-methylpiperidone and ^ -methylcaprolactamj N-methacrylamidomethyl-, H-methacrylamidoethyl, N-methacrylamidopropyl and N-iN-PhenylacrylamidopropylJ-pyrrolidone, -piperidone and -caprolaqtame can also be used

The homopolymers of N-yynyllactams referenced by the above general formula (their alkylated derivatives are obtained, for example, by the process described in the aforesaid U.S. Patent 3,417,054) are easily synthesized by the homopolymer addition of 1-4 -vinylpyrrolidone; N-vinyl-5-methylpyrrolidone, N-vinyl-5-äthylpyrrolidon _f N-yinyl-SfS-dimethylpyrrolidone, N-Vinjl-5,5-diethylpyrrolidone and N-vinyl-S-methyl-S-äthylpyrroldidön, N-tinylpiperidone, N-vinyl-6-methylpiperidon _t N-vinyl-6-äthylpiperidon, N-Vinyl_6,6-dimethylpiperidon, N-vinyl-6,6-diethylpiperidon und ^ -Vinylre-methyl-e-ethylpiperidon, N-Vinyl-

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BATH

caprolactam, N-vinyl-T-methylcaprolactam, N-vinyl-7,7-dimethylcaprolactein, N-vinyl ^ -ethylcaprolactam, N-vinyl-7,7 ~ diethylcaprolactam and N-vinyl-7-ynethyl-7-ethylcaprolactam obtained.

For the purposes of the present invention are alkylated Derivatives of homopolymers of heterocyclic IMTinyl- monomers with a K value of about 10 to 140, preferably from about 30 to 100 used. These homopolymers become easy according to conventional homopolymerization processes of the above * mentioned heterocyclic N-vinyl monomers obtained, the U.S. Patents 2,265,450, 2,317,804, 2,335,454 as well as in many others where working examples be quoted, '

Copolymers obtained by copolymerization from 5 to 99. of the aforementioned heterocyclic N-vinyl monomers with 1 to 95 mol-? 6 of a mono-ethylenically unsaturated, polymerizable Monomers obtained with a K-Vert of about 10 to 140 are easily converted according to the invention into products with the solubility properties given by the end use alkylated.

Among the various mono-ethylenically unsaturated polymerizable ones Monomer * !, with any of the above specified heterocyclic N-vinyl monomers according to conventional Processes are polymerized, and the copolymers result which easily after the. Process of U.S. Patent 3,417,054 for alkylated compounds suitable for the invention Copolymers are alkylated, include the vinyl ethers, 2.B, Vinyl acetate, vinyl propionate, vinyl butyrate, vinyl butyrate, Vinyl lactate, viiyrleaproate, vinyl caprylate, vinyl oleate and Vinyl stearate, acrylonitrile, vinyl ketone, vinyl yelohexane, Styrene, 2-vinylpyridine, 4-vinylpyridine, acrylic acid, aorylegtej? - monomers of the formula "",. ■ ■

CH ₂ -GHOOOR ₂

900083/1512

'ORiGlNAt.

in which R _{2 is} either a straight or branched chain alkyl radical with 1 to 18 carbon atoms or an alkoxyalkyl radical, the total number of carbon atoms in the alkyl radicals being between 3 and 6.

Examples of such acrylics include methyl * ethyl _r propyl, isopropyl, butyl, ieobutyl, eec-butyl * 2-methyl-1-butyl, 3-methyl-i-butyl, 2-A " thyl-i-butyl-, amyl _r , 3-pentyl-, 2-methyl-i-pentyl-, + -Methyl ^ -pentyl-, hexyl-, 2-xthylhexyl-, heptyl-, 2-heptyl-, octyl- , 2-octyl, nonyl, 5-ethyl-2-nonyl, decyl, 2-methyl-7-ethyl-4-undecyl, _t dodecyl, tetradecyl, hexadecyl, octadecyl, 2-methoxyethyl -, 2-ethoxy-

W and ethyl 2-Butoxyäthyla _c rylatj methacrylic acid monomers, such as methacrylic acid, methyl methacrylate, Cyclohexylaethacrylat, ^ sobutylmethacrylat, isoamyl nethacrylat ^, ^ J-methoxyethyl methacrylate and a- (o-chlorophenyl) -äthylmethacrylat _l-ίί Phenoxyäthylraethacrylat, a-phenylethyl methacrylate, phenyl- ^ riethacrylate, o-cresyl methacrylate, p-cyclohexylphenyl methacrylate, 2-nitro-2-methylpropyl methacrylate _f diethylaminoethyl methacrylate, ethylidene acetate ^ methacrylate and glycidyl methacrylate, including methyl acrylates, including the esters of halogenated methacrylate 2-chloro-acrylate, ethyl-e-chloro-acrylate, phenyl-a-chloro-acrylate, a-ethylacrylic acidj methacrylonitrile; H-alkyl- and J? -Aryl-substituted acrylamides, such as H-Jlethylaeryleaid, tf-ithylaeryl-

|. .- amide, H-Propylaerylamid, Hn-Butyla _e? yla «id _t E-nr & o4 * oylneTjl-> amid, Nn-Actadecylacrylaald, Ν, Ν-DiBethylacrylaKid, I _# I-Biäthylacrylamid, I-Jf- ^ in-butylaorylainid, N- ^r acrylamid, N-Öyclohexylaorylaatid, HN-Öyclohexylaorylaatid, HN-Öyclohexylaorylaatid, HN-Öyclohexylaorylaatid, II-Phenylacrylämid, K-p-Sitrophenylacrylämidj H-e> -llafbthylaerylamid, H-ß-Naphthy! acrylamid, N-Methyl-N-Phenylacrylwiid, Η, Ν-Diphenylacrylamid, N-Benzylacrylamid, Ä ^ N-Li-Benzylaorylamid, as well as graft monomers of the TJSA- ^ atentsehrif th 3 029 219, 3,035,009, 2,036,033, and the like.

Am Gem is eh j that from 5 to 99 Moi ** - fli of any of the The heterocyclic vinyl monomers mentioned above and 1 to 95'-Möl'-ji. one of them different heteroocytes

~> mm ^ :; - 909883 / isia: - ■ - ■■ ^;

N-vinyl monomers, for example W-vinyl lactarn with N-vinyl j consists of succiniraid or N-vinyl-3-morpholinon 4 and the like, can also be copolymerized and the resulting copolymer can be used in the present invention be alkylated.

As a result of numerous attempts in connection with the present invention, it has been found that the configuration those mentioned above, monoethylene and saturated Monomers and numerous others are insignificant because they all copolymerize in the proportions given above with the heterocyclic N-vinyl monomers and give cepolymers which in the organic solvent eder in Mixtures of these are soluble and readily alkylated can.

With regard to the production of the alkylated polymers to be used according to the invention, it should also be pointed out that any a- ° lefin with a molecular weight of about 28 up to about 2ΟΟ can be used as alkylating agents for the alkylated polymers of the various heterocyclic compounds H-vinyl monomers can be used. Examples of such o-olefins are ethylene, propylene, ί-butene, pentene, 2-ethyl-t-11-hexene, 5-methyl-1-hexene, 2-methyl-1- ^ri epten, 1-octene, 1 -Bonen, 2-ethyl ~ 1 «hexen, 1-ji'etradeo, 1-hesadee, 1-heptadeo, 1-ootadeo, decen, 1- £ ioosen, 1-dooosen, 1-tetraooeen, 1-Ifent ** o« <Polybutenes ait © ineat molecular weight of 400 bJLs 2 »500 kSanen can be used.

While linear o-olefins are preferred, de pie easily are commercially available, can in the AlkylifrungareeJction Numerous isomers of o-olefins from 1-4fins to 1-pentacoses and polybutenes are also used. Bs is only It is necessary that in such an IsIl the isomer in the α-position is ethylenically unsaturated.

fOfi «3 / 1ftl

Instead of one of the above-mentioned individual α-olefins, a mixture of commercially available linear α-olefins, which are obtained by ^{cracking in} etroleum wax or by polymerizing lower olefins, can also be used as all alkyl-containing oils. Alpha-olefins are used in the carbon ranges of C ₆ - G ₇ , C ₇ - C _g , C ₉ - C ₁₁ , C _n - Q ^ and O ₁₅ - are commercially available and can be used. A mixture of α-olefins, the 65 to 75 ^ α-olefins with 20 to 42 carbon atoms and an average molecular weight of 366, is also commercially available and is used in the alkaline process.

The amount of alkylated polymers of the heterocyclic N-vinyl monomers for a given amount of.pigment or dye is used, is according to the deadline Invention not critical; Such a "dispersing agent" only needs to be used in an amount that is sufficient. sufficient to ensure a permanent suapenslon or ditptrelon de · pigments. In general, this will disperse ^ Means used in an amount that is 0.01 to 2-3 times The weights of the pigments are and preferably in the range from 1 to 100 parts per 100 parts of a.Pigmentβ used lies. ^: ■■■ "■■ .-. ■.,. '■';.-;'■;.7." ._.. ■■■■■: ■.-... ■;

The dispersing agents used according to the invention cause a stable, uniform dispersion of the pigment particles within the liquid pigmentary pigment system, so that a copy with uniform ptu-ment without running spots or streaking is obtained. It is believed that the salts or soaps used impart strong electrical charges to the pigment or pigment particles by being absorbed on the surfaces of the particles and thereby causing the particles to be drawn onto the photosensitive paper with a sufficient force of attraction so that the Particles are firmly attached to the picture. . * &&. excess quantities - the metal

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BATH ORIGINAL

salts or -seife weak-pictures "cause. - a fact, This can possibly be explained by the fact that the "organic salt or soap molecules themselves are drawn onto the surface of the paper and thus saturate the electrical charge of the area without causing any" coloring there it is generally not advantageous to use more than about 3 Gew.-Fli to be used on metal salts or soaps «Contrary to the description in U.S. Patent 3,259,581, where at least 1? 6 metal, based on the pigment, is required, However, it was found according to the invention that the salt concentration is significantly lower than that in the previous technology Required lower concentration limit can be «In this regard, it is according to the invention when using a dispersing agent consisting of an alkylated polymer of a heterocyclic H-vinyl monomer possible, «ine Use metallic soap in an amount within the range from about 0.5 to 3 wt. #. The combined · use the metal soap or the metal salt · old dia-alkylated Polymer of a heterocyclic N-vinyl monomer allows it is to make copies that have a uniform filling and are free from bleeding stables or streaking

According to the invention, the manner in which the dispersion is prepared is not critical. 3 * it was found that a 3-WaIzSn-MUhIe ₉ ball mills, colloidstthlen, "Koch, performance-shearers, etc." are divided into the division tob Plap "raion" n, which in the flü <"ig" n gjga "nt <art < if ffsyt— η can be used, can be used * 9 * x Ie the aforementioned expression "colorants * Tiafftmt» Ü · Pigments and dyes that can be used in liquid electrical pigment dye systems · So vmimavt ·! » Such a term Husse, einsohlieeelieh Ofenruiiw _# Laapenruese, Gaerusse as well as other BueeeiAterialien, which are manufactured according to the Teohnik well, well-known processes “This term probably includes colored pigments, including _; ” borrowed phosphorus tungstate and phosphorus molybdate colors, as well as alkali blue and many Nigrosin-yarbetoffe and in particular ^f

BAD ORiGINAL

Triphenylmethane dyes · Of course, any and all pigments and dyes with the help of their artocopies can be achieved when latent negative through the action of metallic soaps and dispersants on dps Image drawn 'can be used with advantage «

The following specific examples illustrate the present invention.

example 1

The following fabrics were processed on a 3 roll mill mixed to get a uniform dispersion in the form of a thick paint:

30 g soot (Haven 40)

15 g of an olefin alkylated polyvinyl pyroldidone with an average carbon chain length of 16 carbon atoms and 2O) (Heet Vinyl pyrolidone, (Ganex 216)

55 g of an aliphatic petroleum-based solvent with a boiling range of 149-182 ° C (Isopar M)

The paint was adjusted with additional IaoparM a carbon black content of 5 ^ · ^D ann were 7 el de "5Jiigen Pig" entfarb "etoffι below one liter suaätellohtB" lipahtiech 'n Löeungsmittel petroleum added to the final · flüasig · pigment syttemssu erhalttn. *

The above material was copied in an 80M-33 "copier; (manufactured by the SCM Corporation) used a few drops of the substances were used

Cernaphthenate (0.6? T) Approximate metal content of the Pigment

Strontium naphthenate (0.6 Ji) Chromium naphthenate. (0.6Ji) - 'indium naphtenate (0.6 | ί) Hickeloctoat H ^ OJt)

- Zlrkonoötoat (O.61 () -v

*. ■ ORIGINAL BATHROOM

Cadraium Octoate ($ 1.6) Magnesium naphthenate ($ 1) Maiigannaphthenate ($ 0.6) Barium octoate (0.6 #)

The results were excellent copies with even filling get that no banding or leached areas owned.

Example 2 The following substances were placed in a ball mill

20 g ruse

Olefin 20 g of an alkylated polyvinylpyrelidone

with an olefin chain length τοη 20 carbon atoms and $ 20 Reet-TinTlpyrolldon (Oanex 220)

370 g of an aliphatic LusungSBittel · & uf

basis alt eine® Siedebereioh τοη 149-182 * 0 (Isopar M) -

5 g zirconia octopus (6) 1).

When testing this dye, with a concentration of about 6 ml per liter of the aliphatic solvent on base _{, it} resulted in outgases.

Example 3

The following substances were mixed and matched over one BQn mill run to obtain a color »Until consentration of epritoleic nigrosine was obtained by mixing the The paint obtained above was adjusted to about 5Ji with an additional petroleum solvent.

10 g fuel-soluble nigrosin (Spirit Higrosin)

5 g of a polyvinyl chloride produced by CIe fin alky

pyrolidon with an average length ¥ »a-4 €> of the carbon chains of 16 carbon atoms xind. 2OjC Eest-Ylnylpyrolldon (iJanex 216)

BATHROOM 0R161NAI.

5 g of an aliphatic petroleum-based solvent with
(lsopar M)

basis with a boiling range of 149 - 182 ⁰ C

This 5 # pigment dye had a charge when tested, <which was opposite to the required charge »Through A few drops of zirconium octoate (0.6? £ Zr) were added however, an excellent pigment dye with the appropriate one Polarity. Again, copies were obtained with more uniformity Filling without any tendency to leached or too Streaking.

Example 4

The following materials were mixed and placed on a 3 roll mill brought to get a color · Concentration The alkali blue was dispensed with petroleum-based solvents set to 5 #,

15 g alkali blue pigment dye

7.5 g of an olefin alkylated polyrinyl ' pyrolidon with an olefin chain length τοη 20 carbon atoms and 20 # residual yinylpyrold ^ one (Ganex 220)

27.5 g of an aliphatic solvent based on oil with a boiling range of 149-182 ⁰ O (Isopar M)

This mixture was then with zirconium octoate in a Terattltni · 'ron about 25 ml.Pigmentfarbetoff · 1 tu 6 £ al strength (Zr) * t -Oete mixed "solution. .

The mixture gave excellent blueprints when tested

Example 5 ■ '■■ - · ■■ -

The following substances were mixed and poured into a 3- * alaen *

at the bad original

Mill brought to make a color · The color was with additional petroleum-based solvent on one Pigment concentration adjusted,

15 g pyrazolone red B

7.5 g of an olefin alkylated one

TinylpyroMone with an olefin chain length of 20 carbon atoms and 20 pounds Residual Vinylpyr®lidon (San «x 220)

27.5 g of an aliphatic solvent based on petroleum with a boiling range τοπ 149-182 ⁰ C (Isopar M)

After mixing 10 ml of the above substances with 2 ml of zirconium octoate solution, a pigment was obtained which made excellent prints «

• 048-8 3 '/ 15 12

Claims (6)

P A T Ξ N T A-NS P R UC H St. 1 «J Liquid electrostatic dissolving agent, marked h the retention of (a) eix.er electrically insulating carrier liquid, (b) a colorant, (©) a metal soap and (d) an alkylated polymer of a heterocyclic N-yinyl monomer where the alkyl radical of the polymer is 2 to 2,000 carbon contains atoms,. 2. Liquid electrostatic pigment according to claim characterized in that the alkyl radical of the polymer 8 bia Contains 42 carbon atoms. 5 »Liquid electrostatic pigment according to claim 2, characterized in that the alkylated polymer is an alkylated Polymer of a K-tinylpyrrolidoaflionomer. 4. Liquid electrostatic pigment according to claim, characterized in that the metal alves lineleates, naphthenates, reslnates, palmetates _t stearates, oleates or ootoates of ger, iron, nickel, cobalt, zirconium, cadmium, lithium, magnesium, manganese, calcium, Are barium, strontium, chromium or indium * 5. Liquid in electrostatic pigment nash claim 4 »\ characterized in that the alkylR" st of the polymer θ bie contains 42 Kohlenetoffatome. 6. A liquid electrostatic Pig ^ ientfmrbitoff Naeh An "pruoli 5g characterized in that the _f allcyli" rt "polymers © la alkyliertee a polymer" is N-TinylpyrrolidomoiioBerezi ·; 7 · Liquid electrostatic pigment paint to ff near claim 1, [characterized in that the? Ä? Bemittel Ruse let _β ' PUr GAP Corporation BAD Om®WAL