KR820001870B1 - Pigment compositions - Google Patents

Abstract

Org. pigments for dyeing plastics were manufd. by adding homopolymers or copolymers of monomer contg.CH2=CH- or CH2=CR to the reaction mixt. used for prepg. the pigment. The mixt. for the pigment was obtained by coupling diazotized 2-nitroaniline-4-sulfonic acid with acetoacet-o-chloroanilide in the presence of theor. amt. CaCO3.

Description

Pigment composition

The present invention relates to a method for producing a synthetic plastic coloring material.

There has been a need for plastic coloring materials that do not change color components with temperature used to mold the plastic, do not discolor or color when interacting with the plastic, and that the dye does not discolor to light and soaping. In the yellowish green system, Yellow No. 3, a monoazo pigment prepared from diazotized 2-nitro-4-chloroaniline and acetoacet-0-chloroanilide, has high light and heat stability and high color strength. It is not suitable as a plastic colorant because of its low resistance to migration.

It is well known that when yellow 3 is used in a composition consisting of an alkylated resin, a strong pale yellow film with good fastness to sunlight and weather is formed. However, when the alkyd-melamine paint composition consisting of the archeic resin, melamine-formaldehyde resin and yellow No. 3 is baked with a suitable diluent, the composition has a low overspray fastness and is applied to the paint film surface. It was not commercially beneficial as it showed undesirable results, such as the appearance of blooming.

On the other hand, yellow 61, the calcium salt of monoazo organic pigments prepared from diazotized 0-nitroaniline-4-sulfonic acid and acetoacet anilide, is resistant to migration but has low light fastness and color strength. . This is an advanced form, also described in Belgian Patent No. 854223.

Stoving alkyd-melamine paint compositions are known in which a melamine-formaldehyde resin and yellow 61 are mixed with a suitable diluent.

This composition forms a paint film of the same color as that obtained by using yellow No. 3 in the same composition, but has a good grinding fastness and no blooming phenomenon caused by such a composition. However, the baked alkyd-melamine paint composition to which yellow 61 is added has a lower color intensity of the paint film than the composition to which yellow 3 is added.

Surprisingly, calcium salts of organic pigments prepared from diazotized 2-nitroaniline-4-sulfonic acid and acetoacet-0-chloroanilide are not only resistant to blooming, but also similar to yellow 61, yellow 61 It was found that the fastness to light was much better than the arc and the coloring intensity was also increased. In addition, the thermal stability of PVC was higher than that of Yellow No. 3 and No. 61.

The yellow-green paint film, which has good re-spray fastness and no blooming phenomenon in the pigment, is far superior in strength to the film of the paint compositions obtained by Yellow Nos. 3 and 61 in equivalent amounts. The paint film obtained by using the pigment of the present invention is excellent in fastness to sunlight and weather. Furthermore, the thermoplastic and thermoset paint compositions of the present invention pigments and alkyd, alkyd melamine, acrylic or acrylic-melamine resins, dried or swept with air, have the above useful properties. .

The present invention relates to a synthetic plastic coloring material to which calcium salts of monoazo organic pigments prepared from diazotized 2-nitroaniline-4-sulfonic acid and acetoacet-0-chloroanilide are added.

Other coloring ingredients are added to modulate part of the color if necessary.

Synthetic plastics are conventional vinyl groups (CH ₂ = CH-) such as polyethylene, polypropylene, polystyrene, polyvinylacetate, polyvinylchloride or vinylidene groups (CH ₂ = CR such as polymethylmethacrylate and polyvinylidene chloride). Or homo monomers with olefins having multiple substituents such as polytetrafluoroethylene, polychlorotrifluoroethylene, polyvinyl and polyvinylidene fluoride, tetrafluoroethylene / hexafluoropropylene copolymer Polymerization or copolymerization, or styrene is acrylonitrile, divinylbenzene, maleic anhydride, similar materials (polymethylstyrene, polychlorostyrene, polyvinyl-naphthalene and polyacenaphthylene), polyvinylpyridine, poly-N- It includes all artificial resins prepared by mixing a copolymer of vinyl carbazole and poly-P-xylene.

The plastic composition contains plasticizers commonly used in the industry. Dialkyl (C ₇ -C ₉ ) phthalate, dibutyl phthalate, dicapryl phthalate, di-2-ethylhexyl phthalate, di-isoctyl phthalate, dinonyl phthalate, dimethyl phthalate, diethyl phthalate, "cellosolve "Phthalate, butylacetinylysinate, dialkyl (C ₇ -C ₉ ) sebacate, dialkyl (C ₇ -C ₉ ) adipate, dibutyl adipate, di-iso-octyl adipate, di-iso Octyl sebacate, dioctyl adipate, dioctyl sebacate, 1: 3-butanediol adipate, trialkyl (C ₇ -C ₉ ) phosphate, trioctyl phosphate, arylaryl phosphate (e.g. tridolyl phosphate, Trixylenyl phosphate), alkylated phenylphosphates, mixed alkyl / arylphosphates, polypropylene adipates, polypropylene adipates / laurates, polypropylene sebacates, "iranolines" and other mineral oils Extenders, "cerechlor" (chlorinated paraffin wax), mesamol (aryl esters of alkyl sulfonic acids) toluenesulfonamide, poly-p-methyl-styrene, castor oil, dialkyl tin compounds, oleates, sterates, Benzoates of adipates and higher glycols, ethyl palmitate, butyl lactate, butylphthalyl butyl glycolate, methylphthalylmethyl glycolate, benzyl butyl phthalate, and the like.

The plasticizer in a plastic composition may use together the following materials as a filler. For example asbestos (petroleum and powder), mica, glass, fiber, barite, calcium carbonate, carbon black, diamond steel, coke powder, clay, diatomaceous earth, graphite lithopone, magnesium oxide, pumice stone Inorganic additives such as powder, silica, slate powder, sulfur, talc, titanium dioxide, zinc oxide or alpha cellulose, cotton, flax, jute, papermaking fibers (cut or not cut), sawdust, sisal, powder, coconut And organic additives such as soybeans, walnuts, peanut shells, keratin, leather dust, nylon and other synthetic fibers. In addition, a solvent is added in addition to the plasticizer in preparing the plastic, and examples of the solvent include alcohols such as methanol, ethanol, isopropanol and n-butanol; Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl isoamyl ketone and isophorone; Esters such as ethyl acetate and butyl acetate; Glycol-ethers such as ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, and diethylene glycol monoethyl ether; Ethers and polyethers such as ethyl ether, butyl ether, dioxane, dichloroethyl ether and glycol ether; Hydrocarbon; Chlorinated compounds such as ethylenedichloride, carbon tetrachloride; Carbon disulfite and pyridine commonly used in the industrial field.

Synthetic plastics are also added to the stabilization commonly used in the industry. Stabilizers include barium stearate, lysine barium oleate, cadmium stearate, calcium stearate, basic lead carbonate, lead stearate, lead stearate dibasic, and dichloride. Based on instrumental lead phosphate, acidic lead sulfate, lead chlorosilicate complex, lead salicylate, dibutyl dilauric acid tin, dibutyl maleate, organic expoxides, or mixtures of these stabilizers and benzotriazoles or benzophenones UV absorbers. In addition to the preparation of synthetic plastics, lubricants (e.g. stearic acid, metal salts of stearic acid, petroleum waxes, mineral oils and vegetable oils, low molecular weight polyethylene, amides and ester waxes, and silicone oils), fungicides (e.g. organotin) , Mercaptans, quaternary ammonium compounds, arsenic and copper compounds), flame inhibitors (phosphate esters, hydrogenated hydrocarbons and barium metaborate), antistatic agents (e.g. fatty amines and amides, phosphate esters and quaternary ammonium salts) Is added.

The product of the present invention is melt mixed or dry mixed to form a plasticizer dispersion and then one or more of the methods commonly used in the industry, such as calendering, extrusion, injection molding, thermoforming and compression molding. Is prepared by.

"Synthetic plastics" contain paint compositions with binders commonly used in the resin or paint forming films, which was published in 1967 and 1972 as the fourth and fifth editions, respectively, in Hannover. , A table of paints and varnishes of karsten and the 5th edition of Wagner and Sachs's paint resin, published in Munich in 1971, or the Surface Plastics Manufacturers' Association of the British Plastics Federation. It is described in Index 1968 on resins coated with surfaces published by the Coating Resin Manufacturer's Association.

Preferable kinds of resin or binder having a film formed are as follows.

a) monobasic carboxylic acids formed by esterifying polyester condensation resins or polyhydride alcohols with di- or polybasic carboxylic acids or anhydrides, in particular with long hydrocarbon rings as third components or chemically prepared, usually in the industry Alkyd condensation resin partially modified by adding monobasic acid used. Preferred examples of polyhydric alcohols are glycerol, pentaerythritol, trimethylolpropane, trimethylolethane, ethylene glycol, diethylene glycol and the like. Preferred examples of di- or polybasic carboxylic acids or anhydrides are phthalic anhydride, isophthalic anhydride, terephthalic anhydride, maleic anhydride, maleic acid, fumaric acid, citric acid, sebacic acid, succinic acid and azelaic acid. And so on.

Preferred examples of monobasic carboxylic acids having a long hydrocarbon ring are flaxseed, coconut, pelagon, hydrogenated castor, palm, groundnut, peanut, soybean, floating, safflower, castor , Derivatives of natural oils such as sunflowers, isolated cows (eg lauric acid and linoleic acid). This monobasic carboxylic acid mixture uses a mixture of acids derived from monetary and sunflower oils or a mixture of flaxseed and liquid oil.

Preferred examples of chemically prepared monobasic acids include benzoic acid, P-tert-butyl benzoic acid; Mixtures of 2-ethylhexanoic acid and branched acids with most (more than 93%) carboxyl groups attached to quaternary carbon atoms (eg, versatic 911 and the trade name of Cardura (Shell Chemicals Ltd.)).

b) aminoplast resins such as urea-formaldehyde condensation resins and melamine-formaldehyde condensation resins. This resin is particularly preferred when used in combination with an arch resin of the type described above.

c) A thermoplastic acrylic resin obtained by combining acrylic acid, methacrylic acid or esters of acrylic and methacrylic acid, functional derivatives of acrylic acid and methacrylic acid, and the like.

Windy examples of acrylic acid and methacrylic acid esters are methyl-methacrylate, ethyl methacrylate, stearyl-methacrylate, cyclohexyl-methacrylate, 2-ethylhexyl-methacrylate, 2-hydroxy Ethyl methacrylate, 2-hydroxypropyl methacrylate, ethylene methacrylate, trimethylolpropane triethyl acrylate, butylenedimethacrylate, dimethylaminoethyl acrylate, butylenedimethacrylate, methyl acrylate, ethyl Acrylate n-butyl acrylate, 2-ethylhexyl acrylate, and the like. Preferred examples of functional derivatives of acrylic acid are acrylamide and hydroxyacrylic acid. Acrylic acid and methacrylic acid are also preferred monomers.

The thermoplastic acrylic resin is used alone or in combination with nitro cellulose or vinyl resin. Preferred examples of the bonded resins are polymethacrylic esters such as polyethyl and polybutyl methacrylates or polyvinylacetate, and the like used in combination with acrylic / methacryl copolymers or styrene copolymers and vinyl copolymers.

d) thermosetting resins which are cross-linked by baking. This resin consists of a polymer having a short chain of small amounts of acrylic acid or a derivative thereof having a free functional group with a large amount of acrylic or methacrylic ester optionally selected in a mixture with a vinyl monomer such as styrene. Suitable acrylic acid and derivatives of acrylic or methacrylic esters are the same as those used for thermoplastic acrylic resins.

Particularly preferred resins are polymers of acrylic acid and hydroacrylic acid and preferred crosslinkers are amino resins, in particular melamine-formaldehyde resins. Diluents or solvents used in paint compositions are those commonly used in the paint industry and the choice of diluent depends on the type of binder used. Preferred diluents include fats such as xylene, toluene, white spirit and aromatic and hydrocarbons; Chlorinated aliphatic hydrocarbons such as trichloroethylene; Aliphatic alcohols such as butanol; Aliphatic ketones such as methyl ethyl ketone; Butyl acetate, cellosolve acetate, methyl cellosolve acetate, methyl cellosolve; Industrially methylated alcohols and mixtures of these solvents are particularly preferred white spirits and mixtures of xylene and butanol. Paint compositions are prepared by dispersing the pigment in the resinous tissue in a conventional manner in the presence of a diluent. The pigments may be used in the presence of a binder or resin and diluent in a flat stone mill, cone mill, three or one stage mill, preferably ball mill, bead mill, Disperse by grinding into a carborundum grinder or a sand grinder, disperse using an agitator or high speed impeller mixer, or disperse using a kinetic dispersion mill such as a kady mill. Prior to grinding, the pigments are optionally premixed with the liquid components into a paste in a propeller or stirrer, planetary mixer or efficient mixer or kneader. After grinding, the paint is prepared by conventional methods, optionally with further addition of resins and diluents, or with the addition of suitable enhancers and extenders. Inevitably the paint composition contains a small amount of desiccant (eg, an organic salt of naphthenic acid, such as cobalt naphthenate). Coloring of the paint composition is completed by adding another paint composition made of a similar type (simply stirring if necessary). The amount of components present in the paint composition depends on the method used and the aspect of the decoration of the paint. In general, fully concealed and air-dried alkyd paints contain from 1% to 20%, preferably 15% from 10% of a particularly preferred pigment, with a pigment to binder or weight ratio of from 1: 4 to 1: 12, (preferably 1 = 10). 20 to 60% preferred contains 50 solid media. Such paint compositions usually contain up to 1% [% based on total solid excipient] suitable desiccants.

Preferred solvents for such paints are white spirits. Full Shade Paint reduces the intensity of coloring by adding white paints of similar type. The baked alkyd paint composition contains 1 to 10% (preferably 6%) of pigment and the ratio of pigment to binder is 1: 5 to 1: 20 (preferably 1: 6), 20 to 60%, preferably Contains 40% of solid media. The ratio of alkyd resin: amino resin such as melamine-formaldehyde resin is preferably 3: 1. Preferred solvents are mixed liquids having a ratio of xylene: butanol of 2: 1 to 6: 1, preferably 3: 1 to 4: 1. The fully concealed thermosetting acrylic paint composition contains 1 to 20% of pigment, preferably 6 to 10%, and a ratio of pigment to binder of 1: 2 to 1: 6, preferably 1: 5, 20 to 50%, preferably Preferably 30% solid media. The ratio of acrylic resin: amino resin or other crosslinking agent is preferably 3: 1. Thermoplastic acrylic paint compositions, such as thermoset acrylic compositions, typically contain pigments and binders required for fully concealed paints. An external plasticizer, such as secondary butyl phthalate, can be added to the composition to form an improved paint film. This method is commonly used in the industry. The baked fully concealed alkyd, thermoset acrylic and thermoplastic acrylic paint compositions are reduced in strength by the addition of white paint in the same manner as described for fully concealed, air-drying alkyd paint compositions.

The examples described below show methods for producing the pigments used in the present invention and paint compositions.

(Parts represent parts by weight)

Example 1

Production method of pigment

7.8 parts 2-nitroaniline 4-sulfonic acid, ammonium salt is dissolved in 75 parts of water at 60 ° C. and 10 parts of concentrated hydrochloric acid are added. The mixture is cooled on ice at 0 ° C., 2.5 parts of sodium nitrite solution dissolved in 4 parts of water is added to form a diazonium salt slurry, and stirred for about 5 minutes for 30 minutes. Eight parts of acetoacet-0-chloroanilide was dissolved in 100 parts of water containing 1.9 parts of sodium hydroxide, 1.5 parts of sodium acetate and 2.25 parts of precipitated chalk were added followed by acetic acid in ice crystals (1: 1 ratio). Dilute with water) to bring the slurry to a pH of 7.0. The slurry is stirred at room temperature (pH 7.0) for 1 hour and the diazonium salt slurry is injected for 1 hour or more, and the pH drops to 4-5. The pigment slurry is further stirred for 1 hour at a pH of 4 to 5 and stirred while heating at 80 ° C. Heat stirring at 80 ° C. is continued for 15 minutes, then the mixture is filtered, washed with cold water until freed from chlorine ions and dried at 50-60 ° C.

Elemental Analysis Ca4.1% (early 4.35%) Na 0.1%

Example 2

Pigment-low concentration polyethylene compositions are produced with a Schwabenthan Polymix Operating under the following conditions.

Front Roll 125 ℃ 32r.p.m

Rear Roll 110 ℃ 26r.p.m

The polymer (50 parts-low concentration polystyrene, DFDK type 0159) was banded on the front roll, the nip was adjusted to 0.7 mm, and 1 part of the organic pigment of Example 1 was mixed with 0.5 parts of TiO ₂ in 1 minute. Apply over. Again 50 parts of polymer are added and the nip is adjusted to 1.2 mm. Hide is cut and the pigment is added to pass the nip continuously for 10 minutes. The crushed hides are crushed again with a pulverizer, cooled and compression molded at 180 ° C. at 40 tonnes ram pressure to obtain a strong yellow-green composition. This composition contains an equal amount of yellow 61 or the product described in Belgian Patent No. 854,223, which increases the color strength, light fastness and heat stability compared to the composition prepared in the same manner.

Example 3

Pigment-PVC compositions are prepared using a Schwabentan VV type apparatus under the following conditions.

Front roll 150 ° C 20r.p.m.

Rear roll 110 ° C 17r.p.m.

분 동안 계속해서 닙에 통과시킨다. 닙은 0.7mm로 조정하고 최종적으로 1/2분동안 닙에 통과시킨다. 하이드를 한쪽으로 회전시키고 8분 후 유연한 얇은 판(Smooth sheet)을 제거한다. 냉각된 하이드를 180℃에서 5분 동안 압축 형성시켜 실시예 2에서 기술한 것과 같은 유사한 이점을 갖는 강한 황록색의 플라스틱 조성물을 얻는다.Weigh 1 part of the organic pigment of Example 1 and place it in a milling pot with 10 parts of lonza plasticized PVC, stir by hand and grind before grinding. Homogeneous mixture is banded to the front roll (adjust the nip to 0.3 mm) and

Continue through the nip for minutes. The nip is adjusted to 0.7 mm and finally passed through the nip for 1/2 minute. Rotate the hide to one side and remove the flexible smooth sheet after 8 minutes. The cooled hide is compression formed at 180 ° C. for 5 minutes to obtain a strong yellow green plastic composition having similar advantages as described in Example 2.

Example 4

Process for producing pigment master batch

Pigment master batches are prepared using Banbury machine operating under the following conditions.

The pigment of Example 1 is rolled by hand to make powdered LDPE (alkaten 17/02/00) and granular LDPE (alkaten WNG. 17) and mixed by a mixer.

Benbury Aftertreatment

The hot material in the Benbury mixer is kellized with a Swabentan W-type grinder. The rotation temperature is 150 ° / 110 ° C and the nip is adjusted to 1.0mm.

The plate-like compound is cut and the cooled material is crushed.

Example 5

Manufacturing method of colored blown film

The fragmented masterbatch (15% colored) of Example 4 was made into 500 parts of granular LDPE (DFDK 0159) and colored 1% in the film. It is prepared using a Dolci extruder under the following conditions.

A strong yellow green film is obtained that exhibits similar properties as described in Example 2.

Example 6

0.35 parts of the pigment of Example 1 and 5 parts of TiO ₂ (KRONOS RN 56) are weighed and placed in a grinding container together with 100 parts of Ronza plasticized PVC. Stir by hand and immediately grind.

The mixture was ground completely as in Example 3 to obtain a product with increased color strength, light fastness and heat stability compared to similar PVC compositions containing yellow No. 61.

(Stability test for oven heat is carried out for 30 minutes at 180 ° C with regrind hide and the leather is compression molded at 170 ° C for 5 minutes).

Example 7

0.35 parts of the pigment of Example 1 were treated completely as in Example 6 to obtain a product with increased color strength, light fastness and heat stability than the product described in Belgian Patent No. 854,223.

Example 8

Pigment-ABS (acrylonitrile-butadiene-starene copolymer) compositions are prepared using a Swabentan W-type grinder under the following conditions.

Front roll 160 ° C 20 r.p.m.

Rear roll 140 ° C 24 r.p.m.

The polymer (100 parts ABS, cyclolac T granules) was ground on the front roll (nip is 0.3 mm) and 13.5 parts of the organic pigment of Example 1 were added with 20 parts TiO ₂ (Kronos RN 56) at 5 minute intervals. 90 parts of the polymer is added gradually and the milling continues for 5 minutes after the last addition of the polymer. Adjust the nip to 3mm and calender the hide. The foreign material was injection molded at 200 ° C. for 12 seconds and compression molded at 180 ° C. for 5 minutes to obtain a pale yellow green product having a much higher color intensity than a similar product containing yellow 61 (29.4 parts of yellow treated in the same manner). 61 corresponds to the strength of the product)

Example 9

Pigment-GPPS (General Purpose Polystyrene) compositions are prepared using a Swabentan W-type grinder under the following conditions.

Front roll 145 ° C 29 r.p.m.

Rear roll 110 ° C 24 r.p.m.

100 parts of the polymer is banded on the front roll (nip is 0.3 mm) and 0.7 parts of the organic pigment of Example 1 is added with 20 parts of TiO ₂ (Knonos RN56) at 5 minute intervals. 900 parts of the polymer is gradually added and the grinding is continued for 5 minutes after the last addition of the polymer. Adjust the nip to 0.3 mm and calender the hide. The foreign material was injection molded at 200 ° C. for 12 seconds or compression molded at 180 ° C. for 5 minutes to obtain a pale yellow green product having a significantly higher color intensity than a similar product containing yellow 61 (treated in a similar manner to 1.43 parts). Yellow 61 corresponds to the strength of the product)

Example 10

Pigment-HIPS (High Strength Polystyrene) compositions are prepared using a Swabentan W-type grinder under the following conditions.

Front roll 155 ° C 29 r.p.m.

Rear roll 110 ° C 24 r.p.m.

100 parts of polymer are banded on the front roll (nip is 0.3 mm) and 6.7 parts of the organic pigment of Example 1 are added with 10 parts of TiO ₂ (Kronos RN 56) at 5 minute intervals.

900 parts of the polymer is gradually added and the grinding is continued for 5 minutes after the last addition of the polymer. The nip is adjusted to 3 mm and calendered the hide. The foreign material was injection molded at 200 ° C. over 12 seconds or extruded at 180 ° C. for 5 minutes to obtain a pale yellow green product with increased color intensity than similar product containing yellow 61.

(15 parts of yellow 61 treated in the same way match the strength of the product)

Example 11

Process for preparing air dried alkyd paint composition

The product of the 16-part example was 32 parts of Uralac P.470 (long-lead soy pentaerythritol alkyd resin).

(Product of Synthetic Resin) and 21 parts of spirits are ground with a ball mill for 16 hours. The resulting mill base is reduced in two steps (to avoid resin shock) with 77 parts of 470 and 3.84 parts of cobalt naphthenate desiccant solution. The resulting paint composition is a pale yellow green film with strong weather fastness and light fastness.

Example 12

Process for preparing baked alkyd-melamine paint composition

The product of 9 parts Example 1 was combined with a solvent mixture containing 22.5 parts Beetle 99/5 resin (monoplastic alkyd resin) (commercially available from BIP Ltd.) and 14.6 parts n-butanol and 43.9 parts xylene. Grind with a ball mill for 16 hours.

30 parts of beetle 99/5 resin, 5.6 parts of xylene and 1.9 parts of n-butanol are added to this condensate with stirring. Continue stirring for 30 minutes and add 22.5 parts Beetle BE: 672.

The complete concealed paint composition obtained by further pulverizing this mixture for 15 minutes is a strong pale green film, with re-spray fastness, heat stability, weather and light fastness and no blooming.

Remarks

A paint composition prepared in the same manner as in Example 12 by replacing the product of Example 1 with Yellow No. 3 is a film having low re-spray fastness and blooming phenomenon on the film surface.

Example 13

Coloring 30% (using Tioxide International Ltd commercially available TiO-RCR-3) and pigment: binder ratio of 1: 1.25 prepared in a composition similar to that of Example 3 in the composition of Example 3 The paint product obtained by reduction by adding 30 parts of white alkyl-melamine formaldehyde paint with 53.2% solid substitute and alkyd to melamine ratio of 70:30 has high strength and brightness, excellent re-spray fastness and light fastness, and no blooming phenomenon. Does not happen.

Example 14

The 9 parts product of Example 1 was ground with a ball mill with 22.5 parts EPOK D 1202 (60% hydroxy-acrylic resin, xylene: n-butanol 1: 1) (BP Chemicals (UK) Ltd. commercially available). . 30 parts of EPOK 1202 are added to this condensate with stirring. Continue grinding for 30 minutes, then add 20.7 parts of EPOK U 9193. The mixture is further ground for 15 minutes. The resultant full-shade paint composition is a strong yellow-green film with high brightness, good re-spray fastness, good light and weather fastness and no blooming.

Example 15

5 parts of the composition of Example 6 in a composition similar to the composition of Example 6 (using titanium R-CR3) (commercially available from Tioxide International Ltd.) and a pigment: binder ratio of 31.2 with a ratio of 1:50. % Solid, Acrylic: Melamine / Formaldehyde The paint produced by adding 30 parts of white acrylic paint with a ratio of 70:30 has high strength and brightness, excellent re-spray fastness and light fastness, and no blooming phenomenon.

Example 16

Process for preparing thermosetting acrylic paint composition

The 9 parts product of Example 1 was converted into 22.5 parts Dynocryl H-2103 (thermosetting hydroxy-acrylic resin with 60% solid medium added to xylol: n-butanol 1: 1) (Charles Tennant & Co. Ltd.) Grind with a ball mill for 40 hours with commercially available and 58.5 parts of xylene. To this condensate are added 30 parts Dynocryl H-2103 and 7.5 parts xylene. After stirring for 30 minutes, 22.5 parts of Dynonmin MI-11 (iso-butylate melamine formaldehyde resin with 60% solids added to isobutanol: Charles Tennant & Co. Ltd. commercially available) is added. The mixture is further ground for 15 minutes, decolorized and left at room temperature for 24 hours. The resultant full-shade paint composition is a strong yellow-green film with high brightness, fast re-spray fastness, good light and weather fastness and no blooming.

Example 17

Coloring 30% (using dioxide-RCH-3 using Tioxide International Ltd. commercially available) and pigment: binder ratio 53.2% having 25 parts of the composition of Example 6 in a form similar to the composition of Example 6 50 parts of white acrylic-melamine formaldehyde paint having a ratio of solid medium and acrylic melamine formaldehyde of 70:30 are added to reduce the content. To this composition are further reduced by addition of 75 parts of nonvolatile lacquer consisting of 2625 parts of dinocryl H-2103, 1125 parts of dinomine MI-11 and 750 parts of xylene. This pure acrylic racker has 50% solids content with an acrylic: melamine ratio of 70:30. The mixture consisting of dye solution, white enamel and pure racker is placed in a Red Devil stirrer and mixed for 5 minutes. Xylene is added using Pod Cup 4 to weaken the viscosity of the reducing product.

The resulting paint has high strength and brightness, good re-spray fastness and no blooming phenomenon.

Claims (1)

Calcium of dyes prepared from monomers containing vinyl or vinylidene groups or mixtures of these polymers by homopolymerization or copolymerization and prepared from diazotized 2-nitroaniline-4-sulfonic acid and aceto acet-0-chloroanilide Synthetic plastic coloring with salt.