A preparation method and application of CI Pigment Yellow 183

Abstract

The present invention belongs to the technical field of organic pigment synthesis, and specifically relates to a preparation method and application of CI Pigment Yellow 183. By using 2-amino-4,5-dichlorobenzenesulfonic acid as a diazo component, using 1-(3'-sulfonate phenyl)-3-methyl-5-pyrazolone (3SPMP) and 1-(3'-sulfonate phenyl)-3-methyl-5-pyrazolone derivatives as coupling components, a long carbon chain alkyl is introduced into the pigment surface, thereby improving the tinting power, fluidity and dispersibility of CI Pigment Yellow 183.

Description

Technical Field

[0001] The invention belongs to the technical field of organic pigment synthesis, and particularly relates to a preparation method of CI Pigment Yellow 183 and application thereof. Background Art

[0002] Pigment Yellow 183 is a reddish yellow lake pigment launched on the market in recent years. It has excellent heat resistance and stability, and its light fastness reaches level 7 to 8. It is suitable for coloring plastics.

[0003] At present, the synthesis method of the pigment is to diazotize 2-amino-4,5-dichlorobenzenesulfonic acid, couple it with 1-(3'-sulfonic acid phenyl)-3-methyl-5-pyrazolone, and then react it with calcium chloride to obtain a pigment product. For example, Chinese patent CN102153881A discloses a method for preparing a pigment, specifically using 2-amino-2,5-dichlorobenzenesulfonic acid as a diazo component and 4-(4-sulfonic acid phenyl)-3-methyl-5-pyrazolone as a coupling component. Chinese patent CN103044949A uses 2-amino-4-methyl-5-chlorobenzenesulfonic acid and 2-amino-4-chloro-5-methylbenzenesulfonic acid as diazo components, 1-(3'-sulfonic acid phenyl)-3-methyl-5-pyrazolone as a coupling component, and calcium chloride lake to obtain a yellow pigment that can replace Pigment Yellow 183. Chinese patent CN103173035A uses 2-amino-4,5-dichlorobenzenesulfonic acid as raw material, obtains diazotized emulsion after alkaline dissolution, acid precipitation, salt formation reaction and diazotization reaction, adds 1-(3'-sulfonic acid phenyl)-3-methyl-5-pyrazolone to the emulsion, and then undergoes coupling reaction, lake reaction and pigmentation treatment to obtain lake yellow pigment 183. Chinese patent CN109912992A uses 5-amino-2-chlorotoluene-4-sulfonic acid (C acid or CLT acid) as diazo component, 1-(3'-sulfonic acid phenyl)-3-methyl-5-pyrazolone as coupling component and metal salt as precipitant component to obtain azo lake yellow pigment.

[0004] However, the tinting strength of Pigment Yellow 183 prepared by the above method is slightly low, and the fluidity and dispersibility of Pigment Yellow 183 need to be further improved. Summary of the invention

[0005] In order to solve the above problems, the present invention provides a preparation method and application of CI Pigment Yellow 183, by using 1-(3'-sulfonate phenyl)-3-methyl-5-pyrazolone (3SPMP) and 1-(3'-sulfonate phenyl)-3-methyl-5-pyrazolone derivatives as coupling components, the tinting power, fluidity and dispersibility of CI Pigment Yellow 183 are improved.

[0006] The technical solution provided by the present invention is as follows:

[0007] A preparation method of CI Pigment Yellow 183 comprises the following steps: using 2-amino-4,5-dichlorobenzenesulfonic acid (6B acid) as a diazo component, using 3SPMP and a 3SPMP derivative as a coupling component, and performing a coupling reaction to prepare CI Pigment Yellow 183.

[0008] Wherein, the 3SPMP derivative is obtained by etherification reaction of 3SPMP and alkyl bromide;

[0009] The bromoalkane is C n H 2n+1 Br, wherein n is a natural number of 4 to 10. When n is less than 4, the carbon chain introduced by the 3SPMP derivative is too short to effectively modify the surface polarity of the pigment particles, and at the same time, it is also impossible to effectively prevent the pigment particles from approaching each other; when n is greater than 10, the carbon chain is too long, which is not conducive to the etherification reaction and the next coupling reaction.

[0010] Preferably, the bromoalkane is a straight-chain alkane.

[0011] Specifically, the preparation method of the CI Pigment Yellow 183 comprises:

[0012] 1. Preparation of 3SPMP derivatives:

[0013] Add 3SPMP, bromoalkane and anhydrous potassium carbonate to N,N-dimethylformamide, raise the temperature to 60-80°C, keep the temperature to react for 4-5 hours, recover the solvent after the reaction, cool to below 10°C in an ice-water bath, add to ice water and stir for 3-5 hours, filter, wash with ice water, and dry to obtain a 3SPMP derivative.

[0014] The reaction formula is shown in Formula I:

[0015]

[0016] Among them, -R is -C n H 2n+1 .

[0017] The molar ratio of N,N-dimethylformamide:3SPMP:alkyl bromide:anhydrous potassium carbonate is (25.40-38.95):1:(1.05-1.15):(1.05-1.15).

[0018] 2. Preparation of diazo solution:

[0019] Stir water, sodium hydroxide and 6B acid at 25-45°C for 20-40 minutes; add hydrochloric acid and stir for 30-60 minutes; add ice to cool to below 0°C, add sodium nitrite solution within 10 minutes, and keep the temperature not exceeding 5°C during the addition; stir for 60-90 minutes, add aminosulfonic acid to adjust until the KI test paper turns light blue, and obtain diazo solution for use.

[0020] The reaction formula is shown in Formula II:

[0021]

[0022] Wherein, the molar ratio of sodium hydroxide: 6B acid: hydrochloric acid: sodium nitrite is (1.07-1.19):1:(3.01-3.50):(1-1.05);

[0023] The molar ratio of water to 6B acid is (111.38-168.57):1.

[0024] Preferably, the mass concentration of the sodium nitrite solution is 0.3-0.5 g / mL.

[0025] 3. Preparation of coupling solution:

[0026] Stir and dissolve water, sodium hydroxide and sodium acetate trihydrate, then add 3SPMP and 3SPMP derivatives, stir and dissolve at 20-35°C to obtain a coupling solution;

[0027] The molar ratio of sodium hydroxide: sodium acetate trihydrate: 3SPMP: 3SPMP derivative is (2.0-2.04): (0.62-0.97): 1: (0.030-0.051).

[0028] The molar ratio of water to 3SPMP is (133.85-200.78):1.

[0029] The molar ratio of the diazo component to the coupling component is 1:(1.012-1.115).

[0030] 4. Coupling and laking:

[0031] The coupling liquid is cooled to 10-25°C, and the diazo liquid is added to the coupling liquid within 1 hour, and the pH after coupling is 3.5-6.0; stirred for 60-90 minutes; heated to 50-80°C, anhydrous calcium chloride is added after clarification, heated to 90-95°C, and kept warm for 30-60 minutes; water is added to cool to below 70°C, filtered, washed with water, and dried to obtain CI Pigment Yellow 183.

[0032] The reaction formula is shown in Formula III and Formula IV:

[0033]

[0034] Wherein, the molar ratio of 6B acid:calcium chloride is 1:(1.79-2.09).

[0035] Furthermore, the present invention also provides the use of the CI Pigment Yellow 183 in a non-aqueous system.

[0036] Preferably, the non-aqueous system includes application systems such as ink, plastic, and coating.

[0037] Beneficial Effects

[0038] 1. The present invention adds 3SPMP derivatives as coupling components, introduces long carbon chain alkyl groups into the surface of the pigment for surface treatment, thereby reducing the surface polarity of the pigment particles and improving the dispersion stability of CI Pigment Yellow 183 in a non-aqueous system.

[0039] 2. In the application of non-aqueous systems such as inks, plastics, and coatings, 3SPMP derivatives not only treat the surface of the pigment, but also combine with the resin carrier in the non-aqueous system to act as a three-dimensional barrier, preventing the pigment particles from approaching each other and preventing the pigment particles from agglomerating.

[0040] 3. The present invention adds 3SPMP derivatives as coupling components. Due to the presence of crystallized products with different properties, the normal arrangement of crystals is disturbed during the coupling process, preventing the growth of crystals. This not only generates fine, highly transparent, brightly colored pigment particles, but also improves the surface polarity, fluidity, tinting strength and dispersibility of CI Pigment Yellow 183. DETAILED DESCRIPTION

[0041] The technical scheme of the present invention is further specifically described below through examples. The raw materials and instruments used in this example and comparative example are commercially available raw materials and instruments, which are not described in detail here.

[0042] Embodiment 1:

[0043] 1. Synthesis of 3SPMP derivatives

[0044] Add 5.08g of compound 3SPMP, 3g of n-butyl bromide and 3.04g of anhydrous potassium carbonate to 42mL of N,N-dimethylformamide, heat to 60℃, keep warm for 4h, recover the solvent under reduced pressure, cool to below 10℃ in an ice-water bath, add 50mL of ice water and stir for 3h. Filter, wash with ice water, and dry to obtain a yellow powder 3SPMP derivative.

[0045] 2. Preparation of diazo solution

[0046] Add 17 mL of water, 0.363 g of sodium hydroxide, and 2.042 g of 6B acid, and stir at 25°C for 30 minutes. Add 2.62 g of hydrochloric acid (mass concentration is 36%) and stir for 30 minutes. Add ice to cool to below 0°C, add sodium nitrite solution (including 0.594 g of sodium nitrite and 1.4 mL of water) within 10 minutes, and keep the temperature not higher than 5°C. Stir for 60 minutes, add aminosulfonic acid to adjust until the KI test paper turns light blue to obtain diazo solution.

[0047] 3. Preparation of coupling solution

[0048] Add 20 mL of water, 0.664 g of sodium hydroxide, and 0.732 g of sodium acetate trihydrate into a dissolution bucket, stir to dissolve, add 2.109 g of 3SPMP and 0.08 g of the 3SPMP derivative prepared in step 1, stir to dissolve at 30°C to obtain a coupling solution.

[0049] 4. Coupling and laking

[0050] Cool the coupling solution to 20°C, add diazo solution within 1 hour, keep the diazo salt in the coupling process, and pH = 3.5 after coupling. Stir for 60 minutes. Heat to 80°C, add 1.851g of anhydrous calcium chloride after clarification, heat to 90°C and keep warm for 30 minutes. Add water and cool to below 70°C, filter, wash with water, and dry to obtain CI Pigment Yellow 183.

[0051] Embodiment 2:

[0052] 1. Synthesis of 3SPMP derivatives

[0053] Add 5.08g of compound 3SPMP, 4.23g of bromooctane and 3.04g of anhydrous potassium carbonate to 42mL of N,N-dimethylformamide, heat to 60℃, keep warm for 4.5h, recover the solvent under reduced pressure, cool to below 10℃ in an ice-water bath, add 50mL of ice water and stir for 4h. Filter, wash with ice water, and dry to obtain an orange powder 3SPMP derivative.

[0054] 2. Preparation of diazo solution

[0055] Add 17 mL of water, 0.363 g of sodium hydroxide, and 2.042 g of 6B acid, and stir at 25°C for 30 minutes. Add 2.62 g of hydrochloric acid (mass concentration is 36%) and stir for 30 minutes. Add ice to cool to below 0°C, add sodium nitrite solution (including 0.594 g of sodium nitrite and 1.4 mL of water) within 10 minutes, and keep the temperature not higher than 5°C. Stir for 60 minutes, add aminosulfonic acid to adjust until the KI test paper turns light blue to obtain diazo solution.

[0056] 3. Preparation of coupling solution

[0057] Add 20 mL of water, 0.664 g of sodium hydroxide, and 0.732 g of sodium acetate trihydrate into a dissolution bucket, stir to dissolve, add 2.109 g of 3SPMP and 0.094 g of the 3SPMP derivative prepared in step 1, stir to dissolve at 30°C to obtain a coupling solution.

[0058] 4. Coupling and laking

[0059] Cool the coupling solution to 20°C, add the diazo solution within 1 hour, keep the diazo salt from being excessive during the coupling process, and the pH after coupling is 3.8. Stir for 60 minutes. Heat to 70°C, add 1.851g of anhydrous calcium chloride after clarification, heat to 95°C and keep warm for 30 minutes. Add water and cool to below 70°C, filter, wash with water, and dry to obtain CI Pigment Yellow 183.

[0060] Embodiment 3:

[0061] 1. Synthesis of 3SPMP derivatives

[0062] Add 5.08g of compound 3SPMP, 4.85g of bromodecane and 3.04g of anhydrous potassium carbonate to 42mL of N,N-dimethylformamide, heat to 60℃, keep warm for 5h, recover the solvent under reduced pressure, cool to below 10℃ in an ice-water bath, add 50mL of ice water and stir for 5h. Filter, wash with ice water, and dry to obtain a brown powder 3SPMP derivative.

[0063] 2. Preparation of diazo solution

[0064] Add 17 mL of water, 0.363 g of sodium hydroxide, and 2.042 g of 6B acid, and stir at 25°C for 30 minutes. Add 2.62 g of hydrochloric acid (mass concentration is 36%) and stir for 30 minutes. Add ice to cool to below 0°C, add sodium nitrite solution (including 0.594 g of sodium nitrite and 1.4 mL of water) within 10 minutes, and keep the temperature not higher than 5°C. Stir for 60 minutes, add aminosulfonic acid to adjust until the KI test paper turns light blue to obtain diazo solution.

[0065] 3. Preparation of coupling solution

[0066] Add 20 mL of water, 0.664 g of sodium hydroxide, and 0.732 g of sodium acetate trihydrate to the dissolution tank, and stir to dissolve. Add 2.109 g of 3SPMP and 0.102 g of the 3SPMP derivative prepared in step 1, and stir to dissolve at 30°C to obtain a coupling solution.

[0067] 4. Coupling and laking

[0068] Cool the coupling solution to 20°C, add diazo solution within 1 hour, keep the diazo salt in the coupling process, and pH = 4.0 after coupling. Stir for 60 minutes. Heat to 80°C, add 1.851g of anhydrous calcium chloride after clarification, heat to 90°C and keep warm for 30 minutes. Add water and cool to below 70°C, filter, wash with water, and dry to obtain CI Pigment Yellow 183.

[0069] Comparative Example 1:

[0070] 1. Preparation of diazo solution

[0071] Add 17 mL of water, 0.363 g of sodium hydroxide, and 2.042 g of 6B acid, and stir at 25°C for 30 minutes. Add 2.62 g of hydrochloric acid (mass concentration is 36%) and stir for 30 minutes. Add ice to cool to below 0°C, and add sodium nitrite solution (including 0.594 g of sodium nitrite and 1.4 mL of water) within 10 minutes, and the temperature should not be higher than 5°C. Stir for 60 minutes, and add aminosulfonic acid to adjust until the KI test paper turns light blue to obtain diazo solution.

[0072] 2. Preparation of coupling solution

[0073] Add 20 mL of water, 0.664 g of sodium hydroxide, and 0.732 g of sodium acetate trihydrate to the dissolving bucket, and stir to dissolve. Add 2.175 g of 3SPMP, and stir to dissolve at 30°C to obtain a coupling solution.

[0074] 3. Coupling and laking

[0075] Cool the coupling solution to 20°C, add diazo solution within 1 hour, keep the diazo salt in the coupling process, and pH = 3.8 after coupling. Stir for 60 minutes. Heat to 80°C, add 1.851g of anhydrous calcium chloride after clarification, heat to 90°C and keep warm for 30 minutes. Add water and cool to below 70°C, filter, wash with water, and dry to obtain pigment yellow.

[0076] Comparative Example 2:

[0077] This comparative example is the same as Example 1, except that n-butyl bromide is replaced by isobutyl bromide.

[0078] Comparative Example 3:

[0079] This comparative example is the same as Example 1, except that 3 g of n-butyl bromide is replaced by 5.457 g of dodecane bromide. The preparation process of the coupling liquid is as follows: 20 mL of water, 0.664 g of sodium hydroxide, and 0.732 g of sodium acetate trihydrate are added to a dissolving bucket, and stirred to dissolve; 2.109 g of 3SPMP and 0.106 g of a 3SPMP derivative are added, and stirred to dissolve at 30° C. to obtain a coupling liquid.

[0080] The performance test is as follows:

[0081] Color light detection:

[0082] (1) Raw material ratio: 0.2 g pigment yellow, 2 mL dioctyl phthalate, 60 g PVC;

[0083] (2) Mixing process: add 0.2 g of pigment yellow, 2 mL of dioctyl phthalate and 60 g of PVC and mix thoroughly;

[0084] (3) Plasticizing process: The plasticizing machine was preheated at 130°C, the distance between the two rollers was 0.15 mm, the two-roller machine was started, the mixed material was placed between the two rollers, the timing was started, the plasticizing machine was stopped for 7 minutes, and the colored PVC film was obtained.

[0085] (4) Vulcanization process: Set the temperature of the vulcanizer to 160°C, the pressure to 13.5 MPa, and the time to 40 seconds. Cut the colored PVC film obtained in the above steps into 4×6 cm small pieces. Place the cut samples and standard samples side by side on a metal plate, then add metal ore and cover it with another metal plate. Place it between the two plates of the vulcanizer, turn on the pressure valve, start the motor for vulcanization, cool it down for the specified time, take out the sample and measure the color light with a colorimeter.

[0086] Color strength test:

[0087] 2.0g titanium dioxide, 2mL dioctyl phthalate and 60g PVC were mixed evenly; the temperature of the plasticizer was set to 130℃ for preheating, the distance between the two rollers was 0.15mm, the two-roller machine was started, the mixed materials were placed between the two rollers, the timing was started, the plasticizer was smelted for 7 minutes and then stopped to obtain a PVC white film. 35g of the colored PVC film obtained by the color light detection plasticizing process was cut with scissors, and then 0.77g of PVC white film was added, and the film was smelted for 7 minutes and then removed, and the film was vulcanized according to the vulcanization process of the color light detection. After vulcanization, the color strength was tested with a colorimeter.

[0088] Table 1 Color properties of pigment yellow in plastics

[0089]

[0090] As shown in Table 1, the color properties of pigment yellow in plastics, where ΔC* is the saturation (brightness) difference, ΔC*>0 means the sample is brighter than the standard, and ΔC*<0 means the sample is darker than the standard; Δh* is the hue (phase) difference; ΔL* represents the brightness difference; Δa* and Δb* represent the chromaticity coordinates.

[0091] As can be seen from Table 1, the brightness and tinting strength of CI Pigment Yellow 183 obtained in Examples 1 to 3 are significantly improved, and as the long carbon chain alkyl introduced into the 3SPMP derivative is longer, the brightness and tinting strength are higher, but the brightness decreases when the length is too high. This is because the appropriate carbon chain length is conducive to improving the color development ability of the pigment in the application system.

[0092] Fluidity test:

[0093] Weigh 300 mg of standard pigment sample (accurate to 0.001 g), extract 1 mL of ink oil with a syringe at room temperature, put the pigment and ink oil on the frosted glass of the flat grinder, use an ink knife to mix into color paste, place the color paste at four points at one-fourth of the radius from the center of the glass surface, add a 2 kg weight on the lever frame for grinding, mix once every 50 turns of grinding, and grind 200 turns in total. After collecting the prepared color paste, use an ink suction tube to absorb the color paste, scrape off the remaining paste at the end of the tube with an ink knife, keep the ink paste level with the tube mouth, then squeeze out the paste in the ink suction tube, place it in the center of the round glass in the fixed box, press a 200 g weight, remove the weight after 15 minutes, and measure the circular diameter of the ink paste after being pressed with a transparent ruler to obtain the fluidity value.

[0094] Table 2 Fluidity of Pigment Yellow

[0095] Group Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Flowability, mm 41 43 44 39 39.5 39.5

[0096] Table 2 shows the fluidity of Examples 1 to 3 and Comparative Examples 1 to 3. It can be seen from Table 2 that the fluidity of Examples 1 to 3 is significantly improved, and the longer the long carbon chain alkyl introduced by the 3SPMP derivative, the more obvious the fluidity improvement effect is. This is because the longer the carbon chain, the stronger the lipophilicity of the pigment and the greater the fluidity. However, if the carbon chain is too long, it is not conducive to the coupling reaction and does not achieve a good effect.

[0097] Dispersion detection:

[0098] 1. Weigh 20g of pigment and 30g of polyethylene wax, put them into a 140℃ oven and bake for 2h. After cooling, pour the baked material into a small powder machine and grind it to obtain a pigment polyethylene wax mixture.

[0099] 2. Weigh 187.5 g of polypropylene resin and 12.5 g of crushed pigment polyethylene wax mixture, mix them evenly and add them into the filtration performance tester for testing.

[0100] The calculation formula of the filtration pressure value is △P=P2-P0 / M;

[0101] Wherein, △P: filter pressure value (bar / g); P0: initial pressure (bar); P2: maximum pressure (bar); M: pigment mass used (g).

[0102] Table 3 Filtration pressure values ​​of Pigment Yellow

[0103] Group Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Filtration pressure, bar / g 3.02 1.71 1.90 5.34 4.58 4.90

[0104] Table 3 shows the filtration pressure values ​​of Examples 1 to 3 and the comparative example, wherein the greater the filtration pressure value, the worse the dispersibility. As can be seen from Table 3, the dispersibility of Examples 1 to 3 far exceeds that of Comparative Example 1, because the long carbon chain alkyl introduced by the 3SPMP derivative has good compatibility with the resin, preventing the pigment particles from approaching each other and preventing the pigment particles from agglomerating, thereby improving the dispersibility of CI Pigment Yellow 183. Among them, Example 2 has the best dispersibility, because the appropriate carbon chain length can improve the compatibility in the resin system, and too short or too long will not have a good effect.

[0105] Contact angle test:

[0106] Detection method: Use a contact angle meter to characterize the wettability of the sample. Take 0.5g of the pigment and grind it in a mortar. Add it to the abrasive and press it into a tablet for 30 seconds. Then drop a drop of water on the tablet and measure the contact angle between the tablet and the drop.

[0107] Table 4 Contact angle of pigment yellow

[0108] Group Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Contact Angle 50.4 59.1 59.4 47.0 48.0 49.0

[0109] It can be seen from Table 4 that the contact angles of Examples 1 to 3 are significantly increased, indicating that the non-polarity of the pigment is enhanced and the hydrophobicity is increased, thereby improving the compatibility of the pigment in the non-polar resin system.

Claims

1. A method for preparing CI Pigment Yellow 183, characterized in that: CI Pigment Yellow 183 was prepared by coupling reaction using 6B acid as diazo component and 3SPMP and 3SPMP derivatives as coupling components. The 3SPMP derivative is obtained by etherification reaction of 3SPMP and alkyl bromide; The bromoalkane is C n H 2n+1 Br, where n is a natural number from 4 to 10; The bromoalkane is a straight-chain alkane.

2. The preparation method of CI Pigment Yellow 183 according to claim 1, characterized in that: The specific steps include: (1) Preparation of 3SPMP derivatives: Add 3SPMP, bromoalkane and anhydrous potassium carbonate to N,N-dimethylformamide, raise the temperature to 60-80°C, keep the temperature to react for 4-5 hours, recover the solvent after the reaction, cool to below 10°C in an ice-water bath, add to ice water and stir for 3-5 hours, filter, wash with ice water, and dry to obtain a 3SPMP derivative; (2) Preparation of diazo solution: Stir water, sodium hydroxide and 6B acid at 25-45°C for 20-40 minutes, then add hydrochloric acid and stir for 30-60 minutes; add ice to cool to below 0°C, add sodium nitrite solution within 10 minutes, and keep the temperature not exceeding 5°C during the addition; stir for 60-90 minutes, add aminosulfonic acid until the KI test paper turns light blue, and obtain diazo solution for use; (3) Preparation of coupling solution: Stir and dissolve water, sodium hydroxide and sodium acetate trihydrate, then add 3SPMP and 3SPMP derivatives, stir and dissolve at 20-35°C to obtain a coupling solution; (4) Coupling and laking: The coupling liquid is cooled to 10-25°C, and the diazo liquid is added to the coupling liquid within 1 hour, and the pH after coupling is 3.5-6.0; stirred for 60-90 minutes; heated to 50-80°C, anhydrous calcium chloride is added after clarification, heated to 90-95°C, and kept warm for 30-60 minutes; water is added to cool to below 70°C, filtered, washed with water, and dried to obtain CI Pigment Yellow 183.

3. The preparation method of CI Pigment Yellow 183 according to claim 2, characterized in that: In step (1), the molar ratio of N,N-dimethylformamide:3SPMP:alkyl bromide:anhydrous potassium carbonate is (25.40-38.95):1:(1.05-1.15):(1.05-1.15).

4. The preparation method of CI Pigment Yellow 183 according to claim 2, characterized in that: In step (2), the molar ratio of sodium hydroxide: 6B acid: hydrochloric acid: sodium nitrite is (1.07-1.19):1:(3.01-3.50):(1-1.05); The mass concentration of the sodium nitrite solution is 0.3-0.5 g / mL.

5. The preparation method of CI Pigment Yellow 183 according to claim 2, characterized in that: In step (3), the molar ratio of sodium hydroxide: sodium acetate trihydrate: 3SPMP: 3SPMP derivative is (2.0-2.04): (0.62-0.97): 1: (0.030-0.051).

6. The method for preparing CI Pigment Yellow 183 according to claim 2, characterized in that: In step (4), the molar ratio of the diazo component to the coupling component is 1:(1.012-1.115).

7. The method for preparing CI Pigment Yellow 183 according to claim 2, characterized in that: In step (4), the molar ratio of 6B acid to calcium chloride is 1:(1.79-2.09).

8. Use of CI Pigment Yellow 183 prepared according to any one of claims 1 to 6 in a non-aqueous system, wherein the non-aqueous system comprises ink, plastic, and coating.

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