CN114479509B - Preparation method of uniformly dispersed pigment red - Google Patents
Preparation method of uniformly dispersed pigment red Download PDFInfo
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- CN114479509B CN114479509B CN202111559026.6A CN202111559026A CN114479509B CN 114479509 B CN114479509 B CN 114479509B CN 202111559026 A CN202111559026 A CN 202111559026A CN 114479509 B CN114479509 B CN 114479509B
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- diazonium salt
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- 239000000049 pigment Substances 0.000 title claims abstract description 68
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000000243 solution Substances 0.000 claims abstract description 118
- 239000012954 diazonium Substances 0.000 claims abstract description 80
- 150000001989 diazonium salts Chemical class 0.000 claims abstract description 80
- 238000005859 coupling reaction Methods 0.000 claims abstract description 73
- 230000008878 coupling Effects 0.000 claims abstract description 38
- 238000010168 coupling process Methods 0.000 claims abstract description 38
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims description 92
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 71
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 52
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 42
- 238000006243 chemical reaction Methods 0.000 claims description 38
- 239000010445 mica Substances 0.000 claims description 29
- 229910052618 mica group Inorganic materials 0.000 claims description 29
- 239000000843 powder Substances 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 26
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 24
- 238000010438 heat treatment Methods 0.000 claims description 17
- 239000005457 ice water Substances 0.000 claims description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- 238000001914 filtration Methods 0.000 claims description 12
- 235000010288 sodium nitrite Nutrition 0.000 claims description 12
- 239000012860 organic pigment Substances 0.000 claims description 11
- 238000001035 drying Methods 0.000 claims description 9
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 9
- AVYGCQXNNJPXSS-UHFFFAOYSA-N 2,5-dichloroaniline Chemical compound NC1=CC(Cl)=CC=C1Cl AVYGCQXNNJPXSS-UHFFFAOYSA-N 0.000 claims description 7
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- VRLPHBSFRWMMPW-UHFFFAOYSA-N 2-amino-4-chloro-5-methylbenzenesulfonic acid Chemical compound CC1=CC(S(O)(=O)=O)=C(N)C=C1Cl VRLPHBSFRWMMPW-UHFFFAOYSA-N 0.000 claims description 6
- 229960000583 acetic acid Drugs 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 238000004090 dissolution Methods 0.000 claims description 6
- 239000012362 glacial acetic acid Substances 0.000 claims description 6
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims description 6
- 239000002002 slurry Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 5
- 238000007873 sieving Methods 0.000 claims description 3
- 238000000967 suction filtration Methods 0.000 claims description 3
- 239000003513 alkali Substances 0.000 abstract description 3
- 238000006193 diazotization reaction Methods 0.000 abstract description 2
- -1 nitrite ions Chemical class 0.000 description 16
- WPPDXAHGCGPUPK-UHFFFAOYSA-N red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 13
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 12
- 239000000126 substance Substances 0.000 description 11
- QZHPTGXQGDFGEN-UHFFFAOYSA-N chromene Chemical compound C1=CC=C2C=C[CH]OC2=C1 QZHPTGXQGDFGEN-UHFFFAOYSA-N 0.000 description 10
- 230000001276 controlling effect Effects 0.000 description 8
- 230000008569 process Effects 0.000 description 7
- 239000001023 inorganic pigment Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000543 intermediate Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 150000003071 polychlorinated biphenyls Chemical group 0.000 description 5
- 230000001105 regulatory effect Effects 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000010292 electrical insulation Methods 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- QPILZZVXGUNELN-UHFFFAOYSA-M sodium;4-amino-5-hydroxynaphthalene-2,7-disulfonate;hydron Chemical compound [Na+].OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S([O-])(=O)=O)=CC2=C1 QPILZZVXGUNELN-UHFFFAOYSA-M 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229930185605 Bisphenol Natural products 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 230000002285 radioactive effect Effects 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- QJZYHAIUNVAGQP-UHFFFAOYSA-N 3-nitrobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2(C(O)=O)[N+]([O-])=O QJZYHAIUNVAGQP-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000011398 Portland cement Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000005695 dehalogenation reaction Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003574 free electron Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 229910003439 heavy metal oxide Inorganic materials 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000004021 humic acid Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
- C09B29/0007—Monoazo dyes prepared by diazotising and coupling from diazotized anilines containing acid groups, e.g. CO2H, SO3H, PO3H2, OSO3H, OPO2H2; Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
- C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
-
- 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
- C09C1/40—Compounds of aluminium
- C09C1/405—Compounds of aluminium containing combined silica, e.g. mica
-
- 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
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/006—Combinations of treatments provided for in groups C09C3/04 - C09C3/12
-
- 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
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds
-
- 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
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/12—Treatment with organosilicon compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
The invention discloses a preparation method of uniformly dispersed pigment red, which comprises the following steps: s1, preparing a first diazonium salt solution; s2, preparing a second diazonium salt solution; s3, preparing a coupling solution; s4, coupling reaction. Specifically, 2.5-dichloroaniline is subjected to diazotization reaction and then is subjected to coupling reaction with alkali solution of a phenol AS, and the temperature is directly raised to obtain the pigment red.
Description
Technical Field
The invention relates to the technical field of modification of pigment red 2, in particular to a preparation method of pigment red with uniform dispersion.
Background
Pigments are substances capable of coloring objects, and are classified into two categories of organic and inorganic pigments according to chemical structure. The former is a colored organic compound and the latter generally contains a metal oxide. The two are different in application performance due to different chemical compositions. Although the inorganic pigment still has a certain application market, the inorganic pigment has low tinting strength and dull color, and part of the inorganic pigment also contains heavy metal oxide and has extremely toxicity. The organic pigment has high color fastness and bright color, and usually does not contain toxicity, so the organic pigment has gradually replaced inorganic pigment and is widely applied to various fields of paint, ink, plastics and the like.
There are a variety of classification methods for organic pigments. Generally, the following classification methods can be used: pigments for paints, pigments for printing inks, pigments for plastic products, pigments for cosmetics, are classified according to the application range; azo, phthalocyanine and heterocyclic and other pigments are classified according to chemical structure; pigments classified into general, fluorescent, pearlescent, and color-changing pigments according to their own characteristics; according to the chromatographic differences, the method is divided into: red, yellow, and the like. Wherein c.i. pigment red 2 is a classical organic pigment, c.i. pigment red 2 gives a neutral red hue, the chemical structure belongs to monoazo pigments, and the coloring strength is higher than that of general monoazo pigments. The pigment is prepared by diazotizing 2.5-dichloroaniline and then coupling with alkali solution of a chromatic phenol AS, and then coupling, wherein the second component diazonium salt and a surfactant are added in the production process, and the process is advanced, so that the water resistance of the prepared pigment reaches 5 grades, the glossiness is good, the fluidity is good, the product is detected by foreign professional authorities, and the polychlorinated biphenyl content, which is the most important quality environmental-friendly index, meets the European Union requirement. The method is mainly used for coloring the water-based food packages and printing and dyeing fabrics.
Although compared with inorganic pigment, the organic pigment has the advantages of high color fastness, gorgeous color, no toxicity and the like; however, it also has significant disadvantages such as poor dispersibility of pigment red 2, poor heat resistance, poor flowability, etc. Therefore, there is an urgent need for modification treatment of organic pigments to improve their application properties in the industries of paint, printing ink, plastics, etc.
The conventional reaction for preparing pigment red 2 at present is that 2.5-dichloroaniline is subjected to diazotization reaction and then is subjected to coupling reaction with alkali solution of a chromatic phenol AS, and the temperature is directly raised, so that the 2.5-dichloroaniline is low in raw material purity, is easy to agglomerate and is difficult to completely react, is the most main reason for generating polychlorinated biphenyl substances, is extremely easy to cause environmental water pollution and impurity of self products, and is poor in uniformity of coupling products because no proper surfactant is selected in the pigmentation reaction, therefore, the pigment has poor glossiness and water resistance, and the production process causes serious environmental pollution, and the polychlorinated biphenyl substances are over-standard.
In the prior art, the common methods for removing polychlorinated biphenyl substances are as follows: stabilization techniques, which require the addition of binders, such as portland cement, cement kiln dust, fly ash, humic acid, etc., to convert toxic and harmful substances into poorly soluble, low-migration, low-toxicity substances; the reduction technique, solvated electron technique, means that the halogen compound is neutralized by free electrons in solvated solution to achieve dehalogenation, the method needs to put alkali metal (usually sodium, potassium or lithium) in anhydrous liquid ammonia, the alkali metal is instantly dissolved, and when the solution presents a bright blue color, the outer electron of the alkali metal is released. None of these approaches are suitable for pigment production and use.
Chinese patent [ CN200510038760.2 ] discloses a preparation process of pigment red, which is characterized in that: it comprises the following steps: dissolving dye, dissolving intermediate copper sulfate, dissolving intermediate sodium sulfate and sodium salt of yellow, mixing, rinsing in a filter press, and discharging in the filter press to obtain semisolid pigment red. The process uses cheap copper sulfate, sodium sulfate and sodium salt of yellow blood as intermediates to react with the dye, so that the overall production cost is greatly reduced. The process has simple structure, but the pigment prepared by the process has poor fluidity, uneven dispersion, poor pigment glossiness and water resistance, and small application range, and can not meet the requirements of the current market on pigment performance.
Disclosure of Invention
In order to solve the problems, the invention provides a preparation method of pigment red with uniform dispersion, the coupling degree of the pigment is improved by introducing a compatilizer, and the heat resistance, acid resistance and electrical insulation properties of the pigment are improved by introducing modified mica powder.
The technical scheme provided by the invention is as follows: the preparation method of the uniformly dispersed pigment red is characterized by comprising the following steps of:
s1, preparing a first diazonium salt solution, which comprises the following steps in parts by weight:
s11, adding 20-80 parts of water, 10-20 parts of 2, 5-dichloroaniline and 50-60 parts of hydrochloric acid into a first diazonium salt reaction kettle, and uniformly stirring;
s12, dissolving 10-12 parts of sodium nitrite in 30-40 parts of water, then adding the solution into a first diazonium salt reaction kettle, then adding 0.5-1 part of sulfamic acid solution and 1-2 parts of activated carbon, filtering, and adding ice cubes and water to adjust the volume of the solution to 1000-1200 liters to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, which comprises the following steps in parts by weight:
s21, adding 50-100 parts of water, 5-10 parts of organic pigment intermediate and 5-10 parts of hydrochloric acid into a second diazonium salt reaction kettle, and uniformly stirring;
s22, 1-2 parts of sodium nitrite is dissolved in 10-15 parts of water and added into a second diazonium salt reaction kettle, and the mixture is stirred uniformly to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 200-400 parts of water and 30-50 parts of phenol AS into a coupling compound dissolution kettle, stirring to form slurry, adding 40-60 parts of NaOH solution, heating to 60-70 ℃, adding 10-15 parts of modified mica powder, stirring uniformly, adding ice water to cool to 10-20 ℃, adding water to adjust the volume to 500-600 liters, adding the second component diazonium salt solution prepared in the steps, and stirring uniformly to obtain a coupling solution;
s4, coupling reaction, which comprises the following steps in parts by weight:
adding 200-400 parts of water, 10-15 parts of glacial acetic acid, 10-15 parts of concentrated hydrochloric acid and 1.0-2.0 parts of compatilizer into a coupling reaction kettle, uniformly stirring, adding the coupling solution prepared in the steps and the first diazonium salt solution into the coupling reaction kettle, continuously stirring for 1-1.5h, adjusting the ph value in the coupling reaction kettle to 8-9 by using NaOH solution, heating for reaction for 30-40min, adjusting the ph value to 2-3 by using hydrochloric acid, stirring, filtering, washing with water, and drying to obtain pigment red.
Further, the preparation process of the modified mica powder in the step S3 is as follows: dissolving a silane coupling agent in water to obtain a solution, ultrasonically dispersing mica powder for 15min, adding the solution into the solution, uniformly stirring, carrying out suction filtration after the reaction is completed, drying and sieving to obtain the modified mica powder.
Further, the mass ratio of the silane coupling agent to the water to the mica powder is (2-6): 400:100.
further, the compatibilizing agent in the step S4 is a maleic anhydride grafting compatibilizing agent.
Further, the mass concentration of hydrochloric acid in the step S11 is 20-40%.
Further, stirring in the step S11 for 4-16 hours, and adding ice cubes to adjust the temperature to-5-5 ℃ after stirring is completed.
Further, the temperature in the first diazonium salt reaction kettle after ice cubes and water are added in the step S12 is-5 to-3 ℃.
Further, the organic pigment intermediate in the step S21 is at least one of 2B acid or 4B acid.
Further, in the step S21, the temperature is regulated to-3-3 ℃ by ice water after being uniformly stirred.
Further, in the step S3, the mass fraction of the NaOH solution is 25-30%.
Fillers are additives that are used to improve the properties of the composite while reducing the cost of the material. Effect of filler addition to pigment: 1. the shrinkage of the molding material is reduced, and the dimensional stability, surface smoothness, smoothness and flatness or matt property of the product are improved. 2. The wear resistance of the pigment is improved, and the electric conductivity and the thermal conductivity of the pigment are improved. 3. The coloring effect of the pigment can be improved. 4. Has the capacity-increasing function, reduces the cost and improves the competitive power of market products.
The mica powder has good heat resistance, acid resistance and electrical insulation property, and also has the functions of protecting ultraviolet rays and radioactive radiation. Therefore, the invention adds the mica powder as the filler into the coupling system, which can make the prepared pigment red 2 have good heat resistance, acid resistance and electrical insulation property, and also have the function of protecting ultraviolet rays and radioactive radiation, but the dispersion property of the filler in the coupling system is not very good.
The invention modifies mica powder by a silane coupling agent, the siloxy groups are reactive to inorganic matters, and the organic functional groups are reactive or compatible to organic matters. Thus, when the silane coupling agent is interposed between the inorganic and organic interfaces, a bonding layer of an organic matrix-the silane coupling agent-the inorganic matrix can be formed. The titanate coupling agent used in the invention is grafted on the surface of mica powder in a chemical bonding mode. After the mica powder is modified by a silane coupling agent, an organic film layer is grafted on the surface of the mica powder, and the mica powder is changed from hydrophilicity to hydrophobicity and has good dispersibility. The invention can improve the blending compatibility of the coupling system by adding the maleic anhydride grafting compatilizer, and the maleic anhydride grafting compatilizer leads the material to have high polarity and reactivity by introducing the strong polar reactive group. The maleic anhydride grafted compatilizer is compatible with one phase of the chromene AS or diazotized 2.5-dichloroaniline in a coupling system and is compatible with the other incompatible phase through chemical reaction, so that the chromene AS and the diazotized 2.5-dichloroaniline are combined in a reaction way, and the coupling system is more uniformly dispersed.
The invention has the beneficial effects that:
1. according to the preparation method of the uniformly dispersed pigment red, provided by the invention, the coupling degree of the pigment is improved by introducing the compatilizer, the cost of the pigment can be reduced, the heat resistance, the acid resistance and the electrical insulation property of the pigment can be improved by introducing the modified mica powder, and the pigment red 2 prepared by the method has high glossiness, fluidity, water resistance and other excellent properties.
2. According to the preparation method of the uniformly dispersed pigment red, disclosed by the invention, the content of polychlorinated biphenyl in the pigment can be effectively reduced by adding activated carbon for adsorption in the diazo reaction of 2, 5-dichloroaniline, and the environmental protection property of the pigment is improved.
Drawings
FIG. 1 is a flow chart of a method for preparing uniformly dispersed pigment red according to an embodiment of the present invention.
Detailed Description
In order to more clearly illustrate the embodiments of the present invention and the technical solutions in the prior art, the following description will explain specific embodiments of the present invention with reference to the accompanying drawings.
It is obvious that the drawings in the following description are only examples of the invention, from which other drawings can be obtained and from which other embodiments can be obtained without inventive effort for a person skilled in the art, and that the invention is not limited to these examples.
The specific embodiment of the invention is as follows:
modified mica powder is prepared by using isopropyl tri (dioctyl pyrophosphoryl oxy) titanate coupling agent:
dispersing mica powder by ultrasonic for 15min, then weighing 50g of mica powder in a 500mL three-neck round bottom flask, adding 100mL of water, stirring and dispersing for 30min at 50 ℃, adding 100mL of water dissolved with 3g of isopropyl tri (dioctyl pyrophosphoric acid acyloxy) titanate, heating and stirring in a water bath, and refluxing for 30min. And after the reaction is finished, carrying out suction filtration while the mixture is hot, washing the mixture with water, drying a filter cake at 80 ℃ for 24 hours, and finally sieving the filter cake to obtain the modified mica powder.
The modified mica powder prepared by the steps is used for preparing pigment red 2, and specific examples are as follows:
example 1
A preparation method of uniformly dispersed pigment red comprises the following steps:
s1, preparing a first diazonium salt solution, which comprises the following steps in parts by weight:
s11, adding 20g of water into a first diazonium salt reaction kettle, adding 10g of 2, 5-dichloroaniline while stirring, adding 50g of hydrochloric acid with the mass concentration of 20%, stirring for 4 hours, and adding ice water to adjust the temperature to-5 ℃;
s12, dissolving 10g of sodium nitrite in 30g of water, adding the water into a first diazonium salt reaction kettle, stirring for 1 hour, determining that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, a blue ring appears instantly to indicate that excessive nitrite ions exist), then adding 0.5g of sulfamic acid solution, stirring for 5 minutes, removing excessive nitrite ions, then adding 1g of activated carbon, stirring for 15 minutes, filtering, adding ice cubes and water to adjust the volume of the solution to 1000 liters, and enabling the temperature to be minus 3 ℃ to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, which comprises the following steps in parts by weight:
s21, adding 50g of water into a second diazonium salt reaction kettle, adding 5g of 2B acid while stirring, adding 5g of hydrochloric acid with the mass concentration of 20%, regulating the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 1g of sodium nitrite in 10g of water, adding into a second diazonium salt reaction kettle, stirring for 60 minutes, determining that excessive nitrite ions exist, and controlling the temperature at-2 ℃ to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 200g of water and 30g of the chromene AS into a coupling compound dissolution kettle, stirring for 15 minutes to form slurry, adding 40g of 25% NaOH solution, heating to 60 ℃, completely dissolving the chromene AS, then adding 10g of modified mica powder, stirring uniformly, adding ice water to cool to 10 ℃, adding water to adjust the volume to 500 liters, adding the second component diazonium salt solution prepared in the steps, and stirring uniformly to obtain a coupling solution;
s4, coupling reaction, which comprises the following steps in parts by weight:
adding 200g of water, 10g of glacial acetic acid, 10g of concentrated hydrochloric acid and 1g of maleic anhydride graft PE into a coupling reaction kettle, stirring uniformly, accelerating the stirring speed after dissolving, pouring the coupling solution prepared in the steps into the coupling reaction kettle within 40 minutes, heating to 45 ℃, stirring for 5 minutes, slowly adding 70% of the first diazonium salt solution prepared in the steps into the coupling reaction kettle within 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on the filter paper, on the side of the edge of a ring of the ring, checked by an H acid solution, no red or purple color band appears, no excessive diazonium salt exists), slowly adding the remaining 30% of the first diazonium salt solution into the coupling reaction kettle within 30 minutes after stirring for 5 minutes, ensuring that no excessive diazonium salt exists, controlling the liquid temperature to be 45 ℃, continuing stirring for 1 hour, adjusting the pH value in the coupling reaction kettle to 9 by using a NaOH solution with the mass fraction of 25%, heating to 75 ℃, keeping the temperature for 30 minutes, cooling to 70 ℃, adjusting the pH value to 2 by hydrochloric acid, stirring for 15 minutes, filtering, washing by water, and drying at 80 ℃ to obtain the red 2.
Example 2
A preparation method of uniformly dispersed pigment red comprises the following steps:
s1, preparing a first diazonium salt solution, which comprises the following steps in parts by weight:
s11, adding 80g of water into a first diazonium salt reaction kettle, adding 20g of 2, 5-dichloroaniline while stirring, adding 60g of hydrochloric acid with the mass concentration of 40%, stirring for 4 hours, and adding ice water to adjust the temperature to 5 ℃;
s12, dissolving 12g of sodium nitrite in 40g of water, adding the water into a first diazonium salt reaction kettle, stirring for 1 hour, determining that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, a blue ring appears instantly to indicate that excessive nitrite ions exist), then adding 1g of sulfamic acid solution, stirring for 5 minutes, removing excessive nitrite ions, then adding 2g of activated carbon, stirring for 15 minutes, filtering, adding ice cubes and water to adjust the volume of the solution to 1200 liters, and enabling the temperature to be-3 ℃ to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, which comprises the following steps in parts by weight:
s21, adding 100g of water into a second diazonium salt reaction kettle, adding 10g of 2B acid while stirring, adding 10g of hydrochloric acid with the mass concentration of 40%, regulating the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 2g of sodium nitrite in 15g of water, adding into a second diazonium salt reaction kettle, stirring for 60 minutes, determining that excessive nitrite ions exist, and controlling the temperature at-2 ℃ to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 400g of water and 50g of the chromene AS into a coupling compound dissolution kettle, stirring for 15 minutes to form slurry, adding 60g of 25% NaOH solution, heating to 70 ℃, completely dissolving the chromene AS, then adding 15g of modified mica powder, stirring uniformly, adding ice water to cool to 20 ℃, adding water to adjust the volume to 600 liters, adding the second component diazonium salt solution prepared in the steps, and stirring uniformly to obtain a coupling solution;
s4, coupling reaction, which comprises the following steps in parts by weight:
adding 400g of water, 15g of glacial acetic acid, 15g of concentrated hydrochloric acid and 2g of maleic anhydride graft PE into a coupling reaction kettle, stirring uniformly, accelerating the stirring speed after dissolving, pouring the coupling solution prepared in the steps into the coupling reaction kettle in 40 minutes, heating to 45 ℃, stirring for 5 minutes, slowly adding 70% of the first diazonium salt solution prepared in the steps into the coupling reaction kettle in 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on the side of the edge of a ring of the solution, checking with an H acid solution, no red or purple color band appears, indicating that no excessive diazonium salt exists), slowly adding the remaining 30% of the first diazonium salt solution into the coupling reaction kettle in 30 minutes after stirring for 5 minutes, ensuring that no excessive diazonium salt exists, controlling the liquid temperature to be 45 ℃, continuing stirring for 1.5 hours, adjusting the pH value in the coupling reaction kettle to 8 by using a 25% NaOH solution, heating to 75 ℃, preserving the temperature for 40 minutes, cooling to 70 ℃, adjusting the pH value to 3 by hydrochloric acid, stirring for 15 minutes, filtering, washing the solution, and drying at 80 ℃ to obtain the pigment.
Comparative example 1
A process for preparing pigment red 2 without addition of a compatibilizer comprising the steps of:
s1, preparing a first diazonium salt solution, which comprises the following steps in parts by weight:
s11, adding 80g of water into a first diazonium salt reaction kettle, adding 20g of 2, 5-dichloroaniline while stirring, adding 60g of hydrochloric acid with the mass concentration of 40%, stirring for 4 hours, and adding ice water to adjust the temperature to 5 ℃;
s12, dissolving 12g of sodium nitrite in 40g of water, adding the water into a first diazonium salt reaction kettle, stirring for 1 hour, determining that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, a blue ring appears instantly to indicate that excessive nitrite ions exist), then adding 1g of sulfamic acid solution, stirring for 5 minutes, removing excessive nitrite ions, then adding 2g of activated carbon, stirring for 15 minutes, filtering, adding ice cubes and water to adjust the volume of the solution to 1200 liters, and enabling the temperature to be-3 ℃ to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, which comprises the following steps in parts by weight:
s21, adding 100g of water into a second diazonium salt reaction kettle, adding 10g of 2B acid while stirring, adding 10g of hydrochloric acid with the mass concentration of 40%, regulating the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 2g of sodium nitrite in 15g of water, adding into a second diazonium salt reaction kettle, stirring for 60 minutes, determining that excessive nitrite ions exist, and controlling the temperature at-2 ℃ to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 400g of water and 50g of the chromene AS into a coupling compound dissolution kettle, stirring for 15 minutes to form slurry, adding 60g of 25% NaOH solution, heating to 70 ℃, completely dissolving the chromene AS, then adding 15g of modified mica powder, stirring uniformly, adding ice water to cool to 20 ℃, adding water to adjust the volume to 600 liters, adding the second component diazonium salt solution prepared in the steps, and stirring uniformly to obtain a coupling solution;
s4, coupling reaction, which comprises the following steps in parts by weight:
adding 400g of water, 15g of glacial acetic acid and 15g of concentrated hydrochloric acid into a coupling reaction kettle, stirring uniformly, dissolving, accelerating the stirring speed, pouring the coupling solution prepared in the steps into the coupling reaction kettle within 40 minutes, heating to 45 ℃, stirring for 5 minutes, slowly adding 70% of the first diazonium salt solution prepared in the steps into the coupling reaction kettle within 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on the filter paper on one side of the edge of a ring of the solution, checking with H acid solution, no red or purple color band appears, indicating that no excessive diazonium salt exists), slowly adding the rest 30% of the first diazonium salt solution into the coupling reaction kettle within 30 minutes after stirring for 5 minutes, controlling the liquid temperature to be 45 ℃, continuing stirring for 1.5 hours, adjusting the ph value in the coupling reaction kettle to 8 by using 25% NaOH solution, heating to 75 ℃, keeping the temperature for 40 minutes, cooling to 70 ℃, adjusting the ph value to 3 by hydrochloric acid, stirring for 15 minutes, filtering, washing by water, and drying at 80 ℃ to obtain red 2.
Comparative example 2
The preparation method of pigment red 2 without adding modified mica powder comprises the following steps:
s1, preparing a first diazonium salt solution, which comprises the following steps in parts by weight:
s11, adding 80g of water into a first diazonium salt reaction kettle, adding 20g of 2, 5-dichloroaniline while stirring, adding 60g of hydrochloric acid with the mass concentration of 40%, stirring for 4 hours, and adding ice water to adjust the temperature to 5 ℃;
s12, dissolving 12g of sodium nitrite in 40g of water, adding the water into a first diazonium salt reaction kettle, stirring for 1 hour, determining that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, a blue ring appears instantly to indicate that excessive nitrite ions exist), then adding 1g of sulfamic acid solution, stirring for 5 minutes, removing excessive nitrite ions, then adding 2g of activated carbon, stirring for 15 minutes, filtering, adding ice cubes and water to adjust the volume of the solution to 1200 liters, and enabling the temperature to be-3 ℃ to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, which comprises the following steps in parts by weight:
s21, adding 100g of water into a second diazonium salt reaction kettle, adding 10g of 2B acid while stirring, adding 10g of hydrochloric acid with the mass concentration of 40%, regulating the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 2g of sodium nitrite in 15g of water, adding into a second diazonium salt reaction kettle, stirring for 60 minutes, determining that excessive nitrite ions exist, and controlling the temperature at-2 ℃ to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 400g of water and 50g of the chromene AS into a coupling compound dissolution kettle, stirring for 15 minutes to form slurry, adding 60g of 25% NaOH solution, heating to 70 ℃, completely dissolving the chromene AS, then adding ice water to reduce the temperature to 20 ℃, adding water to adjust the volume to 600 liters, adding the second component diazonium salt solution prepared in the steps, and stirring uniformly to obtain a coupling solution;
s4, coupling reaction, which comprises the following steps in parts by weight:
adding 400g of water, 15g of glacial acetic acid, 15g of concentrated hydrochloric acid and 2g of maleic anhydride graft PE into a coupling reaction kettle, stirring uniformly, accelerating the stirring speed after dissolving, pouring the coupling solution prepared in the steps into the coupling reaction kettle in 40 minutes, heating to 45 ℃, stirring for 5 minutes, slowly adding 70% of the first diazonium salt solution prepared in the steps into the coupling reaction kettle in 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on the side of the edge of a ring of the solution, checking with an H acid solution, no red or purple color band appears, indicating that no excessive diazonium salt exists), slowly adding the remaining 30% of the first diazonium salt solution into the coupling reaction kettle in 30 minutes after stirring for 5 minutes, ensuring that no excessive diazonium salt exists, controlling the liquid temperature to be 45 ℃, continuing stirring for 1.5 hours, adjusting the pH value in the coupling reaction kettle to 8 by using a 25% NaOH solution, heating to 75 ℃, preserving the temperature for 40 minutes, cooling to 70 ℃, adjusting the pH value to 3 by hydrochloric acid, stirring for 15 minutes, filtering, washing the solution, and drying at 80 ℃ to obtain the pigment.
Physical properties of pigment Red 2 obtained in examples 1-2 and comparative examples 1-2 were tested to obtain the data shown in Table 1 below:
from the results shown in table 1, the addition of the modified mica powder can improve the glossiness and the tinting strength of the surface layer of the pigment, and the addition of the compatilizer can improve the dispersibility of the pigment, so that the pigment system is more uniformly mixed, and the surface is smoother. This is probably due to the compatibility of the compatibilizer maleic anhydride graft grade PE with the bisphenol AS in the coupling system and the chemical reaction in the incompatible diazotized 2.5-dichloroaniline, thereby allowing the reaction combination of the bisphenol AS and the diazotized 2.5-dichloroaniline and allowing the coupling system to disperse more uniformly. The pigment system is also more uniform, so that the pigment surface performance is better.
The above description may be implemented alone or in various combinations and these modifications are within the scope of the present invention.
It is noted that relational terms such as first and second, and the like are used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Moreover, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising one …" does not exclude the presence of other like elements in a process, method, article, or apparatus that comprises an element.
The foregoing is a further detailed description of the invention in connection with the preferred embodiments, and it is not intended that the invention be limited to the specific examples described. It will be apparent to those skilled in the art that several simple deductions or substitutions may be made without departing from the spirit of the invention, and these should be considered to be within the scope of the invention.
Claims (6)
1. The preparation method of the uniformly dispersed pigment red is characterized by comprising the following steps of:
s1, preparing a first diazonium salt solution, which comprises the following steps in parts by weight:
s11, adding 20-80 parts of water, 10-20 parts of 2, 5-dichloroaniline and 50-60 parts of hydrochloric acid into a first diazonium salt reaction kettle, and uniformly stirring;
s12, dissolving 10-12 parts of sodium nitrite in 30-40 parts of water, then adding the solution into a first diazonium salt reaction kettle, then adding 0.5-1 part of sulfamic acid solution and 1-2 parts of activated carbon, filtering, and adding ice cubes and water to adjust the volume of the solution to 1000-1200 liters to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, which comprises the following steps in parts by weight:
s21, adding 50-100 parts of water, 5-10 parts of organic pigment intermediate and 5-10 parts of hydrochloric acid into a second diazonium salt reaction kettle, and uniformly stirring;
s22, 1-2 parts of sodium nitrite is dissolved in 10-15 parts of water and added into a second diazonium salt reaction kettle, and the mixture is stirred uniformly to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 200-400 parts of water and 30-50 parts of phenol AS into a coupling compound dissolution kettle, stirring to form slurry, adding 40-60 parts of NaOH solution, heating to 60-70 ℃, adding 10-15 parts of modified mica powder, stirring uniformly, adding ice water to cool to 10-20 ℃, adding water to adjust the volume to 500-600 liters, adding the second component diazonium salt solution prepared in the steps, and stirring uniformly to obtain a coupling solution;
s4, coupling reaction, which comprises the following steps in parts by weight:
adding 200-400 parts of water, 10-15 parts of glacial acetic acid, 10-15 parts of concentrated hydrochloric acid and 1.0-2.0 parts of compatilizer into a coupling reaction kettle, uniformly stirring, then adding the coupling solution prepared in the steps and the first diazonium salt solution into the coupling reaction kettle, continuously stirring for 1-1.5h, adjusting the ph value in the coupling reaction kettle to 8-9 by using NaOH solution, heating for reaction for 30-40min, adjusting the ph value to 2-3 by using hydrochloric acid, stirring, filtering, washing with water, and drying to obtain pigment red;
the preparation process of the modified mica powder in the step S3 is as follows: dissolving a silane coupling agent in water to obtain a solution, ultrasonically dispersing mica powder for 15min, adding the solution into the solution, uniformly stirring, carrying out suction filtration after the reaction is completed, drying, and sieving to obtain modified mica powder; the mass ratio of the silane coupling agent to the water to the mica powder is (2-6): 400:100;
the compatilizer in the step S4 is a maleic anhydride grafting compatilizer;
the organic pigment intermediate in the step S21 is at least one of 2B acid or 4B acid.
2. The method for preparing uniformly dispersed pigment red according to claim 1, wherein the mass concentration of hydrochloric acid in the step S11 is 20-40%.
3. The method for preparing uniformly dispersed pigment red according to claim 1, wherein the stirring is performed in the step S11 for 4-16 hours, and ice cubes are added to adjust the temperature to-5-5 ℃ after the completion of the stirring.
4. The method for preparing uniformly dispersed pigment red according to claim 1, wherein the temperature in the first diazonium salt reaction kettle after adding ice cubes and water in the step S12 is-5-3 ℃.
5. The method for preparing uniformly dispersed pigment red according to claim 1, wherein the temperature is adjusted to-3-3 ℃ by ice water after stirring uniformly in the step S21.
6. The method for preparing uniformly dispersed pigment red according to claim 1, wherein the mass fraction of NaOH solution in the step S3 is 25-30%.
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| CN108795087A (en) * | 2018-05-21 | 2018-11-13 | 杭州红妍颜料化工有限公司 | A kind of preparation method of C.I. paratoneres 2 |
| CN109251579A (en) * | 2018-06-06 | 2019-01-22 | 杭州弗沃德精细化工有限公司 | A kind of preparation process of the pearlescent pigment containing functionalized polyethylene wax |
| CN109385115A (en) * | 2018-11-20 | 2019-02-26 | 宣城英特颜料有限公司 | A kind of preparation method of permanent bordeaux F5RK pigment |
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