CN114479509A - Preparation method of uniformly dispersed pigment red - Google Patents
Preparation method of uniformly dispersed pigment red Download PDFInfo
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- CN114479509A CN114479509A CN202111559026.6A CN202111559026A CN114479509A CN 114479509 A CN114479509 A CN 114479509A CN 202111559026 A CN202111559026 A CN 202111559026A CN 114479509 A CN114479509 A CN 114479509A
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- 239000000049 pigment Substances 0.000 title claims abstract description 73
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 239000000243 solution Substances 0.000 claims abstract description 116
- 239000012954 diazonium Substances 0.000 claims abstract description 81
- 150000001989 diazonium salts Chemical class 0.000 claims abstract description 79
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 78
- 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
- 239000010445 mica Substances 0.000 claims abstract description 32
- 229910052618 mica group Inorganic materials 0.000 claims abstract description 32
- 239000000843 powder Substances 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 28
- 239000002253 acid Substances 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims description 92
- 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 36
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 24
- JFGQHAHJWJBOPD-UHFFFAOYSA-N 3-hydroxy-n-phenylnaphthalene-2-carboxamide Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=CC=C1 JFGQHAHJWJBOPD-UHFFFAOYSA-N 0.000 claims description 17
- 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
- 238000001816 cooling Methods 0.000 claims description 10
- 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
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- AVYGCQXNNJPXSS-UHFFFAOYSA-N 2,5-dichloroaniline Chemical compound NC1=CC(Cl)=CC=C1Cl AVYGCQXNNJPXSS-UHFFFAOYSA-N 0.000 claims description 6
- 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
- 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 4
- 238000007873 sieving Methods 0.000 claims description 3
- 238000000967 suction filtration Methods 0.000 claims description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims description 2
- 238000009413 insulation Methods 0.000 abstract description 4
- 230000008901 benefit Effects 0.000 abstract description 2
- 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 16
- -1 nitrite ions Chemical class 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
- 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
- 150000003071 polychlorinated biphenyls Chemical group 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 230000006870 function Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000007639 printing Methods 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 3
- 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
- 238000004040 coloring Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000006193 diazotization reaction Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229940005654 nitrite ion Drugs 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000000576 coating method Methods 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
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 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
- 231100000956 nontoxicity Toxicity 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 230000002285 radioactive effect Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 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 2
- RZFBEFUNINJXRQ-UHFFFAOYSA-M sodium ethyl xanthate Chemical compound [Na+].CCOC([S-])=S RZFBEFUNINJXRQ-UHFFFAOYSA-M 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
- 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
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 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
- 239000004568 cement Substances 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
- 238000007599 discharging Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012065 filter cake 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
- 229910003439 heavy metal oxide Inorganic materials 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 239000004021 humic acid Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000002932 luster Substances 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
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 230000007935 neutral effect Effects 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
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003973 paint Substances 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
- 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
- 239000007787 solid Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 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
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- 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
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- 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
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- 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
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- 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
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- 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. The preparation method of the pigment red provided by the invention has the advantages that the coupling degree of the pigment is improved by introducing the compatilizer, the heat resistance, the acid resistance and the electric insulation performance of the pigment are improved by introducing the modified mica powder, and the pigment red prepared by the method has high glossiness, fluidity, water resistance and other excellent performances.
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, organic and inorganic pigments, according to their chemical structure. The former is a colored organic compound and the latter generally contains a metal oxide. The two materials have different chemical compositions and different application properties. 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 high toxicity. Organic pigments have high color fastness, bright color and no toxicity, so that the organic pigments gradually replace inorganic pigments and are widely applied to a plurality of fields such as coatings, printing inks, plastics and the like.
Organic pigments are of a wide variety and there are various methods of classification. Several classifications can be made in general: according to different application ranges, the pigment is divided into pigments for paint, printing ink, plastic products and cosmetics; pigments classified according to their chemical structure into azo, phthalocyanine and heterocyclic and other types; according to the characteristics of the pigment, the pigment is divided into common pigments, fluorescent pigments, pearly-luster pigments and color-changing pigments; according to different chromatograms, the method is divided into: red, yellow and other pigments. Wherein the C.I pigment red 2 is a classical organic pigment, the C.I pigment red 2 gives a neutral red hue, the chemical structure belongs to a monoazo pigment, and the tinctorial strength is higher than that of a common monoazo pigment. The pigment is prepared by the coupling reaction of 2, 5-dichloroaniline and aqueous alkali of naphthol AS after the diazotization reaction and the coupling post-treatment, because a second component of diazonium salt and a surfactant are added in the production process, and the process is advanced, the water resistance of the prepared pigment reaches 5 grades, the glossiness is good, the fluidity is good, the product is detected by a foreign professional authority, and the content of polychlorinated biphenyl which is the most main quality environmental protection index meets the requirement of European Union. The method is mainly used for coloring the water-based food packaging and printing and dyeing the fabrics.
Although compared with inorganic pigments, organic pigments have the advantages of high color fastness, bright 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 and the like. Therefore, the organic pigment is required to be modified so as to improve the application performance in the industries of coatings, printing inks, plastics and the like.
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 aqueous alkali of naphthol AS, and the temperature is directly raised, because the 2, 5-dichloroaniline raw material has low purity, is easy to agglomerate and is difficult to completely react, is the main reason for generating polychlorinated biphenyl substances, is easy to cause environmental water pollution and impurity of products per se, and because a proper surfactant is not selected in the pigmentation reaction, the coupling product has poor uniformity, so that the pigment has poor glossiness and poor water resistance, the production process causes serious pollution to the environment, and the indexes of the polychlorinated biphenyl substances exceed standards.
In the prior art, the common method for removing polychlorinated biphenyl substances is as follows: the stabilizing technology needs to add an adhesive, such as portland cement, cement kiln dust, fly ash, humic acid and the like, to convert toxic and harmful substances into substances which are difficult to dissolve, low in migration and low in toxicity; the reduction technology, the solvated electron technology, means that in a solvated solution, through free electrons and neutral halogenated compounds, the purpose of dehalogenation is achieved, the method needs to put alkali metal (usually sodium, but also potassium or lithium) in anhydrous liquid ammonia, the alkali metal is dissolved instantly, when the solution presents bright blue color, the outer layer electron representing the alkali metal is released. Neither of these approaches is suitable for use in the production and use of pigments.
Chinese patent (CN 200510038760.2) 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 xanthate, mixing, rinsing by a filter press, and discharging in the filter press to obtain semi-solid pigment red. The process uses cheap copper sulfate, sodium sulfate and sodium xanthate as intermediates to react with the dye, so that the overall production cost is greatly reduced. The process has a simple structure, but the pigment prepared by the process has poor fluidity, uneven dispersion, poor pigment glossiness, poor water resistance and small application range, and cannot meet the requirements of the current market on the pigment performance.
Disclosure of Invention
In order to solve the problems, the invention provides a preparation method of uniformly dispersed pigment red, which improves the coupling degree of the pigment by introducing a compatilizer and improves the heat resistance, acid resistance and electric insulation performance of the pigment by introducing modified mica powder, and the pigment red 2 prepared by the method has excellent performances of higher glossiness, fluidity, water resistance and the like.
The technical scheme provided by the invention is as follows: a preparation method of uniformly dispersed pigment red is characterized by comprising the following steps:
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, adding the solution into a first diazonium salt reaction kettle, adding 0.5-1 part of sulfamic acid solution and 1-2 parts of activated carbon, filtering, adding ice blocks and water to adjust the volume of the solution to 1000-1200 liters, and obtaining a first diazonium salt solution;
s2, preparing a second diazonium salt solution, comprising 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, dissolving 1-2 parts of sodium nitrite in 10-15 parts of water, adding the solution into a second diazonium salt reaction kettle, and uniformly stirring to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 400 parts of 200-plus-one water and 30-50 parts of naphthol AS into a coupling compound dissolving kettle, stirring to form slurry, adding 40-60 parts of NaOH solution, heating to 60-70 ℃, adding 10-15 parts of modified mica powder, uniformly stirring, adding ice water, cooling to 10-20 ℃, adding water to adjust the volume to 500-plus-one 600 liters, adding the second component of diazonium salt solution prepared in the step, and uniformly stirring to obtain a coupling solution;
s4, coupling reaction, comprising the following steps in parts by weight:
adding 400 parts of 200-15 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 step and the first diazonium 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 mica powder into the solution, uniformly stirring, performing suction filtration after the reaction is finished, 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 compatibilizer in step S4 is a maleic anhydride grafted compatibilizer.
Further, the mass concentration of hydrochloric acid in the step S11 is 20-40%.
Further, in the step S11, stirring is carried out for 4-16 hours, and after the stirring is finished, ice blocks are added to adjust the temperature to-5-5 ℃.
Further, the temperature in the first diazonium salt reaction kettle is-5 to-3 ℃ after the ice cubes and the water are added in the step S12.
Further, the organic pigment intermediate in step S21 is at least one of 2B acid or 4B acid.
Further, the temperature is adjusted to-3 to 3 ℃ with ice water after the mixture is uniformly stirred in the step S21.
Further, the mass fraction of the NaOH solution in step S3 is 25-30%.
Fillers are additives used to improve the properties of composite materials while reducing the cost of the material. The function of adding fillers to the pigment: 1. reduce the shrinkage of the molding material, and improve the dimensional stability, surface smoothness, and smoothness or matt of the product. 2. The wear resistance of the pigment is improved, and the electrical conductivity and the thermal conductivity of the pigment are improved. 3. The coloring effect of the pigment can be improved. 4. Has the functions of capacity increase, cost reduction and market product competitiveness improvement.
The mica powder has good heat resistance, acid resistance and electrical insulation performance, and also has the function of protecting ultraviolet rays and radioactive radiation. Therefore, the mica powder is added into the coupling system as the filler, so that the prepared pigment red 2 has good heat resistance, acid resistance and electric insulation performance, and also has the function of protecting ultraviolet rays and radioactive radiation, but the dispersion performance of the filler in the coupling system is not very good.
The mica powder is modified by the silane coupling agent, the siloxy has reactivity to inorganic matters, and the organic functional group has reactivity or compatibility to organic matters. Thus, when a silane coupling agent intervenes between the inorganic and organic interfaces, a bonding layer of organic matrix-silane coupling agent-inorganic matrix may 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 hydrophilic property is changed into the hydrophobic property, so that the mica powder has good dispersibility.
The maleic anhydride grafted compatilizer can improve the blending compatibility of a coupling system, and the maleic anhydride grafted compatilizer enables the material to have high polarity and reactivity by introducing a strong polar reactive group. The maleic anhydride grafting compatilizer is compatible with one phase of the naphthol AS or the diazotized 2.5-dichloroaniline in a coupling system and compatible with the other phase which is incompatible with the naphthol AS in a chemical reaction, so that the naphthol AS and the diazotized 2.5-dichloroaniline are combined in a reaction manner, and the coupling system is dispersed more uniformly.
The invention has the beneficial effects that:
1. according to the preparation method of the uniformly dispersed pigment red, the coupling degree of the pigment is improved by introducing the compatilizer, the cost of the pigment can be reduced by introducing the modified mica powder, the heat resistance, the acid resistance and the electric insulation performance of the pigment can be improved, and the pigment red 2 prepared by the method has high glossiness, fluidity, water resistance and other excellent performances.
2. According to the preparation method of the uniformly dispersed pigment red, the activated carbon is added in the diazotization reaction of 2, 5-dichloroaniline for adsorption, so that the content of polychlorinated biphenyl in the pigment can be effectively reduced, and the environmental protection property of the pigment is improved.
Drawings
FIG. 1 is a flow chart of a method of preparing uniformly dispersed pigment Red in accordance with 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 will describe the specific embodiments of the present invention with reference to the accompanying drawings.
It is obvious that the drawings in the following description are only some examples of the invention, and it is obvious to a person skilled in the art that other drawings and other embodiments can be obtained from these drawings without inventive effort, and the invention is not limited to this example.
The specific embodiment of the invention is as follows:
preparing modified mica powder by using an isopropyl tri (dioctyl pyrophosphato acyloxy) titanate coupling agent:
ultrasonically dispersing mica powder for 15min, then weighing 50g of mica powder into a 500mL three-neck round-bottom flask, adding 100mL of water, stirring and dispersing at 50 ℃ for 30min, then adding 100mL of water dissolved with 3g of isopropyl tri (dioctyl pyrophosphato acyloxy) titanate, heating in a water bath, stirring, and refluxing for 30 min. And after the reaction is finished, carrying out suction filtration while the solution is hot, washing with water, drying a filter cake for 24 hours at 80 ℃, and finally sieving to obtain the modified mica powder.
The modified mica powder prepared in the above steps is used for preparing pigment red 2, and the specific embodiment is 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, adding ice water, and adjusting 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 to determine that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, and an excessive nitrite ions are indicated by an instantaneous blue color circle), adding 0.5g of sulfamic acid solution, stirring for 5 minutes to remove the excessive nitrite ions, 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 keeping the temperature at-3 ℃ to obtain a first diazonium salt solution;
s2, preparing a second diazonium salt solution, comprising 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%, adjusting the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 1g of sodium nitrite in 10g of water, adding the solution into a second diazonium salt reaction kettle, stirring for 60 minutes, determining that excessive nitrite ions exist, and controlling the temperature to be-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 naphthol AS into a coupling compound dissolving kettle, stirring for 15 minutes to form slurry, adding 40g of NaOH solution with the mass fraction of 25%, heating to 60 ℃, completely dissolving the naphthol AS, then adding 10g of modified mica powder, uniformly stirring, then adding ice water, cooling to 10 ℃, adding water to adjust the volume to 500 liters, adding the water into the second component of diazonium salt solution prepared in the step, and uniformly stirring to obtain a coupling solution;
s4, coupling reaction, comprising 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 grafted PE into a coupling reaction kettle, uniformly stirring, after dissolving, accelerating the stirring speed, pouring the coupling solution prepared in the above steps into a 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 above steps into the coupling reaction kettle within 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on a filter paper, the edge side of a ring is wetted by the filter paper, a red or purple colored tape does not appear by checking with an H acid solution, indicating that 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 deg.C, holding the temperature for 30min, cooling to 70 deg.C, adjusting pH to 2 with hydrochloric acid, stirring for 15min, filtering, washing with water, and drying at 80 deg.C to obtain pigment 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, adding ice water, and adjusting 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 to determine that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, and an excessive nitrite ion is indicated when a blue color circle appears instantly), then adding 1g of sulfamic acid solution, stirring for 5 minutes to remove the 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, comprising 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%, adjusting the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 2g of sodium nitrite in 15g of water, adding the solution into a second diazonium salt reaction kettle, stirring for 60 minutes to determine that excessive nitrite ions exist, and controlling the temperature to be-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 naphthol AS into a coupling compound dissolving kettle, stirring for 15 minutes to form slurry, adding 60g of NaOH solution with the mass fraction of 25%, heating to 70 ℃, completely dissolving the naphthol AS, then adding 15g of modified mica powder, uniformly stirring, then adding ice water, cooling to 20 ℃, adding water to adjust the volume to 600 liters, adding the water into the second component of diazonium salt solution prepared in the step, and uniformly stirring to obtain a coupling solution;
s4, coupling reaction, comprising 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 grafted PE into a coupling reaction kettle, uniformly stirring, after dissolving, accelerating the stirring speed, pouring the coupling solution prepared in the above steps into a 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 above steps into the coupling reaction kettle within 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on a filter paper, the edge side of a ring is wetted by the filter paper, a red or purple color band does not appear by checking with an H acid solution, indicating that 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 1.5 hours, adjusting the pH value in the coupling reaction kettle to 8 by using a NaOH solution with the mass fraction of 25%, heating to 75 deg.C, holding the temperature for 40min, cooling to 70 deg.C, adjusting pH to 3 with hydrochloric acid, stirring for 15min, filtering, washing with water, and drying at 80 deg.C to obtain pigment Red 2.
Comparative example 1
The preparation method of the pigment red 2 without adding the compatilizer 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, adding ice water, and adjusting 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 to determine that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, and an excessive nitrite ion is indicated when a blue color circle appears instantly), then adding 1g of sulfamic acid solution, stirring for 5 minutes to remove the 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, comprising 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%, adjusting the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 2g of sodium nitrite in 15g of water, adding the solution into a second diazonium salt reaction kettle, stirring for 60 minutes to determine that excessive nitrite ions exist, and controlling the temperature to be-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 naphthol AS into a coupling compound dissolving kettle, stirring for 15 minutes to form slurry, adding 60g of NaOH solution with the mass fraction of 25%, heating to 70 ℃, completely dissolving the naphthol AS, then adding 15g of modified mica powder, uniformly stirring, then adding ice water, cooling to 20 ℃, adding water to adjust the volume to 600 liters, adding the water into the second component of diazonium salt solution prepared in the step, and uniformly stirring to obtain a coupling solution;
s4, coupling reaction, comprising 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, uniformly stirring, after dissolving, accelerating the stirring speed, pouring the coupling solution prepared in the above step into a 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 above step into the coupling reaction kettle within 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on a filter paper, one side of the edge of a ring is wetted, an H acid solution is used for checking that no red or purple color band appears, indicating that no excessive diazonium salt exists), after stirring for 5 minutes, slowly adding the remaining 30% of the first diazonium salt solution into the coupling reaction kettle within 30 minutes, ensuring that no excessive diazonium salt exists, controlling the liquid temperature to be 45 ℃, continuously stirring for 1.5 hours, adjusting the pH value in the coupling reaction kettle to be 8 by using a solution with the mass fraction of 25% NaOH, heating to 75 ℃, keeping the temperature for 40 minutes, cooling to 70 deg.C, adjusting pH to 3 with hydrochloric acid, stirring for 15min, filtering, washing with water, and drying at 80 deg.C to obtain pigment Red 2.
Comparative example 2
The preparation method of the pigment red 2 without adding the 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, adding ice water, and adjusting 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 to determine that excessive nitrite ions exist (the solution is dripped on potassium iodide starch test paper, and an excessive nitrite ion is indicated when a blue color circle appears instantly), then adding 1g of sulfamic acid solution, stirring for 5 minutes to remove the 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, comprising 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%, adjusting the temperature to-3 ℃ by using ice water, and stirring for 30 minutes;
s22, dissolving 2g of sodium nitrite in 15g of water, adding the solution into a second diazonium salt reaction kettle, stirring for 60 minutes to determine that excessive nitrite ions exist, and controlling the temperature to be-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 naphthol AS into a coupling compound dissolving kettle, stirring for 15 minutes to form slurry, adding 60g of NaOH solution with the mass fraction of 25%, heating to 70 ℃, completely dissolving the naphthol AS, then adding ice water, cooling to 20 ℃, adding water, adjusting the volume to 600 liters, adding the solution into the second component of diazonium salt solution prepared in the step, and uniformly stirring to obtain a coupling solution;
s4, coupling reaction, comprising 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 grafted PE into a coupling reaction kettle, uniformly stirring, after dissolving, accelerating the stirring speed, pouring the coupling solution prepared in the above steps into a 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 above steps into the coupling reaction kettle within 35 minutes, determining that no excessive diazonium salt exists (the solution is dripped on a filter paper, the edge side of a ring is wetted by the filter paper, a red or purple color band does not appear by checking with an H acid solution, indicating that 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 1.5 hours, adjusting the pH value in the coupling reaction kettle to 8 by using a NaOH solution with the mass fraction of 25%, heating to 75 deg.C, holding the temperature for 40min, cooling to 70 deg.C, adjusting pH to 3 with hydrochloric acid, stirring for 15min, filtering, washing with water, and drying at 80 deg.C to obtain pigment Red 2.
The pigment Red 2 obtained in examples 1-2 and comparative examples 1-2 were subjected to physical property tests to obtain data shown in Table 1 below:
the results in table 1 show that the addition of the modified mica powder can improve the glossiness and tinting strength of the pigment surface layer, and the addition of the compatibilizer can improve the dispersibility of the pigment, so that the pigment system is more uniformly mixed, and the surface is smoother. This is probably because the compatibilizer maleic anhydride grafted grade PE is compatible with the naphthol AS in the coupling system and compatible with the incompatible diazotized 2.5-dichloroaniline by chemical reaction, so that the naphthol AS and the diazotized 2.5-dichloroaniline react and combine to make the coupling system disperse more uniformly. The pigment system is more uniform, so that the surface performance of the pigment is better.
The above-described aspects may be implemented individually or in various combinations, and such variations are within the scope of the present invention.
It is noted that, herein, relational terms such as first and second, and the like may be 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. Also, 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 an …" does not exclude the presence of other identical elements in a process, method, article, or apparatus that comprises the element.
The foregoing is a further detailed description of the invention in connection with specific preferred embodiments and it is not intended to limit the invention to the specific embodiments described. For those skilled in the art to which the invention pertains, several simple deductions or substitutions can be made without departing from the spirit of the invention, and all shall be considered as belonging to the protection scope of the invention.
Claims (10)
1. A preparation method of uniformly dispersed pigment red is characterized by comprising the following steps:
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, adding the solution into a first diazonium salt reaction kettle, adding 0.5-1 part of sulfamic acid solution and 1-2 parts of activated carbon, filtering, adding ice blocks and water to adjust the volume of the solution to 1000-1200 liters, and obtaining a first diazonium salt solution;
s2, preparing a second diazonium salt solution, comprising 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, dissolving 1-2 parts of sodium nitrite in 10-15 parts of water, adding the solution into a second diazonium salt reaction kettle, and uniformly stirring to obtain a second diazonium salt solution;
s3, preparing a coupling solution, which comprises the following steps in parts by weight:
adding 400 parts of 200-plus-one water and 30-50 parts of naphthol AS into a coupling compound dissolving kettle, stirring to form slurry, adding 40-60 parts of NaOH solution, heating to 60-70 ℃, adding 10-15 parts of modified mica powder, uniformly stirring, adding ice water, cooling to 10-20 ℃, adding water to adjust the volume to 500-plus-one 600 liters, adding the second component of diazonium salt solution prepared in the step, and uniformly stirring to obtain a coupling solution;
s4, coupling reaction, comprising the following steps in parts by weight:
adding 400 parts of 200-15 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 step and the first diazonium 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.
2. The method of claim 1, wherein the modified mica powder prepared in step S3 is prepared by the following steps: dissolving a silane coupling agent in water to obtain a solution, ultrasonically dispersing mica powder for 15min, adding the mica powder into the solution, uniformly stirring, performing suction filtration after the reaction is finished, drying, and sieving to obtain the modified mica powder.
3. The method for preparing uniformly dispersed pigment red according to claim 2, wherein the mass ratio of the silane coupling agent, the water and the mica powder is (2-6): 400: 100.
4. the method of claim 1, wherein the compatibilizer in step S4 is maleic anhydride grafted compatibilizer.
5. The method of claim 1, wherein the hydrochloric acid is present in an amount of 20-40% by weight in step S11.
6. The method of claim 1, wherein the stirring of step S11 is performed for 4-16 hours, and ice is added to adjust the temperature to-5-5 ℃.
7. The method of claim 1, wherein the temperature of the first diazonium salt reaction vessel after the addition of the ice and water in step S12 is-5 to-3 ℃.
8. The method of claim 1, wherein the organic pigment intermediate in step S21 is at least one of 2B acid or 4B acid.
9. The method of claim 1, wherein the temperature of the mixture is adjusted to-3-3 ℃ with ice water after the mixture is stirred uniformly in step S21.
10. The method of claim 1, wherein the NaOH solution is present in an amount of 25-30 wt% in step S3.
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