CN106009769A - Reactive orange and synthesis method thereof - Google Patents
Reactive orange and synthesis method thereof Download PDFInfo
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- CN106009769A CN106009769A CN201610331186.8A CN201610331186A CN106009769A CN 106009769 A CN106009769 A CN 106009769A CN 201610331186 A CN201610331186 A CN 201610331186A CN 106009769 A CN106009769 A CN 106009769A
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- reactive orange
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- INOIOAWTVPHTCJ-UHFFFAOYSA-N 6-acetamido-4-hydroxy-3-[[4-(2-sulfooxyethylsulfonyl)phenyl]diazenyl]naphthalene-2-sulfonic acid Chemical compound CC(=O)NC1=CC=C2C=C(C(N=NC3=CC=C(C=C3)S(=O)(=O)CCOS(O)(=O)=O)=C(O)C2=C1)S(O)(=O)=O INOIOAWTVPHTCJ-UHFFFAOYSA-N 0.000 title claims abstract description 41
- 238000001308 synthesis method Methods 0.000 title abstract 2
- 239000000126 substance Substances 0.000 claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 238000003756 stirring Methods 0.000 claims description 25
- ZCNCWYFISJTFHB-UHFFFAOYSA-N 4-hydroxy-7-(methylamino)naphthalene-2-sulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(NC)=CC=C21 ZCNCWYFISJTFHB-UHFFFAOYSA-N 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 238000010189 synthetic method Methods 0.000 claims description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 claims description 10
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 claims description 8
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 8
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 8
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 8
- 230000033228 biological regulation Effects 0.000 claims description 8
- 238000001514 detection method Methods 0.000 claims description 8
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 8
- 239000000376 reactant Substances 0.000 claims description 7
- 238000000108 ultra-filtration Methods 0.000 claims description 7
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 239000012065 filter cake Substances 0.000 claims description 6
- 239000012528 membrane Substances 0.000 claims description 6
- 238000001471 micro-filtration Methods 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000006166 lysate Substances 0.000 claims description 4
- 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 4
- 239000001103 potassium chloride Substances 0.000 claims description 4
- 235000011164 potassium chloride Nutrition 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 238000005185 salting out Methods 0.000 claims description 4
- 235000010288 sodium nitrite Nutrition 0.000 claims description 4
- 238000010792 warming Methods 0.000 claims description 4
- YAIKCRUPEVOINQ-UHFFFAOYSA-N 2-aminonaphthalene-1,5-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC2=C(S(O)(=O)=O)C(N)=CC=C21 YAIKCRUPEVOINQ-UHFFFAOYSA-N 0.000 claims description 3
- ZUQOBHTUMCEQBG-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 ZUQOBHTUMCEQBG-UHFFFAOYSA-N 0.000 claims description 3
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 3
- 238000009413 insulation Methods 0.000 claims description 3
- 239000000919 ceramic Substances 0.000 claims description 2
- 239000012141 concentrate Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000012466 permeate Substances 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 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 claims description 2
- 239000005457 ice water Substances 0.000 claims 1
- 150000002829 nitrogen Chemical class 0.000 claims 1
- 239000007787 solid Substances 0.000 abstract description 5
- 230000014759 maintenance of location Effects 0.000 abstract description 4
- 239000013078 crystal Substances 0.000 abstract description 2
- 239000002932 luster Substances 0.000 abstract description 2
- 238000003889 chemical engineering Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 11
- 238000001728 nano-filtration Methods 0.000 description 6
- 238000004090 dissolution Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 0 C*(C(*C*(C)=C)=*)c1cc(C=C([C@](C2OC)*=*c(cc3)c(*)c4c3c(*)ccc4)NC)c2cc1 Chemical compound C*(C(*C*(C)=C)=*)c1cc(C=C([C@](C2OC)*=*c(cc3)c(*)c4c3c(*)ccc4)NC)c2cc1 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- IHVXOVVDYSKGMH-UHFFFAOYSA-K trisodium 2-[[6-[(4-amino-6-chloro-1,3,5-triazin-2-yl)-methylamino]-1-hydroxy-3-sulfonatonaphthalen-2-yl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].CN(c1ccc2c(O)c(N=Nc3ccc4c(cccc4c3S([O-])(=O)=O)S([O-])(=O)=O)c(cc2c1)S([O-])(=O)=O)c1nc(N)nc(Cl)n1 IHVXOVVDYSKGMH-UHFFFAOYSA-K 0.000 description 2
- SUDBRAWXUGTELR-HPFNVAMJSA-N 5-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1h-pyrimidine-2,4-dione Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OCC1=CNC(=O)NC1=O SUDBRAWXUGTELR-HPFNVAMJSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003839 salts Chemical class 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
- C09B62/08—Azo dyes
- C09B62/085—Monoazo dyes
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention relates to the technical field of chemical engineering, in particular to reactive orange. The chemical structural formula of the reactive orange is shown in the specification, wherein n is equal to 2 or 3; -R is shown in the specification. The invention further discloses a synthesis method of the reactive orange. The reactive orange has excellent color and luster and high solubility; furthermore, compared with reactive orange in the prior art, the reactive orange has the advantages that after a solution prepared from the reactive orange is contacted with air for a long time, solid crystal substances are not produced on a contact surface of the solution and air, so that the reactive orange has good moisture retention performance and good use stability.
Description
Technical field
The present invention relates to chemical technology field, be specifically related to a kind of reactive orange and synthetic method thereof.
Background technology
Reactive orange is a kind of organic dyestuff, and the model of reactive orange is various in the market, such as reactive orange 5,12,13,99 etc.,
Wherein, REACTIVE ORANGE 13 is conventional ink-jet dye, and it has bright in color light, the dissolubility advantage such as preferably, but applies in reality
Shi Faxian, the reactive orange moisture retention of this model is general, is easily dried to powder with air contact surfaces, thus equipment when causing ink-jet
Shower nozzle be susceptible to clogging.Therefore, on the basis of ensureing colorant dissolubility and color, the moisturizing of product how is improved
Property, this is extremely important for the normal use of ink-jet apparatus.
Summary of the invention
It is an object of the invention to provide that a kind of color and luster is good, the good reactive orange of dissolubility and synthetic method thereof, use this reactive orange
The ink ejection stability of preparation is strong and moisture retention is good.
For achieving the above object, the technical solution used in the present invention is: a kind of reactive orange, and its chemical structural formula is as follows:
Wherein, n is equal to 2 or 3；
-R be
A kind of synthetic method of reactive orange described above, its step is as follows:
A) N-methyl J acid dissolves: add N-methyl J acid, water in stirring container I and the NaOH that concentration is 25-35wt% is molten
Liquid, mixed dissolution, obtain N-methyl J acid dissolved solution for later use；
B) contracting: add Cyanuric Chloride and frozen water in stirring container II, mix 20-40min, add N-methyl J acid lysate,
Regulation pH is 6-7, and reaction 3-4h to N-methyl J acid is wholly absent, and i.e. arrives reaction end；
C) diazotising: add Sulpho Tobias Acid or K acid in stirring container III, add the salt that concentration is 25-35wt% the most again
Acid, frozen water, react 25-35min, add sodium nitrite, reacts 1-2h under the conditions of 10-15 DEG C, and amino disappears, adds sulfamic acid,
Obtain diazol standby；
D) coupling: being added to stir in container III by the reactant in stirring container II, regulation pH is 7-8, stirring reaction 2-
4h is wholly absent to diazol therein, continues reaction 1h, obtains a contracting azo；
E) two contracting: add diglycolamine or ethanolamine or morpholine in stirring container III, add soda, be warming up to 35-40 DEG C, protect
Temperature reaction 2-4h is wholly absent to a contracting azo therein, adds salting-out agents and saltouts, filters, filter cake is dissolved in deionized water
In, cross film, concentrate, be dried, to obtain final product；
In step a-e, the mass parts of each raw material is shown in Table 1:
Table 1
After testing, the dissolubility of the REACTIVE ORANGE 13 of prior art is 250g/l, the aqueous solution of its configuration and air contact surfaces,
After 1-2 days, contact surface has substantially crystallization；And by comparison, the dissolubility of reactive orange disclosed by the invention is more than 400g/l, it is joined
The aqueous solution put is placed in air ambient one week, and it solid crystal thing does not occurs with the contact surface of air contact yet, therefore has
Good moisture retention, stability in use is good.
Concrete, in step a, the concentration of NaOH solution is 30wt%；In step c, the concentration of hydrochloric acid is 30wt%.
Preferably, in step a-e, the mass parts of each raw material is shown in Table 2:
Table 2
It addition, the salting-out agents in step e are potassium chloride or sodium chloride；Described step b is to use HPLC detection to judge N-first
Whether base J acid is wholly absent, the most then arrive reaction end；Step b is to use HPLC detection to judge that N-methyl J acid is the most complete
Disappear, the most then arrive reaction end；Described step e is to use TLC to analyze detection to judge whether a contracting azo disappears, if so,
Then arrive reaction end；Described step d is to use the detection of H-acid indicator to judge whether diazol is wholly absent, the most then arrive reaction
Terminal.Because using in above method detection testing sample whether there is N-methyl J acid or diazol belongs to known to chemical field
Method, therefore applicant no longer does too much explanation herein.Reactant and product can be separated it addition, TLC analyzes, as long as observing not
It is reacted to terminal, specifically, it is simply that the contracting azo in step e is reactant, by step e to reactant just explanation
Reaction until its disappear explanation arrive reaction end.
Further, in stirred reactor I, II, III, the mixing speed of stirring paddle is 60-80rpm, by stirring mainly
In order to ensure the complete of material dissolution and correlated response.
Concrete, described step e is the filter cake after filtering of saltouing, and with deionized water dissolving, is then 50-by aperture
The ceramic membrane of 100 μm carries out microfiltration, by the ultrafilter membrane that aperture is 20-40 μm, microfiltration permeate is carried out ultrafiltration, then uses hole
It is 25% that ultrafiltration concentration liquid is concentrated into solid content less than the NF membrane of 2 μm by footpath, then is dried to powder, is certainly concentrated by ultrafiltration
Liquid can also directly be configured to reactive orange ink after concentrating.
Detailed description of the invention
Technical scheme disclosed by the invention is further described by 1-6 by the following examples:
Embodiment 1:
A) N-methyl J acid dissolves: add 25.3gN-methyl J acid, 220ml water and 8.3g in the 500ml beaker with stirring
Concentration is the NaOH solution of 35wt%, mixed dissolution, obtains N-methyl J acid dissolved solution for later use；
B) contracting: add 18.5g Cyanuric Chloride and 80g frozen water in the 1000ml beaker with stirring, mixes 30min, adds
N-methyl J acid lysate, regulation pH is 6-7, and reaction 4h to N-methyl J acid is wholly absent；
C) diazotising: adding 30.3g Sulpho Tobias Acid in the 1000ml beaker with stirring, adding 15ml concentration the most again is
The hydrochloric acid of 30wt%, 85ml frozen water, react 30min, add 6.9g sodium nitrite, reacts 60min, add under the conditions of 10-15 DEG C
0.2g sulfamic acid, obtains diazol standby；
D) coupling: be added in the beaker of step c by the reactant in the beaker of step b, regulation pH is 7-8, stirring reaction
It is wholly absent to diazol therein, continues reaction 60min, obtain a contracting azo；
E) two contracting: adding 10.5g diglycolamine, 5g soda in the beaker of step d, be warming up to 40 DEG C, insulation reaction 2h is extremely
A contracting azo therein is wholly absent, and adds 200g potassium chloride and saltouts, and filters, is dissolved in deionized water by filter cake, then depends on
Secondary carry out microfiltration, ultrafiltration and nanofiltration process, last solid content be 25% nanofiltration concentrated solution be dried, obtain reactive orange powder, or
Nanofiltration concentrated solution is directly configured to reactive orange ink by person.The structural formula I of the reactive orange that this embodiment prepares is:
Embodiment 2:
10.5g diglycolamine in embodiment 1 is replaced to 6.2g ethanolamine, and other condition is constant, prepared by this embodiment
The formula II of the reactive orange obtained is:
Embodiment 3:
10.5g diglycolamine in embodiment 1 is replaced to 8.7g morpholine, and other condition is constant, and this embodiment is prepared into
To the structure formula III of reactive orange be:
Embodiment 4:
A) N-methyl J acid dissolves: add 26gN-methyl J acid, 250ml water and 9g concentration in the 500ml beaker with stirring
For the NaOH solution of 30wt%, mixed dissolution, obtain N-methyl J acid dissolved solution for later use；
B) contracting: add 19g Cyanuric Chloride and 85g frozen water in the 1000ml beaker with stirring, mixes 40min, adds N-
Methyl J acid lysate, regulation pH is 6-7, and reaction 4h to N-methyl J acid is wholly absent；
C) diazotising: adding the K acid of 37g in the 1000ml beaker with stirring, adding 15ml concentration the most again is 30wt%
Hydrochloric acid, 90ml frozen water, react 25min, add 6g sodium nitrite, under the conditions of 10-15 DEG C react 2h, add 0.1g sulfamic acid,
Obtain diazol standby；
D) coupling: be added in the beaker of step c by the reactant in the beaker of step b, regulation pH is 7-8, stirring reaction
4h is wholly absent to diazol therein, continues reaction 50min；
E) two contracting: adding 11g diglycolamine, 6g soda in the beaker of step d, be warming up to 35 DEG C, insulation reaction 2h is to it
In a contracting azo be wholly absent, add 200g potassium chloride and saltout, filter, filter cake is dissolved in deionized water, the most successively
Carry out microfiltration, ultrafiltration and nanofiltration process, last solid content be 25% nanofiltration concentrated solution be dried, obtain reactive orange powder, or
Nanofiltration concentrated solution is directly configured to reactive orange ink.The structural formula I of the reactive orange that this embodiment prepares is:
Embodiment 5:
10.5g diglycolamine in embodiment 4 is replaced to 6.2g ethanolamine, and other condition is constant, prepared by this embodiment
The structural formula V of the reactive orange obtained is:
Embodiment 6:
10.5g diglycolamine in embodiment 4 is replaced to 8.7g morpholine, and other condition is constant, and this embodiment is prepared into
To the structural formula VI of reactive orange be:
Claims (10)
1. a reactive orange, its chemical structural formula is as follows:
Wherein, n is equal to 2 or 3；
-R be
2. a synthetic method for reactive orange as claimed in claim 1, its step is as follows:
A) N-methyl J acid dissolves: adding N-methyl J acid, water and concentration in stirring container I is the NaOH solution of 25-35wt%, mixed
Close and dissolve, obtain N-methyl J acid dissolved solution for later use；
B) contracting: add Cyanuric Chloride and frozen water in stirring container II, pull an oar 20-40min, adds N-methyl J acid lysate, regulation
PH is 6-7, and reaction 3-4h to N-methyl J acid is wholly absent, and i.e. arrives reaction end；
C) diazotising: adding Sulpho Tobias Acid or K acid in stirring container III, adding concentration the most again is the hydrochloric acid of 25-35wt%, ice
Water, reacts 25-35min, adds sodium nitrite, reacts 1-2h, is reacted to terminal, adds sulfamic acid, obtain weight under the conditions of 10-15 DEG C
Nitrogen salt is standby；
D) coupling: being added to stir in container III by the reactant in stirring container II, regulation pH is 7-8, stirring reaction 3-4h is extremely
Diazol therein is wholly absent, and continues reaction 1h, obtains a contracting azo；
E) two contracting: adding diglycolamine or ethanolamine or morpholine in stirring container III, add soda, be warming up to 35-40 DEG C, insulation is anti-
Answer 2-4h to be wholly absent to a contracting azo therein, add salting-out agents and saltout, filter, filter cake is dissolved in deionized water, mistake
Film, concentrates, and is dried, to obtain final product；
In step a-e, the mass parts of each raw material is shown in Table 1:
Table 1
The synthetic method of reactive orange the most according to claim 2, it is characterised in that: in step a, the concentration of NaOH solution is
30wt%；In step c, the concentration of hydrochloric acid is 30wt%.
The synthetic method of reactive orange the most according to claim 3, it is characterised in that: the mass parts of each raw material in step a-e
It is shown in Table 2:
Table 2
The synthetic method of reactive orange the most according to claim 4, it is characterised in that: the salting-out agents in step e are potassium chloride
Or sodium chloride.
The synthetic method of reactive orange the most according to claim 5, it is characterised in that: described step b is to use HPLC detection
Judge whether N-methyl J acid is wholly absent, the most then arrive reaction end；Described step e is to use TLC to analyze detection judgement one
Whether contracting azo disappears, the most then arrive reaction end.
The synthetic method of reactive orange the most according to claim 6, it is characterised in that: described step d is to use H-acid indicator
Detection judges whether diazol is wholly absent, the most then arrive reaction end.
8. according to the synthetic method of the reactive orange described in claim 4 or 5 or 6 or 7, it is characterised in that: stirred reactor I, II,
In III, the mixing speed of stirring paddle is 60-80rpm.
The synthetic method of reactive orange the most according to claim 8, it is characterised in that: the frozen water in step b and c is that temperature is
The water of 0 DEG C.
The synthetic method of reactive orange the most according to claim 9, it is characterised in that: described step e is by after filtration of saltouing
Filter cake, with deionized water dissolving, then carry out microfiltration by the ceramic membrane that aperture is 50-100 μm, microfiltration permeate passed through
Aperture is that the ultrafilter membrane of 20-40 μm carries out ultrafiltration, is then concentrated into by ultrafiltration concentration liquid less than the NF membrane of 2 μm with aperture and admittedly contains
Amount is 25%, then is dried to powder.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201610331186.8A CN106009769A (en) | 2016-05-17 | 2016-05-17 | Reactive orange and synthesis method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610331186.8A CN106009769A (en) | 2016-05-17 | 2016-05-17 | Reactive orange and synthesis method thereof |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS626989A (en) * | 1985-06-28 | 1987-01-13 | 日本化薬株式会社 | Mono-bath dyeing of blended spun fiber |
| CN1109899A (en) * | 1994-02-11 | 1995-10-11 | 赫彻斯特股份公司 | Water resolvable zao compound, preparation of same and application as dye |
| US5459245A (en) * | 1992-02-27 | 1995-10-17 | Bayer Aktiengesellschaft | Fluorotriazine containing naphthylazonaphthyl monoazo reactive dyes |
| JP2005042028A (en) * | 2003-07-23 | 2005-02-17 | Nippon Kayaku Co Ltd | Water-soluble monoazo compound, water-based orange ink composition containing the same and colored matter produced by using the same |
| CN1671799A (en) * | 2002-07-26 | 2005-09-21 | 西巴特殊化学品控股有限公司 | Anionic monoazo dyes |
-
2016
- 2016-05-17 CN CN201610331186.8A patent/CN106009769A/en active Pending
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS626989A (en) * | 1985-06-28 | 1987-01-13 | 日本化薬株式会社 | Mono-bath dyeing of blended spun fiber |
| US5459245A (en) * | 1992-02-27 | 1995-10-17 | Bayer Aktiengesellschaft | Fluorotriazine containing naphthylazonaphthyl monoazo reactive dyes |
| CN1109899A (en) * | 1994-02-11 | 1995-10-11 | 赫彻斯特股份公司 | Water resolvable zao compound, preparation of same and application as dye |
| CN1671799A (en) * | 2002-07-26 | 2005-09-21 | 西巴特殊化学品控股有限公司 | Anionic monoazo dyes |
| JP2005042028A (en) * | 2003-07-23 | 2005-02-17 | Nippon Kayaku Co Ltd | Water-soluble monoazo compound, water-based orange ink composition containing the same and colored matter produced by using the same |
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