CN107345081A - Fur recyclable dyeing phloxine compound and its synthesis and application process - Google Patents
Fur recyclable dyeing phloxine compound and its synthesis and application process Download PDFInfo
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- CN107345081A CN107345081A CN201710605235.7A CN201710605235A CN107345081A CN 107345081 A CN107345081 A CN 107345081A CN 201710605235 A CN201710605235 A CN 201710605235A CN 107345081 A CN107345081 A CN 107345081A
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- compound
- chloro
- fur
- phenetidines
- dyeing
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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
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/16—Naphthol-sulfonic acids
-
- 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
- C09B67/0073—Preparations of acid or reactive dyes in liquid form
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/39—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using acid dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/30—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts
- D06P3/3008—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts using acid dyes
- D06P3/3016—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts using acid dyes using monazo acid dyes
Abstract
The invention provides a kind of fur recyclable dyeing phloxine compound and its synthesis and application process.The molecular formula of the dye composition is C18H15N2O5SCl, it is monoazo acid dyes.The relative molecular mass of the phloxine compound is 406, smaller, is especially suitable for fur dyeing.The inventive method is easy to operate, and condition is easily controllable, and running cost is low.24 kinds of fragrant amine structures of disabling, no sensitization are not contained with phloxine compound by the fur that this method synthesizes；Full color, every fastness properties are excellent；There is superior compatibility；Dye-uptake and clean absorption rate are high, and dyeing residual liquid is shallower, effect on environment very little, belong to environmentally friendly machine, the orchil can multiple dyeing cycle, and dyefastness is outstanding, while meeting consumer demand, a large amount of dyeing water resource used is also saved, realizes fur cleanly production.
Description
Technical field
The present invention relates to the processing technology field of animal fur, in particular to a kind of recyclable dyeing acid of fur
Property orchil compound and its synthesis and application process.
Background technology
Air and water are the necessary conditions of human survival, without ozone, do not have clean water resource, the mankind will walk
To destruction.Separately many compatriots are proud for the huge economic total volume of China, but few people pay close attention to the environment of yours at one's side, few people
Know whether the air that you breathe is pure, and whether the water that you drink is up to standard.
From 13 years till now, the quantity of haze sky is more and more, and people also begin to introspect while terrified haze, we
So sacrificialing environment it should go to create the economic data on that surfaceOur development causes so big destruction to environment,
Why we do not change alsoManufacturing enterprise begins to focus on energy-conservation, water saving.Starting to focus on the circulation of water resource in production makes
With, begin to use cleaning material product carry out skin processed with dyeing.
In recent years, material company and fur manufacturer had searched out the new method of energy-saving and water-saving, but with work
The change of skill and equipment, new requirement it is also proposed to the performance of material.For dyestuff, the clean rate of dyeing and dyestuff
Can sour change situation is directly connected to the dyestuff carry out dyeing cycle.
In view of this, it is special to propose the present invention.
The content of the invention
The first object of the present invention is to provide a kind of fur recyclable dyeing phloxine compound, described
Fur has dye uptake high with recyclable dyeing phloxine compound, and clean absorption rate is high, and compatibility is good, and full color etc. is excellent
Point；Described fur does not contain 24 kinds of aromatic hydrocarbon of European Union's disabling with recyclable dyeing phloxine compound simultaneously, is
One environmental protection type dye, it is very secure without sensitization, security by experiment, the dyestuff.
The second object of the present invention is to provide a kind of described fur with recyclable dyeing phloxine compound
Preparation method, this method is easy to operate, and condition is easily controllable, and running cost is low.
In order to realize the above-mentioned purpose of the present invention, spy uses following technical scheme：
A kind of compound being shown below：
Described compound dyes phloxine compound as fur with recyclable.
The synthetic method of described compound, it is characterised in that comprise the following steps：
(1) the chloro- 2- phenetidines diazo-reactions of 4-, the chloro- 2- phenetidines diazols of 4- are obtained
(2) with L sour (1- hydroxyl -8- naphthalene sulfonic acids) coupling reaction occurs for the chloro- 2- phenetidines diazols of the 4-, obtains
Formula (1) compound.
Preferably, the chloro- 2- phenetidines diazo-reactions of the 4-, specifically comprise the following steps：
A. add water, the chloro- 2- phenetidines of 4-, concentrated hydrochloric acid in a reservoir, be uniformly mixed, obtain mixed solution a；
B. water, natrium nitrosum are added in a reservoir, stirring and dissolving mixing is abundant, obtains sodium nitrite in aqueous solution；
C. sodium nitrite solution is added into mixed solution a, reaction obtains the chloro- 2- phenetidines diazols of 4-.
Preferably, the chloro- 2- phenetidines of the water, 4-, the mass ratio of concentrated hydrochloric acid are 200：(10-20)：(300-
500), preferred mass ratio is 200：(13-19)：(300-360), mass ratio still more preferably is 100:16.5:
330；The water, the mass ratio of natrium nitrosum are 30:(5-10), preferred mass ratio are 30：(6-9), still more preferably
Mass ratio be 30:7.34.
Preferably, temperature of charge is made to be maintained at 0-15 DEG C, preferred temperature is 8-12 DEG C, temperature still more preferably
For 8-10 DEG C, and sodium nitrite solution is added into mixed solution a, afterwards in 0-15 DEG C of temperature, preferred temperature is 5-12
DEG C, temperature still more preferably is to be incubated 1-3 hours at 5-10 DEG C, more preferably 1-2 hours, is still more preferably 1.5
Hour, reaction obtains the chloro- 2- phenetidines diazols of 4-.
Preferably, the coupling reaction comprises the following steps：
The preparation of a coupling components
23g-28gL acid is weighed in 1000ml beakers, adds 4g-6g sodium hydroxides, stirring and dissolving, if impurity, mistake
Filter is handled；It is furthermore preferred that the L acid is 23.5g；It is furthermore preferred that the sodium hydroxide is 4.2g；
B coupling reactions
The chloro- 2- phenetidines diazols of 4- are added in above-mentioned coupling component, temperature is controlled in 0-15 with ice-water bath
DEG C, pH is controlled after the completion of 7-9, charging, is stirred 3-6 hours, preferably 4-5 hours, more preferably 4 hours, is obtained formula
(1) compound.
Preferably, the temperature is 0-10 DEG C, more preferably 0-5 DEG C.
Preferably, in 8-9, preferred pH is 8-8.2 for the pH controls.
Preferably, after step (2), saltoutd successively, salt is washed, filtering refines, is dried, is crushed, collection product.
Compared with prior art, beneficial effects of the present invention are：
(1) fur provided by the present invention is with the molecular formula of recyclable dyeing phloxine compound molecule
C18H15N2O5SCl, it is monoazo acid dyes.The relative molecular mass of the phloxine compound is 406, smaller,
It is especially suitable for fur dyeing.
(2) the fur provided by the present invention molecular structure of recyclable dyeing phloxine compound has fine
Linearity, so having good compatibility.
(3) the recyclable dyeing phloxine compound of fur provided by the present invention, does not contain 24 kinds of disabling virtues
Fragrant amine structure, no sensitization；Full color, every fastness properties are excellent；There is superior compatibility；Dye-uptake and clean absorption rate
Height, dyeing residual liquid is shallower, effect on environment very little, belongs to environmentally friendly machine, enriches the species of pattern in fur dyeing field.
(3) the fur provided by the present invention synthetic method of recyclable dyeing phloxine compound, passes through 4-
The steps such as chloro- 2- phenetidines diazo-reaction, L acid coupling reactions, fur is obtained with recyclable dyeing phloxine
Compound, easy to operate, condition is easily controllable, and running cost is low.
Embodiment
Technical scheme is clearly and completely described below in conjunction with embodiment, but ability
Field technique personnel will be understood that following described embodiment is part of the embodiment of the present invention, rather than whole embodiments,
The present invention is merely to illustrate, and is not construed as limiting the scope of the present invention.Based on the embodiment in the present invention, the common skill in this area
The every other embodiment that art personnel are obtained under the premise of creative work is not made, belong to the model that the present invention protects
Enclose.Unreceipted actual conditions person in embodiment, the condition suggested according to normal condition or manufacturer are carried out.Agents useful for same or instrument
Unreceipted production firm person, it is the conventional products that can be obtained by commercially available purchase.
A kind of fur is as follows with recyclable dyeing phloxine compound, its structural formula：
Fur of the present invention is C with the molecular formula of recyclable dyeing phloxine compound molecule18H15N2O5SCl, it is
Monoazo acid dyes.Fur of the present invention is 406 with the relative molecular mass of recyclable dyeing phloxine compound, than
It is smaller, it is especially suitable for fur dyeing.Fur of the present invention has with the molecular structure of recyclable dyeing phloxine compound
Good linearity, so having good compatibility.The recyclable dyeing phloxine compound of fur of the present invention,
Its coupling component L acid, and then assign the fur of the present invention fabulous Exposure to Sunlight of recyclable dyeing phloxine compound molecule
Fastness.Fur of the present invention can form hydrogen with hydroxyl in key in recyclable dyeing phloxine compound and L acid molecules
Key and then the coloring intensity that the dye molecule can be increased.
Fur of the present invention does not contain 24 kinds of fragrant amine structures of disabling, no cause with recyclable dyeing phloxine compound
Quick property；Full color, every fastness properties are excellent；There is superior compatibility；Dye-uptake and clean absorption rate are high, and dyeing residual liquid is very
It is shallow, effect on environment very little, belong to environmentally friendly machine, be highly suitable as fur phloxine compound, enrich hair
The species of pattern in leather dyeing field.
Described compound meets the purposes with the acid red color environment-friendly dye of recyclable dyeing as fur.
A kind of synthetic method the invention provides above-mentioned fur with recyclable dyeing phloxine compound, bag
Include following steps：
(1) the chloro- 2- phenetidines diazo-reactions of 4-, 2- methyl 4- chloroaniline diazols are obtained
(2) with L sour (1- hydroxyl -8- naphthalene sulfonic acids) coupling reaction occurs for the chloro- 2- phenetidines diazols of the 4-, obtains
Formula (1) compound.
The present invention then with the step such as L acid coupling reactions, obtains fur coat by the chloro- 2- phenetidines diazo-reactions of 4-
The recyclable dyeing phloxine compound of skin, easy to operate, condition is easily controllable, and running cost is low.Pass through the present invention
The fur acid red dye of the recyclable dyeing of the fur that the synthetic method of recyclable dyeing phloxine compound synthesizes
Material compound does not contain 24 kinds of fragrant amine structures of disabling, no sensitization；Full color, every fastness properties are excellent；Have superior
Compatibility；Dye-uptake and clean absorption rate are high, and dyeing residual liquid is shallower, effect on environment very little, belongs to environmentally friendly machine.
Preferably, the chloro- 2- phenetidines diazo-reactions of the 4- comprise the following steps：
A. add water, the chloro- 2- phenetidines of 4-, concentrated hydrochloric acid in a reservoir, be uniformly mixed, obtain mixed solution a；
B. water, natrium nitrosum are added in a reservoir, stirring and dissolving mixing is abundant, obtains sodium nitrite in aqueous solution；
C. sodium nitrite solution is added into mixed solution a, reaction obtains the chloro- 2- phenetidines diazols of 4-；
Its reaction equation is as follows：
In this step, in order to improve the stability of reaction, the generation of accessory substance is reduced, for example, when concentrated hydrochloric acid deficiency,
The diazol 2- phenetidines coupling generation diazoamino compound chloro- with unreacted 4- being subsequently generated, the mistake can be caused
Journey is irreversible from coupling reaction, can cause the degradation of diazol, influence being normally carried out and reducing idol for coupling reaction
Close yield.
Preferably, the chloro- 2- phenetidines of the water, 4-, the mass ratio of concentrated hydrochloric acid are 100：(10-20)：(250-
400), preferably 100：(13-19)：(300-360), more preferably 100:16.5:330.
Preferably, HCl mass fraction is 20%-37%, preferably 25%-35% in the concentrated hydrochloric acid, further excellent
Elect 30% as.
It is completely dissolved in order that obtaining natrium nitrosum, the chloro- 2- phenetidines of 4- is carried out with mixed solution a preferably to realize
Diazo-reaction, it is preferable that the water, the mass ratio of natrium nitrosum are 30:(5-10), preferably 30：(6-9), it is further excellent
Elect 30 as:7.34.
Preferably, temperature of charge is made to be maintained at 5-15 DEG C (be preferably 8-12 DEG C, more preferably 8-10 DEG C), and to mixed
Close in solution a and be slowly added to sodium nitrite solution (30-60 is added within the second), afterwards 5-20 DEG C of temperature (be preferably 5-12 DEG C,
More preferably 5-10 DEG C) under be incubated 1-3 hours (be preferably 1-2 hours, more preferably 1.5 hours) and add amino afterwards
Sulfonic acid removes excessive nitrite sodium.
Specified temp and time, it is easy to being smoothed out for diazo-reaction, while is decomposed prevented also from the diazol of generation.
Moreover, in order to prevent the diazol of generation to be coupled (the chloro- 2- phenetidines of 4-), it is necessary to anti-to diazotising with unreacted arylamine
The rhythm answered carries out strict control, uses and is slowly added to sodium nitrite solution (slowly being added in the form of thread) so that weight
Nitrogen salt slowly generates.
The coupling reaction comprises the following steps：
The preparation of a coupling components
23g-28g (content folding hundred) L acid is weighed in 1000ml beakers, final preferably 23.5g (content folding hundred) L acid, is added
Enter 4g-6g sodium hydroxides, final preferably 4.2g sodium hydroxides, stirring and dissolving, if impurity, filtration treatment.
B coupling reactions
The chloro- 2- phenetidines diazols of 4- are added in above-mentioned coupling component, control temperature (ice-water bath temperature control) exists
0-15 DEG C, preferably 0-10 DEG C, more preferably 0-5 DEG C, pH are controlled in 7-9, preferably 8-9, more preferably 8-
8.2, after the completion of charging, 3-6 hours are stirred, preferably 4-5 hours, more preferably 4 hours, obtain formula (1) compound.
The chloro- 2- phenetidines diazols of 4- are added in conjugates, stirring reaction obtains formula (1) compound.
Coupling reaction equation is：
During coupling reaction, the chloro- 2- phenetidines diazols of 4- and the compound (i.e. L acid) containing reactive hydrogen atom
What is occurred substitutes the reaction of hydrogen atom with azo group.The reaction is the electrophilic substitution reaction of diazonium cation, no matter containing active hydrogen
The reactant (coupling component) of atom is aromatic series or aliphatic compound, as long as it has enough electron clouds, can all be occurred
Electrophilic substitution reaction.The higher carbon atom of electron cloud on diazol cation attack coupling component core during reaction, form middle produce
Thing, this is a step reversible reaction.The intermediate product loses rapidly a Hydrogen Proton, is irreversibly converted into azo-compound.
Similarly, in order to prevent due to reactant add it is too fast and caused by from the generation of coupling phenomenon, it is preferred to use it is appropriate
Charging rate.
Preferably, after the step (3), successively carry out neutralization reaction, saltout, salt is washed, filtering refines, is dried, is crushed, receipts
Collect product.
Preferably, gained formula (1) compound carries out neutralization reaction with alkali lye.
Preferably, the alkali lye mass fraction be 20%-40% (be preferably 25%-35%, more preferably 30%),
With alkali lye adjustment pH to 7-9 (being preferably 8-9, more preferably 8-8.2), it is sufficiently stirred, it is 5-20 DEG C to control neutral temperature
(being preferably 10-20 DEG C, more preferably 10-15 DEG C).The alkali lye is preferably the NaOH aqueous solution.
Preferably, after neutralization reaction terminates, salt is added to be saltoutd.More preferably saltoutd using salt.
Preferably, the product that will saltout is cleaned with the aqueous solution of salt, and filtering is refined.The aqueous solution of more preferably edible salt
Salt is carried out to wash.
Preferably, filtering refined products are subjected to dries pulverizing.
Preferably, by filtering refined products at 50-150 DEG C (more preferably 60-120 DEG C, be still more preferably 80 DEG C)
Drying, is crushed after drying.
From specific drying temperature, to prevent the structural behaviour to product from having an impact.
Embodiment 1
A kind of fur synthetic method of the phloxine compound of recyclable dyeing, comprises the following steps：
(1) diazo-reaction：
Add water 100mL in 500mL beaker, add the chloro- 2- phenetidines 16.5g of 4-, add 30% concentrated hydrochloric acid
330g, quick stirring, makes material uniform.
In 80mL beaker plus water 40mL, addition natrium nitrosum 7.34g, stirring are allowed to whole dissolvings.
Trash ice is added into above-mentioned 500mL beaker, temperature of charge is maintained at 8-10 DEG C, nitrous is then added with thread
Acid sodium solution (30-60 is added within the second), sulfamic acid is added after being incubated 1.5 hours at a temperature of 5-10 DEG C and removes excessive nitrous
Sour sodium.
(2) prepared by coupling component：
23g (content folding hundred) L acid is weighed in 2000ml beakers, 23.5g (content folding hundred) L acid is weighed, adds 4.2g hydrogen
Sodium oxide molybdena, stirring and dissolving, if impurity, filtration treatment.
(3) it is coupled：
The chloro- 2- phenetidines diazol threads of 4- are added in coupling component, control temperature is at 0-5 DEG C, charging
Between 10-15min, pH is 8.2 or so.After charging, stir 4 hours.
(4) saltout：
After neutralization terminates, add 150g salt and dyestuff is separated out, continue to stir 15min.
(5) filtering is refined：
With filtered on buchner funnel, filtration product is poured into the beaker containing the saline solution that 800mL mass fractions are 15%,
40min is stirred, continues that dyestuff is collected by filtration.
(6) dries pulverizing：
Dyestuff is dried under the conditions of 80-120 DEG C, crushed after drying, obtains a kind of acidity of fur with recyclable dyeing
Orchil compound.
Embodiment 2
A kind of fur synthetic method of the phloxine compound of recyclable dyeing, comprises the following steps：
(1) diazo-reaction：
In 500mL beaker plus water 100mL, the addition chloro- 2- phenetidines 10g of 4-, addition mass fraction are 20%
Concentrated hydrochloric acid 280g, quick stirring, make material uniform.
In 80mL beaker plus water 35mL, addition natrium nitrosum 6g, stirring are allowed to whole dissolvings.
Trash ice is added into above-mentioned 500mL beaker, temperature of charge is maintained at 5-8 DEG C, nitrous is then added with thread
Acid sodium solution (30-60 is added within the second), sulfamic acid is added after being incubated 1 hour at a temperature of 5-12 DEG C and removes excessive nitrite
Sodium.
(2) prepared by coupling component：
23g (content folding hundred) L acid is weighed in 2000ml beakers, 25g (content folding hundred) L acid is weighed, adds 4.4g hydrogen-oxygens
Change sodium, stirring and dissolving, if impurity, filtration treatment.
(3) it is coupled：
The chloro- 2- phenetidines diazol threads of 4- are added in coupling component, control temperature is at 0-5 DEG C, charging
Between 10-15min, pH is 8.5 or so.After charging, stir 3 hours.
(4) saltout：
After neutralization terminates, add 150g salt and dyestuff is separated out, continue to stir 15min.
(5) filtering is refined：
With filtered on buchner funnel, filtration product is poured into the beaker containing the saline solution that 800mL mass fractions are 15%,
40min is stirred, continues that dyestuff is collected by filtration.
(6) dries pulverizing：
Dyestuff is dried under the conditions of 50-80 DEG C, crushed after drying, obtains a kind of acid red of fur with recyclable dyeing
Color dye composition.
Embodiment 3
A kind of fur synthetic method of the phloxine compound of recyclable dyeing, comprises the following steps：
(1) diazo-reaction：
In 500mL beaker plus water 100mL, the addition chloro- 2- phenetidines 20g of 4-, addition mass fraction are 37%
Concentrated hydrochloric acid 450g, quick stirring, make material uniform.
In 80mL beaker plus water 30mL, addition natrium nitrosum 12g, stirring are allowed to whole dissolvings.
Trash ice is added into above-mentioned 500mL beaker, temperature of charge is maintained at 12-15 DEG C, is then added with thread sub-
Sodium nitrate solution (30-60 is added within the second), sulfamic acid is added after being incubated 3 hours at a temperature of 12-15 DEG C and removes excessive Asia
Sodium nitrate.
(2) prepared by coupling component：
28g (content folding hundred) L acid is weighed in 2000ml beakers, 31g (content folding hundred) L acid is weighed, adds 4.6g hydrogen-oxygens
Change sodium, stirring and dissolving, if impurity, filtration treatment.
(3) it is coupled：
The chloro- 2- phenetidines diazol threads of 4- are added in coupling component, control temperature is at 10-15 DEG C, charging
Time 5-10min, pH is 9 or so.After charging, stir 6 hours
(4) saltout：
Adding 150g salt causes dyestuff to separate out, and continues to stir 15min.
(5) filtering is refined：
With filtered on buchner funnel, filtration product is poured into the beaker containing the saline solution that 800mL mass fractions are 15%,
40min is stirred, continues that dyestuff is collected by filtration.
(6) dries pulverizing：
Dyestuff is dried under the conditions of 120-150 DEG C, crushed after drying, obtains a kind of acidity of fur with recyclable dyeing
Orchil compound.
Experimental example
To the phloxine compound of recyclable dyeing of fur made of the synthetic method in the present embodiment 1-3
Performance test, specifically, the fur that the various embodiments described above are provided with the phloxine compound of recyclable dyeing according to
Following dyeing carries out Coloration experiment, and verifies that it has excellent dyeability by detecting property indices
Energy.
(1) circulating dyeing process
Temperature：68 DEG C, liquor ratio：20；
Levelling agent LK：0.3~0.5mL/L, 15min；
Uncommon power series acid dyes：X g/L, 45min；
Formic acid：0.5mL/L, 45min；
Formic acid：0.5mL/L, 60min；
Go out skin, dry, dry.
(2) dyeing cycle, dye bath recycle number up to more than ten times, and each dyestuff additional amount passes through transmission for 99.5%
To determine.
Ten dyeing hides disclosure satisfy that production requirement, fastness is without influence almost without aberration.
(3) result：The hide that this experiment uses is family's rabbit, is synthesized by above-mentioned technique using embodiment 1-3 method
Fur dyed with the phloxine compound of recyclable dyeing, it is found that dyeing is full, color is gorgeous, and dermatotome is painted very
It is shallow.Meanwhile after dyeing terminates, raffinate is very clear, clean absorption rate is high, belongs to cleaning type dye.
In addition, table 1 also list the phloxine of the recyclable dyeing of fur of various embodiments of the present invention offer
The properties test data of compound, design parameter reference table 1.
The properties test data for the compound that the embodiment 1-3 of table 1 is provided
Test result indicates that dye composition provided herein has good dyeability, can suitable for fur
Dyeing cycle.
Although illustrate and describing the present invention with specific embodiment, but it will be appreciated that various embodiments above is only used
To illustrate technical scheme, rather than its limitations；It will be understood by those within the art that：Without departing substantially from this hair
In the case of bright spirit and scope, the technical scheme described in foregoing embodiments can be modified, or to wherein
Some or all of technical characteristic carries out equivalent substitution；And these are changed or are replaced, the essence of appropriate technical solution is not made
Depart from the scope of various embodiments of the present invention technical scheme；It is, therefore, intended that include belonging to the present invention in the following claims
In the range of all these substitutions and modifications.
Claims (10)
- A kind of 1. compound being shown below：
- 2. compound according to claim 1 dyes phloxine compound as fur with recyclable.
- 3. the synthetic method of compound according to claim 1, it is characterised in that comprise the following steps：(1) the chloro- 2- phenetidines diazo-reactions of 4-, the chloro- 2- phenetidines diazols of 4- are obtained(2) with L sour (1- hydroxyl -8- naphthalene sulfonic acids) coupling reaction occurs for the chloro- 2- phenetidines diazols of the 4-, obtains formula (1) compound.
- 4. the synthetic method of compound according to claim 3, it is characterised in that the chloro- 2- phenetidines weights of 4- Nitridation reaction, specifically comprise the following steps：A. add water, the chloro- 2- phenetidines of 4-, concentrated hydrochloric acid in a reservoir, be uniformly mixed, obtain mixed solution a；B. water, natrium nitrosum are added in a reservoir, stirring and dissolving mixing is abundant, obtains sodium nitrite in aqueous solution；C. sodium nitrite solution is added into mixed solution a, reaction obtains the chloro- 2- phenetidines diazols of 4-.
- 5. the synthetic method of compound according to claim 4, it is characterised in that the chloro- 2- aminobenzenes second of the water, 4- Ether, the mass ratio of concentrated hydrochloric acid are 200：(10-20)：(300-500), preferable mass ratio are 200：(13-19)：(300-360), Further preferred mass ratio is 100:16.5:330；The water, the mass ratio of natrium nitrosum are 30:(5-10), preferable matter Amount is than being 30：(6-9), further preferred mass ratio are 30:7.34.
- 6. the synthetic method of compound according to claim 4, it is characterised in that temperature of charge is maintained at 0-15 DEG C, Preferable temperature is 8-12 DEG C, and further preferred temperature is 8-10 DEG C, and adds sodium nitrite solution into mixed solution a, Afterwards in 0-15 DEG C of temperature, preferable temperature is 5-12 DEG C, and further preferred temperature is to be incubated 1-3 hours at 5-10 DEG C, excellent Elect 1-2 hours, more preferably 1.5 hours as, reaction obtains the chloro- 2- phenetidines diazols of 4-.
- 7. the synthetic method of compound according to claim 3, it is characterised in that the coupling reaction includes following step Suddenly：The preparation of a coupling components23g-28g L acid is weighed in 1000ml beakers, adds 4g-6g sodium hydroxides, stirring and dissolving, if impurity, filtering Processing；Preferably, the L acid is 23.5g；Preferably, the sodium hydroxide is 4.2g；B coupling reactionsThe chloro- 2- phenetidines diazols of 4- are added in above-mentioned coupling component, control temperature at 0-15 DEG C with ice-water bath, pH Control stirs 3-6 hours, preferably 4-5 hours, more preferably 4 hours after the completion of 7-9, charging, obtains formula (1) change Compound.
- 8. the synthetic method of compound according to claim 7, it is characterised in that in the coupling reaction, the temperature Spend for 0-10 DEG C, preferably 0-5 DEG C.
- 9. the synthetic method of compound according to claim 7, it is characterised in that the pH controls are in 8-9, preferable pH For 8-8.2.
- 10. the synthetic method of compound according to claim 3, it is characterised in that after step (2), carry out salt successively Analysis, salt is washed, filtering refines, is dried, is crushed, and collects product.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112708283A (en) * | 2020-12-25 | 2021-04-27 | 北京泛博科技有限责任公司 | Red dye and preparation method and application thereof |
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