CN106590012B - The isomer mixture of CLT acid prepares the method and product of acid dyes original powder - Google Patents
The isomer mixture of CLT acid prepares the method and product of acid dyes original powder Download PDFInfo
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- CN106590012B CN106590012B CN201611082229.XA CN201611082229A CN106590012B CN 106590012 B CN106590012 B CN 106590012B CN 201611082229 A CN201611082229 A CN 201611082229A CN 106590012 B CN106590012 B CN 106590012B
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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
- C09B29/0007—Monoazo dyes prepared by diazotising and coupling from diazotized anilines containing acid groups, e.g. CO2H, SO3H, PO3H2, OSO3H, OPO2H2; Salts thereof
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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
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/16—Naphthol-sulfonic acids
Abstract
The invention discloses the methods that a kind of isomer mixture of CLT acid prepares acid dyes original powder, mainly utilize generated by-product in generated by-product in organic pigment intermediate CLT acid production process and G salt or G salt production process, pass through diazo-reaction under certain reaction condition, coupling reaction obtains acid dyes original powder --- Indian yellow original powder/acid orange original powder, both the cheap and good-quality acid dyes that can be used for dyeing nylon can have been prepared, reduce the possible pollution on the environment of generated by-product in intermediate production process again, integrate industrialized production, the development of sustainability.
Description
Technical field
The invention belongs to organic chemical industry fields, and in particular to a kind of isomer mixture of CLT acid prepares acid dyes original
The method and product of powder.
Background technique
Acid dyes (Acid Dyes) is the water-soluble dye that acidic-group is had in a kind of chemical structure, is situated between in acidity
It is dyed in matter.Most of acid dyes contains sulfonate sodium, can be dissolved in water, and lovely luster, chromatography are complete.It is mainly used for sheep
The dyeing such as hair, silk and polyamide fibre, it can also be used to leather, paper, ink etc..To the general non-coloring power of cellulose fibre.
Acid dyes is aromatic sulfonic group sodium salt, azo and anthraquinone in chromogen structure mostly in chemical structure
Occupy very big specific gravity, in addition there are also all kinds of color developments such as triaryl methane, azine, mouth xanthenes, indigo, quinoline, phthalocyanine and nitro-imine
Body.In various chemical structures, azo acid dye all account for the first, especially monoazo and bisazo in kind and yield
At most, including the assorted kind such as yellow, orange, red, dark blue and black.The light fastness of anthraquinone acid dye is preferable, color
Bright-coloured, mainly some purple, blue, green dyes are especially mostly important with blue.
It is compared with direct dyes, acid dyes structure is simple, lack longer total often double bond and coplanarity structure, so
Cellulose fibre is lacked direct, it is impossible to be used in the dyeing of cellulose fibre.Different types of acid dyes, due to molecule knot
Structure is different, thus their dyeability is also different, and used colouring method is also different.
Organic pigment intermediate CLT acid, isomeric by-products in dyestuff intermediate G salt production process processing, utilize
Problem:
The chloro- 3- amino toluene -4- sulfonic acid of CLT acid scientific name 6- is an important intermediate in organic red pigment synthesis,
The CLT acid production process route will generally undergo toluene sulfonation, chlorination, nitrification, hydrogenating reduction, neutralize, extract the processes such as certified products,
Production process route is very long, further relates to largely use strong acid, highly basic.According to current production process route, produced at it
Cheng Zhong can generate nearly 1/4 CLT acid isomeric by-products, this CLT acid isomers after the completion of the hydrogenation reduction stage
Side components are more complex, predominantly the mixture of the various isomers of toluenesulfonic acid containing chloro amido, if be isolated not in time
Fall, it will the organic red pigment for influencing the product purity of the chloro- 3- amino toluene -4- sulfonic acid of certified products 6- and being synthesized later
Coloured light.These nearly 1/4 CLT acid isomeric by-products separated costs when being chemically treated are very high, so such as
What carries out handling and utilizing these CLT acid isomeric by-products, makes the raw material in industrial production, is always puzzlement research
The problem of personnel.
G salt scientific name beta naphthal -6,8- disulfonic acid di-potassium is a kind of important dyestuff intermediate, can manufacture a variety of acidity
Azo dyes.In dyestuff intermediate G salt production process, after the completion of the sulfonating reaction stage, the G salt isomery of a part can be generated
Body by-product, G salt isomeric by-products are mainly the various isomer mixtures of beta naphthal disulfonic acid, and this component of mixture is more multiple
It is miscellaneous, if be isolated not in time, it will influence G salt certified products (6- naphthols -6,8- disulfonic acid) product purity and after
The coloured light for the dyestuff being synthesized.However how about produced G salt isomeric by-products are used after separating, and are allowed to
As the raw material and a problem in industrial production.
Report that the document of related CLT acid production waste water recycling is less both at home and abroad.The China of Publication No. CN102731011A
Patent document discloses the high efficiency water reducing agent and its production technology that a kind of CLT acid production waste water is Material synthesis, specifically include by
CLT acid produces waste water, phenol compound and solvent mixture and dissolves by heating, and adjusts pH value；After aldehyde compound and auxiliary agent is added,
Insulation reaction；It cools down after reaction.Above-mentioned technique with CLT acid produce in the waste water of phenyl ring class isomer mixture that generates make
For the raw materials for production of sulfamate high-effective water-reducing agent, one side regeneration industrial waste, on the other hand, sulfamate
The cost of material of high efficiency water reducing agent reduces about 30%, greatly improves the competitiveness of product.
Report that the document in relation to G salt production waste water recycling is less both at home and abroad.The China of Publication No. CN105800989A is specially
Sharp document discloses a kind of method using generated waste water synthesis modification sulfamate water reducer in G salt production process,
This method uses the compound preparation to generated waste water, sodium sulfanilate salt and phenolic hydroxyl group in G salt production process to change
Property sulfamate water reducer.The not only concrete water-reducing ratio with higher and excellent of modified amido sulfoacid synthesized by this method
It is slump-retaining can, open dye intermediate wastewater comprehensive utilization new way.Reduce the raw material of the water-reducing agent at
This alleviates the environmental pressure in dyestuff intermediate production process simultaneously, has good economical and environmentally friendly benefit.
However the amount of the annual domestic CLT acid production waste water generated is very huge, so, to reduce environmental pressure, reduce
Enterprise's input cost develops the waste water recycling mode of diversification, has great strategic importance.
Summary of the invention
The isomer mixture that technical problem solved by the invention is to provide a kind of CLT acid prepares acid dyes original powder
Method and product, this method preparation process is simple, and cost is relatively low.
A kind of method that the isomer mixture of CLT acid prepares acid dyes original powder, comprising:
(1) in acid condition, the isomer mixture Yu sodium nitrite of CLT acid carry out diazo-reaction, obtain diazonium
Salt；
(2) coupling reaction occurs for the isomer mixture of the diazonium salt that step (1) obtains and G salt or G salt, after fully reacting
The acid dyes original powder is obtained after post treatment.
Diazo component in raw materials for production of the present invention is derived from generated pair in organic pigment intermediate CLT acid production process
Product --- the various isomer mixtures of CLT acid, coupling component can be G salt certified products, be also possible to be derived from dyestuff intermediate G salt
Generated by-product in production process --- the various isomer mixtures of G salt, amount are easy to get greatly, can both prepare good and cheap
Can be used for the acid dyes of dyeing nylon, and reduce generated by-product in intermediate production process and environment may be made
At pollution, integrate industrialized production, the development of sustainability.
The isomer mixture of the CLT acid can be any isomers of CLT acid or the mixture of isomers.As
It is preferred that the isomer mixture of the CLT acid is at least one of compound shown in formula (1)-(6):
Preferably, the isomer mixture of the CLT acid is any ratio of the composition of compound shown in formula (1)-(6)
Mixture.
CLT acid produces in waste water, and mainly containing formula (1)-(6) compound represented can be directly added into actual use
CLT acid produces waste water, and the waste water Chinese style (1)-(6) compound represented weight percent content is generally 15~40%.
The isomer mixture of the G salt can be any isomers of G salt or the mixture of isomers.As excellent
The isomer mixture of choosing, the G salt is at least one of compound shown in formula (7)-(8):
In actual use, it can be directly added into G salt or G salt production waste water, mainly contain formula (7)-(8) in G salt production waste water
Compound represented, the weight percent content of G salt production waste water Chinese style (7)-(8) compound represented is generally 5~
10%.
In step (1), the acidity of system is controlled by hydrochloric acid, and as active ingredients, the isomers of the CLT acid is mixed
The mass ratio for closing object and hydrochloric acid is 110~310:51~113.Preferably, the mass percentage concentration of the hydrochloric acid be 10~
35%.
In step (1), as active ingredients, the isomer mixture of the CLT acid and the mass ratio of sodium nitrite are 110
~310:48~110.Preferably, the isomer mixture of the CLT acid and the mass ratio of sodium nitrite are 200~250:60
~80.
Preferably, the isomer mixture of the pH CLT acid for being 7~8 is warming up to 60~100 DEG C, it is slowly dropped into hydrochloric acid
Solution stirs 0.5~1.5h after being added dropwise.Hydrochloric acid solution is instilled at such a temperature, can accelerate the isomer mixture of CLT acid
Hydrochloride is generated, keeps reaction more abundant.
In step (1), the temperature of the diazo-reaction is -5~15 DEG C.Preferably, the temperature of the diazo-reaction
Degree is 0~5 DEG C.
In step (1), the time of the diazo-reaction is 0.5~4h.Preferably, the time of the diazo-reaction
For 2~3h.
In step (2), as active ingredients, the input amount of the isomer mixture of G salt or G salt and the CLT initially put into
The mass ratio of the isomer mixture of acid is 98~522:110~310.Preferably, the isomer mixture of G salt or G salt
The mass ratio of input amount and the isomer mixture of the CLT acid initially put into is 240~350:200~250.
In step (2), the temperature of the coupling reaction is 0~25 DEG C.
In step (2), the time of the coupling reaction is 0.5~4h.Preferably, the time of the coupling reaction is 2
~3h.
In step (2), the post-processing includes saltouing, dry or spraying tower drying.
The present invention also provides a kind of acid dyes original powder products prepared by the above method.Wherein, with CLT acid
Isomer mixture and G salt are that the acid dyes original powder product that raw material is prepared is Indian yellow original powder, with the isomers of CLT acid
The isomers of mixture and G salt is that the acid dyes original powder product that raw material is prepared is acid orange original powder.
Compared with prior art, the invention has the following advantages:
(1) this method is a kind of commercial run, and preparation process operating procedure is simple, in common response kettle
It completes；
(2) present invention mainly utilizes generated by-product --- CLT in organic pigment intermediate CLT acid production process
The various isomer mixtures of acid, by with generated by-product in G salt or G salt production process --- the various isomers of G salt are mixed
Object is closed, diazo-reaction is passed through under certain reaction condition, coupling reaction obtains Indian yellow original powder or acid orange original powder, both can be with
The cheap and good-quality acid dyes that can be used for dyeing nylon is prepared, and reduces generated by-product in intermediate production process
The possible pollution on the environment of object, integrates industrialized production, the development of sustainability.
Detailed description of the invention
Fig. 1 is the dyeing curve of the embodiment of the present invention 9.
Specific embodiment
Present invention will be further explained below with reference to specific examples.It should be understood that these embodiments are merely to illustrate the present invention
Rather than it limits the scope of the invention.In addition, it should also be understood that, after having read the content of the invention illustrated, those skilled in the art
Member such as makes various changes or modifications the present invention, and such equivalent forms are equally fallen within defined by the application the appended claims
Within the scope of.
Embodiment 1
One, the factory formula (parts by weight) of acid dyes original powder --- Indian yellow original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 80 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With；G salt certified products is dissolved in a certain amount of 80 DEG C of hot water, adjusts pH value to 6.0~6.5 with 30% sodium hydrate aqueous solution,
It is made into the G saline solution that mass fraction is 30%, for use.
(1) in the reactor, the CLT acid waste water of the various isomers containing 18%CLT acid is added, is heated to 80 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then ice bath is changed into, 0~5
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour under the conditions of DEG C, is added dropwise, continues heat preservation under the conditions of 0~5 DEG C and stir
It mixes 2.0 hours, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, it is slowly added dropwise to G saline solution in the diazonium salt that step (1) obtains, is added dropwise,
Continue insulated and stirred 2 hours under the conditions of 0~10 DEG C, then adjust pH value to 6.5 with 30% sodium hydrate aqueous solution, coupling reaction is complete
At.
A certain amount of salt, which is added, makes dyestuff saltout, and vacuum filtration obtains filter cake, 70 DEG C of drying obtain the acid dyes
Original powder --- Indian yellow original powder.
Embodiment 2
One, the factory formula (parts by weight) of acid dyes original powder --- Indian yellow original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 80 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With；G salt certified products is dissolved in a certain amount of 80 DEG C of hot water, adjusts pH value to 6.0~6.5 with 30% sodium hydrate aqueous solution,
It is made into the G saline solution that mass fraction is 30%, for use.
(1) in the reactor, the CLT acid waste water of the various isomers containing 18%CLT acid is added, is heated to 80 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then ice bath is changed into, 0~5
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour under the conditions of DEG C, is added dropwise, continues heat preservation under the conditions of 0~5 DEG C and stir
It mixes 2.5 hours, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, it is slowly added dropwise to G saline solution in the diazonium salt that step (1) obtains, is added dropwise,
Continue insulated and stirred 2.5 hours under the conditions of 0~10 DEG C, then adjusts pH value to 6.5 with 30% sodium hydrate aqueous solution, coupling reaction
It completes.
A certain amount of salt, which is added, makes dyestuff saltout, and vacuum filtration obtains filter cake, 70 DEG C of drying obtain the acid dyes
Original powder --- Indian yellow original powder.
Embodiment 3
One, the factory formula (parts by weight) of acid dyes original powder --- Indian yellow original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 60 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With；G salt certified products is dissolved in a certain amount of 60 DEG C of hot water, adjusts pH value to 6.0~6.5 with 30% sodium hydrate aqueous solution,
It is made into the G saline solution that mass fraction is 30%, for use.
(1) in the reactor, the CLT acid waste water of the various isomers containing 25%CLT acid is added, is heated to 60 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then under the conditions of 5~10 DEG C
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour, is added dropwise, it is small to continue insulated and stirred 1.5 under the conditions of 5~10 DEG C
When, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, it is slowly added dropwise to G saline solution in the diazonium salt that step (1) obtains, is added dropwise,
Continue insulated and stirred 1.5 hours under the conditions of 10~15 DEG C, then adjust pH value to 6.5 with 30% sodium hydrate aqueous solution, coupling is anti-
It should complete.
A certain amount of salt, which is added, makes dyestuff saltout, and vacuum filtration obtains filter cake, 70 DEG C of drying obtain the acid dyes
Original powder --- Indian yellow original powder.
Embodiment 4
One, the factory formula (parts by weight) of acid dyes original powder --- Indian yellow original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 90 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With；G salt certified products is dissolved in a certain amount of 90 DEG C of hot water, adjusts pH value to 6.0~6.5 with 30% sodium hydrate aqueous solution,
It is made into the G saline solution that mass fraction is 30%, for use.
(1) in the reactor, the CLT acid waste water of the various isomers containing 15%CLT acid is added, is heated to 90 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 0.5 hour.Then under the conditions of -5~0 DEG C
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour, is added dropwise, it is small to continue insulated and stirred 3.5 under the conditions of -5~0 DEG C
When, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, it is slowly added dropwise to G saline solution in the diazonium salt that step (1) obtains, is added dropwise,
Continue insulated and stirred 0.5 hour under the conditions of 15~20 DEG C, then adjust pH value to 6.5 with 30% sodium hydrate aqueous solution, coupling is anti-
It should complete.
A certain amount of salt, which is added, makes dyestuff saltout, and vacuum filtration obtains filter cake, 70 DEG C of drying obtain the acid dyes
Original powder --- Indian yellow original powder.
Embodiment 5
One, the factory formula (parts by weight) of acid dyes original powder --- acid orange original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 80 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With.
(1) in the reactor, the CLT acid waste water of the various isomers containing 18%CLT acid is added, is heated to 80 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then ice bath is changed into, 0~5
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour under the conditions of DEG C, is added dropwise, continues heat preservation under the conditions of 0~5 DEG C and stir
It mixes 2.0 hours, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, the G of the various isomers of salt containing 6%G is slowly added dropwise in the diazonium salt that step (1) obtains
Salt waste water, is added dropwise, and continues insulated and stirred 2 hours under the conditions of 5~15 DEG C, then adjusts pH with 30% sodium hydrate aqueous solution
Value to 6.5, complete by coupling reaction.
A certain amount of salt, which is added, makes dyestuff saltout, vacuum filtration, obtains filter cake, and 70 DEG C of drying obtain the acid dye
Expect original powder --- acid orange original powder.
Embodiment 6
One, the factory formula (parts by weight) of acid dyes original powder --- acid orange original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 80 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With.
(1) in the reactor, the CLT acid waste water of the various isomers containing 18%CLT acid is added, is heated to 80 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then ice bath is changed into, 0~5
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour under the conditions of DEG C, is added dropwise, continues heat preservation under the conditions of 0~5 DEG C and stir
It mixes 2.5 hours, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, the G of the various isomers of salt containing 6%G is slowly added dropwise in the diazonium salt that step (1) obtains
Salt waste water, is added dropwise, and continues insulated and stirred 2.5 hours under the conditions of 5~10 DEG C, then is adjusted with 30% sodium hydrate aqueous solution
PH value to 6.5, complete by coupling reaction.
A certain amount of salt, which is added, makes dyestuff saltout, vacuum filtration, obtains filter cake, and 70 DEG C of drying obtain the acid dye
Expect original powder --- acid orange original powder.
Embodiment 7
One, the factory formula (parts by weight) of acid dyes original powder --- acid orange original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 70 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With.
(1) in the reactor, the CLT acid waste water of the various isomers containing 26%CLT acid is added, is heated to 70 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then ice bath is changed into, 0~5
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour under the conditions of DEG C, is added dropwise, continues heat preservation under the conditions of 0~5 DEG C and stir
It mixes 2.5 hours, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, the G of the various isomers of salt containing 8%G is slowly added dropwise in the diazonium salt that step (1) obtains
Salt waste water, is added dropwise, and continues insulated and stirred 1.5 hours under the conditions of 5~10 DEG C, then is adjusted with 30% sodium hydrate aqueous solution
PH value to 6.5, complete by coupling reaction.
A certain amount of salt, which is added, makes dyestuff saltout, vacuum filtration, obtains filter cake, and 70 DEG C of drying obtain the acid dye
Expect original powder --- acid orange original powder.
Embodiment 8
One, the factory formula (parts by weight) of acid dyes original powder --- acid orange original powder:
Two, the preparation method of acid dyes original powder:
Sodium nitrite is dissolved in 85 DEG C of hot water in advance, is made into the sodium nitrite in aqueous solution that mass fraction is 30%, to
With.
(1) in the reactor, the CLT acid waste water of the various isomers containing 15%CLT acid is added, is heated to 85 DEG C, stirs,
It is slowly added dropwise to 30% aqueous hydrochloric acid solution in 0.5 hour, is added dropwise, is stirred for 1.0 hours.Then under the conditions of -5~0 DEG C
It in being slowly added dropwise to sodium nitrite in aqueous solution in 0.5 hour, is added dropwise, it is small to continue insulated and stirred 3.5 under the conditions of -5~0 DEG C
When, diazo-reaction is completed, and diazonium salt is obtained.
(2) in 0.5 hour, the various isomers of salt containing 10%G are slowly added dropwise in the diazonium salt that step (1) obtains
G salt waste water, is added dropwise, and continues insulated and stirred 0.5 hour under the conditions of 15~20 DEG C, then with 30% sodium hydrate aqueous solution tune
PH value is saved to 6.5, coupling reaction is completed.
A certain amount of salt, which is added, makes dyestuff saltout, vacuum filtration, obtains filter cake, and 70 DEG C of drying obtain the acid dye
Expect original powder --- acid orange original powder.
Embodiment 9
Acid orange original powder prepared by Indian yellow original powder or embodiment 5~8 prepared by Examples 1 to 4 is to dyeing nylon
And its washing fastness test:
One, prepared Indian yellow original powder or acid orange original powder are to nylon dye methods
Colouring method: dip dyeing
Two, prepared Indian yellow original powder or acid orange original powder dyeing prescription
1,3g/ block nylon cloth
2, dye strength (o.w.f) 4%
3, glacial acetic acid concentration (o.w.f) 4%
4, anhydrous sodium sulphate concentration (o.w.f) 10%
Bath raio: 30:1
Three, prepared Indian yellow original powder or acid orange original powder dyeing process and process conditions
Dyeing curve is as shown in Figure 1, specifically include: dyestuff and auxiliary agent is added by technology preparation at room temperature, uses
Temperature-gradient method is dyed, and is warming up to 70 DEG C with the rate of 1.5 DEG C/min, then be warming up to 100 DEG C with the rate of 1.0 DEG C/min,
After keeping the temperature 30min, room temperature is cooled to by 100 DEG C with the rate of 2.0 DEG C/min, finally washes, iron dry, is i.e. dyeing finishes.
Four, washing color fastness is tested
To the nylon after dyeing according to (2) in GB/T 3921-2008 " textile color stability test fastness to soaping "
Test method carries out washing color fastness test.It is water-fast to judge according to the grade of the grade of sample discoloration and adjacent fabric staining
Wash color fastness.Washing color fastness test result is as shown in table 1:
1 washing color fastness test result of table
| Colour fading fastness | Staining fastness | |
| Embodiment 1 | 3 grades | 3.5 grade |
| Embodiment 2 | 3.5 grade | 3.5 grade |
| Embodiment 3 | 3 grades | 3 grades |
| Embodiment 4 | 3.5 grade | 3 grades |
| Embodiment 5 | 3 grades | 3 grades |
| Embodiment 6 | 3.5 grade | 3.5 grade |
| Embodiment 7 | 3 grades | 3.5 grade |
| Embodiment 8 | 3.5 grade | 3 grades |
By above-mentioned washing color fastness test result it is found that the present invention is prepared using the isomer mixture of CLT acid
Acid dyes original powder have preferable colour fading fastness and staining fastness.Acid dyes original powder actual use prepared by the present invention
When, dosage is similar to the usage amount of existing acid dyes original powder, can be adjusted according to actual needs.The present invention can both be prepared
The cheap and good-quality acid dyes that can be used for dyeing nylon out, and reduce in intermediate production process that generated by-product can
Energy pollution on the environment, integrates industrialized production, the development of sustainability.
Claims (8)
1. a kind of method that the isomer mixture of CLT acid prepares acid dyes original powder characterized by comprising
(1) in acid condition, the isomer mixture Yu sodium nitrite of CLT acid carry out diazo-reaction, obtain diazonium salt；
(2) coupling reaction occurs for the isomer mixture of the diazonium salt that step (1) obtains and G salt or G salt, after fully reacting by
Post-processing obtains the acid dyes original powder；
The isomer mixture of the CLT acid is generated by-product in organic pigment intermediate CLT acid production process, described
CLT acid isomers be selected from formula (1)-(6) shown in compound:
The isomers of the G salt is selected from compound shown in formula (7)-(8):
2. the method that the isomer mixture of CLT acid according to claim 1 prepares acid dyes original powder, feature exist
In, in step (1), as active ingredients, the mass ratio of the isomer mixture of the CLT acid and sodium nitrite is 110~
310:48~110.
3. the method that the isomer mixture of CLT acid according to claim 1 prepares acid dyes original powder, feature exist
In, in step (1), the acidity of system is controlled by hydrochloric acid, as active ingredients, the isomer mixture of the CLT acid
Mass ratio with hydrochloric acid is 110~310:51~113.
4. the method that the isomer mixture of CLT acid according to claim 1 prepares acid dyes original powder, feature exist
In in step (1), the temperature of the diazo-reaction is 0~5 DEG C.
5. the method that the isomer mixture of CLT acid according to claim 1 prepares acid dyes original powder, feature exist
In in step (1), the time of the diazo-reaction is 0.5~4h.
6. the method that the isomer mixture of CLT acid according to claim 1 prepares acid dyes original powder, feature exist
In in step (2), as active ingredients, the input amount of the isomer mixture of G salt or G salt is different with the CLT acid that initially puts into
The mass ratio of structure body mixture is 98~522:110~310.
7. the method that the isomer mixture of CLT acid according to claim 1 prepares acid dyes original powder, feature exist
In the time of the coupling reaction is 0.5~4h.
8. a kind of acid dyes original powder product, which is characterized in that the acid dyes original powder product is by claim 1~7 times
Preparation method described in one is prepared.
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| CN107828235A (en) * | 2017-11-28 | 2018-03-23 | 浙江秦燕科技股份有限公司 | A kind of method and product that acid bright red original powder is prepared using CLT acid production accessory substance |
| CN107879954A (en) * | 2017-11-28 | 2018-04-06 | 浙江秦燕科技股份有限公司 | A kind of method and product that acid xanthan powder is prepared using CLT acid production accessory substance |
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